From Mercaptan Or Mercaptide-containing Reactant Patents (Class 528/374)
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Patent number: 5696218Abstract: In a process for the preparation of poly-o-hydroxyamides and poly-o-mercaptoamides, a bis-o-hydroxyamide or a bis-o-mercaptoamide is reacted with a dihydroxy compound in the presence of a basic catalyst.Type: GrantFiled: August 29, 1996Date of Patent: December 9, 1997Assignee: Siemens AktiengesellschaftInventors: Recai Sezi, Hellmut Ahne, Roland Gestigkeit
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Patent number: 5679762Abstract: An inexpensive block polymer which is effectively available in various uses with regard to hot-melt resin compositions, pressure sensitive adhesives, carriers for pressure sensitive adhesives, and the like. This block polymer has a structure including a polyvalent mercaptan segment at its center from which two or more polymer segments are radially extended. The number-average molecular weight of this polymer is in a range of 2,000 to 1,000,000, and the two or more polymer segments have two or more different compositions. This block polymer is obtainable by a process including two or more steps of radical polymerization of polymerizable monomer components having different compositions using a polyvalent mercaptan as a polymerization initiator.Type: GrantFiled: August 18, 1995Date of Patent: October 21, 1997Assignee: Nippon Shokubai Co., Ltd.Inventors: Masatoshi Yoshida, Nobuhiro Kobayashi, Hiroaki Hasegawa
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Patent number: 5672678Abstract: A semiconductive conjugated copolymer comprises at least two chemically different monomer units which, when existing in their individual homopolymer forms, have different semiconductor bandgaps. The proportion of said at least two chemically different monomer units in the copolymer is selected to control the semiconductor bandgap of the copolymer so as to control the optical properties of the copolymer. The copolymer is formed in a manner enabling it to be laid down as a film without substantially affecting the luminescent characteristics of the copolymer and is stable at operational temperature.The semiconductor bandgap may be spatially modulated so as to increase the quantum efficiency of the copolymer when excited to luminesce, to select the wavelength of radiation omitted during luminescence or to select the refractive index of the copolymer.Type: GrantFiled: September 18, 1995Date of Patent: September 30, 1997Assignee: Cambridge Display Technology LimitedInventors: Andrew Holmes, Donal Donat Bradley, Richard Henry Friend, Arno Kraft, Paul Burn, Adam Brown
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Patent number: 5670603Abstract: This invention relates to polymers having non-linear optical properties which polymers include fluorene moieties having at least one electron accepting group and at least one electon donating group substituted to different phenyl rings of the fluorene moiety.Type: GrantFiled: March 8, 1993Date of Patent: September 23, 1997Assignee: AlliedSignal Inc.Inventors: Chengjiu Wu, Jianhui Shan, Ajay Nahata
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Patent number: 5621062Abstract: Solvent-free, fluid polythioether coating or caulking compositions having excellent room-temperature self-curing properties and excellent leveling properties are produced by mixing reactive liquid precursor components comprising a hydroxyl- or silyl-terminated amino polythioether of formula A and a hydroxyl- or silyl-terminated epoxy polythioether of formula B. The mixture is applied to a surface to the protected, preferably a hydrolyzable metal surface such as aluminum which is reactive with the hydroxyl or silyl terminal groups, and cured at room temperature for less than two hours to produce a self-leveling protective coating or gap-fill which is strongly-bonded to the surface and is flexible and stable over a wide temperature range between about -60.degree. F. and +360.degree. F.Type: GrantFiled: November 2, 1995Date of Patent: April 15, 1997Assignee: Northrop Grumman CorporationInventors: Nicholas T. Castellucci, Roger M. Heitz
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Patent number: 5612402Abstract: The invention relates to a curable polysulfide composition, which has an application in making a preserving coating, and an insulator in the field of road construction, house building, etc. The target of the invention is to obtain a stable polysulfide curable composition for which the cure rate and the cure velocity are independent of the surrounds, to allow the obtaining of vulcanized material with high grade of technical and ecological parameters, avoiding the typical unpleasant smell of mercaptane polysulfides and the toxicity of the curing agents, additives and fillers. The problems is solved using the following curable polysulfide composition: polysulfide polymer and/or copolymer containing up to 1 mol/kg SH groups, with molecular weight from 2,000 to 200,000, polysulfide degree from 2.2 to 4.0, ramification rate up to 4 mol percent and degree of polymerization of 20 to 500 in an amount of 90 to 110 pbw; modifier up to 75 pbw; curing agent from 0.Type: GrantFiled: January 23, 1995Date of Patent: March 18, 1997Inventors: Liliana S. Orecharova, Emil S. Vassev, Rossislav L. Orecharov, Petko L. Orecharov
