Plural O-containing Organic Compounds Patents (Class 585/607)
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Patent number: 11046623Abstract: Simple and economical conversion of aqueous ethanol feed streams into butenes by a single step method using transition metal oxides on a silica supports under preselected processing conditions. By directly producing a C4-rich olefin mixture from an ethanol containing stream various advantages are presented including, but not limited to, significant cost reduction in capital expenses and operational expenses.Type: GrantFiled: May 11, 2020Date of Patent: June 29, 2021Assignee: BATTELLE MEMORIAL INSTITUTEInventors: Vanessa M. Dagle, Robert A. Dagle
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Patent number: 10647625Abstract: A process for producing 1,3-butadiene (BD) from ethanol in a single step by s7passing a mixture containing ethanol in a gas phase over a multifunctional catalyst having a transition metal dispersion of at least 30% on a silica metal oxide support. In some examples the multifunctional catalyst comprises a silica metal oxide having a surface area of at least 200 m{circumflex over (?)}2/g. The multifunctional catalyst can include a transition metal oxide, a silica metal oxide made from a high purity silica gel, mesoporous silica and fumed silica, such as high purity SBA16, SBA15, or Davisil grade 646.Type: GrantFiled: December 11, 2017Date of Patent: May 12, 2020Assignee: BATTELLE MEMORIAL INSTITUTEInventors: Vanessa Dagle, Robert A. Dagle
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Patent number: 10647622Abstract: A simplified processes for producing desired chemicals such as butenes from feedstock mixtures containing ethanol. In one set of embodiments this is performed in a single step, wherein a feed containing ethanol in a gas phase is passed over an acidic metal oxide catalyst having a transition metal dispersion of at least 5% on a metal oxide support. The ethanol content of the feedstock mixture may vary from 10 to 100 percent of the feed and in those non-eat applications the ethanol feed may contain water.Type: GrantFiled: May 31, 2018Date of Patent: May 12, 2020Assignee: BATTELLE MEMORIAL INSTITUTEInventors: Robert A. Dagle, Vanessa M. Dagle
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Patent number: 10358396Abstract: A process for the production of butadiene from an ethanol feed having at least 80% by weight of ethanol, A) converting ethanol into acetaldehyde B) converting an ethanol/acetaldehyde mixture into butadiene, C1) hydrogen treatment, D1) butadiene extraction, a first butadiene purification D2), a subsequent butadiene purification D3), an effluent treatment E1), E2) eliminating impurities and brown oils and F) scrubbing with water.Type: GrantFiled: September 17, 2015Date of Patent: July 23, 2019Assignees: IFP Energies nouvelles, Compagnie Generale des Etablissements Michelin, MICHELIN RECHERCHE ET TECHNIQUE S.A.Inventors: Rejane Dastillung, Beatrice Fischer, Marc Jacquin, Raphael Huyghe
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Patent number: 10300459Abstract: A process includes reacting a feed stream containing ethanol and optionally acetaldehyde in a dehydration reactor in the presence of a dehydration catalyst system having a Group 4 or Group 5 metal oxide and a support. The process includes obtaining a product stream containing butadiene from the dehydration reactor. Another process includes reacting a feed stream containing ethanol and optionally acetaldehyde in a dehydration reactor in the presence of a dehydration catalyst system containing a tungsten oxide supported on a zeolite or a tantalum oxide supported on a zeolite. The process includes obtaining a product stream containing butadiene from the dehydration reactor.Type: GrantFiled: December 10, 2018Date of Patent: May 28, 2019Assignee: FINA TECHNOLOGY, INC.Inventors: Sivadinarayana Chinta, Kaushik Gandhi
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Patent number: 9950969Abstract: The invention concerns a process for the production of butadiene from an ethanol feed comprising at least 80% by weight of ethanol, comprising a step for conversion of ethanol to acetaldehyde, a step for the extraction of butadiene, a step for scrubbing gaseous by-products with water, a step for eliminating impurities and brown oils, a step for treating effluents, a first butadiene purification step, and a subsequent butadiene purification step, said ethanol feed being supplied to said butadiene extraction step, the arrangement of the steps and recycles allowing the recycles to be maximized and allowing the water and energy consumption to be minimized.Type: GrantFiled: September 17, 2015Date of Patent: April 24, 2018Assignees: IFP Energies Nouvelles, Compagnie Generale des Etablissements Michelin, Michelin Recherche et Technique S.A.Inventors: Rejane Dastillung, Beatrice Fischer, Marc Jacquin, Raphael Huyghe
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Patent number: 9878965Abstract: The present invention relates to a gas-phase process for the preparation of butadiene comprising (i) providing a gas stream G-1 comprising ethanol; (ii) contacting the gas stream G-1 comprising ethanol with a catalyst, thereby obtaining a gas stream G-2 comprising butadiene, wherein the catalyst comprises a zeolitic material having a framework structure comprising YO2, Y standing for one or more tetravalent elements, wherein at least a portion of Y comprised in the framework structure is isomorphously substituted by one or more elements X, as well as to a zeolitic material having a framework structure comprising YO2, Y standing for one or more tetravalent elements, wherein at least a portion of Y comprised in the framework structure is isomorphously substituted by one or more elements X, wherein the zeolitic material displays a specific X-ray powder diffraction pattern, and to its use.Type: GrantFiled: June 13, 2014Date of Patent: January 30, 2018Assignee: BASF SEInventors: Kirsten Spannhoff, Andrei-Nicolae Parvulescu, Armin Lange de Oliveira, Stefan Marx, Mathias Feyen, Ulrich Müller, Ekkehard Schwab
