Phenolic Reactant Contains At Least One Nitrogen, Phosphorus, Or Sulfur Atom Patents (Class 528/99)
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Patent number: 5576108Abstract: Curing components containing amino groups for curing epoxy resins are obtained by the reaction of alkylated polyhydroxy aromatics (A) with polyamines (B) and aldehydes (C) by the mechanism of the Mannich reaction. The preparation of curable mixtures and varnish formulations is also disclosed. The curing components and curable mixtures can also be employed at a low temperature.Type: GrantFiled: September 9, 1994Date of Patent: November 19, 1996Assignee: Hoechst AktiengesellschaftInventors: Uwe Neumann, Claus Godau
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Patent number: 5569536Abstract: A Mannich base curing agent is provided, prepared by reacting butyraldehyde, a phenolic compound and a primary or secondary amine. These curing agents are useful as sole curing agents or as co-curing agents for epoxy resin systems.Type: GrantFiled: December 13, 1995Date of Patent: October 29, 1996Assignee: Shell Oil CompnayInventors: Joe M. Hunter, Derek S. Kincaid
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Patent number: 5563224Abstract: Novel aminoplast anchored UV stabilizers are provided. Compared to unanchored stabilizers, the anchored stabilizers disclosed herein have increased compatibility with coating resins and have reduced volatility due to higher molecular weights resulting from anchoring. A process for preparing the anchored stabilizers by the reaction of unanchored stabilizers with alkoxymethylated aminoplasts in a sulfuric acid medium is also provided. The unanchored stabilizers include 2-(2-hydroxyaryl)benzotriazoles, 2-hydroxybenzophenones, 2-(2-hydroxyaryl)-4,6-diaryl-1,3,5-triazines, salicylic acid derivatives, 2-hydroxyoxanilides, and blocked derivatives thereof as well as mixtures of two or more stabilizers. The aminoplasts include alkoxymethylated derivatives of glycolurils, melamines, and benzoguanamines.Type: GrantFiled: May 23, 1995Date of Patent: October 8, 1996Assignee: Cytec Technology Corp.Inventors: Jeno G. Szita, Paul S. Waterman
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Patent number: 5556935Abstract: The present invention relates to textile printing pastes containing modified polyisocyanates, modified polycarbodiimides, or trifunctional polyepoxides as crosslinking agents for the binders present therein.Type: GrantFiled: May 12, 1995Date of Patent: September 17, 1996Assignee: Bayer AktiengesellschaftInventors: Harro Tr aubel, Herbert Wigger, Hans-Josef Laas, Helmut Reiff
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Patent number: 5510431Abstract: Curable compositions containing (A) one or more epoxy resins, one (B) or more curing agents and (C) one or more cure controlling catalysts wherein at least one of components (A) or (B) or both components (A) and (B) contain a mesogenic moiety are prepared. These curable compositions permit processing at higher temperatures and improved properties. They are useful in the preparation of coatings, castings, electrical or laminates or composites and the like.Type: GrantFiled: June 1, 1995Date of Patent: April 23, 1996Assignee: The Dow Chemical CompanyInventors: Jimmy D. Earls, Robert E. Hefner, Jr., James L. Bertram, Louis L. Walker
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Patent number: 5506331Abstract: A polyester polymer comprising repeating units (I), or repeating units (I) and (II), and having a reduced viscosity (.eta..sub.sp /c) of 0.2 to 10.0 dl/g, measured at 20.degree. C. as a 0.5 g/dl solution dissolved in methylene chloride is prepared by allowing a dihydric phenol (III), or dihydric phenols (III) and (IV), to react with a carbonate precursor or a dibasic acid. An electrophotographic photoreceptor which comprises an electroconductive substrate and a photosensitive layer disposed on the electroconductive substrate and containing the polyester polymer as a charge transporting material or a binder resin. ##STR1## wherein, W is --O-- or single bond, X is a divalent group which is derived from a dihydric phenol containing a hydrazine structure, each of R.sup.25 and R.sup.26 is a halogen atom, an alkyl group, a cycloalkyl group or an aryl group, each of m and n is an integer of 0 to 4, Y is single bond, --O--, --S--, --SO--, --SO.sub.2 --, --CR.sup.27 R.sup.28 --, a 1,1-cycloalkylene group or an .alpha.Type: GrantFiled: December 28, 1993Date of Patent: April 9, 1996Assignee: Idemitsu Kosan Co., Ltd.Inventors: Tomohiro Nagao, Shuji Sakamoto, Hironobu Morishita, Hideyuki Miyamoto
