GB591421A - Improvements in treatment and production of esters - Google Patents
Improvements in treatment and production of estersInfo
- Publication number
- GB591421A GB591421A GB645845A GB645845A GB591421A GB 591421 A GB591421 A GB 591421A GB 645845 A GB645845 A GB 645845A GB 645845 A GB645845 A GB 645845A GB 591421 A GB591421 A GB 591421A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acids
- esters
- acid
- sulphuric acid
- added
- 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
- 150000002148 esters Chemical class 0.000 title abstract 3
- 235000011149 sulphuric acid Nutrition 0.000 abstract 5
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 4
- 239000002253 acid Substances 0.000 abstract 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N n-butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 abstract 4
- 239000001117 sulphuric acid Substances 0.000 abstract 4
- 150000007513 acids Chemical class 0.000 abstract 3
- 239000004359 castor oil Substances 0.000 abstract 3
- 235000019438 castor oil Nutrition 0.000 abstract 3
- WPYMKLBDIGXBTP-UHFFFAOYSA-N Benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 abstract 2
- 240000006240 Linum usitatissimum Species 0.000 abstract 2
- 235000004431 Linum usitatissimum Nutrition 0.000 abstract 2
- TWRXJAOTZQYOKJ-UHFFFAOYSA-L MgCl2 Chemical compound [Mg+2].[Cl-].[Cl-] TWRXJAOTZQYOKJ-UHFFFAOYSA-L 0.000 abstract 2
- JHJLBTNAGRQEKS-UHFFFAOYSA-M Sodium bromide Chemical compound [Na+].[Br-] JHJLBTNAGRQEKS-UHFFFAOYSA-M 0.000 abstract 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 2
- UXVMQQNJUSDDNG-UHFFFAOYSA-L cacl2 Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 abstract 2
- OYPRJOBELJOOCE-UHFFFAOYSA-N calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 abstract 2
- 229910052791 calcium Inorganic materials 0.000 abstract 2
- 239000011575 calcium Substances 0.000 abstract 2
- 239000001110 calcium chloride Substances 0.000 abstract 2
- 229910001628 calcium chloride Inorganic materials 0.000 abstract 2
- 235000014113 dietary fatty acids Nutrition 0.000 abstract 2
- 239000000194 fatty acid Substances 0.000 abstract 2
- 150000004665 fatty acids Chemical class 0.000 abstract 2
- 235000004426 flaxseed Nutrition 0.000 abstract 2
- 229910001507 metal halide Inorganic materials 0.000 abstract 2
- 150000005309 metal halides Chemical class 0.000 abstract 2
- 239000004006 olive oil Substances 0.000 abstract 2
- 235000008390 olive oil Nutrition 0.000 abstract 2
- 239000005711 Benzoic acid Substances 0.000 abstract 1
- YJPVTCSBVRMESK-UHFFFAOYSA-L Strontium bromide Chemical compound [Br-].[Br-].[Sr+2] YJPVTCSBVRMESK-UHFFFAOYSA-L 0.000 abstract 1
- 238000006136 alcoholysis reaction Methods 0.000 abstract 1
- 235000010233 benzoic acid Nutrition 0.000 abstract 1
- 150000003842 bromide salts Chemical class 0.000 abstract 1
- 125000004432 carbon atoms Chemical group C* 0.000 abstract 1
- 150000001735 carboxylic acids Chemical class 0.000 abstract 1
- 239000003054 catalyst Substances 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 150000003841 chloride salts Chemical class 0.000 abstract 1
- 239000011928 denatured alcohol Substances 0.000 abstract 1
- 238000005886 esterification reaction Methods 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 235000019387 fatty acid methyl ester Nutrition 0.000 abstract 1
- 239000012433 hydrogen halide Substances 0.000 abstract 1
- 229910000039 hydrogen halide Inorganic materials 0.000 abstract 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 abstract 1
- 229910052744 lithium Inorganic materials 0.000 abstract 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 abstract 1
- 229910052749 magnesium Inorganic materials 0.000 abstract 1
- 239000011777 magnesium Substances 0.000 abstract 1
- 229910001629 magnesium chloride Inorganic materials 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- YWOITFUKFOYODT-UHFFFAOYSA-N methanol;sodium Chemical compound [Na].OC YWOITFUKFOYODT-UHFFFAOYSA-N 0.000 abstract 1
- 235000011007 phosphoric acid Nutrition 0.000 abstract 1
- 150000003016 phosphoric acids Chemical class 0.000 abstract 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propanol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 abstract 1
- DNIAPMSPPWPWGF-UHFFFAOYSA-N propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 1
