WO2011056597A3 - Procédé de fabrication d'éthanol à partir d'acide acétique à l'aide de catalyseurs acides - Google Patents

Procédé de fabrication d'éthanol à partir d'acide acétique à l'aide de catalyseurs acides Download PDF

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Publication number
WO2011056597A3
WO2011056597A3 PCT/US2010/054136 US2010054136W WO2011056597A3 WO 2011056597 A3 WO2011056597 A3 WO 2011056597A3 US 2010054136 W US2010054136 W US 2010054136W WO 2011056597 A3 WO2011056597 A3 WO 2011056597A3
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WO
WIPO (PCT)
Prior art keywords
acetic acid
ethanol
acidic catalysts
making ethanol
acidic support
Prior art date
Application number
PCT/US2010/054136
Other languages
English (en)
Other versions
WO2011056597A2 (fr
Inventor
Radmila Jevtic
Victor J. Johnston
R. Jay Warner
Heiko Weiner
Original Assignee
Celanese International Corporation
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from US12/588,727 external-priority patent/US8309772B2/en
Priority claimed from US12/699,024 external-priority patent/US8680317B2/en
Priority claimed from US12/698,947 external-priority patent/US8471075B2/en
Priority claimed from US12/852,227 external-priority patent/US8309773B2/en
Priority claimed from US12/852,269 external-priority patent/US8304586B2/en
Priority to AU2010315554A priority Critical patent/AU2010315554A1/en
Priority to MX2012004842A priority patent/MX2012004842A/es
Priority to RU2012121872/04A priority patent/RU2012121872A/ru
Priority to JP2012535458A priority patent/JP2013508424A/ja
Priority to BR112012009824A priority patent/BR112012009824A2/pt
Application filed by Celanese International Corporation filed Critical Celanese International Corporation
Priority to CA2778959A priority patent/CA2778959A1/fr
Priority to NZ599463A priority patent/NZ599463A/en
Priority to KR1020127013286A priority patent/KR20120086717A/ko
Priority to CN201080003928.5A priority patent/CN102307657B/zh
Priority to EP10773795A priority patent/EP2493610A2/fr
Priority to PCT/US2010/054136 priority patent/WO2011056597A2/fr
Publication of WO2011056597A2 publication Critical patent/WO2011056597A2/fr
Publication of WO2011056597A3 publication Critical patent/WO2011056597A3/fr
Priority to ZA2012/02850A priority patent/ZA201202850B/en
Priority to IL219399A priority patent/IL219399A0/en

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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
    • B01J23/002—Mixed oxides other than spinels, e.g. perovskite
    • 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
    • B01J21/02—Boron or aluminium; Oxides or hydroxides thereof
    • B01J21/04—Alumina
    • 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
    • B01J21/06—Silicon, titanium, zirconium or hafnium; Oxides or hydroxides thereof
    • 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
    • B01J21/06—Silicon, titanium, zirconium or hafnium; Oxides or hydroxides thereof
    • B01J21/063—Titanium; Oxides or hydroxides thereof
    • 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
    • B01J21/12—Silica and alumina
    • 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
    • B01J23/622—Platinum group metals with gallium, indium, thallium, germanium, tin or lead with germanium, tin or lead
    • B01J23/626—Platinum group metals with gallium, indium, thallium, germanium, tin or lead with germanium, tin or lead with tin
    • 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
    • B01J23/656—Manganese, technetium or rhenium
    • B01J23/6567—Rhenium
    • 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
    • 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
    • B01J37/0205—Impregnation in several steps
    • 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
    • B01J37/0207—Pretreatment of the support
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
    • C07C1/20—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms
    • C07C1/24—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms by elimination of water
    • 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
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/147—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof
    • C07C29/149—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof with hydrogen or hydrogen-containing gases
    • 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
    • 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
    • C07C29/94—Use of additives, e.g. for stabilisation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
    • C07C31/02—Monohydroxylic acyclic alcohols
    • C07C31/08—Ethanol
    • 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
    • B01J21/16—Clays or other mineral silicates
    • 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
    • B01J2523/00—Constitutive chemical elements of heterogeneous catalysts
    • 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
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts

Abstract

L'invention porte sur un procédé pour la formation sélective d'éthanol d'acide acétique par l'hydrogénation d'acide acétique en présence d'un catalyseur. Ce procédé comprend un premier métal sur un support acide. Le support acide peut comprendre une matière de support acide ou peut comprendre un support ayant un modificateur de support acide. Le catalyseur peut être utilisé seul pour produire de l'éthanol par hydrogénation ou en combinaison avec un autre catalyseur. De plus, l'éthanol brut obtenu comme produit est séparé pour obtenir de l'éthanol.
PCT/US2010/054136 2009-10-26 2010-10-26 Procédé de fabrication d'éthanol à partir d'acide acétique à l'aide de catalyseurs acides WO2011056597A2 (fr)

Priority Applications (13)

