ES472949A1 - Process allowing the delignification and the transformation into sugar of lignocellulose vegetal materials by using organic solvents - Google Patents
Process allowing the delignification and the transformation into sugar of lignocellulose vegetal materials by using organic solventsInfo
- Publication number
- ES472949A1 ES472949A1 ES472949A ES472949A ES472949A1 ES 472949 A1 ES472949 A1 ES 472949A1 ES 472949 A ES472949 A ES 472949A ES 472949 A ES472949 A ES 472949A ES 472949 A1 ES472949 A1 ES 472949A1
- Authority
- ES
- Spain
- Prior art keywords
- lignin
- acids
- boiling
- molecular weight
- group
- 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.)
- Expired
Links
- 239000000463 material Substances 0.000 title abstract 3
- 239000003960 organic solvent Substances 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 2
- 235000000346 sugar Nutrition 0.000 title abstract 2
- 230000009466 transformation Effects 0.000 title 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 4
- 239000002253 acid Substances 0.000 abstract 4
- 150000007513 acids Chemical class 0.000 abstract 4
- 238000009835 boiling Methods 0.000 abstract 4
- 229920005610 lignin Polymers 0.000 abstract 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 abstract 3
- 150000007524 organic acids Chemical class 0.000 abstract 3
- 235000005985 organic acids Nutrition 0.000 abstract 3
- 239000002904 solvent Substances 0.000 abstract 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 2
- 239000007788 liquid Substances 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 241000609240 Ambelania acida Species 0.000 abstract 1
- 241000209128 Bambusa Species 0.000 abstract 1
- 235000017166 Bambusa arundinacea Nutrition 0.000 abstract 1
- 235000017491 Bambusa tulda Nutrition 0.000 abstract 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 abstract 1
- 229920002488 Hemicellulose Polymers 0.000 abstract 1
- 235000015334 Phyllostachys viridis Nutrition 0.000 abstract 1
- 229920001131 Pulp (paper) Polymers 0.000 abstract 1
- 239000008346 aqueous phase Substances 0.000 abstract 1
- 239000010905 bagasse Substances 0.000 abstract 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 230000003197 catalytic effect Effects 0.000 abstract 1
- 229920002678 cellulose Polymers 0.000 abstract 1
- 239000001913 cellulose Substances 0.000 abstract 1
- 238000010924 continuous production Methods 0.000 abstract 1
- 239000000835 fiber Substances 0.000 abstract 1
- 239000008103 glucose Substances 0.000 abstract 1
- 230000007062 hydrolysis Effects 0.000 abstract 1
- 238000006460 hydrolysis reaction Methods 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- 230000007935 neutral effect Effects 0.000 abstract 1
- 235000006408 oxalic acid Nutrition 0.000 abstract 1
- 238000006116 polymerization reaction Methods 0.000 abstract 1
- 239000000843 powder Substances 0.000 abstract 1
- 239000002244 precipitate Substances 0.000 abstract 1
- 238000001556 precipitation Methods 0.000 abstract 1
- 230000002035 prolonged effect Effects 0.000 abstract 1
- 238000007670 refining Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 238000000926 separation method Methods 0.000 abstract 1
- 239000010902 straw Substances 0.000 abstract 1
- 150000008163 sugars Chemical class 0.000 abstract 1
- -1 with the oxalic acid Chemical class 0.000 abstract 1
- 239000002023 wood Substances 0.000 abstract 1
Classifications
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21C—PRODUCTION OF CELLULOSE BY REMOVING NON-CELLULOSE SUBSTANCES FROM CELLULOSE-CONTAINING MATERIALS; REGENERATION OF PULPING LIQUORS; APPARATUS THEREFOR
- D21C3/00—Pulping cellulose-containing materials
- D21C3/20—Pulping cellulose-containing materials with organic solvents or in solvent environment
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/40—Radicals substituted by oxygen atoms
- C07D307/46—Doubly bound oxygen atoms, or two oxygen atoms singly bound to the same carbon atom
- C07D307/48—Furfural
- C07D307/50—Preparation from natural products
-
- C—CHEMISTRY; METALLURGY
- C13—SUGAR INDUSTRY
- C13K—SACCHARIDES OBTAINED FROM NATURAL SOURCES OR BY HYDROLYSIS OF NATURALLY OCCURRING DISACCHARIDES, OLIGOSACCHARIDES OR POLYSACCHARIDES
- C13K1/00—Glucose; Glucose-containing syrups
- C13K1/02—Glucose; Glucose-containing syrups obtained by saccharification of cellulosic materials
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Paper (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Compounds Of Unknown Constitution (AREA)
Abstract
Minced lignocellulose, such as wood, straw, bamboos, bagasse or any other structured vegetal material, is treated in a discontinuous or continuous process. The process consists in boiling this material in an acidified mixture of solvents in an aqueous phase. This mixture of solvents contains water in a proportion of 30 to 70 parts and an organic solvent in a proportion of 70 to 30 parts. The organic solvent consists of either an alcohol of light molecular weight, or a ketone of light molecular weight it must be easily evaporable and soluble in water. The pH of the medium is adjusted to a pH from 3.5 to 1.7 by adding a catalytic compound selected within the group of the strong acids: hydrochloric, nitric and phosphoric within the group of these strong acids neutralized by their neutral salts within the group of the following organic acids: oxalic, maleic, o-phthalic, l-malic, succinic, nicotinic, salicylic and trifluoracetic. The boiling temperatures range between 160 and 210'C, preferably between 180 and 200'C. After three minutes at the minimum, we obtain the separation of the lignin and the hydrolysis of the hemicelluloses dissolved after that, the fibres are easily dispersible while forming a pulp. By proceeding to a mechanical refining at a high pressure, a high density thermomechanical pulp is obtained after a shorter boiling time. With the neutralized acids, as well as with the organic acids, particularly with the oxalic acid, we can obtain a fibre with a high degree of polymerization. The lignin is obtained as a precipitate which separates from the liquid the liquid solvent, usually ethanol or acetone, is evaporated then the drained lignin is redissolved in the minimal quantity of acetone a new precipitation with an excess of water allows to obtain the lignin in the form of a slightly coloured powder. A prolonged boiling dehydrates and disaggregates the sugars by the strong acids action, takes place the formation of light molecular weight or microcristalline cellulose, glucose or organic acids, methanol and furfuralic compounds.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA285,821A CA1100266A (en) | 1977-08-31 | 1977-08-31 | Organosolv delignification and saccharification process for lignocellulosic plant materials |
| US93242178A | 1978-08-11 | 1978-08-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES472949A1 true ES472949A1 (en) | 1979-11-16 |
Family
ID=25668559
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES472949A Expired ES472949A1 (en) | 1977-08-31 | 1978-08-30 | Process allowing the delignification and the transformation into sugar of lignocellulose vegetal materials by using organic solvents |
Country Status (22)
| Country | Link |
|---|---|
| AR (1) | AR221223A1 (en) |
| AT (1) | AT389123B (en) |
| AU (1) | AU528298B2 (en) |
| BR (1) | BR7808684A (en) |
| CH (1) | CH645685A5 (en) |
| DD (1) | DD142562A5 (en) |
| DE (2) | DE2857039D2 (en) |
| ES (1) | ES472949A1 (en) |
| FI (1) | FI782628A7 (en) |
| FR (1) | FR2402030A1 (en) |
| GB (1) | GB2036826A (en) |
| IT (1) | IT1098429B (en) |
| MX (1) | MX5967E (en) |
| NL (1) | NL190875C (en) |
| NO (1) | NO782959L (en) |
| NZ (1) | NZ188324A (en) |
| PH (2) | PH15624A (en) |
| PL (1) | PL128944B1 (en) |
| SE (1) | SE7903703L (en) |
| TR (1) | TR21052A (en) |
| WO (1) | WO1979000119A1 (en) |
| YU (1) | YU41117B (en) |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1100266A (en) * | 1977-08-31 | 1981-05-05 | Laszlo Paszner | Organosolv delignification and saccharification process for lignocellulosic plant materials |
| DE2838380A1 (en) * | 1978-09-02 | 1980-03-20 | Benckiser Knapsack Gmbh | METHOD AND MEANS FOR UNLOCKING VEGETABLE RAW MATERIALS |
| AT372991B (en) * | 1978-11-27 | 1983-12-12 | Thermoform Bau Forschung | LIGNOCELLULOSE DIGESTIVE PROCEDURE |
| FI810523A7 (en) * | 1980-02-23 | 1981-08-24 | Franz Johann Reitter | Method and apparatus for the continuous hydrolysis of cellulosic, plant biomass to obtain sucrose sugars. |
| EP0043342B1 (en) * | 1980-06-20 | 1983-12-07 | Battelle Memorial Institute | A method for the delignification of wood and other ligno-cellulosic products |
| US4470851A (en) * | 1981-03-26 | 1984-09-11 | Laszlo Paszner | High efficiency organosolv saccharification process |
| DE3212767A1 (en) * | 1982-04-06 | 1983-10-06 | Nicolaus Md Verwaltungsges | METHOD AND REACTOR FOR CONTINUOUSLY UNLOCKING PLANT FIBER MATERIAL |
| US7306698B2 (en) | 2001-03-20 | 2007-12-11 | Biopulping International | Method for producing pulp |
| FI122535B (en) * | 2007-11-20 | 2012-03-15 | Teknologian Tutkimuskeskus Vtt | Method of defibrating fibrous raw material and pulp and use thereof |
| PL2265625T3 (en) * | 2008-03-17 | 2015-04-30 | Bio Tech Ltd | Method of continuous acid hydrolysis of cellulose containing substances |
| WO2011073253A1 (en) * | 2009-12-16 | 2011-06-23 | Shell Internationale Research Maatschappij B.V. | Method for producing furfural from lignocellulosic biomass material |
| GB201303520D0 (en) * | 2013-02-27 | 2013-04-10 | Bio Sep Ltd | Biomass process optimisation |
| GB201303521D0 (en) | 2013-02-27 | 2013-04-10 | Bio Sep Ltd | Process operations for biomass fractionation |
| CA2904425A1 (en) * | 2013-03-12 | 2014-09-18 | Studiengesellschaft Kohle Mbh | Method for breaking down lignocellulosic biomass |
| CN104343030B (en) * | 2014-09-03 | 2017-03-08 | 合肥工业大学 | The continuous pretreating process of lignocellulose-like biomass normal pressure |
| FI130591B (en) * | 2020-06-30 | 2023-11-28 | Andritz Oy | Cleanup procedure for crude methanol |
| CN111925458A (en) * | 2020-08-24 | 2020-11-13 | 浙江省农业科学院 | Efficient preparation method of phellinus igniarius polysaccharides |
| CN116789982B (en) * | 2022-03-18 | 2025-08-12 | 中国科学院大连化学物理研究所 | A method for extracting lignin using a mixed acid solution of oxalic acid and maleic acid |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1357467A (en) * | 1920-04-08 | 1920-11-02 | Kenneth P Monroe | Method for the manufacture of furfural and volatile organic acids from extracted corncob pentosan |
| FR704698A (en) * | 1929-11-02 | 1931-05-23 | Process for the disintegration of plant fibrous substances with a view to simultaneously obtaining cellulose and encrusting materials | |
