With Alcohol Or Alcoholate Reactant Patents (Class 528/400)
  • Patent number: 9115156
    Abstract: Novel biodegradable phosphoester polyamines are disclosed. The biodegradable phosphoester polyamines may be utilized as cross-linkers for sprayable compositions which may be used as tissue adhesives or sealants.
    Type: Grant
    Filed: October 24, 2013
    Date of Patent: August 25, 2015
    Assignee: Covidien LP
    Inventors: Nadya Belcheva, Ahmad Robert Hadba
  • Publication number: 20150148519
    Abstract: A flame retardant polymer is prepared from renewable content. In an exemplary synthetic method, a bio-derived flame retardant polymer is prepared by a polycondensation reaction of a biobased diol (e.g., isosorbide) and a phosphorus-containing monomer (e.g., phenylphosphonic dichloride). The biobased diol may be obtained either directly from, or through modification of, a biological product. Preferably, at least 50% of the mass of the biobased diol is obtained directly from a biological product. The phosphorus-containing monomer may be a phosphonic dichloride, dichlorophosphate, alkyl/aryl phosphonate, or other phosphorus-containing monomer known for flame retardancy.
    Type: Application
    Filed: November 26, 2013
    Publication date: May 28, 2015
    Applicant: International Business Machines Corporation
    Inventors: Dylan J. Boday, Joseph Kuczynski, Timothy C. Mauldin
  • Patent number: 9040656
    Abstract: Providing a process for advantageously producing spherical particles of furfuryl alcohol resin using only furfuryl alcohol without using a harmful aldehyde as a starting material. In the process, furfuryl alcohol is subjected to a self-condensation reaction in the presence of an acid catalyst, whereby a fluidic condensation resin of furfuryl alcohol is obtained. The condensation resin of furfuryl alcohol is granulated and cured using water as a reaction medium in the presence of a dispersion stabilizer and an acid catalyst having a pKa of not more than 1.5, whereby spherical cured resin particles are formed.
    Type: Grant
    Filed: August 7, 2013
    Date of Patent: May 26, 2015
    Assignee: Asahi Organic Chemicals Industry Co., Ltd.
    Inventors: Yasuhiro Matsumoto, Yuta Murai
  • Patent number: 9035019
    Abstract: A new synthetic method to prepare high molecular weight poly(ethylene oxide) with a very narrow molecular weight distribution (PDI<1.5) is described. The method involves a metal free initiator system, thus avoiding dangerous, flammable organometallic compounds.
    Type: Grant
    Filed: November 21, 2012
    Date of Patent: May 19, 2015
    Assignee: Seeo, Inc.
    Inventors: Jin Yang, Kulandaivelu Sivanandan, Jonathan Pistorino, Hany Basam Eitouni
  • Patent number: 8981042
    Abstract: A polymeric polyphosphite and copolymeric polyphosphite is described which contains a cycloaliphatic moiety, preferably cyclohexane dimethanol, in the polyphosphite backbone chain.
    Type: Grant
    Filed: June 19, 2013
    Date of Patent: March 17, 2015
    Assignee: Dover Chemical Corporation
    Inventors: Michael R. Jakupca, Jacob M. Lance, Donald Stevenson
  • Publication number: 20140378590
    Abstract: A polymeric polyphosphite and copolymeric polyphosphite is described which contains a cycloaliphatic moiety, preferably cyclohexane dimethanol, in the polyphosphite backbone chain. Incorporation of the polymeric polyphosphite into synthetic polymers reduces the yellowness index of any polymer into which the polymeric polyphosphite additive has been added, as well as increased hydrolytic stability as well as increased resistance to migration in food packaging.
    Type: Application
    Filed: June 19, 2014
    Publication date: December 25, 2014
    Applicant: DOVER CHEMICAL CORPORATION
    Inventors: Michael R. Jakupca, Jacob M. Lance, Donald R. Stevenson
  • Patent number: 8697834
    Abstract: The invention relates to a process for the preparation of polyalkylenepolyamines by catalyzed alcohol amination, in which (i) aliphatic aminoalcohols are reacted with one another or (ii) aliphatic diamines or polyamines are reacted with aliphatic diols or polyols with the elimination of water in the presence of a catalyst.
    Type: Grant
    Filed: May 26, 2011
    Date of Patent: April 15, 2014
    Assignee: BASF SE
    Inventors: Thomas Schaub, Boris Buschhaus, Johann-Peter Melder, Rocco Paciello, Stephan Hüffer, Helmut Witteler
  • Publication number: 20130345346
    Abstract: A polymeric polyphosphite and copolymeric polyphosphite is described which contains a cycloaliphatic moiety, preferably cyclohexane dimethanol, in the polyphosphite backbone chain.
