Preparing Esters By Oligomerization Patents (Class 560/202)
  • Patent number: 9289749
    Abstract: The invention provides a polycondensation catalyst for producing polyester by an esterification reaction or a transesterification reaction between a dicarboxylic acid or an ester-forming derivative thereof and a glycol, wherein the polycondensation catalyst comprises particles of a solid base having on the surfaces an inner coating layer of titanic acid in an amount of from 0.1 to 50 parts by weight in terms of TiO2 per 100 parts by weight of the solid base, and an outer coating layer either of an oxide of at least one element selected from aluminum, zirconium and silicon, or of a composite oxide of at least two elements selected from aluminum, zirconium and silicon on the surface of the inner coating layer in an amount of from 1 to 50 parts by weight per 100 parts by weight of the solid base.
    Type: Grant
    Filed: July 31, 2013
    Date of Patent: March 22, 2016
    Assignee: Sakai Chemical Industry Co., Ltd.
    Inventors: Keiichi Tabata, Akihiro Kamon, Keiichi Ikegawa, Jun Naito
  • Patent number: 9074047
    Abstract: The invention provides a method for producing a catalyst for producing polyester by an esterification reaction or a transesterification reaction between a dicarboxylic acid or an ester-forming derivative thereof and a glycol, the method comprising hydrolyzing an organic titanium compound in an organic solvent in which particles of a solid base are dispersed thereby to form a coat layer of titanic acid on the surface of the particles of a solid base.
    Type: Grant
    Filed: December 23, 2011
    Date of Patent: July 7, 2015
    Assignee: SAKAI CHEMICAL INDUSTRY CO., LTD.
    Inventors: Hiromitsu Shimizu, Keiichi Tabata, Akihiro Kamon
  • Publication number: 20150018574
    Abstract: A self-metathesis process for the production of unsaturated dicarboxylic fatty diacids and/or unsaturated dicarboxylic fatty diesters, wherein unsaturated carboxylic fatty acids and/or esters of unsaturated carboxylic fatty acids are reacted in the presence of at least one defined ruthenium based catalyst compound. A catalyst enhancer compound selected from a sacrificial catalyst or a non-catalyst enhancer may also be used. The process exhibits improved reaction times and/or the catalyst can be used at very low concentrations.
    Type: Application
    Filed: March 18, 2013
    Publication date: January 15, 2015
    Applicant: CRODA INTERNATIONAL PLC
    Inventors: Bastiaan Wels, Hans Ridderikhoff, Tanja Van Bergen-Brenkman, Dessy Liminto
  • Publication number: 20130165358
    Abstract: Provided is a comb polyolefin. The comb polyolefin has a copolymer of a multifunctional acrylate monomer and a ?,?-diene monomer terminated with a polyolefin substituent. There is also a process for making a comb polyolefin. There is also a polymer backbone. There is also a polyolefin blend. There is also a lubricant composition including the comb polyolefin.
    Type: Application
    Filed: December 21, 2011
    Publication date: June 27, 2013
    Applicant: ExxonMobil Research and Egineering Company
    Inventors: Yong Yang, Andy Haishung Tsou, Donna Jean Crowther
  • Publication number: 20120264935
    Abstract: The invention discloses an improved process for the preparation of 2,2,5,5-tetrasubstituted hexane-1,6-dicarbonyl compounds, and in particular diethyl 2,2,5,5-tetramethylhexanedioate and dimethyl 2,2,5,5-tetramethylhexanedioate, by the alkylation of 1,2-difunctional ethane compounds with enolates of carbonyl compounds. The process provides higher yields and greater synthetic brevity than existing processes.
    Type: Application
    Filed: December 21, 2010
    Publication date: October 18, 2012
    Applicant: THE UNIVERSITY OF READING
    Inventors: Francis William Lewis, Laurence Marius Harwood, Michael James Hudson
  • Publication number: 20100041913
    Abstract: The invention provides a polycondensation catalyst for producing polyester by an esterification reaction or a transesterification reaction between a dicarboxylic acid or ester-forming derivative thereof and a glycol, wherein the polycondensation catalyst comprises particles of a solid base having on their surfaces either a coat layer of titanic acid in an amount of from 0.1 to 50 parts by weight in terms of TiO2 per 100 parts by weight of the solid base, or an inner coat layer of an oxide of at least one element selected from silicon, aluminum and zirconium or a composite oxide of at least two elements selected from silicon, aluminum and zirconium in an amount of from 1 to 20 parts by weight per 100 parts by weight of the solid base and an outer coat layer of titanic acid in an amount of from 0.
