The Hydroxy Is Attached Indirectly To The Ring Patents (Class 568/826)
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Patent number: 9376363Abstract: The present invention provides a method to effectively inhibit the oxidization of VO(acac)2 in solution for months. It is believed that VO(acac)2 forms a ?-complex with as many as three allylic alcohols which precludes reaction with any oxygen in the system. Although saturated and homo-allylic alcohols were also tested, this effect appears only in the allylic-alcohol based solutions. This ability to inhibit oxidation of VO(acac)2 allows these solutions to be used for making thermochromic VO2 film much more easily and economically as it avoids the requirement of operating under low oxygen level conditions. Thus the present invention provides a method of stabilizing vanadium oxyacetylacetonate (VO(acac)2) in solution against oxidation for extended periods of time, comprising the steps of mixing the oxyacetylacetonate precursor in an allylic alcohol prior to spin-coating for VO2 film formation. The allylic alcohol may be ?-methallyl alcohol.Type: GrantFiled: October 20, 2009Date of Patent: June 28, 2016Assignee: THE UNIVERSITY OF WESTERN ONTARIOInventors: Robert Lipson, Cheng Lu
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Patent number: 9056820Abstract: Provided is an alicyclic alcohol compound which can be used as a raw material for a compound perfume, and which has excellent floral-green-like aromas which are crisp and fresh; also provided are a manufacturing method for the same, and a perfume composition which contains the alicyclic alcohol compound. An alicyclic alcohol compound having a specified structure represented by chemical formula (1) has excellent floral-green-like aromas which are crisp and fresh; and a method for manufacturing the alicyclic alcohol compound represented by chemical formula (1) by reacting, in the presence of hydrogen fluoride, 1-isopropyl-4-methylcyclohexene and carbon monoxide, reacting the resulting 4-isopropyl-1-methylcyclohexane carboxylic acid fluoride with alcohol, and, after having acquired a cyclohexane carbonyl compound, reducing the cyclohexane carbonyl compound.Type: GrantFiled: December 27, 2011Date of Patent: June 16, 2015Assignee: Mitsubishi Gas Chemical Company, INC.Inventors: Mitsuharu Kitamura, Yoshiharu Ataka, Kazuyuki Fukuda
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Patent number: 9051532Abstract: The present invention is directed to a novel compound, 1-(2,4-dimethyl-cyclohex-3-enyl)-propan-1-ol, and a method of improving, enhancing or modifying a fragrance formulation through the addition of an olfactory acceptable amount of 1-(2,4-dimethyl-cyclohex-3-enyl)-propan-1-ol.Type: GrantFiled: May 27, 2014Date of Patent: June 9, 2015Assignee: INTERNATIONAL FLAVORS & FRAGRANCES INC.Inventor: Heedong Yun
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Patent number: 9029613Abstract: Provided is an alicyclic alcohol compound which can be used as a raw material for a compound perfume, and which has excellent floral-green-like aromas which are crisp and fresh; also provided are a manufacturing method for the same, and a perfume composition which contains the alicyclic alcohol compound. An alicyclic alcohol compound having a specified structure represented by chemical formula (1) has excellent floral-green-like aromas which are crisp and fresh; and a method for manufacturing the alicyclic alcohol compound represented by chemical formula (1) by reacting, in the presence of hydrogen fluoride, 4-isopropyl-1-methylcyclohexene and carbon monoxide, isomerizing the resulting 4-isopropyl-1-methylcyclohexane carboxylic acid fluoride, thus making 2-methyl-2-(4-methylcyclohexyl)-propionyl fluoride, reacting with alcohol and acquiring a cyclohexane carbonyl compound, and then reducing the cyclohexane carbonyl compound.Type: GrantFiled: December 27, 2011Date of Patent: May 12, 2015Assignee: Mitsubishi Gas Chemical Company, Inc.Inventors: Mitsuharu Kitamura, Yoshiharu Ataka, Kazuyuki Fukuda
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Publication number: 20140378360Abstract: The present application relates to perfume raw materials, perfume delivery systems and consumer products comprising such perfume raw materials and/or such perfume delivery systems, as well as processes for making and using such perfume raw materials, perfume delivery systems and consumer products. Such perfume raw materials and compositions, including the delivery systems, disclosed herein expand the perfume communities' options as such perfume raw materials can provide variations on character and such compositions can provide desired odor profiles.Type: ApplicationFiled: September 12, 2014Publication date: December 25, 2014Inventors: Hugo Robert Germain DENUTTE, Johan SMETS, An PINTENS, Koen VAN AKEN, Freek Annie Camiel VRIELYNCK
