Ozone Utilized Patents (Class 554/133)
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Patent number: 11236289Abstract: The present invention relates to a method for the production of an ozonized olive oil with a controlled degree of ozonization, wherein said method comprises at least one step of putting the olive oil into contact with ozone in the presence of water.Type: GrantFiled: November 22, 2018Date of Patent: February 1, 2022Assignee: Organicare, LLCInventors: Franco Papa, Renato Colognato
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Publication number: 20150005520Abstract: The present invention provides a pretreatment method to reduce saturated fatty acids of fatty acids used as feedstock when preparing ester polyols. The range of feedstock includes non-fractionated to fully fractionated feedstock. Performing some fractionation by distillation of the fatty acids derived from feedstock eliminates the need to fractionate the various ozone esters from each other before esterification. Further, the approach of the present invention is more economical and efficient than the conventional method of fractionation by crystallization.Type: ApplicationFiled: February 28, 2013Publication date: January 1, 2015Inventors: Herman Paul Benecke, Daniel B. Garbark
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Patent number: 8871960Abstract: Methods to convert unsaturated fatty acids derived from biobased oils to highly functionalized esters, ester polyols, amides, and amide polyols. The products can be used to make polyurethane and polyester films and foams.Type: GrantFiled: December 31, 2009Date of Patent: October 28, 2014Assignee: Battelle Memorial InstituteInventors: Herman Paul Benecke, Daniel B. Garbark
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Patent number: 8859794Abstract: Methods to convert fatty acids to highly functionalized esters, ester polyols, amides, and amide polyols. The products can be used to make polyurethane and polyester films and foams.Type: GrantFiled: December 31, 2009Date of Patent: October 14, 2014Assignee: Battelle Memorial InstituteInventors: Herman Paul Benecke, Daniel B. Garbark, Bhima Rao Vijayendran
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Patent number: 8624047Abstract: Solvent-less methods to convert oil derivatives, and modified oils to highly functionalized esters, ester polyols, amides, and amide polyols. The products can be used to make polyurethane and polyester films and foams.Type: GrantFiled: December 31, 2009Date of Patent: January 7, 2014Assignee: Battelle Memorial InstituteInventors: Daniel B. Garbark, Herman Paul Benecke
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Patent number: 8217193Abstract: A process for the preparation of new polyols and polyesters from a natural oil or other unsaturated fatty acid esters is described. The process involves ozone cleavage of double bonds in the fatty acid chains of the oils along with coupling of a hydroxylated compound such as a mono-alcohol, a diol, or a polyol to the cleaved ends of the molecules resulting from the cleavage with a base. The resulting polyols and polyesters are as intermediates for polymers.Type: GrantFiled: September 15, 2009Date of Patent: July 10, 2012Assignees: Board of Trustees of Michigan State University, Bioplastic Polymers and Composites, LLCInventors: Ramani Narayan, Daniel Graiver, Kenneth W. Farminer, Phuong T. Tran, Tam Tran, legal representative
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Patent number: 8178703Abstract: Methods to convert biobased oils, oil derivatives, and modified oils to highly functionalized esters, ester polyols, amides, and amide polyols. The products can be used to make polyurethane and polyester films and foams.Type: GrantFiled: June 8, 2011Date of Patent: May 15, 2012Assignee: Battelle Memorial InstituteInventors: Herman Paul Benecke, Daniel B. Garbark, Bhima Rao Vijayendran
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Publication number: 20120053354Abstract: [Problem] There is provided a method for producing an oxygen-containing compound safely and with improved reaction efficiency, in which an undesired peroxide is unlikely to be produced, and efficient heat exchange of the ozonization can be achieved.Type: ApplicationFiled: February 17, 2010Publication date: March 1, 2012Applicant: Utsunomiya UniversityInventor: Masaaki Yoshida
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Publication number: 20110269979Abstract: Methods to convert unsaturated fatty acids derived from biobased oils to highly functionalized esters, ester polyols, amides, and amide polyols. The products can be used to make polyurethane and polyester films and foams.Type: ApplicationFiled: December 31, 2009Publication date: November 3, 2011Applicant: BATTELLE MEMORIAL INSTITUTEInventors: Herman Paul Benecke, Daniel B. Garbark
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Patent number: 7994354Abstract: Methods to convert biobased oils, oil derivatives, and modified oils to highly functionalized esters, ester polyols, amides, and amide polyols. The products can be used to make polyurethane and polyester films and foams.Type: GrantFiled: April 26, 2006Date of Patent: August 9, 2011Assignee: Battelle Memorial InstituteInventors: Herman Paul Benecke, Daniel B. Garbark, Bhima Rao Vijayendran
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Patent number: 7589222Abstract: A process for the preparation of new polyols from a natural oil is described. The process involves ozone cleavage of double bonds in the fatty acid chains of the oils along with coupling of a di or polyol to the cleaved ends of the molecules resulting from the cleavage with a base. The resulting polyols are as intermediates for polymers.Type: GrantFiled: February 27, 2006Date of Patent: September 15, 2009Assignees: Board of Trustees of Michigan State University, Bioplastic Polymers and Composites, LLCInventors: Ramani Narayan, Daniel Graiver, Kenneth W. Farminer, Phuong T. Tran, Tam Tran, legal representative
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Publication number: 20090176904Abstract: The present invention relates generally to polymers and monomers derived from agricultural feedstocks, and more particularly to methods for the production of monomers from renewable agricultural resources such as feedstocks, for example canola, flax and tallow, and polymers, in particular polyurethanes produced from monomers derived from such feedstocks. The present invention also relates to novel processes for the production of short-chain alcohols, as well as hydroxyl wax esters, from renewable feedstocks. An improved apparatus for carrying out ozonolysis reactions is also disclosed.Type: ApplicationFiled: March 17, 2009Publication date: July 9, 2009Inventors: Suresh Narine, Peter Sporns, Jin Yue
