JP2013535956A5 - - Google Patents
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- Publication number
- JP2013535956A5 JP2013535956A5 JP2013515543A JP2013515543A JP2013535956A5 JP 2013535956 A5 JP2013535956 A5 JP 2013535956A5 JP 2013515543 A JP2013515543 A JP 2013515543A JP 2013515543 A JP2013515543 A JP 2013515543A JP 2013535956 A5 JP2013535956 A5 JP 2013535956A5
- Authority
- JP
- Japan
- Prior art keywords
- butanol
- carboxylic acid
- butyl ester
- fatty acid
- stream
- Prior art date
- Legal status (The legal status 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 status listed.)
- Abandoned
Links
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims 96
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 31
- 238000000034 method Methods 0.000 claims 30
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 claims 27
- 235000014113 dietary fatty acids Nutrition 0.000 claims 20
- 229930195729 fatty acid Natural products 0.000 claims 20
- 239000000194 fatty acid Substances 0.000 claims 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 17
- 150000004665 fatty acids Chemical class 0.000 claims 15
- 239000002994 raw material Substances 0.000 claims 14
- 229920001542 oligosaccharide Polymers 0.000 claims 13
- 150000002482 oligosaccharides Chemical class 0.000 claims 13
- 239000003054 catalyst Substances 0.000 claims 12
- 238000000855 fermentation Methods 0.000 claims 11
- 230000004151 fermentation Effects 0.000 claims 11
- 238000004519 manufacturing process Methods 0.000 claims 10
- 239000000203 mixture Substances 0.000 claims 10
- 239000003921 oil Substances 0.000 claims 9
- 235000019198 oils Nutrition 0.000 claims 9
- 239000007787 solid Substances 0.000 claims 9
- 239000002002 slurry Substances 0.000 claims 7
- 239000002028 Biomass Substances 0.000 claims 6
- 239000012455 biphasic mixture Substances 0.000 claims 6
- 238000000926 separation method Methods 0.000 claims 6
- 102000004190 Enzymes Human genes 0.000 claims 5
- 108090000790 Enzymes Proteins 0.000 claims 5
- 238000004821 distillation Methods 0.000 claims 5
- 240000008042 Zea mays Species 0.000 claims 4
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 claims 4
- 235000002017 Zea mays subsp mays Nutrition 0.000 claims 4
- 239000008346 aqueous phase Substances 0.000 claims 4
- 235000005822 corn Nutrition 0.000 claims 4
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 claims 4
- 239000012074 organic phase Substances 0.000 claims 4
- -1 simultaneously Chemical compound 0.000 claims 4
- 239000002904 solvent Substances 0.000 claims 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims 3
- 108090001060 Lipase Proteins 0.000 claims 3
- 102000004882 Lipase Human genes 0.000 claims 3
- BTANRVKWQNVYAZ-UHFFFAOYSA-N butan-2-ol Chemical compound CCC(C)O BTANRVKWQNVYAZ-UHFFFAOYSA-N 0.000 claims 3
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 3
- 238000001914 filtration Methods 0.000 claims 3
- 230000007062 hydrolysis Effects 0.000 claims 3
- 238000006460 hydrolysis reaction Methods 0.000 claims 3
- 230000003301 hydrolyzing effect Effects 0.000 claims 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 claims 3
- 239000010902 straw Substances 0.000 claims 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 claims 2
- AFABGHUZZDYHJO-UHFFFAOYSA-N 2-Methylpentane Chemical compound CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 claims 2
- 244000025254 Cannabis sativa Species 0.000 claims 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 2
- 235000019750 Crude protein Nutrition 0.000 claims 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims 2
