The -c(=o)o- Is Part Of An Ester Group Patents (Class 554/163)
  • Patent number: 10696922
    Abstract: A process and a plant are specified, with which free fatty acids can be obtained in a simple manner by hydrolysis of fatty acid alkyl esters, especially fatty acid methyl esters (FAME), or alternatively of fatty acid triglycerides present in oils and fats of vegetable and animal origin. According to the invention, a portion of the free fatty acids already produced is recycled back into the reaction mixture, which results in self-acceleration of the hydrolysis reaction.
    Type: Grant
    Filed: June 27, 2017
    Date of Patent: June 30, 2020
    Assignee: L'Air Liquide, Société Anonyme pour l'Etude et l'Exploitation des Procédés Georges Claude
    Inventors: Ingo Bauer, Armin Brandner, Gunter Brauner, Matthias Kasper, Peter Potschacher
  • Patent number: 10301239
    Abstract: A method for the preparation of polyol from an unsaturated TAG oil that can function similarly to castor oil in certain applications. The method comprises controlled epoxidation of the TAG oil with an acid and an oxidizing agent to obtain a partially epoxidized TAG oil with desired iodine and oxirane values; hydroxylating the partially epoxidized TAG oil using a monoalcohol and a solid acid catalyst to obtain the polyol. The resulting polyols are comprised of a triglyceride structure and hydroxyl values, viscosities, and colors that are similar to castor oil.
    Type: Grant
    Filed: July 29, 2016
    Date of Patent: May 28, 2019
    Inventors: Jonathan M. Curtis, Tolibjon S. Omonov, Ereddad Kharraz
  • Patent number: 10005712
    Abstract: The present invention relates to a method for the chemical conversion of an unsaturated fatty acid, particularly a carbon chain extension reaction. According to the present invention, a method for extending the length of a carbon chain in an unsaturated fatty acid by two carbon atoms is provided, said method comprising a step of heating a malonic acid ester derivative of an unsaturated fatty acid to reflux in a lower fatty acid solution in the presence of an antioxidative agent. It is preferred that the unsaturated fatty acid is an unsaturated fatty acid having 16 to 24 carbon atoms. It is preferred that the unsaturated fatty acid is selected from the group consisting of linoleic acid, linolenic acid, arachidonic acid, stearidonic acid, icosatetraenoic acid, icosapentaenoic acid, tetracosahexaenoic acid and docosahexaenoic acid. According to the method of the present invention, a carbon chain extension reaction can be completed within a shorter time.
    Type: Grant
    Filed: January 14, 2015
    Date of Patent: June 26, 2018
    Assignee: BIZEN CHEMICAL CO., LTD.
    Inventors: Yoshio Shimizu, Naomichi Bamba, Mitsumasa Mankura
  • Patent number: 9469827
    Abstract: Methods are provided for refining natural oil feedstocks. The methods comprise reacting the feedstock in the presence of a metathesis catalyst under conditions sufficient to form a metathesized product comprising olefins and esters. In certain embodiments, the methods further comprise separating the olefins from the esters in the metathesized product. In certain embodiments, the methods further comprise hydrogenating the olefins under conditions sufficient to form a fuel composition. In certain embodiments, the methods further comprise transesterifying the esters in the presence of an alcohol to form a transesterified product.
    Type: Grant
    Filed: January 6, 2015
    Date of Patent: October 18, 2016
    Assignee: Elevance Renewable Sciences, Inc.
    Inventors: Steven A. Cohen, Melvin L. Luetkens, Jr., Chander Balakrishnan, Robert Snyder
  • Patent number: 9371279
    Abstract: The present invention relates to a transesterification process of specific compounds comprising isoprenoid units.
    Type: Grant
    Filed: August 7, 2013
    Date of Patent: June 21, 2016
    Assignee: DSM IP ASSETS B.V.
    Inventors: Werner Bonrath, Alex Gaa, Claude Stritt
  • Patent number: 9303234
    Abstract: Aqueous hard surface cleaner compositions derived from metathesized natural oil feedstocks are disclosed. In one aspect, the compositions comprise at least one anionic surfactant derived from a metathesis-derived C10-C17 monounsaturated acid, 5 octadecene-1,18-dioic acid, or their ester derivatives. In another aspect, aqueous hard surface cleaners comprising at least one nonionic or amphoteric surfactant derived from a metathesis-derived C10-C17 monounsaturated acid, octadecene-1,18-dioic acid, or their ester derivatives are disclosed. The aqueous cleaners noted above rival or outperform commercial baselines in a Gardner straight-line washability test. Industrial degreasers comprising a C10 or C12 amide solvent and derived from a metathesis-derived C10-C17 monounsaturated acid are superior to commercial standards.
