DE2739176A1 - DYE PREPARATIONS FOR CELLULOSE AND CELLULOSIC FIBER MATERIAL - Google Patents

Description

The invention relates to aqueous dye preparations for dyeing cellulose or cellulose-containing fiber material which, in addition to one or more conventional dispersants, water retention agents and optionally a disinfectant, contain one or more sulfonic acid group-free dyes of the general formula I (I)

included in the

A is an optionally substituted anthraquinonyl radical or a substituted anthraquinonyl radical condensed in the 1,9-position with a pyrimidine or pyridone ring,

X and Y are identical or different radicals in the formulas or -ST [high] 3

and

n denotes the number 1 or 2 and where in the formulas T [high] 2 for hydrogen or an aliphatic radical, T [high] 1 for hydrogen, an aliphatic, cycloaliphatic, araliphatic or aromatic radical or the group also represent a saturated 5-, 6- or 7-membered heterocyclic radical and T [high] 3 represents an aliphatic, alicyclic or aromatic radical.

Remainders for A are:

monovalent or divalent alpha-anthraquinonyl residues which in the other alpha positions or in the beta positions carry substituents which do not render water soluble, anthrapyridone or anthrapyrimidine residues which optionally carry up to 3 substituents.

Substituents that are customary in anthraquinoid dyes and do not make water-solubility include, for example:

a) for the remaining alpha positions: chlorine, bromine, C [deep] 1- to C [deep] 6-alkyl, C [deep] 1- to C [deep] 6-alkoxy, optionally with C [deep] 1 - Phenoxy substituted to C [deep] 6-alkyl, chlorine or bromine; C [deep] 1- to C [deep] 6-alkylthio, optionally substituted by C [deep] 1- to C [deep] 6-alkyl, chlorine or bromine; Hydroxy, amino, C [deep] 1- to C [deep] 8-alkylamino, where the alkyl is replaced by hadroxy, C [deep] 1- to C [deep] 4-alkoxy, cyano or carbonyl-C [deep] 2- to C [deep] 6-alkoxy can be substituted; Phenylamino optionally substituted by C [deep] 1- to C [deep] 5-alkyl, methoxy, ethoxy, chlorine, bromine or phenoxy and the radicals of the formulas and <Formula>, wherein R 'is C [deep] 1- to C [deep] 5-alkyl

or phenyl which is optionally substituted by C [deep] 1- to C [deep] 4-alkyl, bromine, chlorine, methoxy or ethoxy and Z is O or S. If there is more than one substituent, these can be the same or different.

A carbon atom in the 2-, 5- or 8-position can also carry a -NO [deep] 2 group.

b) for the 2-position: cyano, acetyl, propionyl, benzoyl optionally substituted by 1 to 3 methyl, methoxy or phenoxy; C [deep] 1- to C [deep] 6-Alkylsulfonyl, Phenylsulfonyl, NC [deep] 1- to C [deep] 6-Alkylsulfamoyl, N, N-Bis (C [deep] 1 to C [deep] 6 -alkyl) -sulfamoyl, NC [deep] 3 to C [deep] 12-alkoxyalkylsulfamoyl, N, N-bis (C [deep] 3 to C [deep] 12-alkoxyalkyl) -sulfamoyl, C [deep] 1 - to C [deep] 6-alkoxycarbonyl, cyclohexoxycarbonyl, NC [deep] 1- to C [deep] 6-alkylaminocarbonyl, N, N-bis (C [deep] 1- to C [deep] 6-alkyl) -amino carbonyl, N-phenylaminocarbonyl, N- (C [deep] 1- to C [deep] 6-alkylphenyl) -aminocarbonyl; Oxdiazolyl- (2), the phenyl optionally substituted in the 5-position by C [deep] 1- to C [deep] 6-alkyl, C [deep] 1- to C [deep] 4-alkoxy, chlorine or bromine; one optionally by chlorine, bromine, hydroxy, cyano, C [deep] 1- to C [deep] 4-alkoxy, di- (C [deep] 1- to C [deep] 4-alkyl) -amino, carbamoyl, carbonyl -C [deep] 2- to C [deep] 9-alkoxy, C [deep] 1- to C [deep] 5-alkylthio, phenyl or phenoxy substituted C [deep] 1- to C [deep] 10-alkyl ( the phenyl radicals being substituted by chlorine, bromine, C [deep] 1- to C [deep] 4-alkyl, methoxy, ethoxy, alkoxycarbonyl, alkylthio, alkylsulphonyl and / or N-alkylsulphamoyl with 1 to 4 carbon atoms per alkyl can) a C [deep] 1- to C [deep] 5-alkylthio, a C [deep] 7- to C [deep] 10-phenalkylthio or an optionally by chlorine, bromine, C [deep] 1- to C [ deep] 4-alkyl, methoxy or ethoxy-substituted phenylthio carries as a substituent; Thiodiazolyl- (2), which is in the 5-position as a substituent C [deep] 1- to C [deep] 5-alkyl, C [deep] 1- to C [deep] 8-alkylthio, C [deep] 3- to C [deep] 8-alkoxyalkyl, C [deep] 1- to C [deep] 5-alkylamino, methoxy, ethoxy or optionally through C [deep] 1- to C [deep] 6-alkyl, C [deep] 1 - Carries phenyl substituted up to C [deep] 4-alkoxy, chlorine or bromine, or isoxdiazolyl- (5), which in the 3-position as a substituent is optionally substituted by saturated 5- or 6-membered heterocyclic rings which contain N as a ring member C [deep] 1- to C [deep] 8-alkyl substituted by phenoxy, phenalkoxy, C [deep] 1- to C [deep] 5-alkylthio or C [deep] 1- to C [deep] 5-alkylsulfonyl ; C [deep] 3- to C [deep] 8-alkoxyalkyl, phen-C [deep] 1- to C [deep] 5-alkyl, phenyl or a 6-membered saturated or unsaturated heterocyclic ring, where the phenyl nucleus or the Heterocycles are optionally substituted by C [deep] 1- to C [deep] 5-alkyl, chlorine, bromine, hydroxy or C [deep] 1- to C [deep] 4-alkoxy.

The alpha-anthrapyridone or alpha-anthrapyrimidine radicals are optionally through C [deep] 1- to C [deep] 5-alkyl and optionally 1 hydrogen atom through hydroxy, C [deep] 1- to C [deep] 6-alkoxycarbonyl, phenyl, C [deep] 1- to C [deep] 6-alkylphenyl, C [deep] 1- to C [deep] 4-alkylcarbonyl, benzoyl or cyano. The number of substituents is 0 to 2, preferably 1.

In addition to hydrogen, the following substituents are suitable for T [high] 2: linear or branched C [low] 1- to C [low] 8-alkyl; by hydroxy, cyano, chlorine, bromine, carbonylalkoxy with a total of 2 to 5 carbon atoms, N-alkyl-aminocarbonyl or N, N-dialkylaminocarbonyl with 1 to 8 carbon atoms per alkyl, by C [deep] 1- to C [ deep] 4-alkylsulfonyl, C [deep] 1- to C [deep] 4-alkylthio or phenoxy-substituted C [deep] 1- to C [deep] 4-alkyl; Alkoxyalkyl with a total of 3 to 6 carbon atoms or C [deep] 1- to C [deep] 6-alkylthio.

The remainders T [high] 2 are, for example, in detail:

Hydrogen, methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, 6-methylheptyl- (1), 2-hydroxyethyl, 2-chloroethyl, 2-bromoethyl, 2- (methylthio ) ethyl, 2-cyanoethyl, 2- (methoxycarbonyl) ethyl, 2- (ethoxycarbonyl) ethyl, 2- (butoxycarbonyl) ethyl, 2- (methylsulfonyl) ethyl or 2- (butylsulfonyl) ethyl.

T [high] 2 preferably represents hydrogen or C [low] 1- to C [low] 4-alkyl, of which hydrogen is particularly preferred.

For T [high] 1, aliphatic, cycloaliphatic, araliphatic or aromatic radicals are, for example: a) saturated, linear or branched C [low] 1- to C [low] 18-alkyl, b) by cyano, chlorine, bromine , Carbonylalkoxy with a total of 2 to 5 carbon atoms, N-alkylaminocarbonyl or N, N-dialkylaminocarbonyl with 1 to 8 carbon atoms per alkyl, C [deep] 1- to C [deep] 4-alkylsulfonyl, amino, dialkylamino with 1 up to 4 carbon atoms per alkyl or phenoxy-substituted C [deep] 2- to C [deep] 6-alkyl, the number of substituents being 2 or preferably 1; c) alkoxyalkyl with a total of 3 to 11 carbon atoms, d) hydroxyalkoxyalkyl and alkoxyalkoxyalkyl with a total of 4 to 10 carbon atoms, e) phenoxyalkoxyalkyl with a total of 10 to 12 atoms; f) saturated 5-, 6-, 7- or 8-membered cycloalkyl or polycycloalkyl, g) optionally substituted by 1 to 3 C [deep] 1- to C [deep] 8-alkyl, cycloalkyl or hydroxyl, h) phenalkyl with a total of 7 to 10 carbon atoms, in which the alkyl radical is optionally substituted by hydroxyl and optionally the phenyl radical is substituted by C [deep] 1- to C [deep] 15-alkyl; i) Phenyl, alpha- or beta-naphthyl, in which optionally 1 to 3, preferably 1 or 2, in particular 1 hydrogen through C [deep] 1- to C [deep] 18-alkyl, hydroxy, chlorine, bromine, trifluoromethyl, Nitro, cyano, C [deep] 1- to C [deep] 5-alkoxy, C [deep] 1- to C [deep] 4-alkylthio, alkanoylamino with 2 to 5 carbon atoms, sulfamoyl, N-alkyl or N, N-dialkylsulfamoyl with 1 to 8 carbon atoms per alkyl, N-phenylsulfamoyl, carbamoyl, N-alkylaminocarbonyl or N, N-dialkylaminocarbonyl with 1 to 8 carbon atoms per alkyl, N-phenylamino-carbonyl, with the phenyl radical through Methoxy, ethoxy or methyl can be substituted, carbonylalkoxy with a total of 2 to 6 carbon atoms, C [deep] 1- to C [deep] 4-

Alkylsulfonyl, phenylsulfonyl which is optionally substituted in the phenyl by alkyl, C [deep] 1- to C [deep] 4-alkylcarbonyl, phenalkoxy with 7 to 10 carbon atoms or phenoxy are substituted and

where the substituents can be identical or different and, in the case of more than one alkyl, alkoxy or alkyl and alkoxy, the sum of the carbon atoms in this substituent is a maximum of 12.

