WO2011159998A3 - Production of alcohol esters and in situ product removal during alcohol fermentation - Google Patents

Production of alcohol esters and in situ product removal during alcohol fermentation Download PDF

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Publication number
WO2011159998A3
WO2011159998A3 PCT/US2011/040856 US2011040856W WO2011159998A3 WO 2011159998 A3 WO2011159998 A3 WO 2011159998A3 US 2011040856 W US2011040856 W US 2011040856W WO 2011159998 A3 WO2011159998 A3 WO 2011159998A3
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WO
WIPO (PCT)
Prior art keywords
alcohol
production
alcohol esters
esters
product removal
Prior art date
Application number
PCT/US2011/040856
Other languages
French (fr)
Other versions
WO2011159998A2 (en
Inventor
Douglas Robert Anton
Robert Dicosimo
Bruce A. Diner
Michael Charles Grady
Brian Michael Roesch
Stephane Francois Bazzana
Keith H. Burlew
Jelena Cirakovic
Francis J. Woerner
Original Assignee
Butamax(Tm) Advanced Biofuels Llc
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 US13/160,766 external-priority patent/US9012190B2/en
Priority to EP11727619.6A priority Critical patent/EP2582826A2/en
Priority to NZ603659A priority patent/NZ603659A/en
Priority to MX2012014784A priority patent/MX2012014784A/en
Priority to AU2011268169A priority patent/AU2011268169A1/en
Priority to JP2013515543A priority patent/JP2013535956A/en
Application filed by Butamax(Tm) Advanced Biofuels Llc filed Critical Butamax(Tm) Advanced Biofuels Llc
Priority to CN2011800396963A priority patent/CN103476936A/en
Priority to CA2801498A priority patent/CA2801498A1/en
Priority to KR1020137001251A priority patent/KR20130032897A/en
Priority to BR112012032352A priority patent/BR112012032352A2/en
Publication of WO2011159998A2 publication Critical patent/WO2011159998A2/en
Publication of WO2011159998A3 publication Critical patent/WO2011159998A3/en
Priority to ZA2012/08677A priority patent/ZA201208677B/en

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    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12NMICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N1/00Microorganisms, e.g. protozoa; Compositions thereof; Processes of propagating, maintaining or preserving microorganisms or compositions thereof; Processes of preparing or isolating a composition containing a microorganism; Culture media therefor
    • C12N1/38Chemical stimulation of growth or activity by addition of chemical compounds which are not essential growth factors; Stimulation of growth by removal of a chemical compound
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/74Separation; Purification; Use of additives, e.g. for stabilisation
    • C07C29/76Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment
    • C07C29/86Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment by liquid-liquid treatment
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12NMICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N9/00Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
    • C12N9/88Lyases (4.)
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P7/00Preparation of oxygen-containing organic compounds
    • C12P7/02Preparation of oxygen-containing organic compounds containing a hydroxy group
    • C12P7/04Preparation of oxygen-containing organic compounds containing a hydroxy group acyclic
    • C12P7/06Ethanol, i.e. non-beverage
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12PFERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P7/00Preparation of oxygen-containing organic compounds
    • C12P7/02Preparation of oxygen-containing organic compounds containing a hydroxy group
    • C12P7/04Preparation of oxygen-containing organic compounds containing a hydroxy group acyclic
    • C12P7/16Butanols
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12YENZYMES
    • C12Y301/00Hydrolases acting on ester bonds (3.1)
    • C12Y301/01Carboxylic ester hydrolases (3.1.1)
    • C12Y301/01003Triacylglycerol lipase (3.1.1.3)
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D21/00Separation of suspended solid particles from liquids by sedimentation
    • B01D21/26Separation of sediment aided by centrifugal force or centripetal force
    • B01D21/262Separation of sediment aided by centrifugal force or centripetal force by using a centrifuge
    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02EREDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E50/00Technologies for the production of fuel of non-fossil origin
    • Y02E50/10Biofuels, e.g. bio-diesel

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Zoology (AREA)
  • Wood Science & Technology (AREA)
  • Health & Medical Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Genetics & Genomics (AREA)
  • Biochemistry (AREA)
  • General Engineering & Computer Science (AREA)
  • Biotechnology (AREA)
  • General Health & Medical Sciences (AREA)
  • Microbiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Biomedical Technology (AREA)
  • Medicinal Chemistry (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Virology (AREA)
  • Molecular Biology (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Micro-Organisms Or Cultivation Processes Thereof (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Fats And Perfumes (AREA)
  • Fodder In General (AREA)
  • Apparatus Associated With Microorganisms And Enzymes (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Liquid Carbonaceous Fuels (AREA)

Abstract

An alcohol fermentation process and composition that includes production of alcohol esters by esterification of product alcohol in a fermentation medium with a carboxylic acid (e.g., fatty acid) and a catalyst (e.g., lipase) capable of esterifying the product alcohol, such as butanol, with the carboxylic acid to form the alcohol esters. The alcohol esters can be extracted from the fermentation medium, and the product alcohol recovered from the alcohol esters. The carboxylic acid can also serve as an extractant for removal of the alcohol esters from the fermentation medium.
PCT/US2011/040856 2010-06-18 2011-06-17 Production of alcohol esters and in situ product removal during alcohol fermentation WO2011159998A2 (en)

