Phosphorus-containing Reactant Patents (Class 528/287)
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Patent number: 9994773Abstract: A flame retardant block copolymer is prepared from renewable content. In an exemplary synthetic method, a bio-derived flame retardant block copolymer is prepared by a ring opening polymerization of a biobased cyclic ester and a phosphorus-containing polymer. In some embodiments, the biobased cyclic ester is lactide. In some embodiments, the phosphorus-containing polymer is a hydroxyl-telechelic flame retardant biopolymer prepared by a polycondensation reaction of a biobased diol (e.g., isosorbide) and a phosphorus-containing monomer (e.g., phenylphosphonic dichloride). In other embodiments, the phosphorus-containing polymer is synthesized from a dioxaphospholane monomer.Type: GrantFiled: April 29, 2016Date of Patent: June 12, 2018Assignee: International Business Machines CorporationInventors: Dylan J. Boday, Joseph Kuczynski, Timothy C. Mauldin
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Patent number: 9738832Abstract: A flame retardant block copolymer is prepared from renewable content. In an exemplary synthetic method, a bio-derived flame retardant block copolymer is prepared by a ring opening polymerization of a biobased cyclic ester and a phosphorus-containing polymer. In some embodiments, the biobased cyclic ester is lactide. In some embodiments, the phosphorus-containing polymer is a hydroxyl-telechelic flame retardant biopolymer prepared by a polycondensation reaction of a biobased diol (e.g., isosorbide) and a phosphorus-containing monomer (e.g., phenylphosphonic dichloride). In other embodiments, the phosphorus-containing polymer is synthesized from a dioxaphospholane monomer.Type: GrantFiled: April 29, 2016Date of Patent: August 22, 2017Assignee: International Business Machines CorporationInventors: Dylan J. Boday, Joseph Kuczynski, Timothy C. Mauldin
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Patent number: 8907050Abstract: Methods are generally provided for forming a polymer-cement composite. In one embodiment of the method, a plurality of dopamine monomers is dispersed in a buffer solution. Polymerization of the dopamine monomers can then be initiated, and a cement-sand mixture can be added to the buffer solution to form a composite mixture. Finally, the composite mixture can be cured to form a polymer-cement composite. Polymer-cement composites are also generally provided that, in one embodiment, include cement, sand, and poly(dopamine), with the polymer-cement composite having a compressive strength of 8000 psi.Type: GrantFiled: May 13, 2013Date of Patent: December 9, 2014Assignee: University of South CarolinaInventors: Navid Saleh, Paul Ziehl, Fabio Matta, Nirupam Aich, Nima Zohhadi, Iftheker A. Khan
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Patent number: 8791229Abstract: A series of novel phosphorus-containing compounds having the following formula is provided: in which: R1-R4, A, Q and m are as defined in the specification. A process for the preparation of the compound of formula (I) is also provided. A polymer of formula (PA), and preparation process and use thereof are further provided. A polymer of formula (PI), and preparation process and use thereof are also provided.Type: GrantFiled: September 14, 2012Date of Patent: July 29, 2014Assignees: Chang Chun Plastics Co., Ltd., National Chung Hsing UniversityInventors: Ching-Hsuan Lin, Tsung Li Lin, Yu-Ting Fang, Kuen-Yuan Hwang, An-Pang Tu
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Patent number: 8765878Abstract: Provided is a resin composition including a compound in which a vinyl group in a side chain of a phosphazene compound is bonded to an ? carbon in an aliphatic polyester resin.Type: GrantFiled: May 23, 2013Date of Patent: July 1, 2014Assignee: Fuji Xerox Co., Ltd.Inventor: Akira Imada
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Patent number: 8722846Abstract: The composition of a homopolymer of (phosphonyl) aromatic diester compound using a catalyst and a glycol is provided. Further, the composition of a copolymer of the (phosphonyl) aromatic diester compound using a catalyst, a glycol and a second diester is provided. These polymers find application as flame retardants during synthesis of various polymeric materials.Type: GrantFiled: December 8, 2011Date of Patent: May 13, 2014Assignee: E I du Pont de Nemours and CompanyInventors: Neville Everton Drysdale, Fredrik Nederberg
