Cycloaliphatic Ring-containing Reactant (other Than Aryl) Patents (Class 528/307)
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Patent number: 5858529Abstract: Polyester staple fibers with high resistance to pilling contain (1) a polyester component consisting of at least 90 mol % polyethylene terephthalate, after its polycondensation, and (2) 1 to 7% by weight, relative to the polyester component, of a polyalkylene glycol block polymer with the formula ##STR1## in which the polyoxypropylene core has a mean molecular weight of 3000 to 4000 and a, b and c are integers such that the polyoxyethylene groups form 20 to 60% by weight of the block polymer, which has a mean molecular weight of 3750 to 10000. The staple fibers are prepared by admixing the polyester component and the block copolymer evenly in a separate phase and spinning the two together in the usual manner. The polyester component preferably is polyethylene terephthalate homopolyester, to which 2-4% by weight of the block copolymer is admixed.Type: GrantFiled: November 13, 1997Date of Patent: January 12, 1999Assignee: Akzo Nobel NVInventors: Joseph C. W. Spijkers, Eberhard Ruf, Diederich Schilo
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Patent number: 5859154Abstract: An adherent coating composition and method has a resin composition that is the polymerization reaction product of one or more polyhydric alcohols and two polybasic carboxylic acids and salt forming compounds of phosphorus. The carboxylic acid is comprised of at least adipic acid and phthalic anhydride in a mole ratio in the range of about 0.6:1 to about 3:1, and the phosphorus compound is present in the range of about 1 to about 5 weight percent of the resin composition. The resin composition can have a weight average molecular weight in the range of about 1100 to about 4000 and an acid value in the range of about 5 to about 40. Optionally, the resin can have up to about 35 weight percent of tetrahydrophthlic anhydride. The resin composition is ungelled and curable with crosslinking agents in an amount of about 30 to about 90 weight percent of resin to about 10 to about 45 weight percent of the crosslinking agent.Type: GrantFiled: September 26, 1997Date of Patent: January 12, 1999Assignee: PPG Industries, Inc.Inventors: Rodger G. Temple, Paul H. Lamers, H. Hayne Crum, III, Karen L. Wild
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Patent number: 5856401Abstract: A method wherein polyesters are prepared under mild conditions by directly condensing hydroxycarboxylic acids or mixtures of polyfunctional alcohols and carboxylic acids in hydrophobic media using heterogeneous catalysts that can form a hydrophilic phase. The systems are inverse emulsions, inverse microemulsions and solid-in-liquid dispersions.Type: GrantFiled: January 27, 1998Date of Patent: January 5, 1999Assignee: Saam AssociatesInventor: John C. Saam
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Patent number: 5852164Abstract: A polyester comprises a dicarboxylic acid moiety comprising terephthalic acid or its ester forming derivative and a diol moiety comprising ethylene glycol and 1,4-cyclohexanedimethanol of 10 to 60 mol % based on the whole diol moiety, the intrinsic viscosity of the polyester being 0.68 to 0.95 dl/g, the "b" value of color tone of the produced pellets of polyester being -5 to 5, the number of the carboxylic acid terminals being not more than 30 eq/ton, and the sum of the numbers of the vinyl terminals, the vinylidene terminals and the methylcyclohexene terminals being not more than 25 eq/ton.Type: GrantFiled: April 15, 1997Date of Patent: December 22, 1998Assignee: Mitsubishi Chemical CorporationInventors: Hideko Akai, Katsuji Tanaka, Masahiko Fujimoto, Noboru Sato
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Patent number: 5849849Abstract: An atmospheric pressure process for the continuous production of polyester is disclosed wherein a melt of bis(3-hydroxy propyl) terephthalate, or its low molecular oligomers, obtained by esterifying terephthalic acid or transesterifying dimethyl terephthalate with propylene glycol, is intimately contacted with an inert gas to facilitate polymerization and removal of the reaction by-products. The propylene glycol evolved and the inert gas are recycled.Type: GrantFiled: April 23, 1997Date of Patent: December 15, 1998Assignee: E. I. du Pont de Nemours and CompanyInventor: Kamlesh Kumar Bhatia
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Patent number: 5847057Abstract: The invention relates to heat-curable coating compounds containing a carboxyl-functional polyester produced by a condensation reaction from aliphatic and/or cycloaliphatic and/or aromatic polycarboxylic acids and anhydrides, a .beta.-hydroxyalkylamide and special stabilizers.Type: GrantFiled: October 30, 1997Date of Patent: December 8, 1998Assignee: EMS--Inventa AGInventors: Andreas Kaplan, Manfred Wenzler
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Patent number: 5847070Abstract: New compounds including bis-.beta.-hydroxy ethyl bibenzoate containing less than 2.5%, and preferably less than 1%, diethylene glycol and a process for the production of the bis-.beta.-hydroxy ethyl bibenzoate by the condensation of 4,4'-biphenyl dicarboxylic acid and ethylene glycol at low temperature and pressure in the presence of a catalyst are disclosed. Use of the compounds to produce polyesters is also disclosed.Type: GrantFiled: December 1, 1994Date of Patent: December 8, 1998Assignee: Monsanto CompanyInventors: Jawed Asrar, David J. Weinkauff, A. Hameed Bhombal
