Polymerization Process And Product Thereof (e.g., Thermal Polymerization, Oxidative Polymerization, Etc.) Patents (Class 554/25)
  • Patent number: 11596952
    Abstract: The invention relates to esterquats which can be obtained by reacting di- or trialkanolamines with a mixture of fatty acids and polycarboxylic acids, and the esters obtained in this manner are then quaternized with an alkylating agent, wherein the di- or trialkanolamines correspond to formula (I), in which R1 and R2 independently of one another represent hydroxyalkyl groups with 1 to 20 carbon atoms, hydroxyalkenyl groups with 2 to 20 carbon atoms and 1, 2, or 3 double bonds, or addition products of 1 to 20 mol ethylene oxide on a hydroxyethyl group and R3 represents hydrogen, an alkyl group with 1 to 20 carbon atoms, an alkenyl group with 2 to 20 carbon atoms and 1, 2, or 3 double bonds, a hydroxyalkyl group with 1 to 20 carbon atoms, a hydroxyalkenyl group with 2 to 20 carbon atoms and 1, 2, or 3 double bonds, or addition products of 1 to 20 mol ethylene oxide on a hydroxyethyl group; the fatty acids correspond to formula (II), R4—COOH??(II) in which R4 represents an aliphatic, linear, or branched hyd
    Type: Grant
    Filed: January 16, 2018
    Date of Patent: March 7, 2023
    Assignee: CLARIANT INTERNATIONAL LTD
    Inventors: Matthias Arndt, Klaus-Ulrich Pedain, Pia Mueller, Gemma Solduga Ramirez, Yves Schunk, Jozef Kochan
  • Patent number: 8742148
    Abstract: Dimers of jojoba oil wax esters are prepared by reacting the wax esters in the presence of a catalytically effective amount of an acid catalyst in supercritical CO2. In the reaction, the double bonds of the wax esters are opened and cross link or polymerize two wax esters as dimers. The jojoba ester dimers which are produced are of the formula: wherein R1 and R1? are independently selected from the group consisting of C15-C23 monounsaturated hydrocarbons, R2 and R2? are independently selected from the group consisting of C8-C14 saturated hydrocarbons, and R3 and R3? are independently selected from the group consisting of C6-C8 saturated hydrocarbons.
    Type: Grant
    Filed: September 20, 2011
    Date of Patent: June 3, 2014
    Assignee: The United States of America, as represented by the Secretary of Agriculture
    Inventors: Zengshe Liu, Shailesh N. Shah
  • Patent number: 8642814
    Abstract: The invention describes methods and systems for making particular organic compounds from unsaturated fatty acids derived from biological materials. Particular embodiments describe synthesizing civetone and olefins from a mixture of palmitoleic and oleic unsaturated fatty acid esters. The inventive methods use reaction steps such as metathesis, cyclization, hydrolysis, and/or decarboxylation.
    Type: Grant
    Filed: July 24, 2013
    Date of Patent: February 4, 2014
    Assignee: Heliae Development, LLC
    Inventor: Sandip Shinde
  • Patent number: 8629290
    Abstract: Process for the production of saturated monocarboxylic acids and triglycerides of saturated carboxylic acids having more than one acid function starting from non-modified vegetable oils containing triglycerides of unsaturated fatty acids, comprising the oxidative cleavage of the unsaturated fatty acids.
    Type: Grant
    Filed: May 16, 2012
    Date of Patent: January 14, 2014
    Assignee: Novamont S.p.A.
    Inventors: Catia Bastioli, Giampietro Borsotti, Alessandra Merlin, Tiziana Milizia
  • Patent number: 8580984
    Abstract: Prepare an ester of a secondary hydroxy fatty acid oligomer by first partially homopolymerizing a hydroxylated fatty acid compound, reacting the partially homopolymerized hydroxylated fatty acid compound with an alcohol to form an intermediate product, and capping the intermediate product with an acid, acid anhydride or ester. The ester of a secondary hydroxy fatty acid oligomer may be represented as follows: (3) where R is an alkyl group that contains from six to twelve carbon atoms, R1 is hydrogen or a methyl radical, x is an integer within a range of from 8 to 12, n is an integer between 1 and 20, R2 is an alkyl group that contains from one carbon atom to twenty carbon atoms and R3 is an alkyl group that contains from one carbon atom to twelve carbon atoms.