    Type: Grant
    Filed: October 25, 2011
    Date of Patent: April 5, 2016
    Assignee: Stepan Company
    Inventors: Dave R. Allen, Randal J. Bernhardt, Aaron Brown, Ronald A. Masters, Patrick Shane Wolfe, Lena Titievsky
  • Publication number: 20150105570
    Abstract: Processes for continuous preparation of bioproducts are described herein. The processes include contacting fatty acid glycerides with alcohols in the presence of an acidic heterogeneous catalyst and separating the fatty acid alkyl esters from the reaction products.
    Type: Application
    Filed: October 20, 2014
    Publication date: April 16, 2015
    Inventors: William A. Summers, Rebecca Williams, Danny Gulledge, Robert Barrie Tripp
  • Patent number: 8987488
    Abstract: A process for producing C10-C26 monobranched fatty acids or alkyl esters thereof which includes isomerizing unsaturated C10-C26 fatty acids or alkyl esters thereof in the presence of a catalyst which comprises both a zeolite and a Lewis base. The zeolite can be reused after simple separation from the reaction products without having to regenerate. The process is particularly suitable for producing highly monobranched fatty acids or alkyl esters thereof.
    Type: Grant
    Filed: June 20, 2014
    Date of Patent: March 24, 2015
    Assignee: Croda International, PLC
    Inventors: Tanja Van Bergen-Brenkman, Hans Ridderikhoff, Hendrikus Johannes Franciskus Philipse
  • Patent number: 8969604
    Abstract: A surfactant composition for agricultural chemicals, containing fatty acid polyoxyalkylene alkyl ether expressed by the following general formula (I), R1CO(EO)m(PO)nOR2??(I) wherein the fatty acid polyoxyalkylene alkyl ether has a narrow ratio of 55% by mass or more, where the narrow ratio is expressed by the following formula (A): Narrow ratio=?i=nMAX?2i=nMAX+2Yi??(A).
    Type: Grant
    Filed: January 15, 2013
    Date of Patent: March 3, 2015
    Assignee: Lion Corporation
    Inventors: Akinori Kanetani, Hiroyuki Izumoto, Shiro Sato, Takaaki Kano
  • Patent number: 8962873
    Abstract: Processes for continuous preparation of bioproducts are described herein. The processes include contacting fatty acid glycerides with alcohols in the presence of an acidic heterogeneous catalyst and separating the fatty acid alkyl esters from the reaction products.
    Type: Grant
    Filed: March 7, 2012
    Date of Patent: February 24, 2015
    Assignee: Benefuel, Inc.
    Inventors: William A. Summers, Rebecca Williams, Danny Gulledge, Robert Barrie Tripp
  • Publication number: 20150037852
    Abstract: A method for reducing the free fatty acid content of a feedstock includes the steps of providing a free-fatty-acid-containing feedstock, treating the free-fatty-acid-containing feedstock to reduce the free fatty acid content thereof, where the step of treating includes combining at least one of an algae and a coagulant to the free-fatty-acid-containing feedstock, and producing a product from the treated feedstock.
    Type: Application
    Filed: August 4, 2014
    Publication date: February 5, 2015
    Inventors: Lu-Kwang Ju, Majid Hosseini
  • Publication number: 20140378692
    Abstract: As shown by the following formula (1), after methyl laurate (2 mmol) and water (8 mL) are added to an ammonium pyrosulfate catalyst (5 mol %), a hydrolysis reaction of methyl laurate is carried out by heating for 24 hours at 60° C. while stirring is performed, so that lauric acid can be obtained with a yield of 86%.
    Type: Application
    Filed: December 13, 2012
    Publication date: December 25, 2014
    Inventors: Kazuaki Ishihara, Akira Sakakura, Yoshiki Koshikari
  • Publication number: 20140336398
    Abstract: Methods are provided for refining natural oil feedstocks. The methods include reacting the feedstock with a low-molecular-weight olefin or mid-weight olefin in the presence of a metathesis catalyst under conditions sufficient to form a metathesized product including olefins and esters. In certain embodiments, the methods further include separating the olefins from the esters in the metathesized product. In certain embodiments, the methods further include transesterifying the esters in the presence of an alcohol to form a transesterified product.