    Type: Application
    Filed: June 19, 2013
    Publication date: December 26, 2013
    Applicant: DOVER CHEMICAL CORPORATION
    Inventors: Michael R. Jakupca, Jacob M. Lance, Donald Stevenson
  • Patent number: 8586703
    Abstract: A compound comprising a backbone with a perfluoropolyether chain. The compound also has one or more cyclophosphazene rings attached to or incorporated into the backbone. The compound further includes at least two functional groups attached to the backbone, attached to the one or more cyclophosphazene rings, or a combination thereof.
    Type: Grant
    Filed: June 23, 2008
    Date of Patent: November 19, 2013
    Assignee: Seagate Technology LLC
    Inventors: Jiping Yang, Michael Joseph Stirniman, Xiaoding Ma, Jing Gui
  • Patent number: 8436197
    Abstract: The present invention is related to palladium complexes having substituted diarylideneacetone ligands and coupling and polymerization processes thereof.
    Type: Grant
    Filed: October 27, 2008
    Date of Patent: May 7, 2013
    Assignee: West Chester University of Pennsylvania of the State System of Higher Education
    Inventor: Felix E Goodson, III
  • Patent number: 8431656
    Abstract: Disclosed herein is a curable cyclic phosphazene compound having a low dielectric constant, a low dielectric loss index and high thermal stability, and a method of preparing the same. The curable cyclic phosphozene polymer prepared using the compound has a low dielectric constant and excellent thermal properties, compared to conventional phosphozene polymers.
    Type: Grant
    Filed: July 29, 2009
    Date of Patent: April 30, 2013
    Assignees: Samsung Electro-Mechanics Co. Ltd., SNU R&DB Foundation
    Inventors: Jae Choon Cho, Do Yeung Yoon, Ji Young Chang, Ho Lim, Hwa Young Lee
  • Publication number: 20120208979
    Abstract: There is provided a method for preparing a low-molecular weight poly(alkylene carbonate) of which the molecular weight and chain shape are precisely controlled, by introducing a phosphorous compound having a hydroxyl group as a chain transfer agent in order to regulate the molecular weight, in alternating copolymerizing an epoxide compound and carbon dioxide by using trivalent metal complex prepared from a Salen type ligand containing a quaternary ammonium salt, and a polymer prepared by the method. Since poly(alkylene carbonate) prepared according to the present invention includes a phosphate or phosphonate group in the polymer chain, it has flame-retarding property.
    Type: Application
    Filed: February 9, 2012
    Publication date: August 16, 2012
    Applicant: SK Innovation Co., Ltd.
    Inventors: Jisu Jeong, SungJae Na, Sujith Sudevan, MyungAhn Ok, YongGyu Han, KwangJin Chung, BunYeoul Lee, Anish Cyriac, SangHwan Lee
  • Patent number: 8181658
    Abstract: The present invention provides a plastic hairclip features in enabling to open and close by plastic resilience intrinsically. The plastic hairclip comprises a mount retainer, a lever retainer with a pair of releasing tabs, a hinged pivotal root and a pair of open-able jaws, which functions to accommodate, hold and release a hair bundle by intrinsic plastic resilience thereof. The plastic hairclip is made of a polymerized plastic mixture by 55% of 1,4-cyclohexanedimethanol (CHDM), 30% of ethylene glycol (EG), 10% of phosphotungstic acid (PTA), 1% of optical brightener and 4% of polypropylene (PP) or butadiene-styrene copolymers sold under the trademark, K-Resin with 5% tolerance for each individual component respectively. Thereby, the plastic hairclip product features in good malleability, re-plasticization ability and tenacity as well as good artistic effect in shining brightness and eco-friendly effect.
    Type: Grant
    Filed: June 24, 2009
    Date of Patent: May 22, 2012
    Inventor: Shih-Ling Hsu
  • Publication number: 20120046757
    Abstract: The present invention provides modified metal surfaces, methods of preparing the same, and intermediates thereto. These materials are useful in a variety of applications including biomaterials.
    Type: Application
    Filed: October 31, 2011
    Publication date: February 23, 2012
    Applicant: INTEZYNE TECHNOLOGIES
    Inventors: Kurt Breitenkamp, Rebecca Breitenkamp, Kevin N. Sill, Habib Skaff
  • Patent number: 7834128
    Abstract: A process for producing a polyester using a catalyst, which catalyst enables producing a polyester excellent in color tone and transparency at a high reaction velocity; the catalyst; and a method for producing the catalyst, which catalyst comprises: (1) at least one metal element selected from the group consisting of metal elements of Group 4A of the Periodic Table, (2) at least one metal element selected from the group consisting of metal elements of Group 2A of the Periodic Table, aluminum, manganese, iron, cobalt, zinc, gallium and germanium, (a) when the total amount of metal atoms derived from metal element (1) is represented by t (mol/catalyst kg), and the total amount of metal atoms derived from metal element (2) is represented by m (mol/catalyst kg), the value of m/t is within 0.50?m/t?3.50.