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Patent number: 5610243Abstract: A thermoplastic elastomer is made by the reaction of an epoxy resin with a liquid mercapto-terminated polysulfide wherein the ratio of epoxy equivalents in the epoxy resin to mercapto equivalents is from about 0.6 to about 0.98, with the proviso that when the ratio is greater than about 0.95:1, the polysulfide is further reacted with an amount of a mono-epoxy compound sufficient to raise the ratio of total epoxy equivalents to mercapto equivalents to a maximum of 1:1. An elastomer having residual --SH groups is air-curable. The elastomer is useful as a hot melt sealant for insulated window units.Type: GrantFiled: October 13, 1995Date of Patent: March 11, 1997Assignee: Morton International, Inc.Inventors: David E. Vietti, Keith B. Potts, Kimberley A. Leone
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Patent number: 5602211Abstract: Adducts containing mesogenic or rodlike moieties are prepared by reacting (1) at least one compound containing an average of more than one vicinal epoxide group per molecule with (2) at least one compound containing an average of more than one reactive hydrogen atom per molecule; with the proviso that at least one member of components (1) and (2) contains a mesogenic or rodlike moiety. These compounds are useful as curing agents for epoxy resins.Type: GrantFiled: January 18, 1995Date of Patent: February 11, 1997Assignee: The Dow Chemical CompanyInventors: Robert E. Hefner, Jr., Jimmy D. Earls
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Patent number: 5594090Abstract: A first prepolymer contains a structural unit represented by the formula ##STR1## where m denotes a positive number of from 2 to 20 with a polymerization degree of 2 to 1000. A second prepolymer contains a structural unit represented by the formula ##STR2## where X denotes a hydrogen atom or a halogen atom, m.sup.1 and m.sup.2 denote positive numbers of from 2 to 20 and n.sup.1 +n.sup.2 denote positive numbers of from 2 to 1000, with n.sup.1 and n.sup.2 being not equal to 0, the prepolymer having a polymerization degree of 2 to 1000. An optical material with a high refractive index is obtained by polymerizing and curing a polymerizable composition containing the first or second prepolymer.Type: GrantFiled: April 4, 1995Date of Patent: January 14, 1997Assignee: NOF CorporationInventors: Tsuyoshi Miyazaki, Hiromitsu Nakajima, Shuji Ichikawa, Yasumi Koinuma, Kazuo Matsuyama, Koji Kamenosono, Yoshihiro Minoshima
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Patent number: 5587448Abstract: This invention concerns a reaction system for producing a polyurethane having an isocyanate index value of at least 100, and a catalyzed reaction mixture thereof, having a gel time between 5 and 60 minutes. The reaction system, in one aspect, involves a mixture of first and second parts that are located in separate containers, respectively, which are effective to prevent contact between said first and second parts thereof until coating or sealing application is desired. This two-part reaction system includes:(a) a first part comprising a polyisocyanate component; b) a second part comprising: (i) a polyol component; (ii) a polyurethane catalyst comprising a bismuth/zinc polyurethane catalyst; and (iii) a molar excess of a complexing agent for the polyurethane catalyst, where the complexing agent is a mercaptan compound. This invention also concerns a method of forming a polyurethane sealant on a surface using the two-part reaction system and catalyzed reaction mixture.Type: GrantFiled: December 29, 1994Date of Patent: December 24, 1996Assignee: Minnesota Mining and ManufacturingInventor: Paul T. Engen
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Patent number: 5565517Abstract: A process for preparing an organic polysulfide polymer, such as polyethylene trisulfide, is provided which comprises contacting a dimercaptan such as 1,2-ethanedithiol with elemental sulfur using a basic catalyst wherein the dimercaptan, elemental sulfur, and basic catalyst are each present in an effective amount to effect the preparation of the organic polysulfide polymer. A process for controlling the molecular weight of an organic polysulfide polymer is also provided which comprises contacting a mercaptan with a dimercaptan and sulfur, in the presence of a basic catalyst, under conditions sufficient to prepare an organic polysulfide polymer.Type: GrantFiled: November 16, 1994Date of Patent: October 15, 1996Assignee: Phillips Petroleum CompanyInventors: Howard F. Efner, James E. Shaw
