Peroxy Containing Material Utilized As Oxidizing Agent Patents (Class 554/138)
  • Patent number: 11319275
    Abstract: Embodiments described herein relate generally to plant extract compositions and methods to isolate fatty acid esters derived from crosslinked polyesters. Particular embodiments are directed to methods of preparing compositions of fatty acid esters by treating crosslinked polyesters or other crosslinked networks with an acid and an alcohol.
    Type: Grant
    Filed: October 23, 2020
    Date of Patent: May 3, 2022
    Assignee: Apeel Technology, Inc.
    Inventors: Ronald C. Bakus, II, Gabriel Rodriguez, Camille Mol, Louis Perez
  • Patent number: 10843997
    Abstract: Embodiments described herein relate generally to plant extract compositions and methods to isolate fatty acid esters derived from crosslinked polyesters. Particular embodiments are directed to methods of preparing compositions of fatty acid esters by treating crosslinked polyesters or other crosslinked networks with an acid and an alcohol.
    Type: Grant
    Filed: May 16, 2019
    Date of Patent: November 24, 2020
    Assignee: APEEL TECHNOLOGY, INC.
    Inventors: Ronald C. Bakus, II, Gabriel Rodriguez, Camille Mol, Louis Perez
  • Patent number: 10407377
    Abstract: Described herein are methods of preparing cutin-derived monomers, oligomers, or combinations thereof from cutin-containing plant matter. The methods can include heating the cutin-derived plant matter in a solvent at elevated temperature and pressure. In some preferred embodiments, the methods can be carried out without the use of additional acidic or basic species.
    Type: Grant
    Filed: October 3, 2018
    Date of Patent: September 10, 2019
    Assignee: Apeel Technology, Inc.
    Inventors: Ronald C. Bakus, II, Louis Perez, Camille Mol, James Rogers, Gabriel Rodriguez
  • Patent number: 9957215
    Abstract: Described herein are methods of preparing cutin-derived monomers, oligomers, or combinations thereof from cutin-containing plant matter. The methods can include heating the cutin-derived plant matter in a solvent at elevated temperature and pressure. In some preferred embodiments, the methods can be carried out without the use of additional acidic or basic species.
    Type: Grant
    Filed: August 18, 2017
    Date of Patent: May 1, 2018
    Assignee: aPEEL Technology, Inc.
    Inventors: Louis Perez, Camille Mol, Ronald C. Bakus, II, James Rogers, Gabriel Rodriguez
  • Patent number: 9868688
    Abstract: Provided is a continuous process for the oxidative cleavage of derivatives of unsaturated carboxylic acids for the production of saturated carboxylic acids and their derivatives which comprises the steps of: a) feeding to a first reactor at least a derivative of an unsaturated carboxylic acid, an oxidizing compound and a catalyst capable of catalyzing the oxidation reaction of the olefinic double bond to obtain an intermediate compound containing vicinal diols, and of b) feeding to a second reactor said intermediate compound, a compound containing oxygen and a catalyst capable of catalyzing the oxidation reaction of the vicinal diols to carboxylic groups, to obtain saturated monocarboxylic acids (i) and derivatives of saturated carboxylic acids with more than one acid function (ii); c) separating the saturated monocarboxylic acids (i) from the derivatives of carboxylic acids having more than one acid function (ii).
    Type: Grant
    Filed: February 22, 2016
    Date of Patent: January 16, 2018
    Assignee: NOVAMONT S.P.A.
    Inventors: Arno Bieser, Giampietro Borsotti, Francesca Digioia, Adriano Ferrari, Alessandro Pirocco
  • Patent number: 9272975
    Abstract: Provided is a continuous process for the oxidative cleavage of derivatives of unsaturated carboxylic acids for the production of saturated carboxylic acids and their derivatives which comprises the steps of: a) feeding to a first reactor at least a derivative of an unsaturated carboxylic acid, an oxidizing compound and a catalyst capable of catalyzing the oxidation reaction of the olefinic double bond to obtain an intermediate compound containing vicinal diols, and of b) feeding to a second reactor said intermediate compound, a compound containing oxygen and a catalyst capable of catalyzing the oxidation reaction of the vicinal diols to carboxylic groups, to obtain saturated monocarboxylic acids (i) and derivatives of saturated carboxylic acids with more than one acid function (ii); c) separating the saturated monocarboxylic acids (i) from the derivatives of carboxylic acids having more than one acid function (ii).
    Type: Grant
    Filed: August 26, 2014
    Date of Patent: March 1, 2016
    Assignee: Novamont S.p.A.