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Patent number: 8653232Abstract: A manufacturing method of polyethylene terephthalate including a step of melt polycondensation in presence of polycondensation catalyst represented by general Formula (I), wherein R1 represents an alkyl group having from 2 to 12 carbon atoms, and melt polycondensed polyethylene terephthalate has an intrinsic viscosity of from 0.48 to 0.53 dL/g and a terminal carboxyl number of from 14 to 22 mmol/kg; and a step of solid phase polycondensation to obtain solid phase polycondensed polyethylene terephthalate having an intrinsic viscosity of from 0.70 to 0.86 dL/g, and a terminal carboxyl number of less than 15 mmol/kg, followed by a step of applying an aqueous solution of at least one salt selected from the group consisting of acetate, carbonate, and sulfate of sodium, potassium, or cesium to the solid phase polycondensed polyethylene terephthalate, and then drying the polyethylene terephthalate, wherein the final content of sodium, potassium or cesium atom in dried polyethylene terephthalate is from 2 to 25 ppm.Type: GrantFiled: April 5, 2007Date of Patent: February 18, 2014Assignee: Teijin Fibers LimitedInventor: Shinya Konuma
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Patent number: 8648165Abstract: The present invention seeks to provide a resin composition which contains an aromatic polycarbonate resin and a polyester resin and which has excellent mechanical strength, flowability and thermal stability and also has excellent moist heat resistance together. The present invention is a resin composition containing 50 to 99 parts by weight of an aromatic polycarbonate resin (component A) and 1 to 50 parts by weight of a polyester resin (component B), the component B being a polyester resin polymerized in the presence of a titanium-phosphorus catalyst obtained by reacting titanium tetrabutoxide, etc., with monolauryl phosphate, etc.Type: GrantFiled: January 13, 2011Date of Patent: February 11, 2014Assignee: Teijin Chemicals, Ltd.Inventors: Atsushi Sumita, Daisuke Takahashi, Fumihiro Togashi, Tomoyuki Hirano
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Patent number: 8642717Abstract: The present invention is an aliphatic polyester resin in which a polyhydroxy acid skeleton is a main component, manufactured using a polymerization catalyst, characterized in that a specific organophosphorus compound is copolymerized in the resin. Activity of the polymerization catalyst contained in the aliphatic polyester resin of the present invention after the polymerization is well lowered and a lactide is hardly produced even by heating after the polymerization or after the manufacture.Type: GrantFiled: October 4, 2012Date of Patent: February 4, 2014Assignee: Toyo Boseki Kabushiki KaishaInventors: Tomokazu Kusunoki, Toshifumi Unrinin, Osamu Morimoto
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Patent number: 8618246Abstract: A manufacturing method of polyethylene terephthalate including a step of melt polycondensation in presence of polycondensation catalyst represented by general Formula (I), wherein R1 represents an alkyl group having from 2 to 12 carbon atoms, and melt polycondensed polyethylene terephthalate has an intrinsic viscosity of from 0.48 to 0.53 dL/g and a terminal carboxyl number of from 14 to 22 mmol/kg; and a step of solid phase polycondensation to obtain solid phase polycondensed polyethylene terephthalate having an intrinsic viscosity of from 0.70 to 0.86 dL/g, and a terminal carboxyl number of less than 15 mmol/kg, followed by a step of applying an aqueous solution of at least one salt selected from the group consisting of acetate, carbonate, and sulfate of sodium, potassium, or cesium to the solid phase polycondensed polyethylene terephthalate, and then drying the polyethylene terephthalate, wherein the final content of sodium, potassium or cesium atom in dried polyethylene terephthalate is from 2 to 25 ppm.Type: GrantFiled: April 5, 2007Date of Patent: December 31, 2013Assignee: Teijin Fibers LimitedInventor: Shinya Konuma
