CN1961005B - 低分子量乙基纤维素的生产 - Google Patents
低分子量乙基纤维素的生产 Download PDFInfo
- Publication number
- CN1961005B CN1961005B CN2005800171451A CN200580017145A CN1961005B CN 1961005 B CN1961005 B CN 1961005B CN 2005800171451 A CN2005800171451 A CN 2005800171451A CN 200580017145 A CN200580017145 A CN 200580017145A CN 1961005 B CN1961005 B CN 1961005B
- Authority
- CN
- China
- Prior art keywords
- ethyl cellulose
- viscosity
- depolymerization
- cellulose
- weight
- 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 - Fee Related
Links
- 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 title claims abstract description 121
- 239000001856 Ethyl cellulose Substances 0.000 title claims abstract description 114
- 229920001249 ethyl cellulose Polymers 0.000 title claims abstract description 114
- 235000019325 ethyl cellulose Nutrition 0.000 title claims abstract description 114
- 238000004519 manufacturing process Methods 0.000 title description 13
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims abstract description 72
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 51
- 238000000034 method Methods 0.000 claims description 28
- 229920002678 cellulose Polymers 0.000 claims description 18
- 239000001913 cellulose Substances 0.000 claims description 18
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 16
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 12
- 239000000203 mixture Substances 0.000 claims description 12
- 229910000041 hydrogen chloride Inorganic materials 0.000 claims description 10
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 claims description 10
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 9
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 9
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims description 6
- HRYZWHHZPQKTII-UHFFFAOYSA-N chloroethane Chemical compound CCCl HRYZWHHZPQKTII-UHFFFAOYSA-N 0.000 claims description 6
- 238000006386 neutralization reaction Methods 0.000 claims description 4
- 238000013267 controlled drug release Methods 0.000 claims description 3
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 claims description 2
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 claims description 2
- 238000009492 tablet coating Methods 0.000 claims description 2
- 239000002700 tablet coating Substances 0.000 claims description 2
- 230000003113 alkalizing effect Effects 0.000 claims 1
- -1 ethoxyl Chemical group 0.000 abstract description 5
- 229910000039 hydrogen halide Inorganic materials 0.000 abstract description 5
- 239000012433 hydrogen halide Substances 0.000 abstract description 5
- 230000009467 reduction Effects 0.000 abstract description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 22
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 239000003960 organic solvent Substances 0.000 description 11
- 239000000463 material Substances 0.000 description 7
- 210000000214 mouth Anatomy 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 239000007921 spray Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- 230000001476 alcoholic effect Effects 0.000 description 4
- 230000008901 benefit Effects 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 4
- 238000005516 engineering process Methods 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- 230000008569 process Effects 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- 230000001105 regulatory effect Effects 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- 239000008186 active pharmaceutical agent Substances 0.000 description 3
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 3
- 229920003086 cellulose ether Polymers 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 235000015872 dietary supplement Nutrition 0.000 description 3
- 229920000609 methyl cellulose Polymers 0.000 description 3
- 239000001923 methylcellulose Substances 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- 230000035484 reaction time Effects 0.000 description 3
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 239000004215 Carbon black (E152) Substances 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- 230000032683 aging Effects 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 239000006227 byproduct Substances 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 239000012043 crude product Substances 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 238000006266 etherification reaction Methods 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 229930195733 hydrocarbon Natural products 0.000 description 2
