Ethylenically Unsaturated Carboxylic Acid Or Derivative Of An Ethylenically Unsaturated Carboxylic Acid Patents (Class 528/306)
  • Patent number: 6391518
    Abstract: The present invention provides a photoresist monomer represented by the following formula 2; a photoresist copolymer represented by the following formula 100; and a photoresist composition containing the same. wherein, R1 and R2 are independently —COOH or —R—COOH; and R is a substituted or unsubstituted (C1-C10) alkyl. wherein, R1 and R2 are independently —COOH or —R—COOH ; R is a substituted or unsubstituted (C1-C10) alkyl; R3 is —COOR* or —R′COOR*; R* is an acid labile group; R′ is a substituted or unsubstituted (C1-C10) alkyl; R4 is H or R3; R5 is a substituted or unsubstituted (C1-C10) alkyl; and a:b:c is the polymerization ratio of the comonomer.
    Type: Grant
    Filed: July 23, 1999
    Date of Patent: May 21, 2002
    Assignee: Hyundai Electronics Industries Co., Ltd.
    Inventors: Min Ho Jung, Jae Chang Jung, Geun Su Lee, Ki Ho Baik
  • Patent number: 6361700
    Abstract: A polyester is provided which facilitates the separation of blood into light and heavy phases via centrifugation in a blood collection vessel. The polyester is useful as a component of a partitioning composition formulated to have appropriate specific gravity to be positioned intermediate the light and heavy blood phases during centrifugation. The polyester composition can be prepared with relative ease compared to prior art polyesters useful in blood partitioning compositions. The polyesters of this invention comprise a dicarboxylic acid member, a polymeric fatty acid, a diol member and a moiety having at least one polymerizable carbon-carbon double bond and at least one functional group capable of reacting with the ends of the polyester chain. The polyesters have a lower viscosity when synthesized and are later cured to increase their viscosity to the desired level.
    Type: Grant
    Filed: February 20, 2001
    Date of Patent: March 26, 2002
    Assignee: Cognis Corporation
    Inventors: Jeffrey A. Gates, Michael S. Sharp
  • Patent number: 6355755
    Abstract: High molecular weight linear poly(propylene fumarate) having a relatively low polydispersity index by utilizing a relatively pure intermediate and a method for making same. Fumaryl chloride and propylene glycol are reacted in the presence of potassium carbonate. The potassium carbonate present in the reaction solution prevents the acid by-product from catalyzing reactions at the fumarate double bond. The bis(propyl fumarate) produced according to this technique can be transesterified using conventional processing steps to yield P(PF). The P(PF) produced from bis(propyl fumarate) produced according to the present method has a higher molecular weight and is purer than P(PF) produced using previously known techniques.
    Type: Grant
    Filed: October 4, 2000
    Date of Patent: March 12, 2002
    Assignee: Wm. Marsh Rice University
    Inventors: Susan J. Peter, Laura J. Suggs, Paul S. Engel, Antonios G. Mikos
  • Patent number: 6350849
    Abstract: The production is described of unsaturated polyesters, which exclusively contain maleate groups in their main chain, by the ring-opening polymerization of epoxides, such as glycidyl ethers, glycidyl esters and olefine epoxides, with &agr;,&bgr;-unsaturated anhydrides, preferably such as maleic anhydride, both on their own and in admixture with other cyclic anydrides, in the presence of a Zn2+ carboxylate. The polyesters which are thus produced are characterized by high molecular weights and a narrow molecular weight distribution. Polymerization can be effected between 50 and 120° C., but is preferably effected between 60 and 90° C., either in the melt or in a solvent. Unsaturated reactive thinners, which after the addition of suitable radical initiators react thermally or photochemically with the polyesters to form lacquers, cast parts or fiber-reinforced composite materials, can also be employed as solvents.
    Type: Grant
    Filed: August 3, 2000
    Date of Patent: February 26, 2002
    Assignee: Dainippon Ink and Chemicals, Inc.
    Inventors: Rainer B. Frings, Gerwald F. Grahe, Shinichi Nonaka
  • Patent number: 6348561
    Abstract: An alkali sulfonated polyester-amine resin generated from the reaction of an organic diol, and a mixture of an organic diacid, an alkali sulfonated diacid and an amino-organic diacid.
    Type: Grant
    Filed: April 19, 2001
    Date of Patent: February 19, 2002
    Assignee: Xerox Corporation
    Inventors: Walter Mychajlowskij, Daniel A. Foucher, Raj D. Patel, Guerino G. Sacripante
  • Patent number: 6337137
    Abstract: The invention relates to a powder paint composition comprising a polymer that contains endomethylene tetrahydrophthalic acid units and a crosslinker. The polymer is obtained by preparing an unsaturated polymer in a first step, which then reacts with cyclopentadiene at a temperature between 160 ° C and 220 ° C in a second step. The polymer preferably contains more than 10 wt.% endomethylene tetrahydrophthalic acid units and is preferably an unsaturated polymer.
    Type: Grant
    Filed: October 14, 1999
    Date of Patent: January 8, 2002
    Assignee: DSM N.V.
    Inventors: Fokeltje A. Koldijk, Eimbert G. Belder, Coenraad M. Gehrels, Tosko A. Misev
  • Patent number: 6291122
    Abstract: A branched polyester resin of the Formula wherein n and m represent randomly repeating segments, and the number of n and m segments in the polymer backbone are each of from about 10 to about 10,000; X is an alkylene group, an olefinic group, or an arylene; Y is an organic dioxy group or radical of I, II, or mixtures thereof; Z is an organic trioxy radical of III, IV, or mixtures thereof; and wherein R and R1 is a hydrogen atom or an alkyl group; G is an alkylene or arylene group, and a is 0 or 1.
