Isoindolinpigmente auf Basis von Aminochinoxalindionen

Isoindoline pigments of formula (I) are claimed, where R and R are each CN; Q is -CO-NR R or -CO-NR R ; or R +R = R ; Q is a (non)satd. (non)aromatic 5-7-membered heterocyclic ring system, opt. modified by condensn. or bridging to other heterocyclic or isocyclic ring systems, in which the hetero-ato...

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Hauptverfasser: JUNG, RUEDIGER., 65779 KELKHEIM, DE, ALFTER, FRANK., 65779 KELKHEIM, DE, KAPAUN, GUSTAV., 65812 BAD SODEN, DE
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ALFTER, FRANK., 65779 KELKHEIM, DE
KAPAUN, GUSTAV., 65812 BAD SODEN, DE
description Isoindoline pigments of formula (I) are claimed, where R and R are each CN; Q is -CO-NR R or -CO-NR R ; or R +R = R ; Q is a (non)satd. (non)aromatic 5-7-membered heterocyclic ring system, opt. modified by condensn. or bridging to other heterocyclic or isocyclic ring systems, in which the hetero-atoms are N, O and/or S; R and R are each H or 1-4C alkyl; R is Q, opt. mono- to penta-substd. by 1-4C alkyl, halogen, CF3, 1-4C alkoxy, carbo(m)ethoxy, carbonamido (opt. substd. by 1-4C alkyl or phenyl), NO2, 1-4C acylamino or OH; R is H, 1-4C alkyl, phenyl, 1-4C alkoxy, halogen or 1-4C acylamino; R is H, 1-4C alkyl, halogen, CF3, OMe, OEt or NO2; m = 1-4; n = 1-3; and R is H or 1-4C alkyl. (I) are prepd. by reacting (a) an isoindoline cpd. (II) of formula (A: X and Y are gps. X and Y capable of nucleophilic exchange in the 1- and 3-positions) with (b) a cpd. of formula R -CH2-R (III), giving a cpd. (IV) of formula (A: X is CR R ); and then (b) reacting (IV) with a quinoxalindione of formula (V), esp. a 6-aminoquinoxalindione. In (III), X is pref. imino, (hemi)acetal or ketal gp.; and Y is pref. an imino gp.. In (II), H atoms in the -CH2- gp. are CH-acids. Stage (a) is carried out at 30-60, pref. 45-55 degrees C and pH 5-9, pref. 6-8.5.
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(non)aromatic 5-7-membered heterocyclic ring system, opt. modified by condensn. or bridging to other heterocyclic or isocyclic ring systems, in which the hetero-atoms are N, O and/or S; R and R are each H or 1-4C alkyl; R is Q, opt. mono- to penta-substd. by 1-4C alkyl, halogen, CF3, 1-4C alkoxy, carbo(m)ethoxy, carbonamido (opt. substd. by 1-4C alkyl or phenyl), NO2, 1-4C acylamino or OH; R is H, 1-4C alkyl, phenyl, 1-4C alkoxy, halogen or 1-4C acylamino; R is H, 1-4C alkyl, halogen, CF3, OMe, OEt or NO2; m = 1-4; n = 1-3; and R is H or 1-4C alkyl. (I) are prepd. by reacting (a) an isoindoline cpd. (II) of formula (A: X and Y are gps. X and Y capable of nucleophilic exchange in the 1- and 3-positions) with (b) a cpd. of formula R -CH2-R (III), giving a cpd. (IV) of formula (A: X is CR R ); and then (b) reacting (IV) with a quinoxalindione of formula (V), esp. a 6-aminoquinoxalindione. In (III), X is pref. imino, (hemi)acetal or ketal gp.; and Y is pref. an imino gp.. 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(non)aromatic 5-7-membered heterocyclic ring system, opt. modified by condensn. or bridging to other heterocyclic or isocyclic ring systems, in which the hetero-atoms are N, O and/or S; R and R are each H or 1-4C alkyl; R is Q, opt. mono- to penta-substd. by 1-4C alkyl, halogen, CF3, 1-4C alkoxy, carbo(m)ethoxy, carbonamido (opt. substd. by 1-4C alkyl or phenyl), NO2, 1-4C acylamino or OH; R is H, 1-4C alkyl, phenyl, 1-4C alkoxy, halogen or 1-4C acylamino; R is H, 1-4C alkyl, halogen, CF3, OMe, OEt or NO2; m = 1-4; n = 1-3; and R is H or 1-4C alkyl. (I) are prepd. by reacting (a) an isoindoline cpd. (II) of formula (A: X and Y are gps. X and Y capable of nucleophilic exchange in the 1- and 3-positions) with (b) a cpd. of formula R -CH2-R (III), giving a cpd. (IV) of formula (A: X is CR R ); and then (b) reacting (IV) with a quinoxalindione of formula (V), esp. a 6-aminoquinoxalindione. In (III), X is pref. imino, (hemi)acetal or ketal gp.; and Y is pref. an imino gp.. 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(non)aromatic 5-7-membered heterocyclic ring system, opt. modified by condensn. or bridging to other heterocyclic or isocyclic ring systems, in which the hetero-atoms are N, O and/or S; R and R are each H or 1-4C alkyl; R is Q, opt. mono- to penta-substd. by 1-4C alkyl, halogen, CF3, 1-4C alkoxy, carbo(m)ethoxy, carbonamido (opt. substd. by 1-4C alkyl or phenyl), NO2, 1-4C acylamino or OH; R is H, 1-4C alkyl, phenyl, 1-4C alkoxy, halogen or 1-4C acylamino; R is H, 1-4C alkyl, halogen, CF3, OMe, OEt or NO2; m = 1-4; n = 1-3; and R is H or 1-4C alkyl. (I) are prepd. by reacting (a) an isoindoline cpd. (II) of formula (A: X and Y are gps. X and Y capable of nucleophilic exchange in the 1- and 3-positions) with (b) a cpd. of formula R -CH2-R (III), giving a cpd. (IV) of formula (A: X is CR R ); and then (b) reacting (IV) with a quinoxalindione of formula (V), esp. a 6-aminoquinoxalindione. In (III), X is pref. imino, (hemi)acetal or ketal gp.; and Y is pref. an imino gp.. In (II), H atoms in the -CH2- gp. are CH-acids. Stage (a) is carried out at 30-60, pref. 45-55 degrees C and pH 5-9, pref. 6-8.5.</abstract><edition>6</edition><oa>free_for_read</oa></addata></record>
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subjects ADHESIVES
CHEMICAL PAINT OR INK REMOVERS
CHEMISTRY
COATING COMPOSITIONS, e.g. PAINTS, VARNISHES ORLACQUERS
CORRECTING FLUIDS
DYES
FILLING PASTES
HETEROCYCLIC COMPOUNDS
INKS
LAKES
METALLURGY
MISCELLANEOUS APPLICATIONS OF MATERIALS
MISCELLANEOUS COMPOSITIONS
MORDANTS
NATURAL RESINS
ORGANIC CHEMISTRY
ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES
PAINTS
PASTES OR SOLIDS FOR COLOURING OR PRINTING
POLISHES
USE OF MATERIALS THEREFOR
WOODSTAINS
title Isoindolinpigmente auf Basis von Aminochinoxalindionen
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