Material Contains A Phosphorus Atom Patents (Class 528/286)
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Patent number: 9284405Abstract: The present invention provides a polyester resin including: moieties of dicarboxylic acid components including terephthalic acid; and moieties of diol components including isosorbide, a cyclohexanedimethanol, and the balance of other diol compounds. The polyester resin contains a zinc-based catalyst and a phosphorus-based stabilizer. The present invention also provides a method for preparing the polyester resin. The method includes: esterifying diol components including isosorbide, a cyclohexanedimethanol, and the balance of other diol compounds, with dicarboxylic acid components including terephthalic acid in the presence of an esterification reaction catalyst including a zinc compound; adding a phosphorus-based stabilizer to the esterification reaction mixture at the time when the degree of esterification reaches at least 80%; and subjecting the esterification reaction product to polycondensation.Type: GrantFiled: May 21, 2013Date of Patent: March 15, 2016Assignee: SK CHEMICALS CO., LTD.Inventors: Yoo Jin Lee, Ji-Hyun Kim, Jong Ryang Kim
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Patent number: 9279033Abstract: There is provided a polyester resin including: moieties of dicarboxylic acid components including terephthalic acid; and moieties of diol components including 5 to 60 mole % of isosorbide, 10 to 80 mole % of a cyclohexanedimethanol, and the balance of other diol compounds, wherein the polyester resin has an intrinsic viscosity of 0.5 to 1.0 dl/g, and a melt viscosity of the polyester resin measured at a temperature of 280° C. and at a shear rate of 300 rad/s is at least 50% lower than that measured at a temperature of 280° C.Type: GrantFiled: May 21, 2013Date of Patent: March 8, 2016Assignee: SK CHEMICALS CO., LTD.Inventors: Ji-Hyun Kim, Yoo Jin Lee
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Patent number: 9267000Abstract: There is provided a polyester resin including: moieties of dicarboxylic acid components including terephthalic acid; and moieties of diol components including 5 to 60 mole % of isosorbide, 10 to 80 mole % of a cyclohexanedimethanol, and the balance of other diol compounds, wherein the polyester resin has an intrinsic viscosity of 0.5 to 1.Type: GrantFiled: May 21, 2013Date of Patent: February 23, 2016Assignee: SK CHEMICALS CO., LTD.Inventors: Ji-Hyun Kim, Yoo Jin Lee
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Patent number: 9121835Abstract: A method and apparatus are disclosed for testing and inspecting containers coated by means of a plasma treatment, e.g. plastic bottles, which are coated for instance with amorphous silicon oxide or carbon compounds. The containers are tested by a measuring device trace-gas-analytically, e.g. mass-spectrometrically, for undesired foreign substances, such as acetaldehyde and/or antimony, escaping from the container material after a plasma coating treatment.Type: GrantFiled: December 27, 2012Date of Patent: September 1, 2015Assignee: KRONES AGInventor: Jochen Krueger
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Publication number: 20150099830Abstract: Pressure sensitive adhesives produced from naturally occurring fats and oils are described. Also described are methods of producing the pressure sensitive adhesives. Generally, one or more naturally occurring fats or oils are epoxidized, and then reacted with certain alcohols or amines to thereby obtain the noted pressure sensitive adhesives.Type: ApplicationFiled: December 12, 2014Publication date: April 9, 2015Inventors: Carol A. KOCH, Charles R. WILLIAMS, Prakash MALLYA
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High intrinsic viscosity melt phase polyester polymers with acceptable acetaldehyde generation rates
Patent number: 8987408Abstract: A method for the production of solid polyester polymer particles comprising: a) polycondensing a molten polyester polymer composition in the presence of a polycondensation catalyst composition comprising antimony species; b) continuing the polycondenzation of the molten polyester polymer composition to an It.V. of 0.68 dL/g or more; and c) after reaching an It.V. of 0.68 dL/g or more, adding a catalyst stabilizer or deactivator to the polymer melt; and d) after reaching an It.V. of 0.68 dL/g or more, solidifying the melt into solid polyester polymer particles which do not contain organic acetaldehyde scavengers. In a further embodiment, after solidification of the polyester from the melt phase polycondenzation process: e) the amount of residual acetaldehyde in the particles in the solid state is reduced to a level of 10 ppm or less without increasing the It.V. of the particles by more than 0.03 dL/g.Type: GrantFiled: September 27, 2013Date of Patent: March 24, 2015Assignee: Grupo Petrotemex, S.A. de C.V.Inventor: Mary Therese Jernigan -
Patent number: 8945695Abstract: PET resins containing a small amount of a blue dye and/or further containing inorganic particles of Fe3O4 or BaSO4 are synthesized in the presence of an inorganic Ti—Mg catalyst employed as a polycondensation catalyst and a phosphorus stabilizer during a polycondensation process, and the resultant PET resins are free of yellowish appearance and reduced regenerated acetaldehyde and cyclic oligomers after processed so that PET bottle preforms if made of the PET resins can facilitate reduction in aging time thereby to improve the product yield of the bottle preforms and to save the stock space for storing the bottle preforms.Type: GrantFiled: August 8, 2008Date of Patent: February 3, 2015Assignee: Nan Ya Plastics CorporationInventor: Zo-Chun Jen
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Patent number: 8901271Abstract: The invention relates to a process for making polyethylene terephthalate (PET) from ethylene glycol (EG), purified terephthalic acid (PTA) and optionally up to 6 mol % comonomer, using a mixed metal catalyst system and comprising the steps of a) esterifying EG and PTA to form diethyleneglycol terephthalate and oligomers (DGT), and b) melt-phase polycondensing DGT to form PET and EG, wherein the catalyst system substantially consists of 70-160 ppm of Sb-compound, 20-70 ppm of Zn-compound, and 0.5-20 ppm of Ti-glycolate as active components (ppm metal based on PET). With this process that applies reduced amount of metal catalyst components PET can be obtained with high productivity, which polyester shows favorable color and optical clarity, also if recycling of EG is applied within the process.Type: GrantFiled: August 17, 2010Date of Patent: December 2, 2014Assignee: Saudi Basic Industries CorporationInventors: Munif Al-Munif, Mummaneni Venkateswara Rao, Zahir Bashir, Suresh Padmanabhan
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Patent number: 8901272Abstract: A polyester polymer comprising alkylene arylate units, said polymer having an It.V. of at least 0.72 dl/g, a vinyl ends concentration of at least 0.8 microequivalents per gram, an AA generation rate of less than 20 ppm are prepared by addition of a catalyst deactivator either late in the polycondensation or upon remelting of a solid polyester polymer.Type: GrantFiled: February 2, 2007Date of Patent: December 2, 2014Assignee: Grupo Petrotemex, S.A. de C.V.Inventor: Mary Therese Jernigan
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Patent number: 8889819Abstract: A method for producing a polyester resin composition includes conducting polyconensation via esterification or transesterification, wherein an alkali metal phosphate in an amount of 1.3 mol/ton to 3.0 mol/ton and phosphoric acid in an amount of 0.4 to 1.5 times (by mole) that of the alkali metal phosphate are added at a stage between the point of time when the esterication or transesterification has been substantially completed and the point of time when the intrinsic viscosity reaches 0.4. A polyester resin composition obtained by the process exhibits excellent long-term hydrolysis resistance and excellent mechanical characteristics.Type: GrantFiled: March 1, 2010Date of Patent: November 18, 2014Assignee: Toray Industries, Inc.Inventors: Hiroji Kojima, Jun Sakamoto, Mayumi Sunako
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Patent number: 8859713Abstract: The invention relates to a process for making polyethylene terephthalate (PET) from ethylene glycol (EG), purified terephthalic acid (PTA) and optionally up to 30 mol % comonomer, using a catalyst system essentially consisting of antimony—(Sb), zinc—(Zn) and phosphorous—(P) compounds, comprising the steps of a) esterifying EG and PTA to form diethyleneglycol terephthalate and oligomers (DGT), and b) melt-phase polycondensing DGT to form polyester and EG1 wherein the Sb- and P-compounds are added in step a) and the Zn-compound is added after step a). With this process PET can be obtained that shows favorable color and optical clarity, also if recycling of EG is applied in the process, and a relatively low rate of acetaldehyde regeneration during melt-processing.Type: GrantFiled: March 10, 2010Date of Patent: October 14, 2014Assignee: Saudi Basic Industries CorporationInventors: Mummaneni Venkateswara Rao, Munif Al-Munif, Zahir Bashir
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Patent number: 8779082Abstract: The invention relates to an improved linear microdialysis probe comprising a continuous length of flexible tubing (1) having at least one window (4) formed therein, said window covering at least one part of the circumference of the tubing, while the remaining part forms at least one unbroken connection between a first end of said tubing and a second end of said tubing, said ends adapted to be attached to an inlet for perfusion liquid and the other end forming an outlet for the dialysate, said at least one window (4) exposing a tubular semipermeable membrane (2).Type: GrantFiled: December 21, 2006Date of Patent: July 15, 2014Assignee: TORAY Industries, Inc.Inventors: Hua Qi, Keisuke Honda, Kunihiro Morimoto, Jun Sakamoto, Hiroji Kojima
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Patent number: 8748559Abstract: Polyester compositions, especially polyethylene terephthalate homopolymer and copolymers, are disclosed containing titanium catalysts and catalyst deactivator added late in the manufacturing processing having reduced acetaldehyde generation rates. The polyester compositions are low in free acetaldehyde, making them suitable for fabrication into beverage containers for relatively tasteless beverages such as bottle water. Furthermore, the polyesters are polymerized to a high inherent viscosity in reduced processing time, without the necessity of further polymerization in the solid state, and in the absence of acetaldehyde scavengers leading to polyester polymers having reduced color.Type: GrantFiled: May 10, 2012Date of Patent: June 10, 2014Assignee: Grupo Petrotemex, S.A. de C.V.Inventor: Mary Therese Jernigan
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Patent number: 8653224Abstract: Provided is a composition for manufacturing a polyester resin having a molar ratio of a diol compound to a dicarboxylic acid compound ranging from 1.05 to 1.4, in which the composition includes 5 ppm to 50 ppm of a phosphorous (P) compound (based on an amount of P), 10 ppm to 40 ppm of a cobalt (Co) compound (based on an amount of Co), 0.2 ppm to 20 ppm of a color enhancer, and 5 ppm to 25 ppm/3 ppm to 30 ppm of a titanium (Ti)-germanium (Ge) composite catalyst compound (based on an amount of Ti/Ge), based on weight percentage.Type: GrantFiled: February 8, 2013Date of Patent: February 18, 2014Assignee: Lotte Chemical CorporationInventors: Soomin Lee, Sanghyun Park, Joongeun Jung, Kijeong Han, Sungmin Hong, Yunbae Kook, Jeongsun Kim
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Patent number: 8586701Abstract: Disclosed is a process for the preparation of high molecular weight, thermoplastic copolyesters by reacting a diester composition comprising a dialkyl ester of terephthalic acid with a diol composition comprising a first diol component comprising 2,2,4,4-tetramethyl-1,3-cyclobutanediol and a second diol component comprising 1,4-cyclohexanedimethanol. The diester composition can be reacted with the first diol component to produce a polyester oligomer that can be reacted further with the second diol component to produce a modified polyester oligomer. The modified polyester oligomer can then be heated to form a copolyester. The process reduces the precipitation of poly(1,4-cyclohexylene dimethylene) terephthalate in the reaction mixture.Type: GrantFiled: July 3, 2007Date of Patent: November 19, 2013Assignee: Eastman Chemical CompanyInventors: Benjamin Fredrick Barton, Damon Bryan Shackelford
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Patent number: 8563677Abstract: A stable catalyst solution suitable for catalyzing the polycondensation of reactants to make polyester polymers comprising: (i) M, wherein M is represented by an alkaline earth metal or alkali metal and (ii) aluminum metal and (iii) a polyhydroxyl solvent having at least 3 carbon atoms and at least two primary hydroxyl groups, the longest carbon chain being a hydrocarbon; such as 1,3-propane diol, 1,4-butane diol, 1,5-pentane diol, or combinations thereof, wherein the molar ratio of M:Al ranges from 0.75:1 to less than 1.5:1. The catalyst solution is desirably a solution which does not precipitate upon standing over a period of at least one week at room temperature (25° C.-40° C.), even at molar ratios of M:Al approaching 1:1. There is also provided a method for the manufacture of the solution, its feed to and use in the manufacture of a polyester polymer, and polyester polymers obtained by combining certain ingredients or containing the residues of these ingredients in the composition.Type: GrantFiled: February 27, 2007Date of Patent: October 22, 2013Assignee: Grupo Petrotemex, S.A. de C.V.Inventor: Jason Christopher Jenkins
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High intrinsic viscosity melt phase polyester polymers with acceptable acetaldehyde generation rates
Patent number: 8557950Abstract: A method for the production of solid polyester polymer particles comprising: a) polycondensing a molten polyester polymer composition in the presence of a polycondensation catalyst composition comprising antimony species; b) continuing the polycondensation of the molten polyester polymer composition to an It.V. of 0.68 dL/g or more; and c) after reaching an It.V. of 0.68 dL/g or more, adding a catalyst stabilizer or deactivator to the polymer melt; and d) after reaching an It.V. of 0.68 dL/g or more, solidifying the melt into solid polyester polymer particles which do not contain organic acetaldehyde scavengers. In a further embodiment, after solidification of the polyester from the melt phase polycondensation process: e) the amount of residual acetaldehyde in the particles in the solid state is reduced to a level of 10 ppm or less without increasing the It.V. of the particles by more than 0.03 dL/g.Type: GrantFiled: June 16, 2005Date of Patent: October 15, 2013Assignee: Grupo Petrotemex, S.A. de C.V.Inventor: Mary Therese Jernigan -
Patent number: 8476386Abstract: The present invention provides a branched, a dendritic, or a hyperbranched poly(amino ester) having a polymer backbone comprising a plurality of branches, wherein the polymer backbone has at least one secondary and at least one tertiary amine linkage. Branched poly(amino ester)s are prepared via a Michael addition reaction of a tris(acrylate ester)monomer with a diamine monomer. In one aspect, the diamine monomer has a primary amino group and a secondary amino group. The poly(amino ester) compounds can be end-capped by reacting with a suitable agent. The present invention also provides applications including, but are not limited to, the delivery of bioactive agents, such as drugs, DNA or RNA; or biocompatible imaging.Type: GrantFiled: March 8, 2012Date of Patent: July 2, 2013Assignee: Agency for Science, Technology and ResearchInventors: Ye Liu, Decheng Wu, Chaobin He
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Patent number: 8362190Abstract: There is provided a method for producing a hyperbranched polymer. A method for producing a hyperbranched polymer comprising polymerizing a dithiocarbamate compound of Formula (1): wherein R1 is H or CH3; R2 and R3 are individually a C1-5 alkyl group, etc., A1 is Formula (2) and/or Formula (3): wherein A2 is a linear, branched or cyclic C1-30 alkylene group that optionally contains an ether bond or an ester bond and X1, X2, X3 and X4 are each independently H, a C1-20 alkyl group, etc., by heating at 50 to 250° C.Type: GrantFiled: September 11, 2008Date of Patent: January 29, 2013Assignee: Nissan Chemical Industries, Ltd.Inventors: Akihiro Tanaka, Satoru Hatayama
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Patent number: 8313881Abstract: A toner for an electrophotographic image forming process or an electrostatic printing process, and a polyester resin for the toner are disclosed. The polyester resin comprises: acid components including 70 to 96 mol % of aromatic dibasic acid component, 3 to 20 mol % of cycloaliphatic dibasic acid component, and 1 to 10 mol % of trivalent or higher acid component; alcohol components including 10 to 50 mol % of cycloaliphatic diol component, 2 to 20 mol % of trihydric or higher alcohol component, and 30 to 88 mol % of aliphatic diol component; and a heat stabilizer.Type: GrantFiled: July 10, 2008Date of Patent: November 20, 2012Assignee: SK Chemicals Co., Ltd.Inventors: Young-Man Yoo, Jae-Kyoung Roh, Kye-Yune Lee, Tae-Woong Lee
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Patent number: 8293862Abstract: The present invention provides processes for producing polyester. In one of the embodiments, the invention provides a process for producing polyester, comprising adding a catalyst in a polycondensation reaction, esterification reaction or transesterification reaction between components comprising at least a polyfunctional alcohol and at least a polyfunctional carboxylic acid or ester-forming derivative of a polyfunctional carboxylic acid to produce the polyester; and obtaining the polyester, wherein the polymerization catalyst comprises an aluminum substance and a phosphorus compound, wherein the aluminum substance is selected from the group consisting of aluminum hydroxide and aluminum alkoxides, and wherein the phosphorus compound has an aromatic ring structure.Type: GrantFiled: February 22, 2007Date of Patent: October 23, 2012Assignee: Toyo Boseki Kabushiki KaishaInventors: Takahiro Nakajima, Ken-ichi Tsukamoto, Shoichi Gyobu, Mitsuyoshi Kuwata
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Patent number: 8258253Abstract: Disclosed is a method for increasing the solid state polymerization (SSP) rates of metal catalyzed polyesters. The method comprises in a first step, reacting a dicarboxylic acid or a C1-C4 dicarboxylic diester with a diol at a suitable temperature and pressure to effect esterification or transesterification to prepare a precondensate and in a second step, reacting the precondensate to effect polycondensation at a suitable temperature and pressure to prepare a high molecular weight polyester and in a third step, further increasing the molecular weight and viscosity of the polyester under SSP conditions of a suitable temperature and pressure, where a metal catalyst is added in the first step or in the second step as a reaction catalyst, and where a certain phosphinic acid compound is added in the first step, in the second step or just prior to the third step. The polyester product exhibits low aldehyde formation during melt processing steps as well as excellent color.Type: GrantFiled: August 22, 2011Date of Patent: September 4, 2012Assignee: BASF SEInventors: Paul Odorisio, Stephen M. Andrews, Thomas F. Thompson, Si Wu, Paragkumar Thanki, Deepak M. Rane, Delina Joseph, Jianzhao Wang
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Patent number: 8207289Abstract: Polyester compositions, especially polyethylene terephthalate homopolymer and copolymers, are disclosed containing titanium catalysts and catalyst deactivator added late in the manufacturing processing having reduced acetaldehyde generation rates. The polyester compositions are low in free acetaldehyde, making them suitable for fabrication into beverage containers for relatively tasteless beverages such as bottle water. Furthermore, the polyesters are polymerized to a high inherent viscosity in reduced processing time, without the necessity of further polymerization in the solid state, and in the absence of acetaldehyde scavengers leading to polyester polymers having reduced color.Type: GrantFiled: May 23, 2007Date of Patent: June 26, 2012Assignee: Grupo Petrotemex, S.A. de C.V.Inventor: Mary Therese Jernigan
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Patent number: 8148489Abstract: A method for reducing organic carbon emissions from PBT-block-containing resins is disclosed. The method involves adding a titanium-catalyst deactivating compound to the resin after polymerisation.Type: GrantFiled: March 15, 2007Date of Patent: April 3, 2012Assignee: E. I. du Pont De Nemours and CompanyInventors: Judith Alison Peacock, David J. Wrigley
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Patent number: 8143356Abstract: A method for producing a polyester resin composition C), which comprises melt-kneading a polyester resin (A) which satisfies the following formulae (1), (2) and (3) and a polyester resin (B) which satisfies the following formula (4): P1?10??(1) 0.1?Ge1?1.5??(2) 0.001?Ge1/P1?0.15??(3) 0?P2/Ti1?80??(4) provided that in the formulae (1), (2) and (3), P1 is the content (mol) of phosphorus atoms and Ge1 is the content (mol) of germanium atoms, per ton of the polyester resin (A), and in the formula (4), P2 is the content (mol) of phosphorus atoms and Ti1 is the content (mol) of titanium atoms, per ton of the polyester resin (B). A polyester resin composition (C) obtained by the method, and a molded product such as a film made from such a composition are also provided.Type: GrantFiled: December 12, 2005Date of Patent: March 27, 2012Assignee: Mitsubishi Chemical CorporationInventors: Takeshi Ogawa, Motohiro Munakata, Toshio Kambe
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Patent number: 8124307Abstract: Embodiments include a toner having a) a polyester resin derived from a naphthalenic material, a 2-alkyl succinic material, and 2,2-ethyl-butyl-1,3-propanediol, b) a wax, and c) an optional colorant.Type: GrantFiled: March 30, 2009Date of Patent: February 28, 2012Assignee: Xerox CorporationInventor: Guerino G. Sacripante
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Patent number: 8058360Abstract: Polymer blends suitable for packaging are disclosed that include one or more impact modifiers; and one or more polyethylene terephthalate homopolymers or copolymers obtained by a melt phase polymerization using a catalyst system comprising aluminum atoms in an amount, for example, from about 3 ppm to about 60 ppm and one or more alkaline earth metal atoms, alkali metal atoms, or alkali compound residues in an amount, for example, from about 1 ppm to about 25 ppm, in each case based on the weight of the one or more polyethylene terephthalate homopolymers or copolymers The polymer blends disclosed exhibit improved low temperature toughness compared with blends made using polymers prepared with conventional catalyst systems.Type: GrantFiled: June 1, 2007Date of Patent: November 15, 2011Assignee: Grupo Petrotemex, S.A. De C.V.Inventors: Frederick Leslie Colhoun, Mark Edward Stewart, Stephen Weinhold, Richard Dalton Peters, Roger Lee Martin
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Publication number: 20110269933Abstract: Disclosed is a method for preparing a polyester resin, wherein phosphate additives are used in preparing polyester resin to improve the reactive property of the esterification reaction or transesterification, as well as the flame retardancy property and the color stability of a polyester resin. The method for preparing a polyester resin comprises the steps of: esterification reacting and/or transesterifying diacid ingredients diol ingredients in the presence of one or more phosphate additives selected from the group consisting of the compounds as defined in Chemicals in the detailed description of the invention; and polycondensing the products obtained from the esterification reaction and/or transesterification.Type: ApplicationFiled: December 23, 2009Publication date: November 3, 2011Applicant: SK CHEMICALS CO., LTD.Inventors: Kyu-Tae Park, Yoo-Jin Lee, Jong-Ryang Kim, Sin-Young Hwang
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Process for producing polyester, polyester produced using said process, and polyester molded product
Patent number: 7868126Abstract: This invention provides a polyester and a polyester molded product, which, while maintaining color tone, transparency, and thermal stability, can realize a high polycondensation rate, are less likely to cause the production of polycondensation catalyst-derived undesired materials, and can simultaneously meet both quality and cost effectiveness requirements, which can exhibit the characteristic features, for example, in the fields of ultrafine fibers, high transparent films for optical use, or ultrahigh transparent molded products. These advantages can be realized by using, in the production of a polyester in the presence of an aluminum compound-containing polyester polycondensation catalyst, an aluminum compound having an absorbance of not more than 0.0132 as measured in the form of an aqueous aluminum compound solution, prepared by dissolving the aluminum compound in pure water to give a concentration of 2.Type: GrantFiled: June 24, 2005Date of Patent: January 11, 2011Assignee: Toyo Boseki Kabushiki KaishaInventors: Katsuhiko Kageyama, Tooru Kitagawa, Kenichi Funaki, Masaki Fuchikami, Kazuo Katayose, Takahiro Nakajima, Toshiyuki Tsuchiya, Satoru Nakagawa, Fumikazu Yoshida, Haruhiko Kohyama, Naoki Watanabe -
Patent number: 7759449Abstract: The invention is a method for the late introduction of additives into polyethylene terephthalate. The method employs a reactive carrier that functions as a delivery vehicle for one or more additives. The reactive carrier reacts with the polyethylene terephthalate, thereby binding the reactive carrier in the polyethylene terephthalate resin and preventing the emergence of the reactive carrier and additives from the polyethylene terephthalate during subsequent thermal processing.Type: GrantFiled: October 8, 2004Date of Patent: July 20, 2010Assignee: Wellman, Inc.Inventors: Carl S. Nichols, Tony Clifford Moore
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Patent number: 7683122Abstract: Disclosed are processes for preparing polyareneazole polymers including contacting a molar excess of a free base in water with a terephthalic acid salt to form an aqueous mixture, adjusting the pH to precipitate a monomer complex, contacting the monomer complex with metal powder, and polymerizing the monomer complex. Polyareneazoles, filaments and yarns are also disclosed.Type: GrantFiled: March 27, 2006Date of Patent: March 23, 2010Assignees: E. I. du Pont de Nemours and Company, Magellan Systems International, LLCInventors: Doetze Jakob Sikkema, David J. Rodini, Qinghong Fu Adkins, Steven R. Allen, Georg Valentin Martin, Ralf Demuth, Michael Schelhaas
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Patent number: 7678878Abstract: Disclosed is a method for the preparation of a polyester, which method comprises in a first step, reacting a dicarboxylic acid or a C1-C4 dicarboxylic diester with a diol at a suitable temperature and pressure to effect esterification or transesterification to prepare a precondensate and in a second step, reacting the precondensate to effect polycondensation at a suitable temperature and pressure to prepare a high molecular weight polyester, where a metal phosphonic acid complex compound of the formula is employed in the first step, in the second step or in both the first and second steps as a reaction catalyst.Type: GrantFiled: January 27, 2009Date of Patent: March 16, 2010Assignee: Ciba Specialty Chemicals CorporationInventors: Stephen M. Andrews, Jianzhao Wang, Thomas Thompson, Paragkumar N. Thanki, Deepak M. Rane, Suhas D. Sahasrabudhe, Preetam P. Ghogale, Paul A. Odorisio, Si Wu
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Publication number: 20100028576Abstract: Disclosed is a process for producing a polyester composition which can be obtained by polycondensation of a dicarboxylic acid or ester-forming derivative thereof and a diol or ester-forming derivative thereof in presence of a polycondensation catalyst, in which a polyester having a good color tone can be obtained by adding a specific phosphorus compound after a polycondensation catalyst is added and pressure reduction in polymerization reactor is started and before the polycondensation of the polyester is substantially completed, and at a time in which the polyester reaches 75% or more of the intrinsic viscosity to be finally reached in said polymerization reactor.Type: ApplicationFiled: October 10, 2007Publication date: February 4, 2010Applicant: TORAY INDUSTRIES, INC.Inventors: Gen Hayashi, Kunihiro Morimoto, Tomio Kawaji, Masatoshi Aoyama
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Publication number: 20090297752Abstract: A polyester resin that can be beneficially employed as one finding application in deactivation of polycondensation catalysts for polyester production and suppression of forming of acetaldehyde and other aldehydes and cyclic ester oligomers at molding stage. In particular, there is provided a polyester resin composed mainly of an aromatic dicarboxylic acid component and a glycol component wherein a phosphorus compound is incorporated through copolymerization or blending in an amount of 100 to 10,000 ppm in terms of phosphorus element, characterized in that the contents of Zn element, Fe element, Ni element and Cr element are not greater than specified values.Type: ApplicationFiled: August 9, 2005Publication date: December 3, 2009Applicant: TOYO BOSEKI KABUSHIKI KAISHAInventors: Keiichiro Togawa, Yoshinao Matsui, Kosuke Uotani, Atsushi Hara, Hiroyuki Mitsunaga, Takahiro Nakajima, Naoki Watanabe, Toshio Owari, Yoshitaka Eto
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Publication number: 20090281230Abstract: The invention pertains to low profile additives (“LPA”) comprising branched polymers having a weight average molecular weight (Mw) of at least about 20,000 grams/mole and a number average molecular weight (Mn) of at least about 3,000 grams/mole and methods for making the LPAs. The invention further concerns compositions comprising LPAs synthesized from one or more difunctional monomers and one or more branching agents. Also, disclosed are thermosettable resinous compositions and molded articles comprising the LPAs.Type: ApplicationFiled: May 9, 2008Publication date: November 12, 2009Applicant: Ashland Licensing and Intellectual Property LLCInventors: Husam A.A. Rasoul, Dejan D. Andjelkovic, Dennis H. Fisher
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Patent number: 7544762Abstract: A polyester having a good color tone (a high L value and a low b value) and a low acetaldehyde content is obtained by using a catalyst containing a reaction product of (A) a titanium compound (1) represented by the general formula (I) and/or a titanium compound (2) obtained by reacting the titanium compound (1) of the general formula (I) with an aromatic polyhydric carboxylic acid represented by the general formula (II) or an anhydride thereof, with (B) a phosphorus compound (3) represented by the general formula (III). [wherein R1, R2, R3, R4 and R5=a C2-C10 alkyl group, k=1 to 3, m=2 to 4, and R6=a substituted or non-substituted C6-C20 aryl group or a C6-C20 alkyl group].Type: GrantFiled: July 16, 2002Date of Patent: June 9, 2009Assignee: Teijin LimitedInventors: Tomoyoshi Yamamoto, Hiroki Nagano, Minoru Suzuki, Hiroshi Toyao, Tomoyuki Kishino, Nobuo Minobe, Ryoji Tsukamoto, Kenichi Ishihara
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Method for incorporating nitrogen containing methine light absorbers in PET and compositions thereof
Patent number: 7528219Abstract: The present invention is a method for efficiently incorporating a nitrogen containing methine light absorber into a polyester resin. The method includes forming a reaction mixture comprising combining a diol component, a diacid component selected from the group consisting of dicarboxylic acids, dicarboxylic acid derivatives, and mixtures thereof, an antimony containing compound, a phosphorus containing compound, a metal containing compound, and a nitrogen containing methine light absorber. The reaction mixture is polymerized in a polycondensation reaction system. In another embodiment the light absorber is added while the reaction products of one reactor are being transferred to the next reactor in the polycondensation reaction system. The present invention is also directed articles made from the polyester resin.Type: GrantFiled: September 21, 2007Date of Patent: May 5, 2009Assignee: Eastman Chemical CompanyInventors: Max Allen Weaver, Jason Clay Pearson, Dale Milton Blakely, Frederick Leslie Colhoun -
