CN103237814A - 一种用于纤维素衍生化的方法 - Google Patents
一种用于纤维素衍生化的方法 Download PDFInfo
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- CN103237814A CN103237814A CN2011800497540A CN201180049754A CN103237814A CN 103237814 A CN103237814 A CN 103237814A CN 2011800497540 A CN2011800497540 A CN 2011800497540A CN 201180049754 A CN201180049754 A CN 201180049754A CN 103237814 A CN103237814 A CN 103237814A
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- 229920002678 cellulose Polymers 0.000 title claims abstract description 107
- 239000001913 cellulose Substances 0.000 title claims abstract description 103
- 238000000034 method Methods 0.000 title claims abstract description 58
- 230000008569 process Effects 0.000 title abstract description 6
- 238000001212 derivatisation Methods 0.000 title abstract 3
- 239000007788 liquid Substances 0.000 claims abstract description 36
- 239000007864 aqueous solution Substances 0.000 claims abstract description 26
- 239000002245 particle Substances 0.000 claims abstract description 13
- 235000010980 cellulose Nutrition 0.000 claims description 98
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 84
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 12
- 239000002253 acid Substances 0.000 claims description 10
- 239000000126 substance Substances 0.000 claims description 8
- 238000012545 processing Methods 0.000 claims description 7
- 239000012670 alkaline solution Substances 0.000 claims description 5
- 229920002134 Carboxymethyl cellulose Polymers 0.000 claims description 4
- 239000001768 carboxy methyl cellulose Substances 0.000 claims description 4
- 235000010948 carboxy methyl cellulose Nutrition 0.000 claims description 4
- 239000008112 carboxymethyl-cellulose Substances 0.000 claims description 4
- 230000003647 oxidation Effects 0.000 claims description 4
- 238000007254 oxidation reaction Methods 0.000 claims description 4
- 230000009467 reduction Effects 0.000 claims description 4
- 239000001856 Ethyl cellulose Substances 0.000 claims description 3
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 claims description 3
- 239000012028 Fenton's reagent Substances 0.000 claims description 3
- 238000010306 acid treatment Methods 0.000 claims description 3
- 238000005815 base catalysis Methods 0.000 claims description 3
- 235000019325 ethyl cellulose Nutrition 0.000 claims description 3
- 229920001249 ethyl cellulose Polymers 0.000 claims description 3
- 229920000609 methyl cellulose Polymers 0.000 claims description 3
- 239000001923 methylcellulose Substances 0.000 claims description 3
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 claims 1
- 230000008901 benefit Effects 0.000 abstract description 8
- 230000003247 decreasing effect Effects 0.000 abstract 1
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- 229920000168 Microcrystalline cellulose Polymers 0.000 description 22
- 235000019813 microcrystalline cellulose Nutrition 0.000 description 22
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- 229940016286 microcrystalline cellulose Drugs 0.000 description 22
- 239000012071 phase Substances 0.000 description 15
- 238000001556 precipitation Methods 0.000 description 14
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 11
- 239000000463 material Substances 0.000 description 11
- 238000002360 preparation method Methods 0.000 description 9
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- 238000013019 agitation Methods 0.000 description 6
- 235000011089 carbon dioxide Nutrition 0.000 description 6
- 238000005516 engineering process Methods 0.000 description 6
- 239000000835 fiber Substances 0.000 description 6
- 238000001246 colloidal dispersion Methods 0.000 description 5
- 230000007062 hydrolysis Effects 0.000 description 5
- 238000006460 hydrolysis reaction Methods 0.000 description 5
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000012530 fluid Substances 0.000 description 4
- 238000002203 pretreatment Methods 0.000 description 4
- 239000004627 regenerated cellulose Substances 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 3
- 229920000742 Cotton Polymers 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 230000008859 change Effects 0.000 description 3
- 238000004090 dissolution Methods 0.000 description 3
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- 239000002028 Biomass Substances 0.000 description 2
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Chemical group OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 229920001131 Pulp (paper) Polymers 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-N Sulfurous acid Chemical compound OS(O)=O LSNNMFCWUKXFEE-UHFFFAOYSA-N 0.000 description 2
