Material Contains A Group Viii Metal Atom (fe, Co, Ni, Ru, Rh, Pd, Os, Ir, Pt) Patents (Class 528/280)
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Patent number: 6528579Abstract: The invention relates to a process for the preparation of polyesters of a glycol and a dicarboxylic acid which comprises the following steps: a) introducing a feedstock comprising one or more glycols and one or more dicarboxylic acids or monoalcohol esters thereof into a reactor vessel, b) heating the feedstock to an elevated temperature to cause the glycols and the acids or monoalcohol esters thereof to polycondense into a polyester, c) removing all of the polyester from the reactor vessel, wherein step b) is carried out in the absence of a preformed polyester (“zero heel” process). A condensation catalyst is added in step a) or b) or both.Type: GrantFiled: February 6, 2001Date of Patent: March 4, 2003Assignee: Shell Oil CompanyInventors: Kevin Dale Allen, Emery Don Johnson, Cecilia Zuqi Tse, Samuel Martin Moats
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Patent number: 6489434Abstract: The present invention provides a manufacturing method of copolyester for low acetaldehyde content of PET bottles. The polyethylene terephthalate (PET) polymer is added with an appropriate modifier in order to decrease the production of acetaldehyde caused by pyrolysis side reaction during the blow molding process of PET bottles. The modifier comprises stabilizer and primary antioxidant, wherein the stabilizer is an inorganic phosphorous compound with an addition quantity of 0.003˜0.5 weight % based on the weight of the total copolyester copolymer and the primary antioxidant is a hindered phenolic antioxidant containing Ca+2 with an addition quantity of 0.005˜5.0 weight % based on the weight of the total copolyester copolymer. The present invention owns an improving effect of decreasing the production of side product—acetaldehyde at least 30% than those without the addition of said modifier.Type: GrantFiled: May 14, 2001Date of Patent: December 3, 2002Assignee: Nan Ya Plastics CorporationInventor: Zo-Chun Jen
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Patent number: 6472500Abstract: An improved process for the preparation of high molecular weight, linear polyester resins comprises reacting an aromatic dicarboxylic acid with an excess of an alkane diol under conditions effective to reach the clearing point of the reaction; pre-condensing the cleared reaction mixture under conditions effective to produce oligomers having an intrinsic viscosity measured in 60/40 phenol/1,1,2,2-tetrachloroethane at 25° C. of less than about 0.70 deciliters/gram and a carboxylic acid end group level of less than or equal to about 100 milliequivalents per kilogram; and polycondensing the oligomer under conditions effective to produce a linear polyester resin having an intrinsic viscosity less than or equal to about 2.0 dl/g as measured in 60/40 phenol/1,1,2,2-tetrachloroethane by weight at 25° C. and a carboxylic acid end group level of about 10 to about 40 milliequivalents per kilogram.Type: GrantFiled: June 13, 2001Date of Patent: October 29, 2002Assignee: General Electric CompanyInventors: Sandeep Dhawan, Gary Smith
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Patent number: 6444018Abstract: A phase change ink carrier composition comprising at least one anhydride/amino alcohol based adduct which is a reaction product of at least one anhydride and at least one amino alcohol, wherein the reaction product is an ester material or an amide material, but not an ester-amide material.Type: GrantFiled: February 12, 1999Date of Patent: September 3, 2002Assignee: Xerox CorporationInventors: Clifford R. King, Jeffery H. Banning, Donald R. Titterington
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Patent number: 6437088Abstract: A process for producing a polyester. The process comprises polymerizing a polymerization mixture comprising (i) a carbonyl compound or an oligomer of a carbonyl compound and (ii) a glycol, in the presence of a titanium catalyst composition, to produce the polyester, wherein a coated titanium dioxide comprising a titanium dioxide and a coat is added before or during the polymerizing.Type: GrantFiled: August 14, 2001Date of Patent: August 20, 2002Assignee: E. I. du Pont de Nemours and CompanyInventor: Jiwen F. Duan
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Patent number: 6423814Abstract: A polyester resin composition is disclosed, comprising poly(trimethylene terephthalate) in a proportion of 90 wt % or more, wherein the resin composition has an intrinsic viscosity of from 0.4 to 2 and contains a phosphorus compound corresponding to from 10 to 250 ppm in terms of the amount of phosphorus element, a cyclic dimer in an amount of not exceeding 3 wt % and a bis(3-hydroxypropyl)ether in an amount of 2 wt % or less. This polyester resin composition has excellent spinning stability and high melt stability and is used for the production of a poly(trimethylene terephthalate)-based fiber having excellent whiteness and high tenacity.Type: GrantFiled: April 26, 2000Date of Patent: July 23, 2002Assignee: Asahi Kasei Kabushiki KaishaInventors: Jinichiro Kato, Katsuhiro Fujimoto, Tetsuko Takahashi
