Nitrogen-containing Carboxylic Acid, Salt Thereof, Or Anhydride, Or Nitrogen-containing Salt Of A Non-nitrogen-containing Carboxylic Acid Patents (Class 528/114)
  • Patent number: 11490789
    Abstract: Provided are an adhesive for an endoscope, a cured product thereof, an endoscope produced using the adhesive for an endoscope, and a method for producing the endoscope. The adhesive for an endoscope is a two-component adhesive for an endoscope. The two-component adhesive has a base and a curing agent. The base includes at least one epoxy resin (A) selected from the group consisting of bisphenol A epoxy resins, bisphenol F epoxy resins, and phenol novolac epoxy resins. The curing agent includes at least one specific polyamine compound (B). The adhesive for an endoscope is used to fix at least one of a metal member or a glass member constituting the endoscope.
    Type: Grant
    Filed: February 26, 2020
    Date of Patent: November 8, 2022
    Assignee: FUJIFILM Corporation
    Inventors: Kazushi Furukawa, Toshihide Yoshitani, Yoshihiro Nakai
  • Patent number: 10973392
    Abstract: Provided are an adhesive for an endoscope, a cured product, an endoscope, and a method for producing an endoscope. The adhesive for an endoscope is a two-component adhesive for an endoscope. The two-component adhesive has a base and a curing agent. The base includes at least one epoxy resin (A) selected from the group consisting of bisphenol A epoxy resins, bisphenol F epoxy resins, and phenol novolac epoxy resins. The curing agent includes a tertiary amine compound (B). The tertiary amine compound (B) accounts for 60 mass % or more of a curing component included in the curing agent.
    Type: Grant
    Filed: February 26, 2020
    Date of Patent: April 13, 2021
    Assignee: FUJIFILM Corporation
    Inventors: Kazushi Furukawa, Toshihide Yoshitani, Yoshihiro Nakai
  • Patent number: 10494329
    Abstract: In synthesis of a compound represented by the General Formula (1) or a salt thereof, nitrilotriacetic acid as its raw material is reacted with a dehydrating agent to allow dehydration, and the resulting nitrilotriacetic acid anhydride is reacted with a dialkylamine to obtain a reaction intermediate product. The reaction intermediate product is then similarly reacted with a dehydrating agent to allow dehydration, and the resulting reaction intermediate anhydride is reacted with a dialkylamine to synthesize a tetraalkylnitriloacetic acid diacetamide compound. In Formula (1), R1, R2, R3 and R4 independently represent the same or different hydrocarbon group, with the proviso that the total number of carbon atoms in the hydrocarbon groups R1, R2, R3, and R4 is 8 to 64.
    Type: Grant
    Filed: September 14, 2018
    Date of Patent: December 3, 2019
    Assignee: JAPAN ATOMIC ENERGY AGENCY
    Inventors: Kojiro Shimojo, Hirochika Naganawa
  • Publication number: 20140128511
    Abstract: The invention relates to thermosetting compositions containing isocyanurate ring(s) prepared through chain extension of an epoxy resin (a) with carboxyl-functional oligomers (b), which are the reaction product of polyols (i) containing one or more isocyanurate ring(s) and polycarboxylic acids or their anhydrides (ii). The polyols (i) containing one or more isocyanurate ring(s) can be prepared from the reactions of tris (2-hydroxyalkyl) isocyanurates with a modifier from a caprolactone or alkylene oxide, or glycidyl ester or glycidyl ether and mixtures thereof. The epoxy-functional thermosetting compositions containing an isocyanurate ring(s) can be further reacted with unsaturated acids, preferably (meth)acrylic acid, to obtain a curable polyacrylate. Both epoxy-functional isocyanurate and acrylate-functional isocyanurate thermosetting compositions can be further modified with a polyisocyanate to produce a composition that is useful as a reactive adhesive, binder or in other applications.
