WO2012149199A3 - Process for reducing acetic acid concentration in a crude ethanol product - Google Patents

Process for reducing acetic acid concentration in a crude ethanol product Download PDF

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Publication number
WO2012149199A3
WO2012149199A3 PCT/US2012/035271 US2012035271W WO2012149199A3 WO 2012149199 A3 WO2012149199 A3 WO 2012149199A3 US 2012035271 W US2012035271 W US 2012035271W WO 2012149199 A3 WO2012149199 A3 WO 2012149199A3
Authority
WO
WIPO (PCT)
Prior art keywords
acetic acid
acid concentration
ethanol product
crude ethanol
reducing acetic
Prior art date
Application number
PCT/US2012/035271
Other languages
French (fr)
Other versions
WO2012149199A2 (en
Inventor
David Lee
Adam Orosco
Claudio RIBEIRO
R. Jay Warner
Robert Alan DECK
Emily Duff
Victor J. Johnston
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 US13/094,643 external-priority patent/US8686199B2/en
Priority claimed from US13/094,588 external-priority patent/US8686200B2/en
Priority claimed from US13/292,914 external-priority patent/US8927784B2/en
Application filed by Celanese International Corporation filed Critical Celanese International Corporation
Priority to CN201280002666.XA priority Critical patent/CN103732566A/en
Publication of WO2012149199A2 publication Critical patent/WO2012149199A2/en
Publication of WO2012149199A3 publication Critical patent/WO2012149199A3/en

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Classifications

    • 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
    • C07C29/88—Separation; Purification; Use of additives, e.g. for stabilisation by treatment giving rise to a chemical modification of at least one compound
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/10—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction with carbon monoxide
    • C07C51/12—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction with carbon monoxide on an oxygen-containing group in organic compounds, e.g. alcohols
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/48—Separation; Purification; Stabilisation; Use of additives
    • C07C67/52—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
    • C07C67/54—Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation by distillation

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

A process for producing ethanol and, in particular, to a process for reducing the concentration of acetic acid in a crude ethanol product by esterifying unreacted acetic acid with an alcohol.
PCT/US2012/035271 2011-04-26 2012-04-26 Process for producing ethanol and reducing acetic acid concentration WO2012149199A2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN201280002666.XA CN103732566A (en) 2011-04-26 2012-04-26 Process for producing ethanol and reducing acetic acid concentration

Applications Claiming Priority (6)

Application Number Priority Date Filing Date Title
US13/094,588 2011-04-26
US13/094,643 US8686199B2 (en) 2011-04-26 2011-04-26 Process for reducing the concentration of acetic acid in a crude alcohol product
US13/094,588 US8686200B2 (en) 2011-04-26 2011-04-26 Process to recover alcohol from an acidic residue stream
US13/094,643 2011-04-26
US13/292,914 2011-11-09
US13/292,914 US8927784B2 (en) 2011-04-26 2011-11-09 Process to recover alcohol from an ethyl acetate residue stream

Publications (2)

Publication Number Publication Date
WO2012149199A2 WO2012149199A2 (en) 2012-11-01
WO2012149199A3 true WO2012149199A3 (en) 2013-01-03

Family

ID=46028233

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2012/035271 WO2012149199A2 (en) 2011-04-26 2012-04-26 Process for producing ethanol and reducing acetic acid concentration

Country Status (3)

Country Link
CN (1) CN103732566A (en)
TW (1) TW201242936A (en)
WO (1) WO2012149199A2 (en)

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20110082322A1 (en) * 2008-07-31 2011-04-07 Radmila Jevtic Process for Making Ethanol From Acetic Acid Using Acidic Catalysts
WO2011097227A2 (en) * 2010-02-02 2011-08-11 Celanese International Corporation Process for producing an ester feed stream for esters production and co-production of ethanol
WO2012006219A2 (en) * 2010-07-09 2012-01-12 Celanese International Corporation Liquid esterification for the production of alcohols