    Type: Grant
    Filed: September 14, 2000
    Date of Patent: September 18, 2001
    Assignee: Xerox Corporation
    Inventors: Guerino G. Sacripante, Alan E. J. Toth, Marko D. Saban
  • Patent number: 6277929
    Abstract: An unsaturated polyester (i) having a weight-average molecular weight (Mw) of 1,000-100,000 and at least two carbon-carbon unsaturated bonds in the molecule thereof obtained by esterifying an unsaturated carboxylic acid (b) with a polyester-polyol (a) obtained by subjecting a polybasic carboxylic acid containing polymerized fatty acid and/or polymerize fatty acid ester to polycondensation with a polyhydric alcohol; and an unsaturated (poly)urethane having Mw of 1,000-100,000 and at least two carbon-carbon unsaturated bonds in molecule obtained by reacting said polyester-polyol (a), polyisocyanate (d) and compound (e) having active hydrogen and polymerizable carbon-carbon unsaturated bond. Said unsaturated polyester and unsaturated (poly)urethane exhibit excellent adhesive property, heat resistance, water resistance and flexibility after being cured.
    Type: Grant
    Filed: January 27, 2000
    Date of Patent: August 21, 2001
    Assignee: Vantico Inc.
    Inventors: Shizuo Kitahara, Ichiro Kawabuchi, Hiroshi Hayashi
  • Publication number: 20010009956
    Abstract: A polyester is provided which facilitates the separation of blood into light and heavy phases via centrifugation in a blood collection vessel. The polyester is useful as a component of a partitioning composition formulated to have appropriate specific gravity to be positioned intermediate the light and heavy blood phases during centrifugation. The polyester composition can be prepared with relative ease compared to prior art polyesters useful in blood partitioning compositions. The polyesters of this invention comprise a dicarboxylic acid member, a polymeric fatty acid, a diol member and a moiety having at least one polymerizable carbon-carbon double bond and at least one functional group capable of reacting with the ends of the polyester chain. The polyesters have a lower viscosity when synthesized and are later cured to increase their viscosity to the desired level.
    Type: Application
    Filed: February 20, 2001
    Publication date: July 26, 2001
    Inventors: Jeffrey A. Gates, Michael S. Sharp
  • Patent number: 6248844
    Abstract: A polyester is provided which facilitates the separation of blood into light and heavy phases via centrifugation in a blood collection vessel. The polyester is useful as a component of a partitioning composition formulated to have appropriate specific gravity to be positioned intermediate the light and heavy blood phases during centrifugation. The polyester composition can be prepared with relative ease compared to prior art polyesters useful in blood partitioning compositions. The polyesters of this invention comprise a dicarboxylic acid member, a polymeric fatty acid, a diol member and a moiety having at least one polymerizable carbon—carbon double bond and at least one functional group capable of reacting with the ends of the polyester chain. The polyesters have a lower viscosity when synthesized and are later cured to increase their viscosity to the desired level.
    Type: Grant
    Filed: June 4, 1999
    Date of Patent: June 19, 2001
    Assignee: Henkel Corporation
    Inventors: Jeffrey A. Gates, Michael S. Sharp
  • Patent number: 6222005
    Abstract: The invention relates to a process for preparing polyester resins by first reacting a carboxylic acid or its corresponding anhydride with a saturated monohydric alcohol to form the half ester and then reacting the half ester with a polyol. In addition to the polyol, up to 45 wt % of all oil containing unsaturation can be present in the second step.
    Type: Grant
    Filed: June 22, 2000
    Date of Patent: April 24, 2001
    Assignee: Ashland Inc.
    Inventors: Roman Loza, Patricia McDaniel
  • Patent number: 6214898
    Abstract: New modified polyester resin/organic peroxide systems for powder coatings which are applicable to temperature sensitive and metallic substrates include (a) a polyester resin which is a hydroxylated or carbonxylated polyester with unsaturation in its chain, and (b) an organic peroxide with a minimum curing temperature of between 140° and 190° C.; the relative proportions of resin and organic peroxides being 55-60% by weight of resin based on the final composition and 0.5-3.0 by weight of organic peroxide based on the final formulation. These systems find their main application in the manufacture of powder coatings for the coating of temperature sensitive substrates like plastics and metallic substrates, especially aluminum substrates, using the systems currently existing in industry.
    Type: Grant
    Filed: October 2, 1998
    Date of Patent: April 10, 2001
    Assignee: Herberts Gesellschaft mit beschränkter Haftung
    Inventor: José Luis Diloy Barrio
  • Patent number: 6204353
    Abstract: The invention relates to spinning finishes containing a lubricant of improved biodegradability, the lubricant consisting of block copolyesters. The block copolyesters are produced from hydrophilic polyethylene glycols and hydrophobic diols selected from the group of polypropylene glycols, polytetrahydrofurans, polycaprolactone diols, hydrogenation products of ricinoleic acid esters, 1,2-alkanediols, &agr;,&ohgr;-alkanediols and/or dimeric diols and dicarboxylic acids containing 2 to 36 carbon atoms connecting the blocks A) and B), anhydrides thereof, esters thereof with lower alcohols containing 1 to 8 carbon atoms and/or carbonic diesters of lower alcohols containing 1 to 8 carbon atoms.