As radicals T [high] 1, apart from those already mentioned, for example:

1) optionally substituted alkyl radicals: the alkyl radicals mentioned for T [high] 2 and n-pentyl, isoamyl, sec-pentyl, neopentyl, n-hexyl, methylpentyl, dimethylbutyl, n-heptyl, methylhexyl, dimethylpentyl, trimethylbutyl, n-octyl , Isooctyl, methylheptyl, 2-ethylhexyl, dimethylhexyl, trimethylpentyl, tetramethylbutyl, n-nonyl, isononyl, dimethylheptyl, trimethylhexyl, decyl, undecyl, dodecyl, 2,2-dimethyldecyl, tetradecyl, hexadecyl, octadethyl, 2-chloroethyl, , 2-methylthioethyl, 2-butylthioethyl, 2-cyanoethyl, 2- (methoxycarbonyl) ethyl, 2- (ethoxycarbonyl) ethyl, 2- (butoxycarbonyl) ethyl, 2- (methylsulfonyl) ethyl, 2- (ethylsulfonyl) ethyl, 2- (butylsulfonyl) ethyl, 2- (N, N-diethylamino) ethyl, 2- (N, N-dimethylamino) ethyl, 2- (N, N-dibutylamino) ethyl, 3- ( N, N-diethylamino) propyl, 3- (N, N-dimethylamino) propyl, 3- (N, N-dibutylamino) propyl, 3-aminopropyl, 2-aminoethyl, 2-phenoxyethyl, 3-phenoxypropyl , 4-phenoxybutyl; 2-methoxyethyl, 2-ethoxyethyl, 2-propoxyethyl, 2-butoxyethyl, 3-methoxypropyl, 3-ethoxypropyl, 3-propoxypropyl, 3-isopropoxypropyl, 3-butoxypropyl, 3- (2'-ethylhexoxy) - propyl, 3- Isobutoxypropyl; 2- (2'-Hydroxy-ethoxy) -ethyl, 2- (3'-Hydroxypropyoxy) -ethyl, 2- (4'-Hydroxybutoxy) -ethyl, 3- (2'-Hydroxyethoxy) -propyl, 3- (3 '-Hydroxypropoxy) propyl, 3- (4'-hydroxybutoxy) propyl; 2- (2'-methoxyethoxy) ethyl, 2- (2'-ethoxyethoxy) ethyl, 2- (2'-butoxyethoxy) ethyl, 3- (2'-ethoxyethoxy) propyl, 3- (2-butoxyethoxy ) propyl; 2- (2'-phenoxyethoxy) ethyl, 3- (2'-phenoxyethoxy) propyl, 2- (3'-phenoxypropoxy) ethyl, 3- (3'-phenoxypropoxy) propyl;

2) optionally substituted cycloalkyl or polycycloalkyl:

3) optionally substituted phenylalkyl radicals:

4) optionally substituted phenyl or naphthyl radicals: phenyl, 2-, 3- and 4-methylphenyl, 2,4-, 2,5- and 3,5-dimethylphenyl, 2,4,6-trimethylphenyl, 2-, 3- and 4-ethylphenyl, 2,4,2,5- and 2,5-diethylphenyl, triethylphenyl, 2-, 3- and 4-propylphenyl, 3- and 4-isopropylphenyl, 2-, 3- and 4-butylphenyl, 3 - and 4-isobutylphenyl, 3- and 4-sec-butylphenyl, 4-tert-butylphenyl, 4-hexylphenyl, 4-octylphenyl, 4-isooctylphenyl, 4-dodecylphenyl, 4-octadecylphenyl; 3- and 4-hydroxyphenyl, 2-, 3- and 4-chlorophenyl, 2,4-dichlorophenyl, 3,5-dichlorophenyl, 5-chloro-4-methoxyphenyl, bromophenyl; 3-trifluorophenyl, nitro phenyl, nitro-methylphenyl; Cyanophenyl, methyl-cyanophenyl; Methoxyphenyl, dimethoxyphenyl, ethoxyphenyl, propoxyphenyl, diisopropoxyphenyl, butoxyphenyl, pentoxyphenyl, (2'-methoxyethyl) -phenyl, (2'-propoxyethyl) -phenyl, (3'-methoxypropyl) -phenyl, (3'-propoxy-propyl) - phenyl; Methoxycarbonylphenyl, ethoxycarbonylphenyl, butoxycarbonylphenyl, pentoxycarbonylphenyl, methoxyethylcarbonylphenyl, ethoxyethylcarbonylphenyl, propoxyethylcarbonylphenyl; Methylsulfonylphenyl, ethylsulfonylphenyl, butylsulfonylphenyl; Phenylsulfonylphenyl, 4'-methylphenylsulfonylphenyl; Acetylaminophenyl, propionylaminophenyl; N-methylamino-carbonylphenyl, N, N-dimethylcarbonylamino-phenyl, N-ethyl- and N, N-diethylaminocarbonylphenyl, N-butyl- and N, N-dibutylaminocarbonylphenyl, N-hexylaminocarbonylphenyl, N-octylamino-carbonyl-phenyl, N- (2'-ethylhexylamino) carbonyl-phenyl; N-phenylamino-carbonyl-phenyl, N- (methoxyphenyl) aminocarbonyl-phenyl, N- (ethoxyphenyl) aminocarbonyl-phenyl, N- (methylphenyl) aminocarbonyl-phenyl; N-methyl- and N, N-dimethylsulfamoylphenyl, N-ethyl- and N, N-diethylsulfamoylphenyl, N-butyl- and N, N-dibutylsulfamoylphenyl, N-pentylsulfamoylphenyl, N- (2'-ethylhexyl) -sulfamoylphenyl, N- (2'-Hydroxyethyl) -sulfamoyl-phenyl, N, N-bis- (2'-hydroxyethyl) -sulfamoylphenyl, N- (2'-cyanoethyl) -sulfamoylphenyl, N, N-bis- (2'-cyanoethyl) - sulfamoylphenyl, N- (3-methoxypropyl) sulfamoylphenyl, N-cyclohexylsulfamoylphenyl, N-phenylsulfamoylphenyl, N- (methylphenyl) sulfamoylphenyl; Benzyloxyphenyl, (2'-phenylethoxy) -phenyl, (3'-phenylpropoxy) -phenyl, (4'-phenylbutoxy) -phenyl; Phenoxyphenyl, 2-chlorobenzyloxyphenyl, 4-chlorobenzyloxyphenyl, 2-cyanobenzyloxyphenyl.

Of the radicals mentioned for T [high] 1, the following are preferred: C [deep] 1- to C [deep] 8-alkyl such as methyl, ethyl, propyl, isopropyl, butyl, sec-butyl, isobutyl, tert. -Butyl, pentyl, hexyl, heptyl, methylbutyl, methylpentyl, methyhexyl, methylheptyl, 1,1,3-trimethylbutyl, octyl, 2-ethylhexyl; Alkoxyalkyl with a total of 3 to 11 carbon atoms such as 2-methoxyethyl, 2-propoxypropyl, 2-ethoxyethyl, 2-butoxyethyl, 3-methoxypropyl, 3-ethoxypropyl, 3-isopropoxypropyl, 3-propoxypropyl, 3-butoxypropyl, 2- (2 '-Ethylhexoxy) ethyl, 3- (2'-ethylhexoxy) propyl; Alkoxy-alkoxy- alkyl with a total of 5 to 11 carbon atoms such as 2- (2'-methoxyethoxy) -ethyl, 2- (2'-ethoxyethoxy) -ethyl, 3- (2'-methoxyethoxy) propyl, 3- (2'-ethoxyethoxy ) propyl; Phenalkyl with a total of 7 to 10 carbon atoms such as benzyl, 2-phenylethyl, 2-phenylpropyl, 3-phenylpropyl, 3-phenylbutyl, 4-phenylbutyl, 2-hydroxy-2-phenylethyl; Phenoxyalkyl with 2 to 4 carbon atoms in the alkyl and phenoxyalkoxyalkyl with a total of 4 to 6 carbon atoms in the alkoxyalkyl (= a total of 10 to 12 carbon atoms) such as 2-phenoxyethyl, 3-phenoxypropyl, 2- (2'-phenoxyethoxy) - ethyl, 3- (2'-phenoxyethoxy) propyl, 3- (3'-phenoxypropoxy) propyl; N, N-dialkylaminoalkyl with a total of 4 to 12 carbon atoms, such as N, N-dimethylamino-ethyl, N, N'-diethylaminoethyl, N, N-dibutylaminoethyl, N, N-dimethylamino-propyl, N, N'-diethylaminopropyl , N, N-dibutylaminopropyl; Cyclohexyl, phenyl or phenyl, in which 1 to 3, in particular 1 or 2, hydrogen by C [deep] 1- to C [deep] 4-alkyl, methoxy, ethoxy, chlorine or bromine and / or 1 hydrogen by alkoxycarbonyl with a total of 2 up to 5 carbon atoms, N-alkylaminocarbonyl with 1 to 4 carbon atoms in the alkyl, N, N-dialkylsulfamoyl with 1 to 4 carbon atoms per alkyl, phenoxy or benzyloxy, such as 4-tolyl, 4-ethylphenyl, 4 -Isopropylphenyl, 2,4-dimethylphenyl, 2,5-dimethylphenyl, 4-butylphenyl, 4-tert-butylphenyl, p-chlorophenyl, p-bromophenyl, 2-methyl-4-chlorophenyl, 4-methoxyphenyl, 4-ethoxy phenyl, 4-methoxy-5-chlorophenyl, 4-methoxycarbonylphenyl, 4'-ethoxycarbonylphenyl, 4-butoxycarbonylphenyl, 4-N-methylaminocarbonylphenyl, 4-N-ethylaminocarbonylphenyl, 4-N-butylaminocarbonylphenyl, 4-N-octylaminocarbonylphenyl, 4-N-octylaminocarbonylphenyl - (2'-Ethylhexyl) -aminocarbonylphenyl, N, N-diethylsulfamoylphenyl, N, N-dimethylsulfamoylphenyl, N, N-dibutylsulfamoylphenyl, N-ethyl-N-butyl-sulfamoylphenyl.

for the group

particularly preferred.

For the <Formula> group there are also 5-, 6- or 7-membered saturated heterocyclic radicals which can also contain -O-, -S- or another nitrogen atom. Specifically, for example, the residues of pyrrolidine, piperidine, morpholine, thiomorpholine, hexamethyleneimine, piperazine and N'-methyl- or N'-ethyl-piperazine should be mentioned.

In addition to hydrogen, aliphatic, alicyclic or aromatic radicals for T [high] 3 include, for example: linear or branched C [lower] 1- to C [lower] 8-alkyl; by C [deep] 1- to C [deep] 4-alkoxy or phenoxy substituted C [deep] 1- to C [deep] 8-alkyl; Phenalkyl with 7 to 10 carbon atoms; Cyclohexyl; Phenyl, optionally by 1 to 3, preferably by 1 or 2, in particular by 1 C [deep] 1- to C [deep] 18-alkyl, C [deep] 1- to C [deep] 4-alkoxy, C [ deep] 1- to C [deep] 4-alkylthio, chlorine, bromine and where the substituents can be identical or different.

