Alcohol Patents (Class 585/609)
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Patent number: 11618725Abstract: The presently claimed invention relates to a process for the recovery of 3-methyl-3-buten- -ol from a stream comprising (Z)-3-methylpent-2-ene-1,5-diol, (E)-3-methylpent-2-ene-,5-diol and 3-methylenepentane-1,5-diol by treating the stream with isobutene and water.Type: GrantFiled: March 18, 2020Date of Patent: April 4, 2023Assignee: BASF SEInventors: Andreas Keller, Martin Kamasz, Gabriele Gralla, Roland Minges, Bernhard Brunner
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Patent number: 11319261Abstract: Provided is a method of producing a conjugated diene, including a step of dehydrating a ?,?-unsaturated alcohol in the presence of a solid acid catalyst having a Hammett acidity function (H0) of ?12.2 or less.Type: GrantFiled: April 26, 2017Date of Patent: May 3, 2022Assignee: KURARAY CO., LTD.Inventors: Takahiro Suzuki, Kosuke Senda, Yutaka Suzuki
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Patent number: 8921635Abstract: This invention relates to gas-phase synthesis of butadiene from ethanol or ethanol and acetaldehyde mixture. The method of synthesis includes ethanol or ethanol and acetaldehyde mixture conversion in the presence of a catalyst, which differs from the known methods by the carrying out of the interaction in the presence of the solid catalyst, which contains metal, chosen from the group of silver, gold or copper, and metal oxide, chosen from the group of magnesium, titanium, zirconium, tantalum or niobium oxides. The method announced is used for condensation process under the conditions of continuous flow fixed bed reactor. The invention allows to reach high yield and selectivity to butadiene and high level of conversion of the feed.Type: GrantFiled: July 27, 2011Date of Patent: December 30, 2014Assignee: Obshchestvo S Ogranichennoy Otvetstvennostju “Unisit”Inventors: Vitaly Valerievich Ordomskiy, Vitaly Leonidovich Sushkevich, Irina Igorevna Ivanova
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Publication number: 20130217942Abstract: The present invention is a process to make isoprene comprising: a) providing a reaction zone comprising an acidic aqueous solution, b) introducing, continuously or intermittently, in said reaction zone a mixture comprising (i) isobutanol and optionally (ii) t-butanol or an iso-butene precursor which is not isobutanol and not t-butanol or iso-butene or any combination of two or three of these (ii) components, an aqueous solution of formaldehyde, c) operating said reaction zone at conditions effective to dehydrate isobutanol and optionally (ii) t-butanol and optionally the iso-butene precursor to iso-butene and produce isoprene by reaction of formaldehyde and iso-butene while distilling away a mixture comprising produced isoprene, water, unreacted starting materials and other low boiling point components from this reaction zone to the outside of the reaction zone. In another embodiment isobutanol provides 10% or more of the iso-butene for the isoprene synthesis.Type: ApplicationFiled: September 6, 2011Publication date: August 22, 2013Applicant: Total Research & Technology FeluyInventors: Walter Vermeiren, José Castor Gonzalez
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Publication number: 20130123554Abstract: This invention relates to gas-phase synthesis of butadiene from ethanol or ethanol and acetaldehyde mixture. The method of synthesis includes ethanol or ethanol and acetaldehyde mixture conversion in the presence of a catalyst, which differs from the known methods by the carrying out of the interaction in the presence of the solid catalyst, which contains metal, chosen from the group of silver, gold or copper, and metal oxide, chosen from the group of magnesium, titanium, zirconium, tantalum or niobium oxides. The method announced is used for condensation process under the conditions of continuous flow fixed bed reactor. The invention allows to reach high yield and selectivity to butadiene and high level of conversion of the feed.Type: ApplicationFiled: July 27, 2011Publication date: May 16, 2013Applicant: OBSHCHESTVO S OGRANICHENNOY OTVETSTVENNOSTJU "UNISIT"Inventors: Vitaly Valerievich Ordomskiy, Vitaly Leonidovich Sushkevich, Irina Igorevna Ivanova