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Patent number: 5830982Abstract: Disclosed herein is a novel crystalline form of low molecular weight poly(ethylene terephthalate). This crystalline form may be produced from molten or glassy low molecular weight poly(ethylene terephthalate) material by means of rapid heat transfer to or from the material. The poly(ethylene terephthalate) composition is suitable for use as a starting material for solid-state polymerization in order to produce polymers of higher molecular weight. A higher molecular weight polymer product having a unique physical form can be produced by solid-state polymerization of the low molecular weight poly(ethylene terephthalate).Type: GrantFiled: April 8, 1997Date of Patent: November 3, 1998Assignee: E. I. du Pont de Nemours and CompanyInventors: Jan M. Stouffer, Elwood Neal Blanchard, Kenneth Wayne Leffew
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Patent number: 5824398Abstract: This invention relates to polyester/plasticizer blends which are useful as heat-shrinkable films or sheets in low temperature shrink packaging applications. The heat-shrinkable films or sheets comprise a blend of (A) 90 to 99 weight percent of a polyester having a glass transition temperature of 40.degree. C. to 150.degree. C. and an inherent viscosity of 0.5 to 1.2 dL/g and (B) 1 to 10 weight percent of a plasticizer selected from a C.sub.5 to C.sub.35 monoglyceride prepared from the reaction of glycerol and a fatty acid having 4 to 30 carbon atoms, wherein the combined weights of (A) and (B) total 100 percent. The polyester comprises a dicarboxylic acid component comprising repeat units from at least 80 mole percent of an aromatic dicarboxylic acid having 8 to 14 carbon atoms and a diol component comprising repeat units from at least 10 mole percent of 1,4-cyclohexanedimethanol, based on 100 mole percent dicarboxylic acid and 100 mole percent diol.Type: GrantFiled: January 31, 1997Date of Patent: October 20, 1998Assignee: Eastman Chemical CompanyInventor: Wayne Ken Shih
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Patent number: 5821324Abstract: The epoxidation of alkyds containing anhydrides or diacids with cycloaliphatic unsaturation results in epoxy resins which cure rapidly in UV light to produce uniform films without the use of flow modifiers. The fatty acid portion of the alkyd functions as an internal plasticizer. Crosslinking occurs through oxirane rings in both the anhydride and fatty acid moieties of the alkyd to produce hard, but not brittle films. Excellent water resistance is obtained without thermal post curing.Type: GrantFiled: December 9, 1996Date of Patent: October 13, 1998Assignee: International Paper CompanyInventor: Raymond H. Jones
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Patent number: 5817721Abstract: A biodegradable polyester obtainable by reacting a mixture comprising(a1) from 95 to 99.9% by weight of a polyester P1 obtainable by reacting a mixture essentially comprising(b1) a mixture comprising35-95 mol % of adipic acid or ester-forming derivatives thereof,5-65 mol % of terephthalic acid or ester-forming derivatives thereof, and0-5 mol % of a compound containing sulfonate groups, and(b2) a dihydroxy compound selected from the group consisting of C.sub.2 -C.sub.6 -alkanediols and C.sub.5 -C.sub.10 -cycloalkanediols,with the proviso that a compound D with at least three groups capable of ester formation is employed to prepare the polyester P1,(a2) from 0.1 to 5% by weight of a divinyl ether C1 and(a3) from 0 to 5 mol %, based on component (b1) from the preparation of P1, of compound D,and other biodegradable polymers and thermoplastic molding compositions, processes for the preparation thereof, the use thereof for producing biodegradable moldings and adhesives.Type: GrantFiled: May 12, 1997Date of Patent: October 6, 1998Assignee: BASF AktiengesellschaftInventors: Volker Warzelhan, Gunnar Schornick, Matthias Kroner, Ursula Seeliger, Motonori Yamamoto, Rainer Buschl
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Patent number: 5811198Abstract: Linear, tertiary carboxyl functional polyester resins suitable for the production of coatings having excellent outdoor durable properties, the polyester resins obtainable by reaction ofa) at least one aromatic and/or cycloaliphatic carboxylic acid compound A comprising two aromatic- and/or secondary aliphatic carboxyl groups or the anhydride thereof,b) at least one hydroxyl compound B comprising two aliphatic hydroxyl groups, which groups each independently may be primary or secondary hydroxyl groups,c) at least one hydroxyl substituted carboxylic acid compound C comprising at least one tertiary aliphatic carboxyl group and two aliphatic hydroxyl groups, which groups each independently may be primary or secondary hydroxyl groups, andd) optionally one carboxylic acid compound D comprising one carboxyl group, the molar ratio of compounds A:B:C:D being (X+Y-1):X:Y:Z,wherein X ranges from 2 to 8, Y ranges from 2 to 8, and Z ranges from 0 to 2.Type: GrantFiled: October 27, 1997Date of Patent: September 22, 1998Assignee: Shell Oil CompanyInventors: Jan Freriks, Petrus Gerardus Kooijmans, Gerrit Gerardus Rosenbrand, Marianne Angele Walravens
