FI118012B - Menetelmä etanolin valmistamiseksi - Google Patents

Menetelmä etanolin valmistamiseksi Download PDF

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Publication number
FI118012B
FI118012B FI20040775A FI20040775A FI118012B FI 118012 B FI118012 B FI 118012B FI 20040775 A FI20040775 A FI 20040775A FI 20040775 A FI20040775 A FI 20040775A FI 118012 B FI118012 B FI 118012B
Authority
FI
Finland
Prior art keywords
hydrolysis
fermentation
ethanol
activities
process according
Prior art date
Application number
FI20040775A
Other languages
English (en)
Finnish (fi)
Swedish (sv)
Other versions
FI20040775A (fi
FI20040775A0 (fi
Inventor
Liisa Viikari
Merja Penttilae
Matti Siika-Aho
Jaana Uusitalo
Original Assignee
Valtion Teknillinen
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
Application filed by Valtion Teknillinen filed Critical Valtion Teknillinen
Publication of FI20040775A0 publication Critical patent/FI20040775A0/fi
Priority to FI20040775A priority Critical patent/FI118012B/fi
Priority to JP2007513983A priority patent/JP4804457B2/ja
Priority to CA2567824A priority patent/CA2567824C/en
Priority to PL05748648T priority patent/PL1751296T3/pl
Priority to DK05748648T priority patent/DK1751296T3/da
Priority to US11/628,341 priority patent/US7754456B2/en
Priority to PCT/FI2005/000261 priority patent/WO2005118828A1/en
Priority to AT05748648T priority patent/ATE430204T1/de
Priority to ES05748648T priority patent/ES2326485T3/es
Priority to DE602005014228T priority patent/DE602005014228D1/de
Priority to EP05748648A priority patent/EP1751296B1/de
Publication of FI20040775A publication Critical patent/FI20040775A/fi
Application granted granted Critical
Publication of FI118012B publication Critical patent/FI118012B/fi

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Classifications

    • 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
    • C12P7/08—Ethanol, i.e. non-beverage produced as by-product or from waste or cellulosic material substrate
    • C12P7/10—Ethanol, i.e. non-beverage produced as by-product or from waste or cellulosic material substrate substrate containing cellulosic material
    • 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
FI20040775A 2004-06-04 2004-06-04 Menetelmä etanolin valmistamiseksi FI118012B (fi)

Priority Applications (11)

Application Number Priority Date Filing Date Title
FI20040775A FI118012B (fi) 2004-06-04 2004-06-04 Menetelmä etanolin valmistamiseksi
PCT/FI2005/000261 WO2005118828A1 (en) 2004-06-04 2005-06-06 Process for producing ethanol
CA2567824A CA2567824C (en) 2004-06-04 2005-06-06 Process for producing ethanol
PL05748648T PL1751296T3 (pl) 2004-06-04 2005-06-06 Sposób wytwarzania etanolu
DK05748648T DK1751296T3 (da) 2004-06-04 2005-06-06 Fremgangsmåde til fremstilling af ethanol
US11/628,341 US7754456B2 (en) 2004-06-04 2005-06-06 Process for producing ethanol
JP2007513983A JP4804457B2 (ja) 2004-06-04 2005-06-06 エタノールの製造方法
AT05748648T ATE430204T1 (de) 2004-06-04 2005-06-06 Verfahren zur herstellung von ethanol
ES05748648T ES2326485T3 (es) 2004-06-04 2005-06-06 Procedimiento para producir etanol.
DE602005014228T DE602005014228D1 (de) 2004-06-04 2005-06-06 Verfahren zur herstellung von ethanol
EP05748648A EP1751296B1 (de) 2004-06-04 2005-06-06 Verfahren zur herstellung von ethanol

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FI20040775A FI118012B (fi) 2004-06-04 2004-06-04 Menetelmä etanolin valmistamiseksi
FI20040775 2004-06-04

Publications (3)

Publication Number Publication Date
FI20040775A0 FI20040775A0 (fi) 2004-06-04
FI20040775A FI20040775A (fi) 2005-12-05
FI118012B true FI118012B (fi) 2007-05-31

Family

ID=32524455

Family Applications (1)

Application Number Title Priority Date Filing Date
FI20040775A FI118012B (fi) 2004-06-04 2004-06-04 Menetelmä etanolin valmistamiseksi

