Reactant Which Is Devoid Of A Heterocyclic Ring Containing Oxygen, Selenium Or Tellurium As Ring Atoms, Contains At Least One Nitrogen Atom Patents (Class 528/407)
  • Patent number: 5849856
    Abstract: A water soluble resin obtainable by reacting at least two reactants comprising a polyamine and a urea compound, or at least four reactants comprising a polyamine, a urea compound, a dibasic carboxylic acid compound and a lactam; and then reacting the reaction product with at least one compound selected from among epihalohydrins, .alpha.,.gamma.-dihalo-.beta.-hydrins, glycidyl compounds and isocyanates. The resultant the water soluble resin is useful for making a paper coating composition, such as by being mixing that resin with a pigment and an aqueous binder. The paper coating composition does not generate formaldehyde and can be used to manufacture coated papers exhibiting improved properties including excellent water resistance.
    Type: Grant
    Filed: April 11, 1997
    Date of Patent: December 15, 1998
    Assignee: Sumitomo Chemical Company Limited
    Inventors: Akira Kawamura, Akira Tanikawa, Toshiyuki Hasegawa, Sonoe Sato
  • Patent number: 5811504
    Abstract: Monomers of formula (I) ##STR1## where ##STR2## is a mesogen, ##STR3## is a spacer, and --X is a group having an epoxy function exhibit a reduced tendency to undergo self-condensation via addition polymerization and afford liquid crystalline polymers upon condensation with a crosslinking agent.
    Type: Grant
    Filed: August 3, 1995
    Date of Patent: September 22, 1998
    Assignee: Cornell Research Foundation, Inc.
    Inventors: Atsushi Shiota, Christopher K. Ober
  • Patent number: 5798398
    Abstract: It has been found that non-blushing coatings of high gloss, long pot life and fast cure time may be obtained by using an epoxy curing agent which comprises an epichlorohydrin-metaxylylenediamine reaction product selected from the group consisting of N,N'-bis(3-aminomethylbenzyl)-2-hydroxytrimethylenediamine, the higher oligomers of N,N'-bis(3-aminomethylbenzyl)-2-hydroxytrimethylenediamine and mixtures thereof and a melting point depressant such as a benzyl alcohol or water and an alcohol solvent and, optionally, a tertiary amine such as N,N'-bis(3-(dimethylamino)propyl)-urea.
    Type: Grant
    Filed: October 18, 1996
    Date of Patent: August 25, 1998
    Assignee: Henkel Corporation
    Inventors: Shailesh Shah, Ronald J. Cash, Ronald LaFreeda, James Aloye, Joseph L. Mulvey
  • Patent number: 5763563
    Abstract: A new class of pyrylium salts and process for the manufacture, as well as the use of the new pyrylium salts as polycondensation components for a new class of polypyridinium salts and a new class of conducting polypyridinium salts manufactured by doping the polypyridinium salts with a conducting dopant is described. The new polypyridinium salts and their conducting doped analogs according to this invention are stable positively charged polymers resistant to base attack and are distinguished by water insolubility making them ideally suited as a metal anti-corrosion coating, stable in basic media making them ideally suited for separation membranes for anions, and as excellent, thermally and chemically stable conducting polymers when doped ideally suited for making electrically conducting materials and as redox catalysts.
    Type: Grant
    Filed: August 19, 1994
    Date of Patent: June 9, 1998
    Assignee: The University of Akron
    Inventors: Frank Harris, Chun Hua K. Chuang
  • Patent number: 5760142
    Abstract: Epoxide-amine dendrimers synthesized by a repetitive and step-wise addition reaction of epoxides comprising functional moieties which are available for conversion into amino groups followed by a reaction of these groups to primary amino moieties. The amino terminated dendrimers are reacted with (2,3-epoxypropoxy) methacrylate, a monoepoxide and/or a monoisocyante. The methacrylate terminated dendrimers are polymerizable using redox initiators and/or photoinitiators. The resulting dendrimers show a very low volume shrinkage from that of the starting materials, on the order of less than about 5 percent by volume.
    Type: Grant
    Filed: December 4, 1996
    Date of Patent: June 2, 1998
    Assignee: Dentsply DeTrey G.m.b.H.