    Type: Application
    Filed: June 28, 2006
    Publication date: February 18, 2010
    Inventors: Toshikatsu Umaba, Hiromitsu Shimizu, Kenji Mori, Keiichi Tabata
  • Patent number: 6566549
    Abstract: A continuous process for oligomers which do not contain, as polymerized units, carboxylic acid-containing monomers and their salts, including the steps of: (1) forming a reaction mixture, substantially free of carboxylic acid-containing monomers and their salts, containing: (i) 0.5 to 99.95% by weight of the reaction mixture of at least one ethylenically unsaturated monomer; and (ii) 0.05 to 25% by weight, based on the weight of the ethylenically unsaturated monomer, of at least one free-radical initiator; and (2) continuously passing the reaction mixture through a heated zone wherein the reaction mixture is maintained at a temperature of at least 150° C. and a pressure of at least 30 bars for from 0.1 seconds to 4 minutes to form terminally-unsaturated oligomers. In addition, processes for forming oligomers of vinyl acetate and oligomers of vinyl alcohol are disclosed. Mixtures of fully saturated and terminally unsaturated oligomers are also disclosed.
    Type: Grant
    Filed: December 15, 1998
    Date of Patent: May 20, 2003
    Assignee: Rohm and Haas Company
    Inventors: Gary David Greenblatt, Barry Clifford Lange, Michael Damian Bowe, Richard Foster Merritt, Robert Wilczynski, Gary Robert Larson, Lori Marie Petrovich, David William Whitman
  • Patent number: 6566563
    Abstract: A process for making OH-terminated compounds involving: (a) combining at least one CH2OH-terminated diol and a titanium-containing catalyst to form a reaction mixture; (b) heating the reaction mixture to a temperature of from 110 to 160° C. to form a heated reaction mixture; (c) continuously adding dimethyl carbonate to the heated reaction mixture; (d) continuously distilling all methanol released from the heated reaction mixture; (e) heating the reaction mixture to a temperature of from 190 to 240° C. to form an OH-terminated product; (f) removing unreleased methanol and dimethyl carbonate from the reaction mixture under a pressure of less than 100 mbar; and (g) deactivating the titanium-containing catalyst by adding from 0.8 to 2 equivalents, based on the catalyst, of a 1 to 20% by weight aqueous solution of phosphoric acid to the reaction mixture, at a temperature of from 80 to 120° C.
    Type: Grant
    Filed: May 4, 2001
    Date of Patent: May 20, 2003
    Assignee: Cognis Deutschland GmbH & Co. KG
    Inventors: Alfred Westfechtel, Roland Gruetzmacher, Elke Grundt
  • Publication number: 20020137857
    Abstract: The invention relates to a curable composition and a process of preparing the curable composition. The process comprises (a) forming an oligomer from oligomerization of a mixture of a monomer A having a functional group and a monomer B at a temperature in the range of from 150° C. to 650° C., a pressure in the range of from 3 MPa to 35 MPa and the pressure is high enough to maintain the reaction mixture in a fluid state and a residence time in the range of from 0.1 second to 4 minutes; and (b) reacting a modifier having at least one reactive moiety with the oligomer through a reaction between the reactive moiety of the modifier and the functional group of the monomer A in the oligomer, and the modifier further comprises a curable group.
