US 4,180,503 AGranted

Acid disazo dyestuffs containing a substituted thiophene middle component

AssigneeBayer Aktiengesellschaft

InventorsDieter vor der Bruck, Gerhard Wolfrum

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Abstract

Dyestuffs which in the free acid form correspond to the formula ##STR1## wherein A represents the radical of an aromatic carbocyclic or aromatic heterocyclic diazo component, B represents the radical of a carbocyclic or heterocyclic coupling component, X represents OH, --NHSO.sub.2 --R.sub.3, --N(R.sub.4)--alkylene-SO.sub.3 H, --N(R.sub.4)-arylene-SO.sub.3 H, --N(R.sub.4)-arylene--CH.sub.2 --SO.sub.3 H or --N(R.sub.4)-arylene-SO.sub.2 --NH-SO.sub.2 -R.sub.3 and N(R.sub.4)-alkylene-O-SO.sub.3 H, R.sub.1 represents alkyl, aryl, carbalkoxy or hydrogen, R.sub.2 represents carbalkoxy, carboxylic acid amide or cyano, R.sub.3 represents alkyl or aryl, R.sub.4 represents hydrogen or alkyl, m and n represent 0, 1 or 2, p represents 0 or 1 and m+n represent 1 or 2 are suitable for the dyeing of natural and synthetic fibre materials, particularly for the dyeing of polyamide fibre materials.

Claims5

Dependent claims

Acid disazo dyestuff of the formula ##STR375## wherein R.sub.1 ' represents hydrogen, methyl, ethyl, carbo-C.sub.1 -C.sub.4 -alkoxy, phenyl, or phenyl substituted by Cl or NO.sub.2 ;

R.sub.2 ' represents carbo-C.sub.1 -C.sub.4 -alkoxy, cyano, CONH.sub.2, CON (CH.sub.3).sub.2 or CON (C.sub.2 H.sub.5).sub.2 ;
R.sub.17 ' and R.sub.18 ' represent hydrogen;
chlorine;
bromine;
cyano;
C.sub.1 -C.sub.2 -alkyl;
C.sub.1 -C.sub.2 -alkoxy;
C.sub.2 -C.sub.4 -carboalkoxy;
carbamoyl;
carbamoyl mono- or di-substituted by C.sub.1 -C.sub.3 -alkyl;
sulphamoyl;
sulphamoyl mono- or disubstituted by C.sub.1 -C.sub.3 -alkyl;
C.sub.1 -C.sub.4 -alkylsulphonyl;
phenylsulphonyl;
or benzylsulphonyl;
R.sub.19 represents hydrogen, C.sub.1 -C.sub.4 -alkyl, CF.sub.3, Cl, or Br;
B" is a radical of a coupling component selected from the group consisting of:
##STR376## wherein R.sub.5 ' represents hydrogen, C.sub.1 -C.sub.4 -alkyl, or benzyl;
R.sub.6 ' represents C.sub.1 -C.sub.4 -alkyl, CH.sub.2 --CH.sub.2 --SO.sub.3 H, or 3-sulphobenzyl;
R.sub.6 " represents hydrogen, C.sub.1 -C.sub.4 -alkyl, benzyl, or 2-phenylethyl;
R.sub.7 ' represents hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, halogen, or C.sub.1 -C.sub.4 -alkylsulphonyl;
R.sub.8 ' represents hydrogen, CH.sub.3, C.sub.2 H.sub.5, OCH.sub.3, OC.sub.2 H.sub.5, Cl, or NH--CO--(CH.sub.2).sub.n --H with n=1, 2 or 3,
R.sub.10 ' represents methyl, ethyl or phenyl;
R.sub.11 represents hydrogen;
C.sub.1 -C.sub.4 -alkyl;
or C.sub.1 -C.sub.4 -alkyl substituted by halogen, cyano, hydroxyl, or C.sub.1 -C.sub.4 -alkoxy;
R.sub.12 ' represents hydrogen, methyl, phenyl, carbomethoxy or carboethoxy;
and
R.sub.20 and R.sub.21 represent hydrogen, C.sub.1 -C.sub.4 -alkyl, Cl, or Br.

26 more elements

Acid dyestuff of the formula ##STR381## wherein A represents ##STR382## B.sup.V is a radical of a coupling component selected from the group consisting of:

##STR383## wherein R.sub.1 ' represents hydrogen, methyl, ethyl, carbo-C.sub.1 -C.sub.4 -alkoxy, phenyl, or phenyl substituted by Cl or NO.sub.2 ;
R.sub.2 ' represents carbo-C.sub.1 -C.sub.4 -alkoxy, CN, CONH.sub.2, CON(CH.sub.3).sub.2, or CON(C.sub.2 H.sub.5).sub.2 ;
R" and R.sub.6 IV represent hydrogen;
benzyl;
2-phenylethyl;
C.sub.1 -C.sub.4 -alkyl;
or C.sub.1 -C.sub.4 -alkyl substituted by Cl, CN, O--CO--(CH.sub.2).sub.n --H, or OCO--O(CH.sub.2).sub.n H with n=1, 2 or 3;
R.sub.7 IV represents hydrogen, methyl, ethyl, methoxy, or ethoxy;
R.sub.8 ' represents H, CH.sub.3, C.sub.2 H.sub.5, OCH.sub.3, OC.sub.2 H.sub.5, Cl or --NH--CO--(CH.sub.2).sub.n --H with n=1, 2 or 3;
R.sub.10 ' represents CH.sub.3, C.sub.2 H.sub.5, or phenyl;
R.sub.11 represents hydrogen;
C.sub.1 -C.sub.4 -alkyl;
or C.sub.1 -C.sub.4 -alkyl substituted by halogen, cyano, hydroxyl or C.sub.1 -C.sub.4 -alkoxy;
R.sub.12 ' represents hydrogen, methyl, phenyl, carbomethoxy, or carboethoxy,
R.sub.13 " represents hydrogen, C.sub.1 -C.sub.4 -alkyl, phenyl, or phenyl mono- or disubstituted by CH.sub.3 or Cl;
R.sub.14 ' and R.sub.15 ' represent C.sub.1 -C.sub.4 -alkyl;
R.sub.16 ' represents CN, CONH.sub.2, or CO--O--(CH.sub.2).sub.m H with m=1, 2, 3 or 4;
R.sub.17 " and R.sub.19 ' represent hydrogen, methyl, ethyl, chlorine, bromine, or CF.sub.3 ;
p represents 0 or 1;
X' represents OH, NH--SO.sub.2 R.sub.3 ', ##STR384## or ##STR385## R.sub.3 ' represents C.sub.1 -C.sub.4 -alkyl, tolyl, or chlorophenyl;
and R.sub.4 ' represents hydrogen, methyl, or ethyl.

18 more elements

Dependencies are inferred from the claim text.