(METH)ACRYLATE-FUNCTIONAL POLYACRYLATE RESINS WITH NARROW BUT BIMODAL MOLECULAR WEIGHT DISTRIBUTIONS

The present invention is directed to compositions useful for maintaining sealing force over time while under compression in compressive gaskets. Additionally, methods of preparing and using the sealing compositions and improving sealing performance using such compositions are provided. 1. A composition having improved performance properties comprising a blend of at least two (meth)acrylic-containing components said blend comprising:a) a first (meth)acrylic-containing telechelic polymer component having a first molecular weight;b) a second (meth)acrylic-containing telechelic polymer component having a second molecular weight that is different from said first molecular weight; wherein said blend has an average molecular weight from about 14,000 to about 40,000.2. The composition of wherein the ratio of said first to said second (meth)acrylic-containing telechelic polymer component is from 10:1 to 1:10.3. The composition of wherein the ratio of said first to said second (meth)acrylic-containing telechelic polymer component is from 5:1 to 1:5.4. The composition of wherein the polydispersity of each polymer of said blend is from about 1.01 to about 2.55.5. The composition of wherein polydispersity of each polymer of said blend is greater than 1.01 to about 1.50.6. The composition of claim 1 , wherein the first (meth)acrylic-containing telechelic polymer component has a backbone selected from butyl acrylate-co-ethyl acrylate claim 1 , butyl acrylate-co-ethyl acrylate-co-methoxyethyl acrylate and combinations therein.7. The composition of claim 1 , wherein the second (meth)acrylic-containing telechelic polymer component has a backbone selected from butyl acrylate-co-ethyl acrylate claim 1 , butyl acrylate-co-ethyl acrylate-comethoxyethyl acrylate and combinations therein.8. The composition of claim 1 , wherein the first or second (meth)acrylic-containing telechelic polymer component has a backbone selected from monofunctional (meth)acrylate monomers claim 1 , homopolymers ...

ACCELERATORS FOR TWO PART CURABLE COMPOSITIONS

Benzoylthiourea or benzoylthiourethane derivatives as cure accelerators for two part curable compositions are provided. 2. A composition comprising a bond formed between two mated substrates with the composition of .3. The composition of claim 1 , wherein the (meth)acrylate component is with the general structure HC═CGCOR claim 1 , wherein G may be hydrogen or alkyl groups having from 1 to about 4 carbon atoms claim 1 , and Rmay be selected from alkyl claim 1 , cycloalkyl claim 1 , alkenyl claim 1 , cycloalkenyl claim 1 , alkaryl claim 1 , aralkyl or aryl groups having from 1 to about 16 carbon atoms claim 1 , any of which may be optionally substituted or interrupted as the case may be with silane claim 1 , silicon claim 1 , oxygen claim 1 , halogen claim 1 , carbonyl claim 1 , hydroxyl claim 1 , ester claim 1 , carboxylic acid claim 1 , urea claim 1 , urethane claim 1 , carbonate claim 1 , amine claim 1 , amide claim 1 , sulfur claim 1 , sulfonate claim 1 , and sulfone.4. The composition of claim 1 , wherein the (meth)acrylate component is selected from di-or tri-functional (meth)acrylates like polyethylene glycol di(meth)acrylates claim 1 , tetrahydrofuran(meth)acrylates and di(meth)acrylates claim 1 , hydroxypropyl(meth)acrylate claim 1 , hexanediol di(meth)acrylate claim 1 , trimethylol propane tri(meth)acrylate claim 1 , diethylene glycol dimethacrylate claim 1 , triethylene glycol dimethacrylate claim 1 , tetraethylene glycol dimethacrylate claim 1 , dipropylene glycol dimethacrylate claim 1 , di-(pentamethylene glycol)dimethacrylate claim 1 , tetraethylene diglycol diacrylate claim 1 , diglycerol tetramethacrylate claim 1 , tetramethylene dimethacrylate claim 1 , ethylene dimethacrylate claim 1 , neopentyl glycol diacrylate claim 1 , trimethylol propane triacrylate and bisphenol-A mono and di(meth)acrylates claim 1 , and bisphenol-F mono and di(meth)acrylates.5. The composition of claim 1 , wherein the oxidant is selected from cumene hydroperoxide claim 1 , ...

Accelerators for two step adhesive systems

Benzoylthiourea or benzoylthiourethane derivatives as cure accelerators in primers for two step adhesive systems are provided.

PHOTOCURABLE ELASTOMER COMPOSITIONS

The present invention relates to photocurable elastomer compositions and methods of preparation and use of such compositions for cure-in-place applications such as gaskets. The curable compositions generally include an elastomer component, a monofunctional and/or multifunctional reactant and a photoinitiator that in various aspects may be a visible and/or UV curing initiator. The various components may be present in different amounts, depending on the combination of components and composition desired. © KIPO & WIPO 2008 ...

Moisture curable polyacrylates

A process for preparing moisture curable compounds and moisture curable compositions prepared from the product of that process is provided.

Vinyl Ether/Acrylate Block Resins, Compositions and Methods of Making Same

The present invention relates to vinyl ether or acrylate terminated block resins, compositions incorporating same and methods for preparing same. In particular, the compositions of the present invention may contain a vinyl ether or acrylate terminated block resin, such as a polyurethane block copolymer, a reactive diluent having vinyl ether or 1-alkenyl ether and (meth)acrylate functionality and a curing initiator. The compositions may be exposed to an energy source, e.g., photoradiation, to impart tack-free surface cure.