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Patent number: 8613799Abstract: The present invention relates to dispersants containing at least two lipophilic groups (e.g., alkenyl-substituted acylating agent, such as, dodecyl succinic anhydride), and the dispersants contain a hydrophilic component (e.g., alkylene glycol, polyalkylene glycol) present in an amount sufficient to at least partially disperse the amphiphilic compound in aqueous media (e.g., 30 wt % to 80 wt %). The invention further provides for dispersants as phosphate, sulphonate, and phosphite derivatives thereof. The invention further provides for the use of the dispersants in tinter compositions (e.g., universal tinter) and reduced shade paints.Type: GrantFiled: August 7, 2007Date of Patent: December 24, 2013Assignee: Lubrizol LimitedInventors: Dean Thetford, John J. Mullay, Christopher J. Kolp, Rita A. Sweet
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Patent number: 8598307Abstract: A series of novel phosphorus-containing compounds having the following formula is provided: in which: R1-R4, A, Q and m are as defined in the specification. A process for the preparation of the compound of formula (I) is also provided. A polymer of formula (PA), and preparation process and use thereof are further provided. A polymer of formula (PI), and preparation process and use thereof are also provided.Type: GrantFiled: September 14, 2012Date of Patent: December 3, 2013Assignees: Chang Chun Plastics Co., Ltd., National Chung Hsing UniversityInventors: Ching-Hsuan Lin, Tsung Li Lin, Yu-Ting Fang, Kuen-Yuan Hwang, An-Pang Tu
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Publication number: 20130281654Abstract: Disclosed are polymers with a complex branched structure (star- or tree-shaped) obtainable by polymerizing a bifunctional type AB monomer and/or type AA+BB monomers in the presence of: a) one or more polyamine and/or a polyacid and/or a polyalcohol and/or more generally a compound (such as POSS) having at least three functional groups such as amino, carboxylic acid or hydroxyl functions; b) one or more phosphorus containing molecules reacting with only one reactive group during the polymerization; c) optionally one or more organic acid and/or an amine and/or an alcohol having one or two functional groups.Type: ApplicationFiled: December 14, 2011Publication date: October 24, 2013Applicant: UNIVERSITA' DEGLI STUDI DI MILANOInventors: Giuseppe Di Silvestro, Yuan Cuiming, Marco Ortenzi, Hermes Farina, Tommaso Lugato, Luca Basilissi
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Patent number: 8476183Abstract: The invention provides: a polycondensation catalyst for polyester production, which contains titanium atoms, alkaline earth metal atoms and phosphorus atoms, has high reactivity and excellent long-term storage stability, can be easily produced industrially, and has an advantage in cost; a polyester resin obtained with the catalyst; and a molded article. These are: a polymerization catalyst for polyester production containing titanium atoms, alkaline earth metal atoms and phosphorus atoms and having a specific constitution; a polyester resin obtained with the catalyst; and a molded article.Type: GrantFiled: August 16, 2011Date of Patent: July 2, 2013Assignee: Mitsubishi Chemical CorporationInventors: Michio Higashijima, Yutaka Yatsugi, Naoki Yukita, Motohiro Munakata
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Publication number: 20130143027Abstract: The present invention provides a method of preparing a flame retardant polyester fiber that makes it possible to prepare a flame retardant polyester fiber having excellent shape stability while preventing a lumping phenomonon and reducing powder generation and discoloration during the preparing process of the flame retardant polyester fiber, and a flame retardant polyester fiber prepared therefrom.Type: ApplicationFiled: January 29, 2013Publication date: June 6, 2013Applicant: KOLON INDUSTRIES, INC.Inventor: KOLON INDUSTRIES, INC.
