With Reactant Containing At Least One Cyclic Ether Group Patents (Class 528/365)
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Patent number: 5750218Abstract: A process for the production of biodegradable aliphatic polyester particles by (co)polymerizing 2-oxetanone or a mixture containing at least 80% by weight of 2-oxetanone and up to 20% by weight of a cyclic ester or cyclic ether other than 2-oxetanone in the presence of a polymerization initiator supported on a carrier in which an ion polymerization initiator is supported on poly(2-oxetanone) in a liquid medium having a solubility parameter of about 15 to about 18 MPa.sup.1/2 and being capable of dissolving 2-oxetanone, and in a polymerizing apparatus having an internal surface formed of a material which is free of polarity or whose polarity is very small, to form a particulate aliphatic polyester; and a biodegradable aliphatic polyester melt-extrusion film, which comprises the biodegradable aliphatic polyester having a weight average molecular weight of 20,000 to 2,000,000, and having a water vapor transmission rate of 300 to 700 g/m.sup.2 .multidot.24 hours.multidot.25 .mu.Type: GrantFiled: April 25, 1995Date of Patent: May 12, 1998Assignee: Tokuyama CorporationInventors: Haruo Nishida, Mitsuhiro Yamashita, Yoshiki Ochi, Tetsuo Kuwaki
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Patent number: 5679767Abstract: The invention is a purification process of an aliphatic polyester prepared in the presence of a catalyst from a hydroxycarboxylic acid or a cyclic ester of a hydroxycarboxylic acid, or a combination of an aliphatic polyhydric alcohol with an aliphatic polybasic acid, or a mixture of these compounds, comprising deactivating the catalyst while maintaining the aliphatic polyester in a molten or dissolved state, or insolubilizing and separating the catalyst and successively removing low molecular compounds; and can provide aliphatic polyester which has a low content of unreacted monomers and low molecular weight compounds and is excellent in heat resistance and weatherability.Type: GrantFiled: November 29, 1995Date of Patent: October 21, 1997Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Hiroshi Suizu, Masatoshi Takagi, Masanobu Ajioka, Akihiro Yamaguchi
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Patent number: 5635585Abstract: A process for polymerizing oxiranes, oxetanes, oxepanes, dioxolanes, trioxanes, and tetrahydrofurans to their respective polymers by contacting them with a selected metal compound is disclosed; and also a process for depolymerizing polytetrahydrofurans to monomeric tetrahydrofurans by contacting the polymer with a selected metal compound at a temperature of about 100.degree. C. to about 250.degree. C. The catalysts may be in solution of part of a heterogeneous solid, and selected organic compounds are used as accelerators in the polymerizations. The polymeric products, some of which are novel, may be used as polyether monomers for further polymerization, as by reaction with isocyanates to produce polyurethanes, and other useful polymers. Some of the polymeric products are relatively high in molecular weight and are suitable for direct use, for instance as spandex fibers.Type: GrantFiled: April 19, 1995Date of Patent: June 3, 1997Assignee: E. I. Du Pont de Nemours and CompanyInventors: Neville E. Drysdale, Joel D. Citron
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Patent number: 5633342Abstract: A method is provided for the synthesis of environmentally degradable block copolymers which includes the sequential polymerization of polymer-forming materials in the presence of one or more polymerization reaction accelerants and catalysts. The accelerants are a class of hydrogen-labile compounds which act as polymerization initiators and accelerate the polymerization rate significantly. The environmentally degradable block copolymers produced include those comprising segments of polymers of alkylene oxides, trimethylene carbonates, lactones and cyclic esters of hydroxycarboxylic acids.Type: GrantFiled: October 27, 1995Date of Patent: May 27, 1997Assignee: Chronopol, Inc.Inventors: Dan W. Verser, Kevin H. Schilling, Xiaomao Chen