Acrylated urethanes, processes for making the same and curable compositions including the same

The present invention is directed to acrylated urethanes including the reaction product of: (1) (a) at least one urethane having at least two isocyanate groups and at least one acrylate group; and (b) at least one alcohol compound having at least two hydroxyl groups; or (2) (a) at least one isocyanate functional urethane which is the reaction product of at least one alcohol compound selected from the group consisting of amino alcohols, thioether alcohols, phosphino alcohols and mixtures thereof and at least one polyisocyanate; and (b) at least one hydroxy-functional material having at least one acrylate group; curable compositions including the same and processes for making the same.

THIOL-ENE CURED OIL-RESISTANT POLYACRYLATE SEALANTS FOR IN-PLACE GASKETING APPLICATIONS

The present invention relates to thiol-ene curing compositions, which cure upon exposure to ultraviolet (UV) light and/or heat. The compositions include components having alkenyl (or ene) functionality and components having thiol functionality, which undergo thiol-ene curing. The compositions also include a cure system. More specifically, in some embodiments, the curable compositions include a vinyl polymer bearing alkenyl or thiol terminal functional group(s) and a cross-linking agent having the opposing functionality, i.e., thiol cross-linking agents with alkenyl-terminated vinyl polymers and vinyl cross-linking agents with thiol-terminated vinyl polymers. Also provided are methods of making and using the compositions, such as for sealants for in-place gasketing applications.

Accelerator/oxidant/proton source combinations for two part curable compositions

Benzoylthiourea or benzoylthiourethane derivatives, together with oxidants and a source of protons, acting as cure accelerators for two part curable compositions are provided.

Highly functionalized resin blends

The present invention relates to multi-functional polymeric resin blends which have a defined average molecular weight distribution. Additionally each polymeric component of the blend has a polydispersity of from about 1.01 to about 2.50. The average functionality of the blend is from about 1.8 to about 4.0. More particularly, the present invention relates to poly(meth)acrylates having three or more functional groups. These highly functionalized resin blends are desirably prepared using controlled free radical polymerization techniques, such as single electron transfer living radical polymerization (SET-LRP) processes to produce a variety of blended resin systems which have tailored and enhanced properties.

Highly functionalized resin blends

The present invention relates to multi-functional polymeric resin blends which have a defined average molecular weight distribution. Additionally each polymeric component of the blend has a polydispersity of from about 1.01 to about 2.50, The average functionality of the blend is from about 1.8 to about 4.0. More particularly, the present invention relates to poly(meth)acrylates having three or more functional groups. These highly functionalized resin blends are desirably prepared using controlled free radical polymerization techniques, such as single electron transfer living radical polymerization (SET-LRP) processes to produce a variety of blended resin systems which have tailored and enhanced properties.

Thiol-ene cured oil-resistant polyacrylate sealants for in-place gasketing applications

The present invention relates to thiol-ene curing compositions, which cure upon exposure to ultraviolet (UV) light and/or heat. The compositions include components having alkenyl (or “ene”) functionality and components having thiol functionality, which undergo thiol-ene curing. The compositions also include a cure system. More specifically, in some embodiments, the curable compositions include a vinyl polymer bearing alkenyl or thiol terminal functional group(s) and a cross-linking agent having the opposing functionality, i.e., thiol cross-linking agents with alkenyl-terminated vinyl polymers and vinyl cross-linking agents with thiol-terminated vinyl polymers. Also provided are methods of making and using the compositions, such as for sealants for in-place gasketing applications.

Anaerobically curable compositions

The present invention relates to anaerobically curable compositions based on (meth)acrylate-functionalized poly(acrylate) polymers.

Accelerators for curable compositions

Benzoylthiourea or benzoylthiourethane derivatives as cure accelerators for curable compositions are provided.

Photosensitive compounds, photopolymerizable compositions including the same, and methods of making and using the same

The present invention is directed to reaction products prepared from at least one Michael addition donor material including two or more active methylene hydrogens; and at least one material capable of reacting with a Michael addition donor, the material having one Michael addition acceptor and at least one functional group selected from the group consisting of hydroxy, hydroxyalkyl, vinyl ether, amino, aminoalkyl, carboxy, carboxyalkyl, cyano, and cyanoalkyl groups; or reaction products prepared from (a) at least one Michael addition donor material comprising at least one Michael Addition donor group selected from the group consisting of cyano functional groups and phosphono functional groups; and (b) at least one material capable of reacting with the at least one Michael addition donor group, the material having at least one Michael addition acceptor, wherein the above reaction products are capable of forming free radicals upon exposure to actinic radiation; as well as compositions, and ...