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Publication number: 20130090445Abstract: The present invention provides a synthesis system that can synthesize aniline and/or styrene efficiently, a synthesis system that can synthesize butadiene (1,3-butadiene) efficiently, a rubber chemical for a tire which is synthesized from the aniline obtained by the synthesis system, a synthetic rubber for a tire which is synthesized from the styrene and/or butadiene obtained by the synthesis systems, and a pneumatic tire produced using the rubber chemical for a tire and/or the synthetic rubber for a tire. The present invention relates to a synthesis system for synthesizing aniline and/or styrene from an alcohol having two or more carbon atoms via an aromatic compound.Type: ApplicationFiled: January 25, 2012Publication date: April 11, 2013Applicant: SUMITOMO RUBBER INDUSTRIES, LTD.Inventors: Takayuki Hattori, Takao Wada, Keitaro Fujikura, Yuka Yokoyama, Toshiro Matsuo
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Patent number: 8075642Abstract: Disclosed is a method for preparing liquid fuel and chemical intermediates from biomass-derived oxygenated hydrocarbons. The method includes the steps of reacting in a single reactor an aqueous solution of a biomass-derived, water-soluble oxygenated hydrocarbon reactant, in the presence of a catalyst comprising a metal selected from the group consisting of Cr, Mn, Fe, Co, Ni, Cu, Mo, Tc, Ru, Rh, Pd, Ag, W, Re, Os, Ir, Pt, and Au, at a temperature, and a pressure, and for a time sufficient to yield a self-separating, three-phase product stream comprising a vapor phase, an organic phase containing linear and/or cyclic mono-oxygenated hydrocarbons, and an aqueous phase.Type: GrantFiled: April 14, 2008Date of Patent: December 13, 2011Assignee: Wisconsin Alumni Research FoundationInventors: James A. Dumesic, Dante A. Simonetti, Edward L. Kunkes
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Patent number: 8026403Abstract: A method for producing a product comprising at least one selected from C2+ hydrocarbons, oxygenates, and combinations thereof from light gas comprising one or more of carbon dioxide, methane, ethane, propane, butane, pentane, and methanol by forming a dispersion of light gas in a liquid feed, wherein the dispersion is formed at least in part with high shear forces and wherein at least one of the liquid feed and the light gas is a hydrogen source. A system for carrying out the method is also presented.Type: GrantFiled: June 17, 2008Date of Patent: September 27, 2011Inventors: Abbas Hassan, Ebrahim Bagherzadeh, Rayford G. Anthony, Gregory Borsinger, Aziz Hassan
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Patent number: 7442844Abstract: A process for producing isoprene is provided, which includes continuously or intermittently supplying isobutylene and/or t-butanol, formaldehyde and water into an acidic aqueous solution, and reacting the reaction mixture while distilling away a mixture containing produced isoprene, water, unreacted starting materials and other low boiling point components from this reaction mixture to the outside of the reaction system, wherein the reaction is carried out while controlling the concentration of high boiling point byproducts, which is produced and accumulated in the reaction mixture, to fall within the range of 0.5-40 mass %.Type: GrantFiled: March 24, 2004Date of Patent: October 28, 2008Assignee: Kuraray Co., Ltd.Inventors: Osamu Yamada, Manabu Kusano, Nobuo Takayanagi, Hideki Arimoto
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Patent number: 7354883Abstract: The present invention relates to a process for preparing 1-olefins from 2-hydroxyalkanes by catalytic elimination of water under nonisomerizing conditions and to a catalyst which is particularly well-suited for this process and formally comprises yttrium oxide (Y2O3), zirconium dioxide (ZrO2) and an alkali metal oxide and/or alkaline earth metal oxide.Type: GrantFiled: October 21, 2004Date of Patent: April 8, 2008Assignee: OXENO Olefinchemie GmbHInventors: Alfred Kaizik, Dietrich Maschmeyer, Klaus-Diether Wiese, Wilfried Bueschken, Kurt-Alfred Gaudschun
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Patent number: 7273961Abstract: The present invention is a process for quenching a reactor effluent stream. The reactor effluent stream comprises water, olefin product, and methanol and is further entrained with catalyst fines. The process removes water, catalyst fines, and methanol. Particularly, methanol removal from the reactor effluent stream is improved.Type: GrantFiled: January 22, 2004Date of Patent: September 25, 2007Assignee: ExxonMobil Chemical Patents Inc.Inventors: Malcolm G. Pettigrew, Wadie Malaty, Ram Mohan Lai Mallik