    Inventors: Arno Bieser, Giampietro Borsotti, Francesca Digioia, Adriano Ferrari, Alessandro Pirocco
  • Patent number: 9234159
    Abstract: Simple, economical preparative processes for the provision of pure hydroxyl functional materials derived by converting unsaturated molecules found in animal fats into hydroxyl groups are presented herein. The hydroxylated animal fats can be reacted with isocyanates to form polyurethane articles.
    Type: Grant
    Filed: March 12, 2013
    Date of Patent: January 12, 2016
    Assignee: BIOBASED TECHNOLOGIES LLC
    Inventors: Amy Sorrell, Trevor Newbold, Jianghong Qian, Srikanth Yalamanchili, Neil Nodelman
  • Publication number: 20150126759
    Abstract: Hydroxytyrosol derivative compositions, methods for their manufacture, and their use in personal care products are disclosed. Lipophilic hydroxytyrosol carbonate ester compound can be made by oxidizing a substituted hydroxybenzaldehyde compound with an oxidizing agent such as hydrogen peroxide under mild conditions. The process involves enzymatic esterification of 4-(2-hydroxyethyl)phenol to form the corresponding ester, the introduction of a formyl group ortho to the phenolic hydroxyl group of the ester to form a lipophilic formyltyrosol ester; oxidation of the lipophilic formyltyrosol ester with a peroxide compound to form a lipophilic hydroxytyrosol ester compound; and reaction of lipophilic hydroxytyrosol ester compound with carbonic acid ester derivatives to form a lipophilic hydroxytyrosol carbonic ester compound. These compounds are useful is a wide variety of personal care compositions as anti-aging compounds that are stable against oxidation.
    Type: Application
    Filed: November 4, 2013
    Publication date: May 7, 2015
    Applicant: Eastman Chemical Company
    Inventors: Neil Warren Boaz, Robert Joseph Maleski
  • Patent number: 8969603
    Abstract: Provided are processes for the oxidative cleavage of a double bond in an unsaturated carboxylic acid. The process includes contacting the unsaturated carboxylic acid with a mild oxidizing agent and agitating the unsaturated carboxylic acid and the mild oxidizing agent for a time sufficient to cleave a double bond of the unsaturated carboxylic acid and produce a product comprising an aldehyde. The process is typically carried out in a mill, such as a ball, hammer, attrition, or jet mill.
    Type: Grant
    Filed: January 23, 2014
    Date of Patent: March 3, 2015
    Assignee: University of Central Florida Research Foundation, Inc.
    Inventor: Richard G. Blair
  • Publication number: 20150005521
    Abstract: A continuous process for the oxidative cleavage of vegetable oils containing triglycerides of unsaturated carboxylic acids, to obtain saturated carboxylic acids, comprising feeding to a first continuous reactor a vegetable oil, an oxidizing compound and catalyst capable of catalyzing the oxidation reaction of the olefinic double bond to obtain an intermediate compound containing vicinal diols: feeding to a second continuous reactor said intermediate compound, a compound containing oxygen and a catalyst capable of catalyzing the oxidation reaction of the vicinal diols to carboxylic groups, to obtain saturated monocarboxylic acids (i) and triglycerides containing saturated carboxylic acids with more than one acid function (ii); separating the saturated monocarboxylic acids (i) from the triglycerides (ii); hydrolyzing in a third reactor the triglycerides (ii) to obtain glycerol and saturated carboxylic acids with more than one acid function; and purifying said saturated carboxylic acids by fractioned crystalliza
    Type: Application
    Filed: August 11, 2014
    Publication date: January 1, 2015
    Inventors: Arno Bieser, Giampietro Borsotti, Francesca Digioia, Adriano Ferrari, Alexxandro Pirocco
  • Patent number: 8846962
    Abstract: There is described a continuous process for the oxidative cleavage of derivatives of unsaturated carboxylic acids for the production of saturated carboxylic acids and their derivatives comprising the steps of: a) feeding to a first reactor at least a derivative of an unsaturated carboxylic acid, an oxidizing compound and a catalyst capable of catalyzing the oxidation reaction of the olefinic double bond to obtain an intermediate compound containing vicinal diols, and of b) feeding to a second reactor said intermediate compound, a compound containing oxygen and a catalyst capable of catalyzing the oxidation reaction of the vicinal diols to carboxylic groups, to obtain saturated monocarboxylic acids (i) and derivatives of saturated carboxylic acids with more than one acid function (ii); c) separating the saturated monocarboxylic acids (i) from the derivatives of carboxylic acids having more than one acid function (ii).