Country Status (11)

Country Link
US (1) US7754456B2 (de)
EP (1) EP1751296B1 (de)
JP (1) JP4804457B2 (de)
AT (1) ATE430204T1 (de)
CA (1) CA2567824C (de)
DE (1) DE602005014228D1 (de)
DK (1) DK1751296T3 (de)
ES (1) ES2326485T3 (de)
FI (1) FI118012B (de)
PL (1) PL1751296T3 (de)
WO (1) WO2005118828A1 (de)

Families Citing this family (97)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AP2701A (en) 2004-11-29 2013-07-23 Elsam Engineering As Enzymatic hydrolysis of biomasses having a high dry matter (DM) content
US7708214B2 (en) 2005-08-24 2010-05-04 Xyleco, Inc. Fibrous materials and composites
US20150328347A1 (en) 2005-03-24 2015-11-19 Xyleco, Inc. Fibrous materials and composites
WO2007053600A2 (en) 2005-10-31 2007-05-10 The Trustees Of Dartmouth College Thermophilic organisms for conversion of lignocellulosic biomass to ethanol
FI120045B (fi) 2005-12-22 2009-06-15 Roal Oy Selluloosamateriaalin käsittely ja siinä käyttökelpoiset entsyymit
US7682811B2 (en) * 2006-01-27 2010-03-23 University Of Massachusetts Systems and methods for producing biofuels and related materials
CN100365099C (zh) * 2006-02-27 2008-01-30 淮北市辉克药业有限公司 全新的生物质生产液体燃料技术
EP2029762A4 (de) * 2006-06-22 2010-04-28 Iogen Energy Corp Enzymzusammensetzungen zur verbesserten enzymatischen hydrolyse von cellulose und verwendungsverfahren dafür
EP2029761A4 (de) * 2006-06-22 2010-04-28 Iogen Energy Corp Enzymzusammensetzungen und -verfahren zur verbesserten enzymatischen hydrolyse von cellulose
JP2008054676A (ja) * 2006-08-04 2008-03-13 National Institute Of Advanced Industrial & Technology バイオマスからのエタノールの製造方法
US8323923B1 (en) 2006-10-13 2012-12-04 Sweetwater Energy, Inc. Method and system for producing ethanol
US9499635B2 (en) 2006-10-13 2016-11-22 Sweetwater Energy, Inc. Integrated wood processing and sugar production
CN100562579C (zh) * 2006-11-07 2009-11-25 中国科学院过程工程研究所 通过调控发酵过程中的温度进行汽爆秸秆发酵产氢的方法
MY142233A (en) * 2006-11-24 2010-11-15 Valtion Teknillinen Process for producing ethanol
WO2008095033A2 (en) * 2007-01-30 2008-08-07 Verenium Corporation Enzymes for the treatment of lignocellulosics, nucleic acids encoding them and methods for making and using them
AU2008213907B2 (en) 2007-02-07 2011-05-19 Queensland University Of Technology Fractionation of a lignocellulosic material
US20100285534A1 (en) * 2007-04-19 2010-11-11 Mascoma Corporation Combined thermochemical pretreatment and refining of lignocellulosic biomass
JP5731194B2 (ja) * 2007-06-27 2015-06-10 ノボザイムス アクティーゼルスカブ 発酵製品を生産するための方法
JP2009022165A (ja) * 2007-07-17 2009-02-05 Akita Prefecture エタノール製造方法
CA2694245C (en) * 2007-07-25 2014-08-26 Haarslev A/S A method and a system for the pretreatment of lignocellulosic material
JP2012504935A (ja) * 2007-10-09 2012-03-01 スノプタ、バイオプロセス、インコーポレイテッド リグノセルロース材料を処理するための２段階酵素加水分解法
US20090098618A1 (en) * 2007-10-10 2009-04-16 Murray Burke Treatment of lignocellulosic materials utilizing disc refining and enzymatic hydrolysis
US7514247B2 (en) * 2007-11-03 2009-04-07 Wise Landfill Recycling Mining, Inc. Systems and processes for cellulosic ethanol production
US7662617B2 (en) * 2007-11-03 2010-02-16 Rush Stephen L Systems and processes for cellulosic ethanol production
