Polycarbon Alkyl Group Containing Patents (Class 568/834)
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Patent number: 11905235Abstract: The present invention provides a method for preparing 2,2-bis(4-hydroxycyclohexyl)propane, comprising: hydrogenating a reactive solution containing 2,2-bis(4-hydroxyphenyl)propane under a hydrogen atmosphere in a reactor with catalyst within a temperature range of 80-165° C. and a pressure range of 85-110 kg/cm2 to prepare the 2,2-bis(4-hydroxycyclohexyl)propane. The method of present invention has an advantage of high yield properties and achieves mass production easily, thereby enhancing the value of the industrial application.Type: GrantFiled: June 14, 2022Date of Patent: February 20, 2024Assignee: CHINA PETROCHEMICAL DEVELOPMENT CORPORATION, TAIPEI (TAIWAN)Inventors: Yi-Chi Wang, Hsin-Wei Chang, Weng-Keong Tang, Chia-Hui Shen
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Patent number: 11065269Abstract: A method of treating a subject afflicted with cancer, arthritis, diabetes, lupus, fibromyalgia or dementia includes administering a therapeutic amount of a glucosidic astaxanthin to the subject in need of such treatment. The glucosidic astaxanthin is prepared by reacting astaxanthin with a monosaccharide at a temperature so as to produce the glucosidic astaxanthin. The therapeutic amount is not is greater than 0.1 milligrams per kilogram of body weight per day. The glucosidic astaxanthin can be added to a carrier material, such as an edible material, a pill, or oil.Type: GrantFiled: November 14, 2019Date of Patent: July 20, 2021Inventor: Samuel L. Shepherd
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Patent number: 8921615Abstract: Disclosed a process for preparing a xanthophyll crystal, comprising: dissolving the plant extract containing a xanthophyll ester in n-hexane, then filtering the mixture; adding acetone to the filtrate, filtering and collecting a filter cake; mixing the filter cake with soybean oil and ethanol uniformly; saponifying the mixed solution with alkaline aqueous solution; then adding an acidic solution thereto until the mixed solution becomes acidic, concentrating under reduced pressure to obtain a pasty substance; adding n-hexane to the pasty saponified product, standing still and then conducting a solid-liquid separation; washing the resulting solid substance with deionized water; adding a mixed solvent to the washed solid substance, dissolving it with stirring; and then adding n-hexane thereto and standing still to recrystallize.Type: GrantFiled: December 31, 2011Date of Patent: December 30, 2014Assignee: Chenguang Biotech Group Co. Ltd.Inventors: Qingguo Lu, Yunhe Lian, Xuehui Su, Xiaodong An, Yuanxin Cheng, Lijun Qi
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Patent number: 8871984Abstract: The invention makes public a method for preparing xanthophyll crystals with higher content of zeaxanthin from plant oleoresin. The current methods generally are to get quite pure crystal forms of xanthophyll or zeaxanthin, and they refer to several separation steps.Type: GrantFiled: March 18, 2010Date of Patent: October 28, 2014Assignee: Zhejiang Medicine Co., Ltd., Xinchang Pharmaceutical FactoryInventors: Xinde Xu, Bin Shao, Hongjuan Chao, Xuejun Lao, Xiaoxia Sun
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Publication number: 20110281945Abstract: To provide a drug, quasi-drug, food or drink that can act as a gastric acid secretion suppressant or a potassium channel inhibitor by including a composition that can be safely used and can be inexpensively produced. Each of these products contains one or more cooling sensation compositions that are compounds providing cooling sensation in an amount sufficient for exhibiting the efficacy thereof in a living body to which the product is administered.Type: ApplicationFiled: January 26, 2010Publication date: November 17, 2011Inventors: Yuichi Suzuki, Kenya Ishida, Mitsuhiko Fujiwhara
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Patent number: 8034983Abstract: The invention describes the preparation and isolation of xanthophylls from plant sources, whereby a transesterification process is utilized without the necessity of an aqueous format.Type: GrantFiled: June 4, 2008Date of Patent: October 11, 2011Assignee: Multi-Tech Specialty Chemicals, Co., Ltd.Inventors: Jian Du, Chenghai Zhao
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Patent number: 7777083Abstract: A process for the reduction of compounds comprising one or more carbon-oxygen (C?0) double bonds, to provide the corresponding alcohol, comprising contacting the compound with hydrogen gas at a pressure greater than 3 atm and a catalyst comprising an iridium aminodiphosphine complex.Type: GrantFiled: May 30, 2008Date of Patent: August 17, 2010Assignee: Kanata Chemical Technologies Inc.Inventors: Kamaluddin Abdur-Rashid, Rongwei Guo, Xuanhua Chen, Wenli Jia
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Patent number: 7772445Abstract: The present disclosure relates to a process for the hydrogenation of compounds comprising one or more carbon-oxygen (C?O) double bonds, to provide the corresponding alcohol, comprising contacting the compound with hydrogen gas at and a catalyst comprising a ruthenium-aryl-aminophosphine complex.Type: GrantFiled: July 7, 2008Date of Patent: August 10, 2010Assignee: Kanata Chemical Technologies Inc.Inventors: Xuanhua Chen, Wenli Jia, Kamaluddin Abdur-Rashid, Rongwei Guo