    Inventor: Joachim E. Klee
  • Patent number: 5739209
    Abstract: Reductive alkylation of branched, short chain diamines, such as 2-methyl-1,5-pentanediamine, with certain aldehydes or ketones of moderate molecular weight, such as benzaldehyde or methyl isobutyl ketone, produces novel tri- and difunctional amines which are useful in curing epoxy resins to compositions having improved flexibility and enhanced resistance to moisture and chemicals. Particularly favorable results are achieved when this curative is combined in the epoxy formulation with low molecular weight acrylic copolymers added as flexibilizers. Further improvements are available by including in the recipe monofunctional epoxy or acrylic reactive diluents.
    Type: Grant
    Filed: February 7, 1997
    Date of Patent: April 14, 1998
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Kevin Rodney Lassila, Mark David Conner
  • Patent number: 5728439
    Abstract: Disclosed is a multilayer packaging material which is suitable for use as a container for malt beverages and which is tinted so as to block at least 90% of light with wavelengths of electromagnetic radiation ranging from 300 nm to 500 nm. The tinted multilayer packaging materials of the present invention includes: (a) at least one layer of a carbon dioxide (CO.sub.2)-permeable polymeric packaging material, and (b) at least one layer of a CO.sub.2 -treated gas barrier coating, which has an oxygen permeability constant not more than 0.05 cubic centimeter-mil/100 square inches/atmosphere/day. The CO.sub.2 -permeable packaging material can be any polymeric material through which CO.sub.2 can pass and which can be used as a packaging material for food or beverages. The gas barrier coating has an oxygen permeability constant, before CO.sub.2 treatment, of less than 0.3. This gas barrier coating includes the reaction product of a polyamine (A) and a polyepoxide (B).
    Type: Grant
    Filed: December 4, 1996
    Date of Patent: March 17, 1998
    Assignee: PPG Industries, Inc.
    Inventors: Leland H. Carlblom, Jerome A. Seiner, Ken W. Niederst
  • Patent number: 5726216
    Abstract: Mixtures of epoxy resins with cationic initiators are curable under high energy ionizing radiation such as electron beam radiation, X-ray radiation, and gamma radiation. The composition of this process consists of an epoxy resin, a cationic initiator such as a diaryliodonium or triarylsulfonium salt of specific anions, and a toughening agent such as a thermoplastic, hydroxy-containing thermoplastic oligomer, epoxy-containing thermoplastic oligomer, reactive flexibilizer, rubber, elastomer, or mixture thereof. Cured compositions have high glass transition temperatures, good mechanical properties, and good toughness. These properties are comparable to those of similar thermally cured epoxies.
    Type: Grant
    Filed: July 8, 1996
    Date of Patent: March 10, 1998
    Assignee: Lockheed Martin Energy Systems, Inc.
    Inventors: Christopher J. Janke, George F. Dorsey, Stephen J. Havens, Vincent J. Lopata
  • Patent number: 5710242
    Abstract: A multi-functional epoxy resin with good high temperature properties allowing prolonged service at temperatures above 120.degree. C. is derived from a precursor of formula (I): ##STR1## in which R.sup.3 to R.sup.8 inclusive are independently selected from hydrogen, C.sub.1 to C.sub.3 alkyl or halo-alkyl and R.sup.9 is hydrogen, alkyl or halogen, and in which n has the value 0, 1 or 2. The precursor (I) may be self-coupled or cross-coupled with precursors of other epoxy compounds of the TGDDM type. Such cross-coupling gives rise to a complex mixture containing not only the mixed product, but also the self-coupled products of each constituent. Regardless of the precise chemical make-up of the mixture, the observed glass transition temperature is higher than for TGDDM resins formed without precursor (I). If the substituent at the R.sup.9 position is alkyl or halogen, oligomer formation is suppressed and a less complex mixture results.
    Type: Grant
    Filed: October 25, 1996
    Date of Patent: January 20, 1998
    Assignee: The Secretary of State for Defence in her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern Ireland of Defence Evaluation Research Agency
    Inventors: Peter Johncock, David Alan Jones
  • Patent number: 5681907
    Abstract: A curable epoxy resin composition comprising a polyepoxide resin and an amine curative characterized in that the amine curative comprises the reaction product of excess monomethylamine (MMA) and a polyglycidyl ether. When a diglycidyl ether is used in the reaction the resulting product can be described by the following structure: ##STR1## where R is an aliphatic, cycloaliphatic or aromatic organic radical and m is 0-3.
