RU2006125433A - Способ разжижения лигноцеллюлозного материала - Google Patents
Способ разжижения лигноцеллюлозного материала Download PDFInfo
- Publication number
- RU2006125433A RU2006125433A RU2006125433/04A RU2006125433A RU2006125433A RU 2006125433 A RU2006125433 A RU 2006125433A RU 2006125433/04 A RU2006125433/04 A RU 2006125433/04A RU 2006125433 A RU2006125433 A RU 2006125433A RU 2006125433 A RU2006125433 A RU 2006125433A
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- RU
- Russia
- Prior art keywords
- acid
- solvent
- range
- compound
- weight
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 27
- 239000000463 material Substances 0.000 title claims 5
- 239000002904 solvent Substances 0.000 claims 17
- JOOXCMJARBKPKM-UHFFFAOYSA-N 4-oxopentanoic acid Chemical compound CC(=O)CCC(O)=O JOOXCMJARBKPKM-UHFFFAOYSA-N 0.000 claims 15
- 150000001875 compounds Chemical class 0.000 claims 12
- 239000002253 acid Substances 0.000 claims 10
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 claims 10
- XPFVYQJUAUNWIW-UHFFFAOYSA-N furfuryl alcohol Chemical compound OCC1=CC=CO1 XPFVYQJUAUNWIW-UHFFFAOYSA-N 0.000 claims 9
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims 8
- 239000003377 acid catalyst Substances 0.000 claims 8
- 229940040102 levulinic acid Drugs 0.000 claims 7
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims 6
- LCTONWCANYUPML-UHFFFAOYSA-N Pyruvic acid Chemical compound CC(=O)C(O)=O LCTONWCANYUPML-UHFFFAOYSA-N 0.000 claims 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims 4
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric Acid Chemical compound [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 claims 4
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims 4
- 230000018044 dehydration Effects 0.000 claims 4
- 238000006297 dehydration reaction Methods 0.000 claims 4
- CHTHALBTIRVDBM-UHFFFAOYSA-N furan-2,5-dicarboxylic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)O1 CHTHALBTIRVDBM-UHFFFAOYSA-N 0.000 claims 4
- 238000005984 hydrogenation reaction Methods 0.000 claims 4
- 239000011343 solid material Substances 0.000 claims 4
- -1 C 5 compound Chemical class 0.000 claims 3
- 238000005882 aldol condensation reaction Methods 0.000 claims 3
- 239000000539 dimer Substances 0.000 claims 3
- 125000000457 gamma-lactone group Chemical group 0.000 claims 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 2
- AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 claims 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims 2
- 150000007513 acids Chemical class 0.000 claims 2
- 125000005907 alkyl ester group Chemical group 0.000 claims 2
- QOTQFLOTGBBMEX-UHFFFAOYSA-N alpha-angelica lactone Chemical compound CC1=CCC(=O)O1 QOTQFLOTGBBMEX-UHFFFAOYSA-N 0.000 claims 2
- 238000006243 chemical reaction Methods 0.000 claims 2
- 238000006471 dimerization reaction Methods 0.000 claims 2
- 150000002148 esters Chemical class 0.000 claims 2
- 238000006266 etherification reaction Methods 0.000 claims 2
- GAEKPEKOJKCEMS-UHFFFAOYSA-N gamma-valerolactone Chemical compound CC1CCC(=O)O1 GAEKPEKOJKCEMS-UHFFFAOYSA-N 0.000 claims 2
- 229910052500 inorganic mineral Inorganic materials 0.000 claims 2
- 125000000686 lactone group Chemical group 0.000 claims 2
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims 2
- 239000011976 maleic acid Substances 0.000 claims 2
- 239000011707 mineral Substances 0.000 claims 2
- 150000007522 mineralic acids Chemical class 0.000 claims 2
- 238000006384 oligomerization reaction Methods 0.000 claims 2
- 150000007524 organic acids Chemical class 0.000 claims 2
- 235000006408 oxalic acid Nutrition 0.000 claims 2
- 239000007787 solid Substances 0.000 claims 2
- GTZCVFVGUGFEME-HNQUOIGGSA-N trans-aconitic acid Chemical compound OC(=O)C\C(C(O)=O)=C/C(O)=O GTZCVFVGUGFEME-HNQUOIGGSA-N 0.000 claims 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims 2