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Patent number: 6346070Abstract: The present invention provides a catalyst for polyester production capable of producing a polyester with high catalytic activity and a process for producing a polyester using the catalyst. The catalyst for polyester production comprises a solid titanium compound which is obtained by dehydro-drying a hydrolyzate obtained by hydrolysis of a titanium halide and which has a molar ratio (OH/Ti) of a hydroxyl group (OH) to titanium (Ti) exceeding 0.09 and less than 4. The present invention also provides a method to obtain a polyester having a small increase of the acetaldehyde content during the molding. This method comprises bringing a polyester, which is obtained by the use of a titanium compound catalyst and in which the reaction has been completed, into contact with a phosphoric ester aqueous solution or the like having a concentration of not less than 10 ppm in terms of phosphorus atom.Type: GrantFiled: December 22, 1999Date of Patent: February 12, 2002Assignee: Mitsui Chemicals IncInventors: Takeshi Ohmatsuzawa, Fujito Ehara, Hideshi Hori, Kazuo Toyota, Kenzaburou Fukutani, Junichi Imuta, Akiyoshi Shimizu, Takayuki Onogi, Seiji Noda, Masayuki Sakai, Shoji Hiraoka, Koji Nakamachi, Michio Tsugawa, Satoru Miyazoe
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Publication number: 20020010310Abstract: The invention relates to a process for the preparation of polyesters of a glycol and a dicarboxylic acid which comprises the following steps:Type: ApplicationFiled: February 6, 2001Publication date: January 24, 2002Inventors: Kevin Dale Allen, Emery Don Johnson, Cecilia Zuqi Tse, Samuel Martin Moats
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Patent number: 6316584Abstract: For the production of polyesters and copolyesters, coprecipitates are used individually or in a mixture as polycondensation catalysts, the coprecipitates being prepared by simultaneous hydrolytic precipitation of a titanium compound and a metallic compound of a metal selected from the groups IA, IIA, VIIIA, IB, IIB, IIIB, and IVB, whereby the titanium compound and the metallic compound are, independently of one another, an alkylate, alcoholate, or carboxylate of titanium or the metal, respectively, and the molar ratio of the titanium compound to the metallic compound is ≧50:50 mol/mol. The coprecipitates exhibit a higher catalytic activity than Sb2O3 which results in a prefered amount of usage of only 10 to 100 ppm with respect to the esters or oligoesters to undergo polycondensation.Type: GrantFiled: December 9, 1999Date of Patent: November 13, 2001Assignee: Akzo Nobel NVInventors: Ulf Seidel, Michael Gerd Martl
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Patent number: 6313235Abstract: The present invention provides a method for preparing polypropylene terephthalate/polyethylene terephthalate (PPT/PET) copolyester, which comprises a group of processes from (a) to (e). Process (a) comprises subjecting bis-2-hydroxyethyl terephthalate (BHET), pure terephthalic acid (PTA) and 1,3-propanediol (1,3-PDO) to undergo esterification reaction to produce BHET and bis-2-hydroxypropyl terephthalate (BHPT), and then subjecting BHET and BHPT to undergo copolymerization reaction. Process (b) comprises subjecting PTA and 1,3-PDO to undergo esterification reaction to produce BHPT, adding BHET, and then subjecting BHET and BHPT to undergo copolymerization reaction. Process (c) comprises subjecting BHET and BEPT to undergo copolymerization reaction. Process (d) comprises subjecting PTA, ethylene glycol (EG) and 1,3-PDO to undergo esterification reaction to produce BHET and BHPT, and then subjecting BHET and BHPT to undergo copolymerization reaction.Type: GrantFiled: April 21, 2000Date of Patent: November 6, 2001Assignee: Industrial Technology Research InstituteInventors: Tung-Ying Kuo, I-Min Tseng, Jih-Chen Huang, Wen-Chuan Shu
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Patent number: 6291122Abstract: A branched polyester resin of the Formula wherein n and m represent randomly repeating segments, and the number of n and m segments in the polymer backbone are each of from about 10 to about 10,000; X is an alkylene group, an olefinic group, or an arylene; Y is an organic dioxy group or radical of I, II, or mixtures thereof; Z is an organic trioxy radical of III, IV, or mixtures thereof; and wherein R and R1 is a hydrogen atom or an alkyl group; G is an alkylene or arylene group, and a is 0 or 1.Type: GrantFiled: September 14, 2000Date of Patent: September 18, 2001Assignee: Xerox CorporationInventors: Guerino G. Sacripante, Alan E. J. Toth, Marko D. Saban
