NOVEL COMPOUND, PHOTOSENSITIVE RESIN COMPOSITION INCLUDING SAME, AND COLOR FILTER

02-01-2017 дата публикации
Номер:
KR1020170000184A
Принадлежит:
Контакты:
Номер заявки: 00-15-102089065
Дата заявки: 23-06-2015

[1]

The substrates novel compounds, including the same photosensitive resin composition, and color filter are disclosed.

[2]

Number pigmented photosensitive resin composition in size resulting brightness and contrast ratio of pigment particles prepared by the color filter is present limits. In addition in the case of a color Image sensor for Image sensor form a fine for smaller dispersion particle size is equal to require. The green and blue LEDs instead of pigment particles be made such as brightness and contrast ratio high pressure liquid coolant introduced a dye number photosensitive resin composition improved color chromatic quality etc. attempt to verify the electronic device.

[3]

Thus, photosensitive resin composition number bath studies of dyes to be used in a database suitable compounds are disclosed.

[4]

Certain embodiments include novel compounds for under public affairs number are disclosed.

[5]

Another implementation relates under public affairs number for said compound including photosensitive resin composition are disclosed.

[6]

In another embodiments said photosensitive resin composition for color filter prepared by the number under public affairs number are disclosed.

[7]

Formula 1 of the present invention to certain embodiments include a compound having a number under public affairs substrate.

[8]

[Formula 1]

[9]

[10]

In said formula 1,

[11]

M is Cu, Zn, Co, Al, Ga, In, Ca, Mo, or Mg and,

[12]

Z1 To Z12 And each independently Cl or Br,

[13]

R1 To R4 Are each independently a halogen atom, a substituted or unsubstituted C1 to C20 alkyl, substituted C3 to C20 alkoxy, a substituted or unsubstituted C6 to C20 aryl group, a substituted or unsubstituted C6 to C20 biting jade time and or a,

[14]

R1 To R4 And at least one of is a represented by formula 2,

[15]

[Formula 2]

[16]

[17]

In said formula 2,

[18]

R5 And R6 A C1 to C10 alkyl group and a substituted or unsubstituted alkyl group each independently,

[19]

N and m are each independently 0 to 5 integer number of, end, 1 ≤ m + n ≤ 5 are disclosed.

[20]

Said R5 And R6 T - butyl group can be independently each end.

[21]

Said m and n are each independently 1 flickering disclosed.

[22]

Said formula 2 is indicated by the formula 3 is dropped.

[23]

[Formula 3]

[24]

[25]

In said formula 3,

[26]

R5 And R6 A C1 to C10 alkyl group independently substituted or unsubstituted alkyl group and each are disclosed.

[27]

Said R1 To R4 At least two or more of said formula 2 can be represented.

[28]

Said R1 To R4 The at least at least three said formula 2 can be represented.

[29]

Said R1 To R4 Both can be represented by said formula 2 is.

[30]

Said formula 1 compounds represented by the formula 4 can be selected from the group consisting of formula 11 to one display.

[31]

[Formula 4]

[32]

[33]

[Formula 5]

[34]

[35]

[Formula 6]

[36]

[37]

[Formula 7]

[38]

[39]

[Formula 8]

[40]

[41]

[Formula 9]

[42]

[43]

[Formula 10]

[44]

[45]

[Formula 11]

[46]

[47]

Said compound be a green dye.

[48]

Said maximum permeability within a wavelength range of green dye is 445 nm to 560 nm may have.

[49]

Another implementation relates said compound including photosensitive resin composition number under public affairs substrate.

[50]

Said photosensitive resin composition comprises an alkali-soluble resin, photopolymerizable compounds, photopolymerization disclosure number, can be further comprises and a solvent.

[51]

Said photosensitive resin composition can be further comprises pigment.

[52]

Said be a pigment yellow pigment.

[53]

In another implementation relates said photosensitive resin compositions can be used to color filter number tank number under public affairs substrate.

[54]

Other aspects of the present invention specific the operating requirements described hereinafter included in the nanometer range.

[55]

In one implementation according to compound has a solubility in organic solvent with green spectral characteristics and high molar light absorption coefficient has excellent, number can be used as dye bath in photosensitive resin composition for a green color filter, said color filter including dye may have excellent brightness and lamp emits light.

[56]

Hereinafter, one embodiment of the present invention detailed the on-sensors other.  But, this is by way of example number so that when, the range of the present invention is defined by the present invention refers to one category number 802.11a packets not the after alcoholic beverage it will do claimed only disclosed.  

[57]

The specification referred in a special free, to "substituted" RM "substituted", at least one of functional groups of the present invention halogen atom (F, Br, Cl or I) hydrogen atoms, hydroxy, nitro, cyano group, cycle this year amino group (NH2 , NH (R200 ), Or N (R201 ) (R202 ) And, wherein R200 , R201 , And R202 Hereinafter and the same or different, are each independently C1 to C10 six), d anger amino, rarity cleaning, cleaning zone, carboxyl group, a substituted or unsubstituted fluoroalkyl group, a substituted or unsubstituted between the light-emitting, to a substituted or unsubstituted alkynyl, substituted or unsubstituted cycloaliphatic organic group, substituted or nonsubstituted a substituted aryl group, and at least one selected from the group consisting of a substituted or unsubstituted heteroaryl substituted ring crossroad 1 meaning that the other.

[58]

The free special referred in the specification, C1 to C20 alkyl group "alkyl" implies components, C1 to C15 alkyl group specifically components, provide the means by which a C3 to C20 cycloalkyl "cycloalkyl" components, specifically C3 to C18 components a cycloalkyl, C1 to C20 alkoxy "alkoxy" implies components, specifically C1 to C18 alkoxy components, C6 to C20 aryl components provide the means by which "aryl group", C6 to C18 aryl group specifically components, provide the means by which "the light-emitting" C2 to C20 excavation work components, specifically C2 to C18 excavation work components, provide the means by which "alkylene" unsubstituted alkylene group C1 to C20 components, specifically C1 to C18 unsubstituted alkylene group components, C6 to C20 [...] implies "[...]" components, specifically C6 to C16 [...] big.

[59]

The free special referred in the specification, "(meth) acrylate" means "acrylate" both on "methacrylate" is possible and, "(meth) acrylic acid" means "acrylic" and "methacrylic acid" is possible both to each other.

[60]

The definition of a specification is installed at one free, "combination" RM mixing or copolymerization by big. In addition components "copolymer" RM block copolymer to random copolymerization, block copolymer to random copolymer "copolymer" implies big.

[61]

The formula in the definition of a specification is installed at one free, chemical bond has to be green chemical bond is hung on a position is not hydrogen atoms bound position when said means other.

[62]

In addition, the definition of that specification is installed at one, same or different atom or formula "*" connected to a big portion.

[63]

Certain embodiments include compounds of formula 1 to a number under public affairs substrate.

[64]

[Formula 1]

[65]

[66]

In said formula 1,

[67]

M is Cu, Zn, Co, Al, Ga, In, Ca, Mo, or Mg and,

[68]

Z1 To Z12 And each independently Cl or Br,

[69]

R1 To R4 Are each independently a halogen atom, a substituted or unsubstituted C1 to C20 alkyl, substituted C3 to C20 alkoxy, a substituted or unsubstituted C6 to C20 aryl group, a substituted or unsubstituted C6 to C20 biting jade time and or a,

[70]

R1 To R4 And at least one of is a represented by formula 2,

[71]

[Formula 2]

[72]

[73]

In said formula 2,

[74]

R5 And R6 A C1 to C10 alkyl group and a substituted or unsubstituted alkyl group each independently,

[75]

N and m are each independently 0 to 5 integer number of, end, 1 ≤ m + n ≤ 5 are disclosed.