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Publication number: 20140356230Abstract: A synergistic microbicidal composition containing a phenolic compound selected from the class consisting of chlorinated phenols, monosubstituted phenols, fused bicyclic phenols, isopropyl methyl catechols, and monosubstituted catechols and an antimicrobial alcohol selected from the class of menthadiene alcohols and other antimicrobial alcohols.Type: ApplicationFiled: December 5, 2012Publication date: December 4, 2014Applicant: ROHM AND HAAS COMPANYInventors: Robert J. Cornmell, Megan A. Diehl, Stephen Golding, John R. Harp, Ian P. Stott, Katherine M. Thompson, Carol L. Truslow
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Publication number: 20130303433Abstract: 1-(3/4-isobutyl-1/6-methylcyclohex-3-enyl)methanols and derivatives thereof having appreciable floral and hesperidic odor notes, their use as fragrance ingredient and perfumed products comprising them.Type: ApplicationFiled: August 11, 2011Publication date: November 14, 2013Applicant: Givaudan S.A.Inventors: Jerzy A. Bajgrowicz, Christopher Furniss
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Publication number: 20130303807Abstract: The present invention provides a process for purifying a monoterpene or sesquiterpene having a purity greater than about 98.5% (w/w). The process comprises the steps of derivatizing the monoterpene (or sesquiterpene) to produce a monoterpene (or sesquiterpene) derivative, separating the monoterpene (or sesquiterpene) derivative, and releasing the monoterpene (or sesquiterpene) from the derivative. Also encompassed by the scope of the present invention is a pharmaceutical composition comprising a monoterpene (or sesquiterpene) having a purity greater than about 98.5% (w/w). The purified monoterpene can be used to treat a disease such as cancer. The present monoterpene (or sesquiterpene) may be administered alone, or may be co-administered with radiation or other therapeutic agents, such as chemotherapeutic agents.Type: ApplicationFiled: July 11, 2013Publication date: November 14, 2013Inventors: Thomas CHEN, DANIEL LEVIN, SATISH PUPPALI
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Publication number: 20130289317Abstract: A method for converting farnesol to nerolidol in the presence of alpha-bisabolol including providing or preparing a mixture of alpha-bisabolol, farnesol, and one or more catalysts for selective isomerization of farnesol to nerolidol in the presence of alpha-bisabolol, and converting at least a portion of the farnesol to nerolidol.Type: ApplicationFiled: April 19, 2013Publication date: October 31, 2013Inventors: Jürgen Siewert, Burghard Wilkening
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Publication number: 20130274487Abstract: The present invention relates to the field of catalytic hydrogenation and, more particularly, to the use of specific ruthenium catalysts, or pre-catalysts, in hydrogenation processes for the reduction of ketones and/or aldehydes into the corresponding alcohol respectively. Said catalysts are ruthenium complexes comprising a tetradentate ligand (L4) coordinating the ruthenium with: two nitrogen atoms, each in the form of a primary or secondary amine (i.e. a NH2 or NH group) or N-alkyl imine functional groups (i.e. a C?N group), and two sulfur atoms, each in the form of thioether functional groups.Type: ApplicationFiled: December 19, 2011Publication date: October 17, 2013Applicant: FIRMENICH SAInventors: Sylvia Joyeuse Adélaïde Ada Saudan, Michel Alfred Joseph Saudan
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Publication number: 20130158276Abstract: Provided is a catalyst for asymmetric reduction, which can be produced by a convenient and safe production method, has a strong catalytic activity, and has excellent stereoselectivity. The present invention relates to a ruthenium complex represented by the following formula (1): wherein R1 represents an alkyl group or the like; Y represents a hydrogen atom; X represents a halogen atom or the like; j and k each represent 0 or 1; R2 and R3 each represent an alkyl group or the like; R11 to R19 each represent a hydrogen atom, an alkyl group or the like; Z represents oxygen or sulfur; n1 represents 1 or 2; and n2 represents an integer from 1 to 3, a method for producing the ruthenium complex, a catalyst for asymmetric reduction formed from the ruthenium complex, and methods for selectively producing an optically active alcohol and an optically active amine using the catalyst for asymmetric reduction.Type: ApplicationFiled: June 17, 2011Publication date: June 20, 2013Applicant: TAKASAGO INTERNATIONAL CORPORATIONInventors: Taichiro Touge, Hideki Nara, Tomohiko Hakamada