For T [high] 3, in addition to those mentioned, individual radicals come into consideration:

1. Alkyl: methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, hexyl, octyl, 2-ethylhexyl; 2-methoxyethyl, 2-ethoxyethyl, 2-butoxyethyl, 3-methoxypropyl, 3-ethoxypropyl, 3-propoxypropyl, 3-butoxypropyl; Phenoxymethyl, dichlorophenoxymethyl, p-methylphenoxymethyl;

2. Phenalkyl with 7 to 10 carbon atoms:

Benzyl, 2-phenylethyl, 2-phenylpropyl, 3-phenylpropyl, 4-phenylbutyl;

3. optionally substituted phenyl:

Phenyl, 2-, 3- and 4-methylphenyl, 2,4-, 2,5- and 3,5-dimethylphenyl, 2,4,6-trimethylphenyl, 2-, 3- and 4-ethylphenyl, diethylphenyl, triethylphenyl, 2-, 3- and 4-propylphenyl, 3- and 4-isopropylphenyl, 2-, 3- and 4-butylphenyl, 3- and 4-isobutylphenyl, 3- and 4-sec-butylphenyl, 4-tert-butylphenyl , 4-octylphenyl, 4-isooctylphenyl, 4- (2'-ethylhexyl) phenyl, 4-decylphenyl, 4-dodecylphenyl, 4-octadecylphenyl, 2-, 3- and 4-methoxyphenyl, dimethoxyphenyl, 2-, 3 - and 4-ethoxyphenyl, diethoxyphenyl, 3- and 4-propoxyphenyl, diisopropoxyphenyl, 3- and 4-butoxyphenyl, 2-, 3- and 4-chlorophenyl, 2,4-, 3,4- and 3,5-dichlorophenyl, 3- and 4-bromophenyl, 2,4- and 3,5-dibromophenyl.

For T [high] 3, methyl, ethyl, propyl, isopropyl, butyl, benzyl and p-methoxyphenyl, especially phenyl, are preferred.

For A, monovalent and divalent, optionally substituted alpha-anthraquinone radicals are those with 0 to 6, preferably those with up to 4 substituents.

In formula I, A stands, for example, for a mono- or divalent anthraquinonyl radical of the formulas or <formula>

(IIg) (IIh)

in which Hal stands for chlorine or bromine and m 'stands for 1, 2, preferably for O, and those optionally in the remaining alpha positions (b, c and d) and in the 2-position (a) still further not usual in anthraquinoid dyes may carry water-solubilizing substituents, it being possible for the substituents to be identical or different.

For A, for example, radicals of the following formulas come into consideration: (IIa),

(n = 1) (IIb),

(n = 2) (IIc),

(n = 1) and

(IId)

(n = 1)

In the formulas, Hal and R [high] 1 to R [high] 13 represent the following substituents:

Hal: chlorine, bromine; m '= 1, 2 or preferably O (zero),

R [high] 1: hydrogen, chlorine, bromine, methyl, ethyl, C [low] 1- to C [low] 6-alkoxy, phenoxy, alkylphenoxy with 1 to 6 carbon atoms in alkyl, chlorophenoxy, bromophenoxy, C [ deep] 1- to C [deep] 6-alkylthio, phenylthio, alkylphenylthio with 1 to 6 carbon atoms in alkyl, acetyl, propionyl, benzoyl, mono-, di- and trimethylbenzoyl, methoxybenzoyl, phenoxybenzoyl, C [deep] 1- to C [deep] 6-alkoxycarbonyl, cyclohexoxycarbonyl, N-alkyl or N, N-dialkylaminocarbonyl with 1 to 6 carbon atoms per alkyl, phenylaminocarbonyl, alkylphenylaminocarbonyl with 1 to 6 carbon atoms in alkyl, cyano, nitro, C [deep] 1- to C [deep] 6-alkylphenylsulphonyl, phenylsulphonyl, C [deep] 1- to C [deep] 6-alkylphenylsulphonyl, N-alkyl- or N, N-dialkylsulphamoyl with 1 to 6 carbon atoms per alkyl, N- (Alkoxyalkyl) - or N, N-bis (alkoxyalkyl) sulfamoyl with 3 to 12 C atoms per alkoxyalkyl.

R [high] 2: hydrogen, hydroxy, C [low] 1- to C [low] 4-alkoxy, amino, C [low] 1- to C [low] 8-alkylamino; C [deep] 1- to C [deep] 8-alkylamino substituted by hydroxy, C [deep] 1- to C [deep] 4-alkoxy, cyano or carbonylalkoxy with a total of 2 to 6 carbon atoms; Phenylamino; phenylamino substituted by C [deep] 1- to C [deep] 5-alkyl, methoxy, ethoxy, phenoxy, chlorine or bromine; C [deep] 1- to C [deep] 6-alkylthio; Phenylthio; phenylthio substituted by C [deep] 1- to C [deep] 5-alkyl; <Formula> in which R [high] 12 stands for a saturated, linear or branched C [lower] 1- to C [lower] 5-alkyl, phenyl, through C [lower] 1- to C [lower] 4-alkyl , Bromine, chlorine, methoxy, or ethoxy-substituted phenyl or <Formula> in which Z stands for O or S.

R [high] 3 and R [high] 4: hydrogen, hydroxy, amino, C [low] 1- to C [low] 4-alkylamino, phenylamino, through C [low] 1- to C [low] 4-alkyl , Methoxy, ethoxy, chlorine, bromine or phenoxy substituted phenylamino, C [deep] 1- to C [deep] 6-alkylthio, phenylthio, phenylthio substituted by C [deep] 1- to C [deep] 5-alkyl, <formula >, in which R [high] 12 is as defined above, or <Formula>, in which Z is O or S. The radicals R [high] 3 and R [high] 4 can be identical or different. One of the radicals R [high] 3 or R [high] 4 can also stand for nitro.

R [high] 5: hydrogen, methoxy,

R [high] 6: nitro or the groups mentioned for R [high] 7, in which case R [high] 7 and R [high] 6 can be identical or different.

R [high] 7: hydrogen, hydroxy, saturated linear or branched C [low] 1- to C [low] 5-alkylamino, where the alkyl is replaced by C [low] 1- to C [low] 4-alkoxy, hydroxy or Cyan can be substituted.

R [high] 8: amino, C [low] 1- to C [low] 5-alkylamino, hydroxy,

R [high] 9: phenyl; by C [deep] 1- to C [deep] 6-alkyl, C [deep] 1- to C [deep] 4-alkoxy, chlorine, bromine, substituted phenyl; C [deep] 1- to C [deep] 10-alkyl; C [deep] 1- to C [deep] 10-alkyl, represented by chlorine, bromine, hydroxy, cyano, C [deep] 1- to C [deep] 4-alkoxy, dialkylamino with 1 to 4 carbon atoms per alkyl , Carbamoyl, carbonylalkoxy with a total of 2 to 9 carbon atoms, C [deep] 1- to C [deep] 5-alkylthio, phenyl or phenoxy, where optionally 1 or 2 hydrogen atoms in the phenyl substituents by chlorine, bromine, C [ deep] 1- to C [deep] 4-alkyl, methoxy, ethoxy, alkoxycarbonyl, alkylthio, alkylsulfonyl and / or N-alkylsulfamoyl are substituted with 1 to 4 carbon atoms per alkyl; C [deep] 1- to C [deep] 5-alkylthio; C [deep] 7- to C [deep] 10-phenylalkylthio; Phenylthio; Phenylthio substituted by chlorine, bromine, C [deep] 1- to C [deep] 4-alkyl, methoxy or ethoxy.

R [high] 10: C [low] 1- to C [low] 5-alkyl; C [deep] 1- to C [deep] 8-alkylthio, C [deep] 3 to C [deep] 8-alkoxyalkyl; C [deep] 1- to C [deep] 5-alkylamino; Methoxy, ethoxy; Phenyl which is optionally substituted by C [deep] 1- to C [deep] 6-alkyl, C [deep] 1- to C [deep] 4-alkoxy, chlorine or bromine.

R [high] 11: amino, C [low] 1- to C [low] 5-alkylamino.

In addition, for A there are, for example, residues of the formulas (n = 1) , <formula>, or <formula>

(III) (IVa) (IVb)

to call. In the formulas, the radicals R [high] 15 to R [high] 19 stand for:

R [high] 15: hydrogen, C [low] 1- to C [low] 6-alkoxycarbonyl, C [low] 1- to C [low] 4-alkylcarbonyl, benzoyl, cyano.

R [high] 18: hydrogen, C [low] 1- to C [low] 5-alkyl, phenyl.

R [high] 16: hydrogen, C [low] 1- to C [low] 5-alkyl, phenyl, C [low] 1- to C [low] 5-alkylphenyl or halophenyl.

R [high] 17 and R [high] 19: hydrogen, hydroxy, amino or <formula>, wherein

R [high] 12 has the meaning given above and the radicals R [high] 17 and R [high] 19 can be identical or different.

Preferred substituents are:

for R [high] 1: hydrogen, acetyl, benzoyl, cyano, methyl-, dimethyl- and trimethylbenzoyl, methoxy- and ethoxybenzoyl, phenoxybenzoyl; C [deep] 1- to C [deep] 5-alkoxycarbonyl, such as methoxy, ethoxy, propoxy, isopropoxy, butoxy or isobutoxycarbonyl; Cyclohexoxycarbonyl; C [deep] 1- to C [deep] 4-alkylaminocarbonyl, such as N-ethylamino, N-propylamino, N-isopropylamino, N-butylamino or N-isobutylaminocarbonyl, phenylaminocarbonyl, through methyl, chlorine, bromine, methoxy, Ethoxy-substituted phenylaminocarbonyl, C [deep] 1- to C [deep] 6-alkylthio, such as methylthio, ethylthio, butylthio, hexylthio, phenylthio, C [deep] 1- to C [deep] 4-alkylphenylthio, such as methylphenylthio, C [ deep] 1- to C [deep] 8-alkoxy such as methoxy, ethoxy, butoxy, hexoxy, 2-ethylhexoxy; Phenoxy, chlorophenoxy, bromophenoxy, methylphenoxy, C [deep] 1- to C [deep] 4-alkylsulphonyl such as methyl-, ethyl-, propyl- or butylsulphonyl; Phenylsulfonyl and methylphenylsulfonyl; for R [high] 2: hydrogen, hydroxy, amino, C [low] 1- to C [low] 4-alkylamino such as methylamino, ethylamino, isopropylamino, isobutylamino; Phenylamino, phenylamino substituted by C [deep] 1- to C [deep] 5-alkyl, methoxy, ethoxy, phenoxy, C [deep] 2- to C [deep] 4-C-acyloxy, such as methylphenylamino, methoxyphenylamino, chlorophenylamino, 4 -Acetoxyphenylamino, phenoxyphenylamino, C [deep] 1- to C [deep] 4-alkoxy such as methoxy, ethoxy or butoxy; -NH-CO-R ', in which R' stands for C [deep] 1- to C [deep] 5-alkyl or phenyl or <Formula> in which Z stands for O or S.

for R [high] 3 and R [high] 4: hydrogen, hydroxy, amino, phenylamino, chlorophenylamino, methylphenylamino, methoxyphenylamino, phenoxyphenylamino, ethoxyphenylamino, thiophenyl, benzoylamino, acetylamino, where the substituents can be identical or different. One of the radicals R [high] 3 or R [high] 4 can also stand for nitro or for <Formula> in which Z or S is.

for R [high] 5, R [high] 6 and R [high] 7: hydrogen;

for R [high] 8: amino.

for R [high] 9: phenoxalkyl with 1 to 6 carbon atoms in the alkyl such as phenoxymethyl, 3-phenoxypropyl, 5-phenoxypentyl, 2- (dichlorophenoxy) -ethyl, 4-chloro-2-methylphenoxymethyl; Phenalkyl with 1 to 6 carbon atoms in alkyl such as 5 '- (diphenyl) pentyl, 3' - (4-methylphenyl) propyl, C [deep] 1- to C [deep] 5-alkyl such as methyl, ethyl, Propyl, butyl or phenyl.

for R [high] 10: C [low] 1- to C [low] 5-alkyl, C [low] 1- to C [low] 5-alkylthio, phenalkylthio with 2 to 4 carbon atoms in the alkyl or phenyl.

for R [high] 11: amino.

for R [high] 15: hydrogen.

for R [high] 16: hydrogen, phenyl, C [low] 1- to C [low] 3-alkylphenyl such as methylphenyl, halophenyl such as chlorophenyl.

for R [high] 17 and R [high] 19: hydrogen, hydroxy.

for R [high] 18: hydrogen, methyl.

