COMPOUND AND ORGANIC LIGHT EMITTING DEVICE COMPRISING SAME

13-06-2016 дата публикации

Номер:

KR1020160066669A

Автор: HWANG, SEOK HWAN, JUN, MI EUN, JUNG, HYE JIN, KIM, YOUNG KOOK

Принадлежит:

Контакты:

Номер заявки: 01-14-102070821

Дата заявки: 02-12-2014

[1]

Compounds and relates to an organic light emitting device.

[2]

Organic light emitting device (organic light emitting diode) objective compound is expressed by formula X the self-luminescence as devices as well as excellent in contrast, a process in which at high a response time, luminance, is excellent in the speed characteristic and response driving voltage is the polychromatic having decided that the.

[3]

Of a general organic light emitting on a substrate, anode connected to the positive terminal of is formed, the hole transport layer on the top of the anode, light emitting layer, electron transport layer and cathode a structure formed sequentially material may have a. Excitation hole transport layer, the light-emitting layer and the electron transport layer is formed of an inorganic their organic thin film which comprises a compound comprising a group.

[4]

Such as that described above having a structure in which of organic light-emitting device having driving principle were as follows..

[5]

Said anode and [...] when a voltage is applied, anode injected from a via hole transporting layers a a to move into the emitting layer, electrons injected from a cathode via electron transport layer is moved to a emitting layer. A carrier said holes and electrons and recombined in the light layer areas generates the an exciton (exiton). Is to change to the ground state in excited-state exciton while allowing is generated on.

[6]

At least an organic single molecule of the existing method to the melt stability electrical, high charge transport capacity or light emission ability has high glass transition temperature and to avoid the transformation of a material that can be a request for continues.

[7]

The group consisting of Ni, high charge transport capacity and light-emitting ability has high glass transition temperature and to avoid the transformation as materials which can be electron transport compounds and suitable as a material including high efficiency, low voltage, brightness, low drive voltage and a long life by a rope. organic light emitting device.

[8]

According to one aspect of the present invention, a it is intended to provide a derivative is represented by the following formula 1:

[9]

< 화학식 1>

[10]

[11]

During said formula 1,

[12]

R₁ to R₈ and Ar₁ to Ar₄ independently from each other, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro, amino group, amino d anger, hydrazine to, hydra zone, carboxylic acid or a salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, a substituted or unsubstituted C₁-C₆₀ alkyl, a substituted or unsubstituted C₂-C₆₀ alkenyl group, a substituted or unsubstituted C₂-C₆₀ alkynyl to, a substituted or unsubstituted C₁-C₆₀ alkoxy groups, a substituted or unsubstituted C₃-C₁₀ group, a cycloalkyl group, an, a substituted or unsubstituted C₂-C₁₀ hetero group, a cycloalkyl group, an, a substituted or unsubstituted C₃-C₁₀ cyclo alkenyl group, a substituted or unsubstituted C₂-C₁₀ hetero [...], a substituted or unsubstituted C₆-C₆₀ aryl, substituted or beach substituted C₆-C₆₀biting jade time, a substituted or unsubstituted C₆-C₆₀biting mote unyielding spirit, a substituted or unsubstituted C₁-C₆₀ or a heteroaryl, a substituted or unsubstituted 1 non-aromatic condensed ring polycyclic group, a substituted or unsubstituted 1 non-aromatic hetero group the annularity which is a condensation, -N (Q₁) (Q₂), -Si (Q₃) (Q₄) (Q₅) and-B (Q₆) (Q₇) of which is selected from;

[13]

Said Ar₁ to Ar₄ formula 1-a and to at least one of the;

[14]

< 화학식 1-a>

[15]

[16]

During said formula 1-a,

[17]

R₁₁ the R₁ to R₈ and equal to the definitions for;

[18]

The m and a structure represented by formula 1 to 7;

[19]

* Combined which sites;

[20]

Said substituted C₁-C₆₀ alkyl, substituted C₂-C₆₀ alkenyl group, substituted C₂-C₆₀ to alkynyl, substituted C₁-C₆₀ alkoxy groups, substituted C₃-C₁₀ group, a cycloalkyl group, an, substituted C₂-C₁₀ hetero group, a cycloalkyl group, an, substituted C₃-C₁₀ cyclo alkenyl group, substituted C₂-C₁₀ hetero [...], substituted C₆-C₆₀ aryl, substituted C₆-C₆₀biting jade time, substituted C₆-C₆₀biting mote unyielding spirit, substituted C₁-C₆₀ or a heteroaryl, substituted 1 non-aromatic condensed ring polycyclic group, non-aromatic hetero agents as well as substituted 1 the annularity which is a condensation group, at least one of the substituents,

[21]

[22]

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro, amino group, amino d anger, hydrazine to, hydra zone, carboxylic acid or a salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, C₃-C₁₀ group, a cycloalkyl group, an, C₂-C₁₀ hetero group, a cycloalkyl group, an, C₃-C₁₀ cyclo alkenyl group, C₂-C₁₀ hetero [...], C₆-C₆₀ aryl, C₆-C₆₀biting jade time (aryloxy), C₆-C₆₀biting mote unyielding spirit (arylthio), C₁-C₆₀ or a heteroaryl, 1 non-aromatic condensed ring polycyclic group, non-aromatic hetero group the annularity which is a condensation 1, -N (Q₁₁) (Q₁₂), -Si (Q₁₃) (Q₁₄) (Q₁₅) and-B (Q 88800002358 88) (Q₁₇) at least one substituted, C₁-C₆₀ alkyl, C₂-C₆₀ alkenyl group, C₂-C₆₀ alkynyl and C₁-C₆₀ alkoxy groups;

[23]

C₃-C₁₀ group, a cycloalkyl group, an, C₂-C₁₀ hetero group, a cycloalkyl group, an, C₃-C₁₀ cyclo alkenyl group, C₂-C₁₀ hetero [...], C₆-C₆₀ aryl, C₆-C₆₀biting jade time, C₆-C₆₀biting mote unyielding spirit, C₁-C₆₀ or a heteroaryl, non-aromatic condensed ring polycyclic group and 1 1 the annularity which is a condensation non-aromatic hetero group;

[24]

[25]

-N (Q₃₁) (Q₃₂), -Si (Q₃₃) (Q₃₄) (Q₃₅) and-B (Q₃₆) (Q₃₇); of which is selected from;

[26]

Said Q₁ to Q₇, Q₁₁ to Q₁₇, Q₂₁ to Q₂₇ and Q₃₁ to Q₃₇, independently one of the other are, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro, amino group, amino d anger, hydrazine to, hydra zone, carboxylic acid or a salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, C₁-C₆₀ alkyl, C₂-C₆₀ alkenyl group, C₂-C₆₀ alkynyl to, C₁-C₆₀ alkoxy groups, C₃-C₁₀ group, a cycloalkyl group, an, C₂-C₁₀ hetero group, a cycloalkyl group, an, C₃-C₁₀ cyclo alkenyl group, C₂-C₁₀ hetero [...], C₆-C₆₀ aryl 88 80004495888₁-C₆₀ or a heteroaryl, non-aromatic condensed ring polycyclic group and 1 1 the annularity which is a condensation non-aromatic hetero is selected from the group of.

[27]

According to a further aspect of the present invention, number 1 electrode; a opposite to said number 1 number 2 electrode; said number 2 electrode and said number 1 and includes a light emitting layer is interposed between the electrode an organic layer; includes, said compound of said formula 1 organic layer including organic light emitting device is provided.

[28]

According to another aspect of the present invention, said organic light emitting elements, number 1 of organic light-emitting device having said electrode, a drain electrode on the source electrode of the thin film transistor, which are connected electrically to a flat panel display device is provided.

[29]

Said formula 1 compounds having an excellent material being stability, useful as electron transport material. By using an high efficiency, low voltage, brightness, low drive voltage and a long life can be organic electroluminescent device.

[30]

Pursuant to one implementation also Figure 1 shows a structure of organic light emitting devices is roughly. plane from the represents.

[31]

Compound according to said one aspect of the present invention is represented by formula 1:

[32]

< 화학식 1>

[33]

[34]

During said formula 1,

[35]

[36]

Said Ar₁ to Ar₄ formula 1-a and to at least one of the;

[37]

< 화학식 1-a>

[38]

[39]

During said formula 1-a,

[40]

R₁₁ the R₁ to R₈ and equal to the definitions for;

[41]

The m and a structure represented by formula 1 to 7;

[42]

* Combined which sites;

[43]

[44]

[45]

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro, amino group, amino d anger, hydrazine to, hydra zone, carboxylic acid or a salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, C₃-C₁₀ group, a cycloalkyl group, an, C₂-C₁₀ hetero group, a cycloalkyl group, an, C₃-C₁₀ cyclo alkenyl group, C₂-C₁₀ hetero [...], C₆-C₆₀ aryl, C₆-C₆₀biting jade time (aryloxy), C₆-C₆₀biting mote unyielding spirit (arylthio), C₁-C₆₀ or a heteroaryl, 1 non-aromatic condensed ring polycyclic group, non-aromatic hetero group the annularity which is a condensation 1, -N (Q₁₁) (Q₁₂), -Si (Q₁₃) (Q₁₄) (Q₁₅) and-B (Q 88800002358 88) (Q₁₇) at least one substituted, C₁-C₆₀ alkyl, C₂-C₆₀ alkenyl group, C₂-C₆₀ alkynyl and C₁-C₆₀ alkoxy groups;

[46]

[47]

[48]

-N (Q₃₁) (Q₃₂), -Si (Q₃₃) (Q₃₄) (Q₃₅) and-B (Q₃₆) (Q₃₇); of which is selected from;

[49]

[50]

The present invention according to said formula 1 containing annular ring condensation in the molecule structure discovered that compounds that introduced disease, condensation or melting point WIPO advantageous transition temperature (Tg). Therefore, during the light emitting organic layer, any between organic layer, organic layer metal electrode second metal string heat resistance and pressure resistance and to the information processing device is increased resistance in a high-temperature environment are manufactured by using a state-such compounds, an organic electric field electroluminescent device. a tube connection device having high durability drive and during storage.

[51]

Furthermore, the structure of formula 1a [...] phenanthrene (phenanthrofuran) structure in the molecule thereof is condensed structure by having the structures that are connected from each other electron-π and status oxygens is, oxygen (O) in addition to this partially pair of non-shared of extra electron provide is to have an opportunity.

[52]

Due to this effect the center of formula 1 π-electron-rich pyrene amine in addition to structure connected to and n phenanthrofuran due to π → π * transition is higher in the desired probability that the → π * transition.

[53]

This principle structure of formula 1 by light absorption coefficient of the molecule, the results and then it is possible to increase the, such light absorption coefficient atm molecules increase the long holes for said formula 1 eventually other compounds including other publicly known pyrene derivatives with improved luminous efficiency than is enabled may indicate.

[54]

Therefore, a compound, according to some exemplary embodiments of the present invention in organic light emitting device more applied dopant light-emitting layer can cause characteristics of high efficiency.

[55]

In particular, has a compound having a structure of said formula 4 removed from not connected to an external substrate lies in the potentiating effect exerted excellent may yield an efficiency. Such of the present invention compounds highly efficient, low voltage, brightness, low drive voltage and a long life can be organic electroluminescent device.

[56]

Said formula 1 to substituents of the described more specifically.

[57]

According to an exemplary embodiment of the present invention, said formula 1 of Ar₁ to Ar₄ during, the substituents other than formula 1-a independently a substituted or unsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₁-C₆₀ or a heteroaryl, a substituted or unsubstituted 1 non-aromatic condensed ring polycyclic group, and a substituted or unsubstituted non-aromatic hetero the annularity which is a condensation 1 can be selected from the group of.

[58]

Of the present invention according to an exemplary embodiment, during said formula 1, R₁ to R₈ are each independently, hydrogen, deuterium, a substituted or unsubstituted C₁-C₆₀ alkyl, a substituted or unsubstituted C₆-C₆₀ aryl, and-Si (Q₃) (Q₄) (Q₅) can be selected in.

[59]

According to an exemplary embodiment of the present invention, said formula 1 of Ar₁ to Ar₄ during, the substituents other than formula 1-a independently the coils respectively drive the actuator depending on formula:

[60]

[61]

During said formula, Z₁ is hydrogen atom, deuterium, a substituted or unsubstituted carbon atoms 1 to 20 alkyl, a substituted or unsubstituted carbon atoms to 6 20 aryl, a substituted or unsubstituted aryl of 1 to 20 carbon atoms, a substituted or unsubstituted carbon atoms multi aeration condensation 6 to 20, to halogen, cyano group, nitro, carboxyl or hydroxy group and;

[62]

H₁-O-, -S-, or-CR₅₁ R₅₂-and; the p being integers, of 9 to 1;

[63]

R₅₁ and R₅₂ the foregoing definitions for R₁ to R₈ definitions for and the same as the; * Combined exhibits sites.

[64]

Of the present invention according to an exemplary embodiment, during said formula 1, R₂ and R₆ are each independently, hydrogen, deuterium, C₁-C₂₀ alkyl, C₆-C₂₀ aryl, or-Si (Q₄₁) (Q₄₂) (Q₄₃) can be. Said Q₄₁ to Q₄₃, independently one of the other are, C₁-C₆₀ alkyl or C₆-C₆₀ aryl group. Said formula 1 for example during, R₂ and R₆ are each independently, hydrogen, deuterium, methyl, to-butyl t, phenyl, or may methyl thread reel fixed date.

[65]

Of the present invention according to an exemplary embodiment, during said formula 1, R₁, R₃ -R₅, R₇, and R₈ are each independently, can be hydrogen or deuterium.

[66]

Of the present invention according to an exemplary embodiment, during said formula 1-a, R₁₁ can be the hydrogen or deuterium.

[67]

According to an exemplary embodiment of the present invention, said formula 1 formula 2 or formula Wednesday 3 enabled to operate close to the loop:

[68]

< 화학식 2>

[69]

[70]

< 화학식 3>

[71]

[72]

Of the specific compounds represented by of the present invention said formula 1, as an example, in wrapping, a, including but compounds, are not limited to.

[73]

[74]

[75]

[76]

[77]

[78]

[79]

According to one aspect of the present invention other a first electrode and a second electrode, electrode number 1 ; number 2 electrode; and said number 1 number 2 electrode and includes a light emitting layer is interposed between the electrode the organic layer as an organic light emitting element, said organic layer which appears as the compound said formula 1.

[80]

According to an exemplary embodiment of the present invention, in a light emitting element in organic said child node and electrode is said number 1, said number 2 [...] electrode, said organic layer, i) said number 1 a drain region are formed at both said electrode and between said, hole injection layer, hole transport layer, and electronic stop layer comprising at least one of these hole transport region and ii) said light emitting layer between a drain region are formed at both said number 2 electrode hole inhibiting layer, electron transport layer and an electron injection at least one of an electron transport zones may include a.

[81]

Yet another of the present invention according to an exemplary embodiment, said luminescent layer, according to some exemplary embodiments of the present invention may include a compounds. In this case, the compounds, according to some exemplary embodiments of the present invention can be used as dopants, and preparation.

[82]

The present specification "organic layer" organic the light emitting elements during number 1 number 2 electrode and two or more elements of Ag, single and/or plurality of layers is, which points to the terms.

[83]

Also pursuant to one implementation of the present invention Figure 1 shows a organic light emitting devices (10) of. timing outlines a cross-sectional drawing. Said organic light emitting device (10) the number 1 electrode (110), organic layer (150) and number 2 electrode (190) includes.

[84]

Hereinafter, also 1 pursuant to one implementation of the present invention reference to a of organic light emitting device having improved structure and. off at the first and the second manufacturing method.

[85]

Of Figure 1 number 1 electrode (110) of lower portion, or number 2 electrode (190) further the top of can be arranged. Said substrate mechanical strength, thermostable, transparency, surface smoothness, easy-to-clean, and handling water-resistant substrate or transparent on glass, use can be made of, plastic substrate.

[86]

Said number 1 electrode (110) the, for example, on the substrate at a, material for electrode number 1 the method or a sputtering method can be formed by providing. Said number 1 electrode (110) when it will be a child node is, hole injection to facilitate high substance electrode number 1 with work material is can be selected. Said number 1 electrode (110) the in reflective electrode, transflective electrode or can be transmission electrodes. Number 1 electrode layer is transparent and highly conductive indium tin oxide (ITO), zinc indium oxide (IZO), tin oxide (SnO₂), zinc oxide (ZnO) or the like can be used.. Or, a or reflective type electrode transflective electrode number 1 (110) to form, as for number 1, magnesium (mg), aluminum (Al), al-li (Al-Li), calcium (Ca), magnesium-indium (mg-In), magnesium-silver (mg-Ag) may be selected at least one of.

[87]

Said number 1 electrode (110) a single or plurality of layers a multi-layered material may have a. For example, said number 1 electrode (110) ITO/Ag/ITO of the 3 layer structure but may have, limited to not.

[88]

Said number 1 electrode (110) the upper organic layer (150) is so positioned as to. Said organic layer (150) light-emitting layer including an.

[89]

Said organic layer (150) the, said electrode and said number 1, and is elastically interposed between said hole transport region (hole transport region) and said light emitting layer two or more elements of Ag, said number 2 an electron transport region may include further (electron transport region).

[90]

Said hole transport region, hole injection layer (HIL), hole transport layer (HTL), buffer layer (EBL) and electronic stop layer may comprise at least one, said electron transport region hole inhibiting layer (HBL), an electron transport layer (ETL) and an electron injection layer (EIL), the logical source including the device contain at least one of an, limited to not.

[91]

Said a single hole transport region of either a single layer material, plurality of mutually consisting of a material different from the of either a single layer or of plurality of different plurality of layers comprising a material a multi-layered material may have a.

[92]

For example, said hole transport region, plurality of different single layer comprising a material or structure, number 1 electrode (110) which are stacked sequentially from hole injection layer/hole transport layer, hole injection layer/hole transport layer/buffer layer, buffer layer/hole injection layer, hole transport layer/buffer layer or hole injection layer/hole transport layer/electronic layer from the active region transmits but, limited to not.

[93]

Said hole transport region when hole injection layer, vacuum deposition method, spin-coating, Multicast method, lb (Langmuir-Blodgett) method, inkjet printing method, laser printing method, laser induced thermal mixed (Laser Induced Thermal Imaging, LITI) device includes an organic membrane comprising such using method, said number 1 electrode (110) said on top can be implanted layer is formed on the hole.