    Type: Grant
    Filed: December 29, 2010
    Date of Patent: September 30, 2014
    Assignee: Novamont S.p.A.
    Inventors: Arno Bieser, Giampietro Borsotti, Francesca Digioia, Adriano Ferrari, Alessandro Pirocco
  • Patent number: 8835662
    Abstract: There is described a continuous process for the oxidative cleavage of vegetable oils containing triglycerides of unsaturated carboxylic acids, for the obtainment of saturated carboxylic acids, comprising the steps of: a) feeding to a first continuous reactor at least a vegetable oil, an oxidizing compound and a catalyst capable of catalyzing the oxidation reaction of the olefinic double bond to obtain an intermediate compound containing vicinal diols, and of b) feeding to a second continuous reactor said intermediate compound, a compound containing oxygen and a catalyst capable of catalyzing the oxidation reaction of the vicinal diols to carboxylic groups, to obtain saturated monocarboxylic acids (i) and triglycerides containing saturated carboxylic acids with more than one acid function (ii); c) separating the saturated monocarboxylic acids (i) from the triglycerides having more than one acid function (ii).
    Type: Grant
    Filed: December 29, 2010
    Date of Patent: September 16, 2014
    Assignee: Novamont S.p.A.
    Inventors: Arno Bieser, Giampietro Borsotti, Francesca Digioia, Adriano Ferrari, Alessandro Pirocco
  • Patent number: 8791281
    Abstract: The invention is related to a process for production of lignoceric acid from mixtures of long-chain aliphatic alcohols that contain lignoceric alcohol, wherein the process consists in oxidizing the mixture in a biphasic catalytic system using quaternary ammonium peroxotungstophosphate as a catalyst and hydrogen peroxide as an oxidant, followed by several physical or chemical unitary steps to separate and purify the lignoceric acid.
    Type: Grant
    Filed: May 10, 2010
    Date of Patent: July 29, 2014
    Assignee: Pontificia Universidad Catolica de Valparaiso
    Inventors: Miguel Angel Fuenzalida Diaz, Alejandro Markovits Rojas, Miriam Berrios Cornejo, Mabel Keller Mena, Jose Rodrigo Vergara Salinas, Glenda Cea Barcia, Andres Illanes Frontaura, Rolando Arturo Chamy Maggi, Andres Markovits Schersl, Araceli Olivares Miralles, Nadia Veronica Guajardo Ramirez
  • Patent number: 8674124
    Abstract: A process for the preparation of an organic reactive intermediate that contains a combination of epoxy groups, hydroxy groups and unsaturated groups wherein the process can be utilized to control the amounts of each of the functional groups in the final product. The reactive intermediates are prepared from natural triglyceride plant and animal oils containing unsaturation.
    Type: Grant
    Filed: April 6, 2011
    Date of Patent: March 18, 2014
    Assignee: Biobased Technologies LLC
    Inventors: Trevor Newbold, Sandra Mae Newbold, Srikanth Yalamanchili
  • Publication number: 20130217798
    Abstract: Simple, economical preparative processes for the provision of pure hydroxyl functional materials derived by converting unsaturated molecules found in animal fats into hydroxyl groups are presented herein. The hydroxylated animal fats can be reacted with isocyanates to form polyurethane articles.
    Type: Application
    Filed: March 12, 2013
    Publication date: August 22, 2013
    Applicant: BIOBASED TECHNOLOGIES LLC
    Inventor: BIOBASED TECHNOLOGIES LLC
  • Patent number: 8507701
    Abstract: There is disclosed a process for hydroxylating vegetable oils to create polyols suitable for use in polymer processes, particularly polyurethane processes. The process includes contacting a vegetable oil with hydrogen peroxide and an organic acid having 1-3 carbon atoms under conditions sufficient to oxidize carbon to carbon double bonds found in the vegetable oil. There is also disclosed a vegetable oil based polyol having an acid number of 2.0 mg KOH/g or less. The polyol contains 0.1% w/w or less water, 0.1% w/w or less of the organic acid used to prepare the polyol, and triglyceride groups having fatty acid moieties ranging from C16 to C18. The fatty acid moieties contain pendant carboxylate groups having from 1 to 3 carbon atoms.