- 239000001569 carbon dioxide Substances 0.000 description 2
- 229910002092 carbon dioxide Inorganic materials 0.000 description 2
- 238000012412 chemical coupling Methods 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000000084 colloidal system Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 230000002349 favourable effect Effects 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- WQYVRQLZKVEZGA-UHFFFAOYSA-N hypochlorite Chemical compound Cl[O-] WQYVRQLZKVEZGA-UHFFFAOYSA-N 0.000 description 2
- 239000012535 impurity Substances 0.000 description 2
- 239000002655 kraft paper Substances 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- GDOPTJXRTPNYNR-UHFFFAOYSA-N methyl-cyclopentane Natural products CC1CCCC1 GDOPTJXRTPNYNR-UHFFFAOYSA-N 0.000 description 2
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- 239000000123 paper Substances 0.000 description 2
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 1
- 108010059892 Cellulase Proteins 0.000 description 1
- 229920003043 Cellulose fiber Polymers 0.000 description 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 229920000297 Rayon Polymers 0.000 description 1
- 235000011941 Tilia x europaea Nutrition 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 229920002522 Wood fibre Polymers 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- LPQOADBMXVRBNX-UHFFFAOYSA-N ac1ldcw0 Chemical compound Cl.C1CN(C)CCN1C1=C(F)C=C2C(=O)C(C(O)=O)=CN3CCSC1=C32 LPQOADBMXVRBNX-UHFFFAOYSA-N 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- 238000007171 acid catalysis Methods 0.000 description 1
- 238000003916 acid precipitation Methods 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 239000008346 aqueous phase Substances 0.000 description 1
- 239000003637 basic solution Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000004202 carbamide Substances 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 229940106157 cellulase Drugs 0.000 description 1
- FOCAUTSVDIKZOP-UHFFFAOYSA-N chloroacetic acid Chemical compound OC(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-N 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 230000005595 deprotonation Effects 0.000 description 1
- 238000010537 deprotonation reaction Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 239000010903 husk Substances 0.000 description 1
- 229910017053 inorganic salt Inorganic materials 0.000 description 1
- 239000002608 ionic liquid Substances 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 230000001788 irregular Effects 0.000 description 1
- TWNIBLMWSKIRAT-VFUOTHLCSA-N levoglucosan Chemical group O[C@@H]1[C@@H](O)[C@H](O)[C@H]2CO[C@@H]1O2 TWNIBLMWSKIRAT-VFUOTHLCSA-N 0.000 description 1
- 239000012978 lignocellulosic material Substances 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 230000001404 mediated effect Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000002715 modification method Methods 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 230000008520 organization Effects 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 238000000247 postprecipitation Methods 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000010008 shearing Methods 0.000 description 1
- 235000017550 sodium carbonate Nutrition 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- SUKJFIGYRHOWBL-UHFFFAOYSA-N sodium hypochlorite Chemical compound [Na+].Cl[O-] SUKJFIGYRHOWBL-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000010129 solution processing Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 229910001428 transition metal ion Inorganic materials 0.000 description 1
- UJMBCXLDXJUMFB-UHFFFAOYSA-K trisodium;5-oxo-1-(4-sulfonatophenyl)-4-[(4-sulfonatophenyl)diazenyl]-4h-pyrazole-3-carboxylate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C1=NN(C=2C=CC(=CC=2)S([O-])(=O)=O)C(=O)C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 UJMBCXLDXJUMFB-UHFFFAOYSA-K 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B11/00—Preparation of cellulose ethers
- C08B11/02—Alkyl or cycloalkyl ethers
- C08B11/04—Alkyl or cycloalkyl ethers with substituted hydrocarbon radicals
- C08B11/10—Alkyl or cycloalkyl ethers with substituted hydrocarbon radicals substituted with acid radicals
- C08B11/12—Alkyl or cycloalkyl ethers with substituted hydrocarbon radicals substituted with acid radicals substituted with carboxylic radicals, e.g. carboxymethylcellulose [CMC]
