GB1408189A - Isomerisation of unsaturated esters - Google Patents
Isomerisation of unsaturated estersInfo
- Publication number
- GB1408189A GB1408189A GB5209072A GB5209072A GB1408189A GB 1408189 A GB1408189 A GB 1408189A GB 5209072 A GB5209072 A GB 5209072A GB 5209072 A GB5209072 A GB 5209072A GB 1408189 A GB1408189 A GB 1408189A
- Authority
- GB
- United Kingdom
- Prior art keywords
- glycerides
- nov
- ester
- solvent
- weight ratio
- 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
- 238000006317 isomerization reaction Methods 0.000 title abstract 2
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract 3
- 239000002904 solvent Substances 0.000 abstract 3
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 abstract 2
- 229910052784 alkaline earth metal Inorganic materials 0.000 abstract 2
- 150000001342 alkaline earth metals Chemical class 0.000 abstract 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 abstract 2
- 125000005456 glyceride group Chemical group 0.000 abstract 2
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 abstract 2
- AVQQQNCBBIEMEU-UHFFFAOYSA-N 1,1,3,3-tetramethylurea Chemical compound CN(C)C(=O)N(C)C AVQQQNCBBIEMEU-UHFFFAOYSA-N 0.000 abstract 1
- LZDKZFUFMNSQCJ-UHFFFAOYSA-N 1,2-diethoxyethane Chemical compound CCOCCOCC LZDKZFUFMNSQCJ-UHFFFAOYSA-N 0.000 abstract 1
- AVFZOVWCLRSYKC-UHFFFAOYSA-N 1-methylpyrrolidine Chemical compound CN1CCCC1 AVFZOVWCLRSYKC-UHFFFAOYSA-N 0.000 abstract 1
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- KMTRUDSVKNLOMY-UHFFFAOYSA-N Ethylene carbonate Chemical compound O=C1OCCO1 KMTRUDSVKNLOMY-UHFFFAOYSA-N 0.000 abstract 1
- 244000068988 Glycine max Species 0.000 abstract 1
- 235000010469 Glycine max Nutrition 0.000 abstract 1
- 240000006240 Linum usitatissimum Species 0.000 abstract 1
- 235000004431 Linum usitatissimum Nutrition 0.000 abstract 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 abstract 1
- AHVYPIQETPWLSZ-UHFFFAOYSA-N N-methyl-pyrrolidine Natural products CN1CC=CC1 AHVYPIQETPWLSZ-UHFFFAOYSA-N 0.000 abstract 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 abstract 1
- 239000003513 alkali Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 229960001760 dimethyl sulfoxide Drugs 0.000 abstract 1
- 235000004426 flaxseed Nutrition 0.000 abstract 1
- GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 239000003921 oil Substances 0.000 abstract 1
- 235000019198 oils Nutrition 0.000 abstract 1
- BDAWXSQJJCIFIK-UHFFFAOYSA-N potassium methoxide Chemical compound [K+].[O-]C BDAWXSQJJCIFIK-UHFFFAOYSA-N 0.000 abstract 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 abstract 1
- 235000020238 sunflower seed Nutrition 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
- C11C3/14—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by isomerisation
-
- 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
- C09F7/00—Chemical modification of drying oils
- C09F7/08—Chemical modification of drying oils by isomerisation
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Fats And Perfumes (AREA)
- Catalysts (AREA)
Abstract
