JP2015536926A - リグニンを有用化合物に変換する連続法 - Google Patents
リグニンを有用化合物に変換する連続法 Download PDFInfo
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- JP2015536926A JP2015536926A JP2015538342A JP2015538342A JP2015536926A JP 2015536926 A JP2015536926 A JP 2015536926A JP 2015538342 A JP2015538342 A JP 2015538342A JP 2015538342 A JP2015538342 A JP 2015538342A JP 2015536926 A JP2015536926 A JP 2015536926A
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- lignin
- reactor
- catalyst
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- conversion
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- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G3/00—Production of liquid hydrocarbon mixtures from oxygen-containing organic materials, e.g. fatty oils, fatty acids
- C10G3/42—Catalytic treatment
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08H—DERIVATIVES OF NATURAL MACROMOLECULAR COMPOUNDS
- C08H6/00—Macromolecular compounds derived from lignin, e.g. tannins, humic acids
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G3/00—Production of liquid hydrocarbon mixtures from oxygen-containing organic materials, e.g. fatty oils, fatty acids
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- C10G3/44—Catalytic treatment characterised by the catalyst used
- C10G3/45—Catalytic treatment characterised by the catalyst used containing iron group metals or compounds thereof
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G3/00—Production of liquid hydrocarbon mixtures from oxygen-containing organic materials, e.g. fatty oils, fatty acids
- C10G3/42—Catalytic treatment
- C10G3/44—Catalytic treatment characterised by the catalyst used
- C10G3/47—Catalytic treatment characterised by the catalyst used containing platinum group metals or compounds thereof
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G3/00—Production of liquid hydrocarbon mixtures from oxygen-containing organic materials, e.g. fatty oils, fatty acids
- C10G3/50—Production of liquid hydrocarbon mixtures from oxygen-containing organic materials, e.g. fatty oils, fatty acids in the presence of hydrogen, hydrogen donors or hydrogen generating compounds
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G3/00—Production of liquid hydrocarbon mixtures from oxygen-containing organic materials, e.g. fatty oils, fatty acids
- C10G3/50—Production of liquid hydrocarbon mixtures from oxygen-containing organic materials, e.g. fatty oils, fatty acids in the presence of hydrogen, hydrogen donors or hydrogen generating compounds
- C10G3/52—Hydrogen in a special composition or from a special source
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10G—CRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
- C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
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- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P30/00—Technologies relating to oil refining and petrochemical industry
- Y02P30/20—Technologies relating to oil refining and petrochemical industry using bio-feedstock
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US201261719486P | 2012-10-28 | 2012-10-28 | |
US61/719,486 | 2012-10-28 | ||
US201361751919P | 2013-01-13 | 2013-01-13 | |
US61/751,919 | 2013-01-13 | ||
US201361764611P | 2013-02-14 | 2013-02-14 | |
US61/764,611 | 2013-02-14 | ||
US201361765402P | 2013-02-15 | 2013-02-15 | |
US61/765,402 | 2013-02-15 | ||
EPPCT/EP2013/053625 | 2013-02-22 | ||
EPPCT/EP2013/053628 | 2013-02-22 | ||
PCT/US2013/027393 WO2013142006A2 (fr) | 2012-02-24 | 2013-02-22 | Procédé en continu de conversion de la lignine en composés utiles |
PCT/EP2013/053626 WO2013124457A2 (fr) | 2012-02-24 | 2013-02-22 | Procédé continu de conversion de lignine en composés utiles |
USPCT/US2013/027393 | 2013-02-22 | ||
PCT/EP2013/053630 WO2013124460A2 (fr) | 2012-02-24 | 2013-02-22 | Procédé continu de conversion de lignine en composés utiles |