[76]

In one implementation according to said formula 1 compound has excellent green spectral characteristics and high luminance. Further, represented by said formula 1 compounds represented by said formula 2 and buthoxy, biting jade time which said substituted alkyl group, substituted or unsubstituted alkyl or substituted alkyl groups so that only said, may have excellent solubility in organic solvents.

[77]

In one in the embodiment, the Zn said M implementation being.

[78]

Said R5 And R6 T - butyl isocyanate is used in the end to a low substitution degree or for, e.g. including t - butyl group may be a substituent described. T - butyl isocyanate represented by said formula 2 due to writing or alkyl substituted biting jade time end profile, e.g. by t - butyl group, solubility is increased and organic solvents, resulting in excellent brightness.

[79]

Said m and n are each independently 1 flickering disclosed. A substituted or unsubstituted alkyl group represented by said formula 2 biting jade time dog 2 by including a fluoroalkyl group substituted, substituted 1 including organic solvents than dog may have excellent solubility.

[80]

For example, the formula 3 is indicated to be said formula 2.

[81]

[Formula 3]

[82]

[83]

In said formula 3,

[84]

R5 And R6 A C1 to C10 alkyl group independently substituted or unsubstituted alkyl group and each are disclosed.

[85]

Said R5 Buthoxy [...] (ortho) position to an oxygen atom is present in the configuration, said R6 Buthoxy is over oxygen atoms constituting said parametric (para) can be positions. Buthoxy over oxygen atoms constituting each [...] substituents at the para position (ortho) whth (para) and in the case that, otherwise beneficial effect than if solubility and brightness flow tides.

[86]

For example, said R1 To R4 At least two or more, for example least three or more of said formula 2 can be represented. For example, said R1 To R4 Both can be represented by said formula 2 is.

[87]

A database number substituents represented by said formula 2, in one embodiment the compounds according to good solubility for organic solvents to be coated.

[88]

Said formula 1 compounds represented by the formula 4 compound selected from the group consisting of formula 11 to be a one.

[89]

[Formula 4]

[90]

[91]

[Formula 5]

[92]

[93]

[Formula 6]

[94]

[95]

[Formula 7]

[96]

[97]

[Formula 8]

[98]

[99]

[Formula 9]

[100]

[101]

[Formula 10]

[102]

[103]

[Formula 11]

[104]

[105]

In one implementation according to compounds are substituted alkyl group for respectively by weight of an expression of the clearer color, colored number used as luminance or contrast ratio of fiber for pivotably chromatic quality number dielectric layer. For example, said number is a colored compound, e.g. dye, e.g. green dye, for example 445 nm within a wavelength range of 560 nm to be a dye having maximum permeability.

[106]

Generally, color filter dye used in most expensive constituent component of the disclosed. Therefore, desired effect, for example for pre-preventing constipation cancerous rainbrightness or like of a dye to a magnet is to be used more expensive to rise out into the streets. However, in one implementation according to color filters when used dye compound, with a small high brightness, preventing constipation cancerous rainchromatic quality of two or more can be achieved a production cost reduction in the disclosed.

[107]

Further, in one implementation according to compounds are substituents represented by said formula 3 when, solubility in organic solvent and method for fabricating the formings superior to via the network.

[108]

Other according to one embodiment, said implementation including photosensitive resin composition according to compound number under public affairs substrate.

[109]

For example, implementation according to said photosensitive resin composition comprises said compound, an alkali-soluble resin, photopolymerizable compounds, photopolymerization disclosure number, can be and a solvent. In addition, photosensitive resin composition further comprise said pigment may be filled.

[110]

Said photosensitive resin compound according to implementation in the composition colored number, e.g. dye, e.g. green dye serves as a, excellent chromatic quality expression can.

[111]

In one embodiment 1 to 10% by weight relative to the total weight % said photosensitive resin composition according to compounds are, e.g. 3% by weight to 7% by weight can be included. When said range in one implementation according to compounds and contrast chromatic reappearance ratio barrier via the network.

[112]

Said pigment pigment dispersion can be in the form of said photosensitive resin included within the composition.

[113]

Said photosensitive resin composition pigment, can be further comprises pigment yellow for example.

[114]

C in said pigment yellow color index (Color Index). I. Pigment yellow 139, C. I. Pigment yellow 138, C. I. Pigment yellow 150 can be a bearing, these either alone or in mixed 2 can be at least one.

[115]

Said pigment pigment dispersion can be in the form of said photosensitive resin included within the composition.

[116]

Said pigment dispersion solids pigment, for number, and said number for said in a number can be homogeneously dispersed pigment dispersing the ceramic particles.

[117]

1% to 20% by weight relative to the total weight said solids pigment is pigment dispersion, e.g. 8% by weight to 20% by weight, for example 8 weight % to 15 weight %, e.g. 10% by weight to 20% by weight, e.g. 10% by weight to 15% by weight can be included.

[118]

Said dispersion number include nonionic dispersion number, number anionic dispersant, cationic dispersion number can be use.  Said dispersion number particular examples, polyalkylene glycol and esters, polyoxyalkylene, polyhydric alcohol ester alkylene oxide adduct, alcohol an amine oxide adducts, sulfonic acid ester, sulfonic acid salt, carboxylic acid ester, carboxylic acid salts, alkyl amide alkylene oxide adduct, as to the alkylamine can be, these alone or more can be mixed.

[119]

The number of said dispersion number commercially available in size article, of BYK [...]dISPERBYK-a 101, dISPERBYK provided 130, dISPERBYK provided 140, dISPERBYK provided 160, dISPERBYK provided 161, dISPERBYK provided 162, dISPERBYK provided 163, dISPERBYK provided 164, dISPERBYK-a 165, dISPERBYK provided 166, dISPERBYK provided 170, dISPERBYK-a 171, dISPERBYK provided 182, dISPERBYK-a 2000, such as dISPERBYK-a 2001; of EFKA chemical [...]eFKA provided 47, eFKA provided 47EA, eFKA-a 48, eFKA provided 49, eFKA provided 100, eFKA provided 400, such as eFKA provided 450; Zeneka [...] of Solsperse 5000, Solsperse 12000, Solsperse 13240, Solsperse 13940, Solsperse 17000, Solsperse 20000, Solsperse 24000 gr, Solsperse 27000, such as Solsperse 28000; or [...] PB711 of Ajinomoto, etc. PB821.

[120]

1% by weight to 20% by weight with respect to said dispersion number is the total pigment dispersion can be included. Dispersion number is encoded in said range, an appropriate viscosity with the photosensitive resin composition is superior in dispersibility can be maintained, thereby number article when applied optical, physical and chemical quality can be.

[121]

Said pigment dispersion for forming number include ethylene glycol acetate, ethyl [...], propylene glycol monomethyl ether acetate, ethyl lactate, polyethylene glycol, 1 cyclohexanone, propylene glycol methyl ether etc. but, limited to are not correct.