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Patent number: 8933285Abstract: Methods are provided for producing a jet fuel composition from a feedstock comprising a natural oil. The methods comprise reacting the feedstock with a low-weight olefin in the presence of a metathesis catalyst under conditions sufficient to form a metathesized product. The methods further comprise hydrogenating the metathesized product under conditions sufficient to form a jet fuel composition.Type: GrantFiled: November 25, 2009Date of Patent: January 13, 2015Assignee: Elevance Renewable Sciences, Inc.Inventors: Melvin L. Luetkens, Jr., Steven A. Cohen, Chander Balakrishnan
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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: 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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Patent number: 7582777Abstract: The present invention is directed to unsaturated or derivatized long chain (C22-C50) polyunsaturated hydrocarbons and a method of preparing the long chain hydrocarbons via electrocoupling of C12-C26 fatty acids. It has been found that soapstock is an inexpensive source of starting materials for the present method. The present invention is also directed to compositions comprising the long chain polyunsaturated hydrocarbons, which can be used as reactive diluents and modifiers in latex, epoxy, alkyd and polymer compositions. In another aspect, the present invention is directed to derivitization or ozonolysis of the long chain polyunsaturated hydrocarbons. The present method is also useful for preparing C12-26 alkyl esters and C12-26 carbon chain compounds containing a terminal olefin.Type: GrantFiled: October 17, 2005Date of Patent: September 1, 2009Assignee: Archer-Daniels-Midland CompanyInventor: Paul D. Bloom
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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: 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: 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: 5723708Abstract: A method for producing cyclopentadienes which comprises the step of cyclodehydration of an unsaturated carbonyl compound having a specific chemical structure in a vapor phase in the presence of a specific solid acid catalyst. The cyclopentadienes of the invention can be produced in a high yield from inexpensive starting materials through a simplified reaction process and are useful as intermediate compounds for organic synthesis.Type: GrantFiled: September 27, 1995Date of Patent: March 3, 1998Assignee: Nippon Petrochemicals Company, LimitedInventors: Yasuo Matsumura, Kazuharu Suyama, Yoshihisa Inomata
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Patent number: 5177290Abstract: The present invention is directed to a process for producing dienes which involves reacting a reaction mixture of tertiary alkyl ether and a source of oxygen over two functionally distinct catalysts under reaction conditions sufficient to produce high yields of the dienes with minimal recycle of the ether. The two functionally different catalysts are selected from a group of bifunctional catalysts having both oxidation sites and acidic sites and monofunctional acidic catalysts, such as bifunctional catalysts containing components selected from a group of oxides of vanadium, tungsten, molybdenum, copper, iron, chromium, and uranium and mixtures thereof; and monofuctional acid catalysts such as acid treated montmorillonite clays, and acid catalysts comprising an inorganic amorphous or substantially amorphous oxide material comprising the following components reacted therein:M.sup.1 /M.sup.2 /P/Owherein M.sup.1 is at least one Group IIIB element selected from the group consisting of Al, Ga, In and Tl; M.sup.Type: GrantFiled: January 10, 1991Date of Patent: January 5, 1993Assignee: Exxon Chemical Patents Inc.Inventors: Ji-Yong Ryu, Robert C. Michaelson
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Patent number: 4713458Abstract: Ketones and aldehydes are converted to ethenylidene-containing compounds by reaction thereof with dimethyl carbonate and a phosphine compound.Type: GrantFiled: August 21, 1984Date of Patent: December 15, 1987Assignee: The Dow Chemical CompanyInventors: Kevin A. Frazier, James M. Renga
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Patent number: 4593145Abstract: A process for producing isoprene in good yield is provided. The process is characterized in that an alkyl tertiary butyl ether and a formaldehyde source are fed, together with water, into a 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, unreacted starting materials, isobutene and tertiary butanol, together with water, from the reaction zone.Type: GrantFiled: March 4, 1985Date of Patent: June 3, 1986Assignee: Kuraray Company LimitedInventors: Yoichi Ninagawa, Osamu Yamada, Tsumoru Renge, Sunao Kyo, Takayoshi Osaki, Koichi Kushida
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Patent number: 4527000Abstract: Novel diolefin insect pheromone mimics are used to disrupt the sexual communication between insects when applied to an agricultural area in behaviorally effective amounts as follows: (Z)-1,12-heptadecadiene used for Heliothis zea Boddie; (Z)-15-methyl-1,9-heptadecadiene used for Trogoderma variabile; (E)-15-methyl-1,9-heptadecadiene used for Trogoderma glabrum; and (Z,Z)-1,12,14-heptadecatriene used for Amyelois transitella.Type: GrantFiled: March 14, 1983Date of Patent: July 2, 1985Assignee: The United States of America as represented by the Secretary of AgricultureInventors: David A. Carlson, John R. McLaughlin
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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