    Type: Application
    Filed: January 10, 2014
    Publication date: May 8, 2014
    Applicant: CCP Composites US LLC
    Inventors: Ming Yang Zhao, Chih-Pin Hsu
  • Patent number: 8293132
    Abstract: The invention relates to a curing agent for epoxy resins, comprising a phenalkamine blended with a salted polyamine or a salted polyamine-epoxy adduct to form a curing agent for an epoxy resin, wherein at least one-third of the primary amine groups of the salted polyamine or the salted polyamine-epoxy adduct are blocked.
    Type: Grant
    Filed: December 10, 2008
    Date of Patent: October 23, 2012
    Assignee: Cognis IP Management GmbH
    Inventors: Setsuo Sato, Shailesh C Shah, Ramiro Carielo Bueno, Robert M Moon, Arnaldo Ferreira
  • Patent number: 8008405
    Abstract: The present invention is directed to a passivating material suitable for passivating a metal surface. The passivating material comprises a polymer which comprises (a) at least one nitro group, and/or pyridine group, and/or phenolic hydroxyl group; and (b) at least one group selected from a phosphorous-containing group and/or a carboxylic acid group, wherein the at least one phosphorous-containing group is selected from a phosphate, a phosphite, or a non-nitrogen substituted phosphonate.
    Type: Grant
    Filed: August 12, 2008
    Date of Patent: August 30, 2011
    Assignee: PPG Industries Ohio, Inc.
    Inventors: Cathy A. Taylor, Daniel Rardon, Paul Lamers, Kapiappa G. Ragunathan, Shanti Swarup, Michael Hart
  • Patent number: 7741010
    Abstract: A laser-decomposable resin composition, includes: (A) a polymer compound containing a structure represented by formula (0) as a repeating unit in a main chain of the polymer compound: wherein R1 represents H or a hydrocarbyl group which may have a substituent; and (B) a photo-latent or heat-latent catalyst, and a pattern-forming material, includes: a layer containing the laser-decomposable resin composition.
    Type: Grant
    Filed: January 24, 2008
    Date of Patent: June 22, 2010
    Assignee: FUJIFILM Corporation
    Inventor: Yoshinori Taguchi
  • Patent number: 6808819
    Abstract: A resin composition comprising the associated product of a polyimide resin having acid anhydride groups in the skeleton with an epoxy resin-curing catalyst, an epoxy resin, and optionally, an epoxy resin-curing agent has excellent adhesion, heat resistance, shelf stability and solvent resistance. An adhesive film comprising the resin composition is useful as an adhesive or sealant for printed circuit boards and semiconductor packages.
    Type: Grant
    Filed: February 14, 2003
    Date of Patent: October 26, 2004
    Assignee: Shin Etsu Chemical Co., Ltd.
    Inventors: Nobuhiro Ichiroku, Toshio Shiobara
  • Patent number: 6660385
    Abstract: The present invention provides a cationic paint composition containing as resin component a polyol-modified amino group-containing epoxy resin obtained by reacting an epoxy resin with epoxy equivalent 180-2500 with a alkyl phenol and/or a carboxylic acid; a polyol obtained by adding a caprolactone to a compound containing a plurality of active hydrogen groups and an amino group-containing compound.
    Type: Grant
    Filed: October 3, 2001
    Date of Patent: December 9, 2003
    Assignee: Kansai Paint Co., Ltd.
    Inventors: Shigeo Nishiguchi, Koji Kamikado, Susumu Midogochi, Akira Tominaga
  • Patent number: 6605688
    Abstract: This invention concerns low viscosity aldimine and ketimine reactive diluents having multi-imine functionality, which are useful in automotive refinish coating compositions, including a process for making them and the coatings that contain them.
    Type: Grant
    Filed: November 9, 2001
    Date of Patent: August 12, 2003
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Marko Strukelj
  • Patent number: 6503629
    Abstract: The present invention provides a cationic coating composition capable of forming a coating film which is excellent in a corrosion resistance and an adhesive property and an electrodepositably coating property toward a rust preventive steel plate (zinc-plated steel plate). The cationic coating composition described above comprises as a vehicle component, a polyol-modified, amino group-containing epoxy resin prepared by reacting an epoxy resin (A) having an epoxy equivalent of 180 to 2500 with a polyol compound (B) obtained by adding caprolactone to a compound having plural active hydrogen groups and an amino group-containing compound (C).