    Type: Application
    Filed: April 13, 1999
    Publication date: September 26, 2002
    Inventors: BARRY CLIFFORD LANGE, MICHAEL DAMIAN BOWE, RICHARD FOSTER MERRITT, ROBERT WILCZYNSKI, WARD THOMAS BROWN, RONALD SCOTT BECKLEY
  • Publication number: 20020111448
    Abstract: A continuous process for oligomers which do not contain, as polymerized units, carboxylic acid-containing monomers and their salts, including the steps of:
    Type: Application
    Filed: December 19, 2001
    Publication date: August 15, 2002
    Inventors: Gary David Greenblatt, Barry Clifford Lange, Michael Damian Bowe, Richard Foster Merritt, Robert Wilczynski, Gary Robert Larson, Lori Marie Petrovich, David William Whitman
  • Publication number: 20020082371
    Abstract: A continuous process for oligomers which do not contain, as polymerized units, carboxylic acid-containing monomers and their salts, including the steps of:
    Type: Application
    Filed: December 19, 2001
    Publication date: June 27, 2002
    Inventors: Gary David Greenblatt, Barry Clifford Lange, Michael Damian Bowe, Richard Foster Merritt, Robert Wilczynski, Gary Robert Larson, Lori Marie Petrovich, David William Whitman
  • Patent number: 6255523
    Abstract: The present invention relates to powder coating compositions which can be cured at low temperatures. The powder coating composition of the invention include a unique combination of a branched oligoester polyol and uretdione crosslinking agent which when cured results in a coating binder with desirable hardness, flexibility, solvent resistance, corrosion resistance, weatherability and gloss.
    Type: Grant
    Filed: September 18, 1998
    Date of Patent: July 3, 2001
    Assignee: McWhorter Technologies, Inc.
    Inventors: Kamlesh Pai Panandiker, John Michael Bronk, Franklin Paul Spitler
  • Patent number: 6020520
    Abstract: Electrolytic hydrodimeric coupling of dialkyl maleates in alkanol solutions containing an alkanol-soluble alkali metal acetate/quatemary ammonium tetrafluoroborate mixed supporting electrolyte yields tetraalkyl 1,2,3,4-butanetetracarboxylates.
    Type: Grant
    Filed: September 24, 1998
    Date of Patent: February 1, 2000
    Assignee: Solutia Inc.
    Inventors: Monica C. Dutton, Melvin R. Bagley, Dennis J. Kalota
  • Patent number: 5952458
    Abstract: Synthesis of a vinyl terminated polymer by reacting a cationically polymerizable monomer in the form of a cyclic ether with an acid chloride in a suitable solvent and in the presence of a Lewis acid. The vinyl-terminated polymers can be polymerized with other appropriate monomers resulting in thermoplastic elastomers having suitable properties for use as binders for explosives and propellants.
    Type: Grant
    Filed: September 24, 1998
    Date of Patent: September 14, 1999
    Assignee: The Government of the United States as represented by the Secretary of the Navy
    Inventor: Mostafa A. H. Talukder
  • Patent number: 5942642
    Abstract: The invention relates to a method for making oligomers, including homo-oligomers and cooligomers, by the free radical polymerization of at least one monomer component B) having a greater tendency to polymerize and 0-90 wt. %, calculated on the oligomers, of a monomer component A) having a lesser tendency to polymerize, at an elevated temperature and in the presence of a polymerization initiator in a conventional polymerization vessel, by adding monomer component B) to monomer component A), or to a solution of monomer component A), or merely to a solvent, so that the mol ratio of B) to A), if A) is present, passes through values of 0 to about 0.2 during the initial phase of the polymerization and takes the value 0.
    Type: Grant
    Filed: September 25, 1997
    Date of Patent: August 24, 1999
    Assignee: Roehm GmbH Chemische Fabrik
    Inventors: Claudia Beyer, Horst Pennewiss
  • Patent number: 5880298
    Abstract: For the oligomerization of a fatty ester or fatty acid containing conjugated double bonds, the reaction uses a catalyst consisting of an activated earth, e.g., montmorillonite, at a temperature of from 100.degree.-180.degree. C., preferably from 130.degree.-160.degree. C. The process can be carried out continuously or in a batch process on a fixed bed and is particularly applicable to conjugated methyl esters obtained by conjugating and transesterifying sunflower seed oil. The oligomerized products obtained are particularly useful as lubricants or polycondensation reactants.
    Type: Grant
    Filed: January 14, 1994
    Date of Patent: March 9, 1999
    Assignees: Institut Francais du Petrole, Onidol
    Inventors: Gerard Hillion, Robert Stern, Odile Le Borgne
  • Patent number: 5731383
    Abstract: This invention relates to difunctional telechelic linear non-crosslinked polyolefins without pendant chain branched groups. The polyolefin compounds of this invention are useful for preparing high molecular weight polyesters, polyamides, polyureas and polyurethanes of high density without branching of the polymer chains, and with low permeability to gases and solvents.