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Patent number: 6667423Abstract: For the production of a diene a process in three stages comprises a stage a) for decomposition of at least one tertiary alkyl ether in a mixture that contains at least one tertiary olefin, at least one alcohol and at least one residual ether, in the presence of a catalyst that comprises at least one mineral solid that is grafted by at least one organic group such as alkyl sulfonic acid, sulfonic aryl and/or sulfonic alkylaryl, a stage b) for purification of the olefin that is obtained in stage a), and a stage c) for oxidizing dehydrogenation of the tertiary olefin that is obtained in stage b) in the presence of a catalyst under conditions for obtaining a diene.Type: GrantFiled: September 9, 1999Date of Patent: December 23, 2003Assignee: Institut Francais du PetroleInventors: Claire Dumonteil, Alain Forestiere, Marie-Claire Marion
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Publication number: 20030139635Abstract: Methanol vapor is reacted on a first catalyst to obtain a first vapor mixture containing dimethyl ether (DME), and from the first vapor mixture a product mixture containing propylene is produced on a form-selective zeolite catalyst. The form-selective zeolite catalyst is disposed as bed in at least two series-connected shaft reactors. A first partial stream of the DME-containing first vapor mixture is introduced into the first shaft reactor together with steam, from the first shaft reactor a first intermediate product mixture is withdrawn and charged into the second shaft reactor, a second partial stream of the DME-containing first vapor mixture also being supplied to the second shaft reactor. From the last one of the series-connected shaft reactors a product mixture is withdrawn and a fraction rich in propylene is separated, where there are obtained residual substances which are in part gaseous. At least part of the residual substances is recirculated to at least one of the shaft reactors.Type: ApplicationFiled: November 25, 2002Publication date: July 24, 2003Inventors: Markus Hack, Ulrich Koss, Peter Konig, Martin Rothaemel, Hans-Dieter Holtmann
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Publication number: 20030114725Abstract: For the production of a diene a process in three stages comprisesType: ApplicationFiled: September 9, 1999Publication date: June 19, 2003Inventors: CLAIRE DUMONTEIL, ALAIN FORESTIERE, MARIE-CLAIRE MARION
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Patent number: 5929298Abstract: This invention provides a process for preparing conjugated dienes using certain substituted rhenium compounds as catalysts. The substituted rhenium compounds have the formula R.sub.5 ReO.sub.3, wherein R.sub.5 is selected from the group consisting of C.sub.1 -C.sub.10 alkyl, aryl, aryl-C.sub.1 -C.sub.10 alkyl, cyclopentadienyl and cyclopentadienyl substituted with one to four C.sub.1 -C.sub.4 alkyl groups. The process of the invention thus provides a facile method for preparing conjugated dienes using the corresponding tertiary vinyl alcohol as starting material. Examples of such starting materials includes phytols, manool, 5-vinyl-5-nonanol, 1-vinyl4-tert-butylcyclohexanol, and 1-vinylcyclooctanol. The process can be carried out neat as well as in an inert solvent in the gas or solution phase.Type: GrantFiled: July 13, 1998Date of Patent: July 27, 1999Assignee: Eastman Chemical CompanyInventor: John Anthony Hyatt
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Patent number: 4952742Abstract: Polyunsaturated hydrocarbons of the formula ##STR1## are prepared from unsaturated alcohols of the formula ##STR2## in the presence of zeolite catalysts, in particular zeolites of the pentasil type.Type: GrantFiled: May 10, 1989Date of Patent: August 28, 1990Assignee: BASF AktiengsellschaftInventors: Michael Hesse, Rainer Becker
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Patent number: 4929763Abstract: Conversion of alcohol to organic compounds which comprises contacting the alcohol with a heterogeneous catalyst composition comprising at least one member selected from the group consisting of(a) crystalline LnAl.sub.1.67+0.67X (B.sub.4 O.sub.10)O.sub.X, and(b) crystalline LnAl.sub.2.67+0.33Z (B.sub.4 O.sub.11)O.sub.Zwhere Ln is at least one transition element selected from the group consisting of Group IIIB of the Periodic Table, X is a number ranging from 0 to 1, and Z is a number ranging from 0 to 2, each crystalline phase having a characteristic X-ray diffraction pattern.Type: GrantFiled: March 29, 1989Date of Patent: May 29, 1990Assignee: Amoco CorporationInventors: Melvin L. Luetkens, Jr., Steve T. McKenna, John L. Melquist
