Organic Solvent Utilized Patents (Class 554/206)
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Publication number: 20110245524Abstract: The present invention provides a process for the enrichment of methyl ricinoleate from castor oil methyl esters by liquid-liquid extraction (LLE) in presence of refined vegetable oils using an aqueous polar solvent. The invention provides an extraction of methyl ricinoleate by a non-destructive extraction method with good yields (75 to 90%) and purity (95 to 99%). The method consists of mixing castor oil methyl esters in a refined normal vegetable oil (feed) in a suitable proportion and selective extraction of methyl ricinoleate in a non-destructive manner by liquid-liquid extraction using a polar aqueous solvent, followed by de-solventization and drying of the solute to get enriched methyl ricinoleate fraction with good yields.Type: ApplicationFiled: October 31, 2008Publication date: October 6, 2011Applicant: COUNCIL OF SCIENTFIC & INDUSTRIAL RESEARCHInventors: Kasturi Venkata Sesha Adinarayana Rao, Penumarthy Vijayalakshmi, Badari Narayana Prasad Rachapudi
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Publication number: 20110196163Abstract: Exemplary methods include centrifuging a wet algal biomass to increase a solid content of the wet algal biomass to between approximately 10% and 40% to result in a centrifuged algal biomass, mixing the centrifuged algal biomass with an amphiphilic solvent to result in a mixture, heating the mixture to result in a dehydrated, defatted algal biomass, separating the amphiphilic solvent from the dehydrated, defatted algal biomass to result in amphiphilic solvent, water and lipids, evaporating the amphiphilic solvent from the water and the lipids, and separating the water from the lipids. The amphiphilic solvent may be selected from a group consisting of acetone, methanol, ethanol, isopropanol, butanone, dimethyl ether, and propionaldehyde. Other exemplary methods include filtering a wet algal biomass through a membrane to increase a solid content of the wet algal biomass to between approximately 10% and 40% to result in a filtered algal biomass.Type: ApplicationFiled: January 3, 2011Publication date: August 11, 2011Inventors: Daniel Fleischer, Marko Jukic, Andrew Thompson, Guido Radaelli
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Publication number: 20110189320Abstract: Procedure of refining crude olive pomace oil obtained through centrifuging or decantation of the pomace, comprising the stage of filtration of the starting crude olive pomace oil carried out through filters having a pore size comprised in the interval from 0.1 to 20 microns and at a temperature below 70° C., preferentially between 35 and 45° C.Type: ApplicationFiled: July 21, 2009Publication date: August 4, 2011Applicants: CONSEJO SUPERIOR DE INVESTIGACIONES CIENTÍFICASFICAS, OLEICOLA EL TEJAR, S.C.A.Inventors: Mª Victoria Ruiz Méndez, Mª Carmen Dobarganes, Pedro Sánchez Moral
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Publication number: 20110159040Abstract: An aspect of the present invention provides for methods for identifying novel immunogens that when administered as vaccines elicit a cellular or humoral immunogenic response. In a particular embodiment, a method identified pneumococcal T-cell immunogens that elicit systemic IL-17A responses, and reduce or protect against pneumococcal colonization.Type: ApplicationFiled: December 30, 2010Publication date: June 30, 2011Applicant: CHILDREN'S MEDICAL CENTER CORPORATIONInventors: Richard Malley, Yingjie Lu, Kristin L. Moffitt
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Publication number: 20110054199Abstract: Provided is a novel method for extracting nutrients, toxins and drugs from a solid sample, comprising adding a solvent such as hexane and isopropanol to said sample, subjecting the sample and solvent to ultrasonic energy, subjecting the sample and solvent to heat, then removing the solvent liquid fraction from what remains of the sample. Also provided is an apparatus for performing said method in an automated manner.Type: ApplicationFiled: October 21, 2009Publication date: March 3, 2011Applicant: CERTO LABS, INC.Inventors: Ameer Y. Taha, Adam H. Metherel, Kenneth D. Stark