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Patent number: 5623023Abstract: 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: GrantFiled: May 21, 1996Date of Patent: April 22, 1997Assignee: Taiyo Ink Manufacuturing Co., Ltd.Inventor: Tadatomi Nishikubo
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Patent number: 5620831Abstract: Disclosed are novel cyanoguanidine derivatives which are usable as an epoxy resin curing agent and are represented by the following general formula (1). A thermosetting resin composition and a photocurable and thermosetting resin composition containing the following cyanoguanidine derivatives and other derivatives as the epoxy resin curing agent are also disclosed. ##STR1## wherein R.sup.1 represents a substituent selected from the group consisting of the following substituents (a) through (k).Type: GrantFiled: March 28, 1995Date of Patent: April 15, 1997Assignee: Taiyo Ink Manufacturing Co., Ltd.Inventor: Osamu Kawana
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Patent number: 5599629Abstract: Described herein is a composition comprising an epoxy resin containing at least one glycidyl amine group wherein the resin contains three or more epoxide groups per molecule and a particular aromatic amine hardener. These compositions possess the necessary balance of properties required for making prepreg and afford unreinforced castings with high moduli and strength.Type: GrantFiled: March 1, 1984Date of Patent: February 4, 1997Assignee: Amoco CorporationInventors: Hugh C. Gardner, Shahid P. Qureshi
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Patent number: 5597886Abstract: Heat-curable epoxy resin systems comprising(a) at least one epoxy resin,(b) at least one polycarboxylic acid anhydride, and(c) 1,4-diazabicyclo(2,2,2)octane or a C.sub.1 -C.sub.4 alkyl-substituted derivative of 1,4-diazabicyclo(2,2,2)octane as curing accelerator, and wherein one portion of the curing accelerator (c) is replaced by(d) a complex of a boron halide with an amine, have good reactivity at elevated temperatures and comparatively high stability at temperatures below c. 80.degree. C.Type: GrantFiled: August 7, 1995Date of Patent: January 28, 1997Assignee: Ciba-Geigy CorporationInventors: Roland Moser, Daniel B ar
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Patent number: 5593778Abstract: A biodegradable copolyester having an average molecular weight of at least 50,000 produced by copolymerizing a lactic acid component as the main component with PEG, an aliphatic polyester or a sulfo group-containing ester-forming compound, a molded article produced using it, such as a conjugate fiber, and a process for producing the molded article.Type: GrantFiled: May 5, 1995Date of Patent: January 14, 1997Assignees: Kanebo, Ltd., Shimadzu CorporationInventors: Yoshikazu Kondo, Masao Matsui, Hideo Yoshidome, Takuji Osaki, Hiroshi Kajiyama, Eiichi Ozeki, Yasuhiro Fujii
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Patent number: 5560934Abstract: A cleavable epoxy resin composition suitable for encapsulating electronic chips comprising the cured reaction product of a diepoxide containing a cyclic anhydride curing agent and an amine promoter.Type: GrantFiled: June 7, 1995Date of Patent: October 1, 1996Assignee: International Business Machines CorporationInventors: Ali Afzali-Ardakani, Stephen L. Buchwalter, Jeffrey D. Gelorme, Laura L. Kosbar, Bert H. Newman, Frank L. Pompeo
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Patent number: 5512613Abstract: A cleavable epoxy resin composition suitable for encapsulating electronic chips comprising the cured reaction product of a diepoxide containing a cyclic anhydride curing agent and an amine promoter.Type: GrantFiled: March 18, 1994Date of Patent: April 30, 1996Assignee: International Business Machines CorporationInventors: Ali Afzali-Ardakani, Stephen L. Buchwalter, Jeffrey D. Gelorme, Laura L. Kosbar, Bert H. Newman, Frank L. Pompeo
