Containing C-co-c(r)(or) Wherein R Is Organic, E.g., Diethoxyacetophenone, Etc. Patents (Class 522/44)
  • Patent number: 5420171
    Abstract: A UV curable organic solvent soluble, aqueous nonalkaline soluble and peelable temporary solder mask composition to be applied to a surface to be protected, having a reactive diluent monomer capable of polymerization upon exposure to ultraviolet light and a photoinitiator serving as a free radical source to initiate polymerization.
    Type: Grant
    Filed: December 31, 1991
    Date of Patent: May 30, 1995
    Assignee: Tech Spray, Inc.
    Inventor: Greg R. Unruh
  • Patent number: 5407970
    Abstract: The invention relates to adhesive compositions comprising terpolymers C.sub.6 to C.sub.10 unsaturated .alpha.-olefin monomers, C.sub.2 to C.sub.5 .alpha.-olefin monomers and polyene monomers and an effective amount of photoactive cross-linking agent to cross-link composition upon radiation from a source of active radiation.
    Type: Grant
    Filed: April 13, 1993
    Date of Patent: April 18, 1995
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: James R. Peterson, Gaddam N. Babu
  • Patent number: 5391587
    Abstract: Photoinitiators having a terminal fluoroalkyl moiety are useful for photopolymerizing and photocuring fluorinated as well as non-fluorinated monomers, especially fluorinated acrylic monomers.
    Type: Grant
    Filed: April 30, 1993
    Date of Patent: February 21, 1995
    Assignee: AlliedSignal Inc.
    Inventor: Chengjiu Wu
  • Patent number: 5378734
    Abstract: A UV and moisture-curable organopolysiloxane composition comprising (i) an organopolysiloxane terminated with a radical of formula (1): ##STR1## wherein R.sup.1 is a hydrogen atom or monovalent hydrocarbon radical, each of R.sup.2 and R.sup.3 is a divalent hydrocarbon radical which may contain a NH bond or ether bond, each of R.sup.4 and R.sup.5 is a monovalent hydrocarbon radical which may contain an ether bond, and a is equal to 0 or 1, (ii) a photo-polymerization initiator, and (iii) a curing catalyst. The composition readily cures either upon exposure to UV radiation or upon contact with moisture and from the surface to the deep interior within a short time, yielding cured products having satisfactory physical properties.
    Type: Grant
    Filed: August 27, 1993
    Date of Patent: January 3, 1995
    Assignee: Shin-Etsu Chemical Company, Ltd.
    Inventor: Yoshio Inoue
  • Patent number: 5371116
    Abstract: Vulcanizable organopolysiloxane compositions comprise a hydroxy-terminated organopolysiloxane, an acrylic or methacryllc functional alkoxy silane, a divalent tin compound, an alkoxy-.alpha.-silyl ester, a photopolymerization initiator, and a curing catalyst whereby the composition is cured by UV irradiation and/or by the action of moisture in air. The composition has good shelf stability and can yield rubber elastomers having good physical properties.
    Type: Grant
    Filed: July 13, 1993
    Date of Patent: December 6, 1994
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Takafumi Sakamoto, Masatoshi Arai, Kei Miyoshi
  • Patent number: 5360834
    Abstract: A process is described for photoinitiated control of inorganic network fotion in the sol-gel process, which comprises eitherA) subjecting one or more hydrolytically polycondensable compounds of constituent elements of glass or ceramic, excluding silicon compounds containing polymerizable organic groups, to hydrolytic polycondensation in a liquid reaction medium to form a sol andirradiating the resulting sol in a structured or unstructured manner in the presence of a photoinitiator which can change the pH of the reaction medium on irradiation, using radiation of a wavelength range in which the photoinitiator absorbs;orB) liberating water in an anhydrous reaction medium which contains an alcohol, one or more hydrolytically polycondensable compounds of constituent elements of glass or ceramic and a photoinitiator which can liberate water by a photochemical reaction or a secondary reaction when irradiated, by structured or non-structured irradiation using radiation of a wavelength range in which the photoinitiato
    Type: Grant
    Filed: January 31, 1994
    Date of Patent: November 1, 1994
    Assignee: Fraunhofer-Gesellschaft Zur Forderung der Angewandten Forschung e.V.
    Inventors: Michael Popall, Jochen Schulz, Helmut Schmidt
  • Patent number: 5352713
    Abstract: A radiation curable coating composition comprising acrylate oligomers and monomers, vinyl ether monomers, and a free radical photoinitiator. The vinyl ether monomers replace N-vinyl-pyrrolidone or other undesirable reactive diluents while retaining or modifying the properties of coatings using such diluents.