    Type: Grant
    Filed: December 10, 2010
    Date of Patent: August 13, 2013
    Assignee: Biobased Technologies LLC
    Inventors: Srikanth Yalamanchili, Neil Nodelman, David Casper, Trevor Newbold
  • Patent number: 8350070
    Abstract: Simple, economical preparative processes for the provision of pure hydroxyl functional materials that are derived by converting the alkene groups of the unsaturated molecules found in vegetable oils, into hydroxyl groups.
    Type: Grant
    Filed: March 15, 2012
    Date of Patent: January 8, 2013
    Assignee: Biobased Technologies LLC
    Inventors: David M. Casper, Trevor Newbold
  • Publication number: 20120214920
    Abstract: A plasticizer composition comprising vicinally diacylated fatty acid esters derived from renewable feedstocks, and a process for the preparation thereof, are disclosed. A composition comprising a halogen-containing polymer and a plasticizer composition comprising the vicinally diacylated fatty acid esters is also described. A method for plasticizing halogen-containing polymers, such as polyvinyl chloride (PVC) resins is provided. The plasticizer compositions may be added to PVC resins in amounts ranging between 1 and 200 phr.
    Type: Application
    Filed: January 29, 2012
    Publication date: August 23, 2012
    Applicant: GALATA CHEMICALS LLC.
    Inventor: Peter FRENKEL
  • Patent number: 8222438
    Abstract: Process for the production of saturated monocarboxylic acids and triglycerides of saturated carboxylic acids having more than one acid functionstarting from non-modified vegetable oils containing triglycerides of unsaturated fattyacids, comprising the oxidative cleavage of the unsaturated fatty acids.
    Type: Grant
    Filed: May 9, 2008
    Date of Patent: July 17, 2012
    Assignee: Novamont S.p.A.
    Inventors: Catia Bastioli, Giampietro Borsotti, Alessandra Merlin, Tiziana Milizia
  • Publication number: 20120172610
    Abstract: Simple, economical preparative processes for the provision of pure hydroxyl functional materials that are derived by converting the alkene groups of the unsaturated molecules found in vegetable oils, into hydroxyl groups.
    Type: Application
    Filed: March 15, 2012
    Publication date: July 5, 2012
    Applicant: BioBased Technologies LLC
    Inventors: David Casper, Trevor Newbold
  • Publication number: 20120130100
    Abstract: The invention is related to a process for production of lignoceric acid from mixtures of long-chain aliphatic alcohols that contain lignoceric alcohol, wherein the process consists in oxidizing the mixture in a biphasic catalytic system using quaternary ammonium peroxotungstophosphate as a catalyst and hydrogen peroxide as an oxidant, followed by several physical or chemical unitary steps to separate and purify the lignoceric acid.
    Type: Application
    Filed: May 10, 2010
    Publication date: May 24, 2012
    Applicants: HARTING S.A., PONTIFICIA UNIVERSIDAD CATOLICA DE VALPARAISO
    Inventors: Miguel Angel Fuenzalida Diaz, Alejandro Markovitis Rojas, Miriam Berrios Cornejo, Mabel Keller Mena, Jose Rodrigo Vergaras Salinas, Glenda Cea Barcia, Andres Illanes Frontaura, Rolando Arturo Chamy Maggi, Andres Markovits Schersl, Araceli Olivares Miralles, Nadia Veronica Guajardo Ramirez
  • Patent number: 7893287
    Abstract: Simple, economical preparative processes for the provision of pure hydroxyl functional materials that are derived by converting the alkene groups of the unsaturated molecules found in vegetable oils, into hydroxyl groups.
    Type: Grant
    Filed: July 28, 2005
    Date of Patent: February 22, 2011
    Assignee: BioBased Technologies LLC
    Inventors: David M. Casper, Trevor Newbold
  • Patent number: 7812186
    Abstract: A process for the production of carboxylic acids and their derivatives comprising the steps of: (c) reacting a derivative of an unsaturated fatty acid with an oxidizing compound in the presence of a catalyst capable of catalysing the reaction of oxidation of the double olefinic bond of the derivative of the unsaturated fatty acid so as to obtain as intermediate product of reaction a vicinal diol; and (d) reacting said intermediate compound with oxygen, or a compound containing oxygen, in the presence of a catalyst capable of catalysing the reaction of oxidation of the hydroxyl groups of the vicinal diol to carboxylic groups, characterized in that both of the steps (a) and (b) are carried out in the absence of added organic solvent and in that the water/diol ratio in the reaction of step (b) is less than 1:1.
    Type: Grant
    Filed: September 21, 2006
    Date of Patent: October 12, 2010
    Assignee: Novamont S.p.A.