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Publication number: 20100324318Abstract: In some embodiments, the present invention relates to an enrichment process that involves a separation and/or fractionation and/or enrichment of monounsaturated fatty acid/ester molecules from polyunsaturated fatty acid/ester molecules or, correspondingly, monounsaturated molecules from saturated molecules. Such processes are at least partially based on ?(pi)-complexation between metal ions and unsaturated bonds of the extractible molecules (fatty acids/esters), wherein a greater degree of unsaturation provides for greater coordinating (bond) strength and corresponding selectivity in the associated ?-complexation with metal ions.Type: ApplicationFiled: June 17, 2009Publication date: December 23, 2010Applicant: Chevron U.S.A. Inc.Inventors: Prakhar Prakash, Michael Driver, Zunqing He
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Publication number: 20100261922Abstract: Exemplary methods include centrifuging a wet algal biomass to increase a solid content of the wet algal biomass to between approximately 10% and 40% to result in a centrifuged algal biomass, mixing the centrifuged algal biomass with an amphiphilic solvent to result in a mixture, heating the mixture to result in a dehydrated, defatted algal biomass, separating the amphiphilic solvent from the dehydrated, defatted algal biomass to result in amphiphilic solvent, water and lipids, evaporating the amphiphilic solvent from the water and the lipids, and separating the water from the lipids. The amphiphilic solvent may be selected from a group consisting of acetone, methanol, ethanol, isopropanol, butanone, dimethyl ether, and propionaldehyde. Other exemplary methods include filtering a wet algal biomass through a membrane to increase a solid content of the wet algal biomass to between approximately 10% and 40% to result in a filtered algal biomass.Type: ApplicationFiled: October 30, 2009Publication date: October 14, 2010Inventors: Daniel Fleischer, Marko Jukic, Andrew Thompson, Guido Radaelli
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Patent number: 7507847Abstract: The present invention discloses a process for the recovery of minor components from oils and fats without destroying the natural components and simultaneously improving the quality of vegetable oils and fats.Type: GrantFiled: January 20, 2006Date of Patent: March 24, 2009Assignee: Palm Nutraceuticals SDN. BND.Inventor: Gee Ping Tou
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Patent number: 7439377Abstract: 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: GrantFiled: March 16, 2007Date of Patent: October 21, 2008Assignee: The Nisshin OilliO Group, Ltd.Inventors: Hidetaka Uehara, Tomomi Suganuma, Satoshi Negishi
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Patent number: 7214379Abstract: 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: GrantFiled: September 22, 2003Date of Patent: May 8, 2007Assignee: Riken Vitamin Co., Ltd.Inventors: Shin Sadano, Kazuhiro Fujiwara, Koichi Harada
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Patent number: 7179930Abstract: The present invention relates to a process for obtaining stabilized Lutein with about 95% yield from oleoresin at ambient temperature, said process comprising steps of dissolving cleaned oleoresin in alcohol to obtain dissolved Xanthophylls esters as clear solution on filtration, cleaning dissolved oleoresin comprising xanthophylls esters in ion-exchange resin, hydrolyzing the clear solution with base in presence of phase-transfer catalyst in alcohol medium, quenching the hydrolyzed solution in water maintaining acidic pH to obtain undissolved solids on filtration, dissolving the solids in ester to obtain ester layer on filtration, drying ester layer to obtain semi-solid residue, triturating the semi-solid residue in alcohol whereby obtaining lutein crystals of about 65% assay and an alcoholic fraction, distilling the alcoholic fraction to obtain non water-soluble fractions, and mixing the Lutein crystals with non water-soluble fractions to obtain a stable Lutein paste.Type: GrantFiled: January 18, 2005Date of Patent: February 20, 2007Assignee: Indus Biotech Private LimitedInventors: Sunil Bhaskaran, Vishwaraman Mohan
