GB1047433A - - Google Patents

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Publication number
GB1047433A
GB1047433A GB1047433DA GB1047433A GB 1047433 A GB1047433 A GB 1047433A GB 1047433D A GB1047433D A GB 1047433DA GB 1047433 A GB1047433 A GB 1047433A
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Prior art keywords
acid
solution
xylene
oxidizing
dimethyl
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Publication of GB1047433A publication Critical patent/GB1047433A/en
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/16Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation
    • C07C51/21Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen
    • C07C51/255Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with molecular oxygen of compounds containing six-membered aromatic rings without ring-splitting
    • C07C51/265Preparation 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/42Separation; Purification; Stabilisation; Use of additives
    • C07C51/43Separation; Purification; Stabilisation; Use of additives by change of the physical state, e.g. crystallisation

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

1,047,433. Aromatic carboxylic acids. MOBIL OIL CORPORATION. May 1, 1963, No. 17164/63. Heading C2C. The invention relates to a method of purifying aromatic dicarboxylic acids which have been obtained by oxidizing a methyl-substituted aromatic compound with molecular oxygen, the oxidation having been effected in a solution of a fatty acid containing 2-4 carbon atoms, the solution containing also minor proportions of a methylenic ketone, water and a cobalt salt of a fatty acid containing 2-4 carbon atoms. The purification method consists in heating the oxidized reaction mixture to 225-260‹ C. for at least 10 minutes under at least autogenous pressure and then cooling the mixture to below 170‹ C. to effect crystallization of the carboxylic acid. The acid may then be further purified by solution and crystallization in known manner, a number of suitable solvents being specified. Examples are given of the purification of terephthalic acid obtained by oxidizing p-xylene with molecular oxygen at 130‹ C. and a pressure of 300 lb. per sq. inch, in a solution of acetic acid containing minor proportions of methylethyl ketone, water and cobalt acetate tetrahydrate. Other specified starting materials are m-xylene, methylnaphthalenes and methyl-substituted aromatic hydrocarbons containing chlorine, bromine or fluorine atoms or nitro, carboxy, alkoxy, aryloxy or tertiary alkyl groups. Specific reference is made to the oxidation of m-xylene or m-toluic acid to isophthalic acid, p-toluic acid to terephthalic acid, 1,4 - dimethyl - 2 - chlorobenzene to chloroterephthalic acid and 1,4-dimethyl-2-nitrobenzene to nitroterephthalic acid.
GB1047433D Active GB1047433A (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015102654A1 (en) * 2013-12-30 2015-07-09 Bp Corporation North America Inc. Purification of aromatic carboxylic acids

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015102654A1 (en) * 2013-12-30 2015-07-09 Bp Corporation North America Inc. Purification of aromatic carboxylic acids
CN105873892A (en) * 2013-12-30 2016-08-17 Bp北美公司 Purification of aromatic carboxylic acids
US9422219B2 (en) 2013-12-30 2016-08-23 Bp Corporation North America Inc. Pressurized crude aromatic carboxylic acid feed mixes
RU2695221C2 (en) * 2013-12-30 2019-07-22 Бипи Корпорейшен Норт Америка Инк. Pressurized crude mixtures containing crude aromatic carboxylic acids

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