Boron Or Phosphorus Containing Treating Agent Patents (Class 554/190)
  • Patent number: 11634657
    Abstract: Methods of refining palm oil in order to produce a refined, bleached and deodorized palm oil with reduced level of 3-monochloropropane-1, 2-diol (3-MCPD) ester are disclosed. The methods may include premixing a palm oil with an acid to chelate metals and form a reaction mixture, and subjecting the reaction mixture to hydrodynamic cavitation mixing for less than 1 second.
    Type: Grant
    Filed: May 3, 2019
    Date of Patent: April 25, 2023
    Assignee: Arisdyne Systems, Inc.
    Inventors: Peter Reimers, Oleg Kozyuk, Darren Litle
  • Patent number: 10190075
    Abstract: The present invention provides a fatty acid mixture enriched with palmitoleic acid and palmitoleic acid derivatives relative to the starting lipid mixture; fractionations procedure describe herein are winterization methods. The invention provides methods of dry winterization and solvent-aided winterization alone and in combination. In some embodiments, the palmitoleic acid and palmitoleic acid derivative enriched mixture described herein contains less than 1% of palmitic acid and palmitic acid derivative. The invention also provides palmitoleic derivatives of use as dietary supplements.
    Type: Grant
    Filed: July 8, 2015
    Date of Patent: January 29, 2019
    Assignee: OMEGA PROTEIN CORPORATION
    Inventors: Oleksandr A. Byelashov, Huaixia Yin, Juan Li, Mark Griffin
  • Patent number: 10087397
    Abstract: Processes and system for producing biofuels and coproducts are described herein. The processes include pretreating a feedstock comprising fatty acid glycerides and free fatty acids to remove contaminants, contacting the feedstock with alcohols and a solid acidic catalyst to produce a biofuel comprising fatty acid alkyl esters, and purifying the biofuel and coproducts from the resulting reaction mixture.
    Type: Grant
    Filed: October 2, 2015
    Date of Patent: October 2, 2018
    Assignee: FLINT HILLS RESOURCES, LP
    Inventors: Matthew Wesley Phillips, Megan Christina Fry Nitz, Erich Charles Pfalzgraf, Rebecca Williams, William A. Summers
  • Patent number: 10059887
    Abstract: The invention relates to a process for the manufacture of diesel range hydrocarbons wherein a feed is hydrotreated in a hydrotreating step and isomerised in an isomerisation step, and a feed comprising fresh feed containing more than 5 wt % of free fatty acids and at least one diluting agent is hydrotreated at a reaction temperature of 200-400° C., in a hydrotreating reactor in the presence of catalyst, and the ratio of the diluting agent/fresh feed is 5-30:1.
    Type: Grant
    Filed: February 8, 2017
    Date of Patent: August 28, 2018
    Assignee: NESTE OYJ
    Inventors: Jukka Myllyoja, Pekka Aalto, Pekka Savolainen, Veli-Matti Purola, Ville Alopaeus, Johan Gronqvist
  • Patent number: 9932540
    Abstract: The invention relates to a method for gently eliminating odorous substances and coloring agents from lipid phases. Said method is easy and inexpensive to carry out and and can be employed for purifying lipid phases of various origins.
    Type: Grant
    Filed: May 28, 2015
    Date of Patent: April 3, 2018
    Assignee: Drei Lilien PVG GmbH & Co. KG
    Inventor: Max Dietz
  • Patent number: 9677028
    Abstract: Methods for refining crude tobacco seed oils and the refined tobacco seed oils produced by such methods are provided herein. In particular, methods for reducing the amount of free fatty acids in the crude oil, for modifying the color of the crude oil, and for reducing any undesirable taste/odor associated with the crude oil are provided. The present invention further relates to the incorporation and use of such refined oil within various products.
    Type: Grant
    Filed: August 10, 2015
    Date of Patent: June 13, 2017
    Assignee: R.J. Reynolds Tobacco Company
    Inventors: Kyle Ford, John-Paul Mua, Thaddeus Jude Jackson, Terence McGeown
  • Patent number: 9556399
    Abstract: A multi-stage homogenization method for degumming triglyceride oil is used to increase oil yield and reduce impurities. Two high-pressure homogenizers are used in series. The homogenizers have multiple flow constrictions to finely disperse reagents in the oil while simultaneously suppressing cavitation in the fluid. A separation step can be used to remove the phosphatides and other impurities from the treated oil to form a purified oil product.