    Type: Grant
    Filed: September 7, 1993
    Date of Patent: March 20, 2001
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Ulrich Eicken, Raymond Mathis, Norbert Bialas
  • Patent number: 6180747
    Abstract: A branched polyester resin of the Formula wherein n and m represent randomly repeating segments, and the number of n and m segments in the polymer backbone are each of from about 10 to about 10,000; X is an alkylene group, an olefinic group, or an arylene; Y is an organic dioxy group or radical of I, II, or mixtures thereof; Z is an organic trioxy radical of III, IV, or mixtures thereof; and wherein R and R1 is a hydrogen atom or an alkyl group; G is an alkylene or arylene group, and a is 0 or 1.
    Type: Grant
    Filed: February 28, 2000
    Date of Patent: January 30, 2001
    Assignee: Xerox Corporation
    Inventors: Guerino G. Sacripante, Alan E. J. Toth, Marko D. Saban
  • Patent number: 6180589
    Abstract: The invention provides novel polyether hydroxycarboxylate copolymers which are effective sequestering agents. The polyether hydroxycarboxylate copolymer when used in a cleaning composition enhances or “builds” the cleaning efficiency of the surfactant by inactivating hardness ions. In addition, the polyether hydroxycarboxylate copolymers assist in cleaning by dispersing and suspending soils to prevent the redeposition of soils. The polyether hydroxycarboxylate copolymer has the structure wherein M+ is a cation wherein M is independently selected from hydrogen, ammonia, alkali metals, alkaline earth metals, zinc, copper, organic amines, amino acids, and amino saccharides; R2 and R3 are independently hydrogen or a substituted or unsubstituted alkyl group having 1 to 4 carbon atoms; n is from about 2 to about 100; x1 and x2 are independently 0 or 1; a is from 0 to 99 mole percent; and b is from 100 to 1 mole percent, provided that (a+b) is 100 mole percent.
    Type: Grant
    Filed: January 5, 1999
    Date of Patent: January 30, 2001
    Assignee: National Starch and Chemical Investment Holding Corporation
    Inventors: Klein A. Rodrigues, Allen M. Carrier
  • Patent number: 6171700
    Abstract: A curable composite material composition comprising (A) a polymerizable unsaturated compound, (B) a fiber reinforcing material and/or fiber, and (C) a polymerization initiator comprising an organic boron compound represented by the general formula (1) wherein R1, R2, R3 and R4 each independently represent an alkyl, aryl, allyl, aralkyl, alkenyl, alkynyl, silyl or heterocyclic group, a halogen atom, or a substituted alkyl, substituted aryl, substituted allyl, substituted aralkyl, substituted alkenyl, substituted alkynyl or substituted silyl group, and Z+ represents a cation, and an acidic compound, as well as a curing process for the curable composite material composition which includes irradiating and/or heating the curable composite material composition.
    Type: Grant
    Filed: March 7, 1997
    Date of Patent: January 9, 2001
    Assignees: Showa Denko Kabushiki Kaisha, Showa Highpolymer., Ltd.
    Inventors: Shuichi Sugita, Hirotoshi Kamata, Tomio Yamamoto, Kazuo Ohtani, Hidetake Sendai
  • Patent number: 6162840
    Abstract: The invention concerns the use of monomer-free saturated or unsaturated polyester resins or mixtures of saturated and unsaturated polyester resins containing structural units of general formulae (I) and/or (II), in which n=1-10, as impregnation, sealing and coating compounds for electrical engineering and electronic components and for carrier substances for flat insulating materials.
    Type: Grant
    Filed: July 6, 1998
    Date of Patent: December 19, 2000
    Assignee: Dr. Beck + CO.AG
    Inventors: Rainer Blum, Thomas Loerzer, Gunther Hegemann, Manfred Eichhorst
  • Patent number: 6153663
    Abstract: A cross-linkage polymeric casting composition including an effective amount of a divinyl ester monomer of a bicyclic or polycyclic compound, and optionally, a minor amount of a di- or polythio compound. The specification and claims include allylic ethers withing the definition of divinyl ester, for example bisphenol fluorene diglycidyl allylic ether and bisphenol S diallyl ether.
    Type: Grant
    Filed: March 31, 1999
    Date of Patent: November 28, 2000
    Assignee: Sola International Holding, Ltd.
    Inventors: Fang Chen, Huan Kiak Toh
  • Patent number: 6133404
    Abstract: A biodegradable polyester is formed by carrying out esterification and polycondensation with a carboxylic acid monomer group comprising at least one aliphatic dicarboxylic acid containing 2 to 14 carbon atoms and at least one aromatic or alicyclic carboxylic acid, and at least one glycol in the presence of a composite catalyst comprising a titanium compound, a zinc compound, an antimony compound and a phosphorous compound. The composite catalyst significantly improves the reaction rate of polyester polymerization as well as increases the production amounts of the polyester, as compared with conventional catalysts. The polyester is high in molecular weight, excellent in thermal and mechanical properties by virtue of the introduction of the aromatic or alicyclic carboxylic acid or its derivative, in addition to showing good biodegradability. This polyester can replace preexisting, expensive aliphatic polyesters.
    Type: Grant
    Filed: February 2, 1999
    Date of Patent: October 17, 2000
    Assignee: National Institute of Technology and Quality
    Inventors: Hye Jung Kang, Sang Soon Park, Yong Joo Kim
  • Patent number: 6127080
    Abstract: A process for the preparation of an unsaturated polyester which comprises (i) reacting an organic diol with a cyclic akylene carbonate in the presence of a first catalyst to thereby form a polyalkoxy diol, and (ii) optionally adding thereto a further amount of cyclic alkylene carbonate in the presence of a second catalyst, and (iii) subsequently polycondensing the resulting mixture with a dicarboxylic acid.
    Type: Grant
    Filed: March 10, 2000
    Date of Patent: October 3, 2000
    Assignee: Xerox Corporation
    Inventors: Guerino G. Sacripante, Daniel A. Foucher, J. Stephen Kittelberger, Dongming Li, Marko D. Saban, Alan E. J. Toth, Robert D. Bayley
  • Patent number: 6120895
    Abstract: Biodegradable polyesters based onA) 95-99.99 mol % of at least one polyester A containing as monomeric building blocks of an acid component comprisinga.sub.11) 20-95 mol % of at least one aliphatic or cycloaliphatic dicarboxylic acid or its ester-forming derivative anda.sub.12) 5-80 mol % of at least one aromatic dicarboxylic acid or its ester-forming derivative andat least one dihydroxy compound or at least one amino alcohol or their mixtures, andB) 0.01-5 mol % of a mixture comprising mono-, bi-, tri-, tetra- and higher-nuclear isocyanurates or corresponding compounds containing two, three or four functional groups capable of reacting with the end groups of polyester A, or mixtures of the isocyanurates and the corresponding compounds,as well as molding compositions comprising said polyesters, their manufacture and their use in the manufacture of moldings, filsm, fibers and coatings.
    Type: Grant
    Filed: March 17, 1999
    Date of Patent: September 19, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Christoph Kowitz, Peter Bauer, Dieter Bernhard Beimborn, Bernd Bruchmann, Uwe Faller, Martin Laun, Udo Pagga, Gunter Pipper, Volker Warzelhan
  • Patent number: 6114458
    Abstract: A branched radial block copolymer including the reaction product of a dendritic macromolecular initiator, and one or more chain extending monomers.
    Type: Grant
    Filed: September 23, 1998
    Date of Patent: September 5, 2000
    Assignee: International Business Machines Corporation
    Inventors: Craig Jon Hawker, James Lupton Hedrick, Olof Mikael Trollsas
  • Patent number: 6110264
    Abstract: A phase change ink carrier composition comprising at least one anhydride/alcohol inclusive reaction product.
    Type: Grant
    Filed: June 25, 1998
    Date of Patent: August 29, 2000
    Assignee: Xerox Corporation
    Inventors: Jeffrey H. Banning, Clifford R. King, Donald R. Titterington
  • Patent number: 6107446
    Abstract: The invention relates to a process for preparing polyester resins by first reacting a carboxylic acid or its corresponding anhydride with a saturated monohydric alcohol to form the half ester and then reacting the half ester with a polyol.
    Type: Grant
    Filed: December 2, 1999
    Date of Patent: August 22, 2000
    Assignee: Ashland Inc.
    Inventors: Roman Loza, Patricia McDaniel
  • Patent number: 6103834
    Abstract: A process for co-polymerizing unsaturated vegetable oils or fatty acids utilizing the steps of mixing the unsaturated vegetable oil or fatty acid with maleic anhydride in a container. Simultaneously, inert gas is added to the container to provide an oxygen free environment within the container. A sufficient amount of initiator is added to the mixture in the container to produce free radicals for the co-polymerization of the vegetable oil with this fatty acid or the maleic anhydride.
    Type: Grant
    Filed: October 13, 1998
    Date of Patent: August 15, 2000
    Inventor: Abel M. Espinoza
  • Patent number: 6087414
    Abstract: Disclosed is a process which comprises reacting a polymer of the general formula ##STR1## wherein x is an integer of 0 or 1, A is one of several specified groups, such as ##STR2## B is one of several specified groups, such as ##STR3##
    Type: Grant
    Filed: December 23, 1998
    Date of Patent: July 11, 2000
    Assignee: Xerox Corporation
    Inventors: Timothy J. Fuller, Ram S. Narang, Thomas W. Smith, David J. Luca, Raymond K. Crandall
  • Patent number: 6080834
    Abstract: A catalyst composition is disclosed. The composition comprises a titanium compound, a complexing agent, a solvent, and optionally a cocatalyst. The cocatalyst can be a cobalt/aluminum catalyst, an antimony compound, or combinations thereof. Also disclosed is a process for producing the composition. The process comprises combining a titanium compound, a complexing agent, a solvent, and optionally a cocatalyst. Further disclosed is a process for using the composition which comprises contacting a carbonyl compound, in the presence of the composition, with an alcohol under a condition suitable for esterification, transesterification, polymerization, or combinations thereof.
    Type: Grant
    Filed: April 16, 1999
    Date of Patent: June 27, 2000
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Donald Edward Putzig, Edward Francis McBride, Hiep Quang Do, James Arthur Trainham, Hermann Ludwig Jaeger, Heiner Schulte
  • Patent number: 6074758
    Abstract: A poly(hydroxy ester ether) is prepared by reacting a) a diacid containing a hetero moiety of the formula:HO.sub.2 CCH.sub.2 X(RX).sub.y CH.sub.2 CO.sub.2 Hwherein X is selected from the group consisting of --O--, --S--, and NH; y is the whole number 0 or 1; and R is selected from the group consisting of an aromatic moiety and a heterocyclic moiety having from 6 to 30 carbon atoms; andb) a diglycidyl ether generally represented by the formula: ##STR1## wherein R.sup.2 is an aromatic moiety or divalent aliphatic hydrocarbon having 2 to 20 carbon atoms. Films, articles and laminations made from the composition exhibit an oxygen permeability of less than about 8 cc-mil/100 in.sup.2 -24 hour-atmosphere. The present invention is further directed to a miscible blend having the poly(hydroxy ester ether) of the present invention and a second component selected from a saturated polyester of an aromatic diacid, such as PET and PEN.
    Type: Grant
    Filed: November 4, 1999
    Date of Patent: June 13, 2000
    Assignee: Eastman Chemical Company
    Inventor: Robert Boyd Barbee
  • Patent number: 6066714
    Abstract: A catalyst composition is disclosed. The composition comprises a titanium compound, a phosphorus compound, an amine, a solvent and optionally a cocatalyst in which the phosphorus compound has a formula selected from the group consisting of (R.sup.1 O).sub.x (PO)(OH).sub.3-x, (R.sup.1 O).sub.y (P.sub.2 O.sub.3)(OH).sub.4-y, and combinations thereof; the amine is a tertiary amine; each R.sup.1 is independently a linear or branched alkyl radical containing from 1 to about 20 carbon atoms per radical; x is 1 or 2; and y is 1, 2, or 3; and the cocatalyst can be a cobalt/aluminum catalyst, an antimony compound, or combinations thereof. Also disclosed is a process for producing the composition. The process comprises combining a titanium compound, a phosphorus compound, a solvent, an amine, a solvent, and optionally a cocatalyst. The phosphorus compound, amie, and solvent are the same as those disclosed above.
    Type: Grant
    Filed: April 15, 1999
    Date of Patent: May 23, 2000
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Donald Edward Putzig, Edward Francis McBride, Hiep Quang Do, James Arthur Trainham, Hermann Ludwig Jaeger, Heiner Schulte
  • Patent number: 6063827
    Abstract: A process for the preparation of an unsaturated polyester which comprises (i) reacting an organic diol with a cyclic akylene carbonate in the presence of a first catalyst to thereby form a polyalkoxy diol, and (ii) optionally adding thereto a further amount of cyclic alkylene carbonate in the presence of a second catalyst, and (iii) subsequently polycondensing the resulting mixture with a dicarboxylic acid.
    Type: Grant
    Filed: July 22, 1998
    Date of Patent: May 16, 2000
    Assignee: Xerox Corporation
    Inventors: Guerino G. Sacripante, Daniel A. Foucher, J. Stephen Kittelberger, Dongming Li, Marko D. Saban, Alan E. J. Toth, Robert D. Bayley
  • Patent number: 6034203
    Abstract: A process which can be used in oligomerization, polymerization, or depolymerization such as, for example, the production of a polyester is provided. The process comprises contacting a carbonyl compound, in the presence of a composition, with an alcohol. The catalyst comprises a catalyst having the formula of M.sub.x Ti.sup.(III) Ti.sup.(IV).sub.y O.sub.(x+3+4y)/2 wherein M is an alkali metal, Ti.sup.(III) is titanium in the +3 oxidation state, Ti.sup.(IV) is titanium in the +4 oxidation state, x and y are numbers greater than or equal to zero wherein if x equals zero, y is a number less than 1/2.
    Type: Grant
    Filed: April 8, 1999
    Date of Patent: March 7, 2000
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Steven Raymond Lustig, Robert Ray Burch, Eugene M. McCarron, III
  • Patent number: 6034202
    Abstract: The invention provides non-antimony containing polymerization catalysts for the condensation of polyesters. The catalyst is in the form of a clear chlorine and/or bromine containing solution of a metal glycoxide and a metal glycolate having a pH in the range of from 0 to about 1, and containing chlorine and/or bromine atoms at a number ratio of chlorine and/or bromine to total metal cations in the catalyst ranging from about 0.5:1 to about 3:1. Polyesters produced with this catalyst have improved melt elasticity, and higher melt viscosity. The former property is desirable for the preparation of large and complex shaped polyester containers, and the latter property is desirable for melt spinning of industrial grade fibers and tire cords.
    Type: Grant
    Filed: March 1, 1999
    Date of Patent: March 7, 2000
    Assignee: AlliedSignal Inc.
    Inventors: Shaul Moshe Aharoni, Konstantin Nikolaev Goranov
  • Patent number: 6034204
    Abstract: Condensation products of basic amino acids with copolymerizable compounds which are obtainable by condensing(a) a basic amino acid selected from the group consisting of lysine, arginine, ornithine, tryptophane and mixtures thereof,(b) a copolymerizable compound selected from the group consisting of saturated monobasic carboxylic acids, unsaturated mono-basic carboxylic acids, polybasic carboxylic acids, carboxylic acid anhydrides, diketenes, monohydroxycarboxylic acids, polyhydroxycarboxylic acids and mixtures thereof, and optionally(c) at least one compound selected from the group consisting of amines, lactams, non-proteinogenic acids, alcohols, alkoxylated alcohols, alkoxylated amines, amino sugars, carbohydrates and sugar carboxylic acidsin a molar ratio of (a):(b) of from 100:1 to 1:1 at a temperature of at least 120.degree. C., and a process for the production of said condensation products by condensing compounds (a) and (b) and optionally (c) at a temperature of from 120.degree. to 300.degree. C.