PHOTOCURABLE ELASTOMER COMPOSITIONS

The present invention relates to photocurable elastomer compositions and methods of preparation and use of such compositions for cure-in-place applications such as gaskets. The curable compositions generally include an elastomer component, a monofunctional and/or multifunctional reactant and a photoinitiator that in various aspects may be a visible and/or UV curing initiator. The various components may be present in different amounts, depending on the combination of components and composition desired. 1. A composition comprising:{'sub': 1', '10, 'a) about 35 to about 65 weight percent of an elastomer comprising alkyl (meth)acrylate polymers selected from the group consisting of homopolymers of C-Calkyl (meth)acrylates;'}b) about 1.0 to about 25 weight percent of a multiftmnctional reactant; andc) about 0.1 to about 10.0 weight percent of a photoinitiator.2. The composition of claim 1 , wherein said muitifunctional reactant comprises a (meth)acrylic crosslinking agent.3. The composition of claim 2 , wherein said (meth)acrylic crosslinking agent is selected from the group consisting of: ethylene glycol diacrylate; ethylene glycol dimethacrylate; 1 claim 2 ,6-hexanediol diacrylate; 1 claim 2 ,6-hexanedioi dimethacrylate; 1 claim 2 ,4-butanedioi diacrylate; pentaerythritol triacrylate; pentaerythritoi tetraacryiate; dipentaerythritol pentaacryiate claim 2 , methoxy-1 claim 2 ,6-hexanedioipentaerythritol triacrylate; trimethylolpropane triacrylate; tetraethyiene glycol diacrylate; polymethacrylate urethanes; epoxy acrylates; polyester acrylate monomers and oligomers; trimethyloipropane propoxylate triacrylate; poly-n-butyleneoxide glycol diacrylates; bisphenol A alkylene oxide adduct diacrylates; and mixtures thereof.4. The composition of claim 1 , wherein said photoinitiator is selected from the group consisting of: benzophenone; substituted benzophenones; acetophenone; substituted acetophenones; benzoin; benzoin alkyl esters; xanthone; substituted xanthones; phosphine ...

Thiol-ene cured oil-resistant polyacrylate sealants for in-place gasketing applications

The present invention relates to thiol-ene curing compositions, which cure upon exposure to ultraviolet (UV) light and/or heat. The compositions include components having alkenyl (or 'ene') functionality and components having thiol functionality, which undergo thiol-ene curing. The compositions also include a cure system. More specifically, in some embodiments, the curable compositions include a vinyl polymer bearing alkenyl or thiol terminal functional group(s) and a cross-linking agent having the opposing functionality, i.e., thiol cross-linking agents with alkenyl-terminated vinyl polymers and vinyl cross-linking agents with thiol-terminated vinyl polymers. Also provided are methods of making and using the compositions, such as for sealants for in-place gasketing applications.

HIGHLY FUNCTIONALIZED RESIN BLENDS

The present invention relates to multi-functional polymeric resin blends which have a defined average molecular weight distribution. Additionally each polymeric component of the blend has a polydispersity of from about 1.01 to about 2.50, The average functionality of the blend is from about 1.8 to about 4.0. More particularly, the present invention relates to poly(meth)acrylates having three or more functional groups. These highly functionalized resin blends are desirably prepared using controlled free radical polymerization techniques, such as single electron transfer living radical polymerization (SET-LRP) processes to produce a variety of blended resin systems which have tailored and enhanced properties.

(meth)Acrylate-functional polyacrylate resins with narrow but bimodal molecular weight distributions

The present invention is directed to compositions useful for maintaining sealing force over time while under compression in compressive gaskets. Additionally, methods of preparing and using the sealing compositions and improving sealing performance using such compositions are provided.

(Meth)acrylate-functional polyacrylate resins with narrow but bimodal molecular weight distributions

The present invention is directed to compositions useful for maintaining sealing force over time while under compression in compressive gaskets. Additionally, methods of preparing and using the sealing compositions and improving sealing performance using such compositions are provided.

UV curable compositions

The present invention provides a UV curable composition comprising an acrylate component, comprising an acrylate-functionalized hydrogenated polybutadiene, and at least one mono-functional acrylate, and a photoinitiator combination triggered upon exposure to radiation at 365 nm of the electromagnetic spectrum comprising a bisacyl phosphine oxide and benzophenone, where when dispensed at a thickness of about 1 mm and exposed to UV radiation generated at a wavelength of 365 nm the composition cures through the thickness of the dispensed composition at a speed between 40 mm/sec to 100 mm/sec.

Liquid Stable Thiol-Acrylate/Vinyl Ether Compositions

The present invention relates to liquid stable thiol-acrylate and thiol-vinyl ether compositions. More particularly, in accordance with some embodiments, the compositions may include a (meth)acrylate, a thiol component, an organic acid stabilizer, and a curing initiator. In other embodiments, the compositions may include a curable component selected from a (meth)acrylate, vinyl ether and/or alkenyl ether, a reactive diluent having vinyl ether and acrylate functionality, a thiol component and a stabilizer selected from an organic acid, a hemiacetal ester derivative of an organic acid and/or a phenol acetal.