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Publication number: 20130149399Abstract: An object of the present invention is to provide a skin temperature elevating agent that can further effectively raise a skin temperature. Another object is to provide a cosmetic composition, a food and a sundry article having a skin temperature elevating effect. A skin temperature elevating agent of the present invention is selected from one or more selected from a group consisting of: an extract of Japanese peppermint; an extract of clary sage; dihydro-?-ionol; and geraniol, and thus it can raise a skin temperature of a cheek. The skin temperature elevating agent according to the present invention is also selected from one or more selected from a group consisting of: an extract of Japanese peppermint; an extract of juniper berry; and 4-methoxystyrene, and thus it can raise a skin temperature of a hand fingertip. Hence, the skin temperature elevating agent according to the present invention can further effectively raise a skin temperature.Type: ApplicationFiled: May 26, 2011Publication date: June 13, 2013Inventors: Keiko Mori, Shinichiro Haze, Yoko Gozu, Atsushi Joichi
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Publication number: 20130123548Abstract: The invention relates to the chemistry of fragrances and to the field of perfumery. It relates more particularly to compounds with a woody note, responding to the general formula: in which: the ring with 6 carbon atoms is saturated or has a double bond between carbons C1 and C2 or between carbons C1 and C6, R is selected from a C2-C5 alkyl or C2-C5 alkenyl group.Type: ApplicationFiled: May 4, 2011Publication date: May 16, 2013Applicant: V. MANE FILSInventors: Agnés Muratore, Jean-Jacques Chanot
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Publication number: 20130035278Abstract: The present invention relates to a process for the production of formyl cyclohexene derivatives which are suitable as odorants as such or as intermediates for the preparation of further odorants.Type: ApplicationFiled: October 8, 2012Publication date: February 7, 2013Applicant: GIVAUDAN SAInventor: Givaudan SA
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Publication number: 20120329696Abstract: The present application relates to perfume raw materials, perfume delivery systems and consumer products comprising such perfume raw materials and/or such perfume delivery systems, as well as processes for making and using such perfume raw materials, perfume delivery systems and consumer products. Such perfume raw materials and compositions, including the delivery systems, disclosed herein expand the perfume communities' options as such perfume raw materials can provide variations on character and such compositions can provide desired odor profiles.Type: ApplicationFiled: May 24, 2012Publication date: December 27, 2012Inventors: Hugo Robert Germain Denutte, Johan Smets, An Pintens, Jeanne Alfons Van Aken, Freek Annie Camiel Vrielynck
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Publication number: 20120129945Abstract: Compounds that are central nervous system drug candidates for the treatment of cognitive decline and, more particularly, Alzheimer's disease are provided. Methods of treating, inhibiting, and/or abatement of cognitive decline and/or Alzheimer's disease with a compound or pharmaceutically acceptable salt of the invention are also provided. Also provided are methods of preparing the compounds/compositions of the invention.Type: ApplicationFiled: August 2, 2010Publication date: May 24, 2012Applicant: Cognition Therapeutics, Inc.Inventors: Gilbert M. Rishton, Susan Catalano
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Patent number: 8106244Abstract: The present invention relates to a process for preparation of a delta-9-tetrahydrocannabinol compound or derivative thereof involving treating a first intermediate compound with an organoaluminum-based Lewis acid catalyst, under conditions effective to produce the delta-9-tetrahydrocannabinol compound or derivative thereof. Another aspect of the present invention relates to a process for preparation of a cannabidiol or cannabidiolate compound involving reacting a first starting compound with a second starting compound in the presence of a metal triflate catalyst, under conditions effective to form the cannabidiol or cannabidiolate compound. The present invention also relates to a compound of the formula: where R8, R9, and R10 are the same or different and independently selected from the group consisting of H, substituted or unsubstituted alkyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, or halo, with R1, R2, and R3 defined herein.Type: GrantFiled: May 16, 2011Date of Patent: January 31, 2012Assignee: Albany Molecular Research, Inc.Inventors: David C. Burdick, Steven J. Collier, Betina Biolatto, Harold Meckler
