Monoazo and disazo dyes containing cyclic dicarboxylic acid imide groups

The invention provides a process for producing azo pigments which contain one or more of the characteristic groupings characterized in that (a) diazo or tetrazo compounds of amines of general structural formula are coupled with any desired coupling components or that (b) coupling components havi...

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Hauptverfasser: HEINLE KURT, LIEDEK EGON, HECKL LEONHARD
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creator HEINLE KURT
LIEDEK EGON
HECKL LEONHARD
description The invention provides a process for producing azo pigments which contain one or more of the characteristic groupings characterized in that (a) diazo or tetrazo compounds of amines of general structural formula are coupled with any desired coupling components or that (b) coupling components having the general formula are coupled with any desired diazo or tetrazo compounds or that (c) coupling compounds and diazo or tetrazo compounds named under (a) and (b) are coupled where A is a simple or condensed aromatic system in which ortho- or feri-carbon atoms together with the cyclic dicarboxylic acid inside structure form a 5- to 6-membered ring, B is an autoacetylamino or a 2,3-hydroxynaphthoylamino radical, E is an acyl radical of an aromatic carboxylic or sulphonic acid, R1 is a hydrogen atom or an alkyl, aryl, aralkyl or heterocyclic radical or a substitution product thereof and R2 is a divalent alkyl, aryl, aralkyl or heterocyclic radical present in the diamines of ethane, propane, butane, pentane, hexane, benzene, diphenyl, naphthalene, diphenylmethane, stilbene, diphenylamine, diphenyl ether, diphenyl sulphide, diphenyl sulphone, benzophenone, pyridine, quinoline, acridine, diphenyl oxide, carbazole, pyrimidine or triazine. The pigments give red-yellow-violet shades.ALSO:Naphthalic acid imide derivatives are prepared and used as dye intermediates. In examples, the following are prepared: 3-(p-aminobenzoylamino) - naphthalic acid - N - phenylimide, 3 - (41 - methoxy - 31 - aminobenzene sulphonyl) - aminonaphthalic acid imide 3 and 4-(beta-oxynaphthoylamino)-naphthalic acid - N - phenylimide, di - [3 - (2131 - hydroxynaphthoylamino) - naphthalyl] - N,N1-diphenyl di - imide, 3 - (p - acetoacetylaminobenzoyl) - aminonaphthalic acid - N - phenylimide, and di - (4 - aminonaphthalyl)-N,N1 - diphenyldiimide using standard methods.
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The pigments give red-yellow-violet shades.ALSO:Naphthalic acid imide derivatives are prepared and used as dye intermediates. In examples, the following are prepared: 3-(p-aminobenzoylamino) - naphthalic acid - N - phenylimide, 3 - (41 - methoxy - 31 - aminobenzene sulphonyl) - aminonaphthalic acid imide 3 and 4-(beta-oxynaphthoylamino)-naphthalic acid - N - phenylimide, di - [3 - (2131 - hydroxynaphthoylamino) - naphthalyl] - N,N1-diphenyl di - imide, 3 - (p - acetoacetylaminobenzoyl) - aminonaphthalic acid - N - phenylimide, and di - (4 - aminonaphthalyl)-N,N1 - diphenyldiimide using standard methods.]]></description><language>eng</language><subject>ADHESIVES ; CHEMISTRY ; DYES ; LAKES ; METALLURGY ; MISCELLANEOUS APPLICATIONS OF MATERIALS ; MISCELLANEOUS COMPOSITIONS ; MORDANTS ; NATURAL RESINS ; ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES ; PAINTS ; POLISHES</subject><creationdate>1968</creationdate><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&amp;date=19680917&amp;DB=EPODOC&amp;CC=US&amp;NR=3402166A$$EHTML$$P50$$Gepo$$Hfree_for_read</linktohtml><link.rule.ids>230,308,780,885,25564,76419</link.rule.ids><linktorsrc>$$Uhttps://worldwide.espacenet.com/publicationDetails/biblio?FT=D&amp;date=19680917&amp;DB=EPODOC&amp;CC=US&amp;NR=3402166A$$EView_record_in_European_Patent_Office$$FView_record_in_$$GEuropean_Patent_Office$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>HEINLE KURT</creatorcontrib><creatorcontrib>LIEDEK EGON</creatorcontrib><creatorcontrib>HECKL LEONHARD</creatorcontrib><title>Monoazo and disazo dyes containing cyclic dicarboxylic acid imide groups</title><description><![CDATA[The invention provides a process for producing azo pigments which contain one or more of the characteristic groupings <FORM:1069749/C4-C5/1> <FORM:1069749/C4-C5/2> characterized in that (a) diazo or tetrazo compounds of amines of general structural formula <FORM:1069749/C4-C5/3> <FORM:1069749/C4-C5/4> are coupled with any desired coupling components or that (b) coupling components having the general formula <FORM:1069749/C4-C5/5> <FORM:1069749/C4-C5/6> are coupled with any desired diazo or tetrazo compounds or that (c) coupling compounds and diazo or tetrazo compounds named under (a) and (b) are coupled where A is a simple or condensed aromatic system in which ortho- or feri-carbon atoms together with the cyclic dicarboxylic acid inside structure form a 5- to 6-membered ring, B is an autoacetylamino or a 2,3-hydroxynaphthoylamino radical, E is an acyl radical of an aromatic carboxylic or sulphonic acid, R1 is a hydrogen atom or an alkyl, aryl, aralkyl or heterocyclic radical or a substitution product thereof and R2 is a divalent alkyl, aryl, aralkyl or heterocyclic radical present in the diamines of ethane, propane, butane, pentane, hexane, benzene, diphenyl, naphthalene, diphenylmethane, stilbene, diphenylamine, diphenyl ether, diphenyl sulphide, diphenyl sulphone, benzophenone, pyridine, quinoline, acridine, diphenyl oxide, carbazole, pyrimidine or triazine. 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The pigments give red-yellow-violet shades.ALSO:Naphthalic acid imide derivatives are prepared and used as dye intermediates. In examples, the following are prepared: 3-(p-aminobenzoylamino) - naphthalic acid - N - phenylimide, 3 - (41 - methoxy - 31 - aminobenzene sulphonyl) - aminonaphthalic acid imide 3 and 4-(beta-oxynaphthoylamino)-naphthalic acid - N - phenylimide, di - [3 - (2131 - hydroxynaphthoylamino) - naphthalyl] - N,N1-diphenyl di - imide, 3 - (p - acetoacetylaminobenzoyl) - aminonaphthalic acid - N - phenylimide, and di - (4 - aminonaphthalyl)-N,N1 - diphenyldiimide using standard methods.]]></abstract><oa>free_for_read</oa></addata></record>
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subjects ADHESIVES
CHEMISTRY
DYES
LAKES
METALLURGY
MISCELLANEOUS APPLICATIONS OF MATERIALS
MISCELLANEOUS COMPOSITIONS
MORDANTS
NATURAL RESINS
ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES
PAINTS
POLISHES
title Monoazo and disazo dyes containing cyclic dicarboxylic acid imide groups
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