DE1543136C3 - Verfahren zur kontinuierlichen Herstellung von Methylcellulose oder Methylhydroxyalkylcellulose - Google Patents
Verfahren zur kontinuierlichen Herstellung von Methylcellulose oder MethylhydroxyalkylcelluloseInfo
- Publication number
- DE1543136C3 DE1543136C3 DE1965K0058048 DEK0058048A DE1543136C3 DE 1543136 C3 DE1543136 C3 DE 1543136C3 DE 1965K0058048 DE1965K0058048 DE 1965K0058048 DE K0058048 A DEK0058048 A DE K0058048A DE 1543136 C3 DE1543136 C3 DE 1543136C3
- Authority
- DE
- Germany
- Prior art keywords
- cellulose
- reaction
- methyl
- methyl chloride
- liquid
- 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 title claims description 31
- 229920000609 methyl cellulose Polymers 0.000 title claims description 10
- 239000001923 methylcellulose Substances 0.000 title claims description 10
- 235000010981 methylcellulose Nutrition 0.000 title claims description 10
- 229920013821 hydroxy alkyl cellulose Polymers 0.000 title claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 title claims description 6
- 238000010924 continuous production Methods 0.000 title claims description 4
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 claims description 60
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims description 36
- 229920002678 cellulose Polymers 0.000 claims description 33
- 239000001913 cellulose Substances 0.000 claims description 33
- 229940050176 methyl chloride Drugs 0.000 claims description 30
- 239000007788 liquid Substances 0.000 claims description 24
- 239000003513 alkali Substances 0.000 claims description 23
- 239000000203 mixture Substances 0.000 claims description 16
- 125000002947 alkylene group Chemical group 0.000 claims description 5
- 238000007086 side reaction Methods 0.000 claims description 3
- 238000006243 chemical reaction Methods 0.000 description 50
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 23
- 239000003795 chemical substances by application Substances 0.000 description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- 239000011541 reaction mixture Substances 0.000 description 10
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 9
- 229920003086 cellulose ether Polymers 0.000 description 8
- 235000011121 sodium hydroxide Nutrition 0.000 description 8
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 7
- 238000006266 etherification reaction Methods 0.000 description 7
- 239000000047 product Substances 0.000 description 7
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- 239000006227 byproduct Substances 0.000 description 5
- 239000007789 gas Substances 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- NEHMKBQYUWJMIP-NJFSPNSNSA-N chloro(114C)methane Chemical compound [14CH3]Cl NEHMKBQYUWJMIP-NJFSPNSNSA-N 0.000 description 4
- 150000002170 ethers Chemical class 0.000 description 4
- 230000035484 reaction time Effects 0.000 description 4
- 239000000725 suspension Substances 0.000 description 4
- 239000007795 chemical reaction product Substances 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 230000011987 methylation Effects 0.000 description 3
- 238000007069 methylation reaction Methods 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 238000000926 separation method Methods 0.000 description 3
- 229920001479 Hydroxyethyl methyl cellulose Polymers 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 150000004820 halides Chemical class 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- -1 methylhydroxypropyl Chemical group 0.000 description 2
- 239000000376 reactant Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 238000006467 substitution reaction Methods 0.000 description 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical group C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 240000000731 Fagus sylvatica Species 0.000 description 1
- 235000010099 Fagus sylvatica Nutrition 0.000 description 1
- 241000218657 Picea Species 0.000 description 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
- 230000001133 acceleration Effects 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- FOCAUTSVDIKZOP-UHFFFAOYSA-M chloroacetate Chemical compound [O-]C(=O)CCl FOCAUTSVDIKZOP-UHFFFAOYSA-M 0.000 description 1
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 239000003701 inert diluent Substances 0.000 description 1
- 238000005360 mashing Methods 0.000 description 1
- GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical group [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000010626 work up procedure 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
-
- 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
-
- 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
- C08B11/193—Mixed ethers, i.e. ethers with two or more different etherifying groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B17/00—Apparatus for esterification or etherification of cellulose
