At Least Two Aryl Groups Connected Directly To Same Carbonyl Carbon, E.g., Benzophenone, Etc. Patents (Class 522/46)
  • 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: 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: 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: 5128385
    Abstract: 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: Grant
    Filed: March 15, 1988
    Date of Patent: July 7, 1992
    Assignee: Armstrong World Industries, Inc.
    Inventors: Peter A. Christie, Charles E. Hoyle
  • Patent number: 5118582
    Abstract: 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: Grant
    Filed: March 14, 1990
    Date of Patent: June 2, 1992
    Assignees: Hitachi, Ltd., Hitachi Chemical Company, Ltd.
    Inventors: Takumi Ueno, Hiroshi Shiraishi, Nobuaki Hayashi, Emiko Fukuma, Keiko Tadano
  • Patent number: 5087550
    Abstract: 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: Grant
    Filed: September 26, 1989
    Date of Patent: February 11, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Rainer Blum, Gerd Rehmer, Hans Schupp
  • 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: 5047443
    Abstract: 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: Grant
    Filed: May 18, 1989
    Date of Patent: September 10, 1991
    Assignee: BASF Aktiengesellschaft
    Inventor: Gerd Rehmer
  • 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: 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: 5000636
    Abstract: 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: Grant
    Filed: July 11, 1989
    Date of Patent: March 19, 1991
    Assignee: The Oakland Corporation
    Inventor: Richard B. Wallace
  • Patent number: 4996132
    Abstract: 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: Grant
    Filed: February 23, 1988
    Date of Patent: February 26, 1991
    Assignee: Toyko Ohka Kogyo Co. Ltd.
    Inventors: Kenji Tazawa, Akira Iwata, Tomoki Horigome, Hiroyuki Tohda
  • Patent number: 4975472
    Abstract: 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: Grant
    Filed: May 5, 1989
    Date of Patent: December 4, 1990
    Assignee: Toshiba Silicone Co., Ltd.
    Inventors: Tsuneo Motegi, Yasuji Matsumoto
  • Patent number: 4970244
    Abstract: 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: Grant
    Filed: June 3, 1985
    Date of Patent: November 13, 1990
    Assignee: Nippon Oil & Fats Company, Ltd.
    Inventors: Takeshi Komai, Mamoru Shimizu
  • 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: 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: 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: 4885229
    Abstract: 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: Grant
    Filed: December 22, 1987
    Date of Patent: December 5, 1989
    Assignee: 501 Daicel Chemical Industries Ltd.
    Inventors: Fumio Takenaka, Kouzi Tohya, Yoshihiro Ohtsuka
  • Patent number: 4861916
    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: December 3, 1986
    Date of Patent: August 29, 1989
    Assignee: Merck Patent Gesellschaft mit Beschrankter Haftung
    Inventors: Manfred Kohler, Jorg Ohngemach, Gregor Wehner, Jurgen Gehlhaus
  • Patent number: 4861637
    Abstract: 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: Grant
    Filed: February 12, 1988
    Date of Patent: August 29, 1989
    Assignee: Ricoh Company, Ltd.
    Inventors: Yutaka Ueda, Eiji Noda
  • Patent number: 4849461
    Abstract: 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: Grant
    Filed: March 18, 1987
    Date of Patent: July 18, 1989
    Assignee: Dow Corning Corporation
    Inventors: Chi-long Lee, Michael A. Lutz
  • Patent number: 4839399
    Abstract: 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: Grant
    Filed: March 5, 1987
    Date of Patent: June 13, 1989
    Assignee: Canon Kabushiki Kaisha
    Inventors: Yasufumi Sato, Megumi Munakata, Hiromichi Noguchi
  • Patent number: 4839400
    Abstract: 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: Grant
    Filed: March 6, 1987
    Date of Patent: June 13, 1989
    Assignee: Canon Kabushiki Kaisha
    Inventors: Yasufumi Sato, Megumi Munakata, Hiromichi Noguchi
  • Patent number: 4816497
    Abstract: 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: Grant
    Filed: September 8, 1986
    Date of Patent: March 28, 1989
    Assignee: The Dow Corning Corporation
    Inventors: Michael A. Lutz, Ronald S. Reaoch, Philip E. Reedy, Jr.