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Patent number: 5804267Abstract: 1. An ester copolymer resin having a general formula ?I!.HO.paren open-st.COArCOORO.paren close-st..sub.n H ?I!wherein Ar represents 2,6-naphthalene group or phenylene group, R represents ethylene group or 1,4-cyclohexylene group, and n is a number of 100 to 1000 and a polymer alloy having a solubility parameter of 10.8 to 11.9 consisting essentialy of the ester copolymer and a polycarbonate resin are provided. The ester resin and the alloy are transparent and has a heat resistance and a hot water resistance (resistance to whitening) resisting sterilization of food, a good heat sealebility to aluminum closure, and recycling ability with PET resin.Type: GrantFiled: October 6, 1997Date of Patent: September 8, 1998Assignees: NKK Corporation, Kyodo Printing Co., Ltd.Inventors: Yasuhiro Harada, Shinichiro Mori, Kayo Hasegawa, Junichi Kitagawa, Yoichiro Inoue, Eiichi Kai, Shinichi Sekine, Yuuzou Fukawa, Takashi Shirane, Kazuhiro Hamauji
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Patent number: 5789528Abstract: The preparation of polyesters and copolyesters, titanium dioxide precipitates and/or titanium dioxide/silicon dioxide coprecipitates having a composition of TiO.sub.2 :SiO.sub.2 >90:10 mol/mol and/or titanium dioxide/zirconium dioxide coprecipitates having a composition of TiO.sub.2 :ZrO.sub.2 >95:5 mol/mol, which have been obtained by hydrolytic precipitation of the corresponding metal alcoholates formed from mono- or polyhydric alcohols, are proposed as polycondensation catalysts. They offer increased safety for the ecosystem and have a higher catalytic activity than Sb.sub.2 O.sub.3, so that the preferred amount used is only 10 to 100 ppm, based on the esters or oligoesters to be subjected to polycondensation. Their storage stability is good if the catalysts have a water content of from 0 to about 15 weight percent, preferably from 0 to about 5 weight percent based upon the hydrated precipitate or coprecipitate, as determined by Karl Fischer titration.Type: GrantFiled: March 13, 1997Date of Patent: August 4, 1998Assignee: Akzo Nobel NVInventors: Michael Martl, Thomas Mezger, Bernard Kuhn, Gerriet Oberlein, Klaus Haferland, Bertram Boehringer, Ulrich Berger
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Patent number: 5786430Abstract: Thermosetting powder coating compositions include at least one glycidic-ether containing amorphous and/or semi-crystalline copolyester and a cross-linking agent which is an aliphatic and/or cycloaliphatic polybasic acid and/or its anhydride and/or a polyolmodified anhydride of a polybasic acid and/or amorphous or semi-crystalline carboxyl-functional copolyester resins and/or carboxyl-functional acrylate resins.Type: GrantFiled: November 3, 1997Date of Patent: July 28, 1998Assignee: EMS-Inventa AGInventors: Andreas Kaplan, Albert Reich, Rene Gisler
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Patent number: 5786443Abstract: A continuous process for preparing polyester prepolymer comprising the steps of esterifying a diacid with a diol, reacting the esterified product with additional diol, and passing the product downward through a countercurrent column reactor while inert gas flows upward through the column reactor. The resulting prepolymer product has fewer acid end groups than the esterified material.Type: GrantFiled: December 12, 1996Date of Patent: July 28, 1998Assignee: E. I. du Pont de Nemours and CompanyInventor: David James Lowe
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Patent number: 5780556Abstract: The present invention provides an amino curable polyester oligomer composition having low viscosity and a narrow molecular weight distribution comprising one or a mixture of oligomers (a) and (b): ##STR1## wherein R is the residue of at least one aliphatic, cycloaliphatic or mixed aliphatic/aromatic polycarboxylic-acid having from 2 to about 20 carbon atoms, R.sub.1 is the residue of at least one aliphatic, cycloaliphatic or mixed aliphatic/cycloaliphatic polyol having from 2 to about 20 carbon atoms, A is a radical of the formula: ##STR2## B is a radical of the formula: ##STR3## wherein R.sub.4 is H, OH, halogen or an organic radical containing 1 to 4 carbon atoms, R.sub.5 is a direct bond or an organic radical containing 1 to 20 carbon atoms and R.sub.6 is an organic radical containing 2 to 20 carbon atoms, n is a number averaging from greater than 0 up to less than 2 and p is a number averaging from about 0.Type: GrantFiled: June 7, 1995Date of Patent: July 14, 1998Assignee: Exxon Chemical Patents IncInventors: Albert Ilya Yezrielev, Konstantinos R. Rigopoulos, Vijay Swarup
