Patents Examined by Arthur H. Koeckert
  • Patent number: 5075347
    Abstract: An improved process for forming hydroperoxide derivatives of rubbery polymers. The hydroperoxide derivatives being particularly well suited for use as intermediates in forming graft rubbery polymers. The process involves dissolving a rubbery polymer in a monomer mixture and adding to the rubbery polymer/monomer mixture a photosensitizing agent. The rubbery polymer-monomer mixture is then oxygenated and exposed to light under conditions wherein triplet oxygen is converted to singlet oxygen. The improvement comprises adding to the rubbery polymer/monomer mixture a solvent capable of solubilizing the photosensitizing agent in the rubbery polymer/monomer mixutre. The solubilizer increases the yield of hydroperoxide derivatives of rubbery polymers formed by a factor of 3.
    Type: Grant
    Filed: January 23, 1989
    Date of Patent: December 24, 1991
    Assignee: The Dow Chemical Company
    Inventors: Alan E. Platt, Jerry L. Hahnfeld, David A. Habermann
  • Patent number: 5069929
    Abstract: An actinic radiation-curable, rust-preventive coating composition suitable for use in temporary protection of steel products from rusting and having improved rust preventing property even in the presence of oil on the steel surface is disclosed. The coating composition comprises: (A) from 10 to 50 parts by weight of a vinyl polymer having a glass transition temperature of not lower than 5.degree. C. and a solubility parameter in the range of 9 to 11.5; (B) from 50 to 90 parts by weight of one or more polymerizable compounds having at least one unsaturated group capable of initiating reaction by actinic radiation; and (C) from 0.1 to 20 parts by weight of an organic phosphate of the formula: ##STR1## wherein R.sub.1 is hydrogen or methyl; Y is a straight or branched chain alkylene having 2 to 20 carbon atoms which may be interrupted by one or more ester or oxy linkages and/or aromatic rings; and n is an integer of 1 to 3.
    Type: Grant
    Filed: November 27, 1989
    Date of Patent: December 3, 1991
    Assignees: Sumitomo Metal Industries, Ltd., Nippon Paint Co., Ltd.
    Inventors: Tetsuzo Arai, Yasushi Yamamoto, Mitsuyuki Raijo, Isao Fujita
  • Patent number: 5047442
    Abstract: A photopolymerizable composition comprising a vinylic compound, a sulfur-containing compound and an .alpha.-diketone is disclosed. The sulfur-containing compound may be a mercaptobenzoic acid or a polysulfide.
    Type: Grant
    Filed: August 2, 1988
    Date of Patent: September 10, 1991
    Assignee: Mitsubishi Rayon Company Limited
    Inventors: Isao Sasaki, Nobuhiro Mukai
  • Patent number: 5047446
    Abstract: Disclosed is a method of treating a free-radical-containing, optionally room-temperature-aged, irradiated, normally solid high-molecular-weight, semi-crystalline propylene polymer material at about from 40.degree. C. to 110.degree. C. for at least about 10 minutes before being exposed to the higher temperatures that deactivate the residual free radicals therein. Treatment of the polymer at the intermediate temperature causes recombination, and better utilization, of free radicals with the production of more long-chain branching. A two-stage fluid bed process, with a first stage at the intermediate temperature for radical recombination and a second radical-deactivation stage at a higher temperature, is preferred.
    Type: Grant
    Filed: July 22, 1988
    Date of Patent: September 10, 1991
    Assignee: Himont Incorporated
    Inventor: Anthony J. DeNicola, Jr.
