Sulfo group-containing azo compounds having a tetrazo component radical derived from an optionally substituted 3,8-diaminodibenzofuran
AssigneeSandoz Ltd.
InventorsRoland Mislin, Hanspeter Uehlinger
Life of this patent
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Abstract
Dyes of the formula ##STR1## AND SUBSTITUTED DERIVATIVES THEREOF, WHEREIN R is a coupling component radical, R.sub.1 is a coupling component radical, with the proviso that R and R.sub.1 are different, and N is 1 to 8, Are disclosed. They are useful for dyeing and printing natural and synthetic polyamides, cotton and other cellulosic fibers, polypropylene fibers modified by basic groups, synthetic polyamides and polyesters modified by acid groups, paper and leather. They exhibit good fastness to light, wet treatments and abrasion.
Claims44
A compound of the formula ##STR187## or a salt thereof, wherein (a) one of R.sub.2a and R.sub.3a is ##STR188## and the other is ##STR189## b. one of R.sub.2a and R.sub.3a is ##STR190## c. one of R.sub.2a and R.sub.3a is ##STR191## and the other is ##STR192## wherein R.sub.4a is hydrogen, hydroxy, sulfo or ##STR193## R.sub.5a is hydroxy, carboxy, amino, N-(C.sub.1-4 alkyl)amino, N-phenylamino, N,N-di-(C.sub.1-4 alkyl)amino, N-(C.sub.1-4 alkyl) N-(C.sub.1-4 alkyl)phenylamino, N-(C.sub.1-4 alkyl)-N-benzylamino or N-(C.sub.1-4 alkyl) N-(C.sub.1-4 alkyl)phenylsulfamoyl,
- each R.sub.6a is independently amino or hydroxy,
- each R.sub.7a and R.sub.8a is independently hydrogen, C.sub.1-4 alkyl, halo or sulfo,
- each R.sub.9a is independently hydrogen, C.sub.1-4 alkyl, halo or cyano,
- R.sub.10a is hydroxy, amino or acetamido,
- R.sub.11a is hydrogen, carboxy or hydroxy,
- R.sub.12a is hydrogen, sulfo, C.sub.1-4 alkyl, C.sub.1-4 alkylsulfonyl, C.sub.1-4 alkoxy, C.sub.1-4 alkylamino, phenylamino, (C.sub.1-4 alkoxy)phenylamino or trimethylphenylamino,
- each of R.sub.13a and R.sub.14a is independently hydrogen or sulfo,
- each R.sub.15a is independently 2-ethylhexyl, butyl, phenyl, (C.sub.1-4 alkyl)phenyl, (C.sub.1-4 -alkoxy)phenyl, di-(C.sub.1-4 alkoxy)phenyl or disulfonaphthyl,
- R.sub.16a is C.sub.1-4 alkyl, phenylsulfonyl or (C.sub.1-4 alkyl)phenylsulfonyl,
- R.sub.18a is hydrogen or C.sub.1-4 alkyl,
- R.sub.19a is hydrogen or C.sub.1-4 alkyl,
- R.sub.20a is hydrogen, halo, C.sub.1-4 alkyl or C.sub.1-4 alkoxy,
- R.sub.21a is hydrogen or sulfo, and
- R.sub.22a is 4,6-dichloro-1,3,5-triazinyl-2,2,6-dichloropyrimidyl-4,2,5,6-trichloropyri midyl-4,4-chloro-6-(4'-sulfophenylamino)-1,3,5-triazinyl-2,4-chloro-6-(phen ylamino)-1,3,5-triazinyl-2 or 5-chloro-2,6-difluoropyrimidyl-4, and
- X is hydrogen or sulfo, with the provisos that (1) the compound contains 1, 2, 3 or 4 sulfo groups, (2) R.sub.2a and R.sub.3a are different, and (3)
- X is hydrogen when R.sub.3a is ##STR194##
Dependencies are inferred from the claim text.