From Mercaptan Or Mercaptide-containing Reactant Patents (Class 528/374)
  • Patent number: 5696218
    Abstract: 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: Grant
    Filed: August 29, 1996
    Date of Patent: December 9, 1997
    Assignee: Siemens Aktiengesellschaft
    Inventors: Recai Sezi, Hellmut Ahne, Roland Gestigkeit
  • Patent number: 5679762
    Abstract: 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: Grant
    Filed: August 18, 1995
    Date of Patent: October 21, 1997
    Assignee: Nippon Shokubai Co., Ltd.
    Inventors: Masatoshi Yoshida, Nobuhiro Kobayashi, Hiroaki Hasegawa
  • Patent number: 5672678
    Abstract: 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: Grant
    Filed: September 18, 1995
    Date of Patent: September 30, 1997
    Assignee: Cambridge Display Technology Limited
    Inventors: Andrew Holmes, Donal Donat Bradley, Richard Henry Friend, Arno Kraft, Paul Burn, Adam Brown
  • Patent number: 5670603
    Abstract: 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: Grant
    Filed: March 8, 1993
    Date of Patent: September 23, 1997
    Assignee: AlliedSignal Inc.
    Inventors: Chengjiu Wu, Jianhui Shan, Ajay Nahata
  • Patent number: 5621062
    Abstract: 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: Grant
    Filed: November 2, 1995
    Date of Patent: April 15, 1997
    Assignee: Northrop Grumman Corporation
    Inventors: Nicholas T. Castellucci, Roger M. Heitz
  • Patent number: 5612402
    Abstract: 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: Grant
    Filed: January 23, 1995
    Date of Patent: March 18, 1997
    Inventors: Liliana S. Orecharova, Emil S. Vassev, Rossislav L. Orecharov, Petko L. Orecharov
  • Patent number: 5610243
    Abstract: 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: Grant
    Filed: October 13, 1995
    Date of Patent: March 11, 1997
    Assignee: Morton International, Inc.
    Inventors: David E. Vietti, Keith B. Potts, Kimberley A. Leone
  • Patent number: 5602211
    Abstract: 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: Grant
    Filed: January 18, 1995
    Date of Patent: February 11, 1997
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., Jimmy D. Earls
  • Patent number: 5594090
    Abstract: 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: Grant
    Filed: April 4, 1995
    Date of Patent: January 14, 1997
    Assignee: NOF Corporation
    Inventors: Tsuyoshi Miyazaki, Hiromitsu Nakajima, Shuji Ichikawa, Yasumi Koinuma, Kazuo Matsuyama, Koji Kamenosono, Yoshihiro Minoshima
  • Patent number: 5587448
    Abstract: 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: Grant
    Filed: December 29, 1994
    Date of Patent: December 24, 1996
    Assignee: Minnesota Mining and Manufacturing
    Inventor: Paul T. Engen
  • Patent number: 5565517
    Abstract: 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: Grant
    Filed: November 16, 1994
    Date of Patent: October 15, 1996
    Assignee: Phillips Petroleum Company
    Inventors: Howard F. Efner, James E. Shaw
  • Patent number: 5561215
    Abstract: 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: Grant
    Filed: August 31, 1994
    Date of Patent: October 1, 1996
    Assignee: Arco Chemical Technology, L.P.
    Inventor: Daniel B. Pourreau
  • Patent number: 5545714
    Abstract: 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: Grant
    Filed: May 25, 1995
    Date of Patent: August 13, 1996
    Assignee: Phillips Petroleum Company
    Inventors: James E. Shaw, William E. Sattich, Howard F. Efner
  • Patent number: 5543443
    Abstract: 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: Grant
    Filed: August 3, 1992
    Date of Patent: August 6, 1996
    Assignee: The Procter & Gamble Company
    Inventors: Jayanth Rajaiah, Abel Saud, Bruce J. MacKay, Dennis R. Grubbs
  • Patent number: 5512654
    Abstract: 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: Grant
    Filed: May 19, 1994
    Date of Patent: April 30, 1996
    Assignee: Cambridge Display Technology Limited
    Inventors: Andrew Holmes, Donal D. Bradley, Richard H. Friend, Arno Kraft, Paul Burn, Adam Brown
  • Patent number: 5473048
    Abstract: 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: Grant
    Filed: February 28, 1991
    Date of Patent: December 5, 1995
    Assignee: Imperial Chemical Industries, PLC
    Inventor: Manish Sarkar
  • Patent number: 5464931
    Abstract: 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: Grant
    Filed: August 15, 1994
    Date of Patent: November 7, 1995
    Assignee: Phillips Petroleum Company
    Inventors: James E. Shaw, William E. Sattich, Howard F. Efner
  • Patent number: 5446090
    Abstract: 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: Grant
    Filed: November 12, 1993
    Date of Patent: August 29, 1995
    Assignee: Shearwater Polymers, Inc.
