BR112017010149A2 - processo para a preparação de álcoois superiores a partir de etanol e n-hexanol por condensação de guerbet - Google Patents
processo para a preparação de álcoois superiores a partir de etanol e n-hexanol por condensação de guerbetInfo
- Publication number
- BR112017010149A2 BR112017010149A2 BR112017010149A BR112017010149A BR112017010149A2 BR 112017010149 A2 BR112017010149 A2 BR 112017010149A2 BR 112017010149 A BR112017010149 A BR 112017010149A BR 112017010149 A BR112017010149 A BR 112017010149A BR 112017010149 A2 BR112017010149 A2 BR 112017010149A2
- Authority
- BR
- Brazil
- Prior art keywords
- hexanol
- octanol
- butanol
- ethanol
- present disclosure
- Prior art date
Links
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/32—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions without formation of -OH groups
- C07C29/34—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions without formation of -OH groups by condensation involving hydroxy groups or the mineral ester groups derived therefrom, e.g. Guerbet reaction
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D3/00—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping
- B01D3/009—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping in combination with chemical reactions
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D3/00—Distillation or related exchange processes in which liquids are contacted with gaseous media, e.g. stripping
- B01D3/14—Fractional distillation or use of a fractionation or rectification column
- B01D3/143—Fractional distillation or use of a fractionation or rectification column by two or more of a fractionation, separation or rectification step
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
- B01J21/10—Magnesium; Oxides or hydroxides thereof
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/08—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of gallium, indium or thallium
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals of the platinum group metals
- B01J23/44—Palladium
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/54—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/56—Platinum group metals
- B01J23/62—Platinum group metals with gallium, indium, thallium, germanium, tin or lead
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals
- B01J23/54—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of noble metals combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/56—Platinum group metals
- B01J23/64—Platinum group metals with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- B01J23/648—Vanadium, niobium or tantalum or polonium
- B01J23/6482—Vanadium
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/72—Copper
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/89—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with noble metals
- B01J23/8933—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with noble metals also combined with metals, or metal oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/898—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with noble metals also combined with metals, or metal oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with vanadium, tantalum, niobium or polonium
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/02—Impregnation, coating or precipitation
- B01J37/0201—Impregnation
- B01J37/0213—Preparation of the impregnating solution
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/02—Impregnation, coating or precipitation
- B01J37/0236—Drying, e.g. preparing a suspension, adding a soluble salt and drying
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/02—Impregnation, coating or precipitation
- B01J37/03—Precipitation; Co-precipitation
- B01J37/036—Precipitation; Co-precipitation to form a gel or a cogel
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/06—Washing
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/08—Heat treatment
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/16—Reducing
- B01J37/18—Reducing with gases containing free hydrogen
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J8/00—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes
- B01J8/02—Chemical or physical processes in general, conducted in the presence of fluids and solid particles; Apparatus for such processes with stationary particles, e.g. in fixed beds
- B01J8/0278—Feeding reactive fluids
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/74—Separation; Purification; Use of additives, e.g. for stabilisation
- C07C29/76—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment
- C07C29/80—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment by distillation
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J2208/00—Processes carried out in the presence of solid particles; Reactors therefor
- B01J2208/02—Processes carried out in the presence of solid particles; Reactors therefor with stationary particles
- B01J2208/021—Processes carried out in the presence of solid particles; Reactors therefor with stationary particles comprising a plurality of beds with flow of reactants in parallel
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/10—Process efficiency
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/10—Process efficiency
- Y02P20/129—Energy recovery, e.g. by cogeneration, H2recovery or pressure recovery turbines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Physics & Mathematics (AREA)
- Thermal Sciences (AREA)
- Dispersion Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
resumo ?processo para a preparação de álcoois superiores a partir de etanol e n-hexanol por condensação de guerbet? a presente divulgação geralmente refere-se a processos para a preparação de n-butanol, n-octanol e n-decanol a partir de uma mistura de reação compreendendo etanol e n-hexanol por condensação de guerbet. em alguns aspectos, a presente divulgação refere-se a melhorias em rendimento e seletividade de n-octanol e n-decanol pela seleção de condições de reação de processo tais como, mas não limitadas a razão em mol de n-hexanol para etanol. a presente divulgação geralmente refere-se ainda a processos integrados para a preparação de n-butanol em um reator de n-butanol a partir de uma mistura de reação compreendendo etanol e hidrogênio para produzir um fluxo de produto de n-butanol por condensação de geurbet compreendendo n-butanol e n-hexanol e para a preparação de n-octanol em um reator de n-octanol a partir de uma mistura de reação compreendendo etanol, n-hexanol e hidrogênio para produzir um fluxo de produto de n-octanol por condensação geurbet compreendendo n-butanol, n-hexanol e n-octanol. uma proporção predominante do n-hexanol contido nos fluxos de produto de n-butanol e n-octanol é isolada e reciclada para a mistura de reação de n-octanol. em alguns aspectos, a presente divulgação refere-se a melhorias em rendimento e seletividade de n-octanol e n-butanol pela seleção de condições de reação de processo tais como, mas não limitadas a razão em mol de n-hexanol para etanol e recuperação e reciclagem de n-hexanol.