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Patent number: 5484873Abstract: Described are novel triethylenediamine adducts of certain 4-hydroxy-substituted, 3,5-hydroxy-substituted and 2,3,4-hydroxy-substituted benzoic acid derivatives, and novel boron trifluoride complexes with cyclic amidines, which are useful for the conversion of thermosettable compositions. Also described are novel thermosettable compositions incorporating the adducts and complexes.Type: GrantFiled: September 14, 1994Date of Patent: January 16, 1996Assignee: Reilly IndustriesInventor: John R. Johnson
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Patent number: 5453468Abstract: The invention relates to two classes of prepolymers containing a perfluoropolyethereal chain and carboxylic end groups, suitable as cross-linking agents for epoxy prepolymers. The first class contains anhydride-derived end groups; the second lactone-derived end groups; prepolymers therefrom are also disclosed. Additional non-fluorinated curing agents may also be added.Type: GrantFiled: January 24, 1995Date of Patent: September 26, 1995Assignee: Ausimont S.p.A.Inventors: Leno Mascia, Claudio Tonelli, Giovanni Simeone
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Patent number: 5420172Abstract: 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: GrantFiled: August 23, 1993Date of Patent: May 30, 1995Assignee: Siemens AktiengesellschaftInventors: Jens Nordmann, Rainer Puehl
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Patent number: 5420211Abstract: This invention relates to a novel class of biodegradable water-soluble graff copolymers having building, anti-filming, dispersing and threshold crystal inhibiting properties comprising (a) an acid functional monomer and optionally (b) other water-soluble, monoethylenically unsaturated monomers copolymerizable with (a) grafted to a biodegradable substrate comprising polyalkylene oxides and/or polyalkoxylated materials.Type: GrantFiled: March 18, 1994Date of Patent: May 30, 1995Assignee: Rohm and Haas CompanyInventors: Kathleen A. Hughes, Graham Swift
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Patent number: 5412057Abstract: 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: GrantFiled: February 15, 1994Date of Patent: May 2, 1995Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Jimmy D. Earls
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Patent number: 5387657Abstract: 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: GrantFiled: April 28, 1994Date of Patent: February 7, 1995Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Joseph A. Schomaker, Jimmy D. Earls
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Patent number: 5386005Abstract: The invention relates to two classes of prepolymers containing a perfluoropolyethereal chain and carboxylic end groups, suitable as cross-linking agents for epoxy prepolymers.The first class contains anhydride-derived end groups; the second lactone-derived end groups; prepolymers therefrom are also disclosed. Additional non-fluorinated curing agents may also be added.Type: GrantFiled: February 19, 1993Date of Patent: January 31, 1995Assignee: Ausimont S.p.A.Inventors: Leno Mascia, Claudio Tonelli, Giovanni Simeone
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Patent number: 5374697Abstract: Sulfonium compounds of formula 1 or 2 ##STR1## wherein R is a mononuclear cycloalkyl radical containing 3 to 8 ring carbon atoms or a mononuclear cycloalkyl radical which contains 3 to 8 ring carbon atoms and to which at least one further ring containing carbon atoms is fused,X is a non-nucleophilic anion, andZ is a single bond, an oxygen or sulfur atom, a group of formula >S.sup..sym. --R X.sup..crclbar., wherein R and X are as defined above, or is >C.dbd.O or a methylene bridge,which sulfonium compounds are either unsubstituted or carry one or more than substituent selected from the group consisting of halogen, nitro, C.sub.1 -C.sub.8 alkyl, phenyl, hydroxyl, C.sub.1 -C.sub.8 alkoxy, phenoxy, benzyloxy, alkoxycarbonyl containing 1 to 4 carbon atoms in the alkoxy moiety or acyl of 1 to 12 carbon atoms.Type: GrantFiled: July 14, 1993Date of Patent: December 20, 1994Assignee: Ciba-Geigy CorporationInventor: Beat Muller