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Patent number: 5780558Abstract: A low-cost way to modulate the reactivity and acid number of polyetherester thermoset resins is disclosed. "Beginning" and "end" methods for making dicyclopentadiene (DCPD)-modified polyetherester resins are described. The "beginning" method comprises first heating a polyether, DCPD, a diol, an insertion catalyst, and a carboxylic acid derivative to produce a mixture that contains the polyether and a DCPD-diol diester adduct. Increasing the temperature causes insertion of the DCPD-diol diester into the polyether to give a DCPD polyetherester resin. The "end" method reacts a polyetherester resin made by insertion with DCPD to give a DCPD polyetherester resin. Compared with DCPD polyester resins, those of the invention give more flexible thermosets. Compared with unmodified polyetherester resins, the DCPD polyetherester resins offer formulators more control over curing, which eliminates mold distortion and shrinking or cracking of thermoset parts.Type: GrantFiled: September 25, 1997Date of Patent: July 14, 1998Assignee: Arco Chemical Technology, L.P.Inventors: Jeffrey A. Klang, Lau S. Yang
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Patent number: 5780575Abstract: This invention relates to a thermally stable polyester, comprising:a polyester resin prepared by adding a dicarboxylic acid to a glycol compound, said dicarboxylic acid selected from the group consisting of aliphatic dicarboxylic acids having a total of from 3 to 16 carbon atoms, alicyclic dicarboxylic acids having 7 to 12 carbon atoms, aromatic dicarboxylic acids containing a total of from 8 to 16 carbon atoms, and combinations thereof, and wherein said glycol is selected from the group consisting of glycols having from 2 to 12 carbon atoms, glycol ethers having from 4 to 12 carbon atoms, and combinations thereof,said polyester resin having been prepared in the presence of a catalyst system consisting essentially of one or more antimony compounds which is not reacted with .alpha.-hydroxy carboxylic acids, .alpha.,.beta.-dicarboxylic acids or derivatives thereof.Type: GrantFiled: December 5, 1996Date of Patent: July 14, 1998Assignee: Eastman Chemical CompanyInventors: Andrew Edwin Brink, Wayne Payton Pruett, Clinton Cherry, Kay Hunt Shackelford
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Patent number: 5773179Abstract: Materials of formula (I) are provided, wherein X.sub.1 -X.sub.5 are independently selected from H, F, Cl, NO.sub.2, CF.sub.3, OR, R, SR, .paren open-st.CO-- or .paren open-st.CO-- where R is C.sub.1-15 branched or straight chain alkyl; provided that one of X.sub.1 -X.sub.5 is selected from .paren open-st.CO-- or .paren open-st.OC--; p is at least 2; W=single bond, phenyl, fluorinated phenyl, .dbd., .tbd., cyclohexyl, thiophene, CO, OC; T.sub.1, T.sub.2, T.sub.3, T.sub.4 are independently selected from H, F, Cl, NO.sub.2, CF.sub.3, OR, R, SR, where R is C.sub.1-15 branched or straight chain alkyl; g=0 or 1; X is selected from CO.sub.2 and OOC; n is selected from 1-5; m is selected from 1-20, Y is selected from O, S, CH.sub.2, CO.sub.2, OOC; Q is CH.sub.2 and when m is greater than 1 then non-adjacent CH.sub.Type: GrantFiled: October 22, 1997Date of Patent: June 30, 1998Assignee: The Secretary of State for Defence Defence Evaluation & Research AgencyInventors: Georg H. R. Mehl, John W. Goodby, David Lacey
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Patent number: 5770659Abstract: Processes for making storage-stable epoxy-capped polyetherester resins are disclosed. In one process, a polyetherester resin is first made by inserting a carboxylic acid derivative into a polyether. Reacting the resin with a capping agent gives an intermediate resin with a reduced content of free carboxylic acid groups. Finally, the intermediate resin reacts with an epoxy compound in the presence of a finishing catalyst under conditions effective to give an epoxy-capped resin. The resins have low weight average molecular weights (less than about 8000), narrow molecular weight distributions (less than 6), and low viscosities, making them an excellent choice for low-VOC formulations. The finishing catalyst helps to minimize resin viscosity drift and improves shelf stability. Curing the resins with a vinyl monomer gives thermosets with an excellent balance of physical properties, including excellent water resistance.Type: GrantFiled: November 10, 1997Date of Patent: June 23, 1998Assignee: Arco Chemical Technology, L.P.Inventors: Gangfeng Cai, Daniel M. Trauth, Lau S. Yang
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Patent number: 5763104Abstract: Disclosed herein is a novel crystalline form of low molecular weight poly(trimethylene terephthalate). This crystalline form may be produced from molten or glassy low molecular weight poly(trimethylene terephthalate) material by means of rapid heat transfer to or from the material. The poly(trimethylene terephthalate) composition is suitable for use as a starting material for solid-state polymerization in order to produce polymers of higher molecular weight.Type: GrantFiled: December 12, 1996Date of Patent: June 9, 1998Assignee: E. I. du Pont de Nemours & CompanyInventors: Jan M. Stouffer, Elwood Neal Blanchard, Kenneth Wayne Leffew
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Patent number: 5759656Abstract: A method of forming a multi-layer polyester preform and container, particularly suitable for refillable PET carbonated beverage bottles, having an interior layer of high copolymer polyester material which resists hazing in the preform injection stage, and at least one exterior layer of a polyester to achieve enhanced strain-induced crystallization in the exterior layer during blow molding. The container can withstand higher caustic wash temperatures and exhibits reduced flavor carryover from one product to another.Type: GrantFiled: May 19, 1997Date of Patent: June 2, 1998Assignee: Continental PET Technologies, Inc.Inventors: Wayne N. Collette, Steven L. Schmidt, Suppayan M. Krishnakumar