- C08B17/06—Apparatus for esterification or etherification of cellulose for making cellulose 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)
Priority Applications (11)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1965K0058048 DE1543136C3 (de) | 1965-12-30 | 1965-12-30 | Verfahren zur kontinuierlichen Herstellung von Methylcellulose oder Methylhydroxyalkylcellulose |
| NL6617333A NL6617333A (forum.php) | 1965-12-30 | 1966-12-09 | |
| CH1859366A CH471160A (de) | 1965-12-30 | 1966-12-27 | Verfahren zur Herstellung von Celluloseäthern |
| BE691814D BE691814A (forum.php) | 1965-12-30 | 1966-12-27 | |
| AT1189266A AT278042B (de) | 1965-12-30 | 1966-12-27 | Verfahren zur Herstellung von Celluloseäthern |
| LU52709D LU52709A1 (forum.php) | 1965-12-30 | 1966-12-28 | |
| SE1781366A SE374546B (forum.php) | 1965-12-30 | 1966-12-28 | |
| GB5795266A GB1166060A (en) | 1965-12-30 | 1966-12-28 | Process for the Manufacture of Cellulose Ethers |
| SU1122102A SU385453A3 (forum.php) | 1965-12-30 | 1966-12-29 | |
| ES0335090A ES335090A1 (es) | 1965-12-30 | 1966-12-29 | Un procedimiento para la fabricacion de metilcelulosa o metilhidroxialcohilcelulosa. |
| FR89529A FR1516072A (fr) | 1965-12-30 | 1966-12-30 | Procédé de production d'éthers cellulosiques |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1965K0058048 DE1543136C3 (de) | 1965-12-30 | 1965-12-30 | Verfahren zur kontinuierlichen Herstellung von Methylcellulose oder Methylhydroxyalkylcellulose |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE1543136A1 DE1543136A1 (de) | 1969-07-31 |
| DE1543136B2 DE1543136B2 (de) | 1977-03-31 |
| DE1543136C3 true DE1543136C3 (de) | 1980-04-17 |
Family
ID=7228524
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE1965K0058048 Expired DE1543136C3 (de) | 1965-12-30 | 1965-12-30 | Verfahren zur kontinuierlichen Herstellung von Methylcellulose oder Methylhydroxyalkylcellulose |
Country Status (10)
| Country | Link |
|---|---|
| AT (1) | AT278042B (forum.php) |
| BE (1) | BE691814A (forum.php) |
| CH (1) | CH471160A (forum.php) |
| DE (1) | DE1543136C3 (forum.php) |
| ES (1) | ES335090A1 (forum.php) |
| FR (1) | FR1516072A (forum.php) |
| GB (1) | GB1166060A (forum.php) |
| LU (1) | LU52709A1 (forum.php) |
| NL (1) | NL6617333A (forum.php) |
| SE (1) | SE374546B (forum.php) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA981252A (en) * | 1971-04-29 | 1976-01-06 | Ronald L. Glomski | Cellulose ether thickener for latex paint |
| DE2635403B2 (de) * | 1976-08-06 | 1979-07-12 | Loedige Fritz | Verfahren zum Herstellen von CeUuIoseäthern |
| DE2929011A1 (de) * | 1979-07-18 | 1981-02-12 | Henkel Kgaa | Herstellung von alkylcellulose nach kontinuierlicher verfahrensweise |
| DE3238278A1 (de) * | 1982-10-15 | 1984-04-19 | Henkel KGaA, 4000 Düsseldorf | Verfahren zur herstellung von niedrigsubstituierten, gut wasserloeslichen carboxyalkyl-polysaccharid-(misch-)ethern sowie entsprechende polysaccharid-mischether |
| DE3417952A1 (de) * | 1984-05-15 | 1985-11-21 | Hoechst Ag, 6230 Frankfurt | Verfahren zur herstellung von wasserloeslichen cellulosemischethern |
| DK1293515T3 (da) | 2001-09-14 | 2007-07-30 | Wolff Cellulosics Gmbh & Co Kg | Fremgangsmåde og udstyr til industriel fremstilling af methylhydroxyalkylcellulose |
| DE10234426A1 (de) * | 2001-09-14 | 2003-04-03 | Wolff Cellulosics Gmbh & Co Kg | Verfahren und Vorrichtung zur industriellen Herstellung von Methylhydroxyalkylcellulose |
| JP5030566B2 (ja) * | 2005-12-27 | 2012-09-19 | 信越化学工業株式会社 | セルロースエーテルの製造方法 |
| CN104193831B (zh) * | 2014-08-19 | 2016-06-29 | 高水龙 | 一种无尘式羟丙基甲基纤维素的生产装置 |
| EP2998340B1 (en) * | 2014-09-22 | 2019-07-17 | Shin-Etsu Chemical Co., Ltd. | Method for continuously producing cellulose ether |
| CN112592411B (zh) * | 2020-12-30 | 2024-04-19 | 山东一滕新材料股份有限公司 | 一种制备改性纤维素的方法及装置 |
-
1965
- 1965-12-30 DE DE1965K0058048 patent/DE1543136C3/de not_active Expired
-
1966
- 1966-12-09 NL NL6617333A patent/NL6617333A/xx unknown
- 1966-12-27 CH CH1859366A patent/CH471160A/de not_active IP Right Cessation
- 1966-12-27 AT AT1189266A patent/AT278042B/de not_active IP Right Cessation
- 1966-12-27 BE BE691814D patent/BE691814A/xx not_active IP Right Cessation
- 1966-12-28 LU LU52709D patent/LU52709A1/xx unknown
- 1966-12-28 GB GB5795266A patent/GB1166060A/en not_active Expired
- 1966-12-28 SE SE1781366A patent/SE374546B/xx unknown
- 1966-12-29 ES ES0335090A patent/ES335090A1/es not_active Expired
- 1966-12-30 FR FR89529A patent/FR1516072A/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NL6617333A (forum.php) | 1967-07-03 |
| GB1166060A (en) | 1969-10-01 |
| BE691814A (forum.php) | 1967-06-27 |
| ES335090A1 (es) | 1967-11-16 |
| DE1543136A1 (de) | 1969-07-31 |
| LU52709A1 (forum.php) | 1968-08-05 |
| SE374546B (forum.php) | 1975-03-10 |
| DE1543136B2 (de) | 1977-03-31 |
| CH471160A (de) | 1969-04-15 |
| FR1516072A (fr) | 1968-03-08 |
| AT278042B (de) | 1970-01-26 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C3 | Grant after two publication steps (3rd publication) |