[94]

A vacuum deposition method when implanted layer is formed on the hole by, the deposition condition, for example, about 100 to about 500 °C deposition temperatures of at, about 10^-8 to about 10^-3 torr of vacuum and from about 0.01 to about 100 Å / sec deposition rate of within the range, a hole injection layer to be deposition compounds and of intended hole injection layer by taking onto account the design can be selected.

[95]

Spin-coating when implanted layer is formed on the hole by, about coating condition 5000rpm to about 2000rpm speed and coating in a temperature range from about 80 °C to 200 °C for the heat treatment of, a hole injection layer to be deposition compounds and of intended hole injection layer by taking onto account the design can be selected.

[96]

Said hole transport region when hole transport layer, vacuum deposition method, spin-coating, Multicast method, lb (Langmuir-Blodgett) method, inkjet printing method, laser printing method, laser induced thermal mixed (Laser Induced Thermal Imaging, LITI) device includes an organic membrane comprising such using method, number 1 electrode (110) said top or hole injection layer can be hole transport layer. Vacuum deposition method and spin-coating by when hole transport layer, hole transport layer said conditions and coating deposition condition hole injection layer reference a coating condition and deposition condition.

[97]

Said hole transport region, m-MTDATA, TDATA, 2-TNATA, NPB, β-NPB, TPD, Spiro-TPD, Spiro-NPB, α-NPB, TAPC, HMTPD, TCTA (4,4 ', 4 "-tris (N-thiazolly) triphenyl amine (4,4', 4"-tris (N-carbazolyl) triphenylamine)), (Polyaniline/Dodecylbenzenesulfonic acid: polyaniline/use of Saccharomyces cerevisiae the thread benzene alcoholic beverage phone it buys ) Pani/DBSA, PEDOT/PSS (Poly (3,4-ethylenedioxythiophene)/ Poly (4-styrenesulfonate): poly (3,4-ethylenedioxythiophene) / (4-styrene sulfonate)), Pani/CSA (Polyaniline/Camphor sulfonicacid: polyaniline/ the cam ladling alcoholic beverage phone it buys ), (Polyaniline)/ Poly (4-styrenesulfonate) PANI/PSS: polyaniline) / (4-styrene alcoholic beverage gun four light)), and a compound expressed formula 201 to a fullerene derivative is denoted by chemical formula 202 a may include at least one of:

[98]

[99]

[100]

< 화학식 201>

[101]

[102]

< 화학식 202>

[103]

[104]

Said formula 201 and 202 during,

[105]

L₂₀₁ to L₂₀₅ a description, independently one of the other are, a substituted or unsubstituted C₃-C₁₀[...] cycloalkyl, a substituted or unsubstituted C₂-C₁₀ hetero [...], a substituted or unsubstituted C₃-C₁₀[...] cycloalkyl, a substituted or unsubstituted C₂-C₁₀ hetero [...], a substituted or unsubstituted C₆-C₆₀ 5 arylene groups, a substituted or unsubstituted C₁-C₆₀ hetero 5 arylene groups, a substituted or unsubstituted 2 non-aromatic condensed ring polycyclic group (substituted or unsubstituted divalent non-aromatic condensed polycyclic group) and a substituted or unsubstituted non-aromatic hetero the annularity which is a condensation 2 of which is selected from group (substituted or unsubstituted divalent non-aromatic hetero-condensed polycyclic group);

[106]

Xa1 to xa4 each independently a, 0, 1, 2 and 3 of which is selected from;

[107]

Xa5 of which is selected from the 1, 2, 3, 4 and 5;

[108]

R₂₀₁ to R₂₀₄, independently one of the other are, a substituted or unsubstituted C₃-C₁₀ group, a cycloalkyl group, an, a substituted or unsubstituted C₂-C₁₀ hetero group, a cycloalkyl group, an, a substituted or unsubstituted C₃-C₁₀ cyclo alkenyl group, a substituted or unsubstituted C₂-C₁₀ hetero [...], a substituted or unsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀biting jade time, a substituted or unsubstituted C₆-C₆₀biting mote unyielding spirit, a substituted or unsubstituted C₁-C₆₀ or a heteroaryl, a substituted or unsubstituted 1 non-aromatic condensed ring polycyclic group and a substituted or unsubstituted non-aromatic hetero the annularity which is a condensation 1 is selected from the group of.

[109]

For example, during said formula 201 and 202,

[110]

L₂₀₁ to L₂₀₅ each independently a,

[111]

Polyphenylene to, [...], flue [...], spiro- [...], benzo [...], di benzohexa [...], [...], [...], fine [...], [...] cro, [...] pyrido, [...] pyrazole, [...] pyrimido, [...] pyrido, [...], [...] isocyanate, [...], [...] quinazolinones, [...] and [...] cover; and

[112]

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro, amino group, amino d anger, hydrazine to, hydra zone, carboxylic acid or a salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, C₁-C₂₀ alkyl, C₁-C₂₀ alkoxy groups, phenyl, [...], flue [...], spiro- [...], benzo [...], di benzohexa [...], [...], do not sprout three Neel, fine [...], three Neel cro, d Neel pyrido, neel pyrazole, d Neel pyrimido, will be and it will keep pyrido, isoindol diary, [...], [...] isocyanate, [...], neel it will doze quinazolinones, carbazole diary and neel at least one substituted, polyphenylene to, [...], flue [...], spiro- [...], benzo [...], di benzohexa [...], [...], [...], fine [...], [...] cro, [...] pyrido, [...] pyrazole, [...] pyrimido, [...] pyrido, [...], [...] isocyanate, [...], [...] quinazolinones, [...] and [...] cover; of which is selected from;

[113]

Xa1 to xa4 each independently a, and 0,1 or 2;

[114]

Xa5 and the 1,2 or 3;

[115]

R₂₀₁ to R₂₀₄ each independently a,

[116]

Phenyl, [...], flue [...], spiro- [...], benzo [...], di benzohexa [...], [...], do not sprout three Neel, fine [...], three Neel cro, d Neel pyrido, neel pyrazole, d Neel pyrimido, will be and it will keep pyrido, [...], [...] isocyanate, [...], neel it will doze quinazolinones, carbazole diary and neel ; and

[117]

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro, amino group, amino d anger, hydrazine to, hydra zone, carboxylic acid or a salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, C₁-C₂₀ alkyl, C₁-C₂₀ alkoxy groups, phenyl, [...], [...], flue [...], spiro- [...], benzo [...], di benzohexa [...], [...], do not sprout three Neel, fine [...], three Neel cro, d Neel pyrido, neel pyrazole, d Neel pyrimido, will be and it will keep pyrido, [...], [...] isocyanate, [...], neel it will doze quinazolinones, carbazole diary and neel at least one substituted, phenyl, [...], flue [...], spiro- [...], benzo [...], di benzohexa [...], [...], do not sprout three Neel, fine [...], three Neel cro, d Neel pyrido, neel pyrazole, d Neel pyrimido, will be and it will keep pyrido, [...], [...] isocyanate, [...], neel it will doze quinazolinones, carbazole diary and neel ; but can be selected from, limited to not.

[118]

Compound represented by said formula 201 formula 201A can be represented by:

[119]

< 화학식 201A>

[120]

[121]

For example, compound represented by said formula 201 can be described by formula 201A-1 but, not limited to:

[122]

< 화학식 201A-1>

[123]

[124]

Compound represented by said formula 202 can be described by formula 202A but, not limited to:

[125]

< 화학식 202A>

[126]

[127]

Said formula 201A, during 202A and 201A-1 L₂₀₁ to L₂₀₃, xa1 to xa3, xa5 and R₂₀₂ to R₂₀₄ a description the present specification refers to is described, R₂₁₁ the R₂₀₃ a description the task refers to an, R₂₁₃ to R₂₁₆, independently one of the other are, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro, amino group, amino d anger, hydrazine to, hydra zone, carboxylic acid or a salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, C₁-C₆₀ alkyl, C₂-C₆₀ alkenyl group, C₂-C₆₀ alkynyl to, C₁-C₆₀ alkoxy groups, C₃-C₁₀ group, a cycloalkyl group, an, C₂-C₁₀ hetero group, a cycloalkyl group, an, C₃ 888000463 2888₁₀ cyclo alkenyl group, C₂-C₁₀ hetero [...], C₆-C₆₀ aryl, C₆-C₆₀allyl jade time, C₆-C₆₀allyl mote unyielding spirit, C₁-C₆₀ or a heteroaryl, non-aromatic condensed ring polycyclic group and 1 1 the annularity which is a condensation non-aromatic hetero can be selected from the group of.

[128]

For example, said formula 201A, during 202A 201A-1 and,

[129]

L₂₀₁ to L₂₀₃, independently one of the other are,

[130]

[131]

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro, amino group, amino d anger, hydrazine to, hydra zone, carboxylic acid or a salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, C₁-C₂₀ alkyl, C₁-C₂₀ alkoxy groups, phenyl, [...], flue [...], spiro- [...], benzo [...], di benzohexa [...], [...], do not sprout three Neel, fine [...], three Neel cro, d Neel pyrido, neel pyrazole, d Neel pyrimido, will be and it will keep pyrido, [...], [...] isocyanate, [...], neel it will doze quinazolinones, carbazole diary and neel at least one of the group substituted, polyphenylene to, [...], flue [...], spiro- [...], benzo [...], di benzohexa [...], [...], [...], fine [...], [...] cro, [...] pyrido, [...] pyrazole, [...] pyrimido, [...] pyrido, [...], [...] isocyanate, [...], [...] quinazolinones, cover [...] and; [...][...] tip; of which is selected from;

[132]

Xa1 to xa3, independently one of the other are, and 0 or 1;

[133]

R₂₀₃, R₂₁₁ and R₂₁₂ each independently a,

[134]

[135]

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro, amino group, amino d anger, hydrazine to, hydra zone, carboxylic acid carboxylic acid or a salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, C₁-C₂₀ alkyl, C₁-C₂₀ alkoxy groups, phenyl, [...], flue [...], spiro- [...], benzo [...], di benzohexa [...], [...], do not sprout three Neel, fine [...], three Neel cro, d Neel pyrido, neel pyrazole, d Neel pyrimido, will be and it will keep pyrido, [...], [...] isocyanate, [...], neel it will doze quinazolinones, carbazole diary and neel at least one of the group substituted, phenyl, [...], flue [...], spiro- [...], benzo [...], di benzohexa [...], [...], do not sprout three Neel, fine [...], three Neel cro, [...], do not sprout three Neel, fine [...], three Neel cro, d Neel pyrido, neel pyrazole, d Neel pyrimido, will be and it will keep pyrido, [...], [...] isocyanate, [...], neel it will doze quinazolinones, carbazole diary and neel ; of which is selected from;

[136]

R₂₁₃ and R₂₁₄ each independently a,

[137]

C₁-C₂₀ alkyl group and C₁-C₂₀ alkoxy groups;

[138]

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro, amino group, amino d anger, hydrazine to, hydra zone, carboxylic acid or a salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, phenyl, [...], flue [...], spiro- [...], benzo [...], di benzohexa [...], [...], do not sprout three Neel, fine [...], three Neel cro, d Neel pyrido, neel pyrazole, d Neel pyrimido, will be and it will keep pyrido, [...], [...] isocyanate, [...], neel it will doze quinazolinones, carbazole diary and neel at least one of the group substituted, C₁-C₂₀ alkyl group and C₁-C₂₀ alkoxy groups;

[139]

[140]

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro, amino group, amino d anger, hydrazine to, hydra zone, carboxylic acid or a salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, C₁-C₂₀ alkyl, C₁-C₂₀ alkoxy groups, phenyl, [...], flue [...], spiro- [...], benzo [...], di benzohexa [...], [...], do not sprout three Neel, fine [...], three Neel cro, d Neel pyrido, neel pyrazole, d Neel pyrimido, will be and it will keep pyrido, [...], [...] isocyanate, [...], neel it will doze quinazolinones, carbazole diary and neel at least one of the group substituted, phenyl, [...], flue [...], spiro- [...], benzo [...], di benzohexa [...], [...], do not sprout three Neel, fine [...], three Neel cro, d Neel pyrido, neel pyrazole, d Neel pyrimido, will be and it will keep pyrido, [...], [...] isocyanate, [...], neel it will doze quinazolinones, carbazole diary and neel ; of which is selected from;

[141]

R₂₁₅ and R₂₁₆, independently one of the other are,

[142]

Hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro, amino group, amino d anger, hydrazine to, hydra zone, carboxylic acid or a salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, C₁-C₂₀ alkyl group and C₁-C₂₀ alkoxy groups;

[143]

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro, amino group, amino d anger, hydrazine to, hydra zone, carboxylic acid or a salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, phenyl, [...], flue [...], spiro- [...], benzo [...], di benzohexa [...], [...], do not sprout three Neel, fine [...], three Neel cro, d Neel pyrido, neel pyrazole, d Neel pyrimido, will be and it will keep pyrido, [...], [...] isocyanate, [...], neel it will doze quinazolinones, carbazole diary and neel at least one of the group substituted, C₁-C₂₀ alkyl group and C₁-C₂₀ alkoxy groups;

[144]

[145]

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro, amino group, amino d anger, hydrazine to, hydra zone, carboxylic acid or a salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, C₁-C₂₀ alkyl, C₁-C₂₀ alkoxy groups, phenyl, [...], flue [...], spiro- [...], benzo [...], di benzohexa [...], [...], do not sprout three Neel, fine [...], three Neel cro, d Neel pyrido, neel pyrazole, d Neel pyrimido, will be and it will keep pyrido, [...], [...] isocyanate, [...], neel it will doze quinazolinones, carbazole diary and neel at least one of the group substituted, phenyl, [...], flue [...], spiro- [...], benzo [...], di benzohexa [...], [...], do not sprout three Neel, fine [...], three Neel cro, d Neel pyrido, neel pyrazole, d Neel pyrimido, will be and it will keep pyrido, [...], [...] isocyanate, [...], neel it will doze quinazolinones, carbazole diary and neel ; of which is selected from;

[146]

Xa5 is the 1 or 2.

[147]

During 201A-1 and said formula 201A R₂₁₃ and R₂₁₄ saturated or unsaturated combination each other and by forming rings can be.

[148]

Said formula 201 and a compound represented by said formula 202 to HT1 compound compound HT20 but may include, limited to not.

[149]

[150]

[151]

[152]

[153]

Said hole transport region has a thickness of from about 100 Å to about 10000 Å, for example, can be about 100 Å to about 1000 Å. Said hole transport region including both hole injection layer and hole transport layer if, said hole injection layer and a thickness of from about 100 Å to about 10000 Å, for example, about 100 Å to about 1000 Å and, said hole transport layer and a thickness of from about 50 Å to about 2000 Å, like, for example, about 100 Å to about 1500 Å can be. Said hole transport region, hole injection layer and hole transport layers layer has a thickness of aforementioned range met, , the driving voltage substantial homogeneous to duplicate the level of is satisfactory can cause hole transportation properties.

[154]

Said hole transport region with a material such as that described above in addition to, a conductivity for charge-generating substance further may include. Said charge-generating substance the hole transport in the area uniformly or non is dispersed may be proposed.

[155]

Said charge-generating substance for example, can be-dopant p. Said p-a dopant quinone derivatives, metal oxide and cyano group-containing compounds can be one, limited to not. For example, for example, but not limited to-dopant said p, tetra [...] (TCNQ) and 2, 3, 5, 6-tetrafluoro-tetra-cyano -1,4-benzo [...] (F4-TCNQ) such as quinone derivatives; tungsten oxides and molybdenum as and a metal oxide, such as; HT-D1 compound and as to the aromatic hydrocarbon but, limited to not.

[156]

< 화합물 HT-D1> <F4-TCNQ>

[157]

[158]

Said hole transport region provided as a word line in addition to hole injection layer and hole transport layer, at least one of buffer layer and electronic stop layer may further include any. Said buffer second layers the wavelength of the light according to optical resonance distance compensating the light emission to may acts to increase efficiency. Said hole transport layer is contained in buffer to materials that may be, use can be made of,. Electronic stop layer electron transport between electron injection to reduce flow resistance. the light diffusion layer is a layer.

[159]

Said number 1 electrode (110) upper or hole transport region vacuum deposition method, spin-coating, Multicast method, lb (Langmuir-Blodgett) method, inkjet printing method, laser printing method, laser induced thermal mixed (Laser Induced Thermal Imaging, LITI) device includes an organic membrane comprising such form layer the luminescence method. Vacuum deposition method emitted by spin-coating and when layer, said conditions and coating deposition condition light emitting layer for a hole injection layer reference a coating condition and deposition condition.

[160]

Said organic light emitting device (10) when the full color organic light emitting device, light emitting layer, for reflecting light introduced via sub individual, red light emitting layer, green light emission layer 24 and a blue light emitting layer. may be patterned. Or, said luminescent layer, red light emitting layer, light-emitting layer 24 and a blue light emission layer or laminated structure, object code compatible representation material red light, green light and blue light material object code compatible representation emission material may have a structure mixed without layer dividing, .can emit white light.

[161]

According to an exemplary embodiment of the present invention, said luminescent layer a fullerene derivative is denoted by chemical formula 4 a may further include any.

