GB872355A - Improvements in or relating to the production of a tetrabasic acid and esters thereof - Google Patents
Improvements in or relating to the production of a tetrabasic acid and esters thereofInfo
- Publication number
- GB872355A GB872355A GB14629/60A GB1462960A GB872355A GB 872355 A GB872355 A GB 872355A GB 14629/60 A GB14629/60 A GB 14629/60A GB 1462960 A GB1462960 A GB 1462960A GB 872355 A GB872355 A GB 872355A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- esters
- hydrogen peroxide
- oxidation
- formic
- 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
- C07C69/74—Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a ring other than a six-membered aromatic ring
- C07C69/757—Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a ring other than a six-membered aromatic ring having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C409/00—Peroxy compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
2.3.5-Tricarboxycyclopentaneacetic acid is produced by reacting one molar proportion of dicyclopentadiene with substantially two molar proportions of ozone in a medium comprising a carboxylic acid at a temperature of 10 DEG -45 DEG C. so as to obtain the diozonide and thereafter oxidising the resulting diozonide to 2.3.5-tricarboxycyclopentaneacetic acid, at least the final stage of the oxidation being effected with hydrogen peroxide in the presence of an acid having an ionization constant at least as great as that of formic acid. Suitable carboxylic acids for use in the ozonization step are, for example, formic, acetic, propionic, butyric, valeric, caproic, heptanoic, caprylic, pelargonic or capric acid and mixtures thereof. If desired additional inert liquids, e.g. esters, such as ethyl acetate, or water may be present. Preferably formic acid is used in the ozonisation step and this is suitable to serve as the acid in the oxidation step without further addition of other acid. The oxidation is carried out preferably at 50 DEG -103 DEG C. and may be effected, for example, partly by treatment with oxygen alone, oxygen with traces of ozone, or by hydrogen peroxide in acetic acid. For at least the final stage of the process the oxidation is carried out by hydrogen peroxide in the presence of an acid at least as strong as formic acid i.e. having an ionization constant of at least 2.14x10-4 e.g., sulphuric, nitric, phosphoric, benzene sulphonic, trichloroacetic or trifluoroacetic acid, or formic acid itself. The acid may be converted into esters by methods known per se and examples are given of the preparation of the tetramethyl and tetrabutyl esters. Examples are given of the preparation of the acid using hydrogen peroxide in the presence of sulphuric acid, formic acid, and trifluoroacetic acid as oxidising agents. When sulphate ions are present in the product they may be removed by ion exchange treatment.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB14629/60A GB872355A (en) | 1960-04-26 | 1960-04-26 | Improvements in or relating to the production of a tetrabasic acid and esters thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB14629/60A GB872355A (en) | 1960-04-26 | 1960-04-26 | Improvements in or relating to the production of a tetrabasic acid and esters thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB872355A true GB872355A (en) | 1961-07-05 |
Family
ID=10044706
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB14629/60A Expired GB872355A (en) | 1960-04-26 | 1960-04-26 | Improvements in or relating to the production of a tetrabasic acid and esters thereof |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB872355A (en) |
Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011131649A1 (en) | 2010-04-23 | 2011-10-27 | Rolic Ag | Photoaligning material |
| WO2013017467A1 (en) | 2011-08-02 | 2013-02-07 | Rolic Ag | Photoaligning material |
| WO2013026691A1 (en) | 2011-08-25 | 2013-02-28 | Rolic Ag | Photoreactive compounds |
| WO2013050122A1 (en) | 2011-10-03 | 2013-04-11 | Rolic Ag | Photoaligning materials |
| WO2013050121A1 (en) | 2011-10-03 | 2013-04-11 | Rolic Ag | Photoaligning materials |
| CN104193612A (en) * | 2014-08-12 | 2014-12-10 | 深圳市道尔顿电子材料有限公司 | Method for preparing 2,3,5-tricarboxyl cyclopentylacetic acid |
| WO2018069071A1 (en) | 2016-10-11 | 2018-04-19 | Rolic Technologies AG | Photoaligning copolymer materials |