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Patent number: 5561215Abstract: A method for removing cured sulfur-containing polymer sealants from surfaces is disclosed. The method comprises applying to the surface a sealant remover comprising at least about 50 wt. % of a pyrrolidone, especially N-methyl-2-pyrrolidone, and allowing the cured sulfur-containing polymer and the remover to remain in contact until the cured sulfur-containing polymer is loosened and can be easily removed from the surface. The method of the invention enables fast, effective removal of the sulfur-containing polymer sealants commonly used in the aerospace, construction, and insulating-glass industries.Type: GrantFiled: August 31, 1994Date of Patent: October 1, 1996Assignee: Arco Chemical Technology, L.P.Inventor: Daniel B. Pourreau
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Patent number: 5545714Abstract: A process for preparing an organic disulfide polymer such as polyethylene disulfide which is used in batteries comprises contacting a dimercaptan such as 1,2-ethanedithiol with elemental sulfur using a mixture of a basic compound such as NaOH and an ethoxylated alcohol such as Union Carbide's TERGITOL.RTM. 15-S-7 having the formula of R.sup.2 O(CH.sub.2 CH.sub.2 O).sub.7 H as catalyst wherein the dimercaptan is present in excess amount to effect the preparation of the disulfide polymer.Type: GrantFiled: May 25, 1995Date of Patent: August 13, 1996Assignee: Phillips Petroleum CompanyInventors: James E. Shaw, William E. Sattich, Howard F. Efner
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Patent number: 5543443Abstract: Disclosed are denture adhesive compositions possessing improved aesthetics and comprising a component which provides for easy removal of the adhesive from the denture and a hydrophilic powder.Type: GrantFiled: August 3, 1992Date of Patent: August 6, 1996Assignee: The Procter & Gamble CompanyInventors: Jayanth Rajaiah, Abel Saud, Bruce J. MacKay, Dennis R. Grubbs
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Patent number: 5512654Abstract: A semiconductive conjugated copolymer comprises at least two chemically different monomer units which, when existing in their individual homopolymer forms, have different semiconductor bandgaps. The proportion of said at least two chemically different monomer units in the copolymer is selected to control the semiconductor bandgap of the copolymer so as to control the optical properties of the copolymer. The copolymer is formed in a manner enabling it to be laid down as a film without substantially affecting the luminescent characteristics of the copolymer and is stable at operational temperature.The semiconductor bandgap may be spatially modulated so as to increase the quantum efficiency of the copolymer when excited to luminesce, to select the wavelength of radiation emitted during luminescence or to select the refractive index of the copolymer.Type: GrantFiled: May 19, 1994Date of Patent: April 30, 1996Assignee: Cambridge Display Technology LimitedInventors: Andrew Holmes, Donal D. Bradley, Richard H. Friend, Arno Kraft, Paul Burn, Adam Brown
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Patent number: 5473048Abstract: The invention provides a co-polymer having a hub portion from which radiate from 3 to 8 arms where the hub portion is the residue of a tri-functional to octa-functional thiol and each arm is an addition polymer comprising structural units and functional units that are mutually compatible, the functional units including crosslinking substituents capable of undergoing a crosslinking reaction with a crosslinking agent or crosslinking substituent in functional units in another molecule of the same polymer and optionally compatible auxiliary functional units that contain wetting groups.Type: GrantFiled: February 28, 1991Date of Patent: December 5, 1995Assignee: Imperial Chemical Industries, PLCInventor: Manish Sarkar
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Patent number: 5464931Abstract: A process for preparing an organic disulfide polymer such as polyethylene disulfide which is used in batteries comprises contacting a dimercaptan such as 1,2-ethanedithiol with elemental sulfur using a mixture of a basic compound such as NaOH and an ethoxylated alcohol such as Union Carbide's TERGITOL.RTM. 15-S-7 as catalyst wherein the dimercaptan is present in excess amount to effect the preparation of the disulfide polymer.Type: GrantFiled: August 15, 1994Date of Patent: November 7, 1995Assignee: Phillips Petroleum CompanyInventors: James E. Shaw, William E. Sattich, Howard F. Efner
