At Least Two Aryl Groups Connected Directly To Same Carbonyl Carbon, E.g., Benzophenone, Etc. Patents (Class 522/46)
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Patent number: 5204378Abstract: The fluorine-containing epoxy(meth)acrylate resin of the invention is represented by the following general formula (I). ##STR1## wherein R.sub.f is selected from the group consisting of --.phi.--C(CF.sub.3).sub.2 --.phi.--(where .phi. stands for ##STR2## --C(CF.sub.3).sub.2 --.phi.'--C(CF.sub.3).sub.2 --(where .phi.' stands for and --CH.sub.2 (CF.sub.2).sub.6 CH.sub.2 --; n is zero or a positive interger; and X is hydrogen or methyl group. The resin of the invention may be prepared by reacting a diglycidyl ether of a fluorine-containing hydrocarbon (R.sub.f) with acrylic acid or methacrylic acid. Further provided is an adhesive composition comprising the aforementioned fluorine-containing epoxy(meth)acrylate resin and a photo-polymerization initiator, which can be cured at room temperature within a short time by irradiation with UV rays to form a cured product having a refractive index N.sub.D.sup.20 ranging from 1.434 to 1.532.Type: GrantFiled: March 18, 1991Date of Patent: April 20, 1993Assignee: Nippon Telegraph and Telephone CorporationInventors: Tohru Maruno, Shigeki Ishibashi, Kouzaburou Nakamura
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Patent number: 5202359Abstract: Highly fluorinated alkyl group substituted acetophenones and benzophenones suitable for use as initiators for the polymerization of ethylenically-unsaturated monomers in which conventional initiators have limited solubility. These compounds are particularly suitable for use for the polymerization of highly fluorinated ethylenically-unsaturated monomers.Type: GrantFiled: May 17, 1990Date of Patent: April 13, 1993Assignee: Minnesota Mining and Manufacturing CompanyInventor: Daniel K. McIntyre
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Patent number: 5191039Abstract: The fluorine-containing epoxy(meth)acrylate resin of the invention is represented by the following general formula (I). ##STR1## wherein R.sub.f is selected from the group consisting of --.phi.--C(CF.sub.3).sub.2 --.phi.-- (where .phi. stands for ##STR2## --C(CF.sub.3).sub.2 --.phi.'--C(CF.sub.3).sub.2 -- (where .phi.' stands for ##STR3## and --CH.sub.2 (CF.sub.2).sub.6 CH.sub.2 --; n is zero or a positive integer; and X is hydrogen or methyl group. The resin of the invention may be prepared by reacting a diglycidyl ether of a fluorine-containing hydrocarbon (R.sub.f) with acrylic acid or methacrylic acid. Further provided is an adhesive composition comprising the aforementioned fluorine-containing epoxy(meth)acrylate resin and a photo polymerization initiator, which can be cured at room temperature within a short time by irradiation with an UV ray to form a cured product having a refractive index n.sub.D.sup.20 ranging from 1.434 to 1.532.Type: GrantFiled: May 2, 1991Date of Patent: March 2, 1993Assignee: Nippon Telegraph and Telephone CorporationInventors: Tohru Maruno, Shigeki Ishibashi, Kouzaburou Nakamura
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Patent number: 5182315Abstract: A silicone composition comprising:(a) a first silane of the formula: ##STR1## wherein: R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7, R.sub.8, R.sub.9, and R.sub.10 are independently selected from hydrogen, halo, and organo radicals; andn is an integer having a value of from 1 to 4;(b) a second silane of the formula: ##STR2## wherein: R.sub.11 and R.sub.16 are non-polymerizable groups and are independently selected from halo and organo radicals;R.sub.12, R.sub.13, R.sub.14, and R.sub.Type: GrantFiled: November 19, 1990Date of Patent: January 26, 1993Assignee: Loctite CorporationInventors: Hsien-Kun Chu, Robert P. Cross, David I. Crossan
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Patent number: 5179134Abstract: An acryloxy-functional capped silicone formed as a reaction product of:(i) a silyl diacrylate compound of the formula: ##STR1## wherein: R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7, R.sub.8, R.sub.9, and R.sub.10 are independently selected from hydrogen, halo, and organo radicals; andn is an integer having a value of from 1 to 4; and(ii) a silicone having at least one functionality which is reactive with an acryloxy functionality of the silyl diacrylate compound to yield the acryloxy-functional capped silicone.The capped silicone may suitably be formulated with an effective amount of a photoinitiator for curing of the acryloxy-functional capped silicone under photoinitiating curing conditions. The silicone functionality which is reactive with the acryloxy functionality of the silyl diacrylate compound may be --OH, or other labile hydrogen-containing substituent. Preferably, the silicone is a hydroxy-terminated linear polydiorganosiloxane.Type: GrantFiled: November 19, 1990Date of Patent: January 12, 1993Assignee: Loctite CorporationInventors: Hsien-Kun Chu, Robert P. Cross, David I. Crossan