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Patent number: 6271338Abstract: Provided is a polyethylene naphthalenedicarboxylate resin composition having excellent transparency and hue, and containing a cobalt compound as a color-controlling agent, wherein the polyethylene naphthalenedicarboxylate resin composition comprises a polyethylene naphthalenedicarboxylate, an antimony compound, a cobalt compound and a phosphorous compound which is expressed by a specific structural formula and has an acid dissociation constant pKa of 1.0 or more, and the polyethylene naphthalenedicarboxylate resin composition is produced by using an antimony compound as a polycondensation catalyst.Type: GrantFiled: September 30, 1999Date of Patent: August 7, 2001Assignee: Teijin LimitedInventors: Yoichi Yoshida, Minoru Suzuki, Hiroki Nagano
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Patent number: 6231976Abstract: The invention relates to fibers, particularly binder fibers, made from copolyesters and the copolyesters themselves. The copolyesters of the invention are generally formed from a glycol component containing 1,3- or 1,4-cyclohexanedimethanol and ethylene glycol and at least one dicarboxylic acid component. Such copolyesters may be formed into a variety of products, especially binder fibers for nonwoven fabrics, textile and industrial yarns, and composites.Type: GrantFiled: August 6, 1999Date of Patent: May 15, 2001Assignee: Eastman Chemical CompanyInventors: Leron R. Dean, William A. Haile, Richard L. McConnell
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Patent number: 6228447Abstract: A polyethylene-2,6-naphthalene dicarboxylate resin contains an antimony compound as a polycondensation catalyst, and has an intrinsic viscosity of 0.55 to 0.75 dl/g, a terminal carboxyl group content of 32 eq/ton or less, an acetaldehyde content of 8 ppm or less and a diethylene glycol component content of 0.8 to 3.0 wt %. A preform and a bottle made of the resin are also described.Type: GrantFiled: March 3, 1998Date of Patent: May 8, 2001Assignee: Teijin LimitedInventors: Minoru Suzuki, Kimihiko Sato
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Patent number: 6180747Abstract: A branched polyester resin of the Formula wherein n and m represent randomly repeating segments, and the number of n and m segments in the polymer backbone are each of from about 10 to about 10,000; X is an alkylene group, an olefinic group, or an arylene; Y is an organic dioxy group or radical of I, II, or mixtures thereof; Z is an organic trioxy radical of III, IV, or mixtures thereof; and wherein R and R1 is a hydrogen atom or an alkyl group; G is an alkylene or arylene group, and a is 0 or 1.Type: GrantFiled: February 28, 2000Date of Patent: January 30, 2001Assignee: Xerox CorporationInventors: Guerino G. Sacripante, Alan E. J. Toth, Marko D. Saban
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Patent number: 6169165Abstract: A method for producing polybenzazole in the presence of iron(II) ion. The polybenzazole obtained by this method can be formed into a highly strong fiber having a high elastic modulus and a heat resistant film. The method enables economical production of polybenzazole having fine tone and high polymerization degree.Type: GrantFiled: December 23, 1998Date of Patent: January 2, 2001Assignee: Toyo Boseki Kabushiki KaishaInventors: Fuyuhiko Kubota, Masahiko Fukushima, Makiko Koyama
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Patent number: 6156867Abstract: The present invention relates to a polyester polymerization catalyst, comprising a solution containing an aluminum compound and an alkali compound, with water or an organic solvent or a mixture consisting of water and an organic solvent as the medium, a production method thereof, and a polyester production method, in which the product obtained by the esterification reaction or ester interchange reaction between an aromatic dicarboxylic acid or any of its ester forming derivative and a diol is polycondensed, to produce a polyester, comprising the use of said polymerization catalyst containing an aluminum compound.The present invention can provide a polyester excellent in processability and can overcome such problems as spinneret contamination, filtration pressure rise, filament breaking, film breaking and foreign matter production in the production process of products such as fibers, films, resins and bottles.Type: GrantFiled: November 6, 1998Date of Patent: December 5, 2000Assignee: Toray Industries, Inc.Inventors: Masatoshi Aoyama, Kenichi Tsutsumi, Minoru Uchida
