Five-membered Heterocyclic Ring Contains At Least One Nitrogen Atom As A Ring Member Patents (Class 528/117)
  • Patent number: 5342904
    Abstract: Polymer modified adducts are prepared by (A) reacting (1) an epoxy resin having an average of more than one vicinal epoxide group with (2) a compound containing an average of two or more hydrogen atoms reactive with an epoxide group; and (B) partially vinylizing reacting the product from step (A); and (C) polymerizing the partially vinylized product from step (B) with (3) a polymerizable ethylenically unsaturated monomer; with the proviso that at least one of the components (1), (2) or (3) contain one or more mesogenic or rodlike moieties. These adducts are useful as epoxy resin curing agents.
    Type: Grant
    Filed: April 7, 1993
    Date of Patent: August 30, 1994
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., Jimmy D. Earls
  • Patent number: 5338782
    Abstract: A composition comprising a 1,2-dialkylidenecyclobutane such as 1,2-dimethylenecyclobutane, a polyimide such as a bismaleimide, an epoxy resin and a curing agent for the epoxy resin can be thermally cured to a tough polymer blend having a high glass transition temperature.
    Type: Grant
    Filed: May 27, 1993
    Date of Patent: August 16, 1994
    Assignee: Shell Oil Company
    Inventor: Larry S. Corley
  • Patent number: 5324797
    Abstract: A thermosetting resinous composition contains (a) a polyfunctional oxazolidinone compound and (b) a polyamine which react with one another a polyurea polymer upon heating without emitting any emanating by-product. A novel class of polyfunctional oxazolidinone compounds and an improved method for producing the same are also disclosed.
    Type: Grant
    Filed: April 26, 1993
    Date of Patent: June 28, 1994
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Toshiyuki Ishii, Hiroyuki Nojiri, Mitsuo Yamada, Ryuzo Mizuguchi
  • Patent number: 5314984
    Abstract: Low viscosity, solventless, thermosetting resin compositions of bismaleimide resin composition and epoxy resins have unique heat stability and special utility as insulation for electric conductors to be used in the 200.degree.-250.degree. C. temperature range.
    Type: Grant
    Filed: February 5, 1993
    Date of Patent: May 24, 1994
    Assignee: General Electric Company
    Inventors: Mark Markovitz, Jeffrey D. Sheaffer
  • Patent number: 5310864
    Abstract: An adduct of a glycidyl ester of an alpha,alpha-branched saturated monocarboxylic acid containing a total of 5 to 18 carbon atoms and 2-isopropylimidazole can be used to cure epoxy resin compositions useful in preparing prepregs for electrical laminates.
    Type: Grant
    Filed: November 20, 1992
    Date of Patent: May 10, 1994
    Assignee: Shell Oil Company
    Inventors: Johannes J. M. H. Wintraecken, Antonius J. M. Zwijnenberg, Virgilius C. J. N. Van Liempd
  • Patent number: 5300595
    Abstract: A thermosetting epoxy resin powder coating composition comprising:(a) an epoxy resin having at least one 1,2-epoxy group per molecule and(b) a physical blend of isocyanuric acid and 2-phenylimidazoline.
    Type: Grant
    Filed: June 3, 1992
    Date of Patent: April 5, 1994
    Assignee: Shell Oil Company
    Inventors: Christian J. C. De Cock, Marianne N. M. Godts, Willem Karzijn, Wouter W. Jongepier
  • Patent number: 5300592
    Abstract: A resin composition comprising a polymeleimide compound having two or more maleimide groups in one molecule, a phenol novolac resin of which phenolic hydroxyl groups are epoxidized and allyl-etherified and, as an optional ingredient, a curing agent, or a resin composition comprising a polymaleimide compound having two or more maleimide groups in one molecule, a phenol novolac resin of which phenolic hydroxyl groups are allyl-etherified and an epoxy resin; and a heat resistant composite material comprising cured product of said resin composition as its matrix phase and containing a fiber as its reinforcing material.
