Polymer Derived From Ethylenic Reactants Only Derived From Heterocyclic Reactant Patents (Class 525/117)
  • Patent number: 5432234
    Abstract: A novel hydroxyphenylated resin having excellent thermal stability, weather resistance, and electrical properties useful as a resin for a printed circuit board, a resin for sealing a semiconductor, an insulating materials, and the like; a process for preparing the resin; and curable epoxy composition comprising the same. Specifically, the present invention provides a novel resin containing a number of phenolic hydroxyl groups and having a high softening point and substantially no double bonds; and a process for preparing the same wherein a butadiene oligomer and a phenol compound are used as starting materials; and a curable epoxy resin composition comprising the same suitable for applications such as a sealing material.
    Type: Grant
    Filed: August 2, 1994
    Date of Patent: July 11, 1995
    Assignee: Nippon Oil Co., Ltd.
    Inventors: Masami Enomoto, Hitoshi Yuasa, Fumiaki Oshimi, Yutaka Otsuki
  • Patent number: 5428082
    Abstract: Compositions of coreactant resins, such as an epoxy resin, and polyanhydrides that contain non-cyclic anhydride moieties are cured to provide coatings that have good exterior durability. Preferred high molecular weight polyanhydrides contain a central polymer moiety that has no more than about 25 weight percent repeating units derived from unsaturated aliphatic hydrocarbon monomers. In other preferred polyanhydrides, the anhydride moleties are linked to a central moiety by an ester moiety.
    Type: Grant
    Filed: February 10, 1994
    Date of Patent: June 27, 1995
    Assignee: The Dow Chemical Company
    Inventors: Michael L. Gould, David A. Grilli, Marvin L. Dettloff, Richard A. Hickner, James A. Rabon
  • Patent number: 5420223
    Abstract: Described are several preferred acid salts and complexes of N,N-dimethylpyridine (DMAP) and 4-(4-methyl-1-piperidinyl)pyridine (MPP) which are useful as curing agents or as accelerators in preferred epoxy resin curing processes. Also described are particularly preferred processes for forming cured epoxy resin materials which are advantageously employed in large production line scale operations, and curable coating compositions.
    Type: Grant
    Filed: October 19, 1993
    Date of Patent: May 30, 1995
    Assignee: Reilly Industries, Inc.
    Inventor: John R. Johnson
  • Patent number: 5405973
    Abstract: Anhydride-functional polymerizable monomers having the structure: ##STR1## and polymers and reactive compositions prepared from these monomers are disclosed. The reactive compositions are especially useful in primer, topcoat, and in clearcoat/basecoat applications.
    Type: Grant
    Filed: January 3, 1994
    Date of Patent: April 11, 1995
    Assignee: The Sherwin-Williams Company
    Inventors: Rodney M. Harris, John R. Babjak, Thomas W. Yokoyama, Mohamed D. Shalati
  • Patent number: 5405701
    Abstract: A resin composition for aqueous coating, comprising as main components(A) a resin having hydroxyl groups and cationic groups, and(B) a compound having, in the molecule, at least two glycidyl groups each in a glycidylamino group represented by the following formula ##STR1## (R is a group selected from a hydrogen atom and a glycidyl group) directly bonding to carbon atoms of the aromatic ring. This composition is excellent in storage stability, low-temperature curability, etc. and is useful in cationic electrocoatings, in particular.
    Type: Grant
    Filed: April 15, 1993
    Date of Patent: April 11, 1995
    Assignee: Kansai Paint Co., Ltd.
    Inventors: Toshio Fujibayashi, Haruo Nagaoka
  • Patent number: 5389703
    Abstract: Hybrid polymers of epoxy resins are provided by polymerizing ethylenically unsaturated monomer in the presence of epoxy resin using a combination of oil soluble and water soluble surfactants in separate organic and aqueous phases, respectively, made up prior to combining under polymerizing conditions. The organic phase contains the monomer and epoxy resin and oil soluble surfactant while the aqueous phase contains water and the water soluble surfactant. Initiator systems can be included in the organic phase or added independently to the reaction mixture. The resulting hybrid epoxy polymer exhibits excellent properties when applied as a protective film or adhesive, and aqueous dispersions of the polymer can be compounded with polyfunctional amine curatives and still remain stable for long periods of time, making a convenient one-pack system that can be cured on application, drying and heating at a relatively low temperature.
    Type: Grant
    Filed: October 12, 1993
    Date of Patent: February 14, 1995
    Assignee: Air Products and Chemicals, Inc.
