GB758423A - Improvements in or relating to esterification of aromatic carboxylic acids - Google Patents

Improvements in or relating to esterification of aromatic carboxylic acids

Info

Publication number
GB758423A
GB758423A GB28561/54A GB2856154A GB758423A GB 758423 A GB758423 A GB 758423A GB 28561/54 A GB28561/54 A GB 28561/54A GB 2856154 A GB2856154 A GB 2856154A GB 758423 A GB758423 A GB 758423A
Authority
GB
United Kingdom
Prior art keywords
acid
alcohol
slurry
aromatic carboxylic
acids
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
GB28561/54A
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.)
Hercules Powder Co
Original Assignee
Hercules Powder 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
Application filed by Hercules Powder Co filed Critical Hercules Powder Co
Publication of GB758423A publication Critical patent/GB758423A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
    • C07C69/80—Phthalic acid esters
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
    • C07C69/80—Phthalic acid esters
    • C07C69/82—Terephthalic acid esters

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Aromatic carboxylic acid esters are continuously produced by passing in molten form, or as a solid slurried in an inert diluent, an aromatic carboxylic acid having the general formula: <FORM:0758423/IV(a)/1> where R is a carboxy group, a carboxy group esterified with an aliphatic alcohol of up to 10 carbon atoms or an alkyl group having no more than 4 carbon atoms and a vaporized substantially anhydrous aliphatic alcohol of up to 10 carbon atoms countercurrently through a column, the rate of input being sufficient to flood the column as indicated by a liquid reaction mixture containing dissolved alcohol together with water and acid overflowing the top thereof, said column being maintained under pressure of up to about 1000 p.s.i. and at a temperature sufficient to cause esterification, the temperature and pressure being interrelated so that the alcohol is maintained above its boiling-point while still retaining a portion of the alcohol vapour dissolved in the liquid phase. The temperature may vary from about 180 DEG to about 350 DEG C. Specified aliphatic alcohols are the C1-C10 alcohols, the mono-methyl or -ethyl ethers of ethylene glycol and the monomethyl ether of propylene glycol. The aromatic acids used may contain further substituents such as halogen atoms or hydroxy groups. As inert diluents used to form a slurry with the acid, aromatic carboxylic acids or esters thereof may be used. This slurry of acid may be formed by adding some of the feed alcohol to the acid and heating prior to injection of the acid into the chamber, causing some esterification and giving a slurry of the acid in the ester. In examples: (1) methanol and p-toluic acid in molar ratio of 3 : 1 are esterified in the apparatus described above at about 240 DEG C. and 400 p.s.i.g; (2) similar to (1), using methanol and a mixture of iso- and terephthalic acids in a molar ratio of 6 : 1, the acids being used as a slurry in molten methyl toluate.
GB28561/54A 1954-02-04 1954-10-04 Improvements in or relating to esterification of aromatic carboxylic acids Expired GB758423A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US758423XA 1954-02-04 1954-02-04

Publications (1)

Publication Number Publication Date
GB758423A true GB758423A (en) 1956-10-03

Family

ID=22128326

Family Applications (1)

Application Number Title Priority Date Filing Date
GB28561/54A Expired GB758423A (en) 1954-02-04 1954-10-04 Improvements in or relating to esterification of aromatic carboxylic acids

Country Status (1)

Country Link
GB (1) GB758423A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1115251B (en) * 1958-12-17 1961-10-19 Distillers Co Yeast Ltd Process for the continuous production of carboxylic acid esters

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1115251B (en) * 1958-12-17 1961-10-19 Distillers Co Yeast Ltd Process for the continuous production of carboxylic acid esters

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