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Patent number: 8067644Abstract: The present disclosure describes processes for producing cyclohexenes using Lewis acidic ionic liquids comprising the steps of providing to a reactor an ?,?-unsaturated carbonyl dienophile, providing to the reactor a 1,3-diene, providing a Lewis acidic ionic liquid to the reactor; and reacting the ?,?-unsaturated carbonyl dienophile with 1,3-diene to form a substituted cyclohexene product. The ?,?-unsaturated carbonyl dienophile can be mesityl oxide, the 1,3-diene can be piperylene; and the Lewis acidic ionic liquid can be AlCl3:[C2mim]Cl; AlCl3:[C8mim]Cl; or mixtures thereof.Type: GrantFiled: December 18, 2009Date of Patent: November 29, 2011Assignee: The Procter & Gamble CompanyInventors: Daniel Martin Bourgeois, Gregory Scot Miracle, Phillip John Porter, Eva Boros, Kenneth Richard Seddon, Harambage Quintus Nimal Gunaratne
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Publication number: 20110280860Abstract: The present invention provides a process for purifying a monoterpene or sesquiterpene having a purity greater than about 98.5% (w/w). The process comprises the steps of derivatizing the monoterpene (or sesquiterpene) to produce a monoterpene (or sesquiterpene) derivative, separating the monoterpene (or sesquiterpene) derivative, and releasing the monoterpene (or sesquiterpene) from the derivative. Also encompassed by the scope of the present invention is a pharmaceutical composition comprising a monoterpene (or sesquiterpene) having a purity greater than about 98.5% (w/w). The purified monoterpene can be used to treat a disease such as cancer. The present monoterpene (or sesquiterpene) may be administered alone, or may be co-administered with radiation or other therapeutic agents, such as chemotherapeutic agents.Type: ApplicationFiled: March 3, 2011Publication date: November 17, 2011Inventors: Thomas Chen, Daniel Levin, Satish Puppali
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Publication number: 20110201820Abstract: Disclosed is a practical method for efficiently producing an alcohol compound by hydrogenating an aldehyde by using a homogeneous copper catalyst which is an easily-available low-cost metal species. Specifically disclosed is a method for producing an alcohol compound, which is characterized in that a hydrogenation reaction of an aldehyde compound is performed in the presence of a homogeneous copper catalyst, a monophosphine compound and an alcohol selected from the group consisting of primary alcohols, secondary alcohols and mixtures of those.Type: ApplicationFiled: December 11, 2008Publication date: August 18, 2011Applicant: TAKASAGO INTERNATIONAL CORPORATIONInventor: Hideo Shimizu
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Publication number: 20110152566Abstract: The present disclosure describes processes for producing cyclohexenes using Lewis acidic ionic liquids comprising the steps of providing to a reactor an ?,?-unsaturated carbonyl dienophile, providing to the reactor a 1,3-diene, providing a Lewis acidic ionic liquid to the reactor; and reacting the ?,?-unsaturated carbonyl dienophile with 1,3-diene to form a substituted cyclohexene product. The ?,?-unsaturated carbonyl dienophile can be mesityl oxide, the 1,3-diene can be piperylene; and the Lewis acidic ionic liquid can be AlCl3:[C2mim]Cl; AlCl3:[C8mim]Cl; or mixtures thereof.Type: ApplicationFiled: December 18, 2009Publication date: June 23, 2011Inventors: Daniel Martin Bourgeois, Gregory Scot Miracle, Phillip John Porter, Eva Boros, Kenneth Richard Seddon, Harambage Quintus Nimal Gunaratne
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Patent number: 7884252Abstract: A process for making trans-isocarveol, an intermediate useful in the manufacture of perillyl alcohol, is disclosed. The process comprises isomerizing a mixture comprising cis-limonene oxide (cis-LMO) and trans-limonene oxide (trans-LMO) in the presence of a phenolic modifier and a chromium catalyst. The process is performed at a temperature less than 220° C. to convert more than 50% of the cis-LMO to trans-isocarveol and less than 50% of the trans-LMO to cis-isocarveol. We surprisingly found that a mixture of cis- and trans-LMO can be selectively isomerized to produce mostly trans-isocarveol, which we discovered is the preferred isomer for making perillyl alcohol by direct isomerization.Type: GrantFiled: April 19, 2010Date of Patent: February 8, 2011Assignee: LyondellBasell Flavors & Fragrances, LLCInventors: Gennadiy G. Kolomeyer, Douglas A. Ferone
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Publication number: 20110028750Abstract: The present invention concerns a process for the preparation of a compound of formula (I) wherein R represents a Me or Et group, as well said compound in the form of any one of its stereoisomers or mixture thereof. The invention concerns also the use of compound (I) for the synthesis of ?-santalol or of derivatives thereof.Type: ApplicationFiled: May 18, 2009Publication date: February 3, 2011Applicant: Firmenich SAInventors: Charles Fehr, Magali Vuagnoux
