NZ603659A - 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 fermentationInfo
- Publication number
- NZ603659A NZ603659A NZ603659A NZ60365911A NZ603659A NZ 603659 A NZ603659 A NZ 603659A NZ 603659 A NZ603659 A NZ 603659A NZ 60365911 A NZ60365911 A NZ 60365911A NZ 603659 A NZ603659 A NZ 603659A
- Authority
- NZ
- New Zealand
- Prior art keywords
- butanol
- carboxylic acid
- feedstock
- esters
- aqueous stream
- Prior art date
Links
- 238000000855 fermentation Methods 0.000 title abstract 3
- 230000004151 fermentation Effects 0.000 title abstract 3
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 title 1
- 150000001298 alcohols Chemical class 0.000 title 1
- 238000011065 in-situ storage Methods 0.000 title 1
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 abstract 14
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 5
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 4
- 229920001542 oligosaccharide Polymers 0.000 abstract 4
- 150000002482 oligosaccharides Chemical class 0.000 abstract 4
- 239000003054 catalyst Substances 0.000 abstract 3
- ZIIUUSVHCHPIQD-UHFFFAOYSA-N 2,4,6-trimethyl-N-[3-(trifluoromethyl)phenyl]benzenesulfonamide Chemical compound CC1=CC(C)=CC(C)=C1S(=O)(=O)NC1=CC=CC(C(F)(F)F)=C1 ZIIUUSVHCHPIQD-UHFFFAOYSA-N 0.000 abstract 2
- 102000004190 Enzymes Human genes 0.000 abstract 2
- 108090000790 Enzymes Proteins 0.000 abstract 2
- 108090000371 Esterases Proteins 0.000 abstract 2
- 102100031415 Hepatic triacylglycerol lipase Human genes 0.000 abstract 2
- 108090001060 Lipase Proteins 0.000 abstract 2
- 102000004882 Lipase Human genes 0.000 abstract 2
- 239000004367 Lipase Substances 0.000 abstract 2
- 108020002496 Lysophospholipase Proteins 0.000 abstract 2
- 108010064785 Phospholipases Proteins 0.000 abstract 2
- 102000015439 Phospholipases Human genes 0.000 abstract 2
- 235000019421 lipase Nutrition 0.000 abstract 2
- 239000002028 Biomass Substances 0.000 abstract 1
- 239000008346 aqueous phase Substances 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 230000003301 hydrolyzing effect Effects 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 239000012074 organic phase Substances 0.000 abstract 1
- 239000012071 phase Substances 0.000 abstract 1
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 abstract 1
- 239000002002 slurry Substances 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N1/00—Microorganisms, 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
- C12N1/38—Chemical 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
-
- 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
- C07C29/86—Separation; Purification; Use of additives, e.g. for stabilisation by physical treatment by liquid-liquid treatment
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
- C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
- C12N9/88—Lyases (4.)
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/02—Preparation of oxygen-containing organic compounds containing a hydroxy group
- C12P7/04—Preparation of oxygen-containing organic compounds containing a hydroxy group acyclic
- C12P7/06—Ethanol, i.e. non-beverage
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/02—Preparation of oxygen-containing organic compounds containing a hydroxy group
- C12P7/04—Preparation of oxygen-containing organic compounds containing a hydroxy group acyclic
- C12P7/16—Butanols
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Y—ENZYMES
- C12Y301/00—Hydrolases acting on ester bonds (3.1)
- C12Y301/01—Carboxylic ester hydrolases (3.1.1)
- C12Y301/01003—Triacylglycerol lipase (3.1.1.3)
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D21/00—Separation of suspended solid particles from liquids by sedimentation
- B01D21/26—Separation of sediment aided by centrifugal force or centripetal force
- B01D21/262—Separation of sediment aided by centrifugal force or centripetal force by using a centrifuge
-
- 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
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E50/00—Technologies for the production of fuel of non-fossil origin
- Y02E50/10—Biofuels, e.g. bio-diesel
Landscapes
- 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 Health & Medical Sciences (AREA)
- General Engineering & Computer Science (AREA)
- Biotechnology (AREA)
- Microbiology (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biomedical Technology (AREA)
- Medicinal Chemistry (AREA)
- Molecular Biology (AREA)
- Tropical Medicine & Parasitology (AREA)
- Virology (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)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Fodder In General (AREA)
- Apparatus Associated With Microorganisms And Enzymes (AREA)
- Liquid Carbonaceous Fuels (AREA)
- Fats And Perfumes (AREA)
Abstract
The disclosure relates to a method for producing butanol and butyl esters from a feedstock comprising: (a) providing a feedstock; (b) liquefying the feedstock to create a liquefied biomass comprising oligosaccharides; (c) separating the feedstock slurry to produce a product comprising an aqueous stream comprising oligosaccharides, an oil stream, and solids; (d) adding the aqueous stream to a fermentation vessel containing a fermentation broth; (e) saccharifying the oligosaccharides of the aqueous stream; (f) fermenting the products of the oligosaccharide saccharification present in the aqueous stream to produce butanol and concurrently contacting the butanol with at least one carboxylic acid and at least one catalyst capable of esterifying the carboxylic acid with the butanol to form butyl esters of the carboxylic acid wherein the carboxylic acid is present at a concentration sufficient to produce a two-phase mixture, wherein the catalyst is an enzyme selected from an esterase, lipase, phospholipase, or lysophospholipase; (g) separating the butyl ester-containing organic phase from the aqueous phase; and (h) recovering butanol from the butyl esters, wherein recovering butanol from the butyl esters comprises hydrolyzing the esters into carboxylic acid and butanol in the presence of a hydrolysis catalyst selected from the enzymes: esterase, lipase, phospholipase, or lysophospholipase; and optionally steps (e) and (f) occur concurrently.
Applications Claiming Priority (9)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US35629010P | 2010-06-18 | 2010-06-18 | |
| US36843610P | 2010-07-28 | 2010-07-28 | |
| US36844410P | 2010-07-28 | 2010-07-28 | |
| US36845110P | 2010-07-28 | 2010-07-28 | |
| US36842910P | 2010-07-28 | 2010-07-28 | |
| US37954610P | 2010-09-02 | 2010-09-02 | |
| US201161440034P | 2011-02-07 | 2011-02-07 | |
| US13/160,766 US9012190B2 (en) | 2011-06-15 | 2011-06-15 | Use of thiamine and nicotine adenine dinucleotide for butanol production |
| PCT/US2011/040856 WO2011159998A2 (en) | 2010-06-18 | 2011-06-17 | Production of alcohol esters and in situ product removal during alcohol fermentation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NZ603659A true NZ603659A (en) | 2014-11-28 |
Family
ID=45348555
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NZ603659A NZ603659A (en) | 2010-06-18 | 2011-06-17 | Production of alcohol esters and in situ product removal during alcohol fermentation |
| NZ603036A NZ603036A (en) | 2010-06-18 | 2011-06-17 | Methods and systems for removing undissolved solids prior to extractive fermentation in the production of butanol |
| NZ603467A NZ603467A (en) | 2010-06-18 | 2011-06-17 | Supplementation of fatty acids for improving alcohol productivity |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NZ603036A NZ603036A (en) | 2010-06-18 | 2011-06-17 | Methods and systems for removing undissolved solids prior to extractive fermentation in the production of butanol |
| NZ603467A NZ603467A (en) | 2010-06-18 | 2011-06-17 | Supplementation of fatty acids for improving alcohol productivity |
Country Status (14)
| Country | Link |
|---|---|
| EP (4) | EP2582826A2 (en) |
| JP (4) | JP2013535956A (en) |
| KR (4) | KR20130087014A (en) |
| CN (4) | CN102947456A (en) |
| AR (1) | AR083153A1 (en) |
| AU (4) | AU2011268169A1 (en) |
| BR (3) | BR112012032352A2 (en) |
| CA (4) | CA2800719A1 (en) |
| MX (4) | MX2012014687A (en) |
| NZ (3) | NZ603659A (en) |
| PH (1) | PH12012502488A1 (en) |
| RU (1) | RU2013102308A (en) |
| WO (4) | WO2011159991A1 (en) |
| ZA (3) | ZA201208372B (en) |
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| AU2011268220B2 (en) | 2010-06-18 | 2015-01-29 | Butamax(Tm) Advanced Biofuels Llc | Extraction solvents derived from oil for alcohol removal in extractive fermentation |