    Inventor: Hsueh-Chi Lee
  • Patent number: 5376704
    Abstract: An aqueous coating composition useful for a finish for automobiles and trucks in which the film forming binder comprises a neutralized half-ester product of an acrylic polymer having at least two reactive anhydride groups and an epoxy-containing, optionally silane-containing crosslinker. The composition may be used as a multi-package system. The composition is characterized by improved environmental resistance and excellent clarity and appearance, particularly for clearcoats.
    Type: Grant
    Filed: November 17, 1992
    Date of Patent: December 27, 1994
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Robert J. Barsotti
  • Patent number: 5367004
    Abstract: An ambient cured aqueous coating composition useful for maintenance coatings for architectural structures or for a finish or refinish for automobiles and trucks. The film-forming binder comprises a neutralized half-ester product of an acrylic polymer having at least two reactive anhydride groups and an epoxy-containing, optionally silane-containing crosslinker. The composition may be used as a mulit-package system. The composition is characterized by improved environmental resistance and excellent clarity and appearance, particularly for clearcoats.
    Type: Grant
    Filed: November 17, 1992
    Date of Patent: November 22, 1994
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Robert J. Barsotti, Lee R. Harper, Michele R. Lock
  • Patent number: 5360870
    Abstract: A novel hydroxyphenylated resin having excellent thermal stability, weather resistance, and electrical properties useful as a resin for a printed circuit board, a resin for sealing a semiconductor, an insulating materials, and the like; a process for preparing the resin; and curable epoxy composition comprising the same. Specifically, the present invention provides a novel resin containing a number of phenolic hydroxyl groups and having a high softening point and substantially no double bonds; and a process for preparing the same wherein a butadiene oligomer and a phenol compound are used as starting materials; and a curable epoxy resin composition comprising the same suitable for applications such as a sealing material.
    Type: Grant
    Filed: August 19, 1991
    Date of Patent: November 1, 1994
    Assignee: Nippon Oil Co., Ltd.
    Inventors: Masami Enomoto, Hitoshi Yuasa, Fumiaki Oshimi, Yutaka Otsuki
  • Patent number: 5344881
    Abstract: A rubber composition which is vulcanizable with organic peroxides and provides vulcanized rubber excellent in oil resistance, heat resistance, low-temperature resistance and compression set.
    Type: Grant
    Filed: June 17, 1993
    Date of Patent: September 6, 1994
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Keisaku Yamamoto, Yoshio Tanimoto, Masahiro Fukuyama, Noriyasu Yasuda
  • Patent number: 5300573
    Abstract: Thermoplastic elastomer compositions comprise a blend of polyester resin and a covalently-crosslinked acrylate rubber. Such compositions can be prepared by dynamic vulcanization of the rubber in admixture with the polyester and can exhibit high temperature dimensional stability and low oil swell.
    Type: Grant
    Filed: January 21, 1993
    Date of Patent: April 5, 1994
    Assignee: Advanced Elastomer Systems, L.P.
    Inventor: Raman Patel
  • Patent number: 5288770
    Abstract: A resin composition for a cationically electrodepositable paint comprising(A) a resin having hydroxyl groups and cationic groups,(B) an epoxy resin having at least 2 epoxy functional groups each of which comprises an epoxy group directly bound to an alicyclic ring and/or bridged alicyclic ring on average per molecule, and(C) a finely divided gelled polymer as principal components, wherein said finely divided gelled polymer is obtained by emulsion polymerizing(C-1) a polymerizable monomer containing at least two radically polymerizable unsaturated groups in the molecule, and(C-2) a radically polymerizable unsaturated monomer other than the one mentioned in (C-1), abovein the presence of a reactive emulsifier containing an allyl group in the molecule.
    Type: Grant
    Filed: January 22, 1991
    Date of Patent: February 22, 1994
    Assignee: Kansai Paint Co., Ltd.
    Inventors: Teiji Katayama, Eisaku Nakatani, Haruo Nagaoka, Kenji Yamamoto, Reiziro Nishida
  • Patent number: 5284917
    Abstract: Disclosed is a thermoplastic resin composition having excellent moldability and thermal resistance which comprises(A) a methacrylimide-containing polymer having at least 10% by weight of units represented by the general formula ##STR1## where R is a hydrogen atom or an aliphatic, aromatic or alicyclic hydrocarbon radical having 1 to 20 carbon atoms,(B) at least one thermoplastic polymer selected from the group consisting of a thermoplastic polyester (B-1) and a thermoplastic polyamide (B-2), and(C) at least one multifunctional compound selected from the group consisting of a multifunctional epoxy compound, a multifunctional oxazoline compound and a multifunctional isocyanate compound.