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
ES201431669A ES2570231B1 (es) | 2014-11-14 | 2014-11-14 | Proceso para la preparación de alcoholes superiores a partir de etanol y n-hexanol mediante condensación de guerbet |
ES201431667A ES2570227B1 (es) | 2014-11-14 | 2014-11-14 | Proceso para la preparación de alcoholes superiores a partir de etanol y n-hexanol mediante condensación de guerbet |
ESP201431669 | 2014-11-14 | ||
ESP201431667 | 2014-11-14 | ||
PCT/IB2015/002217 WO2016075531A1 (en) | 2014-11-14 | 2015-11-13 | Process for the preparation of higher alcohols from ethanol and n-hexanol by guerbet condensation |
Publications (2)
Publication Number | Publication Date |
---|---|
BR112017010149A2 true BR112017010149A2 (pt) | 2017-12-26 |
BR112017010149B1 BR112017010149B1 (pt) | 2021-01-05 |
Family
ID=55024166
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
BR112017010149-1A BR112017010149B1 (pt) | 2014-11-14 | 2015-11-13 | método para preparar n-octanol por condensação de guerbet, instalação para fabricar n-butanol, n-octanol e ndecanol a partir de uma fonte de etanol e uma fonte de n-hexanol e processo contínuo para preparar n-butanol e n-octanol |
Country Status (5)
Country | Link |
---|---|
US (1) | US10118880B2 (pt) |
EP (1) | EP3218339B1 (pt) |
BR (1) | BR112017010149B1 (pt) |
ES (1) | ES2915062T3 (pt) |
WO (1) | WO2016075531A1 (pt) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB201710508D0 (en) * | 2017-06-30 | 2017-08-16 | Johnson Matthey Davy Technologies Ltd | Process |
Family Cites Families (29)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US849914A (en) * | 1906-09-06 | 1907-04-09 | Mcclave Brooks Co | Grate. |
US1992480A (en) | 1930-07-26 | 1935-02-26 | Degussa | Process for the production of higher alcohols, particularly butyl alcohol, from ethyl alcohol |
US2004350A (en) | 1931-12-02 | 1935-06-11 | Du Pont | Condensation of alcohols |
US2861110A (en) | 1955-07-19 | 1958-11-18 | Sicedison Spa | Procedure for the obtention of higher alcohols by condensation of lower alcohols |
BE553721A (pt) * | 1955-12-27 | |||
WO1991004242A1 (en) | 1989-09-13 | 1991-04-04 | Henkel Research Corporation | Improved guerbet process |
US5300695A (en) | 1992-12-07 | 1994-04-05 | Amoco Corporation | Process for preparing alcohols |
US5387570A (en) | 1993-05-07 | 1995-02-07 | Exxon Research & Engineering Co. | Catalysts for iso-alcohol synthesis from CO + H2 |
DE19734673A1 (de) | 1997-08-11 | 1999-02-18 | Rwe Dea Ag | Verfahren zur Herstellung von metallfreien Guerbetalkoholen |
JPH11217343A (ja) | 1998-01-30 | 1999-08-10 | Sangi Co Ltd | 化学工業原料及びハイオク燃料の合成法 |
AU2005310507B2 (en) | 2004-12-03 | 2010-02-25 | Kabushiki Kaisha Sangi | Method of synthesizing high molecular weight alcohol |
US20070005079A1 (en) | 2005-06-30 | 2007-01-04 | David Zarbatany | System, apparatus, and method for repairing septal defects |
US20100174121A1 (en) | 2006-12-01 | 2010-07-08 | E.I Du Pont De Nemours And Company | Production of butenes and derivatives therefrom from dry ethanol |
US7700812B2 (en) | 2007-08-22 | 2010-04-20 | E. I. Du Pont De Nemours And Company | Catalytic conversion of ethanol to a 1-butanol-containing reaction product using a thermally decomposed hydrotalcite containing the anion of ethylenediaminetetraacetic acid |