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Publication number: 20130122299Abstract: The present invention provides compositions comprising particles or agglomerates of one or more phosphorus oxide telomer or cotelomer ((co)telomer) of one or more unsaturated carboxylic acids or anhydrides having a mean average particle size of from 2 ?m to 1 mm, preferably from 5 to 500 ?m, preferably, comprising at least one carboxylic acid anhydride group. In addition, the present invention provides methods comprising aqueous solution addition polymerizing a monomer mixture of one or more unsaturated carboxylic acid in the presence of a phosphorus oxide acid or salt compound, drying the resulting copolymer at a temperature of from 120 to 230° C. and reducing its particle size to make a phosphorus oxide (co)telomer particle or agglomerate; the methods may further comprise reacting the (co)telomer particle or agglomerate with one or more polyether polyol, alkyl polyether polyol, polyether amine or alkyl polyether amine, with heating, to form a comb polymer useful, e.g. as a superplasticizer or dispersant.Type: ApplicationFiled: October 4, 2012Publication date: May 16, 2013Applicant: ROHM AND HAAS COMPANYInventor: Rohm and Haas Company
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Patent number: 8436131Abstract: Disclosed are phosphinic acid compounds of formula I, II or III where R1 and R1? are for instance straight or branched C1-C50alkyl, R2 is for instance straight or branched C22-C50alkyl, R3 and R3? are for instance straight or branched C1-C50alkyl, R4 is for instance straight or branched C1-C50alkylene and m is from 2 t 100. Also disclosed are polyester compositions comprising the compounds of formula I, II and III.Type: GrantFiled: August 7, 2012Date of Patent: May 7, 2013Assignee: 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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Publication number: 20130041127Abstract: The present invention is an aliphatic polyester resin in which a polyhydroxy acid skeleton is a main component, manufactured using a polymerization catalyst, characterized in that a specific organophosphorus compound is copolymerized in the resin. Activity of the polymerization catalyst contained in the aliphatic polyester resin of the present invention after the polymerization is well lowered and a lactide is hardly produced even by heating after the polymerization or after the manufacture.Type: ApplicationFiled: October 4, 2012Publication date: February 14, 2013Applicant: TOYO BOSEKI KABUSHIKI KAISHAInventor: TOYO BOSEKI KABUSHIKI KAISHA
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Publication number: 20120322968Abstract: The invention provides a production process of a flame-retardant polyester copolymer, having a first step of adding a catalyst to a 2,5-furan dicarboxylic acid compound, an aliphatic or alicyclic diol, itaconic acid and 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide to obtain an oligomer, and a second step of adding a catalyst to the oligomer obtained in the first step to conduct polycondensation, thereby obtaining the flame-retardant polyester copolymer.Type: ApplicationFiled: August 27, 2012Publication date: December 20, 2012Applicant: CANON KABUSHIKI KAISHAInventors: Katsuhiro Matsuda, Kenji Ito, Sumire Kubota, Atsushi Fuseya, Hiroshi Shinagawa
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Patent number: 8293865Abstract: A series of novel phosphorus-containing compounds having the following formula is provided: in which: R1-R4, A, Q and m are as defined in the specification. A process for the preparation of the compound of formula (I) is also provided. A polymer of formula (PA), and preparation process and use thereof are further provided. A polymer of formula (PI), and preparation process and use thereof are also provided.Type: GrantFiled: July 2, 2009Date of Patent: October 23, 2012Assignees: Chang Chun Plastics Co., Ltd., National Chung Hsing UniversityInventors: Ching-Hsuan Lin, Tsung Li Lin, Yu-Ting Fang, Kuen-Yuan Hwang, An-Pang Tu
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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: 8138116Abstract: The application discloses a Titanium oxide composition and the application thereof. The mentioned Titanium oxide composition comprises Titanium co-precipitate(s), organic acid, diol, and water. According to this application, a catalyzed poly-esterification with said Titanium oxide composition is also disclosed. The mentioned polyesterification comprises a step of adding said Titanium oxide composition into at least one stage selected from slurry stage, esterification stage, and polycondensation stage.Type: GrantFiled: November 20, 2009Date of Patent: March 20, 2012Assignee: Far Eastern New Century CorporationInventors: Hsin-Chin Ho, Ching-Tsu Peng, Shih-Fong Lee, Yui-Chi Lin, Chun-Wei Chen