- WFCVTCIMBXTXFJ-UHFFFAOYSA-N 2-methyl-5-oxooxolane-2-carboxylic acid Chemical compound OC(=O)C1(C)CCC(=O)O1 WFCVTCIMBXTXFJ-UHFFFAOYSA-N 0.000 claims 1
- GVUKXGZRYIFDES-UHFFFAOYSA-N 4-methyl-6-oxononanedioic acid Chemical compound OC(=O)CCC(C)CC(=O)CCC(O)=O GVUKXGZRYIFDES-UHFFFAOYSA-N 0.000 claims 1
- ISBWNEKJSSLXOD-UHFFFAOYSA-N Butyl levulinate Chemical compound CCCCOC(=O)CCC(C)=O ISBWNEKJSSLXOD-UHFFFAOYSA-N 0.000 claims 1
- GMEONFUTDYJSNV-UHFFFAOYSA-N Ethyl levulinate Chemical compound CCOC(=O)CCC(C)=O GMEONFUTDYJSNV-UHFFFAOYSA-N 0.000 claims 1
- 239000001089 [(2R)-oxolan-2-yl]methanol Substances 0.000 claims 1
- 229940005460 butyl levulinate Drugs 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 150000005690 diesters Chemical class 0.000 claims 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- LCGLNKUTAGEVQW-UHFFFAOYSA-N methyl monoether Natural products COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims 1
- 125000000962 organic group Chemical group 0.000 claims 1
- GLOBUAZSRIOKLN-UHFFFAOYSA-N pentane-1,4-diol Chemical compound CC(O)CCCO GLOBUAZSRIOKLN-UHFFFAOYSA-N 0.000 claims 1
- NLDFWNCRMVSDMC-UHFFFAOYSA-N pentyl 4-oxopentanoate Chemical compound CCCCCOC(=O)CCC(C)=O NLDFWNCRMVSDMC-UHFFFAOYSA-N 0.000 claims 1
- BSYVTEYKTMYBMK-UHFFFAOYSA-N tetrahydrofurfuryl alcohol Chemical compound OCC1CCCO1 BSYVTEYKTMYBMK-UHFFFAOYSA-N 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08H—DERIVATIVES OF NATURAL MACROMOLECULAR COMPOUNDS
- C08H8/00—Macromolecular compounds derived from lignocellulosic materials
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L97/00—Compositions of lignin-containing materials
- C08L97/02—Lignocellulosic material, e.g. wood, straw or bagasse
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Materials Engineering (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Biochemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Furan Compounds (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP03257858 | 2003-12-15 | ||
| EP03257858.5 | 2003-12-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| RU2006125433A true RU2006125433A (ru) | 2008-01-27 |
Family
ID=34684622
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2006125433/04A RU2006125433A (ru) | 2003-12-15 | 2004-12-14 | Способ разжижения лигноцеллюлозного материала |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US20070100162A1 (enExample) |
| EP (1) | EP1699771A1 (enExample) |
| JP (1) | JP2007514047A (enExample) |
| CN (1) | CN1894230A (enExample) |
| AU (1) | AU2004298440B2 (enExample) |
| BR (1) | BRPI0417599A (enExample) |
| CA (1) | CA2549458A1 (enExample) |
| RU (1) | RU2006125433A (enExample) |
| WO (1) | WO2005058856A1 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2740758C2 (ru) * | 2016-05-03 | 2021-01-20 | Шелл Интернэшнл Рисерч Маатсхаппий Б.В. | Растворители на основе лигнина и способы их получения |
Families Citing this family (28)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1828095B1 (en) * | 2004-12-23 | 2011-10-05 | Shell Internationale Research Maatschappij B.V. | A process for the hydrogenation of a lactone or of a carboxylic acid or an ester having a gamma-carbonyl group |
| US20070034345A1 (en) * | 2005-06-15 | 2007-02-15 | Leonardus Petrus | Process for organosolv pulping and use of a gamma lactone in a solvent for organosolv pulping |
| EP1991518A2 (en) | 2006-01-20 | 2008-11-19 | Archer-Daniels-Midland Company | Levulinic acid ester derivatives as reactive plasticizers and coalescent solvents |
| WO2008122029A1 (en) * | 2007-04-02 | 2008-10-09 | Inventure Chemical, Inc. | Simultaneous esterification and alcohol ysis/hydrolysis of oil-containing materials with cellulosic and peptidic content |
