GB1565989A - Hydroxyalkyl cellulose ethers - Google Patents
Hydroxyalkyl cellulose ethers Download PDFInfo
- Publication number
- GB1565989A GB1565989A GB52545/76A GB5254576A GB1565989A GB 1565989 A GB1565989 A GB 1565989A GB 52545/76 A GB52545/76 A GB 52545/76A GB 5254576 A GB5254576 A GB 5254576A GB 1565989 A GB1565989 A GB 1565989A
- Authority
- GB
- United Kingdom
- Prior art keywords
- water
- mol
- cellulose ether
- chloroformic acid
- ether
- 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
- 229920013821 hydroxy alkyl cellulose Polymers 0.000 title claims description 18
- 150000002170 ethers Chemical class 0.000 title description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 47
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 38
- 238000000034 method Methods 0.000 claims description 38
- -1 chloroformic acid ester Chemical class 0.000 claims description 18
- 229920003086 cellulose ether Polymers 0.000 claims description 13
- 238000006243 chemical reaction Methods 0.000 claims description 12
- XMJHPCRAQCTCFT-UHFFFAOYSA-N methyl chloroformate Chemical compound COC(Cl)=O XMJHPCRAQCTCFT-UHFFFAOYSA-N 0.000 claims description 10
- 229910001854 alkali hydroxide Inorganic materials 0.000 claims description 6
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims description 6
- 150000002148 esters Chemical class 0.000 claims description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
- 230000004048 modification Effects 0.000 claims description 2
- 238000012986 modification Methods 0.000 claims description 2
- 239000012429 reaction media Substances 0.000 claims 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 38
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 16
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 16
- 229940071826 hydroxyethyl cellulose Drugs 0.000 description 16
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 16
- 239000000243 solution Substances 0.000 description 14
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 9
- 229920002678 cellulose Polymers 0.000 description 7
- 239000001913 cellulose Substances 0.000 description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- 239000006185 dispersion Substances 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 5
- 239000003960 organic solvent Substances 0.000 description 5
- 230000035484 reaction time Effects 0.000 description 5
- 238000003756 stirring Methods 0.000 description 5
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 4
- 150000004702 methyl esters Chemical class 0.000 description 4
- 238000006467 substitution reaction Methods 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 239000003513 alkali Substances 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 3
- AOGYCOYQMAVAFD-UHFFFAOYSA-N chlorocarbonic acid Chemical compound OC(Cl)=O AOGYCOYQMAVAFD-UHFFFAOYSA-N 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- 229920001479 Hydroxyethyl methyl cellulose Polymers 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- 229960001760 dimethyl sulfoxide Drugs 0.000 description 2
- RIFGWPKJUGCATF-UHFFFAOYSA-N ethyl chloroformate Chemical compound CCOC(Cl)=O RIFGWPKJUGCATF-UHFFFAOYSA-N 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 description 2
- TWNIBLMWSKIRAT-VFUOTHLCSA-N levoglucosan Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@H]2CO[C@@H]1O2 TWNIBLMWSKIRAT-VFUOTHLCSA-N 0.000 description 2
- 239000002245 particle Substances 0.000 description 2
- KJFMBFZCATUALV-UHFFFAOYSA-N phenolphthalein Chemical compound C1=CC(O)=CC=C1C1(C=2C=CC(O)=CC=2)C2=CC=CC=C2C(=O)O1 KJFMBFZCATUALV-UHFFFAOYSA-N 0.000 description 2
- 230000002035 prolonged effect Effects 0.000 description 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- JVIPLYCGEZUBIO-UHFFFAOYSA-N 2-(4-fluorophenyl)-1,3-dioxoisoindole-5-carboxylic acid Chemical compound O=C1C2=CC(C(=O)O)=CC=C2C(=O)N1C1=CC=C(F)C=C1 JVIPLYCGEZUBIO-UHFFFAOYSA-N 0.000 description 1