- 150000002430 hydrocarbons Chemical class 0.000 description 2
- 230000002209 hydrophobic effect Effects 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 229940050176 methyl chloride Drugs 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 238000012856 packing Methods 0.000 description 2
- 238000007639 printing Methods 0.000 description 2
- 239000002002 slurry Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000002966 varnish Substances 0.000 description 2
- MQWCXKGKQLNYQG-UHFFFAOYSA-N 4-methylcyclohexan-1-ol Chemical compound CC1CCC(O)CC1 MQWCXKGKQLNYQG-UHFFFAOYSA-N 0.000 description 1
- MRABAEUHTLLEML-UHFFFAOYSA-N Butyl lactate Chemical compound CCCCOC(=O)C(C)O MRABAEUHTLLEML-UHFFFAOYSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 229920004449 Halon® Polymers 0.000 description 1
- 229920001479 Hydroxyethyl methyl cellulose Polymers 0.000 description 1
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 description 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 229920001131 Pulp (paper) Polymers 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical class [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 230000001166 anti-perspirative effect Effects 0.000 description 1
- 239000003213 antiperspirant Substances 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 239000000919 ceramic Substances 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 238000005660 chlorination reaction Methods 0.000 description 1
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- PXBRQCKWGAHEHS-UHFFFAOYSA-N dichlorodifluoromethane Chemical compound FC(F)(Cl)Cl PXBRQCKWGAHEHS-UHFFFAOYSA-N 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 239000002612 dispersion medium Substances 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 238000009501 film coating Methods 0.000 description 1
- 239000007888 film coating Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000000834 fixative Substances 0.000 description 1
- 239000000796 flavoring agent Substances 0.000 description 1
- 235000019634 flavors Nutrition 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 238000000227 grinding Methods 0.000 description 1
- 150000005826 halohydrocarbons Chemical class 0.000 description 1
- 239000012943 hotmelt Substances 0.000 description 1
- 239000001863 hydroxypropyl cellulose Substances 0.000 description 1
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000004922 lacquer Substances 0.000 description 1
- 239000004973 liquid crystal related substance Substances 0.000 description 1
- 239000006194 liquid suspension Substances 0.000 description 1
- 230000005923 long-lasting effect Effects 0.000 description 1
- 239000012022 methylating agents Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229940017144 n-butyl lactate Drugs 0.000 description 1
- 230000000474 nursing effect Effects 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 239000012071 phase Substances 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical compound [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 230000000475 sunscreen effect Effects 0.000 description 1
- 239000000516 sunscreening agent Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000004416 thermosoftening plastic Substances 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 239000007762 w/o emulsion Substances 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
- C08B11/20—Post-etherification treatments of chemical or physical type, e.g. mixed etherification in two steps, including purification
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Materials Engineering (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Medicinal Preparation (AREA)
Abstract
Description
试验 | 反应时间(min) | 最终粘度(mPas) |
0(对比试验) | 8.8 | |
1A | 85 | 4.6 |
1B | 110 | 4.2 |
1C | 192 | 3.7 |
1D | 204 | 3.0 |
1E | 260 | 2.4 |
1F | 372 | 1.8 |
溶剂,乙基纤维素的浓度 | 实施例1F的乙基纤维素的粘度(mPas) | ETHOCEL Std4乙基纤维素的粘度(mPas) |
乙醇,10% | 9.1 | 39.6 |
乙醇,30% | 381 | 未测量,胶凝化 |
甲苯/乙醇*,10% | 6.2 | 26.4 |
甲苯/乙醇*,30% | 136 | >2000 |
甲苯/乙醇*,40% | 893 | >2000 |
实施例 | 聚合期间的水含量(%) | 最终粘度(mPas) |
没有解聚的起始材料(对比) | (未解聚) | 19.2 |
2 | 1.1 | 9.8 |
3 | 1.6 | 6.8 |
4 | 2.3 | 7.6 |
5 | 3.8 | 12.5 |
6 | 3.9 | 13.7 |
Claims (10)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US57459904P | 2004-05-26 | 2004-05-26 | |
US60/574,599 | 2004-05-26 | ||
