GB758423A - Improvements in or relating to esterification of aromatic carboxylic acids - Google Patents
Improvements in or relating to esterification of aromatic carboxylic acidsInfo
- 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
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.
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)
| 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 |
-
1954
- 1954-10-04 GB GB28561/54A patent/GB758423A/en not_active Expired
Cited By (1)
| 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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