With A Reactant Containing Ethylenic Unsaturation Derived From Poly 1,2 Epoxide Or Polymer Patents (Class 522/92)
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Patent number: 6025114Abstract: 1. This invention relates to a liquid composition comprising:a) 2 to 20 parts of a monomeric poly(meth)acrylate having a functionality of at least 3 and a MW of at least 650;b) 20 to 60 parts of a urethane(meth)acrylate having a functionality of 2 to 4 and a MW of 400 to 10,000;c) 20 to 80 parts of a monomeric or oligomeric di(meth)acrylate based on bisphenol A or bisphenol F; andd) 0.1 to 10 parts of a photoinitiator;wherein all parts are by weight and the total number of parts of a)+b)+c)+d) add up to 100.The compositions are suitable for the stereolithographic production of three-dimensional articles such as models of mechanical and body parts and are particularly notable for their low curl & shrinkage coupled with fast rate of cure.Type: GrantFiled: September 11, 1997Date of Patent: February 15, 2000Assignee: Zeneca LimitedInventors: Ajay Haridas Popat, John Robert Lawson
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Patent number: 5993960Abstract: A printing sheet having a high gloss and an enhanced ink-setting property has an outermost surface coating layer formed on a substrate sheet from an electron beam-cured resin produced from at least one electron beam-curable unsaturated organic compound having a dimer acid structure derived from unsaturated higher fatty acid.Type: GrantFiled: October 31, 1997Date of Patent: November 30, 1999Assignee: New Oji Paper Co., Ltd.Inventors: Yasufumi Nakayama, Masahiro Kamiya, Shinichi Nagasaki, Yoshihide Kawano, Toshifumi Fujii
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Patent number: 5989778Abstract: A layer for protection coating and adhesion of DVD is formed by a photo-curing resin composition which comprises a photo-curing component which is cured by polymerization reaction of a unsaturated group, a photo-polymerization initiator and a phenol-based primary antioxidant, wherein this photo-curing component comprises a bi-functional urethane acrylate, an epoxy acrylate containing a bisphenol A skeleton, and a N-vinyl lactam compound, said polymerization initiator comprising a mono or di-benzoylphosphine oxide compound in an amount of 0.1% by weight or more to less than 5.0% by weight based on the total amount of said photo-curing components, and the viscosity of this resin composition at 25.degree. C. being in the range from 350 to 700 mPa.multidot.s.Type: GrantFiled: June 30, 1998Date of Patent: November 23, 1999Assignee: Sumitomo Chemical Company, LimitedInventor: Shigeo Hozumi
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Patent number: 5972563Abstract: A liquid, radiation-curable composition which in addition to a liquid, free-radically polymerizable component comprises at least the following additional components: (A) from 40 to 80 percent by weight of a liquid difunctional or more highly functional epoxy resin or of a liquid mixture consisting of difunctional or more highly functional epoxy resins; (B) from 0.1 to 10 percent by weight of a cationic photoinitiator or of a mixture of cationic photoinitiators; and (C) from 0.Type: GrantFiled: July 28, 1997Date of Patent: October 26, 1999Assignee: Ciba Specialty Chemicals Corp.Inventors: Bettina Steinmann, Adrian Schulthess
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Patent number: 5837750Abstract: Provided is a radiation-curable, glass optical fiber coating composition which when suitably cured exhibits resistance to attack from hydrocarbon gel cable filing material. The composition containsabout 10 to about 90% by weight of a first radiation-curable oligomer;from 0 to about 40% by weight of a reactive diluent;from 0 to about 40% by weight of a photoinitiator;from 0 to about 10% by weight of a pigment; andabout 10 to about 90% by weight of a second radiation-curable oligomer according to the following formula:R.sup.1 -L.sup.1 -C.sup.1 -L.sup.2 -R.sup.2 (1)where:R.sup.1 and R.sup.2, independently, each represent a radiation-curable functional group;L.sup.1 and L.sup.2, independently, each represent an alkyleneoxy chain having from about 2 to about 40 carbon atoms, wherein L.sup.1 and L.sup.2 are linked to C.sup.1 through an oxygen atomC.sup.1 comprises a hydrocarbon having from about 5 to about 40 carbon atoms and containing at least one cyclic group.Type: GrantFiled: March 12, 1996Date of Patent: November 17, 1998Assignee: DSM N.V.Inventors: David M. Szum, Timothy E. Bishop, Steven R. Schmid
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Patent number: 5798397Abstract: Provided is a composition curable by active energy rays, comprising a cationic polyacryloyl compound having two or more acryloyl groups and one or more cation groups in a molecule, represented by any of General Formulae (1) to (6) ##STR1## wherein Z.sub.1 to Z.sub.6 represent independently a residue derived from a polyhydric alcohol or a polyepoxide,K.sub.1 represents independently a radical of the formula ##STR2## K.sub.2 represents a radical of the formula ##STR3## R.sub.1 represents independently a radical of the formula ##STR4## wherein R.sub.3 is independently H-- or CH.sub.3 --, and R.sub.2 represents independently a radical of the formulaCH.sub.2 .dbd.CHCOO--, or CH.sub.2 .dbd.C(CH.sub.3)COO--.Type: GrantFiled: December 24, 1996Date of Patent: August 25, 1998Assignee: Canon Kabushiki KaishaInventors: Hiromichi Noguchi, Makiko Kimura, Masato Katayama, Akio Kashiwazaki, Yoshie Nakata, Yuko Nishioka