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Patent number: 7141712Abstract: A process for the recovery of phytonutrients such as carotenes, phospholipids and ubiquinones from palm oil esters is disclosed. This process comprises the steps of vacuum distillation, treatment and purification of concentrate containing these phytonutrients. The alkyl esters is subjected to at least one stage vacuum distillation at temperature from 80° C. to 220° C. and pressure less than 40 mTorr. The carotenes concentrate is subjected to various physical and chemical treatments to yield higher carotenes concentration enriched with ubiquinones in indigenous diacylglycerols.Type: GrantFiled: August 19, 2003Date of Patent: November 28, 2006Assignee: Malaysian Palm Oil BoardInventors: Yuen May Choo, Harrison Lik Nang Lau, Chiew Wei Puah, Ah Ngan Ma, Yusof Basiron
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Patent number: 7129365Abstract: The present invention relates to a cost effective and industrially useful process for the preparation of substantially pure acitretin. More specifically, the present invention relates to the preparation of acitretin of high purity and yield.Type: GrantFiled: July 11, 2002Date of Patent: October 31, 2006Assignee: Ranbaxy Laboratories LimitedInventors: Yatendra Kumar, Mohan Prasad, Kaptan Singh, Pankaj Sharma
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Patent number: 7126019Abstract: This invention relates to a method of hydrolyzing glycerol fatty acid ester-containing composition, such as a fat and/or an oil, to produce fatty acids having a low proportion of trans-isomer fatty acids. Specifically, the present invention relates to a process for the hydrolyzing the glycerol fatty acid ester-containing compositions under conditions resulting in a low proportion of trans-isomer fatty acids.Type: GrantFiled: June 10, 2004Date of Patent: October 24, 2006Assignee: Archer-Daniels-Midland CompanyInventors: Paul D. Bloom, Inmok Lee, Peter Reimers
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Patent number: 7112689Abstract: The present invention relates to a method for the production of a lutein-fatty acid ester concentrate of high purity by dissolving marigold oleoresin in a ketone solvent such as acetone, cooling the solution, and removing wherefrom a ketone solvent-insoluble component to uniform the quality of oleoresin, followed by dissolving the acetone-soluble portion obtained as above in butanol, cooling the solution, removing a butanol-soluble impurity after adding or without adding one or more members selected from the group consisting of water, methanol, ethanol and a mixture thereof, and washing the resulting butanol-insoluble with ethanol.Type: GrantFiled: December 31, 2002Date of Patent: September 26, 2006Assignee: Riken Vitamin Co., Ltd.Inventors: Shin Sadano, Koichi Harada, Tadamichi Sonoda
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Patent number: 7045643Abstract: The present invention describes a method of preparation of formulations of microcrystalline lutein, particularly in the form of esters, which are resistant to oxidation and are soluble in hydrophilic and/or lipophilic media. For these formulations, the esters of lutein are mixed with antioxidants, vegetable oils and/or organic solvents, and this initial mixture is submitted to various stages depending on the type of final formulation required. These formulations are suitable for direct application as colourants in the pharmaceutical, food and cosmetics fields. They can also be used as diet supplements.Type: GrantFiled: December 20, 2002Date of Patent: May 16, 2006Assignee: Vitatene, S.A.Inventors: Antonio Estrella De Castro, Nieves Fraile Yecora, Manuel Oliver Ruiz, Angel Muñoz, Juan Francisco Lopez Oritz, Walter Cabri
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Patent number: 6998050Abstract: The present invention provides a method of treating fats and oils containing low concentrations of aromatic halogen compounds and other contaminants by contacting the fats or oils with an adsorbing agent. The adsorbing agent contains a porous body and a non-protonic polar solvent held in the interiors of fine pores in the porous body to adsorb the contaminants. In one embodiment, the porous body also carries noble metal fine particles. In another embodiment, the adsorbing body comprises a solid acid for adsorbing the contaminants and there is a step of contacting the adsorbing body with an organic solvent to extract the adsorbed contaminants into the organic solvent.Type: GrantFiled: February 5, 2003Date of Patent: February 14, 2006Assignee: Kabushiki Kaisha ToshibaInventors: Katsuhiko Nakajoh, Takehiko Muramatsu, Yukishige Maezawa, Masao Kon, Tomohiro Todoroki, Katsushi Nishizawa, Atsushi Ohara