- 108090000371 Esterases Proteins 0.000 claims 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 2
- 102100031415 Hepatic triacylglycerol lipase Human genes 0.000 claims 2
- 240000005979 Hordeum vulgare Species 0.000 claims 2
- 235000007340 Hordeum vulgare Nutrition 0.000 claims 2
- 239000004367 Lipase Substances 0.000 claims 2
- 108020002496 Lysophospholipase Proteins 0.000 claims 2
- 108010064785 Phospholipases Proteins 0.000 claims 2
- 102000015439 Phospholipases Human genes 0.000 claims 2
- 240000000111 Saccharum officinarum Species 0.000 claims 2
- 235000007201 Saccharum officinarum Nutrition 0.000 claims 2
- 241000209140 Triticum Species 0.000 claims 2
- 235000021307 Triticum Nutrition 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- 239000002285 corn oil Substances 0.000 claims 2
- 235000005687 corn oil Nutrition 0.000 claims 2
- 235000019784 crude fat Nutrition 0.000 claims 2
- 239000003599 detergent Substances 0.000 claims 2
- 230000032050 esterification Effects 0.000 claims 2
- 238000005886 esterification reaction Methods 0.000 claims 2
- 239000000835 fiber Substances 0.000 claims 2
- 125000005456 glyceride group Chemical group 0.000 claims 2
- 235000019421 lipase Nutrition 0.000 claims 2
- 238000007873 sieving Methods 0.000 claims 2
- 239000000758 substrate Substances 0.000 claims 2
- 235000000346 sugar Nutrition 0.000 claims 2
- 150000008163 sugars Chemical class 0.000 claims 2
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 claims 2
- 235000010469 Glycine max Nutrition 0.000 claims 1
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 claims 1
- 239000004472 Lysine Substances 0.000 claims 1
- 240000007594 Oryza sativa Species 0.000 claims 1
- 235000007164 Oryza sativa Nutrition 0.000 claims 1
- 241001520808 Panicum virgatum Species 0.000 claims 1
- QOSMNYMQXIVWKY-UHFFFAOYSA-N Propyl levulinate Chemical compound CCCOC(=O)CCC(C)=O QOSMNYMQXIVWKY-UHFFFAOYSA-N 0.000 claims 1
- 241000209056 Secale Species 0.000 claims 1
- 235000007238 Secale cereale Nutrition 0.000 claims 1
- 240000006394 Sorghum bicolor Species 0.000 claims 1
- 235000011684 Sorghum saccharatum Nutrition 0.000 claims 1
- 239000003377 acid catalyst Substances 0.000 claims 1
- 230000002378 acidificating effect Effects 0.000 claims 1
- 235000013339 cereals Nutrition 0.000 claims 1
- 239000003086 colorant Substances 0.000 claims 1
- 230000003247 decreasing effect Effects 0.000 claims 1
- 230000007071 enzymatic hydrolysis Effects 0.000 claims 1
- 238000006047 enzymatic hydrolysis reaction Methods 0.000 claims 1
- 238000006911 enzymatic reaction Methods 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 235000019387 fatty acid methyl ester Nutrition 0.000 claims 1
- 239000000796 flavoring agent Substances 0.000 claims 1
- 235000019634 flavors Nutrition 0.000 claims 1
- 238000005188 flotation Methods 0.000 claims 1
- 230000005484 gravity Effects 0.000 claims 1
- 238000000227 grinding Methods 0.000 claims 1
- 238000011065 in-situ storage Methods 0.000 claims 1
- 239000004615 ingredient Substances 0.000 claims 1
- 229910052500 inorganic mineral Inorganic materials 0.000 claims 1
- 239000012978 lignocellulosic material Substances 0.000 claims 1
- 239000007788 liquid Substances 0.000 claims 1
- 239000000463 material Substances 0.000 claims 1
- 239000011707 mineral Substances 0.000 claims 1
- 235000010755 mineral Nutrition 0.000 claims 1
- 150000007522 mineralic acids Chemical class 0.000 claims 1
- 230000007935 neutral effect Effects 0.000 claims 1
- 150000007524 organic acids Chemical class 0.000 claims 1
- 239000010893 paper waste Substances 0.000 claims 1