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US5144068A (en) 1984-05-03 1992-09-01 Hoechst Celanese Corporation Methanol carbonylation process
US5001259A (en) 1984-05-03 1991-03-19 Hoechst Celanese Corporation Methanol carbonylation process
US5026908A (en) 1984-05-03 1991-06-25 Hoechst Celanese Corporation Methanol carbonylation process
US4615806B1 (en) 1985-03-07 1994-05-03 Hoechst Co American Removal of iodide compounds from non-aqueous organic media
US4601782A (en) 1985-06-20 1986-07-22 International Business Machines Corp. Reactive ion etching process
CA1299195C (en) 1986-06-16 1992-04-21 G. Paull Torrence Addition of hydrogen to carbon monoxide feed gas in producing acetic acid by carbonylation of methanol
US5139981A (en) 1987-06-24 1992-08-18 Union Carbide Chemicals & Plastics Technology Corporation Process for preparing silver(I)-exchanged resins
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
US5599976A (en) 1995-04-07 1997-02-04 Hoechst Celanese Corporation Recovery of acetic acid from dilute aqueous streams formed during a carbonylation process
IN192600B (en) 1996-10-18 2004-05-08 Hoechst Celanese Corp
PL203207B1 (en) 1999-03-11 2009-09-30 Zeachem Inc Process for producing ethanol
US6232352B1 (en) 1999-11-01 2001-05-15 Acetex Limited Methanol plant retrofit for acetic acid manufacture
US6627770B1 (en) 2000-08-24 2003-09-30 Celanese International Corporation Method and apparatus for sequesting entrained and volatile catalyst species in a carbonylation process
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
US7115772B2 (en) 2002-01-11 2006-10-03 Celanese International Corporation Integrated process for producing carbonylation acetic acid, acetic anhydride, or coproduction of each from a methyl acetate by-product stream
US7005541B2 (en) 2002-12-23 2006-02-28 Celanese International Corporation Low water methanol carbonylation process for high acetic acid production and for water balance control
US7208624B2 (en) 2004-03-02 2007-04-24 Celanese International Corporation Process for producing acetic acid
EP1741692A1 (en) 2005-07-06 2007-01-10 BP Chemicals Limited Process for the conversion of hydrocarbons to C2-oxygenates
EP2121946A4 (en) 2007-02-09 2012-08-29 Zeachem Inc Energy efficient methods to procuce products
US7923405B2 (en) 2007-09-07 2011-04-12 Range Fuels, Inc. Cobalt-molybdenum sulfide catalyst materials and methods for ethanol production from syngas
BRPI0908303A2 (en) 2008-05-07 2015-08-18 Zeachem Inc Organic Acid Recovery
US7608744B1 (en) 2008-07-31 2009-10-27 Celanese International Corporation Ethanol production from acetic acid utilizing a cobalt catalyst
US8501652B2 (en) 2008-07-31 2013-08-06 Celanese International Corporation Catalysts for making ethanol from acetic acid
US8471075B2 (en) 2008-07-31 2013-06-25 Celanese International Corporation Processes for making ethanol from acetic acid
US7863489B2 (en) 2008-07-31 2011-01-04 Celanese International Corporation Direct and selective production of ethanol from acetic acid utilizing a platinum/tin catalyst
US8309772B2 (en) 2008-07-31 2012-11-13 Celanese International Corporation Tunable catalyst gas phase hydrogenation of carboxylic acids
US7588690B1 (en) 2009-02-10 2009-09-15 The Purolite Company Method of iodide removal

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20110082322A1 (en) * 2008-07-31 2011-04-07 Radmila Jevtic Process for Making Ethanol From Acetic Acid Using Acidic Catalysts
WO2011097227A2 (en) * 2010-02-02 2011-08-11 Celanese International Corporation Process for producing an ester feed stream for esters production and co-production of ethanol
WO2012006219A2 (en) * 2010-07-09 2012-01-12 Celanese International Corporation Liquid esterification for the production of alcohols

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
RAGAINI V ET AL: "Increasing the value of dilute acetic acid streams through esterification", APPLIED CATALYSIS B: ENVIRONMENTAL, ELSEVIER, AMSTERDAM, NL, vol. 64, no. 1-2, 18 April 2006 (2006-04-18), pages 66 - 71, XP028000975, ISSN: 0926-3373, [retrieved on 20060418], DOI: 10.1016/J.APCATB.2005.11.004 *
XU Z P ET AL: "KINETICS OF ACETIC ACID ESTERIFICATION OVER ION EXCHANGE CATALYSTS", CANADIAN JOURNAL OF CHEMICAL ENGINEERING, OTTAWA, ONT, CA, vol. 74, 1 August 1996 (1996-08-01), pages 493 - 500, XP009084826 *

Also Published As

Publication number Publication date
CN103732566A (en) 2014-04-16
WO2012149199A2 (en) 2012-11-01
TW201242936A (en) 2012-11-01

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