    Type: Grant
    Filed: January 4, 1996
    Date of Patent: October 28, 1997
    Assignee: Air Products and Chemicals, Inc.
    Inventors: William Edward Starner, John Anthony Marsella, Lloyd Gerald Easterday
  • Patent number: 5672431
    Abstract: The present invention provides a curable epoxy resin composition, which includes an epoxy resin; from 10 to 60 percent by weight of the epoxy resin of an amine curing agent; from 0.1 to 5 percent by weight of the epoxy resin of an imidazole accelerator; and from 0.01 to 5 percent by mole of the epoxy resin of chromium acetylacetonate (Cr(acac).sub.3). The resultant cured epoxy resin prepared from the epoxy resin composition of the present invention demonstrates improved fracture toughness. Also, the interlaminar fracture energy of the resultant graphite/epoxy laminate prepared from the cured epoxy resin of the present invention is greater than that of the conventional graphite/epoxy laminate.
    Type: Grant
    Filed: February 21, 1996
    Date of Patent: September 30, 1997
    Assignee: National Science Council
    Inventor: King-Fu Lin
  • Patent number: 5668227
    Abstract: Novel cyclohexyl-group-containing glycidyl ethers of formulae I to IV according to claim 1, which are distinguished especially by a low chlorine content and a low viscosity and which can be used, for example, in epoxy resin formulations as reactive diluents, flexibilisers or adhesion enhancers, or can also be polymerised per se and used as coatings or casting resins, the products having only slight water absorption and having good external weather resistance.
    Type: Grant
    Filed: March 11, 1996
    Date of Patent: September 16, 1997
    Assignee: Ciba-Geigy Corporation
    Inventors: Heinz Wolleb, Andreas Kramer
  • Patent number: 5641852
    Abstract: Disclosed is a thermosetting resin composition comprising cyanate resin, a compound containing at least one or more than one of a phenolic hydroxyl radical and an epoxy resin, wherein said resin has excellent adhesive and heat resistant properties while at the same time possessing a low hardening contraction rate and contributing to higher dimensional stability, and method of making the same.
    Type: Grant
    Filed: January 11, 1996
    Date of Patent: June 24, 1997
    Assignee: Kanegafuchi Kagaku Kogyo Kabushiki Kaisha
    Inventors: Hiroyuki Tsuji, Shoji Hara, Hirosaku Nagano
  • Patent number: 5639843
    Abstract: The present invention relates to novel reaction products of azlactones and organometallic nucleophiles and the method of making these reaction products. The invention also relates to methods of using such reaction products to prevent or eliminate microbial and fungal growth on substrates. Reaction products can be provided that show improved antifouling and antimicrobial action.
    Type: Grant
    Filed: January 12, 1994
    Date of Patent: June 17, 1997
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Stefan A. Babirad, W. Stuart Bigham
  • Patent number: 5623023
    Abstract: Disclosed is a curable composition comprising (A) an imidazole derivative represented by the following general formula (1), which is capable of generating free imidazole by exposure to light, and (B) a polyfunctional epoxy compound: ##STR1## wherein R represents a hydrogen atom, a halogen atom, an alkyl group, an aryl group, an aralkyl group, a nitro group, a cyano group, an alkoxyl group, a phenoxy group, or an aromatic ring residue capable of forming a condensed ring in combination with a benzene ring. The composition may further incorporate therein at least one compound selected from the group consisting of polyfunctional phenol compounds, polyfunctional carboxylic acids, acid anhydrides, and amine compounds.
    Type: Grant
    Filed: May 21, 1996
    Date of Patent: April 22, 1997
    Assignee: Taiyo Ink Manufacuturing Co., Ltd.
    Inventor: Tadatomi Nishikubo
  • Patent number: 5618905
    Abstract: A curable epoxy resin composition comprising a polyepoxide resin and an amine curative characterized in that the amine curative comprises a partially methylated polyalkylene polyamine having at least three amine nitrogens and at least two active amine hydrogens.
    Type: Grant
    Filed: January 16, 1996
    Date of Patent: April 8, 1997
    Assignee: Air Products and Chemicals, Inc.