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Patent number: 5371167Abstract: A coating composition is described comprising two components that are reactable with each other to cure the coating. The two components are:(a) a carboxyl-functional polyurethane component that is the reaction product of:(i) a polyisocyanate compound, and(ii) a compound comprising at least one acid group and at least one isocyanate-reactive group,(b) a component comprising at least two groups that are reactive with the epoxy groups on the polyurethane compound.Type: GrantFiled: October 29, 1992Date of Patent: December 6, 1994Assignee: BASF CorporationInventors: John W. Rehfuss, Walter H. Ohrbom
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Patent number: 5364912Abstract: Thermoplastic resins are prepared by reacting polyglycidyl esters containing one or more mesogenic moieties with compounds having an average of more than one active hydrogen atom per molecule. These resins exhibit ordering of the molecular chains in the melt phase and are susceptible to orientation during processing which can result in enhanced unidirectional mechanical properties. These resins are useful in coatings, laminates, castings and the like.Type: GrantFiled: August 16, 1993Date of Patent: November 15, 1994Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Jimmy D. Earls
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Patent number: 5360877Abstract: 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: GrantFiled: May 13, 1993Date of Patent: November 1, 1994Assignee: Exxon Research and Engineering CompanyInventors: Jyi-Faa Hwang, John P. Dismukes
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Patent number: 5340890Abstract: 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: GrantFiled: January 28, 1993Date of Patent: August 23, 1994Assignee: Shell Oil CompanyInventor: Larry S. Corley
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Patent number: 5296567Abstract: The present document describes the use of an inhibitor for cationic polymerization as an additive to a thermocurable composition based on at least one cationically polymerizable organic material and an initiator for cationic polymerization in the form of an onium compound or a compound of the formula (I)[M.sup.+n (L).sub.x ].sup.n+ nX.sup.- (I),in which n is 2 or 3, M is a metal cation selected from the group comprising Zn.sup.2+, Mg.sup.2+, Fe.sup.2+, Co.sup.2+, Ni.sup.2+, Cr.sup.2+, Ru.sup.2+, Mn.sup.2+, Sn.sup.2+, VO.sup.2+, Fe.sup.3+, Al.sup.3+ and Co.sup.3+, X.sup.- is an anion selected from the group comprising PF.sub.6.sup.-, AsF.sub.6.sup.-, SbF.sub.6.sup.-, BiF.sub.6.sup.-, derivatives of these anions in which at least one fluorine atom has been replaced by a hydroxyl group, and CF.sub.3 SO.sub.3.sup.-, or in which up to 50% of the anions X.sup.-, based on the total amount of anions, may be any desired anions, L is water or an organic .sigma.Type: GrantFiled: April 6, 1992Date of Patent: March 22, 1994Assignee: Ciba-Geigy CorporationInventors: Dieter Baumann, Werner Margotte, Beat Muller
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Patent number: 5290887Abstract: 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: GrantFiled: April 30, 1993Date of Patent: March 1, 1994Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Joseph A. Schomaker, Jimmy D. Earls
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Patent number: 5266365Abstract: 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: GrantFiled: February 28, 1992Date of Patent: November 30, 1993Assignee: The Dow Chemical CompanyInventors: John J. Kester, H. Craig Silvis
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Patent number: 5262456Abstract: A halogen free casting resin suitable for covering electron devices with a fire retardant material contains an acidic ester of an hydroxy-functional phosphor compound and an organic anhydride. A stable mixture can be generated from the acidic ester and the hardener component of the casting resin, and further used for the hardening of epoxides resins. The acidic ester is chemically integrated in the epoxide resin matrix in a stable mixture, thereby improving the long term fire-retardancy of the casting resin molding compound without increasing the volatility of the mixture.Type: GrantFiled: November 5, 1992Date of Patent: November 16, 1993Assignee: Siemens AktiengesellschaftInventors: Ernst Wipfelder, Winfried Plundrich