ACCELERATOR/OXIDANT/PROTON SOURCE COMBINATIONS FOR TWO PART CURABLE COMPOSITIONS

Benzoylthiourea or benzoylthiourethane derivatives, together with oxidants and a source of protons, acting as cure accelerators for two part curable compositions are provided. 2. The composition of claim 1 , wherein the (meth)acrylate component is represented by HC═CGCOR claim 1 , wherein G may be hydrogen or alkyl groups having from 1 to about 4 carbon atoms claim 1 , and Rmay be selected from alkyl claim 1 , cycloalkyl claim 1 , alkenyl claim 1 , cycloalkenyl claim 1 , alkaryl claim 1 , aralkyl or aryl groups having from 1 to about 16 carbon atoms claim 1 , any of which may be optionally substituted or interrupted as the case may be with silane claim 1 , silicon claim 1 , oxygen claim 1 , halogen claim 1 , carbonyl claim 1 , hydroxyl claim 1 , ester claim 1 , carboxylic acid claim 1 , urea claim 1 , urethane claim 1 , carbonate claim 1 , amine claim 1 , amide claim 1 , sulfur claim 1 , sulfonate claim 1 , and sulfone.3. The composition of claim 1 , wherein the oxidant is a member selected from the group consisting of cumene hydroperoxide claim 1 , para-menthane hydroperoxide claim 1 , t-amyl hydroperoxide claim 1 , 1 claim 1 ,1 claim 1 ,3 claim 1 ,3-tetramethylbutyl hydroperoxide claim 1 , t-butyl hydroperoxide claim 1 , t-butyl perbenzoate claim 1 , benzoyl peroxide claim 1 , dibenzoyl peroxide claim 1 , 1 claim 1 ,3-bis(t-butylperoxyisopropyl)benzene claim 1 , diacetyl peroxide claim 1 , butyl 4 claim 1 ,4-bis(t-butylperoxy)valerate claim 1 , p-chlorobenzoyl peroxide claim 1 , t-butyl cumyl peroxide claim 1 , t-butyl perbenzoate claim 1 , di-t-butyl peroxide claim 1 , dicumyl peroxide claim 1 , 2 claim 1 ,5-dimethyl-2 claim 1 ,5-di-t-butylperoxyhexane claim 1 , 2 claim 1 ,5-dimethyl-2 claim 1 ,5-di-t-butyl-peroxyhex-3-yne claim 1 , 4-methyl-2 claim 1 ,2-di-t-butylperoxypentane and combinations thereof.4. The composition of claim 1 , wherein the proton source is selected from the group consisting of water claim 1 , alcohols claim 1 , acids claim 1 , and aldehydes ...

ACCELERATORS FOR CURABLE COMPOSITIONS

Benzoylthiourea or benzoylthiourethane derivatives as cure accelerators for curable compositions are provided. 4. The composition according to claim 1 , wherein the (meth)acrylate component is represented by HC═CGCOR claim 1 , wherein G is a member selected from the group consisting of H and alkyl having from 1 to about four carbon atoms claim 1 , and Ris a member selected from the group consisting of alkyl claim 1 , cycloalkyl claim 1 , alkenyl claim 1 , cycloalkenyl claim 1 , alkaryl claim 1 , and aryl groups having from 1 to about 16 carbon atoms claim 1 , with or without substitution or interruption by a member selected from the group consisting of silane claim 1 , silicon claim 1 , oxygen claim 1 , halogen claim 1 , carbonyl claim 1 , hydroxyl claim 1 , ester claim 1 , carboxylic acid claim 1 , urea claim 1 , urethane claim 1 , carbamate claim 1 , amine claim 1 , amide claim 1 , sulfur claim 1 , sulonate and sulfone.5. The composition according to claim 1 , wherein the (meth)acrylate component is a member selected from the group consisting of silicone (meth)acrylates claim 1 , polyethylene glycol di(meth)acrylates claim 1 , bisphenol-A-(meth)acrylates claim 1 , ethoxylated bisphenol-A-(meth)acrylates claim 1 , bisphenol-F-(meth)acrylates claim 1 , ethoxylated bisphenol-F-(meth)acrylates claim 1 , tetrahydrofuran(meth)acrylates and di(meth)acrylates claim 1 , hydroxypropyl(meth)acrylate claim 1 , hexanediol di(meth)acrylate claim 1 , and trimethylol propane tri(meth)acrylate.6. The composition according to claim 1 , further comprising an additional accelerator.7. The composition according to claim 6 , wherein the additional accelerator is saccharin.8. Reaction products of the composition according to .9. A process for preparing a reaction product from an anaerobic curable composition claim 1 , comprising the steps of:{'claim-ref': {'@idref': 'CLM-00001', 'claim 1'}, 'apply an anaerobic curable composition according to , to a desired substrate surface and'} ...

Photocurable Elastomer Compositions

The present invention relates to photocurable elastomer compositions and methods of preparation and use of such compositions for cure-in-place applications such as gaskets. The curable compositions generally include an elastomer component, a monofunctional and/or multifunctional reactant and a photoinitiator that in various aspects may be a visible and/or UV curing initiator. The various components may be present in different amounts, depending on the combination of components and composition desired.

