JPS6328157B2 - - Google Patents
Info
- Publication number
- JPS6328157B2 JPS6328157B2 JP54152852A JP15285279A JPS6328157B2 JP S6328157 B2 JPS6328157 B2 JP S6328157B2 JP 54152852 A JP54152852 A JP 54152852A JP 15285279 A JP15285279 A JP 15285279A JP S6328157 B2 JPS6328157 B2 JP S6328157B2
- Authority
- JP
- Japan
- Prior art keywords
- acid
- alcohol
- lignin
- strong mineral
- cooking
- 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
- 238000000034 method Methods 0.000 claims description 28
- 229920005610 lignin Polymers 0.000 claims description 27
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 24
- 238000010411 cooking Methods 0.000 claims description 23
- 150000003839 salts Chemical class 0.000 claims description 19
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 15
- 235000000346 sugar Nutrition 0.000 claims description 13
- 239000002253 acid Substances 0.000 claims description 11
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 claims description 8
- 239000000203 mixture Substances 0.000 claims description 7
- 229910052751 metal Inorganic materials 0.000 claims description 6
- 239000002184 metal Substances 0.000 claims description 6
- 239000000126 substance Substances 0.000 claims description 6
- 150000007513 acids Chemical class 0.000 claims description 5
- 229910052500 inorganic mineral Inorganic materials 0.000 claims description 5
- 239000011707 mineral Substances 0.000 claims description 5
- 235000010755 mineral Nutrition 0.000 claims description 5
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 claims description 4
- 229920003043 Cellulose fiber Polymers 0.000 claims description 4
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 claims description 4
- 229910052791 calcium Inorganic materials 0.000 claims description 4
- 239000011575 calcium Substances 0.000 claims description 4
- 229910052749 magnesium Inorganic materials 0.000 claims description 4
- 239000011777 magnesium Substances 0.000 claims description 4
- 229910052943 magnesium sulfate Inorganic materials 0.000 claims description 4
- 235000019341 magnesium sulphate Nutrition 0.000 claims description 4
- 238000001914 filtration Methods 0.000 claims description 3
- 238000000926 separation method Methods 0.000 claims description 3
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 2
- 229910052788 barium Inorganic materials 0.000 claims description 2
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- 238000005119 centrifugation Methods 0.000 claims description 2
- 238000001704 evaporation Methods 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims 1
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 claims 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 238000000354 decomposition reaction Methods 0.000 claims 1
- 238000004821 distillation Methods 0.000 claims 1
- 239000012978 lignocellulosic material Substances 0.000 claims 1
- 229910017604 nitric acid Inorganic materials 0.000 claims 1
- 239000000835 fiber Substances 0.000 description 17
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 12
- 239000000243 solution Substances 0.000 description 9
- 239000002904 solvent Substances 0.000 description 8
- 150000008163 sugars Chemical class 0.000 description 8
- 239000003054 catalyst Substances 0.000 description 7
- 229920002678 cellulose Polymers 0.000 description 7
- 239000001913 cellulose Substances 0.000 description 7
- 238000011084 recovery Methods 0.000 description 7
- 241000218657 Picea Species 0.000 description 6
- 235000019441 ethanol Nutrition 0.000 description 6
- 238000004537 pulping Methods 0.000 description 6
- 239000002023 wood Substances 0.000 description 6
- 229920002488 Hemicellulose Polymers 0.000 description 5
- 238000006116 polymerization reaction Methods 0.000 description 5
- 239000002655 kraft paper Substances 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 239000011122 softwood Substances 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 239000006227 byproduct Substances 0.000 description 3
- 230000029087 digestion Effects 0.000 description 3