The preparations according to the invention are advantageously made by grinding a suspension of 15 to 40, preferably 20 to 35 parts of dye (I), 4 to 10 parts of dispersant, 5 to 15 parts of water retention agent, about 0.5 to 1.5 parts len disinfectant in about 75.5 to 33.5 parts of water in a bead mill, bead mill, or sand mill until the particle size is about 0.5 microns and below. This gives storage-stable dye dispersions.

Suitable dispersants are the anionic and nonionic ones customarily used for the production of finely divided preparations of disperse dyes. Examples of anionic dispersants are: ligninsulfonates, salts of phenol-formaldehyde-sodium sulfite condensation products (DT-OS 23 01 638), salts of 2-naphthalenesulfonic acid-formaldehyde condensation products, salts of phenolsulfonic acid-urea-formaldehyde condensation products, salts of Condensation products from phenolsulfonic acid-urea-formaldehyde which have been post-condensed with phenol and formaldehyde.

Particularly suitable nonionic dispersants are ethylene oxide and propylene oxide-ethylene oxide adducts. Such are described, for example, in U.S. Patents 2,979,528 and 3,841,888.

The amount of dispersant depends on the dye and its concentration in the dispersion; the amount of dispersant is generally between 4 and 10% by weight, based on the preparation.

Particularly suitable water retention agents are glycols, such as ethylene glycol, propylene glycol, diethylene glycol, preferably dipropylene glycol. The amount is generally between 5 and 15, preferably between 8 and 12% by weight, based on the preparation.

The dyes of the formula I can be prepared in a manner known per se by reacting the compounds of the formula (V) with cyanuric chloride in a ratio of 1: n mol in inert solvents and subsequent replacement of the remaining 2 chlorine atoms in the triazinyl radical with the radicals -X and -Y (process a). A, X and Y have the meanings given above.

One can also proceed in such a way that the compound (V) is mixed with n mol of the chlorotriazine of the formula (Via)

half-reacted in an inert solvent, optionally in the presence of bases, and then the remaining chlorine atom is exchanged for the radical -Y (process b).

In addition, the compound (V) can be mixed with n moles of the chlorotriazine of the formula (VIb)

implemented (procedure c).

This reaction is also advantageously carried out in inert solvents or diluents and, if appropriate, in the presence of bases.

Suitable inert solvents or diluents are, for example, aromatic hydrocarbons and aromatic chlorohydrocarbons such as benzene, toluene, xylene, chlorobenzene, dichlorobenzene, trichlorobenzene, nitrobenzene, N, N-dialkylcarboxamides such as N, N-dimethylformamide or N-methylpyrrolidone.

For processes (b) and (c), aprotic, polar solvents such as N, N-dimethylformamide and n-methylpyrrolidone are preferred, as are phenols such as phenol, cresol, xylenol, pyrocatechnine, resorcinol and hydroquinone.

In process (a), the reaction with cyanuric chloride is generally carried out at temperatures between 0 and 100.degree. C., preferably between 20 and 60.degree. A condensation product is obtained in which there are still two chlorine atoms on the triazine residue. The subsequent reactions with the nucleophiles H-X and H-Y with exchange of the two chlorine atoms are expediently carried out at temperatures between 20 and 180.degree. C., preferably between 60 and 130.degree.

In general it is not necessary to isolate the primary condensation products which still contain chlorine. Rather, the subsequent exchange reactions can be carried out in the same reaction vessel using the "one-pot process".

Advantageously, the less reactive nucleophile is generally used first and then the more reactive nucleophile is allowed to act as the last reaction component at an elevated temperature until all of the chlorine has been exchanged. The reaction product is then isolated in a customary manner.

The half-reaction according to process variant (b) takes place at temperatures between 20 and 130.degree. C., preferably between 45 and 90.degree. The amount of (VIa) depends on whether A has one or two reactive amino groups and, in the case of two reactive amino groups in A, on whether both or only one of these amino groups is to be reacted. The half-reaction is generally complete in the polar, aprotic or protic solvents after 1 to 4 hours. The stoichiometric amount required is then added to an excess of the nucleophile H-Y and the mixture is kept at 60 to 200 ° C., preferably at 70 to 130 ° C., until all of the chlorine has been exchanged. The reaction product is isolated in a manner known per se.

In process (c), the reaction is generally carried out at temperatures between 60 and 200.degree. The reaction has ended after 2 to 10 hours. The reaction product is worked up as usual.

Dyestuff preparations, the dyestuffs or dye mixtures of the formula Ia, are particularly useful industrially (Ia)

contain.

In the formula Ia, T [high] 5 and T [high] 7 stand for C [low] 1- to C [low] 5-alkyl, such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl; Alkoxyalkyl with a total of 3 to 7 carbon atoms, hydroxyalkoxyalkyl with a total of 4 to 7 carbon atoms, such as 2-methoxyethyl, 2-ethoxyethyl, propoxyethyl, 2-butoxyethyl, 3-methoxypropyl, 3-ethoxypropyl, 3-propoxypropyl, 3-butoxypropyl , 3- (4'-hydroxybutoxy) propyl; Phenalkyl with a total of 7 to 10 carbon atoms such as benzyl, 2-phenylethyl, 3- and 4-phenylbutyl, 3-phenylpropyl; Phenoxyalkyl with 2 to 4 carbon atoms in the alkyl such as 2-phenoxyethyl, 3-phenoxypropyl; Phenoxyalkoxyalkyl with 4 to 6 carbon atoms in alkoxyalkyl such as 2- (2'-phenoxyethoxy) ethyl, 3- (2'-phenoxyethoxy) propyl; Cyclohexyl, phenyl or phenyl, in which 1 to 3 hydrogen by methyl, ethyl, methoxy, ethoxy, chlorine or bromine or a hydrogen by carbonalkoxy with a total of 2 to 5 carbon atoms, an alkylaminocarbonyl or a dialkylsulfamoyl with 1 to 4 carbon atoms each alkyl, a phenoxy or a benzyloxy is substituted, such as methylphenyl, dimethyl- and trimethylphenyl, chlorophenyl, bromophenyl, methoxyphenyl, 3-chloro-4-methoxyphenyl, ethoxyphenyl, 3-methoxycarbonylphenyl, 3-butoxycarbonylphenyl, 2-ethoxycarbonylphenyl, 3-N -Methylaminocarbonylphenyl, 3-N-Ethylaminocarbonylphenyl, 3-N-Butylaminocarbonylphenyl,

N, N-dimethylsulfamoylphenyl, N, N-diethylsulfamoylphenyl, N, N-dibutylaminosulfamoylphenyl, N-ethyl-N-butylsulfamoylphenyl;

and T [high] 6 and T [high] 4 are hydrogen or the group <formula> for one

Piperidine or morpholine residue,

T [high] 4, T [high] 5, T [high] 6, T [high] 7 can also stand for C [low] 1- to C [low] 4-, alkyl, preferably for propyl.

In the formula (Ia), A 'preferably represents a radical of the general formulas (VIIa) <formula> (VIIb) (VIIc) <formula> (VIId)

or <formula> (VIIe),

in which the substituents D ', E', H ', F', G 'and K' stand for the following radicals:

D 'for hydrogen, hydroxy, amino, C [deep] 1- to C [deep] 4-alkylamino, phenylamino, phenylamino substituted in the 4-position by methyl, methoxy, phenoxy, chlorine or bromine, alkylcarbonylamino with 1 to 3 C- Atoms in the alkyl or benzoylamino.

E 'for acetyl, methoxycarbonyl, ethoxycarbonyl, n-propoxycarbonyl, isopropoxycarbonyl, butoxycarbonyl, benzoyl, 4-methylbenzoyl, 2,4,6-trimethylbenzoyl, 4-methoxybenzoyl, 4-phenoxybenzoyl, N-propylaminocarbonyl, N-phenylaminocarbonyl, methylsulfonyl, ethyl , Phenylsulfonyl, p-methylphenylsulfonyl, methoxy, phenoxy, 2-oxdiazolyl or 2-thiodiazolyl radicals which in the 5-position carry the substituents mentioned for R [high] 9 and R [high] 10, preferably phenyl.

F 'for hydroxy, amino, C [deep] 1- to C [deep] 5-alkylamino, phenylamino, phenylamino substituted in the 4-position by methyl, methoxy, phenoxy, chlorine or bromine,

G 'for hydroxy, amino, phenylamino, phenylamino substituted in the 4-position by methyl, methoxy, phenoxy, benzoylamino, alkylcarbonylamino with 1 to 3 carbon atoms in the alkyl, one of the substituents G' or H ', preferably H', can also stand for nitro.

H 'represents hydrogen, hydroxy, amino, phenylamino, thiophenyl, where at least one of the substituents F', G 'or H', preferably F ', represents OH.

Preference is given to dyes of the formula (Xc) in which F 'is OH and G' and H 'are phenylamino which is optionally substituted by methyl, methoxy or phenoxy. For reasons of application technology, very particular preference is given to dyes of the formula (Xc) in which F 'is a phenylamino optionally substituted by methyl, methoxy, phenoxy, chlorine or bromine, G' is hydroxy and H 'is nitro.

K 'for hydrogen, methyl, phenyl, 4-methylphenyl, 4-chlorophenyl.

Because of their application and coloristic properties, preparations of the dyes of the formulas VIII and IX are very particularly preferred.

(VIII),

where K ', X' and Y 'have the following meanings:

where L ', M', P ', X' and Y 'have the following meanings:

as

L '= OH

M '= P' = <formula>

X '= -NH- (CH [deep] 2) [deep] 3-OCH (CH [deep] 3) [deep] 2

Y '= -NH-C [deep] 4H [deep] 9 (n)

and

L '= M' = P '= H

X '= -NH- (CH [deep] 2) [deep] 3-OCH [deep] 3

Y '= <formula>

The constitution of the dyes of the formulas I and Ia can be referred to as disperse dyes. They differ from vat dyes in that they are significantly more soluble in organic solvents.