[122]

Said 10% by weight to 20% by weight relative to the total photosensitive resin composition said pigment dispersion, e.g. 12 to 18% by weight % by weight can be included.  Incorporated into said range when said pigment dispersion, process margin of about, and contrast chromatic reappearance ratio barrier via the network.

[123]

Said alkali-soluble resin can be an acrylic resin.

[124]

Said acrylic resin is copolymerized with ethylenically unsaturated monomers capable of number 1 and number 2 copolymer of ethylenically unsaturated monomers, at least one acrylic resin including repeating units are disclosed.  

[125]

Said number 1 one or more ethylenically unsaturated monomers and ethylenically unsaturated monomers containing a carboxyl group, specific examples of acrylic acid, methacrylic acid, maleic acid, itaconic, fumaric acid, or combinations thereof is cited.

[126]

5 to 50% by weight relative to the total binder resin acrylic ethylenically unsaturated monomers are said said number 1% by weight, e.g. 10% by weight to 40% by weight can be included.

[127]

Said number 2 ethylenically unsaturated monomers styrene, α - methylstyrene, a minute particle, aromatic vinyl compound such as vinyl benzyl methyl ether; methyl (meth) acrylate, ethyl (meth) acrylate, butyl (meth) acrylate, 2 - hydroxyethyl (meth) acrylate, 2 - hydroxy butyl (meth) acrylate, benzyl (meth) acrylate, cyclohexyl (meth) acrylate, phenyl (meth) acrylate such as unsaturated carboxylic acid ester compound; 2 - aminoethyl (meth) acrylate, dimethyl aminoethyl (meth) acrylate such as 2 - unsaturated carboxylic acid aminoalkyl ester compound; vinyl acetate, vinyl iodobenzoic acid such as carboxylic acid vinyl ester compound; unsaturated carboxylic acid glycidyl ester compound such as glycidyl (meth) acrylate; (meth) acrylonitrile such as cyanide vinyl compound; (meth) acrylamide such as unsaturated amide compound; and as to the, these alone or more can be mixed.

[128]

(Meta) acrylic acid/benzyl said acrylic binder resin particular examples among copolymer, (meth) acrylic acid/benzyl methacrylate/styrene copolymer, (meth) acrylic acid/benzyl methacrylate/2 - hydroxy [...] copolymer, (meth) acrylic acid/styrene/2 - hydroxy benzyl methacrylate/[...] but as to the copolymer, which are not limited to the, alone or in combination with them 2 is used in combination at least one disapproval.

[129]

Said alkali soluble resin weight average molecular weight 3,000 g/mol to 150,000 g/mol, for example 5,000 g/mol to 50,000 g/mol, for example implementation being 30,000 g/mol to 20,000 g/mol. Weight average molecular weight of said alkali soluble resin constituent esters when said, said viscosity suitable physical and chemical photosensitive resin composition having excellent physical properties, color filter substrate number bath excellent adhesion to disclosed.  

[130]

Said alkali-soluble resin has an acid value of 15 mgKOH/g to 60 mgKOH/g, e.g. 20 mgKOH/g to 50 mgKOH/g implementation being.  Alkali soluble resin having an acid number of constituent esters when said that the resolution of the pixel patterns 0.5 or 1.

[131]

Said % by weight to 30% by weight relative to the total photosensitive resin composition said alkali-soluble resin 1, e.g. 1% by weight to 20% by weight can be included.  Said range when incorporated into an alkali-soluble resin, crosslinked morning fair developing which is excellent in color filter number selected from a good surface smoothness can be achieved.

[132]

Said photopolymerizable compound is at least 1 (meta) acrylic acid having two ethylenically unsaturated double bonds consistent ability or polyfunctional ester can be used.

[133]

Photopolymerizable compounds are said by having ethylenically unsaturated double bonds, pattern forming process cause polymerization a sufficient quantity upon exposure by heat resistance, light resistance, and excellent chemical resistance can be pattern.

[134]

Photopolymerizable compounds particular examples, ethylene glycol di (meth) acrylate, diethylene glycol di (meth) acrylate, di (meta) acrylate ethylene glycol, propylene glycol di (meth) acrylate, neopentyl glycol di (meta) acrylate, 1, 4 - butanediol di (meta) acrylate, 1, 6 - hexanediol di (meth) acrylate, bisphenol A di (meth) acrylate, pentaerythritol di (meth) acrylate, pentaerythritol tri (meth) acrylate, pentaerythritol tetra (meth) acrylate, pentaerythritol hexa (meth) acrylate, di (meta) acrylate [...], [...] tree (meta) acrylate, (meth) acrylate [...]pen hit, hexa (meth) acrylate [...], bisphenol A epoxy (meth) acrylate, ethylene glycol monomethyl ether (meth) acrylate, (meth) acrylate tree-dimethyl tree, tris (meta) acrylic with the jade hour ethyl which rises phosphate, cresol novolak epoxy (meth) acrylate such as 99900005709 99 is cited

[135]

Photopolymerizable compound number article are commercially available for example as follows.  (Meta) acrylic ester employed for examples of said consistent, the durability of aroyl (main) door taxhigh school paid [...][...][...]-a 101® , Copper [...] provided 111® , Copper [...]-a 114® Such as; KAYARAD tC provided 110S [...]nihon go paid (main) of® , Copper tC provided 120S® Or the like; resins (main)V-a 158 of 100,000 type meal[...]high school paid® , V-a 2311® Or the like is cited. (Meta) acrylic ester employed for examples of said junk, the durability of aroyl (main) [...][...][...]-a 210 door taxhigh school paid® , Copper [...] provided 240® , Copper [...] provided 6200® Such as; KAYARAD HDDA [...]nihon go paid (main) of® , Copper hX-a 220® , [...]-a 604 copper® Such as; the durability of V-a 260 (main) 100,000 type meal[...]high school paid® , V-a 312® , V-a 335 HP® Or the like is cited.  Said (meth) acrylic acid ester employed for examples of trifunctional, amounting paid high school (main) of aroyl [...][...] provided 309 [...]tax door® , Copper [...] provided 400® , Copper [...]-a 405® , Copper [...] provided 450® , Copper [...] provided 710® , Copper [...] provided 8030® , Copper [...] provided 8060® Such as; KAYARAD TMPTA [...]nihon go paid (main) of® , Copper dPCA provided 20® , Copper -30® , Copper -60® , Copper -120® Such as; 100,000 type meal (main) of V-a 295 [...]high school paid go® , Copper -300® , Copper -360® , Copper-a gPT® , Copper-a 3PA® , Copper -400® Or the like is cited.  Said number 2 alone or can be used with at least one article.

[136]

Said photopolymerizable compounds are developing superior release for use by treatment with acid anhydride may be filled.

[137]

1 to 15% by weight with respect to said photopolymerizable compounds are said photosensitive resin composition total weight %, e.g. 5% by weight to 10% by weight can be included.  Photopolymerizable compounds when incorporated into said range, pattern forming process is performed that is superior in pivoting occurs sufficiently cured, alkali developer developing to excellent disclosed.

[138]

Said photosensitive resin composition is typically used as the photopolymerization disclosure number disclosure number, e.g. lung rice field orgin acetoacetoxy-functional compounds, benzophenone-based compound, thio [...] compounds, benzo phosphorus compound, oxime-based compound, or a combination thereof can be used.