[162]

< 화학식 4>

[163]

[164]

During said formula 4, R₂₁ to R₃₆ are each independently, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro, amino group, amino d anger, hydrazine to, hydra zone, carboxylic acid or a salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, a substituted or unsubstituted C₁-C₆₀ alkyl, a substituted or unsubstituted C₂-C₆₀ alkenyl group, a substituted or unsubstituted C₂-C₆₀ alkynyl to, a substituted or unsubstituted C₁-C₆₀ alkoxy groups, a substituted or unsubstituted C₃-C₁₀ group, a cycloalkyl group, an, a substituted or unsubstituted C₂-C₁₀ hetero group, a cycloalkyl group, an, a substituted or unsubstituted C₃-C₁₀ cyclo alkenyl group, a substituted or unsubstituted C₂-C₁₀ hetero [...], a substituted or unsubstituted C₆-C₆₀ aryl, substituted or unsubstituted C₆-C₆₀biting jade time, a substituted or unsubstituted C₆-C₆₀biting mote unyielding spirit, a substituted or unsubstituted C₁-C₆₀ or a heteroaryl, a substituted or unsubstituted 1 non-aromatic condensed ring polycyclic group, a substituted or unsubstituted 1 non-aromatic hetero group the annularity which is a condensation, -N (Q₁) (Q₂), -Si (Q₃) (Q₄) (Q₅) and-B (Q₆) (Q₇) of which is selected from;

[165]

[166]

[167]

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro, amino group, amino d anger, hydrazine to, hydra zone, carboxylic acid or a salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, C₃-C₁₀ group, a cycloalkyl group, an, C₂-C₁₀ hetero group, a cycloalkyl group, an, C₃-C₁₀ cyclo alkenyl group, C₂-C₁₀ hetero [...], C₆-C₆₀ aryl, C₆-C₆₀biting jade time (aryloxy), C₆-C₆₀biting mote unyielding spirit (arylthio), C₁-C₆₀ or a heteroaryl, 1 non-aromatic condensed ring polycyclic group, non-aromatic hetero group the annularity which is a condensation 1, -N (Q₁₁) (Q₁₂), -Si (Q₁₃) (Q₁₄) (Q₁₅) and-B (Q 88800002358 88) (Q₁₇) at least one substituted, C₁-C₆₀ alkyl, C₂-C₆₀ alkenyl group, C₂-C₆₀ alkynyl and C₁-C₆₀ alkoxy groups;

[168]

[169]

[170]

-N (Q₃₁) (Q₃₂), -Si (Q₃₃) (Q₃₄) (Q₃₅) and-B (Q₃₆) (Q₃₇); of which is selected from;

[171]

[172]

According to an exemplary embodiment of the present invention, said compounds can be used as a host 4..

[173]

Of the present invention according to an exemplary embodiment, during said formula 4, R₂₅, R₂₇, R₃₁, R₃₂, and R₃₃ are each independently, hydrogen, deuterium, cyano group, a substituted or unsubstituted C₁-C₆₀ alkyl, -Si (Q₃) (Q₄) (Q₅) and can be shows 0 formula:

[174]

[175]

[176]

H₁ the-O-, -S-, -CR₅₁ R₅₂-, or-NR₅₃-and; the p being integers, of 1 to 7;

[177]

R₅₁ and R₅₃ the foregoing definitions for R₂₁ to R₃₆ definitions for and the same as the;

[178]

Selectively, said R₅₁ and R₅₂ from the linking the cyclic other so as to form an ;* combined exhibits sites.

[179]

Of the present invention according to an exemplary embodiment, during said formula 4, R₂₁-R₂₄, R₂₆, R₂₈-R₃₀, R₃₄-R₃₆ are each independently, can be hydrogen or deuterium.

[180]

According to an exemplary embodiment of the present invention, said luminescent layer compound of said formula 1 includes as dopants, and preparation fluorescence or phosphorescence or emit light, fluorescence or phosphorescence or emit light compound of said formula 4 may include as host.

[181]

The compounds of formula 4 a, according to some exemplary embodiments of the present invention for example, the compound can be one, are not limited to:

[182]

[183]

[184]

[185]

[186]

Said emitting layer of the present invention formula 1 compounds and compounds of formula 4 in addition to host and of publicly known may further include any dopant.

[187]

Said host which is marked as a chemical TPBi, TBADN, ADN (also referred to as "DNA"), CBP, TCP and CDBP may include at least one of:

[188]

[189]

For example, said host a compound H43 to H49, the logical source including the device contain at least one of an, not limited to:

[190]

[191]

[192]

Publicly known a dopant said phosphorescent dopant at least one of fluorescent dopant and may further include any.

[193]

Said phosphorescent dopant which is marked as a chemical formula 401 represented by organometallic complexes with an may include:

[194]

< 화학식 401>

[195]

[196]

During said formula 401,

[197]

M (Ir) iridium, platinum (Pt), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb) and (TM) [...] of which is selected from;

[198]

X₄₀₁ to X₄₀₄ each independently a, nitrogen or carbon may be used and;

[199]

A₄₀₁ and A₄₀₂ independently of each other ring, a substituted or unsubstituted benzene, of naphthalene a substituted or unsubstituted, a substituted or unsubstituted fluorene, a substituted or unsubstituted spiro-fluorene, a substituted or unsubstituted indene, a substituted or unsubstituted pyrrole, substituted or unsubstituted thiophenes, (furan) furan a substituted or unsubstituted, a substituted or unsubstituted imidazole, pyrazoles a substituted or unsubstituted, a substituted or unsubstituted thiazole, for a substituted or unsubstituted, a substituted or unsubstituted oxazole, a substituted or unsubstituted isoxazole (isooxazole), a substituted or unsubstituted pyridine, a substituted or unsubstituted pyrazine, pyrimidine a substituted or unsubstituted, a substituted or unsubstituted pyridazine, a substituted or unsubstituted quinoline, substituted or substituted isoquinolines, a substituted or unsubstituted benzo quinoline, a substituted or unsubstituted quinoxaline, quinazoline a substituted or unsubstituted, carbazole-a substituted or unsubstituted, a substituted or unsubstituted benzoimidazol, a substituted or unsubstituted benzofuran (benzofuran), benzothiophene a substituted or unsubstituted, a substituted or unsubstituted benzothiophene Isotypes, a substituted or unsubstituted benzoxazole, stilbene Isotypes a substituted or unsubstituted, it will take off, petty[...], triazoles a substituted or unsubstituted, a substituted or unsubstituted oxadiazole, substituted or substituted triazines, a substituted or unsubstituted dibenzofuran (dibenzofuran) and a substituted or unsubstituted dibenzothiophene of which is selected from;

[200]

Said substituted benzene, of naphthalene substituted, substituted fluorene, substituted spiro-fluorene, substituted indene, substituted pyrroles, substituted thiophenes, substituted furan, substituted imidazole, substituted pyrazoles, substituted thiazoles, substituted isothiazolone, substituted oxazole, substituted benzisoxazole, substituted pyridine, substituted pyrazine, substituted pyrimidines, pyridazine substituted pyrido, substituted quinoline, substituted isoquinolines, substituted benzo quinoline, substituted quinoxaline, substituted quinazolin, carbazole-substituted, substituted benzoimidazol, substituted benzofuran, benzothiophene substituted, substituted in the benzothiophene, substituted benzoxazole, substituted in the polybenzoxazole, substituted triazoles, substituted oxadiazole, substituted triazines, and furan substituted dibenzofurans-thiophene of substituted dibenzofurans at least one the substituents,

[201]

[202]

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro, amino group, amino d anger, hydrazine to, hydra zone, carboxylic acid or a salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, C₃-C₁₀ group, a cycloalkyl group, an, C₂-C₁₀ hetero group, a cycloalkyl group, an, C₃-C₁₀ cyclo alkenyl group, C₂-C₁₀ hetero [...], C₆-C₆₀ aryl, C₆-C₆₀biting jade time (aryloxy), C₆-C₆₀biting mote unyielding spirit (arylthio), C₁-C₆₀ or a heteroaryl, non-aromatic condensed ring polycyclic group (non-aromatic condensed polycyclic group) 1,1 non-aromatic hetero group the annularity which is a condensation, -N (Q₄₀₁) (Q₄₀₂), -Si (Q₄₀₃) (Q₄₀₄) (Q₄₀₅)-B (Q₄₀₆) (Q₄₀₇) at least one substituted, C₁-C₆₀ alkyl, C₂-C₆₀ alkenyl group, C₂-C₆₀ alkynyl and C₁-C₆₀ alkoxy groups;

[203]

[204]

[205]

-N (Q₄₂₁) (Q₄₂₂), -Si (Q₄₂₃) (Q₄₂₄) (Q₄₂₅) and-B (Q₄₂₆) (Q₄₂₇); of which is selected from;

[206]

L₄₀₁ organic are ligands;

[207]

Xc1 and the 1,2 or 3;

[208]

Xc2 is the 0, 1, 2 or 3.

[209]

Said L₄₀₁ is any 1,2 or 3 can be organic ligand is. For example, L₄₀₁ a halogen ligands (for example, Cl, F), diketone ligands (for example, acetylacetonate, 1,3-diphenyl -1,3-propane [...], 2, 2, 6, 6-tetramethyl -3,5- [...], hexa [...] ), carboxylic acid ligand (for example, aminopicolinates, dimethyl-3-pyrazole [...], benzoate), carbon mono oxide ligand, isonitriles ligands, cyano ligands and a phosphorous source ligands (for example, (phosphine) phosphine, phosphite (phosphite)) can be degraded and selected ones of, limited to not.

[210]

During said formula 401 A₄₀₁ is if the 2 or more substituents, A₄₀₁ of 2 or more substituents saturated or unsaturated is provided to be easily assembled and can be and by forming rings.

[211]

During said formula 401 A₄₀₂ is if the 2 or more substituents, A₄₀₂ of 2 or more substituents saturated or unsaturated is provided to be easily assembled and can be and by forming rings.

[212]

When during said formula 401 xc1 is 2 or more, plural ones of the ligands formula 401 Each other. which may be the same or different. When 2 or more during said formula 401 is xc1, A₄₀₁ and A₄₀₂ each than of the ligand A₄₀₁ and A₄₀₂ direct respectively (directly) or connector (for example, C₁-C₅ 1015 per square meter, -N (R ') - (wherein, R' the C₁-C₁₀ alkyl or C₆-C₂₀being an allyl, ) or-C (=O) -) separating members, wherein may be connected to.

[213]

Said fluorescent a dopant in addition to said formula 1 a fullerene derivative is denoted by chemical, DPAVBi a, BDAVBi, TBPe, DCM, DCJTB, C545T Coumarin 6 and may comprise an at least one.

[214]

[215]

[216]

Said light emitting layer to the host conventional dopant content of about 100 parts by weight, about 0.01 to about 15 parts by weight can be selected in a range of, limited to not.

[217]

Said light-emitting layer and a thickness of from about 100 Å to about 1000 Å, like, for example, about 200 Å to about 600 Å can be. Said light emitting layer has a thickness of aforementioned range met, , the driving voltage substantial homogeneous excellent luminescent properties can exhibit.

[218]

Electron transport and a then can be area is.

[219]

Said electron transport region, hole inhibiting layer, electron transport layer (ETL) and an electron injection layer, the logical source including the device contain at least one of an, limited to not.

[220]

For example, said electron transport region, multilayer structure which are stacked sequentially electron transport layer/electron injection layer or hole inhibiting layer/electron transport layer/electron injection layers but may have, limited to not.

[221]

Said electron transport region may include hole inhibiting layer. Said hole inhibiting layer, a luminescent layer of a phosphorescent dopant used, triplet exciton or hole resides electron transport layer be a plasma state the, can be.

[222]

Said electron transport region when hole inhibiting layer, vacuum deposition method, spin-coating, Multicast method, lb (Langmuir-Blodgett) method, inkjet printing method, laser printing method, laser induced thermal mixed (Laser Induced Thermal Imaging, LITI) device includes an organic membrane comprising such using method, and said hole inhibiting layer can be said. Vacuum deposition method and spin-coating by when hole inhibiting layer, said conditions and coating deposition condition hole inhibiting layer hole injection layer reference a coating condition and deposition condition.

[223]

Said hole inhibiting layer for example, a Bphen and BCP, the logical source including the device contain at least one of an, limited to not.

[224]

[225]

Said hole inhibiting layer and a thickness of from about 20 Å to about 1000 Å, like, for example, about 30 Å to about 300 Å can be. Said hole a thickness of the polishing is aforementioned range met, , the driving voltage substantial hole having excellent homogeneous can cause aparatus.

[226]

Said electron transport region may include electron transport layer. Said electron transport layer, vacuum deposition method, spin-coating, Multicast method, lb (Langmuir-Blodgett) method, inkjet printing method, laser printing method, laser induced thermal mixed (Laser Induced Thermal Imaging, LITI) device includes an organic membrane comprising such using method, said hole inhibiting layer top or light emitting layer can be formed over.. By spin-coating and vacuum deposition method is formed electron transport layer, said conditions and coating deposition condition electronic transport layer hole injection layer reference a coating condition and deposition condition.

[227]

According to an exemplary embodiment, said of organic light-emitting device having organic layer (150) said number 2 electrode the light emitting layer (190) is interposed between the includes electron transporters with region. Said electron transport region at least one of and an electron injection electron transport layer may comprise an.

[228]

Said BCP said electron transport layer, Bphen and Alq₃, Balq, TAZ NTAZ and may comprise an at least one.

[229]

[230]

Or, said electron transport layer, and a compound expressed formula 601 a to a fullerene derivative is denoted by chemical formula 602 least one compound chosen from the in may include a:

[231]

< 화학식 601>

[232]

Ar₆₀₁-[ (L₆₀₁)_xe1-E₆₀₁]_xe2

[233]

During said formula 601,

[234]

Ar₆₀₁ the

[235]

Naphthalene, [...], fluorene, spiro-fluorene, benzofluorene, di benzohexa benzofluorene, [...], phenanthrene, anthracene, fluoranthene, triphenylene, pyrene, pherocene cro, naphtha pherocene, ranges, perylene, the Roh anthracene which is and pen hit pen ;

[236]

[237]

L₆₀₁ a description the present specification during L₂₀₁ refers to a parameter;

[238]

E₆₀₁ the,

[239]

Pyrrole diary, thio phenyl, [...], imidazole diary, pyrazole diary, thiazole diary, diary isothiazolone, oxazole diary, isoxazole diary, d Neel pyrido, neel pyrazole, d Neel pyrimido, will be and it will keep pyrido, isoindol diary, indole diary, indazole diary, [...]neel, [...], [...] isocyanate, benzo [...], phthalamide it will keep, my Petit D Neel, [...], neel it will doze quinazolinones, hour glow Neel, carbazole diary, lung difficulty tree D Neel, arc d Neel, lung difficulty trolley Neel, neel phenacy, benzoimidazol diary, benzo [...], benzo mote five phenyl, diary BENZOTHIAZOL isocyanate, benzoxazole diary, diary polybenzoxazole isocyanate, triazole diary, tetrazole diary, oxadiazole diary, neel triazine, di benzohexa [...], di benzohexa mote five phenyl, benzo fortified diary, di benzohexa fortified diary, thiadiazole diary, already trillion blood D Neel is, already trillion blood midi Neel is ; and

[240]

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro, amino group, amino d anger, hydrazine to, hydra zone, carboxylic acid or a salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, C₁-C₂₀ alkyl, C₁-C₂₀ alkoxy groups, [...] cycloalkyl, cycloalkyl [...] group, [...] cycloalkyl, cycloalkyl pen reel Neel, [...] cycloalkyl, phenyl, [...], indenyl, [...], [...], [...], three Neel it rises, [...], flue [...], spiro- [...], benzo [...], di benzohexa [...], [...], [...], do not sprout three Neel, flue five column reel Neel, tree [...], fine [...], three Neel cro, naphtha three Neel, blood three Neel, [...] perylene, pen hit phenyl, hexa three Neel, pen hit three Neel, ruby three Neel, four Neel film type inductor, activity against pityrosporum ovale or [...], pyrrole diary, thio phenyl, [...], imidazole diary, pyrazole diary, thiazole diary, diary isothiazolone, oxazole diary, isoxazole diary, d Neel pyrido, neel pyrazole, d Neel pyrimido, will be and it will keep pyrido, ISO, [...][...][...], indole diary, indazole diary, neel[...], [...], [...] isocyanate, benzo [...], phthalamide it will keep, my Petit D Neel, [...], neel it will doze quinazolinones, hour glow Neel, carbazole diary, lung difficulty tree D Neel, arc d Neel, lung difficulty trolley Neel, neel phenacy, benzoimidazol diary, benzo [...], benzo mote five phenyl, diary BENZOTHIAZOL isocyanate, benzoxazole diary, diary polybenzoxazole isocyanate, triazole diary, tetrazole diary, oxadiazole diary, neel triazine, di benzohexa [...], di benzohexa mote five phenyl, benzo fortified diary, di benzohexa fortified diary, thiadiazole diary, already trillion blood D Neel is and already trillion blood midi Neel is at least one substituted, pyrrole diary, thio phenyl, [...], imidazole diary, pyrazole diary, thiazole diary, diary isothiazolone, oxazole diary, isoxazole diary, d Neel pyrido, neel pyrazole, d Neel pyrimido, will be and it will keep pyrido, isoindol diary, indole diary, indazole diary, neel[...], [...], [...] isocyanate, benzo [...], phthalamide it will keep, my Petit D Neel, [...], neel it will doze quinazolinones, hour glow Neel, carbazole diary, lung difficulty tree D Neel, arc d Neel, lung difficulty trolley Neel, neel phenacy, benzoimidazol diary, benzo [...], benzo mote five phenyl, diary BENZOTHIAZOL isocyanate, benzoxazole diary, diary polybenzoxazole isocyanate, triazole diary, tetrazole diary, oxadiazole diary, neel triazine, di benzohexa [...], di benzohexa mote five phenyl, benzo fortified diary, di benzohexa fortified diary, thiadiazole diary, already trillion blood D Neel is, already trillion blood midi Neel is ; of which is selected from;

[241]

Xe1 of which is selected from the 0, 1, 2 and 3;

[242]

Xe2 is selected in the 1, 2, 3 and 4.

[243]

< 화학식 602>

[244]

[245]

During said formula 602,

[246]

X₆₁₁ the N or C-(L₆₁₁)_xe611-R₆₁₁ and, X₆₁₂ the N or C-(L₆₁₂)_xe612-R₆₁₂ and, X₆₁₃ the N or C-(L₆₁₃)_xe613-R₆₁₃ and, X₆₁₁ to X₆₁₃ N and at least one of;

[247]

L₆₁₁ to L₆₁₆ during specification description is for each L₂₀₁ refers to a parameter;

[248]

R₆₁₁ to R₆₁₆, independently one of the other are,

[249]

[250]

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro, amino group, amino d anger, hydrazine to, hydra zone, carboxylic acid or a salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, C₁-C₂₀ alkyl, C₁-C₂₀ alkoxy groups, phenyl, [...], flue [...], spiro- [...], benzo [...], di benzohexa [...], [...], do not sprout three Neel, fine [...], three Neel cro, d Neel pyrido, neel pyrazole, d Neel pyrimido, will be and it will keep pyrido, [...], [...] isocyanate, [...], neel it will doze quinazolinones, carbazole diary and neel at least one substituted, phenyl, [...], flue [...], spiro- [...], benzo [...], di benzohexa [...], [...], do not sprout three Neel, fine [...], three Neel cro, d Neel pyrido, neel pyrazole, d Neel pyrimido, will be and it will keep pyrido, [...], [...] isocyanate, [...], neel it will doze quinazolinones, carbazole diary and neel ; of which is selected from;

[251]

Xe611 to xe616, independently one of the other are, in 0, 1, 2 and 3 is selected.