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Patent number: 5446090Abstract: A poly(ethylene glycol) derivative is disclosed that is activated with a sulfone moiety for selective attachment to thiol moieties on molecules and surfaces. The activated PEG is water soluble, hydrolytically stable for extended periods, and forms hydrolytically stable linkages with thiol moieties. The linkages generally are not reversible in reducing environments. The PEG derivative is useful for modifying the characteristics of substances including modifying biologically active molecules and surfaces for biocompatibility. Methods for synthesizing the active PEG and for preparing conjugates of the active PEG and other substances, including biologically active substances, are also disclosed.Type: GrantFiled: November 12, 1993Date of Patent: August 29, 1995Assignee: Shearwater Polymers, Inc.Inventor: J. Milton Harris
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Patent number: 5411776Abstract: A sealant comprising a mercapto-terminal liquid oligomer containing plasticizers, fillers and additives wherein the improvement comprises as curing agent an acrylic or methacrylic compound with at least two acrylic or methacrylic groups per molecule and a guanidine derivative as a curing catalyst having good chemical and weathering stability, low water vapor permeability and long-term elasticity properties.Type: GrantFiled: March 25, 1994Date of Patent: May 2, 1995Assignee: Morton International, Inc.Inventors: Gerald Schmidt, Rainer Jung
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Patent number: 5412069Abstract: Provided by this invention are two-part liquid polysulfide compositions which utilize stable and effective manganese dioxide or like curing agents which provide reasonable working times and gel times typically a maximum of 90 minutes and desirably rapid cure rates. Also, provided are stable and effective manganese curing compositions suitable for use as an element of such two-part liquid polysulfide compositions.Type: GrantFiled: July 30, 1993Date of Patent: May 2, 1995Assignee: Rutgers, The State University of New JerseyInventors: Robert A. LeCompte, Scott S. Moninghoff
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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: 5409985Abstract: A one-part polysulfide sealant composition comprises a mercaptan-terminated liquid polysulfide, an oxidising agent to cure the catalyst a desiccant such as a molecular sieve, to keep the composition dry and thus prevent premature activation of the catalyst, and a cure accelerator having an acrylate or methacrylate functionality of 2 or more, preferably an acrylated liquid polysulfide or a polyfunctional methacrylate monomer. The use of this accelerator avoids the need for toxic amounts of barium oxide desiccant and substantially shortens the tack-free time on curing.Type: GrantFiled: February 22, 1994Date of Patent: April 25, 1995Assignee: Morton International LimitedInventors: Raymond Robinson, George B. Lowe
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Patent number: 5401827Abstract: A semiconductive conjugated copolymer comprises at least two chemically different monomer units which, when existing in their individual homopolymer forms, have different semiconductor bandgaps. The proportion of said at least two chemically different monomer units in the copolymer is selected to control the semiconductor bandgap of the copolymer so as to control the optical properties of the copolymer. The copolymer is formed in a manner enabling it to be laid down as a film without substantially affecting the luminescent characteristics of the copolymer and is stable at operational temperature.The semiconductor bandgap may be spatially modulated so as to increase the quantum efficiency of the copolymer when excited to luminesce, to select the wavelength of radiation omitted during luminescence or to select the refractive index of the copolymer.Type: GrantFiled: August 22, 1991Date of Patent: March 28, 1995Assignee: Cambridge Display Technology LimitedInventors: Andrew Holmes, Donal D. Bradley, Richard H. Friend, Arno Kraft, Paul Burn, Adam Brown
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Patent number: 5393861Abstract: The polysulfide polyether of the present invention has in a main chain (i) a polyether moiety represented by --(R.sub.1 O)--.sub.n ; (ii) structural units represented by--(C.sub.2 H.sub.4 O CH.sub.2 O C.sub.2 H.sub.4 --S.sub.x)--, and--(CH.sub.2 CH (OH) CH.sub.2 --S.sub.x --);and at both ends (iii) a thiol group represented by--C.sub.2 H.sub.4 O CH.sub.2 O C.sub.2 H.sub.4 --SH, and/or--CH.sub.2 CH (OH) CH.sub.2 --SH.When mixed with epoxy resins, etc., this polymer is cured at a controlled speed.Type: GrantFiled: April 11, 1994Date of Patent: February 28, 1995Assignee: Toray Thiokol Co., Ltd.Inventors: Kazuhisa Sakae, Kouki Echigoya, Mitsuhiro Okajima
