JPS6344761B2 - - Google Patents
Info
- Publication number
- JPS6344761B2 JPS6344761B2 JP57161368A JP16136882A JPS6344761B2 JP S6344761 B2 JPS6344761 B2 JP S6344761B2 JP 57161368 A JP57161368 A JP 57161368A JP 16136882 A JP16136882 A JP 16136882A JP S6344761 B2 JPS6344761 B2 JP S6344761B2
- Authority
- JP
- Japan
- Prior art keywords
- cellulose
- reaction
- alkali
- alkyl
- alkylene oxide
- 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
- 239000001913 cellulose Substances 0.000 claims description 80
- 229920002678 cellulose Polymers 0.000 claims description 79
- 238000006243 chemical reaction Methods 0.000 claims description 48
- 150000001350 alkyl halides Chemical class 0.000 claims description 40
- 239000003513 alkali Substances 0.000 claims description 34
- 125000002947 alkylene group Chemical group 0.000 claims description 34
- 229910001854 alkali hydroxide Inorganic materials 0.000 claims description 25
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims description 25
- 238000006467 substitution reaction Methods 0.000 claims description 20
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 19
- 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 claims description 12
- 125000000217 alkyl group Chemical class 0.000 claims description 11
- -1 hydroxyl compound Chemical class 0.000 claims description 11
- 238000004519 manufacturing process Methods 0.000 claims description 11
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 8
- 229920013821 hydroxy alkyl cellulose Polymers 0.000 claims description 6
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 claims description 2
- 239000008186 active pharmaceutical agent Substances 0.000 claims 4
- 229920013820 alkyl cellulose Polymers 0.000 claims 1
- 125000002603 chloroethyl group Chemical group [H]C([*])([H])C([H])([H])Cl 0.000 claims 1
- 125000004218 chloromethyl group Chemical group [H]C([H])(Cl)* 0.000 claims 1
- 235000010980 cellulose Nutrition 0.000 description 76
- 238000000034 method Methods 0.000 description 34
- 238000006266 etherification reaction Methods 0.000 description 29
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 28
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 18
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 description 14
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 14
- 229940050176 methyl chloride Drugs 0.000 description 14
- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 description 13
- UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 description 13
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- 239000000243 solution Substances 0.000 description 10
- 239000003112 inhibitor Substances 0.000 description 8
- 230000008569 process Effects 0.000 description 8
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 7
- 230000000052 comparative effect Effects 0.000 description 6
- 230000007423 decrease Effects 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 229920001479 Hydroxyethyl methyl cellulose Polymers 0.000 description 5
- 108010059892 Cellulase Proteins 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 238000000354 decomposition reaction Methods 0.000 description 3
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 3
- 230000009257 reactivity Effects 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 2
- 108010084185 Cellulases Proteins 0.000 description 2
- 102000005575 Cellulases Human genes 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 239000002360 explosive Substances 0.000 description 2
- 229920013819 hydroxyethyl ethylcellulose Polymers 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 238000005580 one pot reaction Methods 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 230000000704 physical effect Effects 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 238000000746 purification Methods 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 238000007086 side reaction Methods 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000013112 stability test Methods 0.000 description 2
- 108090000790 Enzymes Proteins 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 238000006065 biodegradation reaction Methods 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 229940106157 cellulase Drugs 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000003776 cleavage reaction Methods 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 229940088598 enzyme Drugs 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 235000019814 powdered cellulose Nutrition 0.000 description 1
- 229920003124 powdered cellulose Polymers 0.000 description 1
- 238000003825 pressing Methods 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 230000007017 scission Effects 0.000 description 1
- 238000002791 soaking Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
Landscapes
- Polysaccharides And Polysaccharide Derivatives (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP16136882A JPS5949201A (ja) | 1982-09-16 | 1982-09-16 | ヒドロキシアルキルアルキルセルロ−スの製造方法 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP16136882A JPS5949201A (ja) | 1982-09-16 | 1982-09-16 | ヒドロキシアルキルアルキルセルロ−スの製造方法 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5949201A JPS5949201A (ja) | 1984-03-21 |
| JPS6344761B2 true JPS6344761B2 (it) | 1988-09-06 |
Family
ID=15733754
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP16136882A Granted JPS5949201A (ja) | 1982-09-16 | 1982-09-16 | ヒドロキシアルキルアルキルセルロ−スの製造方法 |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5949201A (it) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3316124A1 (de) * | 1983-05-03 | 1984-11-08 | Hoechst Ag, 6230 Frankfurt | Verfahren zur herstellung von wasserloeslichen cellulosemischethern |
| DE3417952A1 (de) * | 1984-05-15 | 1985-11-21 | Hoechst Ag, 6230 Frankfurt | Verfahren zur herstellung von wasserloeslichen cellulosemischethern |
| US4609729A (en) * | 1985-04-03 | 1986-09-02 | The Dow Chemical Company | Organosoluble C3 -C4 hydroxyalkyl ethyl cellulose ethers |
| US4661589A (en) * | 1985-07-02 | 1987-04-28 | The Dow Chemical Company | Process for preparing hydroxyalkylcellulose ethers |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2831852A (en) * | 1954-05-27 | 1958-04-22 | Dow Chemical Co | Water-soluble thermoplastic cellulose ethers |
| JPS5038782A (it) * | 1973-08-10 | 1975-04-10 | ||
| US4096325A (en) * | 1976-02-20 | 1978-06-20 | Anheuser-Busch, Incorporated | Methyl hydroxypropyl cellulose ethers |
| JPS55110103A (en) * | 1979-02-12 | 1980-08-25 | Hercules Inc | Denatured waterrsoluble cellulose ether |
-
1982
- 1982-09-16 JP JP16136882A patent/JPS5949201A/ja active Granted
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2831852A (en) * | 1954-05-27 | 1958-04-22 | Dow Chemical Co | Water-soluble thermoplastic cellulose ethers |
| JPS5038782A (it) * | 1973-08-10 | 1975-04-10 | ||
| US4096325A (en) * | 1976-02-20 | 1978-06-20 | Anheuser-Busch, Incorporated | Methyl hydroxypropyl cellulose ethers |
| JPS55110103A (en) * | 1979-02-12 | 1980-08-25 | Hercules Inc | Denatured waterrsoluble cellulose ether |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5949201A (ja) | 1984-03-21 |
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