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Patent number: 5223558Abstract: A process for preparing an epoxy dimer acid ester resin, which comprises reacting (a) an epoxy resin which is a glycidyl ether of a dihydric phenol having a weight average molecular weight of 1,000 to 30,000 and an epoxy equivalent of 300 to 5,000 with (b) a dimer acid in the presence of an organic solvent having an alcoholic hydroxyl group at a concentration such that the solid content of both reactants (a) and (b) ranges from 60 to 90 percent by weight based on the total weight of the reaction mixture. An epoxy dimer acid ester resin prepared by the process and a coating therefrom are also disclosed. The coating is particularly useful for coating a coil of a steel sheet.Type: GrantFiled: July 15, 1992Date of Patent: June 29, 1993Assignee: The Dow Chemical CompanyInventor: Kaoru Ohba
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Patent number: 5164464Abstract: Thermosettable vinyl ester resin compositions are prepared from polyepoxide compounds, optionally, monoepoxide compounds, at least one of which contains a mesogenic or rigid rodlike moiety and a monounsaturated monocarboxylic acid. These vinyl ester resins can be mixed with polymerizable ethylenically unsaturated monomers which can, if desired, contain a mesogenic or rigid rodlike moiety.Type: GrantFiled: June 7, 1991Date of Patent: November 17, 1992Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Jimmy D. Earls, Paul M. Puckett
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Patent number: 5159047Abstract: Crosslinkable coatings that contain a polyol component which is a caprolactone oligomer containing a cycloaliphatic moiety having improved properties, especially lower viscosity and improved coating hardness, and are useful for coating metals and plastics.Type: GrantFiled: June 14, 1991Date of Patent: October 27, 1992Assignee: E. I. du Pont de Nemours and CompanyInventor: John A. Simms
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Patent number: 5157077Abstract: 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 of 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: GrantFiled: April 27, 1990Date of Patent: October 20, 1992Assignee: The B. F. Goodrich CompanyInventors: Alan R. Siebert, Robert J. Bertsch, C. Dale Guiley
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Patent number: 5149767Abstract: Thermosetting mixtures containing(a) an epoxy resin having on average more than one 1,2-epoxide group in the molecule,(b) a di- or polyisocyanate compound and(c) a sulfonium salt of the formulae I to IV ##STR1## in which A is C.sub.1 -C.sub.12 alkyl, C.sub.3 -C.sub.8 cycloalkyl, C.sub.4 -C.sub.10 cycloalkylalkyl or phenyl which is unsubstituted or substituted by one or more substitutents from the group comprising C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, nitro, phenyl, phenoxy, alkoxycarbonyl having 1-4 C atoms in the alkoxy radical or acryl having 1-12 C atoms, Ar, Ar.sub.1 and Ar.sub.2 indpendently of one another are each phenyl which is unsubstituted or substituted by one or more substitutents from the group comprising C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.Type: GrantFiled: October 11, 1990Date of Patent: September 22, 1992Assignee: Ciba-Geigy CorporationInventors: Kurt Munk, Martin Roth
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Patent number: 5147900Abstract: An energy polymerizable composition comprises at least one ethylenically-unsaturated monomer, one of polyurethane precursors, and at least one epoxy monomer, and a curing agent comprising an organometallic compound, and an onium salt.Type: GrantFiled: April 24, 1990Date of Patent: September 15, 1992Assignee: Minnesosta Mining and Manufacturing CompanyInventors: Michael C. Palazzotto, Katherine A. Brown-Wensley, Robert J. DeVoe