    Type: Application
    Filed: April 15, 2014
    Publication date: November 13, 2014
    Applicant: ELEVANCE RENEWABLE SCIENCES, INC.
    Inventors: Steven A. Cohen, Melvin L. Luetkens, JR., Chander Balakrishnan, Robert Snyder, Yenamandra Viswanath, Efimia Metsi-Guckel, Robin Weitkamp
  • Publication number: 20140336399
    Abstract: Methods are provided for refining natural oil feedstocks. The methods include reacting the feedstock with a molar excess of low-molecular-weight olefins in the presence of a metathesis catalyst. In certain embodiments, the methods further include separating at least a portion of the unreacted low-molecular-weight olefins. In certain embodiments, the methods further include recycling the separated unreacted low-molecular-weight olefins.
    Type: Application
    Filed: July 16, 2014
    Publication date: November 13, 2014
    Applicant: ELEVANCE RENEWABLE SCIENCES, INC.
    Inventors: Steven A. Cohen, Melvin L. Luetkens, JR., Chander Balakrishnan, Robert Snyder
  • Patent number: 8871961
    Abstract: A process for continuous production of biodiesel from vegetable oils or animal fats by transesterification with methanol or ethanol to give crude fatty acid alkyl esters, subsequent washing with water in a wash column to remove water-soluble impurities, subsequent drying by vaporization of the water content and subsequent removal of steryl glycosides by adsorption onto calcium bentonite, wherein the adsorption column(s) used is/are regenerated in a first step, for desorption of the steryl glycosides, by rinsing with a mixture consisting of fatty acid alkyl esters and methanol or ethanol, and in a subsequent second step, for removal of methanol residues, by rinsing with fatty acid alkyl esters or with gaseous nitrogen or carbon dioxide.
    Type: Grant
    Filed: March 2, 2011
    Date of Patent: October 28, 2014
    Assignee: Air Liquide Global E&C Solutions Germany GmbH
    Inventors: Eckhard Seidel, Rudolf Boensch, Norbert Palauschek, Helmut Saft
  • Patent number: 8865854
    Abstract: Methods of one-pot synthesis of high molecular weight natural oil polyols having a functionality of between about 4 and about 8 are provided. The resultant polyols may be directly reacted with polyisocyanates to produce polyurethanes.
    Type: Grant
    Filed: December 16, 2011
    Date of Patent: October 21, 2014
    Inventors: Thomas M Garrett, Xian Xian Du
  • Patent number: 8865922
    Abstract: A method of treating tall oil pitch, which comprises sterol esters of fatty acids. According to the present invention, the esters of sterols and fatty acids are broken down, in which case especially formic acid esters or acetic acid esters of sterols are formed instead. The free fatty acids and sterol esters generated are distilled or separated in another way. Use of the present invention increases the yield of fatty acids and also facilitates the separation of sterols from tall oil pitch.
    Type: Grant
    Filed: March 28, 2011
    Date of Patent: October 21, 2014
    Assignee: Forchem Oy
    Inventors: Esko Kiviranta, Juhani Saviainen, Mikko Rintola
  • Patent number: 8853436
    Abstract: Method for transesterification of fatty acid esters. The method includes contacting (i) a catalyst comprising at least one of barium oxide and apatite with (ii) a reaction medium comprising at least one of vegetable oil and fats.
    Type: Grant
    Filed: October 18, 2013
    Date of Patent: October 7, 2014
    Assignee: Petroleo Brasileiro S.A.-Petrobras
    Inventors: Márcio de Figueiredo Portilho, Alexander Rangel Bastos
  • Patent number: 8841470
    Abstract: Chemically-modified fatty acids are prepared by reacting epoxidized fatty acids, their esters or triglyceride oils with amines of cyclic or aromatic hydrocarbons. The fatty acid derivatives produced are of the formula: wherein R is an H, branched or straight chain alkyl or alkenyl group, aromatic-containing group, glycerol, or glyceride, R? is a C3 to C29 aliphatic chain comprising one or more of the derivatized methylene groups of the formula: wherein R1 and R2 are independently selected from the group consisting of H, cyclic hydrocarbons, substituted cyclic hydrocarbons, and aryl groups, with the proviso that only one of said R1 and R2 may be H. These fatty acid derivatives have utility as antiwear/antifriction additives for industrial oils and automotive applications.