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Patent number: 4922049Abstract: A process for the synthesis of cis-olefins from cis-olefinic alcohols consisting essentially of the following steps:(a) reacting a cis-olefinic alcohol with a source of an alkali metal ion selected from the group consisting of lithium and sodium ions to form a first reaction product,(b) then contacting said thus formed first reaction product with a sulfonyl halide compound to form a second reaction product,(c) then containing said thus formed second reaction product with an alkyl magnesium compound and a cuprous salt to form a third reaction product comprising a cis-olefin wherein said steps are carried out in a suitable organic solvent.Type: GrantFiled: January 13, 1989Date of Patent: May 1, 1990Assignee: Phillips Petroleum CompanyInventor: Jim D. Byers
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Patent number: 4684758Abstract: 2,5-Dimethyl-2,4-hexadiene which is an intermediate for preparing agricultural chemicals, insecticides or medicines, is prepared by bringing isobutylene and/or tert.-butyl alcohol into contact with isobutyl aldehyde in a gaseous phase at a temperature of 150.degree.-350.degree. C. in the presence of a niobic acid catalyst.Type: GrantFiled: July 31, 1986Date of Patent: August 4, 1987Assignee: Sumitomo Chemical Company, Ltd.Inventors: Yasuhiko Higashio, Kazuteru Takahashi
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Patent number: 4511751Abstract: A process for producing isoprene in good yield is provided. The process is characterized in that isobutene and/or tertiary butanol and a formaldehyde source are fed, together with water, into an acidic aqueous solution continuously or intermittently while maintaining the reaction pressure in an adequate range and at the same time distilling off the product isoprene and unreacted starting materials, together with water, from the reaction zone.Type: GrantFiled: October 11, 1983Date of Patent: April 16, 1985Assignee: Kuraray Company, Ltd.Inventors: Yoichi Ninagawa, Osamu Yamada, Tsumoru Renge, Sunao Kyo, Takayoshi Osaki, Koichi Kushida
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Patent number: 4507518Abstract: This invention relates to an improved process for the dehydration of 2,5-dimethyl-2,5-hexanediol to give good yields of 2,5-dimethyl-2,4-hexadiene with a minimum of by-products. This is accomplished by heating 2,5-dimethyl-2,5-hexanediol with a montmorillonite clay catalyst, preferably in the presence of a lower aliphatic alcohol.Type: GrantFiled: December 14, 1983Date of Patent: March 26, 1985Assignee: Penick CorporationInventors: David V. Petrocine, Ronald Harmetz
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Patent number: 4381416Abstract: A process for producing isoprene, which comprises decomposing a mixture of at least two compounds represented by the general formula ##STR1## wherein (i) W and Y each represent a hydrogen atom, and X and Z are identical or different and each represent the group OR, (ii) W and X together form a single bond, Y represents a hydrogen atom and Z represents the group OR, (iii) W represents a hydrogen atom, X and Y together form a single bond, and Z represents the group OR, or (iv) W represents a hydrogen atom, X represents the group OR, and Y and Z together form a single bond, in which R represents a hydrogen atom, a methyl group, a methoxymethyl group, a methylbutenyl group, a methylbutenyloxymethyl group, a 1,1-dimethyl-3-hydroxypropyl group, a 1,1-dimethyl-3-hydroxypropyloxymethyl group, a 3-methyl-3-hydroxybutyl group, a 3-methyl-3-hydroxybutyloxymethyl group, a 1,1-dimethyl-3-methoxypropyl group, a 1,1-dimethyl-3-methoxypropyloxymethyl group, a 3-methyl-3-methoxybutyl group or a 3-methyl-3-methoxybutyloxymethyType: GrantFiled: December 1, 1980Date of Patent: April 26, 1983Assignee: Kuraray Co., Ltd.Inventors: Sunao Kyo, Tumoru Renge, Katsumi Omura
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Patent number: RE32484Abstract: A vapor phase catalytic oxydehydrogenation process for the conversion of a steam of mixed isomeric isoamylenes, methyl butanols or mixtures thereof to isoprene with relatively short contact times at a reactor temperature in the range of 500.degree. F. to 1100.degree. F. at from 0.5 to about 10 atmospheres pressure. The catalysts comprise an alkali metal as an essential catalytic ingredient.Type: GrantFiled: September 2, 1983Date of Patent: August 25, 1987Assignee: The Standard Oil CompanyInventors: Robert K. Grasselli, Harley F. Hardman