    Type: Grant
    Filed: July 5, 1991
    Date of Patent: February 8, 1994
    Assignee: Mitsubishi Rayon Co., Ltd.
    Inventors: Naoki Yamamoto, Hiroshi Mori, Masaharu Fujimoto
  • Patent number: 5270392
    Abstract: The present invention is to improve a thermosetting composition which contains a polymer having a half-esterified acid anhydride group, thus enhancing water and weather resistance. The thermosetting resin composition comprises(I) a compound having an epoxy group and a hydroxy group, and(II) a copolymer prepared from a radically polymerizable monomer having an acid anhydride group and a copolymerizable monomer, of which said acid anhydride group is substantially completely half-esterified.
    Type: Grant
    Filed: April 5, 1991
    Date of Patent: December 14, 1993
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Yoshitaka Okude, Akira Fushimi, Masakazu Watanabe, Seigo Miyazoe, Koichi Hagihara, Hiroshi Miwa
  • Patent number: 5268428
    Abstract: The present invention relates to binder compositions containingA) 10 to 99 parts by weight of a copolymer component containing at least one copolymer prepared from olefinically unsaturated compositions having a weight average molecular weight of 1,500 to 75,000 and having in chemically bound form both(i) 1 to 30% by weight of cyclic carboxylic anhydride groups (calculated as C.sub.4 H.sub.2 O.sub.3) and(ii) 1 to 29% by weight of epoxide groups (calculated as C.sub.2 H.sub.3 O) andB) 1 to 90 parts by weight of a hydroxyl component containing at least one organic polyol having at least two hydroxyl groups per molecule,provided that for every anhydride group of component A) there are 0.1 to 10 hydroxyl groups of component B).
    Type: Grant
    Filed: August 21, 1991
    Date of Patent: December 7, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Christian Wamprecht, Harald Blum, Josef Pedain
  • Patent number: 5247029
    Abstract: A resin composition for a cationically electrodepositable paint comprising(A) a resin having hydroxyl groups and cationic groups such as tertiary amino groups prepared from the reaction product of a polyepoxide compound and an secondary amine having hydroxyl group(s), and(B) an epoxy resin having at least 2 epoxy functional groups each of which comprises an epoxy group directly bound to an alicyclic ring and/or bridged alicyclic ring on average per molecule.
    Type: Grant
    Filed: October 7, 1991
    Date of Patent: September 21, 1993
    Assignee: Kansai Paint Co., Ltd.
    Inventors: Reiziro Nishida, Akira Tominaga
  • Patent number: 5229458
    Abstract: Powder coating compositions are provided including a thermosetting or thermoplastic particulate resinous material and as a flow modifier, a copolymer of maleic anhydride or a substituted maleic anhydride and a copolymerizable material selected from among cycloalkenes and aliphatic olefins, with said copolymer optionally chemically modified with a primary amine or alcohol. Such flow modifiers can provide the cured coating with recoat adhesion and crater control.
    Type: Grant
    Filed: October 21, 1991
    Date of Patent: July 20, 1993
    Assignee: PPG Industries, Inc.
    Inventors: Karl F. Schimmel, Paul H. Pettit, Jr.
  • Patent number: 5227243
    Abstract: Coating compositions which comprise: (i) a hydroxy-functional compound containing in the molecule an average of at least two hydroxyl groups; (ii) an anhydride-functional compound containing in the molecule an average of at least two cyclic carboxylic acid anhydride groups; and (iii) an epoxy-functional compound containing in the molecule an average of at least two cycloaliphatic epoxy groups, provide low temperature cure response and excellent durability.
    Type: Grant
    Filed: February 19, 1991
    Date of Patent: July 13, 1993
    Assignee: The Sherwin-Williams Company
    Inventors: Mohamad D. Shalati, James A. Marquart, John R. Babjak, Rodney M. Harris
  • Patent number: 5219939
    Abstract: The present invention relates to powder coating compositions which are solid below 3O.degree. C. and contain a mixture ofA) a copolymer component which is solid below 3O.degree. C. and contains at least one copolymer containing both cyclic carboxylic anhydride groups and hydroxyl groups,B) a polyepoxide component which contains at least one polyepoxide containing at least two epoxide groups per molecule.
    Type: Grant
    Filed: August 21, 1991
    Date of Patent: June 15, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Christian Wamprecht, Hans-Joachim Kreuder
  • Patent number: 5206295
    Abstract: A coating composition, useful for finishing automobiles and trucks, in which the film forming binder contains, as reactive binder components, a mixture of a first polymer having at least two reactive anhydride groups and a second polymer or oligomer having at least two reactive epoxy groups, characterized by the second polymer being structured so that the epoxy groups are skewed to have a majority thereof at one end of the polymer.