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Patent number: 7538236Abstract: The present invention relates generally to polymers and monomers derived from agricultural feedstocks, and more particularly to methods for the production of monomers from renewable agricultural resources such as feedstocks, for example canola, flax and tallow, and polymers, in particular polyurethanes produced from monomers derived from such feedstocks. The present invention also relates to novel processes for the production of short-chain alcohols, as well as hydroxyl wax esters, from renewable feedstocks. An improved apparatus for carrying out ozonolysis reactions is also disclosed.Type: GrantFiled: January 4, 2007Date of Patent: May 26, 2009Inventors: Suresh Narine, Peter Sporns, Jin Yue
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Patent number: 6512131Abstract: A process for carrying out a multi-phase reaction in a continuously operated tube reactor operated according to the counter current principle in which reactor components of a liquid phase flowing downwards as a thin film in said tube reactor and components of a continuous gas flowing upward in said tube reactor are brought to material transfer, or reaction respectively. The gas phase is pulsed, by repeated temporary pressure lowering at the gas entry into said tube reactor and/or repeated temporary pressure increase at the gas exit from said tube reactor, to counteract film thickness growth and liquid phase stagnation.Type: GrantFiled: October 22, 2000Date of Patent: January 28, 2003Assignee: Dr. Frische GmbHInventors: Bernd Best, Karlheinz Brunner, Rainer Frische, Dirk Kilian, Joachim Seemann
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Patent number: 6364917Abstract: A method for refining virgin plant oil and/or waste vegetable oil into fuel, preferably diesel engine fuel, wherein said method comprises the steps of heating the oil supplying water and/or ozone mixing the oil with water and/or ozone and agitating the mixture of oil and water and/or dissipating the ozone.Type: GrantFiled: February 1, 2000Date of Patent: April 2, 2002Inventors: Masatoshi Matsumura, Seishiro Murakami
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Patent number: 6175024Abstract: A method of preparing an ester of a carboxylic acid functionalized with a moiety selected from the group consisting of halides, sulfonates, ethers, hydroxyl, amines, and aldehydes, said method comprising: (a) providing either a carboxylic acid having a vinyl group or an ester thereof; (b) functionalizing the vinyl carbon closest to the carboxyl group with said moiety, wherein said functionalizing comprises cleaving said vinyl group.Type: GrantFiled: March 3, 1999Date of Patent: January 16, 2001Assignee: AlliedSignal Inc.Inventors: William J. Boyle, Jr., Indira Reddy, Zhenrong Qian, Heng Eric Su, David Ryckman
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Patent number: 5973173Abstract: Pure azelaic acid is obtained by working up a reaction mixture containing C.sub.1-18 monocarboxylic acids, mainly pelargonic acid, and C.sub.4-16 dicarboxylic acids, mainly azelaic acid, obtained from the ozonolysis of oleic acid or a starting mixture containing oleic acid. All but <2% by weight of the monocarboxylic acids and part of the dicarboxylic acids with a chain length of <C.sub.9 and >C.sub.9 are separated off to obtain a prepurified product containing more than 75% by weight of oleic acid and the prepurified product is concentrated to more than 90% by weight of oleic acid in several process steps. In a first process step (1), the dicarboxylic acids with chain lengths of <C.sub.9 present in the prepurified product are removed as first runnings by fractional distillation. In a second process step (2), the bottom product obtained is reacted with water to split carboxylic anhydrides present in the bottom product.Type: GrantFiled: April 22, 1997Date of Patent: October 26, 1999Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Horst Josten, Wilhelm Johannisbauer, Manfred Lindemann, Dennis G. Gaige, Kenneth R. McVay
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Patent number: 5710295Abstract: 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: GrantFiled: June 6, 1995Date of Patent: January 20, 1998Assignee: Hampshire Chemical Corp.Inventors: Richard P. Woodbury, Roger R. Gaudette, F. David Wood
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Patent number: 5420316Abstract: A carboxylic acid is made by contacting an organic compound having at least one olefinic bond with ozone to form a mixture of ozonization products; contacting the mixture of ozonization products with oxygen to form a mixture of oxidation products; contacting the mixture of oxidation products with oxygen in the presence of an effective amount of a catalyst selected from the group consisting of a manganese-exchanged X-zeolite, a manganese-exchanged Y-zeolite, a manganese-exchanged A-zeolite, or a combination thereof to form said carboxylic acid.Type: GrantFiled: February 10, 1994Date of Patent: May 30, 1995Assignee: Henkel CorporationInventor: Louis Rebrovic
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Patent number: RE36549Abstract: The use of a fatty oil ex Helianthus annuus containing 78 to 92% by weight oleic acid and 2 to 10% by weight linoleic acid for the production of .Iadd.azelaic acid or for the production of .Iaddend.diperazelaic acid .Iadd.from the azelaic acid thus produced.Iaddend., with elimination of enrichment steps with respect to the oleic acid content, by fat splitting, distillation, oxidative ozonolysis of the fatty acid mixture obtained, and .Iadd.in the case of production of diperazelaic acid by .Iaddend.reaction of the azelaic acid thus obtained with hydrogen peroxide to form diperazelaic acid. The resulting diperazelaic acid has improved stability in storage and is obtained in high yields and in highly pure form.Type: GrantFiled: December 21, 1994Date of Patent: February 1, 2000Assignee: Henkel Kommanditgesellschaft auf AktienInventors: Horst Eierdanz, Paul Schulz, Beatrix Kottwitz