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Patent number: 5387667Abstract: Thermally-reversible polymer compositions are obtained by reacting compounds with isocyanate and labile-hydrogen functionality. High-performance characteristics are incorporated into the polymer by using aromatic polycarbonate, aromatic polyester, polyarylsulfide, and polyarylimidazolidine oligomers. The compositions are useful as hot-melt adhesives, coatings and especially finish surface coatings on composite materials such as polypropylene and polyethylene terephthalate, moldings and in injection reaction molding applications and composite and laminate fabrication.Type: GrantFiled: August 9, 1993Date of Patent: February 7, 1995Assignee: Battelle Memorial InstituteInventors: Richard A. Markle, Joel D. Elhard, Donald M. Bigg, Sylvester Sowell, Phyllis L. Brusky, George E. Cremeans
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Patent number: 5386001Abstract: Polyarylene oxides and sulfides which are .pi.-arene complexed with transition metals are disclosed. Also disclosed is a process for making a polyarylene sulfide by reaction of a .pi.-arene complexed arylene dihalide with the dianion of an arylene dithiol. The complexed polymers are soluble in common organic solvents, and the polymer solutions can be used to make films and coatings or to encapsulate parts.Type: GrantFiled: May 31, 1994Date of Patent: January 31, 1995Assignee: E. I. Du Pont de Nemours and CompanyInventors: Alexa A. Dembek, Marianne Marsi
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Patent number: 5374701Abstract: Diarylacetylenes and diarylenamines are synthesized from a Schiff's base and an N-arylmethylheterocycle; these compounds are useful as intermediates for a variety of polymers; in particular an efficient process is provided for producing diaryl acetylenes useful in the efficient production of acetylene group-containing polymers which can be cross-linked to produce high strength polymers free of structural defects such as conventionally arise as a result of liberation of volatiles during the cross-linking.Type: GrantFiled: May 4, 1993Date of Patent: December 20, 1994Inventors: Allan S. Hay, Martino Paventi
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Patent number: 5371111Abstract: The method of reprocessing cured polysulfide and polymercaptan elastomers includes reacting an 0.5 to 400 percent-by-weight portion of a polysulfide and/or polymercaptan elastomer with at least one liquid di- or polymercapto compound, with a plasticizer and with a filling material and with an binding agent to form a polysulfide sealing material-base component. Then a polysulfide sealing material curing agent is added to the polysulfide sealing material-base component to form the reprocessed cured polysulfide sealing material with a Shore-A-Hardeness>40 and a tensile strength>1 MPa.Type: GrantFiled: December 21, 1992Date of Patent: December 6, 1994Assignee: Metallgesellschaft AktiengesellschaftInventors: Gerfried Unger, Ralph-Josef Hecktor, Reiner Theobald, Franz Specht
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Patent number: 5364928Abstract: A process for preparing high molecular weight arylene sulfide polymers by dehydrating an aqueous mixture of a sulfur source and a cyclic organic amide to form a dehydrated mixture, contacting the dehydrated mixture with a dihaloaromatic compound to produce a polymerization mixture, polymerizing the polymerization mixture and recovering the arylene sulfide polymer wherein an aqueous alkali metal carboxylate mixture is added to the polymerization mixture after the conversion of the dihaloaromatic compound is about 40 percent to about 30 minutes prior to entering into termination of the polymerization.Type: GrantFiled: May 14, 1993Date of Patent: November 15, 1994Assignee: Phillips Petroleum CompanyInventor: Carlton E. Ash
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Patent number: 5350832Abstract: Polyarylene oxides and sulfides which are .pi.-arene complexed with transition metals are disclosed. Also disclosed is a process for making a polyarylene sulfide by reaction of a .pi.-arene complexed arylene dihalide with the dianion of an arylene dithiol. The complexed polymers are soluble in common organic solvents, and the polymer solutions can be used to make films and coatings or to encapsulate parts.Type: GrantFiled: December 14, 1992Date of Patent: September 27, 1994Assignee: E. I. Du Pont de Nemours and CompanyInventors: Alexa A. Dembek, Marianne Marsi