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Patent number: 6150494Abstract: The invention relates to a polymer prepared from the repeat units of residues of a monomer of at least one dicarboxylic acid or ester; a monomer comprising a diol, diamine or a mixture thereof; a monomer comprising at least one sulfonate group and at least one polyester reactive group, and a monomer comprising an optical brightener agent having at least one polyester reactive group. The invention further relates to a method for preparing a polymer. The invention further relates to method of marking an article or composition with the polymer. The invention further relates to a method for detecting and separating an article contacted with the polymer. The invention further relates to an article or composition contacted with the polymer. The invention further relates to a method for enhancing the optical brightness of an article or composition, by contacting the article or composition with the polymer.Type: GrantFiled: April 30, 1998Date of Patent: November 21, 2000Assignee: Eastman Chemical CompanyInventors: Richard Hsu-Shien Wang, James J. Krutak, Mahendra K. Sharma, Barbara C. Jackson
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Patent number: 6150429Abstract: The present invention provides polyester/vinyl dioxolane based coating compositions containing no or essentially no volatile organic components. Oligomers for forming the coating compositions of the present invention are vinyl dioxolane end-capped polyester oligomers.Type: GrantFiled: November 2, 1999Date of Patent: November 21, 2000Assignee: Foster-Miller, Inc.Inventors: Robert F. Kovar, Nese Orbey, Nelson Landrau, William E. Dorogy, Jr., Paul Osenar
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Patent number: 6139954Abstract: The invention relates to amorphous and crystalline fibers, particularly binder fibers, made from polyesters and the polyesters themselves. The polyesters of the invention are generally formed from a glycol component, such as a five carbon glycol, and a dicarboxylic acid component. The polyesters may be formed into a variety of products, for example fibers, composites and other molded articles. Preferably the polyesters are binder fibers for nonwovens, textile and industrial yarns and fabrics.Type: GrantFiled: August 6, 1999Date of Patent: October 31, 2000Assignee: Eastman Chemical CompanyInventors: Leron R. Dean, William A. Haile, Richard L. McConnell
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Patent number: 6133335Abstract: The present invention provides compositions comprising epoxy-containing monomers, where the polymerization of the monomers can be influenced by accelerators. The compositions include at least one photo-polymerizable epoxy monomer and an initiation system. The initiation system comprises at least one organo-iron complex salt and at least one accelerator. The epoxy-containing monomers are energy-polymerized to form useful articles or coated articles.Type: GrantFiled: December 31, 1998Date of Patent: October 17, 2000Assignee: 3M Innovative Properties CompanyInventors: Wayne S. Mahoney, Peggy S. Willett, Michael A. Johnson
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Patent number: 6132868Abstract: The invention relates to fibers, particularly binder fibers, made from copolyesters and the copolyesters themselves. The copolyesters of the invention are generally formed from 1,3- or 1,4-cyclohexanedimethanol, ethylene glycol and isophthalic acid or esters thereof and at least one dicarboxylic acid selected from terephthalic acid, naphthalenedicarboxylic acid, 1,3- or 1,4-cyclohexanedicarboxylic acid or esters thereof. Such copolyesters may be formed into a variety of products, especially binder fibers for nonwoven fabrics, textile and industrial yarns, and composites.Type: GrantFiled: November 6, 1998Date of Patent: October 17, 2000Assignee: Eastman Chemical CompanyInventors: Leron R. Dean, William A. Haile, Richard L. McConnell
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Patent number: 6103834Abstract: A process for co-polymerizing unsaturated vegetable oils or fatty acids utilizing the steps of mixing the unsaturated vegetable oil or fatty acid with maleic anhydride in a container. Simultaneously, inert gas is added to the container to provide an oxygen free environment within the container. A sufficient amount of initiator is added to the mixture in the container to produce free radicals for the co-polymerization of the vegetable oil with this fatty acid or the maleic anhydride.Type: GrantFiled: October 13, 1998Date of Patent: August 15, 2000Inventor: Abel M. Espinoza
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Patent number: 6080834Abstract: A catalyst composition is disclosed. The composition comprises a titanium compound, a complexing agent, a solvent, and optionally a cocatalyst. The cocatalyst can be a cobalt/aluminum catalyst, an antimony compound, or combinations thereof. Also disclosed is a process for producing the composition. The process comprises combining a titanium compound, a complexing agent, a solvent, and optionally a cocatalyst. Further disclosed is a process for using the composition which comprises contacting a carbonyl compound, in the presence of the composition, with an alcohol under a condition suitable for esterification, transesterification, polymerization, or combinations thereof.Type: GrantFiled: April 16, 1999Date of Patent: June 27, 2000Assignee: E. I. du Pont de Nemours and CompanyInventors: Donald Edward Putzig, Edward Francis McBride, Hiep Quang Do, James Arthur Trainham, Hermann Ludwig Jaeger, Heiner Schulte