    Type: Grant
    Filed: April 12, 2016
    Date of Patent: January 31, 2017
    Assignee: ARISDYNE SYSTEMS, INC.
    Inventors: Oleg Kozyuk, Peter Reimers, Paul A. Reinking
  • Patent number: 9340749
    Abstract: A multi-stage homogenization method for degumming triglyceride oil is used to increase oil yield and reduce impurities. Two high-pressure homogenizers are used in series. The homogenizers have multiple flow constrictions to finely disperse reagents in the oil while simultaneously suppressing cavitation in the fluid. A separation step can be used to remove the phosphatides and other impurities from the treated oil to form a purified oil product.
    Type: Grant
    Filed: May 6, 2015
    Date of Patent: May 17, 2016
    Inventors: Oleg Kozyuk, Peter Reimers, Paul A. Reinking
  • Patent number: 8987487
    Abstract: The present invention relates to a method for removing phosphorus-containing compounds from triglyceride-containing compositions.
    Type: Grant
    Filed: October 13, 2011
    Date of Patent: March 24, 2015
    Assignee: Süd—Chemie IP GmbH & Co. KG
    Inventors: Ulrich Sohling, Friedrich Ruf, Andrea Stege
  • Publication number: 20150057460
    Abstract: A method for degumming and/or refining crude oil containing impurities involving mixing the crude oil with degumming agents, i.e., water or acid, and subjecting the mixture to flow-through, hydrodynamic cavitation processing. The cavitational processing transfers impurities in the crude oil to a water phase for easier separation. The water phase may be separated from the oil phase by commonly available separation methods.
    Type: Application
    Filed: November 3, 2014
    Publication date: February 26, 2015
    Inventors: Roman Gordon, Igor Gorodnitsky, Varvara Grichko
  • Patent number: 8642824
    Abstract: Various methods are provided for metathesizing a feedstock. In one aspect, a method includes providing a feedstock comprising a natural oil, chemically treating the feedstock under conditions sufficient to diminish catalyst poisons in the feedstock, and, following the treating, combining a metathesis catalyst with the feedstock under conditions sufficient to metathesize the feedstock.
    Type: Grant
    Filed: August 11, 2008
    Date of Patent: February 4, 2014
    Assignee: Elevance Renewable Sciences, Inc.
    Inventors: Daniel W. Lemke, Kevin D. Uptain, Francis Amore, Tim Abraham
  • Publication number: 20140012025
    Abstract: The present invention relates to a method for removing phosphorus-containing compounds from triglyceride-containing compositions.
    Type: Application
    Filed: October 13, 2011
    Publication date: January 9, 2014
    Applicant: SUD -CHEMIE IP GmbH & CO.KG
    Inventors: Ulrich Sohling, Friedrich Ruf, Andrea Stege
  • Publication number: 20130302881
    Abstract: A method of producing a refined, bleached and deodorised vegetable oil comprises degumming a vegetable oil, bleaching the degummed oil and deodorising the bleached oil, wherein the degumming, bleaching and deodorising conditions are selected to reduce the content of 3-chloropropane-1,2-diol and esters thereof in the deodorised oil to less than 8 ppm.
    Type: Application
    Filed: October 12, 2011
    Publication date: November 14, 2013
    Applicant: LODER CROKLAAN B.V.
    Inventors: Krishnadath Bhaggan, Jeanine Luvelle Werleman
  • Patent number: 8034963
    Abstract: The present invention relates to a process for cooling fatty acid distillate from scrubbing section in a fats and oils refinery comprising cooling the fatty acid distillate by heat recovery in at least one heat-exchanging zone with refined oils having a temperature above about 50° C. heating the refined fats and oils to a temperature above about 70° C. The present invention relates further to a process for refining crude fats and oils, and refining plant for refining crude fats and oils.
