Triazine derivatives as fixers in coloring and as cross-linking

Details Triazine derivatives as fixers in coloring and as cross-linking Triazine derivatives as fixers in coloring and as cross-linking

1998-09-25

2000-09-19

Raymond, Richard L.

Bleaching and dyeing; fluid treatment and chemical modification

Acylating agent or cross-linker dye additive, composition,...

8566, 8673, 8680, 544196, 544197, 544198, 544208, 544209, C07D25170, D06M 13358

Patent

active

061205621

DESCRIPTION:

BRIEF SUMMARY
DESCRIPTION

The present invention relates to novel triazine derivatives of the formula I: ##STR1## where
R.sup.1 is NL.sup.1 L.sup.2 or OL.sup.1 ;
R.sup.2 is NL.sup.1 L.sup.2 or OL.sup.1 or halogen;
R.sup.3 is NL.sup.1 L.sup.2, OL.sup.1, C.sub.1 -C.sub.4 -alkyl or phenyl, which may be substituted once or twice by hydroxysulfonyl, chlorine, nitro, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, cyano, carboxyl, acetylamino, hydroxysulfonylmethyl or --CO--NL.sup.1 --Z--SO.sub.2 --Y;
L.sup.1 is hydrogen or C.sub.1 -C.sub.10 -alkyl which can be substituted with --SO.sub.2 --Y and which is uninterrupted or interrupted each time by 1-3 oxygens in ether function or by nonadjacent iminos or C.sub.1 -C.sub.4 -alkyliminos;
L.sup.2 is L.sup.1 or phenyl which can be substituted once or twice with hydroxysulfonyl, chlorine, nitro, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, cyano, carboxyl, acetylamino, hydroxysulfonylmethyl or -Z--SO.sub.2 --Y or NL.sup.1 --CO--NL.sup.1 --Z--SO.sub.2 --Y, pyrrolidinyl, piperidinyl, morpholinyl, piperazinyl or N--(C.sub.1 -C.sub.4 -alkyl) piperazinyl;
Z is C.sub.2 -C.sub.6 -alkylene which is unsubstituted or substituted by hydroxyl, chlorine, cyano, carboxyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, C.sub.1 -C.sub.4 -alkanoyloxy or sulfato and may be interrupted each time by 1 or 2 oxygens in ether function or by nonadjacent iminos or C.sub.1 -C.sub.4 -alkyliminos;
Y is vinyl or C.sub.2 H.sub.4 --Q in which Q is an alkali-eliminable group;
with the proviso that in R.sup.1 L.sup.1 is C.sub.1 -C.sub.10 -alkyl substituted with --SO.sub.2 --Y and is uninterrupted or interrupted each time by 1-3 oxygens in ether function or by nonadjacent iminos or C.sub.1 -C.sub.4 -alkyl-iminos, or nitrogen-containing organic substrates and as cross-linkers for regenerated cellulose or materials containing cellulose.
K. Venkataraman in The Chemistry of Synthetic Dyes, Volume 6, Academic Press, New York, London, 1972, pp 201 to 208 discloses fixation aids for dyeing with anionic dyes.
However, it has been found that the compounds described therein do not yet fully live up to expectations.
It is an object of the present invention, therefore, to provide novel triazine derivatives advantageously suitable for employment as fixation aids when using anionic dyes to dye hydroxyl- or nitrogen-containing organic substrates and as crosslinkers for regenerated cellulose.
We have found that this object is achieved by the above-defined triazine derivatives of the formula I.
Where the novel triazine derivatives of the formula I carry hydroxysulfonyls or carboxyls, then the claims of course embrace their salts as well.
Suitable cations are metal ions or ammonium ions, the former being, in particular, lithium, sodium and potassium ions and the latter referring for the purposes of the invention to unsubstituted or substituted ammonium cations. Examples of substituted ammonium cations are monoalkyl-, dialkyl-, trialkyl-, tetraalkyl- and benzyltrialkylammonium cations, or those cations derived from five- or six-membered saturated heterocycles containing nitrogen, such as pyrrolidinium, piperidinium, morpholinium or piperazinium cations or their N-monoalkyl- or N,N-dialkyl-substituted counter-parts. Alkyl here generally means straight-chain or branched C.sub.1 -C.sub.20 -alkyl which may be substituted by 1 or 2 hydroxyls and/or interrupted by 1-4 oxygens in ether function.
Any alkyl or alkylene mentioned in this application can be either straight-chain or branched.
Substituted alkyls or alkylenes in this application generally have 1 or 2 substituents.
For the purposes of the present invention, halogen is fluorine or chlorine.
Q is an alkali-eliminable group, i.e. one which can be eliminated under alkaline reaction conditions, examples being chloro, bromo, C.sub.1 -C.sub.4 -alkylsulfonyl, phenylsulfonyl, OSO.sub.3 H, SSO.sub.3 H, OP(O) (OH).sub.2, C.sub.1 -C.sub.4 -alkylsulfonyloxy, phenylsulfonyloxy, C.sub.1 -C.sub.4 -alkanoyloxy, C.sub.1 -C.sub.4 -dialkylamino or: ##STR2## where U.sup.1, U.sup.2 and U.sup.3 independently

REFERENCES:
patent: 3278253 (1966-10-01), Weckler et al.
patent: 3400121 (1968-09-01), Weckler et al.
patent: 5792222 (1998-08-01), Adam et al.
Schlaefer et al. EP 535495--Water-soluble azo compounds . . . CAPLUS Abstract Provided, 1994.
Ohme et al. DD 299416--Preparation of pyrrolidinium sulfobetaines . . . CAPLUS abstract provided, 1992.
K. Venkataraman, "The Chemistry of Synthetic Dyes", vol. 6, Academic Press, New York, London. 1972 pp 201-208.

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