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Patent number: 5135994Abstract: The cure of an epoxy resin containing a hardener such as a polycarboxylic acid anhydride can be catalyzed with a catalyst comprising a rare earth carboxylate dissolved in a solvent which is at least dispersible in and reactive with the epoxy resin.Type: GrantFiled: August 15, 1990Date of Patent: August 4, 1992Assignee: Rhone-Poulenc Inc.Inventor: Taki J. Anagnostou
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Patent number: 5106947Abstract: Curing a curable composition comprising(a) 90 to 50% by weight of a diglycidyl ether of hydrogenated bisphenol A, a diglycidyl ether of hydrogenated bisphenol F, or a mixture thereof,(b) 50 to 10% by weight of a cycloaliphatic epoxy resin consisting of formula I, II, III ##STR1## or a mixture thereof, wherein R.sub.1 and R.sub.2 are each independently of the other a hydrogen atom or methyl, m is an interger from 2 to 6, X is a group ##STR2## R.sub.3 is hydrogen or methyl and n is an integer from 2 to 4, and the radical R.sub.3 may have different meanings within the molecule and the mixture of components (a) and (b) is 100% by weight,(c) a cycloaliphatic polycarboxylic anhydride as hardener, and, as additional optional component,(d) a curing catalyst,gives moulding or coatings having valuable thermomechanical properties and enhanced resistance to hydrolysis and weathering.Type: GrantFiled: April 6, 1990Date of Patent: April 21, 1992Assignee: Ciba-Geigy CorporationInventors: Jurg Maurer, Robert P. Peyer
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Patent number: 5093456Abstract: This invention provides synthetic routes for novel single isomers of monocarbamate diols and their polymerization to provide novel polyesters, polyurethanes, polycarbonates, and the like having pendant carbamate groups on the polymer chain. Devices using some of these novel polymers which demonstrate nonlinear optical activity are also disclosed.Type: GrantFiled: June 14, 1989Date of Patent: March 3, 1992Assignee: Minnesota Mining and Manufacturing CompanyInventors: Smarajit Mitra, Cecil V. Francis
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Patent number: 5084546Abstract: Thermosetting epoxy resin compositions having improved flame retardancy having combined therewith an effective amount of a dihydroxymethyl phosphine oxide having the general formula ##STR1## wherein R represents an alkyl group having from 1 to about 8 carbon atoms or --R'OH where R' represents an alkylene group having from 2 to about 8 carbon atoms, are disclosed.Type: GrantFiled: December 12, 1990Date of Patent: January 28, 1992Assignee: American Cyanamid CompanyInventors: Robert G. Fischer, Jr., Chester J. Calbick
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Patent number: 5034493Abstract: Disclosed is a curing agent composition for epoxy resin, prepared by mixing together the following components (i), (ii) and (iii) and heating the mixture for modification:(i) at least one organic carboxylic acid zinc salt,(ii) at least one acid anhydride, and(iii) either (a) at least one phenol compound or (b) at least one glycidyl ester or glycidyl ether compound.Type: GrantFiled: December 13, 1989Date of Patent: July 23, 1991Assignee: New Japan Chemical Co., Ltd.Inventors: Shoji Tani, Masahiko Yamanaka, Tomio Nobe, Shigeo Takatsuji
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Patent number: 5030711Abstract: The invention relates to a process for condensing at least one epoxide on at least one cyclic anhydride of a dicarboxylic acid in the presence of a catalyst consisting of at least one titanium nitrogenous complex of the formula (I) Ti(OR.sup.1).sub.m (OR.sup.2 ).sub.n (OR.sup.2 ).sub.p Lg in which R.sup.1, R.sup.2 and R.sup.3 each independently represents one hydrocarbon group, L represents the remainder of a nitrogenous compound, the sum of m+n+p+q is 4, q is an integer from 1 to 4 and m, n and p are independently each 0 or 1. The process allows for obtaining a perfectly alternating polyester.Type: GrantFiled: March 12, 1990Date of Patent: July 9, 1991Assignees: Institut Francais du Petrole, L'Air Liquide Societe Anonyme pour l'Etude et l'Exploitation des Procedes Georges Claude, ELF FranceInventors: Valerie Bagrel, Jacques Garapon, Remi Touet, Catherine Huet, Bernard Damin