[139]

Examples of said lung rice field orgin acetoacetoxy-functional compounds, 2, 2 '- acetoacetoxy-functional [...] α2, 2, 2' - acetoacetoxy-functional [...] α2, 2 - hydroxy - 2 - methyl pro bloom the lung rice field, P-T-butyl trichloro α2 - acetoacetoxy-functional, P-T-butyl acetoacetoxy-dichloro - α2, α2 process for 4 - chloro, 2, 2' - dichloro - 4 - phenoxy process for α2, 2 - methyl - 1 - (4 - (methyl thio) phenyl) - 2 - on - 1 - wool pulley Roh propane, 2 - benzyl - 2 - dimethylamino - 1 - (4 - wool pulley Roh phenyl) butane - 1 - on - such as is cited.

[140]

Examples of said benzophenone-based compound, benzophenone, benzoyl iodobenzoic acid, benzoyl iodobenzoic acid methyl, 4 - phenyl benzophenone, hydroxybenzophenone, acrylated benzophenone, 4, 4 '- bis (dimethylamino) benzophenone, 4, 4' - bis (diethylamino) benzophenone, 4, 4 '- dimethylamino benzophenone, 4, 4' - dichloro benzophenone, 3, 3' - dimethyl - 2 - like [...] is cited.

[141]

Examples of said thio [...] compounds, thio xanthone, 2 - methyl mote Oak from ton, isopropyl thio xanthone, 2, 4 - diethyl thio xanthone, 2, 4 - diisopropyl thio xanthone, like 2 - chloro mote Oak from ton is cited.

[142]

Examples of said benzo of a phosphorus compound, for the preparation of an, benzo methyl ether, for the preparation of an ethyl ether, isopropyl ether for the preparation of an, for the preparation of an isobutyl ether, benzyl [...] or the like is cited.

[143]

Examples of said triazine compound, 2, 4, 6 - trichloro - s - triazine, 2 - phenyl 4, 6 - bis (trichloromethyl) - s - triazine, 2 - (3 ', 4' - [...]) - 4, 6 - bis (trichloromethyl) - s - triazine, 2 - (4' - [...]) - 4, 6 - bis (trichloromethyl) - s - triazine, 2 - (p - methoxyphenyl) - 4, 6 - bis (trichloromethyl) - s - triazine, 2 - (p - tolyl) - 4, 6 - bis (trichloro methyl) - s - triazine, 2 - biphenyl 4, 6 - bis (trichloro methyl) - s - triazine, bis (trichloromethyl) - 6 - styryl - s - triazine, 2 - (naphtho - 1 - yl) - 4, 6 - bis (trichloromethyl) - s - triazine, 2 - (4 - [...] - 1 - yl) - 4, 6 - bis (trichloromethyl) - s - triazine, 2 - 4 - bis (trichloromethyl) - s - triazine - 6 - piperidinyl fipronil, 2 - 4 - bis (trichloromethyl) - 6 - (4 - [...]) - s - triazine or the like is cited.

[144]

Examples of said oxime-based compound, O - the jade core orgin which will know compound, 2 - - 1 - [4 - (phenylthio) phenyl] - 1, 2 - octane dione (o - benzoyl oxime), 1 - 1 - 1 - [9 - ethyl - 6 - (2 - methyl benzoyl) - 9H - carbazole - 3 - yl] (o - acetyl oxime) on, O - ethoxycarbonyl - 1 - phenyl propane - 1 - on - α - oxy amino can be user information. Said O - the jade core orgin which will know compound of the specific example, 1, 2 - octane dione, 2 - dimethylamino - 2 - (4 - methylbenzyl) - 1 - (4 - morpholin - 4 - yl - phenyl) - butane - 1 - one, 1 - (4 - phenylsulfanyl-phenyl phenyl) - butane - 1, 2 - dione 2 - oxime - O - benzoate, 1 - (4 - phenylsulfanyl-phenyl phenyl) - 1, 2 - dione 2 - oxime - O - benzoate - octane, 1 - (4 - phenylsulfanyl-phenyl phenyl) - octane - 1 - it comes the jade core - O - acetate, 1 - (4 - phenylsulfanyl-phenyl phenyl) - butane - 1 - it comes the jade core - O - acetate or the like is cited.

[145]

Preferably said disclosure number is said compound in addition cover neck of compound, ton type diketone compounds, sulfonium borate-based compounds, diazo compounds, imidazole-based compound, bead it will get torn and the total which will doze compounds and the like can be used.

[146]

Said disclosure number is preferably placed after the released state and the energy thereof by transferring number for use with photosensitizing chemical reaction causing disapproval.

[147]

Examples of said photosensitizing dyes are number, tetra ethylene glycol bis - 3 - [...] propionate, pentaerythritol tetrakis - 3 - [...] propionate, tetrakis - 3 - like [...][...] propionate is cited.

[148]

Preferably said said photosensitive resin composition the synthetic disclosure number is 0. 01% by weight to 10% by weight, e.g. 0. 1% by weight to 5% by weight can be included.  When photopolymerization is incorporated into said range disclosure number, pattern forming process in curing process is performed sufficiently up for excellent reliability can be obtained, pattern heat resistance, light resistance and excellent chemical resistance and, in addition which is excellent in resolution and adhesion, due to unreacted disclosure number of preventing transmittance thereof can.

[149]

Said solvent compounds according to one implementation, pigment, an alkali-soluble resin, photopolymerizable compound, and has a reverse compatibility with photopolymerization disclosure number insensitive materials can be used.

[150]

Examples of said solvent, methanol, alcohol such as ethanol; dichloro ethyl ether, n - monobutyl ether, dee child wheat ether, methyl phenyl ether, ether such as tetra [...]; ethylene glycol monomethyl ether, ethylene glycol monoalkyl ethers such as ethyl ether glycol ethers; methyl [...] acetate, ethyl [...] acetate, diethyl [...][...] acetate current such as acetate; methyl ethyl carboxylic [...], diethyl [...], diethylene glycol monomethyl ether, diethylene glycol mono ethyl ether, diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, diethylene glycol such as carboxylic [...]d ethyl ether; propylene glycol monomethyl ether acetate, propylene glycol propyl ether acetate such as propylene glycol alkyl ether acetate current; toluene, O-xylene aromatic hydrocarbons; methyl ethyl ketone, cyclohexanone 1, 4 - hydroxy - 4 - methyl - 2 - pentanone, methyl - n - propyl ketone, methyl butyl ketone - n -, - n - methyl, [...][...] tone, such as ketones 2 - [...]; ethyl acetate, acetic acid - n - butyl, such as isobutyl acetate saturated aliphatic monocarboxylic acid alkyl esters; lactic acid methyl, ethyl lactic acid such as lactic acid esters; oxy acetic methyl, oxy acetic acid ethyl, oxy acetic acid alkyl esters such as oxy butyl acetate; methoxy acetic methyl, methoxy acetic acid ethyl, butyl acetate methoxy, ethoxy acetic methyl, alkoxy acetic acid alkyl esters such as ethyl ethoxy acetic acid; 3 - oxy propionic acid methyl, 3 - oxy propionic acid alkyl esters of 3 - phenylpropionic acid ethyl oxy; 3 - methoxy propionic acid methyl, 3 - phenylpropionic acid ethyl methoxy, ethoxy 3 - phenylpropionic acid ethyl, 3 - ethoxy propionic acid alkyl esters such as methyl 3 - alkoxy propionic acid; 2 - oxy propionic acid methyl, 2 - oxy acid ethyl, propyl 2 - oxy propionic acid alkyl esters such as 2 - oxy propionic acid; 2 - methoxy propionic acid methyl, 2 - phenylpropionic acid ethyl methoxy, ethoxy 999000 0795999 phenylpropionic acid ethyl, 2 - ethoxy propionic acid alkyl esters such as methyl 2 - alkoxy propionic acid; methyl 2 - oxy - 2 - methyl propionic acid, 2 - oxy - 2 - methyl propionic acid esters such as 2 - oxy - 2 - phenylpropionic acid ethyl methyl, 2 - methoxy - 2 - methyl propionic acid methyl, 2 - ethoxy - 2 - methyl propionic acid 2 - alkoxy - 2 - phenylpropionic acid ethyl methyl oxy monocarboxylic acid alkyl esters of mono alkyl or the like; 2 - hydroxypropionic acid ethyl, 2 - hydroxy - 2 - methyl propionic acid ethyl, hydroxy acetic acid ethyl, methyl 2 - hydroxy - 3 - methyl butanic acid such as esters; such as ketone acid esters such as ethyl blood base empty mountain which, in addition, N - methyl formamide, N, N - dimethyl formamide, N - methyl the lard which will not be a gun roentgen per hour at one meter, N - methylacetamide, N, N - dimethylacetamide, N - methylpyrrolidone, d maul[...][...] transition, benzyl ethyl ether, [...], acetyl acetone, isophorone, theory it buys capric acid, acids are capric acid, 1 - octanol, 1 - nonanol, benzyl alcohol, benzyl acetate, ethyl iodobenzoic acid, oxalic acid diethyl, maleic acid diethyl, γ - butyrolactone, ethylene carbonate, propylene carbonate, boiling point solvent such as phenyl [...] acetate is cited.