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Patent number: 6897328Abstract: A single stage process for deacidifying glycerides involving: (a) providing a glyceride having an acid value of from about 5 to 20; (b) providing a lower alcohol; (c) providing an enzyme catalyst immobilized on a support material; and passing a mixture of (a) and (b), over (c), thereby deacidifying the glycerides.Type: GrantFiled: November 21, 2002Date of Patent: May 24, 2005Assignee: Cognis Deutschland GmbH & Co. KGInventors: Bernhard Gutsche, Albrecht Weiss, Ralf Otto, Tycho Michel
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Patent number: 6846942Abstract: 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: GrantFiled: May 20, 2003Date of Patent: January 25, 2005Inventor: David Rubin
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Patent number: 6833149Abstract: A method for processing vegetable oil miscella is provided. The method includes steps of feeding vegetable oil miscella to a conditioned polymeric microfiltration membrane, and recovering a permeate stream having a decreased weight percent of phospholipids compared with the weight percent of phospholipids provided in the miscella. The retentate stream can be further processed for the recovery of lecithin. The polymeric microfiltration membrane can be conditioned for the selective separation of phospholipids in the miscella. A method for conditioning a membrane for selective separation of phospholipids from vegetable oil miscella, and the resulting membrane, are provided. The membrane which can be conditioned can be characterized as having an average pore size of between about 0.1&mgr; and about 2&mgr;.Type: GrantFiled: July 23, 2002Date of Patent: December 21, 2004Assignee: Cargill, IncorporatedInventors: Bassam Jirjis, Harapanahalli S. Muralidhara, Dennis D. Otten
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Patent number: 6777213Abstract: A process for recovering carboxylic acids from an aqueous mixture such as a fermentation broth using a solvent containing at least one olefin without the need for first removing the spent microorganism cells is provided. A co-solvent which increases the partition coefficient of the solvent relative to the carboxylic acid may optionally be included. The resulting carboxylic acid is hydrogenated to produce a saturated carboxylic acid.Type: GrantFiled: August 13, 2003Date of Patent: August 17, 2004Assignee: Cognis CorporationInventor: Michael D. Staley
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Patent number: 6759543Abstract: 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: GrantFiled: July 12, 2002Date of Patent: July 6, 2004Assignee: Laboratoires ExpanscienceInventors: Sandrine Bardet, Jacques Legrand, Antoine Piccirilli
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Patent number: 6686487Abstract: The present invention relates generally to triacylglycerol oligomer products and methods of making, using and producing same.Type: GrantFiled: December 7, 2000Date of Patent: February 3, 2004Assignee: Franks Research Labs, Inc.Inventor: William A. Franks
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Patent number: 6660505Abstract: A process for recovering carboxylic acids from an aqueous mixture such as a fermentation broth using a solvent containing at least one olefin without the need for first removing the spent microorganism cells is provided. A co-solvent which increases the partition coefficient of the solvent relative to the carboxylic acid may optionally be included.Type: GrantFiled: June 19, 2001Date of Patent: December 9, 2003Assignee: Cognis CorporationInventor: Michael D. Staley
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Patent number: 6649781Abstract: The invention relates to a process for the recovery of minor components and refining of vegetable oils and fats from crude vegetable oils and fats. The said invention describes the following process: A process for the recovery of minor components and refining of vegetable oils and fats from crude vegetable oils and fats without destroying naturally occurring components, said process comprising the steps of: a) removal of polar components from the crude vegetable oils and fats using lower alkyl alcohol or any lower alkyl alcohol-water mixture; b) removal of alcohol from the product obtained in step (a) by distillation; c) addition of suitable quantity of bleaching earth to the product obtained in step (b) at normal bleaching temperature followed by filtration; and d) deodorization of the product obtained in step (c) at a low temperature.Type: GrantFiled: May 31, 2001Date of Patent: November 18, 2003Assignee: Palm Specialty Products, SDN. BHD.Inventor: Gee Ping Tou