[252]

Said formula 601 602 and a compound expressed represented by ET15 to ET1 compound compound can be selected in:

[253]

[254]

[255]

[256]

[257]

[258]

Said electronic transport layer and a thickness of from about 100 Å to about 1000 Å, like, for example, about 150 Å to about 500 Å can be. Said electron transport layer has a thickness of aforementioned range met, , the driving voltage substantial to duplicate the level of is satisfactory homogeneous may yield an electronic transportation properties.

[259]

Said electron transport layer in addition to the above-mentioned with a material such as, metal-containing material may further include any.

[260]

Said metal-containing material is Li may include complex. Said Li complexes, for example, the compound ET-D1 ET-D2 (lithium [...], LiQ) or may include a.

[261]

[262]

Said electron transport region, number 2 electrode (190) from that facilitate electron injection may include electron injection layer.

[263]

Said electron injection layer, vacuum deposition method, spin-coating, Multicast method, lb (Langmuir-Blodgett) method, inkjet printing method, laser printing method, laser induced thermal mixed (Laser Induced Thermal Imaging, LITI) device includes an organic membrane comprising such using method, said electron transport layer can be formed over.. Vacuum deposition method and spin-coating by when forming an electron injection layer, electron injection layer said conditions and coating deposition condition hole injection layer reference a coating condition and deposition condition.

[264]

Said electron injection layer, LiF, NaCl, CsF, Li₂ O, BaO LiQ and at least one may comprise an.

[265]

Said electron injection layer and a thickness of from about 1 Å to about 100 Å, can be about 3 Å to about 90 Å. Said electron injection layer has a thickness of aforementioned range met, , the driving voltage substantial homogeneous to duplicate the level of is satisfactory can cause electron injection characteristics.

[266]

Organic layer such as that described above (150) the upper electrode number 2 (190) is so positioned as to. Said number 2 electrode (190) an electronic injection electrode is a cathode (Cathode) which may be, at this time, said number 2 electrode (190) is formed on the layer is for metal, alloy, electrically conductive compounds and mixtures of these, use can be made of,. Number 2 electrode (190) of substances for specific examples, lithium (Li), magnesium (mg), aluminum (Al), al-li (Al-Li), calcium (Ca), magnesium-indium (mg-In), magnesium-silver (mg-Ag) can be include a. Or, said number 2 electrode (190) such as ITO or IZO as for, use can be made of,. Said number 2 electrode (190) the in reflective electrode, transflective electrode or can be transmission electrodes.

[267]

Or more, also organic light-emitting device which said 1 but described reference to, limited to not.

[268]

Hereinafter, the present specification, at substituted used in representative be represented a longitude and equal (substituents defined a carbon the number, but not limited to, an it displaced as type limit the do not, the present specification in do not define the be represented according to a general.).

[269]

The present specification during C₁-C₆₀ a alkyl, 1 to 60 carbon atoms of 1 is a linear or branched aliphatic hydrocarbons (monovalent) group meaning, specific examples, methyl, ethyl, writing profile, trityl this cow department, to sec-butyl, ter-butyl to, [...], oh pushing, -iso, such as group comprises [...]. The present specification during C₁-C₆₀ alkyl [...] said C₁-C₆₀ alkyl group and that has the same structure and is. group (divalent) is 2.

[270]

The present specification during C₁-C₆₀ initiator alkoxy, -OA₁₀₁ (wherein, A₁₀₁ the C₁-C₆₀ fluoroalkyl silane is) having formula of group initiator 1, examples of the specific is, so2ch2ch2ox, [...], comprises such as pro the jade time which will bloom isocyanate.

[271]

The present specification during C₂-C₆₀[...], said C₂-C₆₀ diffusibility of a movable ion intermediate or end at least one carbon rubber that contains double bonds hydrocarbon groups meaning, examples of the specific is, neel ethenyl, propenyl to, comprises such as vice-reel Neel. The present specification during C₂-C₆₀[...] said C₂-C₆₀[...] that has the same structure and is. group 2.

[272]

The present specification during C₂-C₆₀ alkynyl the, said C₂-C₆₀ diffusibility of a movable ion intermediate or end including at least one carbon triple bond meaning hydrocarbon groups, examples of the specific is, (ethynyl) neel ethinyl, Prophy neel (propynyl), comprises such as. The present specification during C₂-C₆₀ alkynyl [...] said C₂-C₆₀ alkynyl, that has the same structure and is. group 2.

[273]

The present specification during C₃-C₁₀ a group, a cycloalkyl group, an, 1 of 3 to 10 carbon atoms is saturated hydrocarbon heteromonocyclic group meaning, is embodiments of writing profile cycloalkyl, cycloalkyl butyl, [...] cycloalkyl, cycloalkyl [...] group, cycloalkyl includes [...] or the like. The present specification during C₃-C₁₀ said [...] cycloalkyl C₃-C₁₀ cyclo alkyl group and that has the same structure and is. group 2.

[274]

The present specification during C₂-C₁₀ hetero group, a cycloalkyl group, an a, N, O, P and S at least one heteroatoms as formed in an annular-forming atoms of 2 to 10 carbon atoms, as heteromonocyclic group meaning is 1, is [...] tetra embodiments of (tetrahydrofuranyl), tetra draw mote five phenyl includes or the like. The present specification during C₂-C₁₀ hetero [...] said C₂-C₁₀ hetero cycloalkyl alkyl group and that has the same structure and is. group 2.

[275]

The present specification during C₃-C₁₀[...] cycloalkyl of 3 to 10 carbon atoms is monocyclic as a group 1, at least one double bonds in the ring but, which do not have aromatic (aromacity) group meaning, embodiments of is pen reel Neel cycloalkyl, [...] cycloalkyl, cycloalkyl includes [...] or the like. The present specification during C₃-C₁₀ said [...] cycloalkyl C₃-C₁₀ cyclo [...] that has the same structure and is. group 2.

[276]

The present specification during C₂-C₁₀ hetero [...] N, O, P and S at least one heteroatoms as formed in an annular-forming atoms of 2 to 10 carbon atoms, as 1 is monocyclic as a group, at least one in the ring ones having. Said C₂-C₁₀ hetero [...] embodiments, [...] hydrofluorocarbons 2,3-, 2,3- mote five phenyl hydrofluorocarbons includes or the like. The present specification during C₂-C₁₀ hetero [...] said C₂-C₁₀ hetero [...] that has the same structure and is. group 2.

[277]

The present specification during C₆-C₆₀ 60 to 6 atoms at a high speed membered bicyclic aromatic of two 1 is (monovalent) having a group meaning, C₆-C₆₀[...] 60 to 6 carbon atoms having a bicyclic aromatic of two is 2. group (divalent). Said C₆-C₆₀ embodiments allyl, phenyl, [...], do not sprout three Neel, [...], fine [...], cro includes three Neel or the like. Said C₆-C₆₀ aryl and C₆-C₆₀[...] when include 2 or more cyclic, said 2 or more cyclic can be fusion each other.

[278]

The present specification during C₁-C₆₀ N membered hetero, O, P and S at least one heteroatoms includes as formed in an annular-forming atoms 2 to 60 carbon atoms having a bicyclic aromatic of two group 1 means, C₁-C₆₀ hetero [...] N, O, P and S at least one heteroatoms includes as formed in an annular-forming atoms 2 to 60 carbon atoms having a bicyclic aromatic of two group 2.. Said C₁-C₆₀ hetero allyl embodiments, d Neel pyrido, pyrimido d Neel, neel pyrazole, will be and it will keep pyrido, neel triazine, [...], isocyanate includes [...] or the like. Said C₁-C₆₀ hetero aryl and C₁-C₆₀ hetero [...] when include 2 or more cyclic, 2 or more cyclic can be fusion each other.

[279]

The present specification during C₆-C₆₀biting jade time -OA₁₀₂ (wherein, A₁₀₂ the C₆-C₆₀being an allyl, ) among, said C₆-C₆₀biting mote unyielding spirit the (arylthio)-SA₁₀₃ (wherein, A₁₀₃ the C₆-C₆₀allyl, ). indicates the I/O port.

[280]

The present specification (non-aromatic condensed polycyclic group) 1 during the non-aromatic condensed ring polycyclic group 2 or more cyclic and condensed each other, ring formation it includes only carbon atoms, aromatic non-entire molecules having (non-aromacity) group 1 (for example, having 8 to 60 carbon atoms).. Said 1 embodiments of non-aromatic condensed ring polycyclic group includes flue [...] or the like. The present specification 2 during said 1 non-aromatic condensed ring polycyclic group non-aromatic condensed ring polycyclic group and that has the same structure and is. group 2.

[281]

The present specification (non-aromatic condensed heteropolycyclic group) 1 during non-aromatic hetero group the annularity which is a condensation the 2 or more cyclic and condensed each other, ring formation N in addition to carbon atoms, O, P and S selected from and include hetero-atoms in a, non-aromatic (non-aromacity) entire molecules having group 1 (for example, having 2 to 60 carbon atoms).. Said 1 the annularity which is a condensation group non-aromatic hetero, includes carbazole diary or the like. The present specification during said 1 group 2 non-aromatic hetero the annularity which is a condensationthe annularity which is a condensation non-aromatic hetero group and that has the same structure and is. group 2.

[282]

The present specification during, said substituted C₃-C₁₀[...] cycloalkyl, substituted C₂-C₁₀ hetero [...], substituted C₃-C₁₀[...] cycloalkyl, substituted C₂-C₁₀ hetero [...], substituted C₆-C₆₀ 5 arylene groups, substituted C₁-C₆₀ hetero 5 arylene groups, substituted 2 non-aromatic condensed ring polycyclic group, substituted non-aromatic hetero 2 the annularity which is a condensation group, substituted C₁-C₆₀ alkyl, substituted C₂-C₆₀ alkenyl group, substituted C₂-C₆₀ to alkynyl, substituted C₁-C₆₀ alkoxy groups, substituted C₃-C₁₀ group, a cycloalkyl group, an, substituted C₂-C₁₀ hetero group, a cycloalkyl group, an, substituted C₃-C₁₀ to alkenyl cycloalkyl, substituted C₂-C₁₀ hetero [...], substituted C₆-C₆₀ aryl, substituted C₆-C₆₀biting jade time, substituted C₆-C₆₀biting mote unyielding spirit, substituted C₁-C₆₀ or a heteroaryl, substituted 1 non-aromatic condensed ring polycyclic group and substituted 1 the annularity which is a condensation non-aromatic hetero at least one layer of a group the substituents,

[283]

[284]

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro, amino group, amino d anger, hydrazine to, hydra zone, carboxylic acid or a salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, C₃-C₁₀ group, a cycloalkyl group, an, C₂-C₁₀ hetero group, a cycloalkyl group, an, C₃-C₁₀ cyclo alkenyl group, C₂-C₁₀ hetero [...], C₆-C₆₀ aryl, C₆-C₆₀biting jade time (aryloxy), C₆-C₆₀biting mote unyielding spirit (arylthio), C₁-C₆₀ or a heteroaryl, 1 non-aromatic condensed ring polycyclic group, non-aromatic hetero group the annularity which is a condensation 1, -N (Q₁₁) (Q₁₂), -Si (Q₁₃) (Q₁₄) (Q₁₅) and-B (Q 88800002358 88) (Q₁₇) at least one substituted, C₁-C₆₀ alkyl, C₂-C₆₀ alkenyl group, C₂-C₆₀ alkynyl and C₁-C₆₀ alkoxy groups;

[285]

[286]

[287]

-N (Q₃₁) (Q₃₂), -Si (Q₃₃) (Q₃₄) (Q₃₅) and-B (Q₃₆) (Q₃₇); of which is selected from;

[288]

[289]

For example, said said substituted C₃-C₁₀[...] cycloalkyl, substituted C₂-C₁₀ hetero [...], substituted C₃-C₁₀[...] cycloalkyl, substituted C₂-C₁₀ hetero [...], substituted C₆-C₆₀ 5 arylene groups, substituted C₁-C₆₀ hetero 5 arylene groups, substituted 2 non-aromatic condensed ring polycyclic group, substituted non-aromatic hetero 2 the annularity which is a condensation group, substituted C₁-C₆₀ alkyl, substituted C₂-C₆₀ alkenyl group, substituted C₂-C₆₀ to alkynyl, substituted C₁-C₆₀ alkoxy groups, substituted C₃-C₁₀ group, a cycloalkyl group, an, substituted C₂-C₁₀ hetero group, a cycloalkyl group, an, substituted C₃-C₁₀neel[...] cycloalkyl, substituted C₂-C₁₀ hetero [...], substituted C₆-C₆₀ aryl, substituted C₆-C₆₀biting jade time, substituted C₆-C₆₀biting mote unyielding spirit, substituted C₁-C₆₀ or a heteroaryl, substituted 1 non-aromatic condensed ring polycyclic group and substituted non-aromatic hetero 1 the annularity which is a condensation at least one layer of a group the substituents,

[290]

[291]

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro, amino group, amino d anger, hydrazine to, hydra zone, carboxylic acid or a salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, [...] cycloalkyl, cycloalkyl [...] group, [...] cycloalkyl, cycloalkyl pen reel Neel, [...] cycloalkyl, phenyl, [...], indenyl, [...], [...], [...], three Neel it rises, [...], flue [...], spiro- [...], benzo [...], di benzohexa [...], [...], [...], do not sprout three Neel, flue five column reel Neel, tree [...], fine [...], three Neel cro, naphtha three Neel, blood three Neel, [...] perylene, pen hit phenyl, hexa three Neel, pen hit three Neel, ruby three Neel, four Neel film type inductor, activity against pityrosporum ovale or [...], pyrrole diary, thio phenyl, [...], imidazole diary, pyrazole diary, thiazole diary, diary isothiazolone, oxazole diary, isoxazole diary, d Neel pyrido, neel pyrazole, d Neel pyrimido, will be and it will keep pyrido, isoindol diary, indole diary, indazole diary, [...]neel, [...], [...] isocyanate, benzo [...], phthalamide it will keep, my Petit D Neel, [...], neel it will doze quinazolinones, hour glow Neel, carbazole diary, lung difficulty tree D Neel, arc d Neel, lung difficulty trolley Neel, neel phenacy, benzoimidazol diary, benzo [...], benzo mote five phenyl, diary BENZOTHIAZOL isocyanate, benzoxazole diary, diary polybenzoxazole isocyanate, triazole diary, tetrazole diary, oxadiazole diary, neel triazine, di benzohexa [...], di benzohexa mote five phenyl, benzo fortified diary, di benzohexa fortified diary, thiadiazole diary, already trillion blood D Neel is, already trillion blood midi Neel is, -N (Q₁₁) (Q₁₂), -Si (Q₁₃) (Q₁₄) (Q₁₅) and-B (Q₁₆) (Q₁₇) at least one substituted, C₁-C₆₀ alkyl, C₂-C₆₀ alkenyl group, C₂-C₆₀ alkynyl and C₁-C₆₀ alkoxy groups;

[292]

[...] cycloalkyl, cycloalkyl [...] group, [...] cycloalkyl, cycloalkyl pen reel Neel, [...] cycloalkyl, phenyl, [...], indenyl, [...], [...], [...], three Neel it rises, [...], flue [...], spiro- [...], benzo [...], di benzohexa [...], [...], [...], do not sprout three Neel, flue five column reel Neel, tree [...], fine [...], three Neel cro, naphtha three Neel, blood three Neel, [...] perylene, pen hit phenyl, hexa three Neel, pen hit three Neel, ruby three Neel, four Neel film type inductor, activity against pityrosporum ovale or [...], pyrrole diary, thio phenyl, [...], imidazole diary, pyrazole diary, thiazole diary, diary isothiazolone, oxazole diary, isoxazole diary, d Neel pyrido, neel pyrazole, d Neel pyrimido, will be and it will keep pyrido, isoindol diary, indole diary, indazole diary, [...]neel, [...], [...] isocyanate, benzo [...], phthalamide it will keep, my Petit D Neel, [...], neel it will doze quinazolinones, hour glow Neel, carbazole diary, lung difficulty tree D Neel, arc d Neel, lung difficulty trolley Neel, neel phenacy, benzoimidazol diary, benzo [...], benzo mote five phenyl, is the cow it cuts trillion motes Oh it will doze diary, benzoxazole diary, diary polybenzoxazole isocyanate, triazole diary, tetrazole diary, oxadiazole diary, neel triazine, di benzohexa [...], di benzohexa mote five phenyl, benzo fortified diary, di benzohexa fortified diary, thiadiazole diary, already trillion blood midi Neel is and already trillion blood D Neel is ;

[293]

Deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro, amino group, amino d anger, hydrazine to, hydra zone, carboxylic acid or a salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, C₁-C₆₀ alkyl, C₂-C₆₀ alkenyl group, C₂-C₆₀ alkynyl to, C₁-C₆₀ alkoxy groups, [...] cycloalkyl, cycloalkyl [...] group, [...] cycloalkyl, cycloalkyl pen reel Neel, [...] cycloalkyl, phenyl, [...], indenyl, [...], [...], [...], three Neel it rises, [...], flue [...], spiro- [...], benzo [...], di benzohexa [...], [...], [...], do not sprout three Neel, flue five column reel Neel, tree [...], fine [...], three Neel cro, naphtha three Neel, blood three Neel, [...] perylene, pen hit phenyl, hexa three Neel, pen hit three Neel, ruby three Neel, four Neel film type inductor, activity against pityrosporum ovale or [...], pyrrole diary, thio phenyl, [...], imidazole diary, thiazolly pyrazole, thiazole diary, diary isothiazolone, oxazole diary, isoxazole diary, d Neel pyrido, neel pyrazole, d Neel pyrimido, will be and it will keep pyrido, isoindol diary, indole diary, indazole diary, neel[...], [...], [...] isocyanate, benzo [...], phthalamide it will keep, my Petit D Neel, [...], neel it will doze quinazolinones, hour glow Neel, carbazole diary, lung difficulty tree D Neel, arc d Neel, lung difficulty trolley Neel, neel phenacy, benzoimidazol diary, benzo [...], benzo mote five phenyl, diary BENZOTHIAZOL isocyanate, benzoxazole diary, diary polybenzoxazole isocyanate, triazole diary, tetrazole diary, oxadiazole diary, neel triazine, di benzohexa [...], di benzohexa mote five phenyl, benzo fortified diary, di benzohexa fortified diary, thiadiazole diary, already trillion blood D Neel is, already trillion blood midi Neel is, -N (Q₂₁) (Q₂₂), -Si (Q₂₃) (Q₂₄) (Q₂₅) and-B (Q₂₆) (Q₂₇) at least one substituted, [...] cycloalkyl, cycloalkyl [...] group, [...] cycloalkyl, pen reel Neel cycloalkyl, cycloalkyl, resistance [...][...], phenyl, [...], indenyl, [...], [...], [...], three Neel it rises, [...], flue [...], spiro- [...], benzo [...], di benzohexa [...], [...], [...], do not sprout three Neel, flue five column reel Neel, tree [...], fine [...], three Neel cro, naphtha three Neel, blood three Neel, [...] perylene, pen hit phenyl, hexa three Neel, pen hit three Neel, ruby three Neel, four Neel film type inductor, activity against pityrosporum ovale or [...], pyrrole diary, thio phenyl, [...], imidazole diary, pyrazole diary, thiazole diary, diary isothiazolone, oxazole diary, isoxazole diary, d Neel pyrido, neel pyrazole, d Neel pyrimido, will be and it will keep pyrido, isoindol diary, indole diary, indazole diary, neel[...], [...], [...] isocyanate, benzo [...], phthalamide it will keep, my Petit D Neel, [...], neel it will doze quinazolinones, hour glow Neel, carbazole diary, lung difficulty tree D Neel, arc d Neel, lung difficulty trolley Neel, neel phenacy, benzoimidazol diary, benzo [...], benzo mote five phenyl, diary BENZOTHIAZOL isocyanate, benzoxazole diary, diary polybenzoxazole isocyanate, triazole diary, tetrazole diary, oxadiazole diary, neel triazine, di benzohexa [...], di benzohexa mote five phenyl, benzo fortified diary, di benzohexa fortified diary, thiadiazole diary, already trillion blood midi Neel is and already trillion blood D Neel is ; and