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Patent number: 5726219Abstract: The present invention provides a rein composition comprising the following components (a), (b), (c), (d) and (e) as essential components; and an excellent multilayer printed circuit board obtained by using the resin composition:(a) a polyfunctional epoxy resin having an epoxy equivalent of 120-500,(b) a modified phenol novolac obtained by reacting 20-60 mole % of the phenolic hydroxyl groups of a phenol novolac obtained by condensing a phenol compound with formaldehyde in the presence of an acidic catalyst, with a glycidyl group-containing acrylate or methacrylate,(c) an epoxy acrylate or epoxy methacrylate compound,(d) a diluent consisting of a polyfunctional monomer having a plurality of photosensitive functional groups or a polyfunctional monomer having a photosensitive functional group and a heat-sensitive functional group, or a diluent consisting of a combination of the two monomers, and(e) a photopolymerization initiator.Type: GrantFiled: March 4, 1997Date of Patent: March 10, 1998Assignee: Sumitomo Bakelite Company LimitedInventors: Takeshi Hosomi, Hiroshi Hayai, Takayuki Baba
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Patent number: 5723260Abstract: An unsaturated group-containing urethane compound of the following formula (I): ##STR1## wherein X is a C.sub.1-20 alkylene group which may be branched, and R.sup.1 is a group of the following structural formula (A) or (B): ##STR2## wherein each of R.sup.2 and R.sup.3 which are independent of each other, is a hydrogen atom or a methyl group, and Y is a C.sub.1-6 alkylene group which may be branched.Type: GrantFiled: September 17, 1996Date of Patent: March 3, 1998Assignee: Mitsubishi Chemical CorporationInventors: Shigeo Tsuji, Hiroshi Tomiyasu
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Patent number: 5716757Abstract: The present invention provides a liquid photosensitive resin composition used for forming a printing plate to print on a corrugated board comprising:(A) 100 parts by weight of an unsaturated polyurethane prepolymer having a polyether polyol as a polyol segment,(B) 17 to 200 parts by weight of an ethylenically unsaturated compound and(C) 0.01 to 10 parts by weight of a photopolymerization initiator, characterized by comprising 17 to 65 parts by weight of an acrylate monomer represented by the following formula (I) per 100 parts by weight of the prepolymer of component (A) as the ethylenically unsaturated compound of component (B):CH.sub.2 .dbd.CH--CO--O--(C.sub.2 H.sub.4 O).sub.n --R (I)wherein n represents a number of 1 to 20, R represents a linear or branched alkyl group having 2 to 22 carbon atoms.A printing plate for use in printing a corrugated board obtained by curing the present composition has an increased impact resilience.Type: GrantFiled: May 17, 1995Date of Patent: February 10, 1998Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Norihiko Sakata, Shusaku Tabata, Yoko Ueno
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Patent number: 5702846Abstract: The present invention provides a photosensitive composition for volume hologram recording, comprising the following components:(A) a cationic polymerizable compound and a radical polymerizable compound,(B) a cationic polymerization initiating material, and(C) a radical polymerization initiating material, as an essential component, wherein at least one of the cationic polymerizable compound and radical polymerizable compound of the component contains a siloxane group, and a difference in refractive index between the cationic polymerizable compound and radical polymerizable compound is not less than 0.01.Type: GrantFiled: February 28, 1997Date of Patent: December 30, 1997Assignee: Nippon Paint Co. Ltd.Inventors: Akihiko Sato, Kenzo Mizutani, Masami Kawabata, Iwao Sumiyoshi
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Patent number: 5674623Abstract: A solid photocurable film adhesive comprising (I) a photocurable material having, on average, more than one acrylic group per molecule, at least 20% by weight of said material being a urethane acrylate, a polyester acrylate or a mixture of a urethane acrylate and a polyester acrylate, (II) as sole or major solid film-forming component, a solid polyvinylacetal and (III) a photoinitiator for photopolymerisation of acrylic compounds.The film adhesive is useful in the production of data-carrying laminates such as identity cards.Type: GrantFiled: November 14, 1994Date of Patent: October 7, 1997Assignee: Ciba-Geigy CorporationInventors: Margaret Ruth Haddon, Terence James Smith
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Patent number: 5629445Abstract: This invention relates to (meth)acrylates represented by formula (1): ##STR1## wherein, R.sub.1 and R.sub.2 are each independently H or CH.sub.3 and average value of n is 1-5; resin composite comprising (A) an urethane (meth)-acrylate and/or epoxy (meth)acrylate, (B) a (meth)-acrylate represented by formula (1) above, (C) an ethylenically unsaturated compound other than component (A) or (B), and (D) a photopolymerization initiator; and cured products of said resin composites. The cured products of said resin composites of this invention have high refractive index and are superior in mold release property, shape reproducibility, restorability, and scratch resistance and suited in particular for transmission type screens.Type: GrantFiled: June 6, 1995Date of Patent: May 13, 1997Assignee: Nippon Kayaku Kabushiki KaishaInventors: Kenji Nakayama, Katsunori Shimura, Minoru Yokoshima, Nobuo Taniguchi
