Polyepoxide Polymer Having Been Reacted To Yield Terminal Ethylenic Unsaturation Patents (Class 525/922)
  • Patent number: 5198510
    Abstract: Vinyl ester resins of the type already having reactive liquid polymers reacted into the backbone of the resins, are cured in the presence of a reactive liquid polymer additive admixed with the prereacted vinyl ester resin. Heating of the system during cure causes the reactive liquid polymer additive to miscibilize with the vinyl ester base resin. The vinyl ester resin modified in the manner described above shows a significant enhancement in toughness as measured by fracture energy over unmodified counterparts or counterparts modified by known methods of adduction or admixing alone.
    Type: Grant
    Filed: January 22, 1991
    Date of Patent: March 30, 1993
    Assignee: The B. F. Goodrich Company
    Inventors: Alan R. Siebert, C. Dale Guiley
  • Patent number: 5196296
    Abstract: Epoxy acrylate resins of this invention having a structure of the general formula (I) ##STR1## in which R is hydrogen or a lower alkyl group, R' is hydrogen or methyl group, and n is an integer from 0 to 20 are heat-resistant, solvent-soluble, and photosensitive and photosensitive resin compositions containing said epoxy acrylate resins as main component exhibit high photosensitivity in addition to strong adhesion to substrates, good resistance to heat and chemicals, and good mechanical and electrical properties and are useful as materials for forming insulation films for multilayer devices and protective films for image sensors and as protective films for solder resists, plating resists, and color filters.
    Type: Grant
    Filed: July 26, 1990
    Date of Patent: March 23, 1993
    Assignees: Nippon Steel Corporation, Nippon Steel Chemical Co., Ltd.
    Inventors: Kazuhiro Watanabe, Takero Teramoto
  • Patent number: 5096938
    Abstract: Radiation-curable catalysts are obtainable by reactingA) 1 equivalent of a dihydric to hexahydric oxyalkylated C.sub.2 -C.sub.10 -alcohol withB) from 0.05 to 1 equivalent of a dibasic to tetrabasic C.sub.3 -C.sub.36 -carboxylic acid or its anhydride andC) from 0.1 to 1.5 equivalents of acrylic acid and/or methacrylic acidand reacting the excess carboxyl groups with an equivalent amount of epoxide compound, and are used in radiation-curable coating materials.
    Type: Grant
    Filed: April 3, 1990
    Date of Patent: March 17, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Erich Beck, Wolfram Weiss, Horst Schmidt
  • Patent number: 5084508
    Abstract: A resin composition comprising(a) 40 to 80% by weight of a resin comprisingan oligomer having a number average molecular weight of 900 to 3,000 in terms of polystyrene equivalent obtained by gel permeation chromatography and having two or more terminal (meth)acrylate groups andan unsaturated polyester, and(b) 20 to 60% by weight of methyl (meth)acrylate monomer.
    Type: Grant
    Filed: April 28, 1989
    Date of Patent: January 28, 1992
    Assignee: Dainippon Ink & Chemicals, Inc.
    Inventors: Katsuo Kagaya, Yoshifumi Hama, Shichinosuke Ito
  • Patent number: 5082874
    Abstract: This invention relates to aryloxy polyvinyl ethers having the formula ##STR1## wherein R is a radical having from 2 to 20 carbon atoms and is selected from the group of alkylene, alkyleneoxy alkylene, polyalkyleneoxy alkylene, arylene, alkarylene, alkarylalkylene and aralkylene; X is oxygen or sulfur; A is branched or linear alkylene having from 1 to 20 carbon atoms; B is halo or lower alkyl; n has a value of from 1 to 6 and p has a value of from 0 to 4. The invention also relates to the preparation and use of said aryloxy divinyl ethers.
    Type: Grant
    Filed: February 6, 1990
    Date of Patent: January 21, 1992
    Assignee: ISP Investments Inc.
    Inventors: Kou-Chang Liu, Fulvio J. Vara, James A. Dougherty
  • Patent number: 5075106
    Abstract: The instant invention relates to vinylic macromers containing perfluoropolyalkylether and polyalklether segments, polymers and ophthalmic devices such as intraocular implants and contact lenses and particularly soft hydrogel contact lenses made therefrom.