[151]

Among these good compatible and reactive taking into account preferably, glycol ethers such as ethylene glycol mono ethyl ether; ethylene glycol alkyl ether acetate such as ethyl acetate [...] current; 2 - hydroxypropionic acid ethyl such as esters; diethylene glycol monomethyl ether of carboxylic [...]; propylene glycol monomethyl ether acetate, propylene glycol propyl ether acetate such as propylene glycol alkyl ether acetate current; ketones such as cyclohexanone cycles can be used.

[152]

Said solvent is said photosensitive resin composition the synthetic cup department quantity, for example 30% by weight to 80% by weight can be included.  Solvent incorporated into said range when said photosensitive resin composition has an appropriate viscosity according to color filter number integer from 2 to 1,000. processability during tank.

[153]

Another example implementation according to photosensitive resin composition through the substrate can be a compound for improving adhesion.

[154]

Examples of said epoxy compound, epoxy compound agent, tetramethyl biphenyl epoxy compounds, bisphenol A type epoxy compounds, alicyclic epoxy compounds, or combinations thereof is cited.

[155]

A photosensitive resin composition 100 parts by weight of said epoxy compound 0. 01 parts by weight to 20 parts by weight, for example 0. 1 parts by weight to 10 parts by weight can be.  Epoxy compounds incorporated into said range when adhesion, storage excellent disclosed.

[156]

In addition said photosensitive resin composition in order to improve the substrate isolated carboxyl group, meta [...] diary, at the time of knows sprouting, isocyanate, epoxy silane coupling further includes a number of reactive substituents can be.

[157]

Examples of silane coupling said number, tree [...] benzoic acid, γ - methacrylic oxy propyl trimethoxysilane, vinyl triazole [...], vinyl trimethoxysilane, γ - isocyanate propyl tree [...], γ - writing hour killing by poison propyl trimethoxysilane, β - (3, 4 - epoxy [...]) ethyl [...] can be a bearing, alone or in combination with at least one 2 them can be mixed.

[158]

Said photosensitive resin composition is 100 parts by weight of silane coupling number 0. 01 parts by weight to 10 parts by weight can be.  When adhesion is incorporated into said silane coupling number range, excellent storage in perfumery.

[159]

In addition said photosensitive resin composition needed coatable enhancement and defects can be further comprises generating number surfactants for prevention effect.

[160]

Examples of surfactants said number, of bM-a 1000 [...] BM Chemie® , bM-a 1100® Such as; die [...][...]high school[...]-ROM pack F 142D (main) of granularity with paid® , Copper F 172® , Copper F 173® , Copper F 183® Such as; m (main) profile lardfC provided 135 [...][...] container® , Copper fC provided 170C® , Copper fC-a 430® , Copper fC-a 431® Such as; asahi[...][...] ray of magnetron [...] provided 112 (main)® , Copper [...] provided 113® , Copper [...] provided 131® , Copper [...] provided 141® , Copper [...] provided 145® Such as; silicon (main) of sH-a 28PA [...][...]® , Copper -190® , Copper -193® , sZ-a 6032® , sF-a 8428® Using commercially available fluorine-based surfactants such as called the number can be passed.

[161]

Photosensitive resin composition is 100 parts by weight of said surfactant number 0. 001 parts by weight to 5 parts by weight can be used.   Number surfactants incorporated into said range when coating uniformity is ensured, which does not easily generate unevenness, integer from 2 to 1,000. substrate and a wettable (wetting).

[162]

In addition said photosensitive resin composition properties within a range that does not anti-oxidation number, number of other added can be added when the number be stable.

[163]

Another according to one embodiment, said photosensitive resin composition according to implementation using color filter prepared by the number number under public affairs substrate.

[164]

Said color filters pattern forming process as follows.

[165]

Said photosensitive resin composition on the support substrate spin coating, slit coating, inkjet printing or the like applying; said applied photosensitive resin composition is dried to form a photosensitive resin composition for forming film process; said photosensitive resin composition film exposure process; said exposed photosensitive resin composition film with an alkali aqueous solution comprising the step of developing the photosensitive resin layer number bath; and said photosensitive resin film comprises heat treating process. Said senses the condition of the capacitor the like a widely known in the field since, the specification details described in dispensed the on-sensors other.

[166]

Hereinafter, the present invention in the embodiment but described more specifically for example, in the embodiment of the present invention preferred embodiment is provided in the embodiment of the present invention is to limited to to one and not the.

[167]

(Synthesis of compound)

[168]

Synthesis example 1: 3, 5, 6 -Trichloro- 4 - (2, 4 -Di-Tert-Butylphenoxy) -Of phthalonitrile Synthesis

[169]

The cap 100 ml 3, 4, 5, 6 provided tetrachlorophthalonitrile (5 g), 2,4 provided a di-T-a-butylphenol (3. 8 g), K2 CO3 (3. 898 g), N, [...] provided dimethylformamide (50 ml) and 70 °C etched into space heating. EA (ethyl acetate) to reaction after extracted. After extraction column chromatography (column chromatography) number by which a liquid concentrated solids EA/hexane to obtain positive column, example 1 according to obtain said solid vacuum drying by the compound.

[170]

[171]

Synthesis example 2: 3, 5, 6 -Trichloro- 4 - (2, 6 -Dimethylphenoxy) -Of phthalonitrile Synthesis

[172]

The cap 100 ml 3, 4, 5, 6 provided tetrachlorophthalonitrile (5 g), 2,6 provided dimethylphenol (6. 6 g), K2 CO3 (3. 898 g), Acetone (50 ml) and heated to 50 °C etched into space. EA (ethyl acetate) to reaction after extracted. After extraction column chromatography (column chromatography) number by which a liquid concentrated solids EA/hexane to obtain positive column, example 2 according to obtain said solid vacuum drying by the compound.