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Patent number: 5753377Abstract: A biaxially oriented polyester film is suitable for laminating onto a metallic sheet so as to provide a laminate capable of being formed into a can. The polyester film comprises at least one of:(1) a polyester having a melting point of 246.degree. to 280.degree. C. and being such that when the laminate is formed into a can, then at a neck of the can the film provides an inner 1 to 3 .mu.m portion (a) close to the metallic sheet and an outer 1-3 .mu.m portion (b) remote from the metallic sheet, which said portions (a) and (b) have respective average orientation intensity ratios, as measured by Raman spectrometry, of 6 or less and 8 or more; and(2) a polyester layer (A) of a polyester having at least 93 mol % thereof of units derived from ethylene terephthalate and/or ethylene naphthalate and a polyester layer (B) of a polyester containing an ionomer and which film has a face orientation factor of 0.10 to.0.15.Type: GrantFiled: March 7, 1997Date of Patent: May 19, 1998Assignee: Toray Industries, Inc.Inventors: Kohzo Takahashi, Masahiro Kimura, Koichi Abe, Yuzo Shimizu, Masaru Suzuki
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Patent number: 5750219Abstract: 1. An ester copolymer resin having a general formula ?I!. ##STR1## wherein Ar represents 2,6-naphthalene group or phenylene group, R represents ethylene group or 1,4-cyclohexylene group, and n is a number of 100 to 1000 and a polymer alloy having a solubility parameter of 10.8 to 11.9 consisting essentialy of the ester copolymer and a polycarbonate resin are provided. The ester resin and the alloy are transparent and has a beat resistance and a hot water resistance (resistance to whitening) resisting sterilization of food, a good heat sealability to aluminum closure, and recycling ability with PET resin.Type: GrantFiled: August 25, 1995Date of Patent: May 12, 1998Assignees: NKK Corporation, Kyodo Printing Co., Ltd.Inventors: Yasuhiro Harada, Shinichiro Mori, Kayo Hasegawa, Junichi Kitagawa, Yoichiro Inoue, Eiichi Kai, Shinichi Sekine, Yuuzou Fukawa, Takashi Shirane, Kazuhiro Hamauji
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Patent number: 5750635Abstract: This invention relates to a thermally stable polyester, comprising:a polyester resin prepared by adding a dicarboxylic acid to a glycol compound, said dicarboxylic acid selected from the group consisting of aliphatic dicarboxylic acids having a total of from 3 to 16 carbon atoms, alicyclic dicarboxylic acids having 7 to 12 carbon atoms, aromatic dicarboxylic acids containing a total of from 8 to 16 carbon atoms, and combinations thereof, and wherein said glycol is selected from the group consisting of glycols having from 2 to 12 carbon atoms, glycol ethers having from 4 to 12 carbon atoms, and combinations thereof,said polyester resin having been prepared in the presence of a catalyst system consisting essentially of one or more antimony compounds which is not reacted with .alpha.-hydroxy carboxylic acids, .alpha.,.beta.-dicarboxylic acids or derivatives thereof.Type: GrantFiled: December 6, 1996Date of Patent: May 12, 1998Inventors: Andrew Edwin Brink, Wayne Payton Pruett, Clinton Cherry, Kay Hunt Shackelford
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Patent number: 5747607Abstract: A sheet molding composition is provided which exhibits controllable thickening. The composition includes a low molecular weight polyester in which some of the chain ends have been endcapped with functional groups which are unable to react with the thickeners employed in the sheet molding composition. The sheet molding composition has a low viscosity of from about 6 to about 20 million centipoise which allows molding at low pressures of from about 100 to about 300 psi.Type: GrantFiled: June 27, 1996Date of Patent: May 5, 1998Assignee: Owens-Corning Fiberglas Technology, Inc.Inventors: William G. Hager, Edward L. Wilson, Paul R. Krumlauf
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Patent number: 5744572Abstract: A process for the acceleration of the polycondensation of polyester made by the esterification of at least one dicarboxylic acid with at least one diol, precondensation, melt phase polycondensation, granulation, crystallization and solid phase polycondensation comprising the addition, prior to the precondensation reaction, of from about 30 to about 900 ppm phosphorus in relation to the polyester in the form of carboxy phosphonic acid of the formula: ##STR1## wherein, R is selected from the group consisting of C.sub.1-10 -alkylene, C.sub.1-10 -cycloalkylene, and C.sub.6-10 -arylene and R.sup.1, R.sup.2, and R.sup.3 are selected from the group consisting of hydrogen, C.sub.1-10 -alkyl, C.sub.1-10 -cycloalkyl, and C.sub.6-10 -aryl, provided that at least two of R.sup.1, R.sup.2, and R.sup.3 are hydrogen.Type: GrantFiled: February 6, 1997Date of Patent: April 28, 1998Assignee: Zimmer AGInventors: Heinz-Dieter Schumann, Ulrich Thiele