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Patent number: 6066714Abstract: A catalyst composition is disclosed. The composition comprises a titanium compound, a phosphorus compound, an amine, a solvent and optionally a cocatalyst in which the phosphorus compound has a formula selected from the group consisting of (R.sup.1 O).sub.x (PO)(OH).sub.3-x, (R.sup.1 O).sub.y (P.sub.2 O.sub.3)(OH).sub.4-y, and combinations thereof; the amine is a tertiary amine; each R.sup.1 is independently a linear or branched alkyl radical containing from 1 to about 20 carbon atoms per radical; x is 1 or 2; and y is 1, 2, or 3; and the cocatalyst can be a cobalt/aluminum catalyst, an antimony compound, or combinations thereof. Also disclosed is a process for producing the composition. The process comprises combining a titanium compound, a phosphorus compound, a solvent, an amine, a solvent, and optionally a cocatalyst. The phosphorus compound, amie, and solvent are the same as those disclosed above.Type: GrantFiled: April 15, 1999Date of Patent: May 23, 2000Assignee: E. I. du Pont de Nemours and CompanyInventors: Donald Edward Putzig, Edward Francis McBride, Hiep Quang Do, James Arthur Trainham, Hermann Ludwig Jaeger, Heiner Schulte
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Patent number: 6043335Abstract: Polyesters are prepared by the reaction of a dicarboxylic acid, preferably an aromatic acid such as terephthalic acid, or an ester or ester-forming derivative thereof with a dihydroxy compound such as 1,4-butanediol in the presence of a catalyst composition comprising the combination of a titanium-based compound such as tetra-n-butyl titanate, a zirconium-based compound such as zirconium tetrakis(2,4-pentanedionate) and a phosphate-forming compound such as sodium dihydrogen phosphate. This catalyst composition affords polyesters having relatively low melt viscosities in short reaction times and does not produce an excessive level of undesirable reaction by-products.Type: GrantFiled: October 4, 1999Date of Patent: March 28, 2000Assignee: General Electric CompanyInventors: Timothy Edward Banach, Maurizio Fiorini, Bimal Ramesh Patel, Francesco Pilati, Corrado Berti, Elisabetta Marianucci, Massimo Messori, Martino Colonna, Maurizio Toselli
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Patent number: 6034202Abstract: The invention provides non-antimony containing polymerization catalysts for the condensation of polyesters. The catalyst is in the form of a clear chlorine and/or bromine containing solution of a metal glycoxide and a metal glycolate having a pH in the range of from 0 to about 1, and containing chlorine and/or bromine atoms at a number ratio of chlorine and/or bromine to total metal cations in the catalyst ranging from about 0.5:1 to about 3:1. Polyesters produced with this catalyst have improved melt elasticity, and higher melt viscosity. The former property is desirable for the preparation of large and complex shaped polyester containers, and the latter property is desirable for melt spinning of industrial grade fibers and tire cords.Type: GrantFiled: March 1, 1999Date of Patent: March 7, 2000Assignee: AlliedSignal Inc.Inventors: Shaul Moshe Aharoni, Konstantin Nikolaev Goranov
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Patent number: 6022603Abstract: An ethylene terephthalate/ethylene-2,6-naphthalene dicarboxylate copolymer comprising 2,6-naphthalenedicarboxylic acid in an amount of 5 to 20 mol % of the total of all dicarboxylic acid components. This copolymer contains Mn, Mg and Co derived from catalysts and P derived from a phosphorus compound as a stabilizer whose amount is controlled to a specific value and is suitable for use as a raw material for molding a bottle having good color (achromatic) and transparency.Type: GrantFiled: October 5, 1998Date of Patent: February 8, 2000Assignee: Teijin LimitedInventors: Masami Umeda, Kimihiko Sato, Minoru Suzuki