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Patent number: 5506313Abstract: The invention relates to compounds of the formula (1) ##STR1## in which m is 0 or 1,R is a hydrogen atom or a group of formula ##STR2## T is either an (m+2)-valent aromatic group or a bisphenylene group, [Z] is a group of on average 1 to 10 structural units of the formula (3)--Q--T(OR).sub.1+m-r (EB).sub.r (3),in whichQ is a group of the formula (4) ##STR3## in which R.sup.0 is a phenyl radical substituted in a particular manner andR.sup.1 andR.sup.2 are C.sub.1 -C.sub.4 alkyl, and in which, furthermore,EB symbolizes a free valency of the group T,r has one of the values 0, 1 or 1+mand the structural units of the formula (3) are linked via their free valencies to the group [Z] such that the groups Q in each case alternate with groups T and the group [Z] overall is monovalent. As excellent flameproofing agents which are reactive towards epoxy compounds, the compounds are a useful formulation component for epoxy resin compositions.Type: GrantFiled: September 7, 1994Date of Patent: April 9, 1996Assignee: Ciba-Geigy CorporationInventors: Peter Flury, Carl W. Mayer, Wolfgang Scharf, Ennio Vanoli
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Patent number: 5496589Abstract: A curing composition and a method for impregnating wood using the curing composition, which comprises a reaction product represented by formula (1) obtained by reacting an alkylene oxide adduct of a hydrocarbon polyol and (meth)acrylic acid: ##STR1## wherein R.sup.10 represents a residual group of a hydrocarbon polyol having from 3 to 15 carbon atoms and (c1+d1) hydroxyl groups; R.sup.11 represents an alkylene group having from 2 to 4 carbon atoms; R.sup.12 represents an alkylene group having from 2 to 4 carbon atoms; R.sup.13 represents a hydrogen atom or a methyl group; a1 represents a number of from 0 to 10; b1 represents a number of from 0 to 10; c1 represents a number of not less than 1.5; and d1 represents a number of not less than 0.5; provided that (a1+b1) is not less than 1.Type: GrantFiled: March 22, 1994Date of Patent: March 5, 1996Assignee: Toagosei Chemical Industry Co., Ltd.Inventors: Ichiro Igarashi, Hiroyuki Ota, Yoshio Mizoguchi
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Patent number: 5466772Abstract: Unsaturated polyurethanes containing from 20 to 80% by weight of polyethylene glycol units, which can be prepared by reactinga) at least one organic polyisocyanate,b) an unsaturated fatty alcohol or its polyalkylene glycol ether, an unsaturated fatty amine or a reaction product of an unsaturated fatty acid and a monoepoxide,c) a compound which contains not only two groups which react with isocyanate groups but also at least one group which is ionic.d) a polyalkylene glycol having a molecular mass of from 750 to 10,000, and if desirede) a compound containing from three to six hydroxyl or amino groups,the ratio of the isocyanate groups in a) to the hydroxyl and amino groups in the remaining components being from 0.7:1 to 1.2:1. These unsaturated polyurethanes are used as dispersants for alkyd resins.Type: GrantFiled: March 3, 1994Date of Patent: November 14, 1995Assignee: Hoechst AktiengesellschaftInventors: Karl-Hans Angelmayer, Gerd Walz, Joachim Zoeller
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Patent number: 5464702Abstract: 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: GrantFiled: October 7, 1994Date of Patent: November 7, 1995Assignee: Ciba-Geigy CorporationInventor: Yefim Blyakhman
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Patent number: 5460860Abstract: Mesogen containing biaxially oriented films are prepared from curable mixtures containing an epoxy resin and a curing agent therefor. Certain of the mesogen containing biaxially oriented films possess unique properties, such as a metallic like, highly reflective appearance. These films are useful in adhesives, coatings, laminates or composites and the like.Type: GrantFiled: May 20, 1994Date of Patent: October 24, 1995Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Jimmy D. Earls, Peter E. Pierini, David A. Waldman, Lalitha Reddy
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Patent number: 5458929Abstract: Laminates containing one or more plies of substrate material impregnated with a composition containing (A) one or more epoxy resins, (B) one or more curing agent and (C) about 0.00005 to about 0.1 mole per epoxide equivalent of cure controlling catalyst, wherein at least one of components (A) or (B) contain at least one mesogenic moiety, which, optionally, has been subjected to either (a) the application of an electric field, (b) the application of a magnetic field, (c) drawing or shear forces, or (d) any combination thereof, are prepared.Type: GrantFiled: February 15, 1994Date of Patent: October 17, 1995Assignee: The Dow Chemical CompanyInventors: Jimmy D. Earls, Robert E. Hefner, Jr., James L. Bertram, Louis L. Walker, William A. Clay