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Patent number: 6552208Abstract: 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: GrantFiled: January 18, 2001Date of Patent: April 22, 2003Assignee: Karlshamns ABInventors: Jari Alander, Ann-Charlotte Andersson, Håkan Malmros, Jörgen Nilsson
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Patent number: 6486335Abstract: The present invention relates to a process for the preparation of refined hard sugarcane wax having improved qualities from press mud which comprises digesting press mud with a non polar solvent in the presence of activated charcoal and separating the sugarcane wax from the residue.Type: GrantFiled: March 31, 1998Date of Patent: November 26, 2002Assignee: Council of Scientific & Industrial Research (CSIR)Inventor: Amal C. Phukan
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Publication number: 20020156306Abstract: Lipid compositions enriched in unsaturated fatty acid-containing triacylglycerols are made from menhaden oil (MO) and partially hydrogenated menhaden oil (PHMO) to provide a lipid composition containing enriched monounsaturated fatty acid esters (MUFAs) and polyunsaturated fatty acid esters (PUFAs).Type: ApplicationFiled: February 20, 2001Publication date: October 24, 2002Inventors: Thomas A. Foglia, Ki-Teak Lee
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Patent number: 6448423Abstract: This invention relates to the refining of glyceride oils in the food industry. More particularly, this invention is directed to the removal of free fatty acids and soapstock from oils during refining. The method and apparatus of the invention contact the crude glyceride oil with an agglomerating agent, preferably a soluble silicate solution, such that the contaminants agglomerate in a discrete phase. This discrete phase is separated from the liquid oil phase through physical separation means, preferably filtration.Type: GrantFiled: May 10, 2000Date of Patent: September 10, 2002Assignee: The Texas A&M University SystemInventors: Ernesto Hernandez, Steve J. Rathbone
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Patent number: 6399802Abstract: Methods for acidification of soapstock and recovery of acidulated fatty acids are disclosed. Further methods of conversion of the acidulated fatty acids to esters are also disclosed. Further methods of crystallizing the acidulated fatty acids from the extraction solvent at low temperatures and fractionating the acidulated fatty acids from the extraction solvent using urea are also disclosed. The novel method of adding both a monohydric alcohol to the soapstock to lower viscosity and a strong acid to hydrolyse the soaps prevents the formation of emulsions of soaps and oils. The preferred embodiment uses a soapstock such as soybean soapstock, sulphuric acid and isopropanol. The novel process allows the quantitative recovery of fatty acids and glyceride from the soapstock by removal of the alcohol by evaporation. Alternatively the fatty acids and glyceride may be converted to esters of monohydric alcohols.Type: GrantFiled: March 21, 2001Date of Patent: June 4, 2002Assignee: KRU Feed Energy CompanyInventor: Martin J. T. Reaney
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Patent number: 6369251Abstract: 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: GrantFiled: April 21, 2000Date of Patent: April 9, 2002Assignee: Nikken Chemicals Co., Ltd.Inventors: Michika Takano, Noriaka Gomi