ACCELERATORS FOR TWO STEP ADHESIVE SYSTEMS

Benzoylthiourea or benzoylthiourethane derivatives as cure accelerators in primers for two step adhesive systems are provided. 1. FieldBenzoylthiourea or benzoylthiourethane derivatives as cure accelerators in primers for two step adhesive systems are provided.2. Brief Description of Related TechnologyCurable adhesive and sealant compositions oftentimes rely on curatives to make them commercially attractive options for end users. Curable adhesive and sealant compositions come in one part formats, two part formats and two step formats depending on the performance profile they are designed to meet and the constituents used to prepare the compositions. Anaerobic adhesives are prominent one part compositions and generally are well-known. See e.g., R. D. Rich, “Anaerobic Adhesives” in 29, 467-79, A. Pizzi and K. L. Mittal, eds., Marcel Dekker, Inc., New York (1994), and references cited therein. Their uses are legion and new applications continue to be developed.Conventional anaerobic adhesives ordinarily include a free-radically polymerizable acrylate ester monomer, together with a peroxy initiator and an inhibitor component. Oftentimes, such anaerobic adhesive compositions also contain accelerator components to increase the speed with which the composition cures.Anaerobic cure-inducing compositions ordinarily used in commercial anaerobic adhesive and sealant compositions to induce and accelerate cure ordinarily include saccharin, toluidines, such as N,N-diethyl-p-toluidine (“DE-p-T”) and N,N-dimethyl-o-toluidine (“DM-o-T”), acetyl phenylhydrazine (“APH”), maleic acid, and quinones, such as napthaquinone and anthraquinone. See e.g. U.S. Pat. Nos. 3,218,305 (Krieble), 4,180,640 (Melody), 4,287,330 (Rich) and 4,321,349 (Rich).GC Corporation submitted to the U.S. Patent and Trademark Office a patent application, which published as U.S. Patent Application Publication No. 2010/0249266, and is directed to a polymerizable composition comprising a first paste and a second paste ...

ANAEROBIC CURABLE COMPOSITIONS CONTAINING BLOCKED (METH)ACRYLATE ACID COMPOUNDS

Anaerobic curable compositions, such as adhesives and sealants, containing blocked carboxylic acid compounds are provided. The blocked carboxylic acid compounds are labile carboxylic acid compounds having acetal linkages, which cleave to release the underlying carboxylic acid during anaerobic cure. 3. The composition of wherein the compound of (c) is the reaction product of a vinyl ether compound and a carboxylic acid.5. The composition of wherein the anaerobic cure system comprises a free-radical initiation and optionally one or more free-radical accelerators.7. The composition of wherein R in structure I was derived from a vinyl ether compound selected from one or more of ethyl vinyl ether; isobutyl vinyl ether; n-butyl vinyl ether; tert-butyl vinyl ether; cyclohexyl vinyl ether; 1 claim 1 ,4-cyclohexane dimethanol divinyl ether; butanediol divinyl ether; hydroxybutyl vinyl ether; diethylene glycol divinyl ether; triethylene glycol divinyl ether; dodecyl vinyl ether; octadecyl vinyl ether; 4-(hydroxy methyl) cyclohexyl methyl vinyl ether; 2-ethyl hexyl vinyl ether; diethylene glycol monovinyl ether; poly-THF 290-divinyl ether; 3-amino propyl vinyl ether; tert-amyl vinyl ether; diethylaminoethyl vinyl ether; ethyleneglycol butyl vinyl ether; ethyleneglycol divinyl ether; ethyleneglycol monovinyl ether; hexanediol divinyl ether; hexanediol monovinyl ether; isopropyl vinyl ether; polyethyleneglycol-520 methyl vinyl ether; pluriol-E200 divinyl ether; n-propyl vinyl ether; tetraethyleneglycol divinyl ether; triethyleneglycol methyl vinyl ether; and trimethylolpropane trivinyl ether. FieldAnaerobic curable compositions, such as adhesives and sealants, containing blocked carboxylic acid compounds are provided. The blocked carboxylic acid compounds are labile carboxylic acid compounds having acetal linkages, which cleave to release the underlying carboxylic acid during anaerobic cure.Brief Description of Related TechnologyAnaerobic adhesive compositions generally are well ...

ANAEROBIC CURABLE COMPOSITIONS CONTAINING BLOCKED (METH)ACRYLIC ACID COMPOUNDS

The present invention relates to anaerobic curable compositions, such as adhesives and sealants, containing blocked acrylic acid compounds. The blocked acrylic acid compounds are labile (meth)acrylic acid compounds having an acetal linkage, which cleaves to release (meth)acrylic acid during anaerobic cure. In this way, the block acrylic acid compounds acts as an adhesion promoter thereby promoting adhesion to various substrates. 1. An anaerobic curable composition comprising;(i) a (meth)acrylate component;(ii) an anaerobic cure system; and(iii) a labile (meth)acrylic acid compound.2. The composition of wherein the labile (meth)acrylic acid compound is an acetal compound.3. The composition of wherein the labile (meth)acrylic acid compound is the reaction product of a vinyl ether compound and (meth)acrylic acid.6. The composition of wherein the anaerobic cure system comprises a free-radical initiation and optimally one or more free-radical accelerators.7. A composition comprising the reaction product of;(i) a (meth)acrylate component;(ii) an anaerobic cure system; and(iii) a labile (meth)acrylic acid compound.8. The composition of wherein the labile (meth)acrylic acid compound is ethyl vinyl ether; isobutyl vinyl ether; n-butyl vinyl ether; tert-Butyl vinyl ether; cyclohexyl vinyl ether; 1 claim 4 ,4-cyclohexane dimethanol divinyl ether; butanediol divinyl ether; hydroxybutyl vinyl ether; diethylene glycol divinyl ether; triethylene glycol divinyl ether; dodecyl vinyl ether; octadecyl vinyl ether; 4-(hydroxy methyl) cyclohexyl methyl vinyl ether; 2-ethyl hexyl vinyl ether; diethylene glycol monovinyl ether; poly-THF 290-divinyl ether; 3-amino propyl vinyl ether; tert-amyl vinyl ether; diethylaminoethyl vinyl ether; ethyleneglycol butyl vinyl ether; ethyleneglycol divinyl ether; ethyleneglycol monovinyl ether; hexanediol divinyl ether; hexanediol monovinyl ether; isopropyl vinyl ether; polyethyleneglycol-520 methyl vinyl ether; pluriol-E200 divinyl ether; n-propyl ...