    Type: Grant
    Filed: November 4, 1992
    Date of Patent: April 5, 1994
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Shuichi Kanagawa, Kunimasa Kamio, Shigeo Hozumi, Hiroshi Nakamura, Masao Yamagiwa
  • Patent number: 5296570
    Abstract: Compositions comprising epoxy resins containing one or more rodlike mesogenic moieties per molecule are cured with polyamines containing one or more rodlike mesogenic moieties per molecule. These curable compositions can be oriented by the application of an electric field or magnetic field or drawing and/or shear flow prior to and/or during curing. The resultant cured products exhibit an improvement in one or more physical and/or mechanical and/or thermal properties as compared to a like epoxy resin system which does not contain any rodlike mesogenic moieties.
    Type: Grant
    Filed: June 1, 1993
    Date of Patent: March 22, 1994
    Assignee: The Dow Chemical Company
    Inventors: Jimmy D. Earls, Robert E. Hefner, Jr., Paul M. Puckett
  • Patent number: 5292831
    Abstract: Phenoxy resins containing rodlike mesogenic moieties are prepared from phenolic hydroxyl containing compounds which contain such moieties.
    Type: Grant
    Filed: July 27, 1992
    Date of Patent: March 8, 1994
    Assignee: The Dow Chemical Company
    Inventors: Jimmy D. Earls, Robert E. Hefner, Jr., Paul M. Puckett
  • Patent number: 5292807
    Abstract: The present invention relates to compositions which are storage stable at room temperature and containA) at least one compound having at least two cyclic isourea groups per molecule andB) at least one compound having at least two carboxyl groups per molecule,in an amount sufficient to provide a molar ratio of isourea groups to carboxyl groups of 0.5:1 to 1.5:1.
    Type: Grant
    Filed: January 27, 1993
    Date of Patent: March 8, 1994
    Assignee: Bayer Aktiengesellschaft
    Inventors: Walter Schafer, Hanns P. Muller, Hans-Joachim Kreuder, Manfred Bock, Knud Reuter
  • Patent number: 5290882
    Abstract: A thermosetting resin composition contains (A) an imide compound having a maleimide group, (B) an epoxy resin, (C) a phenolic resin, and optionally, (D) an aromatic polymer/organopolysiloxane copolymer. Component (B) and/or (C) includes a compound containing a naphthalene ring having an allyl group and preferably, a compound containing a naphthalene ring and a double bond conjugated with an aromatic ring. The composition is easily workable and cures to products having improved heat resistance, low thermal expansion, and low water absorption.
    Type: Grant
    Filed: August 11, 1992
    Date of Patent: March 1, 1994
    Assignee: Shin-Etsu Chemical Co., Ltd.
    Inventors: Toshio Shiobara, Hisashi Shimizu, Manabu Narumi
  • Patent number: 5288816
    Abstract: The present invention relates to nonlinear optical materials comprising aminoaryl hydrazones and to nonlinear optical polymeric compositions containing recurring covalently bonded moieties derived from the aminoaryl hydrazones of the invention. The polymeric compositions of the present invention have high glass transition temperatures and exhibit stable nonlinear optical activity at high temperatures over a period of time.
    Type: Grant
    Filed: August 10, 1992
    Date of Patent: February 22, 1994
    Assignee: The Dow Chemical Company
    Inventors: Muthiah N. Inbasekaran, Mark D. Newsham, Michael N. Mang
  • Patent number: 5281675
    Abstract: Novel cyclic imino ether compositions containing one or more mesogenic moieties, when polymerized, result in products having improved properties.
    Type: Grant
    Filed: February 6, 1992
    Date of Patent: January 25, 1994
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., Jimmy D. Earls
  • Patent number: 5276073
    Abstract: A thermosetting resin composition useful for slot insulation purposes is disclosed, which includes:a liquid epoxy resin;a curing agent including an acid anhydride;a maleimide resin in an amount of 3-50 parts by weight per 100 parts by weight of the liquid epoxy resin; andfinely divided wollastonite in an amount of 50-400 parts by weight per 100 parts by weight of the liquid epoxy resin.
