GB908736A - Improvements in the production of terephthalic acid - Google Patents

Improvements in the production of terephthalic acid

Info

Publication number
GB908736A
GB908736A GB2006660A GB2006660A GB908736A GB 908736 A GB908736 A GB 908736A GB 2006660 A GB2006660 A GB 2006660A GB 2006660 A GB2006660 A GB 2006660A GB 908736 A GB908736 A GB 908736A
Authority
GB
United Kingdom
Prior art keywords
oxygen
bromide
oxidation
acids
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
Application number
GB2006660A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Huels AG
Original Assignee
Chemische Werke Huels AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Chemische Werke Huels AG filed Critical Chemische Werke Huels AG
Publication of GB908736A publication Critical patent/GB908736A/en
Expired legal-status Critical Current

Links

Classifications

    • 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

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 production of terephthalic acid by oxidising first in the liquid phase a para-dialkyl-benzene having at least two carbon atoms in each alkyl radical or an intermediate oxidation product thereof in the presence of a salt of cobalt, manganese, barium or lead which is soluble in said paradialkyl benzene as catalyst, with oxygen at a temperature between about 100 DEG and 170 DEG C., dissolving the resultant oxidation product in a solvent inert to oxygen, continuing the oxidation with oxygen at temperatures between 120 DEG and 200 DEG C. under a pressure of about 3 to 50 atmospheres absolute until the absorption of oxygen has ended and then after adding bromine or a bromine compound, leading the oxidation to its conclusion with oxygen at temperatures between 150 and 200 DEG C. and pressures of about 3 to 50 atmospheres absolute. Starting materials specified include p-diethyl-, di-n-propyl-, di-iso-propyl-, di-n-butyl- or di-iso-butyl-benzene and the corresponding mixed dialkyl benzenes e.g. p-ethylpropyl-benzenes. Intermediate oxidation products specified include p-cumic-, and p-a -dihydroxycumic acids, a ,a 1-dihydroxy-1,4-diethylbenzene, p-ethylbenzoic acid, p-diacetylbenzene and p-acetyl-benzoic acid. Salts of cobalt, manganese, barium and lead with higher fatty or naphthenic acids e.g. octenates and naphthenates may be used as catalysts. Oxidation initiators which may be employed include tetraethyl lead and inorganic and organic peroxides and include sodium, potassium or barium peroxide, benzoyl peroxide, perbenzoic and peracetic acids, substances forming peroxides under the reaction conditions e.g. aldehydes, ketones, ethers and olefines, several of which are specified, and ozone. Solvents specified include aliphatic and araliphatic carboxylic acids, diphenyl, diphenyl ethers, chlorbenzenes, chlorpolyphenyls and naphthalene. Bromine compounds specified include hydrogen bromide and its salts, e.g. ammonium, cobalt and manganese bromide, potassium bromate, xylylene dibromide, benzyl bromide, ethylene bromide, bromoform, cyclohexyl bromide and bromacetaldehyde. Examples are furnished. Specification 807,091 is referred to.
GB2006660A 1959-10-13 1960-06-08 Improvements in the production of terephthalic acid Expired GB908736A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEC19957A DE1106751B (en) 1959-10-13 1959-10-13 Process for the preparation of terephthalic acid

Publications (1)

Publication Number Publication Date
GB908736A true GB908736A (en) 1962-10-24

Family

ID=7016718

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2006660A Expired GB908736A (en) 1959-10-13 1960-06-08 Improvements in the production of terephthalic acid

Country Status (2)

Country Link
DE (1) DE1106751B (en)
GB (1) GB908736A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3406196A (en) * 1964-09-30 1968-10-15 Du Pont Oxidation of polyalkyl aromatics to polycarboxylic acids
US3431296A (en) * 1963-10-10 1969-03-04 Teijin Ltd Process for preparation of high purity terephthalic acid
US3974214A (en) * 1974-02-27 1976-08-10 Atlantic Richfield Company Isophthalic acid manufacture
US4755622A (en) * 1983-12-29 1988-07-05 Amoco Corporation Process for the production of trimellitic acid and pyromellitic acid by staged bromine addition in an oxidation of polyalkylaromatics
CN112479861A (en) * 2020-12-10 2021-03-12 成家钢 Liquid-phase normal-pressure catalytic oxygen oxidation safety method and oxygen oxidation safety reaction equipment

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB983677A (en) * 1962-04-27 1965-02-17 Mitsui Petrochemical Ind A process for the preparation of terephthalic acid having extremely high purity
DE1270030C2 (en) * 1962-04-27 1973-07-19 METHOD FOR PURIFYING TEREPHTHALIC ACID

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3431296A (en) * 1963-10-10 1969-03-04 Teijin Ltd Process for preparation of high purity terephthalic acid
US3406196A (en) * 1964-09-30 1968-10-15 Du Pont Oxidation of polyalkyl aromatics to polycarboxylic acids
US3974214A (en) * 1974-02-27 1976-08-10 Atlantic Richfield Company Isophthalic acid manufacture
US4755622A (en) * 1983-12-29 1988-07-05 Amoco Corporation Process for the production of trimellitic acid and pyromellitic acid by staged bromine addition in an oxidation of polyalkylaromatics
CN112479861A (en) * 2020-12-10 2021-03-12 成家钢 Liquid-phase normal-pressure catalytic oxygen oxidation safety method and oxygen oxidation safety reaction equipment

Also Published As

Publication number Publication date
DE1106751B (en) 1961-05-18

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