    Type: Grant
    Filed: February 25, 1991
    Date of Patent: April 27, 1993
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Lee R. Harper, Gayann S. McDonnell
  • Patent number: 5162439
    Abstract: In an adhesive for printed circuit boards, whose main components are an epoxy resin and a polymer rubber, the improvement wherein the polymer rubber is a hydrogenated conjugated diene polymer rubber having not more than 100 ppm of metal content, not more than 100 ppm of ion content as determined by ion chromatography, and an iodine value of not more than 120.
    Type: Grant
    Filed: November 17, 1989
    Date of Patent: November 10, 1992
    Assignee: Nippon Zeon Co., Ltd.
    Inventor: Suguru Tsuji
  • Patent number: 5162438
    Abstract: In an adhesive for printed circuit boards, whose main components are an epoxy resin and a polymer rubber, the improvement wherein the polymer rubber is a hydrogenated conjugated diene polymer rubber having not more than 100 ppm of metal content, not more than 100 ppm of ion content as determined by ion chromatography, and an iodine value of not more than 120, the ratio by weight of the hydrogenated conjugated diene polymer rubber to the epoxy resin in the adhesive being 35-75 weight % to 65-25 weight %.
    Type: Grant
    Filed: August 27, 1991
    Date of Patent: November 10, 1992
    Assignee: Nippon Zeon Co., Ltd.
    Inventor: Suguru Tsuji
  • Patent number: 5158995
    Abstract: A cationically electrodepositable resin composition containing as main component primary hydroxyl group-containing cationic resin obtained by reacting epoxy resin (A) having at least three epoxy group-containing functional groups represented by the following structural formula (I) ##STR1## with primary or secondary amine compound (B) containing primary hydroxyl group and optionally, further phenol compound (C) having at least one phenolic hydroxyl group in one molecule, as well as a cationically electrodepositable paint composition containing as main components said cationic resin and curing agent.
    Type: Grant
    Filed: July 25, 1991
    Date of Patent: October 27, 1992
    Assignee: Kansai Paint Co., Ltd.
    Inventors: Reiziro Nishida, Akira Tominaga
  • Patent number: 5151494
    Abstract: The invention is a polyester and a method for producing a polyester filament which has a combination of flame resistance and low pilling properties. The method comprises forming a polyester polymer from a mixture consisting essentially of terephthalate acid or dimethyl terephthalate, ethylene glycol, a chain branching agent having a functionality of at least 3 and a phosphinic acid in the amount between 0.5 and 20 mole percent of the terephthalate acid and monomer. In particular, the invention also comprises the enhanced fiber formed by the process, as well as the fabrics having a pilling of about 3 to less than 5 as measured in accordance with ASTM D-3512-82.
    Type: Grant
    Filed: January 4, 1991
    Date of Patent: September 29, 1992
    Assignee: Hoechst Celanese Corporation
    Inventors: Jerry T. Munday, Theodore D. Meiss
  • Patent number: 5147906
    Abstract: A cationically electrodepositable resin composition containing as main component primary hydroxyl group-containing cationic resin obtained by reacting epoxy resin (A) having at least three epoxy group-containing functional groups represented by the following structural formula (I) ##STR1## with primary or secondary amine compound (B) containing primary hydroxyl group and optionally, further phenol compound (C) having at least one phenolic hydroxyl group in one molecule, as well as a cationically electrodepositable paint composition containing as main components said cationic resin and curing agent.
    Type: Grant
    Filed: July 25, 1991
    Date of Patent: September 15, 1992
    Assignee: Kansai Paint Co., Ltd.
    Inventors: Reiziro Nishida, Akira Tominaga
  • Patent number: 5139631
    Abstract: A cationic electrodeposition coating resin composition composed mainly of(A) a resin containing a primary hydroxyl group and a cationic group, and(B) an epoxy resin which is a copolymer comprising recurring units represented by formula (I) ##STR1## and recurring units represented by formula (II) ##STR2## wherein R denotes a C.sub.3 -C.sub.35 alkyl group, the proportion of the recurring units of formula being 1 to 75% by weight.
    Type: Grant
    Filed: December 9, 1991
    Date of Patent: August 18, 1992
    Assignee: Kansai Paint Co., Ltd.