    Type: Grant
    Filed: February 9, 2007
    Date of Patent: October 11, 2011
    Assignee: Alfa Laval Corporate AB
    Inventor: Daniel Ng
  • Patent number: 7956205
    Abstract: Disclosed is a method for the reduction of residual peroxides in vegetable oils, preferably epoxidized vegetable oils using a phosphorous compound preferably alkyl/aryl substituted phosphite compounds or hypophosphorous acid and its derivatives.
    Type: Grant
    Filed: December 5, 2006
    Date of Patent: June 7, 2011
    Assignee: Galata Chemicals, LLC
    Inventors: Michael G. Denoux, Ritchie Tregre, Garrett Mineo
  • Publication number: 20090306419
    Abstract: A system and method of degumming a plant derived oil comprising mixing a feed stream under ultrahigh shear conditions to provide a mixed stream, passing the mixed stream through a retention tank, and separating the mixed stream into an aqueous stream and an oil stream is disclosed. The feed stream comprises water, optional added acid(s), and triglyceride oil, such as a plant derived oil, having a relatively high phosphorous content and may also include metal impurities such as calcium, magnesium and/or iron ions. The process can provide a triglyceride oil stream with a phosphorous content of no more than about 10 to 20 ppm and no more than about 0.5 wt. % free fatty acids. In many instances, the triglyceride oil stream has phosphorous content which is no more than about 3% of the phosphorous content of the feed stream. The process also provides a wet gum stream, which may have an AI of 75 or higher.
    Type: Application
    Filed: February 23, 2007
    Publication date: December 10, 2009
    Applicant: CARGILL, INCORPORATED
    Inventors: K. Ko Myong, Kristopher T. Mortenson, Harapanahalli S. Muralidhara
  • Publication number: 20080132712
    Abstract: Disclosed is a method for the reduction of residual peroxides in vegetable oils, preferably epoxidized vegetable oils using a phosphorous compound preferably alkyl/aryl substituted phosphite compounds or hypophosphorous acid and its derivatives.
    Type: Application
    Filed: December 5, 2006
    Publication date: June 5, 2008
    Inventors: Michael G. Denoux, Ritchie Tregre, Garrett Mineo
  • Patent number: 6844458
    Abstract: The present invention relates to improved methods for refining vegetable oils. Vegetable oil is combined with organic acid and subjected to high shear to finely disperse the acid solution in the oil. The resulting acid-and-oil mixture is mixed at low shear for a time sufficient to sequester contaminants into a hydrated impurities phase, producing a purified vegetable oil phase.
    Type: Grant
    Filed: July 3, 2002
    Date of Patent: January 18, 2005
    Assignee: IP Holdings, L.L.C.
    Inventors: Dick Copeland, W. Maurice Belcher
  • Patent number: 6610870
    Abstract: Processed linseed oil essentially consisting of linolenic, linolic and oleic acids, mainly in the form of triglycerides, its content of free tocoferol being less than about 100 ppm; and a process for the manufacture of linseed oil comprising the following steps: a) heating crude linseed oil to an increased temperature lower than the boiling point of water, b) adding a heated inorganic acid to the oil and mixing the oil, c) separation of precipitated materials, d) adding a heated aqueous solution of alkali to the oil and mixing the oil, e) discharge of the soap formed, and f) rinsing the oil with hot water until a clear rinsing water is obtained.
    Type: Grant
    Filed: May 28, 2002
    Date of Patent: August 26, 2003
    Assignee: Linotech AB
    Inventor: Mikkel Selder
  • Patent number: 6376689
    Abstract: A single-step acid degumming/decolorizing process removes chlorophyll-type compounds from vegetable oils from seeds, especially frost damaged seeds which have large amounts of chlorophyll-type compounds. A mixture of aqueous sulfuric and phosphoric acids is blended with the oil to remove chlorophyll-type compounds from the oil. The purified oil has less than about 5 ppm chlorophyll-type compounds, less than about 50 ppm phosphorus and less than about 1.0 weight percent free fatty acids.