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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: 5162389Abstract: Compositions which cure by UV radiation in less than one second are obtained by mixing an alkenyl containing polydiorganosiloxane, a mercapto functional crosslinker of the mercapto functional polyorganosiloxane or mercapto organic compounds, a photosensitizer, a viscosity stabilizer, and optionally a reinforcing agent. These compositions can be packaged in one container and can be used as the primary coating for optical fibers.Type: GrantFiled: January 17, 1992Date of Patent: November 10, 1992Assignee: Dow Corning CorporationInventors: Chi-long Lee, Michael A. Lutz
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Patent number: 5145884Abstract: An ultraviolet-hardenable adhesive for bonding a non-water swellable, ophthalmic-lens to a support member, in producing a non-water swellable ophthalmic lens, the adhesive containing at least one photopolymerizing monomer, and at least one photoinitiator, the at least one photopolymerizing monomer being selected from the group consisting of acrylates or methacrylates represented by following general formulas (I) and (II): ##STR1## wherein R.sub.1 is hydrogen or methyl,R.sub.2 is hydrogen or methyl,R.sub.3 is hydrogen or methyl,m is a positive integer from 2 to 20, andn is a positive integer from 1 to 5.A method of bonding a lens blank to a support member with an adhesive, and a processing of manufacturing a lens using an adhesive, are also disclosed.Type: GrantFiled: August 16, 1990Date of Patent: September 8, 1992Assignee: Menicon Co., Ltd.Inventors: Yasuyoshi Yamamoto, Yuzo Kaga, Toshiharu Yoshikawa, Akira Moribe
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Patent number: 5128385Abstract: The invention is directed to a coating system which is adaptable to being crosslinked subsequent to being embossed. The system comprises a linear polyurethane that contains sites of unsaturation only in its polymeric backbone and a photoinitiator. The polyurethane is produced by the reaction of a diisocyanate and an unsaturated polyester diol.Type: GrantFiled: March 15, 1988Date of Patent: July 7, 1992Assignee: Armstrong World Industries, Inc.Inventors: Peter A. Christie, Charles E. Hoyle
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Patent number: 5118582Abstract: A pattern can be formed on a substrated using a pattern forming material comprising (a) a medium, e.g. a polymer or compound, having reactivity for changing solubility in an alkali aqueous solution by a reaction using an acid as a catalyst, and (b) as an acid precursor an alkylsulfonic acid ester obtained from a compound having at least two phenolic hydroxyl groups.Type: GrantFiled: March 14, 1990Date of Patent: June 2, 1992Assignees: Hitachi, Ltd., Hitachi Chemical Company, Ltd.Inventors: Takumi Ueno, Hiroshi Shiraishi, Nobuaki Hayashi, Emiko Fukuma, Keiko Tadano
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Patent number: 5087550Abstract: Radiation-reactive mixtures suitable for producing insulating layers and printed circuits are composed of certain precursors for preparing polyimides, polyisoindoloquinazolinediones, polyoxiazinediones, polyquinazolinediones or polyquinazolones and aryl-containing carbonyl compounds which when excited by UV radiation are capable of hydrogen abstraction, these mixtures undergoing solubility differentiation on irradiation with actinic light.Type: GrantFiled: September 26, 1989Date of Patent: February 11, 1992Assignee: BASF AktiengesellschaftInventors: Rainer Blum, Gerd Rehmer, Hans Schupp
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Patent number: 5071732Abstract: Radiation-curable two-layer systems containing immobilized photoinitiators are suitable for the production of coatings of constant thickness and good adhesion, and relief structures of high resolution and edge steepness.Type: GrantFiled: December 14, 1989Date of Patent: December 10, 1991Assignee: Merck Patent Gesellschaft Mit Beschrankter HaftungInventors: Manfred Kohler, Eike Poetsch, Jorg Ohngemach, Dieter Dorsch, Rudolf Eidenschink, Gerhard Greber
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Patent number: 5068261Abstract: The fluorine-containing epoxy(meth)acrylate resin of the invention is represented by the following general formula (I). ##STR1## wherein R.sub.f is selected from the group consisting of --.phi.--C(CF.sub.3).sub.2 --.phi.-- ##STR2## --C(CF.sub.3).sub.2 --.phi.'--C(CF.sub.3).sub.2 -- ##STR3## and --CH.sub.2 (CF.sub.2).sub.6 CH.sub.2 --; n is zero or a positive integer; and X is hydrogen or methyl group.The resin of the invention may be prepared by reacting a diglycidyl ether of a fluorine-containing hydrocarbon (R.sub.f) with acrylic acid or methacrylic acid. Further provided is an adhesive composition comprising the aforementioned fluorine-containing epoxy(meth)acrylate resin and a photo polymerization initiator, which can be cured at room temperature within a short time by irradiation with an UV ray to form a cured product having a refractive index n.sub.d.sup.20 ranging from 1.434 to 1.532.Type: GrantFiled: April 3, 1989Date of Patent: November 26, 1991Assignee: Nippon Telegraph and Telephone CorporationInventors: Tohru Maruno, Shigeki Ishibashi, Kouzaburou Nakamura