    Inventor: J. Milton Harris
  • Patent number: 5411776
    Abstract: 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: Grant
    Filed: March 25, 1994
    Date of Patent: May 2, 1995
    Assignee: Morton International, Inc.
    Inventors: Gerald Schmidt, Rainer Jung
  • Patent number: 5412069
    Abstract: 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: Grant
    Filed: July 30, 1993
    Date of Patent: May 2, 1995
    Assignee: Rutgers, The State University of New Jersey
    Inventors: Robert A. LeCompte, Scott S. Moninghoff
  • Patent number: 5412044
    Abstract: Adducts containing terminating nitro (nitroso) groups and one or more mesogenic moieties are prepared by reacting (A) at least one compound containing an average of more than one vicinal epoxide group per molecule with (B) at least one compound containing one or more nitro (nitroso) groups and an average of one reactive hydrogen atom per molecule; with the proviso that at least one member of components (A) and (B) contains a mesogenic moiety. Reduction of these adducts provides amines which are useful as curing agents for epoxy resins.
    Type: Grant
    Filed: May 12, 1994
    Date of Patent: May 2, 1995
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., Jimmy D. Earls
  • Patent number: 5409985
    Abstract: 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: Grant
    Filed: February 22, 1994
    Date of Patent: April 25, 1995
    Assignee: Morton International Limited
    Inventors: Raymond Robinson, George B. Lowe
  • Patent number: 5401827
    Abstract: 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: Grant
    Filed: August 22, 1991
    Date of Patent: March 28, 1995
    Assignee: Cambridge Display Technology Limited
    Inventors: Andrew Holmes, Donal D. Bradley, Richard H. Friend, Arno Kraft, Paul Burn, Adam Brown
  • Patent number: 5393861
    Abstract: 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: Grant
    Filed: April 11, 1994
    Date of Patent: February 28, 1995
    Assignee: Toray Thiokol Co., Ltd.
    Inventors: Kazuhisa Sakae, Kouki Echigoya, Mitsuhiro Okajima
  • Patent number: 5387667
    Abstract: 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: Grant
    Filed: August 9, 1993
    Date of Patent: February 7, 1995
    Assignee: Battelle Memorial Institute
    Inventors: Richard A. Markle, Joel D. Elhard, Donald M. Bigg, Sylvester Sowell, Phyllis L. Brusky, George E. Cremeans
  • Patent number: 5386001
    Abstract: 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: Grant
    Filed: May 31, 1994
    Date of Patent: January 31, 1995
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Alexa A. Dembek, Marianne Marsi
  • Patent number: 5374701
    Abstract: 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: Grant
    Filed: May 4, 1993
    Date of Patent: December 20, 1994
    Inventors: Allan S. Hay, Martino Paventi
  • Patent number: 5371111
    Abstract: 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: Grant
    Filed: December 21, 1992
    Date of Patent: December 6, 1994
    Assignee: Metallgesellschaft Aktiengesellschaft
    Inventors: Gerfried Unger, Ralph-Josef Hecktor, Reiner Theobald, Franz Specht
  • Patent number: 5364928
    Abstract: 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: Grant
    Filed: May 14, 1993
    Date of Patent: November 15, 1994
    Assignee: Phillips Petroleum Company
    Inventor: Carlton E. Ash
  • Patent number: 5350832
    Abstract: 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: Grant
    Filed: December 14, 1992
    Date of Patent: September 27, 1994
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Alexa A. Dembek, Marianne Marsi
  • Patent number: 5344898
    Abstract: Adducts containing terminating nitro (nitroso) groups and one or more mesogenic moieties are prepared by reacting (A) at least one compound containing an average of more than one vicinal epoxide group per molecule with (B) at least one compound containing one or more nitro (nitroso) groups and an average of one reactive hydrogen atom per molecule; with the proviso that at least one member of components (A) and (B) contains a mesogenic moiety. Reduction of these adducts provides amines which are useful as curing agents for epoxy resins. Curable compositions comprising an epoxy resin and the adducts can be oriented before, during or prior to curing.
    Type: Grant
    Filed: November 18, 1993
    Date of Patent: September 6, 1994
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., Jimmy D. Earls
  • Patent number: 5298575
    Abstract: Adducts containing terminating nitro (nitroso) groups and one or more mesogenic moieties are prepared by reacting (A) at least one compound containing an average of more than one vicinal epoxide group per molecule with (B) at least one compound containing one or more nitro (nitroso) groups and an average of one reactive hydrogen atom per molecule; with the proviso that at least one member of components (A) and (B) contains a mesogenic moiety. Reduction of these adducts provides amines which are useful as curing agents for epoxy resins.