In German Patent 1,811,796, however, a process is described which enables water-insoluble dyes to be printed on cellulose or cellulose-containing textile material. The statements made in the patent with regard to the process conditions apply mutatis mutandis to the dye preparations according to the invention.

Furthermore, DT-OS 25 24 243 and 25 28 743 describe further processes by which the dye preparations according to the invention can be applied. Printing processes are preferred.

The dye preparations according to the invention give dyeings and prints with very good fastness properties, of which the wet fastness, the rub fastness, the dry cleaning fastness and the light fastness should be mentioned in particular. If there is pressure on washing, there is no staining of any white fund that may be present.

In the following examples, the parts and percentages are based on weight, unless otherwise stated. The parts of space relate to parts by weight as the liter to the kilogram.

example 1

a) A cotton fabric is printed by rotary film printing with a printing paste composed of 10 parts of the dye of the formula in the form of a 30% preparation (see c),

100 parts of polyethylene oxide with a molecular weight of 300 and 790 parts of a 3% alginate thickening consists and dries the print at 100.degree. Then it is treated with hot air for 1 minute at 200 ° C., the print is rinsed cold, soaped at the boil, rinsed again with cold and dried.

A lightfast and washfast violet print on a white background is obtained.

b1) The dye used is produced as follows:

A solution of 20.3 parts of cyanuric chloride in 200 parts by volume of NMP is added dropwise at 20.degree. C. to 34.6 parts of 1,4-diamino-2-phenylmercapto-anthraquinone in 250 parts by volume of N-methyl-pyrrolidone (NMP). The temperature rises to 30 ° C. The mixture is stirred at this temperature for 2 hours, then stirred at 60 ° C. for a further 2 hours. After adding 37.2 parts of aniline, the mixture is heated to 80.degree. At this temperature the mixture is stirred for 2 hours, then stirred at 100 ° C. for a further 2 hours. After cooling, the mixture is stirred into 1000 parts of water, the precipitate is filtered off with suction, washed first with methanol and then with water. After drying, 57 parts of the dye of the above formula are obtained in the form of a violet powder. The dye contains less than 0.5 percent chlorine.

b2) The dye used can also be prepared in the following way:

34.6 parts of 1,4-diamino-2-phenylmercapto-anthraquinone and 32.6 parts of 2,4 bis-phenylamino-6-chloro-1,3,5-triazine are heated to 180 ° C. in 300 parts of NMP for 6 hours . After cooling, the mixture is stirred into 600 parts of H [deep] 2O, and the precipitate is filtered off with suction, washed first with methanol and then with water and dried.

c) The dye obtained according to b1) is converted into an aqueous, commercial dye preparation in the following manner:

30 parts of the dye from b1), 6 parts of ligninsulphonate and 10 parts of dipropylene glycol are stirred in 50 parts of water and the suspension obtained is ground in a sand mill until the particle size is 0.5 μm and below. Then 1 part of pentachlorophenol is added and the dye content is adjusted to 30% by adding water. A storage-stable preparation is obtained.

If the abovementioned dye is replaced by the same amount of a dye specified in the table below, dyeings with equivalent fastness properties in the shades specified in the table are obtained. Mixtures of the dyes given in the table can also be used. The dyes are prepared analogously to 1b1) or 1b2) and converted into dye preparations analogously to 1c).

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Example 50

a) A mixed fabric of polyester / cotton (weight ratio 67:33) is printed with a paste composed of 20 parts of the dye of the formula in the form of the aqueous preparation prepared according to c), 120 parts of the reaction product of polyethylene oxide of molecular weight 300 with boric acid in a molar ratio of 3: 1 and 860 parts of a 10% alginate thickening. The print is dried at 105 ° C and heated to 180 ° C with superheated steam for 6 minutes. The print is then rinsed with cold water, then soaped at 80 ° C, rinsed with cold water and dried.

A lightfast and washfast blue print is obtained on a white background.

b1) The compound mentioned in 50 a) is prepared as follows: A solution of 10 parts of cyanuric chloride and 70 parts of nitrobenzene is added at room temperature to a solution of 17.8 parts of 1,4-diamino-anthraquinone-2-carboxylic acid anilide in 250 parts of nitrobenzene added dropwise. The mixture is then heated to 30 ° C. for 2 hours, to 60 ° C. for 2 hours and to 80 ° C. for ½ hour until a thin-layer chromatogram shows that the reaction is complete. Then 15 parts of aniline and 15 parts of soda are added. This mixture is heated to 80 ° C. for 2 hours and to 120 ° C. for 4 hours. A thin-layer chromatogram shows that the conversion was complete and selective. The reaction mixture is after diluted with methanol before cooling, the precipitate is filtered off with suction, washed with methanol and then with water and dried. 32 parts of the dye described above are obtained.

b2) The dye mentioned in 50 a) can also be prepared in the following way:

17.8 parts of 1,4-diamino-anthraquinone-2-carboxylic acid anilide are dissolved in 250 parts of molten phenol. 17 parts of 2,4-bis-phenyl-amino-6-chloro-1,3,5-triazine are added to this mixture at 80.degree. The mixture is slowly heated to 180 ° C. over the course of 2 hours and stirred at this temperature for 4 hours. The phenol is removed by steam distillation. The resulting dye is filtered off, washed with methanol and hot water and then dried.

c) The dye powder is, as indicated in Example 1c), converted into an aqueous preparation.

If the dye mentioned in the printing paste is replaced by the same amount of a dye listed in the table below, dyeings with similar fastness properties in the shades indicated in the table are obtained. The dyes mentioned in the table are prepared analogously to Examples 50 b1) or 50 b2) and converted into a liquid preparation analogously to Example 1 c).

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Example 106

a) A cotton fabric is printed in roller printing with a printing paste composed of 15 parts of the dye of the formula in the form of a 30% aqueous preparation,

110 parts of polyethylene oxide with a molecular weight of 350, 30 parts of oleic acid diethanolamide and 845 parts of a 10% alginate thickening. The print is dried at 100.degree. C. and then fixed by treatment with hot air at 195.degree. Duration: 1 minute. You finish as described in Example 1 and get a real, blue print on a white background.

b) The compound mentioned in 106 a) is prepared as follows: A solution of 20.0 parts of cyanuric chloride in 300 parts of nitrobenzene is added at room temperature to 34.4 parts of 1-amino-4-p-anisidino-anthraquinone in 500 parts of nitrobenzene . The mixture is then heated to 60 ° C. for 3 hours and stirred at 80 ° C. for 2 hours. After cooling, the mixture is stirred into 800 parts of methanol. The precipitate is filtered off with suction, washed twice with 100 parts of methanol each time and dried at 60 ° C. in vacuo. 41 parts of a violet powder are obtained which contain 14.0% chlorine.

20 parts of this powder are dissolved in 100 parts of N-methyl-pyrrolidone at 80.degree. 16.2 parts of di-n-propylamine are added to this solution and the mixture is subsequently stirred at 80 ° C. for 2 hours. The mixture is then stirred for a further 2 hours at 100 ° C., the reaction mixture is diluted with water, and the precipitate is removed. vacuumed, washed with water and dried. 21.9 parts of the dye indicated under 106 a) are obtained. It contains practically no more chlorine.

c) The dye is, as indicated in Example 1c), converted into an aqueous preparation.

If the dye specified in Example 106 a) is replaced by the same amount of a dye specified in the table below, dyeings with similar fastness properties in the shades specified in the table are obtained. The dyes are prepared analogously to Example 106 b) and converted into aqueous, stable preparations analogously to Example 1 c).

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Example 159

a) A cotton fabric is padded on a padder with a liquor containing 20 parts of the dye of the formula in the form of a 30% aqueous, finely divided preparation, 300 parts of a 3% alginate thickener, 550 parts of water and 130 parts of polyethylene oxide with a molecular weight of 300. The liquor pick-up is 80%, based on the fabric. The fabric is dried at 100.degree. To fix the dye, it is treated with superheated steam at 190 ° C. for 5 minutes. It is then rinsed with cold water and washed at 90 ° C. in a bath which contains 0.3% of an ethylene oxide adduct based on a C [deep] 12 to C [deep] 15 alcohol mixture. A blue color is obtained.

If a polyester / cotton mixed fabric (weight ratio 67:33) is used instead of a cotton fabric, a blue dyeing is obtained after the fixation, in which both fibers are colored the same shade. Instead of treatment with superheated steam, fixation can also be carried out with hot air in 2 minutes at 195 ° C.

b) The dye used in Example 159 a) is prepared as follows: A solution of 48 parts of cyanuric chloride in 700 parts by volume is added at 30 ° C. to 67.5 parts of 4,8-diamino-anthra-rufin in 500 parts by volume of N-methylpyrrolidone

N-methylpyrrolidone was added dropwise. The temperature rises to 35 ° C. The mixture is then stirred at this temperature for 2 hours. Then 60 parts of toluidine mixture are added and the mixture is stirred at 100 ° C. for 3 hours. After cooling, the mixture is diluted with water, the precipitate is filtered off with suction, washed with warm water and dried. 135 parts of a violet-blue colored powder are obtained.

c) As indicated in Example 1 c), the dye is converted into a stable aqueous preparation.

If a mixture of 4,8-diamino-anthrarufin and 4,5-diamino-chrysazine is used in b), a dye with very similar properties is obtained.

If the dye mentioned in Example 159 a) is replaced by the same amount of the dyes mentioned in the table below, dyeings with similar fastness properties are obtained. The color shades of the dyeings are given in the table. The dyes can be prepared analogously to Example 159 b) and converted into stable, aqueous finely divided preparations according to Example 1 c).

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Example 250

a) A cotton fabric is printed in rotary film printing with an ink composed of 10 parts of the dye of the formula in the form of a 25% aqueous, finely divided preparation, 100 parts of polyethylene oxide with a molecular weight of 300 and 790 parts of a 3% alginate thickening and the print dries at 100.degree. Then it is treated with hot air for 1 minute at 200 ° C., the print is rinsed cold, soaped at the boil, rinsed again with cold and dried. A lightfast and washfast violet print on a white background is obtained.

b) The dye mentioned in Example 250 a) is prepared as follows:

23.8 parts of 1,4-diamino-anthraquinone are dissolved in 300 parts by volume of nitrobenzene. 38 parts of cyanuric chloride (finely powdered) and 38 parts of soda are added to this solution. This mixture is stirred for 3.5 hours at 70.degree. C. and then cooled to 60.degree. 25 parts of aniline are added at this temperature. The mixture is then stirred at 60 ° C. for 4 hours. When a thin-layer chromatogram shows that the reaction is complete, 30 parts of 5-methylhexylamine are added and the mixture is stirred at 100 ° C. for 3 hours and at 130 ° C. for 1 hour. The reaction mixture is stirred in methanol, the precipitated dye is filtered off with suction and first with methanol, then with warm water washed. After drying, the dye mentioned in Example 250 a) is obtained as a violet powder in good yield.

c) As indicated in Example 1 c), the dye is converted into a finely divided, stable aqueous preparation.