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Patent number: 6020454Abstract: The present invention relates to a polyester polymerization catalyst, comprising a solution containing an aluminum compound and an alkali compound, with water or an organic solvent or a mixture consisting of water and an organic solvent as the medium, a production method thereof, and a polyester production method, in which the product obtained by the esterification reaction or ester interchange reaction between an aromatic dicarboxylic acid or any of its ester forming derivative and a diol is polycondensed, to produce a polyester, comprising the use of said polymerization catalyst containing an aluminum compound.The present invention can provide a polyester excellent in processability and can overcome such problems as spinneret contamination, filtration pressure rise, filament breaking, film breaking and foreign matter production in the production process of products such as fibers, films, resins and bottles.Type: GrantFiled: November 6, 1998Date of Patent: February 1, 2000Assignee: Toray Industries, Inc.Inventors: Masatoshi Aoyama, Kenichi Tsutsumi, Minoru Uchida
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Patent number: 6013756Abstract: The invention relates to a process for producing polyesters, especially high-molecular polyethylene terephthalate (PET) using titanium-containing catalyst-inhibitor combinations.Type: GrantFiled: February 12, 1998Date of Patent: January 11, 2000Assignee: Karl Fischer Industrieanlagen GmbHInventors: Rainer Hagen, Eckehart Schaaf, Heinz Zimmermann
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Patent number: 5922829Abstract: Disclosed is are high molecular weight copolyester compositions which possess high melt viscosity and melt strength which render them foamable with a wide range of foaming agents. The copolyesters consist essentially of (A) diacid residues comprising (i) from about 99.9 to about 95 mol % of residues of an aromatic dicarboxylic acid having 8 to 12 carbon atoms and (ii) from about 0.1 to about 5.0 mol % of residues of an aromatic dicarboxylic acid sulfonate monomer containing at least one divalent metal sulfonate group attached to an aromatic nucleus, and (B) diol residues comprising residues of at least one aliphatic or cycloaliphatic diol having 2 to 8 carbon atoms, the mol % being based on 100 mol % dicarboxylic acid residues and 100 mol % diol residues.Type: GrantFiled: September 16, 1998Date of Patent: July 13, 1999Assignee: Eastman Chemical CompanyInventor: Kishan Chand Khemani
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Patent number: 5902873Abstract: A catalyst composition for use in the preparation of a polyester or copolyester is disclosed. The catalyst composition comprises the combination of (a) a titanium-based compound or zirconium-based compound, and (b) a lanthanide series compound or hafnium. Various titanium-based compounds and lanthanide-based compounds are described. Moreover, in some embodiments, the catalyst composition may further comprise a phosphate-forming compound. Another aspect of this invention is an improved method for preparing a polyester, based, for example, on the two-stage process of ester interchange and polycondensation. The method is carried out in the presence of the catalyst composition described above.Type: GrantFiled: October 17, 1997Date of Patent: May 11, 1999Assignee: General Electric CompanyInventors: Timothy Edward Banach, Francesco Pilati, Martino Colonna, Maurizio Fiorini, Corrado Berti, Maurizio Toselli, Massimo Messori, Elisabetta Marianucci
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Patent number: 5898058Abstract: A continuous process for producing polyethylene terephthalate polyester from terephthalic acid and ethylene glycol uses a stabilizer, preferably containing phosphorous, to produce a high quality polyethylene terephthalate polyester which is relatively free of the acetaldehyde and discoloration which are associated with the post-polymerization activity of a polymerization catalyst. The stabilizer is preferably added at or after the end of the polymerization reaction prior to polymer processing to deactivate the polymerization catalyst and can increase the throughput of the polyester without adversely affecting the thermal stability of the polyethylene terephthalate polyester. Alternatively, the late addition of the stabilizer can increase the thermal stability of the polyester without adversely affecting the throughput of the polyethylene terephthalate polyester.Type: GrantFiled: May 20, 1996Date of Patent: April 27, 1999Assignee: Wellman, Inc.Inventors: Carl S. Nichols, Tony Clifford Moore, Walter Lee Edwards
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Patent number: 5898060Abstract: A copolyester for molding a bottle which comprises 95 to 87 mol % of naphthalenedicarboxylic acid and 5 to 13 mol % of terephthalic acid as dicarboxylic acid components and a diol component consisting essentially of ethylene glycol, has an acetaldehyde content of 20 ppm or less and an intrinsic viscosity of 0.40 to 0.85 dl/g, and produces acetaldehyde in an amount of 30 ppm or less when the copolyester is kept molten with stirring at 300.degree. C. for 5 minutes.Type: GrantFiled: August 14, 1998Date of Patent: April 27, 1999Assignee: Teijin LimitedInventors: Minoru Suzuki, Kimihiko Sato