    Type: Grant
    Filed: December 5, 1990
    Date of Patent: December 24, 1991
    Assignee: Ciba-Geigy Corporation
    Inventor: Merrill Goldenberg
  • Patent number: 5015709
    Abstract: The invention provides a radiation-curable liquid resin for use as a secondary coating of lightwave guides which is a reaction product of (meth)acrylic acid or -acid chloride or isocyanatoalkyl-(meth)acrylate with a 1:2 addition compound of a diepoxide with a mean molecular weight.ltoreq.1000 and a short-chain .alpha.,.omega. -diol with a mean molecular weight.ltoreq.700 or with a 1:2 addition compound of a diepoxide with a mean molecular weight.ltoreq.400 and a monovalent aliphatic alcohol with a mean molecular weight.ltoreq.200, where the diepoxide is an aliphatic-aromatic or aromatic diglycidylether, an aliphatic or cycloaliphatic diepoxide or a silicon-organodiepoxide, and where the short-chain .alpha.,.omega. -diol is an .alpha..omega. -hydroxy-terminated polyoxyalkylene, an .alpha.,.omega. -hydroxy-terminated polyester, an .alpha.,.omega. -hydroxy-terminated polybutadiene, an .alpha.,.omega. -hydroxyterminated organo-functional polysiloxane or an .alpha.,.omega. -alkanediol with a mean molecular weight.
    Type: Grant
    Filed: December 19, 1988
    Date of Patent: May 14, 1991
    Assignee: Siemens Aktiengesellschaft
    Inventors: Siegfried Birkle, Hans-Dieter Feucht, Rainer Kamps, Eva Rissel
  • Patent number: 5015701
    Abstract: Described herein are curable molding compositions comprising a mixture of:(a) a vinyl ester produced by the addition of an unsaturated monocarboxylic acid to a polyepoxide and having a molecular weight greater than 300;(b) acrylic or methacrylic acid or a functionalized derivative thereof having a molecular weight of less than 300;(c) an ethylenically unsaturated monomer which is soluble in and copolymerizable with (a) and (b) and which is different from (b).The compositions can also contain one or more fibers with a melting point or a glass transition temperature above about 130.degree. C.
    Type: Grant
    Filed: July 26, 1985
    Date of Patent: May 14, 1991
    Assignee: Union Carbide Chemicals and Plastics Company Inc.
    Inventor: Linda A. Domeier
  • 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: 4961960
    Abstract: There is provided a photo-curable coating composition comprising (a) a photo-curable monomer of polymer and (b) a compound having a blocked isocyanate group and at least one ethylenically unsaturated group.
    Type: Grant
    Filed: April 13, 1984
    Date of Patent: October 9, 1990
    Assignee: Nippon Paint Co., Ltd.
    Inventor: Tamio Iimure
  • Patent number: 4945138
    Abstract: Vinyl ester resins of substituted epoxidized hydroxystyrylaza compounds are disclosed. These vinyl esters may be combined with various reactive monomers, prepolymers or polymers and cured to give a combination of high mechanical strength and glass transition temperature.
    Type: Grant
    Filed: February 28, 1989
    Date of Patent: July 31, 1990
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., John W. Robinson
  • Patent number: 4933259
    Abstract: A composition useful as an alkaline developable liquid photoimageable solder resist ink comprising a photocurable resin, a photopolymerization initiator, a reactive diluent, a solvent and optionally, a thermosetting material as main components wherein the photocurable resin comprises a reaction product of: (A) an epoxy vinyl ester resin obtained by reacting a cresol novolak epoxy resin and an unsaturated monobasic acid, (B) a polybasic acid anhydride and (C) an alkyl ketene dimer, wherein the hydroxyl value of the photocurable resin is not more than 10 carbons. Coating films formed from the subject composition have excellent adhesion, heat resistance, moisture insulation resistance and alkaline developable properties.
    Type: Grant
    Filed: August 24, 1988
    Date of Patent: June 12, 1990
    Assignee: Arakawa Chemical Industries, Ltd.
    Inventors: Machio Chihara, Mitsukazu Funahashi
  • Patent number: 4931514
    Abstract: A method of accelerating the curing of a vinyl ester resin (e.g., vinyl ester adhesives) and related compositions comprising: a vinyl ester resin (e.g., bisphenol/epichlorohydrin condensation polymer end capped with methacrylic or ethylacrylic acid); a vinyl monomer (e.g., styrene or the like); a free radical initiator (e.g., MEKP); a free radical promoter (e.g., polyvalent metal naphthenates, polyvalent metal octoates or the like); and an accelerator selected from the group consisting of methyl acetoacetate and ethyl acetoacetate, such compositions are characterized by gel times under ten minutes and physical properties approaching fully cured values within one hour.
