Patent ES-296446-A1 (ES)
Title: Monoazo dyes
IPC: C09B29/08
Filed: 1964-02-14
Abstract: The invention comprises dyes of the following general formulae wherein D 1 to D 9 and E 1 to E 9 represents C 1-4 alkyl radicals wherein B 1 stands for a C 1-4 substituted or unsubstituted alkyl radical, G 1 for a hydrogen atom or for a C 1-2 alkyl or alkoxy radical wherein A 2 stands for a hydrogen, chlorine or bromine atom, B 2 for a substituted or unsubstituted C 1-4 alkyl radical, G 2 for a hydrogen atom or a C 1-2 alkyl or alkoxy radical wherein A 3 stands for hydrogen, chlorine or bromine, B 3 for an alkyl, halogenoalkyl or cyanoalkyl having 1 to 4 carbon atoms, alkoxymethyl, phenoxymethyl or phenoxyhalogenomethyl radical, G 3 for a hydrogen atom or C 1-2 alkyl or alkoxy radical Y 3 for CO, COO or SO 2 wherein A 4 stands for hydrogen, chlorine or bromine, B 4 for C 1-4 alkyl, G 4 for a hydrogen atom or C 1 - 2 alkyl or alkoxy radical Y 4 for CO, COO or SO 2 wherein A 5 stands for hydrogen, chlorine or bromine, B 5 for a C 1-4 substituted or unsubstituted alkyl radical, G 5 for a hydrogen atom or a C 1-2 alkyl or alkoxy radical, X for a C 1-2 , alkyl which may be substituted by chlorine and Y 5 for COO or SO 2 wherein A 6 stands for hydrogen, chlorine or bromine, B 6 for a C 1-4 substituted or unsubstituted alkyl radical, G 6 for chlorine or bromine and M 6 for a cyano, nitro, trifluoromethyl or methylsulphonyl group and Y 6 for -CO-, - COO- or -SO 2 - wherein A 7 stands for hydrogen, chlorine or bromine, B, for a C 1-4 substituted or unsubstituted alkyl, L 7 for an alkanoylamino group with 1-3 carbon atoms in the alkyl radical or methylsulphonyl and Y, for-CO- wherein A 8 stands for hydrogen, chlorine or bromine, B 8 for a halogenalkyl or cyanalkyl having 1-4 carbon atoms or alkoxymethyl radical, G 8 for hydrogen or a C 1-2 alkyl or alkoxy radical and X for a methyl group and wherein A 9 stands for chlorine or bromine, B 9 for a substituted or unsubstitued alkyl radical, preferably the methyl, chloromethyl, ethyl or #- chloroethyl radical and G 9 for a C 1-2 alkyl or alkoxy radical. The dyes are prepared by conventional diazotization and coupling procedures and a large number of examples furnished. The dyes are suitable for dyeing, padding and printing synthetic and semi-synthetic fibres especially those from linear aromatic polyesters or cellulose esters.The invention comprises dyes of the following general formulae wherein D1 to D9 and E1 to E9 represents C1-4 alkyl radicals <FORM:1050675/C4-C5/1> wherein B1 stands for a C1-4 substituted o unsubstituted alkyl radical, G1 for a hydrogen atom or for a C1-2 alkyl or alkoxy radical <FORM:1050675/C4-C5/2> wherein A2 stands for a hydrogen, chlorine or bromine atom, B2 for a substituted or unsubstituted C1-4 alkyl radical, G2 for a hydrogen atom or a C1-2 alkyl or alkoxy radical <FORM:1050675/C4-C5/3> wherein A3 stands for hydrogen, chlorine or bromine, B3 for an alkyl, halogenoalkyl or cyanoalkyl having 1 to 4 carbon atoms, alkoxymethyl, phenoxymethyl or phenoxyhalogenomethyl radical, G3 for a hydrogen atom or C1-2 alkyl or alkoxy radical Y3 for CO, COO or SO2 <FORM:1050675/C4-C5/4> wherein A4 stands for hydrogen, chlorine or bromine, B4 for C1- 4 alkyl, G4 for a hydrogen atom or C1- 2 alkyl or alkoxy radical Y4 for CO, COO or SO2 <FORM:1050675/C4-C5/5> wherein A5 stands for hydrogen, chlorine or bromine, B5 for a C1- 4 substituted or unsubstituted alkyl radical, G5 for a hydrogen atom or a C1- 2 alkyl or alkoxy radical, X for a C1- 2 alkyl which may be substituted by chlorine and Y5 for COO or SO2 <FORM:1050675/C4-C5/6> wherein A6 stands for hydrogen, chlorine or bromine, B6 for a C1- 4 substituted or unsubstituted alkyl radical, G6 for chlorine or bromine and M6 for a cyano, nitro, trifluoromethyl or methylsulphonyl group and Y6 for -CO-, -COO- or -SO2- <FORM:1050675/C4-C5/7> wherein A7 stands for hydrogen, chlorine or bromine, B7 for a C1- 4 substituted or unsubstituted alkyl, L7 for an alkanoylamino group with 1-3 carbon atoms in the alkyl radical or methylsulphonyl and Y7 for -CO- <FORM:1050675/C4-C5/8> wherein A8 stands for hydrogen, chlorine or bromine, B8 for a halogenalkyl or cyanalkyl having 1-4 carbon atoms or alkoxymethyl radical G8 for hydrogen or a C1- 2 alkyl or alkoxy radical and X for a methyl group and <FORM:1050675/C4-C5/9> wherein A9 stands for chlorine or bromine, B9 for a substituted or unsubstituted alkyl radical, preferably the methyl, chloromethyl, ethyl or b-chloroethyl radical and G9 for a C1- 2 alkyl or alkoxy radical. The dyes are prepared by conventional diazotization and coupling procedures and a large number of examples furnished. The dyes are suitable for dyeing, padding and printing synthetic and semi-synthetic fibres especially those from linear aromatic polyesters or cellulose esters.