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Publication number: 20010018088Abstract: A method for removing phospholipids from vegetable oil miscella is provided. The method includes steps of feeding vegetable oil miscella to a conditioned polymeric microfiltration membrane, and recovering a permeate stream having a decreased weight percent of phospholipids compared with the weight percent of phospholipids provided in the miscella. The polymeric microfiltration membrane can be conditioned for the selective separation of phospholipids in the miscella. A method for conditioning a membrane for selective separation of phospholipids from vegetable oil miscella, and the resulting membrane, are provided. The membrane which can be conditioned can be characterized as having an average pore size of between about 0.1&mgr; and about 2&mgr;.Type: ApplicationFiled: March 27, 2001Publication date: August 30, 2001Applicant: Cargill, IncorporatedInventors: Bassam Jirjis, Harapanahalli S. Muralidhara, Dennis D. Otten
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Patent number: 6265595Abstract: 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: GrantFiled: March 30, 2000Date of Patent: July 24, 2001Assignee: Fuji Oil Company, LimitedInventors: Atsushi Taniguchi, Shin Yoneda, Yuji Kuwabara, Tokisane Kajiyama
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Patent number: 6207209Abstract: A method for removing phospholipids from vegetable oil miscella is provided. The method includes steps of feeding vegetable oil miscella to a conditioned polymeric microfiltration membrane, and recovering a permeate stream having a decreased weight percent of phospholipids compared with the weight percent of phospholipids provided in the miscella. The polymeric microfiltration membrane can be conditioned for the selective separation of phospholipids in the miscella. A method for conditioning a membrane for selective separation of phospholipids from vegetable oil miscella, and the resulting membrane, are provided. The membrane which can be conditioned can be characterized as having an average pore size of between about 0.1&mgr;and about 2&mgr;.Type: GrantFiled: January 14, 1999Date of Patent: March 27, 2001Assignee: Cargill, IncorporatedInventors: Bassam Jirjis, Harapanahalli S. Muralidhara, Dennis D. Otten
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Patent number: 6204401Abstract: A composition containing polyunsaturated fatty acid glycerides is purified by means of supercritical fluid fractionation in one or more countercurrent columns operated either with internal reflux achieved by a temperature gradient along the column or with an external reflux achieved through external regulation of the pressure, and using as the solvent a mixture of supercritical CO2 and a polar co-solvent. Oligomeric and malodorous impurities in particular can be successfully removed by this process, which also can, if desired, be followed, or preceded, by another supercritical fluid fractionation with supercritical C02 under conditions adjusted so as to favor fractionation of the glyceride components.Type: GrantFiled: September 27, 1999Date of Patent: March 20, 2001Assignee: Norsk Hydro ASAInventors: Michel Perrut, Wieslaw Majewski, Harald Breivik
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Patent number: 6153773Abstract: A method of preparing purified ester compositions is provided. The process can be utilized to isolate and purify monoglycerides and propylene glycol monoesters, to advantage. It can also be used to isolate preferred diester products. The invention also concerns equipment for conduct of the processes, provision of preferred food additives, and provision of preferred food industry compositions. The process generally involves use of liquid-liquid extractions, to advantage.Type: GrantFiled: June 30, 1999Date of Patent: November 28, 2000Assignee: Cargill, IncorporatedInventors: Jeffrey J. Kolstad, Richard D. Benson, Scott D. Bloomer, Paraskevas Tsobanakis
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Patent number: 6060511Abstract: The use of crocetin has been demonstrated to be effective in elevating oxygen diffusivity, and increasing oxygen consumption by the body tissues of a mammal. Crocetin is difficult to solubilize. Sodium crocetinate, formed by reacting crocetin with sodium hydroxide, appears in several isomeric forms. The trans isomer is effective in improving oxygen diffusivity, while the related cis isomer appears not to be. Isolated TSC can be used in place of crocetin, treat a variety of conditions, including hypertension, cardiovascular disease, hemorrhagic shock, papillomas and related conditions.Type: GrantFiled: October 3, 1996Date of Patent: May 9, 2000Inventor: John L. Gainer
