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Pigments containing pyrazolo quinazolone radicals

Assignee: BASF SE
•
Filing: 1979-10-10
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Granted: 1981-10-13
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Expires: 1999-10-10
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Abstract

Abstract Azo compounds of the general formula ##STR1## where D is the radical of a diazo component of the aminoanthraquinone or aminophthalimide series, or the radical of a tetraazo component H 2 N--D--NH 2 having the formula: ##STR2## where Z is a direct bond, SO 2 , NH, CO, SO 2 NH, CONH, NHCONH or NHCOCONH and the rings B are unsubstituted or substituted by Cl, Br, CH 3 , NO 2 or OCH 3 ; wherein said radical D is free from complex-forming hydroxyl and carboxyl groups and from ionic groups, n is 1 or 2, R is hydrogen or an aromatic radical, X is hydroxyl, alkyl, a carboxylic acid ester group, unsubstituted or substituted aryl or acylamino, and the ring A may be substituted but is free from SO 3 H groups, are exceptionally suitable for use as pigments, for example for coloring surface coatings, printing inks or plastics.

Inventors

  • 👤 Hartmut Kanter

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 16:30
CPC Classifications
C; C09; C09B; C09B35/00; C09B35/02; C09B35/021; C09B35/03; C09B29/00; C09B29/34; C09B29/36; C09B29/3695; C09B31/00; C09B31/02; C09B31/12; C09B31/14

