Oxirane Containing Reactant Patents (Class 554/149)
-
Patent number: 6531443Abstract: Improved modified monoethanolamide composition mixtures are provided which may be represented by the formula Wherein: R is an optionally substituted or unsubstituted, branched or straight chain, saturated or unsaturated hydrocarbon radical of 3-21 carbon atoms; B is CH3 or —CH2—CH3; and x is at least about 1. wherein the modified monoethanolamide compositions, which are liquid at ambient temperatures or lower, exhibit surfactant properties substantially the same as those exhibited by diethanolamides such as foam stabilization and viscosity building as well as other desirable characteristics.Type: GrantFiled: February 26, 2001Date of Patent: March 11, 2003Assignee: Mona Industries, Inc.Inventors: James E. Perella, Joseph A. Komor, Dennis L. Fost, Richard D. Katstra
-
Patent number: 6429324Abstract: Processes for preparing alkylene glycol esters of dimer fatty acids according to the general formula (I): H—(OR)n—O(O)C—R1—C(O)O—(RO)n—H (I) wherein R1 represents a hydrocarbon radical of a dimer fatty acid having from about 24 to about 44 carbon atoms, and each R independently represents an alkyl radical having from about 2 to about 3 carbon atoms, and each n independently represents a number of from about 0.25 to about 3.0, are described. The processes include: (a) providing dimer fatty acids; (b) providing an alkylene oxide; and (c) reacting the dimer fatty acids and the alkylene oxide, in the presence of a catalytically-effective amount of at least one alkanolamine.Type: GrantFiled: August 18, 2000Date of Patent: August 6, 2002Assignee: Cognis Deutschland and GmbHInventors: Hans-Christian Raths, Frank Bongardt, Ansgar Behler, Juergen Roeder
-
Patent number: 6380410Abstract: Fatty acid derivatives based on epoxidized unsaturated fatty acid esters or triglycerides and reacted with amines such as hydroxy- and/or amino-substituted hydrophilic amines or amino acids and/or with alkanols or with water on the epoxy group and/or the carboxylic ester groups are described. These fatty amides are suitable as surfactants in detergents and cleaners.Type: GrantFiled: October 25, 1999Date of Patent: April 30, 2002Assignee: BASF AktiengesellschaftInventors: Alfred Oftring, Martin aus dem Kahmen, Christian Ott, Günter Oetter, Richard Baur
-
Patent number: 6372927Abstract: The process for preparing an alkylene oxide adduct, including the steps of feeding an organic compound having active hydrogen and an alkylene oxide to a reaction column packed with a solid catalyst, and carrying out addition reaction of the organic compound having active hydrogen with an alkylene oxide in a gas-liquid fixed bed reaction, wherein the alkylene oxide is in a state of gas and the organic compound having active hydrogen is in a state of liquid.Type: GrantFiled: August 10, 1998Date of Patent: April 16, 2002Assignee: Kao CorporationInventors: Nobuhiro Tatsumi, Yoshikazu Ogura, Takanobu Katayama, Osamu Tabata
-
Publication number: 20020010350Abstract: The process for preparing an alkylene oxide adduct, including the steps of feeding an organic compound having active hydrogen and an alkylene oxide to a reaction column packed with a solid catalyst, and carrying out addition reaction of the organic compound having active hydrogen with an alkylene oxide in a gas-liquid fixed bed reaction, wherein the alkylene oxide is in a state of gas and the organic compound having active hydrogen is in a state of liquid.Type: ApplicationFiled: August 10, 1998Publication date: January 24, 2002Inventors: NOBUHIRO TATSUMI, YOSHIKAZU OGURA, TAKANOBU KATAYAMA, OSAMU TABATA
-
Patent number: 6300508Abstract: Fatty acid esters of alkylene glycols corresponding to the formula R1COO(AlkO)nH are thickeners for aqueous surfactant solutions, particularly for personal care products.Type: GrantFiled: June 30, 1998Date of Patent: October 9, 2001Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Hans-Christian Raths, Norman Milstein, Werner Seipel
-
Patent number: 6274750Abstract: 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: GrantFiled: July 21, 1998Date of Patent: August 14, 2001Assignee: Cognis CorporationInventors: Setsuo Sato, Ramiro Carielo Bueno, Wanderson Bueno De Almeida