  • 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: 5043363
    Abstract: An active energy ray-curing resin composition comprises (i) a heat-crosslinkable linear copolymer comprising 5 to 30 mol % of a monomer represented by the general formula I shown below and 5 to 50 mol % of a monomer represented by the general formula II shown below as the copolymer constituents: ##STR1## (wherein R.sup.1 is hydrogen or alkyl or hydroxyalkyl group having 1 to 3 carbon atoms; R.sup.2 is hydrogen or alkyl or acyl group having 1 to 4 carbon atoms which may have a hydroxyl group; R.sup.3 is hydrogen or alkyl group having 1 to 3 carbon atoms; R.sup.4 is a divalent hydrocarbon group which may have internally an ether bond and may also be substituted with halogen atoms; and R.sup.5 is alkyl having 3 to 12 carbon atoms or phenylalkyl group or phenyl group), and (ii) a monomer having an ethylenically unsaturated bond.
    Type: Grant
    Filed: September 12, 1990
    Date of Patent: August 27, 1991
    Assignee: Canon Kabushiki Kaisha
    Inventors: Hiromichi Noguchi, Tadayoshi Inamoto, Megumi Munakata
  • 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: 5026740
    Abstract: The invention relates to the use of a new class of sulphurated derivatives of aromatic-aliphatic or aliphatic ketones as a) polymerization or crosslinking photoinitiators for transparent or pigmented mixtures containing ethylenically unsaturated photopolymerizable compounds, in particular for obtaining polyacrylates, b) photochemically releasable latent acid catalysts, useful for crosslinking systems polycondensable by acid catalysis, of the type comprising etherified aminoplasts together with compounds containing hydroxyl, carboxyl, amido, amino and other functionalities.Said sulphurated derivatives enable manufactured articles to be obtained with exceptionally clear color while maintaining photochemical reactivity at high levels.
    Type: Grant
    Filed: July 15, 1988
    Date of Patent: June 25, 1991
    Assignee: Fratelli Lamberti S.p.A.
    Inventors: Giuseppe Li Bassi, Luciano Cadona, Carlo Nicora
  • Patent number: 5021467
    Abstract: Disclosed herein are i) a resin composition comprising (A) a di-(meth)acrylic acid ester of a carbonate diol having an average molecular weight of 500 to 3000 or of an addition compound of the carbonate diol with an .epsilon.-caprolactone, (B) a monoethylenically unsaturated monomer and optionally, (C) an initiator of photopolymerization, ii) a di-(meth)acrylic acid ester of an addition compound of a carbonate diol having an average molecular weight of 500 to 3000 with an .epsilon.-caprolactone and iii) a di(meth)acrylic acid ester represented by the formula: ##STR1## wherein R.sup.1 represents an alkylene group having 4 to 10 carbon atoms, R.sup.2 represents a hydrogen atom or a methyl group, the mean values of a and b are 0 to 5, respectively, the mean sum of a plus b is 0.5 to 5 and the mean value of l is 1 to 10.
    Type: Grant
    Filed: February 25, 1988
    Date of Patent: June 4, 1991
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Minoru Yokoshima, Tetsuo Ohkubo, Masayuki Kiyomoto
  • Patent number: 5017626
    Abstract: A visible light-curing polyester resin composition comprises an unsaturated polyester resin and a photocuring agent composed of an .alpha.-diketone, a benzyidimethyl ketal, and at least one member selected from the group consisting of (1) 2-(dimethylamino)-ethyl benzoate, (2) 2-(dimethylamino)-ethyl benzoate plus a peroxy ketal, and (3) a peroxy ketal plus a tertiaryamine.
    Type: Grant
    Filed: September 30, 1988
    Date of Patent: May 21, 1991
    Assignee: Nippon Oil & Fats Co., Ltd.
    Inventors: Yoshihiro Tomura, Shigeki Banno
  • Patent number: 5011560
    Abstract: A method of adhesion which comprises applying a two-step reactive type tacky adhesive agent comprising (1) a non-photopolymerizable epoxy resin or isocyanate compound, (2) a curing agent therefor and (3) a compound having at least one photopolymerizable vinyl group in one molecule onto a substrate, irradiating the whole applied surface with light to develop the tackiness, and sticking the substrate together to a material to be bonded, while the tackiness is retained, followed by curing.The method provides excellent green bonding strength and can permit the satisfactory adhesion without clamping, and can be particularly suitably utilized in the adhesion of materials to be bonded which have a curved surface difficult to be clumped.