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Patent number: 6042697Abstract: 9,11- Diene C18 fatty acid cannot be separated from 10,12-Diene C18 fatty acid by conventional rectification because of the proximity of their boiling points. 9,11-Diene C18 fatty acid can be readily separated from 10,12-Diene fatty acid by azeotropic distillation. Effective agents are propyl formate, butyl ether, methyl pivalate and cyclopentanone.Type: GrantFiled: July 30, 1999Date of Patent: March 28, 2000Inventor: Lloyd Berg
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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: 5959128Abstract: A method of preparing purified ester compositions is provided. The process can be utilized to isolate and purify monoglycerides and propylene glycol monoesters, to advantage. It can also be used to isolate preferred diester products. The invention also concerns equipment for conduct of the processes, provision of preferred food additives, and provision of preferred food industry compositions. The process generally involves use of liquid-liquid extractions, to advantage.Type: GrantFiled: March 6, 1997Date of Patent: September 28, 1999Assignee: Cargill IncorporatedInventors: Jeffrey J. Kolstad, Richard D. Benson, Scott D. Bloomer, Paraskevas Tsobanakis
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Patent number: 5859270Abstract: A method of preparing a purified monoester composition is provided. The method generally involves a step of adding triglycerides to the crude monoester composition, with a follow up step of extracting into an alcohol/water phase, of the monoester to be purified. The process can be utilized to isolate and purify monoglycerides and propylene glycol monoesters, to advantage. The invention also concerns equipment for conduct of the processes, provision of preferred food additives, and provision of preferred food industry compositions.Type: GrantFiled: March 13, 1996Date of Patent: January 12, 1999Assignee: Cargill, IncorporatedInventors: Jeffrey John Kolstad, Richard D. Benson, Scott D. Bloomer, Paris Tsobanakis
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Patent number: 5849940Abstract: 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: GrantFiled: September 10, 1997Date of Patent: December 15, 1998Assignee: Loders-Croklaan B.V.Inventors: John Bernard Harris, Stephen Raymond Moore, Christopher Rawlings
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Patent number: 5844111Abstract: A process for purifying an inert gas stream from a transesterification reaction wherein a lower alkyl alcohol is released during the reaction is claimed. A second use of the process is to make a lower alkyl, e.g., methyl, esters of fatty acids through a transesterification reaction using gaseous alcohols as a source of the lower alkyl alcohols. The alcohol is diluted with nitrogen or other inert gas carrier and reacted with a fatty acid ester, preferably a triglyceride, to form the corresponding methyl or lower alkyl fatty acid ester.Type: GrantFiled: June 7, 1995Date of Patent: December 1, 1998Assignee: The Procter & Gamble CompanyInventors: Eric Paul Granberg, Richard Gerard Schafermeyer, James Anthony Letton
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Patent number: 5750180Abstract: A process is described for obtaining lipid fractions from egg products in powder form with a content of phospholipids in which the egg product is a) firstly extracted with liquid propane at a pressure of.ltoreq.200 bar and a temperature of.ltoreq.70.degree. C. and b) subsequently with a mixture of liquid propane and an entraining agent composed of an aliphatic alcohol with 1 to 4 C atoms. In this way it is possible to produce lipid fractions with good sensory properties whose content of phospholipids is at least 25% by weight and up to 80% by weight.Type: GrantFiled: September 7, 1995Date of Patent: May 12, 1998Assignee: SKW Trostberg AktiengesellschaftInventors: Jurgen Heidlas, Jan Cully, Franz Michlbauer, Heinz-Rudiger Vollbrecht
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Patent number: 5624883Abstract: The present invention includes a process for methylating free fatty acids in an acidulated soybean soapstock without altering a neutral oil component in the soybean soapstock. The present invention also includes a methylated acidulated soybean soapstock as well a herbicidal mixture that includes the methylated acidulated soybean soapstock.Type: GrantFiled: January 3, 1996Date of Patent: April 29, 1997Assignee: Cenex/Land O'Lakes Agronomy CompanyInventors: Hemendra N. Basu, Joe V. Gednalske, Robert W. Herzfeld