    Type: Grant
    Filed: December 22, 2000
    Date of Patent: January 7, 2003
    Assignee: Kansai Paint Co., Ltd.
    Inventors: Shigeo Nishiguchi, Koji Kamikado, Tadayoshi Hiraki, Akira Tominaga
  • Patent number: 6399742
    Abstract: This invention concerns low viscosity aldimine and ketimine reactive diluents having multi-imine functionality, which are useful in automotive refinish coating compositions, including a process for making them and the coatings that contain them.
    Type: Grant
    Filed: June 18, 1999
    Date of Patent: June 4, 2002
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Marko Strukelj
  • Patent number: 6365673
    Abstract: This invention concerns low viscosity aldimine and ketimine reactive diluents having multi-imine functionality, which are useful in automotive refinish coating compositions, including a process for making them and the coatings that contain them.
    Type: Grant
    Filed: June 18, 1999
    Date of Patent: April 2, 2002
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Patrick Henry Corcoran, Carl Brent Douglas, Eric Diaz Felton, Robert Allen Halling, Josef Huybrechts, Gary Delmar Jaycox, Marko Strukelj
  • Patent number: 6169158
    Abstract: The present invention is directed to a polyglycidyl compound having on average more than two, preferably more than two and a half, particularly preferably more than three, glycidyl groups per molecule and a Tg value (determined by DSC, heating rate=20° C./min) higher than 20° C.
    Type: Grant
    Filed: April 23, 1999
    Date of Patent: January 2, 2001
    Assignee: Vantico, Inc.
    Inventors: Christoph Rickert, Hugh Stephen Laver
  • Patent number: 6090905
    Abstract: Mannich-derivatized polyphenolic compositions prepared by the reaction of a phenolic compound having at least two phenol rings with an aldehyde and an amphoteric compound having both a basic moiety and an acidic moiety are disclosed. Methods for utilizing such compositions in the control of stickie formation in papermaking are also disclosed.
    Type: Grant
    Filed: February 12, 1999
    Date of Patent: July 18, 2000
    Assignee: Calgon Corporation
    Inventors: Walter A. Juzukonis, Shih-Ruey T. Chen
  • Patent number: 6084037
    Abstract: In an epoxy resin composition comprising an epoxy resin, a curing agent, and an inorganic filler, there are blended a salt of trimellitic anhydride with 1,8-diazabicyclo(5.4.0)undecene-7 as a curing accelerator and a mercapto-containing silane coupling agent. The composition is shelf stable and smoothly flowing and cures into a product having improved adhesion, moisture resistance and electrical properties. The composition is suitable for the encapsulation of semiconductor devices.
    Type: Grant
    Filed: December 18, 1997
    Date of Patent: July 4, 2000
    Assignee: Shin -Etsu Chemical Co., Ltd.
    Inventors: Hisashi Shimizu, Minoru Takei, Masachika Yoshino, Toshio Shiobara
  • Patent number: 6045857
    Abstract: Unsaturated hydrophobic resins modified with labile hydrophillic groups exhibit reversible solubility in water. Beta-dialkyl amino carboxylate derivatives of novolak resins are useful to make baking enamels and resists.
    Type: Grant
    Filed: June 19, 1997
    Date of Patent: April 4, 2000
    Assignee: MacDermid Acumen, Inc.