    Type: Grant
    Filed: August 19, 1988
    Date of Patent: April 30, 1991
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Yoshikazu Nakai, Tsutomu Kubota
  • Patent number: 5009982
    Abstract: A photosetting liquid ink composition developable with a dilute alkaline aqueous solution and comprising (A) a resin curable with an activated energy ray, obtained by the reaction of a saturated or unsaturated polybasic acid anhydride with a product of the reaction of a novolak type epoxy compound and an unsaturated monocarboxylic acid, (B) a photopolymerization initiator, and (C) a diluent can be used for the production of an etching resist or a solder resist in the manufacture of a printed circuit. This composition, when combined with a thermosetting component, produces a photosetting and thermosetting liquid ink composition.
    Type: Grant
    Filed: June 6, 1988
    Date of Patent: April 23, 1991
    Assignee: Taiyo Ink Manufacturing Co., Ltd.
    Inventors: Yuichi Kamayachi, Syoji Inagaki
  • Patent number: 5009970
    Abstract: A solid polymer electrolyte is in the form of a gel comprising a complex of a solid polymer (e.g. poly(ethene oxide) and an alkali metal salt (e.g. LiClO.sub.4), the polymer being cross-linked to inhibit its transformation from an amorphous form to a crystalline form thereby to improve the alkali metal ion conductivity of the electrolyte at lower temperatures. The electrolyte may be made by irradiating (e.g. by gamma radiation or an electron beam) a solution, preferably aqueous, of the complex to cause the polymer to cross-link and form a gel. The electrolyte may be used as a component in a solid state electrochemical cell (e.g. for a rechargeable lithium battery), where the gel form of the electrolyte assists fabrication.
    Type: Grant
    Filed: July 25, 1988
    Date of Patent: April 23, 1991
    Assignee: United Kingdom Atomic Energy Authority
    Inventors: Esam Kronfli, Keith V. Lovell, Alan Hooper, Robin J. Neat
  • Patent number: 5004761
    Abstract: A process for continuously and stably preparing an acrylic polymer of a high quality in a high conversion and a high productivity which comprises continuously feeding a synthetic resin film onto a moving support, continuously feeding a monomer or a monomer solution onto the synthetic resin film on the moving support in the form of a thin layer, irradiating a light energy to the thin layer, continuously feeding another synthetic resin film over the thin layer and bringing it into close contact with the thin layer when the thin layer has become substantially nonflowable state, and continuing the irradiation of light energy to produce the polymer.
    Type: Grant
    Filed: July 25, 1988
    Date of Patent: April 2, 1991
    Assignee: Dai-Ichi Kogyo Seiyaku Co., Ltd.
    Inventors: Akira Yada, Shusaku Matsumoto
  • Patent number: 5001203
    Abstract: A composition comprising a polyorganophosphazene having at least some N-(acryloxyhydrocarbyl)carbamyloxyhydrocarbyloxy groups and an amount sufficient to impart cure of an aliphatic or aromatic poly acrylate ester can be cured by irradiation of the composition with ultraviolet light.
    Type: Grant
    Filed: April 11, 1988
    Date of Patent: March 19, 1991
    Assignee: Ethyl Corporation
    Inventors: Michel De Poortere, Suae-Chen Chang
  • Patent number: 4996134
    Abstract: A conjugated diene copolymer comprising (A) 10 to 60 mole % of a conjugated diene compound unit, (B) 5 to 50 mole % of an .alpha.,.beta.-ethylenically unsaturated carboxylic acid unit, (C) 0.1 to 20 mole % of a polyfunctional alkenyl compound unit, (D) 0 to 10 mole % of a diene compound unit having cyclic carbon-carbon double bonds and (E) 0 to 80 mole % of a monoolefinically unsaturated compound unit, the sum of the amounts of units (A), (B), (C), (D) and (E) being 100 mole %, said copolymer having an intrinsic viscosity [.eta.] of 0.01 to 3.0 dl/g as measured at 30.degree. C. in dimethylformamide. The copolymer is soluble in aqueous alkali solutions, excels in processability and photosetting property, and has excellent rubber elasticity and transparency even after photosetting.
