GB628457A - Improvements in or relating to the oxidation of aliphatic hydrocarbons - Google Patents
Improvements in or relating to the oxidation of aliphatic hydrocarbonsInfo
- Publication number
- GB628457A GB628457A GB2361244A GB2361244A GB628457A GB 628457 A GB628457 A GB 628457A GB 2361244 A GB2361244 A GB 2361244A GB 2361244 A GB2361244 A GB 2361244A GB 628457 A GB628457 A GB 628457A
- Authority
- GB
- United Kingdom
- Prior art keywords
- emulsion
- reaction
- acids
- fatty acids
- 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
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
- C07C51/21—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
- C07C51/225—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of saturated hydrocarbyl groups of paraffin waxes
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)
Abstract
Fatty acids or fatty acid-containing mixtures are prepared by heating a normally liquid or solid aliphatic hydrocarbon with a persalt and an emulsion comprising water, an oleaginous material and an emulsifying agent, while passing through the reaction mass a gas containing oxygen and a percentage of water vapour therein, preferably 1-3 per cent by weight, at a temperature between 80 DEG and 150 DEG C., at which the hydrocarbon is in the liquid state. Hydrocarbons which may be so oxidized are fuel oils, lubricating oils, the paraffins, crude mineral wax, ozokerite, ceresine, crude mineral oils and fractions thereof. Generally, the persalt is mixed with the emulsion, which is then added to the heated liquefied hydrocarbon, preferably in small portions, and humidified air or oxygen is bubbled into the reaction mass with agitation. The oleaginous material used in the emulsion may be any animal or vegetable fat such as tallow, lard, stearin, cocoa fat or oil, fatty acids such as stearic or oleic acid, aliphatic hydrocarbons, or the fatty acid end products, the non-saponifiable products or the reaction end products of the present process, alone or in admixture with other hydrocarbons, fats or fatty acid. As emulsifying agent there may be used a soap. Suitable persalts are the permanganates, perborates, perchlorates, perchromates, persulphates, and peracetates of alkali-metals, or alkaline earth metals or other polyvalent metals, many of which are specified. To facilitate oxidation there may be added to the reaction mixture an oxidation catalyst, preferably of the drier type, for example metallic oxides, hydroxides and peroxides and inorganic or organic salts of metals including soaps, numerous examples being given. This catalyst may be added initially or portionwise or may be included in the emulsion. Generally, the emulsion comprises 2-10 per cent oleaginous material, 1-10 per cent water, 0.5-5 per cent sodium or potassium soap and 0.05-5 per cent each of the per-salt and oxidation catalyst, all weights based on the weight of the hydrocarbon. Aluminium apparatus is stated to have a catalytic effect on the reaction. The reaction products comprise mainly fatty acids together with minor amounts of partially or non-saponifiable matter and volatile by-products such as acids, aldehydes and ketones which are removed by the excess of gas during the reaction. The fatty acids are preferably recovered by cooling the liquid reaction mass to a temperature above the congealing point of the fatty acids and below that of the unsaponifiable material, the latter being separated off, for example, by filtration or centrifuging or the mass is settled and the middle layer of acids removed from the upper layer of congealed material and the bottom layer of catalyst. The fatty acids may be used in the preparation of soaps, reference being made to Specification 628,458, detergents, wetting agents, lubricating greases and emulsifiers, while the non-saponifiable material may be used as soap filler, as an antioxidant or as an additive in paints, varnishes or enamels, or it may be submitted to further oxidation. In a typical example, an emulsion comprising hot water, beef tallow acids, potassium permanganate and potassium stearate is added to molten paraffin wax and humidified air passed through the mixture with agitation so yielding a fatty acid-containing mixture of saponification value 196. The mixture is cooled to 42 DEG C., allowed to settle, and the middle layer containing the acids removed. Further examples are p given illustrating the oxidation of paraffin wax and also of yellow mineral oil.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2361244A GB628457A (en) | 1944-11-27 | 1944-11-27 | Improvements in or relating to the oxidation of aliphatic hydrocarbons |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2361244A GB628457A (en) | 1944-11-27 | 1944-11-27 | Improvements in or relating to the oxidation of aliphatic hydrocarbons |
Publications (1)
Publication Number | Publication Date |
---|---|
GB628457A true GB628457A (en) | 1949-08-30 |
Family
ID=10198466
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2361244A Expired GB628457A (en) | 1944-11-27 | 1944-11-27 | Improvements in or relating to the oxidation of aliphatic hydrocarbons |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB628457A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0061336A1 (en) * | 1981-03-20 | 1982-09-29 | Ashland Oil, Inc. | Process for the oxidation of hydrocarbons |
WO2001066502A1 (en) * | 2000-03-08 | 2001-09-13 | Rhodia Polyamide Intermediates | Method for oxidising hydrocarbons into acids |
-
1944
- 1944-11-27 GB GB2361244A patent/GB628457A/en not_active Expired
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0061336A1 (en) * | 1981-03-20 | 1982-09-29 | Ashland Oil, Inc. | Process for the oxidation of hydrocarbons |
WO2001066502A1 (en) * | 2000-03-08 | 2001-09-13 | Rhodia Polyamide Intermediates | Method for oxidising hydrocarbons into acids |
FR2806079A1 (en) * | 2000-03-08 | 2001-09-14 | Rhodia Polyamide Intermediates | Oxidizing aliphatic, cycloaliphatic and alkylaromatic hydrocarbons into acids and polyacids, for use especially in production of adipic acid, using molecular oxygen in presence of lipophilic organic acid |
US7041848B2 (en) | 2000-03-08 | 2006-05-09 | Rhodia Polymide Intermediates | Method for oxidizing hydrocarbons into acids |
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