    Type: Grant
    Filed: July 1, 2010
    Date of Patent: November 12, 2013
    Assignee: Dow Global Technologies LLC
    Inventors: Jochem Kersbulck, Daniele Vinci, Johan A. Thoen
  • Patent number: 8471072
    Abstract: The invention provides processes for preparing soy-based oligomeric polyols or substituted oligomeric polyols, as well as urethane bioelasteromers comprising the oligomeric polyols or substituted oligomeric polyols.
    Type: Grant
    Filed: February 2, 2010
    Date of Patent: June 25, 2013
    Assignee: The Curators of the University of Missouri
    Inventors: Galen Suppes, Zuleica Lozada, Arnold Lubguban
  • Patent number: 6897325
    Abstract: Branched fatty compounds are made by a process which comprises reacting an unsaturated fatty compound and an ?-olefin in the presence of a transition metal catalyst and a solvent mixture wherein the solvent mixture is a single liquid phase above 20° C. and is two liquid phases below 20° C.
    Type: Grant
    Filed: January 3, 2002
    Date of Patent: May 24, 2005
    Assignee: Cognis Deutschland GmbH & Co. KG
    Inventors: Christian Faengewisch, Arno Behr
  • Patent number: 6844450
    Abstract: Process for the synthesis of racemic thioctic acid comprising the following stages: a) reaction of the alkyl ester of 6,8-di-halo-octanoic acid in an organic solvent with an aqueous solution of alkali disulfide in presence of a compound for phase transfer catalysis selected from the group consisting of quaternary ammonium or phosphonium salts having the following general formula: where: A is nitrogen of phosphorus, X is selected from the group consisting of Cl, Br, I, HSO4, and H2PO4 and the substitutents R1, R2, R3 and R4 are selection from the group consisting of linear or branched alkyl radicals having one to twenty carbon atoms (C1-C20), said substituents being identical or different one from the other, or only one of said substituents is selected from the group consisting of arylalkyl radicals having the following formula —(CH2)nC6H5 in which n=1-16; b) followed by the hydrolysis of the ester of racemic thiotic acid.
    Type: Grant
    Filed: October 8, 2001
    Date of Patent: January 18, 2005
    Assignee: Laboratorio Chimico Internazionale S.p.A.
    Inventors: Annibale Salvi, Stefano Maiorana, Francesco Corcella
  • Patent number: 6727314
    Abstract: A composition comprising a polymer, wherein the polymer comprises at least one of: i) a blend of a first polymer comprising a reaction product of acetoacetoxyethyl (meth)acrylate monomer and a second polymer comprising a reaction product of castor oil (meth)acrylate monomer, and ii) a third polymer comprising a reaction product of acetoacetoxyethyl (meth)acrylate monomer and castor oil (meth)acrylate monomer. These polymer compositions can be cured by at least one of auto-oxidation and actinic radiation. Optionally, at least a portion of the acetoacetoxyethyl (meth)acrylate moieties in the polymer can be converted to a corresponding enamine by reaction with at least one of ammonia and an amine.
    Type: Grant
    Filed: December 13, 2001
    Date of Patent: April 27, 2004
    Assignee: BASF AG
    Inventors: Armin Burghart, Robert Shane Porzio, Dieter Urban
  • Patent number: 6680394
    Abstract: The invention relates to a continuous method for producing a cross-linked unsaturated fatty acid-based or fatty acid ester-based bonding agent, an elastic bonding agent produced according to said method and the use of said elastic bonding agent.
