With Crystallization Or Precipitation (e.g., Separation According To Degree Of Saturation, Etc.) Patents (Class 554/208)
  • Patent number: 8957232
    Abstract: The invention relates to a method for the extraction of all unsaponifiable fraction contained in a vegetable oil, an oil originating from a micro-organism or a vegetable butter or in a co-product from the vegetable oil refining industry, such as deodorization discharge. The method includes at least: A) a step comprising the transformation of the aforementioned oils, butter or co-product from the vegetable oil refining industry or oils originating from micro-organisms into a hydro-alcoholic solution by means of, in particular, a step selected from saponification and esterification steps; B) a step comprising the extraction of the hydro-alcoholic solution in which the fatty fraction is separated from the unsaponifiable fraction by means of liquid/liquid extraction; and C) an optional step comprising the purification of the unsaponifiable fraction, selected from the group containing crystallization and liquid/liquid extraction steps.
    Type: Grant
    Filed: January 31, 2011
    Date of Patent: February 17, 2015
    Assignee: Laboratoires Expanscience
    Inventors: Alex Saunois, Jacques Legrand, Eglantine Mercier
  • Publication number: 20130261326
    Abstract: The invention relates to a procedure for stabilising polyunsaturated fatty acids with selective reducing agents. In particular, the invention relates to a process of preparation of polyunsaturated acids of the omega-3 series, as such or in the form of esters, which comprises treatment of fish oil or a mixture of acids with urea, and subsequent treatment with a metal hydride, preferably sodium borohydride. The polyunsaturated fatty acids of greatest interest present in fish oil are docosahexaenoic acid (DHA) and eicosapentaenoic acid (EPA).
    Type: Application
    Filed: December 6, 2011
    Publication date: October 3, 2013
    Applicant: Prime European Therapeuticals S.p.A. in forma abbreviata EUTICALS S.p.A.
    Inventors: Giuseppe Guazzi, Lodovico Vezzoli
  • Patent number: 8333811
    Abstract: This invention relates to a method for refining vegetable oils, in particular cottonseed oil or a possible mixture of it with others, as substitute of diesel fuel remarkable in that a sequence of treatment steps to be performed on crude vegetable oil, including: a) a pre-treatment thereof consisting of the removal of oil insoluble impurities from the crude oil, b) removal of oil soluble impurities therefrom, c) a free acid neutralization thereof, and d) a drying, bleaching and filtration thereof. This invention also relates to an Additive of organic basis, containing ether, ketone, toluene, hexane, turpentine, alcohols in specific concentrations.
    Type: Grant
    Filed: July 18, 2007
    Date of Patent: December 18, 2012
    Assignee: Aristotle University of Thessaloniki Research Committee
    Inventor: Efstratios Hatziemmanouil
  • Publication number: 20120269951
    Abstract: The present invention is based on the finding that stearin fats, obtainable by dry or solvent fractionation of sunflower high-stearic and high-oleic oils, optionally with seeding with tempered stearin crystals, have a high solid fat content at temperatures higher than 30° C., even higher than cocoa butter or other high saturated tropical fats with a similar disaturated triacylglycerol content due to the presence of disaturated triacylgiycerols rich in stearic acid, and improved melting point due to the presence of arachidic and behenic acids in these disaturated triacylgiycerols, being at the same time healthier that actual fats made from palm, palm kernel and coconut oils, or hydrogenated and trasesterified vegetable oils.
    Type: Application
    Filed: October 21, 2010
    Publication date: October 25, 2012
    Applicant: Consejo Superior De Investigaciones Cientificas (CSIC)
    Inventors: Joaquín Jesús Salas Linan, Enrique Martinez Force, Miguel Angel Bootello García, Mónica Venegas Calerón, Rafael Garcés
  • Patent number: 8246699
    Abstract: The processes of producing the low pour point palm diesel particularly but not exclusively via esterification of C18, C18:1 and C18:2 mixed fatty acids with methanol or ethanol, or fractional distillation of methyl or ethyl esters of palm oil, palm kernel oil and palm oil products, or fractional distillation of methyl or ethyl esters of palm oil, palm kernel oil and palm oil products, followed by crystallization, or crystallization of methyl or ethyl esters of palm oil, palm kernel oil and palm oil products, or crystallization of methyl or ethyl esters of palm oil, palm kernel oil and palm oil products, followed by fractional distillation.