| GB421379A (en) * | 1933-06-12 | 1934-12-12 | Henry Dreyfus | Improvements in or relating to the production of cellulose from lignocellulosic materials |
| US2730444A (en) * | 1950-10-10 | 1956-01-10 | British Celanese | Production of cellulose |
| US2959500A (en) * | 1956-02-14 | 1960-11-08 | Schweizerische Eidgenossenschaft | Process for the saccharification of cellulose and cellulosic materials |
| BE536639A (en) * | 1956-11-26 | |||
| FR1235092A (en) * | 1959-09-11 | 1960-07-01 | Mckee Dev Corp | Process for transforming woody materials into chemicals |
| US3585104A (en) * | 1968-07-29 | 1971-06-15 | Theodor N Kleinert | Organosolv pulping and recovery process |
| JPS50962B1 (en) * | 1971-08-06 | 1975-01-14 | ||
| DE2737118A1 (en) * | 1977-08-17 | 1979-03-01 | Projektierung Chem Verfahrenst | METHOD FOR OBTAINING SUGAR, CELLULOSE AND LIGNIN, WHEREAS, FROM LIGNOCELLULOSIC VEGETABLE RAW MATERIALS |
-
1978
- 1978-08-28 YU YU2037/78A patent/YU41117B/en unknown
- 1978-08-28 FI FI782628A patent/FI782628A7/en unknown
- 1978-08-30 AT AT0628478A patent/AT389123B/en not_active IP Right Cessation
- 1978-08-30 ES ES472949A patent/ES472949A1/en not_active Expired
- 1978-08-30 NO NO782959A patent/NO782959L/en unknown
- 1978-08-30 NL NL7808908A patent/NL190875C/en not_active IP Right Cessation
- 1978-08-31 PL PL1978209331A patent/PL128944B1/en unknown
- 1978-08-31 CH CH402079A patent/CH645685A5/en not_active IP Right Cessation
- 1978-08-31 MX MX78101285U patent/MX5967E/en unknown
- 1978-08-31 IT IT27220/78A patent/IT1098429B/en active
- 1978-08-31 DE DE78CH7800016D patent/DE2857039D2/en not_active Expired
- 1978-08-31 AR AR273516A patent/AR221223A1/en active
- 1978-08-31 AU AU39448/78A patent/AU528298B2/en not_active Expired
- 1978-08-31 TR TR21052A patent/TR21052A/en unknown
- 1978-08-31 FR FR7825242A patent/FR2402030A1/en active Granted
- 1978-08-31 GB GB7914398A patent/GB2036826A/en not_active Withdrawn
- 1978-08-31 WO PCT/CH1978/000016 patent/WO1979000119A1/en not_active Ceased
- 1978-08-31 PH PH21554A patent/PH15624A/en unknown
- 1978-08-31 DD DD78207586A patent/DD142562A5/en not_active IP Right Cessation
- 1978-08-31 BR BR7808684A patent/BR7808684A/en unknown
- 1978-08-31 DE DE2857039A patent/DE2857039C2/en not_active Expired - Fee Related
- 1978-09-01 NZ NZ188324A patent/NZ188324A/en unknown
-
1979
- 1979-04-26 SE SE7903703A patent/SE7903703L/en unknown
-
1981
- 1981-12-14 PH PH26620A patent/PH19541A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| DE2857039C2 (en) | 1994-01-13 |
| PL128944B1 (en) | 1984-03-31 |
| NL190875C (en) | 1994-10-03 |
| DD142562A5 (en) | 1980-07-02 |
| CH645685A5 (en) | 1984-10-15 |
| AU3944878A (en) | 1980-03-06 |
| IT7827220A0 (en) | 1978-08-31 |
| PL209331A1 (en) | 1979-06-04 |
| AR221223A1 (en) | 1981-01-15 |
| WO1979000119A1 (en) | 1979-03-22 |
| TR21052A (en) | 1983-06-08 |
| GB2036826A (en) | 1980-07-02 |
| PH15624A (en) | 1983-03-11 |
| NO782959L (en) | 1979-03-01 |
| AU528298B2 (en) | 1983-04-21 |
| AT389123B (en) | 1989-10-25 |
| BR7808684A (en) | 1979-08-14 |
| NZ188324A (en) | 1982-03-30 |
| YU41117B (en) | 1986-12-31 |
| NL7808908A (en) | 1979-03-02 |
| ATA628478A (en) | 1989-03-15 |
| PH19541A (en) | 1986-05-20 |
| NL190875B (en) | 1994-05-02 |
| MX5967E (en) | 1984-09-06 |
| FR2402030B1 (en) | 1983-07-22 |
| FR2402030A1 (en) | 1979-03-30 |
| SE7903703L (en) | 1979-04-26 |
| DE2857039D2 (en) | 1981-01-29 |
| YU203778A (en) | 1983-04-30 |
| FI782628A7 (en) | 1979-03-01 |
| IT1098429B (en) | 1985-09-07 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FD1A | Patent lapsed |
Effective date: 20000601 |