GB1110684A - Esterification of aromatic dicarboxylic acids - Google Patents
Esterification of aromatic dicarboxylic acidsInfo
- Publication number
- GB1110684A GB1110684A GB1040466A GB1040466A GB1110684A GB 1110684 A GB1110684 A GB 1110684A GB 1040466 A GB1040466 A GB 1040466A GB 1040466 A GB1040466 A GB 1040466A GB 1110684 A GB1110684 A GB 1110684A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- stream
- alcohol
- diester
- dicarboxylic 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
- -1 aromatic dicarboxylic acids Chemical class 0.000 title abstract 2
- 230000032050 esterification Effects 0.000 title abstract 2
- 238000005886 esterification reaction Methods 0.000 title abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 3
- 150000005690 diesters Chemical class 0.000 abstract 3
- 239000003054 catalyst Substances 0.000 abstract 2
- WOZVHXUHUFLZGK-UHFFFAOYSA-N dimethyl terephthalate Chemical compound COC(=O)C1=CC=C(C(=O)OC)C=C1 WOZVHXUHUFLZGK-UHFFFAOYSA-N 0.000 abstract 2
- GNTDGMZSJNCJKK-UHFFFAOYSA-N divanadium pentaoxide Chemical compound O=[V](=O)O[V](=O)=O GNTDGMZSJNCJKK-UHFFFAOYSA-N 0.000 abstract 2
- 239000007787 solid Substances 0.000 abstract 2
- DLYUQMMRRRQYAE-UHFFFAOYSA-N tetraphosphorus decaoxide Chemical compound O1P(O2)(=O)OP3(=O)OP1(=O)OP2(=O)O3 DLYUQMMRRRQYAE-UHFFFAOYSA-N 0.000 abstract 2
- 239000005995 Aluminium silicate Substances 0.000 abstract 1
- QPLDLSVMHZLSFG-UHFFFAOYSA-N Copper oxide Chemical compound [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 abstract 1
- 239000005751 Copper oxide Substances 0.000 abstract 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 abstract 1
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 abstract 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 abstract 1
- 235000012211 aluminium silicate Nutrition 0.000 abstract 1
- IXWIAFSBWGYQOE-UHFFFAOYSA-M aluminum;magnesium;oxygen(2-);silicon(4+);hydroxide;tetrahydrate Chemical compound O.O.O.O.[OH-].[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[O-2].[Mg+2].[Al+3].[Si+4].[Si+4].[Si+4].[Si+4] IXWIAFSBWGYQOE-UHFFFAOYSA-M 0.000 abstract 1
- 229910001570 bauxite Inorganic materials 0.000 abstract 1
- 229910000423 chromium oxide Inorganic materials 0.000 abstract 1
- 229910000431 copper oxide Inorganic materials 0.000 abstract 1
- 238000000354 decomposition reaction Methods 0.000 abstract 1
- 238000001914 filtration Methods 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 239000000741 silica gel Substances 0.000 abstract 1
- 229910002027 silica gel Inorganic materials 0.000 abstract 1
- 239000011973 solid acid Substances 0.000 abstract 1
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
- C07C69/82—Terephthalic acid esters
-
- 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
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Abstract
Diesters of aromatic dicarboxylic acids are prepared in a process comprising preparing a feed vapour mixture by adding the acid to a carrier stream of an alcohol in vapour form, heating the resulting stream to a temperature sufficient to vaporize the solid acid, filtering the stream to remove solid matter therefrom, and contacting the filtered stream with a particulate solid esterification catalyst for 0.1-25 seconds at a temperature high enough to maintain the acid, alcohol and diester in the vapour phase but below the temperature at which substantial decomposition of the acid, alcohol or diester is effected. Suitable temperatures 315-405 DEG C. Catalysts mentioned are alumina, natural and synthetic silica-aluminas, silica gel, kaolin, bauxite, Attapulgus clay, vanadium pentoxide, chromium oxide, copper oxide and phosphorus pentoxide. The preparation of dimethyl terephthalate is described.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US43892965A | 1965-03-11 | 1965-03-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1110684A true GB1110684A (en) | 1968-04-24 |
Family
ID=23742619
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1040466A Expired GB1110684A (en) | 1965-03-11 | 1966-03-09 | Esterification of aromatic dicarboxylic acids |
Country Status (6)
| Country | Link |
|---|---|
| BE (1) | BE677505A (en) |
| CH (1) | CH467234A (en) |
| DE (1) | DE1543454A1 (en) |
| FR (1) | FR1496079A (en) |
| GB (1) | GB1110684A (en) |
| NL (1) | NL6601731A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3940431A (en) * | 1972-05-20 | 1976-02-24 | Chemische Werke Huls Aktiengesellschaft | Dimethyl terephthalate prepared by the esterification of terephthalic acid |
| US3972912A (en) * | 1972-12-15 | 1976-08-03 | Chemische Werke Huls Aktiengesellschaft | Process for the esterification of terephthalic acid in the gas phase |
| US3980441A (en) * | 1972-05-20 | 1976-09-14 | Chemische Werke Huls Aktiengesellschaft | Apparatus for the production of dimethyl terephthalate by the esterification of terephthalic acid |
| US4015943A (en) * | 1972-12-15 | 1977-04-05 | Chemische Werke Huls Aktiengesellschaft | Apparatus for the esterification of terephthalic acid in the gas phase |
-
1966
- 1966-01-12 FR FR45705A patent/FR1496079A/en not_active Expired
- 1966-02-04 CH CH158466A patent/CH467234A/en unknown
- 1966-02-07 DE DE19661543454 patent/DE1543454A1/en active Pending
- 1966-02-10 NL NL6601731A patent/NL6601731A/xx unknown
- 1966-03-08 BE BE677505D patent/BE677505A/xx unknown
- 1966-03-09 GB GB1040466A patent/GB1110684A/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3940431A (en) * | 1972-05-20 | 1976-02-24 | Chemische Werke Huls Aktiengesellschaft | Dimethyl terephthalate prepared by the esterification of terephthalic acid |
| US3980441A (en) * | 1972-05-20 | 1976-09-14 | Chemische Werke Huls Aktiengesellschaft | Apparatus for the production of dimethyl terephthalate by the esterification of terephthalic acid |
| US3972912A (en) * | 1972-12-15 | 1976-08-03 | Chemische Werke Huls Aktiengesellschaft | Process for the esterification of terephthalic acid in the gas phase |
| US4015943A (en) * | 1972-12-15 | 1977-04-05 | Chemische Werke Huls Aktiengesellschaft | Apparatus for the esterification of terephthalic acid in the gas phase |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1496079A (en) | 1967-09-29 |
| DE1543454A1 (en) | 1969-09-11 |
| CH467234A (en) | 1969-01-15 |
| BE677505A (en) | 1966-09-08 |
| NL6601731A (en) | 1966-09-12 |
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