    Type: Grant
    Filed: December 20, 2007
    Date of Patent: November 16, 2010
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Yoshihiro Fujimori, Yutaka Yatsugi
  • Patent number: 7776972
    Abstract: A phosphine-based polymer having Formula (I) is provided. The invention also provides a poly(lactic acid) material including poly(lactic acid) and the disclosed phosphine-based polymer, wherein the phosphine-based polymer has a weight ratio of 0.05-10 parts by weight, based on 100 parts by weight of the poly(lactic acid).
    Type: Grant
    Filed: May 8, 2009
    Date of Patent: August 17, 2010
    Assignee: Industrial Technology Research Institute
    Inventors: Tun-Fun Way, Kelly Teng, Jiun-Jy Chen
  • Publication number: 20100181696
    Abstract: The invention relates to a halogen-free flame retardant obtainable by polycondensation of phosphoric monomers with esterifying monomers. The phosphoric monomer is an adduct of 9,10-dihydro-9-oxa-10-phospha-phenanthrene-10-oxide (DOPO) and ring-substituted DOPO derivatives to unsaturated carboxylic acids. Monovalent and polyvalent alcohols are used as esterifying monomers. The flame retardant has an average molecular weight of more than 20,000 and an average degree of polymerization Pn of at least 55, and is preferably used for the production of polyamide fibers and polyester fibers by melt spinning.
    Type: Application
    Filed: March 2, 2009
    Publication date: July 22, 2010
    Inventors: Udo Glauner, Uwe Storzer, Holger Keller, Horst Rieckert
  • Patent number: 7514520
    Abstract: A process for producing a phosphonitrilic acid ester. The process comprises using a specific compound as a catalyst to react phosphonitrile dichloride with at least one member selected among phenol compounds and/or alcohol compounds in the presence of a reaction solvent. Alternatively, the process comprises reacting a liquid reaction mixture obtained in a first stage with at least one member selected among phenol compounds and/or alcohol compounds without isolating phosphonitrile dichloride from the mixture.
    Type: Grant
    Filed: June 3, 2004
    Date of Patent: April 7, 2009
    Assignee: Asahi Kasei Chemicals Corporation
    Inventors: Kotaro Kuwata, Hiroji Oda
  • Publication number: 20090023889
    Abstract: An object of the invention is to provide a process for producing an ether (co)polymer in which molecular weight control is easy and post treatment of the reaction liquid after polymerization (solvent recovery, etc.) is easy; a chain transfer agent to be used in the production process; and an ether (co) polymer obtained according to the production process. The process for producing an ether (co) polymer of the invention is characterized in that an ether monomer is polymerized in a solvent, in the presence of a catalyst comprising a condensate of an organotin compound and an alkyl phosphate, and a chain transfer agent comprising, as the major ingredient thereof, an aliphatic polyalcohol of the following general formula (I), thereby producing an ether (co)polymer. Cx(OH)yHz. In the formula, X indicates an integer of from 2 to 8; Y indicates an integer of from 2 to (2X+2); Z indicates an integer of 2X+2?Y; and the hydroxyl groups are bonded at any positions.
    Type: Application
    Filed: June 1, 2006
    Publication date: January 22, 2009
    Applicant: DAISCO CO., LTD.
    Inventors: Kozo Misumi, Yutaka Shiomi, Shigeru Shoji, Yasushi Hamura
  • Patent number: 7442757
    Abstract: A thermoplastic resin contains a polymer, and the polymer includes a divalent phosphate residue having a spiro ring, represented by formula (1), in a molecule and has a number average molecular weight of at least 2,000: wherein R1 is independently selected from the group consisting of a hydrogen atom, a halogen atom, an aliphatic hydrocarbon group having the carbon number of 1 to 20, an aromatic hydrocarbon group having the carbon number of 1 to 20, and a nitro group; p and q are integers satisfying p+q=0 to 16; X independently represents oxygen, sulfur, selenium, or an unshared electron pair; Y is independently selected from oxygen, sulfur, and a methylene group; and n and m are integers satisfying n+m=0 to 4.
    Type: Grant
    Filed: May 13, 2003
    Date of Patent: October 28, 2008
    Assignee: Toray Industries, Inc.
    Inventors: Tatsuya Matsuno, Keijiro Takanishi
  • Publication number: 20080182086
    Abstract: An ink-jet ink is provided. The ink-jet ink includes a compound of formula (1) to form a cured film with high-flame retardancy.