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Patent number: 7851660Abstract: A process for making perillyl alcohol is disclosed. The process comprises isomerizing a starting material comprising trans-isocarveol at a temperature within the range of 100° C. to 220° C. in the presence of a Group 5 metal catalyst to produce perillyl alcohol. We surprisingly found that trans-isocarveol, which can be selectively produced from a commercially available mixture of cis- and trans-LMO, can be isomerized directly to perillyl alcohol. Yields of perillyl alcohol are improved when the isomerization is performed under an inert atmosphere and/or in the presence of a phenolic antioxidant. Performing the isomerization in the presence of a high-boiling alcohol and/or distilling the perillyl alcohol product from the reaction mixture in the presence of a high-boiling alcohol, enhances yields and maximizes catalyst use. The resulting distillation residue, which contains recovered Group 5 metal catalyst, is valuable for catalyzing additional trans-isocarveol isomerizations.Type: GrantFiled: April 19, 2010Date of Patent: December 14, 2010Assignee: Millennium Specialty Chemicals, Inc.Inventors: Gennadiy G. Kolomeyer, Douglas A. Ferone
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Publication number: 20100280273Abstract: The present invention relates to the field of catalytic hydrogenation and, more particularly, to the use of Ru complexes with bidentate ligands, having one amino or imino coordinating group and one phosphino coordinating group, in hydrogenation processes for the reduction of esters or lactones into the corresponding alcohol or diol respectively.Type: ApplicationFiled: July 20, 2010Publication date: November 4, 2010Inventors: Lionel Saudan, Philippe Dupau, Jean-Jacques Riedhauser, Patrick Wyss
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Publication number: 20100222606Abstract: The present invention relates to a method of producing pure or enriched bisabolol by separating substance mixtures comprising bisabolol and farnesol by selective esterification of farnesol and subsequent distillative separation. The invention relates specifically to a method as specified above comprising the selective transesterification of mixtures comprising formyl-bisabolol and formyl-farnesol and subsequent distillative separation. The present invention furthermore relates to a method of producing farnesol esters.Type: ApplicationFiled: January 12, 2007Publication date: September 2, 2010Applicant: BASF SEInventors: Hansgeorg Ernst, Klaus-Peter Pfaff, Karl Beck, Jürgen Schubert, Günther Gottwald, Wolfgang Krause
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Patent number: 7741523Abstract: The present invention relates to a continuous method for oxidizing saturated cyclic hydrocarbons by oxygen to obtain a mixture of hydroperoxides, alcohols and ketones. It relates more particularly to a method for oxidizing cyclohexane in a column forming a bubble reactor, for the formation of cyclohexyl hydroperoxide, cyclohexanol and cyclohexanone. According to the invention, the column may be supplied with oxygen-enriched air, while meeting the maximum oxygen concentration requirements in the headspace of the reactor to avoid any risk of explosion.Type: GrantFiled: October 6, 2005Date of Patent: June 22, 2010Assignee: Rhodia ChimieInventors: Serge Veracini, Frédéric Augier
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Patent number: 7736835Abstract: The present invention relates to, for example, a fluorine-containing cyclic compound represented by the following general formula (1). In the general formula (1), R1a is a C1-C25 cyclic alkyl group, cyclic alkenyl group or cyclic alkynyl group; each of R2 and R3 is independently a hydrogen atom, a halogen atom, or a C1-C25 straight-chain, branched or cyclic alkyl group; and each of R1a, R2 and R3 may contain fluorine atom, oxygen atom, sulfur atom, nitrogen atom or an atomic group containing a carbon-carbon double bond.Type: GrantFiled: February 17, 2005Date of Patent: June 15, 2010Assignee: Central Glass Company, LimitedInventors: Haruhiko Komoriya, Shinichi Sumida, Michitaka Ootani, Takeo Komata, Kazuhiko Maeda
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Publication number: 20100137178Abstract: The present application relates to perfume raw materials, perfume delivery systems and consumer products comprising such perfume raw materials and/or such perfume delivery systems, as well as processes for making and using such perfume raw materials, perfume delivery systems and consumer products. Such perfume raw materials and compositions, including the delivery systems, disclosed herein expand the perfume communities options as such perfume raw materials can provide variations on character and such compositions can provide desired odor profiles.Type: ApplicationFiled: December 1, 2009Publication date: June 3, 2010Inventors: Johan Smets, Hugo Robert Germain Denutte, An Pintens, David Thomas Stanton, Koen Van Aken, Inge Helena Hubert Laureyn, Bram Denolf, Freek Annie Camiel Vrielynck