| US20130040340A1 (en) * | 2011-02-07 | 2013-02-14 | E. I. Du Pont De Nemours And Company | Production of alcohol esters in situ using alcohols and fatty acids produced by microorganisms |
| AU2012230730A1 (en) * | 2011-03-23 | 2013-09-19 | Butamax(Tm) Advanced Biofuels Llc | In situ expression of lipase for enzymatic production of alcohol esters during fermentation |
| US8765425B2 (en) | 2011-03-23 | 2014-07-01 | Butamax Advanced Biofuels Llc | In situ expression of lipase for enzymatic production of alcohol esters during fermentation |
| CA2831130C (en) | 2011-03-24 | 2021-10-26 | Butamax (Tm) Advanced Biofuels Llc | Host cells and methods for production of isobutanol |
| MX2013014327A (en) | 2011-06-17 | 2014-01-23 | Butamax Tm Advanced Biofuels | Co - products from biofuel production processes and methods of making the same. |
| US20130180164A1 (en) | 2011-07-28 | 2013-07-18 | Butamax(Tm) Advanced Biofuels Llc | Low sulfur fuel compositions having improved lubricity |
| CA2861613A1 (en) | 2011-12-30 | 2013-07-04 | Butamax Advanced Biofuels Llc | Fermentative production of alcohols |
| BR112014026199B1 (en) | 2012-04-25 | 2021-06-29 | Purac Biochem B.V. | FERMENTATION PROCESS |
| JP2015517303A (en) | 2012-05-04 | 2015-06-22 | ビュータマックス・アドバンスド・バイオフューエルズ・エルエルシー | Method and system for the production and recovery of alcohol |
| JP6226286B2 (en) * | 2012-06-21 | 2017-11-08 | 月島機械株式会社 | Biomass processing apparatus and processing method |
| EP2870252B1 (en) * | 2012-07-04 | 2020-01-22 | Coöperatie AVEBE U.A. | Methods using patatin |
| US20140024064A1 (en) * | 2012-07-23 | 2014-01-23 | Butamax(Tm) Advanced Biofuels Llc | Processes and systems for the production of fermentative alcohols |
| KR20150036133A (en) * | 2012-07-23 | 2015-04-07 | 부타맥스 어드밴스드 바이오퓨얼스 엘엘씨 | Processes and systems for the production of fermentation products |
| EP2895612A1 (en) * | 2012-09-12 | 2015-07-22 | Butamax Advanced Biofuels LLC | Processes and systems for the production of fermentation products |
| AU2013329024A1 (en) * | 2012-10-11 | 2015-03-12 | Butamax Advanced Biofuels Llc | Processes and systems for the production of fermentation products |
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| RU2555537C2 (en) * | 2013-10-14 | 2015-07-10 | Федеральное государственное автономное образовательное учреждение высшего образования "Национальный исследовательский Томский государственный университет" | Method of removing acetone-butyl-alcohol fermentation inhibitors from hydrolysates of lignocellulose material |
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| JP2019520819A (en) | 2016-07-22 | 2019-07-25 | フェート・エンフェー (フラームス・インステリング・フーア・テクノロジシュ・オンダーゾエク・エンフェー) | Method and apparatus for producing a solvent by fermentation |
| CN108265088A (en) * | 2017-01-03 | 2018-07-10 | 北京化工大学 | A kind of method for preparing ester type compound using lipase-catalyzed alcoholic fermentation product |
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| NZ588988A (en) * | 2008-06-04 | 2012-08-31 | Butamax Tm Advanced Biofuels | A method for producing butanol using two-phase extractive fermentation |
| BRPI0909989A2 (en) | 2008-06-05 | 2021-06-22 | Butamax Advanced Biofuels Llc | recombinant yeast cell and method for producing a product |
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| US8247208B2 (en) | 2008-12-22 | 2012-08-21 | Alliance For Sustainable Energy Llc | Zymomonas with improved xylose utilization in stress conditions |
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| WO2011041426A1 (en) | 2009-09-29 | 2011-04-07 | Butamax(Tm) Advanced Biofuels Llc | Improved yeast production host cells |
| CA2779460A1 (en) * | 2009-11-23 | 2011-05-26 | Butamax(Tm) Advanced Biofuels Llc | Method for producing butanol using extractive fermentation with osmolyte addition |
| AU2011268220B2 (en) * | 2010-06-18 | 2015-01-29 | Butamax(Tm) Advanced Biofuels Llc | Extraction solvents derived from oil for alcohol removal in extractive fermentation |
| US10079208B2 (en) | 2016-07-28 | 2018-09-18 | Globalfoundries Inc. | IC structure with interface liner and methods of forming same |
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