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Patent number: 5886133Abstract: This invention relates to a process of producing a moldable polyethylene terephthalate or modified polyethylene terephthalate having an inherent viscosity greater than 0.6 dL/g comprising reacting the diacid component with the diol component such that a combination of a titanium-based catalyst and a phosphorus-based catalyst is used during the polycondensation steps.Type: GrantFiled: October 15, 1996Date of Patent: March 23, 1999Assignee: Eastman Chemical CompanyInventors: Samuel D. Hilbert, Thomas G. Davis
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Patent number: 5872204Abstract: The present invention provides a novel poly(1,3-propylene terephthalate), which is prepared from reacting terephthalic acid and 1,3-propanediol in the presence of an effective catalytic amount of ethylene glycol titanate to undergo esterification to form a monomer; and polymerizing the monomer in the presence of an effective catalytic amount of antimony acetate to obtain poly(1,3-propylene terephthalate). The obtained poly(1,3-propylene terephthalate) (PPT) has an intrinsic viscosity (IV) of 0.65-0.91 dl/g, acid number (--COOH amount) of less than 40 meq/kg, and L*>60. Without adding a pigment, the yellowness b* of PPT is below 9, even below 5. The yellowness b* of PPT even reaches below 3 when a pigment is incorporated.Type: GrantFiled: March 6, 1998Date of Patent: February 16, 1999Assignee: Industrial Technology Research InstituteInventors: Tung-Ying Kuo, Jih-Chen Huang, Chien-Shiun Liao, I-Min Tseng, Chyuan Juang, Long-Shuen Jean
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Patent number: 5869543Abstract: The invention comprises a method for synthesizing polyethylene terephthalate from waste polyethylene terephthalate by cleavage with ethylene glycol and separation of bis(hydroxyethylene) terephthalate from the cleavage mixture with a specific temperature program, recrystallization from water, and esterification and polycondensation with the addition of terephthalic acid.The invention further comprises a method for synthesis of polyethylene naphthalate from waste polyethylene naphthalate in a similar manner.Type: GrantFiled: August 29, 1997Date of Patent: February 9, 1999Assignee: Zimmer AktiengesellschaftInventors: Frank Boos, Norman Schnittker, Joachim Seelig
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Patent number: 5854359Abstract: A process for making polyetherester resins is disclosed. A glycol ester of an aromatic diacid such as terephthalic acid is reacted with a polyether and a source of a dicarboxylic acid such as maleic anhydride to produce a polyetherester resin, wherein the aromatic diester content may be conveniently adjusted as desired. The process permits the preparation of unsaturated polyetherester resins with relatively high levels of terephthalate repeating units while avoiding the difficulties associated with the direct use of terephthalic acid in previously known procedures. Such unsaturated polyetheresters are useful for making thermoset resins with excellent mechanical and physical properties.Type: GrantFiled: February 18, 1998Date of Patent: December 29, 1998Assignee: ARCO Chemical Technology, L.P.Inventor: Lau S. Yang
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Patent number: 5851612Abstract: A container formed from a copolyester composition which comprises a copolyester containing 80 to 95 mol % of terephthalic acid and 20 to 5 mol % of 2,6-naphthalenedicarboxylic acid as acid components and ethylene glycol as a glycol component, wherein catalyst metals of a calcium compound, magnesium compound and cobalt compound are contained in the copolyester in such amounts that satisfy all the following expressions (1) to (4) based on the total of the whole acid component of the polymer:0<Ca.ltoreq.35(mmol %) (1)0<Mg.ltoreq.80(mmol %) (2)40.ltoreq.(Mg+Ca).ltoreq.90(mmol %) (3)0.ltoreq.Co.ltoreq.15(mmol %) (4).The above polyester container is excellent in gas barrier property, ultraviolet light screening property, hot water resistance, hue and transparency, is not whitened and has a small content of aldehyde.Type: GrantFiled: December 24, 1997Date of Patent: December 22, 1998Assignee: Teijin LimitedInventors: Masami Umeda, Kimihiko Sato
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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: 5811513Abstract: In the production of polyethylene naphthalate of the present invention, the esterification reaction between naphthalenedicarboxylic acid and ethylene glycol is conducted while causing water to be present in a reaction system from a start of reaction, in the presence of at least one catalyst selected from the group consisting of nitric, carboxylic, phosphoric and hydrogenphosphoric acid metal salts and alkyl amines according to necessity, to thereby attain an esterification ratio of 45 to 80%, so that a liquid mixture of naphthalenedicarboxylic acid esterification reaction products containing naphthalenedicarboxylic acid, carboxyl-hydroxyethoxycarbonylnaphthalene and bis(hydroxyethoxycarbonyl)naphthalene is obtained. Subsequently, a crystallized reaction product is separated from this liquid mixture to thereby obtain a mixture of esterification reaction products. Thereafter, this mixture having ethylene glycol added thereto according to necessity is subjected to polycondensation.Type: GrantFiled: July 9, 1997Date of Patent: September 22, 1998Assignee: Mitsui Petrochemical Industries, Ltd.Inventors: Hiroshi Iwasaki, Masayasu Ishibashi, Hiromi Ueki, Shoji Hiraoka, Toru Matsuyoshi, Satoshi Inoki