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Patent number: 7622617Abstract: The present invention relates to a process for preparing ?-bisabolol, comprising the reaction of farnesol in the presence of a ketone, of a sulfonic acid and of a further strong acid.Type: GrantFiled: October 26, 2006Date of Patent: November 24, 2009Assignee: BASF SEInventors: Klemens Massonne, Klaus-Peter Pfaff, Juergen Schubert, Guenther Gottwald
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Publication number: 20090162675Abstract: Plastic packaging articles having an oxygen-scavenging composition, comprising: a compound comprising a ring having three ring carbon atoms forming an allyl group with an allylic hydrogen, the ring being bonded via a ring substituent to an ether or carboxylic linkage, the ether or carboxylic linkage being further bonded to a group having a molecular weight of at least 75 g/mol; and at least one transition metal.Type: ApplicationFiled: December 20, 2007Publication date: June 25, 2009Applicant: Graham Packaging Co.Inventor: Philip Bourgeois
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Publication number: 20080269530Abstract: The present invention relates to a process for preparing ?-bisabolol, comprising the reaction of farnesol in the presence of a ketone, of a sulfonic acid and of a further strong acid.Type: ApplicationFiled: October 26, 2006Publication date: October 30, 2008Applicant: BASF SEInventors: Klemens Massonne, Klaus-Peter Pfaff, Juergen Schubert, Guenther Gottwald
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Patent number: 7425657Abstract: The invention provides palladium-catalyzed hydrogenations of bio-oils and certain organic compounds. Experimental results have shown unexpected and superior results for palladium-catalyzed hydrogenations of organic compounds typically found in bio-oils.Type: GrantFiled: June 6, 2007Date of Patent: September 16, 2008Assignee: Battelle Memorial InstituteInventors: Douglas C. Elliott, Jianli Hu, Todd R. Hart, Gary G. Neuenschwander
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Patent number: 7385091Abstract: A process for producing a fluorine-containing diol represented by the formula [2], includes reducing a hydroxy ketone represented by the formula [1], by hydrogen in the presence of a ruthenium catalyst. The ruthenium catalyst may be a solid-phase catalyst in which ruthenium is carried on an activated carbon, alumina or silica.Type: GrantFiled: August 2, 2006Date of Patent: June 10, 2008Assignee: Central Glass Co., Ltd.Inventors: Takeo Komata, Makoto Matsuura, Kei Matsunaga
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Patent number: 6894198Abstract: An alkali metal alkoxide or alkaline earth metal alkoxide in granular form.Type: GrantFiled: October 15, 2002Date of Patent: May 17, 2005Assignee: Degussa AGInventors: Andreas Harthun, Christoph Theis, André Noppe, Josef Metz
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Patent number: 6608235Abstract: In reduction of an epoxy group-containing organic compound, for example, a C5-C20 saturated or unsaturated epoxy cycloaliphatic compound, in the presence of a nickel catalyst, by bringing the compound into contact with hydrogen, the target compound can be produced at a high yield by adding a basic substance (for example, an alkali metal hydroxide, an alkali metal carbonate, an alkali metal alkoxide, and an amine compound having 1 to 3 C1-C12 alkyl groups), to the reduction reaction system, to thereby restrict production of by-products due to a side deoxidation reaction.Type: GrantFiled: August 6, 2001Date of Patent: August 19, 2003Assignee: Ube Industries, Ltd.Inventors: Nobuyuki Kuroda, Tokuo Matsuzaki, Mitsuo Yamanaka, Takato Nakamura, Osamu Yamazaki, Hirofumi Takemoto
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Publication number: 20020183564Abstract: An alicyclic unsaturated alcohol (for example, tetrahydrobenzyl alcohol) having the purity of 99% by weight or more, the water content of 0.1% by weight or less and the acid value of 0.1 mg KOH/g or less can be produced, with high selectivity, by hydrogenating using an unsaturated cyclic aldehyde having the acid value of 10 mg KOH/g or less as a raw material; terminating the hydrogenation in the conversion of 70 to 99.8%; and rectifying the reaction product containing the unreacted unsaturated cyclic aldehyde. The high purity alicyclic unsaturated alcohol is useful as raw material chemicals for synthesizing drugs, agricultural chemicals, perfumes, and dyes etc.Type: ApplicationFiled: May 30, 2002Publication date: December 5, 2002Inventors: Hiroto Tanigawa, Koichi Okumura, Masaya Uenoya, Kango Fujitani, Yoshihiro Kihara