    Type: Grant
    Filed: September 3, 1996
    Date of Patent: March 24, 1998
    Assignee: Amoco Corporation
    Inventors: Philip O. Nubel, Howard B. Yokelson
  • Patent number: 5559190
    Abstract: This invention relates to difunctional telechelic linear non-crosslinked polyolefins without pendant chain branched groups. The polyolefin compounds of this invention are useful for preparing high molecular weight polyesters, polyamides, polyureas and polyurethanes of high density without branching of the polymer chains, and with low permeability to gases and solvents.
    Type: Grant
    Filed: June 2, 1995
    Date of Patent: September 24, 1996
    Assignee: Amoco Corporation
    Inventors: Philip O. Nubel, Howard B. Yokelson
  • Patent number: 5347043
    Abstract: Dialkyl malonate/alkyl acrylate Michael addition product mixtures having at least three acceptor moieties in a substantial number of the molecules can be consistently prepared without the need for long reaction times or the use of a large excess of the acceptor when the reaction is effected by gradually adding one molar proportion of a dialkyl malonate to at least three molar proportions of an alkyl acrylate which has been preheated to 60.degree.-80.degree. C. in admixture with an initiator and a phase transfer catalyst. In a preferred embodiment, the preheated mixture is maintained at 60.degree.-80.degree. C. for at least one hour before the dialkyl malonate is added in order to increase the percentage of product composed of the heavier components.
    Type: Grant
    Filed: December 20, 1993
    Date of Patent: September 13, 1994
    Assignee: Albemarle Corporation
    Inventors: Mahmood Sabahi, Robert G. Irwin
  • Patent number: 5286879
    Abstract: An improved process for preparing mono-condensation derivatives of adipic acid with fewer steps and better purity is disclosed. In particular, this process comprises: (a) forming relatively concentrated and pure cyclic monomeric adipic anhydride by depolymerization and concentration starting from polymeric adipic anhydride; and (b) adding a condensation reactant having an active hydrogen, e.g., a primary or secondary amine, to said cyclic monomeric adipic anhydride to form the corresponding mono-condensation derivative of adipic acid.
    Type: Grant
    Filed: October 5, 1992
    Date of Patent: February 15, 1994
    Assignee: The Procter & Gamble Company
    Inventors: James C. Letton, Larry E. Miller
  • Patent number: 5245072
    Abstract: This invention relates to processes for making biodegradable surfactant. The process comprises several steps including an optional step. The first step is directed to reacting olefins with ZSM-23 catalyst to form oligomers having the formula -(C.sub.3).sub.x, (C.sub.4).sub.x or mixtures thereof. Second, the oligomer is hydroformylated to form a saturated alcohol, for example, tridecanol. Next, the saturated alcohol is ethoxylated. Thereafter a nonionic biodegradable surfactant is recovered. This surfactant can be used in detergent formulations. A process is also taught for making esters which can be used as lubricants or plasticizers. A specific hydroformylation process is taught which utilizes modified cobalt carbonyl catalyst. Also, a specific ethoxylation process is taught. Products formed according to the latter two processes as well as their uses are also taught.
    Type: Grant
    Filed: February 24, 1992
    Date of Patent: September 14, 1993
    Assignee: Mobil Oil Corporation
    Inventors: Thomas J. Giacobbe, George A. Ksenic
  • Patent number: 5187308
    Abstract: The present invention relates to a novel process for the production of low viscosity copolymers of maleic acid monoalkyl ester and vinyl alkyl ethers characterized in that the copolymerization of alkyl vinyl ether is performed with a mixture composed of maleic acid anhydride and maleic acid monoalkyl ester. The specific viscosity is controlled by the setting of a certain maleic acid anhydride to maleic acid monoalkyl ester ratio.
    Type: Grant
    Filed: November 14, 1990
    Date of Patent: February 16, 1993
    Assignee: Giulini Chemie GmbH
    Inventors: Zvi Pelah, Istvan Potencsik, Werner Kopp, Ernst Urmann
  • Patent number: 5106541
    Abstract: Oligomers and addition products obtained from the reaction of a saturated or olefinically unsaturated carboxylic acid, alcohol, ether, or ester with a substituted or unsubstituted acetic anhydride in the presence of a Mn compound, and processes for their preparation.