    Inventors: John A. Marsella, William E. Starner, Richard S. Myers
  • Patent number: 5612441
    Abstract: Compounds containing a ureido group which are useful in preparing dispersions of polymers having good wet adhesion properties and low volatility. Compounds having the formula: ##STR1## where R.sup.1 is H or an alkyl group, R.sup.2 is alkylene optionally interrupted with one or more ether oxygen atoms and A is H or a residue of an active hydrogen reactive compound are useful for incorporating ureido and optionally nitrile functionality into polymers and as precursors to amino compounds prepared by reduction of the nitrile group thereof. Compounds having the formula: ##STR2## where B is defined as for A and the same or different than A are also disclosed. The disclosed compounds have use as chain extending or terminating monomers for polyurethane dispersions when one or both of A and B are H and, when one of A and has ethylenic unsaturation, as wet adhesion monomers in dispersions of free radically polymerized polymers of unsaturated monomers.
    Type: Grant
    Filed: May 31, 1995
    Date of Patent: March 18, 1997
    Assignee: H.B. Fuller Licensing & Financing, Inc.
    Inventor: Michael J. Dochniak
  • Patent number: 5610209
    Abstract: A newly-blended one part system heat-resistant epoxy resin composition which exhibits excellent stability at room temperature, quickly undergoes the curing reaction, molded within short periods of time, and, after cured, exhibits excellent Tg, resistance against the water, resistance against degradation by heat, and a variety of excellent properties in combination. The heat-resistant epoxy resin composition having excellent stability at room temperature comprises an epoxy compound having two or more epoxy groups, a curing agent which comprises a naphthalenedicarboxylic dihydrazide as a main component, and a ceramic whisker as a filler.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: March 11, 1997
    Assignee: Japan Hydrazine Co., Ltd.
    Inventor: Shigeo Kiyono
  • Patent number: 5591812
    Abstract: A curable epoxy resin composition comprising a polyepoxide resin and an amine curative characterized in that the amine curative comprises (a) the reaction product of excess monomethylamine (MMA) and an aliphatic or cycloaliphatic polyglycidyl ether and (b) an amine curative. When a diglycidyl ether is used in the reaction the resulting product can be described by the following structure: ##STR1## where R is an aliphatic, cycloaliphatic or aromatic organic radical and m is 0-3.
    Type: Grant
    Filed: January 26, 1996
    Date of Patent: January 7, 1997
    Assignee: Air Products and Chemicals, Inc.
    Inventor: William E. Starner
  • Patent number: 5591811
    Abstract: 1-Imidazolylmethyl-2-naphthols are effective catalysts and accelerators for curing epoxy resins, said naphthol compounds providing epoxy resin systems with prolonged room-temperature stability and fast curing at temperatures of 110.degree.-150.degree. C.
    Type: Grant
    Filed: September 12, 1995
    Date of Patent: January 7, 1997
    Assignee: Ciba-Geigy Corporation
    Inventor: Yefim Blyakhman
  • Patent number: 5571907
    Abstract: A method for producing sucrose-based epoxy monomers having one to eight epoxy groups per molecule of sucrose, which comprises reacting a mixture comprising: a sucrose monomer having an allyl-containing group on at least one of the hydroxyl groups, and a reagent or catalyst selected from molybdenum, tungsten, vanadium, titanium and peracid, in the presence of hydrogen peroxide or a derivative thereof, in relative amounts sufficient to produce a sucrose-based epoxy monomer. Monomers thus produced are also provided. The sucrose-based epoxy monomers can be cured to produce a sucrose-based epoxy resin. Such resins are useful, for example, as adhesives, composites and coatings.
    Type: Grant
    Filed: February 14, 1995
    Date of Patent: November 5, 1996
    Assignee: Hawaiian Sugar Planters' Association
    Inventors: Navzer D. Sachinvala, Morton H. Litt
  • Patent number: 5569734
    Abstract: Curable mixtures comprising(a) an epoxy compound having on average more than one epoxy group per molecule,(b) a metal complex salt of formula IM(L).sub.a X'.sub.b X".sub.c .cndot.dY (I),whereinM is a cation of a transition metal,L is a Lewis base,a is a number from 2 to 6,X' is an anion of an acid radical,X" is an cation of an acid radical differing from X'b is 0 or a number which, together with the number c, which is greater than 0, corresponds to the valency of the cation of the transition metal,Y is a solvent molecule, andd is 0 or a number from 0 to 5, and,as optional component(c) a hardener for epoxy resins,are distinguished by good solubility of the metal salt in the epoxy resin and achieve uniform crosslinking during the curing of the epoxy resin.