    Type: Grant
    Filed: September 2, 1999
    Date of Patent: April 23, 2002
    Assignee: Cargill, Incorporated
    Inventors: Harapanahalli S. Muralidhara, Gary F. Seymour, Bassam F. Jirjis, Dennis D. Otten, Xiaohong Luo
  • Patent number: 6303803
    Abstract: Disclosed is a method for reducing the sterol, for example cholesterol, content of sterol-containing substances such as fats and oils. The method provides an efficient and cost effective process based on the affinity of cholesterol and other sterols for amphipathic molecules that form hydrophobic, fluid bilayers, such as phospholipid bilayers. Aggregates of amphipathic molecules are contacted with, for example, a sterol-containing fat or oil in an aqueous environment and then mixed. Following adequate mixing, the sterol-reduced fat or oil is separated from the aqueous separation mixture. Alternatively, the correspondingly sterol-enriched fraction also may be isolated from the aqueous separation mixture.
    Type: Grant
    Filed: April 25, 2000
    Date of Patent: October 16, 2001
    Assignee: Cargill, Incorporated
    Inventor: Dharma R. Kodali
  • Patent number: 6284904
    Abstract: Disclosed is a cost-effective method for purifying and acidifying carboxylic acids, including organic acids and amino acids. The method involves removing impurities by allowing the anionic form of the carboxylic acid to bind to an anion exchange column and washing the column. The carboxylic anion is displaced as carboxylic acid by washing the resin with a strong inorganic anion. This method is effective in removing organic carboxylic acids and amino acids from a variety of industrial sources, including fermentation broths, hydrolysates, and waste streams.
    Type: Grant
    Filed: November 17, 2000
    Date of Patent: September 4, 2001
    Assignee: Michigan Biotechnology Institute
    Inventor: Elankovan Ponnampalam
  • Patent number: 6172248
    Abstract: The present invention relates to improved methods for refining vegetable oils and byproducts thereof. This invention also relates to an improved process for deodorizing lecithin. The invention additionally relates to deodorized lecithin and deodorized vegetable oil obtained by improved processes of the invention. In an organic acid refining process, vegetable oil is combined with a dilute aqueous organic acid solution and subjected to high shear to finely disperse the acid solution in the oil. The resulting acid-and-oil mixture is mixed at low shear for a time sufficient to sequester contaminants into a hydrated impurities phase, producing a purified vegetable oil phase. In a lecithin deodorizing process, a phosphatide concentrate is contacted with steam in a dryer operating at a pressure below 50 mm Hg and at a temperature of less than about 150° F. to form lecithin containing no more than about 0.5 percent by weight water.
    Type: Grant
    Filed: November 20, 1998
    Date of Patent: January 9, 2001
    Assignee: IP Holdings, L.L.C.
    Inventors: Dick Copeland, W. Maurice Belcher
  • Patent number: 6015915
    Abstract: Process for degumming a fatty substance such as a crude or delecithinated, animal or vegetable oil or fat, including bringing this fatty substance into contact with an aqueous solution of a complexing agent and of a detergent and/or emulsifier making it possible to hydrate the phospholipids present in the latter, and fatty substance thus obtained.
    Type: Grant
    Filed: February 26, 1996
    Date of Patent: January 18, 2000
    Assignee: Fractionnement Tirtiaux S.A.
    Inventors: Said Jamil, Jean-Pierre Ghislain Dufour, Etienne Marie Joseph Deffense
  • Patent number: 5981453
    Abstract: Process for the preparation of a tenside mixture, wherein a starting mixture containing an alkali metal salt of an alkyl sulfonic acid is treated with a concentrated sulfuric acid solution in an amount in excess of the amount needed for converting the salts to organic acids with stirring and cooling such that the temperature of the mixture does not exceed about 35.degree. C., the reaction mixture being allowed to separate into two layers, one layer containing the organic acids, wherein the one layer containing the organic acids is separated and neutralized with di- or triethanolamine in order to prepare di- or triethanolamine salts of the said acids.
    Type: Grant
    Filed: May 2, 1997
    Date of Patent: November 9, 1999
    Assignee: Oy Faintend Ltd.