    Type: Grant
    Filed: January 9, 1990
    Date of Patent: April 21, 1992
    Assignee: Henkel Research Corporation
    Inventors: William E. Fristad, Alan G. Olivero, Steven Young, Christopher S. Sykes, Brock M. Siegel
  • Patent number: 5099061
    Abstract: A process is disclosed for preparing functionalized linear olefins by dimerizing terminal olefins in the presence of a cationic rhodium compound. Novel rhodium compounds useful in this process are also disclosed.
    Type: Grant
    Filed: September 11, 1990
    Date of Patent: March 24, 1992
    Assignee: The University of North Carolina at Chapel Hill
    Inventors: Maurice S. Brookhart, Sylviane Sabo-Etienne
  • Patent number: 5099048
    Abstract: A process is disclosed for preparing functionalized linear olefins by dimerizing terminal olefins in the presence of a cationic rhodium compound. Novel rhodium compounds useful in this process are also disclosed.
    Type: Grant
    Filed: June 11, 1991
    Date of Patent: March 24, 1992
    Assignee: The University of North Carolina at Chapel Hill
    Inventors: Maurice S. Brookhart, Sylviane Sabo-Etienne
  • Patent number: 5039754
    Abstract: A polymeric peroxide comprising a dilvalent recurring unit having the formula: ##STR1## wherein the recurring unit of Formula I has a 10 hour half-life temperature of at least 80.degree. C. and optionally a divalent recurring unit having the formula: ##STR2## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.5, X, X.sup.1, Y, Z, y and z are as defined in the Detailed Description of the Preferred Embodiments and the polymeric peroxide has a molecular weight of 1,000 to 200,000. The polymeric peroxides are derived from hydroxy-hydroperoxides of dihydroxy dialkyl peroxides. These polymeric peroxides can be used for preparing block copolymers and compatibilizing polymer blends and alloys.
    Type: Grant
    Filed: August 30, 1990
    Date of Patent: August 13, 1991
    Assignee: Atochem North America, Inc.
    Inventor: Jose Sanchez
  • Patent number: 4973743
    Abstract: This invention provides a process for preparing an oligomer of at least one polyunsaturated aliphatic C.sub.12-22 monocarboxylic acid ester in the presence of boron trifluoride resulting in a high yield or predominantly trimeric product which, upon hydrolysis, affords a high yield of polybasic, predominantly trimeric, acids. This invention further provides such a process with excellent recovery of the boron trifluoride.
    Type: Grant
    Filed: October 27, 1989
    Date of Patent: November 27, 1990
    Assignee: Henkel Corporation
    Inventors: Stephen W. Turner, Charles W. Blewett
  • Patent number: 4950785
    Abstract: Process of synthetizing ethylene-tetracarboxylic esters by duplication of lonic compounds of the formula: ##STR1## wherein X=COOR, Y=COOR' and R and R' represent an organic group, characterized in that the duplication is an oxidative duplication conducted in the presence of a catalyst consisting of the salt of a transition metal.
    Type: Grant
    Filed: February 21, 1989
    Date of Patent: August 21, 1990
    Assignee: Presidenza del Consilglio dei Ministri Ufficio del Ministro per il coordinamento delle iniziative per la ricerca scientifica e tecnologica
    Inventors: Roberto Santi, Giuseppe Cometti
  • Patent number: 4927957
    Abstract: Alkyl acrylates are catalytically dimerized, e.g., to produce alkyl diesters of dihydromuconic acid, in the presence of a catalytically effective amount of palladium, tetrafluoroboric acid and a hydrogenophosphonium tetrafluoroborate, and wherein the palladium concentration ranges from 0.1 to 3 mmol per mole of said at least one alkyl acrylate, the reaction temperature ranges from 70.degree. to 150.degree. C. and the hydrogenophosphonium tetrafluoroborate concentration is at least 6 mmol per mole of said at least one alkyl acrylate.
    Type: Grant
    Filed: August 19, 1988
    Date of Patent: May 22, 1990
    Assignee: Rhone-Poulenc Chimie
    Inventors: Robert Perron, Sylvain Mutez
  • Patent number: 4889949
    Abstract: The alkyl acrylates, e.g., methyl or ethyl acrylate, are improvedly dimerized, or codimerized with a conjugated diene, by contacting same with a catalytically effective amount of (a) at least one palladium source, (b) at least one organophosphorus(III) compound, and (c) at least one hydracid HY, the anion Y.sup.- of which does not coordinate with palladium ions.