If, instead of the dye mentioned in Example 250 a), one of the dyes mentioned in the table below is used, dyeings with similar fastness properties in the specified shades are obtained. The dyes are prepared analogously to Example 250 a) and converted into liquid, finely divided preparations analogously to Example 1 c).

Example 256

a) A cotton fabric is padded on the padder with a liquor of 150 parts of polyethylene oxide in 850 parts of water, so that the liquor pick-up is 80%, and the padded fabric is dried at 100.degree. The fabric pretreated in this way is printed on a rotary film printing machine with an ink composed of 30 parts of the dye of the formula in the form of a 30% aqueous, finely divided preparation, and 970 parts of a 10% alginate thickening. After the print has dried at 105 ° C., it is heated for 7 minutes with superheated steam to 185 ° C. and then, as described in Example 1 a), finished by rinsing and soaping. A real yellow print is obtained on a white background.

b) The dye described in Example 256 a) is analogous to Example 50 b2) by reacting C-phenyl-4-amino- (1,9) -anthrapyrimidine with 2,4-bis-isopropylamino-6-chloro-1,3 , 5-triazine produced.

c) As indicated in Example 1 c), the dye is converted into a finely divided, stable aqueous preparation.

If the dye mentioned in Example 256 a) is replaced by one of the dyes mentioned in the table below, dyeings in the specified shades with similar fastness properties are obtained. The dyes are prepared analogously to the information in Example 50 b2) and converted into a stable liquid preparation according to Example 1 c).

Example 269

a) A polyester / cellulose mixed fabric (weight ratio 67:33) is printed on a film printing machine with an ink composed of 30 parts of the dye of the formula

100 parts of the reaction product of polyethylene oxide having a molecular weight of 300 with boric acid in a molar ratio of 3: 1, 30 parts of oleic acid diethanolamide and 840 parts of a 3% alignate thickening and drying the print at 110 ° C. It is then treated with superheated steam at 185 ° C. for 5 minutes and finished as described in Example 1. A real violet print is obtained on a white background.

b) The dye used in Example 269 a) is prepared as follows:

25.2 parts of 1-amino-4- (4,6-dichloro-1,3,5-triazin-2-yl) aminoanthraquinone-2-carboxylic acid anilide are dissolved in 300 parts of N-methyl-pyrrolidone. Then 15 parts of thiophenol with 12 parts of soda are added and the mixture is stirred for 3 hours at 100.degree. C. and 2 hours at 130.degree. It is then diluted with methanol, and the precipitated dye is filtered off with suction and washed with methanol. After drying, 26 parts of the dye mentioned in 269 a) are obtained.

c) The dye is converted into a stable, finely divided preparation analogously to Example 1 c).

If, instead of the dye mentioned in Example 269 a), the same amount of one of the dyes indicated in the table below is used, dyeings with similar fastness properties and the shades indicated in the table are obtained. The dyes are prepared analogously to paragraph b of Example 269 and converted into liquid preparations according to Example 1 c).

Continuation table

Claims (11)