    Inventor: Goutam Gupta
  • Patent number: 5650477
    Abstract: Liquid reactive thermosetting compositions comprising:A) At least one polyepoxide or a mixture of one or more polyepoxides with at least one monoepoxide, of an aliphatic, cycloaliphatic or mixed nature;B) at least one anhydride of a di- or polycarboxylic acid of an aliphatic, cycloaliphatic or mixed nature;C) at least one catalyst capable of promoting the rapid polymerization of the mixture A+B under microwave irradiation and having general formula (I):N.tbd.C--CH.sub.2 --CH(Z)--(O).sub.r --Y.sup.+ NR.sub.1 R.sub.2 R.sub.3 X.sup.-.
    Type: Grant
    Filed: December 11, 1995
    Date of Patent: July 22, 1997
    Assignee: Enichem S.p.A.
    Inventors: Fabrizio Parodi, Renata Gerbelli, Mark DeMeuse
  • Patent number: 5616658
    Abstract: A curing agent for a composition useful for the production of matt epoxy resin and hybrid powder coatings, comprising a mixture ofa) salts of phthalic acid, isophthalic acid and terephthalic acid with the following amines ##STR1## in which R.sub.1, R.sub.2 and R.sub.3 are identical or different aliphatic, cycloaliphatic, araliphatic or aromatic hydrocarbon radicals having 1-20 carbon atoms and in which one or more CH.sub.2 groups in the carbon chain may be replaced by 0 atoms, by NR.sub.4 groups where R.sub.4 =C.sub.1-6 -alkyl, CH--OH groups, and/or one or more terminal methyl groups may be replaced by dialkyl-substituted amino groups having 1 to 6 carbon atoms, and R.sub.1 and R.sub.2 may form a joint ring in which one CH.sub.2 group may be replaced by an O atom or by an NR.sub.4 group, and R.sub.1 =R.sub.2 =R.sub.3 --CH.sub.2 --CH.sub.2 -- attached via a common nitrogen atom, and n=3-11, and 0.5-2 mol of amine A)-C) per mole of acid, andb) pyromellitic acid and/or trimellitic acid, 0.
    Type: Grant
    Filed: January 10, 1995
    Date of Patent: April 1, 1997
    Assignee: Huels Aktiengesellschaft
    Inventors: Rainer Gras, Elmar Wolf
  • Patent number: 5608016
    Abstract: The invention relates to salts of pyromellitic acid which comprise 1 mol of pyromellitic acid and 0.5 to 2 mol of a guanidine of the following composition: ##STR1## in which R, R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are identical or different radicals from the group consisting of hydrogen, alkyl, cycloalkyl and aromatic hydrocarbon residues having 1 to 8 carbon atoms, and R.sup.1 and R.sup.2 and R.sup.3 and R.sup.4 may form a joint ring which may contain an oxygen atom as heteroatom. Also claimed are the preparation of the salts and their use for matt epoxide and hybrid powder coatings.
    Type: Grant
    Filed: April 3, 1996
    Date of Patent: March 4, 1997
    Assignee: Huels Aktiengesellschaft
    Inventors: Rainer Gras, Elmar Wolf
  • Patent number: 5556937
    Abstract: The invention relates to salts of pyromellitic acid which comprise 1 mol of pyromellitic acid and 0.5. to 2 mol of a guanidine of the following composition: ##STR1## in which R, R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are identical or different radicals from the group consisting of hydrogen, alkyl, cycloalkyl and aromatic hydrocarbon residues having 1 to 8 carbon atoms, and R.sup.1 and R.sup.2 and R.sup.3 and R.sup.4 may form a joint ring which may contain an oxygen atom as heteroatom. Also claimed are the preparation of the salts and their use for matt epoxide and hybrid powder coatings.
    Type: Grant
    Filed: December 28, 1994
    Date of Patent: September 17, 1996
    Assignee: Huels Aktiengesellschaft
    Inventors: Rainer Gras, Elmar Wolf
  • Patent number: 5494994
    Abstract: The invention relates to new salts of pyromellitic acid, to a process for their preparation and to their use for the production of matt epoxide and hybrid powder coatings.