    Type: Grant
    Filed: April 20, 2009
    Date of Patent: August 21, 2012
    Assignee: Malaysian Palm Oil Board
    Inventors: Choo Yuen May, Cheng Sit Foon, Yung Chee Liang, Harrison Lau Nik Nang, Ma Ah Ngan, Yusof Basiron
  • Patent number: 7544822
    Abstract: The present invention relates to an improved and integrated process for the extraction and purification of tocotrienols or tocopherols, carotenoids and sterols from vegetable and other edible oils. Fatty acids in the vegetable oils are subjected to alcoholic osterification to form ester-rich layer that includes fatty acid alkyl esters, carotenoids, tocotrienols or tocopherols, and sterols. The advantages of this process are that the tocotrienols or tocopherols, carotenoids and sterols are produced efficiently without any substantial decomposition or degradation of these phytonutrients.
    Type: Grant
    Filed: November 18, 2004
    Date of Patent: June 9, 2009
    Assignee: Carotech Bhd.
    Inventor: David Sue San Ho
  • Patent number: 7439377
    Abstract: An easy and inexpensive process by which a concentrate of a given unsaturated fatty acid can be obtained from a mixture which has conventionally been difficult to concentrate.
    Type: Grant
    Filed: March 16, 2007
    Date of Patent: October 21, 2008
    Assignee: The Nisshin OilliO Group, Ltd.
    Inventors: Hidetaka Uehara, Tomomi Suganuma, Satoshi Negishi
  • Patent number: 7423163
    Abstract: An easy and inexpensive process by which a concentrate of a given unsaturated fatty acid can be obtained from a mixture which has conventionally been difficult to concentrate. The process, which is for producing a concentrate of a desired isomer (a) from a conjugated fatty acid mixture (A), is characterized by comprising: a step in which the conjugated fatty acid mixture (A) is mixed with at least one unsaturated fatty acid (B) to obtain a mixture solution containing the isomer (a) dissolved therein; a crystallization step in which either crystals rich in the isomer (a) or crystals poor in the isomer (a) are precipitated from the mixture solution; and a solid-liquid separation step for obtaining the crystals rich in the isomer (a) or for obtaining a solution rich in the isomer (a) by removing the crystals poor in the isomer (a).
    Type: Grant
    Filed: September 20, 2007
    Date of Patent: September 9, 2008
    Assignee: The Nisshin Oillio Group, Ltd.
    Inventors: Hidetaka Uehara, Tomomi Suganuma, Satoshi Negishi, Toshihisa Suzuki
  • Publication number: 20080034646
    Abstract: A method of making a feedstock for a biodiesel fuel from an animal fat or oil includes the steps of heating and maintaining the animal fat or oil in a reaction vessel at a temperature of between 90-100° F., reacting and mixing a first polymer material with the animal fat or oil to coagulate the unsaponifiable portion within the reaction vessel, reacting and mixing a second polymer material with the coagulated reaction contents in the presence of a non-polar solvent to flocculate the unsaponifiable portion within the reaction vessel, and separating the unsaponifiable portion from the reaction vessel to provide a biodiesel fuel feedstock.
    Type: Application
    Filed: August 7, 2007
    Publication date: February 14, 2008
    Inventor: Eric A. Franzoi
  • Patent number: 7214379
    Abstract: Marigold oleoresin having a low viscosity and a high lutein content which can be filled in soft capsules can be obtained according to the method of the present invention, which is characterized by combining a step of subjecting oleoresin to supercritical fluid extraction and a step of dissolving oleoresin in a ketone solvent, cooling the solution and removing the ingredient which precipitated in solution.
    Type: Grant
    Filed: September 22, 2003
    Date of Patent: May 8, 2007
    Assignee: Riken Vitamin Co., Ltd.
    Inventors: Shin Sadano, Kazuhiro Fujiwara, Koichi Harada
  • Patent number: 6846942
    Abstract: Pure DHA and pure EPA can be obtained from a mixture of EPA and DHA in a solution by forming salts of DHA and EPA which have different solubilities in the solvent, cooling the solution until the salt of EPA is formed, filtering the solution to recover the salt of EPA, and acidifying the EPA salt and the DHA salt to obtain pure EPA and pure DHA.
    Type: Grant
    Filed: May 20, 2003
    Date of Patent: January 25, 2005
    Inventor: David Rubin
  • Patent number: 6841692
    Abstract: The present invention provides a method for separating a saturated fatty acid and an unsaturated fatty acid from a mixture of fatty acids by a dry fractionation process with a superior efficiency. Namely, the present invention provides a method for producing a saturated fatty acid or an unsaturated fatty acid comprising a dry fractionation process to fractionate a saturated fatty acid and an unsaturated fatty acid in a raw fatty acids mixture by adding a polyglycerol ester of fatty acid to the raw fatty acids mixture, wherein the polyglycerol ester of fatty acid has a clear melting point (y) satisfying the following formula (1): 0.38x+13?y?0.54x+44??(1) wherein x is a ratio (% by mass) of saturated fatty acids (C12 to C22) in raw fatty acids, and y is a clear melting point (° C.) of a polyglycerol ester of fatty acid.