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 313 words
An azo compound of the formula: ##STR343## wherein D is an unsubstituted anthraquinone radical or an anthraquinone radical substituted by one or more substituents selected form the group consisting of chlorine, bromine, NHCOCH 3 , CH 3 , NHCOC 6 H 5 or NHCOC 6 H 4 Cl; or D is a amino phthalimide radical of the formula: ##STR344## or D is the radical of a tetraazo component H 2 N--D--NH 2 having the formulae: ##STR345## Y 5 is hydrogen, chlorine, bromine, methyl or cyano; and Y 6 is hydrogen, phenyl, benzoylamino, or phenyl or benzoylamino which are substituted by nitro; wherein Z is a direct bond, SO 2 , NH, CO, SO 2 NH, CONH, NHCONH, or NHCOCONH and the rings B are unsubstituted or substituted by chlorine, bromine, methyl, nitro, or methoxy; wherein said radical D is free from complex-forming hydroxyl and carboxyl groups; n is one or two; R is hydrogen or a phenyl, naphthyl or pyridyl radical which may be substituted by chlorine, bromine, nitro, methyl, methoxy or ethoxy; X is hydroxyl, alkyl or a carboxylic acid alkyl ester having an alkyl ester radical selected from the group consisting of C 1 -C 6 alkyl or alkoxyalkyl, phenyl and benzyl; or X is phenyl, naphthyl or pyridyl which is unsubstituted or substituted by chlorine, bromine, nitro, methyl, methoxy or ethoxy; or X is acylamino selected from the group consisting of NHCOCH 3 , NHCOC 2 H 5 , NHCOC 3 H 7 , NHCOC 6 H 5 , NHCOC 6 H 4 Cl, NHCOC 6 H 3 Cl 2 , NHCOC 6 H 4 Br, NHCOC 6 H 4 OCH 3 , NHCOC 10 H 7 , NHCONH 2 , NHCONHC 6 H 5 , ##STR346## and the ring A is a substituted or unsubstituted, with a proviso that said ring A is free from SO 3 H groups.
Claim 2
Dependent Claim 313 words
An azo compound of the formula: ##STR343## wherein D is an unsubstituted anthraquinone radical or an anthraquinone radical substituted by one or more substituents selected form the group consisting of chlorine, bromine, NHCOCH 3 , CH 3 , NHCOC 6 H 5 or NHCOC 6 H 4 Cl; or D is a amino phthalimide radical of the formula: ##STR344## or D is the radical of a tetraazo component H 2 N--D--NH 2 having the formulae: ##STR345## Y 5 is hydrogen, chlorine, bromine, methyl or cyano; and Y 6 is hydrogen, phenyl, benzoylamino, or phenyl or benzoylamino which are substituted by nitro; wherein Z is a direct bond, SO 2 , NH, CO, SO 2 NH, CONH, NHCONH, or NHCOCONH and the rings B are unsubstituted or substituted by chlorine, bromine, methyl, nitro, or methoxy; wherein said radical D is free from complex-forming hydroxyl and carboxyl groups; n is one or two; R is hydrogen or a phenyl, naphthyl or pyridyl radical which may be substituted by chlorine, bromine, nitro, methyl, methoxy or ethoxy; X is hydroxyl, alkyl or a carboxylic acid alkyl ester having an alkyl ester radical selected from the group consisting of C 1 -C 6 alkyl or alkoxyalkyl, phenyl and benzyl; or X is phenyl, naphthyl or pyridyl which is unsubstituted or substituted by chlorine, bromine, nitro, methyl, methoxy or ethoxy; or X is acylamino selected from the group consisting of NHCOCH 3 , NHCOC 2 H 5 , NHCOC 3 H 7 , NHCOC 6 H 5 , NHCOC 6 H 4 Cl, NHCOC 6 H 3 Cl 2 , NHCOC 6 H 4 Br, NHCOC 6 H 4 OCH 3 , NHCOC 10 H 7 , NHCONH 2 , NHCONHC 6 H 5 , ##STR346## and the ring A is a substituted or unsubstituted, with a proviso that said ring A is free from SO 3 H groups.
Claim 3
Dependent Claim 441 words
An azo compound of the formula: ##STR347## where D is an aminoanthraquinone radical of the formula: ##STR348## or D is an aminophthalimide radical of the formula: ##STR349## or D is the radical of a tetrazo component H 2 N-D-NH 2 having the formula: ##STR350## wherein the radicals Y independently of one another are hydrogen, chlorine, bromine, NHCOCH 3 , NHCOC 6 H 5 or NHCOC 6 H 4 Cl; Y 4 is hydrogen, chlorine, bromine, or methyl; Y 5 is hydrogen, chlorine, bromine, methyl or cyano; and Y 6 is hydrogen, phenyl or benzoylamino, or phenyl or benzoylamino which are substituted by nitro; wherein Z is a direct bond, SO 2 , NH, CO, SO 2 NH, CONH, NHCONH or NHCOCOHN and the rings B are unsubstituted or substituted by Cl, Br, CH 3 , NO 2 or OCH 3 ; wherein said radical D is free from complex forming hydroxyl and carboxyl groups, n is one or two; R is hydrogen or a phenyl, naphthyl or pyridyl radical which may be substituted by chlorine, bromine, nitro, methyl, methoxy or ethoxy; R 1 is hydrogen, fluorine, chlorine, bromine, nitro, C 1 -C 4 alkyl, trifluoromethyl, methoxy, ethoxy, aryloxy, carboxy, a