- 229940075581 sodium bromide Drugs 0.000 abstract 1
- 239000011780 sodium chloride Substances 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 abstract 1
- 229910052712 strontium Inorganic materials 0.000 abstract 1
- 229940074155 strontium bromide Drugs 0.000 abstract 1
- 229910001625 strontium bromide Inorganic materials 0.000 abstract 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 abstract 1
- 229910052725 zinc Inorganic materials 0.000 abstract 1
- 239000011701 zinc Substances 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
- C11C3/04—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils
-
- 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
- C11C3/003—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fatty acids with alcohols
Landscapes
- Chemical & Material Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Esters of carboxylic acids are prepared by esterification of the acids or alcoholysis of other esters thereof with an aliphatic alcohol of less than 6 C atoms employing a hydrogen halide catalyst produced in one of the starting materials or in the reaction mixture by reaction of a metal halide soluble therein with an acid which forms with the metal an insoluble salt. Specified metal halides are the chlorides of lithium, calcium, magnesium, strontium, zinc and the bromides of sodium and calcium; suitable acids are sulphuric or phosphoric acids. In the examples: (1) sulphuric acid is added to castor oil, calcium chloride and n-butanol giving the butyl esters of the castor oil fatty acids; (2) sulphuric acid is added to olive oil, magnesium chloride and n-butanol giving the butyl esters of the olive oil acids; (3) castor oil, n-propanol and calcium chloride are treated similarly; (4) linseed fatty acid methyl ester is prepared from the linseed fatty acids, sodium bromide, methanol and sulphuric acid; (5) sulphuric acid is added to a solution of methylated spirit containing strontium bromide and benzoic acid. Specification 563,481 is referred to.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB591421A true GB591421A (en) | 1947-08-18 |
Family
ID=1628634
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB645845A Expired GB591421A (en) | 1945-03-15 | Improvements in treatment and production of esters |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB591421A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1132123B (en) * | 1955-06-07 | 1962-06-28 | Inst Francais Du Petrol | Process for the preparation of castor oil fatty acid polyethylene glycol esters suitable as lubricating oils |
| WO2002010114A2 (en) * | 2000-08-02 | 2002-02-07 | Mj Research & Development, L.P. Of Which Mjrd, Llc Is A General Partner | Transesterified fatty esters for lubricant and refrigerant oil system |
| CN114728880A (en) * | 2020-09-16 | 2022-07-08 | 伍德沃德生物株式会社 | Method for preparing ester compound based on environment-friendly and efficient esterification reaction using salt ion exchange method and compound thereof |
-
1945
- 1945-03-15 GB GB645845A patent/GB591421A/en not_active Expired
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1132123B (en) * | 1955-06-07 | 1962-06-28 | Inst Francais Du Petrol | Process for the preparation of castor oil fatty acid polyethylene glycol esters suitable as lubricating oils |
| WO2002010114A2 (en) * | 2000-08-02 | 2002-02-07 | Mj Research & Development, L.P. Of Which Mjrd, Llc Is A General Partner | Transesterified fatty esters for lubricant and refrigerant oil system |
| WO2002010114A3 (en) * | 2000-08-02 | 2002-08-15 | Mj Res & Dev L P Of Which Mjrd | Transesterified fatty esters for lubricant and refrigerant oil system |
| US7252779B2 (en) | 2000-08-02 | 2007-08-07 | Mj Research Limited Partnership | Transesterification composition of fatty acid esters, and uses thereof |
| US7968504B2 (en) | 2000-08-02 | 2011-06-28 | MJ Research and Development, LP | Transesterification composition of fatty acid esters, and uses thereof |
| CN114728880A (en) * | 2020-09-16 | 2022-07-08 | 伍德沃德生物株式会社 | Method for preparing ester compound based on environment-friendly and efficient esterification reaction using salt ion exchange method and compound thereof |
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