WO2011056248A3 - Processes for making ethanol or ethyl acetate from acetic acid using bimetallic catalysts - Google Patents

Processes for making ethanol or ethyl acetate from acetic acid using bimetallic catalysts Download PDF

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Publication number
WO2011056248A3
WO2011056248A3 PCT/US2010/022954 US2010022954W WO2011056248A3 WO 2011056248 A3 WO2011056248 A3 WO 2011056248A3 US 2010022954 W US2010022954 W US 2010022954W WO 2011056248 A3 WO2011056248 A3 WO 2011056248A3
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WO
WIPO (PCT)
Prior art keywords
acetic acid
ethyl acetate
processes
bimetallic catalysts
making ethanol
Prior art date
Application number
PCT/US2010/022954
Other languages
French (fr)
Other versions
WO2011056248A2 (en
Inventor
Victor J. Johnston
Laiyuan Chen
Barbara F. Kimmich
Josefina T. Chapman
James H. Zink
Heiko Weiner
John L. Potts
Radmila Jevtic
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
Application filed by Celanese International Corporation filed Critical Celanese International Corporation
Priority to PCT/US2010/022954 priority Critical patent/WO2011056248A2/en
Priority to CN2010800062309A priority patent/CN102378647A/en
Priority to EP10703747A priority patent/EP2493611A2/en
Publication of WO2011056248A2 publication Critical patent/WO2011056248A2/en
Publication of WO2011056248A3 publication Critical patent/WO2011056248A3/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
    • 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
    • B01J37/0207—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
    • 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

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Physics & Mathematics (AREA)
  • Thermal Sciences (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

A process for selective formation of ethanol and/or ethyl acetate from acetic acid by hydrogenating acetic acid in the presence of a Pt/Sn catalyst or a Re/Pd catalyst. The catalyst may further comprise a support modifier to improve selectivity for the desired product.
PCT/US2010/022954 2009-10-26 2010-02-02 Processes for making ethanol or ethyl acetate from acetic acid using bimetallic catalysts WO2011056248A2 (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
PCT/US2010/022954 WO2011056248A2 (en) 2009-10-26 2010-02-02 Processes for making ethanol or ethyl acetate from acetic acid using bimetallic catalysts
CN2010800062309A CN102378647A (en) 2009-10-26 2010-02-02 Processes for making ethanol or ethyl acetate from acetic acid using bimetallic catalysts
EP10703747A EP2493611A2 (en) 2009-10-26 2010-02-02 Processes for making ethanol or ethyl acetate from acetic acid using bimetallic catalysts

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US12/588,727 US8309772B2 (en) 2008-07-31 2009-10-26 Tunable catalyst gas phase hydrogenation of carboxylic acids
US12/588,727 2009-10-26
PCT/US2010/022954 WO2011056248A2 (en) 2009-10-26 2010-02-02 Processes for making ethanol or ethyl acetate from acetic acid using bimetallic catalysts

Publications (2)

Publication Number Publication Date
WO2011056248A2 WO2011056248A2 (en) 2011-05-12
WO2011056248A3 true WO2011056248A3 (en) 2011-11-17

Family

ID=46506683

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2010/022954 WO2011056248A2 (en) 2009-10-26 2010-02-02 Processes for making ethanol or ethyl acetate from acetic acid using bimetallic catalysts

Country Status (3)

Country Link
EP (1) EP2493611A2 (en)
CN (1) CN102378647A (en)
WO (1) WO2011056248A2 (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8211821B2 (en) * 2010-02-01 2012-07-03 Celanese International Corporation Processes for making tin-containing catalysts
CN108358752A (en) * 2018-04-18 2018-08-03 肖锦 A kind of method of acetic acid hydrogenation ethyl alcohol
CN111298780A (en) * 2018-12-12 2020-06-19 国家能源投资集团有限责任公司 Composite binder and carrier, preparation method and application thereof, catalyst for preparing ethanol by acetic acid hydrogenation and application thereof

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6294703B1 (en) * 1998-06-22 2001-09-25 Mitsubishi Chemical Company Process for the manufacture of cycloalkyldimethanol
EP1277826A1 (en) * 2001-07-18 2003-01-22 ATOFINA Research Hydrogenation and dehydrogenation processes and catalysts therefor

Family Cites Families (12)

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US2882244A (en) 1953-12-24 1959-04-14 Union Carbide Corp Molecular sieve adsorbents
US3130007A (en) 1961-05-12 1964-04-21 Union Carbide Corp Crystalline zeolite y
US4399305A (en) 1982-10-18 1983-08-16 Union Carbide Corporation Production of ethylene by the pyrolysis of ethyl acetate
FR2570370B1 (en) 1984-09-17 1987-03-20 Atochem PROCESS FOR THE MANUFACTURE OF ETHYLENE FROM ETHYL ESTERS
GB8509530D0 (en) 1985-04-13 1985-05-15 Bp Chem Int Ltd Hydrogenation of carboxylic acids
US5149680A (en) 1987-03-31 1992-09-22 The British Petroleum Company P.L.C. Platinum group metal alloy catalysts for hydrogenation of carboxylic acids and their anhydrides to alcohols and/or esters
GB8707595D0 (en) 1987-03-31 1987-05-07 British Petroleum Co Plc Chemical process
US5821111A (en) 1994-03-31 1998-10-13 Bioengineering Resources, Inc. Bioconversion of waste biomass to useful products
USRE35377E (en) 1993-05-27 1996-11-12 Steinberg; Meyer Process and apparatus for the production of methanol from condensed carbonaceous material
US6232352B1 (en) 1999-11-01 2001-05-15 Acetex Limited Methanol plant retrofit for acetic acid manufacture
US6657078B2 (en) 2001-02-07 2003-12-02 Celanese International Corporation Low energy carbonylation process
US6685754B2 (en) 2001-03-06 2004-02-03 Alchemix Corporation Method for the production of hydrogen-containing gaseous mixtures

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6294703B1 (en) * 1998-06-22 2001-09-25 Mitsubishi Chemical Company Process for the manufacture of cycloalkyldimethanol
EP1277826A1 (en) * 2001-07-18 2003-01-22 ATOFINA Research Hydrogenation and dehydrogenation processes and catalysts therefor

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
ALCALA R: "Experimental and DFT studies of the conversion of ethanol and acetic acid on PtSn-based catalysts", JOURNAL OF PHYSICAL CHEMISTRY. B, MATERIALS, SURFACES, INTERFACES AND BIOPHYSICAL, WASHINGTON, DC, US, vol. 109, no. 6, 1 January 2005 (2005-01-01), pages 2074 - 2085, XP009133392, ISSN: 1089-5647 *
SANTORI G F: "Hydrogenation of carbonylic compounds on Pt/SiO2 catalysts modified with SnBu4", STUDIES IN SURFACE SCIENCE AND CATALYSIS, ELSEVIER BV, NL, vol. 130, 1 January 2000 (2000-01-01), pages 2063 - 2068, XP009132668, ISSN: 0167-2991 *

Also Published As

Publication number Publication date
WO2011056248A2 (en) 2011-05-12
EP2493611A2 (en) 2012-09-05
CN102378647A (en) 2012-03-14

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