    Type: Grant
    Filed: May 3, 1995
    Date of Patent: October 29, 1996
    Assignee: Ciba-Geigy Corporation
    Inventors: Klaus Petschel, Uwe Weinzierl
  • Patent number: 5563237
    Abstract: A cyanate resin composition suitable for a copper-clad laminate comprises components (A) and (B).(A) a cyanate compound of the formula: ##STR1## wherein R and Q each represents halogen, C.sub.1-10 alkyl, C.sub.5-7 cycloalkyl or C.sub.6-20 hydrocarbon; i and j each represents 0-4 and M is (2): ##STR2## wherein T represents halogen, C.sub.1-10 alkyl, C.sub.5-7 cycloalkyl or C.sub.6-20 hydrocarbon; k represents 0-10 and m represents 0-8, and(B) a hardener.
    Type: Grant
    Filed: February 23, 1994
    Date of Patent: October 8, 1996
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Yasuhiro Endo, Yoichi Ueda, Toshiaki Hayashi, Mitsuhiro Shibata, Shinichiro Kitayama, Shuichi Kanagawa, Hisashi Watabu
  • Patent number: 5543486
    Abstract: An epoxy-resin composition containing, as essential components, (1) an epoxy resin having two or more epoxy groups in one molecule, (2) a solid-dispersing, amine adduct-type latent hardener, and (3) a titanium and/or zirconium alkoxide(s).
    Type: Grant
    Filed: January 6, 1995
    Date of Patent: August 6, 1996
    Assignee: Ajinomoto Co., Inc.
    Inventors: Chikara Abe, Junji Ohashi, Kiyomiki Hirai
  • Patent number: 5510432
    Abstract: Isocyanate prepolymers based on an aromatic diisocyanate and a polyether polyol in which at least 95% of the isocyanate groups are blocked by blocking agents selected fromA) about 50 to about 97 equivalent % of a phenol or substituted phenol,B) about 30 to about 50 equivalent % of a pyrazole or a substituted pyrazole andC) 0 to about 10 equivalent % of a blocking agent different from A) and B).These blocked isocyanate prepolymers are particularly useful for the production of flexible epoxy resin systems.
    Type: Grant
    Filed: May 31, 1995
    Date of Patent: April 23, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventors: Lutz Schmalstieg, Rainer Rettig, Eberhard Konig
  • Patent number: 5508328
    Abstract: A curable epoxide composition consists essentially of curable epoxides, dicyandiamide as a curing agent in an amount less than needed to fully cure the epoxides, an imidazole in an amount exceeding that needed as a catalyst and capable of curing the epoxides in combination with the dicyandiamide, a reactivity controller for the imidazole to reduce the curing speed, and a solvent. The use of undesirable solvents such as DMF is reduced. A glass transition temperature greater than 135.degree. C. is obtained in the cured composition and is maximized by balancing the amounts of dicyandiamide, the imidazole, and the reactivity controller.
    Type: Grant
    Filed: November 17, 1994
    Date of Patent: April 16, 1996
    Assignee: AlliedSignal Inc.
    Inventor: Larry D. Olson
  • Patent number: 5508373
    Abstract: A method of curing an epoxy resin comprising mixing an epoxy resin with a curing agent is provided. The curing agent is selected from the group consisting of (i) a mixture consisting essentially of 1,2-diaminocyclohexane and an aliphatic polyamine (preferably at a molar ratio of 1,2-diaminocyclohexane to aliphatic polyamine of from about 1:1 to about 16:1, preferably about 2.5:1 to about 6:1 and more preferably about 3:1 to about 5:1) and (ii) the reaction product of reactants consisting essentially of an amine component consisting essentially of 1,2-diaminocyclohexane and an aliphatic polyamine and an epoxide component. The epoxide component has an epoxy functionality greater than one and is preferably a diglycidyl ether of an aromatic diol having an average degree of oligomerization of less than about 3.5., preferably less than about 1.5, and preferably derived from an alkyl bis-phenol, e.g. bisphenol A.