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Patent number: 5019643Abstract: A process for condensing at least one aliphatic epoxide having at least 8 atoms of carbon in its molecule on at least one cyclic anhydride of a dicarboxylic acid in the presence of a catalyst consisting of at least one titanium complex of general formula (I) Ti(OR).sub.2 (L).sub.2 in which each R group independently represents one hydrocarbon group with 1 to 10 atoms of carbon and each L group represents a ligand of the diketonic beta type or of the keto-ester beta.Type: GrantFiled: March 12, 1990Date of Patent: May 28, 1991Assignees: Institut Francais du Petrole, L'Air Liquide Societe Anonyme pour L'Etude et L'Exploitation des Procedes Georges Claude, ELF FranceInventors: Valerie Bagrel, Jacques Garapon, Remi Touet, Catherine Huet, Bernard Damin
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Patent number: 5013814Abstract: Sulfonium salts of the formulae I to IV ##STR1## in which A is C.sub.1 -C.sub.12 alkyl, C.sub.3 -C.sub.8 cycloalkyl, C.sub.4 -C.sub.10 cycloalkylalkyl, phenyl which is unsubstituted or mono- or polysubstituted by C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.4 alkoxy, halogen, nitro, phenyl, phenoxy, alkoxycarbonyl having 1-4 C atoms in the alkoxy radical or acyl having 1-12 C atoms, Ar, Ar.sup.1 and Ar.sup.2, independently of one another, are each unsubstituted or mono- or polysubstituted phenyl, or naphthyl which is unsubstituted or mono- or polysubstituted each arylene is an unsubstituted or mono- or polysubstituted phenylene or unsubstituted or mono- or polysubstituted naphthylene and Q.sup..crclbar. is SbF.sub.6 --, AsF.sub.6 -- or SbF.sub.5 OH-- are valuable curing agents and curing accelerators in the heat-curing of cationically polymerizable compounds, preferably epoxy resins.Type: GrantFiled: January 9, 1990Date of Patent: May 7, 1991Assignee: Ciba-Geigy CorporationInventors: Martin Roth, Beat Muller
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Patent number: 5003025Abstract: The invention relates to water-dilutable binders for cationic electrocoating finishes. For the preparation of the binders, a di-epoxide compound, together with at least one mono-epoxide compound if desired, is converted by a polyaddition, carried out at 100.degree. to 195.degree. C. and initiated by a monofunctionally reacting initiator carrying either an alcoholic OH group, a phenolic OH group or an SH group, to form an epoxy resin which then subsequently is modified with(A) primary and/or secondary amines or their salts and/or the salt of a tertiary amine, a sulfide/acid mixture or a phosphine/acid mixture and with, if desired,(B) a polyfunctional alcohol, a polycarboxylic acid, a polysulfide or a polyphenol.Type: GrantFiled: December 20, 1989Date of Patent: March 26, 1991Assignee: BASF Lacke & Farben AktiengesellschaftInventors: Arnold Dobbelstein, Michael Geist, Gunther Ott, Georg Schon
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Patent number: 5001212Abstract: The present invention provides an additive for heat-hardenable epoxide resin masses, wherein the additive contains or consists of adducts and/or reaction products of (a) imidazoles of the general formula: ##STR1## in which R.sub.1, R.sub.2, R.sub.3 and R.sub.4, which can be the same or different, are hydrogen atoms, alkyl, alkenyl or alkynyl radicals containing up to 3 carbon atoms or phenyl radicals, said radicals being unsubstituted or substituted, and (b) at least one aromatic hydroxy acid.The additives according to the present invention can be used alone as hardeners or, in combination with other latent hardeners, as accelerators.Type: GrantFiled: June 27, 1989Date of Patent: March 19, 1991Assignee: SKW Trostberg AktiengesellschaftInventors: Benedikt Hammer, Bernd Graml
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Patent number: 4997910Abstract: The invention relates to a process for condensing at least one epoxide on at least one cyclic anhydride of a dicarboxylic acid in the presence of a catalyst consisting of at least one titanium peroxidic complex of the peroxo type of the A form ##STR1## Said process allows to obtain a perfectly alternate polyester.Type: GrantFiled: December 7, 1989Date of Patent: March 5, 1991Assignees: Institut Francais du Petrole, L'Air Liquide Societe Anonyme pour l'Etude et l'Exploitation des Procedes Georges Claude, Elf FranceInventors: Jacques Garapon, Remi Touet, Catherine Huet, Bernard Damin
