Material Contains A Group Ivb Metal Atom (ti, Zr, Hf) Patents (Class 528/279)
  • Patent number: 7022806
    Abstract: Macrocyclic oligoesters and compositions comprising macrocyclic oligoesters are prepared from intermediate molecular weight polyesters. In one embodiment, a diol is contacted with a dicarboxylic acid or a dicarboxylate in the presence of a catalyst to produce a composition comprising a hydroxyalkyl-terminated polyester oligomer. The hydroxyalkyl-terminated polyester oligomer is heated to produce a composition comprising an intermediate molecular weight polyester which preferably has a molecular weight between about 20,000 Daltons and about 70,000 Daltons. The intermediate molecular weight polyester is heated and a solvent is added prior to or during the heating process to produce a composition comprising a macrocyclic oligoester. An optional step is to separate the macrocyclic oligoester from the composition comprising the macrocyclic oligoester.
    Type: Grant
    Filed: November 29, 2004
    Date of Patent: April 4, 2006
    Assignee: Cyclics Corporation
    Inventor: Gary R. Faler
  • Patent number: 6998463
    Abstract: A polyester resin characterized in that the content of the copolymerized components other than the terephthalic acid component and the ethylene glycol component, is not more than 4 mol % based on the total discarboxylic acid component, and when polyester resin is formed into a molded product, the molded product has a specific absorbance.
    Type: Grant
    Filed: August 29, 2003
    Date of Patent: February 14, 2006
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Yoshihiro Fujimori, Masahiro Nukui, Yutaka Yatsugi, Kenichi Matsui
  • Patent number: 6998462
    Abstract: Disclosed is a process that comprises contacting, in the presence of an esterification or transesterification or polycondensation catalyst composition, a toner, and a phosphorus compound, a carbonyl compound and an alcohol under a condition suitable for esterification, transesterification, or polymerization.
    Type: Grant
    Filed: June 11, 2003
    Date of Patent: February 14, 2006
    Assignee: E.I. du Pont de Nemours and Company
    Inventors: Jiwen F. Duan, Donald E. Putzig
  • Patent number: 6998456
    Abstract: The present invention provides novel multi-functional methacrylic copolymers that exhibit cationic pH-sensitive behavior as well as good water solubility under acidic conditions. The copolymers are constructed from tertiary amine methacrylates and poly(ethylene glycol) containing methacrylates. The copolymers are useful as gene vectors, pharmaceutical carriers, and in protein separation applications.
    Type: Grant
    Filed: February 14, 2003
    Date of Patent: February 14, 2006
    Assignee: Iowa State University Research Foundation
    Inventors: Surya K. Mallapragada, Brian C. Anderson, Paul D. Bloom, Valerie V. Sheares Ashby
  • Patent number: 6984601
    Abstract: A catalyst for preparing condensation polymerization resin for a toner comprising at least one compound selected from the group consisting of a titanium compound represented by the formula (I): Ti(X)n(Y)m (I), wherein X is a substituted amino group having a total number of carbon atoms of from 1 to 28; Y is an alkoxy group, alkenyloxy group or acyloxy group, each having a total number of carbon atoms of from 1 to 28; and each of n and m is an integer of from 1 to 3, wherein a sum of n and m is 4; and a titanium compound represented by the formula (II): Ti(Z)4 (II), wherein Z is an alkoxy group, alkenyloxy group or acyloxy group, each having a total number of carbon atoms of from 8 to 28, wherein the four kinds of Z may be identical or different from each other; and a condensation polymerization resin composition comprising a condensation polymerization resin and the above catalyst.
    Type: Grant
    Filed: December 30, 2002
    Date of Patent: January 10, 2006
    Assignee: Kao Corporation
    Inventors: Eiji Shirai, Takashi Kubo, Katsutoshi Aoki, Masayuki Maruta
  • Patent number: 6967235
    Abstract: In a process of producing PBT, a mixture of BDO and TPA is esterified in the presence of a catalyst solution, and the esterification product is polycondensated. To avoid the formation of deposits in the PBT, the catalyst solution contains 0.05 to 10 wt-% alkyl titanate, 85 to 99 wt-% BDO, 50 to 50,000 ppm bifunctional carboxylic acid equivalents and/or monofunctional hydroxycarboxylic acid equivalents and not more than 0.5 wt-% water.
    Type: Grant
    Filed: April 16, 2002
    Date of Patent: November 22, 2005
    Assignee: Zimmer Aktiengesellschaft
    Inventors: Eckhard Seidel, Fritz Wilhelm
  • Patent number: 6858701
    Abstract: A wholly aromatic polyester carbonate having a good color and excellent heat resistant stability. This polymer had an extremely low alkali metal content of 10 ppm or less. This polymer is advantageously produced by reacting an aromatic dicarboxylic acid, aromatic diol and diaryl carbonate in a specific molar ratio in the presence of a pyridine-based compound as a catalyst.