[173]

Synthesis example 3: 3, 5, 6 -Trichloro- 4 - (2 -Tert -Butylphenoxy) -Of phthalonitrile Synthesis

[174]

The cap 100 ml 3, 4, 5, 6 provided tetrachlorophthalonitrile (5 g), 2 provided is an intermediate used butylphenol (6. 64 g), K2 CO3 (3. 898 g), Acetone (50 ml) and heated to 50 °C etched into space. EA (ethyl acetate) to reaction after extracted. After extraction column chromatography (column chromatography) column EA/hexane to positive number by which a liquid concentrated solid is obtained by, for example 3 according to obtain said solid vacuum drying by the compound.

[175]

Synthesis example 4: 3, 5, 6 -Trichloro- 4 - (- 3 a-methyl-Butoxy) -Of phthalonitrile Synthesis

[176]

The cap 100 ml 3, 4, 5, 6 provided tetrachlorophthalonitrile (5 g), Isoamyl alcohol (5. 9 g), 1,8 provided diazabicycloundec-a 7 a-ene (3. 9 g), Tetrahydrofuran (50 ml) and heated to 50 °C etched into space. EA (ethyl acetate) to reaction after extracted. After extraction column chromatography (column chromatography) column EA/hexane to positive number by which a liquid concentrated solid is obtained by, for example 4 according to obtain said solid vacuum drying by the compound.

[177]

Synthesis example 5: 3, 5, 6 -Trichloro- 4 - (biphenyl provided 2 -Yloxy) -Of phthalonitrile Synthesis

[178]

The cap 100 ml 3, 4, 5, 6 provided tetrachlorophthalonitrile (5 g), 2 a-phenylphenol (3. 2 g), K2 CO3 (3. 898 g), Aceotone (50 ml) and heated to 50 °C etched into space. EA (ethyl acetate) to reaction after extracted. After extraction column chromatography (column chromatography) column EA/hexane to positive number by which a liquid concentrated solid is obtained by, for example 5 according to obtain said solid vacuum drying by the compound.

[179]

Synthesis example 6: synthesis of compound represented by formula 4

[180]

Synthesis example 1 according to 100 ml cap to said compound (1 g), said synthesis example 2 according to compound (0. 269 g), 1,8 provided diazabicycloundec-a 7 a-ene (0. 6 g), 1 - rearranged pentanols (5 g) is placed in the heated 90 °C, after solid element being Zinc acetate (0. 15 g) 140 °C etched into the continues to space heating. Reaction after MeOH to precipitate after filtering, vacuum drying the substrate. Column chromatography comprising a dried solid positive number to each other. Dichloro methane obtained after adding a small amount of solid filled solid which melts a determined stored in the methanol. The solid obtained by filtering the vacuum drying to formula 4 compound by Congress.

[181]

[Formula 4]

[182]

[183]

maldi-a flight MS: 1723. 12 m/z

[184]

Synthesis example 7: synthesis of compound represented by formula 5

[185]

Synthesis example 1 according to 100 ml cap to said compound (1 g), said synthesis example 3 according to compound (0. 288 g), 1,8 provided diazabicycloundec-a 7 a-ene (0. 6 g), 1 - rearranged pentanols (5 g) is placed in the heated 90 °C, after solid element being Zinc acetate (0. 15g) 140 °C etched into the continues to space heating. Reaction after MeOH to precipitate after filtering, vacuum drying the substrate. Column chromatography comprising a dried solid positive number to each other. Dichloro methane obtained after adding a small amount of solid filled solid which melts a determined stored in the methanol. The solid obtained by filtering the vacuum drying to a compound having a formula 5 are obtained.

[186]

[Formula 5]

[187]

[188]

maldi-a flight MS: 1750. 15 m/z

[189]

Synthesis example 8: synthesis of compounds represented by formula 6

[190]

Synthesis example 1 according to 100 ml cap to said compound (1 g), said synthesis example 4 according to compound (0. 24 g), 1,8 provided diazabicycloundec-a 7 a-ene (0. 6 g), 1 - rearranged pentanols (5 g) is placed in the heated 90 °C, after solid element being Zinc acetate (0. 15 g) 140 °C etched into the continues to space heating. Reaction after MeOH to precipitate after filtering, vacuum drying the substrate. Column chromatography comprising a dried solid positive number to each other. Dichloro methane obtained after adding a small amount of solid filled solid which melts a determined stored in the methanol. The obtained solid filtered vacuum drying 50L compounds represented by a formula 6 are obtained.

[191]

[Formula 6]

[192]

[193]

maldi-a flight MS: 1692. 13 m/z

[194]

Synthesis example 9: synthesis of compound represented by formula 7

[195]

Synthesis example 1 according to 100 ml cap to said compound (1 g), said synthesis example 5 according to compound (0. 30 g), 1,8 provided diazabicycloundec-a 7 a-ene (0. 6 g), 1 - rearranged pentanols (5 g) is placed in the heated 90 °C, after solid element being Zinc acetate (0. 15g) 140 °C etched into the continues to space heating. Reaction after MeOH to precipitate after filtering, vacuum drying the substrate. Column chromatography comprising a dried solid positive number to each other. Dichloro methane obtained after adding a small amount of solid filled solid which melts a determined stored in the methanol. The solid obtained by filtering the vacuum drying to a compound having a formula 7 are obtained.

[196]

[Formula 7]

[197]

[198]

maldi-a flight MS: 1773. 12 m/z

[199]

Synthesis example 10: synthesis of compound represented by formula 8

[200]

Synthesis example 1 according to 100 ml cap to said compound (1. 45 g), 1,8 provided diazabicycloundec-a 7 a-ene (0. 38 g), 1 - rearranged pentanols (7 g) is placed in the heated 90 °C, after solid element being Zinc acetate (0. 15 g) 140 °C etched into the continues to space heating. Reaction after MeOH to precipitate after filtering, vacuum drying the substrate. Column chromatography comprising a dried solid positive number to each other. Dichloro methane obtained after adding a small amount of solid filled solid which melts a determined stored in the methanol. The solid obtained by filtering the vacuum drying to formula 8 compound by Congress.

[201]

[Formula 8]

[202]

[203]

maldi-a flight MS: 1810. 99 m/z

[204]

Synthesis example 11: synthesis of compound represented by formula 9

[205]

Synthesis example 1 according to 100 ml cap to said compound (1 g), 3, 4, 5, 6 provided tetrachlorophthalonitrile (0. 2 g), 1,8 provided diazabicycloundec-a 7 a-ene (0. 6 g), 1 - rearranged pentanols (5 g) is placed in the heated 90 °C, after solid element being Zinc acetate (0. 15 g) 140 °C etched into the continues to space heating. Reaction after MeOH to precipitate after filtering, vacuum drying the substrate. Column chromatography comprising a dried solid positive number to each other. Dichloro methane obtained after adding a small amount of solid filled solid which melts a determined stored in the methanol. The solid obtained by filtering the vacuum drying to a compound having a formula 9 are obtained.