    Type: Grant
    Filed: June 10, 1988
    Date of Patent: June 5, 1990
    Inventor: William D. Waters
  • Patent number: 4925773
    Abstract: A solder resist ink composition is disclosed which contains a photo-curable resin obtained by causing an unsaturated monocarboxylic acid to react with a cresolnovolak- or phenolnovolak-type epoxy resin, and causing a polybasic carboxylic anhydride to react with the resultant reaction product, a photo-curable resin obtained by causing an unsaturated monocarboxylic acid to react with a bisphenol A novolak- or cycloaliphatic oxirane novolak-type opoxy resin, and causing a polybasic carboxylic anhydride to react with the resultant reaction product, at least one photo-polymerizable compound selected from photo-polymerizable monomers, a photo-polymerization initiator, an organic solvent, and an inorganic filler. Also disclosed are two other solder resist ink compositions each having a different photo-curable component.
    Type: Grant
    Filed: December 18, 1987
    Date of Patent: May 15, 1990
    Assignee: Kabushiki Kaisha Toshiba
    Inventors: Masataka Miyamura, Yuusuke Wada, Kazuhiro Takeda, Yuji Nakaizumi, Teiji Kohara
  • Patent number: 4914165
    Abstract: Aqueous solvent dispersible, radiation crosslinkable compounds and oligomers containing poly(ethylenically unsaturated) group-containing components and carboxyl groups are disclosed. Each compound is a monester of a cyclic dicarboxylic acid anhydride and a 2-hydroxyalkylpolyester, said 2-hydroxyalkylpolyester being the ester of a polyepoxide with a monoester which is the monoester of a poly(ethylenically-unsaturated)alkanol and a dicarboxylic acid. These compounds and oligomers are useful in the field of graphic arts and protective coatings.
    Type: Grant
    Filed: February 3, 1988
    Date of Patent: April 3, 1990
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Thomas P. Klun, Aida F. Robbins, M. Zaki Ali
  • Patent number: 4876298
    Abstract: An epoxy resin composition which is adapted for use as an encapsulator of electronic or electric parts and which comprises an epoxy resin and a curing agent for the epoxy resin. A modified polymer obtained by reaction between an aromatic polymer and a fluorine-containing material is added to the epoxy resin, so that good characteristic properties are imparted to the resultant cured product.
    Type: Grant
    Filed: June 2, 1988
    Date of Patent: October 24, 1989
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Kunio Itoh, Toshio Shiobara
  • Patent number: 4851483
    Abstract: Vinyl ester resins of substituted epoxidized hydroxystyrylaza compounds are disclosed. These vinyl esters may be combined with various reactive monomers, prepolymers or polymers and cured to give a combination of high mechanical strength and glass transition temperature.
    Type: Grant
    Filed: September 25, 1987
    Date of Patent: July 25, 1989
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., John W. Robinson
  • Patent number: 4831063
    Abstract: A photocurable composition comprising (1) an epoxy compound having at least one epoxy group and at least one unsaturated double bond in the same molecule; (2) a metal compound present in an amount ranging from 0.001 to 10 wt. %, based on the epoxy compound; and (3) a silicon compound which is capable of forming a silanol group when irradiated with light and which is present in an amount ranging from 0.1 to 20 wt. %, based on the epoxy compound, is characterized by a particularly rapid curing rate.
    Type: Grant
    Filed: February 24, 1987
    Date of Patent: May 16, 1989
    Assignee: Kabushiki Kaisha Toshiba
    Inventors: Shuichi Suzuki, Moriyasu Wada, Shuzi Hayase
  • Patent number: 4816496
    Abstract: Disclosed are photocurable compositions which comprise(A) a compound having at least one epoxy group and at least one photocurable unsaturated ethylenic double bond within the same molecule;(B) an organometallic compound and(C) a silicon compound capable of generating silanol group by irradiation of light, or comprise(A) a compound having at least one epoxy group and at least one photocurable unsaturated ethylenic double bond within the same molecule;(E) an epoxy compound;(F) an organic phosphorus compound; and(G) a photosensitizer.The compositions of the present invention have excellent film characteristics such as good adhesion property, light resistance, heat resistance and weathering resistance.