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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: 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: 5290911Abstract: A process for preparing a polyarylene thioether, comprising oxidation coupling polymerizing with oxygen and a catalyst in the presence of an acid, at least one compound selected from the group consisting of thiophenols of the formula (II): ##STR1## wherein R.sup.9 to R.sup.12 are identical or different and each is hydrogen, alkyl having 1 to 10 carbon atoms, halogen or alkoxyl having 1 to 10 carbon atoms. Reaction conditions of the process are very mild, and the process is relatively simple and easy. In addition, the process is commercially advantageous in that very inexpensive reactants and catalysts can be used.Type: GrantFiled: August 7, 1992Date of Patent: March 1, 1994Assignees: Research Institute for Production Development, Idemitsu Petrochemmical Co., Ltd.Inventors: Eishun Tsuchida, Hiroyuki Nishide, Kimihisa Yamamoto, Mitsutoshi Jikei
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Patent number: 5280104Abstract: A process for preparing poly(arylene sulfide) with reduced metal contamination is produced by contacting a dihaloaromatic compound, a sulfur source, a polar organic compound, and an alkali metal carboxylate in a reaction vessel wherein at least the liquid contacting parts of the vessel are constructed of titanium. In another aspect of the invention a polymer produced by the above described process is provided.Type: GrantFiled: June 30, 1992Date of Patent: January 18, 1994Assignee: Phillips Petroleum CompanyInventors: Jon F. Geibel, Harold D. Yelton
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Patent number: 5247061Abstract: This invention relates to the preparation of poly(dithio thiadiazole) by combining an oxidizing agent, a dithio thiadiazole, and an aprotic polar solvent thereby producing a polymer precipitant which may then be washed to remove residual contaminants.Type: GrantFiled: July 22, 1992Date of Patent: September 21, 1993Assignee: Phillips Petroleum CompanyInventors: Stan A. Zisman, Ralph P. Williams
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Patent number: 5241038Abstract: A process for the preparation of aromatic imide sulfide polymers and polymers produced. In the process, elemental sulfur is reacted with a compound having the general formula ##STR1## wherein Z.sup.1 is a direct link and Z.sup.2 is H, or Z.sup.1 has the general structure ##STR2## or Z.sup.1 and Z.sup.2 together complete a moiety having the general structure ##STR3## n= 0-4 . R.sup.1 is substituted or unsubstituted: aryl or heteroaryl. ##STR4## which R.sup.3 is an independently selected aryl group, m is an integer from 1 to 12, and j is an integer from 0 to 300.Type: GrantFiled: September 3, 1991Date of Patent: August 31, 1993Assignee: Eastman Kodak CompanyInventors: David M. Teegarden, Robert J. Perry, S. Richard Turner, David R. Fagerburg
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Patent number: 5241016Abstract: The invention is an epoxy resin adhesive composition. The composition comprises:A. An epoxy resin component; andB. A curative component comprising:a curing amount of a polyamine curing agent and 2 to 30 phr. of an adhesion enhancer of comprising a partially hindered polyetherpolyamine.The fast curing adhesive offers high lap shear strength and relatively high peel strength.Type: GrantFiled: May 29, 1992Date of Patent: August 31, 1993Assignee: Texaco Chemical CompanyInventors: Harold G. Waddill, Robert A. Grigsby, Jr., Michael Cuscurida, Robert L. Zimmerman
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Patent number: 5241044Abstract: A process for preparing poly(p-phenylene)s comprises reacting dihydroxy aromatic compounds such as orthoquinone and bisphenols with halogen-substituted aliphatic sulfonic acids, halogen sulfonic acid, or their anhydrides. The monomers thus formed are subsequently polymerized with Ni(0) catalysts to yield the desired polymers. The monomers or polymers may be functionalized with reactive groups.Type: GrantFiled: March 20, 1992Date of Patent: August 31, 1993Assignee: Edison Polymer Innovation CorporationInventor: Virgil Percec
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Patent number: 5239050Abstract: A process for preparing high molecular weight arylene sulfide polymers by dehydrating an aqueous mixture of a sulfur source and a cyclic organic amide to form a dehydrated mixture, contacting the dehydrated mixture with a dihaloaromatic compound to produce a polymerization mixture, polymerizing the polymerization mixture and recovering the arylene sulfide polymer wherein an aqueous alkali metal carboxylate mixture is added to the polymerization mixture after the conversion of the dihaloaromatic compound is about 40 percent to about 30 minutes prior to entering into termination of the polymerization.Type: GrantFiled: May 13, 1991Date of Patent: August 24, 1993Assignee: Phillips Petroleum CompanyInventor: Carlton E. Ash