US7700810B2 (en) | 2007-08-22 | 2010-04-20 | E.I. Du Pont De Nemours And Company | Catalytic conversion of ethanol to a 1-butanol-containing reaction product using a thermally decomposed hydrotalcite catalyst |
US7700811B2 (en) | 2007-08-22 | 2010-04-20 | E.I. Du Pont De Namours And Company | Catalytic conversion of ethanol to a 1-butanol-containing reaction product using a thermally decomposed hydrotalcite/metal carbonate |
JP5382902B2 (ja) * | 2007-08-24 | 2014-01-08 | 株式会社サンギ | 化学工業原料及び燃料組成物の合成方法 |
EP2221289B1 (en) * | 2007-12-20 | 2016-10-26 | Mitsubishi Chemical Corporation | Method of producing alcohol |
WO2009097310A1 (en) | 2008-01-28 | 2009-08-06 | E. I. Du Pont De Nemours And Company | Catalytic conversion of ethanol and hydrogen to a 1-butanol-containing reaction product using a thermally decomposed hydrotalcite containing the anion of ethylenediaminetetraacetic acid |
WO2009097312A1 (en) | 2008-01-28 | 2009-08-06 | E.I. Du Pont De Nemours And Company | Catalytic conversion of ethanol and hydrogen to a 1-butanol-containing reaction product using a thermally decomposed hydrotalcite/metal carbonate |
US8318989B2 (en) | 2008-12-22 | 2012-11-27 | E I Du Pont De Nemours And Company | Process for producing guerbet alcohols using water tolerant basic catalysts |
US7807857B2 (en) | 2008-12-22 | 2010-10-05 | E. I. Dupont De Nemours And Company | Lanthanum-promoted supported metal catalysts and process for producing guerbet alcohols using same |
BR112012005321B1 (pt) | 2009-09-11 | 2018-06-05 | E.I. Du Pont De Nemours And Company | "Processo" |
FR2951161B1 (fr) | 2009-10-13 | 2012-03-02 | Total Raffinage Marketing | Procede de production de distillat a partir d'une charge hydrocarbonee comprenant une condensation d'alcool |
WO2012004572A1 (en) | 2010-07-09 | 2012-01-12 | BP Biofuels UK Limited | Conversion of alcohols |
US8748675B2 (en) | 2011-06-16 | 2014-06-10 | Celanese International Corporation | Extractive distillation of crude alcohol product |
EP2679304A1 (en) * | 2012-06-29 | 2014-01-01 | Abengoa Bioenergía Nuevas Tecnologías, S. A. | Process for obtaining higher alcohols in the presence of a gallium containing mixed oxide |
ES2855323T3 (es) | 2012-06-29 | 2021-09-23 | Abengoa Bioenergia Nuevas Tecnologias Sa | Catalizador para la obtención de alcoholes superiores |
ES2732019T3 (es) | 2013-12-27 | 2019-11-20 | Abengoa Bioenergia Nuevas Tecnologias Sa | Proceso para la preparación de alcoholes superiores a partir de alcoholes inferiores por condensación de Guerbet |
-
2015
- 2015-11-13 ES ES15816509T patent/ES2915062T3/es active Active
- 2015-11-13 BR BR112017010149-1A patent/BR112017010149B1/pt active IP Right Grant
- 2015-11-13 EP EP15816509.2A patent/EP3218339B1/en active Active
- 2015-11-13 US US15/526,124 patent/US10118880B2/en active Active
- 2015-11-13 WO PCT/IB2015/002217 patent/WO2016075531A1/en active Application Filing
Also Published As
Publication number | Publication date |
---|---|
EP3218339A1 (en) | 2017-09-20 |
BR112017010149B1 (pt) | 2021-01-05 |
US20170327445A1 (en) | 2017-11-16 |
EP3218339B1 (en) | 2022-01-05 |
US10118880B2 (en) | 2018-11-06 |
ES2915062T3 (es) | 2022-06-20 |
WO2016075531A1 (en) | 2016-05-19 |
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