1. Dyestuff preparations for dyeing and printing cellulose and cellulose-containing textile material, containing, in addition to customary constituents, sulfonic acid group-free dyestuffs of the general formula in the A is an optionally substituted anthraquinonyl radical or a substituted anthraquinonyl radical condensed in the 1,9-position with a pyrimidine or pyridone ring, X and Y are identical or different radicals in the formulas or <formula> and n denotes the number 1 or 2 and where in the formulas T [high] 2 for hydrogen or an aliphatic radical, T [high] 1 for hydrogen, an aliphatic, cycloaliphatic, araliphatic or aromatic radical or the group for a saturated 5-, 6- or 7-membered heterocyclic radical and T [high] 3 stands for an aliphatic, alicyclic or aromatic radical. 2. Dyestuff preparations according to claim 1, containing, in addition to customary dispersants, water retention agents and water, dyestuffs of the general formula according to Claim 1, in which n is the number 1 or 2, A (1) a mono- or divalent anthraquinonyl radical which a) optionally in further alpha positions as substituents chlorine, bromine, C [deep] 1- to C [deep] 6-alkyl, C [deep] 1- to C [ deep] 6-alkoxy; phenoxy optionally substituted by C [deep] 1- to C [deep] 6-alkyl, chlorine or bromine; C [deep] 1- to C [deep] 6-alkylthio; phenylthio optionally substituted by C [deep] 1- to C [deep] 6-alkyl, chlorine or bromine; Hydroxy, amino, C [deep] 1- to C [deep] 8-alkylamino, where the alkyl is replaced by hydroxy, C [deep] 1- to C [deep] 4-alkoxy, cyano or carbonyl-C [deep] 2- to C [deep] 6-alkoxy can be substituted; Phenylamino optionally substituted by C [deep] 1- to C [deep] 5-alkyl, methoxy, ethoxy, chlorine, bromine or phenoxy and and <Formula> in which R 'is C [deep] 1- to C [deep] 5-alkyl or phenyl optionally substituted by C [deep] 1- to C [deep] 4-alkyl, bromine, chlorine, methoxy or ethoxy and Z represents O or S, where in the case of more than one substituent these can be identical or different and the b) optionally in the 2-position as a substituent is cyano, acetyl, propionyl, optionally with 1 to 3 methyl, methoxy or phenoxy substituted benzoyl; C1- to C [deep] 6-alkylsulfonyl, phenylsulfonyl, NC [deep] 1- to C [deep] 6-alkylsulfamoyl, N, N-bis (C [deep] 1- to C [deep] 6-alkyl) - sulfamoyl, NC [deep] 3 to C [deep] 12-alkoxyalkylsulfamoyl, N, N-Bis (C [deep] 3 to C [deep] 12-alkoxyalkyl) sulfamoyl, C [deep] 1- to C [ deep] 6-alkoxycarbonyl, cyclohexoxycarbonyl, NC [deep] 1- to C [deep] 6-alkylaminocarbonyl, N, N-bis (C [deep] 1- to C [deep] 6-alkyl) -amino-carbonyl, N -Phenylaminocarbonyl, N- (C [deep] 1 to C [deep] 6-alkylphenyl) aminocarbonyl; Oxdiazolyl- (2), which is optionally substituted in the 5-position by C [deep] 1- to C [deep] 6-alkyl, C [deep] 1- to C [deep] 4-alkoxy, chlorine or bromine Phenyl, an optionally substituted by chlorine, bromine, hydroxy, cyano, C [deep] 1- to C [deep] 4-alkoxy, di- (C [deep] 1- to C [deep] 4-alkyl) amino, carbamoyl, Carbonyl-C [deep] 2- to C [deep] 9-alkoxy, C [deep] 1- to C [deep] 5-alkylthio, phenyl or phenoxy-substituted C [deep] 1- to C [deep] 10-alkyl (whereby the phenylic radicals are substituted by chlorine, bromine, C [deep] 1- to C [deep] 4-alkyl, methoxy, ethoxy, alkoxycarbonyl, alkylthio, alkylsulfonyl and / or N-alkylsulfamoyl with 1 to 4 carbon atoms per alkyl can be), a C [deep] 1- to C [deep] 5-alkylthio, a C [deep] 7- to C [deep] 10-phenalkylthio or an optionally by chlorine, bromine, C [deep] 1- to C [deep] 4-alkyl, methoxy or ethoxy-substituted phenylthio carries as a substituent; Thiodiazolyl- (2), which is in the 5-position as a substituent C [deep] 1- to C [deep] 5-alkyl, C [deep] 1- to C [deep] 8-alkylthio, C [deep] 3- to C [deep] 8-alkoxyalkyl, C [deep] 1- to C [deep] 5-alkylamino, methoxy, ethoxy or optionally through C [deep] 1- to C [deep] 6-alkyl, C [deep] 1 - Carries phenyl substituted up to C [deep] 4-alkoxy, chlorine or bromine, or isoxdiazolyl- (5), which in the 3-position as a substituent is optionally substituted by saturated 5- or 6-membered heterocyclic rings (which contain N as a ring member ) C [deep] 1- to C [deep] 8-alkyl substituted by phenoxy, phenalkoxy, C [deep] 1- to C [deep] 5-alkylthio or C [deep] 1- to C [deep] 5-alkylsulfonyl ; C [deep] 3- to C [deep] 8-alkoxyalkyl, phen-C [deep] 1- to C [deep] 5-alkyl, phenyl or a 6-membered saturated or unsaturated heterocyclic ring, where the phenyl nucleus or the Heterocycles are optionally substituted by C [deep] 1- to C [deep] 5-alkyl, chlorine, bromine, hydroxy or C [deep] 1- to C [deep] 4-alkoxy, and a carbon atom in the 2 -, 5- or 8-position can also carry a nitro group and the number of substituents can be 0 to 6, or (2) an alpha-anthrapyrimidine or alpha-anthrapyridone radical, where these radicals are optionally represented by C [deep] 1- to C [deep] 5-alkyl and optionally 1 hydrogen atom through hydroxy, C [deep] 1- to C [deep] 6-alkoxycarbonyl, phenyl, C [deep] 1- to C [deep] 6-alkylphenyl, C [deep] 1- to C [deep] 4-alkylcarbonyl, benzoyl or cyano are substituted and the number of substituents is 0 to 2 can, T [high] 1 a) saturated, linear or branched C [low] 1- to C [low] 18-alkyl, b) by cyano, chlorine, bromine, carbonylalkoxy with a total of 2 to 5 carbon atoms, N-alkylaminocarbonyl or N, N-dialkylaminocarbonyl with 1 to 8 carbon atoms per alkyl, C [deep] 1- to C [deep] 4 -Alkylsulfonyl, amino, dialkylamino with 1 to 4 carbon atoms per alkyl or phenoxy-substituted C [deep] 2- to C [deep] 8-alkyl, the number of substituents being 2 or preferably 1; c) alkoxyalkyl with a total of 3 to 11 carbon atoms, d) Hydroxyalkoxyalkyl and alkoxyalkoxyalkyl with a total of 4 to 10 carbon atoms, e) phenoxyalkoxyalkyl with a total of 10 to 12 carbon atoms, f) saturated 5-, 6-, 7- or 8-membered cycloalkyl or polycycloalkyl, g) Cycloalkyl optionally substituted by 1 to 3 C [deep] 1- to C [deep] 8-alkyl, cycloalkyl or hydroxyl, h) Phenalkyl with a total of 7 to 10 carbon atoms, in which the alkyl radical is optionally substituted by hydroxyl and optionally the phenyl radical is substituted by C [deep] 1- to C [deep] 15-alkyl, i) Phenyl, alpha- or beta-naphthyl, in which optionally 1 to 3 hydrogen through C [deep] 1- to C [deep] 18-alkyl, hydroxy, chlorine, bromine, trifluoromethyl, nitro, cyano, C [deep] 1- to C [deep] 5-alkoxy, C [deep] 1- to C [deep] 4-alkylthio, alkanoylamino with 2 to 5 carbon atoms, sulfamoyl, N-alkyl or N, N-dialkylsulfamoyl with 1 to 8 carbon atoms per alkyl, N-phenylsulfamoyl, carbamoyl, N-alkylaminocarbonyl or N , N-dialkylaminocarbonyl with 1 to 8 carbon atoms per alkyl, N-phenylamino-carbonyl, where the phenyl radical can be substituted by methoxy, ethoxy or methyl, carbonylalkoxy with a total of 2 to 6 carbon atoms, C [deep] 1- to C [deep] 4-alkylsulphonyl, phenylsulphonyl which is optionally substituted in the phenyl by alkyl, C [deep] 1- to C [deep] 4-alkyl-carbonyl, phenalkoxy with 7 to 10 carbon atoms or phenoxy are substituted and where the substituents can be identical or different and, in the case of more than one alkyl, alkoxy or alkyl and alkoxy, the sum of the carbon atoms in this substituent is a maximum of 12, T [high] 2 hydrogen, linear or branched C [lower] 1- to C [lower] 8-alkyl; by hydroxy, cyano, chlorine, bromine, carbonylalkoxy with a total of 2 to 5 carbon atoms, N-alkyl-aminocarbonyl or N, N-dialkylaminocarbonyl with 1 to 8 carbon atoms per alkyl, by C [deep] 1- to C [ deep] 4-alkylsulfonyl, C [deep] 1- to C [deep] 4-alkylthio or phenoxy-substituted C [deep] 1- to C [deep] 4-alkyl; Alkoxyalkyl with a total of 3 to 6 carbon atoms or C [deep] 1- to C [deep] 6-alkylthio or the group a residue of pyrrolidine, piperidine, morpholine, thiomorpholine, hexamethyleneimine, piperazine, N'-methyl- or N'-ethylpiperazine and T [high] 3 is a linear or branched C [lower] 1- to C [lower] 8-alkyl; by C [deep] 1- to C [deep] 4-alkoxy or phenoxy substituted C [deep] 1- to C [deep] 8-alkyl; Phenalkyl with 7 to 10 carbon atoms; Cyclohexyl or phenyl, optionally substituted by 1 to 3 C [deep] 1- to C [deep] 18-alkyl, C [deep] 1- to C [deep] 4-alkoxy, C [deep] 1- to C [ deep] 4-alkylthio, chlorine or bromine is substituted and where the substituents can be identical or different. 3. Dyestuff preparations according to claim 1, wherein in the formula A is a radical of the formulas stands in which Hal chlorine or bromine; m '0, 1 or 2; R [high] 1 hydrogen, chlorine, bromine, methyl, ethyl, C [low] 1- to C [low] 6-alkoxy, phenoxy, alkylphenoxy with 1 to 6 carbon atoms in alkyl, chlorophenoxy, bromophenoxy, C [low ] 1- to C [deep] 6-alkylthio, phenylthio, alkylphenylthio with 1 to 6 carbon atoms in the alkyl, acetyl, propionyl, benzoyl, mono-, di- and trimethylbenzoyl, methoxybenzoyl, phenoxybenzoyl, C [deep] 1- to C [deep] 6-alkoxycarbonyl, cyclohexoxycarbonyl, N-alkyl or N, N-dialkylaminocarbonyl with 1 to 6 carbon atoms per alkyl, phenylaminocarbonyl, alkylphenylaminocarbonyl with 1 to 6 carbon atoms in alkyl, cyano, nitro, C [deep] 1- to C [deep] 6-alkylsulphonyl, phenylsulphonyl, C [deep] 1- to C [deep] 6-alkylphenylsulphonyl, N-alkyl- or N, N-dialkylsulphamoyl with 1 to 6 carbon atoms per alkyl, N- (Alkoxyalkyl) - or N, N-bis (alkoxyalkyl) sulfamoyl with 3 to 12 carbon atoms per alkoxyalkyl; R [high] 2 hydrogen, hydroxy, C [low] 1- to C [low] 4-alkoxy, amino, C [low] 1- to C [low] 8-alkylamino; C [deep] 1- to C [deep] 8-alkylamino substituted by hydroxy, C [deep] 1- to C [deep] 4-alkoxy, cyano or carbonylalkoxy with a total of 2 to 6 carbon atoms; Phenylamino; phenylamino substituted by C [deep] 1- to C [deep] 5-alkyl, methoxy, ethoxy, phenoxy, chlorine or bromine; C [deep] 1- to C [deep] 6-alkylthio; Phenylthio; phenylthio substituted by C [deep] 1- to C [deep] 5-alkyl; <Formula> in which R [high] 12 stands for a saturated, linear or branched C [lower] 1- to C [lower] 5-alkyl, phenyl, through C [lower] 1- to C [lower] 4-alkyl , Bromine, chlorine, methoxy or ethoxy-substituted phenyl or <Formula>, in which Z stands for O or S, R [high] 3 and R [high] 4 hydrogen, hydroxy, amino, C [deep] 1- to C [deep] 4-alkylamino, phenylamino, through C [deep] 1- to C [deep] 4-alkyl, Methoxy, ethoxy, chlorine, bromine or phenoxy-substituted phenylamino, C [deep] 1- to C [deep] 6-alkylthio, phenylthio, phenylthio substituted by C [deep] 1- to C [deep] 5-alkyl, <formula> , in which R [high] 12 has the abovementioned meaning, or <Formula> in which Z stands for O or S, where the radicals R [high] 3 and R [high] 4 can be identical or different and one of the radicals R [high] 3 or R [high] 4 can also stand for nitro, R [high] 5 hydrogen or methoxy, R [high] 6 nitro or the groups mentioned for R [high] 7, in which case R [high] 7 and R [high] 6 can be the same or different, R [high] 7 hydrogen, hydroxy, saturated linear or branched C [low] 1- to C [low] 5-alkylamino, where the alkyl is represented by C [low] 1- to C [low] 4-alkoxy, hydroxy or cyano may be substituted; R [high] 8 amino, C [low] 1- to C [low] 5-alkylamino or hydroxy, R [high] 9 phenyl; by C [deep] 1- to C [deep] 6-alkyl, C [deep] 1- to C [deep] 4-alkoxy, chlorine, bromine, substituted phenyl; C [deep] 1- to C [deep] 10-alkyl; C [deep] 1- to C [deep] 10-alkyl, represented by chlorine, bromine, hydroxy, cyano, C [deep] 1- to C [deep] 4-alkoxy, dialkylamino with 1 to 4 carbon atoms per alkyl , Carbamoyl, carbonylalkoxy with a total of 2 to 9 carbon atoms, C [deep] 1- to C [deep] 5-alkylthio, phenyl or phenoxy is substituted (where in the phenyl substituents optionally 1 or 2 hydrogen atoms are substituted by chlorine, bromine, C [deep ] 1- to C [deep] 4-alkyl, methoxy, ethoxy, alkoxycarbonyl, alkylthio, alkylsulfonyl and / or N-alkylsulfamoyl are substituted with 1 to 4 carbon atoms per alkyl); C [deep] 1- to C [deep] 5-alkylthio; C [deep] 7- to C [deep] 10-phenylalkylthio; Phenylthio or phenylthio substituted by chlorine, bromine, C [deep] 1- to C [deep] 4-alkyl, methoxy or ethoxy; R [high] 10 C [low] 1- to C [low] 5-alkyl; C [deep] 1- to C [deep] 8-alkylthio, C [deep] 3 to C [deep] 8-alkoxyalkyl; C [deep] 1 - C [deep] 5-alkylamino; Methoxy, ethoxy or phenyl, which is optionally substituted by C [deep] 1- to C [deep] 6-alkyl, C [deep] 1- to C [deep] 4-alkoxy, chlorine or bromine, and R [high] 11 amino or C [low] 1- to C [low] 5-alkylamino, R [high] 15 hydrogen, C [low] 1- to C [low] 6-alkoxycarbonyl, C [low] 1- to C [low] 4-alkylcarbonyl, benzoyl or cyano; R [high] 18 hydrogen, C [low] 1- to C [low] 5-alkyl or phenyl; R [high] 16 hydrogen, C [low] 1- to C [low] 5-alkyl, phenyl, C [low] 1- to C [low] 5-alkylphenyl or halophenyl; R [high] 17 and R [high] 19 are hydrogen, hydroxy, <Formula> where R [high] 12 is the has the abovementioned meaning or is amino, where the radicals R [high] 17 and R [high] 19 can be identical or different, and T [high] 1, T [high] 2 and T [high] 3 have the meaning given in claim 2. 