GB590784A - A process for the production of fatty acids with conjugated double bonds and their esters of polyhydric alcohols - Google Patents
A process for the production of fatty acids with conjugated double bonds and their esters of polyhydric alcoholsInfo
- Publication number
- GB590784A GB590784A GB1204844A GB1204844A GB590784A GB 590784 A GB590784 A GB 590784A GB 1204844 A GB1204844 A GB 1204844A GB 1204844 A GB1204844 A GB 1204844A GB 590784 A GB590784 A GB 590784A
- Authority
- GB
- United Kingdom
- Prior art keywords
- fatty acids
- vapours
- acids
- oil
- metals
- 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
- 235000014113 dietary fatty acids Nutrition 0.000 title abstract 15
- 239000000194 fatty acid Substances 0.000 title abstract 15
- 150000004665 fatty acids Chemical class 0.000 title abstract 15
- 150000001298 alcohols Chemical class 0.000 title 1
- 150000002148 esters Chemical class 0.000 title 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 14
- 239000003921 oil Substances 0.000 abstract 10
- 235000019198 oils Nutrition 0.000 abstract 10
- 239000002253 acid Substances 0.000 abstract 8
- 150000007513 acids Chemical class 0.000 abstract 8
- 239000003054 catalyst Substances 0.000 abstract 8
- 238000001035 drying Methods 0.000 abstract 6
- 229910052751 metal Inorganic materials 0.000 abstract 6
- 239000002184 metal Substances 0.000 abstract 6
- 150000002739 metals Chemical class 0.000 abstract 6
- 239000000203 mixture Substances 0.000 abstract 6
- QDOXWKRWXJOMAK-UHFFFAOYSA-N Chromium(III) oxide Chemical compound O=[Cr]O[Cr]=O QDOXWKRWXJOMAK-UHFFFAOYSA-N 0.000 abstract 4
- 229910052784 alkaline earth metal Inorganic materials 0.000 abstract 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 4
- 239000004359 castor oil Substances 0.000 abstract 4
- 235000019438 castor oil Nutrition 0.000 abstract 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract 4
- 235000011187 glycerol Nutrition 0.000 abstract 4
- 235000021388 linseed oil Nutrition 0.000 abstract 4
- 239000000944 linseed oil Substances 0.000 abstract 4
- 150000004760 silicates Chemical class 0.000 abstract 4
- 239000000377 silicon dioxide Substances 0.000 abstract 4
- 150000004670 unsaturated fatty acids Chemical class 0.000 abstract 4
- 235000021122 unsaturated fatty acids Nutrition 0.000 abstract 4
- PNEYBMLMFCGWSK-UHFFFAOYSA-N AI2O3 Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 abstract 2
- 241000273930 Brevoortia tyrannus Species 0.000 abstract 2
- 240000007842 Glycine max Species 0.000 abstract 2
- 235000010469 Glycine max Nutrition 0.000 abstract 2
- HWKQNAWCHQMZHK-UHFFFAOYSA-N Trolnitrate Chemical compound [O-][N+](=O)OCCN(CCO[N+]([O-])=O)CCO[N+]([O-])=O HWKQNAWCHQMZHK-UHFFFAOYSA-N 0.000 abstract 2
- 229910052783 alkali metal Inorganic materials 0.000 abstract 2
- 150000001340 alkali metals Chemical class 0.000 abstract 2
- 150000001342 alkaline earth metals Chemical class 0.000 abstract 2
- 239000000440 bentonite Substances 0.000 abstract 2
- 229910000278 bentonite Inorganic materials 0.000 abstract 2
- 238000009835 boiling Methods 0.000 abstract 2
- 229910052799 carbon Inorganic materials 0.000 abstract 2
- 150000004649 carbonic acid derivatives Chemical class 0.000 abstract 2
- IFSWBZCGMGEHLE-UHFFFAOYSA-L cobalt(2+);naphthalene-2-carboxylate Chemical compound [Co+2].C1=CC=CC2=CC(C(=O)[O-])=CC=C21.C1=CC=CC2=CC(C(=O)[O-])=CC=C21 IFSWBZCGMGEHLE-UHFFFAOYSA-L 0.000 abstract 2
- 230000000875 corresponding Effects 0.000 abstract 2
- 229910052593 corundum Inorganic materials 0.000 abstract 2
- 238000000354 decomposition reaction Methods 0.000 abstract 2
- 238000005886 esterification reaction Methods 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- 235000021323 fish oil Nutrition 0.000 abstract 2
- 229910002804 graphite Inorganic materials 0.000 abstract 2
- 239000010439 graphite Substances 0.000 abstract 2
- 238000006317 isomerization reaction Methods 0.000 abstract 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 abstract 2
- 150000004671 saturated fatty acids Chemical class 0.000 abstract 2
- 235000003441 saturated fatty acids Nutrition 0.000 abstract 2
- 229910052710 silicon Inorganic materials 0.000 abstract 2
- 239000010703 silicon Substances 0.000 abstract 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 abstract 2
- 239000002966 varnish Substances 0.000 abstract 2
- 229910001845 yogo sapphire Inorganic materials 0.000 abstract 2
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
- C11C3/14—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by isomerisation
Abstract