Application Number Priority Date Filing Date Title
NZ599463A NZ599463A (en) 2009-10-26 2010-10-26 Process for making ethanol from acetic acid using acidic catalysts
KR1020127013286A KR20120086717A (ko) 2009-10-26 2010-10-26 산성 촉매를 사용하여 아세트산으로부터 에탄올을 제조하는 방법
MX2012004842A MX2012004842A (es) 2009-10-26 2010-10-26 Proceso para hacer etanol a partir de acido acetico utilizando catalizadores acidos.
PCT/US2010/054136 WO2011056597A2 (fr) 2009-10-26 2010-10-26 Procédé de fabrication d'éthanol à partir d'acide acétique à l'aide de catalyseurs acides
EP10773795A EP2493610A2 (fr) 2009-10-26 2010-10-26 Procédé de fabrication d'éthanol à partir d'acide acétique à l'aide de catalyseurs acides
CN201080003928.5A CN102307657B (zh) 2009-10-26 2010-10-26 使用酸性催化剂由乙酸制备乙醇的方法
RU2012121872/04A RU2012121872A (ru) 2009-10-26 2010-10-26 Способ получения этанола из уксусной кислоты с использованием кислотных катализаторов
JP2012535458A JP2013508424A (ja) 2009-10-26 2010-10-26 酸性触媒を用いて酢酸からエタノールを製造する方法
BR112012009824A BR112012009824A2 (pt) 2009-10-26 2010-10-26 processo para a fabricação de etanol a partir do ácido acético com a utilização de catalisadores de ácidos
AU2010315554A AU2010315554A1 (en) 2009-10-26 2010-10-26 Process for making ethanol from acetic acid using acidic catalysts
CA2778959A CA2778959A1 (fr) 2009-10-26 2010-10-26 Procede de fabrication d'ethanol a partir d'acide acetique a l'aide de catalyseurs acides
ZA2012/02850A ZA201202850B (en) 2009-10-26 2012-04-18 Process for making ethanol from acetic acid using acidic catalysts
IL219399A IL219399A0 (en) 2009-10-26 2012-04-24 Process for making ethanol from acetic acid using acidic catalysts

Applications Claiming Priority (17)

Application Number Priority Date Filing Date Title
US12/588,727 2009-10-26
US12/588,727 US8309772B2 (en) 2008-07-31 2009-10-26 Tunable catalyst gas phase hydrogenation of carboxylic acids
US30081510P 2010-02-02 2010-02-02
US12/698,947 US8471075B2 (en) 2008-07-31 2010-02-02 Processes for making ethanol from acetic acid
US12/699,024 2010-02-02
US12/698,947 2010-02-02
US61/300,815 2010-02-02
US12/699,024 US8680317B2 (en) 2008-07-31 2010-02-02 Processes for making ethyl acetate from acetic acid
US33269910P 2010-05-07 2010-05-07
US33269610P 2010-05-07 2010-05-07
US61/332,696 2010-05-07
US61/332,699 2010-05-07
US12/852,269 2010-08-06
US12/852,227 2010-08-06
US12/852,269 US8304586B2 (en) 2010-02-02 2010-08-06 Process for purifying ethanol
US12/852,227 US8309773B2 (en) 2010-02-02 2010-08-06 Process for recovering ethanol
PCT/US2010/054136 WO2011056597A2 (fr) 2009-10-26 2010-10-26 Procédé de fabrication d'éthanol à partir d'acide acétique à l'aide de catalyseurs acides

Publications (2)

Publication Number Publication Date
WO2011056597A2 WO2011056597A2 (fr) 2011-05-12
WO2011056597A3 true WO2011056597A3 (fr) 2011-07-14

Family

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Family Applications (1)

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PCT/US2010/054136 WO2011056597A2 (fr) 2009-10-26 2010-10-26 Procédé de fabrication d'éthanol à partir d'acide acétique à l'aide de catalyseurs acides

Country Status (12)

Country Link
EP (1) EP2493610A2 (fr)
JP (1) JP2013508424A (fr)
KR (1) KR20120086717A (fr)
CN (1) CN102307657B (fr)
AU (1) AU2010315554A1 (fr)
BR (1) BR112012009824A2 (fr)
CA (1) CA2778959A1 (fr)
MX (1) MX2012004842A (fr)
NZ (1) NZ599463A (fr)
RU (1) RU2012121872A (fr)
WO (1) WO2011056597A2 (fr)
ZA (1) ZA201202850B (fr)

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US9051235B2 (en) * 2012-02-07 2015-06-09 Celanese International Corporation Process for producing ethanol using a molar excess of hydrogen
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CN103373899B (zh) * 2012-04-27 2016-01-06 上海浦景化工技术股份有限公司 一种醋酸或醋酸酯催化加氢反应制乙醇的装置及方法
CN103570495B (zh) * 2012-07-25 2016-02-17 上海浦景化工技术股份有限公司 一种多段醋酸或醋酸酯催化加氢制乙醇的装置及方法
CN103664524B (zh) * 2012-09-05 2016-01-13 中国石油化工股份有限公司 1,4-环己烷二甲酸加氢制1,4-环己烷二甲醇的方法
US9834491B2 (en) * 2013-03-20 2017-12-05 Cj Cheiljedang Corporation Method for producing bio-based homoserine lactone and bio-based organic acid from O-acyl homoserine produced by microorganisms
DE102013106790A1 (de) 2013-06-28 2014-12-31 Oxea Gmbh Verfahren zur Herstellung von 1,3-Butandiol
DE102013106787A1 (de) 2013-06-28 2014-12-31 Oxea Gmbh Verfahren zur Herstellung von n-Butanderivaten
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CN104307557B (zh) * 2014-09-19 2016-08-17 东营海纳新材料有限公司 一种二氟乙酸甲酯加氢制备二氟乙醇的催化剂的制备方法
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EP2493610A2 (fr) 2012-09-05
MX2012004842A (es) 2012-05-29
CA2778959A1 (fr) 2011-05-12
KR20120086717A (ko) 2012-08-03
CN102307657A (zh) 2012-01-04
WO2011056597A2 (fr) 2011-05-12
AU2010315554A1 (en) 2012-05-17
CN102307657B (zh) 2014-10-08
RU2012121872A (ru) 2013-12-10
NZ599463A (en) 2014-05-30
ZA201202850B (en) 2013-06-26
JP2013508424A (ja) 2013-03-07

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