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Patent number: 5587405Abstract: A radiation-curable ink composition contains a vehicle mixture comprising: (A) at least one linear polyester oligomer and/or polymer substantially free of an acid group and free of a polymerizable double bond in a molecule, wherein 1 to 10 double bonds are pendent from the linear polyester chain, and/or mixture thereof, (B) at least one single double bond-containing carboxylic acid wherein the acid has at least one acid group, and/or carboxylic ester of the said acid, and/or carboxylic amide of the said acid, and/or mixture thereof, (C) a double bond-containing polycarboxylic ester, wherein 2 to 10 acid groups are present and at least 2 double bonds are pendent from the ester having 2 to 10 acid groups, (D) at least one double bond-containing fluorinated carboxylic ester, and/or block copolymer comprising a fluorinated alkyl group-containing polymer segment and a (meth)acrylic polymer segment, and/or block copolymer comprising a siloxane group-containing polymer segment and a (meth)acrylic polymer segment, anType: GrantFiled: June 6, 1995Date of Patent: December 24, 1996Assignees: Yoshino Kogyosho Co., Ltd., Hayakawa Rubber Co., Ltd.Inventors: Ban Tanaka, Hiroki Nii, Kosaku Yamada, Hideo Kushida, Takashi Miya, Shuichi Koshio, Tadashi Hayakawa
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Patent number: 5578657Abstract: Disclosed herein are adhesive compositions for use in cathode ray tubes comprising a specified epoxy (meth)acrylate, hydroxyl-containing mono (meth)acrylate, a photopolymerization initiator and optionally an urethane (meth)acrylate, the cured products thereof as well as cathode ray tubes obtained by the use thereof. The adhesive compositions of the present invention are excellent in spreadability and the resulting cured products have a good adhesion to glass. Cathode ray tubes in which a sheet of film is bonded to panel-glass by using an adhesive of the present invention exhibit satisfactory screen states comparable to those exhibited by cathode ray tubes subjected to a polishing process.Type: GrantFiled: May 11, 1995Date of Patent: November 26, 1996Assignees: Sony Corporation, Nippon Kayaku Kabushiki KaishaInventors: Takuji Inoue, Tsunenari Saito, Kenji Nakayama, Hiroe Ito, Minoru Yokoshima
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Patent number: 5565246Abstract: A method of forming heat-resistant raised print on a substrate using a thermographic radiation-curable powder by a thermographic process that includes radiation curing. The powders include free radical photoinitiated compositions of acrylated polymers and acrylate-modified aminoamides, and cationic photoinitiated compositions of resins using sulfonium salts.Type: GrantFiled: June 28, 1995Date of Patent: October 15, 1996Inventor: Timothy S. Hyde
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Patent number: 5548005Abstract: Aqueous, radiation-curable binders and binder dispersions are disclosed that contain (A) a radiation-curable binder, and (B) a radiation-curable, hydrophilic polyepoxy-acrylate.Type: GrantFiled: December 16, 1994Date of Patent: August 20, 1996Assignee: Hoechst AktiengesellschaftInventors: Inge Kurth, Gerhard Brindoepke, Manfred Marten
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Patent number: 5536758Abstract: A formulation for a resilient gasket coating which is curable by ultraviolet radiation without emitting fumes into the surrounding environment. Different portions of the coating are cured by successive exposure to two different wavelengths of ultraviolet radiation during a continuous in-line process. The first wavelength cures an inner portion of the coating and bonds the coating to the substrate. The second wavelength cures a coating surface. The formulation permits ultraviolet curing of thicker pigmented coatings than have been previously known.Type: GrantFiled: July 27, 1993Date of Patent: July 16, 1996Assignee: Dana CorporationInventor: Brent R. Boldt
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Patent number: 5484823Abstract: A photopolymerizable adhesive comprises (A) an acrylic resin having groups represented by the formulae: --COOH, --OH and --NHCH.sub.2 OR (wherein R represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms), a number average molecular weight of from 3,000 to 200,000 and a glass transition temperature of at least 70.degree. C., (B) a photopolymerizable oligomer containing at least one member selected from the group consisting of (a) an acrylate or a methacrylate of a novolak epoxy resin, (b) an acrylate or a methacrylate of a bisphenol epoxy resin and (c) an urethane acrylate of aromatic alcohol or cycloaliphatic alcohol, and (C) a photoinitiator capable of discharging radicals with the action of activation energy.Type: GrantFiled: August 29, 1994Date of Patent: January 16, 1996Assignee: Canon Kabushiki KaishaInventors: Hiromichi Noguchi, Naohito Asai, Yuko Suga