| CN108069848A (en) * | 2016-11-16 | 2018-05-25 | 财团法人工业技术研究院 | Preparation method of carboxylic acid compound, carboxylic acid compound and anhydride compound thereof, and polyimide |
| CN109503617A (en) * | 2019-01-22 | 2019-03-22 | 青岛科技大学 | A kind of preparation method of 3- carboxymethyl -1,2,4- pentamethylene tricarboxylic acids -1,4:2,3- dianhydride |
| US10696795B2 (en) | 2015-11-11 | 2020-06-30 | Rolic Technologies AG | Photoaligning materials |
-
1960
- 1960-04-26 GB GB14629/60A patent/GB872355A/en not_active Expired
Cited By (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9097938B2 (en) | 2010-04-23 | 2015-08-04 | Rolic Ag | Photoaligning material |
| WO2011131649A1 (en) | 2010-04-23 | 2011-10-27 | Rolic Ag | Photoaligning material |
| WO2013017467A1 (en) | 2011-08-02 | 2013-02-07 | Rolic Ag | Photoaligning material |
| US9765235B2 (en) | 2011-08-02 | 2017-09-19 | Rolic Ag | Photoaligning material |
| WO2013026691A1 (en) | 2011-08-25 | 2013-02-28 | Rolic Ag | Photoreactive compounds |
| US9366906B2 (en) | 2011-08-25 | 2016-06-14 | Rolic Ag | Photoreactive compounds |
| US9334366B2 (en) | 2011-10-03 | 2016-05-10 | Rolic Ag | Photoaligning materials |
| WO2013050121A1 (en) | 2011-10-03 | 2013-04-11 | Rolic Ag | Photoaligning materials |
| US9493394B2 (en) | 2011-10-03 | 2016-11-15 | Rolic Ag | Photoaligning materials |
| WO2013050122A1 (en) | 2011-10-03 | 2013-04-11 | Rolic Ag | Photoaligning materials |
| CN104193612B (en) * | 2014-08-12 | 2016-03-02 | 深圳市道尔顿电子材料有限公司 | A kind of preparation method of 2,3,5-tricarboxylic cyclopentyl acetic acid |
| CN104193612A (en) * | 2014-08-12 | 2014-12-10 | 深圳市道尔顿电子材料有限公司 | Method for preparing 2,3,5-tricarboxyl cyclopentylacetic acid |
| US10696795B2 (en) | 2015-11-11 | 2020-06-30 | Rolic Technologies AG | Photoaligning materials |
| US11098164B2 (en) | 2015-11-11 | 2021-08-24 | Rolic Technologies AG | Photoaligning materials |
| US11634544B2 (en) | 2015-11-11 | 2023-04-25 | Rolic Technologies AG | Photoaligning materials |
| WO2018069071A1 (en) | 2016-10-11 | 2018-04-19 | Rolic Technologies AG | Photoaligning copolymer materials |
| CN108069848A (en) * | 2016-11-16 | 2018-05-25 | 财团法人工业技术研究院 | Preparation method of carboxylic acid compound, carboxylic acid compound and anhydride compound thereof, and polyimide |
| CN109503617A (en) * | 2019-01-22 | 2019-03-22 | 青岛科技大学 | A kind of preparation method of 3- carboxymethyl -1,2,4- pentamethylene tricarboxylic acids -1,4:2,3- dianhydride |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB931119A (en) | Improvements in processes for the production of peracids | |
| GB872355A (en) | Improvements in or relating to the production of a tetrabasic acid and esters thereof | |
| GB1009011A (en) | Improvements in production of hydrogen peroxide | |
| GB1048156A (en) | The preparation of ª‡,ªÏ-dicarboxylic acids | |
| ATE875T1 (en) | PROCESS FOR THE PRODUCTION OF AROMATIC POXYCARBONIC ACIDS. | |
| FI851976L (en) | FOERFARANDE FOER FRAMSTAELLNING AV VATTENOLOESLIGA PEROXIKARBONSYROR. | |
| US2802025A (en) | Process for the production of lower carboxylic peracids | |
| GB1077598A (en) | Preparation of n-demethyl tetracyclines | |
| GB724921A (en) | Production of terephthalic acid | |
| GB905877A (en) | A process for the production of dibasic organic di-per carboxylic acids | |
| GB810571A (en) | Improvements in or relating to the ozonisation of olefinically unsaturated fatty acids and products obtained thereby | |
| GB813867A (en) | Purification of esters of dicarboxylic acids | |
| US3642886A (en) | Oxidation process | |
| GB841653A (en) | Process for the production of dibasic and monobasic acids | |
| GB951663A (en) | Process for the preparation of 6-deoxy-6-demethyl-6-methylene-5-oxytetracycline | |
| GB769270A (en) | A process for the production of butane-1,2,4-tricarboxylic acid | |
| GB749098A (en) | Improvements in and relating to the purification of acetic anhydride | |
| JPS5549336A (en) | Preparation of 1, 2, 3, 4-butanetetracarboxylic acid | |
| GB914510A (en) | Process for the manufacture of adipic acid | |
| GB697776A (en) | Process for the preparation of cumene hydroperoxide | |
| JPS5461138A (en) | Direct preparation of adipic acid from cyclohexane | |
| GB1096345A (en) | Process for the production of adipic acids | |
| GB784261A (en) | Process for the production of terephthalic acid | |
| DE3360548D1 (en) | Process for the preparation of pinacolone | |
| GB973892A (en) | Process for the manufacture of d-homo-steroids and new d-homo-steroids |