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Patent number: 5445854Abstract: 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: GrantFiled: November 29, 1993Date of Patent: August 29, 1995Assignee: The Dow Chemical CompanyInventors: Mark D. Newsham, Muthiah N. Inbasekaran, Michael N. Mang
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Patent number: 5439977Abstract: 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: GrantFiled: April 15, 1994Date of Patent: August 8, 1995Assignee: Ajinomoto Co., Inc.Inventors: Tadahiko Yokota, Hiroyuki Sakata, Kiyomiki Hirai, Koji Takeuchi
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Patent number: 5424387Abstract: Di-amines endowed with chain extension activity for formulations such as polyureas and polyurethanes are disclosed, and which have the general formula: ##STR1## wherein n is 0-1000 and m is 0-100; R.sub.1, R.sub.2, R.sub.5, and R.sub.6 are each independently selected from the group consisting of H, --CH.sub.3, --CH.sub.2 CH.sub.3, --CH.sub.2 OH, and --CH.sub.2 --CH.sub.2 --OH; and R.sub.3 and P.sub.4 are each independently selected from the group consisting of --C.sub.2 H.sub.4 --; and --C.sub.3 H.sub.6 --; and the diasteromeric salts thereof.Type: GrantFiled: July 20, 1994Date of Patent: June 13, 1995Assignee: Hoechst Celanese CorporationInventors: Michael T. Sheehan, James R. Sounik, Bret F. Hann
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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: 5414125Abstract: A diamino-alpha-alkylstilbene useful as an epoxy resin curing agent is represented by the following Formula I: ##STR1## wherein R is independently hydrogen, a C.sub.1 -C.sub.10 hydrocarbyl(oxy) group or a halogen, nitro, nitrile, phenyl or --CO--R.sup.1 group wherein R.sup.1 is independently hydrogen or a C.sub.1 -C.sub.3 hydrocarbyl group; each R.sup.4 is independently hydrogen or a C.sub.1 -C.sub.10 hydrocarbyl group; and Y is a ##STR2## group wherein n=0 or 1.Type: GrantFiled: July 23, 1993Date of Patent: May 9, 1995Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Jimmy D. Earls
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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: 5412044Abstract: 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: GrantFiled: May 12, 1994Date of Patent: May 2, 1995Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Jimmy D. Earls
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Patent number: 5399654Abstract: A phosphorus-containing wholly aromatic polyester is produced by an interfacial polymerization method which includes the step of reacting a phosphorus-containing bisphenol compound and a bisphenol compound with dicarboxylic acid chlorides. An organic layer containing the dicarboxylic acid chlorides and phase transfer catalyst is added into an alkaline aqueous layer which contains a bisphenol compound.Type: GrantFiled: October 21, 1993Date of Patent: March 21, 1995Assignee: Korea Kumho Petrochemical Co., Ltd.Inventors: Young H. Ko, Seung D. Cho, Byung C. Jeon
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Patent number: 5393806Abstract: 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: GrantFiled: December 26, 1991Date of Patent: February 28, 1995Assignee: Albemarle CorporationInventor: Farah D. Azarnia
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Patent number: 5391651Abstract: Compositions comprising epoxy resins containing one or more rodlike mesogenic moieties per molecule are cured with polyamines containing one or more rodlike mesogenic moieties per molecule. These curable compositions can be oriented by the application of an electric field or magnetic field or drawing and/or shear flow prior to and/or during curing. The resultant cured products exhibit an improvement in one or more physical and/or mechanical and/or thermal properties as compared to a like epoxy resin system which does not contain any rodlike mesogenic moieties.Type: GrantFiled: December 8, 1993Date of Patent: February 21, 1995Assignee: The Dow Chemical CompanyInventors: Jimmy D. Earls, Robert E. Hefner, Jr., Paul M. Puckett