    Type: Grant
    Filed: May 30, 1985
    Date of Patent: March 28, 1989
    Assignee: Kabushiki Kaisha Toshiba
    Inventors: Moriyasu Wada, Shuichi Suzuki, Yuusuke Wada, Shuzi Hayase, Yukihiro Mikogami
  • Patent number: 4789712
    Abstract: Dispersions of polymers and optional dispersion stabilizers in a polyepoxide resin continuous phase is characterized in that the dispersion remains stable above 60.degree. C. The compositions are curable and are useful as coatings, in preparing laminates and reinforced plastics, and as adhesives. The compositions exhibit properties which are superior to compositions containing reactive liquid polymers.
    Type: Grant
    Filed: August 10, 1987
    Date of Patent: December 6, 1988
    Assignee: The Dow Chemical Company
    Inventors: Dwight K. Hoffman, Charles B. Arends
  • Patent number: 4771085
    Abstract: A printable dielectric composition comprising finely divided particles of talc and/or mica dispersed in a curable liquid composition containing acrylated rubber modified epoxy resin oligomer, acrylated polydiene oligomer and alkyl acrylate.
    Type: Grant
    Filed: December 3, 1987
    Date of Patent: September 13, 1988
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Christina N. Lazaridis
  • Patent number: 4749727
    Abstract: Disclosed is a process for the preparation of a three dimensionally crosslinkable film-forming resin composition which process comprises irradiating an electron beam in an irradiation dose of from 0.1 to 40 Mrad onto a mixture of a film-forming resin with an alkoxysilane compound having a polymerizable unsaturated group for radical polymerization therebetween.
    Type: Grant
    Filed: October 25, 1985
    Date of Patent: June 7, 1988
    Assignee: Kansai Paint Co., Ltd.
    Inventor: Masuo Tsuchiya
  • Patent number: 4732843
    Abstract: Linear fluorooligomers having at least two reactive end groups per polymer molecule are incorporated into radiation sensitive polymer systems which have improved continuous temperature resistance and low dielectric constant. The polymer systems can be applied as lacquers. Preferably perfluorated poly-ethers and perfluorated alkanes are used as starting compounds. The polymeric product is usable as a coating for the production of printed multi-layer wirings and economises on through-bores and additional copper intermeidate layers. A further field of application exists in the field of integrated semiconductor ciruits in VLSI-technology for the production of negative photo-resists.
    Type: Grant
    Filed: August 5, 1985
    Date of Patent: March 22, 1988
    Assignee: Siemens Aktiengesellschaft
    Inventors: Klaus Budde, Friedrich Koch, Ferdinand Quella
  • Patent number: 4719268
    Abstract: Polymer modified vinyl ester resin compositions are disclosed which comprise (I) a polymer modified epoxy resin which comprises (A) an epoxy resin wherein a portion of the epoxide groups have been reacted to provide groups containing polymerizable ethylenic unsaturation; (B) at least one vinyl terminated urethane oligomer and optionally (C) at least one polymerizable ethylenically unsaturated compound and (II) a monounsaturated monocarboxylic acid or mixture of such acids.
    Type: Grant
    Filed: March 31, 1986
    Date of Patent: January 12, 1988
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., Virginia B. Messick
  • Patent number: 4708996
    Abstract: Dispersions of polymers and optional dispersion stabilizers in a polyepoxide resin continuous phase is characterized in that the dispersion remains stable above 60.degree. C. The compositions are curable and are useful as coatings, in preparing laminates and reinforced plastics, and as adhesives. The compositions exhibit properties which are superior to compositions containing reactive liquid polymers.
    Type: Grant
    Filed: October 25, 1984
    Date of Patent: November 24, 1987
    Assignee: The Dow Chemical Company
    Inventors: Dwight K. Hoffman, Charles B. Arends
  • Patent number: 4703338
    Abstract: A resin composition is suitable to seal an electronic device, when cured, and comprises:(a) an unsaturated alicyclic epoxy ester compound obtained by reacting an alicyclic epoxy compound having at least two epoxy groups in the molecule with 0.5 to 1.1 equivalent, per equivalent of the epoxy group, of acrylic or methacrylic acid,(b) a polymerizable vinyl monomer, and(c) a photopolymerization initiator.