US20090117633A1 (en) * 2007-11-05 2009-05-07 Energy Enzymes Inc. Process of Producing Ethanol Using Starch with Enzymes Generated Through Solid State Culture
EP2227551A2 (de) * 2007-12-21 2010-09-15 Inbicon A/S Nichtsterile fermentierung von bioethanol
JP5424190B2 (ja) * 2008-02-10 2014-02-26 国立大学法人 宮崎大学 光触媒を使ったバイオマス由来の燃料および／または燃料前駆体の製造方法
WO2009124321A1 (en) * 2008-04-04 2009-10-08 University Of Massachusetts Methods and compositions for improving the production of fuels in microorganisms
EP2285971B1 (de) 2008-05-07 2016-04-13 Novozymes A/S Fermentation eines lignocellulosehaltigen materials
WO2009152362A2 (en) * 2008-06-11 2009-12-17 University Of Massachusetts Methods and compositions for regulating sporulation
US20100151547A1 (en) * 2008-06-12 2010-06-17 Daniel Platz System and Apparatus for Increasing Ethanol Production Efficiency
BRPI0802153B1 (pt) * 2008-06-23 2016-07-05 Ctc Ct De Tecnologia Canavieira S A processo fermentativo copreendendo etapa de pré-tratamento, hidrólise enzimática e produto fermentado utilizando biomassa vegetal lignocelulósica
CA2731771A1 (en) * 2008-07-23 2010-01-28 Novozymes A/S Methods for producing charcoal and uses thereof
US20100028966A1 (en) * 2008-07-28 2010-02-04 Jeffrey Blanchard Methods and Compositions for Improving The production Of Products In Microorganisms
EP2313513A4 (de) * 2008-07-28 2012-01-11 Univ Massachusetts Verfahren und zusammensetzung zur verbesserten herstellung von produkten in mikroorganismen
US8287651B2 (en) * 2008-09-17 2012-10-16 Greenfield Ethanol Inc. Cellulose pretreatment process
BRPI0919771A2 (pt) * 2008-10-17 2015-08-18 Mascoma Corp Produção de lignina pura a partir de biomassa ligno celulósica
US20120036768A1 (en) * 2008-11-21 2012-02-16 Richard Phillips High consistency enzymatic hydrolysis for the production of ethanol
US20110314726A1 (en) * 2008-11-21 2011-12-29 Hasan Jameel Production of ethanol from lignocellulosic biomass using green liquor pretreatment
US8529765B2 (en) 2008-12-09 2013-09-10 Sweetwater Energy, Inc. Ensiling biomass for biofuels production and multiple phase apparatus for hydrolyzation of ensiled biomass
IT1394398B1 (it) 2008-12-18 2012-06-15 Eni Spa Procedimento per la produzione di zuccheri da biomassa
EP2387644B1 (de) * 2009-01-16 2018-01-03 Greenfield Ethanol Inc. Entfernung von hemmenden verbindungen bei der vorbehandlung von lignozellulosischer biomasse
EP2896700B1 (de) 2009-03-03 2017-08-02 POET Research, Inc. Fermentationssystem zur Herstellung von Ethanol aus Xylose
US20100086981A1 (en) * 2009-06-29 2010-04-08 Qteros, Inc. Compositions and methods for improved saccharification of biomass
IT1394721B1 (it) 2009-06-10 2012-07-13 Polimeri Europa Spa Processo per l'alchilazione di benzene con etanolo o miscele di etanolo ed etilene
FI20095691A0 (fi) * 2009-06-18 2009-06-18 Valtion Teknillinen Menetelmä jätepohjaisten liikennepolttoaineiden ja lisäarvotuotteiden valmistamiseksi
US8728320B2 (en) * 2009-06-25 2014-05-20 Bp Corporation North America Inc. Lignin sorbent, lignin removal unit, biorefinery, process for removing lignin, process for binding lignin and renewable material
JP2011045258A (ja) * 2009-08-25 2011-03-10 Yukiguni Maitake Co Ltd リグノセルロース原料の流動化法
US20110183389A1 (en) * 2009-10-26 2011-07-28 Van Walsum G Peter Production of lactic acid from hemicellulose extracts
