Polyurethane Has An Oxygen Other Than As Part Of A Urethane Or Carboxylic Acid Ester Group Patents (Class 522/97)
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Patent number: 5338613Abstract: A photocurable resin composition comprising (a) 10 to 90 parts by weight of a urethane acrylate resin which is obtainable by reacting a polyester in which an alicyclic dicarboxylic acid component accounts for 100 mole percent of the total acid component and an aliphatic diol having a side chain and/or alicyclic diol accounts for 60 to 100 mole percent of the total alcohol component while an aliphatic tri- or polyol accounts for 40 to 0 mole percent with (i) an aliphatic or alicyclic polyisocyanate and an active hydrogen compound containing a polymerizable unsaturated group or (ii) a monofunctional isocyanate compound containing a polymerizable unsaturated group within the molecule, (b) 90 to 10 parts by weight of a non-aromatic crosslinking agent having at least one (meth)acryloyl group within the molecule, and (c) an effective amount of a photosensitizer to initiate a photopolymerization reaction between (a) and (b).Type: GrantFiled: April 9, 1992Date of Patent: August 16, 1994Assignee: Nippon Paint Co., Ltd.Inventors: Akio Tomotsugu, Keiji Hida
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Patent number: 5336563Abstract: Photocurable liquid coating compositions adapted to provide primary coatings for optical glass fibers are disclosed. These compositions comprise an acrylate-terminated polyurethane, an acrylate of an unsubstituted or C.sub.1 -C.sub.10 alkyl substituted phenol that is alkoxylated with a C.sub.2 -C.sub.4 alkylene oxide and at least one alkylacrylate having a T.sub.g below about -45.degree. C. Films produced from these ultraviolet light curable compositions are flexible and possess good water resistance and good wet adhesion.Type: GrantFiled: January 26, 1993Date of Patent: August 9, 1994Assignee: DSM Desotech, Inc.Inventors: Clive J. Coady, Erwin S. Poklacki, John M. Zimmerman, Timothy E. Bishop, John L. Derer
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Patent number: 5304628Abstract: A radiation-curing resin composition comprising (A) a resin having a carboxylic acid group and an unsaturated double bond and (B) a compound containing a cyclocarbonate group. The composition is excellent in stability and curing properties and provides a cured film excellent in water resistance, solvent resistance, chemical resistance, and heat resistance.Type: GrantFiled: August 4, 1992Date of Patent: April 19, 1994Assignee: Dainippon Ink and Chemicals, Inc.Inventors: Masashi Kinoshita, Hidenobu Ishikawa
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Patent number: 5300615Abstract: The present invention relates to polyurethanes which contain acryloyl groups, have a viscosity at 23.degree. C. of 800 to 100,000 mPa.s, and are prepared by reacting at an NCO/OH equivalent ratio of 0.7:1 to 1:1,I) an organic isocyanate component containinga) 20 to 50 mole % of one or more organic diisocyanates, other than hexamethylene diisocyanate, which have aliphatically and/or cycloaliphatically bound isocyanate groups and a molecular weight of less than 300 andb) 50 to 80 mole % of hexamethylene diisocyanate withII) a hydroxyl component containingc) 43 to 93 hydroxyl equivalent % of an alcohol component which has an average hydroxyl functionality of 0.8 to 1.Type: GrantFiled: September 20, 1993Date of Patent: April 5, 1994Assignee: Bayer AktiengesellschaftInventors: Jurgen Meixner, Wolfgang Fischer
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Patent number: 5290663Abstract: A photopolymer useful in preparing water-developable, solid printing plates is prepared by (A) preparing a urethane prepolymer by reacting a polyoxyalkylene diol (optionally carboxylic acid grafted) with an excess of diisocyanate, followed by chain extending the resulting prepolymer mixture with a dialkylolpropionic acid and preferably with additional diols(s) such as alkane diol(s) and (meth)acrylate-containing diol(s). Use of a new (meth)acrylate-containing diol in such chain extension completes the formation of photopolymer. However, in a third operation (B) hydroxyalkylmethacrylate may be reacted with the result of (A) whether or not (meth)acrylate-containing diol is used in (A). The carboxylic acid groups of the photopolymer may also be partially neutralized with a base. The photopolymer is suitably formulated with additional photoactive (meth)acrylate monomers or oligomers and photoinitiator for casting on a substrate or extruding to form a flexographic printing plate.Type: GrantFiled: March 1, 1991Date of Patent: March 1, 1994Assignee: W. R. Grace & Co.-Conn.Inventor: Truc-Chi T. Huynh-Tran