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B1/00—Preparatory treatment of cellulose for making derivatives thereof, e.g. pre-treatment, pre-soaking, activation
- C08B1/003—Preparation of cellulose solutions, i.e. dopes, with different possible solvents, e.g. ionic liquids
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B1/00—Preparatory treatment of cellulose for making derivatives thereof, e.g. pre-treatment, pre-soaking, activation
- C08B1/02—Rendering cellulose suitable for esterification
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B1/00—Preparatory treatment of cellulose for making derivatives thereof, e.g. pre-treatment, pre-soaking, activation
- C08B1/06—Rendering cellulose suitable for etherification
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B11/00—Preparation of cellulose ethers
- C08B11/02—Alkyl or cycloalkyl ethers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B16/00—Regeneration of cellulose
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B3/00—Preparation of cellulose esters of organic acids
- C08B3/06—Cellulose acetate, e.g. mono-acetate, di-acetate or tri-acetate
-
- 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
- D21C9/00—After-treatment of cellulose pulp, e.g. of wood pulp, or cotton linters ; Treatment of dilute or dewatered pulp or process improvement taking place after obtaining the raw cellulosic material and not provided for elsewhere
- D21C9/001—Modification of pulp properties
- D21C9/002—Modification of pulp properties by chemical means; preparation of dewatered pulp, e.g. in sheet or bulk form, containing special additives
- D21C9/004—Modification of pulp properties by chemical means; preparation of dewatered pulp, e.g. in sheet or bulk form, containing special additives inorganic compounds
-
- 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
- D21C9/00—After-treatment of cellulose pulp, e.g. of wood pulp, or cotton linters ; Treatment of dilute or dewatered pulp or process improvement taking place after obtaining the raw cellulosic material and not provided for elsewhere
- D21C9/001—Modification of pulp properties
- D21C9/002—Modification of pulp properties by chemical means; preparation of dewatered pulp, e.g. in sheet or bulk form, containing special additives
- D21C9/005—Modification of pulp properties by chemical means; preparation of dewatered pulp, e.g. in sheet or bulk form, containing special additives organic compounds
-
- D—TEXTILES; PAPER
- D21—PAPER-MAKING; PRODUCTION OF CELLULOSE
- D21H—PULP COMPOSITIONS; PREPARATION THEREOF NOT COVERED BY SUBCLASSES D21C OR D21D; IMPREGNATING OR COATING OF PAPER; TREATMENT OF FINISHED PAPER NOT COVERED BY CLASS B31 OR SUBCLASS D21G; PAPER NOT OTHERWISE PROVIDED FOR
- D21H11/00—Pulp or paper, comprising cellulose or lignocellulose fibres of natural origin only
- D21H11/16—Pulp or paper, comprising cellulose or lignocellulose fibres of natural origin only modified by a particular after-treatment
- D21H11/20—Chemically or biochemically modified fibres
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Wood Science & Technology (AREA)
- Inorganic Chemistry (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Paper (AREA)
Abstract
Description
样品 | 外观 | 粘度(ml/g) |
微晶纤维素 | 一相且透明 | 120 |
桦木硫酸盐浆 | 溶液中有一些悬浮物,未完全溶解 | 710 |
棉籽绒 | 溶液中有一些悬浮物,未完全溶解 | 900 |
亚硫酸盐纸浆 | 溶液中有一些悬浮物,未完全溶解 | 550 |
微晶纤维素/g | 外观 |
0.1 | 非常澄清的溶液 |
0.5 | 一相且透明,但不是非常澄清 |
1.0 | 一相,透明 |
2 | 一相,透明 |
4 | 一相,不透明,微浅黄色 |
5 | 近不透明,类似胶体 |
10 | 不能溶解 |
温度 | 外观 |
4℃ | 一相且透明 |
10℃ | 一相且透明 |
室温 | 一相,不太透明 |
40℃ | 两相,一些沉淀 |
沉淀方法 | 沉淀的重量/g | 产率 |
中和至pH为7.04 | 1.008 | 100.0% |
中和至pH为9.04 | 0.990 | 99.0% |
中和至pH为11.30 | 1.009 | 100.0% |
只升高温度至>90℃ | 0.355 | 35.5%。沉淀变成黄色。 |
Claims (22)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US40704710P | 2010-10-27 | 2010-10-27 | |
US61/407,047 | 2010-10-27 | ||
PCT/SE2011/051270 WO2012057684A1 (en) | 2010-10-27 | 2011-10-26 | Process for the derivatization of cellulose |
Publications (2)
Publication Number | Publication Date |
---|---|
CN103237814A true CN103237814A (zh) | 2013-08-07 |
CN103237814B CN103237814B (zh) | 2016-06-01 |
Family
ID=45994172
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN201180049754.0A Expired - Fee Related CN103237814B (zh) | 2010-10-27 | 2011-10-26 | 一种用于纤维素衍生化的方法 |
Country Status (7)
Country | Link |
---|---|
US (1) | US9469693B2 (zh) |
EP (1) | EP2632957B1 (zh) |
CN (1) | CN103237814B (zh) |
BR (1) | BR112013010451B1 (zh) |
DK (1) | DK2632957T3 (zh) |
ES (1) | ES2711754T3 (zh) |
