Patents Examined by A. H. Koeckert
  • Patent number: 4672079
    Abstract: A new class of polymeric or polymerizable aromatic-aliphatic ketones, the preferred of which are: 2-hydroxy-2-methyl(4-vinylpropiophenone), 2-hydroxy-2-methyl-p(1-methylvinyl)propiophenone, p-vinylbenzoylcyclohexanol, p-(1-methylvinyl)benzoyl-cyclohexanol and their oligomerization and polymerization products, they being suitable for use as photoinitiators for the photopolymerization of ethylenically unsaturated monomers and prepolymers.Said ketones are produced by subjecting an aromatic substrate, preferably a monomer or oligomer of styrene type, to the following reaction cycle: polymerization - acylation - alphachlorination - nucleophilic substitution with the formation of epoxyether - hydrolysis of the epoxyether; or to other reactions as modifications or alternatives to this cycle.The ketones according to the present invention have high efficiency as photoinitiators both with regard to the useful concentration to be used and with regard to the polymerization rate.
    Type: Grant
    Filed: April 5, 1985
    Date of Patent: June 9, 1987
    Assignees: Fratelli Lamberti S.p.A., Consiglio Nazionale Delle Ricerche
    Inventors: Giuseppe Li Bassi, Luciano Cadona, Carlo Nicora, Carlo Carlini
  • Patent number: 4668712
    Abstract: A photopolymerizable composition composed of a polymerizable monomer and an initiator capable of polymerizing said monomer upon exposure to visible light, characterized in that said initiator consists essentially of (a) at least one kind of photosensitizer selected from an .alpha.-diketone, quinone, and derivatives thereof, and (b) at least one kind of accelerator selected from an aldehyde containing no amino groups and derivatives thereof.
    Type: Grant
    Filed: January 7, 1985
    Date of Patent: May 26, 1987
    Assignee: Kuraray Co., Ltd.
    Inventors: Kenichi Hino, Junichi Yamauchi, Koji Nishida
  • Patent number: 4666951
    Abstract: There is disclosed a photo-curable epoxy resin type composition comprising an epoxy resin, an aluminum compound, a silicon compound having a peroxysilyl group and a photosensitizer.The compositions of the present invention can suitably be used for wide varieties of electrical applications.
    Type: Grant
    Filed: March 19, 1984
    Date of Patent: May 19, 1987
    Assignee: Tokyo Shibaura Denki Kabushiki Kaisha
    Inventors: Yasunobu Onishi, Shuzi Havase, Shuichi Suzuki, Moriyasu Wada
  • Patent number: 4666952
    Abstract: Photopolymerizable mixtures comprising one or more photopolymerizable, olefinically unsaturated compounds and one or more photoinitiators or photosensitizers, with or without other conventional additives and/or assistants, contain, as an activator, a tertiary amine of the general formula (I) ##STR1## wherein R.sup.1 and R.sup.2 are each an unsubstituted alkyl, cycloalkyl or phenyl radical, hydroxyl or alkoxy, or R.sup.1 and R.sup.2 are bonded together to form a cyclic alkylene radical, R.sup.3 has the same meanings as R.sup.1 or R.sup.2 and may furthermore be hydrogen, acyloxy or substituted benzoyloxy, and R.sup.4 and R.sup.5 are each an unsubstituted or substituted alkyl, cycloalkyl or phenyl radical, or R.sup.4 and R.sup.5 are bonded together to form a cyclic alkylene or alkyleneoxyalkylene radical.
    Type: Grant
    Filed: August 29, 1984
    Date of Patent: May 19, 1987
    Assignee: BASF Aktiengesellschaft
    Inventors: Andreas Henne, Manfred Jacobi
  • Patent number: 4666954
    Abstract: Prepregs which are tacky to dry to the touch can be prepared by impregnating a solid reinforcing material with a liquid, solvent-free composition containing (a) an epoxide resin, (b) a photopolymerizable compound, (c) a heat-activatable curing agent for the epoxide resin (a) and, if appropriate, a photopolymerization catalyst for the photopolymerizable compound (b), and the composition is exposed to actinic radiation. The composition solidifies thereby to give an essentially solid layer as the result of photopolymerization of the photopolymerizable compound, whereas the epoxide resin remains substantially in a heat-curable state. In accordance with the invention, a substituted or unsubstituted aliphatic, cycloaliphatic or araliphatic amine is used as the heat-activatable curing agent (c), and the photopolymerizable compound (b) is employed in such a ratio to the heat-curable component (a) that, after irradiation with actinic light, the composition can still be shaped by thermoplastic methods.