    Inventors: Reiziro Mishida, Akira Tominaga
  • Patent number: 5093391
    Abstract: A coating composition useful for a finish for automobiles and trucks in which the film forming binder contains reactive binder components of about(a) 25-90% by weight, based on the weight of the binder, of an acrylic polymer having at least two reactive anhydride groups composed of polymerized monomers of an ethylenically unsaturated anhydride and polymerized monomers from the group consisting of alkyl methacrylate, alkyl acrylate and any mixtures thereof, wherein the alkyl groups have 1-8 carbon atoms and the polymer has a weight average molecular weight of about 2,000-50,000;(b) 5-50% by weight, based on the weight of the binder, of a glycidyl component having at least two reactive glycidyl groups;(c) 5-50% by weight, based on the weight of the binder of an acid functional monomeric, oligomeric or polymeric compound which may or may not contain hydroxyl functionality; andthe composition contains about 0.1-5% by weight; based on the weight of the binder, of a catalyst.
    Type: Grant
    Filed: June 15, 1990
    Date of Patent: March 3, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Robert J. Barsotti, Lee R. Harper
  • Patent number: 5091498
    Abstract: The present invention describes the use of 1,3-dialkylimidazole-2-thiones as a catalyst for epoxy/anhydride reactions (and other reactions) and a method of making these catalysts. Epoxy/anhydride coatings containing these improved catalysts offer the following advantages: improved appearance (especially since even weeks after application the coatings still have a "wet" look); better pot-life; improved resistance to alkaline substances which will improve durability; improved solubility; and coatings which have a reduced volatile organic content (VOC).
    Type: Grant
    Filed: February 19, 1991
    Date of Patent: February 25, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Anthony J. Arduengo, III, Robert J. Barsotti, Patrick H. Corcoran
  • Patent number: 5089542
    Abstract: A cationically electrodepositable resin composition containing as main component primary hydroxyl group-containing cationic resin obtained by reacting epoxy resin (A) having at least three epoxy group-containing functional groups represented by the following structural formula (I) ##STR1## with primary or secondary amine compound (B) containing primary hydroxyl group and optionally, further phenol compound (C) having at least one phenolic hydroxyl group in one molecule, as well as a cationically electrodepositable paint composition containing as main components said cationic resin and curing agent.
    Type: Grant
    Filed: April 5, 1990
    Date of Patent: February 18, 1992
    Assignee: Kansai Paint Co., Ltd.
    Inventors: Reiziro Nishida, Akira Tominaga
  • Patent number: 5071914
    Abstract: The adhesive properties of a hot melt adhesive, comprising a base polymer and a tackifying resin, can be improved by introducing into the hot melt adhesive an epoxy adduct comprising the reaction product between a compound such as a polymer having at least one active hydrogen and an epoxy compound.
    Type: Grant
    Filed: August 17, 1989
    Date of Patent: December 10, 1991
    Assignee: H. B. Fuller Company
    Inventors: John M. Zimmel, Pamela M. Klinkenberg, William L. Bunnelle, Keith C. Knutson
  • Patent number: 5068153
    Abstract: A coating composition useful for a finish for automobiles and trucks in which the film forming binder contains reactive binder components of about(a) 25-90% by weight, based on the weight of the binder, of an acrylic polymer having at least two reactive anhydride groups composed of polymerized monomers of an ethylenically unsaturated anhydride and polymerized monomers from the group consisting of alkyl methacrylate, alkyl acrylate and any mixtures thereof, wherein the alkyl groups have 1-8 carbon atoms and the polymer has a weight average molecular weight of about 2,000-50,000;(b) 5-50% by weight, based on the weight of the binder, of a glycidyl component having at least two reactive glycidyl groups; and(c) 0.1-7% by weight, based on the weight of the binder, of a phosphonium catalyst or a blend of a phosphonium catalyst and a tertiary amine catalyst which may or may not contain hydroxyl groups.
    Type: Grant
    Filed: October 11, 1989
    Date of Patent: November 26, 1991
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Robert Barsotti, Lester S. Cohen
  • Patent number: 5057555
    Abstract: A coating composition useful for a finish for automobiles and trucks in which the film forming binder contains reactive binder components of about(a) 25-90% by weight, based on the weight of the binder, of an acrylic polymer having at least two reactive anhydride groups composed of polymerized monomers of an ethylenically unsaturated anhydride and polymerized monomers from the group consisting of alkyl methacrylate, alkyl acrylate and any mixtures thereof, wherein the alkyl groups have 1-8 carbon atoms and the polymer has a weight average molecular weight of about 2,000-50,000;5-50% by weight, based on the weight of the binder, of a glycidyl component having at least two reactive glycidyl groups;5-50% by weight, based on weight of the binder, of a polymeric component containing multiple hydroxy groups; andthe composition contains about 0.1-5% by weight; based on the weight of the binder, of a catalyst.