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Patent number: 5047443Abstract: Hotmelt contact adhesives which are crosslinkable with UV light in the air are based on copolymers which contain tetrahydrofurfur-2-yl (meth)acrylate and/or N-2-tetrahydrofurfuryl (meth)-acrylamide and/or alkoxyalkyl (meth)acrylates and/or N-alkoxyalkyl (meth)acrylamides as copolymerized units and added benzophenone and/or benzophenone derivatives as photosensitizers.Type: GrantFiled: May 18, 1989Date of Patent: September 10, 1991Assignee: BASF AktiengesellschaftInventor: Gerd Rehmer
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Patent number: 5045435Abstract: An aqueous photopolymer composition is produced by adding a monomer to a latex of a partially neutralized carboxylated acrylic copolymer, having an acid number greater than 80, along with photoinitator and components to produce an aqueous coatable and alkali developable photoresist composition. Preferred neutralization is 30-50% for dip-coating and 40-60% for screen-printing to produce 1 mil lines and 1 mil space after ultraviolet exposure and mild alkali development.Type: GrantFiled: March 12, 1990Date of Patent: September 3, 1991Assignee: Armstrong World Industries, Inc.Inventors: Diane L. Adams, Wendell A. Ehrhart, Donald Jones
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Patent number: 5045573Abstract: Compounds of the general formula I ##STR1## wherein Z is CR.sup.1 R.sup.2 (OR.sup.3) or phenyl,R.sup.1 being H, C.sub.1-6 -alkyl or phenyl,R.sup.2 being H, C.sub.1-6 -alkyl or C.sub.1-6 -alkoxy andR.sup.3 being H, C.sub.1-6 -alkyl or C.sub.1-6 -alkanoyl andZ' is Y-[(CH.sub.2).sub.m -X].sub.n -,X being CH.sub.2 or 0,Y being OH; COOH or SO.sub.3 H including the alkali metal, alkaline earth metal or ammonium salts thereof and also the salts thereof with organic nitrogen bases; or NRR' in which R and R' are in each case H, C.sub.1-20 -alkyl or C.sub.1-4 -hydroxyalkyl, if appropriate quaternized or in the form of the acid addition salts, andn and m each being the numbers 1-4, are excellently suitable as photoinitiators for the photopolymerization of ethylenically unsaturated compounds, in particular in aqueous systems.Type: GrantFiled: April 13, 1989Date of Patent: September 3, 1991Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Manfred Kohler, Jorg Ohngemach, Gregor Wehner, Jurgen Gehlhaus
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Patent number: 5002975Abstract: Liquid, photocurable coating compositions containing nitrile copolymers. Such compositions comprises from about 10 percent to about 60 percent by weight of a high nitrile copolymer, containing at least about 70 percent by weight of a nitrile polymer; from about 30 percent to 90 percent by weight of a photopolymerizable solvent for the high nitrile copolymer, wherein the photopolymerizable solvent is selected from the group consisting of N-vinyl pyrrolidone, cyanoethylacrylate, styrene, N,N-dimethylacylamide, N,N-methylenebisacrylamide, gamma-butyrolactone and combinations thereof, and from about 0.1 percent to about 10 percent by weight of a photoinitiator soluble in the photopolymerizable solvent for curing the high nitrile copolymer with the incorporation of at least 50 percent by weight of the solvent therein upon exposure to ultraviolet radiation, having a wavelength of from about 2000 .ANG. to 14,000 .ANG.Type: GrantFiled: December 23, 1988Date of Patent: March 26, 1991Assignee: The Standard Oil CompanyInventors: Rosemary Bartoszek-Loza, Richard J. Butler
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Patent number: 5000636Abstract: The method of making a friction locking fastener of the type having in the thread grooves a first deposit formed of a mixture of an uncured epoxy resin and a radiation-curable, film-forming material, and a second deposit of a fluid curing agent and a radiation-curable, film-forming material. The deposits are made in the thread grooves at circumferentially spaced locations so that a very thin coating of the radiation-curable, film-forming material develops at the surface of each deposit. The deposits are subjected to high intensity ultraviolet radiation for a few seconds to transform the coatings developed on the surfaces of the deposits into thin, continuous, flexible, non-tacky protective films which cover the still fluid deposits in the thread grooves of the article. Alternatively, when one or both the resin and curing agent are micro-encapsulated. They may be contained in a single mixture which includes the radiation-curable material.Type: GrantFiled: July 11, 1989Date of Patent: March 19, 1991Assignee: The Oakland CorporationInventor: Richard B. Wallace