ANAEROBIC CURABLE COMPOSITIONS CONTAINING BLOCKED DICARBOXYLIC ACID COMPOUNDS

Anaerobic curable compositions, such as adhesives and sealants, containing blocked dicarboxylic acid compounds are provided. The blocked dicarboxylic acid compounds are labile dicarboxylic acid compounds having two acetal linkages, which cleave to release the underlying dicarboxylic acid during anaerobic cure. In this way, the dicarboxylic acid can participate in the anaerobic cure of the composition when the blocking group is released. 2. The composition of wherein Rin the compound of (c) is a unit selected from CH claim 1 , CH claim 1 , CH claim 1 , or CH.3. The composition of wherein the compound of (c) is the reaction product of a vinyl ether compound and a dicarboxylic acid.4. The composition of wherein the dicarboxylic acid is maleic acid.6. The composition of wherein the anaerobic cure system comprises a free-radical initiation and optimally one or more free-radical accelerators.8. The composition of wherein the vinyl ether compound is selected from one or more of ethyl vinyl ether; isobutyl vinyl ether; n-butyl vinyl ether; tert-butyl vinyl ether; cyclohexyl vinyl ether; 1 claim 3 ,4-cyclohexane dimethanol divinyl ether; butanediol divinyl ether; hydroxybutyl vinyl ether; diethylene glycol divinyl ether; triethylene glycol divinyl ether; dodecyl vinyl ether; octadecyl vinyl ether; 4-(hydroxy methyl) cyclohexyl methyl vinyl ether; 2-ethyl hexyl vinyl ether; diethylene glycol monovinyl ether; poly-THF 290-divinyl ether; 3-amino propyl vinyl ether; tert-amyl vinyl ether; diethylaminoethyl vinyl ether; ethyleneglycol butyl vinyl ether; ethyleneglycol divinyl ether; ethyleneglycol monovinyl ether; hexanediol divinyl ether; hexanediol monovinyl ether; isopropyl vinyl ether; polyethyleneglycol-520 methyl vinyl ether; pluriol-E200 divinyl ether; n-propyl vinyl ether; tetraethyleneglycol divinyl ether; triethyleneglycol methyl vinyl ether; and trimethylolpropane trivinyl ether. FieldAnaerobic curable compositions, such as adhesives and sealants, containing blocked ...

THIOL-ENE CURED OIL-RESISTANT POLYACRYLATE SEALANTS FOR IN-PLACE GASKETING APPLICATIONS

The present invention relates to thiol-ene curing compositions, which cure upon exposure to ultraviolet (UV) light and/or heat. The compositions include components having alkenyl (or “ene”) functionality and components having thiol functionality, which undergo thiol-ene curing. The compositions also include a cure system. More specifically, in some embodiments, the curable compositions include a vinyl polymer bearing alkenyl or thiol terminal functional group(s) and a cross-linking agent having the opposing functionality, i.e., thiol cross-linking agents with alkenyl-terminated vinyl polymers and vinyl cross-linking agents with thiol-terminated vinyl polymers. Also provided are methods of making and using the compositions, such as for sealants for in-place gasketing applications. 2. (canceled)3. The composition of claim 1 , wherein the equivalent weight ratio of said vinyl polymer to said cross-linking agent is about 1:1.4. The composition of claim 1 , wherein said vinyl polymer of (a) having the formula I comprises one or more alkenyl groups and said thiol crosslinking agent of (b) comprises one or more thiol groups claim 1 , and wherein the average functionality of said alkenyl and said thiol groups in said composition is greater than 2.5. The composition of claim 1 , wherein said vinyl polymer of (a) having the formula II comprises one or more thiol groups and said vinyl crosslinking agent of (b) comprises one or more alkenyl groups claim 1 , and wherein the average functionality of said thiol and said alkenyl groups in said composition is greater than 2.6. The composition of claim 1 , wherein said vinyl polymer is selected from the group consisting of poly(meth)acrylates claim 1 , polystyrenes claim 1 , polybutadienes claim 1 , polyvinylidene chlorides claim 1 , polyacrylamides and combinations thereof.7. (canceled)9. The composition of claim 8 , wherein Ris n-butyl.1011-. (canceled)13. The composition of claim 12 , wherein Ris n-butyl.14. The composition of ...

HIGHLY FUNCTIONALIZED RESIN BLENDS

The present invention relates to multi-functional polymeric resin blends which have a defined average molecular weight distribution. Additionally each polymeric component of the blend has a polydispersity of from about 1.01 to about 2.50, The average functionality of the blend is from about 1.8 to about 4.0. More particularly, the present invention relates to poly(meth)acrylates having three or more functional groups. These highly functionalized resin blends are desirably prepared using controlled free radical polymerization techniques, such as single electron transfer living radical polymerization (SET-LRP) processes to produce a variety of blended resin systems which have tailored and enhanced properties. 2. The composition of claim 1 , wherein co-reactive component comprises a mono- or multi-functional (meth)acrylate.3. The composition of or any preceding claim claim 1 , wherein said resin blend has as average molecular weight of about 10 claim 1 ,000-100 claim 1 ,000 g/mol.431-. (canceled) The present invention relates to multi-functional polymeric resin blends which have a relatively narrow average molecular weight distribution. Each polymeric component of the blends has a polydispersity of less of about 1.01 to about 2.50. More particularly, the present invention relates to blends of poly(meth)acrylate polymers having three or more functionalized (meth)acrylates blended with mono- and/or di-(meth)acrylate-functionalized polymers. These highly functionalized resin blends are desirably prepared using controlled radical polymerization processes, such as single electron transfer living radical polymerization (SET-LRP) processes, to produce a variety of resin blends which have tailored and enhanced properties. In particular, the inventive resin blends exhibit unexpected tensile and elongation properties, while maintaining excellent compressive set properties as compared to prior resins.Typical difunctional resins, such as difunctional poly(meth)acrylate resins, ...