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 description 1
- 229920001425 Diethylaminoethyl cellulose Polymers 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 239000001856 Ethyl cellulose Substances 0.000 description 1
- 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 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 230000003113 alkalizing effect Effects 0.000 description 1
- 125000003368 amide group Chemical group 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- HSDAJNMJOMSNEV-UHFFFAOYSA-N benzyl chloroformate Chemical compound ClC(=O)OCC1=CC=CC=C1 HSDAJNMJOMSNEV-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 1
- 239000000920 calcium hydroxide Substances 0.000 description 1
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 1
- 238000012412 chemical coupling Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 229940079919 digestives enzyme preparation Drugs 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 229940088598 enzyme Drugs 0.000 description 1
- 229920001249 ethyl cellulose Polymers 0.000 description 1
- 229960004667 ethyl cellulose Drugs 0.000 description 1
- 235000019325 ethyl cellulose Nutrition 0.000 description 1
- 125000004494 ethyl ester group Chemical group 0.000 description 1
- 230000007717 exclusion Effects 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 229940015043 glyoxal Drugs 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical group [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 description 1
- 238000006011 modification reaction Methods 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 125000003396 thiol group Chemical class [H]S* 0.000 description 1
- 238000009827 uniform distribution Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 230000004580 weight loss Effects 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
- C08B15/00—Preparation of other cellulose derivatives or modified cellulose, e.g. complexes
- C08B15/005—Crosslinking of cellulose derivatives
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)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2556754A DE2556754C3 (de) | 1975-12-17 | 1975-12-17 | Verfahren zur Modifizierung von wasserlöslichen Hydroxyalkylcelluloseethern zu völlig oder teilweise wasserunlöslichen Produkten und Verfahren zur Herstellung von wäßrigen Lösungen der modifizierten Produkte |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1565989A true GB1565989A (en) | 1980-04-30 |
Family
ID=5964594
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB52545/76A Expired GB1565989A (en) | 1975-12-17 | 1976-12-16 | Hydroxyalkyl cellulose ethers |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US4097667A (enExample) |
| JP (1) | JPS5273988A (enExample) |
| BE (1) | BE849408A (enExample) |
| BR (1) | BR7608384A (enExample) |
| DE (1) | DE2556754C3 (enExample) |
| DK (1) | DK566676A (enExample) |
| FI (1) | FI763598A7 (enExample) |
| FR (1) | FR2335525A1 (enExample) |
| GB (1) | GB1565989A (enExample) |
| LU (1) | LU76389A1 (enExample) |
| NL (1) | NL7613876A (enExample) |
| SE (1) | SE7614046L (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0056360A1 (en) * | 1981-01-14 | 1982-07-21 | Battelle Memorial Institute | Cross-linked carboxymethylcellulose carbonate and preparation thereof |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS54105223A (en) * | 1977-12-29 | 1979-08-18 | Yamanouchi Pharmaceut Co Ltd | Coating agent for solid medicine |
| DE2823736A1 (de) * | 1978-05-31 | 1979-12-13 | Hoechst Ag | Verfahren und vorrichtung zur herstellung von quellfaehiger, vernetzter carboxyalkylcellulose aus natuerlich vorkommender cellulose oder cellulosehydrat und deren verwendung |