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Patent number: 7671242Abstract: An efficient method is disclosed for extracting lutein from corn, sweet potato, and other plant products, and for extracting aflatoxin-free lutein from aflatoxin-contaminated plant grains and other plant products safely without any toxic by-products. The lutein is extracted using acetone, and either chilled or saponified to separate from the lipids. If contaminated with aflatoxin, the extracted aflatoxin-contaminated lutein is treated with lipoxidase. This method may be used in producing aflatoxin-free lutein from other contaminated grains or plant oils, or other plant products, including corn, cotton, soybean, rice, barley, wheat, maize, millet, and peanut.Type: GrantFiled: December 21, 2005Date of Patent: March 2, 2010Assignee: Board of Supervisors of Louisiana State University and Agricultural and Mechanical CollegeInventors: Jack N. Losso, Evdokia Menelaou, Joan M. King
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Patent number: 7550633Abstract: The present invention relates to a process for the preparation of isopulegol of formula (I): comprising the cyclization of citronellal of formula (II): in the presence of a tris(aryloxy)aluminum catalyst, wherein the cyclization is carried out in the presence of I. at least one acid and/or II. at least one compound selected from the group comprising carboxylic anhydrides, aldehydes, ketones and vinyl ethers.Type: GrantFiled: December 17, 2005Date of Patent: June 23, 2009Assignee: BASF SEInventors: Marko Friedrich, Klaus Ebel, Norbert Götz
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Publication number: 20080207957Abstract: The present invention relates to a process for the preparation of isopulegol of formula (I): comprising the cyclization of citronellal of formula (II): in the presence of a tris(aryloxy)aluminum catalyst, wherein the cyclization is carried out in the presence of I. at least one acid and/or II. at least one compound selected from the group comprising carboxylic anhydrides, aldehydes, ketones and vinyl ethers.Type: ApplicationFiled: December 17, 2005Publication date: August 28, 2008Applicant: BASF AktiengesellschaftInventors: Marko Friedrich, Klaus Ebel, Norbert Gotz
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Patent number: 7390869Abstract: A process for removing metal species from a composition comprising contacting: a. an oligomer mixture stream comprising the monomers of a partially aromatic polyester polymer and at least one metal species, or b. a molten polyester polymer stream comprising partially aromatic polyester polymers and at least one metal species, with a non-catalytic porous material in the presence of hydrogen to produce a treated stream containing a reduced amount of at least one metal species. There is also provided a composition comprising a partially aromatic polyester polymer having an It.V. of at least 0.50 produced in a direct esterification melt phase process, from greater than 0 to less than 50 ppm antimony, and less than 40 ppm cobalt. There is also provided a composition comprising partially aromatic polyester polymers having an It.V. of at least 0.50 produced in an ester exchange melt phase process, from greater than zero to less than 5 ppm titanium, and less than 10 ppm manganese.Type: GrantFiled: June 13, 2005Date of Patent: June 24, 2008Assignee: Eastman Chemical CompanyInventors: Zhufang Liu, Jeff Scott Howell
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Patent number: 7365235Abstract: Processes for producing branched compounds are described wherein a carbonyl compound is condensed in the presence of a catalyst selected from the group consisting of acids and bases, to form an ?,?-unsaturated condensation product; and the ?,?-unsaturated condensation product is hydrogenated.Type: GrantFiled: September 11, 2001Date of Patent: April 29, 2008Assignee: Cognis Deutschland GmbH & Co. KGInventors: Sabine Both, Albrecht Schwerin, Erich Reuter, Georg Fieg, Juergen Falkowski
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Patent number: 7067615Abstract: A process comprising contacting a liquid polyester stream with hydrogen in the presence of a hydrogenation catalyst comprising a metal supported on the surface of silicon carbide at a metal dispersion of at least 0.5% or graphite at a metal dispersion of at least 10% to produce a treated liquid polyester stream. The treated stream may be polycondensed in the presence of a polycondensation catalyst to produce a polyester polymer having an It.V. of at least 0.55 dL/g. The liquid polyester stream desirably has a composition comprising: a) terephthalic acid residues, isophthalic acid residues, and/or naphthalenedicarboxylic acid residues and b) an average degree of polymerization of 0.5 to 20 and c) an acid number ranging from 5 to 600.Type: GrantFiled: June 13, 2005Date of Patent: June 27, 2006Assignee: Eastman Chemical CompanyInventors: Zhufang Liu, Jeff Scott Howell, Charles Edwan Sumner, Jr.