    Type: Grant
    Filed: May 31, 2001
    Date of Patent: February 22, 2005
    Assignee: Teijin Limited
    Inventors: Hiroshi Sakurai, Toyoaki Ishiwata, Takanori Miyoshi, Shunichi Matsumura
  • Patent number: 6855797
    Abstract: A process that can be used as catalyst in esterification, transesterification or polycondensation is disclosed, which comprises a stable solution comprising (a) titanium in the form of a titanium ?-hydroxycarboxylic acid or its salt, (b) a C1-C6 carboxylic acid, and (c) zinc in the form of a water-soluble zinc salt, and (d) water. Also disclosed is an esterification, transesterification or polycondensation process, which comprises contacting, in the presence of the solution process, an organic acid or its ester or its salt with an alcohol, optionally in the presence of a phosphorus compound, an organic or inorganic toning agent such as cobalt acetate, or combinations thereof.
    Type: Grant
    Filed: April 25, 2002
    Date of Patent: February 15, 2005
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Donald Edward Putzig, Edward Francis McBride, Clive Alexander Hamilton, Andrea Clare Smith
  • Patent number: 6855798
    Abstract: Macrocyclic oligoesters and compositions comprising macrocyclic oligoesters are prepared from intermediate molecular weight polyesters. In one embodiment, a diol is contacted with a dicarboxylic acid or a dicarboxylate in the presence of a catalyst to produce a composition comprising a hydroxyalkyl-terminated polyester oligomer. The hydroxyalkyl-terminated polyester oligomer is heated to produce a composition comprising an intermediate molecular weight polyester which preferably has a molecular weight between about 20,000 Daltons and about 70,000 Daltons. The intermediate molecular weight polyester is heated and a solvent is added prior to or during the heating process to produce a composition comprising a macrocyclic oligoester. An optional step is to separate the macrocyclic oligoester from the composition comprising the macrocyclic oligoester.
    Type: Grant
    Filed: February 24, 2003
    Date of Patent: February 15, 2005
    Assignee: Cyclics Corporation
    Inventor: Gary R. Faler
  • Patent number: 6841505
    Abstract: A catalyst composition prepared from (a) titanium tetrahydrocarbyloxide, (b) zirconium tetrahydrocarbyloxide, and (c) tetraalkyl ammonium hydroxide, wherein the molar ratio of Zr:Ti is from about 0.02:1 to about 5:1 and the molar ratio of TAAH:(Ti+Zr) is from about 0.05:1 to about 2:1.
    Type: Grant
    Filed: October 11, 2002
    Date of Patent: January 11, 2005
    Assignee: E..I. du Pont de Nemours and Company
    Inventor: John H. Eng
  • Publication number: 20040266978
    Abstract: In a polyester production method, a titanium compound having a radical selected from a carbonyl group, a carboxyl group, or an ester group, and a phosphorous compound having a structure illustrated in Formula (I), are added.
    Type: Application
    Filed: June 25, 2004
    Publication date: December 30, 2004
    Inventors: Keisuke Honda, Kunihiro Morimoto, Masatoshi Aoyama, Tatsuya Nagano, Minoru Fujimori
  • Publication number: 20040254330
    Abstract: Disclosed is a process that comprises contacting, in the presence of an esterification or transesterification or polycondensation catalyst composition, a toner, and a phosphorus compound, a carbonyl compound and an alcohol under a condition suitable for esterification, transesterification, or polymerization.
    Type: Application
    Filed: June 11, 2003
    Publication date: December 16, 2004
    Inventors: Jiwen F. Duan, Donald Edward Putzig
  • Publication number: 20040254331
    Abstract: 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: Application
    Filed: March 9, 2004
    Publication date: December 16, 2004
    Inventors: Nobuo Minobe, Ryoji Tsukamoto, Tomoyoshi Yamamoto, Tomoyuki Kishino, Kenichi Ishihara
  • Patent number: 6828410
    Abstract: Poly(1,4-cyclohexanedicarboxylate)s, especially poly(1,4-cyclohexanedimethylene-1,4-cyclohexanedicarboxylate), are prepared from at least one relatively non-volatile diol, such as 1,4-cyclohexanedimethanol, and cyclohexane-1,4-dicarboxylic acid by an esterification process in the presence of a catalyst, at a maximum temperature of about 260°. In one embodiment the procedure employs a two-step process, the second of which may be performed in the melt or in the solid state. A volatile diol such as ethylene glycol may also be present.