| DE3232467A1 (de) * | 1982-09-01 | 1984-03-01 | Hoechst Ag, 6230 Frankfurt | Verfahren zur herstellung von celluloseethern mit verbessertem dispergierverhalten |
| DE3236158A1 (de) * | 1982-09-30 | 1984-04-05 | Hoechst Ag, 6230 Frankfurt | Verfahren zur veretherung von cellulose mit monochloressigsaeurealkylestern |
| US4487866A (en) * | 1983-06-22 | 1984-12-11 | Halliburton Company | Method of improving the dispersibility of water soluble anionic polymers |
| US4487867A (en) * | 1983-06-22 | 1984-12-11 | Halliburton Company | Water soluble anionic polymer composition and method for stimulating a subterranean formation |
| DE3836600A1 (de) * | 1988-10-27 | 1990-05-03 | Wolff Walsrode Ag | Kohlensaeureester von polysacchariden und verfahren zu ihrer herstellung |
| JPH0678364B2 (ja) | 1989-01-31 | 1994-10-05 | ユニオン、カーバイド、ケミカルズ、アンド、プラスチックス、カンパニー、インコーポレイテッド | アルキル―アリール疎水基を有する多糖類及びそれらを含むラテックス組成物 |
| US5120838A (en) * | 1989-10-30 | 1992-06-09 | Aqualon Company | Alkylaryl hydrophobically modified cellulose ethers |
| US5504123A (en) * | 1994-12-20 | 1996-04-02 | Union Carbide Chemicals & Plastics Technology Corporation | Dual functional cellulosic additives for latex compositions |
| JP5154052B2 (ja) * | 2006-10-03 | 2013-02-27 | 日東電工株式会社 | カーボネート化セルロース系化合物およびその製造方法ならびにゲル状電解質 |
| JP2010084028A (ja) * | 2008-09-30 | 2010-04-15 | Fujifilm Corp | セルロース誘導体、樹脂組成物、成形体、電子機器用筺体、及びセルロース誘導体の製造方法 |
| US9012376B2 (en) | 2011-03-14 | 2015-04-21 | Halliburton Energy Services, Inc. | Inulin as corrosion inhibitor |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2330263A (en) * | 1940-09-10 | 1943-09-28 | Carbide & Carbon Chem Corp | Esterification of hydroxyalkyl celluloses |
| US2602789A (en) * | 1949-08-23 | 1952-07-08 | Joseph H Schwartz | Ether-esters of polyhydroxy compounds |
| US3072635A (en) * | 1959-11-04 | 1963-01-08 | Chemical Dev Of Canada Ltd | Readily dissolving cellulose derivatives and process therefor |
| BE662196A (enExample) * | 1964-04-23 | 1900-01-01 | ||
| GB1142281A (en) * | 1967-02-16 | 1969-02-05 | Ici Ltd | Production of hydroxyalkyl cellulose |
| GB1289548A (enExample) * | 1969-12-18 | 1972-09-20 | ||
| GB1289549A (enExample) * | 1969-12-18 | 1972-09-20 |
-
1975
- 1975-12-17 DE DE2556754A patent/DE2556754C3/de not_active Expired
-
1976
- 1976-12-14 NL NL7613876A patent/NL7613876A/xx not_active Application Discontinuation
- 1976-12-14 SE SE7614046A patent/SE7614046L/xx unknown
- 1976-12-14 BR BR7608384A patent/BR7608384A/pt unknown
- 1976-12-14 BE BE173264A patent/BE849408A/xx unknown
- 1976-12-15 FI FI763598A patent/FI763598A7/fi not_active Application Discontinuation
- 1976-12-15 LU LU76389A patent/LU76389A1/xx unknown
- 1976-12-16 US US05/751,457 patent/US4097667A/en not_active Expired - Lifetime
- 1976-12-16 GB GB52545/76A patent/GB1565989A/en not_active Expired
- 1976-12-16 FR FR7637934A patent/FR2335525A1/fr active Granted
- 1976-12-16 DK DK566676A patent/DK566676A/da unknown
- 1976-12-17 JP JP51151866A patent/JPS5273988A/ja active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0056360A1 (en) * | 1981-01-14 | 1982-07-21 | Battelle Memorial Institute | Cross-linked carboxymethylcellulose carbonate and preparation thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2335525B1 (enExample) | 1980-03-07 |
| SE7614046L (sv) | 1977-06-18 |
| FR2335525A1 (fr) | 1977-07-15 |
| DE2556754A1 (de) | 1977-06-30 |
| FI763598A7 (enExample) | 1977-06-18 |
| DE2556754B2 (de) | 1981-06-25 |
| BR7608384A (pt) | 1977-12-06 |
| DE2556754C3 (de) | 1982-04-29 |
| BE849408A (fr) | 1977-06-14 |
| NL7613876A (nl) | 1977-06-21 |
| DK566676A (da) | 1977-06-18 |
| LU76389A1 (enExample) | 1978-07-10 |
| JPS5273988A (en) | 1977-06-21 |
| US4097667A (en) | 1978-06-27 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |