GB856245A - Improvements in and relating to the production of cyclic carboxylic acids - Google Patents
Improvements in and relating to the production of cyclic carboxylic acidsInfo
- Publication number
- GB856245A GB856245A GB3799257A GB3799257A GB856245A GB 856245 A GB856245 A GB 856245A GB 3799257 A GB3799257 A GB 3799257A GB 3799257 A GB3799257 A GB 3799257A GB 856245 A GB856245 A GB 856245A
- Authority
- GB
- United Kingdom
- Prior art keywords
- stage
- oxidation
- oxidisable
- groups
- alkyl
- 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
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/79—Acids; Esters
- C07D213/803—Processes of preparation
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/34—Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with ozone; by hydrolysis of ozonides
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)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Di- or polycarboxylic acids are prepared in a two-stage process with recycling in at least the second stage by oxidation of aromatic or heterocyclic compounds selected from one of the following groups : (i) aromatic hydrocarbons containing two or more oxidisable alkyl groups as substituents, or (ii) heterocyclic compounds of aromatic character containing two or more oxidisable alkyl groups or (iii) partially oxidised derivatives of (i) or (ii) containing at least one oxidisable alkyl group or mixtures of more than one of any of these groups, by means of molecular oxygen or ozone in the liquid phase, the first stage being carried out using as catalyst a compound of at least one metal of variable valence and the second stage at least one metal of variable valence and bromine, the process being characterised by the the fact that the material which is produced in the first stage for feeding to the second is free or is freed from unchanged starting material when this has been selected from groups (i) and (ii) or is freed from compounds containing an oxidisable alkyl group when the starting material has been selected from group (iii). Partially oxidised material may be recycled several times to the second stage together with fresh material from the first stage without the formation of by-products which slow down the rate of oxidation. If the product of the first stage contains any of the undesired compounds mentioned they may be removed by fractional distillation &c. The first stage oxidation may be carried out in the presence of manganese and/or cobalt bromide, acetate, naphthenate &c. and the second stage in the presence of the metal bromides. The starting material may be a dialkyl benzene, a dialkyl pyridine or an alkyl benzyl alcohol and may contain substituents inert to oxidation e.g. tert.-alkyl, nitro or halogen. The process may be carried out continuously and in the presence of solvents. Examples describe the oxidation of oand mxylene and a mixture of xylenes to the corresponding phthalic acids. Specifications 833,438 and 842,998 are referred to.
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB3799257A GB856245A (en) | 1957-12-06 | 1957-12-06 | Improvements in and relating to the production of cyclic carboxylic acids |
FR781033A FR1215439A (en) | 1957-12-06 | 1958-12-06 | Process for the production of aromatic carboxylic acids |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB3799257A GB856245A (en) | 1957-12-06 | 1957-12-06 | Improvements in and relating to the production of cyclic carboxylic acids |
Publications (1)
Publication Number | Publication Date |
---|---|
GB856245A true GB856245A (en) | 1960-12-14 |
Family
ID=10400452
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB3799257A Expired GB856245A (en) | 1957-12-06 | 1957-12-06 | Improvements in and relating to the production of cyclic carboxylic acids |
Country Status (2)
Country | Link |
---|---|
FR (1) | FR1215439A (en) |
GB (1) | GB856245A (en) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4233227A (en) | 1979-10-05 | 1980-11-11 | Standard Oil Company (Indiana) | Phthalic anhydride formation and separation |
BE1006275A3 (en) * | 1989-12-18 | 1994-07-12 | Amoco Corp | METHOD FOR PRODUCING trimellitic anhydride. |
WO2001038280A1 (en) * | 1999-11-23 | 2001-05-31 | General Electric Company | Method for oxidation of xylene derivatives |
US6649773B2 (en) | 2002-03-22 | 2003-11-18 | General Electric Company | Method for the manufacture of halophthalic acids and anhydrides |
US6657068B2 (en) | 2002-03-22 | 2003-12-02 | General Electric Company | Liquid phase oxidation of halogenated ortho-xylenes |
US6657067B2 (en) | 2002-03-22 | 2003-12-02 | General Electric Company | Method for the manufacture of chlorophthalic anhydride |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6168444A (en) * | 1984-09-10 | 1986-04-08 | Kureha Chem Ind Co Ltd | Production of 2,6-naphthalenedicarboxylic acid |
IT1213483B (en) * | 1986-08-14 | 1989-12-20 | Sisas Spa | PROCEDURE FOR THE PRODUCTION OF PHTHALIC ANHYDRIDE. |
-
1957
- 1957-12-06 GB GB3799257A patent/GB856245A/en not_active Expired
-
1958
- 1958-12-06 FR FR781033A patent/FR1215439A/en not_active Expired
Cited By (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4233227A (en) | 1979-10-05 | 1980-11-11 | Standard Oil Company (Indiana) | Phthalic anhydride formation and separation |
BE1006275A3 (en) * | 1989-12-18 | 1994-07-12 | Amoco Corp | METHOD FOR PRODUCING trimellitic anhydride. |
WO2001038280A1 (en) * | 1999-11-23 | 2001-05-31 | General Electric Company | Method for oxidation of xylene derivatives |
US6469205B1 (en) | 1999-11-23 | 2002-10-22 | General Electric Company | Method for oxidation of xylene derivatives |
JP2003514883A (en) * | 1999-11-23 | 2003-04-22 | ゼネラル・エレクトリック・カンパニイ | Method for oxidizing xylene derivatives |
US6649773B2 (en) | 2002-03-22 | 2003-11-18 | General Electric Company | Method for the manufacture of halophthalic acids and anhydrides |
US6657068B2 (en) | 2002-03-22 | 2003-12-02 | General Electric Company | Liquid phase oxidation of halogenated ortho-xylenes |
US6657067B2 (en) | 2002-03-22 | 2003-12-02 | General Electric Company | Method for the manufacture of chlorophthalic anhydride |
Also Published As
Publication number | Publication date |
---|---|
FR1215439A (en) | 1960-04-19 |
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