- 239000003208 petroleum Substances 0.000 claims 1
- 239000003209 petroleum derivative Substances 0.000 claims 1
- 238000005191 phase separation Methods 0.000 claims 1
- 239000010908 plant waste Substances 0.000 claims 1
- 238000011085 pressure filtration Methods 0.000 claims 1
- 238000011084 recovery Methods 0.000 claims 1
- 238000004064 recycling Methods 0.000 claims 1
- 235000009566 rice Nutrition 0.000 claims 1
- 239000010907 stover Substances 0.000 claims 1
- 238000003828 vacuum filtration Methods 0.000 claims 1
- 239000011782 vitamin Substances 0.000 claims 1
- 229940088594 vitamin Drugs 0.000 claims 1
- 229930003231 vitamin Natural products 0.000 claims 1
- 235000013343 vitamin Nutrition 0.000 claims 1
- 238000005406 washing Methods 0.000 claims 1
Applications Claiming Priority (17)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US35629010P | 2010-06-18 | 2010-06-18 | |
| US61/356,290 | 2010-06-18 | ||
| US36844410P | 2010-07-28 | 2010-07-28 | |
| US36842910P | 2010-07-28 | 2010-07-28 | |
| US36845110P | 2010-07-28 | 2010-07-28 | |
| US36843610P | 2010-07-28 | 2010-07-28 | |
| US61/368,429 | 2010-07-28 | ||
| US61/368,451 | 2010-07-28 | ||
| US61/368,444 | 2010-07-28 | ||
| US61/368,436 | 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 | ||
| PCT/US2011/040856 WO2011159998A2 (en) | 2010-06-18 | 2011-06-17 | Production of alcohol esters and in situ product removal during alcohol fermentation |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2013535956A JP2013535956A (ja) | 2013-09-19 |
| JP2013535956A5 true JP2013535956A5 (https=) | 2014-07-31 |
Family
ID=45348555
Family Applications (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013515540A Abandoned JP2013533742A (ja) | 2010-06-18 | 2011-06-17 | 抽出発酵におけるアルコール除去のための、油に由来する抽出溶媒 |
| JP2013515543A Abandoned JP2013535956A (ja) | 2010-06-18 | 2011-06-17 | アルコール発酵の際のアルコールエステルの生成および原位置生成物除去 |
| JP2013515530A Abandoned JP2013531992A (ja) | 2010-06-18 | 2011-06-17 | アルコール生産性を向上するための脂肪酸の補充 |
| JP2013515550A Pending JP2013528400A (ja) | 2010-06-18 | 2011-06-17 | ブタノールの生成における抽出発酵の前に非溶解固体を除去するための方法およびシステム |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013515540A Abandoned JP2013533742A (ja) | 2010-06-18 | 2011-06-17 | 抽出発酵におけるアルコール除去のための、油に由来する抽出溶媒 |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013515530A Abandoned JP2013531992A (ja) | 2010-06-18 | 2011-06-17 | アルコール生産性を向上するための脂肪酸の補充 |
| JP2013515550A Pending JP2013528400A (ja) | 2010-06-18 | 2011-06-17 | ブタノールの生成における抽出発酵の前に非溶解固体を除去するための方法およびシステム |
Country Status (14)
| Country | Link |
|---|---|
| EP (4) | EP2582823A1 (https=) |
| JP (4) | JP2013533742A (https=) |
| KR (4) | KR20130087014A (https=) |
| CN (4) | CN103476936A (https=) |
| AR (1) | AR083153A1 (https=) |
| AU (4) | AU2011268244A1 (https=) |
| BR (3) | BR112012032352A2 (https=) |
| CA (4) | CA2800542A1 (https=) |
| MX (4) | MX2012014683A (https=) |
| NZ (3) | NZ603036A (https=) |
| PH (1) | PH12012502488A1 (https=) |
| RU (1) | RU2013102308A (https=) |
| WO (4) | WO2011159991A1 (https=) |
| ZA (3) | ZA201208372B (https=) |
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|---|---|---|---|---|
| US9206448B2 (en) * | 2010-06-18 | 2015-12-08 | Butamax 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 |
| EP2689006A4 (en) * | 2011-03-23 | 2014-10-01 | Butamax Tm Advanced Biofuels | IN-SITU EXPRESSION OF LIPASE FOR THE ENZYMATIC PREPARATION OF ALCOHOLIC STARTS DURING A 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 |
| WO2012129555A2 (en) | 2011-03-24 | 2012-09-27 | Butamax (Tm) Advanced Biofuels Llc | Host cells and methods for production of isobutanol |