    Inventor: Samuil Faingold
  • Patent number: 5880300
    Abstract: Disclosed is a method for reducing the sterol, for example cholesterol, content of sterol-containing substances such as fats and oils. The method provides an efficient and cost effective process based on the affinity of cholesterol and other sterols for phospholipid bilayers. Phospholipid aggregates are contacted with, for example, a sterol-containing fat or oil in an aqueous environment and then mixed. Following adequate mixing, the sterol-reduced fat or oil is separated from the aqueous separation mixture. Alternatively, the correspondingly sterol-enriched phospholipid also may be isolated from the aqueous separation mixture.
    Type: Grant
    Filed: January 31, 1997
    Date of Patent: March 9, 1999
    Assignee: Cargill, Incorporated
    Inventor: Dharma R. Kodali
  • Patent number: 5874643
    Abstract: Fatty alcohol containing admixed therewith a small amount on the order of up to 1.0 wt. % of hypophosphorous acid, exhibits markedly reduced oxidation and oxidation-related deterioration such as discoloration and other side effects. This discovery is particularly useful when the fatty alcohol is subjected to reactions such as esterification under conditions which could cause or accelerate undesired oxidation.
    Type: Grant
    Filed: December 1, 1995
    Date of Patent: February 23, 1999
    Assignee: Witco Corporation
    Inventors: Garrett Mineo, Michael Denoux
  • Patent number: 5556970
    Abstract: The invention provides a process comprising treating a lanolin fatty acid with boric acid to convert hydroxy fatty acids therein to boric acid esters, subjecting the reaction mixture to vacuum distillation to fractionate the boric acid esters of hydroxy fatty acids from non-hydroxy fatty acids, hydrolyzing the boric acid esters, and subjecting the hydrolysate to vacuum distillation to provide .alpha.-hydroxy fatty acids and .omega.-hydroxy fatty acids, the resultant respective lanolin fatty acids and esters, and cosmetic products and drug products for external use containing them.According to the invention, pale-colored, substantially odor-free lanolin fatty acids can be obtained easily and with high efficiency and these compounds can be effectively utilized in the pharmaceutical and cosmetic field.
    Type: Grant
    Filed: December 22, 1993
    Date of Patent: September 17, 1996
    Assignee: Yoshikawa Oil & Fat Co., Ltd.
    Inventors: Toshiyuki Kawasaki, Isao Kato, Kenji Noda, Masakatsu Osaki, Katsuhiko Miyazaki, Hidekazu Nayeshiro, Hideya Ando
  • Patent number: 5449797
    Abstract: The invention improves on the amorphous adsorbent-based processes by overcoming the soap leaching problem without using filtration before vacuum bleaching. For fatty materials containing only minor amounts of phospholipid and trace metal impurities, simply vacuum drying at least a portion of the soap-containing fatty material prior to contacting with the amorphous adsorbent eliminates the soap leaching problem. For fatty materials containing higher amounts of phospholipid and trace metals, simply using an acid pretreatment and the vacuum drying step eliminate the soap leaching problem.
    Type: Grant
    Filed: April 13, 1992
    Date of Patent: September 12, 1995
    Assignee: W. R. Grace & Co.-Conn.
    Inventors: Jennifer A. Estes, Cathy L. Harville, Felix A. Guerrero
  • Patent number: 5391786
    Abstract: Light-colored ester sulfonates can be obtained by sulfonation of fatty acid lower alkyl esters and subsequent working up providing fatty acid esters having a low content of oxo compounds and unsaturated compounds are used in the sulfonation stage.
    Type: Grant
    Filed: October 14, 1992
    Date of Patent: February 21, 1995
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: Bernd Fabry, Ulrich Kratzel, Wolfgang Schmidt, Guenter Kreienfeld
  • Patent number: 5315021
    Abstract: A process for removing chlorophyll color impurities from vegetable oils, the process comprises:i) dispersing a source of phosphoric acid in vegetable oil to form a mixture having a moisture content of less than 0.1% by weight which mixture is maintained at a temperature in the range of 70.degree. C. to 160.degree. C. until a precipitate containing chlorophyll color impurities is formed; andii) at any time thereafter during conventional oil processing up to and including the removal of bleaching clay from the oil, separating the precipitated material from the oil to remove the chlorophyll color impurities with the precipitated material.