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Patent number: 5385990Abstract: A structural adhesive composition containing an epoxy compound, an amine hardener and a hydroxy-substituted aromatic compound having a pKa ranging from about 5 to 9.7 and a boiling point greater than about 210.degree. C. The utilization of a hydroxy-substituted aromatic compound having a pKa and a boiling point within the stated ranges provides for an adhesive composition which develops significant green strength, undergoes minimal sinkage during the bonding and curing process, and is capable of withstanding high temperature conditions.Type: GrantFiled: November 2, 1992Date of Patent: January 31, 1995Assignee: Lord CorporationInventors: Kirk J. Abbey, Stephen E. Howe, Beth C. Munoz
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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: 5360886Abstract: The reaction between epoxy compounds and active hydrogen-containing compounds or anhydrides is catalyzed with a phosphine or phosphonium compound containing at least three C.sub.1 to C.sub.4 alkyl phenyl groups attached to the phosphorous atom per molecule.Type: GrantFiled: October 27, 1993Date of Patent: November 1, 1994Assignee: The Dow Chemical CompanyInventors: Ha Q. Pham, Michael B. Cavitt, Pamela A. Hardcastle
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Patent number: 5360887Abstract: A flame-retarded thermosetting resin composition is provided by blending about 5 to 45 mole % of a phenylcyanate having at least one halogen substituent at the ortho or para position relative to the cyanato group, and about 55 to 95 mole % of a halogen-free bis-4-phenylcyanate. A flame retardancy of V-O grade of UL94 is achieved in the thermoset resin of the composition without compromising dielectric, heat resistance, moisture absorption and other properties.Type: GrantFiled: July 28, 1993Date of Patent: November 1, 1994Assignee: Kanegafuchi Kagaku Kogyo Kabushiki KaishaInventors: Hidenari Tsunemi, Toshinobu Nakata, Koyoyuki Namura
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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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Epoxy resin composition containing a polyaminoamide and a latent curing agent for fiber impregnation
Patent number: 5350826Abstract: An epoxy resin composition for forming prepregs is disclosed which includes an epoxy resin having at least two epoxy groups, a latent curing agent for the epoxy resin in an amount of 0.5-3.0 equivalents per equivalent of the epoxy groups of the epoxy resin, and a reactive, viscosity-increasing agent in an amount of 0.2-3.0 parts by weight per 100 parts by weight of the epoxy resin. The epoxy resin composition has an initial viscosity n.sub.I(50) at 50.degree. C. of 1,000-200,000 cP and an initial viscosity n.sub.I(23) at 23.degree. C. of at least 10,000 cP.Type: GrantFiled: November 27, 1992Date of Patent: September 27, 1994Assignee: Tonen CorporationInventors: Osamu Watanabe, Makoto Takezawa -
Patent number: 5344898Abstract: 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: GrantFiled: November 18, 1993Date of Patent: September 6, 1994Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Jimmy D. Earls
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Patent number: 5331068Abstract: The present invention relates to a hardener for polyfunctional epoxy resins comprising the adduct obtained from the reaction of (1) a diaminodiphenyl sulfone of the formula ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are independently hydrogen, C.sub.1 -C.sub.4 alkyl or halogen and (2) a cycloaliphatic diepoxide at a ratio of aminohydrogen equivalent of said sulfone to said epoxy equivalent of said diepoxide from 2.5:1 to 75:1.Type: GrantFiled: August 19, 1993Date of Patent: July 19, 1994Assignee: Ciba-Geigy CorporationInventor: Yefim Blyakhman
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Patent number: 5318851Abstract: 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: GrantFiled: April 2, 1993Date of Patent: June 7, 1994Assignee: Elf Atochem N.A., Inc.Inventors: Arthur L. Baron, Ronald E. MacLeay, Jennifer P. Kmiec
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Patent number: 5310853Abstract: The reaction between epoxy compounds and active hydrogen-containing compounds or anhydrides is catalyzed with a phosphine or phosphonium compound containing at least three C.sub.1 to C.sub.4 alkyl phenyl groups attached to the phosphorous atom per molecule.Type: GrantFiled: January 21, 1993Date of Patent: May 10, 1994Assignee: The Dow Chemical CompanyInventors: Ha Q. Pham, Michael B. Cavitt, Pamela A. Hardcastle