    Type: Grant
    Filed: March 26, 1985
    Date of Patent: February 26, 1991
    Assignee: Japan Synthetic Rubber Co., Ltd.
    Inventors: Hiroji Enyo, Shin-ichiro Iwanaga, Yasuhiko Takemura
  • Patent number: 4996243
    Abstract: A composition of matter comprising an acrylamido-acyl or methacrylamido-acyl oligomer derived from at least one nucleophilic oligomer having at least one amino-, hydroxyl-, or thiol-substituted polyoxyalkylene, polyalkyleneimine, polyester, polyolefin, polyacrylate, or polysiloxane oligomer, said nucleophilic oliogmer having a molecular weight in the range of 200 to 20,000 is disclosed. Also disclosed are free radially polymerizable monomer-containing compositions containing said oligomers as well as acrylamido- and methacrylamido-acylated polymers which are the thermal or photocured products of said oligomers. In addition, a process is disclosed for providing said acrylamido- and methacrylamido-acylated oligomers which are useful, for example, in coatings, films, printing inks, adhesives, and saturants.
    Type: Grant
    Filed: January 16, 1990
    Date of Patent: February 26, 1991
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Jerald K. Rasmussen, Steven M. Heilmann, Frederick J. Palensky
  • Patent number: 4992547
    Abstract: The photopolymerizable mixture described contains(A) at least one ethylenically unsaturated photopolymerisable compound,(B) a photoinitiator of the formula I ##STR1## and (C) a photosensitiser from the group of aromatic carbonyl compounds having a triplet energy of 225-310 kJ/mol, for example xanthones, thioxianthones, coumarins, phthalimides, phenones and the like.Ar is phenyl substituted in the 4-position by a substituted amino group, R.sup.1 and R.sup.2 are alkyl, R.sup.3 and R.sup.4 are alkyl or alkoxyalkyl, or R.sup.3 and R.sup.4 together are 3-oxapentamethylene. Said sensitisers (C) raise the activity of said photoinitiators (B) without shortening the shelf life of the mixtures. The photocurable mixtures are used especially as binders for printing inks or paints.
    Type: Grant
    Filed: June 14, 1988
    Date of Patent: February 12, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Godwin Berner, Kurt Meier, Kurt Dietliker, Rinaldo Husler
  • Patent number: 4985470
    Abstract: A photopolymerizable composition which comprises an addition-polymerizable compound having at least one ethylenically unsaturated double bond and a photopolymerization initiator system, characterized in that said photopolymerization initiator system essentially consists of:(a) a p-dialkylaminostyrene derivative or p-dialkylaminophenylbutadiene derivative represented by the general formula ##STR1## wherein R.sup.1 and R.sup.2 independently represent an alkyl group; Y represents a divalent atom or atomic group selected from the group consisting of --O--, --S-- and --CH.dbd.
    Type: Grant
    Filed: June 30, 1986
    Date of Patent: January 15, 1991
    Assignee: Mitsubishi Kasei Corporation
    Inventors: Hideki Nagasaka, Noriaki Takahashi
  • Patent number: 4985473
    Abstract: Radiation curable coating compositions for providing solvent-resistant abhesive coatings comprise polyfluorinated acrylates and methacrylates, polyethylenically unsaturated crosslinking agents and a film-forming organic polymer. The compositions can be used after radiation curing to render substrates oil, soil, and water repellent. The cured compositions have particular use as release coatings in image transfer systems wherein a fused xerographic image is transferred from the release coated surface, to another surface due to the particular characteristics of the coatings. Novel poly(fluorooxyalkylene)urethane acrylate compounds are also disclosed.
    Type: Grant
    Filed: May 17, 1988
    Date of Patent: January 15, 1991
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Brian Howard Williams, Chung-I Young