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Patent number: 5476749Abstract: A liquid photosensitive composition comprising(1) 40 to 80% by weight of a urethane (meth)acrylate having a functionality of 2 to 4 and a molecular weight (Mw) of 500 to 10,000,(2) 5 to 40% by weight of a hydroxyl group containing aliphatic or cycloaliphatic di(meth)acrylate,(3) 0 to 40% by weight of a mono(meth)acrylate or of a mono-N-vinyl compound having a Mw of not more than 500,(4) 0.1 to 10% by weight of a photoinitiator,(5) 0 to 30% by weight of an aliphatic or cycloaliphatic di(meth)acrylate which differs from (2), of an aliphatic tri(meth)acrylate or of an aromatic di- or tri(meth)acrylate, and(6) 0 to 5% by weight of customary additives, such that the proportion of components (1) to (6) together is 100% by weight.The composition is a photosensitive composition which can be polymerised by irradiation with actinic light and which is suitable for the production preferably of three-dimensional objects by the stereolithographic technique.Type: GrantFiled: September 9, 1994Date of Patent: December 19, 1995Assignee: Ciba-Geigy CorporationInventors: Bettina Steinmann, Rolf Wiesendanger, Adrian Schulthess, Max Hunziker
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Patent number: 5453452Abstract: This invention relates to (meth)acrylates represented by formula (1): ##STR1## wherein, R.sub.1 and R.sub.2 are each independently H or CH.sub.3 and average value of n is 1-5; resin composite comprising (A) an urethane (meth)acrylate and/or epoxy (meth)acrylate, (B) a (meth)acrylate represented by formula (1) above, (C) an ethylenically unsaturated compound other than component (A) or (B), and (D) a photopolymerization initiator; and cured products of said resin composites. The cured products of said resin composites of this invention have high refractive index and are superior in mold release property, shape reproducibility, restorability, and scratch resistance and suited in particular for transmission type screens.Type: GrantFiled: December 16, 1993Date of Patent: September 26, 1995Assignee: Nippon Kayaku Kabushiki KaishaInventors: Kenji Nakayama, Katsunori Shimura, Minoru Yokoshima, Nobuo Taniguchi
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Patent number: 5444105Abstract: A composition is disclosed for transferring and adhering tape-mounted hisogical sections, to specimen mounting surfaces, usually glass microscope slides to expedite and simplify the safe removal of the mounting tape and the subsequent processing of the slide-mounted section. The composition is a curable polymeric mixture which has high tack prior to curing, is substantially non-diffusable and non-flowable into tissue sections and, after curing, has a refractive index substantially similar to that of the specimen section and is non-labile to conventional histological solvents and stains. A preferred composition comprises diacrylate-terminated polyurethane, a diacrylate ester of an epoxy resin and a diethoxyacetophenone initiator. It is usually formed onto the mounting surface as a solution in a conventional organic solvent, such as isopropanol or toluene.Type: GrantFiled: July 30, 1993Date of Patent: August 22, 1995Assignee: Mount Sinai School of Medicine of the City University of New YorkInventor: Leonard Ornstein
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Patent number: 5439956Abstract: An adhesive for use in bonding finely processed parts such as parts of ink jet recording head has a composition which essentially contains: (A) a vinylester compound of an urethanated epoxy resin; (B) a partial vinylester compound of a multi-functional epoxy resin; (C) an acrylic reactive diluent; (D) a photopolymerization initiator; and(E) an epoxy cure agent. This adhesive is curable by ultraviolet irradiation or by application of heat, and does not flow or spread into areas where bonding is not necessary, so that finely processed parts are bonded with a high degree of precision of the bonding pattern.Type: GrantFiled: February 9, 1994Date of Patent: August 8, 1995Assignee: Canon Kabushiki KaishaInventor: Hiromichi Noguchi
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Patent number: 5373033Abstract: A cross-linkable polymeric casting composition includingA) a polyoxy alkylene glycol diacrylate or dimethacrylate;B) a monomer having a recurring unit derived from at least one radical-polymerisable bisphenol monomer capable of forming a homopolymer having a refractive index of more than 1.55; andC) a urethane monomer having 2 to 6 terminal groups selected from a group comprising acrylic and methacrylic groups.Type: GrantFiled: February 1, 1994Date of Patent: December 13, 1994Assignee: Sola International Holdings LimitedInventors: Huan K. Toh, Chong M. Kok, Michael Pittolo
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Patent number: 5364890Abstract: A compound having a carbodiimide in its molecule is incorporated in a dental adhesive composition. With this composition, dental composite material can be firmly bonded to the enamel and dentin of a tooth, thereby avoiding formation of a gap which may otherwise cause secondary caries.Type: GrantFiled: May 26, 1993Date of Patent: November 15, 1994Assignee: GC CorporationInventors: Tetsuro Sakuma, Junichi Okada