[294]

-N (Q₃₁) (Q₃₂), -Si (Q₃₃) (Q₃₄) (Q₃₅) and-B (Q₃₆) (Q₃₇); of which is selected from;

[295]

Said Q₁₁ to Q₁₇, Q₂₁ to Q₂₇ and Q₃₁ to Q₃₇, independently one of the other are, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro, amino group, amino d anger, hydrazine to, hydra zone, carboxylic acid or a salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, C₁-C₆₀ alkyl, C₂-C₆₀ alkenyl group, C₂-C₆₀ alkynyl to, C₁-C₆₀ alkoxy groups, [...] cycloalkyl, cycloalkyl [...] group, [...] cycloalkyl, cycloalkyl pen reel Neel, [...] cycloalkyl, phenyl, [...], indenyl, [...], [...], [...], three Neel it rises, [...], flue [...], spiro- [...], benzo [...], di benzohexa [...], [...], [...], do not sprout three Neel, flue five column reel Neel, tree [...], fine [...], three Neel cro, naphtha three Neel, three Neel blood, [...] perylene, pen hit phenyl, hexa three Neel, pen hit three Neel, ruby three Neel, four Neel film type inductor, activity against pityrosporum ovale or [...], pyrrole diary, thio phenyl, [...], imidazole diary, pyrazole diary, thiazole diary, diary isothiazolone, oxazole diary, isoxazole diary, d Neel pyrido, neel pyrazole, d Neel pyrimido, will be and it will keep pyrido, isoindol diary, indole diary, indazole diary, [...]neel, [...], [...] isocyanate, benzo [...], phthalamide it will keep, my Petit D Neel, [...], neel it will doze quinazolinones, hour glow Neel, carbazole diary, lung difficulty tree D Neel, arc d Neel, lung difficulty trolley Neel, neel phenacy, benzoimidazol diary, benzo [...], benzo mote five phenyl, diary BENZOTHIAZOL isocyanate, benzoxazole diary, diary polybenzoxazole isocyanate, triazole diary, tetrazole diary, oxadiazole diary, neel triazine, di benzohexa [...], di benzohexa mote five phenyl, benzo fortified diary, di benzohexa fortified diary, thiadiazole diary, already trillion blood D Neel is, can be selected in already trillion blood midi Neel is.

[296]

The present invention along the organic light emitting device with a variety of types of flat panel display device, for example passive matrix organic light emitting display device and active matrix organic light emitting display device can be equipped with.. In particular, active matrix organic light emitting display device when a, on the side with the circuit board with the pixel number 1, a drain electrode on the source electrode of thin film transistor as electrodes electrically may be connected to. Furthermore, a double-sided organic light emitting device in said can be displayed to be. can be equipped with flat panel display device.

[297]

In addition of the present invention, according to some exemplary embodiments of the present invention one implementation the aperture organic layer deposited using compound according can be formed with the method or, or solution according one implementation of the present invention produced by a wet coating compound can be formed even method.

[298]

The present specification means phenyl group during the "Ph", "Me" means one selected from the group consisting of, "Et" means ethyl radicals, the, "ter-Bu" or "Bu^t". the tert-butyl group.

[299]

In hereinafter, embodiment and positive examples synthesis thereby, the cold air flows example, pursuant to one implementation of the present invention relative to organic light emitting devices but specifically, , and positive examples synthesis of the present invention is embodiment to exemplify limited not.

[300]

[In the embodiment]

[301]

Synthesis example 1: synthesis of compound 8

[302]

[303]

[304]

I-1 synthesis of intermediates

[305]

1-bromo-4-chloro-2- five degree benzene 17.2 g (54.4 mmol) Pd (OAc) 2 600 mg (2.7mmol) and, PPh3 1.5g (5.72 mmol), CuI 1.1g (5.77 mmol) of 375 ml of triethylamine (272 mmol) is dibutyl phthalate or dimethyl adaptation stirring time in 60 °C N2 atmosphere 12. Then reaction being terminated water and then marked on the specific a high temperature to the normal temperature 5 to diethyl ether extraction times obtained to have a predetermined thickness in the form of tetrabutylammonium magnesium the organic layer obtained for vaporizing the solvent drying which residues silica gel tube separating purification intermediate that is I-1 25.2 g (47.6 mmol, yield 87.5%) is obtained. The resulting compound is the MS/FAB it is found out that through.

[306]

C11H 12BrBrSi cal. 287.65, found 287.68

[307]

I-2 synthesis of intermediates

[308]

Intermediates I-1 25.2 g (47.6 mmol) for 10 minutes in N2 atmosphere to -78 ° C THF 500 ml of concentration of 2.5M behind obtain a lead line having a slowly blended n-BuLi 19 ml dropping funnel using a further and. agitation 30 minutes. Trimethyl borate 4.95 g (52.4 mmol) after dropping funnel for further room temperature slowly the enemy assault after giving, using 3 time obtain a lead line having a concentration of 1M behind hydro-chloride 1 300 ml solution on extraction times for inserting and removing water and organic layer behind using diethyl ether further extracted times 3. The organic layer obtained therform for vaporizing the solvent drying in the form of tetrabutylammonium magnesium which residues obtained silica gel tube separating I-2 8.64 g intermediate that is purification (34.2 mmol, yield 72%) is obtained. The resulting compound is the MS/FAB it is found out that through.

[309]

C11H 14BClO2Si cal. 252.58, found 252.60

[310]

I-3 synthesis of intermediates

[311]

2- [...] 24.8 g (20.0 mmol) 3 g (60.0mmol) pyridine and senses a rotation velocity of the disk to 0 °C in 60 ml medium of triflic anhydride 6.0g (22 mmol) is slowly added 2 oligo temperature a high temperature to the normal temperature after adaptation stirring time. Reactive solution 50 ml to 30 ml water added dichloro methane extracted burn 3. Magnesium the organic layer collected bisulphate to dry vaporize solvent in preference to car gel tube silica residue is obtained by purification intermediate that is separating I-3 47.1 g (18.4 mmol, yield 92%) is obtained. The resulting compound is the MS/FAB it is found out that through.

[312]

C8H 7F3O4S cal. 256.19, found 256.22

[313]

I-4 synthesis of intermediates

[314]

Intermediates I-2 2.52 g (10 mmol) and intermediates I-3 2.82 g (11 mmol), Pd (PPh3) 4 1.16 g (7.5 mmol) and K2CO3 4.15 g (30 mmol) of THF/H2O (9/1 volume ratio) mixture and added to 200 ml, 12 in 80 °C obtain a lead line having a time, a high temperature to the normal temperature after marked on the specific, 3 to diethyl ether 50 ml and a 50 ml water extracted times. The organic layer obtained therform for vaporizing the solvent drying in the form of tetrabutylammonium magnesium which residues obtained silica gel tube separating purification intermediate that is I-4 2.36 g (7.5 mmol, 75% yield) is obtained. The resulting compound is the MS/FAB it is found out that through.

[315]

C18H 19ClOSi cal. 314.88, found 314.90

[316]

I-5 synthesis of intermediates

[317]

Intermediates I-4 2.36 g (7.5 mmol) and K2CO3 3.11 g (22.5 mmol) of 200 ml of CH2Cl2/MeOH (2:1 volume ratio) is dibutyl phthalate or dimethyl 1 adaptation stirring time at room temperature. Filter paper a compound reaction being terminated a then filtered, using a filtrate water and and evaporating both of an organic solvent using dichloromethane extraction times 2 to have a predetermined thickness, in the form of tetrabutylammonium magnesium organic layer obtained for vaporizing the solvent drying which residues silica gel tube separating purification intermediate that is I-5 1.61 g (6.63 mmol, yield 88.5%) is obtained. The resulting compound is the MS/FAB it is found out that through.

[318]

C15H 11ClO cal. 242.70, found 242.75

[319]

I-6 synthesis of intermediates

[320]

Intermediates I-5 1.61 g (6.63 mmol) of 100 ml of sufficiently Methylene Chloride Ice bath behind the senses a rotation velocity of the disk which are maintained in an 30 minutes behind obtain a lead line having a 0 °C, 4.33 g (7.02 mmol) of 30 minutes for inserting and removing Iodine chloride again stirring section. Reaction of said reaction solution at a 100 ml of water and ethyl which has 5 times the organic layer extracting magnesium bisulphate to dry vaporize solvent in preference to Methylene chloride and a residue is obtained by n-Hexane the mixed solution of intermediates is performed on the are recrystallized I-6 1.34 g (5.54 mmol, yield 83.5%) is obtained. The resulting compound is the MS/FAB it is found out that through.

[321]

C15H 11ClO cal. 242.70, found 242.73

[322]

I-7 synthesis of intermediates

[323]

Intermediates I-6 1.34 g (5.54 mmol) and sodium ethanthiolate 4.67 g (27.8 mmol) in 100 ml of DMF to a 130 °C behind senses a rotation velocity of the disk against. 4 was then marked on the specific a high temperature to the normal temperature process has been completed, water and ethyl which has 6 times in the form of tetrabutylammonium magnesium obtained by extracting the organic layer obtained for vaporizing the solvent drying which residues silica gel tube separating purification intermediate that is I-7 1.19 g (5.21 mmol, 94% yield) is obtained. The resulting compound is the MS/FAB it is found out that through.

[324]

C14H 9ClO cal. 228.67, found 228.70

[325]

I-8 synthesis of intermediates

[326]

Intermediates I-7 1.19 g (5.21 mmol) and copper (I) oxide 2.24 g (15.6 mmol) of 100 ml of paste has better mouth feeling and 48h to 190 °C nitro-benzene heating stirring section. Marked on the specific down to the normal temperature after said reaction solution, 50 ml to 30 parts by weight of diethyl ether and a 50 ml water obtained by extraction burn 4 in the form of tetrabutylammonium magnesium the organic layer is dried to vaporize solvent in preference to residue is obtained by separating tube silica gel purification intermediate that is I-8 0.93 g (4.11 mmol, 79.3% yield) is obtained. The resulting compound is the MS/FAB it is found out that through.

[327]

C14H 7ClO cal. 226.65, found 226.71

[328]

I-A synthesis of intermediates

[329]

Intermediates I-8 0.93 g (4.11 mmol), aniline 0.28 g (3.00 mmol), Pd₂ (dba)₃ 0.03g (0.03mmol), P t Bu₃ 0.003g (0.03mmol) and NaO t Bu 0.86 g (9 mmol) in 85 °C is toluene 30 ml to adaptation stirring time senses a rotation velocity of the disk 4. After marked on the specific reaction solution down to the normal temperature, 30 ml to 30 parts by weight of diethyl ether and a 30 ml water extracted burn 3. The organic layer collected magnesium in the form of tetrabutylammonium dry vaporize solvent in preference to car gel tube silica residue is obtained by purification intermediate that is separating I-A 0.61 g (2.16 mmol, yield 72%) is obtained. The resulting compound is the MS/FAB it is found out that through.

[330]

C20 H13NO cal. 283.33, found 283.35

[331]

8-1 synthesis of intermediates

[332]

1,6- [...] 3.6g (20.0mmol), CuI 0.38g (2.0mmol) and KOH 6.7g (120.0mmol) to nitrogen in an atmosphere in Toluene/PEG400/H₂ O (5/4/1) mixed solution heated to 110 °C is dibutyl phthalate or dimethyl 100 ml 8 adaptation stirring time. Marked on the specific down to the normal temperature after said solution, pH 2-3 1N HCl 10 ml by adding 60 ml ethyl acetate after fitted extracted three times. Magnesium the organic layer collected bisulphate to dry vaporize solvent in preference to residue is obtained by separating tube silica gel purification 8-1 3.8g intermediate that is (12.8 mmol, 64% yield) is obtained. The resulting compound is the MS/FAB it is found out that through.

[333]

C16H 9BrO cal. 297.15, found 297.21

[334]

8-2 synthesis of intermediates

[335]

Intermediates 8-1 2.97 g (10.0 mmol), intermediates I-A 3.11 g (11.0 mmol), Pd₂ (dba)₃ 0.18g (0.2mmol), P t Bu₃ 0.04g (0.2mmol) and NaO t Bu 1.9g (20.0mmol) is toluene 30 ml to 4 in 85 °C adaptation stirring time senses a rotation velocity of the disk. After marked on the specific reaction solution down to the normal temperature, 30 ml to 30 parts by weight of diethyl ether and a 30 ml water extracted burn 3. The organic layer collected magnesium in the form of tetrabutylammonium dry vaporize solvent in preference to car gel tube silica residue is obtained by purification intermediate that is separating 8-2 4.68 g (7.2 mmol, yield 72%) is obtained. The resulting compound is the MS/FAB it is found out that through.

[336]

C36 H21NO2 cal. 499.56, found 499.61

[337]

8-3 synthesis of intermediates

[338]

Intermediates in the synthesis of intermediates instead [...] 8-2 I-3 2-paste using the same n other than method 8-3 4.27 g intermediates is performed on the synthesized (6.77 mmol, 94% yield) is obtained. The resulting compound is the MS/FAB it is found out that through.

[339]

C37H 20F3NO4S cal. 631.62, found 631.66

[340]

Synthesis of compound 8

[341]

Intermediates 8-3 4.28 g (6.77 mmol), intermediates A-1 1.84 g (7.11 mmol), Pd₂ (dba)₃ 0.06 g (0.07mmol), P t Bu₃ 0.01g (0.07mmol) and NaO t Bu 0.97 g (10.2 mmol) in 85 °C is toluene 30 ml to adaptation stirring time senses a rotation velocity of the disk 4. After marked on the specific reaction solution down to the normal temperature, 30 ml to 30 parts by weight of diethyl ether and a 30 ml water extracted burn 3. Magnesium the organic layer collected bisulphate to dry vaporize solvent in preference to residue is obtained by separating the compounds purification silica gel tube 8 4.31 g (5.82 mmol, yield 86%) is obtained. The resulting compound is the MS/FAB and a¹ H NMR it is found out that through.

[342]

C55 H36 N2O cal. 740.90, found 740.92

[343]

¹ H NMR (400MHz, CDCl₃)? ? 7.93-7.48 (m, 16H), (m, 15H) 7.13-6.51,6.29-6.27 (m, 2H), 1.86 (s, 3H)

[344]

Synthetic example 2: synthesis of compound 14

[345]

[346]

[347]

I-9 synthesis of intermediates

[348]

Intermediates in the synthesis of 1-bromo-4-chloro-2-I-1 instead five degree benzenefive degree benzene used in the range of 2-bromo-4-chloro-1-the same n other than method intermediates is performed on the synthesized I-9 12.8 g (45 mmol, yield 86%) is obtained. The resulting compound is the MS/FAB it is found out that through.

[349]

C11H 12BrClSi cal. 287.66, found 287.69

[350]

I-10 synthesis of intermediates

[351]

Intermediates I-2 intermediates in the synthesis of intermediates instead I-1 I-9 paste using the same n other than method intermediates is performed on the synthesized I-10 8.51 g (33.8 mmol, 75% yield) is obtained. The resulting compound is the MS/FAB it is found out that through.

[352]

C11H 14BClO2Si cal. 252.57, found 252.62

[353]

I-11 synthesis of intermediates

[354]

Intermediates I-4 I-10 I-2 intermediates in the synthesis of intermediates instead using the same n besides from being method intermediates is performed on the synthesized I-11 6.58 g (20.9 mmol, 62% yield) is obtained. The resulting compound is the MS/FAB it is found out that through.

[355]

C18H 19ClOSi cal. 314.88, found 314.96

[356]

I-12 synthesis of intermediates

[357]

Intermediates I-5 I-11 I-4 intermediates in the synthesis of intermediates instead using the same n besides from being method intermediates is performed on the synthesized I-12 4.60 g (19.0 mmol, 91% yield) is obtained. The resulting compound is the MS/FAB it is found out that through.

[358]

C15H 11ClO cal. 242.70, found 242.73

[359]

I-13 synthesis of intermediates

[360]

Intermediates I-6 intermediates in the synthesis of intermediates instead I-5 I-12 paste using the same n other than method intermediates is performed on the synthesized I-13 3.63 g (15.0 mmol, 79% yield) is obtained. The resulting compound is the MS/FAB it is found out that through.

[361]

C15H 11ClO cal. 242.70, found 242.74

[362]

I-14 synthesis of intermediates

[363]

Intermediates I-7 I-13 I-6 intermediates in the synthesis of intermediates instead using the same n besides from being method intermediates is performed on the synthesized I-14 2.91 g (12.8 mmol, yield 85%) is obtained. The resulting compound is the MS/FAB it is found out that through.