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Patent number: 5302690Abstract: Polyester resins are prepared by reacting a lower alkyl ester of an aromatic dicarboxylic acid with an aliphatic diol to form an aromatic polyester, and which includes (i) subjecting to transesterification reaction conditions in the presence of a titanium compound catalyst a transesterification reaction system having the lower alkyl ester of the aromatic dicarboxylic acid, the aliphatic and between 0.02 to 5.0 mole percent, based on the amount of the lower alkyl ester of the aromatic dicarboxylic acid, of an aromatic sulfonic acid compound represented by the following general formula (I):OH--R--O--Ar--SO.sub.3 M (I)wherein Ar is a p-substituted benzene group or a 2,6-substituted naphthalene group, R is a divalent group selected from among --CH.sub.2 CH(CH.sub.3)--, --CH(CH.sub.3)CH.sub.2 --, --CH.sub.2 CH(CH.sub.3)-- and --CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 --, and M is an alkali metal selected from the group consisting of lithium, sodium and potassium.Type: GrantFiled: June 3, 1992Date of Patent: April 12, 1994Assignee: Polyplastics Co., Ltd.Inventors: Kuniaki Kawaguchi, Kenji Hijikata, Toshio Nakane
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Patent number: 5298575Abstract: 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: GrantFiled: November 30, 1992Date of Patent: March 29, 1994Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Jimmy D. Earls
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Patent number: 5296570Abstract: Compositions comprising epoxy resins containing one or more rodlike mesogenic moieties per molecule are cured with polyamines containing one or more rodlike mesogenic moieties per molecule. These curable compositions can be oriented by the application of an electric field or magnetic field or drawing and/or shear flow prior to and/or during curing. The resultant cured products exhibit an improvement in one or more physical and/or mechanical and/or thermal properties as compared to a like epoxy resin system which does not contain any rodlike mesogenic moieties.Type: GrantFiled: June 1, 1993Date of Patent: March 22, 1994Assignee: The Dow Chemical CompanyInventors: Jimmy D. Earls, Robert E. Hefner, Jr., Paul M. Puckett
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Patent number: 5292831Abstract: Phenoxy resins containing rodlike mesogenic moieties are prepared from phenolic hydroxyl containing compounds which contain such moieties.Type: GrantFiled: July 27, 1992Date of Patent: March 8, 1994Assignee: The Dow Chemical CompanyInventors: Jimmy D. Earls, Robert E. Hefner, Jr., Paul M. Puckett
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Patent number: 5288816Abstract: 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: GrantFiled: August 10, 1992Date of Patent: February 22, 1994Assignee: The Dow Chemical CompanyInventors: Muthiah N. Inbasekaran, Mark D. Newsham, Michael N. Mang
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Patent number: 5283270Abstract: Disclosed are glycidyl diamines having the formulas ##STR1## where n is 1 or 2, m is 0, 1, or 2, X is Y or ##STR2## and Y is --, O, S, SO, SO.sub.2, CO, C(CH.sub.3).sub.2, or C(CF.sub.3).sub.2. An epoxy resin can be made by mixing the glycidyl diamine with an epoxy curing agent. The epoxy resins can be used as adhesives or to make composites.Type: GrantFiled: February 5, 1993Date of Patent: February 1, 1994Assignee: Occidental Chemical CorporationInventors: Robert A. Buchanan, Robert L. Ostrozynski
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Patent number: 5275853Abstract: Polyetheramines having improved barrier to oxygen are thermoplastic polymers having aromatic ether/amine repeating units in their backbones and pendant hydroxyl moieties. Such polyetheramines are prepared by reacting diglycidyl ethers of dihydric aromatic compounds such as the diglycidyl ether of bisphenol-A, hydroquinone, or resorcinol with amines having no more than two amine hydrogens per molecule, such as piperazine or ethanolamine.Type: GrantFiled: April 7, 1992Date of Patent: January 4, 1994Assignee: The Dow Chemical CompanyInventors: H. Craig Silvis, Jerry E. White
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Patent number: 5273793Abstract: 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: GrantFiled: August 19, 1992Date of Patent: December 28, 1993Assignee: The Dow Chemical CompanyInventors: John J. Kester, Mark D. Newsham
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Patent number: 5270406Abstract: Advanced epoxy resin compositions are prepared by reacting epoxy resins with active hydrogen-containing compounds which contain mesogenic moieties. Curable compositions containing these advanced epoxy resin compositions are useful in adhesives, coatings, laminates castings and the like.Type: GrantFiled: September 15, 1992Date of Patent: December 14, 1993Assignee: The Dow Chemical CompanyInventors: Jimmy D. Earls, Paul M. Puckett, Robert E. Hefner, Jr.