-
Patent number: 6201144Abstract: Fatty ether compounds and a process for their production is disclosed. The compounds possess low viscosity and low temperature melting point properties and may be used as viscosity modifiers in the creation of cosmetics and complete vegetable oil based biodegradable fluids such as hydraulic fluids and dielectric fluids. Formation of these fatty ether compounds is by reaction of the appropriate hydroxy fatty acid or lactone with a nucleophilic alcohol in the presence of an acid catalyst to produce fatty ether esters. Following their formation, the fatty ether esters may be recovered for subsequent use, or in the alternative, they may either be hydrolyzed to produce fatty ether acids or transesterified with a different nucleophilic alcohol in the presence of an acid catalyst to produce alternate ester variants.Type: GrantFiled: May 29, 1996Date of Patent: March 13, 2001Assignee: The United States of America as represented by the Secretary of AgricultureInventors: Terry A. Isbell, Melissa S. Mund
-
Patent number: 6046344Abstract: A process for the preparation of hydroxypropylated quaternary ammonium compounds containing an ester functional group, preferably a fatty acid ester functional group, of formula (I): ##STR1## in which: R denotes a saturated or unsaturated, linear or branched C.sub.7 -C.sub.35 alkyl chain;R.sub.1, R.sub.2 and R.sub.3 independently denote a saturated or unsaturated, linear or branched C.sub.1 -C.sub.18 alkyl chain;X.sup.- denotes a halide or another anion chosen from: ##STR2## in which: R.sub.4 and R.sub.5 independently denote a saturated or unsaturated, linear or branched C.sub.1 -C.sub.8 alkyl chain, wherein the process comprises reacting, in a single step and in an alcoholic solvent at reflux, an aliphatic carboxylic acid (RCOOH) salt or an aliphatic carboxylic acid under basic catalysis conditions with a compound of formula (II): ##STR3## in which R.sub.1, R.sub.2, R.sub.3 and X.sup.- are defined as above.Type: GrantFiled: December 10, 1997Date of Patent: April 4, 2000Assignee: L'OrealInventors: Michel Philippe, Alain Campos
-
Patent number: 6008391Abstract: A process for making alkoxylated fatty acid alkyl esters involving: (a) providing a fatty acid alkyl ester; (b) providing an alkylene oxide component; (c) providing a catalyst component containing a mixture of: (i) a primary catalyst; and (ii) an alkylene glycol having from 2 to 6 carbon atoms; and (d) reacting (a)-(c) to make the alkoxylated fatty acid alkyl ester.Type: GrantFiled: September 25, 1998Date of Patent: December 28, 1999Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Rafael Pi Subirana, Joaquim Llosas Bigorra
-
Patent number: 6008392Abstract: A process for making alkoxylated fatty acid alkyl esters involving: (a) providing a fatty acid alkyl ester; (b) providing an alkylene oxide component; (c) providing a primary catalyst; (d) providing a co-catalyst selected from the group consisting of lithium hydroxide, an alkaline earth metal, a tin salt and mixtures thereof; and (e) reacting (a)-(d) to make the alkoxylated fatty acid alkyl ester.Type: GrantFiled: September 28, 1998Date of Patent: December 28, 1999Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Ansgar Behler, Almud Folge
-
Patent number: 6002030Abstract: A process is provided for the fatty acid esterification of propoxylated glycerin wherein fatty acids stripped from the esterifier and/or fatty acids stripped from the esterification product are scrubbed by contact with a scrubbing liquid which is maintained at a temperature above the fatty acid melting point.Type: GrantFiled: May 8, 1998Date of Patent: December 14, 1999Assignee: ARCO Chemical Technology, L.P.Inventor: Jon R. Valbert
-
Patent number: 5986117Abstract: A convenient method of obtaining useful esterified propoxylated glycerin fat substitutes from readily available triglycerides such as fats and oil is provided wherein a triglyceride is reacted with a propoxylated glycerin under conditions effective to remove glycerin during such reaction.Type: GrantFiled: June 18, 1997Date of Patent: November 16, 1999Assignee: Arco Chemical Technology, L.P.Inventor: Charles F. Cooper
