http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-573909-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_1e70c0aeade92d7571d955d3b90ea06e |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/F02P5-06 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/F02P5-06 |
| filingDate | 1943-05-21-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1945-12-12-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-573909-A |
| titleOfInvention | Production of phenol substituted carboxylic acid esters |
| abstract | Phenol-substituted carboxylic acid esters for use as plasticizers are prepared by reaction of a phenolic compound with an ester of a monocarboxylic acid, which acid contains at least four, and advantageously at least seven, carbon atoms, in the presence of a catalyst comprising boron tri-fluoride or its addition products, at 35-200 DEG C. Specified phenolic compounds are: phenol, resorcinol, o- and p-phenyl-phenols, b - naphthol, hydroquinone, salicylic acid, salicylic acid esters, guaiacol, diphenylolsulphones, cresols, mesitol, durenol and thymol. Specified acids are: oleic, elaidic, cinnamic, 9-hendecenoic, erucic, tiglic, b -propylacrylic and ricinoleic acids. Specified esters are the methyl, ethyl, b -hydroxy-ethyl, propyl, isopropyl, butyl and isobutyl esters. Specified boron tri-fluoride addition products are those with water, an alcohol, an ether, e.g. dimethyl or diethyl ether, a cyclic ether, e.g. dioxane, a phenol or a phenol ether. Examples relate to the reactions of: (1) methyl oleate with phenol at 110 DEG C. in the presence of a catalyst consisting of an addition product of boron trifluoride with 3 mols. of water to yield methyl octadecanoic-1-acid ester substituted by p-hydroxyphenyl in the 9 or 10 position; (2) b -hydroxyethyl oleate with phenol at 160 DEG C. in the presence of a catalyst as in (1) to yield the corresponding b -hydroxyethyl ester; (3) the components in (1) at 150 DEG C. with the same catalyst; (4) the components in (1) at 110 DEG C. with a catalyst consisting of an addition product of boron trifluoride with 2.7 mols. of water; (5) ethyl oleate with phenol at 70 DEG C. in the presence of gaseous boron trifluoride. Samples filed under Sect. 2 (5) of the Acts are of: (A) methyl (9) 10-[5-methylphenyl-2-ol]-octadecanoic-1-acid ester prepared by the reaction at 110 DEG C. of methyl oleate with p-cresol in the presence of boron trifluoride dissolved in methanol; (B) methyl (9) 10-[1-naphthyl-7-ol]-octadecanoic acid ester containing a small proportion of the corresponding 2-naphthyl-6-ol derivative prepared by the reaction of (A) with b - naphthol replacing p-cresol. The Specification as open to inspection under Sect. 91 comprises also the use of: (a) the following phenolic components, hexyl phenol, tri-isopropyl phenol, octyl catechol, sec.-hexyl-2-chloro - 4 - hydroxy - toluene, diamyl phenol, cyclohexyl phenol, hexyl resorcinol, octyl betanaphthol, tetrahydroxy-benzene, dihydroxyxylene, diphenylol propane xylenol and tetramethyl phenol; (b) as acid component, sorbic acid. This subject-matter does not appear in the Specification as accepted. |
| priorityDate | 1942-05-22-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 91.