    Type: Grant
    Filed: August 6, 1992
    Date of Patent: January 4, 1994
    Assignees: Somar Corporation, Hitachi, Ltd.
    Inventors: Ichiro Akutagawa, Kunimitsu Matsuzaki, Toshio Matsuo, Ryuichi Fujii, Satoru Umeki, Yoshimichi Ono, Takeo Miyamoto, Koki Ueta, Naoki Kamada
  • Patent number: 5273792
    Abstract: The present invention is directed to a novel epoxy polymeric composition resulting from reacting (A) at least one compound containing an average of more than one epoxide group per molecule with (B) at least one curing agent for component (A). At least a portion of the curing agent (B) is at least a first curing agent compound which contains (a) an average of more than one active amine hydrogen atom per molecule and (b) an average of at least one aromatic ring which contains at least one pendant monovalent electron withdrawing group. The present invention also includes a process for preparing the above polymeric materials. The polymeric materials of the present invention also exhibit nonlinear optical capabilities when formed into an optically transparent medium with a noncentrosymmetric alignment of molecules. The nonlinear optical materials of the present invention are useful in electrooptic devices for use in communications and data-processing.
    Type: Grant
    Filed: March 13, 1992
    Date of Patent: December 28, 1993
    Assignee: The Dow Chemical Company
    Inventor: John J. Kester
  • Patent number: 5272189
    Abstract: Electrodepositable coating compositions comprising an active hydrogen-containing ionic resin and a curing agent which contains blocked isocyanate groups and oxazolidone groups are disclosed. These coating compositions reduce the tendency of cured electrodeposited films to cause yellowing in subsequently applied topcoat systems. The use of these electrodepositable coating compositions in the process of electrodeposition is also disclosed.
    Type: Grant
    Filed: October 19, 1992
    Date of Patent: December 21, 1993
    Assignee: PPG Industries, Inc.
    Inventor: Marvin L. Kaufman
  • Patent number: 5270406
    Abstract: Advanced epoxy resin compositions are prepared by reacting epoxy resins with active hydrogen-containing compounds which contain mesogenic moieties. Curable compositions containing these advanced epoxy resin compositions are useful in adhesives, coatings, laminates castings and the like.
    Type: Grant
    Filed: September 15, 1992
    Date of Patent: December 14, 1993
    Assignee: The Dow Chemical Company
    Inventors: Jimmy D. Earls, Paul M. Puckett, Robert E. Hefner, Jr.
  • Patent number: 5268432
    Abstract: A heat resistant adhesive composition comprising an admixture of a modified bismaleimide (BMI) resin, a modified polyamide-imide and a solvent. The bismaleimide is modified by barbituric acid and/or the derivatives thereof and the polyamide-imide is modified by an epoxy resin. The overall solid content of the heat resistant adhesive composition is in the range of about 15 to 50 percent by weight, wherein solid contents per overall solid content of the modified bismaleimide resin and the modified polyamide-imide are 60 to 90 percent and 10 to 40 percent, respectively.
    Type: Grant
    Filed: June 16, 1992
    Date of Patent: December 7, 1993
    Assignee: Industrial Technology Research Institute
    Inventors: Jing-Pin Pan, Tsung-Hsiung Wang, Shing-Yaw Hsu, Tzong-Ming Lee, Syh-Ming Ho
  • Patent number: 5266661
    Abstract: Curable compositions are disclosed which contain (I) an advanced resin composition prepared by reacting epoxy resins with active hydrogen-containing compounds which contain mesogenic moieties and (II) a suitable curing agent.
    Type: Grant
    Filed: September 15, 1992
    Date of Patent: November 30, 1993
    Assignee: The Dow Chemical Company
    Inventors: Jimmy D. Earls, Paul M. Puckett, Robert E. Hefner, Jr.
  • Patent number: 5248757
    Abstract: Compounds containing at least one cyanate group, at least one maleimide group and at least one rodlike mesogenic moiety are prepared by reacting one or more aminophenols containing one or more rodlike mesogenic moieties with a stoichiometric quantity of a maleic anhydride per amine group of said aminophenol and then cyanating the resulting phenolic functional maleimide.