-
Patent number: 5936107Abstract: Fatty acid polyethylene glycol esters of the formula (I):R.sup.1 CO(CH.sub.2 CH.sub.2 O).sub.n H (I)wherein R.sup.1 CO is a linear or branched, aliphatic, saturated and/or unsaturated acyl group having from about 6 to about 22 carbon atoms and n is a number from 0.5 to 1.5 are made by reacting ethylene oxide and a fatty acid in the presence of an alkanolamine in a homogeneous reaction medium.Type: GrantFiled: December 9, 1996Date of Patent: August 10, 1999Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Hans-Christian Raths, Ansgar Behler, Norman Milstein
-
Patent number: 5872269Abstract: Economics of heat are achieved in a process for batch fatty acid esterification of alkoxylated polyol by transferring the reaction mixture to a holding vessel and subsequently heating fresh feed to the batch reaction by indirect heat exchange with the transferred reaction mixture.Type: GrantFiled: May 8, 1998Date of Patent: February 16, 1999Assignee: Arco Chemical Technology, L.P.Inventor: Gary A. Sawyer
-
Patent number: 5849935Abstract: An improved process for the production of high yields of .delta.-lactones and 5-hydroxy fatty acids from unsaturated fatty acids which are free or esterified with glycerol is disclosed. The .delta.-lactones may be produced by reacting one or more .DELTA..sup.5 or .DELTA..sup.6 unsaturated fatty acids in the presence of an acid, clay or zeolite catalyst. Alternatively, the .delta.-lactones may be produced by reacting one or more triglycerides which are esters of glycerol with .DELTA..sup.5 or .DELTA..sup.6 unsaturated fatty acids with the same catalysts. Because the .delta.-lactones may be produced from the triglycerides of unsaturated fatty acids, the process may be practiced using naturally occurring plant oils directly, without the need for any preliminary steps of saponification. Optionally, the .delta.-lactones so formed may be further reacted with an alkali in an aqueous solution to produce 5-hydroxy fatty acids.Type: GrantFiled: September 27, 1995Date of Patent: December 15, 1998Assignee: The United States of America as represented by the Secretary of AgricultureInventors: Terry A. Isbell, Beth A. Plattner, Robert Kleiman
-
Patent number: 5817844Abstract: A method of manufacturing a fatty acid ester of polyoxyalkylene alkyl ether wherein a fatty acid ester of polyoxyalkylene alkyl ether represented by the following formula (I) is produced through a reaction between a fatty acid alkyl ester with an alkylene oxide in the presence of a composite metal-oxide catalyst whose surface is modified with a metal hydroxide or a metal alkoxide: ##STR1## wherein each of R.sub.1 and R.sub.3 independently represents an alkyl group or an alkenyl group, R.sub.2 represents an alkylene group, and n is a positive number.Type: GrantFiled: April 8, 1996Date of Patent: October 6, 1998Assignee: Lion CorporationInventors: Ituo Hama, Takahiro Okamoto, Hisashi Sasamoto, Hirofumi Nakamura
-
Patent number: 5741947Abstract: Alkoxylation products are prepared by reacting compounds having active hydrogen atoms with C.sub.2 -C.sub.4 -alkylene oxides in the presence of a mixed hydroxide built up of polycations and modified with additives and having the general formula I or II?M(II).sub.1-x M(III).sub.x (OH).sub.2 !A.sub.x/n .multidot.m L(I)?LiAl.sub.2 (OH).sub.6 !A.sub.1/n .multidot.m L (II)whereM(II) is at least one divalent metal ion,M(III) is at least one trivalent metal ion,A is at least one inorganic anion andL is an organic solvent or water,n is the valence of the inorganic anion A or in the case of a plurality of anions A is their mean valence andx can assume a value of from 0.1 to 0.5 andm can assume a value of from 0 to 10,as alkoxylation catalyst, wherein the mixed hydroxide contains additives.Type: GrantFiled: January 29, 1996Date of Patent: April 21, 1998Assignee: BASF AktiengesellschaftInventors: Gerhard Wolf, Bernd Burkhart, Guenter Lauth, Horst Trapp, Alfred Oftring
-