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Patent number: 4996132Abstract: The photosensitive resin composition comprises (a) a ternary copolymer of an ethylenically unsaturated amide, carboxyl-containing monomer and third monomer, (b) an esterified resin by the reaction of an unsaturated carboxylic acid and a novolactype epoxy resin, (c) a photopolymerizable monomer, (d) a photopolymerization initiator and (e) a powder such as a finely divided silica filler. The resist layer formed from the composition is capable of being developed with an alkaline aqueous solution and has excellent heat resistance in addition to other desirable properties when the patterned resist layer by the pattern-wise exposure to ultraviolet light and development is subjected to a heat treatment to effect thermal curing.Type: GrantFiled: February 23, 1988Date of Patent: February 26, 1991Assignee: Toyko Ohka Kogyo Co. Ltd.Inventors: Kenji Tazawa, Akira Iwata, Tomoki Horigome, Hiroyuki Tohda
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Patent number: 4975472Abstract: A curable organopolysiloxane composition having condensation-curing properties and ultraviolet-curing properties, comprising (A) a diorganopolysiloxane having a viscosity of 50 to 200,000 cSt, both ends of each molecule thereof being blocked with a silanol group, (B) a silane compound, (C) an (alkyl)acrylic acid derivative, (D) a catalyst for condensation and (E) a sensitizer.Type: GrantFiled: May 5, 1989Date of Patent: December 4, 1990Assignee: Toshiba Silicone Co., Ltd.Inventors: Tsuneo Motegi, Yasuji Matsumoto
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Patent number: 4970244Abstract: Photopolymerization initiators of the general formula: ##STR1## wherein R.sub.1 and R.sub.1 ' independently stand for a tertiary alkyl group or a tertiary aralkyl group and R.sub.2 and R.sub.2 ' independently stand for a hydrogen atom, a tertiary alkoxy group, or a tertiary aralkyloxy group are disclosed. They are useful for effecting polymerization of radically polymerizable unsaturated compounds.Type: GrantFiled: June 3, 1985Date of Patent: November 13, 1990Assignee: Nippon Oil & Fats Company, Ltd.Inventors: Takeshi Komai, Mamoru Shimizu
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Patent number: 4952711Abstract: A composition curable to a solid crosslinked polyorganosiloxane comprises:(a) an acrylic functional silicone prepolymer having a plurality of acrylic groups of the formula: ##STR1## bound to silicon atoms thereof, where R is H or methyl, and R.sup.1 is a divalent olefinically unsaturated hydrocarbon group,(b) a silicone prepolymer having a plurality of organothiol groups thereon, and(c) an effective amount of a thiol-ene cure catalyst.Particularly preferred formulations are photoinitiated formulations employing alkylthiol functional silicones in which the total number of thiol groups is between 0.5 and 1.5 times the total number of ene groups counting both the acrylic and the linking group R.sup.1 as ene groups.Type: GrantFiled: May 25, 1989Date of Patent: August 28, 1990Assignee: Loctite CorporationInventors: Anthony F. Jacobine, Steven T. Nakos
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Patent number: 4942001Abstract: A stereolithographic method which employs an ultraviolet-curable liquid composition adapted to cure rapidly to a lightly cross-linked solvent-swellable three-dimensional complexly-shaped polymeric thin-walled element constituted by heat-softenable solid polymer upon exposure to ultraviolet dosage in the range of about 0.1 to about 10 Joules per square centimeter and which possesses reduced distortion comprises, from 20 to 80 weight percent, of a resinous polyacrylate or polymethacrylate dissolved in a combination of 10 to 45 weight percent of a liquid polyacrylate or polymethacrylate, which is preferably trifunctional, and 10 to 45 weight percent of liquid N-vinyl monomer, preferably N-vinyl pyrrolidone. Thus, the weight ratio of polyacrylate: polymethacrylate: N-vinyl monomer is about 1:2:2 to about 8:1:1. One of the foregoing polyacrylates or polymethacrylates is a polyacrylate and the other is a polymethacrylate so that good cure speed is accompanied by good distortion resistance.Type: GrantFiled: October 31, 1989Date of Patent: July 17, 1990Assignee: Inc. DeSotoInventors: Edward J. Murphy, Robert E. Ansel, John J. Krajewski