    Type: Grant
    Filed: August 24, 2011
    Date of Patent: September 23, 2014
    Assignees: The United States of America, as represented by the Secretary of Agriculture, The Penn State Research Foundation
    Inventors: Atanu Biswas, Kenneth M. Doll, Huai Nan Cheng, Brajendra K. Sharma
  • Patent number: 8822625
    Abstract: Methods of one-pot synthesis of high molecular weight natural oil polyols having a functionality of at least two are provided. The resultant polyols may be directly reacted with polyisocyanates to produce polyurethanes.
    Type: Grant
    Filed: December 16, 2011
    Date of Patent: September 2, 2014
    Assignee: MCPU Polymer Engineering, LLC
    Inventors: Thomas M Garrett, Xian Xian Du
  • Patent number: 8802878
    Abstract: A process for producing fatty acid methyl esters includes mixing an alcohol with a feedstock oil to prepare an alcohol/oil mixture, then reacting the alcohol/oil mixture using a first heterogeneous catalyst in an acid esterification process to produce a glycerin-containing product. The glycerin is separated from the glycerin-containing product using a coalescer to produce a biodiesel-containing feedstock and glycerin. Biodiesel is separated from the biodiesel-containing feedstock using a coalescer to produce unreacted feedstock and biodiesel. The unreacted feedstock is reacted using a second heterogeneous catalyst in a trans-esterification process to produce a glycerin-biodiesel-methanol mixture. Biodiesel and glycerin are separated in separate streams from the glycerin-biodiesel-methanol mixture, using a coalescer, to produce additional glycerin and additional biodiesel.
    Type: Grant
    Filed: September 14, 2011
    Date of Patent: August 12, 2014
    Inventor: Kyent Chin
  • Patent number: 8796480
    Abstract: A process for producing C10-C26 monobranched fatty acids or alkyl esters thereof which includes isomerizing unsaturated C10-C26 fatty acids or alkyl esters thereof in the presence of a catalyst which comprises both a zeolite and a Lewis base. The zeolite can be reused after simple separation from the reaction products without having to regenerate. The process is particularly suitable for producing highly monobranched fatty acids or alkyl esters thereof.
    Type: Grant
    Filed: April 17, 2012
    Date of Patent: August 5, 2014
    Assignee: Croda International PLC
    Inventors: Tanja Van Bergen-Brenkman, Hans Ridderikhoff, Hendrikus Johannes Franciskus Philipse
  • Patent number: 8758457
    Abstract: A process for producing biodiesel from natural oils and/or fats, a low molecular weight C1-C6 alcohol and catalyst is described. The process preferably uses vegetable oils and is specifically configured for producing biodiesel from castor oil.
    Type: Grant
    Filed: August 18, 2006
    Date of Patent: June 24, 2014
    Assignee: Petroleo Brasileiro S.A.—Petrobras
    Inventors: Jose Antonio Vidal Vieira, Michele Sabba da Silva Lima, Bruna Santiago Dias, Carla de Araujo Ferreira, Sonia Maria Cabral De Menezes
  • Patent number: 8729283
    Abstract: A method comprising providing a starting composition comprising a polyunsaturated fatty acid, a polyunsaturated fatty ester, a carboxylate salt of a polyunsaturated fatty acid, a polyunsaturated triglyceride, or a mixture thereof; self-metathesizing the starting composition or cross-metathesizing the starting composition with at least one short-chain olefin in the presence of a metathesis catalyst to form self-/cross-metathesis products comprising: cyclohexadiene; at least one olefin; and one or more acid-, ester-, or salt-functionalized alkene; and reacting cyclohexadiene to produce at least one cycloalkane or cycloalkane derivatives.
    Type: Grant
    Filed: January 15, 2013
    Date of Patent: May 20, 2014
    Assignee: Energy & Environmental Research Center Foundation
    Inventor: Edwin S. Olson
  • Patent number: 8692008
    Abstract: The present invention relates to a process for preparing fatty acid esters and/or fatty acid ester mixtures of monohydric alcohols having 1 to 5 carbon atoms by transesterifying fatty acid glycerides with monohydric alcohols in the presence of a basic catalyst, in the course of which methanesulfonic acid is used. The invention further relates to the use of methanesulfonic acid for preparing these fatty acid esters.
    Type: Grant
    Filed: November 16, 2009
    Date of Patent: April 8, 2014
    Assignee: BASF SE
    Inventor: Stefan Fabβbender
  • Patent number: 8686170
    Abstract: A method of preparing a composition of alcohol esters of linear monocarboxylic acids with 6 to 26 carbon atoms from a vegetable or animal oil, neutral or acid, virgin or recycled, with monoalcohols having 1 to 18 carbon atoms, in the presence of a catalyst of nitrogen-containing metallophosphate type.