EPPCT/EP2013/053630 | 2013-02-22 | ||
PCT/EP2013/053629 WO2013124459A2 (fr) | 2012-02-24 | 2013-02-22 | Procédé continu de conversion de lignine en composés utiles |
EPPCT/EP2013/053626 | 2013-02-22 | ||
EPPCT/EP2013/053631 | 2013-02-22 | ||
PCT/EP2013/053625 WO2013124456A2 (fr) | 2012-02-24 | 2013-02-22 | Procédé continu destiné à la conversion de lignine en composés utiles |
EPPCT/EP2013/053629 | 2013-02-22 | ||
PCT/EP2013/053628 WO2013124458A2 (fr) | 2012-02-24 | 2013-02-22 | Procédé continu de conversion de lignine en composés utiles |
PCT/EP2013/053631 WO2013124461A2 (fr) | 2012-02-24 | 2013-02-22 | Procédé continu destiné à la conversion de lignine en composés utiles |
US13/775,229 US20130225853A1 (en) | 2012-02-24 | 2013-02-24 | Continuous process for conversion of lignin to useful compounds |
US13/775,239 | 2013-02-24 | ||
US13/775,230 US9139501B2 (en) | 2012-02-24 | 2013-02-24 | Continuous process for conversion of lignin to useful compounds |
US13/775,242 | 2013-02-24 | ||
US13/775,241 US20130225856A1 (en) | 2012-02-24 | 2013-02-24 | Continuous process for conversion of lignin to useful compounds |
US13/775,238 US9035117B2 (en) | 2012-02-24 | 2013-02-24 | Continuous process for conversion of lignin to useful compounds |
US13/775,241 | 2013-02-24 | ||
US13/775,238 | 2013-02-24 | ||
US13/775,229 | 2013-02-24 | ||
US13/775,239 US9732021B2 (en) | 2012-02-24 | 2013-02-24 | Continuous process for conversion of lignin to useful compounds |
US13/775,242 US9340476B2 (en) | 2012-02-24 | 2013-02-24 | Continuous process for conversion of lignin to useful compounds |
US13/775,230 | 2013-02-24 | ||
US13/775,240 | 2013-02-24 | ||
US13/775,240 US9162951B2 (en) | 2012-02-24 | 2013-02-24 | Continuous process for conversion of lignin to useful compounds |
US201361837262P | 2013-06-20 | 2013-06-20 | |
US61/837,262 | 2013-06-20 | ||
US201361866734P | 2013-08-16 | 2013-08-16 | |
US61/866,734 | 2013-08-16 | ||
PCT/EP2013/067734 WO2014063852A1 (fr) | 2012-10-28 | 2013-08-27 | Procédé continu de conversion de lignine en composés utiles |
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CA (1) | CA2889702A1 (fr) |
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KR20190111264A (ko) * | 2018-03-22 | 2019-10-02 | 한국과학기술연구원 | 바이오매스를 이용한 고리형 및/또는 방향족 화합물의 제조방법 |
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WO2016150965A1 (fr) * | 2015-03-24 | 2016-09-29 | Studiengesellschaft Kohle Mbh | Procédé de préparation de produit à base d'huile à partir de tourbe, de fibre de coco ou de substances de type tourbe |
LT3371279T (lt) * | 2015-11-04 | 2020-02-25 | Sca Forest Products Ab | Angliavandenilių produkto iš lignino alyvos gamybos procesas |
BR112020005204A2 (pt) | 2017-09-18 | 2020-09-15 | Technische Universiteit Eindhoven | método para obter uma lignina estável: composição de solvente orgânico polar por meio de modificações solvolíticas suaves |
CN110218335B (zh) * | 2019-05-22 | 2022-03-04 | 广东工业大学 | 一种利用三元深度共熔溶剂提取木质素的方法 |
CN116375986B (zh) * | 2023-02-24 | 2024-04-02 | 广西科学院 | 一种全木质纤维素基聚酯及其制备方法 |
Citations (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA700210A (en) * | 1964-12-22 | Oshima Motoyoshi | Method for liquefying lignin | |
JPS49134637A (fr) * | 1973-05-08 | 1974-12-25 | ||
JPH0641026A (ja) * | 1992-03-21 | 1994-02-15 | Hoechst Ag | 3,5−ジフルオロアニリンの製造方法 |
US5959167A (en) * | 1997-08-25 | 1999-09-28 | The University Of Utah Research Foundation | Process for conversion of lignin to reformulated hydrocarbon gasoline |
JP2005296744A (ja) * | 2004-04-08 | 2005-10-27 | Hitachi Ltd | 有機ハロゲン化合物処理システム |
JP2008037762A (ja) * | 2006-08-01 | 2008-02-21 | Tosoh Corp | (1−メチル−2,2,2−トリフルオロ)エチルアミン類およびその製造方法 |
US20080050792A1 (en) * | 2005-05-02 | 2008-02-28 | Zmierczak Wlodzimierz W | Processes for catalytic conversion of lignin to liquid bio-fuels and novel bio-fuels |
JP2009221351A (ja) * | 2008-03-17 | 2009-10-01 | Koji Mitoma | ポリフェノール系物質或いはフェノール系物質の処理方法 |