    Type: Grant
    Filed: November 15, 2001
    Date of Patent: January 20, 2004
    Assignee: DLW Aktiengesellschaft
    Inventors: Karen Brumm, Thomas Lage, Hanns-Jörg Mauk, Bernd Schulte, Karl-Heinz Schwonke
  • Patent number: 6599972
    Abstract: Novel latex or emulsion compositions containing internally plasticizing and crosslinkable monomers derived from traditional semi-drying or non-drying oils are disclosed and claimed. The monomers are ethylenically unsaturated derivatives of long-chain olefinic compounds. Preferred embodiments include latex formed from acrylate or methacrylate esters of fatty alcohols. A process for the synthesis of the latex composition is also disclosed, which involves (a) polymerization of the ethylenically unsaturated derivatives of a long-chain olefinic compound in an aqueous phase with at least one other copolymerizable monomer; and (b) blending of so formed polymer with at least one drier and a surfactant to form the novel latex or emulsion compositions. These compositions form films at low minimum film forming temperatures (MFT) ranging from −5 to 10° C.
    Type: Grant
    Filed: January 12, 2001
    Date of Patent: July 29, 2003
    Assignee: University of Southern Mississippi
    Inventors: Shelby Freland Thames, Kamlesh Gopichand Panjnani, Olan Stanley Fruchey
  • Patent number: 6492430
    Abstract: A process for preparing a composition comprising a mixture with ester and amine function in the form of ester-amines, amines, salts of amines, monoglycerides and diglycerides all derived from monomeric, dimeric, trimeric, and/or tetrameric fatty acids contained in polymerized polyunsaturated oil comprising: (a) polymerizing a polyunsaturated vegetable or animal oil to form a polymerized oil, (b) treating the polymerized oil with water vapor, and (c) reacting the polymerized oil with an excess of at least one compound containing at least one hydroxyl function and at least one tertiary amine function, optionally in the presence of a catalyst. Said methods further comprise adding the compositions to an oil effluent as dispersing agents for hydrates.
    Type: Grant
    Filed: May 19, 2000
    Date of Patent: December 10, 2002
    Assignee: Institut Francais du Petrole
    Inventors: Gérard Hillion, Isabelle Durand, Anne Sinquin, Marie Velly
  • Patent number: 6476081
    Abstract: In order to manufacture a composition mainly containing compounds with ester and amide functions, in particular in the form of ester-amides, as well as compounds with amine functions, such as ester-amines, the salts of amines, monoglycerides and diglycerides, formed from monomeric, dimeric, trimeric and/or tetrameric fatty acids contained in a polymerized polyunsaturated oil, a process is implemented which comprises the following stages: a) use (or preparation) of a polymerized oil by polymerization of a polyunsaturated vegetable or animal oil; b) treatment of said polymerized oil by entrainment with water vapor; and c) reaction of the polymerized oil thus treated with an excess of at least one aminoalcohol, in the presence or not of a catalyst. This composition can be used as an emulsifying and dispersing surfactant, in particular as an additive for dispersing hydrates in oil effluents.
    Type: Grant
    Filed: May 19, 2000
    Date of Patent: November 5, 2002
    Assignee: Institut Francais du Petrole
    Inventors: Gérard Hillion, Isabelle Durand, Anne Sinquin, Marie Velly
  • Patent number: 6452029
    Abstract: A nickel catalytic system that makes it possible to obtain branched compounds from fatty substances by reacting simple olefins on polyunsaturated esters, which may or may not be conjugated, is described. The compounds that are obtained may be hydrogenated and used as lubricant bases or may be transformed according to known procedures into compounds of acid, alcohol, amine or amide type, used in varied applications.
    Type: Grant
    Filed: July 28, 1999
    Date of Patent: September 17, 2002
    Assignee: Institut Francais du Petrole
    Inventors: Gérard Hillion, Hélène Olivier, Katja Siepen, Dominique Commereuc, Robert Stern
  • Patent number: 6418852
    Abstract: Vegetable oil-based printing inks having at least about 20 poises are formulated by admixing a vegetable oil-based printing ink vehicle having an effective amount of polymerized vegetable oil and an effective amount of unpolymerized vegetable oil sufficient to provide the vegetable oil-based printing ink with a viscosity of at least about 20 poises, and an effective amount of colorant to provide the vegetable oil-based printing ink with a predetermined color. Methods for reclaiming residual vegetable oil-based printing ink from a printing press and polymerizing the vegetable oil component of the vegetable oil-based printing ink vehicle are also disclosed.