    Type: Grant
    Filed: June 1, 2011
    Date of Patent: April 1, 2014
    Assignee: IFP Energies Nouvelles
    Inventors: Delphine Bazer-Bachi, Francois Chevire, Vincent Lecocq, Erwan Ray, Pascal Raybaud, Franck Tessier
  • Publication number: 20140046082
    Abstract: Method for transesterification of fatty acid esters. The method includes contacting (i) a catalyst comprising at least one of barium oxide and apatite with (ii) a reaction medium comprising at least one of vegetable oil and fats.
    Type: Application
    Filed: October 18, 2013
    Publication date: February 13, 2014
    Applicant: PETROLEO BRASILEIRO S.A.- PETROBRAS
    Inventors: Márcio de Figueiredo Portilho, Alexander Rangel Bastos
  • Publication number: 20140031571
    Abstract: A process for producing C10-C26 monobranched fatty acids or alkyl esters thereof which includes isomerising unsaturated C10-C26 fatty acids or alkyl esters thereof in the presence of a catalyst which comprises both a zeolite and a Lewis base. The zeolite can be reused after simple separation from the reaction products without having to regenerate. The process is particularly suitable for producing highly monobranched fatty acids or alkyl esters thereof.
    Type: Application
    Filed: April 17, 2012
    Publication date: January 30, 2014
    Applicant: CRODA INTERNATIONAL PLC
    Inventors: Tanja Van Bergen-Brenkman, Hans Ridderikhoff, Hendrikus Johannes Franciskus Philipse
  • Publication number: 20130331586
    Abstract: A method for suppressing dehydrogenation includes reacting an optionally functionalized olefin reactant in a metathesis reaction to form an olefin metathesis product; and providing a dehydrogenation suppression agent in admixture with (a) the olefin metathesis product and/or the optionally functionalized olefin reactant, and (b) a metal-containing material selected from the group consisting of residual metathesis catalyst, a hydrogen transfer agent, and a combination thereof, under conditions that are sufficient to passivate at least a portion of the metal-containing material. Methods of refining natural oils and methods of producing fuel compositions are also described.
    Type: Application
    Filed: June 6, 2013
    Publication date: December 12, 2013
    Inventors: Bradon J. Dreyer, Brian M. Pease
  • Publication number: 20130310499
    Abstract: There are provided an exfoliated graphite oxide derivative excellent in dispersibility in a thermoplastic resin, a resin composite material of the exfoliated graphite oxide derivative and a thermoplastic resin, and a process for producing the resin composite material. The exfoliated graphite oxide derivative is obtained by reacting an exfoliated graphite oxide having a C/O ratio as determined by elemental analysis of 8 or less with a compound having a specific structure.
    Type: Application
    Filed: March 13, 2012
    Publication date: November 21, 2013
    Inventors: Keiichi Osano, Katsunori Takahashi
  • Patent number: 8586771
    Abstract: Provided herein are processes of preparing sulfonated estolide compounds, and the removal of sulfonate residues from those compounds to provide desulfonated estolide base oils. Exemplary sulfonated estolide compounds include those selected from the formula: wherein z is an integer selected from 0 to 15; q is an integer selected from 0 to 15; x is, independently for each occurrence, an integer selected from 0 to 20; y is, independently for each occurrence, an integer selected 0 to 20; n is equal to or greater than 0; R6 is selected from —OH, optionally substituted alkyl, and optionally substituted aryl; and R2 is selected from hydrogen and optionally substituted alkyl that is saturated or unsaturated, and branched or unbranched, wherein each fatty acid chain residue of said compounds is independently optionally substituted.