    Type: Grant
    Filed: December 28, 1994
    Date of Patent: February 27, 1996
    Assignee: Huels Aktiengesellschaft
    Inventors: Rainer Gras, Elmar Wolf
  • Patent number: 5445854
    Abstract: The present invention discloses oriented optical epoxy compositions comprising a reaction product of arylhydrazones with a monomer copolymerizable therewith and to oriented crosslinked polymeric composition comprising the reaction product of an epoxy arylhydrazone or the epoxy composition of the invention with a curing agent. The present invention also discloses processes for making the said compositions.
    Type: Grant
    Filed: November 29, 1993
    Date of Patent: August 29, 1995
    Assignee: The Dow Chemical Company
    Inventors: Mark D. Newsham, Muthiah N. Inbasekaran, Michael N. Mang
  • Patent number: 5439977
    Abstract: An acid anhydride-containing one package epoxy resin composition consisting indispensably of (1) an epoxy resin having two or more epoxy groups in one molecule, (2) an acid anhydride, (3) at least one of (a) a liquid latent curing accelerator, (b) a latent curing accelerator soluble in an epoxy resin having two or more epoxy groups in one molecule and (c) a latent curing accelerator soluble in an acid anhydride, and (4) a dispersible latent curing accelerator, wherein the ratio of (1) to (2) is from 0.8 to 1.2, defined as the number of acid anhydride equivalents/the number of epoxy equivalents, and the amounts of (3) and (4) each are from 0.1 to 10 parts by weight to 100 parts by weight of the epoxy resin. The composition has excellent infiltrability, storage stability and reactivity.
    Type: Grant
    Filed: April 15, 1994
    Date of Patent: August 8, 1995
    Assignee: Ajinomoto Co., Inc.
    Inventors: Tadahiko Yokota, Hiroyuki Sakata, Kiyomiki Hirai, Koji Takeuchi
  • Patent number: 5428057
    Abstract: The present invention relates to a modified epoxy resin, a method for the preparation thereof and an epoxy resin composition using the modified epoxy resin. In particular, it relates to a modified epoxy resin of the general formula (I) which is prepared by incorporating a monomaleimide having a carboxy group useful as a heat resistance-improving agent of a resin composition containing an epoxy resin and maleimides into an epoxy resin, and an epoxy resin composition for sealing a semiconductor element having the improved heat resistance and moldability by the modified epoxy resin. ##STR1## wherein, R represents a hydrogen atom or an alkyl group having from 1 to 10 carbon atoms (C.sub.1 to C.sub.10), andn is 0 to 100, and m is 1 to 100.
    Type: Grant
    Filed: April 30, 1991
    Date of Patent: June 27, 1995
    Assignee: Cheil Industries, Inc.
    Inventors: Whan G. Kim, Tai Y. Nam
  • Patent number: 5412057
    Abstract: Anhydride compounds which contain at least one rodlike mesogenic moiety and at least two anhydride groups per molecule, wherein each of said aromatic anhydride groups is linked to the mesogen via an ester linkage are prepared. These anhydride compounds are useful in curing epoxy resins to provide the cured products with one or more improved properties.
    Type: Grant
    Filed: February 15, 1994
    Date of Patent: May 2, 1995
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., Jimmy D. Earls
  • Patent number: 5412044
    Abstract: Adducts containing terminating nitro (nitroso) groups and one or more mesogenic moieties are prepared by reacting (A) at least one compound containing an average of more than one vicinal epoxide group per molecule with (B) at least one compound containing one or more nitro (nitroso) groups and an average of one reactive hydrogen atom per molecule; with the proviso that at least one member of components (A) and (B) contains a mesogenic moiety. Reduction of these adducts provides amines which are useful as curing agents for epoxy resins.