    Type: Grant
    Filed: August 4, 1994
    Date of Patent: April 16, 1996
    Assignee: Henkel Corporation
    Inventors: Shailesh Shah, Robert M. Moon
  • Patent number: 5503936
    Abstract: N-Alkyl-N'-aryl-p-phenylenediamines, when added at 2.5 to 12.5% by weight, based on the total weight of the epoxy resin and hardener, cause the epoxy resin after curing to exhibit substantial increases in physical properties, such as strength, stiffness, toughness and hot/wet properties, compared to the properties of the cured, but unmodified epoxy resin.
    Type: Grant
    Filed: January 12, 1995
    Date of Patent: April 2, 1996
    Assignee: Ciba-Geigy Corporation
    Inventor: Yefim Blyakhman
  • Patent number: 5464924
    Abstract: Polyaminoethers prepared by reacting (1) a primary amine or bis(secondary) diamine with (2) a diglyeidyl ether and (3) an amine- or epoxy-functionalized poly(alkylene oxide) exhibit a combination of low glass transition temperature (Tg of 14.degree. C. to 73.degree. C.) and low oxygen transmission rate (OTR of 0.53 to 19.0 cc-mil/100-in.sup.2 -atm-day).
    Type: Grant
    Filed: January 7, 1994
    Date of Patent: November 7, 1995
    Assignee: The Dow Chemical Company
    Inventors: H. Craig Silvis, Shari L. Kram
  • Patent number: 5464702
    Abstract: Oligomerized 1,2-dihydro-2,2,4-trimethylquinoline is an effective curing agent for epoxy resins to give products with high glass transition temperatures, low water absorption and excellent retention of hot/wet physical properties. These cured epoxy resins find use as matrix resins, in laminates, adhesives, coatings and in electrical applications.
    Type: Grant
    Filed: October 7, 1994
    Date of Patent: November 7, 1995
    Assignee: Ciba-Geigy Corporation
    Inventor: Yefim Blyakhman
  • Patent number: 5447996
    Abstract: There are disclosed an adhesive obtained by dispersing a cured amino resin fine powder soluble in acid or oxidizing agent into an uncured heat-resistant resin matrix hardly soluble in acid or oxidizing agent when being subjected to a curing treatment as well as a printed circuit board using this adhesive and a method of producing the same. The adhesive has excellent properties such as resistance to chemicals, heat resistance, electric properties, hardness and adhesion property owing to the use of the amino resin fine powder. Therefore, the printed circuit board using such an adhesive is not influenced by service circumstance and is high in the connection reliability without forming short circuit between patterns. Furthermore, in the method of producing the printed circuit board, the adhesive is provided in form of a sheet-or a prepreg, whereby the printed circuit board can be produced easily and cheaply.
    Type: Grant
    Filed: May 24, 1994
    Date of Patent: September 5, 1995
    Assignee: Ibiden Co., Ltd.
    Inventors: Motoo Asai, Chie Onishi
  • 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: 5444127
    Abstract: Curable systems for the preparation of polymeric products in which the curable system comprises an epoxy resin or an isocyanate, wherein the system contains a condensation reaction product ofa) a polyamine having only one primary amino group and only one tertiary amino group, and a non-cyclic backbone containing from 1 to 18 carbon atoms; andb) at least one of urea, guanidine, guanylurea, thiourea, and a mono-N,N' alkyl substituted urea or thiourea having from 1 to 3 carbon atoms in the alkyl moieties.
    Type: Grant
    Filed: September 13, 1993
    Date of Patent: August 22, 1995
    Assignee: Henkel Corporation
    Inventors: John J. Miskel, Jr., Reuben H. Grinstein, Stephen A. Fischer
  • Patent number: 5441996
    Abstract: One component water-based coatings, inks, adhesives and sealants comprising enhanced molecular weight epoxy emulsions and inactivated amines.
    Type: Grant
    Filed: January 21, 1994
    Date of Patent: August 15, 1995
    Assignee: Adhesive Coatings Co.
    Inventors: Lowell O. Cummings, Patrick A. Terrizzi, Norman Gac
  • 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: 5438116
    Abstract: Polymers and prepolymers derived from polyoxyalkyleneamines. The polymers and prepolymers may be used in a process for the treatment of wool so as to impart shrink resistance.
