Processes Of Isolating, Purifying Or Recovering From Animal, Vegetable Or Fungal Sources (e.g., Wool Fat Or Grease, Lanolin, Fish Oils, Animal Tissue, Soybean Oil, Tall Oil Or Pitch, Wood Products, Sugar Cane, Soap Stocks, Yeast, Molds, Etc.) Patents (Class 552/545)
  • Patent number: 6352737
    Abstract: The invention relates to the use of nanoscale sterols and/or sterol esters with particle diameters of 10 to 300 nm as food additives and as active substances for the production of hypocholesterolemic agents. The particular fineness of the particles promotes more rapid absorption by the blood serum after oral ingestion by comparison with conventional sterols and sterol esters.
    Type: Grant
    Filed: June 20, 2000
    Date of Patent: March 5, 2002
    Assignee: Cognis Deutschland GmbH
    Inventors: Hans Dolhaine, Christian Kropf, Peter Christophliemk, Bernd Fabry, Manfred Biermann, Christine Schroeder
  • Publication number: 20010047101
    Abstract: Process for the obtaining of an oryzanol concentrate from an oryzanol containing fatty substance which preferably is a crude oil, by the steps of
    Type: Application
    Filed: July 3, 2001
    Publication date: November 29, 2001
    Applicant: Lipton, Division of Conopco, Inc.
    Inventors: Marnix P. van Amerongen, Cornelis Hofman, Arend Zwanenburg
  • Publication number: 20010007906
    Abstract: A method is set forth for separating a sterol or sterol ester from crude tall oil comprising fractionating the crude tall oil into a residue fraction and a volatile fraction, wherein the temperature of the residue fraction does not exceed about 290° C., and wherein the residue fraction includes the sterol or sterol ester. By application of this method, which can be implemented in existing fractionating equipment or in specially designed pitch collecting apparatuses disclosed herein, the yield of sterols can exceed 50% with respect to the sterols present in crude tall oil. A method is also provided for separating unsaponifiable material from a tall oil stream comprising saponifying the stream with a mixture of sodium hydroxide and potassium hydroxide to form sodium and potassium salts of fatty acids, rosin acids, or both; evaporating the unsaponifiable material; and acidulating the unevaporated sodium and potassium salts.
    Type: Application
    Filed: February 14, 2001
    Publication date: July 12, 2001
    Applicant: Arizona Chemical Corporation
    Inventors: Derk T. A. Huibers, Andrew M. Robbins, David H. Sullivan
  • Publication number: 20010007036
    Abstract: Sterols are hydrogenated to stanols in the presence of hydrogenation catalysts in reduced amounts of organic solvent. Both alcohols and paraffin hydrocarbons and also mixtures of alcohols and paraffin hydrocarbons may be used as the solvent. By virtue of the reduced consumption of solvent and the high yield of hydrogenated sterol, the process is particularly suitable for the industrial production of stanols.
    Type: Application
    Filed: March 22, 1999
    Publication date: July 5, 2001
    Inventors: JOERG SCHWARZER, EGBERT GRITZ, BERNHARD GUTSCHE, WERNER KRAUSE, STEPHEN W. TURNER
  • Patent number: 6231915
    Abstract: The invention regards a process for the preparation of a mixture of stanol and stanol fatty acid esters by esterification of phytosterols with a source for fatty acid moieties, in such a way that the degree of esterification of the phytosterols is in the range of 40-85%, and subsequent hardening of the so obtained sterol/sterol fatty acid mixture, the process can be carried out without the use of any solvent, and wherein preferably the fatty acid groups of the stanol fatty acid esters are substantially saturated fatty acid esters. Also claimed are food products comprising mixtures of stanol and stanol fatty acid esters, in particular fat based food products such as yellow fat spreads.
    Type: Grant
    Filed: August 18, 1998
    Date of Patent: May 15, 2001
    Assignee: Lipton, division of Conopco, Inc.
    Inventors: Marnix P. van Amerongen, Lourus Cornelis Lievense
  • Patent number: 6107456
    Abstract: A method is set forth for separating a sterol or sterol ester from crude tall oil comprising fractionating the crude tall oil into a residue fraction and a volatile fraction, wherein the temperature of the residue fraction does not exceed about 290.degree. C., and wherein the residue fraction includes the sterol or sterol ester. By application of this method, which can be implemented in existing fractionating equipment or in specially designed pitch collecting apparatuses disclosed herein, the yield of sterols can exceed 50% with respect to the sterols present in crude tall oil. A method is also provided for separating unsaponifiable material from a tall oil stream comprising saponifying the stream with a mixture of sodium hydroxide and potassium hydroxide to form sodium and potassium salts of fatty acid, rosin acids, or both; evaporating the unsaponifiable material; and acidulating the unevaporated sodium and potassium salts.