    Type: Grant
    Filed: July 7, 1992
    Date of Patent: September 28, 1993
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., Jimmy D. Earls
  • Patent number: 5248758
    Abstract: Compounds containing at least one cyanate group, at least one maleimide group and at least one rodlike mesogenic moiety are prepared by reacting one or more aminophenols containing one or more rodlike mesogenic moieties with a stoichiometric quantity of a maleic anhydride per amine group of said aminophenol and then cyanating the resulting phenolic functional maleimide.
    Type: Grant
    Filed: July 7, 1992
    Date of Patent: September 28, 1993
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., Jimmy D. Earls
  • Patent number: 5244939
    Abstract: A hardening agent composition for epoxy resins and a method for forming the composition is disclosed, which comprises a low-reactive hardening agent, an imidazole compound and a zeolite, wherein the imidazole compound is substituted on the imidazole nucleus by at least one of (a) and (b): (a) an alkyl group having 2 or more carbon atoms and a polar group and (b) an alkenyl group. The hardening agent composition combined with an epoxy resin to form a thermosetting epoxy resin composition, capable of hardening under heat to give a hardened product, has a remarkably elevated adhesion strength.
    Type: Grant
    Filed: October 4, 1990
    Date of Patent: September 14, 1993
    Assignee: Somar Corporation
    Inventors: Akira Yasuda, Rihei Nagase
  • Patent number: 5237021
    Abstract: A thermosetting resinous composition contains (a) a polyfunctional oxazolidinone compound and (b) a polyamine which react with one another a polyurea polymer upon heating without emitting any emanating by-product. A novel class of polyfunctional oxazolidinone compounds and an improved method for producing the same are also disclosed.
    Type: Grant
    Filed: September 4, 1992
    Date of Patent: August 17, 1993
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Toshiyuki Ishii, Hiroyuki Nojiri, Mitsuo Yamada, Ryuzo Mizuguchi
  • Patent number: 5227452
    Abstract: Compositions comprising epoxy resins containing one or more rodlike mesogenic moieties per molecule are cured with polyamines containing one or more rodlike mesogenic moieties per molecule. These curable compositions can be oriented by the application of an electric field or magnetic field or drawing and/or shear flow prior to and/or during curing. The resultant cured products exhibit an improvement in one or more physical and/or mechanical and/or thermal properties as compared to a like epoxy resin system which does not contain any rodlike mesogenic moieties.
    Type: Grant
    Filed: June 29, 1992
    Date of Patent: July 13, 1993
    Assignee: The Dow Chemical Company
    Inventors: Jimmy D. Earls, Robert E. Hefner, Jr., Paul M. Puckett
  • Patent number: 5221723
    Abstract: Thermally stable bisimido polymers, devoid of diamine component and well adapted for the production of laminates, are prepared by copolymerizing (a) an N,N'-bismaleimide with (b) an acrylate comonomer, e.g., a novolak epoxy (meth)acrylate, in the presence of a catalytically effective amount of (c) an imidazole compound, and, optionally, (d) a chlorinated or brominated epoxy resin, or admixture thereof with a non-chlorinated or non-brominated epoxy resin.
    Type: Grant
    Filed: April 6, 1992
    Date of Patent: June 22, 1993
    Assignee: Ciba-Geigy Corporation
    Inventor: Rene Arpin
  • Patent number: 5219956
    Abstract: There is disclosed a method for hardening a curable one-package epoxy resin system formed of an epoxy resin and a hardener, which comprises heating the curable one-package epoxy resin system to start the reaction between the epoxy resin and the hardener, and, before the reaction ratio reaches 50%, leaving the curable one-package epoxy resin system to stand at an ambient temperature.
    Type: Grant
    Filed: April 6, 1992
    Date of Patent: June 15, 1993
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventor: Masayuki Fukuoka
  • Patent number: 5212261
    Abstract: Latent, heat-curable epoxy resin compositions containing metal carboxylate curing systems provide exceptional latency, particularly at elevated temperature, as well as facile curing, high T.sub.g and adhesive strength, and other attractive properties. The metal carboxylates comprise alkali metals and alkaline earth metals, aromatic and aliphatic metal carboxylates. The preferred curing systems comprise synergistic combinations of the metal carboxylates with cure modifiers.
    Type: Grant
    Filed: December 17, 1990
    Date of Patent: May 18, 1993
    Assignee: Henkel Research Corporation
    Inventor: Thomas J. Stierman
  • Patent number: 5206332
    Abstract: A curing agent for the production of low gloss powder coatings based on epoxy resins consists essentially of a mixture of the components a) 2-imidazoline derivative having a melting point of >60.degree. C. and b) cyanuric acid as well as, if desired, anticaking agents or/and stabilizers. The low gloss powder coatings produced with these curing agents have the desired low degrees of gloss and good adhesive strengths, they form smooth and uniform surfaces and show no signs of yellowing even after long stoving times.
    Type: Grant
    Filed: December 27, 1991
    Date of Patent: April 27, 1993
    Assignee: SKW Trostberg Aktiengesellschaft
    Inventors: Benedikt Hammer, Thomas Guthner, Helmut Hintermaier
  • Patent number: 5189118
    Abstract: An epoxy resin curative composition that provides cured epoxy resins exhibiting improved properties is disclosed. The curative composition comprises a mixture of 1-isopropyl-2-aryl imidazole and 1-isopropyl-2-aryl imidazoline.
    Type: Grant
    Filed: February 28, 1991
    Date of Patent: February 23, 1993
    Assignee: Texaco Chemical Company
    Inventors: Harold G. Waddill, Wei-Yang Su, George P. Speranza
  • Patent number: 5176942
    Abstract: The invention relates to a process for manufacturing fiber-reinforced boards for the electrical industry by the use of epoxy resins and latent curing agents based on imidazole/acrylic acid reaction products based on the general formula ##STR1## wherein R, R.sup.1 and R.sup.2 are, independently of one another, H or a short-chain alkyl group having from 1 to 3 carbon atoms, R.sup.3 is a group of the formula--O--(CH.sub.2)m--R.sub.4 (II)wherein m is an integer between 2 and 6, R.sup.4 is H, --OH or --O--, and n is equal to the valence of R.sup.3.
    Type: Grant
    Filed: June 4, 1990
    Date of Patent: January 5, 1993
    Assignee: Schering AG
    Inventors: Christian Burba, Werner Mrotzek
  • Patent number: 5175220
    Abstract: The invention relates to new compounds of the general formulas ##STR1## where R is a divalent, optionally branched aliphatic, cyclic or alicyclic hydrocarbon group having from 2 to 10 carbon atoms; R.sup.1 and R.sup.2 are, independently of one another, hydrogen, or aliphatic or aromatic hydrocarbon groups; R.sup.3 is --COOH, --CN, --COOC.sub.2 H.sub.4 --OH, --CONH--NH.sub.2 or --COOR.sup.4 ; R.sup.4 is an aliphatic hydrocarbon group having from 1 to 4 carbon atoms; and n is 2 or 3.
    Type: Grant
    Filed: January 3, 1992
    Date of Patent: December 29, 1992
    Assignee: Schering AG
    Inventors: Christian Burba, Werner Mrotzek
  • Patent number: 5175219
    Abstract: The invention relates to new compounds of the general formula ##STR1## where R is a divalent, optionally branched aliphatic, cyclic or alicyclic hydrocarbon group having from 2 to 10 carbon atoms; R.sup.1 and R.sup.2 are, independently of one another, hydrogen, or aliphatic or aromatic hydrocarbon groups; R.sup.3 is --COOH, --CN, --COOC.sub.2 H.sub.4 --OH, --CONH--NH.sub.2 or --COOR.sup.4 ; R.sup.4 is an aliphatic hydrocarbon group having from 1 to 4 carbon atoms; and n is 2 or 3.
