Acid polyazo dyes

Details Acid polyazo dyes Acid polyazo dyes

1998-06-19

2000-01-04

Powers, Fiona T.

Organic compounds -- part of the class 532-570 series

Organic compounds

Azo

534755, 534796, 534805, 534678, 534680, 534558, C09B 62513, C09B 3564

Patent

active

060111410

DESCRIPTION:

BRIEF SUMMARY
The present invention relates to novel polyazo dyes of the formula I ##STR2## where piperidinylsulfonyl, morpholinylsulfonyl or SO.sub.2 --Alk, SO.sub.2 --Ar, SO.sub.2 --N(Alk).sub.2, SO.sub.2 --N (Alk)Ar, SO.sub.2 --OAr, SO.sub.2 --C.sub.2 H.sub.4 --Q, SO.sub.2 --CH.dbd.CH.sub.2, SO.sub.2 --CH.sub.2 CH.dbd.CH.sub.2, CO--Ar, ##STR3## Y.sup.2 is nitro, SO.sub.2 --NHAr or Y.sup.1, Y.sup.3 is hydrogen, hydroxysulfonyl, pyrrolidinylsulfonyl, piperidinylsulfonyl, morpholinylsulfonyl or a radical of the formula SO.sub.2 --Alk, SO.sub.2 --N(Alk).sub.2, SO.sub.2 --NHAlk, SO.sub.2 --CH.sub.2 COOH, SO.sub.2 --C.sub.2 H.sub.4 --Q, SO.sub.2 --CH.dbd.CH.sub.2, SO.sub.2 --CH.sub.2 CH.dbd.CH.sub.2, CO--Ar or CO--NHAlk or Y.sup.3 and Y.sup.2 together are L--NZ--CO, -C.sub.4 -alkoxycarbonyl or hydroxysulfonyl, -C.sub.4 -alkoxycarbonyl, or R.sup.2 and R.sup.1 together are L--NZ--CO, -alkanoyloxy or benzoyloxy, and ether function or by sulfur or sulfonyl and can be substituted by hydroxyl, C.sub.1 -C.sub.4 -alkanoyloxy, benzoyloxy, sulfato, halogen, cyano, carboxyl or phenyl, -C.sub.4 -alkoxy, halogen, carboxyl, C.sub.1 -C.sub.4 -alkanoylamino or hydroxysulfonyl,
It is an object of the present invention to provide novel polyazo-class acid dyes having advantageous performance properties.
We have found that this object is achieved by the above-defined polyazo dyes of the formula I.
R.sup.1, R.sup.2, X, Y.sup.1, Y.sup.2, Y.sup.3 and Y.sup.4 are each present twice independently in the above formula I, and can therefore be identical or different at each occurrence.
If Y.sup.2 and Y.sup.3 or Y.sup.3 and Y.sup.4 together are L--NZ--CO, this radical can at each occurrence be attached either via L or via CO to the ring positions of Y.sup.2, Y.sup.3 and Y.sup.4.
Any alkyl in formula I can be either straight-chain or branched.
Any substituted alkyl radical in formula I generally has one or two substituents.
Any alkyls in the above formulae which are interrupted by oxygens in ether function preferably comprise one or two such oxygens.
Any substituted phenyls in the above formulae generally have 1-3 substituents.
R.sup.1, R.sup.2, X and Alk are each for example methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl or tert-butyl.
Further examples of Alk are pentyl, isopentyl, neopentyl, tert-pentyl, hexyl, 2-methylpentyl, heptyl, 1-ethylpentyl, octyl, 2-ethylhexyl, isooctyl (which is a trivial name derived from the alcohols obtained by oxo synthesis--cf. Ullmann's Encyclopedia of Industrial Chemistry, 5th Edition, Vol. A 1, 290-293, and Vol. A 10, 284 and 285), 2-methoxyethyl, 2-ethoxyethyl, 2-propoxyethyl, 2-isopropoxyethyl, 2-butoxyethyl, 2- or 3-methoxypropyl, 2- or 3-ethoxypropyl, 2- or 3-propoxypropyl, 2- or 3-butoxypropyl, 2- or 4-methoxybutyl, 2- or 4-ethoxybutyl, 2- or 4-propoxybutyl, 3,6-dioxaheptyl, 3,6-dioxaoctyl, 4,8-dioxanonyl, 3,7-dioxaoctyl, 3,7-dioxanonyl, 4,7-dioxaoctyl, 4,7-dioxanonyl, 2- or 4-butoxybutyl, 4,8-dioxadecyl, 3,6,9-trioxadecyl, 3,6,9-trioxaundecyl, 2-methylthioethyl, 2-ethylthioethyl, 2- or 3-methylthiopropyl, 2- or 3-ethylthiopropyl, 2- or 4-methylthiobutyl, 2- or 4-ethylthiobutyl, 2-methylsulfonylethyl, 2-ethylsulfonylethyl, 2- or 3-methylsulfonylpropyl, 2- or 3-ethylsulfonylpropyl, 2- or 4-methylsulfonylbutyl, 2- or 4-ethylsulfonylbutyl, chloromethyl, 2-chloroethyl, 2- or 3-chloropropyl, benzyl, 1- or 2-phenylethyl, 3-benzyloxypropyl, 2-hydroxyethyl, 2- or 3-hydroxypropyl, cyanomethyl, 2-cyanoethyl, 2- or 3-cyanopropyl, 2-acetyloxyethyl, 2- or 3-acetyloxypropyl, 2-isobutyryloxyethyl, 2- or 3-isobutyryloxypropyl, carboxylmethyl, 2-carboxylethyl, 2- or 3-carboxylpropyl,-2-sulfatoethyl or 2- or 3-sulfatopropyl.
Further examples of R.sup.1 and R.sup.2 are fluorine, chlorine, bromine, methoxycarbonyl, ethoxycarbonyl, propoxycarbonyl, isopropoxycarbonyl or butoxycarbonyl.
Examples of Ar are phenyl, 2-, 3- or 4-methylphenyl, 2-, 3- or 4-ethylphenyl, 2-, 3- or 4-propylphenyl, 2-, 3- or 4-isopropylphenyl, 2-, 3- or 4-butylphenyl, 2,4-dimethylphenyl, 2-, 3- or 4-methoxyphenyl, 2-, 3- or 4-ethoxyphenyl, 2-, 3

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