    Type: Application
    Filed: January 29, 2008
    Publication date: July 31, 2008
    Applicant: CHISSO CORPORATION
    Inventors: HIROYUKI SATOU, SETSUO ITAMI, YOSIHIRO DEYAMA
  • Patent number: 7332564
    Abstract: Polymerization catalysts for polyesters include: (1) metal elements selected from metal elements of Group 4A of the Periodic Table; and (2) metal elements selected from metal elements of Group 2A of the Periodic Table, aluminum, manganese, iron, cobalt, zinc, gallium and germanium. The catalysts are in a liquid state with a turbidity of at most 20% in a light path length of 10 mm, and a ratio the total amount of metal atoms derived from the above metal element (2) to the total amount of metal atoms derived from the above metal element (1) is from 0.50 to 3.50.
    Type: Grant
    Filed: September 7, 2005
    Date of Patent: February 19, 2008
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Yoshihiro Fujimori, Yutaka Yatsugi
  • Patent number: 7259225
    Abstract: Disclosed are polyphosphazenes of Formula 1 showing a sol-gel behavior with a temperature change, a preparation method thereof, and injectable thermosensitive polyphosphazene hydrogels using the same
    Type: Grant
    Filed: April 28, 2004
    Date of Patent: August 21, 2007
    Assignee: Korea Institute of Science and Technology
    Inventors: Soo-Chang Song, Bae-Houn Lee
  • Patent number: 7244811
    Abstract: The present invention relates to a process for the treatment of polyazole films, in which a film is passed at least twice through a trough filled with a liquid, with the film being unrolled from a spool and rolled up on a further spool and the direction of travel of the film is changed during the treatment by altering the direction of rotation of the spools.
    Type: Grant
    Filed: July 25, 2003
    Date of Patent: July 17, 2007
    Assignee: PEMEAS GmbH
    Inventor: Joachim Petersen
  • Patent number: 7173103
    Abstract: A process for preparing high molecular weight polymers or copolymers by Suzuki coupling. The catalyst used in the process comprises a source of palladium and a source of a phosphine characterized in that at least one substituent on the phosphine is an ortho substituted aryl group. The process is suitable for the preparation of polymers for use in electronic and optoelectronic applications.
    Type: Grant
    Filed: October 21, 2002
    Date of Patent: February 6, 2007
    Assignee: Cambridge Display Technology Limited
    Inventors: Carl Towns, Paul Wallace, Ian Allen, Thomas Pounds, Lorraine Murtagh
  • Patent number: 6984717
    Abstract: The present invention is directed towards phosphorous containing organic materials, processes for making them and uses thereof. These materials preferably impart and/or exhibit resistance to attack, for example they may be useful as flame retardant additives and/or materials. The materials are especially radiation-curable polyester polymers. The phosphorous component used has at least one P—C bond resistant to hydrolysis or transesterification. It can be bis(hydroxymethyl)isobutylphosphineoxide, bis(hydroxypropyl)isobutylphosphine oxide and trishydroxymethylphosphine oxide. In other embodiments, it is 9,10-dihydro-9-oxa-10-phosphaphenantrene-10-oxide.
    Type: Grant
    Filed: March 5, 2002
    Date of Patent: January 10, 2006
    Assignee: Surface Specialties, S.A.
    Inventor: Hugues Van Den Bergen
  • Patent number: 6984716
    Abstract: A phosphorus-containing compound represented by formula (I) and a preparation method thereof are provided. An addition reaction is performed for an organic cyclic phosphorus compound with an aryl aldehyde compound, and then a condensation reaction is performed with an aryl compound having active hydrogen in the use of an organic acid as a catalyst to obtain the proposed phosphorus-containing compound. This phosphorus-containing compound can be used as a hardener for resin, and improves flame retardant properties and thermal resistance for a flame retardant epoxy resin composition, thereby suitably applied to resin compositions used for manufacturing printed circuit boards and laminated circuit boards in electronic or electric products.
    Type: Grant
    Filed: March 24, 2003
    Date of Patent: January 10, 2006
    Assignee: Chang Chun Plastics Co., Ltd.
    Inventors: Kuen-Yuan Hwang, An-Pang Tu, Chi-Yi Ju, Ching-Chung Lin
  • Patent number: 6855757
    Abstract: The invention relates to a process of preparing glycol carboxyethylmethylphosphinate, which comprises a) reacting elemental yellow phosphorus with methyl chloride in the presence of an alkali or alkaline earth metal hydroxide to form a mixture which includes the alkali and/or alkaline earth metal salts of methylphosphonous, phosphorous and hypophosphorous acids as main constituents, b) esterifying the methylphosphonous acid from the mixture obtained by a), c) removing the methylphosphonous ester from the mixture, d) adding the thus obtained methylphosphonous ester to an acrylic ester, e) hydrolyzing the diester thus obtained, f) esterifying the resulting carboxyethylmethylphosphinic acid with ethylene glycol directly to the glycol carboxyethylmethylphosphinate. The invention also relates to the use of the glycol carboxyethylmethylphosphinates prepared according to the invention as reactive flame retardants for polymers.