    Type: Grant
    Filed: March 28, 1991
    Date of Patent: December 29, 1992
    Assignee: Schering AG
    Inventors: Christian Burba, Werner Mrotzek
  • Patent number: 5159030
    Abstract: Compounds containing at least one alkenyl group, at least one maleimide group and at least one rodlike mesogenic moiety are prepared by reacting one or more aminophenols containing one or more rodlike mesogenic moieties with a stoichiometric quantity of a maleic anhydride per amine group of said aminophenol and then alkenylating the resulting phenolic functional maleimide.
    Type: Grant
    Filed: March 25, 1991
    Date of Patent: October 27, 1992
    Assignee: The Dow Chemical Company
    Inventor: Robert E. Hefner, Jr.
  • Patent number: 5155182
    Abstract: The invention relates to new imidazolyl derivatives, their use as curing agents in epoxy-resin compositions, and curable epoxy-resin compositions containing them and composed of an epoxy resin and compounds of the general formula ##STR1## where R is the group of the alcohol component used to produce the glycidyl ethers, R.sup.1 and R.sup.2 are, independently of each other, hydrogen, --CH.sub.3 or --C.sub.2 H.sub.5, n is 2 or 3, R.sup.3 is COOH, --CH, --COHN--N.sub.H2, --COOCH.sub.2 --CH.sub.2 --OH or COOR.sup.4, R.sup.4 being an aliphatic hydrocarbon group having from 1 to 4 carbon atoms, and m is equal to the valence of R.
    Type: Grant
    Filed: August 2, 1990
    Date of Patent: October 13, 1992
    Assignee: Schering AG
    Inventors: Christian Burba, Werner Mrotzek
  • Patent number: 5152862
    Abstract: Imidazoline compounds of formula ##STR1## where n denotes 2 or 3, is suitable as cure accelerator in curable epoxide resin compositions comprising a latent curing agent.
    Type: Grant
    Filed: December 17, 1990
    Date of Patent: October 6, 1992
    Assignee: Ciba-Geigy Corporation
    Inventor: Madan M. Bagga
  • Patent number: 5130407
    Abstract: A modified epoxy resin composition for use in making a printed circuit board comprising: (1) a modified epoxy resin obtained by reacting (a) a low molecular weight epoxy resin having at least two epoxy groups which has the following formula, ##STR1## (b) an N-heterocyclic fatty amino chain-extending agent at least two active hydrogen atoms and represented by the formulas, ##STR2## and (c) at least one catalyst for catalyzing the reaction between components (a) and (b).
    Type: Grant
    Filed: January 18, 1991
    Date of Patent: July 14, 1992
    Assignee: Industrial Technology Research Institute
    Inventors: Tzong-Ming Lee, Ker-Ming Chen
  • Patent number: 5093471
    Abstract: Novel mesogenic amine curing agent for reactive monomers, such as epoxy resins and diisocyanates, comprises a mesogenic moiety, a primary amine, and a flexible alkyl spacer connected between the mesogenic moiety and the primary amine and wherein the alkyl spacer is a saturated, linear alkyl group having from about one to about twenty carbon atoms. Novel mesogenic amine has the formula: ##STR1## where M is --O--, ##STR2## or --CH.sub.2 --, where R is --NO.sub.2 or --CN, andwhere x is 1 to 20.Novel mesogenic amine has a labile group subject to cross-linking and the formula: ##STR3## where K is ##STR4## where L is ##STR5## where M is --o--, ##STR6## or --CH.sub.2 --, where Z is cinnamate, an alkene having from one to ten carbons, an isocyanate, an alkoxy, or an alcohol having from one to ten carbons,where T is a cyano, a nitro or an alkyl group having from about one to ten carbons, andwhere X is 1 to 20.
    Type: Grant
    Filed: December 7, 1989
    Date of Patent: March 3, 1992
    Assignee: Kent State University
    Inventor: John L. West
  • Patent number: 5093459
    Abstract: Solid, fusible bismaleimide resins formed from a mixture of a bismaleimide and an aminophenol still contain from 70 to 90 mol % of unconverted bismaleimide and from 30 to 60 mol % of unconverted aminophenol.