    Type: Grant
    Filed: February 8, 1990
    Date of Patent: October 15, 1991
    Inventors: Donald A. White, Robert J. Barsotti, Patrick H. Corcoran, Lili W. Altschuler
  • Patent number: 5043366
    Abstract: A self-curing aqueous resin dispersion obtained by neutralizing a resin having at least one alicyclic epoxy group and at least two carboxyl groups in the molecule, with a base and dispersing the neutralized resin in water.
    Type: Grant
    Filed: February 16, 1990
    Date of Patent: August 27, 1991
    Assignee: Kansai Paint Co., Ltd.
    Inventor: Osamu Isozaki
  • Patent number: 5037888
    Abstract: Thermoplastic elastomeric compositions of improved properties are prepared by cross-linking an ethylene/.alpha.,.beta.-unsaturated carboxylic acid, ester, or anhydride copolymer in the presence of a polyolefin using an epoxy compound catalyzed with a tertiary amine.
    Type: Grant
    Filed: November 9, 1989
    Date of Patent: August 6, 1991
    Assignee: Eastman Kodak Company
    Inventor: Jeffrey J. Vanderbilt
  • Patent number: 5035925
    Abstract: Curable, high solids, liquid coating compositions are disclosed. The resinous binder comprises a copolymer of an alpha-olefin or cycloolefin and an olefinically unsaturated monoanhydride which may include a half-ester thereof. The coating compositions are useful as clear coats in color-plus-clear automotive coatings and have good humidity resistance and mar resistance.
    Type: Grant
    Filed: January 29, 1990
    Date of Patent: July 30, 1991
    Assignee: PPG Industries, Inc.
    Inventors: Karl F. Schimmel, William P. Blackburn
  • Patent number: 5034464
    Abstract: An improved curing agent for use in coatings, laminates, moldings, castings and adhesives comprising the use of an amine-borane adduct along with a mixture of an anhydride polymer or copolymer having at least two anhydride groups and an epoxy polymer or copolymer having at least two epoxy groups. Also provided is an improved process for the preparation of tertiary amine borane curing agents.
    Type: Grant
    Filed: July 19, 1989
    Date of Patent: July 23, 1991
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Anthony J. Arduengo
  • Patent number: 5025067
    Abstract: An epoxy resin comprising an active hydrogen compound having at least three active hydrogen atoms capable of reacting with an epoxy group in its molecule or butadine or isoprene as a main monomer is modified with an oligomer having on average at least 1.5 equivalents of active hydrogen capable of reacting with an epoxy group in its molecule. An epoxy resin modified with a bisphenol and a compound having active hydrogen or acid anhydride groups capable of reacting with an epoxy group is also provided. A toner containing the epoxy resin as a binder is useful in electrostatography.
    Type: Grant
    Filed: November 16, 1988
    Date of Patent: June 18, 1991
    Assignee: Mitsui Petrochemical Industries, Ltd.
    Inventors: Yohzoh Yamamoto, Goro Suzuki, Hideo Nakamura, Kiyomi Yasuda
  • Patent number: 5017650
    Abstract: A resin composition comprising 100 parts by weight of a polyester composition comprised of(A) 5-95% by weight of an aromatic polyester, and(B) 95-5% by weight of a polyphenylene ether having a repeating unit of ##STR1## and/or a modified polyphenylene ether obtained by reacting 0.05-20% by weight of an active functional group containing monomer to said polyphenylene ether,(C) 0.05-30 parts by weight of an epoxy compound represented by the formula ##STR2## and (D) 1-60 parts by weight of an impact modifier.
    Type: Grant
    Filed: May 11, 1989
    Date of Patent: May 21, 1991
    Assignee: Toray Industries, Inc.
    Inventors: Kiyokazu Nakamura, Kiichi Kometani, Akihiko Koshino, Kenjiro Horiuchi
  • Patent number: 5017435
    Abstract: A coating composition useful for a finish for automobiles and trucks in which the film forming binder contains reactive binder components of about(a) 25-90% by weight, based on the weight of the binder, of an acrylic polymer having at least two reactive anhydride groups composed of polymerized monomers of an ethylenically unsaturated anhydride and polymerized monomers from the group consisting of alkyl methacrylate, alkyl acrylate and any mixtures thereof, wherein the alkyl groups have 1-8 carbon atoms and the polymer has a weight average molecular weight of about 2,000-50,000;(b) 5-50% by weight, based on the weight of the binder, of a glycidyl component having at least two reactive glycidyl groups;(c) 5-40% by weight, based on the weight of the binder, of a monomeric or oligomeric anhydride component; andthe composition contains about 0.1-5% by weight, based on the weight of the binder, of a catalyst.
