http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-690682-A
Outgoing Links
Predicate | Object |
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assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_73ee0bacab5a7576a6a3244747f6ea99 http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_1e0e3559a2417452176eff6b20bad345 |
classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C09B9-00 |
classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C09B9-00 |
filingDate | 1948-04-19-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationDate | 1953-04-29-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
publicationNumber | GB-690682-A |
titleOfInvention | Manufacture of dyestuffs and intermediates |
abstract | Sulphuric esters and salts of leuco compounds of dye intermediates of the anthraquinone series or complexes comprising such salts are made by treating the vat dye with a metal in presence of an organic quaternary ammonium halide and a hydrocarbon or substituted hydrocarbon free from acidic or basic groups, followed by treatment of the salt or complex so obtained with a sulphating agent, e.g. an addition compound of sulphur trioxide and an organic amide derived from a secondary amine. In the first step, a weakly acidic substance may be used, such as a phenol, an amide derived from ammonia or a primary amine, an organic acid or a 1,3-diketone, with or without a nitrogenous base such as cyclohexylamine, ammonia, methylamine, isopropylamine or picoline. Hydrocarbons specified are benzene, hexane, or cyclohexane, and substituted hydrocarbons specified are ethylene dichloride, acetone, benzonitrile and acetonitrile. In an example, anthraquinone is reacted with zinc dust in acetonitrile and in presence of tetraethylammonium bromide or chloride, followed by sulphation with dimethylformamide-sulphur trioxide. Specifications 274,156, [Class 2 (iii)], 610,117 and 633,513 are referred to.ALSO:Sulphuric esters and salts of leuco compounds of vat dyes of the anthraquinone series or complexes comprising such salts are made by treating the vat dye with a metal in presence of an organic quaternary ammonium halide and a hydrocarbon or substituted hydrocarbon free from acidic or basic groups, followed by treatment of the salt or complex so obtained with a sulphating agent, e.g. an addition compound of sulphur trioxide and an organic amide derived from a secondary amine. In the first step, a weakly acidic substance may be used, such as a phenol, an amide derived from ammonia or a primary amine, an organic acid or a 1,3-diketone, with or without a nitrogenous base such as cyclohexylamine, ammonia, methylamine, isopropylamine or a -picoline. In examples, the following are reacted in ethylene dichloride with zinc dust in presence of methyltriethylammonium chloride, in some cases with phenol with or without cyclohexylamine, followed by sulphation with an addition compound of sulphur trioxide with dimethylformamide, N-dimethylacetamide, N-methylacetanilide, dioxane, tetramethylurea, or N - ethyl or methyl phthalimidine: (1) dibromoanthanthrone; (2) 4,51-dibenzoylamino - 1,11 - dianthrimide carbazole; (3) the reaction product from 6-amino-31,41-phthaloylacridone and 2-p-bromophenyl-51,61-phthaloylbenzoxazole; (4) 2-(1-amino-2-anthraquinonyl) anthraquinone-21,31-oxazole; (5) terephthal - di - 5,51 - or 4,41 - dibenzoylamino - 1,11 - anthraquinonylamide; (6) 5,51-dibenzoylamino - 1,11 - dianthrimide carbazole; (7) 4,31 - pyrazolanthronyl - 9,111 - anthraquinonylamino benzanthrone; (8) 4,51,511 - tribenzoylamino - 1,11 : 8 : 111 - trianthrimide - 2,21,7,211 - dicarbazole; (9) 6,61-diethoxythioindigo; (10) 5,511-dibenzoylamino - 1,11,5,111 - trianthrimide carbazole; (11) 1,111,5,111-trianthrimide carbazole. Also in examples: (12) 4,51-dibenzoylamino-1,111-dianthrimide carbazole is reacted with zinc dust in acetonitrile in presence of methyltriethylammonium chloride followed by sulphation with dimethylformamide-sulphur trioxide; (13) anthraquinone is reacted with zinc dust in acetonitrile in presence of tetraethylammonium bromide, followed by sulphation as under (12); (14) dimethoxydibenzanthrone is reacted with zinc dust in presence of benzene, methyltriethylammonium chloride, and phenol, followed by sulphation as under (12); (15) ethylenedioxydibenzanthrone is reacted with zinc dust in acetone in presence of phenol and tetraethylammonium chloride, followed by sulphation as under (12); (16) tetrachlordibenzanthrone is reacted with zinc dust in benzonitrile in presence of trimethylethylammonium chloride followed by sulphation; (17) 2-chloro-3-acetylaminoanthraquinone is reacted with zinc dust in ethylene dichloride in presence of methyl-alpha-picolinium chloride, cyclohexylamine, and cresol, followed by sulphation; (18) 5,51-dichloro-6,61-dimethylthioindigo is reacted with zinc dust in ethylene dichloride in presence of methyltriethylammonium chloride and benzamides, or acetic acid or acetoacetic ester. Specifications 274,156, [Class 2 (iii)], 610,117 and 633,513 are referred to. |
isCitedBy | http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-2837530-A |
priorityDate | 1948-04-19-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
type | http://data.epo.org/linked-data/def/patent/Publication |
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Total number of triples: 74.