carboxylic acid alkyl ester having an alkyl ester radical selected from the group consisting of C 1 -C 6 alkyl or alkoxyalkyl, phenyl and benzyl; unsubstituted or substituted carbamyl or sulfamyl, a sulfonic acid aryl ester group, arylsulfomyl, cyano, acylamino selected from the group consisting of NHCOCH 3 , NHCOC 2 H 5 , NHCOC 3 H 7 , NHCOC 6 H 5 , NHCOC 6 H 4 Cl, NHCOC 6 H 3 Cl 2 , NHCOC 6 H 4 Br, NHCOC 6 H 4 OCH 3 , NHCOC 10 H 7 , NHCONH 2 , NHCONHC 6 H 5 , ##STR351## or R 1 is phenyl; R 2 is hydrogen, chlorine or bromine; R 3 and R 4 are hydrogen, chlorine or bromine; and X is hydroxy, methyl, a carboxylic acid alkyl ester having an alkyl ester radical selected from the group consisting of C 1 -C 6 alkyl or alkoxyalkyl, phenyl, and benzyl; or X is phenyl, naphthyl or pyridyl which is unsubstituted or substituted by chlorine, bromine, nitro, methyl, methoxy or ethoxy; or X is acylamino selected from the group consisting of NHCOCH 3 , NHCOC 2 H 5 , NHCOC 3 H 7 , NHCOC 6 H 5 , NHCOC 6 H 4 Cl, NHCOC 6 H 3 Cl 2 , NHCOC 6 H 4 Br, NHCOC 6 H 4 OCH 3 , NHCOC 10 H 7 , NHCONH 2 , NHCONHC 6 H 5 , ##STR352##
Claim 4
Dependent Claim 441 words
An azo compound of the formula: ##STR347## where D is an aminoanthraquinone radical of the formula: ##STR348## or D is an aminophthalimide radical of the formula: ##STR349## or D is the radical of a tetrazo component H 2 N-D-NH 2 having the formula: ##STR350## wherein the radicals Y independently of one another are hydrogen, chlorine, bromine, NHCOCH 3 , NHCOC 6 H 5 or NHCOC 6 H 4 Cl; Y 4 is hydrogen, chlorine, bromine, or methyl; Y 5 is hydrogen, chlorine, bromine, methyl or cyano; and Y 6 is hydrogen, phenyl or benzoylamino, or phenyl or benzoylamino which are substituted by nitro; wherein Z is a direct bond, SO 2 , NH, CO, SO 2 NH, CONH, NHCONH or NHCOCOHN and the rings B are unsubstituted or substituted by Cl, Br, CH 3 , NO 2 or OCH 3 ; wherein said radical D is free from complex forming hydroxyl and carboxyl groups, n is one or two; R is hydrogen or a phenyl, naphthyl or pyridyl radical which may be substituted by chlorine, bromine, nitro, methyl, methoxy or ethoxy; R 1 is hydrogen, fluorine, chlorine, bromine, nitro, C 1 -C 4 alkyl, trifluoromethyl, methoxy, ethoxy, aryloxy, carboxy, a carboxylic acid alkyl ester having an alkyl ester radical selected from the group consisting of C 1 -C 6 alkyl or alkoxyalkyl, phenyl and benzyl; unsubstituted or substituted carbamyl or sulfamyl, a sulfonic acid aryl ester group, arylsulfomyl, cyano, acylamino selected from the group consisting of NHCOCH 3 , NHCOC 2 H 5 , NHCOC 3 H 7 , NHCOC 6 H 5 , NHCOC 6 H 4 Cl, NHCOC 6 H 3 Cl 2 , NHCOC 6 H 4 Br, NHCOC 6 H 4 OCH 3 , NHCOC 10 H 7 , NHCONH 2 , NHCONHC 6 H 5 , ##STR351## or R 1 is phenyl; R 2 is hydrogen, chlorine or bromine; R 3 and R 4 are hydrogen, chlorine or bromine; and X is hydroxy, methyl, a carboxylic acid alkyl ester having an alkyl ester radical selected from the group consisting of C 1 -C 6 alkyl or alkoxyalkyl, phenyl, and benzyl; or X is phenyl, naphthyl or pyridyl which is unsubstituted or substituted by chlorine, bromine, nitro, methyl, methoxy or ethoxy; or X is acylamino selected from the group consisting of NHCOCH 3 , NHCOC 2 H 5 , NHCOC 3 H 7 , NHCOC 6 H 5 , NHCOC 6 H 4 Cl, NHCOC 6 H 3 Cl 2 , NHCOC 6 H 4 Br, NHCOC 6 H 4 OCH 3 , NHCOC 10 H 7 , NHCONH 2 , NHCONHC 6 H 5 , ##STR352##
Claim 5
Dependent Claim 12 words
An azo compound as claimed in claim 2, where R is hydrogen.
Claim 6
Dependent Claim 36 words
A compound as claimed in claim 2 or 3, where X is methyl, phenyl or phenyl substituted by chlorine, bromine, methyl, methoxy or nitro and D and R 1 and R 4 have the stated meanings.
Claim 7
Dependent Claim 23 words
A compound as claimed in claim 2 or 3, where D is an amino anthraquinone radical having the amino group at position 1-thereof.
Claim 8
Dependent Claim 21 words
A compound as claimed in claim 4, where D is an amino anthraquinone radical having the amino group at position 1-thereof.

References Cited (Backward Citations)

US3167537A Cited
US3316238A Cited
GB1399651A Cited
DE2245093A1 Cited
DE2360986A1 Cited
US4053463A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-10-12 1985-04-13 1985-10-13 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-10-12 1989-04-13 1989-10-13 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-10-12 1993-04-13 1993-10-13 $7700.00 Window Closed / Lapsed

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