    Type: Grant
    Filed: July 1, 1992
    Date of Patent: May 24, 1994
    Assignee: The Procter & Gamble Company
    Inventors: Christopher R. Beharry, Levente L. Diosady, Leon J. Rubin, Ahmed A. Hussein
  • Patent number: 5278325
    Abstract: A vegetable oil process and assembly is disclosed for extracting oil from an oil bearing material such as soybean, corn and the like. The process comprises adding at least one reagent to the oil bearing material to form a slurry mixture. The slurry is heated at a preselected temperature for a preselected period of time preferably under a partial vacuum. This processing reduces the phospholipid and trace metal content in the oil extracted from the oil heating material. The oil product produced is light in color, shows no turbidity and exhibits minimal amount of phosphorus, calcium, magnesium and iron. The oil is ready for physical refining.
    Type: Grant
    Filed: July 30, 1990
    Date of Patent: January 11, 1994
    Inventors: Hans R. Strop, Richard R. Perry
  • Patent number: 5239097
    Abstract: The present invention pertains to a process for refining soap-containing crude polyol fatty-acid polyester reaction product, comprising the step of contacting the crude reaction product with an aqueous acid solution to substantially convert the soap into its corresponding free fatty acids, the subsequent step of drying said crude reaction product to substantially remove any free-water therein, and the step of substantially removing from the dried crude reaction product any salts therein.
    Type: Grant
    Filed: December 13, 1990
    Date of Patent: August 24, 1993
    Assignee: Van den Bergh Foods, Co., Division of Conopco, Inc.
    Inventors: Frederik D. Barkey Wolf, Bart Barmentlo, Anton R. Immerseel, Otto E. Rosier, Arend Zwanenburg
  • Patent number: 5218138
    Abstract: This invention is directed to a method for stereoselectively preparing a syn-dihydroxylated compound comprising reacting a 3-hydroxyket-1-one and a sterically hindered dialkylated borane to form a complex at about -50.degree. C. to about 0.degree. C., and reducing the complex with hydride at about -25.degree. C. to about 50.degree. C.
    Type: Grant
    Filed: September 2, 1992
    Date of Patent: June 8, 1993
    Assignee: Rhone-Poulenc Rorer Pharmaceuticals Inc.
    Inventors: Fang-Ting Chiu, William L. Studt
  • Patent number: 5138075
    Abstract: The present invention provides an extractive separation method in which a solute contained in a medium can be efficiently extracted and separated with a lower consumption of energy under the remarkably gentle operating conditions. This method consists in that a medium containing a solute consisting of organic substances is brought into contact with a solvent consisting of organic substances or inorganic substances, which have the critical temperature of 5.degree. to 152.degree. C.
    Type: Grant
    Filed: August 27, 1990
    Date of Patent: August 11, 1992
    Assignee: Kuraray Co., Ltd.
    Inventors: Kazunari Ohgaki, Takashi Katayama
  • Patent number: 5114624
    Abstract: In a process for the preparation of higher alkyl acrylic acid esters which comprises reacting one or more C.sub.10+ olefins with one or more alkyl acrylic acid esters in the presence of a halogen containing catalyst, the invention is the improvement which comprises contacting the reaction product mixture with an aqueous acid solution to extract catalyst residues therefrom and distilling the extracted product mixture to remove unreacted olefin.
    Type: Grant
    Filed: April 17, 1990
    Date of Patent: May 19, 1992
    Assignee: Shell Oil Company
    Inventor: Herbert E. Fried
  • Patent number: 5102582
    Abstract: The separation of free fatty acids from triglycerides and/or diglycerides is performed by an adsorptive chromatographic process in liquid phase with a crystalline aluminophosphate, e.g., AIPO.sub.4 -5, AIPO.sub.4 -11 or AIPO.sub.4 -54, as the adsorbent. A ketone, having from 3 to 8 carbon atoms, such as 2-heptanone, or a mixture thereof, alone or admixed with a normal alkane can be selected as the desorbent.
    Type: Grant
    Filed: September 17, 1990
    Date of Patent: April 7, 1992
    Assignee: UOP
    Inventor: Hermann A. Zinnen