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Patent number: 6900359Abstract: A method of making a 3-alkylcycloalkanol of formula 2: where R1 represents a methyl or ethyl group, R2 represents hydrogen, R3 represents an ethyl, propyl, butyl, isobutyl or isoamyl group, R4 represents hydrogen and R5 represents hydrogen, or a methyl, ethyl, propyl, isobutyl or isoamyl group comprises the following steps: (1) carrying out an electrophilic substitution reaction of an alkyl group or precursor thereof, on an ortho-substituted alkylbenzene compound of formula 3: where R6 represents hydrogen, or a methyl or ethyl group; (2) hydrogenating the reaction product of step (1); (3) performing an elimination reaction on one or more reaction products of step (2) to produce one or more alkene products; and (4) hydrating the one or more alkene products of step (3) to provide a 3-alkylcycloalkanol of formula 2. The electrophilic substitution reaction of step (1) may be a Friedel-Crafts acylation, e.g. using an isopropyl ketone precursor, or a Friedel-Crafts alkylation, e.g. using an isobutyl group.Type: GrantFiled: August 10, 2001Date of Patent: May 31, 2005Assignee: Quest International Services B.V.Inventors: Simon Ellwood, Jan Thomas Haines, Christopher Paul Newman
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Patent number: 6639113Abstract: A process is described for preparing dry powders of one or more oxygenated carotenoids by a) dispersing one or more oxygenated carotenoids in an aqueous molecular dispersion or colloidal dispersion of a protecting colloid and b) converting the dispersion formed into a dry powder by removing the water and any solvents additionally used and drying, in the presence or absence of a coating material, which comprises using as protecting colloid in process step a) at least one partially hydrolyzed soybean protein having a degree of hydrolysis greater than 5%.Type: GrantFiled: December 17, 2001Date of Patent: October 28, 2003Assignee: BASF AktiengesellschaftInventors: Frank Runge, Erik Lüddecke, Helmut Auweter, Angelika-Maria Pfeiffer, Willy Hinz
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Publication number: 20030018222Abstract: The present invention concerns methods of obtaining stable lutein and its derivatives. Additionally, the invention concerns various compositions comprising lutein, lutein esters, tetrahydrocurcuminoids, and carnosic acid.Type: ApplicationFiled: January 30, 2002Publication date: January 23, 2003Inventor: Muhammed Majeed
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Patent number: 6489520Abstract: The present invention relates to a process for the preparation of cis-2-tertiary-butylcyclohexanol, where 2-tertiary-butylphenol is hydrogenated in the presence of a nickel/iron catalyst mixture and 2-tertiary-butylcyclohexyl acetate.Type: GrantFiled: December 7, 2001Date of Patent: December 3, 2002Assignee: Haarmann & Reimer GmbHInventor: Walter Kuhn
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Patent number: 6476278Abstract: Alcohols are produced in a practical and advantageous method, by the hydrogenation of a carbonyl compound under mild conditions, by reacting the carbonyl compounds with hydrogen in the presence of a bipyridyl derivative, a group VIII transition metal complex, and a base, or by reducing a carbonyl compound in the presence of a bipyridyl derivative, a group VIII transition metal complex, a base, and an alcoholic solvent.Type: GrantFiled: October 25, 2001Date of Patent: November 5, 2002Assignees: Japan Science and Technology Corporation, Takasago International CorporationInventors: Hideyuki Ikehira, Kunihiko Murata, Eiji Katayama, Masami Kozawa, Toru Yokozawa, Takeshi Ohkuma, Takao Ikariya, Ryoji Noyori
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Patent number: 6376722Abstract: A lutein to zeaxanthin isomerization process which includes a saponification or alkali treatment of a plant extract containing lutein followed by a heating period under controlled conditions, is carried out in the presence of a surface active agent having an HLB of from 1 to 40 as a catalyst for the lutein to zeaxanthin isomerization reaction, at a temperature between 70 to 140° C., in order to obtain a reaction product with high zeaxanthin concentrations of up to 80% of the total carotenoids.Type: GrantFiled: October 29, 1998Date of Patent: April 23, 2002Inventors: Vicente Ernesto Ridaura Sanz, Oscar Rubén García Correa, Armando Prado Naranjo