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Patent number: 4910232Abstract: The ultraviolet-curable organoploysiloxane composition of the invention comprises (A) an organopolysiloxane having bonded to a silicon atom thereof a silyl-substituted ethyl group represented by the general formula[CH.sub.2 .dbd.CR.sup.1 --CO--O--(--CH.sub.2 --).sub.a --SiR.sup.2.sub.2 --](R.sup.2 .sub.3 Si--O--).sub.c R.sup.2.sub.2--c Si--C.sub.2 H.sub.4 --,in which R.sup.1 is a hydrogen atom or a methyl group, R.sup.2 is a monovalent hydrocarbon group, a is 1, 2 or 3 and c is 1 or 2, and (B) a photopolymerization initiator. The composition is rapidly cured by ultraviolet irradiation into a gel-like material having adhesiveness without the disadvantages of catalyst poisoning and undue volume shrinkage so that the composition is useful as a potting agent in electronic and electric components.Type: GrantFiled: July 7, 1988Date of Patent: March 20, 1990Assignee: Shin-Etsu Chemical Co., Ltd.Inventor: Masatoshi Arai
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Patent number: 4885229Abstract: A photosensitive hardenable composition comprising as major components a thermoplastic high molecular binder obtained from specific addition polymerizable monomers, an acrylate (or methacryliate) derivative or mixture thereof and a photopolymerization initiator, which possesses improved properties in softness, stripping properties, stripping time, etc. of hardened layers formed.Type: GrantFiled: December 22, 1987Date of Patent: December 5, 1989Assignee: 501 Daicel Chemical Industries Ltd.Inventors: Fumio Takenaka, Kouzi Tohya, Yoshihiro Ohtsuka
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Patent number: 4861916Abstract: Compounds of the general formula I ##STR1## wherein Z is CR.sup.1 R.sup.2 (OR.sup.3) or phenyl,R.sup.1 being H, C.sub.1-6 -alkyl or phenyl,R.sup.2 being H, C.sub.1-6 -alkyl or C.sub.1-6 -alkoxy andR.sup.3 being H, C.sub.1-6 -alkyl or C.sub.1-6 -alkanoyl andZ' is Y--[(CH.sub.2).sub.m --X].sub.n --,X being CH.sub.2 or 0,Y being OH; COOH or SO.sub.3 H including the alkali metal, alkaline earth metal or ammonium salts thereof and also the salts thereof with organic nitrogen bases; or NRR' in which R and R' are in each case H, C.sub.1-20 -alkyl or C.sub.1-4 -hydroxyalkyl, if appropriate quaternized or in the form of the acid addition salts, andn and m each being the numbers 1-4,are excellently suitable as photoinitiators for the photopolymerization of ethylenically unsaturated compounds, in particular in aqueous systems.Type: GrantFiled: December 3, 1986Date of Patent: August 29, 1989Assignee: Merck Patent Gesellschaft mit Beschrankter HaftungInventors: Manfred Kohler, Jorg Ohngemach, Gregor Wehner, Jurgen Gehlhaus
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Patent number: 4861637Abstract: An optical information recording medium comprises a pair of substrates, with a recording layer comprising an organic dye being formed on one side of at least one substrate, fixed to each other through or without through a spacer and by an adhesive agent, in such a manner that the recording layer comes between the substrates, the adhesive agent comprising:(a) a compound of formula (I), ##STR1## wherein L.sup.1 represents ##STR2## L.sup.2 represents ##STR3## R.sup.1 represents a methyl group or an ethyl group, and k is an integer of 1 to 4; and(b) one compound of selected from the group consisting of: a compound of formula (II), ##STR4## wherein R.sup.2 represents hydrogen or a methyl group, and l is an integer of 3 to 15, a compound of formula (III),CH.sub.2 .dbd.CHCOO--CH.sub.2).sub.l' OCOCH.dbd.CH.sub.2 (III)wherein l' is an integer of 4 to 6, and a mixture of the two compounds.Type: GrantFiled: February 12, 1988Date of Patent: August 29, 1989Assignee: Ricoh Company, Ltd.Inventors: Yutaka Ueda, Eiji Noda
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Patent number: 4849461Abstract: Acryl functional silicone compounds are made by reacting an amine functional silicon compound with a di- or multi-functional acryl compound by a Michael-type addition reaction. These acryl functional silicone compounds are purer than others because no catalyst is used and no by-products are formed. These acryl functional silicone compounds can be used as adhesion promoters and as coating compositions which can be cured by ultraviolet radiation.Type: GrantFiled: March 18, 1987Date of Patent: July 18, 1989Assignee: Dow Corning CorporationInventors: Chi-long Lee, Michael A. Lutz
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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: 4816497Abstract: A method is disclosed for the preparation of ceramic materials or articles by the pyrolysis of mixtures of vinyl- or allyl-containing preceramic silazane polymers, mercapto compounds, and photoinitiators wherein the mixtures are rendered infusible prior to pyrolysis by ultraviolet (UV) irradiation. This method is especially suited for the preparation of ceramic fibers.Type: GrantFiled: September 8, 1986Date of Patent: March 28, 1989Assignee: The Dow Corning CorporationInventors: Michael A. Lutz, Ronald S. Reaoch, Philip E. Reedy, Jr.