    Type: Grant
    Filed: September 15, 1998
    Date of Patent: August 22, 2000
    Assignee: Arizona Chemical Corporation
    Inventors: Derk T. A. Huibers, Andrew M. Robbins, David H. Sullivan
  • Patent number: 6057462
    Abstract: Sterols from the solvent-extracted or distilled neutrals of saponified tall oil pitch are disclosed to be isolated and purified by a process of a liquid-liquid extraction where the hydrocarbon extraction stream is washed with an aqueous methanol solution to remove methanol-soluble impurities by adding the methanol and water, sequentially or as a blend. The resulting hydrocarbon/neutrals/methanol/water solution separates into an upper organic phase and a lower methanol/water phase, which lower phase is removed. The remaining organic phase is allowed to cool to from about 20-30.degree. C., with agitation, to facilitate crystallization of sterols, which crystals are recovered by filtering.
    Type: Grant
    Filed: November 6, 1998
    Date of Patent: May 2, 2000
    Assignee: Westvaco Corporation
    Inventors: Philip L. Robinson, Thomas J. Cuff, Julian E. Parker, III
  • Patent number: 6031118
    Abstract: Stanol fatty acid ester composition comprising at least 85% of stanol (saturated) fatty acid esters in which at least 85% of the fatty acid groups are saturated. Also claimed is a process for the preparation of stanol fatty acid esters, by hardening phytosterol fatty acid or a mixture thereof, or as an alternative, a process for the preparation of stanol fatty acid esters by esterification of phytosterols or a mixture thereof, followed by the hardening of the so obtained phytosterol fatty acid esters.
    Type: Grant
    Filed: August 18, 1998
    Date of Patent: February 29, 2000
    Assignee: Lipton, Division of Conopco, Inc.
    Inventors: Marnix P. van Amerongen, Lourus Cornelis Lievense
  • Patent number: 5770749
    Abstract: The invention is drawn to a process for isolating and purifying a phytosterol composition from a pulping soap by first extracting a creamy precipitate from the pulping soap using a solvent mixture of water, ketone, and hydrocarbon, and then purifying the cremy precipitate to form the phytosterol composition. The invention also includes the phytosterol composition formed by this method.
    Type: Grant
    Filed: August 30, 1996
    Date of Patent: June 23, 1998
    Assignee: The University of British Columbia - University Maison Office (Industrial)
    Inventors: James P. Kutney, Egon Novak, Peter J. Jones
  • Patent number: 5753262
    Abstract: This invention discloses a novel cationic lipid acid salt of 3.beta.?N-(N',N'-dimethylaminoethane)-carbamoyl!cholesterol. This invention further discloses a transmembrane compatible body suitable for transfection of animals and animal cells with nucleotides such as DNA, RNA, and synthetic nucleotides. Such transmembrane compatible bodies arise from hydratable non-liposomal halogenated solvent-free lyophilate comprising 3.beta.?N-(N',N'-dimethylaminoethane)-carbamoyl!cholesterol and DOPE. This invention yet further discloses a halogenated solvent-free aqueous solution, suitable for lyophilization into a preliposomal powder, wherein the solution comprises 3.beta.?N-(N',N'-dimethylaminoethane)-carbamoyl!cholesterol wherein substantially all 3.beta.?N-(N',N'-dimethylaminoethane)-carbamoyl!cholesterol is dissolved.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: May 19, 1998
    Assignee: Aronex Pharmaceuticals, Inc.
    Inventors: Joseph W. Wyse, Charles D. Warner
  • 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: 5487817
    Abstract: A novel process for the recovery of tocopherols and sterols from natural, especially vegetable, sources. This process is especially a process for the separation of tocopherols and sterols from deodorizer sludges by distillation of these deodorizer sludges, in that prior to the distillation the sterols present in the deodorizer sludge are esterified with the fatty acids which are also present, the resulting mixture is distilled to obtain residual fatty acids and subsequently to obtain tocopherols, whereby the sterol esters formed in the esterification remain in the residue of this distillation, and then the tocopherols are isolated from the distillate and the sterols, after cleavage of their esters, are isolated from the distillation residue.
    Type: Grant
    Filed: January 21, 1994
    Date of Patent: January 30, 1996
    Assignee: Hoffmann-La Roche Inc.
