GB753584A - Improved process for the preparation of esters of aromatic di-carboxylic acids, and esters so produced - Google Patents
Improved process for the preparation of esters of aromatic di-carboxylic acids, and esters so producedInfo
- Publication number
- GB753584A GB753584A GB27445/53A GB2744553A GB753584A GB 753584 A GB753584 A GB 753584A GB 27445/53 A GB27445/53 A GB 27445/53A GB 2744553 A GB2744553 A GB 2744553A GB 753584 A GB753584 A GB 753584A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alcohols
- boiling
- acid
- alcohol
- ester interchange
- 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
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/03—Preparation of carboxylic acid esters by reacting an ester group with a hydroxy group
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
Diesters of low-boiling alcohols and aromatic dicarboxylic acids are made by esterifying the desired acid or acids with mono- or polyhydric high-boiling alcohols or mixtures thereof and subjecting the product to ester interchange with the desired low-boiling alcohol in the presence of alkaline or acid ester interchange catalysts. Low-boiling alcohols are defined as methyl, ethyl and propyl alcohol. High-boiling alcohols are defined as monohydric alcohols of 4 or more carbon atoms, e.g. n-butyl, -hexyl, -heptyl and -octyl alcohol and polyhydric alcohols such as glycols or glycerol. Mixtures of high-boiling alcohols may be used. Tere- and iso-phthalic acids are specified. Solubility increasing substances such as butyrolactone may be present. Water, added before, or obtained in the reaction may be removed by azeotropic distillation with the mono- or poly-hydric alcohols. The initial esterification is effected in conventional fashion. Alkaline ester interchange catalysts mentioned are alkylates, e.g. a methylate, and alcoholic solutions of hydroxides the reaction being effected at pH8-10 and -10 DEG C.-+80 DEG C. Temperatures are generally higher when acid ester interchange catalysts are used and the desired ester is soluble in the reaction product so that the process has to be repeated preferably with the addition of fresh quantities of high boiling ester and the removal of a part of the residue, from which acid and high boiling alcohol may be recovered. Terephthalic acid containing isophthalic acid as impurity may be esterified with methanol and the diesters of each acid separately obtained since that of the former precipitates from the reaction product at about 30 DEG C., whereas that of the latter precipitates only on cooling to a lower temperature, e.g. 0 DEG to 10 DEG C. Examples are provided illustrating the preparation of dimethyl terephthalate by the methods given above.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT753584X | 1952-10-25 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB753584A true GB753584A (en) | 1956-07-25 |
Family
ID=11315736
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB27445/53A Expired GB753584A (en) | 1952-10-25 | 1953-10-06 | Improved process for the preparation of esters of aromatic di-carboxylic acids, and esters so produced |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB753584A (en) |
-
1953
- 1953-10-06 GB GB27445/53A patent/GB753584A/en not_active Expired
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