    Type: Grant
    Filed: June 10, 1986
    Date of Patent: October 27, 1987
    Assignee: Daicel Chemical Industries, Ltd.
    Inventors: Yosuke Sagami, Akira Yamamoto, Shoji Watanabe, Tomohisa Isobe, Susumu Funato
  • Patent number: 4687806
    Abstract: This invention relates to the addition of lithium bromide to a polymeric material to reduce the viscosity of the polymeric material. This invention finds particular use in the reduction of the viscosity of radiation curable compositions, such as polyacrylates.
    Type: Grant
    Filed: November 15, 1985
    Date of Patent: August 18, 1987
    Assignee: Interez, Inc.
    Inventors: William J. Morris, deceased, Richard R. Kemmerer, Byron K. Christmas
  • 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: 4628022
    Abstract: Printed circuit boards having a plurality of circuit layers are produced on a copper-clad substrate by first forming a pattern in a desired configuration to produce the first layer of the printed circuit board, then covering it with an energy-sensitive material comprising a rubber modified epoxy resin, an acrylated epoxy resin and a viscosity modifier; the energy-sensitive material is delineated in a desired pattern and developed to uncover portions of the underlying metallization pattern and the entire substrate is then blanket cured to produce a rigid layer having openings in appropriate places; the openings are metallized and a second copper pattern is produced on the cured polymer by conventional metallization and lithographic techniques. If desired, the process is repeated until a suitable number of copper patterned levels are obtained.
    Type: Grant
    Filed: March 4, 1985
    Date of Patent: December 9, 1986
    Assignee: AT&T Technologies, Inc.
    Inventors: Jose A. Ors, Richard D. Small, Jr.
  • Patent number: 4618658
    Abstract: Polymer modified epoxy resin compositions are disclosed which comprise (A) an epoxy resin wherein a portion of the epoxide groups have been reacted to provide groups containing polymerizable ethylenic unsaturation; (B) at least one vinyl terminated urethane oligomer and optionally (C) at least one polymerizable ethylenically unsaturated compound. These compositions are useful as intermediates to novel polymer modified vinyl esters and thermoset (cured) products.
    Type: Grant
    Filed: May 16, 1985
    Date of Patent: October 21, 1986
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., Virginia B. Messick
  • Patent number: 4618703
    Abstract: Production of a reaction mixture comprising the multifunctional acrylates, methacrylates or halogenated derivatives thereof of oxyalkylated allyl alcohol characterized as being free of odor typical of allyl compounds, not lachrimatory and substantially reduced skin irritation as compared with acrylates and methacrylates of allyl alcohol. The acrylate and methacrylate compositions of the invention are useful as radiation-crosslinkable diluents for radiation-hardenable compositions (binders).
    Type: Grant
    Filed: September 13, 1985
    Date of Patent: October 21, 1986
    Assignee: Atlantic Richfield Company
    Inventors: Chandrakant B. Thanawalla, David C. Dehm
  • Patent number: 4617194
    Abstract: Coating compositions are made from a blend of an acrylic or methacrylic ester of an aliphatic polyol and an acrylic or methacrylic ester of a polyglycidyl ether of a bisphenol A-formaldehyde condensate. Such coating compositions, when cured by radiation, are useful as abrasion resistant coatings for plastics.
    Type: Grant
    Filed: September 3, 1985
    Date of Patent: October 14, 1986
    Assignee: Celanese Corporation
    Inventors: Bruce D. Scott, James W. Watkins
  • Patent number: 4595734
    Abstract: Epoxide-vinyl ester resins having significant amounts of epoxide and ethylenically unsaturated groups may be thickened by reaction thereof with polyfunctional amines. The resulting resinous products, when molded at elevated temperatures, exhibit increased viscosity and controlled flow.
    Type: Grant
    Filed: June 4, 1985
    Date of Patent: June 17, 1986
    Assignee: Interplastic Corporation
    Inventor: Thomas P. O'Hearn
  • Patent number: 4594398
    Abstract: Vinyl ester resins are prepared by reacting a polymerizable unsaturated carboxylic acid-containing compound with an epoxy resin prepared by dehydrohalogenating the reaction product of an epihalohydrin with the reaction product of an aromatic hydroxyl-containing compound and an unsaturated hydrocarbon.
