GB495097A - Improvements in or relating to the production of cellulose derivatives - Google Patents
Improvements in or relating to the production of cellulose derivativesInfo
- Publication number
- GB495097A GB495097A GB2974/37A GB297437A GB495097A GB 495097 A GB495097 A GB 495097A GB 2974/37 A GB2974/37 A GB 2974/37A GB 297437 A GB297437 A GB 297437A GB 495097 A GB495097 A GB 495097A
- Authority
- GB
- United Kingdom
- Prior art keywords
- cellulose
- sulphonate
- amino
- soluble
- product
- 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 12
- 239000001913 cellulose Substances 0.000 title abstract 11
- 235000010980 cellulose Nutrition 0.000 abstract 11
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 4
- -1 aryl sulphonate Chemical compound 0.000 abstract 4
- 239000008199 coating composition Substances 0.000 abstract 3
- 229920000609 methyl cellulose Polymers 0.000 abstract 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 3
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 abstract 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 abstract 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 abstract 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 abstract 2
- QCOGKXLOEWLIDC-UHFFFAOYSA-N N-methylbutylamine Chemical compound CCCCNC QCOGKXLOEWLIDC-UHFFFAOYSA-N 0.000 abstract 2
- 150000001412 amines Chemical class 0.000 abstract 2
- 125000003277 amino group Chemical group 0.000 abstract 2
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 abstract 2
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 abstract 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract 2
- 239000001923 methylcellulose Substances 0.000 abstract 2
- 235000010981 methylcellulose Nutrition 0.000 abstract 2
- DPBLXKKOBLCELK-UHFFFAOYSA-N pentan-1-amine Chemical compound CCCCCN DPBLXKKOBLCELK-UHFFFAOYSA-N 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- JOXIMZWYDAKGHI-UHFFFAOYSA-M toluene-4-sulfonate Chemical compound CC1=CC=C(S([O-])(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-M 0.000 abstract 2
- 239000000080 wetting agent Substances 0.000 abstract 2
- PQMCFTMVQORYJC-UHFFFAOYSA-N 2-aminocyclohexan-1-ol Chemical compound NC1CCCCC1O PQMCFTMVQORYJC-UHFFFAOYSA-N 0.000 abstract 1
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000000853 adhesive Substances 0.000 abstract 1
- 230000001070 adhesive effect Effects 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 125000003282 alkyl amino group Chemical group 0.000 abstract 1
- 239000003963 antioxidant agent Substances 0.000 abstract 1
- 235000006708 antioxidants Nutrition 0.000 abstract 1
- 239000010425 asbestos Substances 0.000 abstract 1
- SRSXLGNVWSONIS-UHFFFAOYSA-M benzenesulfonate Chemical compound [O-]S(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-M 0.000 abstract 1
- 239000011449 brick Substances 0.000 abstract 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 229920003086 cellulose ether Polymers 0.000 abstract 1
- 239000011248 coating agent Substances 0.000 abstract 1
- 238000000576 coating method Methods 0.000 abstract 1
- 239000002270 dispersing agent Substances 0.000 abstract 1
- 239000006185 dispersion Substances 0.000 abstract 1
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 abstract 1
- 239000003112 inhibitor Substances 0.000 abstract 1
- 239000002917 insecticide Substances 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 239000003921 oil Substances 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 239000000123 paper Substances 0.000 abstract 1
- 239000000049 pigment Substances 0.000 abstract 1
- 239000011505 plaster Substances 0.000 abstract 1
- 239000004014 plasticizer Substances 0.000 abstract 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 229910052895 riebeckite Inorganic materials 0.000 abstract 1
- WKEDVNSFRWHDNR-UHFFFAOYSA-N salicylanilide Chemical compound OC1=CC=CC=C1C(=O)NC1=CC=CC=C1 WKEDVNSFRWHDNR-UHFFFAOYSA-N 0.000 abstract 1
- 229950000975 salicylanilide Drugs 0.000 abstract 1
- 150000003335 secondary amines Chemical class 0.000 abstract 1
- 239000004575 stone Substances 0.000 abstract 1
- 239000004753 textile Substances 0.000 abstract 1
- 239000002562 thickening agent Substances 0.000 abstract 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
- 239000001993 wax Substances 0.000 abstract 1
- 239000002023 wood Substances 0.000 abstract 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
- C08B15/05—Derivatives containing elements other than carbon, hydrogen, oxygen, halogens or sulfur
- C08B15/06—Derivatives containing elements other than carbon, hydrogen, oxygen, halogens or sulfur containing nitrogen, e.g. carbamates
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)
- Paints Or Removers (AREA)
Abstract
A primary or secondary amine of aliphatic character is brought into reaction with a cellulose sulphonate, particularly an aryl sulphonate, soluble in organic solvents until a sufficiently large proportion of amino group has been introduced to yield a product soluble in dilute acid. The cellulose aryl sulphonate employed may be obtained by reacting an aromatic sulphonyl halide with a solution of cellulose or a cellulose derivative in aqueous alkali. For producing cellulose derivatives soluble in at least a stoichiometric proportion of 5 per cent aqueous acetic acid, at least 0,5 amino group should be introduced for each glucose unit of the cellulose product. Filaments, films, and other shaped articles, and coating compositions, may be obtained or prepared from the alkyl amino cellulose product. In an example, methyl cellulose p-toluene sulphonate is dissolved in n-amylamine and the solution is allowed to stand for several days. The resulting amyl - amino-(methyl) cellulose is precipitated with aqueous alcohol. The viscosity of the solutions of the product in dilute acetic acid may be varied by adding hydrogen peroxide. Cellulose ether amines may also be obtained from methyl cellulose benzene sulphonate, glycol cellulose b -naphthalene sulphonate, or glycol cellulose p-toluene sulphonate, and methylamine, di-methylamine, ethylamine, propyl, butyl, or amyl amine, or a mixed amine such as methylbutylamine. Benzylamine, ethanolamine, or 2-amino-cyclohexanol may also be used. The amino cellulose derivatives are soluble, in the form of their salts, in water. Coating-compositions containing the amino celluloses may also contain plasticizers, thickeners, wetting agents, mildew inhibitors, adhesives, insecticides, anti-oxidants, oils, waxes, and pigments. They may be used for coating wood, paper, stone, brick, plaster, asbestos, or textile materials. The coating-composition may be an aqueous dispersion of titanium oxide containing salicylanilide as mildew preventative, a wetting agent, a softener, and an alkylaminocellulose salt as dispersing agent.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US495097XA | 1936-01-31 | 1936-01-31 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB495097A true GB495097A (en) | 1938-11-04 |
Family
ID=21960199
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2974/37A Expired GB495097A (en) | 1936-01-31 | 1937-02-01 | Improvements in or relating to the production of cellulose derivatives |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB495097A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2017137295A1 (en) * | 2016-02-12 | 2017-08-17 | Henkel Ag & Co. Kgaa | 6-desoxy-6-amino-celluloses as soil release agents |
-
1937
- 1937-02-01 GB GB2974/37A patent/GB495097A/en not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20180346846A1 (en) * | 2016-02-02 | 2018-12-06 | Henkel Ag & Co. Kgaa | 6-desoxy-6-amino-celluloses as soil release agents |
| WO2017137295A1 (en) * | 2016-02-12 | 2017-08-17 | Henkel Ag & Co. Kgaa | 6-desoxy-6-amino-celluloses as soil release agents |
| US10577566B2 (en) * | 2016-02-12 | 2020-03-03 | Henkel Ag & Co. Kgaa | 6-desoxy-6-amino-celluloses as soil release agents |
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