WO (1) | WO2012057684A1 (zh) |
Families Citing this family (11)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN103469688B (zh) * | 2013-09-29 | 2016-04-20 | 北京林业大学 | 一种玉米芯改性制备纸张增强剂的方法 |
WO2016201414A1 (en) | 2015-06-11 | 2016-12-15 | Tyton Biosciences, Llc | Process and system for producing pulp, energy, and bioderivatives from plant-based and recycled materials |
SE541675C2 (en) | 2016-10-19 | 2019-11-26 | Re Newcell Ab | Recycling of cellulosic textiles |
EP3551790B1 (en) | 2016-12-06 | 2023-04-05 | Re:NewCell AB | Cellulose fibers |
EP3692076A1 (en) * | 2017-10-03 | 2020-08-12 | Dow Global Technologies LLC | Simplified process for making low viscosity cellulose ether |
EP3473244A1 (en) | 2017-10-20 | 2019-04-24 | Veru Inc. | Controlled release oral tamsulosin hydrochloride |
EP3473245A1 (en) | 2017-10-20 | 2019-04-24 | Veru Inc. | Controlled release oral tamsulosin hydrochloride |
CN108049230A (zh) * | 2017-12-14 | 2018-05-18 | 天津科技大学 | 一种铁催化过氧化氢氧化制备纳米纤维素方法 |
WO2019140245A1 (en) | 2018-01-12 | 2019-07-18 | Tyton Biosciences, Llc | Methods for recycling cotton and polyester fibers from waste textiles |
SE543048C2 (en) | 2018-12-19 | 2020-09-29 | Re Newcell Ab | A method for separating cellulosic fibers from non-cellulosic fibers |
EP3882380B1 (en) | 2020-03-16 | 2022-04-27 | Re:NewCell AB | One stage method for acid metal removal and bleach |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1658606A (en) * | 1923-03-15 | 1928-02-07 | Lilienfeld Leon | Cellulose solution and process for making same |
EP1245576A1 (en) * | 1999-11-08 | 2002-10-02 | Asahi Kasei Kabushiki Kaisha | Cellulose dope and process for producing the same |
CN1699442A (zh) * | 2005-06-29 | 2005-11-23 | 东华大学 | 一种溶解纤维素的溶剂及其制备方法和用途 |
Family Cites Families (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4089745A (en) | 1976-12-27 | 1978-05-16 | Standard Brands Incorporated | Process for enzymatically converting cellulose derived from corn hulls to glucose |
JPS60139873A (ja) * | 1983-12-26 | 1985-07-24 | 旭化成株式会社 | 繊維材料の改質方法 |
EP0344371A1 (en) | 1988-05-31 | 1989-12-06 | Uop Inc. | Hydrolysis of corn kernel hulls to monosaccharides |
SU1669917A1 (ru) * | 1989-03-13 | 1991-08-15 | Научно-производственное объединение "Полимерсинтез" | Способ получени карбоксиметилцеллюлозы |
US5410034A (en) | 1994-02-24 | 1995-04-25 | The United States Of America As Represented By The Secretary Of Agriculture | Alkaline method for dissolving cellulose |
JP4028003B2 (ja) | 1996-05-31 | 2007-12-26 | 旭化成株式会社 | セルロース溶液の調製方法 |
DE19715617A1 (de) * | 1997-04-15 | 1998-10-22 | Zimmer Ag | Verfahren für die modifizierte Herstellung von Cellulosecarbamat |
US6106763A (en) * | 1997-11-20 | 2000-08-22 | Institute Of Chemical Fibres | Process for producing cellulosic mouldings |
DE69839096T2 (de) * | 1997-12-04 | 2009-01-29 | Asahi Kasei Kabushiki Kaisha | Dispersion von cellulose |
CN1282773C (zh) * | 2005-05-30 | 2006-11-01 | 武汉大学 | 二步凝固浴法制备再生纤维素纤维的方法 |
FI20055381A (fi) * | 2005-07-01 | 2007-01-02 | M Real Oyj | Menetelmä selluloosan liuottamiseksi ja selluloosahiukkasten valmistamiseksi |
US7670813B2 (en) | 2006-10-25 | 2010-03-02 | Iogen Energy Corporation | Inorganic salt recovery during processing of lignocellulosic feedstocks |
WO2008095098A2 (en) | 2007-02-01 | 2008-08-07 | Board Of Supervisors Of Louisiana State University & Agricultural & Mechanical College | Process for sugar production from lignocellulosic biomass using alkali pretreatment |
BRPI1014723B1 (pt) * | 2009-04-28 | 2018-12-26 | Heli Inovatio Hb | processo para hidrólise de celulose |
-
2011
- 2011-10-26 EP EP11836723.4A patent/EP2632957B1/en active Active
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Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US1658606A (en) * | 1923-03-15 | 1928-02-07 | Lilienfeld Leon | Cellulose solution and process for making same |
EP1245576A1 (en) * | 1999-11-08 | 2002-10-02 | Asahi Kasei Kabushiki Kaisha | Cellulose dope and process for producing the same |
CN1699442A (zh) * | 2005-06-29 | 2005-11-23 | 东华大学 | 一种溶解纤维素的溶剂及其制备方法和用途 |
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WO2012057684A1 (en) | 2012-05-03 |
CN103237814B (zh) | 2016-06-01 |
EP2632957B1 (en) | 2018-11-21 |
BR112013010451B1 (pt) | 2020-02-11 |
US9469693B2 (en) | 2016-10-18 |
US20130324710A1 (en) | 2013-12-05 |
EP2632957A1 (en) | 2013-09-04 |
DK2632957T3 (en) | 2019-03-04 |
BR112013010451A2 (pt) | 2016-08-09 |
ES2711754T3 (es) | 2019-05-07 |
EP2632957A4 (en) | 2014-08-27 |
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