[364]

C14H 9ClO cal. 228.67, found 228.72

[365]

I-15 synthesis of intermediates

[366]

Intermediates I-8 intermediates in the synthesis of intermediates instead I-7 I-14 paste using the same n other than method intermediates is performed on the synthesized I-15 2.35 g (10.4 mmol, 81.1% yield) is obtained. The resulting compound is the MS/FAB it is found out that through.

[367]

C14H 7ClO cal. 226.66, found 226.68

[368]

I-B synthesis of intermediates

[369]

Intermediates I-A intermediates in the synthesis of intermediates instead I-8 I-15 paste using the same n other than method I-B 2.53 g intermediates is performed on the synthesized (8.94 mmol, yield 86%) is obtained. The resulting compound is the MS/FAB it is found out that through.

[370]

C20 H13NO cal. 283.33, found 283.37

[371]

14-1 synthesis of intermediates

[372]

Intermediates 8-2 intermediates in the synthesis of intermediates instead I-A I-B paste using the same n other than method intermediates is performed on the synthesized 14-1 2.35 g (5.8 mmol, yield 79.5%) is obtained. The resulting compound is the MS/FAB it is found out that through.

[373]

C36 H21NO2 cal. 499.57, found 499.60

[374]

14-2 synthesis of intermediates

[375]

Intermediates in the synthesis of intermediates instead [...] 14-1 I-3 2-using the same n besides from being method 14-2 3.44 g intermediates is performed on the synthesized (5.45 mmol, 94% yield) is obtained. The resulting compound is the MS/FAB it is found out that through.

[376]

C37H 20F3NO4S cal. 631.62, found 631.65

[377]

Synthesis of compound 14

[378]

Compound 8 intermediates in the synthesis of intermediates instead a 14-2 8-3,14-A intermediates instead 8-A paste using the same n other than method 14 3.17 g compound is performed on the synthesized (3.87 mmol, 71% yield) is obtained. The resulting compound is the MS/FAB and a¹ H NMR it is found out that through.

[379]

C60 H36 N2O2 cal. 816.96, found 816.99

[380]

¹ H NMR (400MHz, CDCl₃)? ? 7.98-7.42 (m, 22H), (m, 11H) 7.42-6.85,6.63-6.61 (m, 1H), 6.29-6.27 (m, 2H)

[381]

Synthetic example 3: synthesis of compound 21

[382]

[383]

[384]

I-16 synthesis of intermediates

[385]

Intermediates in the synthesis of 1-bromo-4-chloro-2-I-1 instead five degree benzenefive degree benzene used in the range of 1-bromo-3-chloro-2-the same n other than method intermediates is performed on the synthesized I-16 10.3 g (36 mmol, 82% yield) is obtained. The resulting compound is the MS/FAB it is found out that through.

[386]

C11H 12BrClSi cal. 287.66, found 287.69

[387]

I-17 synthesis of intermediates

[388]

Intermediates I-2 I-16 I-1 intermediates in the synthesis of intermediates instead using the same n besides from being method intermediates is performed on the synthesized I-17 7.17 g (28.4 mmol, 79% yield) is obtained. The resulting compound is the MS/FAB it is found out that through.

[389]

C11H 14BClO2Si cal. 252.57, found 252.62

[390]

I-18 synthesis of intermediates

[391]

Intermediates I-4 I-17 I-2 intermediates in the synthesis of intermediates instead using the same n besides from being method I-18 5.89 g intermediates is performed on the synthesized (18.7mmol, yield 66%) is obtained. The resulting compound is the MS/FAB it is found out that through.

[392]

C18H 19ClOSi cal. 314.88, found 314.96

[393]

I-19 synthesis of intermediates

[394]

Intermediates I-5 I-18 I-4 intermediates in the synthesis of intermediates instead using the same n besides from being method intermediates is performed on the synthesized I-19 4.30 g (17.8 mmol, 95% yield) is obtained. The resulting compound is the MS/FAB it is found out that through.

[395]

C15H 11ClO cal. 242.70, found 242.73

[396]

I-20 synthesis of intermediates

[397]

Intermediates I-6 intermediates in the synthesis of intermediates instead I-5 I-19 paste using the same n other than method intermediates is performed on the synthesized I-20 2.97 g (12.3 mmol, 69% yield) is obtained. The resulting compound is the MS/FAB it is found out that through.

[398]

C15H 11ClO cal. 242.70, found 242.74

[399]

I-21 synthesis of intermediates

[400]

Intermediates I-7 I-20 I-6 intermediates in the synthesis of intermediates instead using the same n besides from being method intermediates is performed on the synthesized I-21 2.53 g (11.1 mmol, yield 90%) is obtained. The resulting compound is the MS/FAB it is found out that through.

[401]

C14H 9ClO cal. 228.67, found 228.72

[402]

I-22 synthesis of intermediates

[403]

Intermediates I-8 I-21 I-7 intermediates in the synthesis of intermediates instead using the same n besides from being method I-22 1.91 g intermediates is performed on the synthesized (8.44 mmol, 76% yield) is obtained. The resulting compound is the MS/FAB it is found out that through.

[404]

C14H 7ClO cal. 226.66, found 226.68

[405]

I-C synthesis of intermediates

[406]

Intermediates I-A intermediates in the synthesis of intermediates instead I-8 I-22 paste using the same n other than method I-C 1.94 g intermediates is performed on the synthesized (6.84 mmol, yield 81%) is obtained. The resulting compound is the MS/FAB it is found out that through.

[407]

C20 H13NO cal. 283.33, found 283.37

[408]

21-1 synthesis of intermediates

[409]

Intermediates 8-2 intermediates in the synthesis of intermediates instead I-A I-C paste using the same n other than method intermediates is performed on the synthesized 21-1 2.50 g (5.0 mmol, 77% yield) is obtained. The resulting compound is the MS/FAB it is found out that through.

[410]

C36 H21NO2 cal. 499.57, found 499.60

[411]

21-2 synthesis of intermediates

[412]

Intermediates in the synthesis of intermediates instead [...] 21-1 I-3 2-using the same n besides from being method intermediates is performed on the synthesized 21-2 2.97 g (4.70 mmol, 94% yield) is obtained. The resulting compound is the MS/FAB it is found out that through.

[413]

C37H 20F3NO4S cal. 631.62, found 631.65

[414]

Synthesis of compound 21

[415]

Compound 8 intermediates in the synthesis of intermediates instead a 21-2 8-3,21-A intermediates instead 8-A paste using the same n other than method 21 2.74 g compound is performed on the synthesized (3.34 mmol, 71% yield) is obtained. The resulting compound is the MS/FAB and a¹ H NMR it is found out that through.

[416]

C60H 37FN2O cal. 820.96, found 820.99

[417]

¹ H NMR (400MHz, CDCl₃)? ? 7.84-7.32 (m, 24H), 7.11-7.00 (m, 6H), 6.82-6.80 (m, 1H), 6.59-6.55 (m, 2H), (m, 4H) 6.17-6.12

[418]

Synthesis example 4: synthesis of compound 31

[419]

[420]

31-1 synthesis of intermediates

[421]

1,6 - 7.2 g (20.0 mmol) [...] THF 60 ml of senses a rotation velocity of the disk to -78 ° C n-BuLi 48.0 ml (2.5M in Hexane) by a -30 ° C after added slowly elevated temperature until again a reaction solution are process has been completed by stirring section. 1-78 °C by a slowly added iodomethane 7.5 ml 4 in the normal temperature after adaptation stirring time. Said reactive solution 60 ml 60 ml distilled after added at a water extracted burn 3 to 30 parts by weight of diethyl ether. Magnesium the organic layer collected bisulphate to dry vaporize solvent in preference to residue is obtained by separating tube silica gel purification intermediate that is 31-1 2.99 g (13 mmol, yield 65%) is obtained. The resulting compound is the MS/FAB it is found out that through.

[422]

C18H 14 cal. 230.31, found 230.35

[423]

31-2synthesis ofintermediates

[424]

Intermediates 31-1 2.9 g (12.6 mmol) of 30 parts by weight of diethyl ether/methanol (2.5/1) mixed solution in 30 ml HBr 3.8 ml (33 wt % in AcOH) is dibutyl phthalate or dimethyl 0 °C slowly added after 30 minutes the stirring. Said reactive solution hydrogrnperoxide 1.73 ml (30 wt % in H₂ O) added slowly at a temperature the same time 8 in the normal temperature after stirring section. After complete reaction after 30 ml 30 ml distilled water added at a water extracted burn 3 to 30 parts by weight of diethyl ether. Magnesium the organic layer collected bisulphate to dry vaporize solvent in preference to residue is obtained by separating tube silica gel purification intermediate that is 31-2 3.58 g (11.6 mmol, yield 92%) is obtained. The resulting compound is the MS/FAB it is found out that through.

[425]

C18H 13Br cal. 309.21, found 309.26

[426]

31-3 synthesis of intermediates

[427]

Intermediates 31-2 3.5 g (11.3 mmol) is dibutyl phthalate or dimethyl 30 ml medium of, in 0 °C NaNO₂ 0.85 g (12.4 mmol) senses a rotation velocity of the disk to 10 ml of a trifluoroacetic acid solution slowly added after 30 minutes stirring section. Said reactive solution to terminate the -280 parts by weight of an triethylamine 10 ml, and the produced solid 40 ml distilled water after filtering the added dichloro methane extracted burn 3 to 30 ml. Magnesium the organic layer collected bisulphate to dry vaporize solvent in preference to residue is obtained by separating tube silica gel purification intermediate that is 31-3 2.88 g (8.14 mmol, yield 72%) is obtained. The resulting compound is the MS/FAB it is found out that through.

[428]

C18H 12BrNO2 cal. 354.20, found 354.24

[429]

31-4 synthesis of intermediates

[430]

Intermediates 31-3 2.86 g (8.1 mmol), intermediates I-B 2.75 g (9.72 mmol), Pd₂ (dba)₃ 0.15 g (0.17 mmol), P t Bu₃ 0.03 g (0.17 mmol) and NaO t Bu 1.2 g (12.5 mmol) in 85 °C is toluene 30 ml to adaptation stirring time senses a rotation velocity of the disk 4. After marked on the specific reaction solution down to the normal temperature, 30 ml to 30 parts by weight of diethyl ether and a 30 ml water extracted burn 3. Magnesium the organic layer collected bisulphate to dry vaporize solvent in preference to residue is obtained by separating tube silica gel purification 31-4 3.38g intermediate that is (6.08 mmol, 75% yield) is obtained. The resulting compound is the MS/FAB it is found out that through.

[431]

C38 H24 N2O3 cal. 556.62, found 556.66

[432]

31-5 synthesis of intermediates

[433]

Intermediates 31-4 3.38 g (6.08 mmol)/ methanol medium of (1/1) mixed solution adding an Pd/C 0.5g senses a rotation velocity of the disk to 20 ml, reaction vessel 1, hydrogen gas pressure 3 state quasi washing liquid is supplied to the adaptation stirring time. After a complete reaction, a reaction solution are celite was are filtered. Magnesium the organic layer collected bisulphate to dry vaporize solvent in preference to residue is obtained by separating tube silica gel purification intermediate that is 31-5 2.85 g (5.41 mmol, 89% yield) is obtained. The resulting compound is the MS/FAB it is found out that through.

[434]

C38 H26 N2O3 cal. 526.63, found 526.67

[435]

31-6 synthesis of intermediates

[436]

Intermediates 31-5 2.85 g (5.41 mmol) senses a rotation velocity of the disk to 0 °C 1N HCl 16 ml in 15 ml of acetonitrile added slowly. Temperature in 30 minutes after NaNO₂ 0.92g (13.3mmol) 30 minutes is slowly adding further stirring section. KI 8g (48 mmol) said reactive solution 2 is added to the stirring time. Saturation, a reaction mixture of said NaHCO₃ solution 20 ml after added at a water extracted three times 30 ml ethyl acetate. Magnesium the organic layer collected bisulphate to dry vaporize solvent in preference to residue is obtained by separating tube silica gel purification intermediate that is 31-6 2.10 g (3.30 mmol, 61% yield) is obtained. The resulting compound is the MS/FAB it is found out that through.

[437]

C38H 24INO cal. 637.52, found 637.55

[438]

Synthesis of compound 31

[439]

Intermediates 31-6 1.97 g (3.1mmol), intermediates 31-A 0.88g (3.6mmol), Pd₂ (dba)₃ 0.05g (0.06mmol), P t Bu₃ 0.01g (0.06mmol) and NaO t Bu 0.44g (4.6mmol) is toluene 20 ml to 4 in 85 °C adaptation stirring time senses a rotation velocity of the disk. After marked on the specific reaction solution down to the normal temperature, 20 ml to 30 parts by weight of diethyl ether and a 20 ml water extracted burn 3. Magnesium the organic layer collected bisulphate to dry vaporize solvent in preference to residue is obtained by separating the compounds purification silica gel tube 31 1.94 g (2.57 mmol, 83% yield) is obtained. The resulting compound is the MS/FAB and a¹ H NMR it is found out that through.

[440]

C58 H38 N2O cal. 754.93, found 754.96

[441]

¹ H NMR (400MHz, CDCl₃)? ? 8.09 (d, 1H), 7.98 (d, 1H), (m, 13H) 7.78-7.45,7.25-7.00 (m, 9H), 6.82 (d, 1H), (m, 3H) 6.63-6.55,6.28-6.26 (m, 2H), 6.04-6.02 (m, 2H), 2.57 (s, 6H)

[442]

Synthesis example 5: synthesis of compound 42

[443]

[444]

Compound 31 intermediates in the synthesis of intermediates instead 31-A 42-A paste using the same n other than method 42 2.65 g compound is performed on the synthesized (3.04 mmol, 79% yield) is obtained. The resulting compound is the MS/FAB and a¹ H NMR it is found out that through.

[445]

C65 H46 N2O cal. 871.09, found 871.14

[446]

¹ H NMR (400MHz, CDCl₃)? ? 8.00 (d, 1H), 7.97 (d, 1H), 7.78-7.70 (m, 6H), (m, 8H) 7.65-7.43,7.36-7.30 (m, 2H), 7.21 (d, 1H), (m, 9H) 7.15-6.93,6.63-6.55 (m, 3H), 6.30-6.24 (m, 3H), 6.06 (s, 1H), 2.57 (s, 6H), 1.61 (s, 6H)

[447]

Synthesis example 6: synthesis of compound 48

[448]

[449]

Compound 8 intermediates in the synthesis of intermediates instead a I-D I-A, intermediates 48-A intermediates instead 8-A paste using the same n other than method 48 3.10 g compound is performed on the synthesized (3.46 mmol, 71% yield) is obtained. The resulting compound is the MS/FAB and a¹ H NMR it is found out that through.

[450]

C66H 41FN2O cal. 897.06, found 897.12

[451]

¹ H NMR (400MHz, CDCl₃)? ? 7.91-7.30 (m, 28H), 7.13-6.89 (m, 8H), (m, 3H) 6.76-6.61,6.10-6.08 (m, 2H)

[452]

7synthetic e.g.: synthesis of compound 55

[453]

[454]

Compound 14 intermediates in the synthesis of intermediates instead 14-A 55-A paste using the same n other than method 55 2.50 g compound is performed on the synthesized (3.02 mmol, 78% yield) is obtained. The resulting compound is the MS/FAB and a¹ H NMR it is found out that through.

[455]

C62 H38 N2O cal. 826.99, found 827.03

[456]

¹ H NMR (400MHz, CDCl₃)? ? 8.46 (d, 1H), (m, 22H) 7.98-7.45,7.16-6.67 (m, 10H), 6.63-6.60 (m, 2H), 6.29-6.27 (m, 2H)

[457]

Synthesis 8e.g.: synthesis of compound 60

[458]

[459]

60-1synthesis ofintermediates

[460]

Intermediates 31-1 2.9 g (12.6 mmol) of 30 parts by weight of diethyl ether/methanol (2.5/1) mixed solution in 30 ml HBr 7.6 ml (33 wt % in AcOH) is dibutyl phthalate or dimethyl 0 °C slowly added after 30 minutes the stirring. Said reactive solution hydrogrnperoxide 3.4 ml (30 wt % in H₂ O) added slowly at a temperature the same time 8 in the normal temperature after stirring section. After complete reaction after 30 ml 30 ml distilled water added at a water extracted burn 3 to 30 parts by weight of diethyl ether. Magnesium the organic layer collected bisulphate to dry vaporize solvent in preference to residue is obtained by separating tube silica gel purification intermediate that is 60-1 4.11 g (10.6 mmol, 84% yield) is obtained. The resulting compound is the MS/FAB it is found out that through.

[461]

C18H 12Br2 cal. 388.10, found 388.22

[462]

Synthesis of compound 60

[463]

Intermediates 31-4 60-1 31-3 intermediates in the synthesis of intermediates instead using the same n besides from being method 60 2.08 g compound is performed on the synthesized (2.62 mmol, yield 81%) is obtained. The resulting compound is the MS/FAB and a¹ H NMR it is found out that through.

[464]

C58 H36 N2O2 cal. 792.93, found 792.95

[465]

¹ H NMR (400MHz, CDCl₃)? ? 8.11-8.09 (m, 2H), (m, 14H) 7.76-7.49,7.23-7.21 (m, 2H), 7.06-7.00 (m, 6H), 6.63-6.60 (m, 2H), 6.28-6.20 (m, 4H), 2.57 (m, 6H),

[466]

Synthesis 8e.g.: synthesis of compound 72

[467]

31-4 31-3 intermediates in the synthesis of intermediates for 1,6-dibromopyrene instead, intermediates instead I-B I-D the same n other than paste using method 72 3.11 g compound is performed on the synthesized (3.39 mmol, yield 72%) is obtained. The resulting compound is the MS/FAB and a¹ H NMR it is found out that through.

[468]

C68 H40 N2O2 cal. 917.08, found 917.13

[469]

¹ H NMR (400MHz, CDCl₃)? ? 7.96-7.94 (m, 2H), (m, 26H) 7.78-7.30,7.20-7.15 (m, 6H), 7.01-6.97 (m, 6H)

[470]

Of compounds synthesized¹ H NMR and showed to MS/FAB to table 1.

[471]

Table 1 synthesis of compounds other than compounds of the method, said synthetic e.g. synthesis of 8 to 1 reference to raw material path and, these skill of the art to easily recognize to can be.