    Type: Grant
    Filed: July 10, 2002
    Date of Patent: December 7, 2004
    Assignee: General Electric Company
    Inventors: Daniel Joseph Brunelle, Corrado Berti, Annamaria Celli, Martino Colonna, Maurizio Fiorini, Elisabetta Marianucci, Massimo Messori, Francesco Pilati, Laura Sisti, Paola Marchese
  • Publication number: 20040241565
    Abstract: The present invention provides a toner binder for developing electrostatic charge images,
    Type: Application
    Filed: July 13, 2004
    Publication date: December 2, 2004
    Inventors: Hiroshi Kishiki, Tomohisa Kato, Naoki Takase, Syuji Yamada, Yoko Sakurai
  • Patent number: 6800718
    Abstract: Process of producing polytrimethylene terephthalate (PTT) by esterification of terephthalic acid (TPA) with trimethylene glycol (TMG) in the presence of a catalytic, titanium compound, precondensation and polycondensation. The esterification is effected in at least two stages, where in the first stage a molar ratio of TMG to TPA of 1.25 to 2.5, a content of titanium of 0 to 40 ppm, a temperature of 245 to 260° C. as well as a pressure of 1 to 3.5 bar are adjusted. In the at least one subsequent stage a content of titanium is adjusted which is higher than in the initial stage by 35 to 110 ppm. For generating the vacuum in the polycondensation and in the precondensation, there are used vapor jet pumps operated with TMG vapor.
    Type: Grant
    Filed: July 31, 2002
    Date of Patent: October 5, 2004
    Assignees: Zimmer Aktiengesellschaft, Shell Oil Company
    Inventors: Fritz Wilhelm, Eckhard Seidel, Hans Reitz, Ulrich Thiele, Klaus Mackensen, Donald Ross Kelsey, Robert Lawrence Blackbourn, Robert Stephen Tomaskovic
  • Patent number: 6787630
    Abstract: Process for the preparation of heat-stable, antimony-free polyesters of neutral color and the products which can be prepared by this process A process for the preparation of heat-stable, antimony-free polyesters of neutral color by esterification of aromatic dicarboxylic acids or transesterification of lower aliphatic esters of aromatic dicarboxylic acids with aliphatic diols and subsequent polycondensation in which a possible transesterification is carried out in the presence of 20 to 120 ppm, based on the catalyst metal, of a transesterification catalyst, after the esterification or transesterification has ended, phosphoric acid, phosphorous acid and/or phosphonic acids or a derivative thereof are added to the esterification or transesterification batch as a completing agent in an amount which is 100% of the amount equivalent to the transesterification catalyst employed and up to 99% of the amount equivalent to the cobalt to be employed, up to 80 ppm of cobalt in the form of a cobalt compound are then adde
    Type: Grant
    Filed: August 28, 1995
    Date of Patent: September 7, 2004
    Assignee: Arteva North America S.A.R.L.
    Inventors: Ligia Dominguez De Walter, Banks Bryan Moore, Peter Klein
  • Patent number: 6787632
    Abstract: Organo-titanate catalysts are prepared that are useful to catalyze depolymerization of a polyester to produce macrocyclic oligoesters substantially free from macrocyclic co-oligoesters.
    Type: Grant
    Filed: October 9, 2001
    Date of Patent: September 7, 2004
    Assignee: Cyclics Corporation
    Inventors: Peter D. Phelps, Timothy A. Thompson, Yi-Feng Wang, Donald G. Le Grand
  • Patent number: 6783613
    Abstract: The present invention is a modified HFPB polymer for use in propellants and explosives that is chemically degradable and also is compatible with commonly used energetic plasticizers. The HFPB polymer of the present invention contains ester linkages formed in the backbone of the polymer from a dicarboxylic acid containing either oxymeythylene or oxyethylene moeities. The ester and ether linkages change the polarity of the polybutadiene to make it compatible with polar energetic plasticizers. The ester linkages along with either oxymethylene or oxyethylene moeities make the polymer degradable to basic solutions while still maintaining the structural integrity necessary for a polybutadiene type binder.
    Type: Grant
    Filed: April 4, 2002
    Date of Patent: August 31, 2004
    Assignee: The United States of America as represented by the Secretary of the Navy
    Inventors: Robert C. Gill, Horst G. Adolph
  • Patent number: 6783827
    Abstract: The present invention relates to a method for decreasing the cyclic oligomer content level in the manufacturing process of polyethylene terephthalate (PET) and in the PET products produced from said process by adding calcium phosphate at least one selected from the group consisting of a Ca3(PO4)2 structure and a Ca5OH(PO4)3 structure, and a carboxy phosphonic acid having a structure (1) as follows: wherein R1, R2, and R3 are alkyls or hydrogen atoms and R is an alkyl. The method of the prevent invention restrains the production of cyclic oligomers in the polyester chips produced and also decreases the cyclic oligomers regenerated in the rear-end melting process stage of the invention.
    Type: Grant
    Filed: December 20, 2002
    Date of Patent: August 31, 2004
    Assignee: Nan Ya Plastics Corporation
    Inventor: Zo-Chun Jen
  • Patent number: 6774204
    Abstract: A composition and a process for producing the composition are disclosed. The composition comprises (1) repeat units derived from a carbonyl compound and a glycol and (2) one or more ultrafine metal oxides. The process can comprise (1) contacting, in the presence of a catalyst and optionally one or more ultrafine metal oxides, a carbonyl compound such as dicarboxylic acid with a glycol under a condition sufficient to produce polyester wherein the glycol can be pretreated with a metal oxide or (2) incorporating an ultrafine metal oxide into or onto polyester. Also disclosed is a process for substantially removing, or reducing the content of, an aldehyde in a glycol which comprises contacting the glycol with at least one metal oxide.
