Disperse azo dyes, a process for the preparation thereof and the use thereof

An azo dye of formula

• wherein
• R1 denotes ethyl, propyl or i-propyl;
• either R2 is cyano and R3 is halogen or R2 is halogen and R3 is cyano;
• and
• Ar is a radical of the formula
• wherein
• R5 denotes hydrogen, chloro, methyl, methoxy, 2-hydroxyethyl or —COOR19, wherein R19 has one of the meanings given for R1 above;
• R6 is —NH—CO—R20 wherein R20 denotes a C1-C12 alkyl which is unsubstituted or substituted by one or more C1 -C12 alkoxy groups, C1 -C12 alkylcarbonyl groups, C7 -C25 arylcarbonyl groups, hydroxyl groups, amino groups, cyano groups or halogen atoms and which may be interrupted one or more times by the radical —O—, —S—or —NR4—;
• R7 is ethyl and R8 is methyl, ethyl, n-propyl, n-butyl, allyl, benzyl, 4-nitrobenzyl, 4-methoxybenzyl, 3-methoxybenzyl, 2-cyanoethyl, 2-methoxyethyl, 2-phenylethyl, 2-hydroxy-3 -phenoxypropyl, or 2-hydroxy-3 -i-propoxyethyl;
• X denotes ethylene, trimethylene or oxyethylene;
• R9 is vinyl, allyl, benzyl or has one of the meanings given for R1 above;
• R10 is hydroxy or phenylamino;
• R11 is hydrogen, —COOR21 or C6-C24 aryl that is unsubstituted or substituted by one or more C1-C12 alkyl groups, C1-C12 alkoxy groups, hydroxyl groups, amino groups, cyano groups or halogen atoms wherein R21 has one of the meanings given for R1 above;
• R12 is hydrogen or —SO2—NHR22, wherein R22 has one of the meanings given for R1 above;
• R13 is hydrogen or hydroxy;
• R14 denotes C1-C12 alkyl or trifluoromethyl:
• R15 is cyano or —CONH2;
• R16 has one of the meanings given for R1 above;
• R23 and R24 are each independently of the other hydrogen, vinyl, allyl or C1-C6 alkyl which is unsubstituted or substituted by cyano, carboxy, hydroxy, C1-C6 alkoxy-, C2-C8 alkoxyalkoxy- or C6-C24 aryl;
• and
• R18 is hydrogen, C1-C12 alkyl, C1-C12 alkoxy or C6-C24 aryl that is unsubstituted or substituted by one or more C1-C12 alkyl groups, C1-C12 alkoxy groups, hydroxyl groups, amino groups, cyano groups or halogen atoms with the proviso that R8 in the claimed formula (2a) is chosen from 2-methoxyethyl and 2-methoxycarbonylethyl group.