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Patent number: 4794130Abstract: A shaped article of halogenated polymer which is obtained by causing a halogen to react upon a shaped article of a polymer by irradiation of light is irradiated with light in the presence of an acetylene compound to have the acetylene compound graft polymerized onto the shaped article of polymer.Type: GrantFiled: March 30, 1987Date of Patent: December 27, 1988Assignees: Agency of Industrial Science and Technology, Ministry of International Trade and IndustryInventors: Kiyoshi Hayakawa, Hiromi Yamakita, Masato Tazawa, Hiroshi Taoda
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Patent number: 4786579Abstract: The inventive photosensitive resin composition has excellent heat resistance, adhesiveness to substrate surface and photosensitivity and suitable as a material for solder resist or plating resist on printed circuit boards. The resin composition comprises, in addition to a photopolymerization initiator and curing agent for epoxy resins, a resinous ingredient composed of a diallyl phthalate resin, a first esterified resin as a reaction product of a cresol novolac type epoxy resin and 0.2-0.8 mole per mole of epoxy groups of an ethylenically unsaturated carboxylic acid and a second esterified resin as a reaction product of a phenol and/or cresol novolac type epoxy resins and 0.9-1.1 moles per mole of epoxy resins of an ethylenically unsaturated carboxylic acid in a limited proportion.Type: GrantFiled: April 14, 1987Date of Patent: November 22, 1988Assignee: Tokyo Ohka Kogyo Co., Ltd.Inventors: Kenji Tazawa, Akihiko Saito
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Patent number: 4777191Abstract: Photopolymerization initiators of the general formula: ##STR1## wherein R.sub.1 and R.sub.1 ' independently stand for a tertiary alkyl group or a tertiary aralkyl group and R.sub.2 and R.sub.2 ' independently stand for a hydrogen atom, a tertiary alkoxy group, or a tertiary aralkyloxy group are disclosed. They are useful for effecting polymerization of radically polymerizable unsaturated compounds. Tetra peroxy esters of benzophenone are preferred.Type: GrantFiled: November 5, 1987Date of Patent: October 11, 1988Assignee: Nippon Oil & Fats Co., Ltd.Inventors: Takeshi Komai, Mamoru Shimizu
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Patent number: 4777213Abstract: Promoters for a crosslinking reaction involved in the curing of a system comprising crosslinkable polymers are bound to polymeric microparticles having a diameter of about 0.01 to 6 microns prepared by polymerizing a mixture of ethylenically unsaturated monomers. The microparticles carrying the crosslinking reaction promoter may be incorporated to coating compositions, printing inks, sealants, adhesives and other polymeric products in place of conventional crosslinking reaction promoters.Type: GrantFiled: March 2, 1987Date of Patent: October 11, 1988Assignee: Nippon Paint Co., Ltd.Inventors: Kazunori Kanda, Shinichi Ishikura, Keizou Ishii, Akio Kashihara
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Patent number: 4771078Abstract: This invention relates to a process of producing a cured foamed polymer by mechanically frothing a radiation-curable composition and curing the frothed composition with radiation and using such foams in graphic art devices such as compressible printing blankets. It also relates to uses of unfoamed radiation-cured polymer in graphic art devices.Type: GrantFiled: November 12, 1985Date of Patent: September 13, 1988Assignee: The Goodyear Tire & Rubber CompanyInventors: Robert C. Schisler, Raymond E. Downey
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Patent number: 4767793Abstract: This invention relates to a process of producing a cured foamed polymer by mechanically frothing a radiation-curable composition and curing the frothed composition with radiation and using such foams in graphic art devices such as compressible printing blankets. It also relates to uses of unfoamed radiation-cured polymer in graphic art devices.Type: GrantFiled: January 7, 1987Date of Patent: August 30, 1988Assignee: The Goodyear Tire & Rubber CompanyInventors: Robert C. Schisler, Raymond E. Downey
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Patent number: 4766160Abstract: A hydrophilic coating photopolymerizable in air, capable of fixing bioactive molecules is formed from a mixture of acrylic or methacrylic monomers containing at least 20% by weight of an approximately quimolecular mixture of acrylic acid and an N-dialkylated amino-alcohol acrylate or methacrylate.Type: GrantFiled: July 21, 1986Date of Patent: August 23, 1988Assignee: Battelle Memorial InstituteInventors: Daniel Bichon, Van Tao Nguyen, Michel Schneider