    Type: Grant
    Filed: March 6, 2013
    Date of Patent: November 19, 2013
    Assignee: Biosynthetic Technologies, LLC
    Inventors: Marlon Lutz, Igor Likhotvorik, Chris Arnold, Travis Thompson, Dean Kent Hoglen, Eric Lee Williams
  • Patent number: 8580986
    Abstract: Disclosed is an improved process for the production of fatty acid lower alkyl esters according to formula (I) R1CO—OR2??(I) in which R1CO represents a linear or branched acyl moiety having from about 6 to about 22 carbon atoms and 0 to 6 double bonds and wherein R2 is a linear or branched alkyl moiety having 1 to 6 carbon atoms, by transesterification of triglycerides or fatty acid esters using C1-C6 aliphatic alcohols, which includes the steps of (a) providing an aqueous mixture of aliphatic C1-C6 alcohol by fermenting in a first reactor a carbon source comprising carbohydrates and/or glycerol produce a fermentation broth comprising said aliphatic C1-C6 alcohol, (b) providing in a second reactor a triglyceride and/or an ester of a fatty acid, together with a biocatalyst capable of effecting a transesterification reaction, (c) transferring said aqueous aliphatic C1-C6 alcohol mixture obtained from said first reactor into said second reactor to provide a two-phase system, and (d) effecting the transesteri
    Type: Grant
    Filed: May 16, 2007
    Date of Patent: November 12, 2013
    Assignee: Cognis IP Management GmbH
    Inventors: Eric Dubreucq, Albrecht Weiss, Bernhard Gutsche, Bernd Fabry, Guy Moulin
  • Patent number: 8580985
    Abstract: Provided herein are estolide base oils and oligomeric compounds prepared from processes that include cross metathesis.
    Type: Grant
    Filed: December 6, 2012
    Date of Patent: November 12, 2013
    Assignee: Biosynthetic Technologies, LLC
    Inventors: Travis Thompson, Kelly Parson, Jakob Bredsguard, Jeremy Forest
  • Publication number: 20130288318
    Abstract: The present invention relates to extracted lipid with high levels, for example 90% to 95% by weight, oleic acid. The present invention also provides genetically modified plants, particularly oilseeds such as safflower, which can used to produce the lipid. Furthermore, provided are methods for genotyping and selecting plants which can be used to produce the lipid.
    Type: Application
    Filed: April 24, 2013
    Publication date: October 31, 2013
    Applicants: Grains Research and Development Corporation, Commonwealth Scientific and Industrial Research Organisation
    Inventors: Craig Christopher WOOD, Qing LIU, Xue-Rong ZHOU, Allan GREEN, Surinder Pal SINGH, Shijiang CAO
  • Publication number: 20130217906
    Abstract: Methods are provided for refining natural oil feedstocks and partially hydrogenating polyunsaturated olefins and polyunsaturated esters. The methods comprise reacting the feedstock in the presence of a metathesis catalyst under conditions sufficient to form a metathesized product comprising olefins and esters. In certain embodiments, the methods further comprise separating the polyunsaturated olefins from the polyunsaturated esters in the metathesized product. In certain embodiments, the methods further comprise partially hydrogenating the polyunsaturated olefins in the presence of a hydrogenation catalyst, wherein at least a portion of the polyunsaturated olefins are converted to monounsaturated olefins. In other embodiments, the methods further comprise partially hydrogenating the polyunsaturated esters in the presence of a hydrogenation catalyst, wherein at least a portion of the polyunsaturated esters are converted to monounsaturated esters.
    Type: Application
    Filed: March 14, 2013
    Publication date: August 22, 2013
    Applicant: ELEVANCE RENEWABLE SCIENCES, INC.
    Inventor: ELEVANCE RENEWABLE SCIENCES, INC.
  • Patent number: 8471047
    Abstract: The present invention relates to a series of mixed esters of glycerin esters having two distinct alkyl groups present thereon. One is a low melting product, having a melting point of below 70° C. and the other having a melting point of above 90° C. The presence of the two different melting point groups on the glycerin results in a modification of the hardness, spredability and aesthetics of the resulting mixed ester. This ability to alter hardness and skin aesthetics makes the products of the present invention useful in personal care products ranging as additives to pigmented products to minimize syneresis, to stick products alter the hardness, shrinkability and aesthetics of the stick, to pressed powders where they act to modify the compressability of the powders to which they are added as well as the feel achieved when they are applied to the skin.
    Type: Grant
    Filed: January 10, 2011
    Date of Patent: June 25, 2013
    Assignee: Surfatech Corporation
    Inventor: Kevin A. O'Lenick
  • Patent number: 8455670
    Abstract: The present invention relates to a series of mixed esters of complex esters having two distinct alkyl groups present thereon. One is a low melting product, having a melting point of below 70° C. and the other having a melting point of above. 90° C. The presence of the two different melting point groups on the polyol results in a modification of the hardness, spreadability and aesthetics of the resulting mixed ester. This ability to alter hardness and skin aesthetics makes the products of the present invention useful in personal care products ranging as additives to pigmented products to minimize syneresis, to stick products alter the hardness, shrinkability and aesthetics of the stick, to pressed powders where they act to modify the compressibility of the powders to which they are added as well as the feel achieved when they are applied to the skin.