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Patent number: 5268397Abstract: This invention relates to water-compatible crosslinkable associative polymers prepared from (1) hydrophilic hydroxyl compounds having a number average molecular weight greater than about 3000 and less than about 20,000, (2) hydrophobic polyisocyanates and (3) hydroxyl-functional vinyl compounds. The polymers can be polymerized by radiation, or by free radical, redox, or thermal initiation, in water or as a film dried from water (or other solvents) on a substrate.Type: GrantFiled: August 24, 1992Date of Patent: December 7, 1993Assignee: Rohm and Haas CompanyInventor: Donald B. Larson
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Patent number: 5254432Abstract: The present invention relates to a photosensitive composition comprising an o-quinonediazide compound and a polyurethane resin having a phosphonic acid group, a phosphoric acid group or its ester group. The photosensitive composition of the present invention provides an excellent adhesion to the support, an excellent developability with an aqueous alkali developer, and a high printing durability.Type: GrantFiled: April 26, 1990Date of Patent: October 19, 1993Assignee: Fuji Photo Film Co., Ltd.Inventor: Toshiaki Aoai
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Patent number: 5247048Abstract: The present invention relates to a process for the production of a polyurethane containing acryloyl groups byI) reacting at an NCO:OH equivalent ratio of 1.8:1 to 2.5:1, based on starting components a) and b),a) 0.25 to 0.5 moles of a diisocyanate component comprising one or more organic diisocyanates other than hexamethylene diisocyanate which have a molecular weight below 300 and contain aliphatically and/or cycloaliphatically bound isocyanate groups withb) 0.2 to 0.55 moles of an alcohol component containing acryloyl groups and comprising one or more monohydric alcohols containing acryloyl groups and having a molecular weight of 116 to 144II) mixing the product of step I) withc) 0.5 to 0.75 moles of hexamethylene diisocyanate,III) reacting the resulting mixture withd) 0.1 to 0.65 moles of an alcohol component containing acryloyl groups and comprising one or more monohydric alcohols containing acryloyl groups and having a molecular weight of 116 to 144 ande) 0.15 to 0.Type: GrantFiled: December 10, 1992Date of Patent: September 21, 1993Assignee: Bayer AktiengesellschaftInventors: Jurgen Meixner, Wolfgang Fischer
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Patent number: 5246816Abstract: A cationic electrodeposition negative type resist composition contains (A) 100 parts by weight of a resin obtained by reacting an unsaturated group-containing isocyanate compound with epoxidized liquid polybutadiene to which at least a secondary amine has been added, and (B) 0.3 to 20 parts by weight of a sensitizer.Type: GrantFiled: August 27, 1991Date of Patent: September 21, 1993Assignee: Nippon Oil Co., Ltd.Inventors: Yukio Yamasita, Toru Nakamura, Yutaka Otsuki
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Patent number: 5239032Abstract: A heterofunctional macromer represented by the formula: ##STR1## in which R.sub.1 is H or C.sub.1 -C.sub.4 alkyl; R.sub.2 is a (poly) lactone or (poly) ether chain; X.sub.1 is --COO--, --COOCH.sub.2 CH.sub.2 OCO--, --CONHCOO--, --COOCH.sub.2 CH.sub.2 NH--COO-- or ##STR2## X.sub.2 is --O--, --COO-- or --OCO--NH--R.sub.3 --NHCOO-- group; R.sub.3 is C.sub.1 -C.sub.6 alkylene, aromatic or alicyclic group; A is --CH.sub.2 --, --C(CH.sub.3).sub.2 -- or ##STR3## and reactive polymers derived from said macromer.Type: GrantFiled: December 29, 1992Date of Patent: August 24, 1993Assignee: Nippon Paint Co., Ltd.Inventors: Mitsuo Yamada, Kei Aoki
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Patent number: 5239031Abstract: A heterofunctional macromer represented by the formula: ##STR1## in which R.sub.1 is H or C.sub.1 -C.sub.4 alkyl; R.sub.2 is a (poly) lactone or (poly) ether chain; X.sub.1 is --COO--, --COOCH.sub.2 CH.sub.2 OCO--, --CONHCOO--, --COOCH.sub.2 CH.sub.2 NH--COO-- ##STR2## X.sub.2 is --O--, --COO-- or --OCO--NH--R.sub.3 --NHCOO--group; R.sub.3 is C.sub.1 -C.sub.6 alkylene, aromatic or alicyclic group; A is --CH.sub.2 --, --C(CH.sub.3).sub.2 -- or ##STR3## and reactive polymers derived from said macromer.Type: GrantFiled: December 29, 1992Date of Patent: August 24, 1993Assignee: Nippon Paint Co., Ltd.Inventors: Mitsuo Yamada, Kei Aoki
