GB644406A - Improvements in or relating to the dehydration of hydroxylated fatty acid esters - Google Patents
Improvements in or relating to the dehydration of hydroxylated fatty acid estersInfo
- Publication number
- GB644406A GB644406A GB1138/48A GB113848A GB644406A GB 644406 A GB644406 A GB 644406A GB 1138/48 A GB1138/48 A GB 1138/48A GB 113848 A GB113848 A GB 113848A GB 644406 A GB644406 A GB 644406A
- Authority
- GB
- United Kingdom
- Prior art keywords
- naphthol
- sulphonic acid
- reaction
- castor oil
- acid
- 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
- -1 fatty acid esters Chemical class 0.000 title abstract 5
- 230000018044 dehydration Effects 0.000 title abstract 3
- 238000006297 dehydration reaction Methods 0.000 title abstract 3
- 235000014113 dietary fatty acids Nutrition 0.000 title abstract 3
- 229930195729 fatty acid Natural products 0.000 title abstract 3
- 239000000194 fatty acid Substances 0.000 title abstract 3
- 238000006243 chemical reaction Methods 0.000 abstract 6
- 239000004359 castor oil Substances 0.000 abstract 4
- 235000019438 castor oil Nutrition 0.000 abstract 4
- 238000000354 decomposition reaction Methods 0.000 abstract 4
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 abstract 4
- 239000002253 acid Substances 0.000 abstract 2
- 150000008043 acidic salts Chemical class 0.000 abstract 2
- 229910052783 alkali metal Inorganic materials 0.000 abstract 2
- 150000001340 alkali metals Chemical class 0.000 abstract 2
- 150000003863 ammonium salts Chemical class 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 238000001035 drying Methods 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- 238000001914 filtration Methods 0.000 abstract 2
- 238000011065 in-situ storage Methods 0.000 abstract 2
- 239000004615 ingredient Substances 0.000 abstract 2
- 239000003921 oil Substances 0.000 abstract 2
- 239000003973 paint Substances 0.000 abstract 2
- 239000011541 reaction mixture Substances 0.000 abstract 2
- 150000003839 salts Chemical group 0.000 abstract 2
- WBHQBSYUUJJSRZ-UHFFFAOYSA-M sodium bisulfate Chemical compound [Na+].OS([O-])(=O)=O WBHQBSYUUJJSRZ-UHFFFAOYSA-M 0.000 abstract 2
- 239000002966 varnish Substances 0.000 abstract 2
- 238000010438 heat treatment Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
- C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09F—NATURAL RESINS; FRENCH POLISH; DRYING-OILS; OIL DRYING AGENTS, i.e. SICCATIVES; TURPENTINE
- C09F5/00—Obtaining drying-oils
- C09F5/06—Obtaining drying-oils by dehydration of hydroxylated fatty acids or oils
Landscapes
- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Wood Science & Technology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Lubricants (AREA)
Abstract
Hydroxylated fatty acid esters, particularly castor oil, are dehydrated by treating the ester with a small amount of a b -naphthol-sulphonic acid, the compounds specified being 2-naphthol6-sulphonic acid and 2-naphthol-8-sulphonic acid. Alkali metal and ammonium salts of the b -naphthol-sulphonic acid may be used, the free acid being generated in situ by decomposition thereof, such as by the double decomposition of the salt with an acidic salt, sodium bisulphate being specified. The dehydration is preferably effected at a temperature of 190-260 DEG C.; in the case of castor oil, 190-290 DEG C. is exemplified. The time required varies from 3/4 to 2 hours after the reaction mass temperature reaches 190 DEG C. The reaction may be carried out in an open kettle. At the termination of the reaction, the b -naphthol-sulphonic acid is removed from the reaction mixture by filtration. Pale products which are good drying oils are obtained and may be used as such or bodied. They may be incorporated with the usual ingredients to produce varnishes, paints, &c.ALSO:Hydroxylated fatty acid esters, particularly castor oil, are dehydrated by heating the ester with a small amount of a b -naphthol-sulphonic acid, the compounds specified being 2-naphthol-6-sulphonic acid and 2-naphthol-8-sulphonic acid. Alkali metal and ammonium salts of the b -naphthol-sulphonic acid may be used, the free acid being generated in situ by decomposition thereof, such as by the double decomposition of the salt with an acidic salt, sodium bisulphate being specified. The dehydration is preferably effected at a temperature of 190-260 DEG C.; in the case of castor oil, 190-290 DEG C. is exemplified. The time required varies from 3/4 to 2 hours after the reaction mass temperature reaches 190 DEG C. The reaction may be carried out in an open kettle. At the termination of the reaction, the b -naphthol-sulphonic acid is removed from the reaction mixture by filtration. Pale products which are good drying oils are obtained and may be used as such or bodied. They may be incorporated with the usual ingredients to produce varnishes, paints, &c.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US644406XA | 1944-04-10 | 1944-04-10 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB644406A true GB644406A (en) | 1950-10-11 |
Family
ID=22055993
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1138/48A Expired GB644406A (en) | 1944-04-10 | 1948-01-14 | Improvements in or relating to the dehydration of hydroxylated fatty acid esters |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB644406A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1044071B (en) * | 1955-02-16 | 1958-11-20 | Henkel & Cie Gmbh | Process for the production of unsaturated fatty acid esters with an increased proportion of conjugated double bonds by splitting off water from oxy fatty acid esters |
-
1948
- 1948-01-14 GB GB1138/48A patent/GB644406A/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1044071B (en) * | 1955-02-16 | 1958-11-20 | Henkel & Cie Gmbh | Process for the production of unsaturated fatty acid esters with an increased proportion of conjugated double bonds by splitting off water from oxy fatty acid esters |
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