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Patent number: 4762887Abstract: A process for preparing radiation polymerizable acrylate-functional organopolysiloxane-urethane copolymers by reacting aminofunctional polysiloxanes with acrylated urethane oligomers in the presence of a solvent.Type: GrantFiled: January 15, 1987Date of Patent: August 9, 1988Assignee: Wacker Silicones CorporationInventors: Roy M. Griswold, Douglas G. Vanderlaan
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Patent number: 4761435Abstract: Ultraviolet-curable ethylenically unsaturated liquid coating composition are disclosed which consist essentially of:1--polyethylenically unsaturated material in which the ethylenically unsaturated groups are polymerizable groups which are not (meth)acrylate groups;2--a polyamine resin, preferably a polytertiary amine resin; and3--an aryl ketone photosensitizer.Type: GrantFiled: October 3, 1986Date of Patent: August 2, 1988Assignee: DeSoto, Inc.Inventors: Edward J. Murphy, Ronald S. Conti
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Patent number: 4755541Abstract: As initiators for the photopolymerisation of ethylenically unsaturated compounds, the use of systems consisting of compounds of benzophenone type of formula I ##STR1## in which R, R' and R.sup.2 are preferably alkyls of 1-4 carbon atoms, R.sup.3 and R.sup.4 are preferably hydrogen and Ar is preferably phenyl, in combination with donors of hydrogen or substances which determine the formation of labile photochemical complexes, such as alcohols, ethers and tertiary amines with hydrogen in the alpha position, and the use for the same purpose of mixtures of 2,4,6-trialkylbenzophenones and benzophenone and particularly of a mixture of 2,4,6-trimethylbenzophenone and benzophenone in a molar ratio of 1.155, which has the advantage of being liquid at temperatures exceeding 10.degree. C. and of possessing photochemical activity superior to that of benzophenone.Type: GrantFiled: July 18, 1986Date of Patent: July 5, 1988Assignee: Fratelli Lamberti SpAInventors: Giuseppe Li Bassi, Luciano Cadona, Carlo Nicora
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Patent number: 4746685Abstract: A light curable dental composition is provided. The composition comprises an ethylenic unsaturated compound and a light polymerization initiator. The light polymerization initiator is selected from a combination of an organic peroxide and a pyrylium salt compound of: ##STR1## Wherein R.sub.1, R.sub.2, and R.sub.3 each represents a hydrogen atom, an alkyl group and the like, X stands for an oxygen or sulfur atom and Y for an anionic functional group; a polyperoxy ester containing a benzophenone group; and a combination the polyperoxy ester and an .alpha.-diketone.Type: GrantFiled: August 23, 1985Date of Patent: May 24, 1988Assignee: Nippon Oil and Fats Co., Ltd.Inventors: Eiichi Masuhara, Yoshinori Kadoma, Takeo Matsumoto, Takeshi Komai, Eiichi Yamada, Osamu Nakachi, Godo Irukayama
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Patent number: 4742092Abstract: The curable organopolysiloxane composition of the invention is formulated with two kinds of crosslinking agents including an organosilane compound having 2 or 3 isopropenyloxy groups in a molecule and an organopolysiloxane having at least 2 mercapto groups in a molecule added to the base ingredient of a hydroxy-terminated diorganopolysiloxane together with a curing catalyst and a photosensitizer. The composition has two-way curability by the condensation reaction in the presence of atmospheric moisture between the silanolic hydroxy groups and the isopropenyloxy groups and by the ultraviolet-induced addition reaction between the isopropenyloxy groups and the mercapto groups to exhibit very reliable curing behavior giving a cured rubbery elastomer having excellent properties.Type: GrantFiled: October 14, 1986Date of Patent: May 3, 1988Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Yoshio Inoue, Masatoshi Arai
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Patent number: 4735971Abstract: The inventive organopolysiloxane composition is curable in two ways, firstly, by the irradiation with ultraviolet light and, secondly, by exposure to a moisture-containing atmospheric air. The principal ingredient of the composition is a diorganopolysiloxane having, in a molecule, at least one isopropenyloxysilyl-substituted ethyl or propyl group bonded to the silicon atom of the polysiloxane chain, which is compounded with a mercaptoalkyl-containing organopolysiloxane, a photosensitizer and, optionally, a curing catalyst for the dealcoholation condensation reaction of the silicon-bonded alkoxy groups under the influence of atmospheric moisture. The composition is advantageous in the improved workability by virtue of the adequate tack-free time or the time taken for surface filming.Type: GrantFiled: February 9, 1987Date of Patent: April 5, 1988Assignee: Shin-Etsu Chemical Co., Ltd.Inventors: Yoshio Inoue, Masatoshi Arai, Shinichi Sato
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Patent number: 4699802Abstract: A method of curing a liquid silicone composition to a crosslinked polymer on a substrate having shadow areas no readily accessible to direct UV light, the method comprising:(a) applying a liquid composition to the substrate in a manner so as to cover both the light accessible and the shadow areas, the composition comprising a radical photoinitiator and a crosslinkable polydihydrocarbylsiloxane prepolymer having a molecular weight of at least 1000, having a plurality of acrylate or methacrylate groups bound thereto and further including a plurality of groups of the formula ##STR1## where R.sup.1 is a hydrolyzable organic group and R.sup.2 is R.sup.1 or, if R.sup.1 is dialkylamino, R.sup.2 is R.sup.1 or hydrocarbyl;(b) irradiation the substrate with UV irradiation sufficient to substantially cure the composition in the areas directly accessible to UV light, and(c) exposing the composition on the substrate to moisture for sufficient time to cure the composition in the shadow areas.Type: GrantFiled: April 29, 1985Date of Patent: October 13, 1987Assignee: Loctite CorporationInventors: Steven T. Nakos, Samuel Q. S. Lin
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Patent number: 4692396Abstract: A photopolymerizable resin composition for aqueous-developing type dry film resists which comprises(A) 40 to 85% by weight of a binder resin comprising a copolymer of methyl methacrylate, methyl acrylate and methacrylic acid,(B) 15 to 60% by weight of a crosslinkable monomer having at least two ethylenically unsaturated groups in the molecule, and(C) 0.5 to 10% by weight, based on the total amount of the above components (A) and (B), of a photoinitiator.Type: GrantFiled: April 3, 1985Date of Patent: September 8, 1987Inventor: Hiroyuki Uchida
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Patent number: 4691059Abstract: This invention describes UV-stabilized step growth polymers such as polyesters, polyurethanes, polycarbonates, and combinations thereof. The UV-stabilizing moieties present in these polymers comprise chemically bound, pendant ortho-hydroxydiphenyl ketone based moieties. The polymers are especially useful as protective films and fibers which are highly resistant to ultraviolet (UV) and sunlight degradation.Type: GrantFiled: August 30, 1985Date of Patent: September 1, 1987Assignee: Minnesota Mining and Manufacturing CompanyInventors: Sumita B. Mitra, Smarajit Mitra
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Patent number: 4683251Abstract: Room temperature-curable organopolysiloxane compositions are made from essentially linear organopolysiloxanes having hydroxyl or hydrolyzable end groups, a crosslinking agent, a filler, optionally a curing catalyst, an unsaturated ester having at least ten carbon atoms in the unsaturated fatty acid component of the ester, and a photosensitizer. These compositions cure to elastomeric materials which do not soil on the surface or the surrounding areas of the substrate in contact with the cure product. The adhesion of these cured products is not reduced.Type: GrantFiled: June 20, 1986Date of Patent: July 28, 1987Assignee: Toray Silicone Co., Ltd.Inventor: Ryuzo Mikami
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Patent number: 4675346Abstract: Compositions of (a) a silicone resin characterized by an intermediate region free of acrylic groups, at least 150 siloxane units long, and terminal acrylic groups; (b) at least 10% of a fumed silica filler; and (c) a photoinitiator, can be cured by UV irradiation to tough elastomeric materials useful in adhesive and sealant applications.Type: GrantFiled: January 16, 1984Date of Patent: June 23, 1987Assignee: Loctite CorporationInventors: Samuel Q. S. Lin, Steven T. Nakos
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Patent number: RE32991Abstract: The disclosed wound dressings have a drug dispersed throughout a polyurethane matrix that is the reaction product of: (A) An isocyante terminated prepolymer formed by reaction of isophorone diisocyanate and a marcoglycol and (B) a monomer containing hydroxyl and vinyl groups. The reaction product is a vinyl terminated polyurethane oligomer which is liquid at room temperature and which may be readily admixed with a pharmacoactive substance and a photosensitizer, formed into a film and cured by exposure to UV light without release of heat.In the most preferred embodiments the foregoing oligomer is codissolved in an organic solvent with a polyurethane polymer which is the reaction product of:dicyclohexyl methane diisocyanate;a polytetramethylene ether polyol having a molecular weight in the range of 1000-3000 daltons; and1,4-butane diol.That solution is then admixed with the pharmacoactive agent, formed into a film and cured.Type: GrantFiled: July 25, 1988Date of Patent: July 18, 1989Assignee: Thermedics, Inc.Inventors: Michael Szycher, Donald J. Dempsey, Jonathan L. Rolfe