[472]

Compound	¹ H NMR (CDCl₃, 400 MHz)	MS/FAB
Found	Calc.
1	D = 7.93-7.90 (m, 2H), 7.80-7.70 (m, 3H), (m, 7H) 7.52-7.47,7.14-7.02 (m, 8H), (m, 4H) 6.71-6.61,6.29-6.27 (m, 2H), (m, 4H) 6.14-6.10	650.80	650.78
4	D = 7.97 (d, 1H), 7.90 (d, 1H), 7.78-7.74 (m, 3H), (m, 7H) 7.65-7.45,7.40-7.32 (m, 5H), (m, 3H) 7.23-7.15,7.06-7.01 (m, 2H), 6.65-6.62 (m, 1H), (m, 5H) 6.56-6.50,6.20-6.12 (m, 2H), 0.24 (s, 9H), 0.27 (s, 9H)	795.16	795.14
12	D = 7.98-7.70 (m, 3H), (m, 5H) 7.55-7.48,7.35-7.07 (m, 22H), 6.53-6.50 (m, 2H), (m, 3H) 6.32-6.29,6.25-6.20 (m, 1H), 1.61 (s, 6H)	843.06	843.04
16	D = 7.96-7.30 (m, 22H), 7.11-7.07 (m, 8H), (m, 3H) 6.71-6.65,6.29-6.25 (m, 2H), 6.08-6.05 (m, 2H)	820.97	820.96
20	D = 8.11-7.75 (m, 9H), 7.70-7.35 (m, 13H), (m, 10H) 7.29-6.97,6.67-6.60 (m, 2H), 6.29-6.25 (m, 2H)	833.04	833.02
23	D = 7.99 (d, 1H) (m, 5H), 7.85-7.75,7.66-7.39 (m, 17H), (m, 10H) 7.30-6.82,6.63-6.61 (m, 1H), 6.04-6.02 (m, 2H)	816.99	816.96
29	D = 8.01-7.70 (m, 7H), 7.48-7.45 (m, 2H), 7.32 (d, 1H), 7.05-7.00 (m, 8H), 6.83 (d, 1H), (m, 3H) 6.64-6.62,6.15-6.10 (m, 6H), 2.57 (s, 6H)	772.29	772.29
34	D = 7.91 (d, 1H), 7.85-7.68 (m, 4H), (m, 11H) 7.60-7.43,7.40-7.37 (m, 2H), (m, 4H) 7.20-7.09,7.04-6.95 (m, 4H), 6.83 (d, 1H), (m, 4H) 6.69-6.59,6.04-6.02 (m, 2H), (s, 9H) 0.24	799.07	799.06
38	D = 8.32-8.30 (m, 2H), 8.04-7.96 (m, 2H), (m, 3H) 7.80-7.68,7.60-7.45 (m, 11H), 7.34 (d, 1H), (m, 3H) 7.20-7.11,7.06-6.97 (m, 7H), 6.82-6.79 (m, 2H), 6.74-6.63 (m, 2H), 6.63-6.60 (m, 1H), 6.03-6.00 (m, 2H), 1.48 (s, 18H)	915.21	915.19
40	D = 7.93-7.70 (m, 5H), (m, 13H) 7.52-7.39,7.16-7.00 (m, 8H), (m, 5H) 6.79-6.63,6.04-6.02 (m, 2H),	751.90	751.88
44	D = 7.93-7.30 (m, 22H), (m, 5H) 7.07-7.00,6.74-6.52 (m, 5H), 6.10-6.08 (m, 2H), 2.28 (s, 3H), 2.15 (s, 6H)	863.10	863.04
49	D = 7.93-7.41 (m, 22H), (m, 7H) 7.18-7.06,6.80-6.69 (m, 5H), (m, 4H) 6.27-6.20	802.99	802.97
62	D = 8.45-8.43 (m, 2H), 8.27-8.25 (m, 2H), 7.78-7.75 (m, 6H), (m, 4H) 7.68-7.63,7.48-7.46 (m, 2H), 7.23-7.21 (m, 2H), 7.09-7.02 (m, 6H), 6.63-6.59 (m, 2H), 6.27-6.23 (m, 4H), 0.41 (s, 18H)	909.27	909.25
67	D = 8.08-7.99 (m, 6H), 7.64-7.58 (m, 6H), (m, 12H) 7.50-7.43,7.18-7.04 (m, 8H), (m, 4H) 6.73-6.70,6.32-6.28 (m, 4H)	917.10	917.08
70	D = 8.00-7.98 (m, 2H), 7.90-7.84 (m, 2H), (m, 7H) 7.78-7.71,7.67-7.54 (m, 6H), (m, 3H) 7.48-7.40,7.33-7.30 (m, 1H), 7.11-7.09 (m, 2H), (m, 4H) 7.06-7.01,6.67-6.59 (m, 2H), 6.46-6.44 (m, 1H), 6.29-6.27 (m, 2H), 1.61 (s, 6H)	881.07	881.04

[473]

Said synthetic routes using the same synthesis on the, suitable further an intermediate material synthesis the compounds of corresponding advertisement based on the shown list, a table of compounds is synthesized 1¹ H NMR and showed MS/FAB.

[474]

Table 1 of compound other than in on are also other compounds reference to raw material and synthetic routes is a classic mirror server to the technical field that they are synthetic method can be be easily recognized.

[475]

In the embodiment 1

[476]

Coning anode (corning) 15Ω / cm² (1200Å) ITO sized 50 mm x 50 mm x 0.7 mm glass substrate is provided reduce the manufacturing time of increasing the and the pure isopropyl alcohol 5 minutes after cleaning the ultrasonic, ultraviolet rays are irradiated 30 minutes and exposed to ozone cleaning and vacuum deposition a dicing device is provided with a glass substrate the device. Said substrate as hole injection layer to the data and publicly known material, 4,4 '-Bis[N-phenyl-N-(9-phenylcarbazol-3-yl) amino] - 1,1' -biphenyl (compound 301) the vacuum deposition of formed to a thickness after 600 Å, then publicly known material, hole-transporting compound as N-[ 1,1 '-biphenyl] - 4-yl-9,9-dimethyl-N-[ 4 - (9-phenyl-9H-carbazol-3-yl) phenyl] a thickness of 300 Å - 9H-fluorene-2-amine (compound 311) of the front/rear sides of the hole transporting layers the vacuum deposition.

[477]

[478]

Publicly known host fluorescent on said upper hole transport layer of blue fluorescent a host, and 1-9, naphthalene-2-yl-anthracene -10-di (hereinafter, ADN) and blue fluorescent with a dopant displaying an 98:2 of the present invention formula I compounds of the deposition chamber is maintained at the weight ratio of 8 to simultaneously carry the front/rear sides of the light emitting layer to have thicknesses on the order of 300 Å.

[479]

Then in the light takeout efficiency and said Alq₃ a the deposited thickness of 300 Å, alkali metal a halided upper the light takeout efficiency is LiF an electronic injection layer in a thickness of 10 Å is deposited on the, Al a vacuum deposition to have thicknesses on the order of 3000 Å (cathode electrode) the LiF/Al insulation layer is formed have been prepared organic electroluminescent device.

[480]

In the embodiment 2

[481]

In forming a layer of a light emitting compound instead using said compound 8 except for the host supplying 14, in the embodiment 1 and a second stage constructed with a organic EL device.

[482]

In the embodiment 3

[483]

In forming a layer of a light emitting compound instead using said compound 8 except for the host supplying 21, in the embodiment 1 and a second stage constructed with a organic EL device.

[484]

In the embodiment 4

[485]

In forming a layer of a light emitting compound instead using said compound 8 except for the host supplying 31, in the embodiment 1 and a second stage constructed with a organic EL device.

[486]

In the embodiment 5

[487]

In forming a layer of a light emitting compound instead using said compound 8 except for the host supplying 42, in the embodiment 1 and a second stage constructed with a organic EL device.

[488]

In the embodiment 6

[489]

In forming a layer of a light emitting compound instead using said compound 8 except for the host supplying 48, in the embodiment 1 and a second stage constructed with a organic EL device.

[490]

In the embodiment 7

[491]

In forming a layer of a light emitting compound instead using said compound 8 except for the host supplying 55, in the embodiment 1 and a second stage constructed with a organic EL device.

[492]

In the embodiment 8

[493]

Instead said compound 8 in forming a layer of a light emitting compound 60 except using, in the embodiment 1 and a second stage constructed with a organic EL device.

[494]

In the embodiment 9

[495]

In forming a layer of a light emitting compound instead using said compound 8 except for the host supplying 72, in the embodiment 1 and a second stage constructed with a organic EL device.

[496]

Compared example 1

[497]

Light emitting in forming a layer of a publicly known with a dopant N composition, N, N ', N' -tetraphenyl-pyrene-1,6-diamine (TPD) except for the host supplying using, in the embodiment 1 and a second stage constructed with a organic EL device.

[498]

[499]

Embodiment 2 table result the first deoxygenator said compared and positive examples showed the clip to.

[500]

	Dopant	Driving voltage (V)	(MA/cm2) current density	(Cd/m2) luminance	(Cd/A) efficiency	Emission colors	Halving life (hr @ 100mA/cm2)
In the embodiment 1	Compound 8	6.64	50	3,105	6.21	Blue	333hr
In the embodiment 2	Compound 14	6.67	50	3,185	6.37	Blue	342hr
In the embodiment 3	Compound 21	6.70	50	3,200	6.40	Blue	338hr
In the embodiment 4	Compound 31	6.62	50	3,210	6.42	Blue	347hr
In the embodiment 5	Compound 42	6.71	50	3,230	6.46	Blue	361hr
In the embodiment 6	Compound 48	6.72	50	3,165	6.33	Blue	341hr
In the embodiment 7	Compound 55	6.75	50	3,205	6.41	Blue	376hr
In the embodiment 8	Compound 60	6.64	50	3,325	6.65	Blue	383hr
In the embodiment 9	Compound 72	6.58	50	3,290	6.58	Blue	365hr
Compared example 1	TPD	6.96	50	2,730	5.46	Blue	248hr

[501]

Compared example 2

[502]

Light emitting in forming a layer of a publicly known ADN removed from composition of the present invention formula II compounds of which is obtained by using a H9 instead, TPD publicly known as dopant composition paste using equal to in the embodiment 1 except for organic EL device constructed with a.

[503]

In the embodiment 10

[504]

Light emitting in forming a layer of a publicly known ADN removed from composition of the present invention formula II compounds of which is obtained by using a H9 instead, the present invention compound as dopant using the 8 equal to in the embodiment 1 except for the host supplying organic EL device constructed with a.

[505]

In the embodiment 11

[506]

In forming a layer of a light emitting dopant in which an amount said compound 8 14 instead in the embodiment 10 except for paste using organic equal to EL device constructed with a.

[507]

In the embodiment 12

[508]

In forming a layer of a light emitting dopant in which an amount said compound 8 using the 21 instead in the embodiment 10 except for the host supplying equal to organic EL device constructed with a.

[509]

In the embodiment 13

[510]

In forming a layer of a light emitting dopant in which an amount said compound 8 using the 31 instead in the embodiment 10 except for the host supplying equal to organic EL device constructed with a.

[511]

In the embodiment 14

[512]

Instead said compound 8 in forming a layer of a light emitting dopant in which an amount 42 in the embodiment 10 except for paste using organic equal to EL device constructed with a.

[513]

In the embodiment 15

[514]

In forming a layer of a light emitting compound said removed from H45 instead using an H9, as dopant paste using 14 of the present invention compound in the embodiment 10 except for organic equal to EL device constructed with a.

[515]

In the embodiment 16

[516]

Instead said dopant in which an amount in forming a layer of a light emitting compound 14 using the 21 and in the embodiment 15 except for the host supplying the same manner as the organic EL device constructed with a.

[517]

In the embodiment 17

[518]

In forming a layer of a light emitting dopant in which an amount said compound 14 using the 31 instead in the embodiment 15 except for the host supplying the same manner as the calculator and constructed with a organic EL device.

[519]

In the embodiment 18

[520]

In forming a layer of a light emitting dopant in which an amount 42 instead 14 compound said paste using the same manner as the calculator and in the embodiment 15 except for organic EL device constructed with a.

[521]

In the embodiment 19

[522]

In forming a layer of a light emitting dopant in which an amount said compound 14 using the 48 instead in the embodiment 15 except for the host supplying the same manner as the calculator and constructed with a organic EL device.

[523]

In the embodiment 20

[524]

In forming a layer of a light emitting dopant in which an amount said compound 14 55 instead paste using the same manner as the calculator and in the embodiment 15 except for organic EL device constructed with a.

[525]

In the embodiment 21

[526]

In forming a layer of a light emitting dopant in which an amount said compound 14 using the 60 instead in the embodiment 15 except for the host supplying the same manner as the calculator and constructed with a organic EL device.

[527]

In the embodiment 22

[528]

Light emitting in forming a layer of a removed from H60 H9 instead the use of said compound, the present invention compound 14 as dopant paste using equal to in the embodiment 10 except for organic EL device constructed with a.

[529]

In the embodiment 23

[530]

Instead said dopant in which an amount in forming a layer of a light emitting compound 14 using the 21 and in the embodiment 22 except for the host supplying the same manner as the organic EL device constructed with a.

[531]

In the embodiment 24

[532]

In forming a layer of a light emitting dopant in which an amount 42 instead 14 compound said paste using the same manner as the calculator and in the embodiment 22 except for organic EL device constructed with a.

[533]

In the embodiment 25

[534]

In forming a layer of a light emitting dopant in which an amount said compound 14 55 instead paste using the same manner as the calculator and in the embodiment 2 except for organic EL device constructed with a.

[535]

In the embodiment 26

[536]

In forming a layer of a light emitting dopant in which an amount said compound 14 using the 60 instead in the embodiment 22 except for the host supplying the same manner as the calculator and constructed with a organic EL device.

[537]

In the embodiment 27

[538]

Instead said compound 14 in forming a layer of a light emitting dopant in which an amount 72 paste using the same manner as the calculator and in the embodiment 22 except for organic EL device constructed with a.

[539]

Embodiment 3 table result the first deoxygenator said compared and positive examples showed the clip to.

[540]

	Host	Dopant	Driving voltage (V)	(MA/cm2) current density	(Cd/m2) luminance	(Cd/A) efficiency	Emission colors	Halving life (hr @ 100mA/cm2)
In the embodiment 10	H9 compound	Compound 8	6.54	50	3,275	6.55	Blue	442hr
In the embodiment 11	H9 compound	Compound 14	6.55	50	3,330	6.66	Blue	456hr
In the embodiment 12	H9 compound	Compound 21	6.61	50	3,370	6.74	Blue	437hr
In the embodiment 13	H9 compound	Compound 31	6.58	50	3,365	6.73	Blue	479hr
In the embodiment 14	H9 compound	Compound 42	6.57	50	3,375	6.75	Blue	481hr
In the embodiment 15	H45 compound	Compound 14	6.52	50	3,345	6.69	Blue	467hr
In the embodiment 16	H45 compound	Compound 21	6.58	50	3,365	6.73	Blue	471hr
In the embodiment 17	H45 compound	Compound 31	6.53	50	3,425	6.85	Blue	478hr
In the embodiment 18	H45 compound	Compound 42	6.54	50	3,475	6.95	Blue	492hr
In the embodiment 19	H45 compound	Compound 48	6.52	50	3,420	6.84	Blue	468hr
In the embodiment 20	H45 compound	Compound 55	6.53	50	3,505	7.01	Blue	495hr
In the embodiment 21	H45 compound	Compound 60	6.48	50	3,575	7.15	Blue	490hr
In the embodiment 22	H60 compound	Compound 14	6.53	50	3,325	6.65	Blue	420hr
In the embodiment 23	H60 compound	Compound 21	6.53	50	3,380	6.76	Blue	399hr
In the embodiment 24	H60 compound	Compound 42	6.54	50	3,430	6.86	Blue	437hr
In the embodiment 25	H60 compound	Compound 55	6.53	50	3,460	6.92	Blue	445hr
In the embodiment 26	H60 compound	Compound 60	6.48	50	3,510	7.02	Blue	457hr
In the embodiment 27	H60 compound	Compound 72	6.43	50	3,490	6.98	Blue	453hr
Compared example 1	ADN	TPD	6.96	50	2,730	5.46	Blue	248hr
Compared example 2	H9	TPD	6.73	50	2,835	5.67	Blue	384hr

[541]

Formula 1 the present invention by presence of a basic compound dopant layer blue light emitting compounds compounds of publicly known signal transmitted from the video signal input rises effectiveness an electrode life, and may yield an. Furthermore, the frame is made up the present invention as removed in addition simultaneously formula 4 is further enhanced and its effect is whether a network is..

[542]

Thereby, the cold air flows to the present invention said embodiment and positive examples synthesis but described by reference to, is an exemplary which purpose: to avoid a, belonging to the present invention conventional art having knowledge of various modifications therefrom grow for other and equalization embodiment styles are discussed that will understand. Thus the scope of protection of the present invention technical true a claim the idea is decided by the will should be.

[543]

10: organic light emitting device Electrode 110: number 1 150: organic layer 190: number 2 electrode

[1]

Disclosed are a compound represented by chemical formula 1, and an organic light emitting device comprising the same. The organic light emitting device has high efficiency, low voltage, high luminance, and long lifespan properties. The description about the chemical formula 1 refers to the detailed description of the present invention.

