Dyes containing 6-hydroxypyrid-2-one groups the 1-positions of which contain substituted 1,3,5-triazinyl or pyrimidyl-piperazino or -piperazinium groups linked through bridging radicals and intermediates therefor

Claim 1

A metal-free compound of the formula ##STR66## a 1:1 or 1:2 metal complex of a metallizable compound of said formula or an acid addition salt of a metal-free compound of said formula or of a 1:1 or 1:2 metal complex thereof, wherein A 1 is linear or branched C 1-8 alkylene; linear or branched C 2-8 alkylene substituted by 1 or 2 substituents selected from hydroxy, halo and cyano; linear or branched C 2-8 alkenylene; cyclohexylene; cyclohexylene substituted by 1 to 3 C 1-4 alkyl gruops; phenylene or phenylene substituted by 1 or 2 substituents selected from halo, C 1-4 alkyl and C 1-4 alkoxy, B 1 is ##STR67## wherein the quaternized nitrogen atom is bound to a carbon atom of A 1 , R is hydrogen, C 1-4 alkyl, C 5-6 cycloalkyl, phenyl, benzyl or phenylethyl, T is hydrogen, cyano, --COOR 1 , --CON(R 2 ) 2 , --SO 2 N(R 2 ) 2 , ##STR68## where R 1 is C 1-6 alkyl or phenyl(C 1-3 alkyl), each R 3 is independently hydrogne, C 1-4 -alkyl, --CON(R 2 ) 2 or --N(R 5 ) 2 , and X 1 is --S--, --O-- or --NR 5 --, Y is --N═N--D or --X--F, wherein D is the radical of a diazo component, F is a chromophoric grup, and X is a divalent radical, Z is ##STR69## wherein R 11 is --NR 5 --A 2 --W, ##STR70## or --NR 5 --A 2 --NR 5 --A 2 --W, wherein W is --NR 6 R 7 or --⊕NR 8 R 9 R 10 Aβ, R 12 is --NR--A 2 --W, ##STR71## --NR 5 --A 2 --NR 5 --A 2 --W, --OR 14 , 13 O--A 2 --O--R 14 or --NR 6 R 7 , wherein W is as defined above, R 13 is hydrogen, halo, C 1-4 alkyl, --O--R 14 , --O--A 2 --O--R 14 or --NR 6 R 7 , and R 15 is hydrogen or halo, wherein each A 1 is independently linear or branched C 2-8 alkylene or linear or branched C 3-8 alkylene mono-substituted by hydroxy, each R 2 is independently hydrogen or C 1-4 alkyl, or --N(R 2 ) 2 is a saturated ring containing, in addition to the depicted nitrogen atom, 0 to 2 radicals selected from --O--, --S--, and --NH--, which ring is unsubstituted or substituted by 1 to 3 C 1-4 alkyl groups, each R 4 is independently C 1-4 alkyl, each R 5 is indepencently hydrogen or C 1-4 alkyl, each R 6 is independently hydrogen; C 1-4 alkyl; C 2-4 alkyl monosubstituted by hydroxy or C 1-4 alkoxy; cyclohexyl or phenyl(C 1-4 alkyl), each R 7 is indepenently hydrogen; C 1-4 alkyl; C 2-4 alkyl monosubstituted by hydroxy or C 1-4 alkoxy; cyclohexyl; phenyl or phenyl(C 1-4 alkyl), or --NR 6 R 7 is a saturated ring containing, in addition to the depicted nitrogen atom, 0 to 2 radicals selected from --O--, --S-- and --NH--, which ring is unsubstituted or substituted by 1 to 3 C 1-4 alkyl gorups or is N'-amino(C 2-3 alkyl)-piperazino, each R 8 and R 9 is independently C 1-4 alkyl or C 2-4 -alkyl monosubstituted by hydroxy or C 1-4 alkoxy, and R 10 is C 1-4 alkyl or phenyl(C 1-4 alkyl), or --⊖NR 8 R 9 R 10 is pyridinium; pyridinium substituted by 1 to 3 C 1-4 alkyl groups; a saturated ring containing, in addition to the depicted nitrogen atom, 1 to 3 radicals selected from --O--, --S-- and --NH--, which ring is unsubstituted or substituted by 1 to 3 C 1-4 alkyl groups; or N--C 1-4 alkyl--N'-amino(C 2-3 alkyl)piperazinium, each R 14 is independently hydrogen, C 1-4 alkyl or phenyl, and each A⊖ is independently a non-chromophoric anion, wherein each halo is independently fluoro, chloro or bromo, with the provisos that (i) each metal-free compound, 1:1 and 1:2 metal complex and acid addition salt is free of sulfo groups, and (ii) the hydroxy groups of each alkylene radical substituted by two hydroxy groups are attached to different carbon atoms.