GB1020797A - Improvements in the production of monocarboxylic lower fatty acids - Google Patents
Improvements in the production of monocarboxylic lower fatty acidsInfo
- Publication number
- GB1020797A GB1020797A GB958564A GB958564A GB1020797A GB 1020797 A GB1020797 A GB 1020797A GB 958564 A GB958564 A GB 958564A GB 958564 A GB958564 A GB 958564A GB 1020797 A GB1020797 A GB 1020797A
- Authority
- GB
- United Kingdom
- Prior art keywords
- catalyst
- fatty acids
- range
- metal
- oxidation
- 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 4
- 229930195729 fatty acid Natural products 0.000 title abstract 4
- 239000000194 fatty acid Substances 0.000 title abstract 4
- 150000004665 fatty acids Chemical class 0.000 title abstract 4
- 239000003054 catalyst Substances 0.000 abstract 5
- 229930195733 hydrocarbon Natural products 0.000 abstract 5
- 150000002430 hydrocarbons Chemical class 0.000 abstract 5
- 229910052751 metal Inorganic materials 0.000 abstract 4
- 239000002184 metal Substances 0.000 abstract 4
- 229910052788 barium Inorganic materials 0.000 abstract 3
- 230000003647 oxidation Effects 0.000 abstract 3
- 238000007254 oxidation reaction Methods 0.000 abstract 3
- 229910052708 sodium Inorganic materials 0.000 abstract 3
- 239000011734 sodium Substances 0.000 abstract 3
- 239000004215 Carbon black (E152) Substances 0.000 abstract 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 2
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 abstract 2
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 abstract 2
- 238000009835 boiling Methods 0.000 abstract 2
- 229910017052 cobalt Inorganic materials 0.000 abstract 2
- 239000010941 cobalt Substances 0.000 abstract 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical class [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 1
- 229910052793 cadmium Inorganic materials 0.000 abstract 1
- 229910052791 calcium Inorganic materials 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 239000003426 co-catalyst Substances 0.000 abstract 1
- 229910052802 copper Inorganic materials 0.000 abstract 1
- 229910001882 dioxygen Inorganic materials 0.000 abstract 1
- 238000004821 distillation Methods 0.000 abstract 1
- 239000007789 gas Substances 0.000 abstract 1
- 229910052742 iron Inorganic materials 0.000 abstract 1
- 229910052745 lead Inorganic materials 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 229910052749 magnesium Inorganic materials 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- GEMHFKXPOCTAIP-UHFFFAOYSA-N n,n-dimethyl-n'-phenylcarbamimidoyl chloride Chemical compound CN(C)C(Cl)=NC1=CC=CC=C1 GEMHFKXPOCTAIP-UHFFFAOYSA-N 0.000 abstract 1
- 229910052759 nickel Inorganic materials 0.000 abstract 1
- 230000001590 oxidative effect Effects 0.000 abstract 1
- 229910052700 potassium Inorganic materials 0.000 abstract 1
- 239000011369 resultant mixture Substances 0.000 abstract 1
- KQSJSRIUULBTSE-UHFFFAOYSA-M sodium;3-(3-ethylcyclopentyl)propanoate Chemical compound [Na+].CCC1CCC(CCC([O-])=O)C1 KQSJSRIUULBTSE-UHFFFAOYSA-M 0.000 abstract 1
- 235000011149 sulphuric acid Nutrition 0.000 abstract 1
- 229910052718 tin Inorganic materials 0.000 abstract 1
- 229910052725 zinc Inorganic materials 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/21—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
- C07C51/215—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of saturated hydrocarbyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/16—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
- C07C51/31—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation of cyclic compounds with ring-splitting
- C07C51/313—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation of cyclic compounds with ring-splitting with molecular oxygen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Abstract
Fatty acids containing 1 to 4 carbon atoms are prepared by oxidizing in the liquid state a paraffinic or naphthenic hydrocarbon or a mixture thereof, said hydrocarbon having a b.p. below 200 DEG C. at standard atmospheric pressure, the oxidation being carried out at a temperature in the range 120-240 DEG C. with a gas containing molecular oxygen in the presence of a co-catalyst containing at least one other metal selected from Na, K, Cu, Mg, Ca, Zn, Cd, Ba, Al, Sn, Pb, Ni and Fe, the total amount of catalyst being in the range 0.001-5% by wt. of the total amount of feed hydrocarbons and the amount of the second metal in the catalyst being in the range 5-10,000% by wt. based on the weight of the Co and calculated as metal. If the feed stocks contain a large amount of sulphur compounds it is desirable to treat the feed stock with conc. H2SO4, AlCl3 and H2 before the oxidation. The reaction product is preferably distilled to give a first fraction containing water and distilling off below 99 DEG C., a second fraction containing the desired fatty acids and water, and third fraction comprising a distillation residue boiling above 170 DEG C., the boiling points being at standard atmospheric pressure. The first and/or third such fractions may be mixed with fresh feed hydrocarbons and the resultant mixture oxidized by the process of the invention. Examples are given.ALSO:A three-component catalyst for the oxidation of hydrocarbons to fatty acids comprises cobalt, barium and sodium, the amount of barium and sodium in the catalyst being in the range 5-10,000% by weight based on the weight of cobalt and calculated as metal. In Example 2 the catalyst comprises 3g. of cobalt naphthenate, 20g. of barium naphthenate and 28g. of sodium naphthenate.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DET0025807 | 1964-03-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1020797A true GB1020797A (en) | 1966-02-23 |
Family
ID=7552319
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB958564A Expired GB1020797A (en) | 1964-03-12 | 1964-03-06 | Improvements in the production of monocarboxylic lower fatty acids |
Country Status (2)
| Country | Link |
|---|---|
| DE (1) | DE1493235A1 (en) |
| GB (1) | GB1020797A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4158740A (en) * | 1978-03-20 | 1979-06-19 | Gulf Research & Development Company | Oxidation of butane to acetic acid |
| WO1998032725A1 (en) * | 1997-01-22 | 1998-07-30 | Bp Chemicals Limited | Process for the production of acetic acid |
-
1964
- 1964-03-06 GB GB958564A patent/GB1020797A/en not_active Expired
- 1964-03-12 DE DE19641493235 patent/DE1493235A1/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4158740A (en) * | 1978-03-20 | 1979-06-19 | Gulf Research & Development Company | Oxidation of butane to acetic acid |
| WO1998032725A1 (en) * | 1997-01-22 | 1998-07-30 | Bp Chemicals Limited | Process for the production of acetic acid |
| US6057475A (en) * | 1997-01-22 | 2000-05-02 | Bp Chemicals, Limited | Process for the production of acetic acid |
Also Published As
| Publication number | Publication date |
|---|---|
| DE1493235A1 (en) | 1969-04-03 |
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