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Patent number: 6329557Abstract: The present invention provides an industrial scale process for obtaining lutein and zeaxanthin concentrates of high purity from saponified marigold extracts that may have high levels of chlorophyll.Type: GrantFiled: June 9, 2000Date of Patent: December 11, 2001Assignee: Prodemex, S.A. de C.V.Inventors: Gustavo Rodriguez, Mario-David Torres-Cardona, Alejandro Diaz
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Patent number: 6262316Abstract: An oral preparation for the prophylactic and/or therapeutic treatment of inflammation in the mucous membrane of mammalian gastrointestinal tract (especially the human stomach) caused by Hicobacter sp. (especially H. pylori) infection is described. The preparation comprises a prophylactically and/or therapeutically effective amount of at least one type of xanthophylles. The most preferred xanthophyll is astaxanthin which is soluble in oil, preferably naturally produced astaxanthin which is esterified with fatty acids. The oral preparation may further comprise carbohydrate structures, such as those which derive from the cell wall of the production alga Haematococcus sp. The preparation may also comprise a prophylactically and/or therapeutically effective amount of a water soluble antioxidant, such as ascorbic acid (vitamin C). The oral preparation is presented in a separate unit dose or in mixture with food.Type: GrantFiled: January 21, 2000Date of Patent: July 17, 2001Assignee: Astacarotene ABInventors: Torkel Wadström, Pär Alejung
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Patent number: 6191293Abstract: Trans-xanthophyll ester concentrates having a trans-xanthophyll ester content of at least four times greater and preferably at least nine times greater than the cis-xanthophyll ester content are obtained. Xanthophyll ester concentrates having a total xanthophyll ester content of at least 40 wt. % and preferably greater than about 55 wt. % are also obtained.Type: GrantFiled: January 12, 1999Date of Patent: February 20, 2001Assignee: Inexa, Industria Extractora C.A.Inventor: Luis W. Levy
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Patent number: 5977402Abstract: 4-tert.-Butylcyclohexanol having a larger content of its cis-isomer is prepared by hydrogenating 4-tert.-butylphenol in a solvent in the presence of a rhodium catalyst and a compound selected from the group consisting of hydrogen chloride and (anhydrous) sulfuric acid. Furthermore, 4-tert.-butylcyclohexanol obtained by the above hydrogenation is acetylated to give 4-tert.-butylcyclohexyl acetate.Type: GrantFiled: April 22, 1998Date of Patent: November 2, 1999Assignee: Sumitomo Chemical Company, LimitedInventors: Masahito Sekiguchi, Shin Tanaka
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Patent number: 5973211Abstract: A method of isomerizing lutein to yield a mixture of epimers of zeaxanthin includes the following steps: mixing a lutein-containing extract in a glycol solution to obtain a mixture, treating the mixture with alkali to obtain an alkali-containing mixture, reacting the alkali-containing mixture in the presence of heat for a duration consistent with achieving a desired level of isomerization of lutein to zeaxanthin.Type: GrantFiled: July 18, 1997Date of Patent: October 26, 1999Assignee: Prodemex, S.A. DE C.V.Inventor: Gustavo Rodriguez
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Patent number: 5969190Abstract: The compound, (E)-(1R,3R)-5-[(R)-11-hydroxy-7,11-dimethyl-dodec-2-enylidene]-cyclohexane -1,3-diol of the formula I: ##STR1## is useful in the treatment or prevention of hyperproliferative skin diseases, particularly psoriasis, basal cell carcinomas, disorders of keratinization and keratosis; or for reversing the conditions associated with photodamage.Type: GrantFiled: May 15, 1998Date of Patent: October 19, 1999Assignee: Hoffmann-La Roche Inc.Inventors: Franz Bauer, Lawrence F. Courtney
