GB789809A - Process for the manufacture of terephthalic acid - Google Patents

Process for the manufacture of terephthalic acid

Info

Publication number
GB789809A
GB789809A GB27208/54A GB2720854A GB789809A GB 789809 A GB789809 A GB 789809A GB 27208/54 A GB27208/54 A GB 27208/54A GB 2720854 A GB2720854 A GB 2720854A GB 789809 A GB789809 A GB 789809A
Authority
GB
United Kingdom
Prior art keywords
acid
oxide
metals
cymene
aluminium
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
GB27208/54A
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.)
Hoechst AG
Original Assignee
Hoechst AG
Farbwerke Hoechst 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 Hoechst AG, Farbwerke Hoechst AG filed Critical Hoechst AG
Publication of GB789809A publication Critical patent/GB789809A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C63/00Compounds having carboxyl groups bound to a carbon atoms of six-membered aromatic rings
    • C07C63/14Monocyclic dicarboxylic acids
    • C07C63/15Monocyclic dicarboxylic acids all carboxyl groups bound to carbon atoms of the six-membered aromatic ring
    • C07C63/261,4 - Benzenedicarboxylic acid

Abstract

Terephthalic acid is manufactured by a process wherein a terpene-containing by-product of the wood processing and allied industries is first subjected to isomerization by means of sulphuric acid, phosphoric acid, or a sulphonic acid, such as benzene sulphonic acid, having about the same acidity as phosphoric acid or sulphuric acid, at a temperature between about 50 DEG and 150 DEG C., and then, after the aqueous phase is removed, the organic phase is catalytically dehydrogenated at a temperature of about 250 DEG to about 500 DEG C., and the resulting dehydrogenation product consisting mainly of para-substituted benzene hydrocarbons is oxidized by a known method to terephthalic acid. The product of the dehydrogenation is mainly p-cymene with a minor amount of m-cymene. The yield of p-cymene is increased by intensive mixing during the isomerization and recycling the acid used. Specified dehydrogenation catalysts are chromium oxide-aluminium oxide, molybdenum oxide-aluminium oxide and vanadium oxide-aluminium oxide and mixtures thereof which may contain the oxides of metals in Groups I-IV such as the oxides of sodium, potassium, magnesium, calcium, aluminium when not otherwise present), the rare earth metals, thorium, zirconium and silicon. Compounds of other metals such as iron, nickel and copper, or metals, such as the noble metals, may be added to the catalysts. Aluminium oxide may be replaced by aluminium silicate or silicic acid. The oxidation of the para-substituted benzenes to terephthalic acid may be carried out with chromic or nitric acids, air or oxygen. In examples, the process of the invention is carried out batchwise or continuously using sulphuric acid and phosphoric acid as isomerizing acids, chromium oxide or molybdenum oxide-alumina dehydrogenation catalysts and oxidizing the para-cymene so obtained to terephthalic acid, an oxidation using chromic acid being detailed.
GB27208/54A 1953-09-19 1954-09-20 Process for the manufacture of terephthalic acid Expired GB789809A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE789809X 1953-09-19

Publications (1)

Publication Number Publication Date
GB789809A true GB789809A (en) 1958-01-29

Family

ID=6699765

Family Applications (1)

Application Number Title Priority Date Filing Date
GB27208/54A Expired GB789809A (en) 1953-09-19 1954-09-20 Process for the manufacture of terephthalic acid

Country Status (1)

Country Link
GB (1) GB789809A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010078328A3 (en) * 2008-12-30 2010-11-04 Sabic Innovative Plastics Ip B.V. Bio-based terephthalate polyesters
WO2011006183A1 (en) * 2009-07-16 2011-01-20 Commonwealth Scientific And Industrial Research Organisation Cineole
EP2265659A4 (en) * 2008-03-28 2014-06-04 Coca Cola Co Bio-based polyethylene terephthalate polymer and method of making the same
US8946472B2 (en) 2008-12-31 2015-02-03 Sabic Innovative Plastics Ip B.V. Bio-based terephthalate polyesters
US10316139B2 (en) 2008-05-08 2019-06-11 Novamont S.P.A. Aliphatic-aromatic biodegradable polyester

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3287482A1 (en) * 2008-03-28 2018-02-28 The Coca-Cola Company Method of making bio-based polyethylene terephthalate polymer product
EP3287482B1 (en) 2008-03-28 2022-06-15 The Coca-Cola Company Method of making bio-based polyethylene terephthalate polymer product
EP2265659A4 (en) * 2008-03-28 2014-06-04 Coca Cola Co Bio-based polyethylene terephthalate polymer and method of making the same
US11345779B2 (en) 2008-05-08 2022-05-31 Novamont S.P.A. Aliphatic-aromatic biodegradable polyester
US10526442B2 (en) 2008-05-08 2020-01-07 Novamont S.P.A. Aliphatic-aromatic biodegradable polyester
US10316139B2 (en) 2008-05-08 2019-06-11 Novamont S.P.A. Aliphatic-aromatic biodegradable polyester
WO2010078328A3 (en) * 2008-12-30 2010-11-04 Sabic Innovative Plastics Ip B.V. Bio-based terephthalate polyesters
CN102325822B (en) * 2008-12-30 2014-11-05 沙伯基础创新塑料知识产权有限公司 Bio-based terephthalate polyesters
US8946472B2 (en) 2008-12-31 2015-02-03 Sabic Innovative Plastics Ip B.V. Bio-based terephthalate polyesters
US9024060B2 (en) 2008-12-31 2015-05-05 Saudi Basic Industries Corporation Bio-based terephthalate polyesters
US8710287B2 (en) 2009-07-16 2014-04-29 Commonwealth Scientific And Industrial Research Organisation Cineole
EA020285B1 (en) * 2009-07-16 2014-10-30 Коммонвелт Сайентифик Энд Индастриал Рисерч Организейшн Process for producing compounds – c10-monoterpenoids from 1,8-cineole
CN102482178B (en) * 2009-07-16 2014-07-30 联邦科学和工业研究组织 Cineole
CN102482178A (en) * 2009-07-16 2012-05-30 联邦科学和工业研究组织 Cineole
WO2011006183A1 (en) * 2009-07-16 2011-01-20 Commonwealth Scientific And Industrial Research Organisation Cineole

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