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Patent number: 5340653Abstract: A free-radical radiation curable composition comprising:a) at least one compound containing one to six vinyl ether groups; andb) at least one compound containing a urethane backbone with one to six maleate and/or fumarate end groups,wherein the ratio of vinyl ether groups to maleate and/or fumarate groups is in the range of about 1 to about 1:5.Type: GrantFiled: May 26, 1992Date of Patent: August 23, 1994Assignee: Stamicarbon B.V.Inventors: Gerry K. Noren, John J. Krajewski, Sami A. Shama, John M. Zimmerman, Danny C. Thompson, John T. Vandeberg
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Patent number: 5288571Abstract: A photoresin printing plate having a Shore A hardness at 20.degree. C. of 25 to 60, an impact resilience at 20.degree. C. of 35% or more as measured by a falling ball method and a surface tack at 20.degree. C. of 40 g/cm or less has been found not only to be capable of providing prints having an image of high precision but also to be capable of releasing the paper dust or the like, which has adhered to the printing plate, in a short period of time during the printing operation, so that it did not become necessary to interrupt the printing operation in order to clean the printing plate, which leads to an efficient production of the prints.Type: GrantFiled: February 27, 1992Date of Patent: February 22, 1994Assignee: Asahi Kasei Kogyo Kabushiki KaishaInventors: Shohei Nakamura, Kuniaki Minonishi
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Patent number: 5213875Abstract: Resin compositions comprising 20 to 50% by weight, based on total composition weight, of a first resin which comprises an acrylate-epoxy oligomer having a molecular weight of from 2000 to 5000; from 2 to 10% of a second resin which comprises an acrylate-urethane oligomer; up to 50% of a third resin which comprises a second acrylate-epoxy oligomer, where from 1 to 5% of the epoxy is an epoxy novolac; from 10 to 40% of a liquid acrylate; from 2 to 20% of a liquid diacrylate having an ether linkage; from 5 to 25% of a liquid alkylene diacrylate; and from 1 to 5% of a UV photoinitiator. The compositions also preferably includes from 0.05 to 1% of a flow control agent. The compositions are applied to substrates such as printed wiring boards and cured with ultraviolet light to form a conformal coating on the substrate.Type: GrantFiled: September 7, 1988Date of Patent: May 25, 1993Assignee: Westinghouse Electric Corp.Inventors: Wei-Fang A. Su, Anthony P. Barrett
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Patent number: 5212271Abstract: A process for texturing a coating via exposing a photocurable composition comprising a multifunctional urea compound, an ethylenically unsaturated compound, and an aromatic ketone photosensitizer that functions through a hydrogen abstraction mechanism when exposed to ultraviolet light.Type: GrantFiled: December 22, 1989Date of Patent: May 18, 1993Assignee: Texaco Chemical CompanyInventors: Alison D. Beckett, Joseph V. Koleske, Richard M. Gerkin
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Patent number: 5183831Abstract: The present invention relates to a radiation curable composition with high temperature oil resistance comprising(1) a(meth)acrylated urethane component comprising(a) the reaction product of hydroxyethyl(meth)acrylate and a monomeric or polymeric aromatic isocyanate,(b) hydroxyethyl(meth)acrylate, and optionally(c) a(meth)acylated prepolymer of a monomeric of polymeric aromatic isocyanate and at least one polycaprolactone polyol with a functionality.gtoreq.2 and a molecular weight in the range of about 500 to about 3,000 or (d) a(meth)acrylated prepolymer of a monomeric or polymeric aromatic isocyanate and at least one polyether polyol with a functionality.gtoreq.2 and a molecular weight in the range of about 90 to about 7,000, or a mixture of (c) and (d);(2) an aromatic multifunctional epoxy (meth)acrylate having a molecular weight of less than about 1000;(3) at least one free radical polymerizable monomer; and(4) a free radical photoinitiator,which composition exhibits at 25.degree. C.Type: GrantFiled: August 22, 1991Date of Patent: February 2, 1993Assignee: Ciba-Geigy CorporationInventors: Richard A. Bielat, Kieran F. Drain
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Patent number: 5128387Abstract: An extensible and pasteurizable radiation curable coating for metal and a process for preparing a metal article coated therewith are provided. The composition comprises a bulky acrylate or methacrylate monomer; a specific combination of oligomers; and an acidic adhesion promoter. Optionally, the composition may comprise one or more additives such as a photoinitiator; abrasion resistance, slip, and flow-out additives; wetting promoters; and extender resin. The process comprises the steps of applying a coating to one surface of a metal article and curing the coating, wherein the coating is as defined above.Type: GrantFiled: July 13, 1990Date of Patent: July 7, 1992Assignee: Borden, Inc.Inventor: Paul J. Shustack