    Type: Grant
    Filed: October 30, 2002
    Date of Patent: February 15, 2005
    Assignee: Clariant GmbH
    Inventors: Sebastian Hörold, Heinz-Peter Breuer, Elisabeth Jung
  • Patent number: 6800672
    Abstract: Biodegradable, flowable or flexible polymer compositions are described comprising a polymer having the recurring monomeric units shown in formula I: wherein: each of R and R′ is independently straight or branched alkylene, either unsubstituted or substituted with one or more non-interfering substituents; L is a divalent cycloaliphatic group; R″ is selected from the group consisting of H, alkyl, alkoxy, aryl, aryloxy, heterocyclic or heterocycloxy; and n is 5 to 1,000, wherein said biodegradable polymer is biocompatible before and upon biodegradation. In one embodiment, one or more of R, R′ or R″ is a biologically active substance. Amorphous compositions containing a biologically active substance, in addition to the polymer, and methods for controllably releasing biologically active substances using the compositions, are also described.
    Type: Grant
    Filed: December 4, 2001
    Date of Patent: October 5, 2004
    Assignees: Guilford Pharmaceuticals, Inc., Johns Hopkins University School of Medicine
    Inventors: Wenbin Dang, Irina Kadiyala, Zhong Zhao, James P. English, Hai-quan Mao, Kam W. Leong
  • Patent number: 6713598
    Abstract: Disclosed is a method for the preparation of polymeric phosphate flame retardants with a molecular weight of at least about 1500 and a softening temperature of at least about 10° C. comprising the steps of (a) reacting a phosphorus oxyhalide with a monohydroxyaromatic compound, (b) removing substantially all of any remaining phosphorus oxyhalide; (c) reacting the monoaryldichlorophosphate product with a dihydroxyaromatic compound and (d) reacting the product of step (c) with a monohydroxyaromatic compound. The solid polymeric flame retardant has a linear structure and less than 10 ppm halogen bound to phosphorus. Also disclosed are resinous compositions comprising the solid polymeric phosphate made by the method of the invention and at least one other polymeric resin.
    Type: Grant
    Filed: August 28, 2002
    Date of Patent: March 30, 2004
    Assignee: General Electric Company
    Inventors: Immanuel I. Selvaraj, Gerrit de Wit, Jan Gosens
  • Publication number: 20030236374
    Abstract: A polymer composition is provided including copolymer particles bearing phosphorus acid groups dispersed in an aqueous medium, wherein the polymer composition is substantially-free of water soluble phosphorus acid compounds. Also provided is a monomer composition containing at least one phosphorus acid monomer and a method of preparing the polymer composition from the monomer composition. The monomer composition is substantially-free of inorganic phosphorus acid compounds. A method is provided for applying the polymer composition to a substrate. The polymer composition is useful as a coating composition to prepare coatings for metal substrates, which have improved solvent resistance.
    Type: Application
    Filed: December 17, 2002
    Publication date: December 25, 2003
    Inventors: James Keith Bardman, Ward Thomas Brown, Gary Robert Larson, William Joseph Rosano
  • Patent number: 6630565
    Abstract: Phosphorus-comprising polyol, oligomer derived from this phosphorus-comprising polyol, polymer derived from this oligomer, processes for their preparation and uses of these. The present invention relates to a phosphorus-comprising polyol. The invention also relates to an oligomer derived from this phosphorus-comprising polyol and to the composition comprising this oligomer. The invention also relates to a polymer derived from this oligomer. The invention also relates to processes for the preparation of this phosphorus-comprising polyol, of this oligomer, of this polymer and of this composition. The invention also relates to the uses of this phosphorus-comprising polyol, of this oligomer, of this polymer and of this composition. The composition can be cross-linked by irradiation and exhibits flame-retardant properties.
    Type: Grant
    Filed: September 13, 2001
    Date of Patent: October 7, 2003
    Assignee: UCB, S.A.
    Inventors: Hugues Van Den Bergen, Jean-Claude Vanovervelt
  • Patent number: 6600010
    Abstract: Biodegradable terephthalate polymers are described comprising the recurring monomeric units shown in formula I: wherein R is a divalent organic moiety; R′ is an aliphatic, aromatic or heterocyclic residue; x is ≧1; and n is 0-5,000, wherein the biodegradable polymer is biocompatible before and upon biodegradation. Processes for preparing the polymers, compositions containing the polymers and biologically active substances, articles useful for implantation or injection into the body fabricated from the compositions, and methods for controllably releasing biologically active substances using the polymers, are also described.