    Type: Grant
    Filed: July 9, 1990
    Date of Patent: March 3, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Roland Peter, Philipp Eisenbarth, Lothar Schlemmer
  • 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: 5086155
    Abstract: Disclosed is an epoxy resin curative exhibiting extended pot life, lower reactivity and lower viscosity at ambient temperatures and increased reactivity at moderately elevated temperatures which comprises from 1 to 10 parts by weight of the ortho, meta or para form of 1-isopropyl-2-tolylimidazole per 100 parts by weight epoxy resin. The latent reactive properties make the curative potentially useful in a variety of applications.
    Type: Grant
    Filed: September 27, 1990
    Date of Patent: February 4, 1992
    Assignee: Texaco Chemical Company
    Inventors: Harold G. Waddill, Wei-Yang Su, George P. Speranza
  • Patent number: 5086149
    Abstract: A fiber reinforced resin matrix composite material repair system is provided, which critically employs a resin comprising a catalyst of the formula I: ##STR1## with a multifunctional epoxy resin, the resin system being sealed in a water-proofed environment prior to being coated onto a fiber reinforcement. The coated fiber reinforcement is applied over the damaged area, the damaged portion having been removed, and the surrounding surface smoothed. An adhesive is applied to the remaining surface, prior to application of the patch. The resulting patch, which may further include thermoplastic toughening agents and an enhancer, can be directly cured at temperatures below 212.degree. F. to give physical properties similar to the original material.
    Type: Grant
    Filed: July 7, 1989
    Date of Patent: February 4, 1992
    Assignee: Hexcel Corporation
    Inventors: Kenneth S. Baron, Susan M. Brinkerhoff, Frank W. Lee, Stella M. McKinney
  • Patent number: 5081167
    Abstract: A polymaleimide/epoxy blend is cured with cyanamide to provide interlocked one-phase networks with superior thermal properties.
    Type: Grant
    Filed: July 16, 1990
    Date of Patent: January 14, 1992
    Assignee: Shell Oil Company
    Inventor: Roy J. Jackson
  • Patent number: 5077380
    Abstract: Compounds containing at least one cyanate group, at least one maleimide group and at least one mesogenic or rodlike moiety are prepared by reacting one or more aminophenols containing one or more mesogenic or rodlike moieties with a stoichimetric quantity of a maleic anhydride per amine group of said aminophenol and then cyanating the resulting phenolic functional maleimide.
    Type: Grant
    Filed: October 11, 1990
    Date of Patent: December 31, 1991
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., Jimmy D. Earls
  • Patent number: 5075410
    Abstract: Novel thermosetting compositions, well adapted for the production, e.g., of molded and laminated shaped articles, are comprised of a copolymerizate of (a) at least one N,N'-bisimide, (b) at least one diprimary diamine, and (c) at least one epoxy resin.
    Type: Grant
    Filed: November 13, 1990
    Date of Patent: December 24, 1991
    Assignee: Rhone-Poulenc Chimie
    Inventor: Rene Arpin
  • Patent number: 5057557
    Abstract: Epoxy resins are modified by reaction with an acidified polytertiary amine-containing compound. These modified epoxy resins when cured result in products having improved properties.
    Type: Grant
    Filed: May 11, 1990
    Date of Patent: October 15, 1991
    Assignee: The Dow Chemical Company
    Inventors: Duane S. Treybig, Pong S. Sheih, John M. McIntyre
  • Patent number: 5053474
    Abstract: Novel thermally stable imido polymers, whether in prepolymeric or cured state, well adapted for the production of prepregs and other useful shaped articles, include the copolymerizates of:(a) at least one maleic N,N'-bisimide;(b) at least one hindered diprimary diamine of the 4,4'-diamino-3,3',5,5'-tetraalkyldiphenylmethane or 1,3-or 1,4-diaminotrialkylbenzene type;(c) optionally, at least one comonomer other than a bisimide and containing one or more polymerizable carbon-carbon double bonds;(d) optionally, an imidazole compound; and(e) at least one chlorinated or brominated epoxy resin, N,N'-alkylenebistetrahalophthalimide and/or a compound containing two phenyl radicals bonded directly together via a single valence bond, a divalent radical or a bridging atom, in which each phenyl radical is substituted by a (meth)allyloxy radical and by at least two chlorine or bromine atoms.