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Patent number: 5892133Abstract: A repellent agent containing a 3-substituted p-menthane (or p-menthene) derivative represented by the following formula (1) is disclosed: ##STR1## In the formula, R is a hydroxy group or hydroxyethyl group; R.sub.2 is a hydrogen atom, hydroxy group, hydroxymethyl group, or alkoxy group having 1 to 3 carbon atoms; the double line is a double bond or a single bond, wherein R.sub.1 is absent when the double line is a double bond, and R.sub.1 is a hydrogen atom or hydroxy group when the double line is a single bond; provided that, when the double line is a single bond and R.sub.2 is a hydrogen atom, both of R and R.sub.1 are not a hydroxy group at the same time; and X is CH.sub.2 when the double line is a double bond and is CH.sub.3 when the double line is a single bond.Type: GrantFiled: July 22, 1997Date of Patent: April 6, 1999Assignee: Takasago International CorporationInventors: Miharu Ogura, Akira Amano, Takeshi Yamamoto, Hideyuki Ohta
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Patent number: 5876782Abstract: This invention relates to the in sito process for converting non-free form xanthophylls to free xanthophylls in the biological material of the plant. The method, more particularly, relates to a method that would liberate xanthophylls by transesterification of acyl-xanthophylls in plant materials.Type: GrantFiled: May 14, 1997Date of Patent: March 2, 1999Assignee: Kemin Industries, Inc.Inventors: Benedikt J. Sas, Clifford Adams
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Patent number: 5874622Abstract: In a process for hydrogenating an aromatic compound in which at least one hydroxyl group is bonded to an aromatic ring or an aromatic compound in which at least one amino group is bonded to an aromatic ring, in the presence of a catalyst comprising as catalytically active component at least one metal of transition group I, VII or VIII of the Periodic Table applied to a support, the catalyst is obtainable bya) dissolving the catalytically active component or a precursor compound thereof in a solvent,b) admixing the solution thus obtained with an organic polymer which is able to bind at least ten times its own weight of water, giving a swollen polymer,c) subsequently mixing the swollen polymer with a catalyst support material andd) shaping, drying and calcining the composition obtained in this way.Type: GrantFiled: December 9, 1997Date of Patent: February 23, 1999Assignee: BASF AktiengesellschaftInventors: Boris Breitscheidel, Thomas Ruhl, Klemens Flick, Jochem Henkelmann, Andreas Henne, Rolf Lebkucher
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Patent number: 5856590Abstract: A process whereby 4-t-butylcyclohexanol with a high content of the cis-isomer, which is useful as a perfume ingredient, can be economically produced on an industrially available scale at a low cost. The process comprises hydrogenating 4-t-butylcyclohexanone by using a specific ruthenium-phosphine complex as a catalyst in the presence of a base containing an alkali metal and an alkylenediamine having from 1 to 6 carbon atoms.Type: GrantFiled: March 7, 1997Date of Patent: January 5, 1999Assignee: Takasago International CorporationInventors: Makoto Emura, Takaaki Toyoda, Nobuo Seido, Ryoji Noyori, Takao Ikariya, Takeshi Ohkuma
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Patent number: 5831134Abstract: A process is disclosed for producing tertiary alcohols by radical addition of secondary alcohols to alkenes. The reaction is carried out as a continuous process in the presence of an organic peroxide as a radical initiator and during a mean contact time of the reaction mixture of up to a maximum of 1 hour.Type: GrantFiled: October 25, 1996Date of Patent: November 3, 1998Assignee: Peroxid-Chemie GmbHInventors: Michael Gnann, Maria Eckert, Robert Rieth, deceased, Werner Eberhard Wilhelm Rieth, heir, Emma Marianne Christine Rieth, heir
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Patent number: 5750804Abstract: A process whereby trans-3-isocamphylcyclohexanol, which is useful as a perfume ingredient, can be produced on an industrially available scale, at a low cost and at a high stereoselectivity, is disclosed. The process comprises hydrogenating 3-isocamphylcyclohexanone represented by the following formula (I): ##STR1## by using a ruthenium/phosphine complex as a catalyst in the presence of a base containing an alkali metal or an alkaline earth metal and an amine.Type: GrantFiled: March 7, 1997Date of Patent: May 12, 1998Assignee: Takasago International CorporationInventors: Makoto Emura, Takaaki Toyoda, Nobuo Seido, Makoto Harada, Ryoji Noyori, Takao Ikariya, Takashi Ohkuma