    Type: Grant
    Filed: June 5, 2003
    Date of Patent: January 11, 2005
    Assignee: Kao Corporation
    Inventors: Minoru Kase, Eizo Maruyama, Hiroaki Yamaguchi
  • Patent number: 6825368
    Abstract: The present invention provides a method for producing a saturated fatty acid and an unsaturated fatty acid, which comprises adding and mixing a polyglycerol ester of a fatty acid to a raw fatty acids mixture, cooling the resultant mixture to deposit crystals, and fractionating the saturated fatty acid and the unsaturated fatty acid, wherein a cooling procedure is performed at a cooling rate of 4° C./h or less when a supersaturation ratio is 60% or more and said cooling rate is varied during the cooling, and a glycerides mixture obtained from the fractionated unsaturated fatty acids. According to the present invention, a saturated fatty acid and an unsaturated fatty acid in a raw fatty acids mixture can be separated easily and efficiently by a dry fractionation process.
    Type: Grant
    Filed: July 9, 2003
    Date of Patent: November 30, 2004
    Assignee: Kao Corporation
    Inventors: Minoru Kase, Keiji Shibata, Eizo Maruyama
  • Patent number: 6759543
    Abstract: The invention concerns a method for extracting usaponifiable matters from a vegetable oil comprising at least a saponification step whereby the oil is transformed into a hydro alcoholic solution, a step for extracting the hydro alcoholic solution with a organic solvent such as chloro-1-butane, preferably the treated vegetable oil is avocado or soya oil.
    Type: Grant
    Filed: July 12, 2002
    Date of Patent: July 6, 2004
    Assignee: Laboratoires Expanscience
    Inventors: Sandrine Bardet, Jacques Legrand, Antoine Piccirilli
  • Patent number: 6552208
    Abstract: The invention refers to a process for fractionating a vegetable oil giving one or more solid fractions suitable for confectionary applications as well as a liquid fraction rich in unsaponifiable biologically active components. The liquid fractions of shea butter and rapeseed oil having a high content of phytosterols and tocoferols, respectively, are useful for cosmetical and pharmaceutical preparations.
    Type: Grant
    Filed: January 18, 2001
    Date of Patent: April 22, 2003
    Assignee: Karlshamns AB
    Inventors: Jari Alander, Ann-Charlotte Andersson, Håkan Malmros, Jörgen Nilsson
  • Patent number: 6369251
    Abstract: A method for purification of a polyprenyl compound, which comprises the step of recrystallizing a polyprenyl compound, preferably (2E, 4E, 6E, 10E)-3,7,11,15-tetramethyl-2,4,6,10,14-hexadecapentaenoic acid by using a solvent comprising an alcohol.
    Type: Grant
    Filed: April 21, 2000
    Date of Patent: April 9, 2002
    Assignee: Nikken Chemicals Co., Ltd.
    Inventors: Michika Takano, Noriaka Gomi
  • Publication number: 20020035284
    Abstract: A process for the purification and isolation of a chemical compound, by extractive solution crystallization. The process comprises combining in any order a first solvent, a second solvent, and a mixture comprising a chemical compound with at least one impurity. The second solvent phase extracts impurities out of the first solvent, and keeps the impurities dissolved to avoid their co-crystallization with the phenyl ester salt. Once the chemical compound has crystallized out of solution, it is collected, washed and/or dried. The second solvent may be added after the mixture containing at least one chemical compound is dissolved in a first solvent, as long as the second solvent phase is added prior to the end of crystallization. Advantageously, this invention combines the previously distinct steps of extraction and crystallization in one unit operation.
    Type: Application
    Filed: June 1, 2001
    Publication date: March 21, 2002
    Inventor: Kevin J. Fontenot
  • Patent number: 6265595
    Abstract: A method of solvent fractionation of a fat by which a high fat concentration, a rise in refrigerant temperature, and a reduction in operation time, etc. can be attained and fractions are efficiently produced at a low cost, characterized by rapidly cooling a feedstock fat dissolved in a solvent to a temperature higher by 1 to 20° C. than the crystallization temperature used in a crystallizer in the step prior to introduction of the feedstock fat into the crystallizer.
    Type: Grant
    Filed: March 30, 2000
    Date of Patent: July 24, 2001
    Assignee: Fuji Oil Company, Limited
    Inventors: Atsushi Taniguchi, Shin Yoneda, Yuji Kuwabara, Tokisane Kajiyama
  • Patent number: 5952518
    Abstract: A method for efficiently removing saturated fatty acids from a fatty acid mixture is provided by adding an emulsifying agent to a feedstock fatty acid mixture, mixing and then cooling the mixture, and removing the crystallized portion by dry fractionation, and the use of the obtained reduced saturated fatty acid level mixture to produce fatty acid esters resistant to crystallization at low temperatures.