    Type: Grant
    Filed: August 7, 1998
    Date of Patent: March 7, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernhard Mohr, Dieter Boeckh, Ralf Norenberg, Sherri Randall, Rajan Panandiker, Eugene Paul Gosselink, LeeAnn Luipold
  • Patent number: 6025410
    Abstract: The liquid oligomeric compositions of this invention are made by the Michael addition reaction of acetoacetate functional donor compounds with multifunctional acrylate receptor compounds where the equivalent ratios of multifunctional acrylate to acetoacetate vary from .gtoreq.1:1 to .gtoreq.13.2:1 depending on the functionality of both multifunctional acrylate and acetoacetate. Unuseable gelled or solid oligomer products occur below the claimed ranges. The liquid oligomers of this invention are further crosslinked to make coatings, laminates and adhesives.
    Type: Grant
    Filed: September 19, 1997
    Date of Patent: February 15, 2000
    Assignee: Ashland Inc.
    Inventors: Thomas M. Moy, Laurence Dammann, Roman Loza
  • Patent number: 6020393
    Abstract: A branched random aliphatic-aromatic copolyesters suitable for foaming has increased melt viscosity and melt strength during extrusion and comprises repeating units of:[--{(O--R.sup.1 --O).sub.a --(CO--R.sup.2 --CO).sub.b }--{(O--R.sup.3 --O).sub.c --(CO--Ar--CO).sub.d }--](BA).sub.x.The mole percent of the acid components and diol components are each based on 100 mole percent. The aliphatic acid residue, --CO--R.sup.2 --CO--, is present in an amount b ranging from 30 to 95 percent and the aromatic acid residue, --CO--Ar--CO--, is present in an amount d ranging from 5 to 70 percent. The diol residues, --O--R.sup.1 --O-- and --O--R.sup.3 --O--, are present in an amount a of 0 to 100 mol percent and in an amount c of 100 to 0 mol percent, respectively. The branching agent, BA, is present in an amount x of 0.01 to 10 weight percent based on the total weight of acid residues, diol residues and branching agent. A foamed article of the branched random aliphatic-aromatic copolyesters is disclosed.
    Type: Grant
    Filed: November 5, 1997
    Date of Patent: February 1, 2000
    Assignee: Eastman Chemical Company
    Inventor: Kishan Chand Khemani
  • Patent number: 6020420
    Abstract: This invention provides crystalline, water-dispersible polyesters comprising residues of 4,4'-biphenyl dicarboxylic acid. The polyesters comprise residues of 4,4'-biphenyl dicarboxylic acid, at least one difunctional sulfomonomer in an amount sufficient to provide water dispersibility to the polyester, and a glycol or a mixture of glycols. The polyesters of the invention are useful in ink and adhesive compositions.
    Type: Grant
    Filed: March 10, 1999
    Date of Patent: February 1, 2000
    Assignee: Eastman Chemical Company
    Inventor: Scott Ellery George
  • Patent number: 6015551
    Abstract: The disclosure relates to a copolymer obtainable by radically initiated polymerization of the following: A) 70-99.9 wt. % an olefinically unsaturated C.sub.3 -C.sub.5 monocarboxylic acid, an olefinically unsaturated C.sub.4 -C.sub.8 dicarboxylic acid or its anhydride, or a mixture of such carboxylic acids; with B) 0.1-30 wt. % one or more multiply olefinically unsaturated carboxylic acid derivatives of formula (I)Z--Y--(CHR.sup.3 --CH.sub.2 --X).sub.n --R.sup.4 (I)in which Z is a vinyl or allyl group or structure (a), ##STR1## R.sup.1, R.sup.2 are hydrogen or methyl, R.sup.3 is hydrogen, methyl or ethyl, R.sup.4 is a singly or multiply olefinically unsaturated alkenyl or cycloalkenyl group or a singly or doubly olefinically unsaturated arylalkylene group, X is oxygen or NH, Y is oxygen, NH or N-alkyl, n is a number between 0 and 50; and C) 0-29.9 wt. % other copolymerizable monomers. The proposed copolymer can be used as a thickener or dispergent for aqueous systems.
    Type: Grant
    Filed: June 2, 1998
    Date of Patent: January 18, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Christian Schade, Hans-Ulrich Wekel, Axel Sanner, Karin Sperling
  • Patent number: 6001891
    Abstract: A biodegradable aliphatic polyester elastomer which has rubber-like elasticity, hardness of 80 or less in accordance with ASTM D 676-58T, and elastic modulus from 1.times.10.sup.5 Pa to 1.times.10.sup.8 Pa at 25.degree. C., and decomposes with ease in the natural environment, under composting conditions or under hydrolysis conditions. The biodegradable aliphatic elastomer can be obtained by crosslinking aliphatic polyester containing aliphatic unsaturated polybasic acid as a polymer constituting ingredient and having a weight average molecular weight of 15,000 or more.
    Type: Grant
    Filed: May 29, 1997
    Date of Patent: December 14, 1999
    Assignee: Mitsui Chemicals, Inc.
    Inventors: Chojiro Higuchi, Masatoshi Takagi, Takeshi Kashima, Masanobu Ajioka, Yuji Terado
  • Patent number: 6001910
    Abstract: A remoistenable hot melt adhesive composition comprising (i) 25 to 80% by weight of a sulfonated polyester;(ii) 3 to 40% by weight of an anionic or cationic plasticizer;(iii) 0 to 40% by weight of a polar tackifier;(iv) 0 to 3% by weight of an antioxidant; and(v) 10 to 35% by weight of a polar wax; and(vi) optionally 0 to 30% nonionic plasticizer, wherein the total of (i)-(vi) to equal 100% by weight.