    Type: Grant
    Filed: August 21, 1984
    Date of Patent: May 19, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Imre Forgo, Elvio Manso, Urs Gruber, Rene Huwyler
  • Patent number: 4666953
    Abstract: Polyorganosiloxanes having an average of more than two siloxane repeat units, at least one of which repeat units includes a photoinitiating group bound to the silicon atom thereof, the photoinitiating group having the formula ##STR1## where R.sup.1 and R.sup.2 are the same or different alkyl groups or R.sup.1 and R.sup.2 are alkylene groups linked to each other so that R.sup.1 and R.sup.2 together with the carbon atom to which both are attached comprise a cycloalkyl group, and R.sup.3 is H or hydrocarbyl.Compositions of these polyorganosiloxanes and silicones or organic monomers with free radical curable groups are readily cured by irradiation with UV light.
    Type: Grant
    Filed: March 28, 1985
    Date of Patent: May 19, 1987
    Assignee: Loctite Corporation
    Inventors: Philip Klemarczyk, Steven T. Nakos, Samuel Q. S. Lin
  • Patent number: 4657942
    Abstract: A photopolymerizable composition is described, comprising an addition polymerizable compound having at least two ethylenically unsaturated bonds in the molecule, at least one photopolymerization initiator, and at least one of 2-mercapto-5-substituted thiadiazole compounds represented by formulae (I) and (II) ##STR1## wherein R represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted alkylthio group, or a substituted or unsubstituted aralkylthio group; and R' represents a substituted or unsubstituted alkylene group. The composition has a remarkably good photosensitivity.
    Type: Grant
    Filed: January 27, 1986
    Date of Patent: April 14, 1987
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Masayuki Iwasaki, Minoru Maeda, Sadao Fujikura
  • Patent number: 4656202
    Abstract: This invention involves a unique wood and furniture coating composition comprising about 50 to about 85% by weight of an acrylated cellulosic, about 15 to about 45% by weight of an acrylated oligomer about 0.1 to about 10% by weight of a ultraviolet photoinitiator and sufficient solvent to render the resulting solution handleable under processing conditions. The resulting coating may be applied by a unique process that involves spraying the coating over a base coated wood substrate, flashing the solvent off, rubbing, sanding or otherwise processing the coating and then ultraviolet curing the coating by subjecting the coating to ultraviolet curing conditions. The resulting coating possesses excellent cured state film properties and good chemical resistance. Its film properties are at least equivalent to prior art cellulose nitrate coatings but it is far superior to these coatings in terms of its chemical and water resistance.
    Type: Grant
    Filed: August 28, 1985
    Date of Patent: April 7, 1987
    Assignee: Reliance Universal, Inc.
    Inventors: Dale L. Nason, Neil A. Wilson, Richard L. Gray
  • Patent number: 4654378
    Abstract: The instant invention is directed to a process for the manufacture of poly(dimethyldiallyl ammonium chloride) comprising:(a) casting upon a continuous belt apparatus to form a film having a thickness of 1/4 inch to 1 inch an aqueous dimethyldiallyl ammonium chloride solution having a monomer concentration of at least 65 percent, by weight, monomer, said monomer solution also containing a photoreducible dye in a concentration of 1.times.10.sup.-7 to 1.times.10.sup.-4 moles per liter, a mild reducing agent in a concentration of 1.times.10.sup.-5 to 1.times.10.sup.-2 moles per liter and thermal initiator in a concentration of 1.times.10.sup.-5 to 1.times.10.sup.-2 moles per liter;(b) passing of the solution under a series of lights which emit visible light at an intensity of 0.1 to 10,000 foot candles and controlling the temperature of the monomer solution in the range of 5.degree. C. to 65.degree. C.
    Type: Grant
    Filed: May 2, 1984
    Date of Patent: March 31, 1987
    Assignee: Calgon Corporation
    Inventors: Wood E. Hunter, Gary P. Craun
  • Patent number: 4649082
    Abstract: Disclosed is an ungelled radiation curable resin which is a reaction product of (a) a polyfunctional hydroxyl-containing carboxylic acid having a molecular weight less than or equal to 1,000 and having a total functionality of equal to or greater than 3; (b) an organic hydroxyl-functional compound; and (c) an alpha, beta-ethylenically unsaturated carboxylic acid. Also disclosed is a radiation curable composition containing the radiation curable resin in combination with a polymer having a glass transition temperature equal to or higher than minus 17 degrees Celsius selected from an acrylic polymer and a polyester polymer.The radiation curable resins are particularly useful for coatings over non-metallic substrates such as ABS plastics, etc., having an adherent, thin film of metal deposited by vacuum metallizing, sputtering, electroless deposition, electroplating, and the like.
    Type: Grant
    Filed: March 7, 1985
    Date of Patent: March 10, 1987
    Assignee: PPG Industries, Inc.
    Inventor: Charles B. Friedlander
  • Patent number: 4649062
    Abstract: Vehicles for ultraviolet radiation-curable ceramic enamels comprise (a) acrylate- or methacrylate-modified oligomers; (b) acrylate or methacrylate monomers, the functionality of (a) and (b) being selected to provide desired film and firing characteristics; (c) a combination of photoinitiators to provide a balance of surface and through cure; and an inhibitor to enhance shelf life. Printing media comprising pigmented frits and the vehicles are described, as are methods for their application to heat-resistant substrates, especially glass.
    Type: Grant
    Filed: April 25, 1985
    Date of Patent: March 10, 1987
    Assignee: Ciba-Geigy Corporation
    Inventors: Raymond S. Kosiorek, Leslie R. Gatechair
  • Patent number: 4647598
    Abstract: An improved process for preparing a water-soluble polymer having an excellent water solubility and a high molecular weight, which comprises subjecting a thin layer of an aqueous solution of a water-soluble vinyl monomer to polymerization on a solid support, covering the thin layer with a substantially water-insoluble organic material, e.g. a paraffin, a silicone oil or a low molecular polyethylene, and/or a slightly water-soluble or substantially water-insoluble alkylene oxide adduct at least at a point of time when the aqueous monomer solution has not freely flowed, and further continuing the polymerization.
    Type: Grant
    Filed: January 4, 1985
    Date of Patent: March 3, 1987
    Assignee: Dai-Ichi Kogyo Seiyaku Co., Ltd.
    Inventors: Akira Yada, Shusaku Matsumoto, Yoshihiro Kawamori, Takao Saito, Tadashi Nishiyama, Yoshitugu Adachi
  • Patent number: 4645781
    Abstract: Described herein are compositions suitable for photocopolymerization comprising a cyclic vinyl ether containing compound and an epoxide. These compositions can be cured to give coatings with improved flexibility and impact resistant properties.
    Type: Grant
    Filed: March 29, 1983
    Date of Patent: February 24, 1987
    Assignee: Union Carbide Corporation
    Inventors: Joseph V. Koleske, George T. Kwiatkowski
  • Patent number: 4640936
    Abstract: A dental composition which when used together with a photopolymerizable dental sealing composition promotes adhesion of resin-based dental restorative materials to the tooth consisting ofa solution of (i) at least one phosphate selected from the group consisting of methacryloyloxyethyl dihydrogen phosphate and bis-(methacryloyloxyethyl) hydrogen phosphate and (ii) a photopolymerization catalyst comprising camphor quinone and an amine, in acetone.
    Type: Grant
    Filed: March 21, 1985
    Date of Patent: February 3, 1987
    Assignee: Kulzer & Co. GmbH
    Inventors: Ralf Janda, Bernhard Eppinger
  • Patent number: 4639500
    Abstract: A resin composition curable by active energy rays characterized in containing a compound represented by a following structural formula (I).
    Type: Grant
    Filed: July 27, 1984
    Date of Patent: January 27, 1987
    Assignee: Sanyo-Kokusaku Pulp Company, Limited
    Inventor: Motonobu Kubo
  • Patent number: 4638018
    Abstract: The invention relates to acrylic telomers with grafts which can be cross linked by light, methods of synthesizing them and their applications. The telomers comprise a telogen of the mercaptan family, in particular dodecanethiol, and links of a taxogen of the acrylic family, some of which are grafted. The telomers are synthesized semi-continuously by radical initiation in the presence of initiators such as azobisisobutyronitrile, at a temperature below 75.degree. C., making it possible to obtain a number of links adapted to the desired applications. Grafting is carried out by means of glycidyl and aziridinyl groups.
    Type: Grant
    Filed: December 10, 1984
    Date of Patent: January 20, 1987
    Assignee: Cegedur Societe de Transformation de l'Aluminium Pechiney
    Inventors: Gerard Bauduin, Bernard Boutevin, Willy-Jean Deiss, Yves Pietrasanta
  • Patent number: 4636534
    Abstract: Disclosed herein is a photopolymerizable composition comprising poly-N-vinylpyrrolidone (A); a compound (B) represented by the formula (I): ##STR1## wherein each of R.sup.1, R.sup.2 and R.sup.3 represents a hydrogen atom or a methyl group; an acid amide (C) represented by the formula (II): ##STR2## wherein R.sup.4 represents a hydrogen atom or a methyl group and a monomeric compound (D) having an acryloyl group or a methacryloyl group in the molecule thereof as well as optionally a photopolymerization-initiator (E).
    Type: Grant
    Filed: October 29, 1985
    Date of Patent: January 13, 1987
    Assignee: Nippon Kayaku Kabushiki Kaisha
    Inventors: Kazuyoshi Nawata, Masahito Katayama, Minoru Yokoshima
  • Patent number: 4636533
    Abstract: A dental composition which when used together with a photopolymerizable dental sealing composition promotes adhesion of resin-based dental restorative materials to the tooth consisting of a solution of tetramethacryloyloxyethyl pyrophosphate and a photopolymerization catalyst comprising camphor quinone and an amine in acetone.
    Type: Grant
    Filed: March 21, 1985
    Date of Patent: January 13, 1987
    Assignee: Kulzer & Co. GmbH
    Inventors: Ralf Janda, Bernhard Eppinger
  • Patent number: 4634562
    Abstract: A shapable and photogellable liquid or fluid polyvinyl chloride composition comprising a blend of polyvinyl chloride with sufficient plasticizer and about 13 to 50 parts per hundred of a photopolymerizable polymer to give a liquid or fluid composition. Preferably said composition may contain a photoinitiator and a polyvinyl chloride stabilizer.
    Type: Grant
    Filed: September 8, 1981
    Date of Patent: January 6, 1987
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: Raymond E. Downey
  • Patent number: 4632944
    Abstract: A polymerizable fluid for sealing and locking engineering parts contains components which allow 2 mechanisms of polymerization, the first of the mechanisms being initiatable by radiation such as ultraviolet light, and an opacifier such as a powder dispersed in the fluid, the opacifier rendering the fluid opaque to the radiation. A coating of the fluid is applied to one of the engineering parts and the coating is exposed to the radiation which initiates the first of said polymerization mechanisms, so that polymerization occurs only in a surface layer of the coating to form a dry tack free crust thereon. Due to the presence of the opacifier, the radiation is obstructed from passing beyond the surface layer and the subcutaneous fluid is unaffected by the radiation. The second polymerization mechanism, suitably a free radical addition polymerization of known type, is initiatable when two engineering parts are assembled together.
    Type: Grant
    Filed: October 15, 1982
    Date of Patent: December 30, 1986
    Assignee: Loctite Corporation
    Inventor: William H. Thompson