- 239000000123 paper Substances 0.000 description 3
- 239000011877 solvent mixture Substances 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- 229920001503 Glucan Polymers 0.000 description 2
- 241000219000 Populus Species 0.000 description 2
- 229920001131 Pulp (paper) Polymers 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 239000007844 bleaching agent Substances 0.000 description 2
- 235000011148 calcium chloride Nutrition 0.000 description 2
- 150000001720 carbohydrates Chemical class 0.000 description 2
- 210000002421 cell wall Anatomy 0.000 description 2
- 150000001805 chlorine compounds Chemical class 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 description 2
- 239000011121 hardwood Substances 0.000 description 2
- 235000011147 magnesium chloride Nutrition 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000011159 matrix material Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- 150000002823 nitrates Chemical class 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- UIJPWDSKPZLJAN-UHFFFAOYSA-N 2-(1,4-dioxan-2-yl)ethanol Chemical compound OCCC1COCCO1 UIJPWDSKPZLJAN-UHFFFAOYSA-N 0.000 description 1
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- 235000007173 Abies balsamea Nutrition 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical class [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- 241000218631 Coniferophyta Species 0.000 description 1
- DSLZVSRJTYRBFB-LLEIAEIESA-N D-glucaric acid Chemical compound OC(=O)[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O DSLZVSRJTYRBFB-LLEIAEIESA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L Magnesium chloride Chemical class [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 description 1
- 241000218922 Magnoliophyta Species 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 235000005205 Pinus Nutrition 0.000 description 1
- 241000218602 Pinus <genus> Species 0.000 description 1
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 1
- 241000218685 Tsuga Species 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 239000003929 acidic solution Substances 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- 238000010009 beating Methods 0.000 description 1
- 238000004061 bleaching Methods 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 235000014633 carbohydrates Nutrition 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000005341 cation exchange Methods 0.000 description 1
- 238000012993 chemical processing Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 230000018044 dehydration Effects 0.000 description 1
- 238000006297 dehydration reaction Methods 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000000855 fermentation Methods 0.000 description 1
- 230000004151 fermentation Effects 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- BLBBMBKUUHYSMI-UHFFFAOYSA-N furan-2,3,4,5-tetrol Chemical compound OC=1OC(O)=C(O)C=1O BLBBMBKUUHYSMI-UHFFFAOYSA-N 0.000 description 1
- 238000005227 gel permeation chromatography Methods 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 239000003317 industrial substance Substances 0.000 description 1
- GBMDVOWEEQVZKZ-UHFFFAOYSA-N methanol;hydrate Chemical compound O.OC GBMDVOWEEQVZKZ-UHFFFAOYSA-N 0.000 description 1
- 239000012454 non-polar solvent Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 239000003791 organic solvent mixture Substances 0.000 description 1
- KVNYFPKFSJIPBJ-UHFFFAOYSA-N ortho-diethylbenzene Natural products CCC1=CC=CC=C1CC KVNYFPKFSJIPBJ-UHFFFAOYSA-N 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000011027 product recovery Methods 0.000 description 1
- 238000001226 reprecipitation Methods 0.000 description 1
- 238000007873 sieving Methods 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 238000007655 standard test method Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000003463 sulfur Chemical class 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 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
Landscapes