Patent number: 5646320Abstract: Fatty acid esters of isethionate salts are made by reacting ethylene oxide and a bisulfite salt, that may be made in situ, in aqueous ammonia while maintaining (1) the pH in the range of about 5.5 to about 6.5 and (2) the temperature in the range of 25.degree. C. to 85.degree. C. to form an isethionate salt. The isethionate salt is then esterified with a fatty acid to produce a product having little or no unwanted fatty acid esters of ethylene glycol.Type: GrantFiled: June 16, 1994Date of Patent: July 8, 1997Assignee: Henkel CorporationInventors: Timothy John Cassady, Norman Milstein, Richard P. Crews
-
Patent number: 5576451Abstract: Esters of fatty acids with ethoxylated polyols are prepared by (a) ethoxylating polyols in the presence of basic catalysts at high temperatures with 80 to 150 moles ethylene oxide per mol polyol and then (b) reacting the reaction product with 1 to 1.3 moles fatty acids per mole of hydroxyl groups contained in the original polyol, in the presence of acid catalysts. These esters are useful as thickeners of aqueous solutions of surface active agents.Type: GrantFiled: May 13, 1994Date of Patent: November 19, 1996Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Antonio Trius Oliva, Oriol Ponsati Obiols, Joaquim Bigorra Llosas, Esther Prat Queralt
-
Patent number: 5571935Abstract: Esterified alkoxylated polyols, particularly a fatty acid-esterified propoxylated glycerol, which exhibit improved flavor and oxidative stability by the addition of antioxidants to the alkoxylated polyols, either prior to or subsequent to steam stripping, fatty acids or combinations thereof prior to fatty acid esterification, and the products thereof.Type: GrantFiled: January 14, 1994Date of Patent: November 5, 1996Assignee: CPC International Inc.Inventors: Bernard C. Sekula, Thaddeus R. Ziegert, Michael R. Ferenz
-
Patent number: 5539135Abstract: Hydrophobicized double-layer hydroxide compounds may be produced if double-layer hydroxide compounds of the general formula (I): [M.sup.(II).sub.1-x M.sup.(III).sub.x (OH).sub.2 ] A.sub.x.n H.sub.2 O, in which M.sup.(II) is a divalent metal cation, M.sup.(III) is a trivalent metal cation, A is an equivalent of a monobasic and/or multibasic inorganic acid, x is a number from 0.2 to 0.5 and n is a number from 0 to 10, are reacted at elevated temperature and under autogenous pressure with at least one carboxylic acid or its salt and the reaction product is then dried. The hydrophobicized double-layer hydroxide compounds obtained by this process are suitable as catalysts for the alkoxylation of compounds with active hydrogen atoms or of fatty acid esters.Type: GrantFiled: October 4, 1993Date of Patent: July 23, 1996Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Wolfgang Breuer, Claudia Mai, Hans-Christian Raths, Elvira Scholz
-
Patent number: 5523431Abstract: The present application relates to a method of producing an amide product mixture having a low content of secondary amines by reacting an amide product mixture having a high secondary amine content with an aliphatic alkylene oxide in the absence of an essential amount of any alkoxylation catalyst. The amide product mixture obtained contains a minor amount of tertiary amines and exhibits advantageous properties when used for the formulation of cosmetic products, such as shampoos and creams; foam cleaning compositions, e.g. for textiles and cars; and functional fluids, such as lubricants, metal working fluids and hydraulic fluids.Type: GrantFiled: October 29, 1993Date of Patent: June 4, 1996Assignees: Berol Nobel AB, Castrol Ltd.Inventor: Rolf Skold
-
Patent number: 5519154Abstract: A process for producing ethoxylated ester surfactants in high yield has been discovered which employs no halogen-containing reactants or intermediates. Allyl alcohol is reacted with ethylene oxide to give an allyl alcohol ethoxylate; the ethoxylate in turn is reacted with a bisulfite salt (e.g. sodium metabisulfite) to give an ethylene glycol propanesulfonate or polyethylene glycol propanesulfonate in high yield. The propanesulfonate is then reacted with a fatty acid to give the ethoxylated ester surfactant.Type: GrantFiled: January 10, 1994Date of Patent: May 21, 1996Assignee: Huntsman CorporationInventor: Carter G. Naylor
-