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Patent number: 5128391Abstract: An extensible and pasteurizable radiation curable coating for metal and a process for preparing a metal article coated therewith are provided. The composition comprises a bulky acrylate or methacrylate monomer; a specific combination of oligomers; and an organofunctional silane adhesion promoter. Optionally, the composition may comprise one or more additives such as a photoinitiator; a coinitiator; abrasion resistance, slip, and flow-out additives; wetting promoters; and extender resin. The process comprises the steps of applying a coating to one surface of a metal article and curing the coating, wherein the coating is as defined above.Type: GrantFiled: July 13, 1990Date of Patent: July 7, 1992Assignee: Borden, Inc.Inventor: Paul J. Shustack
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Patent number: 5110857Abstract: Ultravioletsetting resin composition contains fragmentary quartz glass powder in the ratio of 50 to 200 parts to 100 parts of the ultravioletsetting resin. The surface hardness of the ultravioletsetting resin of the present invention is increased in a short time by the application of ultraviolet rays.Type: GrantFiled: March 23, 1990Date of Patent: May 5, 1992Assignee: Aisin Seiki Kabushiki KaishaInventors: Akio Inagaki, Kiyotaka Nakai, Hitoshi Tauchi
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Patent number: 5089376Abstract: A UV sensitive coating composition is described which uses a polymer prepared from a condensation reaction of a diisocyanate, a hydroxy alkyl (di or tri) (meth)acrylate and a carboxylic acid polyol. Optionally, a polyol and/or a dicarboxylic acid polyol can also be included as reactants. The coating polymer, thus prepared, is combined with binders and crosslinkers to form a solder mask.Type: GrantFiled: June 13, 1989Date of Patent: February 18, 1992Assignee: Armstrong World Industries, Inc.Inventor: Songvit Setthachayanon
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Patent number: 5015709Abstract: The invention provides a radiation-curable liquid resin for use as a secondary coating of lightwave guides which is a reaction product of (meth)acrylic acid or -acid chloride or isocyanatoalkyl-(meth)acrylate with a 1:2 addition compound of a diepoxide with a mean molecular weight.ltoreq.1000 and a short-chain .alpha.,.omega. -diol with a mean molecular weight.ltoreq.700 or with a 1:2 addition compound of a diepoxide with a mean molecular weight.ltoreq.400 and a monovalent aliphatic alcohol with a mean molecular weight.ltoreq.200, where the diepoxide is an aliphatic-aromatic or aromatic diglycidylether, an aliphatic or cycloaliphatic diepoxide or a silicon-organodiepoxide, and where the short-chain .alpha.,.omega. -diol is an .alpha..omega. -hydroxy-terminated polyoxyalkylene, an .alpha.,.omega. -hydroxy-terminated polyester, an .alpha.,.omega. -hydroxy-terminated polybutadiene, an .alpha.,.omega. -hydroxyterminated organo-functional polysiloxane or an .alpha.,.omega. -alkanediol with a mean molecular weight.Type: GrantFiled: December 19, 1988Date of Patent: May 14, 1991Assignee: Siemens AktiengesellschaftInventors: Siegfried Birkle, Hans-Dieter Feucht, Rainer Kamps, Eva Rissel
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Patent number: 5013631Abstract: A two package UV curable conformal coating has been developed which possesses low moisture permeability and good electrical properties and provides a cure for shadowing of components on a printed wiring board. The conformal coating is a mixture of Component (A) which is a mixture of (1) from about 40 to 80% by weight, of a urethane having a free isocyanate group; (2) from about 20 to 60%, by weight, of reactive acrylate diluents; (3) from 0 to about 10% by weight of UV photoinitiators; and (4) from 0 to about 10% by weight of additives; and component (B) which is a mixture of (1) about 50 to 80% by weight of an acrylate-epoxy resin; (2) about 1 to 10% by weight of an acrylate-urethane oligomer; (3) about 10 to 94% by weight of reactive acrylate monomers; (4) from 0 to about 10%, by weight, of UV photoinitiators; and (5) from 0 to about 10% by weight of additives; with the proviso that the total weight percentage of said photoinitiators and additives not be less than 1 percent and not exceed about 10 percent.Type: GrantFiled: March 3, 1989Date of Patent: May 7, 1991Assignee: Westinghouse Electric Corp.Inventor: Wei-Fang A. Su
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Patent number: 4961960Abstract: There is provided a photo-curable coating composition comprising (a) a photo-curable monomer of polymer and (b) a compound having a blocked isocyanate group and at least one ethylenically unsaturated group.Type: GrantFiled: April 13, 1984Date of Patent: October 9, 1990Assignee: Nippon Paint Co., Ltd.Inventor: Tamio Iimure
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Patent number: 4937172Abstract: A photopolymerizable composition comprising(a) a monomeric component which is a half acryloyl ester of bisphenol A epoxy monomer;(b) an initiating system activated by actinic radiation; and(c) a preformed macromolecular elastomeric polymer binder.Type: GrantFiled: October 20, 1988Date of Patent: June 26, 1990Assignee: E. I. du Pont de Nemours and CompanyInventor: Joseph E. Gervay