    Type: Grant
    Filed: September 25, 2002
    Date of Patent: August 10, 2004
    Assignee: E. I. du Pont de Nemours and Company
    Inventor: Donald Edward Putzig
  • Patent number: 6739720
    Abstract: An alicyclic (meth)allyl ester monomer obtained by a specific production process. An alicyclic (meth)allyl ester compound for plastic lenses, which can be obtained by a simple and easy production process and which can endure a long-term storage, is produced using the monomer, and a plastic lens is obtained using the compound.
    Type: Grant
    Filed: February 14, 2003
    Date of Patent: May 25, 2004
    Assignee: Showa Denko K.K.
    Inventors: Kazuhiko Ooga, Tsuneo Tajima, Hiroshi Uchida
  • Patent number: 6737481
    Abstract: A polymer comprising poly(alkylene-co-dianhydrosugar ester) dicarboxylate and its preparation by reacting an alkylene diol, terephthalic acid, and a moiety of formula 1 X-Ia-(A-I)n-Ab-X  Formula 1 wherein: A is the ester residue from an anhydrosugar alcohol or dianhydrosugar alcohol, I is the ester residue from a diacid or its dialkyl esters, X is H when linked to an A residue, OH when linked to an I residue derived from a dibasic acid, and OR when linked to an I residue derived from a dialkyl ester of the dibasic acid, R is a C1-C4 straight or branched chain alkyl group, a and b are independently 0 or 1, and n is 1 to 10 is disclosed.
    Type: Grant
    Filed: June 10, 2003
    Date of Patent: May 18, 2004
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Joseph V. Kurian, Yuanfeng Liang
  • Patent number: 6733873
    Abstract: A polyester film for dry film resists, which satisfies requirements for transparency, particularly transmittance of radiation having a wavelength around 365 nm, slipperiness, winding properties, resolution and recyclability. A polyester film for dry film resists which has a thickness of 10 to 25 &mgr;m, a haze value of 3% or less and a residual polycondensation metal catalyst content of less than 150 ppm, and a metal antimony content of 15 mmol % or less based on the total of all the acid components, and a laminated polyester film comprising a lubricating layer on at least one side of the above film.
    Type: Grant
    Filed: April 17, 2002
    Date of Patent: May 11, 2004
    Assignee: Teijin Limited
    Inventors: Kei Mizutani, Koji Kubo
  • Patent number: 6713595
    Abstract: The present invention provides a copolyester resin composition which has good physical properties, biodegradability and processability and a process for preparing and/or producing the same. To improve the biodegradability and physical properties of the copolyester, the present invention applied multi-stage reaction step, and copolyester resin having number average molecular weight of from 30,000 to 70,000, weight average molecular weight of from 100,000 to 600,000, melting point of from 55° C. to 120° C., and melt index of from 0.1 to 30 g/10 minute (190° C., 2,160 g) is obtained. The processability and physical properties of the copolyester resin of the present invention has been greatly enhanced by incorporating (i) an “aromatic-aliphatic prepolymers” having number average molecular weight of from 300 to 30,000 and the contiguous repeating unit of aromatic group in the dicarboxylic acid position of “aromatic-aliphatic prepolymers” is less than 5.
    Type: Grant
    Filed: December 11, 2000
    Date of Patent: March 30, 2004
    Assignee: IRE Chemical Ltd.
    Inventors: Hyun Soo Chung, Jae Wang Lee, Dong Hoon Kim, Do Youn Kim, Suok Woo Lee
  • Patent number: 6706396
    Abstract: The present invention provides processes for producing certain very low inherent viscosity polyesters. Also provided are the low inherent viscosity polyesters in discrete particulate form, and processes for producing the particulate polyesters. The discrete particulate materials are desirable for use in further processes.
    Type: Grant
    Filed: October 18, 2002
    Date of Patent: March 16, 2004
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Richard Allen Hayes, Gregory W. Hoffmann
  • Patent number: 6703474
    Abstract: A polyester resin produced by polycondensing a dicarboxylic acid component containing an aromatic dicarboxylic acid or its ester-forming derivative as the main component and a diol component containing ethylene glycol as the main component in the presence of at least an antimony compound and a phosphorus compound, via an esterification reaction or an ester exchange reaction, which is characterized in that the amount of antimony eluted when immersed in hot water of 95° C. for 60 minutes in the form of particles having a number average particle weight of 24 mg, is not more than 1 &mgr;g per 1 g of the polyester resin, as antimony atoms (Sb).