Priority Applications (10)

Application Number Priority Date Filing Date Title
BR112012032352A BR112012032352A2 (en) 2010-06-18 2011-06-17 “METHOD FOR PRODUCING BUTYL ESTERS, METHODS FOR PRODUCING BUTANOL AND BUTYL ESTERS, METHODS FOR PRODUCING BUTANOL AND COMPOSITION”
NZ603659A NZ603659A (en) 2010-06-18 2011-06-17 Production of alcohol esters and in situ product removal during alcohol fermentation
MX2012014784A MX2012014784A (en) 2010-06-18 2011-06-17 Production of alcohol esters and in situ product removal during alcohol fermentation.
AU2011268169A AU2011268169A1 (en) 2010-06-18 2011-06-17 Production of alcohol esters and in situ product removal during alcohol fermentation
JP2013515543A JP2013535956A (en) 2010-06-18 2011-06-17 Formation of alcohol esters and in situ product removal during alcohol fermentation.
EP11727619.6A EP2582826A2 (en) 2010-06-18 2011-06-17 Production of alcohol esters and in situ product removal during alcohol fermentation
CN2011800396963A CN103476936A (en) 2010-06-18 2011-06-17 Production of alcohol esters and in-situ product removal during alcohol fermentation
CA2801498A CA2801498A1 (en) 2010-06-18 2011-06-17 Production of alcohol esters and in situ product removal during alcohol fermentation
KR1020137001251A KR20130032897A (en) 2010-06-18 2011-06-17 Production of alcohol esters and in situ product removal during alcohol fermentation
ZA2012/08677A ZA201208677B (en) 2010-06-18 2012-11-19 Production of alcohol esters and in situ product removal during alcohol fermentation

Applications Claiming Priority (16)

Application Number Priority Date Filing Date Title
US35629010P 2010-06-18 2010-06-18
US61/356,290 2010-06-18
US36842910P 2010-07-28 2010-07-28
US36843610P 2010-07-28 2010-07-28
US36844410P 2010-07-28 2010-07-28
US36845110P 2010-07-28 2010-07-28
US61/368,429 2010-07-28
US61/368,444 2010-07-28
US61/368,436 2010-07-28
US61/368,451 2010-07-28
US37954610P 2010-09-02 2010-09-02
US61/379,546 2010-09-02
US201161440034P 2011-02-07 2011-02-07
US61/440,034 2011-02-07
US13/160,766 US9012190B2 (en) 2011-06-15 2011-06-15 Use of thiamine and nicotine adenine dinucleotide for butanol production
US13/160,766 2011-06-15

Publications (2)

Publication Number Publication Date
WO2011159998A2 WO2011159998A2 (en) 2011-12-22
WO2011159998A3 true WO2011159998A3 (en) 2012-03-08

Family

ID=45348555

Family Applications (4)

Application Number Title Priority Date Filing Date
PCT/US2011/040899 WO2011160030A2 (en) 2010-06-18 2011-06-17 Methods and systems for removing undissolved solids prior to extractive fermentation in the production of butanol
PCT/US2011/040796 WO2011159962A1 (en) 2010-06-18 2011-06-17 Supplementation of fatty acids for improving alcohol productivity
PCT/US2011/040842 WO2011159991A1 (en) 2010-06-18 2011-06-17 Extraction solvents derived from oil for alcohol removal in extractive fermentation
PCT/US2011/040856 WO2011159998A2 (en) 2010-06-18 2011-06-17 Production of alcohol esters and in situ product removal during alcohol fermentation

Family Applications Before (3)

Application Number Title Priority Date Filing Date
PCT/US2011/040899 WO2011160030A2 (en) 2010-06-18 2011-06-17 Methods and systems for removing undissolved solids prior to extractive fermentation in the production of butanol
PCT/US2011/040796 WO2011159962A1 (en) 2010-06-18 2011-06-17 Supplementation of fatty acids for improving alcohol productivity
PCT/US2011/040842 WO2011159991A1 (en) 2010-06-18 2011-06-17 Extraction solvents derived from oil for alcohol removal in extractive fermentation

Country Status (13)

Country Link
EP (4) EP2582823A1 (en)
JP (4) JP2013533742A (en)
KR (4) KR20130116858A (en)
CN (4) CN102947456A (en)
AR (1) AR083153A1 (en)
AU (4) AU2011268201A1 (en)
BR (3) BR112012032166A2 (en)
CA (4) CA2800719A1 (en)
MX (4) MX2012014687A (en)
NZ (3) NZ603036A (en)
RU (1) RU2013102308A (en)
WO (4) WO2011160030A2 (en)
ZA (3) ZA201208372B (en)

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