WO2011081658A2 (en) * 2009-12-15 2011-07-07 Qteros, Inc. Methods and compositions for producing chemical products from c. phytofermentants
US20120270277A1 (en) * 2009-12-21 2012-10-25 Coftco Corporation Biomass Hydrolysis Process
CN102803498B (zh) * 2009-12-21 2015-05-06 诺维信公司 生物质水解工艺
IT1397885B1 (it) 2009-12-23 2013-02-04 Polimeri Europa Spa Processo per preparare etilbenzene.
IT1397886B1 (it) 2009-12-23 2013-02-04 Eni Spa Procedimento per la produzione di componenti di carburanti per autotrazione.
GB2478791A (en) * 2010-03-19 2011-09-21 Qteros Inc Ethanol production by genetically-modified bacteria
US9034620B2 (en) 2010-03-19 2015-05-19 Poet Research, Inc. System for the treatment of biomass to facilitate the production of ethanol
EP2547778B1 (de) * 2010-03-19 2019-09-04 POET Research, Inc. System zur behandlung von biomasse
WO2011142290A1 (ja) * 2010-05-12 2011-11-17 本田技研工業株式会社 リグノセルロース系バイオマスの処理方法
US8709770B2 (en) 2010-08-31 2014-04-29 Iogen Energy Corporation Process for improving the hydrolysis of cellulose in high consistency systems using one or more unmixed and mixed hydrolysis reactors
BR112013010659A8 (pt) 2010-11-01 2017-12-26 Reac Fuel Ab Processo para uma conversão controlada de uma matéria-prima da biomassa
HUE028141T2 (en) 2010-11-21 2016-12-28 Andritz Inc Method and apparatus for mixing lignocellulose-containing material with enzymes
WO2012099967A1 (en) 2011-01-18 2012-07-26 Poet, Llc Systems and methods for hydrolysis of biomass
US8835141B2 (en) 2011-06-09 2014-09-16 The United States Of America As Represented By The Secretary Of Agriculture Methods for integrated conversion of lignocellulosic material to sugars or biofuels and nano-cellulose
EP2729585A4 (de) 2011-07-07 2015-03-18 Poet Res Inc Systeme und verfahren für säurerecycling
CN103764851B (zh) 2011-07-15 2017-03-08 格林菲尔德专业醇类公司 针对在发酵之前改进c5/c6糖释放而对生物质进行的调节
WO2013046622A1 (ja) * 2011-09-30 2013-04-04 川崎重工業株式会社 セルロース系バイオマスを原料とするエタノール製造方法
MX2014005486A (es) 2011-11-08 2015-03-19 Reac Fuel Ab Licuacion de biomasa a ph bajo.
US8765430B2 (en) 2012-02-10 2014-07-01 Sweetwater Energy, Inc. Enhancing fermentation of starch- and sugar-based feedstocks
US8563277B1 (en) 2012-04-13 2013-10-22 Sweetwater Energy, Inc. Methods and systems for saccharification of biomass
BR112014025714A8 (pt) * 2012-04-30 2018-02-06 Renmatix Inc Processo que envolve a liquefação de uma calda de biomassa por meio de tratamento em água comprimida quente (hcw)
ITMI20121343A1 (it) 2012-07-31 2014-02-01 Eni Spa Composizioni utili come carburanti comprendenti derivati della glicerina
JP2014083003A (ja) * 2012-10-24 2014-05-12 National Institute Of Advanced Industrial & Technology 酵素阻害物質を除去する工程を経由する糖の製造方法
ITMI20122006A1 (it) 2012-11-26 2014-05-27 Eni Spa Composizioni utili come carburanti comprendenti composti ossigenati idrofobici
BR102012031841A2 (pt) * 2012-12-13 2014-09-23 Braerg Grupo Brasileiro De Pesquisas Especializadas Ltda Processo de obtenção de biocombustível a partir de biomassa lignocelulósica e/ou amilácea
JP6307789B2 (ja) * 2013-01-07 2018-04-11 東レ株式会社 糖液の製造装置及び糖液の製造方法
WO2014108454A1 (en) 2013-01-11 2014-07-17 Dsm Ip Assets B.V. Process for enzymatic hydrolysis of lignocellulosic material
