GB1077799A - Improvements in and relating to the preparation of cyanoalkylation products of cellulose - Google Patents
Improvements in and relating to the preparation of cyanoalkylation products of celluloseInfo
- Publication number
- GB1077799A GB1077799A GB1844165A GB1844165A GB1077799A GB 1077799 A GB1077799 A GB 1077799A GB 1844165 A GB1844165 A GB 1844165A GB 1844165 A GB1844165 A GB 1844165A GB 1077799 A GB1077799 A GB 1077799A
- Authority
- GB
- United Kingdom
- Prior art keywords
- cellulose
- nitrile
- grams
- solvent
- alkali
- 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
- 229920002678 cellulose Polymers 0.000 title abstract 6
- 239000001913 cellulose Substances 0.000 title abstract 5
- 235000010980 cellulose Nutrition 0.000 abstract 5
- 239000003513 alkali Substances 0.000 abstract 4
- 150000002825 nitriles Chemical class 0.000 abstract 4
- 239000002904 solvent Substances 0.000 abstract 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 abstract 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract 3
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 abstract 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- 238000001816 cooling Methods 0.000 abstract 2
- 239000000047 product Substances 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- KXJGSNRAQWDDJT-UHFFFAOYSA-N 1-acetyl-5-bromo-2h-indol-3-one Chemical compound BrC1=CC=C2N(C(=O)C)CC(=O)C2=C1 KXJGSNRAQWDDJT-UHFFFAOYSA-N 0.000 abstract 1
- FCYVWWWTHPPJII-UHFFFAOYSA-N 2-methylidenepropanedinitrile Chemical compound N#CC(=C)C#N FCYVWWWTHPPJII-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- -1 crotonic acid nitrile Chemical class 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 238000001704 evaporation Methods 0.000 abstract 1
- 230000008020 evaporation Effects 0.000 abstract 1
- 150000002576 ketones Chemical class 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 abstract 1
- 239000011976 maleic acid Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 238000003756 stirring Methods 0.000 abstract 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 abstract 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L1/00—Compositions of cellulose, modified cellulose or cellulose derivatives
- C08L1/08—Cellulose derivatives
- C08L1/26—Cellulose ethers
- C08L1/28—Alkyl ethers
- C08L1/288—Alkyl ethers substituted with nitrogen-containing 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
- C08B11/02—Alkyl or cycloalkyl ethers
- C08B11/04—Alkyl or cycloalkyl ethers with substituted hydrocarbon radicals
- C08B11/14—Alkyl or cycloalkyl ethers with substituted hydrocarbon radicals with nitrogen-containing groups
- C08B11/155—Alkyl or cycloalkyl ethers with substituted hydrocarbon radicals with nitrogen-containing groups with cyano groups, e.g. cyanoalkyl ethers
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
- H01B3/00—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties
- H01B3/18—Insulators or insulating bodies characterised by the insulating materials; Selection of materials for their insulating or dielectric properties mainly consisting of organic substances
- H01B3/185—Substances or derivates of cellulose
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Materials Engineering (AREA)
- Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
Abstract
Cyanoalkylation products of cellulose are prepared by reacting alkali cellulose with an unsaturated nitrile having one of the double bond carbons directly connected to the cyanide group in the presence of an inert organic solvent for the nitrile, said solvent being an alcohol, an ether, a ketone, an ester, or a mixture of two or more of these solvents. The solvent is liquid at room temperature and readily miscible with water. The reaction is carried out with sufficient cooling to keep the reaction temperature below 25 DEG C. If fibrous end products are desired, fibrous alkali celluloses are used and may be prepared by any conventional process. The nitrile may be a mono-nitrile such as acrylonitrile or crotonic acid nitrile or a dinitrile such as vinylidene cyanide or maleic acid dinitrile. In an example, alkali cellulose prepared in a conventional manner from 480 grams of dry cellulose and from which the excess alkali has been pressed out is moistened with 60 grams of isopropyl alcohol and 320 grams of acrylonitrile are added in small portions at a time with stirring and cooling. After about 24 hours the 800 grams of cyanoethyl cellulose thereby produced is washed with water. The dry product contains 10% of nitrogen and is completely soluble in dimethyl formamide at ordinary temperatures. Fibres may be cast from the solution, the solvent being removed by evaporation (see Division B5).
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEK0052952 | 1964-05-14 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1077799A true GB1077799A (en) | 1967-08-02 |
Family
ID=7226547
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1844165A Expired GB1077799A (en) | 1964-05-14 | 1965-05-03 | Improvements in and relating to the preparation of cyanoalkylation products of cellulose |
Country Status (3)
| Country | Link |
|---|---|
| BE (1) | BE663972A (en) |
| GB (1) | GB1077799A (en) |
| NL (1) | NL6505630A (en) |
-
1965
- 1965-05-03 GB GB1844165A patent/GB1077799A/en not_active Expired
- 1965-05-03 NL NL6505630A patent/NL6505630A/xx unknown
- 1965-05-14 BE BE663972A patent/BE663972A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NL6505630A (en) | 1965-11-15 |
| BE663972A (en) | 1965-09-01 |
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