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Publication number: 20120059087Abstract: 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: August 16, 2011Publication date: March 8, 2012Inventors: Carol A. Koch, Prakash Mallya, Charles R. Williams
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Patent number: 8128999Abstract: A sprayable granite-like coating composition useful for forming simulated stone surfaces, such as polished granite, which have improved fire resistance. The coating composition comprises gel resin matrix based on unsaturated crosslinkable polyester or acrylic resins, a free radical initiator for such resin, a hydrated inorganic salt, granules comprising thermoset resins or mixtures of thermoplastic and thermoset resins containing an inorganic filler and as a binding agent comprising the acrylate phosphate.Type: GrantFiled: December 6, 2005Date of Patent: March 6, 2012Assignee: Safas CorporationInventors: Akbar Ghahary, Yifang Zhao
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Patent number: 8039416Abstract: The invention provides: a polycondensation catalyst for polyester production, which contains titanium atoms, alkaline earth metal atoms and phosphorus atoms, has high reactivity and excellent long-term storage stability, can be easily produced industrially, and has an advantage in cost; a polyester resin obtained with the catalyst; and a molded article. These are: a polymerization catalyst for polyester production containing titanium atoms, alkaline earth metal atoms and phosphorus atoms and having a specific constitution; a polyester resin obtained with the catalyst; and a molded article.Type: GrantFiled: January 20, 2006Date of Patent: October 18, 2011Assignee: Mitsubishi Chemical CorporationInventors: Michio Higashijima, Yutaka Yatsugi, Naoki Yukita, Motohiro Munakata
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Patent number: 8039417Abstract: The invention relates to a liquid catalyst solution containing a polycondensation catalyst for polyester production, which contains titanium atoms, alkaline earth metal atoms and phosphorus atoms, has high reactivity and excellent long-term storage stability, can be easily produced industrially, and has an advantage in cost.Type: GrantFiled: March 31, 2009Date of Patent: October 18, 2011Assignee: Mitsubishi Chemical CorporationInventors: Michio Higashijima, Yutaka Yatsugi, Naoki Yukita, Motohiro Munakata
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Patent number: 8030435Abstract: 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: March 31, 2009Date of Patent: October 4, 2011Assignee: Ciba CorporationInventors: 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: 8008405Abstract: The present invention is directed to a passivating material suitable for passivating a metal surface. The passivating material comprises a polymer which comprises (a) at least one nitro group, and/or pyridine group, and/or phenolic hydroxyl group; and (b) at least one group selected from a phosphorous-containing group and/or a carboxylic acid group, wherein the at least one phosphorous-containing group is selected from a phosphate, a phosphite, or a non-nitrogen substituted phosphonate.Type: GrantFiled: August 12, 2008Date of Patent: August 30, 2011Assignee: PPG Industries Ohio, Inc.Inventors: Cathy A. Taylor, Daniel Rardon, Paul Lamers, Kapiappa G. Ragunathan, Shanti Swarup, Michael Hart
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Publication number: 20110178219Abstract: A polymerization method for a polyester resin, the method including: an esterification reaction step which includes at least polymerizing an aromatic dicarboxylic acid and an aliphatic diol in the presence of a catalyst containing a titanium compound including an organic chelated titanium complex having an organic acid as a ligand, and adding the organic chelated titanium complex, a magnesium compound, and a pentavalent phosphoric acid ester which does not have an aromatic ring as a substituent, in this order; and a condensation polymerization step of subjecting an esterification reaction product produced by the esterification reaction step to a condensation polymerization reaction.Type: ApplicationFiled: January 18, 2011Publication date: July 21, 2011Applicant: FUJIFILM CorporationInventor: Rei MIYASAKA
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Patent number: 7973109Abstract: A process for producing a crosslinked type or non-crosslinked type layered metal phosphonate compound including a reaction step of reacting two or more members selected from organic diphosphonic acids or monophosphonic acids, or derivatives thereof having predetermined conditions and a metal source capable of forming an ion of a hexacoordinate metal atom as a central atom (M) of a metal oxide octahedron upon reaction under the presence of a sulfuric acid catalyst, a crosslinked or non-crosslinked metal phosphonate compound obtained by the process, as well as a stock solution used for the synthesis of the crosslinked or non-crosslinked type layered metal phosphonate compound described above.Type: GrantFiled: March 24, 2008Date of Patent: July 5, 2011Assignee: Kabushiki Kaisha Toyota Chuo KenkyushoInventors: Shin-ichi Ogata, Yoshiaki Fukushima, Masaya Kawasumi
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Publication number: 20110086998Abstract: The present invention is an aliphatic polyester resin in which a polyhydroxy acid skeleton is a main component, manufactured using a polymerization catalyst, characterized in that a specific organophosphorus compound is copolymerized in the resin. Activity of the polymerization catalyst contained in the aliphatic polyester resin of the present invention after the polymerization is well lowered and a lactide is hardly produced even by heating after the polymerization or after the manufacture.Type: ApplicationFiled: July 21, 2009Publication date: April 14, 2011Inventors: Tomokazu Kusunoki, Toshifumi Unrinin, Osamu Morimoto
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Publication number: 20110065890Abstract: The present invention provides a calcium phosphate/biodegradable polymer hybrid material with high strength prepared by complexing a calcium phosphate porous material and a biodegradable polymer having a average molecular weight of 50,000 to 500,000, an implant comprising the hybrid material, and a method for producing a calcium phosphate/biodegradable polymer hybrid material prepared by immersing the calcium phosphate porous material within a solution including a biodegradable polymer and performing an ultrasonic treatment or a suction treatment.Type: ApplicationFiled: September 14, 2010Publication date: March 17, 2011Applicants: MEIJI UNIVERSITY, SHOWA IKA KOHGYO, LTD.Inventors: Mamoru Aizawa, Yusuke Shigemitsu, Masashi Makita
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Publication number: 20110034662Abstract: The present invention relates to a process for the continuous production of a biodegradable polyester based on aliphatic or aliphatic and aromatic dicarboxylic acids and on aliphatic dihydroxy compounds, where a mixture composed of the aliphatic dihydroxy compounds, of the aliphatic and aromatic dicarboxylic acids, and, if appropriate, of further comonomers (component C) is mixed, without addition of a catalyst, to give a paste, or, as an alternative, the liquid esters of the dicarboxylic acids are fed into the system, as also are the dihydroxy compound and, if appropriate, further comonomers, without addition of any catalyst, where i) in a first stage, this mixture, together with the entire amount or with a portion of a titanium catalyst, is continuously esterified or, respectively, transesterified; ii) in a second stage, the transesterification or, respectively, esterification product obtained in i) is continuously precondensed to an intrinsic viscosity of from 20 to 80 cm3/g to DIN 53728 in a tower reaType: ApplicationFiled: April 7, 2009Publication date: February 10, 2011Applicant: BASF SEInventors: Uwe Witt, Motonori Yamamoto
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Patent number: 7847054Abstract: A polyoxadiazole polymer is synthesized by heating polyphosphoric acid to a temperature of at least about 160° C. and making a solution by mixing hydrazine sulfate salt with one or more dicarboxylic acids or their derivatives in the heated polyphosphoric acid. The solution is heated under an inert gas atmosphere and the polymer is precipitated in a basic solution. The polyoxadiazole polymer can be produced as a homopolymer or copolymer, and may be used to produce a membrane or fibers.Type: GrantFiled: February 11, 2009Date of Patent: December 7, 2010Assignee: GKSS-Forschungszentrum Geesthacht GmbHInventors: Dominique de Figueiredo Gomes, Marcio Rodrigo Loos
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Publication number: 20090253888Abstract: 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: ApplicationFiled: March 31, 2009Publication date: October 8, 2009Inventors: 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: 7579428Abstract: Polyesters prepared using germanium catalyst in the finishing stage at temperatures less than 285° C. exhibit low loss of Ge catalyst and excellent low acetaldehyde generating characteristics.Type: GrantFiled: August 8, 2007Date of Patent: August 25, 2009Assignee: Eastman Chemical CompanyInventor: Mary Therese Jernigan
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Publication number: 20090203870Abstract: A polyoxadiazole polymer is synthesized by heating polyphosphoric acid to a temperature of at least about 160° C. and making a solution by mixing hydrazine sulfate salt with one or more dicarboxylic acids or their derivatives in the heated polyphosphoric acid. The solution is heated under an inert gas atmosphere and the polymer is precipitated in a basic solution. The polyoxadiazole polymer can be produced as a homopolymer or copolymer, and may be used to produce a membrane or fibers.Type: ApplicationFiled: February 11, 2009Publication date: August 13, 2009Applicant: GKSS-Forschungszentrum Geesthacht GmbHInventors: Dominique de Figueiredo Gomes, Marcio Rodrigo Loos
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Publication number: 20090131627Abstract: There is now provided a polyester polymer particle having an It.V., a surface, and a center, wherein the It.V. at the surface of the particle is less than 0.25 dL/g higher than the It.V. at the center of the particle. The polyester polymer particle is desirably crystalline to prevent the particles from sticking to each other while drying, and desirably contains less than 10 ppm acetaldehyde. A polyester container, preferably a preform or beverage bottle, is made by feeding crystallized polyester particles having an It.V. of at least 0.70 dL/g to an extrusion zone, melting the particles in the extrusion zone to form a molten polyester polymer composition, and forming a sheet or a molded part from extruded molten polyester polymer, wherein at least a portion of the polyester particles have an It.V. at their surface which does not vary from their It.V. at their center by more than 0.25 dL/g, and the particles have not been solid state polymerized. Such polyester compositions have an It.V.Type: ApplicationFiled: October 24, 2008Publication date: May 21, 2009Applicant: Eastman Chemical CompanyInventors: Frederick Leslie Colhoun, Michael Paul Ekart, Mary Therese Jernigan, Stephen Weinhold
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Patent number: 7531617Abstract: This invention relates to a continuous process for production of poly(trimethylene terephthalate), wherein gaseous 1,3-propanediol by product resulting from the process is condensed in a condenser, and a portion of the condensed by-product is recycled back into the process.Type: GrantFiled: December 14, 2006Date of Patent: May 12, 2009Assignee: E. I. du Pont de Nemours and CompanyInventors: John Harvey Eng, Emily A. Blum, Daniel Albert Green, Carl J. Giardino, Gene Parrish, Robert E. Trotter, Gary J. Wilson
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Patent number: 7524921Abstract: This invention relates to a continuous process for production of poly(trimethylene terephthalate), wherein gaseous 1,3-propanediol by-product resulting from the process is condensed in a condenser, the total amount of any trimethylene terephthalate cyclic dimer and poly(trimethylene terephthalate) in the condensed by-product 1,3-propanediol is adjusted, and a portion of the condensed by-product is recycled to the condenser while another portion is recycled back into the process.Type: GrantFiled: December 14, 2006Date of Patent: April 28, 2009Assignee: E. I. du Pont de Nemours and CompanyInventors: John Harvey Eng, Emily A. Blum, Daniel Albert Green, Carl J. Giardino, Gene Parrish, Robert E. Trotter, Gary J. Wilson
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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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Publication number: 20080194793Abstract: The present invention provides a process of reducing acrolein byproduct from polytrimethylene terephthalate using selected phosphorous compounds to contact the polytrimethylene terephthalate or reactants in the process of producing polytrimethylene terephthalate. The selected phosphorous compounds are retained in the polytrimethylene terephthalate. The present invention also provides polytrimethylene terephthalate compositions containing amounts of phosphorous compounds.Type: ApplicationFiled: April 11, 2008Publication date: August 14, 2008Inventors: Donald Ross KELSEY, Cecilia Zuqi Tse, Robert Lawrence Blackbourn, Holger Georg Bachmann, Eckhard Seidel
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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: 7358323Abstract: A water-soluble, flame retardant polyester resin is obtained by a condensation reaction or a polycondensation reaction of a dicarboxylic-acid component, a glycol component, a water-solubility imparting component and a reactive phosphorus-containing compound such that a ratio of the water-solubility imparting component in a total of the dicarboxylic-acid component and the water-solubility imparting component is in a range of 1 to 60 mol %. Since this polyester resin can be dissolved in a solvent by allowing a halogen-free, phosphorus-containing polyester with excellent flame resistance to have water solubility, it is possible to improve applicability and eliminate problems of working environment and environmental destruction resulting from organic solvents. In addition, even when treating substrates such as fibers and PET films with the polyester resin, there is no deterioration of these substrates.Type: GrantFiled: February 10, 2003Date of Patent: April 15, 2008Assignee: Goo Chemical Co., Ltd.Inventors: Koji Maeda, Kouichi Ikegami
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Patent number: 7345138Abstract: The present invention is directed to a biodegradable system for the controlled release of bioactive substances. This system comprises novel biodegradable and biocompatible polyphosphoesters that carry positive charges. Process for making these polyphosphoesters, compositions containing these polyphosphoesters and biologically active substances, articles and methods for delivery of drugs and genes using this system are described. A controlled gene delivery system based on these polyphosphoesters is prepared by complex coacervation of nucleic acid (DNA or RNA) with polymers. The release rates can be manipulated by adjusting the charge ratios of polyphosphoesters to nucleic acids. This gene delivery system yields a higher gene expression in muscle when injected intramuscularly.Type: GrantFiled: May 14, 2002Date of Patent: March 18, 2008Assignee: Johns Hopkins Singapore PTE Ltd.Inventors: Jun Wang, Hai-Quan Mao, Kam Weng Leong
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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: 7291693Abstract: The present invention specifically contemplates a polymer, preferably an electrically conductive polymer, derived from substituted pyrrolyl moieties.Type: GrantFiled: June 25, 2002Date of Patent: November 6, 2007Assignee: Massachusetts Institute of TechnologyInventors: Venkatram Prasad Shastri, Alexander Zelikin, David Lynn, Robert S. Langer, Ivan Martin
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Patent number: 7205379Abstract: 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 or a cationic acrylamide copolymer; or (e) a hydroxyamine and/or a nitrone.Type: GrantFiled: March 19, 2002Date of Patent: April 17, 2007Assignee: Ciba Specialty Chemicals Corp.Inventors: Dirk Simon, Dari Lazzari, Stephen Mark Andrews, Heinz Herbst
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Patent number: 7196158Abstract: A knitted/woven fabric of polyester fibers is produced from a polyester polymer obtained by condensation-polymerizing an aromatic dicarboxylate in the presence of a catalyst which comprises a mixture of a titanium compound ingredient (A) comprising a titanium alkoxide and at least one product of the reaction of the titanium alkoxide with a specific carboxylic acid or anhydride thereof and a specific phosphorus compound ingredient (B) and/or comprises a product of the reaction of a titanium compound ingredient (C) with a specific phosphorus compound ingredient (D). The knitted/woven fabric obtained has a satisfactory color tone (low value of b*) and is excellent in suitability for knitting/weaving and dyeability.Type: GrantFiled: December 24, 2003Date of Patent: March 27, 2007Assignee: Teijin Fibers LimitedInventors: Tsuyoshi Soeda, Shuji Minato, Norimitsu Kamiyama
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Patent number: 7189797Abstract: A poly(ethylene aromatic dicarboxylate ester) resin usable for the production of fibers, films and bottle-formed articles, is produced by polycondensing a diester of an aromatic dicarboxylic acid with ethylene glycol by using a catalyst including a non-reacted mixture or reaction product of a titanium compound component including at least one member selected from titanium alkoxides and reaction products of the titanium alkoxides with aromatic polyvalent carboxylic acids or anhydrides thereof, with a specific phosphorus compound, in which catalyst the contents of titanium and phosphorus elements are controlled.Type: GrantFiled: September 18, 2002Date of Patent: March 13, 2007Assignee: Teijin LimitedInventors: Nobuo Minobe, Ryoji Tsukamoto, Tomoyoshi Yamamoto, Tomoyuki Kishino, Kenichi Ishihara