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Patent number: 5741586Abstract: Polyesters are disclosed containing at least 0.1 mol % of the structural repeat units of the formula I and optionally up to 99.9 mol % of the structural repeat units of the formula II--O--OC--Ar.sup.1 --CO--O--R.sup.1 -- (I)--O--OC--Ar.sup.2 --CO--O--R.sup.2 -- (II)whereAr.sup.1 is a radical of the formula III and/or of the formula IV and/or of the formula V ##STR1## Ar.sup.2 is a bivalent mono- or polycyclic aromatic radical which differs from the radicals of the formulae III, IV and V,R.sup.1 and R.sup.2 are independently of each other a bivalent cycloaliphatic radical derived from cyclohexanedimethanol, a radical of the formula --.sub.n H.sub.2n -- and/or a radical of the formula --?C.sub.m H.sub.2m --O--!.sub.x --C.sub.m H.sub.2m --,wheren is an integer between 2 and 10,m is an integer between 2 and 10, andx is an integer from 1 to 20,Y is a direct C--C bond, --NR.sup.3 --, --S-- or --O--,Z is a direct C--C bond or a bridging group --O--, --C.sub.q H.sub.2q --, --S--, --CO-- or --SO.sub.Type: GrantFiled: April 1, 1997Date of Patent: April 21, 1998Assignee: Hoechst Trevira GmbH & Co. KGInventors: Dirk Zierer, Peter Klein
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Patent number: 5739261Abstract: Oxysulfonylated polyesters, well suited for conversion into oriented composite polyester films, are prepared by polycondensing a lower alkyl diester of at least one aliphatic dicarboxylic acid and a lower alkyl diester of at least one aromatic dicarboxylic acid bearing an oxysulfonyl substituent, and optionally a lower alkyl diester of at least one aromatic dicarboxylic acid, with at least one diol, in the presence of a catalytically effective amount of at least one titanium compound and at least one manganese carboxylate.Type: GrantFiled: June 5, 1995Date of Patent: April 14, 1998Assignee: Rhone-Poulenc FilmsInventors: Jean-Pierre Assante, Etienne Fleury, Didier Veyrat
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Patent number: 5739213Abstract: Linear, tertiary carboxyl functional polyester resins suitable for the production of coatings having excellent outdoor durable properties, the polyester resins obtainable by reaction ofa) at least one aromatic and/or cycloaliphatic carboxylic acid compound A comprising two aromatic- and/or secondary aliphatic carboxyl groups or the anhydride thereof,b) at least one hydroxyl compound B comprising two aliphatic hydroxyl groups, which groups each independently may be primary or secondary hydroxyl groups,c) at least one hydroxyl substituted carboxylic acid compound C comprising at least one tertiary aliphatic carboxyl group and two aliphatic hydroxyl groups, which groups each independently may be primary or secondary hydroxyl groups, andd) optionally one carboxylic acid compound D comprising one carboxyl group, the molar ratio of compounds A:B:C:D being (X+Y-1):X:Y:Z,wherein X ranges from 2 to 8, Y ranges from 2 to 8, and Z ranges from 0 to 2.Type: GrantFiled: January 4, 1996Date of Patent: April 14, 1998Assignee: Shell Oil CompanyInventors: Jan Freriks, Petrus Gerardus Kooijmans, Gerrit Gerardus Rosenbrand, Marianne Angele Walravens
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Patent number: 5733969Abstract: A zeolite polycondensation catalyst comprising an alkali- or alkaline earth metal aluminum silicate zeolite having an original water content of 12 to 30 weight % and a solubility, measured at 260.degree. C., in an esterification mixture consisting essentially of bis(hydroxy ethylene)terephthalate, of over 8.0 weight %, and an average particle size of less than 1.0.mu.. The present invention is also a process for the production of polyester using this catalyst.Type: GrantFiled: December 24, 1996Date of Patent: March 31, 1998Assignee: Zimmer AktiengesellschaftInventor: Ulrich Thiele
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Patent number: 5726283Abstract: A conductive polyester sheet having three layers, comprising one substrate layer and two surface layers, laminated together by co-extrusion is provided. All the three layers are made from polyester and/or copolyester, and the surface layers further contain carbon black and thus are useful as conductive layers. The sheet has a surface conductivity of not more than 10.sup.8 ohms and the flow index of the material for the conductive layers during the extrusion step is not lower than 60 g/min (loading, 2160 g; temperature, 275.degree. C.).Type: GrantFiled: January 3, 1997Date of Patent: March 10, 1998Assignee: Far Eastern Textile, LTD.Inventors: Tsan Hung Tsai, Rong Shiun Pan, Cheng Chung Wu, Yuan Hwey Hsu, Jen Hao Wei, Shung Mine Hong
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Patent number: 5709940Abstract: This invention relates to linear, water-dispersible sulfopolyesters prepared using high molecular weight polyethylene glycol blocks and low molecular weight polyethylene glycol. The high molecular weight polyethylene glycol has the formula H--(OCH.sub.2 CH.sub.2).sub.n --OH where n is 20 to 500, and the low molecular weight polyethylene glycol has the structure H--(OCH.sub.2 CH.sub.2).sub.n' --OH where n' is 2 to 6. The sulfopolyesters are useful as textile fiber sizes that possess improved adhesion, flexibility, and abrasion resistance.Type: GrantFiled: May 21, 1996Date of Patent: January 20, 1998Assignee: Eastman Chemical CompanyInventors: Scott E. George, Bobby J. Sublett