    Type: Grant
    Filed: January 4, 2001
    Date of Patent: July 16, 2002
    Assignee: Franks Research Labs, Inc.
    Inventor: William A. Franks
  • Patent number: 6350889
    Abstract: A compound of formula (1), and compositions containing a plurality of such compounds, wherein, independently at each occurrence, R1 is a linear alkyl group having at least twenty carbons; R2 is selected from the diradical that results when two carboxyl groups are removed from polymerized fatty acid, and a linear C4-12 hydrocarbon group, with the proviso that at least one occurrence of R2 is the diradical that results when two carboxyl groups are removed from polymerized fatty acid; R3 is a diradical selected from C2-36 hydrocarbons and C4-30 poly(alkyleneoxides); X is selected from O and NH such that X—R3—X is selected from O—R3—O and NH—R3—O; and n represents a number of repeating units selected from 1-5, may be used as a vehicle for hot melt printing inks, including inks for ink jet printing.
    Type: Grant
    Filed: June 24, 1999
    Date of Patent: February 26, 2002
    Assignee: Arizona Chemical Company
    Inventor: Mark S. Pavlin
  • Publication number: 20020007080
    Abstract: Novel compounds derived from traditional semi-drying and non-drying oils featuring internally plasticizing and crosslinkable properties are disclosed and claimed. Preferred embodiments include acrylate or methacrylate esters of hydroxy long-chain olefinic compounds derived from castor oil or lesquerella oil. A process for the preparation of the novel compounds is also disclosed, which involves esterification reaction of ethylenically unsaturated carboxylic acids or its derivatives with substituted hydroxy long-chain olefinic compounds. These compounds are suitable for forming latices, which form films at low minimum film forming temperatures (MFT) ranging from −5 to 10° C. and cure to above ambient glass transition (Tg) polymers without the use of traditional organic cosolvents which contribute to environmental pollution via volatile organic compounds (VOCs) emissions. These latices are therefore useful in waterborne coatings, contact and pressure sensitive adhesives, and inks.
    Type: Application
    Filed: April 10, 2001
    Publication date: January 17, 2002
    Applicant: University of Southern Mississippi
    Inventors: Shelby Freland Thames, Kamlesh Gopichand Panjnani, Rajan Hariharan, Zhiyu Wang
  • Publication number: 20010031883
    Abstract: Novel compounds derived from traditional semi- drying and non-drying oils featuring internally plasticizing and crosslinkable properties are disclosed and claimed. Preferred embodiments include acrylate or methacrylate esters of hydroxy long-chain olefinic compounds derived from castor oil or lesquerella oil. A process for the preparation of the novel compounds is also disclosed, which involves esterification reaction of ethylenically unsaturated carboxylic acids or its derivatives with substituted hydroxy long-chain olefinic compounds. These compounds are suitable for forming latices, which form films at low minimum film forming temperatures (MFT) ranging from −5 to 10° C. and cure to above ambient glass transition (Tg) polymers without the use of traditional organic cosolvents which contribute to environmental pollution via volatile organic compounds (VOCs) emissions. These latices are therefore useful in waterborne coatings, contact and pressure sensitive adhesives, and inks.