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Patent number: 5214098Abstract: Hardenable mixtures comprising(a) an epoxide resin,(b) a latent epoxide resin hardener which starts to react only at a temperature of at least 80.degree. C. (measured by DSC at a heating rate of 10.degree. C./minute),(c) an amine having at least one amine hydrogen and(d) a thiol having at least one SH group, either the amine (c) having at least two hydrogen atoms bound to one or more nitrogen atoms or the thiol (d) having at least two SH groups, and the difference between the reaction maxima in the DSC diagram at a heating rate of 10.degree. C./minutes being at least 30.degree. C., are suitable for the production of crosslinked products, especially for the production of flexible prepregs having a non-critical B stage and a very good storability.Type: GrantFiled: November 16, 1990Date of Patent: May 25, 1993Assignee: Ciba-Geigy CorporationInventors: Frans Setiabudi, Urs Gruber
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Patent number: 5191055Abstract: The present invention relates to a mercapto compound, a process for preparing the mercapto compound, a process for preparing a polythiourethane base resin containing the mercapto compound, and a process for preparing plastic lenses containing the resin.Type: GrantFiled: May 20, 1992Date of Patent: March 2, 1993Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Yoshinobu Kanemura, Katsuyoshi Sasagawa, Masao Imai, Toshiyuki Suzuki
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Patent number: 5179194Abstract: Disclosed herein is a process for the production of a polyarylenesulfide, wherein an alkali metal sulfide is reacted with a dihalo-aromatic compound in an organic amide solvent. The process comprises causing at least one compound selected from the oxides and hydroxides of alkaline earth metals to exist in a proportion not less than 0.01 mole but less than 0.1 mole per mole of the alkali metal sulfide charged in the reaction system, and performing the reaction of the alkali metal sulfide and dihalo-aromatic compound while raising the temperature by at least two stages in the presence of water in an amount defined in a specific range. A high-molecular weight linear polyarylenesulfide can be provided without use of a crosslinking agent or a polymerization aid.Type: GrantFiled: January 14, 1991Date of Patent: January 12, 1993Assignee: Kureha Kagaku Kogyo K.K.Inventors: Yukichika Kawakami, Yo Iizuka, Takayuki Katto
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Patent number: 5177182Abstract: A process for the manufacture of a partially cured polysulphide composition is provided, the curing of which is completed upon exposure of the composition to atmospheric moisture. The process comprises mixing a prepolymer with a water activatable curing agent and subjecting the composition to a partial cure with water. The reaction is then stopped by rapid dehydration after the initial induction stage of the reaction prior to the rapid increase in the viscosity of the composition. Curing of the composition is then completed by exposing the composition to atmospheric moisture.Type: GrantFiled: November 5, 1990Date of Patent: January 5, 1993Assignee: Morton International LimitedInventors: Timothy C. P. Lee, George B. Lowe, Raymond Robinson
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Patent number: 5153305Abstract: A process for preparing a polyarylene thioether, comprising oxidation polymerizing at least one compound selected from the group consisting of diaryl disulfides represented by the formula (I): ##STR1## wherein, S is a sulfur atom, R.sup.1 to R.sup.8 are identical or different and each is a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, a halogen atom or an alkoxyl group having 1 to 10 carbon atoms, with at least one catalyst selected from the group consisting of vanadyl acetylacetonato, vanadyltetraphenyl porphyrin, vanadium acetylacetonato, vanadyl porphyrin, vanadium porphyrin, oxymolybdenum acetylacetonato and oxytungsten acetylacetonato, in the presence of an acid. Reaction conditions of the process are very mild, and the process is relatively simple and easy. In addition, the process is commercially advantageous in that very inexpensive reactants and catalysts can be used.Type: GrantFiled: July 11, 1990Date of Patent: October 6, 1992Assignees: Research Institute For Production Development, Idemitsu Petrochemical Co., Ltd.Inventors: Eishun Tsuchida, Hiroyuki Nishide, Kimihisa Yamamoto, Mitsutoshi Jikei