| EP2721163B1 (en) | 2011-06-17 | 2016-12-21 | Butamax Advanced Biofuels LLC | Co-products from biofuel production processes and methods of making |
| 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 |
| WO2013160352A1 (en) | 2012-04-25 | 2013-10-31 | Purac Biochem Bv | Fermentation process |
| US9732362B2 (en) | 2012-05-04 | 2017-08-15 | Butamax Advanced Biofuels Llc | Processes and systems for alcohol production and recovery |
| JP6226286B2 (ja) * | 2012-06-21 | 2017-11-08 | 月島機械株式会社 | バイオマスの処理装置および処理方法 |
| WO2014007622A1 (en) * | 2012-07-04 | 2014-01-09 | Coöperatie Avebe U.A. | Lipase in short-chain esterification of fatty acids |
| BR112015001433A2 (pt) * | 2012-07-23 | 2018-08-28 | Butamax Advanced Biofuels Llc | método e sistema para a produção de um produto de fermentação. |
| US20140024064A1 (en) * | 2012-07-23 | 2014-01-23 | Butamax(Tm) Advanced Biofuels Llc | Processes and systems for the production of fermentative alcohols |
| WO2014043288A1 (en) | 2012-09-12 | 2014-03-20 | Butamax Advanced Biofuels Llc | Processes and systems for the production of fermentation products |
| CA2887574A1 (en) * | 2012-10-11 | 2014-04-17 | Butamax Advanced Biofuels Llc | Processes and systems for the production of fermentation products |
| KR102363796B1 (ko) | 2013-03-07 | 2022-02-16 | 게노마티카 인코포레이티드 | 재조합 숙주 세포에 의해 생성된 지방알코올 조성물들의 하류 공정 |
| WO2014159309A1 (en) | 2013-03-12 | 2014-10-02 | Butamax Advanced Biofuels Llc | Processes and systems for the production of alcohols |
| US9156760B2 (en) * | 2013-03-15 | 2015-10-13 | Butamax Advanced Biofuels Llc | Method for production of butanol using extractive fermentation |
| JP2015037389A (ja) * | 2013-08-19 | 2015-02-26 | 独立行政法人産業技術総合研究所 | 脂質分解酵素及び非イオン性界面活性剤添加によるリグノセルロース系バイオマスからの酵素糖化反応および同時糖化発酵の改善方法 |
| RU2555537C2 (ru) * | 2013-10-14 | 2015-07-10 | Федеральное государственное автономное образовательное учреждение высшего образования "Национальный исследовательский Томский государственный университет" | Способ очистки гидролизатов лигноцеллюлозного сырья от ингибиторов ацетонобутилового брожения |
| WO2015103002A1 (en) * | 2013-12-31 | 2015-07-09 | Butamax Advanced Biofuels Llc | Isobutanol tolerance in yeast with an altered lipid profile |
| KR101485905B1 (ko) * | 2014-10-06 | 2015-01-26 | 김준호 | 이산화탄소 감소효과를 갖는 지방산효소에너지 조성물 및 이의 제조방법 |
| WO2018015415A1 (en) | 2016-07-22 | 2018-01-25 | Vito Nv (Vlaamse Instelling Voor Technologisch Onderzoek Nv) | Method and apparatus for producing solvents by fermentation |
| CN108265088A (zh) * | 2017-01-03 | 2018-07-10 | 北京化工大学 | 一种利用脂肪酶催化醇类发酵产物制备酯类化合物的方法 |
| CN110312558B (zh) * | 2017-03-20 | 2021-10-15 | 朗泽科技有限公司 | 用于产物回收和细胞再循环的方法和系统 |
| EP3450564A1 (en) | 2017-09-05 | 2019-03-06 | Vito NV | Method of producing organic solvents in a bioreactor |
| WO2019048438A1 (en) | 2017-09-05 | 2019-03-14 | Vito Nv | IN SITU PRODUCT RECOVERY METHOD AND APPARATUS |
| CN108315359B (zh) * | 2018-03-23 | 2021-07-27 | 安玉民 | 利用马铃薯秸秆制取酒精和调配饲料的方法 |
| CN110645725A (zh) * | 2019-09-29 | 2020-01-03 | 广东利人酒业有限公司 | 一种低温冷冻过滤系统 |
| CN116508784B (zh) * | 2023-05-11 | 2024-01-19 | 南京工业大学 | 棕榈酸在提高施氏假单胞菌在促进植物生长和减少农田土壤氧化亚氮排放中的应用 |
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2011
- 2011-06-17 JP JP2013515540A patent/JP2013533742A/ja not_active Abandoned
- 2011-06-17 EP EP11727615.4A patent/EP2582823A1/en not_active Withdrawn
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- 2011-06-17 CN CN2011800396963A patent/CN103476936A/zh active Pending
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- 2011-06-17 EP EP11727619.6A patent/EP2582826A2/en not_active Withdrawn
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