    Type: Grant
    Filed: September 24, 2002
    Date of Patent: March 9, 2004
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Yoshihiro Fujimori, Kiyotoshi Fujioka, Masahiro Nukui, Yutaka Yatsugi, Kazuya Nakamichi, Noboru Satou
  • Publication number: 20040044173
    Abstract: A polyester resin, whereby a molded product excellent in a gas barrier property and also excellent in an ultraviolet shielding property, a color tone, etc., and which is particularly suitable for molding a bottle for e.g. a beverage required to have an aroma retention property, and further, a polyester resin, whereby the acetaldehyde content as a molded product is reduced to eliminate an influence over the taste, aroma, etc. of the content, and a process for its production, wherein the polycondensability is improved, are to be presented.
    Type: Application
    Filed: August 29, 2003
    Publication date: March 4, 2004
    Applicant: MITSUBISHI CHEMICAL CORPORATION
    Inventors: Yoshihiro Fujimori, Masahiro Nukui, Yutaka Yatsugi, Kenichi Matsui
  • Patent number: 6680353
    Abstract: A polyester resin composition containing, as a resin component, a polyester with its main component formed from a polytrimethylene terephthalate and having an intrinsic viscosity of 0.4 to 2, which satisfies the following conditions (1) to (3): (1) the polyester resin composition is composed of a polyester resin component comprising 90% by weight or more of a polytrimethylene terephthalate; (2) the polyester resin composition contains 0.01 to 3% by weight of titanium oxide having an average particle size from 0.01 to 2 &mgr;m; and (3) the polyester resin composition contains 25 or less/mg of the resin of agglomerates of titanium oxide particles which agglomerates have a lengthwise size exceeding 5 &mgr;m. A polytrimethylene terephthalate-based polyester fiber, having a low frictional coefficient, excellent in wear resistance, and showing a suitable luster and a delustered effect, can be stably spun and drawn by applying a melt spinning method to the polyester resin composition.
    Type: Grant
    Filed: April 25, 2001
    Date of Patent: January 20, 2004
    Assignee: Asahi Kasei Kabushiki Kaisha
    Inventors: Jinichiro Kato, Tetsuko Takahashi
  • Patent number: 6667383
    Abstract: A polyester resin is prepared by polycondensing a dicarboxylic acid component containing terephthalic acid or its ester-forming derivative as the main component, and a diol component containing ethylene glycol as the main component in the presence of (1) a compound of at least one member selected from the group consisting of titanium group elements in Group 4A of the Periodic Table, via an esterification reaction or an ester exchange reaction, wherein the content of copolymerized components other than the terephthalic acid component and the ethylene glycol component, is not more than 4 mole % based on the total dicarboxylic acid component, and in a molded product with a thickness of 3.5 mm injection-molded at 280° C., the difference between the absorbance at a wavelength of 395 nm and the absorbance at a wavelength of 800 nm is at least 0.08, and the difference between the absorbance at a wavelength of 500 nm and the absorbance at a wavelength of 800 nm is at most 0.05.
    Type: Grant
    Filed: October 4, 2002
    Date of Patent: December 23, 2003
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Yoshihiro Fujimori, Masahiro Nukui, Yutaka Yatsugi, Kenichi Matsui
  • Patent number: 6663961
    Abstract: This invention is related to a process for preparing polyester polymers using a composite catalyst comprises the steps of 1) esterifying naphthalene dicarboxylic acid or a dicarboxylic acids containing NDCA or ester derivatives thereof, with ethylene glycol or glycols containing ethylene glycol or derivatives thereof to produce esterified compounds or its low molecular weight polymers; and then 2) continuously polycondensing the obtained esterification product to produce polyester polymers; and wherein the process includes using a composite polymerization catalyst which was prepared by reacting titanium compounds and cobalt compounds in the solution containing at least one alcohol. The process yields high quality polyester polymers having a good color and excellent physical properties. The process can considerably reduce both the esterification time and the polycondensation time.
    Type: Grant
    Filed: June 19, 2001
    Date of Patent: December 16, 2003
    Assignees: Oil Corporation, Korea Institute of Science and Technology
    Inventors: Hyun Nam Cho, Sang Ho Bae, Il Seok Choi
  • Patent number: 6657036
    Abstract: The invention relates to polycondensation resins which are prepared by polycondensation of compounds having a low molecular weight and separation of small molecules in the presence of at least one hetergeneous catalyst. The invention also relates to polyaddition resins which are prepared by polyaddition in the presence of at least one heterogeneous catalyst. The invention further relates to the use of said polycondensation resins and polyaddition resins for the preparation of moulded parts, adhesives and coating materials.
    Type: Grant
    Filed: October 4, 2001
    Date of Patent: December 2, 2003
    Assignee: BASF Coatings AG
    Inventors: Werner-Alfons Jung, Heinz-Peter Rink, Eberhard Fuchs, Wolfgang Straehle
  • Patent number: 6657044
    Abstract: An improved process for the polymerization of polytrimethylene terephthalate by esterification of terephthalic acid or dimethylterephthalate with 1,3-propanediol (PDO), precondensation of the esterification product to produce a precondensation product, and polycondensation of the precondensation product to produce polytrimethylene terephthalate wherein excess PDO is removed from the esterification and/or polycondensation stages and PDO vapor is separated from the high boiling fraction (solid byproduct). The improvement comprises: (a) heating the solid byproduct in the presence of about 5 ppm to about 5000 ppm, based on metal, of a metal catalyst selected from the group consisting of one or more 3rd, 4th, or 5th row metal compounds from Groups 3-12 and Groups 14-15 of the Periodic Table (IUPAC 1989) at a temperature of from about 100° C. to about 240° C.