    Type: Grant
    Filed: June 28, 1988
    Date of Patent: December 26, 1989
    Assignee: Rhone-Poulenc Chimie
    Inventors: Pierre Grenouillet, Denis Neibecker, Igor Tkatchenko
  • Patent number: 4857434
    Abstract: This invention is directed to a thermal or radiation curable prepolymer, formulations containing same and processes of using same, said prepolymer comprising a liquid meth(acrylate) terminated polymeric hydrocarbon maleate having pendant maleate groups. Said prepolymer either per se or formulated with mono- or multi-functional unsaturated monomers and either a thermal or photoinitiator on exposure to heat or UV or high energy ionizing radiation forms a cured material utilizable as a printing plate, coating, adhesive or sealant.
    Type: Grant
    Filed: September 2, 1987
    Date of Patent: August 15, 1989
    Assignee: W. R. Grace & Co.
    Inventor: Lori J. Klinger
  • Patent number: 4790957
    Abstract: This invention relates to aliphatic or aromatic polycarboxylic acid esters as defined herein which are useful as base oils alone in lubricating oil compositions or in admixture with completely synthetic, partially synthetic, or mineral oil-based lubricant compositions.
    Type: Grant
    Filed: October 9, 1987
    Date of Patent: December 13, 1988
    Assignee: BASF Aktiengesellschaft
    Inventors: Helmut Mach, Hans-Henning Vogel, Juergen Jahn
  • Patent number: 4786623
    Abstract: The alkyl acrylates, e.g., methyl or ethyl acrylate, are improvedly dimerized, or codimerized with a conjugated diene, by contacting same with a catalytically effective amount of (a) at least one palladium source, (b) at least one organophosphorus(III) compound, and (c) at least one hydracid HY, the anion Y.sup.- of which does not coordinate with palladium ions.
    Type: Grant
    Filed: March 20, 1987
    Date of Patent: November 22, 1988
    Assignee: Rhone-Poulenc Chimie
    Inventors: Pierre Grenouillet, Denis Neibecker, Igor Tkatchenko
  • Patent number: 4778830
    Abstract: Disclosed are polyester polyols liquid at 25.degree. C., having an average functionality of from 2 to 3, a hydroxyl number of from 25 to 400, an acid number smaller than 10 and a viscosity at 25.degree. C. of from 200 to 10,000 mPas, which contain in bonded form units having at least one of the structures--O--CH.sub.2 --CH(CH.sub.3)--CH.sub.2 --CH.sub.2 --CH.sub.2 --O--,--O--CH.sub.2 --CH(C.sub.2 H.sub.5)--CH.sub.2 --CH.sub.2 --O--,--OC--CH(CH.sub.3)--CH.sub.2 --CH.sub.2 --CO--and--OC--CH(C.sub.2 H.sub.5)--CH.sub.2 --CO--which are prepared by the polycondensation or transesterification of 2-methyl-1,5-pentanediol, 2-ethyl-1,4-butanediol, 2-methyl-glutaric acid and/or 2-ethyl succinic acid or their derivatives, optionally while using other organic polycarboxylic acids and multivalent aliphatic alcohols and are useful for preparing non-cellular or cellular polyurethane plastics or polyurethane-polyurea plastics.
    Type: Grant
    Filed: December 1, 1987
    Date of Patent: October 18, 1988
    Assignee: BASF Aktiengesellschaft
    Inventors: Joachim Streu, Matthias Marx, Peter Weyland, Dietrich Scherzer, Wolfgang Straehle
  • Patent number: 4762946
    Abstract: Polymeric pour point depressants are described which are prepared from new esters of .alpha.,.beta.-olefinically unsaturated carboxylic acids of the formulaR.sub.1 --CO--[--O--A--CO--]--.sub.n ORwhereinR.sub.1 --CO-- is an .alpha.,.beta.-olefinically unsaturated carboxylic acid residue containing from 3 to 6 carbon atoms,R is a saturated or unsaturated hydrocarbon radical containing from 10 to 24 carbon atoms,--[--O--A--CO--]-- is a residue of a hydroxycarboxylic acid having from 2 to 6 carbon atoms,A is an aliphatic radical having from 1 to 5 carbon atoms, andn is a number having a value of from 1 to 18.