    Type: Grant
    Filed: July 24, 1990
    Date of Patent: August 1, 1995
    Assignee: Precision Processes (Textiles) Limited
    Inventor: David L. Connell
  • Patent number: 5420172
    Abstract: Cross-linked epoxy resins having nonlinear optical properties may be used in nonlinear optical media. These cross-linked epoxy resins may have the following structure: ##STR1## Z.sup.1 and Z.sup.2 being NLO-chromophores.
    Type: Grant
    Filed: August 23, 1993
    Date of Patent: May 30, 1995
    Assignee: Siemens Aktiengesellschaft
    Inventors: Jens Nordmann, Rainer Puehl
  • Patent number: 5414067
    Abstract: This invention relates to an improved method for curing polyepoxide resins at elevated temperature and particularly to a method for reducing the time required to effect cure of thermosetting resins at elevated temperature without sacrificing performance. In the basic process, an epoxide resin comprising a polyglycidyl ether of a polyhydric phenol is mixed with cycloaliphatic amine, e.g., di(4-aminocyclohexyl)methane, di(4-amino-3-methylcyclohexyl)methane, and isophoronediamine in an amount sufficient to effect cure of the polyepoxide resin at an initial temperature and then raised to a final cure temperature. The improvement for reducing the time necessary for cure comprises:effecting an initial and partial cure of the epoxy resin at a temperature between 60.degree. and 100.degree. C.
    Type: Grant
    Filed: May 25, 1994
    Date of Patent: May 9, 1995
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Menas S. Vratsanos, Andrea K. Smith
  • 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: 5395556
    Abstract: Base polymers devoid of non-linear optical properties exhibiting second order non-linear optical properties after the covalent attachment of tricyanovinyl groups to pendant side chains of the base polymer. Methods of preparing a polymer having second order non-linear optical properties by reacting the base polymers of the present invention with tetracyanoethylene in a basic solvent at elevated temperatures.
    Type: Grant
    Filed: October 9, 1991
    Date of Patent: March 7, 1995
    Assignee: Enichem S.p.A.
    Inventors: Kevin J. Drost, Pushkara R. Varanasi, Kwan-Yue A. Jen, Michael A. Drzewinski
  • Patent number: 5393806
    Abstract: An improved liquid matrix system for producing fibre-reinforced plastic components is disclosed. The system comprises (i) a liquid diglycidyl ether of a halogenated bisphenol or a mixture of liquid polyglycidyl ether bisphenols at least one of which being a polyglycidyl ether halogenated bisphenol; and (ii) a curing agent that is a sterically hindered aromatic diamine containing two primary amino groups attached to the carbon atoms in the aromatic nucleus, said carbon atoms not adjacent to each other, and at least one C.sub.1 to C.sub.6 linear or branched alkyl or thioalkyl substituent; the improvement comprising adding to said system a curing accelerator composition containing a mixture of a boron halide and an imidazole unsubstituted or substituted with at least one C.sub.1 to C.sub.6 linear or branched alkyl or C.sub.6 to C.sub.10 aryl.
    Type: Grant
    Filed: December 26, 1991
    Date of Patent: February 28, 1995
    Assignee: Albemarle Corporation
    Inventor: Farah D. Azarnia
  • Patent number: 5391681
    Abstract: Curable compositions based on epoxy resins or a mixture of epoxy resins and polyisocyanates and containing at least one compound of formula I: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7, R.sub.8 and R.sub.9 are each independently of one another hydrogen, alkyl, aryl, arylalkyl or halogen, and R.sub.2 together with R.sub.3 and R.sub.5 together with R.sub.6 and R.sub.8 together with R.sub.9 may each also represent a fused benzene ring.The compositions have high reactivity and at the same time good storage stability.
    Type: Grant
    Filed: May 27, 1993
    Date of Patent: February 21, 1995
    Assignee: Ciba-Geigy Corporation
    Inventors: Andreas Muhlebach, Peter Flury
  • Patent number: 5389705
    Abstract: Novel polymers which are suitable as binders are obtainable by reacting(A) a base resin which has an average molecular weight M.sub.w of from 200 to 5,000 and contains on average from 1 to 3 epoxy or isocyanato groups as the reactive groups per moleculewith(B) a mixture of(B1) 5 to 50% by weight of polyisobutylene which is terminated with primary amino groups and has an average molecular weight M.sub.w of from 500 to 5,000 and(B2) 5-95% by weight of an amidoamine which carries primary amino groups and is obtainable by condensation of diprimary diamines of 2 to 20 carbon atoms with aliphatic C.sub.2 -C.sub.44 -dicarboxylic acids,the amounts being such that from 1 to 5 equivalents of primary amino groups of (B) are present per equivalent of reactive groups of (A).