    Type: Grant
    Filed: January 10, 2011
    Date of Patent: June 4, 2013
    Assignee: SuriaTech Corporation
    Inventor: Kevin A. O'Lenick
  • Publication number: 20130131363
    Abstract: A surfactant composition for agricultural chemicals, containing fatty acid polyoxyalkylene alkyl ether expressed by the following general formula (I), R1CO(EO)m(PO)nOR2??(I) wherein the fatty acid polyoxyalkylene alkyl ether has a narrow ratio of 55% by mass or more, where the narrow ratio is expressed by the following formula (A): Narrow ratio=?i=nMAX?2i=nMAX+2Yi??(A)
    Type: Application
    Filed: January 15, 2013
    Publication date: May 23, 2013
    Applicant: Lion Corporation
    Inventor: Lion Corporation
  • Patent number: 8444719
    Abstract: The invention relates to a method and apparatus for the batch preparation of esters of fatty acids obtained from biological sources. In particular, the invention relates to a method and apparatus for the batch preparation of methyl esters of fatty acids obtained from waste oil or animal fats for use as biodiesel.
    Type: Grant
    Filed: July 16, 2008
    Date of Patent: May 21, 2013
    Assignee: Ecodiesel Limited
    Inventor: Gary Brockett
  • Patent number: 8420840
    Abstract: A method comprising providing a starting composition comprising a polyunsaturated fatty acid, a polyunsaturated fatty ester, a carboxylate salt of a polyunsaturated fatty acid, a polyunsaturated triglyceride, or a mixture thereof; self-metathesizing the starting composition or cross-metathesizing the starting composition with at least one short-chain olefin in the presence of a metathesis catalyst to form self-/cross-metathesis products comprising: cyclohexadiene; at least one olefin; and one or more acid-, ester-, or salt-functionalized alkene; and reacting cyclohexadiene to produce at least one cycloalkane or cycloalkane derivatives.
    Type: Grant
    Filed: December 2, 2011
    Date of Patent: April 16, 2013
    Inventor: Edwin S. Olson
  • Patent number: 8420841
    Abstract: A method of manufacturing a biodiesel fuel that comprises generating micro-droplets of a first reactant and mixing the micro-droplets of the first reactant with a second reactant that is substantially immiscible with the first reactant. The method also comprises transferring the mixture of the first reactant and second reactant into a transesterification reaction vessel. The first reactant is one of an alcohol or oil, and the second reactant is the other of the oil or the alcohol.
    Type: Grant
    Filed: September 13, 2010
    Date of Patent: April 16, 2013
    Assignee: Texas Tech University System
    Inventor: Uzi Mann
  • Publication number: 20130085288
    Abstract: Methods are provided for refining natural oil feedstocks and producing dibasic esters and/or dibasic acids. The methods comprise reacting a terminal olefin with an internal olefin in the presence of a metathesis catalyst to form a dibasic ester and/or dibasic acid. In certain embodiments, the olefin esters are formed by reacting the feedstock in the presence of a metathesis catalyst under conditions sufficient to form a metathesized product comprising olefins and esters, separating the olefins from the esters in the metathesized product, and transesterifying the esters in the presence of an alcohol to form a transesterified product having olefin esters.
    Type: Application
    Filed: October 9, 2012
    Publication date: April 4, 2013
    Inventors: Thomas E. Snead, Steven A. Cohen, Demond L. Gildon
  • Publication number: 20130019520
    Abstract: The present invention is directed to methods of making fatty acid esters from glycerides and free fatty acids.
    Type: Application
    Filed: January 31, 2012
    Publication date: January 24, 2013
    Applicant: Brown University
    Inventors: Jason K. Sello, Aaron M. Socha
  • Patent number: 8318964
    Abstract: Problem To provide an environmentally-friendly method for producing industrially an ester compound. Solution The present invention is a method for producing an ester compound which comprises subjecting a carboxylic acid and an alcohol to dehydration-condensation reaction using an involatile acid catalyst and then removing the residual acid catalyst by bringing a weak basic substance into contact with the residual acid catalyst.
    Type: Grant
    Filed: October 20, 2007
    Date of Patent: November 27, 2012
    Assignee: Wako Pure Chemical Industries, Ltd.
    Inventors: Shigeaki Imazeki, Ryohiko Kinoshita
  • Publication number: 20120289724
    Abstract: Described is a process for simultaneously purifying fatty alcohols and obtaining a fraction of free fatty acids, wherein: (a) crude fatty alcohols comprising up to 70% b.w. alkyl esters and/or wax esters are treated with alkaline bases in an amount sufficient to essentially convert said esters into alkaline soaps, (b) said alkaline soaps are separated from said fatty alcohols by extraction to produce a purified fraction of fatty alcohols and an aqueous soap phase, and (c) said soap phase is treated with strong mineral acids in order to release the fatty acids from the soaps.