    Type: Grant
    Filed: October 18, 2002
    Date of Patent: December 2, 2003
    Assignee: Shell Oil Company
    Inventors: Donald Ross Kelsey, Kathleen Suzanne Kiibler, Wen Tzung Tang
  • Patent number: 6657040
    Abstract: The invention relates to a method for the continuous production of polybutylene terephthalate from terephthal acid and 1,4-butane diole, comprising the following stages: a) direct esterification of terephthal acid with 1,4-butane diole in a reactor cascade of at least two reactors b) pre-condensation of the esterification product obtained in stage a), c) polycondensation of the pre-condensate obtained in stage b), whereby the temperature of the reactor cascade in stage a) is progressively decreased during its operation.
    Type: Grant
    Filed: December 19, 2001
    Date of Patent: December 2, 2003
    Assignee: BASF Aktiengesellschaft
    Inventors: Thomas Heitz, Martin Klatt, Ralf Neuhaus
  • Patent number: 6649731
    Abstract: By the present invention, there are provided a catalyst for polyester preparation, which comprises a solid titanium compound containing titanium, oxygen, carbon and hydrogen and having a Ti—O bond and which has a maximum solubility in ethylene glycol, as measured when the catalyst is dissolved in ethylene glycol under heating at 150° C., of not less than 3,000 ppm in terms of a titanium atom, a catalyst for polyester preparation, which comprises a titanium-containing solution wherein a contact product of a hydrolyzate of a titanium halide or a hydrolyzate of a titanium alkoxide with a polyhydric alcohol is dissolved in ethylene glycol in an amount of 3,000 to 100,000 ppm in terms of a titanium atom, a process for preparing a polyester using the catalyst, and a polyester prepared by the process.
    Type: Grant
    Filed: April 18, 2002
    Date of Patent: November 18, 2003
    Assignee: Mitsui Chemicals, Inc.
    Inventors: Hideshi Hori, Fujito Ehara, Akiyoshi Shimizu, Nobumasa Mukai, Shoji Hiraoka
  • Patent number: 6639045
    Abstract: A method of producing an aliphatic polyester, including polycondensing an aliphatic diol and an aliphatic dicarboxylic acid compound, or a prepolymer thereof in the presence of a metal-containing ester interchange catalyst and a phosphorus-containing co-catalyst such as an ammonium, calcium or magnesium salt of hydrogen-containing phosphoric acid or an organic phosphinic acid. An oxycarboxylic acid compound or its prepolymer may also be used as a raw material.
    Type: Grant
    Filed: September 6, 2001
    Date of Patent: October 28, 2003
    Assignees: National Institute of Advanced Industrial Science and Technology
    Inventors: Takashi Masuda, Amin Cao
  • Patent number: 6610796
    Abstract: Disclosed is a flame retardant polybutyleneterephthalate resin prepared be copolymerizing a phosphorus-based flame retardant represented by the following formula I and a butyleneterephthalate unit: wherein R1 and R2 are different or the same and are methyl or butyl including a hydroxyl group.
    Type: Grant
    Filed: May 10, 2002
    Date of Patent: August 26, 2003
    Assignee: Kolon Industries Inc.
    Inventors: Young-Ik Seo, Chung-Seock Kang, Tae-Gun Choi, Jun-Myoung Song
  • Publication number: 20030158372
    Abstract: A catalyst for preparing condensation polymerization resin for a toner comprising at least one compound selected from the group consisting of a titanium compound represented by the formula (I): Ti(X)n(Y)m (I), wherein X is a substituted amino group having a total number of carbon atoms of from 1 to 28; Y is an alkoxy group, alkenyloxy group or acyloxy group, each having a total number of carbon atoms of from 1 to 28; and each of n and m is an integer of from 1 to 3, wherein a sum of n and m is 4; and a titanium compound represented by the formula (II): Ti(Z)4 (II), wherein Z is an alkoxy group, alkenyloxy group or acyloxy group, each having a total number of carbon atoms of from 8 to 28, wherein the four kinds of Z may be identical or different from each other; and a condensation polymerization resin composition comprising a condensation polymerization resin and the above catalyst.
    Type: Application
    Filed: December 30, 2002
    Publication date: August 21, 2003
    Applicant: Kao Corporation
    Inventors: Eiji Shirai, Takashi Kubo, Katsutoshi Aoki, Masayuki Maruta
  • Patent number: 6596839
    Abstract: A process for producing a wholly aromatic polyester which is excellent in heat resistance, mechanical properties and yet color and has a high degree of polymerization by melt polymerizing a dicarboxylic acid and a diol directly on an industrial scale at a low cost in a short period of time without esterifying the dicarboxylic acid or diol in advance. To produce the wholly aromatic polyester by reacting and molding an aromatic dicarboxylic acid such as terephthalic acid, an aromatic diol such as 2,2-bis(4-hydroxyphenyl)propane and a diaryl carbonate by heating, a combination of a specific pyridine compound and an alkali metal (bi)carbonate, a combination of a specific pyridine compound and an organic tin compound or a specific titanium compound is existent as a catalyst. Thereby, the wholly aromatic polyester having the above properties is obtained.
    Type: Grant
    Filed: July 8, 2002
    Date of Patent: July 22, 2003
    Assignee: Teijin Limited
    Inventors: Takanori Miyoshi, Hiroshi Sakurai, Toyoaki Ishiwata, Shunichi Matsumura
  • Patent number: 6593447
    Abstract: A polyester having a good color tone, an excellent forming property and a high resistance to cohesion of foreign substance around a melt-spinning orifice when the polyester is melt-spun, is produced by polymerizing an aromatic difunctional carboxylic acid—alkyleneglycol ester and/or oligomer thereof in the presence of a catalyst including a reaction product of (A) a Ti compound component including a Ti compound (1) of formula (I) or a Ti compound (2) produced by reacting the Ti compound (1) with an aromatic difunctional carboxylic acid of the formula (III) or anhydride thereof, with (B) a P compound component selected from P compound (3) of the formula (III). [R1=C2-C10alkyl group; p=1-3, n=2-4, R2=substituted or unsubstituted C6-C20aryl or C1-C20 alkyl group, m=1 or 2, q=0 or 1, and m+q=1 or 2].
    Type: Grant
    Filed: February 23, 2001
    Date of Patent: July 15, 2003
    Assignee: Teijin Limited
    Inventor: Tomoyoshi Yamamoto
  • Patent number: 6582818
    Abstract: The invention relates to fibers, particularly binder fibers, made from polyesters and the polyesters themselves. The polyesters are the product of a reaction between a glycol component and a dicarboxylic acid component where the glycol component contains at least 50 mole % of a four carbon diol, such as 1,4-butanediol, or a six carbon diol, such as 1,6-hexanediol or a mixture of a four carbon and six carbon diol. Typically, the polyesters of the invention are semicrystalline and/or crystalline and have a specific melting point ranging from about 140 to about 185° C. The polyesters of the invention may be formed into a variety of products, especially binder fibers for nonwoven fabrics, textile/industrial yarns and fabrics, composites and other molded articles.
    Type: Grant
    Filed: October 23, 2002
    Date of Patent: June 24, 2003
    Assignee: Eastman Chemical Company
    Inventors: William A. Haile, Leron R. Dean, Richard L. McConnell, Kishan C. Khemani
  • Patent number: 6559271
    Abstract: The invention relates to a method for producing polyesters with a reduced content of free acetaldehyde from terephthalic acid and ethylene glycol via a catalyzed polycondensation in the melt and also the use of this method. The method is based thereby on the usage of highly active polycondensation catalysts, on the deactivation of these catalysts by the addition of phosphorous-containing inhibitors and the addition of acetaldehyde-bonding substances. The entire polycondensation is thereby implemented at temperatures beneath 280° C.
    Type: Grant
    Filed: September 13, 2001
    Date of Patent: May 6, 2003
    Assignee: Inventa-Fischer GmbH & Co. KG
    Inventors: Eckehart Schaaf, Gerald Rafler, Rainer Hagen
  • Patent number: 6559272
    Abstract: Disclosed is a method for preparing polyester resins copolymerized with glycol for modification such as 1,4-cyclohexanedimethanol, in which the content of said glycol ingredient for modification ranges from 20 to 80 mol % of the total glycol content. Dicarboxylic acid such as terephthalic acid is esterified with ethylene glycol and said glycol for modification. The esterification product is subjected to polycondensation in the presence of a titanium dioxide/silicon dioxide coprecipitate catalyst, said catalyst being in the form of 4% or less strength by weight suspension in glycol. The copolyester prepared as above shows excellent transparency and color properties in addition to being produced at high efficiency.
    Type: Grant
    Filed: January 24, 2002
    Date of Patent: May 6, 2003
    Assignee: SK Chemicals Co. Ltd.
    Inventors: Jae-Young Jeon, Yoon-Hee Hong, Sung-Gi Kim
  • Patent number: 6551675
    Abstract: A manufacturing method of the copolyester containing 2,6-ethylene naphthalate unit (EN) by using 2,6-naphthalenedicarboxylic acid (NDA), purified terephthalic acid (PTA), and ethylene glycol (EG) to proceed with esterification or by using dimethyl 2,6-naphthalenedicarboxylate (NDC), dimethyl terephthalate (DMT), EG, and transesterification catalyst to proceed with transesterification reaction or by PTA process. While the esterification reaction reaches 85˜98 percent of esterification ratio, NDC, EG, and transesterification catalyst are added to proceed with transesterification reaction. The monomer obtained from previous procedure is added with polymerization catalyst thereafter to proceed with polycondensation reaction to produce copolyester of which the viscosity is increased through solid state polymerization. Then, the copolyester is ejected to be blow-molded so as to produce the one-way bottle which can meet the requirement of pasteurization.
    Type: Grant
    Filed: May 14, 2001
    Date of Patent: April 22, 2003
    Assignee: Nan Ya Plastics Corporation
    Inventor: Zo-Chun Jen
  • Patent number: 6545120
    Abstract: An alicyclic (meth)allyl ester monomer obtained by a specific production process. An alicyclic (meth)allyl ester compound for plastic lenses, which can be obtained by a simple and easy production process and which can endure a long-term storages, is produced using the monomer, and a plastic lens is obtained using the compound.
    Type: Grant
    Filed: July 26, 2001
    Date of Patent: April 8, 2003
    Assignee: Showa Denko K.K.
    Inventors: Kazuhiko Ooga, Tsuneo Tajima, Hiroshi Uchida
  • Patent number: 6541598
    Abstract: A composition that can be used as catalyst is disclosed. The composition comprises, or is produced by combining, (A) a titanium compound; (B) either (i) a complexing agent, (ii) a combination of a complexing agent, hypophosphorous acid or a salt thereof, and optionally a solvent, a zirconium compound, or both, (iii) combinations thereof; (C) a phosphorus compound; and optionally a solvent. Also disclosed is a process that can be used for producing a polyester. The process comprises contacting, in the presence of an esterification or transesterification or polycondensation catalyst composition and a phosphorus compound, a carbonyl compound and an alcohol under a condition suitable for esterification, transesterification, or polymerization. Further disclosed is a process to make polyester with reduced insoluble particles or solids using a phosphorus compound other than the commonly used phosphoric acid.
    Type: Grant
    Filed: July 16, 2002
    Date of Patent: April 1, 2003
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Jiwen F. Duan, Donald E. Putzig, Frederick K. Mallon, Timothy M. Davis
  • Patent number: 6541411
    Abstract: The invention relates to novel titanium/zirconium catalysts, and to a process for the preparation of these titanium/zirconium catalysts. The process comprises reacting orthoesters or condensed orthoesters of titanium and/or zirconium, with one or more polyalcohols. Suitable polyalcohols comprise those compounds having at least two hydroxyl groups and a number average molecular weight of at least 180 g/mol. The invention also relates to a process for preparing (poly)esters from these novel catalysts, which exhibit little discoloration and are suitable to be used as a reaction component in the preparation of polyurethane (PUR) foams.
    Type: Grant
    Filed: November 27, 2001
    Date of Patent: April 1, 2003
    Assignee: Bayer Aktiengesellschaft
    Inventors: Andreas Hoffmann, Hartmut Nefzger, Erika Bauer
  • Publication number: 20030045672
    Abstract: A composition that can be used as catalyst is disclosed. The composition comprises, or is produced by combining, (A) a titanium compound; (B) either (i) a complexing agent, (ii) a combination of a complexing agent, hypophosphorous acid or a salt thereof, and optionally a solvent, a zirconium compound, or both, (iii) combinations thereof; (C) a phosphorus compound; and optionally a solvent. Also disclosed is a process that can be used for producing a polyester. The process comprises contacting, in the presence of an esterification or transesterification or polycondensation catalyst composition and a phosphorus compound, a carbonyl compound and an alcohol under a condition suitable for esterification, transesterification, or polymerization. Further disclosed is a process to make polyester with reduced insoluble particles or solids using a phosphorus compound other than the commonly used phosphoric acid.
    Type: Application
    Filed: July 16, 2002
    Publication date: March 6, 2003
    Inventors: Jiwen F. Duan, Donald E. Putzig, Frederick K. Mallon, Timothy M. Davis
  • Patent number: 6528579
    Abstract: 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: Grant
    Filed: February 6, 2001
    Date of Patent: March 4, 2003
    Assignee: Shell Oil Company
    Inventors: Kevin Dale Allen, Emery Don Johnson, Cecilia Zuqi Tse, Samuel Martin Moats
  • Publication number: 20030039776
    Abstract: A manufacturing method of the copolyester containing 2,6-ethylene naphthalate unit (EN) by using 2,6-naphthalenedicarboxylic acid (NDA), purified terephthalic acid (PTA), and ethylene glycol (EG) to proceed with esterification or by using dimethyl 2,6-naphthalenedicarboxylate (NDC), dimethyl terephthalate (DMT), EG, and transesterification catalyst to proceed with transesterification reaction or by PTA process.
    Type: Application
    Filed: May 14, 2001
    Publication date: February 27, 2003
    Inventor: Zo-Chun Jen