    Type: Application
    Filed: April 10, 2001
    Publication date: October 18, 2001
    Applicant: The University of Southern Mississippi
    Inventors: Shelby Freland Thames, Kamlesh Gopichand Panjnani, Rajan Hariharan, Zhiyu Wang
  • Patent number: 6281373
    Abstract: Process for the preparation of dimeric fatty acid C1-4 alkyl esters comprising the steps of A) reacting a soybean oil condensate obtained from the deodorization of refined soybean oil and which contains less than 30% by weight of free and esterified oleic acid based on the total weight of free and esterified fatty acids in said condensate, with a C1-4 alkanol in the presence of a zinc oxide catalyst to convert free fatty acids and fatty acid glyceride esters to fatty acid C1-4 alkyl esters; B) removing excess C1-4 alkanol, volatile reaction by-products, water, and the zinc oxide catalyst from the resulting reaction mixture; C) heating the reaction mixture from step B) under vacuum to obtain a distillate of fatty acid C1-4 alkyl esters; D) separating the distillate from step C) into a fraction containing mostly C16-18 saturated fatty acid C1-4 alkyl esters and a second fraction containing mostly C16-18 unsaturated fatty acid C1-4 alkyl esters wherein the oleic acid C1-4 alkyl ester content is less than abo
    Type: Grant
    Filed: May 19, 1998
    Date of Patent: August 28, 2001
    Assignee: Henkel Corporation
    Inventors: Setsuo Sato, Carlos Alberto de Moura, Michael Sublett, C. William Blewett
  • Patent number: 6274750
    Abstract: Mixtures of dimeric and trimeric fatty acid C1-4 alkyl esters and processes for their preparation comprising either A) epoxidizing an unsaturated or partially hydrogenated fatty acid glyceride; B) transesterifying the epoxidized glyceride with a C1-4 alkanol to obtain epoxidized fatty acid C1-4 alkyl esters; and C) ring opening and dimerizing the epoxidized fatty acid C1-4 alkyl esters; or A) transesterifying an unsaturated or partially hydrogenated glyceride with a C1-4 alkanol to obtain olefinically unsaturated fatty acid C1-4 alkyl esters; B) epoxidizing the unsaturated fatty acid C1-4 alkyl esters; and C) ring opening and dimerizing the epoxidized fatty acid C1-4 alkyl esters.
    Type: Grant
    Filed: July 21, 1998
    Date of Patent: August 14, 2001
    Assignee: Cognis Corporation
    Inventors: Setsuo Sato, Ramiro Carielo Bueno, Wanderson Bueno De Almeida
  • Patent number: 6265594
    Abstract: Vegetable oil-based printing inks having at least about 20 poises are formulated by admixing a vegetable oil-based printing ink vehicle having an effective amount of polymerized vegetable oil and an effective amount of unpolymerized vegetable oil sufficient to provide the vegetable oil-based printing ink with a viscosity of at least about 20 poises, and an effective amount of colorant to provide the vegetable oil-based printing ink with a predetermined color. Methods for reclaiming residual vegetable oil-based printing ink from a printing press and polymerizing the vegetable oil component of the vegetable oil-based printing ink vehicle are also disclosed.
    Type: Grant
    Filed: December 7, 1999
    Date of Patent: July 24, 2001
    Assignee: Franks Research Labs, Inc.
    Inventor: William A. Franks
  • Publication number: 20010005758
    Abstract: To obtain branched compounds from fatty substances, simple olefins are reacted on polyunsaturated esters, which may or may not be conjugated, in the presence of an iron catalytic system, whereby the products that are obtained, primarily mono-addition compounds, can be hydrogenated and transformed into various compounds that can be used in particular as a base for surfactants, emulsifiers, emollients, lubricants or heavy metal salts.
    Type: Application
    Filed: December 26, 2000
    Publication date: June 28, 2001
    Inventors: Ingrid Bach, G?eacute;rard Hillion, H?eacute;l?eacute;ne Olivier
  • Publication number: 20010003134
    Abstract: Vegetable oil-based printing inks having at least about 20 poises are formulated by admixing a vegetable oil-based printing ink vehicle having an effective amount of polymerized vegetable oil and an effective amount of unpolymerized vegetable oil sufficient to provide the vegetable oil-based printing ink with a viscosity of at least about 20 poises, and an effective amount of colorant to provide the vegetable oil-based printing ink with a predetermined color. Methods for reclaiming residual vegetable oil-based printing ink from a printing press and polymerizing the vegetable oil component of the vegetable oil-based printing ink vehicle are also disclosed.
    Type: Application
    Filed: January 4, 2001
    Publication date: June 7, 2001
    Inventor: William A. Franks
  • Patent number: 6239298
    Abstract: There is disclosed a fuel lubricity additive, made by a two-step process wherein the first step is co-reacting an unsaturated base oil, predominantly from vegetable oil sources, and a compound having a diene structure and a carboxylic acid group, wherein the second step is esterifying or amidifying the free carboxylic acid group of anhydride group with a poly-hydroxy-containing compound or poly-amine compound to form the final fuel lubricity additive useful in diesel fuels. The inventive fuel lubricity additive also is useful as a dispersant.