    Type: Grant
    Filed: May 24, 1985
    Date of Patent: June 10, 1986
    Assignee: The Dow Chemical Company
    Inventors: Donald L. Nelson, Mary J. Lamont
  • Patent number: 4587293
    Abstract: A composition is described which thermosets when admixed with a free radical generating catalyst which composition comprises (A) an unsaturated polyester resin or vinyl ester resin, (B) a reactive monomer prepared by reacting (1) an aromatic material containing, per molecule, one polymerizable ethylenically unsaturated group and one group containing an ether linked epoxide group; and (2) a material containing at least one oxyalkylene group and is terminated in a group having at least one hydrogen atom which is reactive with an ether linked epoxide group, and (C) a polymerizable ethylenically unsaturated non-resinous monomer different from Component (B).
    Type: Grant
    Filed: January 23, 1985
    Date of Patent: May 6, 1986
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 4569957
    Abstract: This invention discloses a creep resistant thermoset molding composition which is of particular value as a material from which wheels can be made. The creep resistant molding composition of this invention is comprised of a mixture of a vinyl ester resin and a dicyclopentadiene polyester resin.
    Type: Grant
    Filed: November 16, 1984
    Date of Patent: February 11, 1986
    Assignee: The Goodyear Tire & Rubber Company
    Inventor: James A. Woelfel
  • Patent number: 4564646
    Abstract: A light- and thermosetting resin composition comprising (a) an unsaturated epoxy ester having a resin acid value of 5 or less, or a reaction product having a resin acid value of 5 or less obtained by reacting an unsaturated epoxy ester having a resin acid value of more than 5 with a monoepoxide, (b) one or more .alpha.,.beta.-unsaturated ethylenic monomers, and (c) one or more photosensitizers and peroxides can produce insulated electrical machinery and appliances improved in reliance and performance in a short treating time.
    Type: Grant
    Filed: February 16, 1984
    Date of Patent: January 14, 1986
    Assignee: Hitachi Chemical Company, Ltd.
    Inventors: Hisashi Nishigaki, Yuji Aimono
  • Patent number: 4563501
    Abstract: A cathode-precipitating electrodeposition coating composition consisting essentially of (A) 100 parts of a high-molecular-weight compound having a molecular weight of 500 to 10,000 and containing an amino group and a carbon-carbon double bond, (B) 3 to 200 parts by weight of a reaction product obtained by reacting an unsaturated carboxylic acid having 3 or 4 carbon atoms with the terminal glycidyl group of a glycidyl compound obtained by reacting a bisphenol with epichlorohydrin, and (C) 0.2 to 20 parts by weight of an oil-soluble manganese salt of a monoester of a 1,2-dicarboxylic acid or a manganese salt of sulfonated or maleinized polybutadiene having a molecular weight of 300 to 3,000.
    Type: Grant
    Filed: May 10, 1983
    Date of Patent: January 7, 1986
    Assignee: Nippon Oil Company, Ltd.
    Inventors: Yutaka Otsuki, Yoshihiko Araki, Hiroyoshi Omika, Hajime Hara, Kazuho Aoyama
  • Patent number: 4560713
    Abstract: A reinforced plastic molding having excellent heat resistance, toughness and adhesion property to a fibrous substrate is disclosed, comprising a fibrous substrate having impregnated and cured therein a curable composition comprising tri(meth)acrylate of trishydroxyalkyl isocyanurate, a modified phenol novolak-based epoxy resin and a polymerization initiator.
    Type: Grant
    Filed: January 14, 1985
    Date of Patent: December 24, 1985
    Assignee: Nitto Electric Industrial Co., Ltd.
    Inventors: Mitsuo Yoshihara, Yoshitada Morikawa, Yasuo Yamamoto, Mitsuharu Komada, Masaaki Hattori
  • Patent number: 4546129
    Abstract: New compositions of matter are disclosed which are allylated di and polycyclopentadiene diphenols. These new compositions are useful in thermoset resin compositions comprising styrene, a dicyclopentadiene-modified unsaturated polyesteramide and said allylated di and polycyclopentadiene diphenol(s).