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Patent number: 5714642Abstract: Immixture of stereoisomeric alcohols is resolved by selectively enzymatically acylating one of the stereoisomers thereof, in the presence of a catalytically effective amount of a hydrolase, for example a lipase, esterase or acylase, in a biphasic hydroorganic reaction medium, and thence separating the alcohol stereoisomer from the ester stereoisomer thus formed.Type: GrantFiled: September 5, 1995Date of Patent: February 3, 1998Assignee: Rhone-Poulenc ChimieInventors: Christophe Didion, Dominique Petre
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Process for the formation, isolation and purification of comestible xanthophyll crystals from plants
Patent number: 5648564Abstract: A process for forming, isolating and purifying xanthophyll crystals, preferably lutein from marigold flower petals, zeaxanthin from wolfberries or capsanthin and capsorubin from red pepper, is disclosed. A xanthophyll diester-containing plant extract is saponified in a composition of propylene glycol and aqueous alkali to form xanthophyll crystals. Crystallization is achieved without the use of added organic solvents. The crystals are isolated and purified. The substantially pure xanthophyll crystals so obtained are suitable for human consumption and can be used as a nutritional supplement and as an additive in food.Type: GrantFiled: December 21, 1995Date of Patent: July 15, 1997Assignee: Kemin Industries, Inc.Inventors: Rodney L. Ausich, David J. Sanders -
Patent number: 5523494Abstract: A process to obtain a product with a high zeaxanthin content, to be used mainly as an ingredient in poultry feed to enhance the pigmentation of broiler chickens and egg yolk, by reacting at a controlled temperature and pressure, marigold (Tagetes erecta L.) meal or its oleoresin, or formulations containing lutein, with strongly alkaline aqueous solutions under controlled conditions, to isomerize the luteine into zeaxanthin in a product with a higher pigmenting activity.Type: GrantFiled: July 20, 1994Date of Patent: June 4, 1996Assignee: Industrial Organica, S.A. de C.V.Inventors: Mario-David Torres-Cardona, Jose Torres-Quiroga
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Patent number: 5420366Abstract: The present invention provides a process for preparing optically active 2-arylcyclohexanol and its esters and ethers and which process comprises the step of subjecting 1-aryl-cyclohexane-1,2 diol and its diethers and diesters to hydrogenolysis conditions to form said cyclohexanol and its esters and ethers.Type: GrantFiled: May 11, 1994Date of Patent: May 30, 1995Assignee: Hoechst Celanese CorporationInventor: Shu-Hai Zhao
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Patent number: 5414158Abstract: It has surprisingly now been discovered that alkoxy-magnesium halides of the general formula ROMgX wherein R is an alkyl having from about 1 to 18 carbon atoms and X is a halide can be synthesized in an inert hydrocarbon in just one step process by reacting magnesium which has been preliminarily activated with small quantities (approximately 5 mol %) of magnesium alkyl with a substantially equimolar mixture of an alkyl halide and an alkanol. That is, the present invention provides a one step reaction process for preparing alkoxy-magnesium halides. This one step reaction process involves reacting magnesium metal which has been previously activated with a magnesium-alkyl compound, with an equimolar mixture of an alkyl halide and an alkanol. Yields in excess of 90% can be obtained by employing the inventive one step reaction process.Type: GrantFiled: August 17, 1993Date of Patent: May 9, 1995Assignee: Witco GmbHInventor: Stefan Gurtzgen