    Type: Grant
    Filed: June 27, 1988
    Date of Patent: May 21, 1991
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Robert J. Barsotti, Lili W. Altschuler, Lee R. Harper
  • Patent number: 4980416
    Abstract: A heat-resistant resin composition, comprising (A) 30 to 95% by weight of at least oen unsaturated ester compound selected from the group consisting of (I) unsaturated ester compounds represented by the formula I: ##STR1## wherein R.sup.1 s independently stand for one member selected from the class consisting of ##STR2## wherein R.sup.3 and R.sup.4 independently stand for a hydrogen atom or a methyl group, and a hydrogen atom, and at least one R.sup.1 stands for ##STR3## wherein R.sup.3 and R.sup.4 independently stand for a hydrogen atom or a methyl group, and R.sup.2 s independently stand for an atom or an organic group selected from the class consisting of a hydrogen atom, halogen atoms, a methoxy group, and alkyl groups of 1 to 5 carbon atoms, and m stands for 0 or an integer in the range of 1 to 10, and (II) unsaturated ester compounds represented by the formula II; ##STR4## wherein R.sup.5 s independently stand for one member selected from the class consisting of ##STR5## wherein R.sup.3 and R.sup.
    Type: Grant
    Filed: January 3, 1989
    Date of Patent: December 25, 1990
    Assignee: Nippon Shokubai Kagaku Kogyo Co., Ltd.
    Inventors: Toshio Awaji, Takao Omi, Kenichi Ueda
  • Patent number: 4975474
    Abstract: A coating composition useful for a finish for automobiles and trucks in which the film forming binder contains reactive binder components of about(a) 25-94% by weight, based on the weight of the binder, of an acrylic polymer having at least two reactive anhydride groups composed of polymerized monomers of an ethylenically unsaturated anhydride and polymerized monomers from the group consisting of alkyl methacrylate, alkyl acrylate and any mixtures thereof, wherein the alkyl groups have 1-8 carbon atoms and the polymer has a weight average molecular weight of about 2,000-50,000;(b) 5-50% by weight, based on the weight of the binder, of a glycidyl component having at least two reactive glycidyl groups;(c) 1-40% by weight, based on the weight of the binder, of a self-stabilized dispersed resin; andthe composition contains about 0.1-5% by weight; based on the weight of the binder, of a catalyst.
    Type: Grant
    Filed: October 11, 1989
    Date of Patent: December 4, 1990
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Robert J. Barsotti, Patrick H. Corcoran
  • Patent number: 4943614
    Abstract: A coating composition comprising a fluorine-containing copolymer obtained by copolymerizing a fluoroolefin, an N-vinyl-lactam, a monomer having a cross-linkable functional group and other monomers copolymerizable therewith in a proportion of from 30 to 70 mol%, from 5 to 68 mol%, from 2 to 40 mol% and from 0 to 63 mol%, respectively.
    Type: Grant
    Filed: October 20, 1988
    Date of Patent: July 24, 1990
    Assignee: Asahi Glass Company Ltd.
    Inventors: Nobuyuki Miyazaki, Masao Unoki, Seiji Munekata
  • Patent number: 4927868
    Abstract: Curable, high solids, liquid coating compositions are disclosed. The resinous binder comprises a copolymer of an alpha-olefin or cycloolefin and an olefinically unsaturated monoanhydride which may include a half-ester thereof. The coating compositions are useful as clear coats in color-plus-clear automotive coatings and have good humidity resistance and mar resistance.
    Type: Grant
    Filed: August 19, 1987
    Date of Patent: May 22, 1990
    Assignee: PPG Industries, Inc.
    Inventors: Karl F. Schimmel, William P. Blackburn
  • Patent number: 4923928
    Abstract: Prereact modifiers prepared by reacting a propenylphenol with an epoxy resin are useful in toughening heat curable bismaleimide resin systems so as to minimize impact produced damage, and which have exceptional gel times.