    Inventors: Catia Bastioli, Tiziana Milizia, Giampietro Borsotti
  • Patent number: 7560578
    Abstract: The present invention relates to an improved process for producing hydroxy fatty acids preferably dihydroxy or polyhydroxy acids from unsaturated fatty acids derived from natural oils and fats. The unsaturated fatty acids extracted from natural vegetable oils or animal fats preferably palm-based oleic acid is hydroxylated or oxidized by peracetic acid which formed in situ from a mixture of hydrogen peroxide and formic acid. The process for producing dihydroxy or polyhydroxy fatty acids according to the present invention involve less cost, easier to perform and reduced reaction time. In addition, the dihydroxy or polyhydroxy acids produced according to the present invention is non irritant and suitable to be used in production of cosmetic products.
    Type: Grant
    Filed: October 28, 2004
    Date of Patent: July 14, 2009
    Assignee: Malaysian Palm Oil Board
    Inventors: Salmiah Ahmad, Soi Seng Hoong, Mohd Norhisham Sattar, Yusrabbil Amiyati Yusof, Hazimah Abu Hassan, Roila Awang
  • Patent number: 6608229
    Abstract: A simplified process for oxidizing starch and other polysaccharides in an aqueous solution or suspension using hypochlorite in the presence of a catalytic amount of a nitroxyl compound is described. The oxidation is process is bromide-free and is carried out at a pH between 7 and 8.3 and at a temperature between 15 and 25° C.
    Type: Grant
    Filed: April 25, 2001
    Date of Patent: August 19, 2003
    Assignee: SCA Hygiene Products Zeist B.V.
    Inventors: Petter Bragd, Arie Cornelis Besemer, Jeffrey Wilson Thornton
  • Patent number: 6174928
    Abstract: A fluorinated oligomer having COOH groups at both end and a &rgr;50° value of 1,000 to 10,000 is produced by swelling a fluorine rubber crosslinking product in an organic solvent, followed by decomposition in the presence of a base and a peroxide. The obtained fluorinated oligomer is soluble in solvent and thus easy to separate from fillers, etc., and can be effectively used as a chain-elongating agent for epoxy resin, isocyanate resin, oxazoline resin, etc.
    Type: Grant
    Filed: March 26, 1999
    Date of Patent: January 16, 2001
    Assignee: Nippon Mektron, Limited
    Inventors: Fumiyo Mizuide, Haruyoshi Tatsu, Sergey Vasilievich Sokolov, Michail Vasiliyevich Zhuravlev, Igor Vladimirovich Kokotin, Olga Viktorinovna Blagodatova
  • Patent number: 5939572
    Abstract: A method for preparing a carboxylic acid is provided. The method includes contacting an olefinic compound or a vicinal dihydroxy compound with oxygen in the presence of a protic organic solvent, an inorganic oxide catalyst and a peroxidant such as hydrogen peroxide or an peralkanoic acid. The inorganic oxide catalyst includes an oxide of tungsten, molybdenum, niobium, vanadium, tantalum, titanium, or yttrium.
    Type: Grant
    Filed: December 30, 1997
    Date of Patent: August 17, 1999
    Assignee: North Dakota State University Research Foundation
    Inventors: Mukund P. Sibi, Philip Boudjouk, Jianguo Ji
  • Patent number: 5864049
    Abstract: The present invention relates to a process for the preparation of carboxylic acids from unsaturated fatty acids and/or their derivatives.The process of the invention is characterized in that it comprises the following stages:a stage which consists in oxidizing an unsaturated fatty acid in the form of acid and/or of ester using hydrogen peroxide, in the presence of a metal oxide or of a carboxylic acid optionally used in combination with a ruthenium-based catalyst,a stage which consists in reacting the reaction mixture originating from the preceding stage with nitric acid in the presence of a vanadium-based catalyst, optionally used in combination with a cocatalyst, and thena stage of recovery of the mono- and dicarboxylic acids.It is particularly well suited for the preparation of saturated mono- and dicarboxylic acids obtained from unsaturated fatty acids such as oleic acid or from oils and fats.
    Type: Grant
    Filed: September 23, 1997
    Date of Patent: January 26, 1999
    Assignee: Rhone-Poulenc Chimie
    Inventors: Emmanuel Dos Santos, Pascal Metivier
  • Patent number: 5731460
    Abstract: A catalyst system and process for the oxidative cleavage of alkenes with hydrogen peroxide is provided. The catalyst system comprises a source of ruthenium, a source of molybdenum and a phase transfer agent. The process comprises contacting an alkene with the hydrogen peroxide in the presence of the above catalyst system. Sources of ruthenium and molybdenum comprise the metals, salts or complexes. Preferred sources are RuCl.sub.3 and MoO.sub.3. The phase transfer agent is preferably a quaternary ammonium salt. The process usually takes place in the presence of an organic solvent, preferably t-butanol.