    Type: Application
    Filed: May 12, 2012
    Publication date: November 15, 2012
    Applicant: Cognis IP Management GmbH
    Inventors: Horst Josten, Pepa Dimitrova, Truc Tran Anh
  • Patent number: 8288574
    Abstract: Method for producing C3H5(OH)3 and at least one of fatty acid methyl ester (FAME) and fatty acid ethyl ester (FAEE) includes mixing vegetable oils and animal fats, at least one of CH3OH and C2H5OH and at least one first catalyst to transesterify a portion of triglycerides and provide a first mixture. The first mixture is separated, with a first light phase being withdrawn and fed into a second mixer where it is mixed with at least one second catalyst to transesterify a further portion of the triglycerides to provide a second mixture. The second mixture is separated, with a second light phase being withdrawn and mixed with soapless C3H5(OH)3 to provide a dispersion which is separated by density difference. A phase containing at least one of raw FAME and raw FAEE is mixed with an aqueous acid, washed with water, with the water being expelled to provide FAME and FAEE product.
    Type: Grant
    Filed: September 5, 2008
    Date of Patent: October 16, 2012
    Assignee: Lurgi GmbH
    Inventors: Rudolf Boensch, Helmut Saft, Peter Mitschke, Henning Buchold
  • Publication number: 20120238693
    Abstract: The invention provides a method of preparing a crosslinked polymer, which method comprises polymerising branched polyunsaturated monomers by a metathesis polymerisation reaction, wherein the branched polyunsaturated monomers contain acyclic ethylenically unsaturated groups that are capable of undergoing polymerization by a metathesis reaction such that the metathesis polymerisation produces a crosslinked polymer and substantially no non-volatile ethylenically unsaturated by-products.
    Type: Application
    Filed: June 1, 2012
    Publication date: September 20, 2012
    Applicants: MONASH UNIVERSITY, DELUXGROUP (AUSTRALIA) PTY. LTD
    Inventors: Christopher Henry SUCH, Jim Patel, William Roy Jackson, Andrea Jane Robinson, Algirdas Kazimieras Serelis
  • Patent number: 8242295
    Abstract: Disclosed is a process for producing a fatty alkyl ester and glycerin, including step 1 of reacting fats and oils with C1 to C5 lower alcohols, step 2 of removing the lower alcohols discharged from the outlet of a rector in step 1 until the lower alcohol content is reduced to 8 wt % or less, step 3 of separating the product obtained in step 2 into oil and aqueous phases, step 4 of reacting the oil phase obtained in step 3 with lower alcohols in the presence of an acid catalyst, and step 5 of separating the product discharged from the outlet of a reactor in step 4 into oil and aqueous phases thereby giving fatty acid alkyl esters and glycerin, as well as a process for producing fatty alcohols from hydrogen and the fatty acid alkyl esters obtained in the above process.
    Type: Grant
    Filed: December 19, 2006
    Date of Patent: August 14, 2012
    Assignee: Kao Corporation
    Inventors: Yuichiro Seki, Nobuhiro Tatsumi, Takanobu Katayama
  • Publication number: 20120178951
    Abstract: The invention relates to an apparatus for continuously carrying out heterogeneously catalyzed chemical reactions, comprising a microwave-transparent tube, the longitudinal axis of which extends in the direction of propagation of the microwaves of a single-mode microwave applicator and which is filled with an open-cell foam that carries or is made of catalytically active species.
    Type: Application
    Filed: September 3, 2010
    Publication date: July 12, 2012
    Applicant: CLARIANT FINANCE (BVI) LIMITED
    Inventors: Matthias Krull, Roman Morschhaeuser, Hans-Juergen Scholz
  • Patent number: RE44719
    Abstract: A process for the production of a composition comprising 1,3-dioleyl-2-palmitoyl glyceride (OPO) comprises subjecting a palm oil stearin, with an iodine value (IV) between about 2 and about 12 to enzymic transesterification, with oleic acid or a non-glyceride ester thereof.
    Type: Grant
    Filed: July 16, 2012
    Date of Patent: January 21, 2014
    Assignee: Loders Croklaan B.V.
    Inventors: Erik Johan Anton Schweitzer, Frederick William Cain, Ulrike Schmid