  • Patent number: 4794130
    Abstract: 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: Grant
    Filed: March 30, 1987
    Date of Patent: December 27, 1988
    Assignees: Agency of Industrial Science and Technology, Ministry of International Trade and Industry
    Inventors: Kiyoshi Hayakawa, Hiromi Yamakita, Masato Tazawa, Hiroshi Taoda
  • Patent number: 4786579
    Abstract: 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: Grant
    Filed: April 14, 1987
    Date of Patent: November 22, 1988
    Assignee: Tokyo Ohka Kogyo Co., Ltd.
    Inventors: Kenji Tazawa, Akihiko Saito
  • Patent number: 4777191
    Abstract: 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: Grant
    Filed: November 5, 1987
    Date of Patent: October 11, 1988
    Assignee: Nippon Oil & Fats Co., Ltd.
    Inventors: Takeshi Komai, Mamoru Shimizu
  • Patent number: 4777213
    Abstract: 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: Grant
    Filed: March 2, 1987
    Date of Patent: October 11, 1988
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Kazunori Kanda, Shinichi Ishikura, Keizou Ishii, Akio Kashihara
  • Patent number: 4771078
    Abstract: 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: Grant
    Filed: November 12, 1985
    Date of Patent: September 13, 1988
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Robert C. Schisler, Raymond E. Downey
  • Patent number: 4767793
    Abstract: 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: Grant
    Filed: January 7, 1987
    Date of Patent: August 30, 1988
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Robert C. Schisler, Raymond E. Downey
  • Patent number: 4766160
    Abstract: 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: Grant
    Filed: July 21, 1986
    Date of Patent: August 23, 1988
    Assignee: Battelle Memorial Institute
    Inventors: Daniel Bichon, Van Tao Nguyen, Michel Schneider
  • Patent number: 4762887
    Abstract: 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: Grant
    Filed: January 15, 1987
    Date of Patent: August 9, 1988
    Assignee: Wacker Silicones Corporation
    Inventors: Roy M. Griswold, Douglas G. Vanderlaan
  • Patent number: 4761435
    Abstract: 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: Grant
    Filed: October 3, 1986
    Date of Patent: August 2, 1988
    Assignee: DeSoto, Inc.
    Inventors: Edward J. Murphy, Ronald S. Conti
  • Patent number: 4755541
    Abstract: 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: Grant
    Filed: July 18, 1986
    Date of Patent: July 5, 1988
    Assignee: Fratelli Lamberti SpA
    Inventors: Giuseppe Li Bassi, Luciano Cadona, Carlo Nicora
  • Patent number: 4746685
    Abstract: 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: Grant
    Filed: August 23, 1985
    Date of Patent: May 24, 1988
    Assignee: Nippon Oil and Fats Co., Ltd.
    Inventors: Eiichi Masuhara, Yoshinori Kadoma, Takeo Matsumoto, Takeshi Komai, Eiichi Yamada, Osamu Nakachi, Godo Irukayama
  • Patent number: 4742092
    Abstract: 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: Grant
    Filed: October 14, 1986
    Date of Patent: May 3, 1988
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Yoshio Inoue, Masatoshi Arai
  • Patent number: 4735971
    Abstract: 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: Grant
    Filed: February 9, 1987
    Date of Patent: April 5, 1988
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Yoshio Inoue, Masatoshi Arai, Shinichi Sato
  • Patent number: 4699802
    Abstract: 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: Grant
    Filed: April 29, 1985
    Date of Patent: October 13, 1987
    Assignee: Loctite Corporation
    Inventors: Steven T. Nakos, Samuel Q. S. Lin
  • Patent number: 4692396
    Abstract: 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: Grant
    Filed: April 3, 1985
    Date of Patent: September 8, 1987
    Inventor: Hiroyuki Uchida
  • Patent number: 4691059
    Abstract: 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: Grant
    Filed: August 30, 1985
    Date of Patent: September 1, 1987
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Sumita B. Mitra, Smarajit Mitra
  • Patent number: 4683251
    Abstract: 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: Grant
    Filed: June 20, 1986
    Date of Patent: July 28, 1987
    Assignee: Toray Silicone Co., Ltd.
    Inventor: Ryuzo Mikami
  • Patent number: 4675346
    Abstract: 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: Grant
    Filed: January 16, 1984
    Date of Patent: June 23, 1987
    Assignee: Loctite Corporation
    Inventors: Samuel Q. S. Lin, Steven T. Nakos
  • 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