    Type: Grant
    Filed: May 26, 1998
    Date of Patent: May 29, 2001
    Assignee: International Lubricants Inc.
    Inventors: Will F. Williamson, Phillip S. Landis, Blaine N. Rhodes
  • Patent number: 6235916
    Abstract: Novel compounds derived from traditional semi-drying and non-drying oils featuring internally plasticizing and crosslinkable properties are disclosed and claimed. Preferred embodiments include acrylate or methacrylate esters of hydroxy long-chain olefinic compounds derived from castor oil or lesquerella oil. A process for the preparation of the novel compounds is also disclosed, which involves esterification reaction of ethylenically unsaturated carboxylic acids or its derivatives with substituted hydroxy long-chain olefinic compounds. These compounds are suitable for forming latices, which form films at low minimum film forming temperatures (MFT) ranging from −5 to 10° C. and cure to above ambient glass transition (Tg) polymers without the use of traditional organic cosolvents which contribute to environmental pollution via volatile organic compounds (VOCs) emissions. These latices are therefore useful in waterborne coatings, contact and pressure sensitive adhesives, and inks.
    Type: Grant
    Filed: December 24, 1996
    Date of Patent: May 22, 2001
    Assignee: University of Southern Mississippi
    Inventors: Shelby Freland Thames, Kamlesh Gopichand Panjnani, Rajan Hariharan, Zhiyu Wang
  • Patent number: 6203720
    Abstract: Novel latex or emulsion compositions containing internally plasticizing and crosslinkable monomers derived from traditional semi-drying or non-drying oils are disclosed and claimed. The monomers are ethylenically unsaturated esters of long-chain olefinic compounds. Preferred embodiments include latex formed from acrylate or methacrylate esters of hydroxy fatty acid esters derived from castor oil or lesquerella oil. A process for the synthesis of the latex composition is also disclosed, which involves (a) an esterification reaction of ethylenically unsaturated carboxylic acid or its derivatives with a substituted hydroxy long-chain olefinic compound; (b) subsequent polymerization of the so formed ethylenically unsaturated ester of a long-chain olefinic compound in an aqueous phase with at least one other copolymerizable monomer; and (c) blending so formed polymer with at least one drier and a surfactant to form the novel latex or emulsion compositions.
    Type: Grant
    Filed: December 24, 1996
    Date of Patent: March 20, 2001
    Assignee: University of Southern Mississippi
    Inventors: Shelby Freland Thames, Kamlesh Gopichand Panjnani, Rajan Hariharan, Zhiyu Wang
  • Patent number: 6174948
    Abstract: Novel latex or emulsion compositions containing internally plasticizing and crosslinkable monomers derived from traditional semi-drying or non-drying oils are disclosed and claimed. The monomers are ethylenically unsaturated derivatives of long-chain olefinic compounds. Preferred embodiments include latex formed from acrylate or methacrylate esters of fatty alcohols. A process for the synthesis of the latex composition is also disclosed, which involves (a) polymerization of the ethylenically unsaturated derivatives of a long-chain olefinic compound in an aqueous phase with at least one other copolymerizable monomer; and (b) blending of so formed polymer with at least one drier and a surfactant to form the novel latex or emulsion compositions. These compositions form films at low minimum film forming temperatures (MFT) ranging from −5 to 10° C.
    Type: Grant
    Filed: December 24, 1996
    Date of Patent: January 16, 2001
    Assignee: The University of Southern Mississippi
    Inventors: Shelby Freland Thames, Kamlesh Gopichand Panjnani, Olan Stanley Fruchey
  • Patent number: 5788752
    Abstract: Vegetable oil-based printing inks having at least about 20 poises are formulated by admixing a vegetable oil-based printing ink vehicle having an effective amount of polymerized vegetable oil and an effective amount of unpolymerized vegetable oil sufficient to provide the vegetable oil-based printing ink with a viscosity of at least about 20 poises, and an effective amount of colorant to provide the vegetable oil-based printing ink with a predetermined color. Methods for reclaiming residual vegetable oil-based printing ink from a printing press and polymerizing the vegetable oil component of the vegetable oil-based printing ink vehicle are also disclosed.