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Patent number: 5798433Abstract: The present invention provides a method of synthesizing polypropylene terephthalate with no more than 5 ppm acrolein and no more than 3 ppm allyl alcohol. The method comprises direct esterification of terephthalic acid with 1,3-propanediol in the presence of 30 to 200 ppm titanium in the form of an inorganic esterification catalyst containing at least 50 mol % TiO.sub.2 precipitate, blocking the esterification catalyst after esterification by adding 10 to 100 ppm phosphorus in the form of a phosphorus-oxygen compound, and then performing precondensation and polycondensation in the presence of 100 to 300 ppm antimony in the form of a conventional antimony polycondensation catalyst and optional conventional coloring agent.Type: GrantFiled: October 1, 1997Date of Patent: August 25, 1998Assignees: Zimmer Aktiengesellschaft, Degussa AktiengesellschaftInventors: Wolfgang Schmidt, Ulrich Thiele, Stephanie Schauhoff, Dahai Yu
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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: 5741882Abstract: A process to prepare a high molecular weight aliphatic polyester is disclosed, where a catalyst is portionwise added, and a radical scavenger is also added. The aliphatic polyester obtained has a number average molecular weight larger than 70,000.Type: GrantFiled: September 21, 1995Date of Patent: April 21, 1998Assignee: Tonen CorporationInventors: Takeaki Fujii, Kenji Kobayashi, Sadakatsu Suzuki, Hiroshi Ueno
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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: 5688899Abstract: An improved clarity copolyester of a diethylene glycol modified poly(ethylene terephthalate) has a b* value of less than 15, preferably less than 10. The copolyester composition has an inherent viscosity of about 0.4 to 1.0 dL/g and comprises (A) 100 mol percent dicarboxylic acid residue component, (B) 100 mol percent diol residue component, (C) catalyst residues and (D) color control agent residues. The dicarboxylic acid residue component comprises at least 75 mol percent of terephthalic acid residues. The diol residue component comprises 10 to 50 mol percent diethylene glycol residue and 50 to 90 mol percent ethylene glycol residue. The catalyst residues comprise 20 to 100 ppm manganese, 50 to 300 ppm antimony, 0 to 100 ppm titanium and 40 to 150 ppm phosphorus, based on the weight of the copolyester.Type: GrantFiled: January 21, 1997Date of Patent: November 18, 1997Assignee: Eastman Chemical CompanyInventors: Marc Alan Strand, Bobby Jones Sublett, Jimmy Ray Trotter
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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: 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: 5656221Abstract: Process for direct production of shaped packaging material made of thermoplastic polyesters with no effect on the taste of foods packaged in them, where the diol component of the polyester consists of at least 70 wt % ethylene glycol, and the polyester is produced in the presence of the usual catalysts plus additional cobalt or cobalt and manganese compounds and phosphorus compounds. An inert gas is introduced into the polyester melt and distributed uniformly in the melt immediately after its discharge from the polycondensation reactor, 0.05 to 1.0 wt % of an amide compound with a low volatility is added to the polyester melt directly next to the gas inlet. Finally, the polyester melt is subjected to a vacuum degassing immediately before the shaping apparatus and the melt is sent directly to the shaping apparatus within a maximum of 30 minutes after its discharge from the reactor at a maximum temperature of 35.degree. C. above the crystallite melting point of the polyester.Type: GrantFiled: August 23, 1995Date of Patent: August 12, 1997Assignee: Zimmer AktiengesellschaftInventors: Heinz-Dieter Schumann, Ulrich Thiele
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Patent number: 5652033Abstract: A cobalt/aluminum catalyst is used in the polymerization reaction to form polyesters of terephthalic acid and an ethylene glycol.Type: GrantFiled: August 14, 1996Date of Patent: July 29, 1997Assignee: E. I. Du Pont de Nemours and CompanyInventor: George Richard Goodley