Patent number: 5514368Abstract: The invention is a process for hydrophilicizing a mixture of triglycerides and glycerol by ethoxylation of the mixture followed by sulfonation with sulfur trioxide and neutralization.Type: GrantFiled: June 17, 1994Date of Patent: May 7, 1996Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Frank Wangemann, Hans-Christian Raths, Rudolf Zauns-Huber
-
Patent number: 5512313Abstract: Reduced calorie food compositions are prepared using fatty acid esterified alkoxylated polyol fat substitutes derived from C.sub.3 and higher epoxides and having a high proportion of primary ester linkages. The fat substitutes may be obtained by alkoxylation of a polyol such as glycerin with the epoxide in the presence of a cationic/ring-opening polymerization catalyst, followed by esterification with a fatty acid or a fatty acid equivalent.Type: GrantFiled: December 8, 1994Date of Patent: April 30, 1996Assignees: ARCO Chemical Technology, L.P., CPC International Inc.Inventors: Charles F. Cooper, Stephen H. Harris
-
Patent number: 5466843Abstract: Esterified alkoxylated polyols containing long chain saturated linear acyl groups are obtained by esterification of an alkoxylated polyol such as propoxylated glycerin with a C.sub.12 -C.sub.24 fatty acid such as behenic acid and recovery of excess fatty acid by treatment with an aliphatic hydrocarbon. Esterified alkoxylated polyols prepared in this manner are useful fat substitutes for the formulation of reduced calorie food products.Type: GrantFiled: April 29, 1994Date of Patent: November 14, 1995Assignee: ARCO Chemical Technology, L.P.Inventor: Charles F. Cooper
-
Patent number: 5442082Abstract: The invention relates to alkoxylated compounds prepared by reaction of epoxidized C.sub.10-22 carboxylic acid derivatives with C.sub.2-4 alkylene oxides in the presence of alkoxylation catalysts and mono- and/or polyhydric alcohols.Type: GrantFiled: December 16, 1994Date of Patent: August 15, 1995Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Guenter Uphues, Uwe Ploog, Peter Daute, Gerhard Stoll, Berthold Schreck
-
Patent number: 5399729Abstract: Reduced calorie food compositions are prepared using fatty acid esterified alkoxylated polyol fat substitutes derived from C.sub.3 and higher epoxides and having a high proportion of primary ester linkages. The fat substitutes may be obtained by alkoxylation of a polyol such as glycerin with the epoxide in the presence of a cationic/ring-opening polymerization catalyst, followed by esterification with a fatty acid or a fatty acid equivalent.Type: GrantFiled: August 31, 1993Date of Patent: March 21, 1995Assignees: Arco Chemical Technology, L.P., CPC International Inc.Inventors: Charles F. Cooper, Stephen H. Harris
-
Patent number: 5399728Abstract: A convenient method of obtaining useful highly esterified alkoxylated polyol fat substitutes from readily available triglycerides such as fats and oils is provided.Type: GrantFiled: April 5, 1993Date of Patent: March 21, 1995Assignees: ARCO Chemical Technology, L.P., CPC International Inc.Inventor: Charles F. Cooper
-
Liquid or flowable derivatives of natural fats and oils a process for their production and their use
Patent number: 5391784Abstract: The present invention relates to derivatives of natural fats and oils that are liquid or flowable, respectively, and to a process for the production of said derivatives, in which oxalkylation is carried out at elevated temperatures in the presence of basic catalysts with at least one compound containing an epoxide group, and sulfation is carried out in a manner known per se, in which a starting material containingA) at least one C.sub.8 -C.sub.24 -fatty acid ester of an aliphatic C.sub.1 -C.sub.5 -monoalcoholThe present invention furthermore relates to the use of said derivatives, optionally in combination with other greasing substances and anionic and/or non-ionic emulsifiers, for the fatliquoring and greasing of leather.Type: GrantFiled: December 6, 1993Date of Patent: February 21, 1995Assignee: Chemische Fabrik Stockhausen GmbHInventors: Helmut Brehn, Helmut Klimmek, Leonhard Strijbos -
Patent number: 5386045Abstract: A process for producing alkoxylated mono-, di-, and tri-esters in which a starting material ester and an alkylene oxide are reacted in the presence of selected calcium based catalysts.Type: GrantFiled: August 5, 1992Date of Patent: January 31, 1995Assignee: Vista Chemical CompanyInventors: Upali Weerasooriya, Donald T. Robertson, John Lin, Bruce E. Leach, Cynthia L. Aeschbacher, Tonyette S. Sandoval