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Patent number: 4935454Abstract: A dielectric composition capable of being polymerized for use in sealing electrical and electro-optical connectors and devices is disclosed. Said composition is comprised of a major proportion of vinyl ester resins, a minor proportion of polymerizable acrylic diluent monomers, and a polymerization activation system comprised of from about 0.25 percent to about 17 percent by weight of the resin. A process of the present invention includes applying a layer of said composition to desired areas or to desired locations such as apertures surrounding electrical terminals extending from a connector housing, and exposing said composition to actinic radiation which activates the polymerization activation system which causes the composition to polymerize to form a sealant material that exclused solder and solvents from the connector and its apertures.Type: GrantFiled: May 16, 1989Date of Patent: June 19, 1990Assignee: AMP IncorporatedInventors: Francis F. Koblitz, Thomas M. O'Shea, Lynn K. Snyder
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Patent number: 4918150Abstract: An activation energy-curable resin composition comprising as an essential ingredient a resin obtained by reacting (a) a reaction product of a novolak-epoxy compound and an unsaturated monocarboxylic acid, (b) a reaction product of a diisocyanate and a poly(meth)acrylate having a hydroxyl group per moleucle and (c) at least one of an aromatic, aliphatic or alicyclic polybasic acid (or an anhydride thereof).Type: GrantFiled: November 30, 1988Date of Patent: April 17, 1990Assignee: Dainippon Ink and Chemicals, Inc.Inventors: Shigeru Sakakibara, Shunji Arimoto
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Patent number: 4888269Abstract: A resin composition for use in a solder resist ink, said composition comprising as essential ingredients(A) an epoxy vinyl ester resin solution obtained by dissolving (A-a) an epoxy vinyl ester resin obtained by reacting a phenol novolak-type epoxy resin and/or a cresol novolak-type epoxy resin with 0.40 to 0.85 mol, per epoxy group of the epoxy resin, of an unsaturated monobasic acid in (A-b) an organic and/or (A-c) at least one photopolymerizable polyfunctional vinyl monomer selected from the group consisting trifunctional or higher polyoxyalkylene glycol poly(meth)acrylates, poly(meth)acrylates of polyoxyalkyl isocyanurates and poly(meth)acrylates of acetal compounds,(B) a photopolymerization initiator, and(C) a curing agent of an amino group and/or imino group-containing epoxy resin.Type: GrantFiled: August 11, 1988Date of Patent: December 19, 1989Assignees: Dainippon Ink & Chemicals, Inc., Asahi Chemical Research Laboratory, Ltd.Inventors: Yoneji Sato, Masato Hoshino, Seiichi Kitazawa, Tadashi Yasuda
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Patent number: 4843111Abstract: Disclosed herein are novel diesters of (meth)acrylic acid represented by the following formula: ##STR1## wherein the mean values of m and n are respectively 0 to 5, preferably 0 to 3, the mean value of m+n is 1 to 10, preferably 1 to 6, and R represents H or CH.sub.3.Also, disclosed herein are resin compositions comprising said diester(s) of (meth)acrylic acid, polyurethane (meth)acrylate(s), monoethylenically unsaturated monomer(s) and initiator(s) of photopolymerization as an optional component.Type: GrantFiled: January 21, 1987Date of Patent: June 27, 1989Assignee: Nippon Kayaku Kabushiki KaishaInventors: Minoru Yokoshima, Tetsuo Ohkubo, Hideaki Hattori, Masayuki Kiyomoto
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Patent number: 4839399Abstract: An active energy beam-curable type resin composition, which comprises (A) a graft copolymer comprising a main chain composed mainly of structural units of monomers containing one (meth)acryloyl group and a dicyclopentenyl derivative group represented by the following general formula (I): ##STR1## wherein Z represents a five-membered ring given by ##STR2## and R.sub.1 and R.sub.Type: GrantFiled: March 5, 1987Date of Patent: June 13, 1989Assignee: Canon Kabushiki KaishaInventors: Yasufumi Sato, Megumi Munakata, Hiromichi Noguchi
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Patent number: 4839400Abstract: An active energy ray-curable resin composition comprises (A) a graft copolymerized polymer comprising graft chains composed mainly of structural units derived from at least one monomer selected from the group consisting of (a) hydroxyl containing (meth)acrylic monomers, (b) amino or alkylamino containing (meth)acrylic monomers, (c) carboxyl containing (meth)acrylic or vinyl monomers, (d) N-vinylpyrrolidone, (e) vinylpyridine or its derivatives and (f) (meth)acrylic amide derivatives represented by the general formula (II) shown below: ##STR1## (wherein R.sub.1 is hydrogen or methyl group and R.sub.2 is hydrogen or an alkyl or acyl group having 1 to 4 carbon atoms which may have hydroxyl group added to trunk chains composed mainly of structural units compsiting at least one monomer selected from the group consisting of the monomer represented by the general formula (I) shown below: ##STR2## (wherein R.sub.1 to R.sub.Type: GrantFiled: March 6, 1987Date of Patent: June 13, 1989Assignee: Canon Kabushiki KaishaInventors: Yasufumi Sato, Megumi Munakata, Hiromichi Noguchi