US9809867B2 (en) 2013-03-15 2017-11-07 Sweetwater Energy, Inc. Carbon purification of concentrated sugar streams derived from pretreated biomass
US9617574B2 (en) 2013-03-15 2017-04-11 Auburn University Efficient process for producing saccharides and ethanol from a biomass feedstock
EP3132045A1 (de) 2014-04-17 2017-02-22 Shell Internationale Research Maatschappij B.V. Verfahren zur herstellung von gärungsprodukten
LT3230463T (lt) 2014-12-09 2022-09-12 Sweetwater Energy, Inc. Greitas apdorojimas
CA2876672C (en) 2014-12-23 2023-03-28 Iogen Energy Corporation Plug flow hydrolysis reactor and process of using same
US11008598B2 (en) 2015-03-16 2021-05-18 Iogen Corporation Process comprising acid pretreatment and enzymatic hydrolysis
US10995314B2 (en) 2015-03-16 2021-05-04 Iogen Corporation Sulfur dioxide and/or sulfurous acid pretreatment with sulfur dioxide recovery
US10513714B2 (en) 2015-03-16 2019-12-24 Iogen Corporation Lignocellulosic conversion process comprising sulfur dioxide and/or sulfurous acid pretreatment
WO2016169892A1 (en) 2015-04-20 2016-10-27 Dsm Ip Assets B.V. Process for enzymatic hydrolysis of lignocellulosic material and fermentation of sugars
CN107916279A (zh) * 2016-10-11 2018-04-17 中国科学院大连化学物理研究所 一种木质纤维素水解液的原位脱毒发酵法
WO2018151833A1 (en) 2017-02-16 2018-08-23 Sweetwater Energy, Inc. High pressure zone formation for pretreatment
US11345935B2 (en) 2017-11-09 2022-05-31 Iogen Corporation Low temperature pretreatment with sulfur dioxide
WO2019090413A1 (en) 2017-11-09 2019-05-16 Iogen Corporation Low temperature sulfur dioxide pretreatment
EP3530743A1 (de) 2018-02-21 2019-08-28 Cambridge Glycoscience Ltd Verfahren zur herstellung
CA3094413A1 (en) 2018-04-06 2019-10-10 Iogen Corporation Pretreatment with lignosulfonic acid
AU2019321182A1 (en) 2018-08-15 2021-03-11 Cambridge Glycoscience Ltd. Novel compositions, their use, and methods for their formation
CN114727642A (zh) 2019-08-16 2022-07-08 剑桥糖质科学有限公司 处理生物质以生产寡糖的方法和相关组合物
WO2021116437A2 (en) 2019-12-12 2021-06-17 Cambridge Glycoscience Ltd Low sugar multiphase foodstuffs
US11692000B2 (en) 2019-12-22 2023-07-04 Apalta Patents OÜ Methods of making specialized lignin and lignin products from biomass
CN112522328A (zh) * 2020-12-14 2021-03-19 山西中环百纳环境科技研究院有限公司 一种利用可降解废弃物制造乙醇的方法
EP4012015A1 (de) * 2020-12-14 2022-06-15 Sekab E-Technology AB Verfahren und system zur steuerung eines mikrobiellen fermentationsverfahrens

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7109005B2 (en) * 1990-01-15 2006-09-19 Danisco Sweeteners Oy Process for the simultaneous production of xylitol and ethanol
US5916780A (en) * 1997-06-09 1999-06-29 Iogen Corporation Pretreatment process for conversion of cellulose to fuel ethanol

Also Published As

Publication number Publication date
WO2005118828A1 (en) 2005-12-15
PL1751296T3 (pl) 2009-10-30
ATE430204T1 (de) 2009-05-15
EP1751296A4 (de) 2008-07-02
JP4804457B2 (ja) 2011-11-02
JP2008501330A (ja) 2008-01-24
CA2567824C (en) 2013-08-06
US7754456B2 (en) 2010-07-13
FI20040775A (fi) 2005-12-05
CA2567824A1 (en) 2005-12-15
EP1751296A1 (de) 2007-02-14
ES2326485T3 (es) 2009-10-13
EP1751296B1 (de) 2009-04-29
DK1751296T3 (da) 2009-08-24
DE602005014228D1 (de) 2009-06-10
US20080044877A1 (en) 2008-02-21
FI20040775A0 (fi) 2004-06-04

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