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Patent number: 5406004Abstract: A process is described for the production of a hydroxylic compound selected from alcohols and diols by hydrogenation of a corresponding hydrogenatable material selected from monoesters of carboxylic acids, monoesters of dicarboxylic acids, diesters of dicarboxylic acids, lactones, and mixtures of two or more thereof which comprises:(a) providing a hydrogenation zone containing a charge of a granular heterogeneous ester hydrogenation catalyst;(b) supplying to the hydrogenation zone a vaporous feed stream containing hydrogen and a hydrogenatable material selected from monoesters of carboxylic acids, monoesters of dicarboxylic acids, diesters of dicarboxylic acids, lactones, and mixtures of two or more thereof, at an inlet temperature which is above the dew point of the mixture;(c) maintaining the hydrogenation zone under temperature and pressure conditions which are conducive to effecting hydrogenation of esters;(d) recovering from the hydrogenation zone a two phase product stream containing a hydroxylic compouType: GrantFiled: December 30, 1993Date of Patent: April 11, 1995Assignee: Eastman Chemical CompanyInventors: Philip H. D. Eastland, John Scarlett, Michael W. M. Tuck, Michael A. Wood
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Patent number: 5382714Abstract: A method of isolating, purifying and recrystallizing substantially pure lutein, preferably from saponified marigold oleoresin in its pure free form, apart from chemical impurities and other carotenoids. Lutein may be used as an analytical standard or in cancer prevention trials and as a safe and effective color additive for human food.Type: GrantFiled: March 17, 1994Date of Patent: January 17, 1995Assignee: The Catholic University of AmericaInventor: Frederick Khachik
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Patent number: 5349112Abstract: Novel cyclic anti-tumor promoter compounds and therapeutic compositions are disclosed, along with method for their production and use as anti-cancer and cancer-prevention agents.Type: GrantFiled: November 26, 1993Date of Patent: September 20, 1994Assignee: University of HawaiiInventor: Marcus A. Tius
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Patent number: 5276217Abstract: Novel cyclic anti-tumor promoter compounds and therapeutic compositions are disclosed, along with method for their production and use as anti-cancer and cancer-prevention agents.Type: GrantFiled: March 19, 1992Date of Patent: January 4, 1994Assignee: University of HawaiiInventor: Marcus A. Tius
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Patent number: 5268356Abstract: The cyclic tertiary alcohols of formula ##STR1## wherein the dotted line indicates the location of a single or double bond, symbols R.sup.1 and R.sup.3 represent each a hydrogen atom or a methyl radical and symbol R.sup.2 stands for a lower alkyl radical, are useful perfuming ingredients for the preparation of perfuming compositions and perfumed articles, to which they impart odor notes of the patchouli type.Type: GrantFiled: November 2, 1992Date of Patent: December 7, 1993Assignee: Firmenich SAInventors: Rene Decorzant, Ferdinand Naef
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Patent number: 5262571Abstract: A process of synthesizing enantiomerically pure compounds defined by Formula V, ##STR1## which are useful as chiral auxiliaries is disclosed. The process comprises, first, combining a base of Formula Y.sup.- Z.sup.+ (Formula I), wherein Y.sup.- is an organic anion and Z.sup.+ is an inorganic cation, with a compound of Formula II, ##STR2## wherein R.sub.1 is a C.sub.1 -C.sub.4 alkyl group and R.sub.2 is the same as R.sub.1, or wherein R.sub.1 and R.sub.2 together form cyclopentane or cyclohexane, and wherein R.sub.3 is a substituted or unsubstituted aryl group, to form a compound defined by Formula III, ##STR3## then: (b) reacting the compound of Formula III with a cyclic epoxide defined by Formula IV, ##STR4## wherein n is 1, 2, or 3, to form a racemic mixture of a compound defined by Formula V.Type: GrantFiled: March 20, 1992Date of Patent: November 16, 1993Assignee: North Carolina State UniversityInventors: Daniel L. Comins, James M. Salvador
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Patent number: 5262573Abstract: A substantially pure, chemically distinct halomagnesium alkoxide compound is formed by reaction of a dihydrocarbylmagnesium compound with a compound which will replace an hydrocarbyl functionality thereon with an hydrocarbyloxy functionality and thereafter reacting the resulting product with a compound which replaces the other hydrocarbyl functionality with a halogen functionality, such as chlorine. The .sup.13 C nuclear magnetic resonance spectrum of the product exhibits no more than one strong, narrow absorption peak for each chemically inequivalent carbon atom in the hydrocarbyloxy ligand of the compound.Type: GrantFiled: August 6, 1991Date of Patent: November 16, 1993Assignee: Akzo nvInventors: Gregory M. Smith, Richard J. Amata, Charles F. Tirendi, Elliot I. Band