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Patent number: 6482995Abstract: An alicyclic unsaturated alcohol (for example, tetrahydrobenzyl alcohol) having the purity of 99% by weight or more, the water content of 0.1% by weight or less and the acid value of 0.1 mg KOH/g or less can be produced, with high selectivity, by hydrogenating using an unsaturated cyclic aldehyde having the acid value of 10 mg KOH/g or less as a raw material; terminating the hydrogenation in the conversion of 70 to 99.8%; and rectifying the reaction product containing the unreacted unsaturated cyclic aldehyde. The high purity alicyclic unsaturated alcohol is useful as raw material chemicals for synthesizing drugs, agricultural chemicals, perfumes, and dyes etc.Type: GrantFiled: May 30, 2002Date of Patent: November 19, 2002Assignee: Daicel Chemical Industries, LtdInventors: Hiroto Tanigawa, Koichi Okumura, Masaya Uenoya, Kango Fujitani, Yoshihiro Kihara
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Patent number: 6348622Abstract: There is provided a compound of the formula[I]: wherein R represents a hydrogen atom or a protective group for a hydroxyl group; and A represents a hydrogen atom, a halogen atom or a group of the formula A1: Q represents Q3: when A represents a halogen atom or a protective group for a hydroyl group, A represents Q4: wherein R1 and R2 represent a hydrogen atom or a protective group for a hydroxyl group; and when A represents a hydrogen atom, Q is Q2:Type: GrantFiled: February 9, 2000Date of Patent: February 19, 2002Assignee: Sumitomo Chemical Company, LimitedInventors: Toshiya Takahashi, Shinzo Seko, Takashi Miki
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Patent number: 6284932Abstract: In a process for preparing alcohols containing cycloaliphatic groups by hydrogenation of carboxylic acids containing aromatic nuclei, or anhydrides or esters thereof, in the presence of a catalyst, the hydrogenation is carried out in one stage, and the catalyst contains at least one element from groups 8 to 10 and at least one element from group 7 of the Periodic Table of the Elements, in the form of the metal or an oxide in each case.Type: GrantFiled: November 15, 1999Date of Patent: September 4, 2001Assignee: BASF AktiengesellschaftInventors: Rolf Fischer, Rolf Pinkos, Joachim Wulff-Döring
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Patent number: 6245952Abstract: The present invention relates to a process for the preparation of alcohols by reduction of the carbonyl function in substrates belonging to the class of aldehydes, ketones, esters or lactones, which substrates may contain unsaturated functions other than carbonyl. This process includes the steps of reacting the carbonyl substrate with stoichiometric amounts of a silane in the presence of catalytic amounts of an active zinc compound which is monomeric and not a hydride, hydrolyzing the thus-obtained siloxane with a basic agent, and separating and purifying, if necessary, the thus-obtained alcohol. The catalytically active compound is generally obtained by the reaction of an oligomeric or polymeric precursor compound of zinc with a complexing agent.Type: GrantFiled: March 1, 1999Date of Patent: June 12, 2001Assignee: Firmenich SAInventor: Hubert Mimoun
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Patent number: 6054628Abstract: In a process for carrying out an exothermal reaction, selected from the addition reaction of organomagnesium halide compounds to carbonyl compounds and the ensuing hydrolysis of the addition product, a considerable fraction of the heat liberated during the reaction is removed by evaporation of the solvent.Type: GrantFiled: October 21, 1997Date of Patent: April 25, 2000Assignee: BASF AktiengesellschaftInventors: Manfred Stroezel, Udo Rheude, Ralf-Thomas Rahn, Gerd Kaibel
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Patent number: 5773625Abstract: The present invention relates to a process for the preparation of cabonate compounds useful for the preparation of compounds which are human immunodeficiency virus (HIV) protease inhibitors.The compounds have formula I: ##STR1## wherein R.sup.9 is hydrogen or lower alkyl, and the thiazolyl ring can be unsubituted or substituted with a lower alkyl group.Type: GrantFiled: October 2, 1997Date of Patent: June 30, 1998Assignee: Abbott LaboratoriesInventor: Denton C. Langridge