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Patent number: 5236967Abstract: An optical molding composition is used for casting and does not cause irritation to the skin or possess a bad smell. This composition comprises1. an actinic radiation-curable, radical-polymerizable organic compound comprising(1) one or more polythiol compounds and(2) one or more polyene compounds each having at least two actinic radiation-reactive carbon-to-carbon double bonds in the molecule, and2. an actinic radiation-sensitive radical polymerization initiator.Type: GrantFiled: February 18, 1992Date of Patent: August 17, 1993Assignee: Asahi Denka Kogyo K.K.Inventors: Kazuo Ohkawa, Seiichi Saito
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Patent number: 5219896Abstract: Photocurable liquid coating compositions adapted to provide primary coatings for optical glass fibers are disclosed. These compositions comprise polycarbonate-based acrylate-terminated polyurethane, an acrylate of an unsubstituted or C.sub.1 -C.sub.10 alkyl substituted phenol that is alkoxylated with a C.sub.2 -C.sub.4 alkylene oxide and at least one alkylacrylate having a T.sub.g below about -45.degree. C. Films produced from these ultraviolet light curable compositions are flexible and possess good water resistance and good wet adhesion.Type: GrantFiled: March 27, 1992Date of Patent: June 15, 1993Assignee: Stamicarbon, B.V.Inventors: Clive J. Coady, Erwin S. Poklacki, John M. Zimmerman, Timothy E. Bishop, John L. Derer
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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: 5204379Abstract: A photocurable adhesive which comprises:(a) a polyurethene poly(meth)acrylate having a polyurethane structure which contains .alpha., .alpha., .alpha.', .alpha.'-tetramethylxylylenediisocyanate as a main polyisocyanate component; and(b) an adhesive coupling agent in an amount of 0.05-10 parts by weight in relation to 100 parts by weight of the polyurethene poly(meth)acrylate.A process of producing a laminated film is also disclosed which comprises: coating the photocurable adhesive on a first substate; laminating the first substrate to a second substrate; and applying ultraviolet ray or radiant ray to the resultant laminated film.Type: GrantFiled: October 18, 1990Date of Patent: April 20, 1993Assignee: Takeda Chemical Industries, Ltd.Inventors: Tsutomu Kubota, Tomoyoshi Shinoda
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Patent number: 5176985Abstract: A reaction product useful for preparing radiation-sensitive materials, in particular materials whose solubility in water or aqueous alkali increases on irradiation, contains urea and urethane groups and also carboxyl groups and is obtained by reaction ofi) an ethylenically monounsaturated or polyunsaturated mono- or polyalcohol withii) a di- or polyisocyanate,iii) at least one amino compound andiv) at least one anhydride of an at least dibasic carboxylic acid,the number of NCO and anhydride groups in ii) and iv) being equal to or less than the number of groups in i) and iii) which are reactive therewith.Type: GrantFiled: August 2, 1990Date of Patent: January 5, 1993Assignee: BASF AktiengesellschaftInventors: Friedrich Seitz, Erich Beck, Joachim Roser, Guenther Schulz, Eleonore Bueschges, Thomas Zwez
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Patent number: 5166186Abstract: A resin composition, particularly for an ink printing composition, comprising a polyurethane (meth-) acrylate resin, N-vinylpyrrolidone, and acryloylmorphline, with a photoinitiator when used as an ultraviolet raycurable ink printing composition, and without a photoinitiator when used as an electron beam-curable ink printing composition.Type: GrantFiled: July 28, 1989Date of Patent: November 24, 1992Assignees: Nippondenso Co., Ltd., Nippon Kayaku Kabushiki Kaisha, Jujo Chemical Co., Ltd.Inventors: Hisano Kojime, Yoshinori Asano, Yoshiharu Ohi, Shigeo Date
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Patent number: 5153237Abstract: This invention relates to a polypropenyl ether having the formula ##STR1## wherein m and s each independently have a value of from 1 to 6; R is alkyl or phenyl optionally substituted with lower alkyl or halogen; A is C.sub.1 to C.sub.12 alkylene, aryl or --R.sub.1 OR.sub.2 --, optionally substituted with lower alkyl, haloalkyl, halogen or phenyl; one of p and p' has a value of one and the other is zero; R.sub.3 is C.sub.1 to C.sub.20 alklylene substituted with expression indicated by n and n has a value of from 1 to 10.Type: GrantFiled: September 9, 1991Date of Patent: October 6, 1992Assignee: ISP Investments Inc.Inventors: Jeffrey S. Plotkin, Mark M. Miller