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Patent number: 5709929Abstract: A multi-layered plastic sheet comprising of a first layer composed of a copolymer obtained by reacting a dimethyl terephthalate or terephthalic acid with a mixture of 99-55 mole % ethylene glycol and 1-45 mole % cyclohexane dimethanol wherein the first layer is covered on at least one surface with a 2 to 100 .mu.m thick UV-absorbing second layer composed of the copolymer of the first layer and a UV-absorbing additive. The UV-absorbing additive can be a benzophenone compound or a benzotriazole compound.Type: GrantFiled: July 27, 1995Date of Patent: January 20, 1998Assignee: Axxis N.V.Inventor: Gertjan Venema
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Patent number: 5710221Abstract: A method for producing glycidic ether-containing amorphous and/or semi-crystalline copolyesters involves first producing a hydroxyl-functional amorphous or semi-crystalline copolyester, and then converting such hydroxyl-functional copolyester with an epihaloalkane to form the desired glycidic ether-containing copolyester.Type: GrantFiled: January 23, 1996Date of Patent: January 20, 1998Assignee: EMS-Inventa AGInventors: Andreas Kaplan, Albert Reich, Rene Gisler
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Patent number: 5705575Abstract: According to the invention, an amorphous copolyester is prepared by contacting, under polymerization conditions an aromatic dicarboxylic acid or ester or anhydride thereof, a 2,2,4,4-tetraalkyl-1,3-cyclobutanediol and 1,3-propanediol or 1,4-butanediol. The resulting copolyester exhibits superior thermal and impact properties.Type: GrantFiled: October 2, 1996Date of Patent: January 6, 1998Assignee: Shell Oil CompanyInventor: Donald Ross Kelsey
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Patent number: 5696225Abstract: A process for making high-performance polyetherester resins and thermosets is disclosed. A polyether polyol reacts with a dicarboxylic acid or anhydride in the presence of an insertion catalyst to produce an acid-terminated polyetherester resin. Reaction of this resin reacts with a primary diol or a diepoxy compound gives a chain-extended polyetherester resin that can be cured with a vinyl monomer to produce a high-performance polyetherester thermoset. Properties of the thermosets rival or exceed those of more expensive high-performance iso and vinyl ester resins.Type: GrantFiled: February 28, 1996Date of Patent: December 9, 1997Assignee: ARCO Chemical Technology, L.P.Inventors: Gangfeng Cai, Jeffrey A. Klang, Lau S. Yang
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Patent number: 5693321Abstract: The present invention relates to the process for the preparation of a biodegradable polymer comprising diester units of the formula (III)--?(O)--CO--O--C(R.sup.1 R.sup.2)--O--CO--(O)--R.sup.3 !--;where R.sup.1 and R.sup.2 each represents a hydrogen atom or a carbon-attached monovalent organic group or R.sup.1 and R.sup.2 together form a carbon-attached divalent organic group; m and n, which may be the same or different, are 0 or 1; and R.sup.3 is a carbon-attached divalent organic grouping.Type: GrantFiled: June 2, 1995Date of Patent: December 2, 1997Assignee: Nycomed Imaging ASInventors: Jo Klaveness, Per Strande, Unni Nordby Wiggen
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Patent number: 5688898Abstract: An atmospheric pressure process for the continuous production of polyester is disclosed wherein a melt of bis(3-hydroxy propyl) terephthalate, or its low molecular oligomers, obtained by esterifying terephthalic acid or transesterifying dimethyl terephthalate with propylene glycol, is intimately contacted with an inert gas to facilitate polymerization and removal of the reaction by-products. The propylene glycol evolved and the inert gas are recycled.Type: GrantFiled: October 21, 1996Date of Patent: November 18, 1997Assignee: E. I. Du Pont de Nemours and CompanyInventor: Kamlesh Kumar Bhatia
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Patent number: 5686553Abstract: The invention provides polyesters of terephthalic acid units and ethylene glycol units, having excellent melt moldability. The invention also provides molded articles having excellent transparency, impact resistance, gelation characteristics, appearance, tactility, mechanical properties, heat resistance, chemical resistance, and dimensional precision.Type: GrantFiled: November 18, 1996Date of Patent: November 11, 1997Assignee: Kuraray Co., Ltd.Inventors: Shinji Tai, Tetsuya Hara, Tsugunori Kashimura
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Patent number: 5681918Abstract: This invention relates to a three step process for preparing copolyesters exhibiting a neutral hue, high clarity and increased brightness. The process involves reacting terephthalic acid, ethylene glycol, and 1,4-cyclohexanedimethanol in a feed mole ratio of total glycols to dicarboxylic acid of 1.7:1 to 6.0:1, at a temperature of 240.degree. C. to 280.degree. C., and a pressure of 15 psig to 80 psig to form an esterification product; adding a polycondensation catalyst and a toner; and polycondensing the product at a temperature of 260.degree. C. to 290.degree. C. and a reduced pressure to form a high molecular weight copolyester.Type: GrantFiled: February 20, 1996Date of Patent: October 28, 1997Assignee: Eastman Chemical CompanyInventors: Valerie Sue Adams, James Earl Hataway, Kenneth Alan Roberts