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Patent number: 5731283Abstract: Described are 1(4'-methylpentyl)-4-substituted ethylcyclohexane derivatives defined according to the structure: ##STR1## wherein R.sub.3, R.sub.4, R.sub.5 and R.sub.6 are the same or different hydrogen or methyl; wherein the dashed line represents a carbon carbon single bond or a carbon carbon double bond; wherein the wavy line represents a carbon carbon single bond or a carbon carbon double bond; with the proviso that when the wavy line is a carbon carbon single bond then the dashed line is a carbon carbon single bond; wherein Y represents a moiety selected from the group consisting of: ##STR2## wherein H represents hydrogen, C.sub.1 -C.sub.4 lower alkyl or C.sub.1 -C.sub.2 acyl; and wherein R.sub.1 represents C.sub.1 -C.sub.4 lower alkyl with the additional proviso that when Y is the moiety: ##STR3## then the dashed line is a carbon carbon single bond, and uses thereof in augmenting, enhancing or imparting aromas in or to perfume compositions, perfumed articles and colognes.Type: GrantFiled: January 28, 1997Date of Patent: March 24, 1998Assignee: International Flavors & Fragrances Inc.Inventors: Anubhav P. S. Narula, James Joseph Koestler, Jan Van Elst
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Patent number: 5663459Abstract: The present invention relates to novel intermediates for the preparation of vitamin A and carotenoids corresponding to the formula (II): ##STR1## in which A represents a hydrogen or an alkyl, alkenyl or alkoxy group containing 1 to 4 carbon atoms, and X represents a carbon atom, and to a process for their preparation and their use, and further relates to compounds for preparing intermediates of formula (II) corresponding to the formula (III): ##STR2## in which R represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, an alkylcarbonyl, alkenylcarbonyl, alkoxyalkyl or alkoxyalkenyl group in which the alkyl groups have 1 to 10 carbon atoms and the alkenyl groups have 2 to 10 carbon atoms, each of said groups being linear or branched and each being substituted or unsubstituted.Type: GrantFiled: June 7, 1995Date of Patent: September 2, 1997Assignee: Rhone-Poulenc Nutrition AnimaleInventors: Hugues Bienayme, Pierre Meilland
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Patent number: 5574195Abstract: Process for the preparation of a moncyclic monoterpene having the formula: ##STR1## wherein R=--C.dbd.CH.sub.2 or --CH--CH.sub.3. which comprises treating limonene in a liquid reaction medium with a strong base followed by addition to the medium of a boron-containing reagent to produce a limonenyl adduct. The adduct is cleaved with an oxidizing agent, diluted with water and an organic solvent to produce a two-phase mixture. The monoterpene is recovered from the organic phase.Type: GrantFiled: June 19, 1995Date of Patent: November 12, 1996Assignee: Doyle E. ChastainInventors: Doyle E. Chastain, Naresh Mody, George Majetich
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Patent number: 5498805Abstract: The present invention relates to an aqueous based micellar solution in the form of a microemulsion which is an effective all-purpose cleaner and which has a flashpoint in excess of its boiling point which is typically greater than 212 degrees Fahrenheit.Type: GrantFiled: February 27, 1995Date of Patent: March 12, 1996Inventor: A. Richard Koetzle
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Patent number: 5329052Abstract: The invention relates to novel odorants derived from formylpinane. In particular, these are compounds of the formula ##STR1## in which R represents H or C--C alkyl, for example methyl, ethyl, propyl, butyl etc., preferably methyl or ethyl, preferably methyl or ethyl, n represents 0 or 1 and the notation represents a single or double bond I.Type: GrantFiled: August 5, 1993Date of Patent: July 12, 1994Assignee: Givaudan-Roure CorporationInventors: Bernard Auger, Jerzy A. Bajgrowicz, Edouard Giraudi
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Patent number: 5326748Abstract: The invention relates to compounds of formula ##STR1## having a double bond in one of the positions indicated by the dotted lines. Compounds (I) are useful as perfuming ingredients for the preparation of perfuming compositions and perfuming articles, to which they impart sandalwood-animal notes.Type: GrantFiled: May 10, 1993Date of Patent: July 5, 1994Assignee: Firmenich SAInventor: Christian Chapuis
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Patent number: 5229425Abstract: A process for producing a stable, bactericidal and fungicidal composition which consists essentially of bubbling air or oxygen into limonene, to produce an oxidized limonene having a rapid bactericidal activity as evidenced by the capability of killing substantially all of the bacteria in a suitable culture medium inoculated with 10.sup.6 colony forming units of Staphylococcus aureus ATCC 25923 per ml. of said broth, containing not more than 0.06 ml of said oxidized limonene per ml. of said broth and incubated at 37.degree. C. in air for 60 minutes.Type: GrantFiled: May 29, 1992Date of Patent: July 20, 1993Assignee: Doyle E. ChastainInventors: Doyle E. Chastain, W. E. Sanders, Jr., Christine C. Sanders