1408189 Isomerization of glycerides HOECHST AG 10 Nov 1972 [10 Nov 1971 13 Oct 1972] 52090/72 Heading C5C [Also in Division C2] Glycerides are isomerized to compounds with conjugated double bonds at a temperature range of 0‹ to 100‹ C. in the presence of at least 0À8% by weight of an alkaline reacting metal alcoholate of a monohydric alcohol and a strongly polar apiotic solvent the weight ratio of solvent to ester being at least 0À5 : 1. The alcoholate weight ratio is calculated as potassium methylate based on the ester. Alkali and alkaline earth metal and zinc alcoholates are used and suitable solvents are dimethylsulphoxide, dimethylformamide, dimethylacetamide, ethyleneglycol diethylether, tetramethyl urea, tetramethylene sulphone, N-methylpyrrolidine, hexamethylphosphoric acid triamide, cyclohexanone, isophorone, acetophenone and ethylene carbonate. Examples describe the treatment of soya, linseed and sunflower seed oils.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19712155727 DE2155727C3 (en) | 1971-11-10 | 1971-11-10 | Process for the isomerization of unsaturated fatty acid esters of polyhydric alcohols |
| DE19722250232 DE2250232C2 (en) | 1972-10-13 | 1972-10-13 | Process for the isomerization of unsaturated fatty acid esters |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1408189A true GB1408189A (en) | 1975-10-01 |
Family
ID=25762003
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5209072A Expired GB1408189A (en) | 1971-11-10 | 1972-11-10 | Isomerisation of unsaturated esters |
Country Status (10)
| Country | Link |
|---|---|
| JP (1) | JPS4967909A (en) |
| AR (1) | AR194857A1 (en) |
| AT (1) | AT324288B (en) |
| CA (1) | CA1010057A (en) |
| CH (1) | CH578044A5 (en) |
| ES (1) | ES408287A1 (en) |
| FR (1) | FR2159401B1 (en) |
| GB (1) | GB1408189A (en) |
| IT (1) | IT970355B (en) |
| NL (1) | NL173658C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003022964A1 (en) * | 2001-09-06 | 2003-03-20 | Cognis Deutschland Gmbh & Co. Kg | Method for producing conjugated fatty acid esters |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE597764A (en) * | 1960-11-30 |
-
1972
- 1972-11-04 ES ES408287A patent/ES408287A1/en not_active Expired
- 1972-11-07 CA CA155,797A patent/CA1010057A/en not_active Expired
- 1972-11-09 JP JP11168972A patent/JPS4967909A/ja active Pending
- 1972-11-09 FR FR7239678A patent/FR2159401B1/fr not_active Expired
- 1972-11-09 IT IT3147972A patent/IT970355B/en active
- 1972-11-09 AR AR24504672A patent/AR194857A1/en active
- 1972-11-09 CH CH1629372A patent/CH578044A5/xx not_active IP Right Cessation
- 1972-11-09 AT AT953572A patent/AT324288B/en not_active IP Right Cessation
- 1972-11-10 GB GB5209072A patent/GB1408189A/en not_active Expired
- 1972-11-10 NL NL7215287A patent/NL173658C/en not_active IP Right Cessation
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003022964A1 (en) * | 2001-09-06 | 2003-03-20 | Cognis Deutschland Gmbh & Co. Kg | Method for producing conjugated fatty acid esters |
| US7084286B2 (en) | 2001-09-06 | 2006-08-01 | Cognis Deutschland Gmbh & Co. Kg | Method for producing conjugated fatty acid esters |
Also Published As
| Publication number | Publication date |
|---|---|
| CA1010057A (en) | 1977-05-10 |
| NL173658B (en) | 1983-09-16 |
| JPS4967909A (en) | 1974-07-02 |
| AR194857A1 (en) | 1973-08-24 |
| ES408287A1 (en) | 1975-11-16 |
| AT324288B (en) | 1975-08-25 |
| NL7215287A (en) | 1973-05-14 |
| FR2159401B1 (en) | 1977-12-30 |
| IT970355B (en) | 1974-04-10 |
| NL173658C (en) | 1984-02-16 |
| FR2159401A1 (en) | 1973-06-22 |
| CH578044A5 (en) | 1976-07-30 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| 435 | Patent endorsed 'licences of right' on the date specified (sect. 35/1949) | ||
| PCNP | Patent ceased through non-payment of renewal fee |