    Type: Grant
    Filed: August 2, 2001
    Date of Patent: July 29, 2003
    Assignees: Guilford Pharmaceuticals, Inc., John Hopkins University
    Inventors: Hai-Quan Mao, Kam W. Leong, Wenbin Dang, Hungnan Lo, Zhong Zhao, David P. Nowotnik, James P. English
  • Patent number: 6576736
    Abstract: Products of the reaction between I) the reaction product of reactants comprising A) a linking agent of formula I R4(Y)3  (I)  wherein each Y group is a halogen atom or one Y group is a halogen atom and two Y groups represent an oxygen atom, which is attached to two adjacent carbon atoms in the R4 group to form an epoxy group, and R4 is an alkanetriyl group containing from 3 to 10 carbon atoms; and B) a compound formula II R3(EO)n(PO)m(BO)pX  (II)  wherein R3 is a substituted or unsubstituted, saturated or unsaturated, aliphatic or araliphatic oxy or thio group having from 1 to 36 carbon atoms or a secondary amino group having from 2 to 36 carbon atoms; n is a number of from 0 to 50; m is a number of from 0 to 50; p is a number of from 0 to 50; and X is hydrogen, or X can be a mercapto group or an amino group in place of a terminal —OH group, provided that when X is mercapto or amino; the sum of n, m, and p must be at least 1; and the mole ratio of A:B is from about 0
    Type: Grant
    Filed: March 6, 2002
    Date of Patent: June 10, 2003
    Assignee: Cognis Corporation
    Inventors: Michael S. Wiggins, Ronald W. Broadbent, Ramesh L. Narayan, Ayaz Khan
  • Publication number: 20030060836
    Abstract: Polymers comprising the subunit 1
    Type: Application
    Filed: December 4, 2001
    Publication date: March 27, 2003
    Inventors: Shu Wang, Andrew C.A. Wan, Hanry Yu, Kam W. Leong
  • Patent number: 6500917
    Abstract: The invention provides an improved process for the synthesis of compounds carrying at least one phosphate group, especially polyalkylene glycol phosphate compounds, said process comprising the steps of: (a) reacting a compound containing at least one primary alcohol moiety with a diaryl- or diaralkyl-halophosphate whereby to form the corresponding diaryl- or diaralkyl-phosphate ester; (b) reductively cleaving the resulting product; and (c) if desired, repeating steps (a) and (b) with the product of step (b) whereby to produce a compound carrying two or more phosphate groups. Advantages of the process in accordance with the invention are that this avoids the production of by-products and results in products which are low in impurities. Also provided are novel diaryl- and diaralkyl-phosphate ester compounds, in particular polyethylene glycol diphenylphosphate ester and derivatives thereof.
    Type: Grant
    Filed: January 24, 2000
    Date of Patent: December 31, 2002
    Assignee: Amersham Health AS
    Inventors: Manohar Tukaram Saindane, David Lee Ladd
  • Patent number: 6403675
    Abstract: Biodegradable, flowable or flexible polymer compositions are described comprising a polymer having the recurring monomeric units shown in formula I: wherein: each of R and R′ is independently straight or branched alkylene, either unsubstituted or substituted with one or more non-interfering substituents; L is a divalent cycloaliphatic group; R″ is selected from the group consisting of H, alkyl, alkoxy, aryl, aryloxy, heterocyclic or heterocycloxy; and n is 5 to 1,000, wherein said biodegradable polymer is biocompatible before and upon biodegradation. In one embodiment, one or more of R, R′ or R″ is a biologically active substance. Amorphous compositions containing a biologically active substance, in addition to the polymer, and methods for controllably releasing biologically active substances using the compositions, are also described.
    Type: Grant
    Filed: April 30, 1998
    Date of Patent: June 11, 2002
    Assignees: Guilford Pharmaceuticals, Inc., Johns Hopkins University
    Inventors: Wenbin Dang, Hai-quan Mao, Irina Kadiyala, Kam W. Leong, Zhong Zhao, James P. English
  • Patent number: 6376644
    Abstract: Biodegradable polymers are described comprising the recurring monomeric units shown in formula I or II: wherein X is —O— or —NR′—, where R′ is H or alkyl; L is a branched or straight chain aliphatic group having from 1-20 carbon atoms; M1 and M2 are each independently (1) a branched or straight chain aliphatic group having from 1-20 carbon atoms; or (2) a branched or straight chain, oxy-, carboxy- or amino-aliphatic group having from 1-20 carbon atoms; Y is —O—, —S— or —NR′—, where R′ is H or alkyl; R is H, alkyl, alkoxy, aryl, aryloxy, heterocyclic or heterocycloxy; the molar ratio of x:y is about 1; the molar ratio n:(x or y) is between about 200:1 and 1:200; and the molar ratio q:r is between about 1:99 and 99:1; wherein said biodegradable polymer is biocompatible before and upon biodegradat.