    Type: Grant
    Filed: June 18, 1984
    Date of Patent: October 8, 1985
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 4526939
    Abstract: High solids thermosetting organic solvent solution coating compositions are disclosed which are particularly useful for sealing the pores in fiber reinforced plastics. These compositions contain a mixture of resins comprising (1) from 30% to 70% of one or more hydroxy functional resins having a number average molecular weight of at least about 700, a Gardner bubble viscosity less than about Z.sub.4 measured in methyl ethyl ketone at 90% solids at 25.degree. C., and at least 5% of the hydroxy groups thereof being primary hydroxy groups, (2) from 10% to 70% of low molecular weight epoxy ester made by esterifying one or more resinous polyepoxides having a 1,2-epoxy equivalency of at least 1.2 with an approximately stoichiometric proportion of monocarboxylic fatty acid to provide an essentially epoxy-free ester having a Gardner bubble viscosity less than Z.sub.4 at 75% solids in xylol at 25.degree. C.
    Type: Grant
    Filed: July 18, 1983
    Date of Patent: July 2, 1985
    Assignee: DeSoto, Inc.
    Inventors: Ronald J. Lewarchik, Kevin P. Murray, Marcella G. Donovan, Arthur T. Jones
  • Patent number: 4496696
    Abstract: A silicone sealant composition comprising(A) 100 parts by weight of a silanol terminated polydiorganosiloxane having a viscosity of 100 to 200,000 cSt at 25.degree. C.,(B) 0.1 to 30 parts by weight of an aminoxy group-containing organosilicon compound containing, on the average, more than two organoaminoxy groups per molecule,(C) 5 to 300 parts by weight of an inorganic filler, and(D) 1 to 30 parts by weight of an ultraviolet-curable oligomer containing acryl groups.
    Type: Grant
    Filed: December 9, 1983
    Date of Patent: January 29, 1985
    Assignee: Toshiba Silicone Co., Ltd.
    Inventor: Atsushi Kurita
  • Patent number: 4481258
    Abstract: Disclosed is a UV-curable coating composition and method of preparing it, a method of coating a conductor with it, and the resulting coated conductor. The composition comprises about 20 to about 40% by weight of an acrylated epoxy which is the reaction product of an epoxy resin and an acrylate adduct. The acrylate adduct is the reaction product of an acrylate which may be either 2-hydroxyethyl acrylate, 2-hydroxypropyl acrylate, 2-hydroxyethyl methacrylate or mixture thereof, and either an anhydride or a diisocyanate. The anhydride may be phthalic anhydride, maleic anhydride, trimellitic anhydride, or mixtures thereof. The diisocyanate can be toluene diisocyanate, 4,4'-diisocyanato diphenyl methane, or mixtures thereof. The composition also includes about 4 to about 15% by weight of an acrylated blocked isocyanate which is the reaction product of caprolactam and an acrylated isocyanate.
    Type: Grant
    Filed: October 7, 1982
    Date of Patent: November 6, 1984
    Assignee: Westinghouse Electric Corp.
    Inventors: Frank A. Sattler, William S. Gorton, Jr.
  • Patent number: 4472019
    Abstract: Radiation-curable coating compositions adapted for application to buffer-coated optical fibers are disclosed. These are intended to apply an adherent topcoat having greater toughness and greater hardness than the buffer coating. The new compositions comprise: (1) from 25% to 70% of diethylenic-terminated polyurethane, which may include urea linkages, the polyurethane being based on a diisocyanate having an average molecular weight of from 400 to 5000; (2) from 5% to 40% of a diethylenically unsaturated ester of a diglycidyl ether of a bisphenol, said ether having a molecular weight up to about 1000; and (3) from 5% to 30% of liquid radiation-curable monoethylenically unsaturated monomer having a T.sub.g above about 55.degree. C., especially N-vinyl pyrrolidone. Ultraviolet cures using acrylates as the ethylenic group are preferred.
    Type: Grant
    Filed: December 28, 1982
    Date of Patent: September 18, 1984
    Assignee: DeSoto, Inc.
    Inventors: Timothy E. Bishop, George Pasternack, Orvid R. Cutler, Jr.