PHOTOCURABLE ELECTRON DEFICIENT OLEFIN-CONTAINING COMPOSITIONS

This invention relates to photocurable electron deficient olefin-containing compositions, such as those containing certain 2-cyanoacrylates, 2-cyanopentadienoates, methylidene malonates, and vinylidine cyanide, and photolatent bases. When exposed to radiation in the electromagnetic spectrum, the compositions show a delay cure property. 1. A photocurable composition comprising:(a) An electron deficient olefin; and(b) A photolatent base.2. The composition of claim 1 , wherein the electron deficient olefin is a member selected from the group consisting of 2-cyanoacrylates claim 1 , 2-cyanopentadienoates claim 1 , methylidene malonates claim 1 , and vinylidine cyanide.3. The composition of claim 2 , wherein the 2-cyanoacrylate is a member selected from the group consisting of mono-functional 2-cyanoacrylates claim 2 , di-functional cyanoacrylates claim 2 , poly-functional 2-cyanoacrylates and combinations thereof.5. The composition of claim 2 , wherein the 2-cyanoacrylate is selected from methyl cyanoacrylate claim 2 , ethyl-2-cyanoacrylate claim 2 , propyl cyanoacrylates claim 2 , butyl cyanoacrylates claim 2 , octyl cyanoacrylates claim 2 , allyl cyanoacrylate claim 2 , ß-methoxyethyl cyanoacrylate and combinations thereof.8. The composition of claim 1 , wherein the photolatent base is a member selected from the group consisting of [(α-methyl-2-nitrobenzyl)oxycarbonyl]morpholine claim 1 , [(2-nitrobenzyl)oxycarbonyl] dimethylamine claim 1 , and 2-(2-nitrophenyl)propoxycarbonyl piperidine.9. The composition of claim 1 , further comprising a stabilizer package comprising at least one of a free radical stabilizer and an anionic stabilizer.10. The composition of claim 1 , further comprising one or more additives selected from the group consisting of cure accelerators claim 1 , thickeners claim 1 , thixotropes claim 1 , tougheners claim 1 , thermal resistance-conferring agents claim 1 , and plasticizers.11. The composition of claim 1 , further comprising one or more ...

Vinyl ether/acrylate block resins, compositions and methods of making same

The present invention relates to vinyl ether or acrylate terminated block resins, compositions incorporating same and methods for preparing same. In particular, the compositions of the present invention may contain a vinyl ether or acrylate terminated block resin, such as polyurethane block copolymer, a reactive diluent having vinyl ether or 1-alkenyl ether and (meth)acrylate functionality and a curing initiator. The compositions may be exposed to an energy source, e.g., photoradiation, to impart tack-free surface cure.

Anaerobic curable compositions

Photosensitive Compounds, Photopolymerizable Compositions Including the Same, and Methods of Making and Using the Same

The present invention is directed to reaction products prepared from at least one Michael addition donor material including two or more active methylene hydrogens; and at least one material capable of reacting with a Michael addition donor, the material having one Michael addition acceptor and at least one functional group selected from the group consisting of hydroxy, hydroxyalkyl, vinyl ether, amino, aminoalkyl, carboxy, carboxyalkyl, cyano, and cyanoalkyl groups; or reaction products prepared from (a) at least one Michael addition donor material comprising at least one Michael Addition donor group selected from the group consisting of cyano functional groups and phosphono functional groups; and (b) at least one material capable of reacting with the at least one Michael addition donor group, the material having at least one Michael addition acceptor, wherein the above reaction products are capable of forming free radicals upon exposure to actinic radiation; as well as compositions, and processes for making and using the same.

Accelerators for curable compositions

Acrylated urethanes, processes for making the same and curable compositions including the same

Thiol-ene cured oil-resistant polyacrylate sealants for in-place gasketing applications

The present invention relates to thiol-ene curing compositions, which cure upon exposure to ultraviolet (UV) light and/or heat. The compositions include components having alkenyl (or "ene") functionality and components having thiol functionality, which undergo thiol-ene curing. The compositions also include a cure system. More specifically, in some embodiments, the curable compositions include a vinyl polymer bearing alkenyl or thiol terminal functional group(s) and a cross-linking agent having the opposing functionality, i.e., thiol cross-linking agents with alkenyl-terminated vinyl polymers and vinyl cross-linking agents with thiol-terminated vinyl polymers. Also provided are methods of making and using the compositions, such as for sealants for in-place gasketing applications.

Thiol-ene cured oil-resistant polyacrylate sealants for in-place gasketing applications

Anaerobic curable compositions containing blocked carboxylic acid compounds

Anaerobic curable compositions, such as adhesives and sealants, containing blocked carboxylic acid compounds are provided. The blocked carboxylic acid compounds are labile carboxylic acid compounds having acetal linkages, which cleave to release the underlying carboxylic acid during anaerobic cure.