Unsaturated fatty acids whose double bonds are not conjugated are converted into the corresponding acids with conjugated double bonds by passing the vapours of the acids whether or not mixed with the vapours of other saturated or unsaturated fatty acids, over one of the isomerization catalysts listed below or over a mixture of such catalysts, at a temperature at least as high as the boiling point of the acids at the prevailing pressure but below the decomposition temperature of the acids. The catalysts may be used as such or may be on suitable supports such as kieselguhr, silica, silicates, silicon, carbon, graphite, or oxides or carbonates of metals. The catalysts mentioned are amorphous silica, activated fuller's earth, silicates or oxides of metals (other than those of alkali metals), metals (other than the alkali and alkaline earth metals). If the fatty acids from linseed oil or similar drying oils are treated in the manner described, then on esterification with glycerine or other polyhydric alcohol, an oil results which dries and may be polymerized faster than the original drying oils. Other fatty acid mixtures mentioned are the fatty acids obtained from dehydrated castor oil or menhaden fish oil. In examples, (a) the vapours of linseed oil fatty acids are passed at reduced pressure over amorphous silica or over a mixture of Cr2O3 and Al2O3 (b) the vapours of dehydrated castor oil fatty acids are passed at reduced pressure over metallic nickel precipitated on silica and (c) the vapours of soyabean oil fatty acids are passed at reduced pressure over bentonite or activated fuller's earth; in the latter instance the resulting fatty acids are esterified with glycerine to give a drying oil from which a varnish may be prepared by adding cobalt naphthenate.ALSO:Unsaturated fatty acids whose double bonds are not conjugated are converted into the corresponding acids with conjugated double bonds by passing the vapours of the acids whether or not mixed with the vapours of other saturated or unsaturated fatty acids, over one of the isomerisation catalysts listed below or over a mixture of such catalysts, at a temperature at least as high as the boiling point of the acids at the prevailing pressure but below the decomposition temperature of the acids. The catalysts may be used as such or may be on suitable supports such as kieselguhr, silica, silicates, silicon, carbon, graphite, or oxides or carbonates of metals. The catalysts mentioned are amorphous silica, activated fuller's earth, silicates or oxides of metals (other than those of alkali metals), metals (other than the alkali and alkaline earth metals). If the fatty acids from linseed oil or similar drying oils are treated in the manner described, then on esterification with glycerine or other polyhydric alcohol, an oil results which dries and may be polymerized faster than the original drying oils. Other fatty acid mixtures mentioned are the fatty acids obtained from dehydrated castor oil or menhaden fish oil. In examples: (a) the vapours of linseed oil fatty acids are passed at reduced pressure over amorphous silica or over a mixture of Cr2O3 and Al2O3; (b) the vapours of dehydrated castor oil fatty acids are passed at reduced pressure over metallic nickel precipitated on silica and (c) the vapours of soyabean oil fatty acids are passed at reduced pressure over bentonite or activated fuller's earth; in the latter instance the resulting fatty acids are esterified with glycerine to give a drying oil from which a varnish may be prepared by adding cobalt naphthenate.
Publications (1)
Publication Number | Publication Date |
---|---|
GB590784A true GB590784A (en) | 1947-07-29 |
Family
ID=1714697
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB1204844A Expired GB590784A (en) | 1944-06-24 | A process for the production of fatty acids with conjugated double bonds and their esters of polyhydric alcohols |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB590784A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1211158B (en) * | 1963-06-06 | 1966-02-24 | Henkel & Cie Gmbh | Process for the trans-isomerization of higher molecular weight unsaturated fatty acids or their esters |
US3377367A (en) * | 1965-03-22 | 1968-04-09 | Ashland Oil Inc | Process for isomerizing unsaturated fatty acids or derivatives thereof |
FR2482618A1 (en) * | 1980-05-16 | 1981-11-20 | Inst Corps Gras Iterg | PROCESS FOR THE CATALYTIC CONJUGATION OF POLYUNSATURATED FATTY BODIES, PRODUCTS OBTAINED AND APPLICATION |
-
1944
- 1944-06-24 GB GB1204844A patent/GB590784A/en not_active Expired
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1211158B (en) * | 1963-06-06 | 1966-02-24 | Henkel & Cie Gmbh | Process for the trans-isomerization of higher molecular weight unsaturated fatty acids or their esters |
US3377367A (en) * | 1965-03-22 | 1968-04-09 | Ashland Oil Inc | Process for isomerizing unsaturated fatty acids or derivatives thereof |
FR2482618A1 (en) * | 1980-05-16 | 1981-11-20 | Inst Corps Gras Iterg | PROCESS FOR THE CATALYTIC CONJUGATION OF POLYUNSATURATED FATTY BODIES, PRODUCTS OBTAINED AND APPLICATION |
EP0040577A1 (en) * | 1980-05-16 | 1981-11-25 | Institut Des Corps Gras - I.T.E.R.G. | Process for catalytically conjugating the double bonds of polyunsaturated fatty products |
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