[206]

[Formula 9]

[207]

[208]

maldi-a flight MS: 1640. 02 m/z

[209]

Synthesis example 12: synthesis of compounds represented by formula 10

[210]

Synthesis example 1 according to 100 ml cap to said compound (0. 40 g), 3, 4, 5, 6 provided tetrachlorophthalonitrile (0. 40 gl), 1,8 provided diazabicycloundec-a 7 a-ene (0. 6 g), 1 - rearranged pentanols (5 g) is placed in the heated 90 °C, after solid element being Zinc acetate (0. 15 g) 140 °C etched into the continues to space heating. Reaction after MeOH to precipitate after filtering, vacuum drying the substrate. Column chromatography comprising a dried solid positive number to each other. Dichloro methane obtained after adding a small amount of solid filled solid which melts a determined stored in the methanol. The obtained solid filtered vacuum drying 50L compounds represented by a formula 10 are obtained.

[211]

[Formula 10]

[212]

[213]

maldi-a flight MS: 1468. 83 m/z

[214]

Synthesis example 13: synthesis of compound represented by formula 11

[215]

Synthesis example 1 according to 100 ml cap to said compound (0. 33 g), 3, 4, 5, 6 provided tetrachlorophthalonitrile (0. 66 g), 1,8 provided diazabicycloundec-a 7 a-ene (0. 6 g), 1 - rearranged pentanols (5 g) is placed in the heated 90 °C, after solid element being Zinc acetate (0. 15 g) 140 °C etched into the continues to space heating. Reaction after MeOH to precipitate after filtering, vacuum drying the substrate. Column chromatography comprising a dried solid positive number to each other. Dichloro methane obtained after adding a small amount of solid filled solid which melts a determined stored in the methanol. The solid obtained by filtering the vacuum drying to a compound having a formula 11 are obtained.

[216]

[Formula 11]

[217]

[218]

maldi-a flight MS: 1300. 63 m/z

[219]

Comparison Synthesis example 1: synthesis of compound represented by the formula 12

[220]

The cap 100 ml (phenoxy) phthalonitrile 3, 5, 6 non-trichloro-a 4 - (1. 0 g), 1,8 provided diazabicycloundec-a 7 a-ene (0. 7g), 1 - rearranged pentanols (15 ml) through the heated 90 °C, after solid element being Zinc acetate (0. 15g) 140 °C etched into the continues to space heating. Reaction after MeOH to precipitate after filtering, vacuum drying the substrate. Column chromatography comprising a dried solid positive number to each other. Dichloro methane obtained after adding a small amount of solid filled solid which melts a determined stored in the methanol. The solid obtained by filtering the vacuum drying to a compound having a formula 12 are obtained.

[221]

[Formula 12]

[222]

[223]

maldi-a flight MS: 1355. 71 m/z

[224]

Comparison Synthesis example 2: synthesis of compounds represented by formula 13

[225]

The cap 100 ml (pentyloxy) phthalonitrile 3, 5, 6 non-trichloro-a 4 - (1 g), 1,8 provided diazabicycloundec-a 7 a-ene (0. 7 g), 1 - rearranged pentanols (15 ml) through the heated 90 °C, after solid element being Zinc acetate (0. 15 g) 140 °C etched into the continues to space heating. Reaction after MeOH to precipitate after filtering, vacuum drying the substrate. Column chromatography comprising a dried solid positive number to each other. Dichloro methane obtained after adding a small amount of solid filled solid which melts a determined stored in the methanol. The obtained solid filtered vacuum drying 50L compounds represented by a formula 13 are obtained.

[226]

[Formula 13]

[227]

[228]

maldi-a flight MS: 1333. 90 m/z

[229]

Evaluation 1: measuring solubility

[230]

Said synthesis example 6 to synthesis example 13, example 1 comparison synthesis, synthesis and comparison example 2 according to compound 0. 5 g to, adding number for each dilution (PGMEA), a rotor (iuchi stock Company, MIXROTAR vMR provided 5) mix the solution to 25 °C, 1 to 100 rpm for a period of time been rapidly, solubility of each compound to table 1 have shown the determination result.

[231]

Solubility evaluation criteria

[232]

The total number is 10 weight % or more for dilution for compounds (solute) dissolved: ○

[233]

The total number is less than 5% by weight to 10% by weight or more for dilution compounds (solute) dissolved: Δ

[234]

The total number is less than 5% by weight for dilution for compounds (solute) dissolved: X

[235]

(Unit:% by weight)
Solubility
Synthesis example 6
Synthesis example 7
Synthesis example 8
Synthesis example 9
Synthesis example 10
Synthesis example 11
Synthesis example 12
Synthesis example 13
Comparison example 1 synthesisΔ
Synthesis example 2 comparisonΔ

[236]

From said table 1, example 13 synthesis example 6 compound according to implementation example 1 and comparison example 2 synthesis compared to synthesis compounds of the compounds of synthetic organic solvents than has excellent solubility, photosensitive resin compositions or the like can be used in may exhibit excellent chromatic quality confirm it.

[237]

(Synthesis of photosensitive resin composition)

[238]

In the embodiment 1

[239]

The above mentioned components to the composition of the photosensitive resin composition shown in table 2 for mixing high pressure liquid coolant in the embodiment 1 according to his number.

[240]

Specifically, after 2 hours then held between the solvent melts it agitated disclosure number at room temperature, 2 hours stirring at room temperature by adding a photopolymerizable compound alkali-soluble resin herein-gate. Then, said reactants in said synthesis example 6 compound prepared by the number obtained as colored number (compound formula 4) and pigment (pigment dispersion forms) into and out of the-gate 1 hours stirring at room temperature. Filtering impurities by a stand-alone product number 3 times ear said, photosensitive resin composition number was high pressure liquid coolant.

[241]

(Unit:% by weight)
Blended raw materialContent
Colored numberDyeCompounds of synthesis example 65. 0
Pigment dispersionPigment Y138 pigment dispersion15. 0
An alkali-soluble resin(A)/(B)=15/85 (w/w), molecular weight (Mw)=22, 000 g/mol (A): methacrylic acid (B): benzyl among3. 5
Photopolymerizable compound[...] (DPHA)8. 0
Disclosure number photopolymerization1, 2 - octane dione1. 0
2 - dimethylamino - 2 - (4 - methyl - benzyl) - 1 - (4 - morpholin - 4 - yl - phenyl) - butane - 1 - one0. 5
SolventCyclohexanone 137. 0
PGMEA (Propylene Glycol Monomethyl Ether Acetate)30. 0
Total amount (Total)100. 00

[242]

In the embodiment 2

[243]

Synthesis example 6 (compound formula 4) synthesis example 7 instead of compounds of compounds of (formula 5 compound) in the embodiment 1 and is connected to a number in the range of 0.1 to the under the outside, photosensitive resin composition number was high pressure liquid coolant.

[244]

In the embodiment 3

[245]

Synthesis example 6 (compound formula 4) synthesis example 8 instead of compounds of compounds of (compounds represented by formula 6) in the embodiment 1 and is connected to a number in the range of 0.1 to the under the outside, photosensitive resin composition number was high pressure liquid coolant.

[246]

In the embodiment 4

[247]

Synthesis example 6 (compound formula 4) synthesis example 9 instead of compounds of compounds of (formula 7 compound) to a number in the range of 0.1 in the embodiment 1 and is connected to the under the outside, photosensitive resin composition number was high pressure liquid coolant.