[2]

[3]

A derivative is represented by the following formula 1 : < 화학식 1> During said formula 1, R₁ to R₈ and Ar₁ to Ar₄ independently from each other, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro, amino group, amino d anger, hydrazine to, hydra zone, carboxylic acid or a salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, a substituted or unsubstituted C₁-C₆₀ alkyl, a substituted or unsubstituted C₂-C₆₀ alkenyl group, a substituted or unsubstituted C₂-C₆₀ alkynyl to, a substituted or unsubstituted C₁-C₆₀ alkoxy groups, a substituted or unsubstituted C₃-C₁₀ group, a cycloalkyl group, an, a substituted or unsubstituted C₂-C₁₀ hetero group, a cycloalkyl group, an, a substituted or unsubstituted C₃-C₁₀ cyclo alkenyl group, a substituted or unsubstituted C₂-C₁₀ hetero [...], a substituted or unsubstituted C₆ 88800056808 88₆₀ aryl group, a substituted or unsubstituted C₆-C₆₀biting jade time, a substituted or unsubstituted C₆-C₆₀biting mote unyielding spirit, a substituted or unsubstituted C₁-C₆₀ or a heteroaryl, a substituted or unsubstituted 1 non-aromatic condensed ring polycyclic group, a substituted or unsubstituted 1 non-aromatic hetero group the annularity which is a condensation, -N (Q₁) (Q₂), -Si (Q₃) (Q₄) (Q₅) and-B (Q₆) (Q₇) of which is selected from; said Ar₁ to Ar₄ formula 1-a and to at least one of the; < 화학식 1-a> During said formula 1-a, R₁₁ the R₁ to R₈ and equal to the definitions for; and a structure represented by formula 1 to 7 the m ;* combined sites which; said substituted C₁-C₆₀ alkyl, substituted C₂-C₆₀ alkenyl group, substituted C₂-C₆₀ to alkynyl, substituted C₁-C₆₀ alkoxy groups, substituted C₃-C₁₀ group, a cycloalkyl group, an, substituted C₂-C₁₀ hetero group, a cycloalkyl group, an, substituted C₃-C₁₀ cyclo alkenyl group, substituted C₂-C₁₀ hetero [...], substituted C₆-C₆₀ aryl, substituted C₆-C₆₀biting jade time, substituted C₆-C₆₀biting mote unyielding spirit, substituted C₁-C 888000107 2888 or a heteroaryl, substituted 1 non-aromatic condensed ring polycyclic group, non-aromatic hetero agents as well as substituted 1 the annularity which is a condensation group, at least one of the substituents, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro, amino group, amino d anger, hydrazine to, hydra zone, carboxylic acid or a salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, C₁-C₆₀ alkyl, C₂-C₆₀ alkenyl group, C₂-C₆₀ alkynyl and C₁-C₆₀ alkoxy groups; deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro, amino group, amino d anger, hydrazine to, hydra zone, carboxylic acid or a salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, C₃-C₁₀ group, a cycloalkyl group, an, C₂-C₁₀ hetero group, a cycloalkyl group, an, C₃-C₁₀ cyclo alkenyl group, C 888000 1087888-C₁₀ hetero [...], C₆-C₆₀ aryl, C₆-C₆₀biting jade time (aryloxy), C₆-C₆₀biting mote unyielding spirit (arylthio), C₁-C₆₀ or a heteroaryl, 1 non-aromatic condensed ring polycyclic group, non-aromatic hetero group the annularity which is a condensation 1, -N (Q₁₁) (Q₁₂), -Si (Q₁₃) (Q₁₄) (Q₁₅) and-B (Q₁₆) (Q₁₇) at least one substituted, C₁-C₆₀ alkyl, C₂-C₆₀ alkenyl group, C₂-C₆₀ alkynyl and C₁-C₆₀ alkoxy groups; C₃-C₁₀ group, a cycloalkyl group, an, C₂ 88800057 48888₁₀ hetero group, a cycloalkyl group, an, C₃-C₁₀ cyclo alkenyl group, C₂-C₁₀ hetero [...], C₆-C₆₀ aryl, C₆-C₆₀biting jade time, C₆-C₆₀biting mote unyielding spirit, C₁-C₆₀ or a heteroaryl, non-aromatic condensed ring polycyclic group and 1 1 non-aromatic hetero group the annularity which is a condensation ; deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro, amino group, amino d anger, hydrazine to, hydra zone, carboxylic acid or a salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, C₁-C₆₀ alkyl, C₂-C₆₀ alkenyl group, C₂-C₆₀ alkynyl to, C₁-C₆₀ alkoxy groups, C 888000 1136888-C₁₀ group, a cycloalkyl group, an, C₂-C₁₀ hetero group, a cycloalkyl group, an, C₃-C₁₀ cyclo alkenyl group, C₂-C₁₀ hetero [...], C₆-C₆₀ aryl, C₆-C₆₀biting jade time, C₆-C₆₀biting mote unyielding spirit, C₁-C₆₀ or a heteroaryl, 1 non-aromatic condensed ring polycyclic group, non-aromatic hetero group the annularity which is a condensation 1, -N (Q₂₁) (Q₂₂), -Si (Q₂₃) (Q₂₄) (Q₂₅) and-B (Q₂₆) (Q₂₇) at least one substituted, C₃-C₁₀ group, a cycloalkyl group, an, C₂-C₁₀ hetero hour claw egg, [...] C, C₃-C₁₀ cyclo alkenyl group, C₂-C₁₀ hetero [...], C₆-C₆₀ aryl, C₆-C₆₀biting jade time, C₆-C₆₀biting mote unyielding spirit, C₁-C₆₀ or a heteroaryl, non-aromatic condensed ring polycyclic group and 1 1 non-aromatic hetero group the annularity which is a condensation ; and-N (Q₃₁) (Q₃₂), -Si (Q₃₃) (Q₃₄) (Q₃₅) and-B (Q₃₆) (Q₃₇); of which is selected from; said Q₁ to Q₇, Q₁₁ to Q₁₇, Q₂₁ to Q₂₇ and Q₃₁ to Q₃₇, independently one of the other are, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro, amino group, amino d anger, hydrazine to, hydra zone, carboxylic acid or a salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, C₁-C₆₀ alkyl, C₂-C₆₀ alkenyl group, C₂-C₆₀ alkynyl to, C₁-C₆₀ alkoxy groups, C₃-C₁₀ group, a cycloalkyl group, an, C₂-C₁₀ hetero group, a cycloalkyl group, an, C₃-C₁₀ cyclo alkenyl group, C₂-C₁₀ hetero [...], C₆-C₆₀ aryl, C₁-C₆₀ or a heteroaryl, non-aromatic condensed ring polycyclic group and 1 1 the annularity which is a condensation non-aromatic hetero is selected from the group of.

According to Claim 1, of said formula 1 Ar₁ to Ar₄ during, the substituents other than formula 1-a independently a substituted or unsubstituted C₆-C₆₀ aryl group, a substituted or unsubstituted C₁-C₆₀ or a heteroaryl, a substituted or unsubstituted 1 non-aromatic condensed ring polycyclic group, and a substituted or unsubstituted 1 the annularity which is a condensation non-aromatic hetero compounds selected from the group of.

According to Claim 1, during said formula 1, R₁ to R₈ are each independently, hydrogen, deuterium, a substituted or unsubstituted C₁-C₆₀ alkyl, a substituted or unsubstituted C₆-C₆₀ aryl, and-Si (Q₃) (Q₄) (Q₅) selected from a compound.

According to Claim 1, of said formula 1 Ar₁ to Ar₄ during, the substituents other than formula 1-a independently the either a compound having a formula: During said formula, Z₁ is hydrogen atom, deuterium, a substituted or unsubstituted carbon atoms 1 to 20 alkyl, a substituted or unsubstituted carbon atoms to 6 20 aryl, a substituted or unsubstituted aryl of 1 to 20 carbon atoms, a substituted or unsubstituted carbon atoms multi aeration condensation 6 to 20, to halogen, cyano group, nitro, carboxyl or hydroxy group and; H₁-O-, -S-, or-CR₅₁ R₅₂-and; being integers, of 9 to 1 the p; R₅₁ and R₅₂ a definitions for according to Claim 1 R₁ to R₈ definitions for and the same as the ;* combined exhibits sites.

According to Claim 1, during said formula 1, R₂ and R₆ are each independently, hydrogen, deuterium, C₁-C₂₀ alkyl, C₆-C₂₀ aryl, or-Si (Q₄₁) (Q₄₂) (Q₄₃) phosphorus compound: said Q₄₁ to Q₄₃, independently one of the other are, C₁-C₆₀ alkyl or C₆-C₆₀ aryl group.

According to Claim 1, during said formula 1, R₁, R₃ -R₅, R₇, and R₈ are each independently, a compound having a hydrogen or deuterium.

According to Claim 1, during said formula 1-a, R₁₁ is hydrogen or deuterium compounds.

According to Claim 1, phosphorus compound is said formula 1 to formula 2 or formula 3 : < 화학식 2> < 화학식 3>

According to Claim 1, compounds of said formula 1 one compound is a compound having a:

Number 1 electrode; a opposite to said number 1 number 2 electrode; said number 2 electrode and said number 1 and includes a light emitting layer is interposed between the electrode an organic layer; includes, according to Claim 1 formula 1 compound of said organic layer including organic light emitting device.

According to Claim 10, child node and electrode is said number 1, said number 2 [...] electrode, said organic layer, i) said number 1 a drain region are formed at both said electrode and between said, hole injection layer, hole transport layer, and electronic stop layer comprising at least one of these hole transport region and ii) said light emitting layer between a drain region are formed at both said number 2 electrode hole inhibiting layer, electron transport layer and an electron injection at least one of an electron transport zones including, organic light emitting device.

According to Claim 10, said compound of said formula 1 a luminescent layer including organic light emitting device.

According to Claim 10, said compound of said formula 1 a luminescent layer including with a dopant displaying an organic light emitting device.

According to Claim 10, said a luminescent layer including a 4 compound the organic light emitting device: < 화학식 4> During said formula 4, R₂₁ to R₃₆ are each independently, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro, amino group, amino d anger, hydrazine to, hydra zone, carboxylic acid or a salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, a substituted or unsubstituted C₁-C₆₀ alkyl, a substituted or unsubstituted C₂-C₆₀ alkenyl group, a substituted or unsubstituted C₂-C₆₀ alkynyl to, a substituted or unsubstituted C₁-C₆₀ alkoxy groups, a substituted or unsubstituted C₃-C₁₀ group, a cycloalkyl group, an, a substituted or unsubstituted C₂-C₁₀ hetero group, a cycloalkyl group, an, a substituted or unsubstituted C₃-C₁₀ cyclo alkenyl group, a substituted or unsubstituted C₂-C₁₀ hetero [...], a substituted or unsubstituted C₆-C₆₀ aryl, substituted or unsubstituted C₆-C₆₀biting jade time, a substituted or unsubstituted C₆-C₆₀biting mote unyielding spirit, a substituted or unsubstituted C₁-C₆₀ or a heteroaryl, a substituted or unsubstituted 1 non-aromatic condensed ring polycyclic group, a substituted or unsubstituted 1 non-aromatic hetero group the annularity which is a condensation, -N (Q₁) (Q₂), -Si (Q₃) (Q₄) (Q₅) and-B (Q₆) (Q₇) of which is selected from; said substituted C₁-C₆₀ alkyl, substituted C₂-C₆₀ alkenyl group, substituted C₂-C₆₀ to alkynyl, substituted C₁-C₆₀ alkoxy groups, substituted C₃-C₁₀ group, a cycloalkyl group, an, substituted C₂-C₁₀ hetero group, a cycloalkyl group, an, substituted C₃-C 8 880001302888 cyclo alkenyl group, substituted C₂-C₁₀ hetero [...], substituted C₆-C₆₀ aryl, substituted C₆-C₆₀biting jade time, substituted C₆-C₆₀biting mote unyielding spirit, substituted C₁-C₆₀ or a heteroaryl, substituted 1 non-aromatic condensed ring polycyclic group, non-aromatic hetero agents as well as substituted 1 the annularity which is a condensation group, at least one of the substituents, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro, amino group, amino d anger, hydrazine to, hydra zone, carboxylic acid or a salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, C₁-C₆₀ alkyl, C₂-C₆₀ alkenyl group, C₂-C₆₀ alkynyl and C₁-C₆₀ alkoxy groups; deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro, amino group, amino d anger, hydrazine to, hydra zone, carboxylic acid or a salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, C₃-C₁₀ group, a cycloalkyl group, an, C₂-C₁₀ hetero group, a cycloalkyl group, an, C₃-C₁₀ cyclo alkenyl group, C₂-C₁₀ hetero [...], C₆-C₆₀ aryl, C₆-C₆₀biting jade time (aryloxy), C₆-C₆₀biting mote unyielding spirit (arylthio), C₁-C₆₀ or a heteroaryl, 1 non-aromatic condensed ring polycyclic group, non-aromatic hetero group the annularity which is a condensation 1, -N (Q₁₁) (Q₁₂), -Si (Q₁₃) (Q₁₄) (Q₁₅) and-B (Q₁₆) (Q₁₇) at least one substituted 888000595188 8₁-C₆₀ alkyl, C₂-C₆₀ alkenyl group, C₂-C₆₀ alkynyl and C₁-C₆₀ alkoxy groups; C₃-C₁₀ group, a cycloalkyl group, an, C₂-C₁₀ hetero group, a cycloalkyl group, an, C₃-C₁₀ cyclo alkenyl group, C₂-C₁₀ hetero [...], C₆-C₆₀ aryl, C₆-C₆₀biting jade time, C₆-C₆₀biting mote unyielding spirit, C₁-C₆₀ or a heteroaryl, non-aromatic condensed ring polycyclic group and 1 1 non-aromatic hetero group the annularity which is a condensation ; deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro, amino group, amino d anger, hydrazine to, hydra zone, car alkylpyridin or a salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, C₁-C₆₀ alkyl, C₂-C₆₀ alkenyl group, C₂-C₆₀ alkynyl to, C₁-C₆₀ alkoxy groups, C₃-C₁₀ group, a cycloalkyl group, an, C₂-C₁₀ hetero group, a cycloalkyl group, an, C₃-C₁₀ cyclo alkenyl group, C₂-C₁₀ hetero [...], C₆-C₆₀ aryl, C₆-C₆₀biting jade time, C₆-C₆₀biting mote unyielding spirit, C₁-C₆₀ or a heteroaryl, 1 non-aromatic condensed ring polycyclic group, non-aromatic hetero group the annularity which is a condensation 1, -N (Q₂₁ 88 80006000888₂₂), -Si (Q₂₃) (Q₂₄) (Q₂₅) and-B (Q₂₆) (Q₂₇) at least one substituted, C₃-C₁₀ group, a cycloalkyl group, an, C₂-C₁₀ hetero group, a cycloalkyl group, an, C₃-C₁₀ cyclo alkenyl group, C₂-C₁₀ hetero [...], C₆-C₆₀ aryl, C₆-C₆₀biting jade time, C₆-C₆₀biting mote unyielding spirit, C₁-C₆₀ or a heteroaryl, non-aromatic condensed ring polycyclic group and 1 1 non-aromatic hetero group the annularity which is a condensation ; and-N (Q₃₁) (Q₃₂), -Si (Q₃₃) (Q₃₄) (Q₃₅) and-B (Q₃₆) (Q₃₇); of which is selected from; said Q₁ to Q₇, Q₁₁ to Q₁₇, Q₂₁ to Q₂₇ and Q₃₁ to Q₃₇, independently one of the other are, hydrogen, deuterium, -F, -Cl, -Br, -I, hydroxyl group, cyano group, nitro, amino group, amino d anger, hydrazine to, hydra zone, carboxylic acid or a salt thereof, sulfonic acid or salt thereof, phosphoric acid or salt thereof, C₁-C₆₀ alkyl, C₂-C₆₀ alkenyl group, C₂-C₆₀ alkynyl to, C₁-C₆₀ alkoxy groups, C₃-C₁₀ group, a cycloalkyl group, an, C₂-C₁₀ hetero group, a cycloalkyl group, an, C₃-C₁₀ cyclo alkenyl group, C₂-C 88800 01445888 hetero [...], C₆-C₆₀ aryl, C₁-C₆₀ or a heteroaryl, non-aromatic condensed ring polycyclic group and 1 1 the annularity which is a condensation non-aromatic hetero is selected from the group of.

According to Claim 14, host 4 said compound is included in the organic light emitting device.

According to Claim 14, during said formula 4, R₂₅, R₂₇, R₃₁, R₃₂, and R₃₃ are each independently, hydrogen, deuterium, cyano group, a substituted or unsubstituted C₁-C₆₀ alkyl, -Si (Q₃) (Q₄) (Q₅) and organic light emitting devices shows 0 formula: During said formula, Z₁ is hydrogen atom, deuterium, a substituted or unsubstituted carbon atoms 1 to 20 alkyl, a substituted or unsubstituted carbon atoms to 6 20 aryl, a substituted or unsubstituted aryl of 1 to 20 carbon atoms, a substituted or unsubstituted carbon atoms multi aeration condensation 6 to 20, to halogen, cyano group, nitro, carboxyl or hydroxy group and; H₁ the-O-, -S-, -CR₅₁ R₅₂-, or-NR₅₃-and; being integers, of 7 to 1 the p; R₅₁ and R₅₃ a definitions for according to Claim 16 R₂₁ to R₃₆ definitions for and the same as the; selectively, said R₅₁ and R₅₂ from the linking the cyclic other so as to form an ;* combined exhibits sites.

According to Claim 14, during said formula 4, R₂₁-R₂₄, R₂₆, R₂₈-R₃₀, R₃₄-R₃₆ are each independently, hydrogen or deuterium an organic light emitting device.

According to Claim 14, said compound of said formula 1 a luminescent layer includes as dopants, and preparation fluorescence or phosphorescence or emit light, including fluorescence or phosphorescence or emit light as host compound of said formula 4 organic light emitting device.

According to Claim 14, compounds of said formula 4 among compound is an organic light emitting device:

Organic light emitting elements according to Claim 14, number 1 of organic light-emitting device having said electrode, a drain electrode on the source electrode of the thin film transistor, which are connected electrically to a flat panel display device.

CPC - классификация

C C0 C07 C07D C07D3 C07D30 C07D307 C07D307/C07D307/7 C07D307/77 C07D307/9 C07D307/91 C07D4 C07D40 C07D407 C07D407/C07D407/1 C07D407/12 C07D409 C07D409/C07D409/1 C07D409/12 C07F C07F7 C07F7/C07F7/0 C07F7/08 C07F7/080 C07F7/0809 C07F7/081 C07F7/0812 C09 C09K C09K1 C09K11 C09K11/C09K11/0 C09K11/06 C09K2 C09K22 C09K221 C09K2211 C09K2211/C09K2211/1 C09K2211/10 C09K2211/104 C09K2211/1048 C09K2211/105 C09K2211/1051 C09K2211/1055 H H0 H01 H01L H01L5 H01L51 H01L51/H01L51/0 H01L51/00 H01L51/005 H01L51/0054 H01L51/0058 H01L51/006 H01L51/0061 H01L51/007 H01L51/0072 H01L51/0073 H01L51/008 H01L51/0081 H01L51/5 H01L51/50 H01L51/501 H01L51/5012 Y Y1 Y10 Y10S Y10S5 Y10S51 Y10S514 Y10S514/Y10S514/8 Y10S514/82 Y10S514/825

IPC - классификация

C C0 C07 C07D C07D3 C07D30 C07D307 C07D307/C07D307/9 C07D307/91 C07D4 C07D40 C07D407 C07D407/C07D407/1 C07D407/12 C09 C09K C09K1 C09K11 C09K11/C09K11/0 C09K11/06 H H0 H01 H01L H01L5 H01L51 H01L51/H01L51/5 H01L51/50