Photocurable electron deficient olefin-containing compositions

Highly functionalized resin blends

The present invention relates to multi-functional polymeric resin blends which have a defined average molecular weight distribution. Additionally each polymeric component of the blend has a polydispersity of from about 1.01 to about 2.50, The average functionality of the blend is from about 1.8 to about 4.0. More particularly, the present invention relates to poly(meth)acrylates having three or more functional groups.. These highly functionalized resin blends are desirably prepared using controlled free radical polymerization techniques, such as single electron transfer living radical polymerization (SET-LRP) processes to produce a variety of blended resin systems which have tailored and enhanced properties.

Acrylated Urethanes, processes to prepare them and curable compositions that include them

Un uretano acrilado representado por la estructura:**Fórmula** en la que n es 3; Acrilato es un grupo que contiene acrilato o un grupo que contiene metacrilato; W e Y son cada uno los restos de poliisocianatos seleccionados independientemente; X es el resto de un compuesto de alcohol que comprende al menos dos grupos hidroxilo; y Z es el resto de un compuesto de alcohol que comprende al menos tres grupos hidroxilo que se selecciona entre el grupo que consiste en amino alcoholes, tioéter alcoholes, fosfino alcoholes y mezclas de los mismos. An acrylated urethane represented by the structure: ** Formula ** where n is 3; Acrylate is an acrylate-containing group or a methacrylate-containing group; W and Y are each independently selected polyisocyanate moieties; X is the remainder of an alcohol compound comprising at least two hydroxyl groups; and Z is the residue of an alcohol compound comprising at least three hydroxyl groups selected from the group consisting of amino alcohols, thioether alcohols, phosphine alcohols, and mixtures thereof.

Liquid stable thiol-acrylate/vinyl ether compositions

The present invention relates to liquid stable thiol-acrylate and thiol-vinyl ether compositions. More particularly, in accordance with some embodiments, the compositions may include a (meth)acrylate, a thiol component, an organic acid stabilizer, and a curing initiator. In other embodiments, the compositions may include a curable component selected from a (meth)acrylate, vinyl ether and/or alkenyl ether, a reactive dilutent having vinyl ether and acrylate functionality, a thiol component and a stabilizer selected from an organic acid, a hemiacetal ester derivative of an organic acid and/or a phenol acetal.

Vinyl Ether/Acrylate Block Resins, Compositions and Methods of Making Same

The present invention relates to vinyl ether or acrylate terminated block resins, compositions incorporating same and methods for preparing same. In particular, the compositions of the present invention may contain a vinyl ether or acrylate terminated block resin, such as a polyurethane block copolymer, a reactive diluent having vinyl ether or 1-alkenyl ether and (meth)acrylate functionality and a curing initiator. The compositions may be exposed to an energy source, e.g., photoradiation, to impart tack-free surface cure.

Acrylated Urethanes, Processes for Making the Same and Curable Compositions Including the Same

The present invention is directed to acrylated urethanes including the reaction product of: (1)(a) at least one urethane having at least two isocyanate groups and at least one acrylate group; and (b) at least one alcohol compound having at least two hydroxyl groups; or (2) (a) at least one isocyanate functional urethane which is the reaction product of at least one alcohol compound selected from the group consisting of amino alcohols, thioether alcohols, phosphino alcohols and mixtures thereof and at least one polyisocyanate; and (b) at least one hydroxy-functional material having at least one acrylate group; curable compositions including the same and processes for making the same.

Accelerator/oxidant/proton source combinations for two part curable compositions

Moisture curable polyacrylates

A process for preparing moisture curable compounds and moisture curable compositions prepared from the product of that process is provided.

(meth)acrylate-functional polyacrylate resins with narrow but bimodal molecular weight distributions

The present invention is directed to compositions useful for maintaining sealing force over time while under compression in compressive gaskets. Additionally, methods of preparing and using the sealing compositions and improving sealing performance using such compositions are provided.

Accelerators for two part curable compositions

Anaerobic curable compositions containing blocked (meth)acrylic acid compounds

The present invention relates to anaerobic curable compositions, such as adhesives and sealants, containing blocked acrylic acid compounds. The blocked acrylic acid compounds are labile (meth)acrylic acid compounds having an acetal linkage, which cleaves to release (meth)acrylic acid during anaerobic cure. In this way, the block acrylic acid compounds acts as an adhesion promoter thereby promoting adhesion to various substrates.

Anaerobic curable compositions containing blocked (meth)acrylate acid compounds

Anaerobic curable compositions, such as adhesives and sealants, containing blocked carboxylic acid compounds are provided. The blocked carboxylic acid compounds are labile carboxylic acid compounds having acetal linkages, which cleave to release the underlying carboxylic acid during anaerobic cure.

Anaerobic curable compositions containing blocked dicarboxylic acid compounds

Anaerobic curable compositions, such as adhesives and sealants, containing blocked dicarboxylic acid compounds are provided. The blocked dicarboxylic acid compounds are labile dicarboxylic acid compounds having two acetal linkages, which cleave to release the underlying dicarboxylic acid during anaerobic cure. In this way, the dicarboxylic acid can participate in the anaerobic cure of the composition when the blocking group is released.