WO2011117705A2 (fr) * | 2010-03-24 | 2011-09-29 | Eni S.P.A. | Procédé pour la conversion de lignine en hydrocarbures liquides |
JP2014518215A (ja) * | 2011-06-17 | 2014-07-28 | バイオケムテックス エス・ピー・エー | リグニン変換方法 |
JP2015532929A (ja) * | 2012-10-28 | 2015-11-16 | バイオケムテック・ソチエタ・ペル・アチオニBiochemtex S.P.A. | リグニンを有用化合物に変換する改善された方法 |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1628190A (en) | 1926-05-14 | 1927-05-10 | Raney Murray | Method of producing finely-divided nickel |
US4240644A (en) | 1977-04-27 | 1980-12-23 | Gemini Seals, Inc. | Piston seal |
US8222463B2 (en) | 2011-07-28 | 2012-07-17 | Uop Llc | Process for generation of polyols from saccharide containing feedstock |
US20110312487A1 (en) | 2011-07-28 | 2011-12-22 | Uop Llc | Catalyst system for generation of polyols from saccharides |
US8222464B2 (en) | 2011-07-28 | 2012-07-17 | Uop Llc | Catalytic process for continuously generating polyols |
US8323937B2 (en) | 2011-07-28 | 2012-12-04 | Uop Llc | Continuous catalytic generation of polyols from cellulose |
US8410319B2 (en) | 2011-07-28 | 2013-04-02 | Uop Llc | Continuous catalytic generation of polyols from cellulose with recycle |
US20110312488A1 (en) | 2011-07-28 | 2011-12-22 | Uop Llc | Catalyst system for generation of polyols from saccharide containing feedstock |
US8222462B2 (en) | 2011-07-28 | 2012-07-17 | Uop Llc | Process for generation of polyols from saccharides |
US8222465B2 (en) | 2011-07-28 | 2012-07-17 | Uop Llc | Catalytic process for continuously generating polyols |
-
2013
- 2013-08-27 JP JP2015538342A patent/JP2015536926A/ja active Pending
- 2013-08-27 MX MX2015005138A patent/MX2015005138A/es unknown
- 2013-08-27 RU RU2015120268A patent/RU2015120268A/ru not_active Application Discontinuation
- 2013-08-27 WO PCT/EP2013/067734 patent/WO2014063852A1/fr active Application Filing
- 2013-08-27 CN CN201380056533.5A patent/CN105164231A/zh active Pending
- 2013-08-27 CA CA2889702A patent/CA2889702A1/fr not_active Abandoned
-
2015
- 2015-04-22 CL CL2015001027A patent/CL2015001027A1/es unknown
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Patent Citations (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA700210A (en) * | 1964-12-22 | Oshima Motoyoshi | Method for liquefying lignin | |
JPS49134637A (fr) * | 1973-05-08 | 1974-12-25 | ||
JPH0641026A (ja) * | 1992-03-21 | 1994-02-15 | Hoechst Ag | 3,5−ジフルオロアニリンの製造方法 |
US5959167A (en) * | 1997-08-25 | 1999-09-28 | The University Of Utah Research Foundation | Process for conversion of lignin to reformulated hydrocarbon gasoline |
JP2005296744A (ja) * | 2004-04-08 | 2005-10-27 | Hitachi Ltd | 有機ハロゲン化合物処理システム |
US20080050792A1 (en) * | 2005-05-02 | 2008-02-28 | Zmierczak Wlodzimierz W | Processes for catalytic conversion of lignin to liquid bio-fuels and novel bio-fuels |
JP2008037762A (ja) * | 2006-08-01 | 2008-02-21 | Tosoh Corp | (1−メチル−2,2,2−トリフルオロ)エチルアミン類およびその製造方法 |
JP2009221351A (ja) * | 2008-03-17 | 2009-10-01 | Koji Mitoma | ポリフェノール系物質或いはフェノール系物質の処理方法 |
WO2011117705A2 (fr) * | 2010-03-24 | 2011-09-29 | Eni S.P.A. | Procédé pour la conversion de lignine en hydrocarbures liquides |
JP2014518215A (ja) * | 2011-06-17 | 2014-07-28 | バイオケムテックス エス・ピー・エー | リグニン変換方法 |
JP2015532929A (ja) * | 2012-10-28 | 2015-11-16 | バイオケムテック・ソチエタ・ペル・アチオニBiochemtex S.P.A. | リグニンを有用化合物に変換する改善された方法 |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
KR20190111264A (ko) * | 2018-03-22 | 2019-10-02 | 한국과학기술연구원 | 바이오매스를 이용한 고리형 및/또는 방향족 화합물의 제조방법 |
KR102110466B1 (ko) | 2018-03-22 | 2020-05-13 | 한국과학기술연구원 | 바이오매스를 이용한 고리형 및/또는 방향족 화합물의 제조방법 |
Also Published As
Publication number | Publication date |
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MX2015005138A (es) | 2015-07-17 |
CN105164231A (zh) | 2015-12-16 |
WO2014063852A1 (fr) | 2014-05-01 |
ZA201503789B (en) | 2016-11-30 |
RU2015120268A (ru) | 2016-12-20 |
CA2889702A1 (fr) | 2014-05-01 |
CL2015001027A1 (es) | 2015-12-28 |
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