GB918511A - Process for the manufacture of 2:5-diarylamino-terephthalic acids - Google Patents
Process for the manufacture of 2:5-diarylamino-terephthalic acidsInfo
- Publication number
- GB918511A GB918511A GB14369/61A GB1436961A GB918511A GB 918511 A GB918511 A GB 918511A GB 14369/61 A GB14369/61 A GB 14369/61A GB 1436961 A GB1436961 A GB 1436961A GB 918511 A GB918511 A GB 918511A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- nitrobenzene
- diarylamino
- water
- terephthalic
- 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
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/02—Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
2 : 5-Diarylamino-terephthalic acids are prepared by heating a 2 : 5-diarylamino-dihydro-terephthalic acid ester with nitrobenzene and an alkali metal hydroxide in a water-soluble alcohol, acidifying the reaction mixture with an aqueous or alcoholic solution of a mineral acid of 15 to 80% strength and washing the precipitated 2 : 5-diarylaminoterephthalic acid with a water-soluble alcohol. In a preferred process the starting material is prepared by condensing 1 mol of a succinylo-succinic acid ester with 2 mols of an arylamine in a water-soluble alcohol in the presence of a mineral acid as catalyst and the product obtained is treated without isolation and in the same vessel with nitrobenzene and an alkali metal hydroxide. In an example a mixture of diethyl succinylo-succinate, p-toluidine, ethanol and hydrochloric acid is refluxed until diethyl dihydro-di-(p-toluidino)-terephthalate precipitates, nitrobenzene and aqueous sodium hydroxide solution are added, the mixture refluxed, filtered hot, the filtrate acidified with concentrated hydrochloric acid and the precipitated 2 : 5-di-(p-toluidino)-terephthalic acid washed with hot ethanol. The preparation of the 2 : 5-dianilino-, -di-(m- or p-anisidino)-and -di-(o-, m- or p-chloroanilino)-terephthalic acids is also described in examples.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH590160 | 1960-05-23 | ||
| CH934760 | 1960-08-18 | ||
| CH934660 | 1960-08-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB918511A true GB918511A (en) | 1963-02-13 |
Family
ID=27175369
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB14369/61A Expired GB918511A (en) | 1960-05-23 | 1961-04-20 | Process for the manufacture of 2:5-diarylamino-terephthalic acids |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB918511A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5116418B1 (en) * | 1968-03-26 | 1976-05-24 | ||
| JPS5159830A (en) * | 1974-11-15 | 1976-05-25 | Tetsukosha Kk | 2*55 jiariruaminoterefutarusanno seizoho |
| WO2003076390A1 (en) * | 2002-02-27 | 2003-09-18 | Hirose Engineering Co., Ltd. | Yellow-emitting compounds, process for the production thereof, yellow-emitting devices and white-emitting devices |
| US7112674B2 (en) | 2001-08-21 | 2006-09-26 | Sensient Imaging Technologies Gmbh | Organic electroluminescent device based on 2,5-diaminoterephthalic acid derivatives |
-
1961
- 1961-04-20 GB GB14369/61A patent/GB918511A/en not_active Expired
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5116418B1 (en) * | 1968-03-26 | 1976-05-24 | ||
| JPS5159830A (en) * | 1974-11-15 | 1976-05-25 | Tetsukosha Kk | 2*55 jiariruaminoterefutarusanno seizoho |
| US7112674B2 (en) | 2001-08-21 | 2006-09-26 | Sensient Imaging Technologies Gmbh | Organic electroluminescent device based on 2,5-diaminoterephthalic acid derivatives |
| US7141312B2 (en) | 2001-08-21 | 2006-11-28 | Sensient Imaging Technologies Gmbh | Organic electroluminescent device based on 2,5-diaminoterephthalic acid derivatives |
| WO2003076390A1 (en) * | 2002-02-27 | 2003-09-18 | Hirose Engineering Co., Ltd. | Yellow-emitting compounds, process for the production thereof, yellow-emitting devices and white-emitting devices |
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