    Inventor: Christian Fizet
  • Patent number: 5424457
    Abstract: A process is provided which allows the isolation of sterols and a tocopherol concentrate in high yields from a deodorizer distillate (DOD) mixture obtained from the processing of, for example, soybean oils. Treatment of DOD with methanol at preferably 200.degree.-220.degree. C. in the presence of a monoalkyl- or dialkyl-tin compound results in the conversion of fatty acids and fatty acid esters into fatty acid methyl esters (FAME) and the liberation of free sterols and glycerin without appreciable degradation of tocopherols or sterols. The process can also be carried out in two steps where glycerin is used in the initial step and the fatty acids are converted into glycerides allowing the water of reaction to be removed as it is formed. The FAME produced by both methods are removed by a stripping operation to give a concentrate that allows the isolation of sterols in high yield and high purity and the isolation of a tocopherol concentrate by molecular distillation.
    Type: Grant
    Filed: May 27, 1994
    Date of Patent: June 13, 1995
    Assignee: Eastman Chemical Company
    Inventors: Charles E. Sumner, Jr., Scott D. Barnicki, Martin D. Dolfi
  • Patent number: 5391777
    Abstract: A method is provided for isolating 5,7-diene-containing steroids, particularly 3.beta.-ols and esters of 3.beta.-ols, from a sterol mixture. The method involves (1) treating the mixture with a dienophile or with an oxidizable dienophile precursor in combination with an oxidizing agent so as to provide a Diels-Alder adduct of the 5,7-diene to be isolated, followed by (2) removal of the adduct from the mixture and (3) regeneration of the 5,7-diene with a suitable reducing agent. The invention also encompasses subsequent purification steps and intermediate modification of the Diels-Alder intermediate, e.g., wherein chemical conversion of the Diels-Alder adduct is effected prior to regeneration of the 5,7-diene. Novel compounds which are Diels-Alder adducts of 5,7-diene-containing steroids are provided as well.
    Type: Grant
    Filed: November 12, 1993
    Date of Patent: February 21, 1995
    Assignee: SRI International
    Inventors: Masato Tanabe, John G. Johansson, Dennis Yasuda
  • Patent number: 5304547
    Abstract: Process of refining mixtures obtained from treatments of fatty media with cyclodextrin and containing complexes of cyclodextrin substantially with lipophilic substances other than fatty acids, characterized in that the said mixture is successively subjected to a heat treatment in the presence of a solvent system containing water, the mixture thus treated is separated into different raffinates and the raffinates are recovered.
    Type: Grant
    Filed: January 29, 1991
    Date of Patent: April 19, 1994
    Assignee: Roquette Freres
    Inventors: Leon Mentink, Michel Serpelloni
  • Patent number: 5304546
    Abstract: A process of refining mixtures obtained from treatments of fatty media with cyclodextrin and containing complexes of cyclodextrin with lipophilic compounds, characterized by the fact that the said mixtures are washed with at least one anhydrous polar solvent, whereby at least partial dissociation of the complexes of cyclodextrin/lipophilic compounds is brought about, and the lipophilic compounds which are not included are released from their connection with cyclodextrin.
    Type: Grant
    Filed: January 29, 1991
    Date of Patent: April 19, 1994
    Assignee: Roquette Freres
    Inventors: Serge Comini, Leon Mentink
  • Patent number: 5270041
    Abstract: There are described antitumour sterols, their fatty acid esters and glucosides, processes for their preparation, spontaneously dispersible agents containing these sterols, their fatty acid esters and glucosides, and their use for treating tumours.
    Type: Grant
    Filed: February 15, 1991
    Date of Patent: December 14, 1993
    Assignee: Marigen S.A.
    Inventors: Carl Eugster, Conrad Eugster, Walter Haldemann, Giorgio Rivara
  • Patent number: 5264599
    Abstract: A process is provided for treating an edible animal fat to reduce the content of components having free hydroxyl groups. The process comprises forming a reaction mixture from the fat and a cyclic anhydride such as succinic or glutaric anhydride, heating the mixture to a temperature promoting conversion of these components to hemisuccinates or hemiglutarates, and subjecting the reacted fat to alkali-refining to remove the converted components as water-soluble soaps. The process is particularly useful for reducing the cholesterol content of the animal fats.