    Type: Grant
    Filed: February 18, 1988
    Date of Patent: May 8, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Jack D. Boyd, Hong-Son Ryang
  • Patent number: 4908397
    Abstract: A coating composition useful for a finish for automobiles and trucks in which the film forming binder contains reactive binder components of about(a) 25-94% by weight, based on the weight of the binder, of an acrylic polymer having at least two reactive anhydride groups composed of polymerized monomers of an ethylenically unsaturated anhydride and polymerized monomers from the group consisting of alkyl methacrylate, alkyl acrylate and any mixtures thereof, wherein the alkyl groups have 1-8 carbon atoms and the polymer has a weight average molecular weight of about 2,000-50,000;(b) 5-50% by weight, based on the weight of the binder, of a glycidyl component having at least two reactive glycidyl groups;(c) 1-40% by weight, based on the weight of the binder, of a self-stabilized dispersed resin; andthe composition contains about 0.1-5% by weight; based on the weight of the binder, of a catalyst.
    Type: Grant
    Filed: June 27, 1988
    Date of Patent: March 13, 1990
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Robert J. Barsotti, Patrick H. Corcoran
  • Patent number: 4906677
    Abstract: A coating composition useful for a finish for automobiles and trucks in which the film forming binder contains reactive binder components of about(a) 25-90% by weight, based on the weight of the binder, of an acrylic polymer having at least two reactive anhydride groups composed of polymerized monomers of an ethylenically unsaturated anhydride and polymerized monomers from the group consisting of alkyl methacrylate, alkyl acrylate and any mixtures thereof, wherein the alkyl groups have 1-8 carbon atoms and the polymer has a weight average molecular weight of about 2,000-50,000;(b) 5-50% by weight, based on the weight of the binder, of a glycidyl component having at least two reactive glycidyl groups; and(c) 0.1-7% by weight, based on the weight of the binder, of a phosphonium catalyst or a blend of a phosphonium catalyst and a tertiary amine catalyst which may or may not contain hydroxyl groups.
    Type: Grant
    Filed: June 27, 1988
    Date of Patent: March 6, 1990
    Assignee: E. I. Du Pont de Nemours & Company
    Inventors: Robert Barsotti, Lester S. Cohen
  • Patent number: 4895900
    Abstract: This invention provides a coating composition comprising a basic nitrogen-containing acrylic resin, a polyepoxy compound and a carboxyl group-containing acrylic resin.
    Type: Grant
    Filed: December 7, 1987
    Date of Patent: January 23, 1990
    Assignee: Kansai Paint Company, Limited
    Inventors: Hajime Sukejima, Hiroshi Iwai, Kozi Matsumoto
  • Patent number: 4894413
    Abstract: Improvement in the method for preparing resin compositions for use as a laminate material in printed wiring boards wherein the resin composition is formed by mixing an epoxy-anhydride prepolymer with maleated polybutadiene and a suitable solvent. The improvement involves preparing the epoxy-anhydride prepolymer using a two step procedure instead of a single step. The two step procedure prevents uncontrolled exothermic reactions from occurring during preparation of commercial quantities of the epoxy-anhydride prepolymer and increases the versatility of the process since different anhydrides can be used in each of the two steps.
    Type: Grant
    Filed: October 9, 1987
    Date of Patent: January 16, 1990
    Assignee: Hughes Aircraft Company
    Inventors: Ephraim H. Catsiff, William E. Elias
  • Patent number: 4871807
    Abstract: Water-dilutable paint binders for the formulation of ecological stoving paints containing only minor quantities of organic solvents are described. The binders are partial condensation products of (A) a polycondensation, polymerization, or polyaddition resin as the film-forming polycarboxy compound (PC-component), and (B) an epoxy resin amine adduct (PH-component) carrying hydroxy groups and being water-insoluble under normal processing conditions. The products afford improved corrosion resistance and are particularly suited for the formulation of primers, intercoats (primer surfacers), and single coat paints.
    Type: Grant
    Filed: December 23, 1987
    Date of Patent: October 3, 1989
    Assignee: Vianova Kunstharz, A.G.
    Inventors: Werner Staritzbichler, Gert Dworak, Wolfgang Daimer
  • Patent number: 4871806
    Abstract: Curable compositions which comprise:(i) an acid-functional compound having an average of at least two carboxylic acid groups per molecule; and(ii) an anhydride-functional compound having an average of at least two cyclic carboxylic acid anhdyride groups per molecule; and(iii) an epoxy-functional compound having an average of at least one epoxy group per molecule; and(iv) a hydroxy-functional compound having an average of at least two hydroxyl groups per molecule;wherein at least one of the compounds (i), (ii), (iii) or (iv) comprises a film forming polymer.
    Type: Grant
    Filed: November 16, 1987
    Date of Patent: October 3, 1989
    Assignee: The Sherwin-Williams Company
    Inventors: Mohamad D. Shalati, James A. Marquart