GB786747A - Improvements in and relating to the production of aromatic di-carboxylic acids - Google Patents
Improvements in and relating to the production of aromatic di-carboxylic acidsInfo
- Publication number
- GB786747A GB786747A GB3671554A GB3671554A GB786747A GB 786747 A GB786747 A GB 786747A GB 3671554 A GB3671554 A GB 3671554A GB 3671554 A GB3671554 A GB 3671554A GB 786747 A GB786747 A GB 786747A
- Authority
- GB
- United Kingdom
- Prior art keywords
- oxygen
- elevated temperature
- acids
- pressure
- diisopropylbenzene
- 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
Benzene dicarboxylic acids are prepared by reacting at elevated temperature and pressure and in the presence of an aqueous alkaline medium, free oxygen and a compound of the general formula <FORM:0786747/IV (b)/1> wherein R1 is an alkyl, hydroxyalkyl, acyl, or carboxylic group and R2 is a hydroxyalkyl or acyl group. The preferred temperatures and pressures are 150-250 DEG C. and 10-50 atmospheres. Specified aqueous alkaline media are solutions of the hydroxides or carbonates of alkali metals or ammonia or suspensions of the hydroxides or carbonates of the alkaline earth metals. A combination of two or more of the alkaline substances may be used. Pure oxygen is preferably used, but it may be diluted by gases such as nitrogen or carbon dioxide, or air may be used. Catalysts may be present in the reaction mixture and those specified are one or more of the oxides of iron, aluminium, cerium, barium, zinc, magnesium or zirconium, oxides of other metals of the first, second, third, fourth or eighth groups of the Periodic Table, or the oxides, salts or oxygen acids of chromium, manganese and vanadium. The preferred starting materials are the partial oxidation products of dialkyl benzenes. The reaction products are the salts of the acids, the acids being obtained therefrom by known methods. In examples: (1) the reaction mixture obtained by the oxidation of p-diisopropylbenzene with oxygen at atmospheric pressure and elevated temperature using manganese dioxide as catalyst was further oxidized with oxygen at elevated temperature and pressure in the presence of aqueous sodium hydroxide, the product being terephthalic acid with some p-acetyl-benzoic acid; (2) as in (1) but the starting material is prepared from p-diisopropylbenzene diluted with an equal volume of o-dichlorobenzene and the product of this first stage is isolated before further reaction, the final product being terephthalic acid; (3) p-diacetylbenzene, p-acetyl-benzoic acid or a :a 1 - dihydroxy - p - diisopropylbenzene were oxidized with oxygen at elevated temperature and pressure in aqueous sodium hydroxide and in the presence of manganese acetate to terephthalic acid.
Priority Applications (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
BE543770D BE543770A (en) | 1954-12-20 | ||
GB3671554A GB786747A (en) | 1954-12-20 | 1954-12-20 | Improvements in and relating to the production of aromatic di-carboxylic acids |
FR1138986D FR1138986A (en) | 1954-12-20 | 1955-12-19 | Manufacture of aromatic dicarboxylic acids |
DEJ11061A DE1147934B (en) | 1954-12-20 | 1955-12-20 | Process for the preparation of benzene dicarboxylic acids |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB3671554A GB786747A (en) | 1954-12-20 | 1954-12-20 | Improvements in and relating to the production of aromatic di-carboxylic acids |
Publications (1)
Publication Number | Publication Date |
---|---|
GB786747A true GB786747A (en) | 1957-11-27 |
Family
ID=10390602
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB3671554A Expired GB786747A (en) | 1954-12-20 | 1954-12-20 | Improvements in and relating to the production of aromatic di-carboxylic acids |
Country Status (4)
Country | Link |
---|---|
BE (1) | BE543770A (en) |
DE (1) | DE1147934B (en) |
FR (1) | FR1138986A (en) |
GB (1) | GB786747A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0496264A2 (en) * | 1991-01-21 | 1992-07-29 | Mitsubishi Chemical Corporation | Process for preparing 2,6-naphthalenedicarboxylic acid |
WO2001016075A1 (en) * | 1999-08-30 | 2001-03-08 | Mossi & Ghisolfi Overseas S.A. | Process for making an aromatic diacid in one step using a single catalyst system |
CN114522680A (en) * | 2022-02-22 | 2022-05-24 | 广州大学 | MnO for cumene oxidation2Preparation method of/CNTs catalyst |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4992579A (en) * | 1989-12-18 | 1991-02-12 | Amoco Corporation | Process for the production of trimellitic acid |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB679400A (en) * | 1949-05-24 | 1952-09-17 | Monsanto Chemicals | Improvements in or relating to methods of preparing salts of polybasic acids |
-
0
- BE BE543770D patent/BE543770A/xx unknown
-
1954
- 1954-12-20 GB GB3671554A patent/GB786747A/en not_active Expired
-
1955
- 1955-12-19 FR FR1138986D patent/FR1138986A/en not_active Expired
- 1955-12-20 DE DEJ11061A patent/DE1147934B/en active Pending
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0496264A2 (en) * | 1991-01-21 | 1992-07-29 | Mitsubishi Chemical Corporation | Process for preparing 2,6-naphthalenedicarboxylic acid |
EP0496264A3 (en) * | 1991-01-21 | 1993-01-13 | Mitsubishi Petrochemical Co., Ltd. | Process for preparing 2,6-naphthalenedicarboxylic acid |
WO2001016075A1 (en) * | 1999-08-30 | 2001-03-08 | Mossi & Ghisolfi Overseas S.A. | Process for making an aromatic diacid in one step using a single catalyst system |
CN114522680A (en) * | 2022-02-22 | 2022-05-24 | 广州大学 | MnO for cumene oxidation2Preparation method of/CNTs catalyst |
CN114522680B (en) * | 2022-02-22 | 2023-10-27 | 广州大学 | MnO for cumene oxidation 2 Preparation method of CNTs catalyst |
Also Published As
Publication number | Publication date |
---|---|
FR1138986A (en) | 1957-06-24 |
BE543770A (en) | |
DE1147934B (en) | 1963-05-02 |
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