PCT/US2005/007396 WO2005118649A1 (en) | 2004-05-26 | 2005-03-07 | Production of low molecular weight ethylcellulose |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1961005A CN1961005A (zh) | 2007-05-09 |
CN1961005B true CN1961005B (zh) | 2010-05-26 |
Family
ID=34961473
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN2005800171451A Expired - Fee Related CN1961005B (zh) | 2004-05-26 | 2005-03-07 | 低分子量乙基纤维素的生产 |
Country Status (7)
Country | Link |
---|---|
US (1) | US20070179292A1 (zh) |
EP (1) | EP1758938B1 (zh) |
JP (1) | JP2008500426A (zh) |
CN (1) | CN1961005B (zh) |
CA (1) | CA2563232C (zh) |
IL (1) | IL179426A (zh) |
WO (1) | WO2005118649A1 (zh) |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8865432B2 (en) * | 2004-02-26 | 2014-10-21 | Shin-Etsu Chemical Co., Ltd. | Method for preparing cellulose derivatives having solubility improved |
CN101001881A (zh) * | 2005-08-22 | 2007-07-18 | 信越化学工业株式会社 | 溶解度提高的纤维素衍生物的制造方法 |
JP2011504524A (ja) * | 2007-11-09 | 2011-02-10 | ダウ グローバル テクノロジーズ インコーポレイティド | セルロースエーテルコーティング組成物および方法 |
JP4935742B2 (ja) * | 2008-04-04 | 2012-05-23 | パナソニック株式会社 | プラズマディスプレイパネル用金属酸化物ペースト及びプラズマディスプレイパネルの製造方法 |
CN103649790B (zh) * | 2011-06-23 | 2016-10-19 | 柯尼卡美能达株式会社 | 光学反射膜及其制造方法 |
KR102220604B1 (ko) * | 2012-07-17 | 2021-03-02 | 다우 글로벌 테크놀로지스 엘엘씨 | 유기 액체 희석제 및 매우 낮은 점도의 셀룰로즈 에테르를 포함하는 조성물 |
EP3216463B1 (en) * | 2016-03-09 | 2020-12-23 | Shin-Etsu Chemical Co., Ltd. | Solid preparation containing alkyl cellulose and method for producing the same |
WO2017172590A1 (en) * | 2016-03-30 | 2017-10-05 | Dow Global Technologies Llc | Method of making oleogel |
CN106496334A (zh) * | 2016-11-21 | 2017-03-15 | 泸州北方化学工业有限公司 | 一种低取代度乙基纤维素及其制备方法 |
US20230124656A1 (en) * | 2020-05-07 | 2023-04-20 | Conopco, Inc., D/B/A Unilever | An Antiperspirant Composition |
CN118202002A (zh) | 2021-11-10 | 2024-06-14 | 株式会社大赛璐 | 木质纤维素衍生物组合物及其制造方法 |
JP2024141583A (ja) * | 2023-03-29 | 2024-10-10 | 信越化学工業株式会社 | 解重合セルロースエーテルの連続的製造方法 |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6261218B1 (en) * | 1998-12-01 | 2001-07-17 | The Dow Chemical Company | Process and apparatus for making low molecular weight cellulose ethers |
CN1353720A (zh) * | 1999-06-24 | 2002-06-12 | 陶氏化学公司 | 具有降低的变黄和变色性能的纤维素醚的制备方法 |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB736303A (en) * | 1951-05-17 | 1955-09-07 | Hercules Powder Co Ltd | Improvements in or relating to the treatment of cellulose ethers and the resulting products |
US2711965A (en) * | 1951-09-20 | 1955-06-28 | Hercules Powder Co Ltd | Method for removing color bodies from an ethyl cellulose and stabilizing the same |
JPS4841037B1 (zh) * | 1964-10-26 | 1973-12-04 | ||
US3728331A (en) * | 1969-04-04 | 1973-04-17 | Dow Chemical Co | Process for reducing the viscosity of a cellulose ether with hydrogen peroxide |
US4061859A (en) * | 1976-06-14 | 1977-12-06 | The Dow Chemical Company | Viscosity reduction of cellulose derivatives |
JPH0476072A (ja) * | 1990-07-19 | 1992-03-10 | Hakutou Kk | 半田付け不良箇所用マーキングインク |
US6294008B1 (en) * | 1999-04-21 | 2001-09-25 | The Dow Chemical Company | Haze-free cellulose ether capsules and process for making |
-
2005
- 2005-03-07 WO PCT/US2005/007396 patent/WO2005118649A1/en not_active Application Discontinuation
- 2005-03-07 EP EP05724853.6A patent/EP1758938B1/en active Active
- 2005-03-07 JP JP2007515055A patent/JP2008500426A/ja active Pending
- 2005-03-07 US US10/591,930 patent/US20070179292A1/en not_active Abandoned
- 2005-03-07 CN CN2005800171451A patent/CN1961005B/zh not_active Expired - Fee Related
- 2005-03-07 CA CA2563232A patent/CA2563232C/en not_active Expired - Fee Related
-
2006
- 2006-11-20 IL IL179426A patent/IL179426A/en not_active IP Right Cessation
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6261218B1 (en) * | 1998-12-01 | 2001-07-17 | The Dow Chemical Company | Process and apparatus for making low molecular weight cellulose ethers |
CN1353720A (zh) * | 1999-06-24 | 2002-06-12 | 陶氏化学公司 | 具有降低的变黄和变色性能的纤维素醚的制备方法 |
Also Published As
Publication number | Publication date |
---|---|
CN1961005A (zh) | 2007-05-09 |
IL179426A0 (en) | 2007-05-15 |
EP1758938B1 (en) | 2019-05-15 |
CA2563232A1 (en) | 2005-12-15 |
WO2005118649A1 (en) | 2005-12-15 |
CA2563232C (en) | 2012-10-02 |
IL179426A (en) | 2011-11-30 |
JP2008500426A (ja) | 2008-01-10 |
EP1758938A1 (en) | 2007-03-07 |
US20070179292A1 (en) | 2007-08-02 |
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