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Patent number: 5616352Abstract: The present invention provides a process for the production of fat- and cholesterol-reduced powdered products based on eggs with a high content of phospholipids by extraction with compressed gases, wherein the powdered starting material is extracted with a solvent mixture consisting of propane and carbon dioxide with a mixing ratio of 95/5 to 5/95% by weight at a pressure of <300 bar and at s temperature of <70.degree. C.Type: GrantFiled: September 18, 1995Date of Patent: April 1, 1997Assignee: SKW Trostberg AktiengesellschaftInventors: Jurgen Heidlas, Heinz-Rudiger Vollbrecht, Jan Cully
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Patent number: 5616359Abstract: A process is described for the production of egg-based products in powder form with a reduced fat and cholesterol content in which the starting material in powder form is extracted with liquid propane at a pressure of .ltoreq.200 bar and at a temperature of .ltoreq.70.degree. C. In this way low-cholesterol and low-fat egg powder products with good sensory properties are produced without the phospholipids and in particular lecithin being removed to a substantial extent in this process.Type: GrantFiled: August 31, 1995Date of Patent: April 1, 1997Assignee: SKW Trostberg AktiengesellschaftInventors: Jurgen Heidlas, Jan Cully, Heinz-Rudiger Vollbrecht
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Patent number: 5512692Abstract: Described is a process for removing glycerol and/or diglycerol from glycerides and glyceride mixtures by extraction, which process is characterized in that the glyceride or glyceride mixture is dissolved in organic compounds which preferably contain carbonyl and hydroxyl groups, if desired in combination with hydrocarbons, and that glycerol is extracted from the resulting solution with the aid of water. Thereby glycerol concentrations in the material to be purified of 0.1 weight % or lower may be obtained in a simple manner.Type: GrantFiled: October 11, 1994Date of Patent: April 30, 1996Assignee: Siegfried PeterInventors: Siegfried Peter, Bernd Czech, Eckard Weidner
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Patent number: 5504231Abstract: The present invention relates to a process for preparing reduced calorie triglycerides which contain short or medium chain and long chain fatty acids, but which nevertheless contain low levels of difatty ketones. The process of the present invention comprises the step of adding glycerine to a crude reaction product after a selective esterification reaction of a monoglyceride with short or medium chain fatty acids fatty acids. The glycerin is typically added at a level of from about 0.1 to about 1.0% at a reaction temperature of from about 170.degree. C. to about 215.degree. C. The contact time is about 1 to about 15 minutes. The reduced calorie triglycerides prepared according to this process will contain less than about 100 ppm difatty ketones.Type: GrantFiled: September 16, 1994Date of Patent: April 2, 1996Assignee: The Procter & Gamble CompanyInventor: Gerald J. Guskey
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Patent number: 5504230Abstract: A process for preparing 9-(Z)-retinoic acid from mother liquors from the industrial preparation of C.sub.15 -triarylphosphonium salts of the general formula I ##STR1## where R.sup.1 to R.sup.3 are each aryl and X.sup..crclbar. is halogen or (HSO.sub.4).sup..crclbar., in an organic solvent, which comprisesA. increasing the proportion of 9-(Z)-C.sub.15 -triarylphosphonium salt in the C.sub.15 -triarylphosphonium salts isolated from the mother liquor by treatment with isopropanol at elevated temperature, cooling and separating off the all-(E)-C.sub.15 -triarylphosphonium salt which has crystallized out,B. subjecting the resulting C.sub.15 -triarylphosphonium salt to a Wittig reaction with an alkyl .beta.-formylcrotonate of the general formula ##STR2## and C. hydrolyzing the resulting oily retinoic ester mixture in a C.sub.3 -C.sub.Type: GrantFiled: December 16, 1994Date of Patent: April 2, 1996Assignee: BASF AktiengesellschaftInventors: Michael John, Joachim Paust