    Type: Grant
    Filed: April 9, 1999
    Date of Patent: December 14, 1999
    Assignee: National Starch and Chemical Investment Holding Corporation
    Inventors: Mitchell J. Blumenthal, Charles W. Paul, Matthew L. Sharak
  • Patent number: 5989758
    Abstract: There are provided liquid crystalline polyesters comprising 4'-hydroxy-4-stilbenecarboxylic acid type units, dicarboxylic acid units acting as a mesogen such as 4,4'-stilbenecarboxylic acid and catechol units as essential ingredients, and a liquid crystalline polyester composition comprising said polyesters and optically active liquid crystalline polyesters consisting essentially of 4,4'-stilbenedicarboxylic acid type units and aliphatic diol units having asymmetric carbons.
    Type: Grant
    Filed: September 30, 1998
    Date of Patent: November 23, 1999
    Assignee: Nippon Oil Company, Limited
    Inventors: Shinichi Komatsu, Suzushi Nishimura, Akira Takagi, Shinichiro Suzuki
  • Patent number: 5959067
    Abstract: The current invention relates to an alkyd resin particularly useful in high-solids coating compositions. The alkyd resin comprises the reaction product of an unsaturated fatty acid, a polyol, and the adduct of an .alpha.,.beta.-unsaturated dicarboxylic acid to an unsaturated fatty acid wherein the resin containsa) about 5 to about 40 weight % of the adduct of an .alpha.,.beta.-unsaturated dicarboxylic acid to an unsaturated fatty acid,b) about 50 to about 90 weight % of an unsaturated fatty acid which is not part of an adduct,c) about 8 to about 18 weight % of a polyol free from carboxylic groups,d) about 1 to about 30 weight % of an at least two hydroxyl groups-containing monocarboxylic acid,e) optionally, up to about 10 weight % of a dicarboxylic and/or a tricarboxylic acid, andf) optionally, up to 15 weight % of one or more monomers other than the monomers (a) through (e).Also disclosed is their use in coating compositions, particularly high-solids coating compositions having a VOC of less than 170.
    Type: Grant
    Filed: September 23, 1998
    Date of Patent: September 28, 1999
    Assignee: Akzo Nobel N.V.
    Inventors: Petrus Josephus Bakker, Dick Boekee
  • Patent number: 5952436
    Abstract: A general approach to making water-resistant polyetherester resins and thermosets is disclosed. In one aspect, an unsaturated polyetherester resin prepared by inserting a carboxylic acid derivative into a polyether is co-cured with a vinyl monomer and a di- or polyisocyanate to give a water-resistant, thermoset that has excellent dimensional stability, flexibility, and strength properties. Processes for making low-viscosity resins that give thermosets with good water resistance are also described. In one process, an unsaturated polyetherester resin intermediate reacts with a mono-functional isocyanate or fatty alcohol to produce an easy-to-formulate, low-viscosity, low-molecular-weight capped resin.
    Type: Grant
    Filed: January 13, 1998
    Date of Patent: September 14, 1999
    Assignee: Arco Chemical Technology, L.P.
    Inventors: Gangfeng Cai, Jeffrey A. Klang, Lau S. Yang
  • Patent number: 5942555
    Abstract: A photoactivatable reagent useful as a chain transfer reagent for providing a semitelechelic polymer having one or more terminal photoactivatable groups. The reagent provides one or more photoactivatable groups and one or more sulfhydryl (or other chain transfer) groups, the photoactivatable and chain transfer groups optionally being joined together by a spacer group. The reagent can be used to prepare a polymer by serving to initiate the polymerization of ethylenically unsaturated monomers. The reagent itself becomes an integral part of the resultant polymer, thereby providing the polymer with a terminal photoactivatable nature. The method provides a number of benefits, including the ability to provide homogeneous photoactivatable polymer compositions, e.g., in terms of the uniform location of the photogroup(s) on the terminal portion of each polymer molecule and the ability to build a desired nonpolar quality, and in turn improved surfactancy, into otherwise polar polymers.
    Type: Grant
    Filed: March 21, 1996
    Date of Patent: August 24, 1999
    Assignee: SurModics, Inc.
    Inventors: Melvin J. Swanson, Richard A. Amos, Dale G. Swan, Gary W. Opperman
  • Patent number: 5932344
    Abstract: A cement retarder which comprises a saturated or unsaturated polyester obtained by a reaction of a polycarboxylic acid component comprising a polycarboxylic acid having 2 to 6 carbon atoms in the main chain or its derivative, and a polyol component containing a polyhydric alcohol having 2 to 4 carbon atoms or its condensate, wherein:(a) the saturated polyester has a weight average molecular weight of about 300 to about 50,000; or(b) the unsaturated polyester has a weight average molecular weight of about 500 to about 25,000; or(c) the polyhydric alcohol used to obtain the saturated or unsaturated polyester is a condensate of a C.sub.2-4 alkylene glycol; or(d) the saturated polyester is a polyester obtained by the use of a condensate of a C.sub.2-4 alkylene glycol and has a weight average molecular weight of about 300 to about 50,000; or(e) the unsaturated polyester is a polyester obtained by the use of a condensate of a C.sub.
    Type: Grant
    Filed: October 7, 1996
    Date of Patent: August 3, 1999
    Assignee: Daicel-Huels Ltd.