    Type: Grant
    Filed: November 8, 1991
    Date of Patent: November 23, 1993
    Assignee: Iowa State University Research Foundation
    Inventors: Earl G. Hammond, Ying Chen
  • Patent number: 5252729
    Abstract: The present invention is directed toward a process for extracting compounds from plant material, comprisinga) contacting hydrolyzed plant material with a supercritical fluid and optionally with a co-solvent and p1 b) recovering the compound from the supercritical fluid.In another embodiment, the present invention is directed toward a process for removing a compound from plant material, comprising contacting the plant material with an acid, a supercritical fluid and a co-solvent, and recovering the compound from the supercritical fluid. The sterols, diosgenin and sarsapogenin, are efficiently extracted from barbasco root and Yucca seed, respectively.
    Type: Grant
    Filed: October 23, 1991
    Date of Patent: October 12, 1993
    Assignee: Schering Corporation
    Inventors: Michelle A. De Crosta, Peter Kabasakalian, Frederick J. F. Honold, Sr.
  • Patent number: 5155245
    Abstract: The present invention provides a process for refining a material lanolin containing pesticides, the process being characterized in that the pesticide remaining in the material is removed by subjecting to at least one step selected from among (1) the step of treating the material in a molten state or in an organic solvent in the presence of a hydrogenation catalyst under the conditions of a temperature of 60.degree. to 210.degree. C., a hydrogen pressure or at least 1 atm. and hydrogen consumption of 0.001 to 0.05 wt. % based on the material lanolin, (2) distilling the material in a vacuum at an absolute pressure of 10.times.10.sup.-3 to 500.times.10.sup.-3 mmHg at a temperature of 150.degree. to 280.degree. C.
    Type: Grant
    Filed: May 10, 1990
    Date of Patent: October 13, 1992
    Assignee: Yoshikawa Oil & Fat Co., Ltd.
    Inventors: Katsunori Myojo, Takeshi Osada, Mikinobu Sato, Shiro Yoshikawa
  • Patent number: 5117016
    Abstract: A method for obtaining a stigmasterol enriched product from esterified deodorizer distillate by use of a particular solvent system. The solvent system contains water, a C.sub.1 to C.sub.6 alcohol such as methanol, and a non-polar solvent such as heptane.
    Type: Grant
    Filed: May 13, 1991
    Date of Patent: May 26, 1992
    Assignee: Eastman Kodak Company
    Inventors: Tommy L. Tackett, Charles A. McCombs
  • Patent number: 5092964
    Abstract: Butter oil is heated under high vacuum and sparged for up to about 6 hours to remove cholesterol. Walls surrounding a vapor space above the sparged mass preferably are heated to remove cholesterol with reduced loss of desirable low molecular weight components. Alternatively, the temperature of the butter oil is lowered, and the butter oil is sparged with steam for an additional period of up to about 3 hours to partially hydrolyze triglycerides to mono- and di-glycerides and free fatty acids. The low cholesterol butter oil then is cooled before being exposed to air, thus avoiding oxidation which produces off-flavors. The resulting low-cholesterol butter fat and products made therefrom have composition and organoleptic characteristics substantially similar to those of natural butter oil and butter.
    Type: Grant
    Filed: February 3, 1989
    Date of Patent: March 3, 1992
    Assignee: Campbell Soup Company
    Inventors: Joseph A. Conte, Jr., Bobby R. Johnson
  • Patent number: 5037661
    Abstract: The invention herein is a method of reducing cholesterol in egg yolks by extracting cholesterol with substantially low moisture alcohol extractant and then hydrolyzing with selected proteolytic enzymes, such that the resulting product is useful in producing emulsified products like mayonnaise, salad dressings, and the like.
    Type: Grant
    Filed: March 16, 1990
    Date of Patent: August 6, 1991
    Assignee: Kraft General Foods, Inc.
    Inventors: Zohar M. Merchant, Anilkumar G. Gaonkar, R. G. Krishnamurthy
  • Patent number: 4939276
    Abstract: A novel process for the concentration of natural tocopherols and/or steroids in materials derived from natural sources by treating this material with calcium hydroxide in the presence of water in an inert water-miscible organic solvent and subsequently separating from this material the thus-formed calcium salts.
    Type: Grant
    Filed: November 14, 1988
    Date of Patent: July 3, 1990
    Assignee: Hoffmann-La Roche Inc.
    Inventor: Christian Fizet
  • Patent number: 4935168
    Abstract: The present invention relates to a method to set free sterols from organic materials containing esters of such sterols, generally enriched distillation residues, or desodorisates by treating said organic material with ammonia and/or an amine and/or compound releases ammonia and/or amines while heated, the treament being carried out preferably at an elevated temperature, and under an elevated pressure.
    Type: Grant
    Filed: May 22, 1989
    Date of Patent: June 19, 1990
    Assignee: Triple Crown Aktiebolag
    Inventors: Kjell Sjoberg, Bjorn kermark