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Patent number: 5151454Abstract: A method of profile lapping adhesion which comprises:coating on a film or sheet, or a substrate, or both of these an adhesive composition which comprises:(a) an epoxy resin or an isocyanate compound,(b) a curing agent for the epoxy resin or the isocyanate compound, and(c) a photopolymerizable vinyl compound:irradiating the adhesvie compoisiton;laminating the sheet or film to the substrate while the sheet or film is wrapped around the substrate; andcuring the adhesive composition.An adhesive composition especially suitable for use in the profile lapping adhesion is provided, which comprises:(a) a photopolymerizable compound which has a number average molecular weight of not less than about 3000 and at least one photopolymerizable double linkage in the molecule;(b) a photopolymerizable monomer which has a molecular weight of about 200-800; and(c) an isocyanate compound.Type: GrantFiled: December 30, 1991Date of Patent: September 29, 1992Assignee: Takeda Chemical Industries, Ltd.Inventors: Jugo Goto, Tsutomu Kubota, Reiichi Kotani, Masuo Miyaji
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Patent number: 5139872Abstract: Optical fiber coatings may be prepared from compositions containing a vinyl ether oligomer prepared by reacting an hydroxyl-terminated polyester or polyether, a diisocyanate, and a hydroxy monovinyl ether, with mono or multifunctional vinyl ether terminated monomers, which may be derived from esters or alcohols.Type: GrantFiled: August 29, 1990Date of Patent: August 18, 1992Assignee: Allied-Signal Inc.Inventors: Stephen C. Lapin, Alvin C. Levy
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Patent number: 5140054Abstract: This invention relates to a polypropenyl ether having the formula ##STR1## wherein m and s each independently have a value of from 1 to 6; R is alkyl or phenyl optionally substituted with lower alkyl or halogen; A is C.sub.2 to C.sub.12 alkylene or C.sub.6 to C.sub.22 aryl, both optionally substituted with lower alkyl, haloalkyl, halogen or phenyl.Type: GrantFiled: September 9, 1991Date of Patent: August 18, 1992Assignee: ISP Investments Inc.Inventors: Mark M. Miller, Jeffrey S. Plotkin
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Patent number: 5132335Abstract: Acrylic and methacrylic esters of substituted 1,2-bis(phenoxy)-3,3,4,4,5,5-hexafluoro-1-cyclopentenes of the formula ##STR1## in which, in each case independently of one another, R.sup.1 and R.sup.2 denote C.sub.1 -to C.sub.4 -alkyl, C.sub.1 - to C.sub.4 -halogenoalkyl or hydrogen,R.sup.3 and R.sup.4 denote (n+1)- or (m+1)-valent, straight-chain or branched hydrocarbon radicals having 2 to 15 carbon atoms, which may optionally contain 1 to 3 oxygen bridges,R.sup.5 and R.sup.6 denote hydrogen or methyl,X represents ##STR2## and n and m denote integers from 1 to 5The ester can be polymerized to form dental fillings, coatings and artificial teeth.Type: GrantFiled: February 11, 1991Date of Patent: July 21, 1992Assignee: Bayer AktiengesellschaftInventors: Michael Muller, Wolfgang Podszun, Jens Winkel, Michael Negele
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Patent number: 5130347Abstract: A dental cement system containing a photocurable ionomer, reactive powder and water undergoes both a conventional setting reaction and a photocuring reaction.The cement system can provide a long working time and can be cured on demand by exposure to an appropriate source of radiant energy. The surface of the cement cured in this manner is then hard enough to allow subsequent clinical procedures to be performed, while the ongoing chemical-cure "setting" reaction hardens the remainder of the cement.Type: GrantFiled: February 19, 1991Date of Patent: July 14, 1992Assignee: Minnesota Mining and Manufacturing CompanyInventor: Sumita B. Mitra
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Patent number: 5102774Abstract: A UV sensitive coating composition is described which is 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, can also be combined with binders and crosslinkers.Type: GrantFiled: October 12, 1988Date of Patent: April 7, 1992Assignee: Armstrong World Industries, Inc.Inventor: Songvit Setthachayanon
