Polycarbon Alkyl Group Containing Patents (Class 568/834)
  • Patent number: 11905235
    Abstract: 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: Grant
    Filed: June 14, 2022
    Date of Patent: February 20, 2024
    Assignee: CHINA PETROCHEMICAL DEVELOPMENT CORPORATION, TAIPEI (TAIWAN)
    Inventors: Yi-Chi Wang, Hsin-Wei Chang, Weng-Keong Tang, Chia-Hui Shen
  • Patent number: 11065269
    Abstract: 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: Grant
    Filed: November 14, 2019
    Date of Patent: July 20, 2021
    Inventor: Samuel L. Shepherd
  • Patent number: 8921615
    Abstract: 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: Grant
    Filed: December 31, 2011
    Date of Patent: December 30, 2014
    Assignee: Chenguang Biotech Group Co. Ltd.
    Inventors: Qingguo Lu, Yunhe Lian, Xuehui Su, Xiaodong An, Yuanxin Cheng, Lijun Qi
  • Patent number: 8871984
    Abstract: 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: Grant
    Filed: March 18, 2010
    Date of Patent: October 28, 2014
    Assignee: Zhejiang Medicine Co., Ltd., Xinchang Pharmaceutical Factory
    Inventors: Xinde Xu, Bin Shao, Hongjuan Chao, Xuejun Lao, Xiaoxia Sun
  • Publication number: 20110281945
    Abstract: 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: Application
    Filed: January 26, 2010
    Publication date: November 17, 2011
    Inventors: Yuichi Suzuki, Kenya Ishida, Mitsuhiko Fujiwhara
  • Patent number: 8034983
    Abstract: 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: Grant
    Filed: June 4, 2008
    Date of Patent: October 11, 2011
    Assignee: Multi-Tech Specialty Chemicals, Co., Ltd.
    Inventors: Jian Du, Chenghai Zhao
  • Patent number: 7777083
    Abstract: 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: Grant
    Filed: May 30, 2008
    Date of Patent: August 17, 2010
    Assignee: Kanata Chemical Technologies Inc.
    Inventors: Kamaluddin Abdur-Rashid, Rongwei Guo, Xuanhua Chen, Wenli Jia
  • Patent number: 7772445
    Abstract: 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: Grant
    Filed: July 7, 2008
    Date of Patent: August 10, 2010
    Assignee: Kanata Chemical Technologies Inc.
    Inventors: Xuanhua Chen, Wenli Jia, Kamaluddin Abdur-Rashid, Rongwei Guo
  • Patent number: 7671242
    Abstract: 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: Grant
    Filed: December 21, 2005
    Date of Patent: March 2, 2010
    Assignee: Board of Supervisors of Louisiana State University and Agricultural and Mechanical College
    Inventors: Jack N. Losso, Evdokia Menelaou, Joan M. King
  • Patent number: 7550633
    Abstract: 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: Grant
    Filed: December 17, 2005
    Date of Patent: June 23, 2009
    Assignee: BASF SE
    Inventors: Marko Friedrich, Klaus Ebel, Norbert Götz
  • Publication number: 20080207957
    Abstract: 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: Application
    Filed: December 17, 2005
    Publication date: August 28, 2008
    Applicant: BASF Aktiengesellschaft
    Inventors: Marko Friedrich, Klaus Ebel, Norbert Gotz
  • Patent number: 7390869
    Abstract: 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: Grant
    Filed: June 13, 2005
    Date of Patent: June 24, 2008
    Assignee: Eastman Chemical Company
    Inventors: Zhufang Liu, Jeff Scott Howell
  • Patent number: 7365235
    Abstract: 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: Grant
    Filed: September 11, 2001
    Date of Patent: April 29, 2008
    Assignee: Cognis Deutschland GmbH & Co. KG
    Inventors: Sabine Both, Albrecht Schwerin, Erich Reuter, Georg Fieg, Juergen Falkowski
  • Patent number: 7067615
    Abstract: 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: Grant
    Filed: June 13, 2005
    Date of Patent: June 27, 2006
    Assignee: Eastman Chemical Company
    Inventors: Zhufang Liu, Jeff Scott Howell, Charles Edwan Sumner, Jr.
  • Patent number: 6900359
    Abstract: 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: Grant
    Filed: August 10, 2001
    Date of Patent: May 31, 2005
    Assignee: Quest International Services B.V.