-
Patent number: 5374750Abstract: In a method of manufacturing fatty acid esters of polyoxyalkylene alkyl ethers, fatty acid alkyl ester is reacted with alkylene oxide in the presence of a catalyst consisting essentially of a magnesium oxide added with at least one metal ion selected from the group consisting of Al.sup.3+, Ga.sup.3+, In.sup.3+, Tl.sup.3+, Co.sup.3+, Sc.sup.3+, La.sup.3+, and Mn.sup.2+ to manufacture a compound having the following formula: ##STR1## wherein each of R.sub.1 and R.sub.3 independently represents an alkyl group, R.sub.2 represents an alkylene group, and n is a positive integer.Type: GrantFiled: September 1, 1993Date of Patent: December 20, 1994Assignee: Lion CorporationInventors: Hirofumi Nakamura, Itsuo Hama, Yuji Fujimori, Yuichi Nakamoto
-
Patent number: 5371251Abstract: The invention relates to fatty acid monoglyceride polyglycol ether sulfosuccinates of the general formula ##STR1## where R represents a straight-chain or branched alkyl or alkylene group having from 7 to 21 carbon atoms;R.sup.1 represents H or CO--R;R.sup.2 may represent, independently of each other, H or the group --CO--CH(SO.sub.3.sup.- M.sup.+)--CH.sub.2 --COO.sup.- M.sup.+ ;A represents the same or different and each is an alkylene group having from 2 to 3 carbon atoms;a,b,c,d may be the same or different, from 0 to 5,e being from 1 to 3,f is a multiplication product of c times e, and a+b+f+d is from 2 to 25; andM.sup.+ represents an alkali-metal ion or an ammonium ion, and to their preparation and use.Type: GrantFiled: October 5, 1992Date of Patent: December 6, 1994Assignee: Witco GmbHInventors: Ingo Hamann, Elke Hohn, Hans-Jurgen Kohle
-
Patent number: 5371253Abstract: Esterified alkoxylated mono- and diglycerides suitable for use as reduced calorie fat substitutes in food products may be produced by alkoxylating a tertiary alkyl partial ether of glycerin with an epoxide and then reacting the alkoxylated glycerin tertiary alkyl partial ether thereby obtained with a fatty acid under acid-catalyzed conditions. Separate deprotection and esterification steps are not required, resulting in a considerably streamlined process as compared to alternative methods of synthesizing alkoxylated fat substitutes having one or two fatty acid acyl groups attached directly to glycerin.Type: GrantFiled: December 14, 1993Date of Patent: December 6, 1994Assignee: Arco Chemical Technology, L.P.Inventor: Charles F. Cooper
-
Patent number: 5362894Abstract: A method of obtaining a fatty acid-esterified alkoxylated polyol useful as a reduced calorie fat substitute is provided. The method utilizes a C.sub.1 -C.sub.4 alkyl ester of a C.sub.8 -C.sub.24 fatty acid such as methyl stearate or methyl oleate and a short chain acid-esterified alkoxylated polyol such as the acetate of propoxylated glycerin as reactants.Type: GrantFiled: November 12, 1993Date of Patent: November 8, 1994Assignees: Arco Chemical Technology, L.P., CPC International, Inc.Inventors: Beth M. Handwerker, Charles F. Cooper, Bernard C. Sekula
-
Patent number: 5324846Abstract: The present invention relates to a partial ester derived from the reaction product of an oxirane containing acid or derivative thereof, and a reactive hydroxyl compound selected from the group consisting of diols, triols, di-diols and 1,4-dihydroxy butane and a halogen containing polymer compositon thereof. The oxirane compound can be derived from the group consisting of epoxidized vegetable oil, epoxidized fish oil, an aliphatic or arylaliphatic containing craboxyl compound having an oxirane group in the aliphatic chain.Type: GrantFiled: January 30, 1992Date of Patent: June 28, 1994Assignee: Elf Atochem North America, Inc.Inventors: Justin L. Hirshman, Dana S. Garcia, Mohammad R. Kazemizadeh
-
Patent number: 5304665Abstract: A convenient method of obtaining useful highly esterified alkoxylated polyol fat substitutes from readily available triglycerides such as fats and oils is provided.Type: GrantFiled: April 5, 1993Date of Patent: April 19, 1994Assignees: Arco Chemical Technology, L.P., CPC International, Inc.Inventors: Charles F. Cooper, Bernard C. Sekula, Stephen D. Harper