    Type: Grant
    Filed: April 14, 1986
    Date of Patent: August 9, 1988
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Wolfgang Ritter, Wolfgang Zoellner
  • Patent number: 4692548
    Abstract: The dimerization of acrylate esters and of ethene and the codimerization of acrylate esters with C.sub.2-4 -alkenes or 1,3-butadiene and of 1,3-butadiene with ethene in the presence of:(a) a Pd and/or Ru compound,(b) a compound containing one trivalent N or P atom, and(c) an Ag and/or Cu salt,yields at an increased reaction rate dimers of high linearity, when a quinone is also present.
    Type: Grant
    Filed: May 14, 1986
    Date of Patent: September 8, 1987
    Assignee: Shell Oil Company
    Inventor: Eit Drent
  • Patent number: 4670579
    Abstract: An olefin, especially an activated olefin, is telomerized by reaction with an arylamine, such as an aniline, in the presence of an alkyl nitrite, a copper catalyst, and a catalytic amount of water and/or acid and in the absence of more than about 0.5 volume part of inert solvent per volume part of olefin.
    Type: Grant
    Filed: June 30, 1986
    Date of Patent: June 2, 1987
    Assignee: Ethyl Corporation
    Inventor: Robert I. Davidson
  • Patent number: 4638084
    Abstract: A process is disclosed for dimerizing lower alkyl acrylates or lower alkyl methacrylates utilizing a bis(ethylene) rhodium tetrafluoroborate catalyst.
    Type: Grant
    Filed: September 12, 1985
    Date of Patent: January 20, 1987
    Assignee: Shell Oil Company
    Inventor: David M. Singleton
  • Patent number: 4634793
    Abstract: A process for the dimerization in the liquid phase of an aliphatic mono-olefin having 2 to about 12 carbon atoms with a catalytic system formed by combining, in the presence of water, an alcohol or a carboxylic acid,a. a palladium compound,b. a chelate ligand having as coordinating atoms at least two Group Va atoms which are connected through a chain comprising 2 to about 6 carbon atoms, andc. a compound containing an anion of an acid, except hydrohalogenic acids.
    Type: Grant
    Filed: October 3, 1985
    Date of Patent: January 6, 1987
    Assignee: Shell Oil Company
    Inventor: Eit Drent
  • Patent number: 4613679
    Abstract: Emulsifiable polyolefin waxes are prepared by reacting low molecular weight homo- and copolymers containing at least one alpha-olefin monomer having at least three carbon atoms with diesters of maleic acid in the presence of a free radical source. These emulsifiable polyolefin waxes having a Gardner color of less than two form excellent nonionic emulsions which are useful in low color floor polishes.
    Type: Grant
    Filed: September 13, 1979
    Date of Patent: September 23, 1986
    Assignee: Eastman Kodak Company
    Inventor: Kenneth R. Mainord
  • Patent number: 4594447
    Abstract: The invention relates to a process for the dimerization of derivatives of acrylic acid in the homogeneous phase which process is characterized in that a compound having the general formula H.sub.2 C.dbd.CR.sup.1 -COOR.sup.2, wherein R.sup.1 represents H or a linear alkyl group having from 1 to 3 carbon atoms and R.sup.2 represents a linear alkyl group having from 1 to 3 carbon atoms, is reacted in a solvent at a temperature of from -50.degree. C. to +50.degree. C. in the presence of nickel compounds as catalysts which contain complex anions X in a molar ratio Ni:X=1:1 and organic or hydride ligands and are modifed with phosphanes having the general formula PR.sub.2 R', wherein R and R' may be same or different and represent alkyl residues having from 1 to 8 carbon atoms or phenyl residues, as well as the use of the dimers formed in the dimerization.
    Type: Grant
    Filed: October 3, 1984
    Date of Patent: June 10, 1986
    Assignee: Studiengesellschaft Kohle mbH
    Inventors: Gunther Wilke, Karin Sperling, Ludwig Stehling
  • Patent number: 4547323
    Abstract: The process comprises dimerizing methacrylic acid derivatives in the presence of an organic Co(II) glyoxime to produce 2,2-dimethyl-4-methyleneglutaric acid and/or derivatives thereof. Methacrylic acid derivatives include methacrylic acid or derivatives of methacrylic acid. The composition produced by the process comprises a glutaric dimer acid which can be further polymerized to form high molecular weight polymer useful as a binder in protective coatings.