- Paper (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CA316,951A CA1131415A (fr) | 1978-11-27 | 1978-11-27 | Transformation en pate de la lignocellulose avec un melange aqueux d'un catalyseur et du methanol |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS55112387A JPS55112387A (en) | 1980-08-29 |
| JPS6328157B2 true JPS6328157B2 (fr) | 1988-06-07 |
Family
ID=4113030
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP15285279A Granted JPS55112387A (en) | 1978-11-27 | 1979-11-26 | Chemical convertion of lignocellulose |
Country Status (8)
| Country | Link |
|---|---|
| JP (1) | JPS55112387A (fr) |
| CA (1) | CA1131415A (fr) |
| DE (1) | DE2920731C2 (fr) |
| IN (1) | IN153197B (fr) |
| IT (1) | IT1165362B (fr) |
| MX (1) | MX150179A (fr) |
| NZ (1) | NZ192227A (fr) |
| ZA (1) | ZA796158B (fr) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1150012A (fr) * | 1980-07-25 | 1983-07-19 | Pei-Ching Chang | Preparation de la pate de lignocellulose en milieu aqueux par catalyse aux solvants |
| DE2855052A1 (de) * | 1978-12-20 | 1980-06-26 | Nicolaus Md Papier | Verfahren und vorrichtung zum kontinuierlichen aufschliessen von pflanzenfasermaterial |
| JPS6279230A (ja) * | 1985-10-01 | 1987-04-11 | Oji Paper Co Ltd | リグノセルロ−ス溶液の製造法 |
| DE19637909A1 (de) * | 1996-09-18 | 1998-03-19 | Infan Ingenieurgesellschaft Fu | Verfahren zur Verwertung von Altholz |
| DK2213678T3 (da) * | 2007-10-17 | 2013-12-02 | Nippon Steel & Sumikin Chem Co | Fremgangsmåde til fremstilling af opløst lignin, saccharidråmateriale og monosaccharidråmateriale såvel som opløst lignin |
| US20100024810A1 (en) * | 2008-07-31 | 2010-02-04 | E. I. Du Pont De Nemours And Company | Decrystallization of cellulosic biomass with an acid mixture comprising phosphoric and sulfuric acids |
| JP5410060B2 (ja) * | 2008-10-02 | 2014-02-05 | 株式会社Ｋｒｉ | イオン液体によるリグノセルロース系バイオマスのセルロースとリグニンの分離化方法 |
| JP5605797B2 (ja) * | 2010-11-12 | 2014-10-15 | 出光興産株式会社 | リグニンの可溶化方法 |
| JP6274478B2 (ja) * | 2012-07-11 | 2018-02-07 | 出光興産株式会社 | リグニン分解物の製造方法 |
| EP2891748A1 (fr) * | 2014-01-07 | 2015-07-08 | Studiengesellschaft Kohle mbH | Procédé de production de bio-huile à partir de matières ligno-cellulosiques non-pyrolytiques |
| CN104046655A (zh) * | 2014-07-01 | 2014-09-17 | 河南天冠生物燃料工程技术有限公司 | 一种提高木质纤维原料酶促糖化效率的热洗脱毒工艺 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR704698A (fr) * | 1929-11-02 | 1931-05-23 | Procédé de désagrégation de substances fibreuses végétales en vue de l'obtention simultanée de la cellulose et des matières incrustantes | |
| DE532741C (de) * | 1929-11-02 | 1931-09-08 | Kurt Von Tayenthal Dr Ing | Verfahren zum Aufschluss von Pflanzenfaserstoffen |
| AT152305B (de) * | 1935-10-31 | 1938-01-25 | Juljusz Saft | Verfahren zur Herstellung von α-Zellulose. |
| US3585104A (en) * | 1968-07-29 | 1971-06-15 | Theodor N Kleinert | Organosolv pulping and recovery process |
| DE2644155C2 (de) * | 1976-09-30 | 1978-07-27 | Theodor N. Dr. Pointe Claire Quebec Kleinert (Kanada) | Kontinuierliches Aufschluß- und Ruckgewinnungsverfahren für pflanzliche Faserrohstoffe zur Herstellung von Zellstoff im organischen Lösungsmittel |
-
1978
- 1978-11-27 CA CA316,951A patent/CA1131415A/fr not_active Expired
-
1979
- 1979-05-22 DE DE2920731A patent/DE2920731C2/de not_active Expired
- 1979-11-07 IT IT27107/79A patent/IT1165362B/it active
- 1979-11-15 ZA ZA00796158A patent/ZA796158B/xx unknown
- 1979-11-26 NZ NZ192227A patent/NZ192227A/xx unknown
- 1979-11-26 JP JP15285279A patent/JPS55112387A/ja active Granted
- 1979-11-26 MX MX180177A patent/MX150179A/es unknown
- 1979-11-27 IN IN1245/CAL/79A patent/IN153197B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| IN153197B (fr) | 1984-06-16 |
| DE2920731A1 (de) | 1980-05-29 |
| JPS55112387A (en) | 1980-08-29 |
| IT7927107A0 (it) | 1979-11-07 |
| MX150179A (es) | 1984-03-29 |
| IT1165362B (it) | 1987-04-22 |
| NZ192227A (en) | 1982-12-21 |
| DE2920731C2 (de) | 1983-11-03 |
| ZA796158B (en) | 1980-10-29 |
| CA1131415A (fr) | 1982-09-14 |
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