    Type: Grant
    Filed: November 30, 1992
    Date of Patent: March 29, 1994
    Assignee: The Dow Chemical Company
    Inventors: Robert E. Hefner, Jr., Jimmy D. Earls
  • Patent number: 5290911
    Abstract: 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: Grant
    Filed: August 7, 1992
    Date of Patent: March 1, 1994
    Assignees: Research Institute for Production Development, Idemitsu Petrochemmical Co., Ltd.
    Inventors: Eishun Tsuchida, Hiroyuki Nishide, Kimihisa Yamamoto, Mitsutoshi Jikei
  • Patent number: 5280104
    Abstract: 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: Grant
    Filed: June 30, 1992
    Date of Patent: January 18, 1994
    Assignee: Phillips Petroleum Company
    Inventors: Jon F. Geibel, Harold D. Yelton
  • Patent number: 5247061
    Abstract: 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: Grant
    Filed: July 22, 1992
    Date of Patent: September 21, 1993
    Assignee: Phillips Petroleum Company
    Inventors: Stan A. Zisman, Ralph P. Williams
  • Patent number: 5241038
    Abstract: 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: Grant
    Filed: September 3, 1991
    Date of Patent: August 31, 1993
    Assignee: Eastman Kodak Company
    Inventors: David M. Teegarden, Robert J. Perry, S. Richard Turner, David R. Fagerburg
  • Patent number: 5241016
    Abstract: 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: Grant
    Filed: May 29, 1992
    Date of Patent: August 31, 1993
    Assignee: Texaco Chemical Company
    Inventors: Harold G. Waddill, Robert A. Grigsby, Jr., Michael Cuscurida, Robert L. Zimmerman
  • Patent number: 5241044
    Abstract: 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: Grant
    Filed: March 20, 1992
    Date of Patent: August 31, 1993
    Assignee: Edison Polymer Innovation Corporation
    Inventor: Virgil Percec
  • Patent number: 5239050
    Abstract: 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: Grant
    Filed: May 13, 1991
    Date of Patent: August 24, 1993
    Assignee: Phillips Petroleum Company
    Inventor: Carlton E. Ash
  • Patent number: 5214098
    Abstract: 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: Grant
    Filed: November 16, 1990
    Date of Patent: May 25, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Frans Setiabudi, Urs Gruber
  • Patent number: 5191055
    Abstract: 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: Grant
    Filed: May 20, 1992
    Date of Patent: March 2, 1993
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Yoshinobu Kanemura, Katsuyoshi Sasagawa, Masao Imai, Toshiyuki Suzuki
  • Patent number: 5179194
    Abstract: 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: Grant
    Filed: January 14, 1991
    Date of Patent: January 12, 1993
    Assignee: Kureha Kagaku Kogyo K.K.
    Inventors: Yukichika Kawakami, Yo Iizuka, Takayuki Katto
  • Patent number: 5177182
    Abstract: 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: Grant
    Filed: November 5, 1990
    Date of Patent: January 5, 1993
    Assignee: Morton International Limited
    Inventors: Timothy C. P. Lee, George B. Lowe, Raymond Robinson
  • Patent number: 5153305
    Abstract: 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: Grant
    Filed: July 11, 1990
    Date of Patent: October 6, 1992
    Assignees: Research Institute For Production Development, Idemitsu Petrochemical Co., Ltd.
    Inventors: Eishun Tsuchida, Hiroyuki Nishide, Kimihisa Yamamoto, Mitsutoshi Jikei
  • Patent number: 5143999
    Abstract: 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: Grant
    Filed: November 22, 1989
    Date of Patent: September 1, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Frans Setiabudi, Jean-Pierre Wolf
  • Patent number: 5126425
    Abstract: 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: Grant
    Filed: February 23, 1990
    Date of Patent: June 30, 1992
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Katsuyoshi Sasagawa, Yoshinobu Kanemura, Masao Imai
  • Patent number: 5112937
    Abstract: 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: Grant
    Filed: May 10, 1991
    Date of Patent: May 12, 1992
    Assignees: Institut Francais du Petrole, Elf France
    Inventors: Jacques Garapon, Remi Touet, Bernard Damin, Beatrice Debled
  • Patent number: 5087758
    Abstract: 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: Grant
    Filed: August 29, 1989
    Date of Patent: February 11, 1992
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Yoshinobu Kanemura, Katsuyoshi Sasagawa, Masao Imai, Toshiyuki Suzuki
  • Patent number: 5073577
    Abstract: 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: Grant
    Filed: June 11, 1990
    Date of Patent: December 17, 1991
    Assignee: Morton International, Inc.
    Inventor: Paul H. Anderson
  • Patent number: 5051495
    Abstract: 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: Grant
    Filed: May 18, 1988
    Date of Patent: September 24, 1991
    Assignee: Imperial Chemical Industries PLC
    Inventors: Philip Staniland, Arthur H. Gilbert, Ian R. M. Henderson