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Patent number: 5160498Abstract: A process for the preparation of 4-tert-butyl-cyclohexanol, comprising the hydrogenation of 4-tert-butyl-phenol or of 4-tert-butyl-cyclohexanone in the presence of a catalytic system composed of rhodium on a Al.sub.2 O.sub.3, SiO.sub.2, TiO.sub.2, SiO.sub.2.Al.sub.2 O.sub.3 or charcoal support, in combination with HBF.sub.4 or BF.sub.3.[Y].sub.n wherein Y designates a R.sub.2 O group, R being a C.sub.1 to C.sub.6 lower alkyl radical, or a CH.sub.3 CO.sub.2 H, H.sub.3 PO.sub.4 or H.sub.2 O group and index n is equal to zero, 1 or 2.Type: GrantFiled: December 20, 1991Date of Patent: November 3, 1992Assignee: Firmenich S.A.Inventor: Robert M. Weinstein
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Patent number: 5149889Abstract: A process is disclosed for the preparation of tertiary alcohols, alpha-alkyl substituted nitriles, alkyl-substituted imines or tertiary amines by alkylation of a starting material that is a carbonyl compound or a nitrile followed by hydrolysis wherein the alkylation is carried out with the aid of a reaction system formed by suspending a mixture of:substantially 15 to 25% by weight of methyllithium or ethyllithium;substantially 35 to 45% by weight of an inorganic compound selected from the group which consists of at least one metal oxide selected from the group which consists of SiO.sub.2, Al.sub.2 O.sub.3, and CaO, and synthetic anhydrous aluminum silicate; andsubstantially 35 to 45% by weight of a paraffin oil or wax; in an organic solvent selected from the group which consists of:C.sub.5 to C.sub.10 saturated aliphatic hydrocarbons, C.sub.5 to C.sub.Type: GrantFiled: October 30, 1990Date of Patent: September 22, 1992Assignee: Metallgesellschaft AktiengesellschaftInventors: Jurgen Deberitz, Wilfried Weiss
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Patent number: 5107038Abstract: A process for the preparation of 4-tert-butyl-cyclohexanol, comprising the hydrogenation of 4-tert-butyl-phenol or of 4-tert-butyl-cyclohexanone in the presence of a catalytic system composed of rhodium on a Al.sub.2 O.sub.3, SiO.sub.2, TiO.sub.2, SiO.sub.2.Al.sub.2 O.sub.3 or charcoal support, in combination with HBF.sub.4 or BF.sub.3.[Y].sub.n wherein Y designates a R.sub.2 O group, R being a C.sub.1 to C.sub.6 lower alkyl radical, or a CH.sub.3 CO.sub.2 H, H.sub.3 PO.sub.4 or H.sub.2 O group and index n is equal to zero, 1 or 2.Type: GrantFiled: October 22, 1990Date of Patent: April 21, 1992Assignee: Firmenich SAInventor: Robert M. Weinstein
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Patent number: RE40912Abstract: A method of isolating, purifying and recrystallizing substantially pure lutein, preferably from saponified marigold oleoresin in its pure free form, apart from chemical impurities and other carotenoids. Lutein may be used as an analytical standard or in cancer prevention trials and as a safe and effective color additive for human food.Type: GrantFiled: June 10, 2005Date of Patent: September 8, 2009Assignee: The Catholic University of AmericaInventor: Frederick Khachik
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Patent number: RE40931Abstract: A method of isolating, purifying and recrystallizing substantially pure lutein, preferably from saponified marigold oleoresin in its pure free form, apart from chemical impurities and other carotenoids. Lutein may be used as an analytical standard or in cancer prevention trials and as a safe and effective color additive for human food.Type: GrantFiled: January 10, 2006Date of Patent: October 6, 2009Assignee: The Catholic University of AmericaInventor: Frederick Khachik
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Patent number: RE40938Abstract: A method of isolating, purifying and recrystallizing substantially pure lutein, preferably from saponified marigold oleoresin in its pure free form, apart from chemical impurities and other carotenoids. Lutein may be used as an analytical standard or in cancer prevention trials and as a safe and effective color additive for human food.Type: GrantFiled: February 5, 2007Date of Patent: October 13, 2009Assignee: The Catholic University of AmericaInventor: Frederick Khachik