    Inventors: Yoshiyuki Ikemoto, Toru Ikuta
  • Patent number: 5922474
    Abstract: The present invention relates to polyesters formed by reacting components comprising: (a) from about 20 to about 45 mol% of a diol; (b) from about 4 to about 25 mol% of a polyol; (c) from about 5 to about 25 mol% of a diacid; (d) up to 6 mol% of an ethylenically unsaturated anhydride; and (e) from about 35 to about 45 mol% of a monofunctional fatty acid, where all mole percentages are based on the total mols of (a), (b), (c), (d) and (e). Further, the present invention is directed to liquid enamel compositions comprising: (1) from about 50 to about 90 wt. % of a polyester of the present invention; (2) about 10 to about 50 wt. % of a crosslinking agent; and (3) less than about 20 wt. % of a suitable organic solvent; where all weight percentages are based on the total weight of (1), (2) and (3). The liquid enamel compositions of the present invention have a viscosity of 50 to 1,000 mPa s (cP) at room temperature.
    Type: Grant
    Filed: January 22, 1998
    Date of Patent: July 13, 1999
    Assignee: Eastman Chemical Company
    Inventor: Thauming Kuo
  • Patent number: 5914374
    Abstract: A urethanized polyester is claimed which is suitable as an additive for aqueous coating systems, which is obtainable by, in a first reaction stage (A), subjecting(a) from 10 to 45 mol-% of one or more diols,(b) from 5 to 50 mol-% of one or more polyols having at least 3 OH groups, and(c) from 35 to 47 mol-% of one or more aromatic, aliphatic or cycloaliphatic polycarboxylic acids and/or reactive derivatives thereof to a polycondensation reaction in a manner known per se until the reaction mixture has an acid number of from 1 to 10, and, in a reaction stage (B), reacting the resulting reaction product in a manner known per se with an organic polyisocyanate. The urethanized polyester is outstandingly suitable as an additive for aqueous coating materials in order to improve the rheological stabilization of coating materials.
    Type: Grant
    Filed: February 20, 1997
    Date of Patent: June 22, 1999
    Assignee: BASF Coatings AG
    Inventors: Vera Block, Harald Borgholte, Uwe Meisenburg, Heinz-Peter Rink, Ludwig Moorkamp
  • Patent number: 5880251
    Abstract: An improved two-stage process for the preparation of polyester resins is provided which involves an initial reaction of a dicarboxylic acid such as isophthalic acid with an alkylene oxide such as ethylene or propylene oxide in the presence of a catalyst to form an oligoester reaction mixture, followed by a second stage reaction between the oligoester reaction mixture and a dibasic acid or anhydride; a first-stage catalyst is employed which has a thermal decomposition temperature substantially at or below the second-stage reaction temperature. The most preferred first-stage catalyst is benzyltriethylammonium chloride.
    Type: Grant
    Filed: June 18, 1997
    Date of Patent: March 9, 1999
    Assignee: Cook Composites & Polymers Co.
    Inventors: Chih-Pin Hsu, Ming-Yang Zhao, L. Scott Crump
  • Patent number: 5854359
    Abstract: A process for making polyetherester resins is disclosed. A glycol ester of an aromatic diacid such as terephthalic acid is reacted with a polyether and a source of a dicarboxylic acid such as maleic anhydride to produce a polyetherester resin, wherein the aromatic diester content may be conveniently adjusted as desired. The process permits the preparation of unsaturated polyetherester resins with relatively high levels of terephthalate repeating units while avoiding the difficulties associated with the direct use of terephthalic acid in previously known procedures. Such unsaturated polyetheresters are useful for making thermoset resins with excellent mechanical and physical properties.
    Type: Grant
    Filed: February 18, 1998
    Date of Patent: December 29, 1998
    Assignee: ARCO Chemical Technology, L.P.
    Inventor: Lau S. Yang
  • Patent number: 5840822
    Abstract: Mono(hydroxyalkyl)urea and 2-oxazolidone crosslinking agents and compositions which utilize such crosslinking agents are disclosed. The mono(hydroxyalkyl)urea crosslinking agents contain a single urea group, a single hydroxyl group, and have at least two carbon atoms disposed between the urea group and the hydroxyl group. The compositions contain a poly-functional molecule which contains at least two functional groups selected from the group consisting of carboxyl and anhydride.
    Type: Grant
    Filed: September 2, 1997
    Date of Patent: November 24, 1998
    Assignee: National Starch and Chemical Investment Holding Corporation
    Inventors: Sharon P. Lee, Steven P. Pauls, Sr.
  • Patent number: 5834118
    Abstract: Hyperbranched polyester of a polyol with 3 to 10 reactive hydroxyl groups, preferably of equivalent reactivity, and an aromatic polycarboxylic anhydride with 2 to 4 carboxyl groups, preferably 3 carboxyl groups, each hydroxyl group of the polyol forming an ester linkage with one anhydride group of the polycarboxylic anhydride, and further glycidyl (meth)acrylate or allyl glycidyl ether forming ester linkages with the remaining carboxyl groups of the anhydride and free hydroxyl groups. Further in the hyperbranched polyester (meth)acrylic anhydride and/or an aliphatic carboxylic anhydride form ester linkages with the free hydroxyl groups. The invention also comprises a process for the production of hyperbranched polyesters and such polyesters obtainable by the process. The hyperbranched polyesters can be used as resins, curable by UV irradiation, for the production of coatings, adhesives, laminates, foils and thin films and fibre-reinforced composites.
    Type: Grant
    Filed: May 9, 1997
    Date of Patent: November 10, 1998
    Assignee: Neste Oy of Keilaniemi
    Inventors: Bengt R.ang.nby, Shi Wenfang