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Patent number: 5672675Abstract: Oligomers of particular usefulness in coatings are vinyl ether terminated polyester oligomers which include 4,8-bis(hydroxymethyl) tricyclo?5.2.1.0.sup.2,6 !decane (BHTD).Type: GrantFiled: April 10, 1996Date of Patent: September 30, 1997Assignee: AlliedSignal, Inc.Inventors: George David Green, James Ronald Snyder, Raymond John Swedo
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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: 5668243Abstract: This invention relates to a polyester resin prepared by adding one or more dicarboxylic acid components to one or more glycol components containing 1,4-cyclohexanedimethanol equalling 100 mole %, the polyester resin having been prepared in the presence of a catalyst/stabilizer system consisting essentially of antimony compounds and phosphorous compounds and compounds selected from the group consisting essentially of zinc compounds, gallium compounds, and silicon compounds.Type: GrantFiled: October 15, 1996Date of Patent: September 16, 1997Assignee: Eastman Chemical CompanyInventors: Cheuk Chung Yau, Leslie Shane Moody
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Patent number: 5663290Abstract: A novel process has been developed for the crystallization of poly(ethylenenaphthalenedicarboxylate) (PEN) and its copolymers. The process comprises the step of maintaining the amount of water in said poly(ethylenenaphthalenedicarboxylate) below a critical moisture content ceiling throughout processing such that a separate drying step is not required.Type: GrantFiled: July 21, 1995Date of Patent: September 2, 1997Assignee: Eastman Chemical CompanyInventors: William Herbert Heise, Joseph Franklin Knight, Michael Alan Williams, Earl Edmondson Howell, Jr.
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Patent number: 5656719Abstract: A process for producing bottle preforms from the melt of polyethylene terephthalate and/or its copolyesters, includes selectively introducing an inert gas into the continuous flow or partial flow of the polyester melt from a poly-condensation having an intrinsic viscosity between 0.5 and 0.75 dl/g, subsequently bringing the melt to an acetaldehyde content below 10 ppm in a melt after-condensation reactor and to an intrinsic viscosity of 0.75 to 0.95 dl/g and thereafter guiding the melt into an injection molding tool and processing same.Type: GrantFiled: February 14, 1996Date of Patent: August 12, 1997Assignee: EMS-Inventa AGInventors: Werner Stibal, Werner Kaegi, Joachim Ensinger, Klaus Nothhelfer
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Patent number: 5654395Abstract: This invention relates to a method of preparing a reinforced polyester composition comprising the steps of:I. mixing(a) at least one cyclic ester oligomer selected from the group consisting of ethylene terephthalate and cyclohexylenedimethylene terephthalate,(b) an organic initiator comprising one to five hydroxy groups which are capable of opening the cyclic ester rings,(c) a catalyst, and(d) a reinforcing material,II. heating the mixture of I at a temperature ranging from 270.degree. C. to 320.degree. C.Type: GrantFiled: May 3, 1991Date of Patent: August 5, 1997Assignee: Eastman Chemical CompanyInventors: Winston Jerome Jackson, Jr., William Ronald Darnell
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Patent number: 5652320Abstract: The present invention provides an novel polymer having 1-2,000 equivalents of an N-sulfoamino group/10.sup.6 g of weight of the polymer.The polymer has excellent dispersibility of inorganic fine particles, hygroscopicity, and dye-affinity. The polymer provides a binder resin in which a magnetic or non-magnetic metal or metal oxide can highly be dispersed. The polymer also provides a magnetic recording medium which is excellent in electromagnetic conversion characteristic, surface smoothness, adhesion to non-magnetic substrates, and durability. The polymer provides a magnetic recording medium with improved travelling, travelling durability, signal-to-noise ratio, and drop-out. The polymer also provides a polyester fiber which has a high fiber strength and an excellent hygroscopicity and can be colored with cationic dyes.Type: GrantFiled: October 3, 1995Date of Patent: July 29, 1997Assignee: Sanyo Chemical Industries, Ltd.Inventors: Takashi Takemoto, Toshiro Shimada, Hiroshi Itayama
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Patent number: 5650481Abstract: This invention relates to a polyester resin prepared by adding one or more dicarboxylic acid components to one or more glycol components containing 1,4-cyclohexanedimethanol equalling 100 mole %,the polyester resin having been prepared in the presence of a catalyst/stabilizer system consisting essentially of antimony compounds and phosphorous compounds and compounds selected from the group consisting essentially of zinc compounds, gallium compounds, and silicon compounds.Type: GrantFiled: October 15, 1996Date of Patent: July 22, 1997Assignee: Eastman Chemical CompanyInventors: Cheuk Chung Yau, Leslie Shane Moody