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Patent number: 5102702Abstract: Binder mixtures crosslinkable by radiation comprising as component A a product obtained by reaction of an epoxy compound with more than one epoxide group per molecule with at least one carboxylic acid in a molar ratio of epoxide groups to carboxyl groups of 1:0.5-0.9 and subsequent reaction of the reaction product with at least one unsaturated isocyanatocarbamate esters and as component B a product obtained by reaction of an epoxy compound with more than one epoxide group per molecule with at least one olefinic unsaturated carboxylic acid in a molar ratio of epoxide groups to carboxyl groups of 1:>>1 and subsequent reaction of the reaction product with at least one polybasic carboxylic acid or anhydride(s) thereof, components A and B being present in a weight ratio of 3:1 to 1:3 useful for the product of superior photo-resists and protective lacquers.Type: GrantFiled: July 22, 1991Date of Patent: April 7, 1992Assignee: Rutgerswerke AGInventors: Ulrich Grundke, Klaus-Peter Liebetanz, Achim Hansen, Jurgen Zehrfeld
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Patent number: 5093386Abstract: A liquid photocurable plastic composition is disclosed which comprises:(a) from 14% to 70% by weight of a polyurethane (meth)acrylate having a polyoxyalkylene structure in the backbone of the polyurethane, said polyurethane (meth)acrylate containing 0.8 to 8 weight percent of ethylenic unsaturation, from 50% to 98% by weight of the polyoxyalkylene structure, and having a number average molecular weight of 1,000 to 7,000;(b) from 5% to 40% by weight of a polyurethane (meth)acrylate having at least 15% by weight of a tricyclodecane structure in the backbone of the polyurethane and a number average molecular weight of from 500 to 1,000;(c) a reactive diluent; and(d) a polymerization initiator.Type: GrantFiled: March 5, 1991Date of Patent: March 3, 1992Assignee: Stamicarbon B.V.Inventors: Timothy E. Bishop, Tohru Ohtaka, Osamu Ishikawa, Masanobu Takahashi, Katsutoshi Igarashi
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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: 5019636Abstract: A vinyl ether oligomer especially useful for coatings is prepared by reacting an hydroxyl-terminated polyester, a diisocyanate, and a hydroxy monovinyl ether having formulas as defined herein.Type: GrantFiled: May 10, 1989Date of Patent: May 28, 1991Assignee: Allied-Signal Inc.Inventors: Stephen C. Lapin, James R. Snyder
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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: 5001203Abstract: A composition comprising a polyorganophosphazene having at least some N-(acryloxyhydrocarbyl)carbamyloxyhydrocarbyloxy groups and an amount sufficient to impart cure of an aliphatic or aromatic poly acrylate ester can be cured by irradiation of the composition with ultraviolet light.Type: GrantFiled: April 11, 1988Date of Patent: March 19, 1991Assignee: Ethyl CorporationInventors: Michel De Poortere, Suae-Chen Chang
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Patent number: 4999271Abstract: A printing plate precursor comprises a substrate coated with a radiation sensitive composition comprising a photoinitiator and a photopolymerizable urethane acrylate or methacrylate. The urethane acrylate or methacrylate is produced by partial acrylation or methacrylation of a tetrafunctional polyol and the remaining hydroxy groups of the polyol are reacted with a di or polyisocyanate.Type: GrantFiled: January 17, 1989Date of Patent: March 12, 1991Assignee: Vickers PLCInventors: Terence Etherington, Keith M. Fletcher, Rodney M. Potts, John R. Wade
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Patent number: 4985473Abstract: Radiation curable coating compositions for providing solvent-resistant abhesive coatings comprise polyfluorinated acrylates and methacrylates, polyethylenically unsaturated crosslinking agents and a film-forming organic polymer. The compositions can be used after radiation curing to render substrates oil, soil, and water repellent. The cured compositions have particular use as release coatings in image transfer systems wherein a fused xerographic image is transferred from the release coated surface, to another surface due to the particular characteristics of the coatings. Novel poly(fluorooxyalkylene)urethane acrylate compounds are also disclosed.Type: GrantFiled: May 17, 1988Date of Patent: January 15, 1991Assignee: Minnesota Mining and Manufacturing CompanyInventors: Brian Howard Williams, Chung-I Young
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Patent number: 4975347Abstract: Heat-stable structured layers can be manufactured through the application of radiation-sensitive soluble polymers in the form of a layer or film on a substrate, irradiation of the layer respectively film through negative patterns with actinic light or through the use of a light, electron, laser, or ion beam, removal of the non-irradiated layer respectively film parts and, if necessary, through subsequent tempering, in a cost-effective way in dimension-precise and high-quality form and in a single application process, when the polymers used are photopolymers in the form of addition reaction products of olefinic unsaturated monoisocyates with phenolformaldehyde resins. The layers produced with this method resist even high thermal and mechanical stress in immersion soldering processes and protect circuit surfaces effectively and permanently against moisture and corrosion; they are therefore suitable for use, in particular as solder resist and insulating layers in microelectronics.Type: GrantFiled: February 16, 1990Date of Patent: December 4, 1990Assignee: Siemens AktiengesellschaftInventors: Hellmut Ahne, Winfried Plundrich
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Patent number: 4963639Abstract: Disclosed is a radiation curable resin composition permitting good dispersion of magnetic powders and forming a highly durable cured film, and hence suitable for use in the formation of magnetic recording media. This resin composition consists essentially of a urethane (meth)acrylate obtained by the reaction of(A) a hydroxyl-containing compound (I) composed of an amido hydroxy compound (a.sub.1) having at least one amido group and at least one isocyanate-reactive hydroxyl group in the molecule, and at least one polyol compound (a.sub.2) selected from polyester polyols, polyether polyols and alkyl polyols, the number of moles (x.sub.1) of the hydroxyl groups present in the amido hydroxy compound (a.sub.1) being from 5 to 80% of the total number of moles of the hydroxyl groups contained in component (A) and the number of moles (x.sub.2) of the hydroxyl groups present in the polyol compound (a.sub.Type: GrantFiled: December 22, 1987Date of Patent: October 16, 1990Assignee: Mitsubishi Rayon Company, Ltd.Inventors: Mitsuo Sato, Toshikazu Aoki, Yukishige Takamatsu, Hideyasu Ryoke
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Patent number: 4929403Abstract: A process for rapidly forming a flexible mold for finely detailed objects from a radiatively curable molding composition includes coating at least a portion of the surface of a three-dimensional object with a fluid molding composition. The coating is cured by exposing the fluid coating to radiative energy to form an elastic, flexible layer of cured molding composition on the object. The coating and curing steps can be repeated to build up the flexible mold until a predetermined minimum has been attained. The cured molding composition is removed from the object, and is suitable for immediate use as a mold to cast duplicate reproductions of the object.Type: GrantFiled: July 25, 1989Date of Patent: May 29, 1990Inventor: Edwin F. Audsley
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Patent number: 4923906Abstract: New polysiloxane contact lenses are described which are prepared from polysiloxanes bearing at least three polymerizable vinyl groups by copolymerization with acrylic comonomers. The new lens materials are characterized by a superior combination of high oxygen permeability and rigidity.Type: GrantFiled: April 26, 1989Date of Patent: May 8, 1990Assignee: Ciba-Geigy CorporationInventors: Karl F. Mueller, Paul Harisiades
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Patent number: 4923915Abstract: UV-curable urethane-acrylate resin systems of improved thermal stability in the cured state are provided, the resins being of polyurethane acrylate, polyurea acrylate, and/or polyurethane/polyurea acrylate composition and being thermally stabilized by the addition of a combination of stabilizers which includes a hindered piperidine derivative and a hindered phenol derivative. The stabilized resin systems, useful for example for the protective coating of glass optical fibers, retain their rapid UV curing characteristics.Type: GrantFiled: May 18, 1988Date of Patent: May 8, 1990Assignee: Corning IncorporatedInventor: Eric H. Urruti
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Patent number: 4920157Abstract: Radiation-curable contact adhesives containing (A) oligomeric or polymeric reaction products of (a) diisocyanates, (b) polyesterols and/or polyetherols, (c) optionally C.sub.2 -C.sub.50 -diols, (d) C.sub.2 -C.sub.20 -hydroxyalkyl (meth)acrylates and (e) monohydroxyalkylcarboxylic acids in defined weight proportions and (e) monovinyl compounds in an amount of 2-90% by weight, based on A+B, produce contact adhesive layers of particularly high surface tackiness and particularly high cohesion.Type: GrantFiled: March 15, 1988Date of Patent: April 24, 1990Assignee: BASF AktiengesellschaftInventors: Guenther Schulz, Wolfgang Druschke, Helmut Jaeger
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Patent number: 4920156Abstract: Described herein are compositions suitable for photocopolymerization comprising a cyclic vinyl ether containing compound and urethane acrylates. Photocurable coatings can be prepared from such composition and such coatings have markedly improved flexibility and impact resistant properties.Type: GrantFiled: March 23, 1984Date of Patent: April 24, 1990Assignee: Union Carbide Chemicals and Plastics Company Inc.Inventors: Joseph V. Koleske, Claiborn L. Osborn
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Patent number: 4908297Abstract: Coating Compositions Photocurable coating compositions useful for coating optical glass fibres comprising:(a) a polyethylenically unsaturated polyurethane derived from a polyol having pendent fluoroalkyl groups;(b) an ethylenically unsaturated monomer which is a liquid solvent for the polyethylenically unsaturated polyurethane and is copolymerizable therewith, and(c) a photo-initiator composition.Type: GrantFiled: September 9, 1987Date of Patent: March 13, 1990Assignee: Imperial Chemical Industries PLCInventors: Robert A. Head, Steven Johnson
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Patent number: 4902727Abstract: A curable composition which comprises a polymerizable compound having an acylurethane group of the formula: ##STR1## wherein R is a hydrogen atom or a lower alkyl group and ##STR2## is the residue of a hydroxyl group-containing compound excluding a hydroxyl group therefrom, at least 1/10 of the total hydroxyl groups in the hydroxyl group-containing compound being substituted with said acylurethane group.Type: GrantFiled: May 27, 1986Date of Patent: February 20, 1990Assignee: Nippon Paint Co., Ltd.Inventors: Kei Aoki, Kazunori Kanda, Satoshi Urano, Ryuzo Mizuguchi
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Patent number: 4883730Abstract: A method of manufacturing heat-stable structured layers by applying a radiation-sensitive soluble photopolymer in the form of a layer or film on a substrate, irradiating the layer or film through a negative pattern with actinic light or through the use of a light, electron, laser, or ion beam, removing the non-irradiated layer or film parts and, optionally tempering the remaining parts is described wherein the photopolymer comprises an addition reaction product of an olefinically unsaturated monoisocyanate and a hydroxyl group-containing epoxy compound. The invention provides a cost-effective method of manufacturing dimension-precise structured layers of high quality in a single coating process. The layers produced with this method even resist high thermal and mechanical stresses in immersion soldering processes, and protect circuit surfaces effectively and permanently against moisture and corrosion. They are suitable for use, in particular, as solder resist and insulating layers in microelectronics.Type: GrantFiled: April 11, 1989Date of Patent: November 28, 1989Assignee: Siemens AktiengesellschaftInventors: Hellmut Ahne, Winfried Plundrich
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Patent number: 4876322Abstract: Linear fluorooligomers having at least two reactive end groups per polymer molecule are incorporated into radiation sensitive polymer systems which have improved continuous temperature resistance and low dielectric constant. The polymer systems can be applied as lacquers. Preferably perfluorated poly-ethers and perfluorated alkanes are used as starting compounds. The polymeric product is usable as a coating for the production of printed multi-layer wirings and economises on through-bores and additional copper intermediate layers. A further field of application exists in the field of integrated semiconductor circuits in VLSI-technology for the production of negative photo-resists.Type: GrantFiled: September 4, 1987Date of Patent: October 24, 1989Assignee: Siemens AktiengesselschaftInventors: Klaus Budde, Friedrich Koch, Ferdinand Quella
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Patent number: 4874799Abstract: Aqueous alkaline developable, UV curable urethane acrylate compounds and compositions are particularly useful for making flexible, 100% solids, solvent-free solder mask coatings which are characterized by having screen-printable viscosities, rapid developability and advantageous performance characteristics.Type: GrantFiled: July 10, 1987Date of Patent: October 17, 1989Assignee: M&T Chemicals Inc.Inventors: Paul L. K. Hung, Kenneth K. S. Tseng
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Patent number: 4855334Abstract: A curable resin composition comprising an isocyanuric ring-containing urethane-modified radical-polymerizable compound. The composition can give a protective coating having excellent surface mar resistance and improved secondary adhesion.Type: GrantFiled: June 3, 1985Date of Patent: August 8, 1989Assignee: Dainippon Ink and Chemicals, Inc.Inventors: Osamu Maruyama, Hidenobu Ishikawa, Nobuo Takahashi
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Patent number: 4849462Abstract: Optical glass fiber having its glass surface adherently coated with an ultraviolet-cured coating of a liquid ultraviolet-curable coating composition is disclosed in which the composition comprises an ultraviolet-curable polymeric polyacrylate, a photoinitiator to render the composition curable with ultraviolet light, and from about 0.5% to about 5% of the coating composition of a polyalkoxy silane containing an organic substituent carrying a single mercaptyl hydrogen atom capable of reacting with acrylate unsaturation by Michael adduction. These compositions provide improved adhesion to the glass surface of the optical fiber which is well retained after exposure to high humidity atmospheres.Type: GrantFiled: January 4, 1988Date of Patent: July 18, 1989Assignee: DeSoto, Inc.Inventor: Timothy E. Bishop
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Patent number: 4844604Abstract: A curable resin composition adapted for bundling coated optical fibers comprises:(A) polyetherpolyurethanes of at least one kind having an ethylenically unsaturated group and containing from 40% to 85%, by weight, of a tetramethyleneoxy structure in the entire structure thereof;(B) ethylenically unsaturated monomer; and(C) a photopolymerization initiator. This resin composition, when cured, has a coefficient of dynamic friction with polyethylene of not more than 0.4, and is thus specially adapted for use in holding together coated optical fibers in a tape-like structure.Type: GrantFiled: June 15, 1988Date of Patent: July 4, 1989Assignee: DeSoto, Inc.Inventors: Timothy Bishop, Tohru Ohtaka, Keiichi Bessho, Takeshi Sugimoto, Katsutoshi Igarashi
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Patent number: 4837289Abstract: New polysiloxanes are described which bear at least three vinyl groups. Such polyvinyl polysiloxanes are useful as heat or UV curing resins with high cross link density and are especially useful as coatings and in the manufacture of contact lens materials.Type: GrantFiled: March 14, 1988Date of Patent: June 6, 1989Assignee: Ciba-Geigy CorporationInventors: Karl F. Mueller, Paul Harisiades
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Patent number: 4828948Abstract: A cost-efficient method for producing dimensionally precise and high-grade heat-resistent structured layers by applying a single coating of a radiation-sensitive soluble polyether-based photopolymer in the form of a layer or foil on a substrate; irradiating the layer or foil through a negative with actinic light or by guiding a light, electron, laser, or ion beam; removing the nonirradiated layer or foil portions; and subsequent optional annealing, wherein the photopolymer comprises an addition product of an olefin-unsaturated monoisocyanate and a polether having at least one hydroxyl group. The layers provided according to the invention can withstand the thermal and mechanical stresses of dip soldering process, and protect circuit surfaces effectively and durably against moisture and corrosion; they are therefore suitable in particular as solder resist and insulating layers in microconductor technology.Type: GrantFiled: June 24, 1986Date of Patent: May 9, 1989Assignee: Siemens AktiengesellschaftInventors: Hellmut Ahne, Winfried Plundrich
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Patent number: 4822829Abstract: Radiation-setting (meth)acrylate-functional polyesters prepared from base polyesters which are fluid at room temperature and have molecular weights of 1,000 or more as well as aliphatic side chains bound to the main chain by ester bridges and, in some cases, ether bridges, and in which a maximum of 90% of the original hydroxyl groups of the base polyester are functionalized, are usable for coatings and especially as adhesives free of solvents.Type: GrantFiled: May 7, 1986Date of Patent: April 18, 1989Assignee: Huels Troisdorf AktiengesellschaftInventors: Hartmut Muller, Hans Huber