GB655074A - An improved process for the preparation of terephthalic acid - Google Patents

An improved process for the preparation of terephthalic acid

Info

Publication number
GB655074A
GB655074A GB1892/48A GB189248A GB655074A GB 655074 A GB655074 A GB 655074A GB 1892/48 A GB1892/48 A GB 1892/48A GB 189248 A GB189248 A GB 189248A GB 655074 A GB655074 A GB 655074A
Authority
GB
United Kingdom
Prior art keywords
acid
benzene
terephthalic acid
reaction
xylene
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
GB1892/48A
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.)
EI Du Pont de Nemours and Co
Original Assignee
EI Du Pont de Nemours and Co
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
Priority to US277296XA priority Critical
Application filed by EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co
Publication of GB655074A publication Critical patent/GB655074A/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
    • C07C51/27Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with oxides of nitrogen or nitrogen-containing mineral acids
    • C07C51/275Preparation of carboxylic acids or their salts, halides or anhydrides by oxidation with oxides of nitrogen or nitrogen-containing mineral acids of hydrocarbyl groups

Abstract

<PICT:0655074/IV (b)/1> Terephthalic acid is prepared by reacting a p-dialkyl benzene or a p-dialkyl benzene in which the alkyl groups may be partially oxidized with nitric acid, having an initial strength between 5 and 60 per cent, at superatmospheric pressure at a temperature above 150 DEG C. The said benzene may be p-xylene, p-cymene, p - diisopropylbenzene, p - divinylbenzene or p-tolualdehyde. An alkyl ester of p-toluic acid may be added to the said benzene. The crude reaction product may be separated from the residual acid liquor and any p-toluic acid therein is subjected to the above oxidation process. An oxygen containing gas may be introduced to assist the oxidizing reaction. Mercury or uranium salts may be used as a catalyst. Oxidized groups which may be present in the benzene include aldehyde, alcohol and carboxyl groups. In the examples, terephthalic acid is prepared in admixture with toluic acid. The terephthalic acid may be converted by known methods into its dimethyl or other alkyl ester and any esters of toluic acid recovered from the reaction product may then be oxidized as above. A suitable apparatus for carrying out the process comprises an autoclave 1 provided with stirrer 2 and heating or cooling jacket 4. Reactants are introduced at 9, nitric acid at 10, while condenser 8 returns condensible liquids to the autoclave and outlet 12 is used for gaseous materials. The Specification as open to inspection under Sect. 91 refers to the preparation of terephthalic acid by the reaction of dilute nitric acid in accordance with the above process with p-dialkyl benzenes and such compounds containing substituents in at least one side chain, e.g. g -nitro-p-xylene or g -hydroxy-p-xylene. This subject-matter does not appear in the Specification as accepted.
GB1892/48A 1946-08-17 1948-01-21 An improved process for the preparation of terephthalic acid Expired GB655074A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US277296XA true 1946-08-17 1946-08-17

Publications (1)

Publication Number Publication Date
GB655074A true GB655074A (en) 1951-07-11

Family

ID=21839433

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1892/48A Expired GB655074A (en) 1946-08-17 1948-01-21 An improved process for the preparation of terephthalic acid

Country Status (5)

Country Link
BE (1) BE480593A (en)
CH (1) CH277296A (en)
FR (1) FR961030A (en)
GB (1) GB655074A (en)
NL (1) NL67858C (en)

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2666786A (en) * 1952-04-24 1954-01-19 Us Rubber Co Terephthalic acid synthesis
US2695311A (en) * 1952-08-23 1954-11-23 Monsanto Chemicals Preparation of 2-and 4-nitrobenzoic acid
DE951566C (en) * 1953-08-17 1956-10-31 Henkel & Cie Gmbh Process for the preparation of terephthalic acid
DE1004159B (en) * 1953-03-19 1957-03-14 Chempatents Inc Process for the preparation of terephthalic acid
US2788366A (en) * 1952-01-30 1957-04-09 Glanzstoff Ag Preparation of terephthalic acid
DE1060378B (en) * 1952-08-23 1959-07-02 Mid Century Corp Process for the preparation of terephthalic acid
DE1081878B (en) * 1955-09-22 1960-05-19 Wilhelm Schemuth Process for the production of terephthalic acid by the oxidation of p-ethyltoluene
US2975211A (en) * 1955-03-21 1961-03-14 Heyden Newport Chemical Corp Production of trichlorobenzoic acid
DE1136688B (en) * 1957-02-09 1962-09-20 Robert Sancier Aries Process for the preparation of benzene dicarboxylic acids
DE1146047B (en) * 1960-09-13 1963-03-28 Montedison Spa Process for the production of pure terephthalic acid by the oxidation of p-xylene with dilute nitric acid
US3150171A (en) * 1958-06-16 1964-09-22 Bergwerksverband G M B H Fa Production of aromatic carboxylic acids from aralkyl halides
US3278592A (en) * 1961-03-15 1966-10-11 Basf Ag Continuous oxidation of aromatic compounds having oxidizable side chains
DE1266296B (en) * 1953-03-19 1968-04-18 Mid Century Corp Process for the preparation of terephthalic acid

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2788366A (en) * 1952-01-30 1957-04-09 Glanzstoff Ag Preparation of terephthalic acid
US2666786A (en) * 1952-04-24 1954-01-19 Us Rubber Co Terephthalic acid synthesis
DE1060378B (en) * 1952-08-23 1959-07-02 Mid Century Corp Process for the preparation of terephthalic acid
US2695311A (en) * 1952-08-23 1954-11-23 Monsanto Chemicals Preparation of 2-and 4-nitrobenzoic acid
DE1004159B (en) * 1953-03-19 1957-03-14 Chempatents Inc Process for the preparation of terephthalic acid
DE1266296B (en) * 1953-03-19 1968-04-18 Mid Century Corp Process for the preparation of terephthalic acid
DE951566C (en) * 1953-08-17 1956-10-31 Henkel & Cie Gmbh Process for the preparation of terephthalic acid
US2975211A (en) * 1955-03-21 1961-03-14 Heyden Newport Chemical Corp Production of trichlorobenzoic acid
DE1081878B (en) * 1955-09-22 1960-05-19 Wilhelm Schemuth Process for the production of terephthalic acid by the oxidation of p-ethyltoluene
DE1136688B (en) * 1957-02-09 1962-09-20 Robert Sancier Aries Process for the preparation of benzene dicarboxylic acids
US3150171A (en) * 1958-06-16 1964-09-22 Bergwerksverband G M B H Fa Production of aromatic carboxylic acids from aralkyl halides
DE1146047B (en) * 1960-09-13 1963-03-28 Montedison Spa Process for the production of pure terephthalic acid by the oxidation of p-xylene with dilute nitric acid
US3235587A (en) * 1960-09-13 1966-02-15 Montedison Spa Process for the preparation of terephthalic acid having a high degree of purity
US3278592A (en) * 1961-03-15 1966-10-11 Basf Ag Continuous oxidation of aromatic compounds having oxidizable side chains

Also Published As

Publication number Publication date
NL67858C (en)
CH277296A (en) 1951-08-31
BE480593A (en)
FR961030A (en) 1950-04-28

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