    Type: Grant
    Filed: September 1, 2000
    Date of Patent: April 23, 2002
    Assignees: Guilford Pharmaceuticals, Inc., Johns Hopkins University School of Medicine
    Inventors: Hai-Quan Mao, Kam W. Leong, Zhong Zhao, James P. English
  • Publication number: 20020028911
    Abstract: The present invention provides improved processes for purifying polymer preparations by removing contaminants, such as metal contaminants. The present invention also provides improved processes for producing phosphopolymers, which can yield improved polymers in terms of molecular weight, homogeneity, consistency and purity. Polymers and polymer preparations also are provided. The present invention is time, labor and energy efficient, and thus marks an improvement over past approaches.
    Type: Application
    Filed: June 21, 2001
    Publication date: March 7, 2002
    Inventors: Deborah Barnette, James English, Keith Branham, Donna Hall, Reuben Land, Doug Mink, Zhong Zhao
  • Patent number: 6166173
    Abstract: Biodegradable polymers are described comprising the recurring monomeric units shown in formula I or II: wherein X is --O-- or --NR'--, where R' is H or alkyl; L is a branched or straight chain aliphatic group having from 1-20 carbon atoms; M.sub.1 and M.sub.2 are each independently (1) a branched or straight chain aliphatic group having from 1-20 carbon atoms; or (2) a branched or straight chain, oxy-, carboxy- or amino-aliphatic group having from 1-20 carbon atoms; Y is --O--, --S-- or --NR'--, where R' is H or alkyl; R is H, alkyl, alkoxy, aryl, aryloxy, heterocyclic or heterocycloxy; the molar ratio of x:y is about 1; the molar ratio n:(x or y) is between about 200:1 and 1:200; and the molar ratio q:r is between about 1:99 and 99:1; wherein said biodegradable polymer is biocompatible before and upon biodegradat.
    Type: Grant
    Filed: April 2, 1998
    Date of Patent: December 26, 2000
    Assignees: Guilford Pharmaceuticals Inc., Johns Hopkins University
    Inventors: Hai-Quan Mao, Kam W. Leong, Zhong Zhao, James P. English
  • Patent number: 6111061
    Abstract: A polymer composition including phosphorus substituents which comprises:(a) a phosphono-substituted carboxylic acid or an ester of such acid; and(b) a mono- or polyfunctional entity polymerizable with (a).Substances suitable for use as (a) are aliphatic or aromatic phosphono substituted dicarboxylic acids or esters thereof.Substances suitable for use as (b) are polyhydric alcohols, aliphatic mononuclear or polynuclear aromatic polycarboxylic acids or esters or anhydrides thereof. Also suitable for use as (b) are aliphatic or aromatic polyamines and aliphatic or aromatic polyisocyanates or polyepoxides.
    Type: Grant
    Filed: May 8, 1997
    Date of Patent: August 29, 2000
    Assignee: Albright & Wilson UK Limited
    Inventors: Mohsen Zakikhani, Karen Sarah Mitchie
  • Patent number: 6043305
    Abstract: Halogen-free, oligomeric or polymeric, alkylene-bridged alkyl phosphonates having the general formula ##STR1## where n is a whole number of from 1 to 20;R.sup.1 and R.sup.5 are each C.sub.1 -C.sub.6 alkyl;R.sup.2 and R.sup.4 are each C.sub.2 -C.sub.10 alkyl andR.sup.3 is C.sub.2 -C.sub.10 alkyl.The use of such phosphonates as, or in connection with, a flame-retardant (e.g. for polyurethane foams, resins and composites, epoxy resins, phenolic resins, paints, varnishes or textiles).
    Type: Grant
    Filed: November 10, 1997
    Date of Patent: March 28, 2000
    Assignee: Albright & Wilson UK Limited
    Inventors: Christopher John Harris, Gary Woodward, Andrew John Taylor, Jasvir Singh Manku
  • Patent number: 6008318
    Abstract: A process for making a phosphoester polymer comprising the recurring monomeric units of formula I: ##STR1## wherein: X is --O-- or --NR"--, where R" is H or alkyl;L is a divalent organic moiety;R' is H, alkyl, alkoxy, aryl, aryloxy, heterocyclic, or heterocycloxy; andn is between about 25 to 2,000,is described. The process comprises the steps of:(a) polymerizing in the presence of a solvent p moles of a di-XH compound having formula II:H--X--L--X--H IIwherein X and L are as defined above, with q moles, where p.apprxeq.q, of a phosphorodihalo compound to form a polymer of formula I, wherein n is about 12 to 1000, having a first molecular weight Mw.sub.