-
Patent number: 5292910Abstract: A process for the catalyzed ethoxylation or propoxylation of compounds selected from the group consisting of organic compounds containing active H atoms, esters of fatty acids containing 2 to 22 carbon atoms with monoalkanols containing 1-22 carbon atoms with polyols containing 2 to 12 carbon atoms and 2 to 6 hydroxyl groups, wherein the improvement comprises the use as catalyst for the ethoxylation or propoxylation of hydrophobicized hydrotalcites corresponding to the general formula I:Mg.sub.x Al(OH).sub.y (CO.sub.3).sub.m (A).sub.n.zH.sub.2 O (I),in which A is selected from the group consisting of (i) a dianion of an aliphatic dicarboxylic acid containing 4 to 44 carbon atoms and (ii) two anions of aliphatic monocarboxylic acids containing 2 to 34 carbon atoms; 1<x<5; y.ltoreq.2x+2; {y+2(m+n)}=2x+3; m+n.ltoreq.0.5; m.gtoreq.0; and 0<z<10.Type: GrantFiled: December 2, 1992Date of Patent: March 8, 1994Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Hans-Christian Raths, Wolfgang Breuer, Klaus Friedrich, Klaus Herrmann
-
Patent number: 5266714Abstract: Process for the preparation of ester polyols by conducting the ring opening of epoxidized esters and/or alcohols with carboxylic acids by the controlled addition of the epoxidized compounds to the carboxylic acids wherein the carboxylic acids are present in at least stoichiometric quantities based on epoxide groups, to minimize unreacted epoxide groups and produce ester polyols having relatively low viscosities compared to those produced by the one-pot prior art process.Type: GrantFiled: April 21, 1992Date of Patent: November 30, 1993Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Gerhard Stoll, Peter Daute, Rainer Hoefer, Roland Gruetzmacher, Hermann Kluth
-
Patent number: 5245062Abstract: Ketone compounds are obtained by rearrangement of epoxides in the presence of iodide ions providing quaternary ammonium and phosphonium salts, optionally in admixture with alkali metal or alkaline earth metal iodides, are used as the rearrangement catalysts.Type: GrantFiled: July 20, 1992Date of Patent: September 14, 1993Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Gerhard Stoll, Elke Grundt
-
Patent number: 5237080Abstract: Alkoxylation products of at least one of ethylene oxide, propylene oxide, and butylene oxide and at least one C.sub.10-22 carboxylic acid mono-, di-, or tri-glyceride which is of natural origin or is obtained from natural origin wherein in the 9, 10 position, the 13, 14 position, or in both positions of the carboxylic acid the following unit is present ##STR1## in which R is a hydrogen atom, an OH group or an OR.sup.1 group,R.sup.1 is a C.sub.9-18 alkyl group, a C.sub.9-18 alkenyl group or a ##STR2## group, and R.sup.2 is a hydrogen atom, a C.sub.1-21 alkyl group or a C.sub.2-21 alkenyl group.The invention also relates to compositions containing the above alkoxylation products in place of alkoxylated castor oil normally present in the compositions, and to a process for preparing the alkoxylation products.Type: GrantFiled: January 14, 1992Date of Patent: August 17, 1993Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Peter Daute, Gerhard Stoll
-
Patent number: 5220046Abstract: A process for producing alkoxylated methyl esters to produce a narrow homolog distribution of the alkoxylate species in which a staring material methyl ester and an alkylene oxide are reacted in the presence of selected calcium based catalysts.Type: GrantFiled: August 22, 1991Date of Patent: June 15, 1993Assignee: Vista Chemical CompanyInventors: Bruce E. Leach, John Lin, Cynthia L. Aeschbacher, Donald T. Robertson, Tonyette S. Sandoval, Upali Weerasooriya
-