    Type: Grant
    Filed: May 12, 1994
    Date of Patent: May 2, 1995
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., Jimmy D. Earls
  • Patent number: 5380804
    Abstract: Novel curable compositions based on carboxy/epoxy chemistry and cured coatings produced thereby are provided. The curable compositions employ 1,3,5-tris-(2-carboxyethyl)isocyanurate as the polybasic carboxylic acid crosslinker. The crosslinker is combined with a polyepoxide such as those obtained by copolymerizing glycidyl methacrylate with one or more epoxy-free olefinically-unsaturated monomers. The polyepoxide typically has a molecular weight of about 1,000 to about 30,000, an epoxy equivalent weight of about 50 to about 5,000, and a glass transition temperature of about 10.degree. C. to about 120.degree. C. A cure catalyst such as triphenyl phosphine is also used. Heat curing the compositions of the invention produces hard films useful as chip-, scratch- and mar- resistant coatings for automotive applications and as general use coatings for industrial applications.
    Type: Grant
    Filed: January 27, 1993
    Date of Patent: January 10, 1995
    Assignee: Cytec Technology Corp.
    Inventors: Robert G. Lees, Charles A. Zezza
  • Patent number: 5360877
    Abstract: Epoxy interpenetrating polymer networks having chemical bonds between the interpenetrating networks are prepared from a first and a second polymer network, at least one of which contains an EPRXE resin; a resin having two epoxide functionalities represented by E and a reactive pendant nonepoxide functionality X. The two resin networks are sequentially crosslinked followed by activation of the pendant functionality of the EPRXE resin to form internetwork chemical bonds between the two resin networks affording an epoxy resin with both increased strength and toughness. The invention is also directed to the process of making interpenetrating polymer networks.
    Type: Grant
    Filed: May 13, 1993
    Date of Patent: November 1, 1994
    Assignee: Exxon Research and Engineering Company
    Inventors: Jyi-Faa Hwang, John P. Dismukes
  • 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: 5340890
    Abstract: An epoxy resin composition containing an anhydride-functional cyclobutene which can be represented by the formula ##STR1## in which each R is independently selected from hydrogen, C.sub.1-10 alkyl, aryl, halide and C.sub.1-10 heteroatomic.
    Type: Grant
    Filed: January 28, 1993
    Date of Patent: August 23, 1994
    Assignee: Shell Oil Company
    Inventor: Larry S. Corley
  • Patent number: 5318851
    Abstract: Curable compositions which are precursors for cured or partially cured light stabilized epoxy resins which are the product of the reaction of some or all of the epoxy groups of an epoxy resin with an N-(2,2,6,6-tetraalkyl-4-piperidinyl)amic acid hydrazide as well as the cured or partially cured reaction products thereof together with processes for their use and articles of manufacture produced thereby are disclosed.
    Type: Grant
    Filed: April 2, 1993
    Date of Patent: June 7, 1994
    Assignee: Elf Atochem N.A., Inc.
    Inventors: Arthur L. Baron, Ronald E. MacLeay, Jennifer P. Kmiec
  • 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: 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: 5279870
    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 2, 1992
    Date of Patent: January 18, 1994
    Assignee: The Dow Chemical Company
    Inventor: John J. Kester
  • Patent number: 5280068
    Abstract: Curable epoxy resins are toughened with statistical monofunctional carboxyl, amine or epoxy terminated reactive polymers and have low viscosities before cure thereby making them useful in a wide range of applications. The cured epoxy resin systems which are modified by the statistical monofunctional reactive polymers have physical properties, such as adhesion and elongation, generally equal to or better than those of cured epoxy resin systems modified with statistical difunctional reactive polymers. A process of preparation for the modified epoxy resin systems of the present invention includes admixing an epoxy resin with a statistical monofunctional carboxyl, amine, or epoxy-terminated reactive polymer in the presence of a curing agent and reaction therewith to form the toughened, cured epoxy resin system.
