GB857098A - Improvements in and relating to the oxidation of alkyl substituted aromatic compounds - Google Patents
Improvements in and relating to the oxidation of alkyl substituted aromatic compoundsInfo
- Publication number
- GB857098A GB857098A GB756658A GB756658A GB857098A GB 857098 A GB857098 A GB 857098A GB 756658 A GB756658 A GB 756658A GB 756658 A GB756658 A GB 756658A GB 857098 A GB857098 A GB 857098A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- oxidation
- stage
- oxidised
- cobalt
- 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
- C07C51/255—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of compounds containing six-membered aromatic rings without ring-splitting
- C07C51/265—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of compounds containing six-membered aromatic rings without ring-splitting having alkyl side chains which are oxidised to carboxyl groups
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
A process for the oxidation of a dialkyl substituted aromatic compound or a closely related oxygenated derivative of said compound in which one of the alkyl groups is replaced by an acyl, hydroxyalkyl or aldehyde group, to the corresponding dicarboxylic acid by oxygen or an oxygen-containing gas comprises a first step in which the oxidation is conducted at a temperature within the range 130 DEG -175 DEG C. and in the presence as a catalyst of a cobalt or manganese salt of an organic acid to produce mainly a monocarboxylic acid and a second step in which the product of the first step is oxidised to a dicarboxylic acid in the presence of a catalyst comprising a manganese salt of an organic acid. Cobalt and manganese naphthenates and acetates are specified as catalysts for the first stage of the process and manganese acetate or naphthenate, optionally together with cobalt naphthenate or acelate, for the second stage. Preferably temperatures slightly above the melting point of the monocarboxylic acid are employed in the second stage. The process may be operated continuously. The first stage may be carried out under mild conditions to avoid the formation of oxidation products tending to inhibit further oxidation to a dicarboxylic acid and the monocarboxylic acid may be separated from the other oxidation products present in the reaction mixture from the first stage by, e.g. solvent extraction, distillation or crystallisation. The process is particularly applicable to the preparaation of iso- and terephthalic acids from m- and p-xylenes. In examples: p-xylene is oxidised, p-toluic acid is extracted from the products by treatment with ether and aqueous sodium hydroxide solution, and oxidised to crude terephthalic acid which is purified by extraction, with acetone, the extract being oxidised with further p-toluic acid (1) and (2) and in a further process the separation of the p-tolmic acid intermediately is carried out by cooling the reaction mixture and filtering off the p-toluic acid and re-cycling the filtreate (3).
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB756658A GB857098A (en) | 1958-03-10 | 1958-03-10 | Improvements in and relating to the oxidation of alkyl substituted aromatic compounds |
| FR787488A FR1225134A (en) | 1958-03-10 | 1959-02-23 | Process for the oxidation of substituted alkyl aromatic compounds |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB756658A GB857098A (en) | 1958-03-10 | 1958-03-10 | Improvements in and relating to the oxidation of alkyl substituted aromatic compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB857098A true GB857098A (en) | 1960-12-29 |
Family
ID=9835583
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB756658A Expired GB857098A (en) | 1958-03-10 | 1958-03-10 | Improvements in and relating to the oxidation of alkyl substituted aromatic compounds |
Country Status (2)
| Country | Link |
|---|---|
| FR (1) | FR1225134A (en) |
| GB (1) | GB857098A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4820862A (en) * | 1970-03-04 | 1989-04-11 | Dynamit Nobel Aktiengesellschaft | Process for the preparation of dimethyl terephthalate |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3491144A (en) * | 1966-09-20 | 1970-01-20 | Standard Oil Co | Production of aromatic tricarboxylic acids having only two vicinal carboxylic acid groups |
| GB1467903A (en) * | 1973-05-28 | 1977-03-23 | Teijin Hercules Chem Co Ltd | Process for the preparation of dimethyl terephthalate |
-
1958
- 1958-03-10 GB GB756658A patent/GB857098A/en not_active Expired
-
1959
- 1959-02-23 FR FR787488A patent/FR1225134A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4820862A (en) * | 1970-03-04 | 1989-04-11 | Dynamit Nobel Aktiengesellschaft | Process for the preparation of dimethyl terephthalate |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1225134A (en) | 1960-06-29 |
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