    Type: Grant
    Filed: April 1, 1992
    Date of Patent: October 4, 1994
    Assignee: Allied-Signal Inc.
    Inventors: James R. Snyder, George D. Green, John J. Krajewski
  • Patent number: 5352712
    Abstract: Ultraviolet radiation-curable primary and secondary coating compositions for optical fibers are disclosed. The primary coatings comprise a hydrocarbon polyol-based reactively terminated aliphatic urethane oligomer; a hydrocarbon monomer terminated with at least one end group capable of reacting with the terminus of the oligomer; and an optional photoinitiator. The secondary coatings comprise a polyester and/or polyether-based aliphatic urethane reactively terminated oligomer; a hydrocarbonaceous viscosity-adjusting component capable of reacting with the reactive terminus of (I); and an optional photoinitiator. Also disclosed are optical fibers coated with the secondary coating alone or with the primary and secondary coatings of the invention.
    Type: Grant
    Filed: April 16, 1992
    Date of Patent: October 4, 1994
    Assignee: Borden, Inc.
    Inventor: Paul J. Shustack
  • Patent number: 5348986
    Abstract: Photocurable silicone compositions based on capping of a silicone with a silyl diacrylate capper 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; and n is an integer having a value of from 1 to 4.In specific embodiments, the compositions include a polymodal-cure resin composition comprising an acryloxy-functional capped silicone, and a photocurable silicone gel composition and precursor thereof.
    Type: Grant
    Filed: January 25, 1993
    Date of Patent: September 20, 1994
    Assignee: Loctite Corporation
    Inventors: Hsien-Kun Chu, Robert P. Cross, David I. Crossan, Edward K. Welch, II
  • Patent number: 5340653
    Abstract: 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: Grant
    Filed: May 26, 1992
    Date of Patent: August 23, 1994
    Assignee: Stamicarbon B.V.
    Inventors: Gerry K. Noren, John J. Krajewski, Sami A. Shama, John M. Zimmerman, Danny C. Thompson, John T. Vandeberg
  • Patent number: 5334456
    Abstract: A free-radical radiation curable composition comprising:a) at least one compound containing from one to about six vinyl ether groups; andb) at least one compound containing a saturated backbone and at least one maleate or fumarate end group per molecule,wherein the ratio of vinyl ether groups to maleate or fumarate groups in the composition is in the range of about 5:1 to about 1:5.
    Type: Grant
    Filed: May 26, 1992
    Date of Patent: August 2, 1994
    Assignee: Stamicarbon B.V.
    Inventors: Gerry K. Noren, John J. Krajewski, Sami A. Shama, John M. Zimmerman, Danny C. Thompson, John T. Vandeberg
  • Patent number: 5334455
    Abstract: A free-radical radiation curable composition comprising:a) at least one compound containing from one to about six vinyl ether groups; andb) at least one product obtainable by the reaction of a half-ester of maleic and/or fumaric acid with an epoxy functionalized compound,wherein the ratio of vinyl ether groups to maleate and/or fumarate groups is in the range of about 5:1 to about 1:5.
    Type: Grant
    Filed: May 26, 1992
    Date of Patent: August 2, 1994
    Assignee: Stamicarbon B.V.
    Inventors: Gerry K. Noren, John J. Krajewski, Sami A. Shama, John M. Zimmerman, Danny C. Thompson, John T. Vandeberg
  • Patent number: 5331018
    Abstract: The present invention is directed to a non-emissive, bimodal cured polymeric network which has an onset degradation temperature that is about 100.degree. C. above the onset degradation temperature of a base polymer. The novel cured polymeric network comprises the cured reaction product of the following ingredients: (a) combination of one or more liquid carrier monomers or prepolymers which combination is reactive to form a base polymer by exposure to ultraviolet (UV) radiation in the presence of a UV photosensitizer at a temperature, T.sub.uv ; and (b) between about 10 and 100 wt-% based on ingredient (a) of a combination of one or more monomers or prepolymers which combination is reactive to form a cured high temperature stable polymer by heating at a temperature, T.sub..DELTA.. Ingredient (b) is soluble or dispersible in ingredient (a) at a temperature, T.sub.s, wherein T.sub.s is equal to or lower than T.sub.uv, and T.sub.uv is at least about 50.degree. C. lower than T.sub..DELTA..
    Type: Grant
    Filed: August 26, 1992
    Date of Patent: July 19, 1994
    Assignee: Three Bond Co., Ltd.
    Inventors: Vincent D. McGinniss, James L. White, Hiroyuki Mikuni
  • Patent number: 5296511
    Abstract: The present film-former composition comprises (a) an organosilazane copolymer having a perfluoroalkyl group-containing structural unit and a methacryloyloxy group-containing structural unit, (b) a photosensitizer soluble in an organic solvent, and (c) an organic solvent. The composition is cured by irradiation with ultraviolet light for a short period of time to form a film excellent in water repellency, oil repellency, and hardness.
    Type: Grant
    Filed: February 7, 1992
    Date of Patent: March 22, 1994
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Yoshihito Ohsawa, Kohei Hasegawa, Masanori Sutou, Satoshi Kuwata
  • Patent number: 5288917
    Abstract: Liquid highly active photoinitiators are obtained by dissolving a solid photoinitiator of the titanocene type in liquid photoinitiators of the acetal or ketal type. The liquid mixtures have a long dark storage stability.
    Type: Grant
    Filed: July 19, 1991
    Date of Patent: February 22, 1994
    Assignee: Ciba-Geigy Corporation
    Inventors: Godwin Berner, Franciszek Sitek, Rinaldo Husler
  • Patent number: 5283265
    Abstract: A photopolymerizable rubber being obtained by copolymerizing four compounds consisting of a dienic liquid rubber having hydroxyl groups, an ethylenically unsaturated monomer having hydroxyl groups, a dihydric alcohol having a molecular weight of less than 2,000 and a diisocyanate compound. The photocured product of this composition has higher tensile strength and elongation than that of the prior photopolymerizable rubbers.
    Type: Grant
    Filed: April 18, 1988
    Date of Patent: February 1, 1994
    Assignee: Hayakawa Rubber Company Limited
    Inventors: Tetsuya Kimura, Syuno Suto, Fujii Toshihiro, Toshihiro Fujii, Kimio Mori, Tsuguo Yamaoka
  • Patent number: 5262444
    Abstract: The invention relates to a breathable, plastic film, useful as a wall covering material. A low boiling additive, such as water, is added to a plastisol before extrusion. During extrusion and curing of the plastisol into a film or coating, the low boiling additive is volatilized and the resulting evolved gas perforates the forming film. In this manner a permeable plastic film, such as vinyl, is produced.
    Type: Grant
    Filed: November 30, 1992
    Date of Patent: November 16, 1993
    Assignee: Borden, Inc.
    Inventors: George Rusincovitch, Paul J. Roe, Richard C. Andrews
  • Patent number: 5260350
    Abstract: The present invention relates to a silicone coating composition which, when cured on a solid substrate either by ultraviolet or electron beam radiation, provides a transparent abrasion resistant coating firmly adhered thereon. The silicon coating is prepared by reacting at least one multifunctional acrylate monomer with an amino-organofunctional silane, mixing the modified silane with at least one acrylic monomer and thereafter adding colloidal silica.
    Type: Grant
    Filed: February 14, 1992
    Date of Patent: November 9, 1993
    Assignee: Dow Corning Corporation
    Inventor: Antony P. Wright
  • Patent number: 5246979
    Abstract: The heat stability of acrylamide functional polydiorganosiloxanes which cure by exposure to ultraviolet radiation can be improved by the addition of nickel carboxylate, stannous naphthenate, cerium carboxylate, manganese carboxylate, aluminum carboxylate, silver carboxylate, copper undecylenate, cobalt carboxylate, mono(methacrylate) tripropoxyzirconate, mono(ethylacetoacetonate) aluminum di-(sec-butoxide), di-(ethylacetoacetonate) aluminum sec-butoxide, zinc acetylacetonate, molybdenum acetylacetonate, and dibutyltin dicarboxylate.
    Type: Grant
    Filed: May 31, 1991
    Date of Patent: September 21, 1993
    Assignee: Dow Corning Corporation
    Inventors: Michael A. Lutz, Kristen A. Scheibert
  • Patent number: 5236967
    Abstract: 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: Grant
    Filed: February 18, 1992
    Date of Patent: August 17, 1993
    Assignee: Asahi Denka Kogyo K.K.
    Inventors: Kazuo Ohkawa, Seiichi Saito
  • Patent number: 5212211
    Abstract: 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; and n is an integer having a value of from 1 to 4; and(ii) a silicone having (A) functionality which is reactive with an acryloxy functionality of the silyl diacrylate compound, and (B) additional functionality imparting (directly or by reaction with a co-reactant) further curability to the silicone by another modality (e.g., moisture curability, heat curability, etc.)The capped polyfunctional silicone may suitably be formulated with (a) an effective amount of a photoinitiator for partial curing of the acryloxy-functional capped silicone under photoinitiating curing conditions, and (b) suitable curatives, initiators, accelerators, etc.
    Type: Grant
    Filed: November 19, 1990
    Date of Patent: May 18, 1993
    Assignee: Loctite Corporation
    Inventors: Edward K. Welch, II, Robert P. Cross, David I. Crossan, Hsien-Kun Chu
  • Patent number: 5204378
    Abstract: 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: Grant
    Filed: March 18, 1991
    Date of Patent: April 20, 1993
    Assignee: Nippon Telegraph and Telephone Corporation
    Inventors: Tohru Maruno, Shigeki Ishibashi, Kouzaburou Nakamura
  • Patent number: 5202359
    Abstract: 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: Grant
    Filed: May 17, 1990
    Date of Patent: April 13, 1993
    Assignee: Minnesota Mining and Manufacturing Company
    Inventor: Daniel K. McIntyre
  • Patent number: 5191039
    Abstract: 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: Grant
    Filed: May 2, 1991
    Date of Patent: March 2, 1993
    Assignee: Nippon Telegraph and Telephone Corporation
    Inventors: Tohru Maruno, Shigeki Ishibashi, Kouzaburou Nakamura
  • Patent number: 5190988
    Abstract: The invention provides a high-sensitivity ultraviolet-curable organopolysiloxane composition suitable for use as a surface-release treatment of various substrate such as release-paper sheets and the like. The composition comprises, as the essential ingredients, (a) an organopolysiloxane having a viscosity in the range from 50 to 3000 centipoise at 25.degree. C. and containing, in a molecule, at least one (meth)acryloxy-substituted monovalent hydrocarbon group or at least one epoxy- or glycidyloxy-substituted monovalent hydrocarbon group, and (b) a sulfonate compound such as 2-hydroxy-3-oxy-2,3-diphenylpropyl methanesulfonate as the photopolymerization initiator. The sensitivity of the composition to photopolymerization can be further increased by the addition of a specific salt such as sodium hexafluoroantimonate and sodium hexafluorophosphate.
    Type: Grant
    Filed: May 29, 1991
    Date of Patent: March 2, 1993
    Assignee: Shin-Etsu Chemical Company, Limited
    Inventors: Shunji Aoki, Toshio Ohba, Yasuaki Hara
  • Patent number: 5182315
    Abstract: 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: Grant
    Filed: November 19, 1990
    Date of Patent: January 26, 1993
    Assignee: Loctite Corporation
    Inventors: Hsien-Kun Chu, Robert P. Cross, David I. Crossan
  • Patent number: 5179134
    Abstract: 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: Grant
    Filed: November 19, 1990
    Date of Patent: January 12, 1993
    Assignee: Loctite Corporation
    Inventors: Hsien-Kun Chu, Robert P. Cross, David I. Crossan
  • Patent number: 5169879
    Abstract: 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: Grant
    Filed: April 19, 1990
    Date of Patent: December 8, 1992
    Assignee: Dow Corning Corporation
    Inventors: Chi-long Lee, Michael A. Lutz
  • Patent number: 5166186
    Abstract: 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: Grant
    Filed: July 28, 1989
    Date of Patent: November 24, 1992
    Assignees: Nippondenso Co., Ltd., Nippon Kayaku Kabushiki Kaisha, Jujo Chemical Co., Ltd.
    Inventors: Hisano Kojime, Yoshinori Asano, Yoshiharu Ohi, Shigeo Date
  • Patent number: 5162389
    Abstract: 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: Grant
    Filed: January 17, 1992
    Date of Patent: November 10, 1992
    Assignee: Dow Corning Corporation
    Inventors: Chi-long Lee, Michael A. Lutz
  • Patent number: 5145884
    Abstract: 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: Grant
    Filed: August 16, 1990
    Date of Patent: September 8, 1992
    Assignee: Menicon Co., Ltd.
    Inventors: Yasuyoshi Yamamoto, Yuzo Kaga, Toshiharu Yoshikawa, Akira Moribe
  • Patent number: 5095044
    Abstract: Compounds of the formula I ##STR1## in which n is 1-30 and X, Y, R, Ar.sup.1 and Ar.sup.2 are as defined in claim 1 can be prepared by reaction of a benzil dialkyl ketal with a diol. Depending on the molar ratio of the two reaction components, products having a different polycondensation degree n are obtained. the compounds can be used as photoinitiators.
    Type: Grant
    Filed: April 27, 1990
    Date of Patent: March 10, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Rinaldo Husler, Rudolf Kirchmayr, Werner Rutsch, Manfred Rembold
  • Patent number: 5087552
    Abstract: The invention provides a photosensitive resin composition useful as a solder resist, etching resist or plating resist in the manufacture of printed circuit boards to exhibit excellent resistance against heat and chemicals and good adhesion to the substrate surface. The composition essentially comprises (a) a copolymeric resin of an .alpha.,.beta.-unsaturated dicarboxylic acid anhydride and an ethylenically unsaturated polymerizable compound, of which the acid anhydride units are partially esterified with an unsaturated alcohol and a saturated alcohol, and (b) a photopolymerization initiator. The composition may further comprise optional ingredients such as (c) a photopolymerizable monomeric compound, (d) an epoxy-based resin and (e) an aromatic diamine compound.
    Type: Grant
    Filed: October 13, 1989
    Date of Patent: February 11, 1992
    Assignee: Tokyo Ohka Kogyo Co., Ltd.
    Inventors: Tomoki Horigome, Kenji Tazawa, Toshimi Aoyama
  • Patent number: 5086087
    Abstract: The invention relates to a composition containing UV curable unsaturated monomers and/or oligomers, a photoinitiator and colloidal silica with an organosilane compound, a polyalkoxysilane being used as organosilane compound and the composition containing an acid catalyst.
    Type: Grant
    Filed: March 24, 1989
    Date of Patent: February 4, 1992
    Assignee: Stamicarbon B.V.
    Inventor: Tosko A. Misev
  • Patent number: 5086088
    Abstract: The invention relates to a pressure-sensitive thermosetting adhesive comprising from about 30% to about 80% by weight of a photopolymerizable prepolymeric or monomeric syrup containing an acrylic ester and a polar copolymerizable monomer, from about 20% to about 60% by weight of an epoxy resin or a mixture of epoxy resins containing no photopolymerizable groups, from about 0.5% to about 10% by weight of a heat-activatable hardener for the epoxy resin, from about 0.01% to about 5% of a photoinitiator, and from 0% to about 5% of a photocrosslinking agent. In a preferred embodiment, imidazoles and thermally expandable thermoplastic microspheres are utilized in the inventive adhesive formulation.
    Type: Grant
    Filed: December 21, 1990
    Date of Patent: February 4, 1992
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Shuichi Kitano, Kiyoshi Ogata, Shinobu Sato
  • Patent number: 5071732
    Abstract: 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: Grant
    Filed: December 14, 1989
    Date of Patent: December 10, 1991
    Assignee: Merck Patent Gesellschaft Mit Beschrankter Haftung
    Inventors: Manfred Kohler, Eike Poetsch, Jorg Ohngemach, Dieter Dorsch, Rudolf Eidenschink, Gerhard Greber
  • Patent number: 5068261
    Abstract: 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: Grant
    Filed: April 3, 1989
    Date of Patent: November 26, 1991
    Assignee: Nippon Telegraph and Telephone Corporation
    Inventors: Tohru Maruno, Shigeki Ishibashi, Kouzaburou Nakamura
  • Patent number: 5045435
    Abstract: 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: Grant
    Filed: March 12, 1990
    Date of Patent: September 3, 1991
    Assignee: Armstrong World Industries, Inc.
    Inventors: Diane L. Adams, Wendell A. Ehrhart, Donald Jones
  • Patent number: 5045573
    Abstract: 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: Grant
    Filed: April 13, 1989
    Date of Patent: September 3, 1991
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Manfred Kohler, Jorg Ohngemach, Gregor Wehner, Jurgen Gehlhaus
  • Patent number: 5041470
    Abstract: A photocurable adhesive composition comprising a phenoxy resin; a reaction product of an unsaturated carboxylic acid and epoxidized non-linear novolak; reaction product of an unsaturated carboxylic acid and a tetrabrominated diglycidyl ether of a phenol; monohydroxy dipentaerythritol acrylate and/or pentaerythritol tetraacrylate; polyethylenically unsaturated compound; and photoinitiator, and optionally, hexamethylol melamine-formaldehyde; and/or a thixotropic agent; and use thereof.