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Patent number: 5143999Abstract: Hardenable mixtures of materials, comprising(a) an epoxide resin,(b) a dithiol of the formula I or II ##STR1## in which the R.sub.1 s independently of one another are hydrogen or methyl, x is an integer from 2 to 50 and y is an integer from 1 to 30, and(c) a polyamine having at least two primary amino groups,give, after hardening, flexible and tough-lasting products. They are suitable, if appropriate in combination with further additives, for example for the production of sealing compositions, injection compositions, adhesives, moulding resins, matrix resins, casting resins or coating compositions.Type: GrantFiled: November 22, 1989Date of Patent: September 1, 1992Assignee: Ciba-Geigy CorporationInventors: Frans Setiabudi, Jean-Pierre Wolf
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Patent number: 5126425Abstract: There are here provided a low-hygroscopic sulfur-containing and crosslinked structure-having urethane resin, urethane resin plate and shape-recoverable molding article which is prepared by first selecting a polyisocyanate compound having m (which is an integer of 2 or more) isocyanate groups in one molecule and a polythiol compound having n (which is an integer of 2 or more) thiol groups in one molecule so that the total number of m+n may be 5 or more, and then polymerizing the composition of the polyisocyanate compound and the polythiol compound; a low-hygroscopic sulfur-containing urethane coating material which comprises the above composition; and a low-hygroscopic sulfur-containing urethane adhesive which comprises the composition. In the resin of the present invention, its water absorption is as low as a level of 0.02 to 0.20% by weight, and its adhesion to a hard coating film is also good.Type: GrantFiled: February 23, 1990Date of Patent: June 30, 1992Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Katsuyoshi Sasagawa, Yoshinobu Kanemura, Masao Imai
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Patent number: 5112937Abstract: Disclosed are polymers of average molecular weight ranging from 400 to 20,000 comprising thiosubstituted groups per molecule and resulting from the reaction, in the presence of an addition catalyst, of at least one compound with a thiol function, having 1 to 60 carbon atoms per molecule, with an unsaturated polyester resulting from the condensation of an aliphatic epoxide with an unsaturated aliphatic dicarboxylic compound comprising at least one ethylenic unsaturation in the alpha position of one of the carboxyl groups. Also disclosed are middle distillate compositions having a distillation range from 150.degree. to 450.degree. C. and comprising a minor proportion, preferably from 0.001 to 2% by weight, of at least one of the polymers defined hereinabove.Type: GrantFiled: May 10, 1991Date of Patent: May 12, 1992Assignees: Institut Francais du Petrole, Elf FranceInventors: Jacques Garapon, Remi Touet, Bernard Damin, Beatrice Debled
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Patent number: 5087758Abstract: The present invention relates to a mercapto compound, a process for preparing the mercapto compound, a process for preparing a polythiourethane base resin containing the mercapto compound, and a process for preparing plastic lenses containing the resin.Type: GrantFiled: August 29, 1989Date of Patent: February 11, 1992Assignee: Mitsui Toatsu Chemicals, Inc.Inventors: Yoshinobu Kanemura, Katsuyoshi Sasagawa, Masao Imai, Toshiyuki Suzuki
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Patent number: 5073577Abstract: Stable mixed emulsion/dispersions of a liquid polysulfide and an oxidative curative therefor are provided. The liquid polysulfide is emulsified in water using a surfactant with a hydrophile/lipophile balance of between 18 and 20. Particulates of an oxidative curative are separately dispersed with surfactants in water. The emulsions and dispersion are then blended together.Type: GrantFiled: June 11, 1990Date of Patent: December 17, 1991Assignee: Morton International, Inc.Inventor: Paul H. Anderson
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Patent number: 5051495Abstract: In making polyarylethersulphones or polyaryletherketones or their thioanalogues by reaction of phenols with aromatic halogen compounds, raw polycondensation product is freed of alkali halide by adjusting its composition and/or temperature so that it dissolves at least 0.5% w/w of water and holds the polymer in solution, and then contacting it in liquid form with hot water, preferably under pressure.Type: GrantFiled: May 18, 1988Date of Patent: September 24, 1991Assignee: Imperial Chemical Industries PLCInventors: Philip Staniland, Arthur H. Gilbert, Ian R. M. Henderson