    Type: Grant
    Filed: February 14, 1996
    Date of Patent: March 24, 1998
    Assignee: Solvay Interox Limited
    Inventors: Alexander Johnstone, Paul John Middleton, Miranda Service, William Ronald Sanderson
  • Patent number: 5710295
    Abstract: A process of preparing alkali metal N-acyl amino acids, especially sodium N-acyl sarcosinates. The process of the invention eliminates the use of phosphorus trichloride or thionyl chloride and carboxylic acid chlorides. The process involves reacting the alkali metal N-acyl amino acid directly with a fatty acid at elevated temperatures with constant removal of water generated in the reaction.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: January 20, 1998
    Assignee: Hampshire Chemical Corp.
    Inventors: Richard P. Woodbury, Roger R. Gaudette, F. David Wood
  • Patent number: 5596111
    Abstract: A method for preparing a carboxylic acid is provided. The method includes contacting an olefinic compound or a vicinal dihydroxy compound with oxygen in the presence of a protic organic solvent, an inorganic oxide catalyst and a peroxidant such as hydrogen peroxide or an peralkanoic acid. The inorganic oxide catalyst includes an oxide of tungsten, molybdenum, niobium, vanadium, tantalum, titanium, or yttrium.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: January 21, 1997
    Assignee: North Dakota State University
    Inventors: Mukund P. Sibi, Philip Boudjouk, Jianguo Ji
  • Patent number: 5344946
    Abstract: The present invention provides a process for the preparation of vicinal diols and/or epoxides by the oxidation of olefinically-unsaturated compounds with the use of an inorganic heptavalent rhenium compound as catalyst and of hydrogen peroxide as oxidation agent, wherein the reaction is carried out in a solvent selected from the group consisting of organic phosphoric acid esters and ethers with a boiling point above 50.degree. C. under atmospheric conditions.
    Type: Grant
    Filed: May 20, 1993
    Date of Patent: September 6, 1994
    Assignee: Solvay Interox GmbH
    Inventors: Siegfried Warwel, Mark R. Klaas, Michael Sojka
  • Patent number: 5336793
    Abstract: A method of preparing carboxylic acids or esters thereof by the oxidative cleavage of unsaturated fatty acids or esters thereof is carried out in a two-phase aqueous-organic system in which the organic phase contains the unsaturated fatty acid and/or the esters thereof and the aqueous phase contains hydrogen peroxide. The oxidative cleavage is carried out in the presence of a catalytic system including a catalyst belonging to the group constituted by tungstic and molybdic acids and alkaline salts thereof, and an onium salt which acts as a phase-transfer agent for the catalyst, and has the formula:(R.sub.2 R.sub.3 R.sub.4 R.sub.5 M).sup.+ Y.sup.-in which R.sub.2, R.sub.3, R.sub.4 and R.sub.5 represent hydrocarbon groups of which at least one must have more than 10 carbon atoms,M is N or P, andY.sup.- is an inorganic anion.
    Type: Grant
    Filed: December 10, 1992
    Date of Patent: August 9, 1994
    Assignee: Novamont S.p.A.
    Inventors: Andrea Gardano, Giampiero Sabarino, Marco Foa
  • Patent number: RE45868
    Abstract: There is disclosed a process for hydroxylating vegetable oils to create polyols suitable for use in polymer processes, particularly polyurethane processes. The process includes contacting a vegetable oil with hydrogen peroxide and an organic acid having 1-3 carbon atoms under conditions sufficient to oxidize carbon to carbon double bonds found in the vegetable oil. There is also disclosed a vegetable oil based polyol having an acid number of 2.0 mg KOH/g or less. The polyol contains 0.1% w/w or less water, 0.1% w/w or less of the organic acid used to prepare the polyol, and triglyceride groups having fatty acid moieties ranging from C16 to C18. The fatty acid moieties contain pendant carboxylate groups having from 1 to 3 carbon atoms.
    Type: Grant
    Filed: February 24, 2014
    Date of Patent: January 26, 2016
    Assignee: BIOBASED TECHNOLOGIES LLC
    Inventors: Srikanth Yalamanchili, Neil Nodelman, David Casper, Trevor Newbold