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Patent number: 4996286Abstract: A latent curing agent for epoxy resin, characterized in that the latent curing agent is the hydrazides of the formula (I);(NH.sub.2 NHCOCH.sub.2 CH.sub.2).sub.2 N(CH.sub.2).sub.11 CONHNH.sub.2 (I)The present curing agent is useful in formulating storable, one-package, heat-curable epoxy resin-based compositions.Type: GrantFiled: February 15, 1985Date of Patent: February 26, 1991Assignee: Ajinomoto Co., Inc.Inventors: Kiyomiki Hirai, Koji Takeuchi, Nobuo Ito, Masahiro Abe
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Patent number: 4990587Abstract: Toughened epoxy resins are prepared by curing a mixture of epoxy resin, a liquid carboxyl-terminated elastomer, and, as curing agent, a non-aromatic heterocyclic amine or a salt thereof. Cure is in two stages, the first stage at a temperature of at least 135.degree. C. for less than two hours to provide a partly cured formulation comprising phase-separated rubbery particles in an epoxy resin matrix, and a second stage of completing the cure.Type: GrantFiled: January 4, 1990Date of Patent: February 5, 1991Assignee: The Secretary of State for Defence in Her Britannic Majesty's Government of the United Kingdom and Northern IrelandInventors: Steven J. Shaw, David A. Tod
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Patent number: 4981941Abstract: Fluoroepoxy resins for use in computer composite circuit boards. A "glass state" curing agent containing a fluorinated monoanhydride, a fluorinated dianhydride and a catalyst is compounded at a temperature of about 210.degree. C. The curing agent is blended with di- and tri-functional epoxy resins at 100.degree. C. or higher to give homogeneous fast-curing syrups. Fluoroepoxy resins inherently have low dielectric constants. This method produces a fluoroepoxy resin with higher crosslink densities and higher glass transition temperatures.Type: GrantFiled: March 27, 1989Date of Patent: January 1, 1991Assignee: The United States of America as represented by the Secretary of the NavyInventor: James R. Griffith
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Patent number: 4977203Abstract: A coating resin composition comprising, as a coating-forming resin binder, an epoxy resin derivative containing a functional group represented by the following formula ##STR1## wherein R.sub.1 represents a hydrogen atom or methyl group; each of R.sub.2 and R.sub.3 represents a C.sub.1 -C.sub.5 alkyl group independently of the other;R.sub.4 represents a C.sub.2 -C.sub.6 alkylene group in which an ether group (--O--) may be present in the carbon chain; andn represents an integer from 1 to 6.This coating resin composition is useful for cathodic electrodeposition coating.Type: GrantFiled: July 22, 1988Date of Patent: December 11, 1990Assignee: Kansai Paint Co., Ltd.Inventor: Michiharu Kitabatake
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Patent number: 4968767Abstract: The invention relates to substituted 3-(N-imidazolyl)propionic hydrazides, to their use as curing agents in epoxy-resin compositions, and to curable epoxy-resin compositions containing them and comprised of (a) an epoxy resin, and (b) optionally of dicyandiamide, and (c) optionally of conventionally used nitrogen-containing heterocyclic amine compounds, for the production of molded articles.Type: GrantFiled: June 14, 1989Date of Patent: November 6, 1990Assignee: Schering AGInventors: Christian Burba, Werner Mrotzek
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Patent number: 4954583Abstract: Novel 1-arylcyclobutenecarboxylate esters of glycidyloxy compounds having at least two glycidyloxy substituents are self-curing thermoset resins. The cured products derived by applying heat to the esters are crosslinked insoluble solids having good properties.Type: GrantFiled: June 12, 1989Date of Patent: September 4, 1990Assignee: Shell Oil CompanyInventor: Pen-Chung Wang