| US7943792B2 (en) * | 2007-04-02 | 2011-05-17 | Inventure Chemical Inc. | Production of biodiesel, cellulosic sugars, and peptides from the simultaneous esterification and alcoholysis/hydrolysis of materials with oil-containing substituents including phospholipids and peptidic content |
| JP4957661B2 (ja) * | 2007-07-25 | 2012-06-20 | トヨタ自動車株式会社 | バイオマスを原料とする液化燃料油の製造方法 |
| FI121541B (fi) * | 2008-04-21 | 2010-12-31 | Kemira Oyj | Menetelmä muurahaishapon talteenottamiseksi |
| US7777085B2 (en) * | 2008-10-01 | 2010-08-17 | Inventure Chemical, Inc. | Method for conversion of oil-containing algae to 1,3-propanediol |
| US8871989B2 (en) * | 2009-02-27 | 2014-10-28 | Uop Llc | Combination of hydrogenation and base catalyzed depolymerization for lignin conversion |
| US8138371B2 (en) | 2009-03-11 | 2012-03-20 | Biofine Technologies Llc | Production of formic acid |
| US8653312B2 (en) * | 2009-06-05 | 2014-02-18 | Toyota Jidosha Kabushiki Kaisha | Method for producing water-insoluble liquefied fuel oil from biomass |
| US8580978B2 (en) | 2009-08-07 | 2013-11-12 | Shell Oil Company | Process for preparing a hydroxyacid or hydroxyester |
| US20110112326A1 (en) * | 2009-08-07 | 2011-05-12 | Jean-Paul Lange | Process for hydrogenation |
| US20110173877A1 (en) * | 2009-12-24 | 2011-07-21 | Jeroen Van Buijtenen | Process for preparing a hydrocarbon or mixture of hydrocarbons |
| BR112012028765A2 (pt) * | 2010-05-12 | 2016-07-19 | Shell Int Research | processo para liquefazer um material celulósico |
| BR112012028438A2 (pt) * | 2010-05-12 | 2016-07-19 | Shell Int Research | processos para liquefazer um material celulósico para sintetizar um produto liquefeito, e para produzir um componente biocombustível a partir de um material celulósico, produto, e, biocombustível |
| CA2805881C (en) * | 2010-07-30 | 2019-10-22 | Purdue Research Foundation | Biomass liquefaction processes, and uses of same |
| JP2014519476A (ja) * | 2011-03-28 | 2014-08-14 | エージェンシー フォー サイエンス,テクノロジー アンド リサーチ | 二価酸の合成 |
| US20140007492A1 (en) | 2011-11-14 | 2014-01-09 | Shell Oil Company | Process for conversion of a cellulosic material |
| US20140316161A1 (en) | 2011-11-23 | 2014-10-23 | Segetis, Inc. | Process to prepare levulinic acid |
| CN103304821B (zh) * | 2012-03-09 | 2016-01-20 | 东北林业大学 | 一种木质素的精制方法 |
| CN104704083B (zh) | 2012-10-08 | 2016-08-31 | 国际壳牌研究有限公司 | 液化纤维素材料的方法 |
| US9073841B2 (en) | 2012-11-05 | 2015-07-07 | Segetis, Inc. | Process to prepare levulinic acid |
| US9359650B2 (en) * | 2013-12-20 | 2016-06-07 | Wisconsin Alumni Research Foundation | Biomass pre-treatment for co-production of high-concentration C5- and C6-carbohydrates and their derivatives |
| WO2019014602A1 (en) | 2017-07-14 | 2019-01-17 | Battelle Memorial Institute | LIGNIN FOR LIQUID FUELS AND POLYOLS USING SOLVENTS DERIVED FROM BIOMASS |
| CN109053906B (zh) * | 2018-09-10 | 2021-02-12 | 北京理工大学 | 一种纳米纤维素纤维干粉的制备方法 |
| CN113293637B (zh) * | 2021-04-30 | 2022-09-20 | 中国林业科学研究院林产化学工业研究所 | 一种木质纤维组分分离的方法 |
| US12479962B2 (en) * | 2021-05-20 | 2025-11-25 | The Board Of Trustees Of Western Michigan University | Fractionation of woody biomass using phenol-4-sulfonic acid (PSA) |
Family Cites Families (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4594130A (en) * | 1978-11-27 | 1986-06-10 | Chang Pei Ching | Pulping of lignocellulose with aqueous alcohol and alkaline earth metal salt catalyst |
| US4462865A (en) * | 1981-09-30 | 1984-07-31 | The Dow Chemical Company | Delignification of lignocellulosic materials with 2-imidazolidinones and 2-oxazolidinones |
| US4652685A (en) * | 1985-11-15 | 1987-03-24 | General Electric Company | Hydrogenation of lactones to glycols |
| GB8721528D0 (en) * | 1987-09-14 | 1987-10-21 | Shell Int Research | Pulping lignocellulose-containing material |
| CA2048388C (en) * | 1990-08-16 | 1996-12-03 | Yasuo Tamura | Laminated material and process for manufacturing the same |
| JP3012296B2 (ja) * | 1990-08-24 | 2000-02-21 | 信夫 白石 | リグノセルロース物質の液化溶液の製造法 |
| JP3155603B2 (ja) * | 1992-03-17 | 2001-04-16 | 信夫 白石 | リグノセルロース物質の液化溶液の製造法 |
| US5508435A (en) * | 1992-07-29 | 1996-04-16 | Merck & Co., Inc. | Asymmetric hydrogenation of beta- or gamma-ketoesters and beta- or gamma-ketoamides |
| US5614564A (en) * | 1993-07-28 | 1997-03-25 | Samsung General Chemicals Co., Ltd. | Degradable foam and the method for its production |
| US5608105A (en) * | 1995-06-07 | 1997-03-04 | Biofine Incorporated | Production of levulinic acid from carbohydrate-containing materials |
| US5892107A (en) * | 1996-11-08 | 1999-04-06 | Arkenol, Inc. | Method for the production of levulinic acid |
| JP3699257B2 (ja) * | 1997-10-30 | 2005-09-28 | 信夫 白石 | リグノセルロース物質の液化物の製造方法 |
| US5883266A (en) * | 1998-01-16 | 1999-03-16 | Battelle Memorial Institute | Hydrogenated 5-carbon compound and method of making |
| JP3131420B2 (ja) * | 1999-03-29 | 2001-01-31 | 茨城県 | 植物系物質からの樹脂原料組成物の製造方法 |
| JP4651786B2 (ja) * | 2000-07-21 | 2011-03-16 | フジカーボン株式会社 | バイオマス由来のポリオール及び生分解性ポリウレタン |
| US20020069987A1 (en) * | 2000-08-08 | 2002-06-13 | Pye Edward Kendall | Integrated processing of biomass and liquid effluents |
| US6767565B2 (en) * | 2001-03-22 | 2004-07-27 | Archer Daniels Midland Company | Process for obtaining lignan |
| US6894199B2 (en) * | 2001-04-27 | 2005-05-17 | Danisco Sweeteners Oy | Process for the production of xylitol |
| FI117632B (fi) * | 2001-07-13 | 2006-12-29 | Chempolis Oy | Menetelmä massan valmistamiseksi |
| US6527914B1 (en) * | 2002-01-30 | 2003-03-04 | Ondeo Nalco Company | Method of enhancing brightness and brightness stability of paper made with mechanical pulp |
| US7439280B2 (en) * | 2004-04-06 | 2008-10-21 | Basf Corporation | Lignocellulosic composite material and method for preparing the same |
| US20060135793A1 (en) * | 2004-11-26 | 2006-06-22 | Blessing Robert W | Process for the dimerisation of levulinic acid, dimers obtainable by such process and esters of such dimers |
| EP1828095B1 (en) * | 2004-12-23 | 2011-10-05 | Shell Internationale Research Maatschappij B.V. | A process for the hydrogenation of a lactone or of a carboxylic acid or an ester having a gamma-carbonyl group |
| US20070034345A1 (en) * | 2005-06-15 | 2007-02-15 | Leonardus Petrus | Process for organosolv pulping and use of a gamma lactone in a solvent for organosolv pulping |
-
2004
- 2004-12-14 JP JP2006544430A patent/JP2007514047A/ja active Pending
- 2004-12-14 EP EP04804809A patent/EP1699771A1/en not_active Withdrawn
- 2004-12-14 AU AU2004298440A patent/AU2004298440B2/en not_active Ceased
- 2004-12-14 BR BRPI0417599-9A patent/BRPI0417599A/pt not_active IP Right Cessation
- 2004-12-14 CN CNA200480037424XA patent/CN1894230A/zh active Pending
- 2004-12-14 US US10/582,888 patent/US20070100162A1/en not_active Abandoned
- 2004-12-14 RU RU2006125433/04A patent/RU2006125433A/ru not_active Application Discontinuation
- 2004-12-14 WO PCT/EP2004/053450 patent/WO2005058856A1/en not_active Ceased
- 2004-12-14 CA CA002549458A patent/CA2549458A1/en not_active Abandoned
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2740758C2 (ru) * | 2016-05-03 | 2021-01-20 | Шелл Интернэшнл Рисерч Маатсхаппий Б.В. | Растворители на основе лигнина и способы их получения |
Also Published As
| Publication number | Publication date |
|---|---|
| EP1699771A1 (en) | 2006-09-13 |
| CA2549458A1 (en) | 2005-06-30 |
| AU2004298440A1 (en) | 2005-06-30 |
| JP2007514047A (ja) | 2007-05-31 |
| BRPI0417599A (pt) | 2007-03-20 |
| US20070100162A1 (en) | 2007-05-03 |
| CN1894230A (zh) | 2007-01-10 |
| AU2004298440B2 (en) | 2007-10-04 |
| WO2005058856A1 (en) | 2005-06-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FA92 | Acknowledgement of application withdrawn (lack of supplementary materials submitted) |
Effective date: 20090908 |