Patent number: 7514526Abstract: The present invention discloses a process for the preparation of a stabilized polyester that is low in the generation of aldehydes which comprises reacting one or more diacids with one or more diols in an esterification process, and/or one or more diesters with one or more diols in a transesterification process in the presence of an effective amount of a stabilizer selected from the group consisting of (a) a polyhydric alcohol which is for example poly(ethylene-co-vinyl alcohol), poly(styrene-co-allyl alcohol), maltitol, isomalt, sorbitol, xylitol, sucrose, mucic acid dibutylester, mucic acid di(phenyl-1-ethyl)ester, pentaerythritol or dipentaerythritol; (b) a compound of the formula II which is for example di-iso-octyl-phosphinic acid; (c) a sterically hindered amine which is for example Tinuvin 123 or Tinuvin 622; (d) a polyacrylamide, an anionic acrylic polymer or a cationic acrylamide copolymer; or (e) a hydroxylamine and/or a nitrone.Type: GrantFiled: February 7, 2006Date of Patent: April 7, 2009Assignee: Ciba Specialty Chemicals Corp.Inventors: Dirk Simon, Dario Lazzari, Stephen Mark Andrews, Heinz Herbst
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Patent number: 7439317Abstract: An amorphous polyester chip having superior processing ability is characterized by a moisture content of not more than 300 ppm and a fine particle content of not more than 500 ppm. A preferred embodiment is a copolymerized polyester chip comprising a main repeating unit consisting of ethylene terephthalate, and 1,4-dimethylene-cyclohexane terephthalate or neopentyl terephthalate, wherein the glycol component of the copolymerized polyester has a specific composition of 50 to 85 mol % of ethylene glycol, 12 to 45 mol % of 1,4-cyclohexanedimethanol or neopentyl glycol and 1.5 to 7.0 mol % of diethylene glycol. Such amorphous polyester chip can be obtained by cooling an amorphous polyester obtained by melt polymerization, cutting the polyester to give a chip, feeding the chip in a treatment tank, drying the chip and removing fine particles.Type: GrantFiled: June 30, 2004Date of Patent: October 21, 2008Assignee: Toyo Boseki Kabushiki KaishaInventors: Keisuke Suzuki, Hiroki Fukuda, Hideki Shimizu, Tsuyoshi Matsunaga
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Publication number: 20080200638Abstract: A composite comprising a bioabsorbable polymer or copolymer of a lactone monomer or mixture thereof and a ceramic, the composite having been prepared by the ceramic initiated ring-opening polymerization or copolymerization of the lactone monomer, wherein the ceramic is an apatitic calcium phosphate or an osteoconductive, bioabsorbable derivative thereof and a method of manufacture thereof.Type: ApplicationFiled: August 1, 2005Publication date: August 21, 2008Inventor: Jody Redepenning
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Publication number: 20080154013Abstract: A curable composition, useful as a thermosetting binder, having a polycarboxy polymer or co-polymer and a multifunctional polyol.Type: ApplicationFiled: November 20, 2007Publication date: June 26, 2008Inventors: Guy Joseph Germaine Clamen, Nolwenn Colmou
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Patent number: 7381787Abstract: The present invention provides a process of reducing acrolein by product from polytrimethylene terephthalate using selected phosphorus compounds to contact the polytrimethylene terephthalate or reactants in the process of producing polytrimethylene terephthalate. The selected phosphorus compounds are retained in the polytrimethylene terephthalate. The present invention also provides polytrimethylene terephthalate compositions containing amounts of phosphorus compounds.Type: GrantFiled: September 14, 2005Date of Patent: June 3, 2008Assignee: Shell Oil CompanyInventors: Donald Ross Kelsey, Cecilia Zuqi Tse, Robert Lawrence Blackbourn, Holger Georg Bachmann, Eckhard Seidel
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Patent number: 7358328Abstract: The invention relates to a process and a device for increasing the intrinsic viscosity of a polyester material by solid-state polymerization, wherein the polyester material is heat-treated in a heat treatment container (6), the polyester material being introduced into a preheating container (2) prior to being conveyed into the heat treatment container (6), in which preheating container it is heated to a heat treatment temperature of the heat treatment container (6) or to a temperature above that and is delivered to the heat treatment container (6) after having reached said temperature. The preheating container (2) is small in comparison with the heat treatment container (6) so that the relatively small amount of polyester material contained therein can quickly be heated to the intended temperature, thereby leading to a short residence time in the preheating container.Type: GrantFiled: September 25, 2003Date of Patent: April 15, 2008Assignee: Starlinger & Co Gesellschaft m.b.H.Inventors: Markus Fellinger, Christian Lovranich
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Patent number: 7335318Abstract: The present invention provides a method for manufacturing a wholly aromatic liquid-crystalline polyester resin comprising the steps of: 1) acylating the hydroxy group of major monomer components selected from the group consisting of aromatic hydroxycarboxylic acid, aromatic diol and aromatic dicarboxylic acid, with an acylating agent, provided that said major monomer components comprise at least one of aromatic hydroxycarboxylic acid and aromatic diol; and 2) polycondensing said major monomer components of which hydroxy group is acylated, wherein, the polycondensation reaction is carried out in the presence of a metal dihydrogen phosphate in an amount of 1-5000 ppm based on the total monomer components, and a liquid-crystalline polyester resin manufactured by the method and a composition comprising said resin.Type: GrantFiled: October 7, 2005Date of Patent: February 26, 2008Assignee: Kabushiki Kaisha Ueno Seiyaku Oyo KenkyujoInventors: Motoki Asahara, Toshiki Nishino