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Patent number: 4690987Abstract: An activation energy-curable resin composition comprising as an essential ingredient a resin obtained by reacting (a) the reaction product of a novolac epoxy compound and an unsaturated monocarboxylic acid with (b) the reaction product of a diisocyanate and a poly(meth)acrylate having one hydroxyl group for each molecule.Type: GrantFiled: May 23, 1985Date of Patent: September 1, 1987Assignee: Dainippon Ink and Chemicals, Inc.Inventors: Shigeru Sakakibara, Shunji Arimoto, Hidenobu Ishikawa, Osamu Maruyama
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Patent number: 4668712Abstract: A photopolymerizable composition composed of a polymerizable monomer and an initiator capable of polymerizing said monomer upon exposure to visible light, characterized in that said initiator consists essentially of (a) at least one kind of photosensitizer selected from an .alpha.-diketone, quinone, and derivatives thereof, and (b) at least one kind of accelerator selected from an aldehyde containing no amino groups and derivatives thereof.Type: GrantFiled: January 7, 1985Date of Patent: May 26, 1987Assignee: Kuraray Co., Ltd.Inventors: Kenichi Hino, Junichi Yamauchi, Koji Nishida
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Patent number: 4649062Abstract: Vehicles for ultraviolet radiation-curable ceramic enamels comprise (a) acrylate- or methacrylate-modified oligomers; (b) acrylate or methacrylate monomers, the functionality of (a) and (b) being selected to provide desired film and firing characteristics; (c) a combination of photoinitiators to provide a balance of surface and through cure; and an inhibitor to enhance shelf life. Printing media comprising pigmented frits and the vehicles are described, as are methods for their application to heat-resistant substrates, especially glass.Type: GrantFiled: April 25, 1985Date of Patent: March 10, 1987Assignee: Ciba-Geigy CorporationInventors: Raymond S. Kosiorek, Leslie R. Gatechair
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Patent number: 4600649Abstract: Ultraviolet-curable, liquid coating compositions are disclosed which are resistant to abrasion and which are strongly adherent to basic plastic surfaces. These compositions comprise one or more polyacrylates or polymethacrylates, preferably including from 70% to 85% of trimethylol propane triacrylate, from 5% to 15% of a carboxylic acid which contains acrylic or methacrylic unsaturation, preferably acrylic acid itself, and photoinitiators (which are preferably ketonic and which desirably comprise a substituted acetophenone and benzophenone) are used to render the composition sensitive to ultraviolet light. The polyacrylate component preferably includes from 1% to 12% of a diacrylate or dimethacrylate of a diglycidyl ether of a bisphenol in which the molecular weight of the diglycidyl ether is less than about 600. The above proportions are based on the total weight of polymerizable material. The composition preferably also includes 0.5% to 2.Type: GrantFiled: October 22, 1984Date of Patent: July 15, 1986Assignee: DeSoto, Inc.Inventor: A. Frank Leo
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Patent number: 4582862Abstract: Compounds of the formula I, II or III ##STR1## in which Ar is a sulfur-containing aromatic radical, R.sup.1 and R.sup.2 are a monovalent hydrocarbon radical which is substituted or unsubstituted or R.sup.1 and R.sup.2 together form alkylene, oxaalkylene or azaalkylene, R.sup.3 is a direct bond or a divalent hydrocarbon radical, X is a monovalent amino group and X' is a divalent amino or diamino group, are excellent photoinitiators for the photocuring of colored, in particular pigmented, compositions containing an olefinically unsaturated, photopolymerizable binder.Type: GrantFiled: February 22, 1983Date of Patent: April 15, 1986Assignee: Ciba-Geigy CorporationInventors: Godwin Berner, Rinaldo Husler, Rudolf Kirchmayr
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Patent number: 4576976Abstract: Disclosed is a process for the photopolymerization of vinyl compounds and of photopolymerizable materials containing vinyl compounds and products produced thereby which are especially useful for dental materials. The process utilizes at least one photosensitizer of the formula ##STR1## wherein X is selected from the group consisting of CO, C(R.sup.1)(R.sup.2) and C(R.sup.3)(OR.sup.4); wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4 are each selected from the group consisting of hydrogen and a hydrocarbon radical;n is 0 or 1; andA is selected from hydrocarbon radicals which may be substituted and which may be bonded together with the proviso that when n is 1 and X is C(R.sup.1)(R.sup.2), and when n is 0, A is an aromatic radical; andat least one reducing agent of formula (I) or (II) ##STR2## wherein Y is selected from oxygen, sulfur or the group NR.sup.1 where R.sup.Type: GrantFiled: March 7, 1984Date of Patent: March 18, 1986Assignee: Kulzer & Co., GmbHInventor: Roland Schaefer
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Patent number: H304Abstract: A low viscosity printing ink composition, based on acrylic terminated urethanes, is made which has a rapid curing rate and forms a cured impression that has a good adherence and flexibility. The ink can be used on flexible films, such as sausage casings, without cracking or bleeding.Type: GrantFiled: February 13, 1985Date of Patent: July 7, 1987Assignee: Viskase CorporationInventors: Robert J. Vorrier, Vitas Niaura