4. dye preparations according to claim 3, wherein R [high] 1 hydrogen, acetyl, benzoyl, cyano, methyl-, dimethyl- and trimethylbenzoyl, methoxy- and ethoxybenzoyl, phenoxybenzoyl; C [deep] 1- to C [deep] 5-alkoxycarbonyl, cyclohexoxycarbonyl; C [deep] 1- to C [deep] 4-alkylaminocarbonyl, phenylaminocarbonyl, phenylaminocarbonyl substituted by methyl, chlorine, bromine, methoxy, ethoxy, C [deep] 1- to C [deep] 6-alkylthio, phenylthio, C [deep ] 1- to C [deep] 4-Alkylphenylthio, C [deep] 1- to C [deep] 8-alkoxy, phenoxy, chlorophenoxy, bromophenoxy, methylphenoxy, C [deep] 1- to C [deep] 4-alkylsulfonyl, Phenylsulfonyl and methylsulfonyl; R [high] 2 hydrogen, hydroxy, amino, C [low] 1- to C [low] 4-alkylamino, phenylamino, through C [low] 1- to C [low] 5-alkyl, methoxy, ethoxy, phenoxy, C [deep] 2- to C [deep] 4-C-acyloxy substituted phenylamino, C [deep] 1- to C [deep] 4-alkoxy, -NH-CO-R ', in which R' stands for C [deep ] 1- to C [deep] 5-alkyl or phenyl, or <formula>, wherein Z is O or S; R [high] 3 and R [high] 4 are hydrogen, hydroxy, amino, phenylamino, chlorophenylamino, methylphenylamino, methoxyphenylamino, phenoxyphenylamino, ethoxyphenylamino, thiophenyl, benzoylamino or acetylamino, where the substituents can be the same or different and one of the radicals R [high ] 3 or R [high] 4 can also stand for nitro or for <Formula>, in which Z is O or S; R [high] 5, R [high] 6 and R [high] 7 hydrogen; R [high] 8 amino; R [high] 9 phenoxyalkyl with 1 to 6 carbon atoms in the alkyl, phenalkyl with 1 to 6 carbon atoms in the alkyl, C [low] 1- to C [low] 5-alkyl or phenyl; R [high] 10 C [low] 1- to C [low] 5-alkyl, C [low] 1- to C [low] 5-alkylthio, phenalkylthio with 2 to 4 carbon atoms in the alkyl, or phenyl; R [high] 11 amino; R [high] 15 is hydrogen; R [high] 16 is hydrogen, phenyl or C [low] 1- to C [low] 3-alkylphenyl; R [high] 17 and R [high] 19 are hydrogen or hydroxy and R [high] 18 is hydrogen or methyl. 5. Dyestuff preparations according to claim 1, wherein in formula A is a radical of the formulas stands in which D 'hydrogen, hydroxy, amino, C [deep] 1- to C [deep] 4-alkylamino, phenylamino, phenylamino substituted in the 4-position by methyl, methoxy, phenoxy, chlorine or bromine, alkylcarbonylamino with 1 to 3 carbon atoms in alkyl or benzoylamino, E 'acetyl, methoxycarbonyl, ethoxycarbonyl, n-propoxycarbonyl, isopropoxycarbonyl, butoxycarbonyl, benzoyl, 4-methylbenzoyl, 2,4,6-trimethylbenzoyl, 4-methoxybenzoyl, 4-phenoxybenzoyl, N-propylaminocarbonyl, N-phenylaminocarbonyl, methylsulfonyl, ethyl, Phenylsulfonyl, p-methylphenylsulfonyl, methoxy, phenoxy, 2-oxdiazolyl or 2-thiodiazolyl radicals which in the 5-position carry the substituents mentioned in claim 4 for R [high] 9 and R [high] 10, F 'hydroxy, amino, C [deep] 1- to C [deep] 5-alkylamino, phenylamino or phenylamino substituted in the 4-position by methyl, methoxy, phenoxy, chlorine or bromine, G 'hydroxy, amino, phenylamino, phenylamino substituted in the 4-position by methyl, methoxy, phenoxy, benzoylamino or alkylcarbonylamino with 1 to 3 carbon atoms in the alkyl, where one of the substituents G' or H 'can stand for nitro, H 'is hydrogen, hydroxy, amino, phenylamino, thiophenyl, where at least one of the substituents F', G 'or H' is hydroxy, K 'denotes hydrogen, methyl, phenyl, 4-methylphenyl or 4-chlorophenyl, X for a remainder of the formula <formula> and Y for a remainder of the formula <formula> stand in what T [high] 4 and T [high] 6 hydrogen or C [low] 1- to C [low] 4-alkyl, and T [high] 5 and T [high] 7 C [low] 1- to C [low] 4-alkyl, alkoxyalkyl with a total of 3 to 7 carbon atoms, hydroxyalkoxyalkyl with a total of 4 to 7 carbon atoms, phenalkyl with a total of 7 until
<notreadable>
Carbon atoms, phenoxy-C [deep] 2- to C [deep] 4-alkyl, phenoxyalkoxyalkyl with 4 to 6 carbon atoms in alkoxyalkyl, cyclohexyl, phenyl or phenyl, in which 1 to 3 hydrogen through methyl, methoxy, ethoxy , Chlorine and / or bromine or a hydrogen is substituted by carbonalkoxy with a total of 2 to 5 carbon atoms, an alkylaminocarbonyl or a dialkylsulfamoyl with 1 to 4 carbon atoms per alkyl, a phenoxy or a benzyloxy, or the radical <Formula> is a Mean piperidine or morpholine radical. 6. dye preparations according to claim 1, wherein in the general dye formula A for a remainder of the formula wherein K 'denotes phenylaminocarbonyl, 4-methoxyphenylaminocarbonyl, isopropoxycarbonyl, cyclohexoxycarbonyl or acetyl, and X and Y represent phenylamino, 4-chlorophenylamino, 2-butylamino, di-n-propylamino, 2-methylpropylamino or tert-butylamino, where X and Y can be identical or different. 7. Dyestuff preparations according to claim 1, wherein in the general dye formula A for a remainder of the formula , wherein L 'hydroxy, 4-phenoxyphenylamino, 4-chlorophenylamino, 4-methylphenylamino or phenylamino, M 'hydroxy, amino, phenylamino or 4-methoxyphenylamino and P 'is hydroxy, phenylamino, 4-methoxyphenylamino, 4-phenoxyphenylamino or nitro, where at least one of the substituents L', M 'or P' is hydroxy, and X and Y for phenylamino, 3-chloro-4-methoxyphenylamino, N- (1-isobutyl) -phenylamino, benzylamino, 2-phenylpropylamino- (1), 2-propylamino, 3-methyl-butylamino- (1), 3-isopropoxy-propylamino- (1) or 3- (2'-phenoxyethoxy) -propylamino- (1). 8. Dyestuffs of the formula according to claim 1, wherein in the formula A for a remainder of the formulas wherein R [high] 1 hydrogen, acetyl, benzoyl, cyano, methyl-, dimethyl- and trimethylbenzoyl, methoxy- and ethoxybenzoyl, phenoxybenzoyl; C [deep] 1- to C [deep] 5-alkoxycarbonyl, cyclohexoxycarbonyl; C [deep] 1- to C [deep] 4-alkylaminocarbonyl, phenylaminocarbonyl, phenylaminocarbonyl substituted by methyl, chlorine, bromine, methoxy, ethoxy, C [deep] 1- to C [deep] 6-alkylthio, phenylthio, C [deep ] 1- to C [deep] 4-alkylphenylthio, C [deep] 1- to C [deep] 8-alkoxy, phenoxy, chlorophenoxy, bromophenoxy, methylphenoxy, C [deep] 1- to C [deep] 4-alkylsulfonyl, Phenylsulfonyl and methylsulfonyl; R [high] 2 hydrogen, hydroxy, amino, C [low] 1- to C [low] 4-alkylamino, phenylamino, through C [low] 1- to C [low] 5-alkyl, methoxy, ethoxy, phenoxy, C [deep] 2- to C [deep] 4-C-acyloxy substituted phenylamino, C [deep] 1- to C [deep] 4-alkoxy, -NH-CO-R ', in which R' stands for C [deep ] 1- to C [deep] 5-alkyl or phenyl, or wherein Z is O or S; R [high] 3 and R [high] 4 are hydrogen, hydroxy, amino, phenylamino, chlorophenylamino, methylphenylamino, methoxyphenylamino, phenoxyphenylamino, ethoxyphenylamino, thiophenyl, benzoylamino or acetylamino, where the substituents can be the same or different and one of the radicals R [high ] 3 or R [high] 4 can also stand for nitro or for <Formula>, in which Z is O or S; R [high] 5, R [high] 6 and R [high] 7 hydrogen; R [high] 8 amino; R [high] 9 phenoxyalkyl with 1 to 6 carbon atoms in the alkyl, phenalkyl with 1 to 6 carbon atoms in the alkyl, C [low] 1- to C [low] 5-alkyl or phenyl; R [high] 10 C [low] 1- to C [low] 5-alkyl, C [low] 1- to C [low] 5-alkylthio, phenalkylthio with 2 to 4 carbon atoms in the alkyl, or phenyl; R [high] 11 amino; R [high] 15 is hydrogen; R [high] 16 is hydrogen, phenyl or C [low] 1- to C [low] 3-alkylphenyl; R [high] 17 and R [high] 19 are hydrogen or hydroxy and R [high] 18 is hydrogen or methyl, X for a remainder of the formula <formula> and Y for a remainder of the formula <formula> stand in what T [high] 4 and T [high] 6 hydrogen or C [low] 1- to C [low] 4-alkyl, and T [high] 5 and T [high] 7 C [low] 1- to C [low] 4-alkyl, alkoxyalkyl with a total of 3 to 7 carbon atoms, hydroxyalkoxyalkyl with a total of 4 to 7 carbon atoms, phenalkyl with a total of 7 up to 10 carbon atoms, phenoxy-C [deep] 2- to C [deep] 4-alkyl, phenoxyalkoxyalkyl with 4 to 6 carbon atoms in alkoxyalkyl, cyclohexyl, phenyl or phenyl, in which 1 to 3 hydrogen is replaced by methyl, methoxy , Ethoxy, chlorine and / or bromine or a hydrogen is substituted by carbonalkoxy with a total of 2 to 5 carbon atoms, an alkylaminocarbonyl or a dialkylsulfamoyl with 1 to 4 carbon atoms per alkyl, a phenoxy or a benzyloxy, or the radical <formula > mean a piperidine or morpholine residue. 9. Dyestuffs of the formula according to claim 1, wherein in the formula A is a radical of the formulas or stands in which D 'hydrogen, hydroxy, amino, C [deep] 1- to C [deep] 4-alkylamino, phenylamino, phenylamino substituted in the 4-position by methyl, methoxy, phenoxy, chlorine or bromine, alkylcarbonylamino with 1 to 3 carbon atoms in alkyl or benzoylamino, E 'acetyl, methoxycarbonyl, ethoxycarbonyl, n-propoxycarbonyl, isopropoxycarbonyl, butoxycarbonyl, benzoyl, 4-methylbenzoyl, 2,4,6-trimethylbenzoyl, 4-methoxybenzoyl, 4-phenoxybenzoyl, N-propylaminocarbonyl, N-phenylaminocarbonyl, methylsulfonyl, ethyl, Phenylsulfonyl, p-methylphenylsulfonyl, methoxy, phenoxy, 2-oxdiazolyl or 2-thiodiazolyl radicals which in the 5-position carry the substituents mentioned in claim 4 for R [high] 9 and R [high] 10, F 'hydroxy, amino, C [deep] 1- to C [deep] 5-alkylamino, phenylamino or phenylamino substituted in the 4-position by methyl, methoxy, phenoxy, chlorine or bromine, G 'hydroxy, amino, phenylamino, phenylamino substituted in the 4-position by methyl, methoxy, phenoxy, benzoylamino or alkylcarbonylamino with 1 to 3 carbon atoms in the alkyl, where one of the substituents G' or H 'can stand for nitro, H 'is hydrogen, hydroxy, amino, phenylamino, thiophenyl, where at least one of the substituents F', G 'or H' is hydroxy, K 'denotes hydrogen, methyl, phenyl, 4-methylphenyl or 4-chlorophenyl, and X and Y have the meaning given in claim 8. 10. Dyes of the formula according to claim 1, wherein in the formula A for a remainder of the formula , wherein K 'denotes phenylaminocarbonyl, 4-methoxyphenylaminocarbonyl, isopropoxycarbonyl, cyclohexoxycarbonyl or acetyl, and X and Y represent phenylamino, 4-chlorophenylamino, 2-butylamino, di-n-propylamino, 2-methylpropylamino or tert-butylamino, where X and Y can be identical or different. 11. Dyes of the formula according to claim 1, wherein in the formula A for a remainder of the formula , wherein L 'hydroxy, 4-phenoxyphenylamino, 4-chlorophenylamino, 4-methylphenylamino or phenylamino, M 'hydroxy, amino, phenylamino or 4-methoxyphenylamino and P 'is hydroxy, phenylamino, 4-methoxyphenylamino, 4-phenoxyphenylamino or nitro, where at least one of the substituents L', M 'or P' is hydroxy, and X and Y for phenylamino, 3-chloro-4-methoxyphenylamino, N- (1-isobutyl) -phenylamino, benzylamino, 2-phenylpropylamino- (1), 2-propylamino, 3-methyl-butylamino- (1), 3- Isopropoxy-propylamino- (1) or 3- (2'-phenoxyethoxy) -propylamino- (1) stand.