    Type: Grant
    Filed: May 26, 1992
    Date of Patent: January 18, 1994
    Assignee: The B.F. Goodrich Company
    Inventors: Alan R. Siebert, Robert J. Bertsch
  • 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: 5273793
    Abstract: The present invention is directed to epoxy-based polymeric nonlinear optical materials in which a nonlinear optical active moiety or functionality forms the crosslink between polymer chains and a process for making the nonlinear optical (NLO) epoxy polymer including heating an epoxy resin and a curing agent such as a bi- or tri-functional aromatic amine containing an electron-withdrawing group, for example, diamino diphenylsulfone and poling the mixture under high voltage at elevated temperature for a period of time to bring about orientation of the nonlinear optical moieties in the polymer. The polymers have enhanced stability over polymers in which only one end of an NLO active moiety is attached to the polymer chain.
    Type: Grant
    Filed: August 19, 1992
    Date of Patent: December 28, 1993
    Assignee: The Dow Chemical Company
    Inventors: John J. Kester, Mark D. Newsham
  • 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: 5266365
    Abstract: The present invention is directed to an epoxy-containing polymeric material having nonlinear optical properties, particularly a glycidyl amine polymer, and a process for making the nonlinear optical (NLO) epoxy-containing polymeric material including poling the polymeric material under high voltage at elevated temperature for a period of time to bring about orientation of the nonlinear optical functionalities in the polymer. The polymers have enhanced thermal stability and good NLO properties.
    Type: Grant
    Filed: February 28, 1992
    Date of Patent: November 30, 1993
    Assignee: The Dow Chemical Company
    Inventors: John J. Kester, H. Craig Silvis
  • Patent number: 5266405
    Abstract: This invention relates to thermosetting compositions for the production of epoxide networks of very high impact strength, to a process for their preparation and to their use as polymer materials, coating compounds, adhesives and materials for electrical insulation.
    Type: Grant
    Filed: July 22, 1991
    Date of Patent: November 30, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Stephan Kirchmeyer, Hanns P. Muller, Alexander Karbach, Joachim Franke
  • Patent number: 5213897
    Abstract: Curable compositions which are precursors for cured or partially cured light stabilized epoxy resins which are the product of the reaction of some or all of the epoxy groups of an epoxy resin with an N-(2,2,6,6-tetraalkyl-4-piperidinyl)amic acid hydrazide as well as the cured or partially cured reaction products thereof together with processes for their use and articles of manufacture produced thereby are disclosed.
    Type: Grant
    Filed: April 3, 1991
    Date of Patent: May 25, 1993
    Assignee: Elf Atochem North America, Inc.
    Inventors: Arthur L. Baron, Ronald E. MacLeay, Jennifer P. Kmiec
  • Patent number: 5198524
    Abstract: An adhesive composition for adhering two substrates includes a mixture of acrylate and epoxy with a tri- or tetrafunctional ketimine as a curing agent. The adhesive composition provides a two-stage cure in which, in a first stage, the adhesive is moisture cured at ambient temperature to provide green strength. In a second stage, the adhesive is post-cured at elevated temperatures to provide a high strength bond. The ketimine is formed form the reaction of diisopropyl ketone and an amine.
    Type: Grant
    Filed: April 22, 1991
    Date of Patent: March 30, 1993
    Assignee: W.R. Grace & Co.-Conn.
    Inventors: Richard W. Bush, Eugene E. Carney
  • Patent number: 5140068
    Abstract: Curable epoxy resins are toughened with statistical monofunctional carboxyl, amine or epoxy terminated reactive polymers and have low viscosities before cure thereby making them useful in a wide range of applications. The cured epoxy resin systems which are modified by the statistical monofunctional reactive polymers have physical properties, such as adhesion and elongation, generally equal to or better than those of cured epoxy resin systems modified with statistical difunctional reactive polymers. A process of preparation for the modified epoxy resin systems of the present invention includes admixing an epoxy resin with a statistical monofunctional carboxyl, amine, or epoxy-terminated reactive polymer in the presence of a curing agent and reaction therewith to form the toughened, cured epoxy resin system.