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Patent number: 7335719Abstract: A polyester based on poly(trimethylene terephthalate) consisting essentially of trimethylene terephthalate repeating units, comprising at least one kind of compound selected from the group consisting of alkali metal compounds, alkaline earth metal compounds and manganese compounds in an amount of 10 to 150 ppm expressed in terms of the metal element in a molar ratio of the total amount of elements of the contained alkali metal elements, alkaline earth metal elements and manganese element to the amount of the contained phosphorus element within the range of the following formula (I): 0?P/M?1??(I) wherein, P is the molar amount of the phosphorus element in the polyester; M is the total amount of the alkali metal elements, alkaline earth metal elements and manganese element.Type: GrantFiled: July 5, 2002Date of Patent: February 26, 2008Assignee: Teijin LimitedInventor: Ryoji Tsukamoto
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Patent number: 7321014Abstract: A thermoplastic composition is disclosed, comprising the reaction product of: a polyester polycarbonate comprising a polyester unit and a polycarbonate unit; a polysiloxane polycarbonate copolymer having a haze of 30% or less, comprising a polycarbonate unit and a polysiloxane unit; and a transesterification catalyst. The resulting thermoplastic composition has a haze of 30% or less as measured according to ASTM D1003-00 at a thickness of 3.2 millimeters. A method of forming the composition and articles formed from the composition are also disclosed.Type: GrantFiled: December 29, 2004Date of Patent: January 22, 2008Assignee: General Electric CompanyInventors: Katherine Glasgow, Brian Mullen, Paul D. Sybert
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Method for incorporating nitrogen containing methine light absorbers in pet and compositions thereof
Patent number: 7282555Abstract: The present invention is a method for efficiently incorporating a nitrogen containing methine light absorber into a polyester resin. The method includes forming a reaction mixture comprising combining a diol component, a diacid component selected from the group consisting of dicarboxylic acids, dicarboxylic acid derivatives, and mixtures thereof, an antimony containing compound, a phosphorus containing compound, a metal containing compound, and a nitrogen containing methine light absorber. The reaction mixture is polymerized in a polycondensation reaction system. In another embodiment the light absorber is added while the reaction products of one reactor are being transferred to the next reactor in the polycondensation reaction system. The present invention is also directed articles made from the polyester resin.Type: GrantFiled: May 27, 2004Date of Patent: October 16, 2007Assignee: Eastman Chemical CompanyInventors: Max Allen Weaver, Jason Clay Pearson, Dale Milton Blakely, Frederick Leslie Colhoun -
Patent number: 7208565Abstract: This invention provides a novel polycondensation catalyst using no antimony compound, polyester produced by using the same, and a process for producing polyester. A novel catalyst comprising an aluminum compound and a phosphorus compound is used as the polycondensation catalyst in producing polyester. The polyester of this invention can be applied to fibers for clothes, fibers for industrial materials, various films, sheets and molded articles such as bottles and engineering plastics, as well as coatings and adhesives.Type: GrantFiled: August 24, 2000Date of Patent: April 24, 2007Assignee: Toyo Boseki Kabushiki KaishaInventors: Takahiro Nakajima, Ken-ichi Tsukamoto, Shoichi Gyobu, Mitsuyoshi Kuwata
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Patent number: 7205357Abstract: A polyester resin composition for a toner comprising a titanium compound in an amount of from 0.005 to 4% by weight, and an inorganic phosphorus compound in an amount of from 0.001 to 5% by weight; a toner comprising the polyester resin composition as defined above; and a process for preparing the polyester resin composition for a toner as defined above, comprising the step of polycondensing the raw material monomers for the polyester in the presence of a titanium compound and an inorganic phosphorus compound. The polyester resin composition for a toner is suitably used as a resin binder for a toner for developing a latent image formed in electrophotography, electrostatic recording method, electrostatic printing method or the like, a process for preparing the same, and a toner comprising the polyester resin composition.Type: GrantFiled: October 28, 2003Date of Patent: April 17, 2007Assignee: Kao CorporationInventors: Takashi Kubo, Katsutoshi Aoki, Eiji Shirai
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Patent number: RE40571Abstract: The present invention provides a catalyst for polyester production capable of producing a polyester with high catalytic activity, a process for producing a polyester using the catalyst and a polyester produced thereby. The catalyst comprises a solid titanium compound 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. In the process, the polyester is obtained by polycondensing an aromatic dicarboxylic acid, or an ester-forming derivative thereof, and an aliphatic diol, or ester-forming derivative thereof, in the presence of the catalyst. The resulting polyester has excellent transparency and tint, a titanium content of 1 to 100 ppm, a magnesium content of 1 to 200 ppm and a magnesium to titanium weight ratio of not less than 0.01.Type: GrantFiled: September 16, 2004Date of Patent: November 11, 2008Assignee: Mitsui Chemicals, Inc.Inventors: 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