http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-753384-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_a47ff77c52b5fbd9cb7b182b07579df3 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C63-331 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C63-331 |
| filingDate | 1954-04-09-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1956-07-25-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-753384-A |
| titleOfInvention | Novel dibasic aromatic acids and derivatives thereof |
| abstract | The dimethyl esters of 2 : 2-bis-(m- or p-carboxyphenyl) propane (see Group IV (b)) are converted into ethylene glycol polyesters. Thus the ester of the p,p1 compound is heated with litharge and excess ethylene glycol in the presence of nitrogen until most of the methanol is removed, followed by removal of most of the excess ethylene glycol, polymerization being continued for several hours by heating under vacuum. The 2 : 2-bis-(m- or p-carboxyphenyl) propanes (see Group IV (b)) form polyamides with, for example, hexamethylenediamine.ALSO:The invention comprises the compounds 2:2-bis - (p - carboxyphenyl) propane, 2:2 - bis-(m-carboxyphenyl) propane and the dimethyl esters thereof. Three methods of production are described: (1) a mixture of 2:2-ditolyl propanes is oxidized by heating with aqueous nitric acid in the presence of ammonium vanadate to give a mixture of 2:2-bis-(carboxyphenyl) propanes pure 2:2-bis-(m-carboxyphenyl) propane being obtained therefrom by fractional crystallization; (2) aniline and acetone are reacted in the presence of hydrochloric acid to give 2:2-bis-(p-aminophenyl) propane, the amino groups of which are replaced by cyano groups by the Sandmeyer process, and the 2:2-bis-(p-cyanophenyl) propane is hydrolysed with aqueous sulphuric acid to give 2:2-bis-(p-carboxyphenyl) propane; (3) 2:2-diphenylpropane is acylated using acetyl chloride in the presence of aluminium chloride and the resultant 2:2-bis-(p-acetylphenyl) propane is oxidized with sodium hypochlorite to give 2:2-bis-(p-carboxyphenyl) propane. The dimethyl esters are obtained by dissolving the acids in methanol, saturating the solution with dry hydrogen chloride and refluxing. Alternatively the mixture of acids obtained in (1) is esterified with methanol and the esters separated. Other methylating agents specified are methyl hydrogen sulphate, dimethyl sulphate and diazomethane. The compounds are used to prepare polyesters and polyamides (see Group IV (a)). 2:2-Ditolylpropanes are prepared by reacting toluene in the presence of aluminium chloride with 2:2-dichloropropane (obtained by reaction between acetone and phosphorus pentachloride). 2:2-Di-(p-tolyl)propane is prepared by reaction between toluene and p-methyl-alphamethyl styrene in the presence of a sulphuric acid-mercuric sulphate catalyst. 2:2-Diphenylpropane is prepared by reacting benzene in the presence of aluminium chloride with 2:2-dichloropropane. 2:2-bis-(p-hydroxymethylphenyl) propane is prepared by reduction of the dimethyl ester of 2:2-bis-(p,carboxyphenyl) propane with lithium aluminium hydride in anhydrous diethyl ether. The dihydroxy compound dissolved in chloroform and the solution saturated with hydrogen chloride gave, after drying over calcium sulphate and removal of chloroform under reduced pressure, 2:2-bis-(p-chlorophenyl) propane. |
| isCitedBy | http://rdf.ncbi.nlm.nih.gov/pubchem/patent/CN-115677453-B http://rdf.ncbi.nlm.nih.gov/pubchem/patent/CN-115677453-A |
| priorityDate | 1953-05-11-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 66.