  • Patent number: 4465806
    Abstract: The compositions disclosed herein comprise a mixture of:(1) An unsaturated polyester resin; such as the polymeric ester of maleic acid or anhydride and a glycol such as ethylene glycol; and(2) The reaction product of a polyepoxy compound, such as the diglycidyl ether of bisphenol-A, and an unsaturated monocarboxylic acid, such as acrylic or methacrylic acid, in which reaction product there remains unreacted at the time of mixing with said polyester resin at least 5 percent of the original epoxy groups of said polyepoxy compound.This mixture when molded or cured gives improvement with respect to thermal and humid aging as compared to similar compositions in which the epoxy groups of said reaction product are substantially all reacted prior to mixture with said unsaturated polyester resin. The flexural strength, in particular, of the compositions are better retained on aging without adverse effect on other properties.
    Type: Grant
    Filed: February 16, 1983
    Date of Patent: August 14, 1984
    Assignee: Plastics Engineering Company
    Inventor: Chung J. Lee
  • Patent number: 4447580
    Abstract: A resin composition comprising (A) a polymer having, in the molecule, at least two groups represented by the following structural formula (I): ##STR1## wherein R.sub.1 is isopropyl, sec-butyl, tert-butyl, a C.sub.5-20 alkyl group, a C.sub.3-20 cycloalkyl group, a C.sub.5-20 alkenyl group, a C.sub.3-20 hydroxyalkyl group, a C.sub.5-20 alkoxyalkyl group, a C.sub.3-20 aminoalkyl group, a C.sub.6-20 aryl group or a C.sub.6-20 arylalkyl group, and n is 0, 1 or 2, and (B) a polymer having an electron attractive group and an .alpha.,.beta.-ethylenic double bond adjacent thereto. Though said composition is stable at room temperature, it is crosslinked and cured at high temperatures because the amino group of the polymer (A) adds to the double bond of the polymer (B). Accordingly, said resin composition is suitable for use as a cathodic electrocoating material.
    Type: Grant
    Filed: November 12, 1981
    Date of Patent: May 8, 1984
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Hideo Ai, Naohiro Tsuruta
  • Patent number: 4439291
    Abstract: Polymerizable compositions comprise(a) a compound containing both(i) at least one acryloyloxy or methacryloyloxy group,(ii) at least one allyl, methallyl, or 1-propenyl group attached directly to a carbon atom which forms part of an aromatic nucleus or to an oxygen atom or an oxycarbonyl group which are in turn directly attached to such a carbon atom,the total of the said groups (i) and (ii) being at least three, and(b) a compound containing at least two mercaptan groups directly attached to aliphatic carbon atoms, in a proportion as to supply at least 0.8 such mercaptan group per allyl, methallyl or 1-propenyl group in (a) but less than 1.0 such mercaptan group in (a) per acryloyl, methacryloyl, allyl, methallyl, or 1-propenyl group.
    Type: Grant
    Filed: July 22, 1982
    Date of Patent: March 27, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Edward Irving, George E. Green
  • Patent number: 4434278
    Abstract: Radiation curable monomers useful in coating compositions are prepared by reacting part of the epoxy groups of a polyepoxide resin with acrylic or methacrylic acid followed by esterifying the remaining epoxy groups with phosphoric acid.
    Type: Grant
    Filed: September 27, 1982
    Date of Patent: February 28, 1984
    Assignee: Celanese Corporation
    Inventor: Ronald J. Skiscim
  • Patent number: 4431782
    Abstract: Sulfonium-stabilized, water-compatible, radiation-curable vinyl ester resins are prepared by the process of reacting an epoxy resin having on the average at least one vicinal epoxy group with a mercaptan and with an unsaturated monocarboxylic acid to form vinyl ester resins containing sulfide moieties which are then reacted with a protonic acid and an alkylene oxide.Compounds so prepared can be diluted with water and used as coatings.
    Type: Grant
    Filed: January 7, 1983
    Date of Patent: February 14, 1984
    Assignee: The Dow Chemical Company
    Inventors: Robert F. Harris, Dwight K. Hoffman
  • Patent number: 4426243
    Abstract: A polymerizable mixture for adhesive bonding is disclosed. The polymerizable mixture comprises a polymerizable acrylic-based material, a polymerizable epoxide-based material and a bifunctional molecular material reactable with said acrylic-based material and said epoxide-based material.
    Type: Grant
    Filed: December 1, 1981
    Date of Patent: January 17, 1984
    Assignee: Illinois Tool Works Inc.
    Inventor: Paul C. Briggs