    Type: Grant
    Filed: April 30, 1998
    Date of Patent: September 14, 1999
    Assignee: Kao Corporation
    Inventors: Masakatsu Sugiura, Minoru Kase
  • Patent number: 5849940
    Abstract: The invention concerns a fractionation process for the production of triglycerides with at least 12 wt % SSU (S=saturated fatty acids; U=unsaturated fatty acids) by subjecting a fat with at least 5 wt % SSU to a fractionation, achieving an enrichment factor fo the SSU enrichment of at least 1.
    Type: Grant
    Filed: September 10, 1997
    Date of Patent: December 15, 1998
    Assignee: Loders-Croklaan B.V.
    Inventors: John Bernard Harris, Stephen Raymond Moore, Christopher Rawlings
  • Patent number: 5602265
    Abstract: Process for triglyceride oil fractionation using a crystallisation modifying substance which isi. a copolymer having subunits A and B of which subunit A is derived from maleic acid or itaconic acid and subunit B is derived from vinyl alcohol, alkyl substituted vinyl alcohol, acrylic acid or styrene, A and B being present in a ratio of 10:1 to 1:10, where 5-100% of the the maleic acid or itaconic acid subunits are connected to unbranched (C8-C24)-alkyl chains and where 0-100% of the vinyl alcohol or alkyl substituted vinyl alcohol or acrylic acid subunits are connected to unbranched (C1-C8)-alkyl chains and whereii. inulin or phlein of which 5-100% of the hydroxyl groups on the fructose subunits are connected to (C8-C24) unbranched alkyl chains and 0-95% of the hydroxyl groups have been esterified with a (C1-C8)-alkyl containing fatty acid, preferably acetic acid.
    Type: Grant
    Filed: July 19, 1994
    Date of Patent: February 11, 1997
    Assignee: Van den Bergh Foods Co., Division of Conopco, Inc.
    Inventors: Marcelle van den Kommer, Paul R. Smith, Adrianus Visser, Cornelis Winkel, Deryck Cebula
  • Patent number: 5556972
    Abstract: The invention relates to a method for dry fractionation of fatty substances by a counter current dry fractionation operation, comprising at least two dry fractional crystallization treatments;a first dry fractional crystallization treatment comprising the steps of:1a) dry fractionating by crystallization the fatty substances into a higher melting first stearin fraction and a lower melting first olein fraction;1b) separating the first stearin fraction from the first olein fraction by membrane filter pressing; and1c) feeding the separated first olein fraction to a second dry fractional recrystallization treatment; anda second dry fractional crystallization treatment comprising the steps of:2a) dry fractionating by crystallization the first olein fraction into a higher melting second stearin fraction and a lower melting second olein fraction;2b) separating the second stearin fraction from the second olein fraction by membrane filter pressing; and2c) feeding the separated second stearin fraction to the first dry
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: September 17, 1996
    Assignee: Van den Bergh Foods Co., Division of Conopco, Inc.
    Inventors: Cornelis N. M. Keulemans, Christiaan E. Van den Oever
  • Patent number: 5399730
    Abstract: This invention relates to a purified wool fat essentially free from low molecular weight volatile acids, water soluble aliphatic alcohols and water. This purified wool fat is produced by effecting the esterification of free alcohols and fatty acid contained in the wool fat followed by solvent extraction and chromatographical purification of the extracted solvent. The purified wool fat can be used as a lubricant enhancer in lubricating oils.
    Type: Grant
    Filed: August 1, 1991
    Date of Patent: March 21, 1995
    Assignee: Development Products, Inc.
    Inventors: Boris I. Koupchinov, Viktor P. Parkalov, Vladimir G. Rodnenkov, Sergey F. Ermakov, Vitaly G. Tischenco, Lenoid A. Sarkisov, Feliks E. Gulijaev, Vladimir N. Kestelman, Anatoly I. Sviridenok
  • Patent number: 5210241
    Abstract: This invention relates to a process of preparing Cocoa Butter Equivalent (CBE) from Chinese Vegetable Tallow (CVT) and to the product prepared. Crude CVT is first subjected to a semi-refining process comprising an alkali treatment, a water wash and an adsorption step. The semi-refined CVT is subjected to a single step fractional crystallization under controlled conditions. After removal of the solvent from the crude CBE found in the mother liquor after filtration, the crude CBE is subjected to a steam distillation process, addition of antioxidants and a final filtration. The resulting product meets all of the criteria necessary for Cocoa Butter Equivalent.
    Type: Grant
    Filed: January 3, 1992
    Date of Patent: May 11, 1993
    Inventor: Yitian Lin