    Type: Grant
    Filed: September 10, 1996
    Date of Patent: August 4, 1998
    Inventor: William A. Franks
  • Patent number: 5597934
    Abstract: The preparation of polyol compounds by (a) condensing glycerine in the presence of lithium compounds; (b) continuously distilling off the water produced by the reaction; (c) optionally subjecting the oligoglycerine mixture obtained to a transesterification reaction with fatty-acid glyceride esters. Such polyol compounds are suitable for use as starting materials in the production of polymers.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: January 28, 1997
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Johann Klein, Peter Daute, Udo Hees, Bernd Beuer
  • Patent number: 5576416
    Abstract: A new epoxy hardener composition is the product of the reaction of (A) a poly(alkylene oxide) monoamine or diamine with a molecular weight (Mn) of about 500 to 3000 and (B) a di- or polycarboxylic acid, in a ratio of moles of carboxylic acid to equivalents of amine of about 1:1 to 6:1 to yield an intermediate (C), which in a second step is reacted with (D) a di- or polyamine. The compositions of the invention are excellent emulsifiers of liquid epoxy resins in aqueous media without the addition of added surfactants or acidic compounds, and can be used to prepare water resistant water-borne coatings and related products from both liquid and solid epoxy resins, that possess long pot lives and contain relatively small amounts of volatile organic compounds.
    Type: Grant
    Filed: December 13, 1994
    Date of Patent: November 19, 1996
    Assignee: Air Products and Chemicals, Inc.
    Inventor: Frederick H. Walker
  • Patent number: 5476956
    Abstract: Co dimerization is conducted of at least one monoolefin, for example a monoolefinic hydrocarbon such as ethylene, propylene or 1-butene, a halogenated monoolefin such as vinyl chloride, or an olefinic functional compound such as methyl acrylate, acrylonitrile, allyl acetate or vinyl acetate, with at least one polyolefin containing at least two conjugated or unconjugated ethylene bonds, for example a diene hydrocarbon such as 1,3-butadiene, piperylene, or isoprene or a polyolefin containing a carboxylic function, such as a fatty acid or a fatty acid ester having 14 to 24 carbon atoms in the fatty chain derived, for example, from a natural oil. The reaction is carried out in the presence of a catalytic system having general formula [RhX.sub.4 ][YR.sub.4 ] where X represents a halogen ion or a SO.sub.4.sup.--, SO.sub.3.sup.-, OH.sup.-, OR.sup.- or R.sup.
    Type: Grant
    Filed: April 25, 1994
    Date of Patent: December 19, 1995
    Assignee: Institut Francais Du Petrole
    Inventors: Gerard Hillion, Robert Stern, Abakar Kotoko, Yves Chauvin
  • Patent number: 5454965
    Abstract: There is disclosed an improved telomerized oil comprising no more than 4% polyunsaturated fatty acids and a plurality of aliphatic rings, wherein the improved telomerized oil is made from about 20% to about 70% of a conjugated triglyceride oil, wherein the conjugated triglyceride oil has at least 50% of fatty acids having at least two conjugated double bonds and from about 30% to about 80% of a vegetable triglyceride oil, wherein the vegetable triglyceride oil has from about 10% to about 75% of its fatty acids being polyunsaturated and having from about 16 to about 26 carbon atom chain length (unbranched).
    Type: Grant
    Filed: August 18, 1993
    Date of Patent: October 3, 1995
    Assignee: International Lubricants, Inc.
    Inventors: Alka Shanahan, Phillip S. Landis
  • Patent number: 5442081
    Abstract: Process for the production of oligomeric fatty acids and lower alkyl esters thereof in which fatty acids containing 16 to 24 carbon atoms and 2, 3, 4 or 5 double bonds and/or lower alkyl esters thereof are oligomerized with C.sub.1-4 alcohols at an elevated temperature in the presence of a tin halide catalyst, optionally in combination with a halide of titanium, iron, cobalt, nickel, lead, and/or germanium.
    Type: Grant
    Filed: October 4, 1993
    Date of Patent: August 15, 1995
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Arno Behr, Hans-Peter Handwerk