    Type: Grant
    Filed: March 3, 1989
    Date of Patent: August 20, 1991
    Assignee: International Business Machines Corporation
    Inventors: Jeffrey D. Gelorme, Eugene R. Skarvinko
  • Patent number: 5002975
    Abstract: 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: Grant
    Filed: December 23, 1988
    Date of Patent: March 26, 1991
    Assignee: The Standard Oil Company
    Inventors: Rosemary Bartoszek-Loza, Richard J. Butler
  • Patent number: 4952711
    Abstract: 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: Grant
    Filed: May 25, 1989
    Date of Patent: August 28, 1990
    Assignee: Loctite Corporation
    Inventors: Anthony F. Jacobine, Steven T. Nakos
  • Patent number: 4946874
    Abstract: 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: Grant
    Filed: April 18, 1988
    Date of Patent: August 7, 1990
    Assignee: Dow Corning Corporation
    Inventors: Chi-Long Lee, Michael A. Lutz
  • Patent number: 4942001
    Abstract: 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: Grant
    Filed: October 31, 1989
    Date of Patent: July 17, 1990
    Assignee: Inc. DeSoto
    Inventors: Edward J. Murphy, Robert E. Ansel, John J. Krajewski
  • Patent number: 4927738
    Abstract: A conjugated diene copolymer comprising (A) 40 to 90 mole % of a conjugated diene component, (B) 0.5 to 10 mole % of an alpha,beta-ethylenically unsaturated carboxylic acid component, (C) 0.1 to 5 mole % of a polyfunctional alkenyl compound component and (D) 5 to 58 mole % of a monoolefinically unsaturated compound component wherein the intrinsic viscosity [.eta.] of the copolymer as measured at 30.degree. C. in dimethylformamide is 0.01 to 3.0 dl/g, the width (.DELTA.Tg) of the endothermic transition temperature section determined by a differential scanning calorimetry is 45.degree. to 120.degree. C. and the limit temperature (T.sub.1) on the lower temperature side of the endothermic transition temperature section is -40.degree. C. or less.
    Type: Grant
    Filed: November 24, 1987
    Date of Patent: May 22, 1990
    Assignee: Japan Synthetic Rubber Co., Ltd.
    Inventors: Shin-ichiro Iwanaga, Tatsuaki Matsunaga, Ituo Nishiwaki, Hiroji Enyo
  • Patent number: 4910232
    Abstract: 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: Grant
    Filed: July 7, 1988
    Date of Patent: March 20, 1990
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventor: Masatoshi Arai
  • Patent number: 4902725
    Abstract: A photocured acrylic coat comprised of the photoreaction products of:(i) at least one photocurable polyfunctional acrylate monomer;(ii) at least one phenyl ketone photoinitiator; and(iii) at least one active ultraviolet radiation absorber selected from benzotriazoles, cyanoacrylates, and hydroxybenzophenones. The coating is substantially completely or completely cured and provides improved protection to the substrate against ultraviolet radiation. The coating is also nonopaque or transparent.
    Type: Grant
    Filed: November 7, 1988
    Date of Patent: February 20, 1990
    Assignee: General Electric Company
    Inventor: James E. Moore
  • Patent number: 4902724
    Abstract: A photocured acrylic coating comprised of the photoreaction products of:(i) at least one photocurable polyfunctional acrylate monomer;(ii) at least one acetophenone photoinitiator; and(iii) at least one active ultraviolet radiation absorber selected from benzotriazoles, cyanoacrylate, and hydroxybenzophenones. The coating is substantially or completely cured and provides improved protection to the substrate against ultraviolet radiation.
    Type: Grant
    Filed: April 21, 1989
    Date of Patent: February 20, 1990
    Assignee: General Electric Company
    Inventor: James E. Moore
  • Patent number: 4843111
    Abstract: 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: Grant
    Filed: January 21, 1987
    Date of Patent: June 27, 1989
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Minoru Yokoshima, Tetsuo Ohkubo, Hideaki Hattori, Masayuki Kiyomoto
  • Patent number: RE32991
    Abstract: 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: Grant
    Filed: July 25, 1988
    Date of Patent: July 18, 1989
    Assignee: Thermedics, Inc.
    Inventors: Michael Szycher, Donald J. Dempsey, Jonathan L. Rolfe