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Patent number: 5270405Abstract: Advanced epoxy resins containing mesogenic moieties are prepared from epoxy resins which contain such moieties.Type: GrantFiled: July 27, 1992Date of Patent: December 14, 1993Assignee: The Dow Chemical CompanyInventors: Jimmy D. Earls, Robert E. Hefner, Jr., Paul M. Puckett
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Patent number: 5270404Abstract: Compositions comprising epoxy resins containing one or more rodlike mesogenic moieties per molecule are cured with curing agents which will normally cure epoxy resins. These curable compositions can be oriented by the application of an electric field, magnetic field drawing and/or shear flow prior to and/or during curing. The resultant cured products exhibit an improvement in one or more physical or mechanical properties as compared to a like epoxy resin system which does not contain any rodlike mesogenic moieties.Type: GrantFiled: July 17, 1992Date of Patent: December 14, 1993Assignee: The Dow Chemical CompanyInventors: Jimmy D. Earls, Robert E. Hefner, Jr., Paul M. Puckett
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Patent number: 5268434Abstract: An epoxy resin composition useful as a molded article is curable with a combination of curing agents including diamino-alpha-alkylstilbenes and other curing agents wherein the epoxy resin and/or the other curing agents can contain rodlike mesogenic moieties.Type: GrantFiled: January 5, 1993Date of Patent: December 7, 1993Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Jimmy D. Earls
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Patent number: 5266660Abstract: Compositions comprising epoxy resins containing one or more rodlike mesogenic moieties per molecule are cured with curing agents which will normally cure epoxy resins. These curable compositions can be oriented by the application of an electric field, magnetic field drawing and/or shear flow prior to and/or during curing. The resultant cured products exhibit an improvement in one or more physical or mechanical properties as compared to a like epoxy resin system which does not contain any rodlike mesogenic moieties.Type: GrantFiled: July 17, 1992Date of Patent: November 30, 1993Assignee: The Dow Chemical Co.Inventors: Robert E. Hefner, Jr., Jimmy D. Earls, Paul M. Puckett
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Patent number: 5266661Abstract: Curable compositions are disclosed which contain (I) an advanced resin composition prepared by reacting epoxy resins with active hydrogen-containing compounds which contain mesogenic moieties and (II) a suitable curing agent.Type: GrantFiled: September 15, 1992Date of Patent: November 30, 1993Assignee: The Dow Chemical CompanyInventors: Jimmy D. Earls, Paul M. Puckett, Robert E. Hefner, Jr.
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Patent number: 5266405Abstract: 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: GrantFiled: July 22, 1991Date of Patent: November 30, 1993Assignee: Bayer AktiengesellschaftInventors: Stephan Kirchmeyer, Hanns P. Muller, Alexander Karbach, Joachim Franke
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Patent number: 5262509Abstract: Phenoxy resins are disclosed which are prepared from polyglycidyl amines containing one or more mesogenic moieties. The phenoxy resins are useful in the preparation of coatings.Type: GrantFiled: May 28, 1992Date of Patent: November 16, 1993Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Jimmy D. Earls
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Patent number: 5252404Abstract: A polyester coating composition comprising:(A) 50 to 95 parts by weight as solids of a polyester resin produced by reacting a polybasic acid component containing 0 to 85 mole % of the total acid component of an aromatic dicarboxylic acid, and a polyhydric alcohol component containing 20 to 100 mole % of the total alcohol component of a bisphenol S-alkylene oxide adduct of the formula: ##STR1## wherein R is H or methyl, n and m are each an integer from 1 to 8, and 0 to 30 mole % of the total alcohol component of a branched chain-aliphatic glycol; and(B) 50 to 5 parts by weight as solids of an aminoplast resin and/or a blocked polyisocyanate.Type: GrantFiled: February 21, 1992Date of Patent: October 12, 1993Assignee: Nippon Paint Co., Ltd.Inventors: Ryoji Ishihara, Haruhiko Sawada, Koichi Kimura
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Patent number: 5242996Abstract: A modified epoxy resin or compound of the formula: ##STR1## wherein A is the backbone reside of a glycidyl ether epoxy resin with removal of the glycidyloxy groups; R.sup.1 and R.sup.2 are independently a hydrogen atom or C.sub.1 -C.sub.12 alkyl; R.sup.3 is a glycidyl group; and n is an integer of greater than 1. A method for producing the modified epoxy resin is also disclosed.Type: GrantFiled: May 22, 1991Date of Patent: September 7, 1993Assignee: Nippon Paint Co., Ltd.Inventors: Mitsuo Yamada, Kei Aoki, Ryuzo Mizuguchi