    Type: Grant
    Filed: June 17, 1998
    Date of Patent: December 28, 1999
    Assignees: Guilford Pharmaceuticals Inc., Johns Hopkins University
    Inventors: Zhong Zhao, Hai-quan Mao, Kam W. Leong
  • Patent number: 5900469
    Abstract: The present invention relates to a storage-stable, phosphorus-modified epoxy resin having an epoxide value of 0.05 to 0.6 mol/100 g and comprising 5 to 25% by weight of an ester-anhydride formed from a phosphonic acid diester, phosphinic acid ester or mixture of these esters and phosphorus pentoxide, and to a process for its preparation by reaction of 95 to 75 parts by weight of an epoxy resin (A) having an epoxide value of 0.1 to 0.8 mol/100 g and 5 to 25 parts by weight of the ester-anhydride in the presence or absence of a solvent at -20 to 150.degree. C.
    Type: Grant
    Filed: March 6, 1997
    Date of Patent: May 4, 1999
    Assignee: Aventis Research & Technologies GmbH
    Inventors: Hans-Jerg Kleiner, Sebastian Horold, Guido Scholz
  • Patent number: 5854371
    Abstract: The invention relates to a flame-resistant epoxy resin mixture comprising epoxy resins, phosphorus-containing compounds and a curing agent, wherein the epoxy resin mixture comprises phosphorus-containing structural units of the formula I ##STR1## in which R1 is an alkyl or aryl group having from 1 to 10 carbon atoms, R2 is hydrogen or an alkyl group having from 1 to 4 carbon atoms and R is an alkylene, cycloalkylene or arylene group having from 2 to 20 carbon atoms.
    Type: Grant
    Filed: March 27, 1997
    Date of Patent: December 29, 1998
    Assignee: Hoechst Aktiengesellschaft
    Inventor: Sebastian Horold
  • Patent number: 5830973
    Abstract: The invention relates to a phosphorus-modified epoxy resin having an epoxide value of from 0 to 1.0 mol/100 g, comprising structural units derived from(A) polyepoxide compounds having at least two epoxide groups per molecule and(B) diphosphinic acids,to a process for their preparation and to their use.
    Type: Grant
    Filed: March 27, 1997
    Date of Patent: November 3, 1998
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Sebastian Horold, Hans-Peter Schmitz
  • Patent number: 5811188
    Abstract: The present invention relates to phosphorus-modified epoxy resins of the formulae (I) and/or (II) ##STR1## The invention furthermore relates to a process for the preparation of these phosphorus-modified epoxy resins and to their use for the production of shaped articles, coatings or laminates.
    Type: Grant
    Filed: February 28, 1997
    Date of Patent: September 22, 1998
    Assignees: Siemens Aktiengesellschaft, Aventis Research & Technologies GmbH & Co. KG
    Inventors: Jurgen Huber, Heinrich Kapitza, Hans-Jerg Kleiner, Wolfgang Rogler
  • Patent number: 5728468
    Abstract: The invention relates to an organic phosphorus compound-containing which comprises an interpenetrating polymer network (IPN) produced by polymerizing free-radically polymerizable monomers comprising at least an allyl group-containing monomer and an epoxy resin.
    Type: Grant
    Filed: August 3, 1994
    Date of Patent: March 17, 1998
    Assignee: Akzo Nobel N.V.
    Inventors: Jan Andre Jozef Schutyser, Antonius Johannes Wilhelmus Buser, Andre Steenbergen
  • Patent number: 5654430
    Abstract: The invention relates to novel oligomeric compounds of the formula I ##STR1## in which L is a group of the formula ##STR2## where the oxygen in the group L is in each case bonded to the phosphorus in the recurring structural units and the radical R.sub.2 or the carbon in the 4-position of the piperidinyl ring in the group L is in each case bonded to the oxygen in the recurring structural units; and the general symbols are as defined in claim 1, as stabilizers for organic materials against oxidative, thermal or light-induced degradation.
    Type: Grant
    Filed: April 5, 1995
    Date of Patent: August 5, 1997
    Assignee: Ciba-Geigy Corporation
    Inventor: Rita Pitteloud
  • Patent number: 5548060
    Abstract: A method for the alkylsulfonation of polymeric and cyclic trimer phosphazenes that includes reacting the phosphazene with a sultone. This method can be used to prepare sulfonated phosphazenes that are useful as biomedical materials, membranes, reversibly cross-linkable polymers, surfactants, and polyelectrolytes.
    Type: Grant
    Filed: August 8, 1994
    Date of Patent: August 20, 1996
    Assignee: Penn State Research Foundation, Inc.
    Inventors: Harry R. Allcock, Eric H. Klingenberg, Mark P. Weller