    Type: Grant
    Filed: March 21, 1984
    Date of Patent: October 15, 1985
    Assignee: SCM Corporation
    Inventor: Gary M. Carlson
  • Patent number: 4519954
    Abstract: A catalyst and a liquid phase process are provided for the dimerization of acrylic compounds. The process includes contacting an acrylic compound with the catalyst in the presence of hydrogen, wherein the catalyst comprises an inorganic oxide catalyst support, trivalent pendant atoms covalently bonded to the support and ruthenium complexed with said trivalent pendant atoms.
    Type: Grant
    Filed: December 29, 1982
    Date of Patent: May 28, 1985
    Assignee: The Standard Oil Company
    Inventors: James D. Burrington, Fred A. Pesa, Elizabeth A. Maher, Robert K. Grasselli
  • Patent number: 4504674
    Abstract: Alkyl acrylate esters are dimerized to dialkyl hexenedioates in the presence of a metal-treated ruthenium compound, an alcohol, optionally a phosphine, and optionally a carboxamide. The hexenedioate products are useful to prepare adipic acid.
    Type: Grant
    Filed: April 18, 1983
    Date of Patent: March 12, 1985
    Assignee: E. I. DuPont de Nemours & Co.
    Inventor: Ronald J. McKinney
  • Patent number: 4485256
    Abstract: Process for dimerizing alkyl acrylate esters to dialkyl hexenedioates in the presence of an alkali metal-treated or alkaline earth metal-treated ruthenium compound. The hexenedioate products are useful to prepare adipic acid.
    Type: Grant
    Filed: February 28, 1983
    Date of Patent: November 27, 1984
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Ronald J. McKinney
  • Patent number: 4451665
    Abstract: Catalytic process for dimerizing a lower alkyl acrylate or methacrylate by contacting, at about 0.degree. to about 150.degree. C., the acrylate or methacrylate with the catalyst of the formula (RCN).sub.4 PdX.sub.2 wherein R is hydrocarbyl which contains no carbon-carbon unsaturation other than aromatic unsaturation and X is an anion which is incapable of displacing RCN from the cationic moiety of the palladium complex.
    Type: Grant
    Filed: December 30, 1982
    Date of Patent: May 29, 1984
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: William A. Nugent
  • Patent number: 4229559
    Abstract: This invention is directed to a half ester characterized by the following empirical formula: ##STR1## wherein n is a number having an average value of 1.7 to 2, and m is equal to 2-n. Also described herein is a composition comprising said half ester, maleic anhydride and an ethylenically unsaturated monomer, wherein at least 75 mole percent of the half ester is in the maleate form.
    Type: Grant
    Filed: May 1, 1979
    Date of Patent: October 21, 1980
    Assignee: Union Carbide Corporation
    Inventors: Robert J. Cotter, Hugh C. Gardner
  • Patent number: 4158736
    Abstract: Polymers of esters of acrylic acid having an average chain length of about 6 to about 30 mers are prepared by an anionic polymerization reaction, carried out in the presence of a catalytic amount of an alkoxide anion. These polymers, their hydrolysis products, and their derivatives have a wide variety of applications, including among others use as components in films, coatings, fibers, impregnants, adhesives, and binders, and use as modifiers, plasticizers, melt flow improvers, and leveling agents.
    Type: Grant
    Filed: November 5, 1975
    Date of Patent: June 19, 1979
    Assignee: Rohm and Haas Company
    Inventors: Sheldon N. Lewis, Richard A. Haggard
  • Patent number: 4105855
    Abstract: Symmetrical carotenoids are prepared from the half-molecules by dimerizing the phosphonium salts of the half-molecules with peroxides, peroxo compounds or peroxy compounds in an alkaline medium.
    Type: Grant
    Filed: January 26, 1976
    Date of Patent: August 8, 1978
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernhard Schulz, Joachim Paust, Joachim Schneider
  • Patent number: 4053503
    Abstract: A method for dimerizing heptadiene acid esters in the presence of a catalyst which is a metal of Group IA of the Periodic System or an alcoholate, hydride, amide, or tritylate thereof, or is an alcoholate, hydride, or amide of a metal of Group IIA of the Periodic System.
    Type: Grant
    Filed: April 9, 1976
    Date of Patent: October 11, 1977
    Assignee: Schering Aktiengesellschaft
    Inventors: Christian Burba, Peter Borner