    Type: Grant
    Filed: October 26, 1989
    Date of Patent: October 1, 1991
    Assignee: Rhone-Poulenc Chimie
    Inventors: Yves Camberlin, Philippe Michaud
  • Patent number: 5034503
    Abstract: Novel thermostable imido copolymers, well adapted for the production of prepregs useful in the fabrication of multilayer circuits, are prepared by copolymerizing (a) at least one N,N'-bis-maleimide with (b) at least one sterically hindered diprimary diamine, (c) optionally, at least one ethylenically unsaturated non-halogenated comonomer other than a bis-imide (a), (d) optionally, a free radical polymerization initiator, (e) at least one comonomer including a chlorinated or brominated epoxy resin, an N,N'-alkylene-bis-tetrahalogenophthalimide, a compound containing two phenyl radicals directly joined va a single valence bond, a divalent radical or a bridging atom, wherein such compound each phenyl radical is substituted by a (meth)allyloxy radical and by at least two chlorine or bromine atoms, and/or a non-halogenated epoxy resin, and (f) at least one alkenylphenol.
    Type: Grant
    Filed: October 16, 1990
    Date of Patent: July 23, 1991
    Assignee: Rhone-Poulenc Chimie
    Inventor: Yves Camberlin
  • Patent number: 5034494
    Abstract: Two part epoxy resin system comprising a main component comprising a bisphenol type epoxy resin having not more than 0.08% by weight of a content of a saponifiable chlorine-containing group and a curing component comprising a modified aromatic polyamine and a liquid imidazole, which has a long pot-life at room temperature and is curable even at an intermediate temperature such as about 50.degree. to 60.degree. C., and is useful as a paint composition, an adhesive, a lining material, a molding material and a floor covering material.
    Type: Grant
    Filed: November 16, 1989
    Date of Patent: July 23, 1991
    Assignee: Sunstar Giken Kabushiki Kaisha
    Inventors: Takao Nakajima, Masaaki Murase, Nobuo Agari
  • Patent number: 5021519
    Abstract: A non-elastomeric epoxy having a mol wt less than about 10,000 and curing agent therefor ("epoxy-curing-agent"), both of which (epoxy/epoxy-curing-agent) are liquid while at curing temperatures, provide a continuous liquid phase in which a polyimide (PI) generally, and a bisimide (BI) in particular, may be homogeneously dispersed to form a fluidized dispersion. In one embodiment, the less viscous epoxy/epoxy-curing-agent is the dispersive medium (continuous phase) and the PI the dispersed or discontinuous phase. In the more preferred embodiment, the epoxy/epoxy-curing-agent and PI are miscible, forming a single liquid phase in which the PI is homogeneously dispersed. In each embodiment, the epoxy is essentially unreactive with the PI. Upon curing the epoxy in a first stage, to form a polymeric epoxy matrix (also referred to as "cured epoxy resin" herein) at a temperature below 150.degree. C.
    Type: Grant
    Filed: March 24, 1988
    Date of Patent: June 4, 1991
    Assignee: Aluminum Company of America
    Inventors: Uday M. Varde, Michael N. Tackie, Rakesh K. Gupta
  • Patent number: 5006615
    Abstract: A modified epoxy resin composition for use in making a printed circuit board comprising: (1) a modified epoxy resin obtained by reacting (a) a low molecular weight epoxy resin having at least two epoxy groups which have the following formula, ##STR1## (b) a mono-nucleus chain extending agent containing N-heterocyclic fatty groups and at least two active hydrogen atoms and represented by the formulas, ##STR2## and (c) at least one catalyst for catalyzing the reaction between components (a) and (b).
    Type: Grant
    Filed: June 15, 1990
    Date of Patent: April 9, 1991
    Assignee: Industrial Technology Research Institute
    Inventors: Tzong-Ming Lee, Ker-Ming Chen