    Inventors: Simon Ellwood, Jan Thomas Haines, Christopher Paul Newman
  • Patent number: 6639113
    Abstract: 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: Grant
    Filed: December 17, 2001
    Date of Patent: October 28, 2003
    Assignee: BASF Aktiengesellschaft
    Inventors: Frank Runge, Erik Lüddecke, Helmut Auweter, Angelika-Maria Pfeiffer, Willy Hinz
  • Publication number: 20030018222
    Abstract: 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: Application
    Filed: January 30, 2002
    Publication date: January 23, 2003
    Inventor: Muhammed Majeed
  • Patent number: 6489520
    Abstract: 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: Grant
    Filed: December 7, 2001
    Date of Patent: December 3, 2002
    Assignee: Haarmann & Reimer GmbH
    Inventor: Walter Kuhn
  • Patent number: 6476278
    Abstract: 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: Grant
    Filed: October 25, 2001
    Date of Patent: November 5, 2002
    Assignees: Japan Science and Technology Corporation, Takasago International Corporation
    Inventors: Hideyuki Ikehira, Kunihiko Murata, Eiji Katayama, Masami Kozawa, Toru Yokozawa, Takeshi Ohkuma, Takao Ikariya, Ryoji Noyori
  • Patent number: 6376722
    Abstract: 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: Grant
    Filed: October 29, 1998
    Date of Patent: April 23, 2002
    Inventors: Vicente Ernesto Ridaura Sanz, Oscar Rubén García Correa, Armando Prado Naranjo
  • Patent number: 6329557
    Abstract: 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: Grant
    Filed: June 9, 2000
    Date of Patent: December 11, 2001
    Assignee: Prodemex, S.A. de C.V.
    Inventors: Gustavo Rodriguez, Mario-David Torres-Cardona, Alejandro Diaz
  • Patent number: 6262316
    Abstract: 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: Grant
    Filed: January 21, 2000
    Date of Patent: July 17, 2001
    Assignee: Astacarotene AB
    Inventors: Torkel Wadström, Pär Alejung
  • Patent number: 6191293
    Abstract: 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: Grant
    Filed: January 12, 1999
    Date of Patent: February 20, 2001
    Assignee: Inexa, Industria Extractora C.A.
    Inventor: Luis W. Levy
  • Patent number: 5977402
    Abstract: 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: Grant
    Filed: April 22, 1998
    Date of Patent: November 2, 1999
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Masahito Sekiguchi, Shin Tanaka
  • Patent number: 5973211
    Abstract: 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: Grant
    Filed: July 18, 1997
    Date of Patent: October 26, 1999
    Assignee: Prodemex, S.A. DE C.V.
    Inventor: Gustavo Rodriguez
  • Patent number: 5969190
    Abstract: 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: Grant
    Filed: May 15, 1998
    Date of Patent: October 19, 1999
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Franz Bauer, Lawrence F. Courtney
  • Patent number: 5892133
    Abstract: 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: Grant
    Filed: July 22, 1997
    Date of Patent: April 6, 1999
    Assignee: Takasago International Corporation
    Inventors: Miharu Ogura, Akira Amano, Takeshi Yamamoto, Hideyuki Ohta
  • Patent number: 5876782
    Abstract: 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: Grant
    Filed: May 14, 1997
    Date of Patent: March 2, 1999
    Assignee: Kemin Industries, Inc.
    Inventors: Benedikt J. Sas, Clifford Adams
  • Patent number: 5874622
    Abstract: 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: Grant
    Filed: December 9, 1997
    Date of Patent: February 23, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Boris Breitscheidel, Thomas Ruhl, Klemens Flick, Jochem Henkelmann, Andreas Henne, Rolf Lebkucher
  • Patent number: 5856590
    Abstract: 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: Grant
    Filed: March 7, 1997
    Date of Patent: January 5, 1999
    Assignee: Takasago International Corporation
    Inventors: Makoto Emura, Takaaki Toyoda, Nobuo Seido, Ryoji Noyori, Takao Ikariya, Takeshi Ohkuma
  • Patent number: 5831134
    Abstract: 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: Grant
    Filed: October 25, 1996
    Date of Patent: November 3, 1998
    Assignee: Peroxid-Chemie GmbH
    Inventors: Michael Gnann, Maria Eckert, Robert Rieth, deceased, Werner Eberhard Wilhelm Rieth, heir, Emma Marianne Christine Rieth, heir
  • Patent number: 5750804
    Abstract: 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: Grant
    Filed: March 7, 1997
    Date of Patent: May 12, 1998
    Assignee: Takasago International Corporation
    Inventors: Makoto Emura, Takaaki Toyoda, Nobuo Seido, Makoto Harada, Ryoji Noyori, Takao Ikariya, Takashi Ohkuma
  • Patent number: 5714642
    Abstract: 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: Grant
    Filed: September 5, 1995
    Date of Patent: February 3, 1998
    Assignee: Rhone-Poulenc Chimie
    Inventors: Christophe Didion, Dominique Petre
  • Patent number: 5648564
    Abstract: 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: Grant
    Filed: December 21, 1995
    Date of Patent: July 15, 1997
    Assignee: Kemin Industries, Inc.
    Inventors: Rodney L. Ausich, David J. Sanders
  • Patent number: 5523494
    Abstract: 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: Grant
    Filed: July 20, 1994
    Date of Patent: June 4, 1996
    Assignee: Industrial Organica, S.A. de C.V.
    Inventors: Mario-David Torres-Cardona, Jose Torres-Quiroga
  • Patent number: 5420366
    Abstract: 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: Grant
    Filed: May 11, 1994
    Date of Patent: May 30, 1995
    Assignee: Hoechst Celanese Corporation
    Inventor: Shu-Hai Zhao
  • Patent number: 5414158
    Abstract: 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: Grant
    Filed: August 17, 1993
    Date of Patent: May 9, 1995
    Assignee: Witco GmbH
    Inventor: Stefan Gurtzgen
  • Patent number: 5406004
    Abstract: 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 compou
    Type: Grant
    Filed: December 30, 1993
    Date of Patent: April 11, 1995
    Assignee: Eastman Chemical Company
    Inventors: Philip H. D. Eastland, John Scarlett, Michael W. M. Tuck, Michael A. Wood
  • Patent number: 5382714
    Abstract: 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: Grant
    Filed: March 17, 1994
    Date of Patent: January 17, 1995
    Assignee: The Catholic University of America
    Inventor: Frederick Khachik
  • Patent number: 5349112
    Abstract: 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: Grant
    Filed: November 26, 1993
    Date of Patent: September 20, 1994
    Assignee: University of Hawaii
    Inventor: Marcus A. Tius
  • Patent number: 5276217
    Abstract: 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: Grant
    Filed: March 19, 1992
    Date of Patent: January 4, 1994
    Assignee: University of Hawaii
    Inventor: Marcus A. Tius
  • Patent number: 5268356
    Abstract: 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: Grant
    Filed: November 2, 1992
    Date of Patent: December 7, 1993
    Assignee: Firmenich SA
    Inventors: Rene Decorzant, Ferdinand Naef
  • Patent number: 5262573
    Abstract: 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: Grant
    Filed: August 6, 1991
    Date of Patent: November 16, 1993
    Assignee: Akzo nv
    Inventors: Gregory M. Smith, Richard J. Amata, Charles F. Tirendi, Elliot I. Band
  • Patent number: 5262571
    Abstract: 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: Grant
    Filed: March 20, 1992
    Date of Patent: November 16, 1993
    Assignee: North Carolina State University
    Inventors: Daniel L. Comins, James M. Salvador
  • Patent number: 5160498
    Abstract: 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: Grant
    Filed: December 20, 1991
    Date of Patent: November 3, 1992
    Assignee: Firmenich S.A.
    Inventor: Robert M. Weinstein
  • Patent number: 5149889
    Abstract: 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: Grant
    Filed: October 30, 1990
    Date of Patent: September 22, 1992
    Assignee: Metallgesellschaft Aktiengesellschaft
    Inventors: Jurgen Deberitz, Wilfried Weiss
  • Patent number: 5107038
    Abstract: 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: Grant
    Filed: October 22, 1990
    Date of Patent: April 21, 1992
    Assignee: Firmenich SA
    Inventor: Robert M. Weinstein
  • Patent number: RE40912
    Abstract: 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: Grant
    Filed: June 10, 2005
    Date of Patent: September 8, 2009
    Assignee: The Catholic University of America
    Inventor: Frederick Khachik
  • Patent number: RE40931
    Abstract: 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: Grant
    Filed: January 10, 2006
    Date of Patent: October 6, 2009
    Assignee: The Catholic University of America
    Inventor: Frederick Khachik
  • Patent number: RE40938
    Abstract: 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: Grant
    Filed: February 5, 2007
    Date of Patent: October 13, 2009
    Assignee: The Catholic University of America
    Inventor: Frederick Khachik