    Type: Grant
    Filed: March 22, 1991
    Date of Patent: August 18, 1992
    Assignee: The B. F. Goodrich Company
    Inventors: Alan R. Siebert, Robert J. Bertsch
  • Patent number: 5077376
    Abstract: A latent hardener material for epoxy resins comprising a combination ofHardener (A) which is a reaction product of phthalic anhydride and diethylenetriamine, andHardener (B) which is a reaction product of a polyfunctional epoxy compound, an imidazole compound and a carboxylic acid anhydride.A combination of latent hardeners (A) and (B) can achieve cure of an epoxy resin composition in 15 minutes at 76.degree. C. A one part epoxy resin composition comprising an epoxy resin in admixture with a combination of hardeners (A) and (B) has a good shelf life.
    Type: Grant
    Filed: May 21, 1990
    Date of Patent: December 31, 1991
    Assignee: Loctite (Ireland) Ltd.
    Inventor: John Dooley
  • Patent number: 5041519
    Abstract: This invention relates to a resin composition which is used for the production of printed circuit boards. The feature of said resin composition is to add barbituric acid or its derivatives to a bismaleimide resin, and mixed in a solvent or solvent system. The mixture is then added with epoxy resin and suitable amount of curing agent to form the required resin composition. The resin composition has high glass transition temperature and good toughness and other physical and electrical properties. Meanwhile, it would not cause phase separation, so is a high-performance material for the production of printed circuit boards.
    Type: Grant
    Filed: December 8, 1988
    Date of Patent: August 20, 1991
    Assignee: Industrial Technology Research Institute
    Inventors: Jing-Pin Pan, Ker-Ming Chen
  • 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: 4942215
    Abstract: A thermosetting liquid moulding composition comprising:(a) a polyepoxide containing at least two epoxide groups per molecule;(b) a tricarboxylic acid definable by the general formula: ##STR1## where: R.sup.1, R.sup.2 and R.sup.3 have the meaning given in the description; and(c) a diacarboxylic acid anhydride.This composition can be transformed by liquid moulding into manufactured articles particularly useful in the electrical sector.
    Type: Grant
    Filed: November 18, 1988
    Date of Patent: July 17, 1990
    Assignee: Enichem Synthesis S.p.A.
    Inventors: Alberto Greco, Luigi Raisa
  • Patent number: 4783372
    Abstract: Homopolymers and copolymers which have an average molecular weight of at least 2,000 and which contain at least 5 mol %, relative to the polymer, of at least one structural element of the formula I or II ##STR1## in which R and R' are independently alkylene, cycloalkylene, aralkylene or arylene, R.sup.1 is halogen, nitro, alkyl, alkoxy, alkylthio, phenyl or aralkyl, R.sup.2 is a direct bond, --O--, --S--, methylene, carbonyl or alkylidene, R.sup.3 is hydrogen, aroyl or defined as R.sup.1, and as integers a is 0 to 3, b is 0 to 4, c is 0 to 5, d is 0 to 5 and q is 0 or 1.The polymers are sensitive to radiation and can be used for the production of protective coatings or photographic relief images.
    Type: Grant
    Filed: April 22, 1987
    Date of Patent: November 8, 1988
    Assignee: Ciba-Geigy Corporation
    Inventor: Josef Pfeifer
  • Patent number: 4760105
    Abstract: Disclosed in an emulsion having a discontinuous phase that consists of a water dispersed or water emulsified epoxy resin in water having at least two epoxide groups, a water soluble salt of an imide compound having at least one carboxyl group, and a crosslinking agent; the discontinuous phase has excess epoxide functionality. The continuous phase is water. A method of forming a coating on a conductive substrate is also disclosed. The substrate and an electrode are immersed into the emulsion and a direct current is applied between the substrate and the electrode to electrophoretically deposit a coating on the substrate of the epoxy resin, the imide compound, and the crosslinking agent. The substrate is removed from the emulsion and is heated to a temperature sufficient to cure the coating.
    Type: Grant
    Filed: October 9, 1985
    Date of Patent: July 26, 1988
    Assignee: Westinghouse Electric Corp.
    Inventors: Timothy J. Fuller, Joseph R. Marchetti, Zal N. Sanjana