Dioxazine reactive dyestuffs
AssigneeBayer Aktiengesellschaft
InventorsWolfgang Harms, Klaus Wunderlich
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Abstract
The invention relates to new dioxazine reactive dyestuffs of the formula ##STR1## a process for their preparation and their use in dyeing and printing fibre materials which contain hydroxyl groups or amide groups. In formula (I): D denotes a radical of the dioxazine system of the formula ##STR2## the radicals Y, Z, A, X.sub.1 and X.sub.2 as well as m and n having the meaning indicated in the text of the application. The invention further relates to a process for the preparation of these new dioxazine reactive dyestuffs as well as their use in dyeing and printing fibre materials which contain hydroxyl groups or amide groups.
Claims6
A compound of the formula ##STR253## wherein D denotes a (m+n)-valent radical derived from a dioxazine system of the formula ##STR254## wherein A stands for NH.sub.2 ;
- ##STR255## unsubstituted or substituted by SO.sub.3 H, OSO.sub.3 H, OH, O-alkyl(C.sub.1 -C.sub.4);
- NH-cyclohexyl;
- NH-aryl unsubstituted or substituted by halogen, alkyl(C.sub.1 -C.sub.4), O-alkyl(C.sub.1 -C.sub.4), NH-acetyl, SO.sub.3 H;
- O-alkyl(C.sub.1 -C.sub.4);
- O-aryl unsubstituted or substituted by alkyl(C.sub.1 -C.sub.4) or halogen
- and wherein
- X.sub.1 and X.sub.2 independently of one another denote hydrogen, optionally substituted C.sub.1 -C.sub.4 -alkyl, cycloalkyl, optionally substituted aryl, CN, halogen, COOR.sub.1 (wherein R.sub.1 denotes H, alkyl or cycloalkyl) or CONR.sub.2 R.sub.3 (wherein R.sub.2 and R.sub.3 independently of one another are H, optionally substituted C.sub.1 -C.sub.4 -alkyl, cycloalkyl or optionally substituted aryl), said optional substituents being OH, SO.sub.3 H, COOH or halogen, or wherein
- D denotes a (m+n)-valent radical derived from a dioxazine system of the formula ##STR256## wherein B stands for NH, NH-alkyl (C.sub.1 -C.sub.2), O or CH.sub.2 and wherein
- X.sub.1 and X.sub.2 have the meanings given above or
- wherein
- D denotes a (m+n)-valent radical derived from a dioxazine system of the formulae ##STR257## wherein X.sub.1 and X.sub.2 have the meanings given above and wherein Y denotes a bridge member of the formulae ##STR258## wherein R.sub.5 denotes H or C.sub.1 -C.sub.4 -alkyl which may be substituted by OH, SO.sub.3 H or OSO.sub.3 H,
- R.sub.6 denotes H or C.sub.1 -C.sub.4 -alkyl which may be substituted by OH, SO.sub.3 H or OSO.sub.3 H,
- alkylene denotes alkylene radicals or cycloalkylene radicals having 1 to 6 carbon atoms, which may be interrupted by O or S and which may be substituted by OH, SO.sub.3 H or OSO.sub.3 H, and arylene denotes 1,2-, 1,3- or 1,4-phenylene radicals which may be substitutd by C.sub.1 -C.sub.4 -alkyl, halogen, SO.sub.3 H, COOH or C.sub.1 -C.sub.4 -alkoxy
- wherein
- m denotes 1 or 2 and
- n denotes 0 to 4
- and wherein
- Z denotes a radical selected from 2,4-dichloro-s-triazinyl, 2,4-dibromo-s-triazinyl, 2-fluoro-4-amino-s-triazinyl, 2-chloro-4-amino-s-triazinyl, 2-bromo-4-amino-s-triazinyl, 2-carboxy-pyridinuim-4-amino-s-triazinyl, 2-fluoro-4-(C.sub.1 -C.sub.4)alkylamino-s-triazinyl, 2-chloro-4-(C.sub.1 -C.sub.4)alkylamino-s-triazinyl, 2-2-bromo-4-(C.sub.1 -C.sub.4)alkylamino-s-triazinyl, 2-fluoro-4-di-(C.sub.1 -C.sub.4)alkylamino-s-triazinyl, 2-chloro-4-di-(C.sub.1 -C.sub.4)alkylamino-s-triazinyl, 2-bromo-4-di-(C.sub.1 -C.sub.4)alkylamino-s-triazinyl, unsubstituted 2-fluoro-, 2-chloro-, 2-bromo-4-arylamino-5-triazinyl, 2-fluoro-, 2-chloro-, 2-bromo-4-arylamino-s-triazinyl substituted by SO.sub.3 H, COOH, SO.sub.2 --CH.sub.2 --CH.sub.2 --OSO.sub.3 H, 2-fluoro-, 2-chloro-, 2-bromo-4-(C.sub.1 -C.sub.4)alkoxy-s-triazinyl, 2-fluoro, 2-chloro-2-bromo-4-aryloxy-s-triazinyl, 2,4,5-trifluoropyrimidyl, 2,4,5-trichloro-pyrimidyl, 2,4-difluoro-5-chloropyrimidyl, 2-fluoro-4-methyl-5-chloropyrimidyl, 2-methyl-sulphonyl-4-methyl-5-chloropyrimidyl, 2-fluoro-4,5-dichloropyrimidyl, 2,3-dichloroquinoxalin-6-carbonyl, 2,3-dichloroquinoxalin-6-sulphonyl, 2,3-dibromopropionyl, 2-bromo-acryloyl, 1,4-dichlorophthalazin-6-carbonyl, 1,4-dibromophthalazin-6-carbonyl, and 4,5-dichloro-6-pyridazon-1-phenylcarbonyl.
A compound of the formula ##STR261## wherein R.sub.8 denotes C.sub.1 -C.sub.6 -alkyl which may be substituted by OSO.sub.3 H or SO.sub.3 H,
- R.sub.9 denotes H, CH.sub.3, SO.sub.3 H or COOH and Z has the meaning indicated.
Dependencies are inferred from the claim text.