    Type: Grant
    Filed: August 6, 1993
    Date of Patent: February 14, 1995
    Assignee: BASF Lacke + Farben Aktiengesellschaft
    Inventors: Klaus Huemke, Helmut Fobbe, Konrad Knoll
  • Patent number: 5387657
    Abstract: Epoxy resins containing more than one vicinal epoxide group per molecule and at least one thiadiazole, oxadiazole or both thiadiazole and oxadiazole moiety per molecule are disclosed, as well as curable and cured compositions thereof. Certain of these epoxy resins possess enantiotropic liquid crystallinity. These enantiotropic epoxy resins are useful in preparing copolymers with high glass transition temperatures and liquid crystalline morphology, which can result in enhanced unidirectional mechanical properties. These epoxy resins are useful in coating, casting, encapsulation, electronic or structural laminate or composite, filament winding or molding applications.
    Type: Grant
    Filed: April 28, 1994
    Date of Patent: February 7, 1995
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., Joseph A. Schomaker, Jimmy D. Earls
  • Patent number: 5373068
    Abstract: Use of isophoronediamine isomer mixtures containing more than 40%, preferably more than 50 up to 70%, of the trans-isomer and less than 60%, preferably less than 50 down to 30%, of the cis-isomer as reactant in polyaddition resins selected from epoxy, polyurethane and polyurea resins. As curing agents in epoxy resins compared with previously known isomer mixtures, the isomer mixtures containing more than 40% of the trans-isomer and less than 60% of the cis-isomer unexpectedly lead to an extended pot life with simultaneously reduced maximum curing temperature and therefore reduced shrinkage problems. The isomer mixtures are also surprisingly suitable as amine components with reduced reactivity for the chain extension of polyurethane/polyureas.
    Type: Grant
    Filed: September 9, 1993
    Date of Patent: December 13, 1994
    Assignee: Degussa Aktiengesellschaft
    Inventors: Hermann Piana, Klaus Huthmacher
  • Patent number: 5362847
    Abstract: A graft copolymer is produced by grafting both at least one perfluoroacrylate and at least one N-(oxymethyl)acrylamide, e.g., IBMA, onto a poly(oxyalkylene) composition. This graft copolymer is water dispersible prior to crosslinking while after crosslinking, it becomes a highly durable hydrophobic and oil repellent coating for fibers, textiles, and the like.
    Type: Grant
    Filed: November 27, 1991
    Date of Patent: November 8, 1994
    Assignee: Karlshamns AB
    Inventors: Robert Miller, James L. Williams, George H. Greene
  • Patent number: 5360884
    Abstract: Glycidyl amines containing mesogenic moieties result in improved properties when cured. These amines are useful in coatings, adhesives, encapsulants, moldings, laminates, and the like.
    Type: Grant
    Filed: May 28, 1992
    Date of Patent: November 1, 1994
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., Jimmy D. Earls
  • 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: 5344898
    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. Curable compositions comprising an epoxy resin and the adducts can be oriented before, during or prior to curing.
    Type: Grant
    Filed: November 18, 1993
    Date of Patent: September 6, 1994
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., Jimmy D. Earls
  • Patent number: 5344893
    Abstract: There are disclosed an adhesive obtained by dispersing a cured amino resin fine powder soluble in acid or oxidizing agent into an uncured heat-resistant resin matrix hardly soluble in acid or oxidizing agent when being subjected to a curing treatment as well as a printed circuit board using this adhesive and a method of producing the same. The adhesive has excellent properties such as resistance to chemicals, heat resistance, electric properties, hardness and adhesion property owing to the use of the amino resin fine powder. Therefore, the printed circuit board using such an adhesive is not influenced by service circumstance and is high in the connection reliability without forming short circuit between patterns. Furthermore, in the method of producing the printed circuit board, the adhesive is provided in form of a sheet or a prepreg, whereby the printed circuit board can be produced easily and cheaply.
    Type: Grant
    Filed: July 17, 1992
    Date of Patent: September 6, 1994
    Assignee: Ibiden Co., Ltd.
    Inventors: Motoo Asai, Chie Onishi