[248]

In the embodiment 5

[249]

Synthesis example 6 (compound formula 4) synthesis example 10 instead of compounds of compounds of (formula 8 compound) in the embodiment 1 and is connected to a number in the range of 0.1 to the under the outside, photosensitive resin composition number was high pressure liquid coolant.

[250]

In the embodiment 6

[251]

Synthesis example 6 (compound formula 4) compounds of compounds of synthesis example 11 (compound formula 9) instead of a number in the range of 0.1 in the embodiment 1 and is connected to the to the under the outside, photosensitive resin composition number was high pressure liquid coolant.

[252]

In the embodiment 7

[253]

Synthesis example 6 (compound formula 4) synthesis example 12 instead of compounds of compounds (compounds represented by formula 10) in the embodiment 1 and is connected to a number in the range of 0.1 to the under the outside, photosensitive resin composition number was high pressure liquid coolant.

[254]

In the embodiment 8

[255]

Synthesis example 6 (compound formula 4) synthesis example 13 instead of compounds of compounds of a number in the range of 0.1 (compounds of formula 11) in the embodiment 1 and is connected to the to the under the outside, photosensitive resin composition number was high pressure liquid coolant.

[256]

Comparison example 1

[257]

Synthesis example 6 (compound formula 4) synthetic example 1 comparison instead compounds of compounds of (compound formula 12) in the embodiment 1 and is connected to the to a number in the range of 0.1 under the outside, photosensitive resin composition number was high pressure liquid coolant.

[258]

Comparison example 2

[259]

Synthesis example 6 (compound formula 4) synthesis example 2 comparison instead compounds of compounds of a number in the range of 0.1 (compounds represented by formula 13) in the embodiment 1 and is connected to the to the under the outside, photosensitive resin composition number was high pressure liquid coolant.

[260]

Comparison example 3

[261]

Said composition shown in table 2 in the range of 0.1 to 3 in the embodiment 1 and the composition shown in table instead under the outside equal to number, number photosensitive resin composition was high pressure liquid coolant.

[262]

(Unit:% by weight)
Blended raw materialContent
Colored numberPigment dispersionPigment G58 pigment dispersion20. 0
Pigment Y138 pigment dispersion15. 0
An alkali-soluble resin(A)/(B)=15/85 (w/w), molecular weight (Mw)=22, 000 g/mol (A): methacrylic acid (B): benzyl among2. 5
Photopolymerizable compound[...] (DPHA)5. 0
Disclosure number photopolymerization1, 2 - octane dione1. 0
2 - dimethylamino - 2 - (4 - methyl - benzyl) - 1 - (4 - morpholin - 4 - yl - phenyl) - butane - 1 - one0. 5
SolventCyclohexanone 140. 0
PGMEA (Propylene Glycol Monomethyl Ether Acetate)16. 0
Total amount (Total)100. 00

[263]

Evaluation 2: Transmissibility, Luminance, and contrast measuring

[264]

1 mm thickness of 1 m to 3 m degreasing washing on a glass substrate has a thickness of said in the embodiment 1 and comparison example 3 compared to example 1 in the embodiment 8 micro micro to high pressure liquid coolant in a number applying a photosensitive resin composition, coating is dried to 2 minutes on hot plate 90 °C obtained. Using exposed mercury ramp continue to 365 nm coating of high pressure having dominant wavelength obtained. 200 °C wind of in circulating drying furnace in obtained is dried to 5 minutes. A pixel layer using spectrophotometer (MCPD3000, Otsuka electronic [...]) tetracene (x, y), luminance (Y), and contrast-on collision, to to table 4 are described.

[265]

Transmissibility (x, y)Luminance (Y)Contrast ratio
In the embodiment 10. 272, 0. 57862. 915,800
In the embodiment 20. 273, 0. 57962. 715,700
In the embodiment 30. 275, 0. 57662. 315,500
In the embodiment 40. 277, 0. 58162. 515,600
In the embodiment 50. 278, 0. 57662. 515,400
In the embodiment 60. 271, 0. 57962. 315,300
In the embodiment 70. 271, 0. 57962. 215,200
In the embodiment 80. 273, 0. 57761. 915,300
Comparison example 10. 277, 0. 57860. 514,900
Comparison example 20. 276, 0. 58059. 114,100
Comparison example 30. 271, 0. 57959. 013,300

[266]

From said table 4, in one implementation of dyes in the embodiment 8 according to compounds including in the embodiment 1 to 3 do not contain said photosensitive resin composition example 1 compared to comparison example compound of photosensitive resin composition is also used for indicating better chromatic quality can be.

[267]

Or more of the present invention preferred embodiment is described but, is not limited to the present invention refers to, in the range of the drawings and detailed description of the invention to claim on various objects into a possible embodiment and, in addition of the present invention is within a range of course have disclosed.



[1]

Provided is a compound which is represented by chemical formula 1. Also, provided are a photosensitive resin composition including the same, and a color filter produced by using the photosensitive resin composition. In the chemical formula 1, each substituent is the same as defined in the present specification. According to an embodiment of the present invention, the compound exhibits excellent spectral properties for green and a high molar extinction coefficient.

[2]

COPYRIGHT KIPO 2017

[3]



A compound having a formula 1: [formula 1] In said formula 1, M is Cu, Zn, Co, Al, Ga, In, Ca, Mo, or Mg and, Z1 To Z12 And each independently Cl or Br, R1 To R4 Are each independently a halogen atom, a substituted or unsubstituted C1 to C20 alkyl, substituted C3 to C20 alkoxy, a substituted or unsubstituted C6 to C20 aryl group, a substituted or unsubstituted C6 to C20 biting jade time and or a, R1 To R4 And at least one of is a represented by formula 2, [formula 2] In said formula 2, R5 And R6 C1 to C10 alkyl group and a substituted or unsubstituted alkyl group independently each a, m and n are each independently 0 to 5 integer number of, end, 1 ≤ m + n ≤ 5 are disclosed.

According to Claim 1, said R5 And R6 T - butyl groups each independently end including compounds.

According to Claim 1, said m and n are each independently an integer of 1 compounds.

According to Claim 1, formula 3 to compounds represented by said formula 2 is: [formula 3] In said formula 3, R5 And R6 A C1 to C10 alkyl group independently substituted or unsubstituted alkyl group and each are disclosed.

According to Claim 1, said R1 To R4 At least two or more of the compounds of said formula 2.

According to Claim 1, said R1 To R4 The at least at least three compounds of said formula 2.

According to Claim 1, said R1 To R4 Both compound is said formula 2.

According to Claim 1, represented by said formula 1 represented by formula 4 compound selected from the group consisting of formula 11 to one. [Formula 4] [Formula 5] [Formula 6] [Formula 7] [Formula 8] [Formula 9] [Formula 10] [Formula 11]

According to Claim 1, said compounds are green dye compounds.

According to Claim 9, said 445 nm to 560 nm within a wavelength range of green dye compound having maximum permeability.

Any one of Claim 1 to Claim 10 compounds including photosensitive resin composition.

According to Claim 11, said photosensitive resin composition comprises an alkali-soluble resin, photopolymerizable compounds, photopolymerization disclosure number, and a solvent further including photosensitive resin composition.

According to Claim 12, said photosensitive resin composition further pigment including photosensitive resin composition.

According to Claim 13, said pigment is pigment yellow photosensitive resin composition.

Photosensitive resin composition according to Claim 11 number bath using color filter.