Patent number: 5210325Abstract: Alkylene oxide adducts of organic compounds having active hydrogen atoms are prepared by a process which comprises contacting and reacting an alkylene oxide reactant comprising one or more vicinal alkylene oxides with an active hydrogen containing reactant comprising one or more compounds having active hydrogen atoms in the presence of a catalyst which comprises one or more compounds comprising a rare earth element and phosphorus supported on an inert porous support. The product alkoxylates are known to be useful, for instance, as nonionic surfactants, wetting and emulsifying agents, solvents, and chemical intermediates.Type: GrantFiled: August 10, 1992Date of Patent: May 11, 1993Assignee: Shell Oil CompanyInventors: Richard A. Kemp, Paul R. Weider
-
Patent number: 5194641Abstract: Alkoxidation products are prepared from amines, fatty acids and oils, which are low in alkylene oxides and 1,4-dioxane by reacting an amine, fatty acid, ester or oil with an alkylene oxide in the presence of a catalyst of an alkali fatty alkoxide obtained by reaction of an alkali hydroxide with a fatty alcohol at elevated temperature.Type: GrantFiled: May 9, 1991Date of Patent: March 16, 1993Assignee: Huels AktiengesellschaftInventors: Egbert Schroer, Klaus Schulze, Ekkehard Wienhofer
-
Patent number: 5175374Abstract: The invention relates to a process for the separation of colloidal barium phosphate or colloidal barium sodium phosphate, used as a heterogeneous catalyst in the alkoxylation of an active hydrogen containing organic compound, from the alkoxylated product, which process comprises contacting the alkoxylated product with an amount of water sufficient to break the colloidal state of the barium phosphate or barium sodium phosphate, and collecting the phosphate.Type: GrantFiled: June 29, 1992Date of Patent: December 29, 1992Assignee: Shell Oil CompanyInventors: Rudolf J. Wijngaarden, Kees Latjes, Jan Van Schaik
-
Patent number: 5164124Abstract: Alkaline earth salts of vicinally hydroxy, alkoxy-substituted C.sub.16 -C.sub.22 fatty acids corresponding to the following general formula ##STR1## in which R represents linear or branched alkyl or alkenyl groups or hydroxyalkyl groups optionally alkylated with a C.sub.16 -C.sub.22 fatty acid, process for their preparation, and their use as catalysts. These salts give a narrow homolog distribution of the polyalkoxylation products in the catalysis of the polyalkoxylation of compounds containing active hydrogen atoms.Type: GrantFiled: February 24, 1988Date of Patent: November 17, 1992Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Fritz Lange, Bert Gruber, Alfred Meffert, Ansgar Behler
-
Patent number: 5162589Abstract: Alkylene oxide adducts of organic compounds having active hydrogen atoms are prepared by a process which comprises contacting and reacting an alkylene oxide reactant comprising one or more vicinal alkylene oxides with an active hydrogen containing reactant comprising one or more compounds having active hydrogen atoms in the presence of a catalytically effective amount of sodium barium phosphate or potassium barium phosphate. The product alkoxylates are known to be useful, for instance, as nonionic surfactants, wetting and emulsifying agents, solvent, and chemical intermediates.Type: GrantFiled: June 8, 1992Date of Patent: November 10, 1992Assignee: Shell Oil CompanyInventors: Rudolf J. Wijngaarden, Kees Latjes
-
Patent number: 5159092Abstract: An alkylene oxide is reacted in a loop reactor with an organic compound having a reactive hydrogen atom, a gas circulation and a liquid circulation around the reactor being provided and being coupled with one another via an ejector mixing nozzle. To ensure completeness of the reaction and suppression of the formation of by-products such as dioxane, it is essential to reduce the temperature of the entire alkylene oxide gas phase to a temperature below that of the liquid phase, and this is effected by feeding and evaporating liquid alkylene oxide and by cooling of the gas phase on the unit walls.Type: GrantFiled: September 12, 1990Date of Patent: October 27, 1992Assignee: Buss AGInventor: Gunter M. Leuteritz
-
Patent number: 5126493Abstract: Alkoxylates of active hydrogen compounds having a peaked molecular weight distribution are prepared by reacting the active hydrogen compound with an alkylene oxide of from 2 to 4 carbon atoms using iron oxides as alkoxylation catalysts.Type: GrantFiled: April 5, 1991Date of Patent: June 30, 1992Inventors: Wolfgang Hoelderich, Jochen Houben, Gerhard Wolf, Michael G. Kinnaird