Organic compounds -- part of the class 532-570 series – Organic compounds – Azo
Patent
1997-03-27
1998-08-04
Powers, Fiona T.
Organic compounds -- part of the class 532-570 series
Organic compounds
Azo
534638, 534641, 534642, 562 43, 562 55, C09B 62507, C09B 6208, D06P 138, C07C30947
Patent
active
057895570
DESCRIPTION:
BRIEF SUMMARY
This application is a 371 of PCT/EP95/03687 filed Sep. 19, 1995.
The present invention relates to novel reactive dyes of the formula I ##STR2## where n is 1 or 2, W.sup.1 --SO.sub.2 --Y or W.sup.2 (--SO.sub.2 --Y).sub.2, where W.sup.1 is C.sub.1 -C.sub.4 --alkylene or unsubstituted or substituted phenylene, W.sup.2 is a trivalent radical of a benzene ring which is unsubstituted or substituted and Y is vinyl or a radical of the formula C.sub.2 H.sub.4 --Q, where Q is a group which can be eliminated under alkaline reaction conditions, C.sub.5 -C.sub.7 --cycloalkyl or phenyl which is substituted by C.sub.1 -C.sub.4 --alkyl, C.sub.1 -C.sub.4 --alkoxy, carboxyl or a radical of the formula CONH--W.sup.1 --SO.sub.2 --Y or SO.sub.2 --Y, where W.sup.1 and Y each have the abovementioned meanings, or, if n is 2, R.sup.3 may furthermore be carboxy--C.sub.2 -C.sub.4 --alkyl or hydroxysulfonyl--C.sub.2 -C.sub.4 --alkyl, linking them, form a 5-membered or 6-membered saturated heterocyclic radical which may have further hetero atoms, and
D, if n is 1, is a radical of the formula ##STR3## or, if n is 2, is a radical of the formula ##STR4## where R.sup.5, R.sup.6 and R.sup.7, independently of one another, are each hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy or hydroxysulfonyl, E.sup.1 is a heterocyclic mechanism or a mechanism from the aliphatic series, E.sup.2 is hydrogen or E.sup.1, and T is a bridge member, dyeing or printing hydroxyl-containing or nitrogen-containing organic substrates, and novel aminonaphthalenes.
EP-A-369 385 discloses azo-based reactive dyes which contain 1-hydroxy-3-hydroxysulfonyl-7-(2-cyano-, 2-hydroxysulfonyl- or 2-carbamoylethylamino)naphthalene as a coupling component.
Furthermore, DE-A-2 154 942 and DE-A-2 163 389 describe reactive dyes of this class having 1-hydroxy-3-hydroxysulfonyl-7-methyl- or phenylaminonaphthalene as a coupling component.
It is an object of the present invention to provide novel reactive dyes which are derived from phenylazonaphthalene dyes. The novel dyes should have advantageous performance characteristics.
We have found that this object is achieved by the reactive dyes of the formula I which are defined at the outset.
The novel reactive dyes of the formula I are each present in the form of the free acid. Of course, the claims also relate to the salts thereof.
Suitable cations are derived from metal or ammonium ions. Metal ions are in particular the lithium, sodium or potassium ions. For he purposes of the present invention, ammonium ions are to be understood as meaning unsubstituted or substituted ammonium cations. Substituted ammonium cations are, for example, monoalkyl-, dialkyl-, trialkyl-, tetraalkyl- or benzyltrialkyl- ammonium cations or cations which are derived from nitrogen-containing 5- or 6-membered saturated heterocycles, such as pyrrolidinium, piperidinium, morpholinium, piperazinium or N-alkylpiperazinium cations or the N-monoalkyl- or N,N-dialkyl-substituted products thereof. Alkyl is to be understood in general as meaning straight-chain or branched C.sub.1 -C.sub.20 -alkyl which may be substituted by hydroxyl and/or interrupted by from 1 to 4 oxygen atoms as an ether function.
All alkyl and alkylene radicals occurring in the abovementioned formula I may be either straight-chain or branched.
If substituted alkyl groups occur in the abovementioned formula I, they have, as a rule, 1 or 2 substituents.
If substituted phenyl, phenylene or benzenetriyl groups occur in the abovementioned formula, suitable substituents are, for example, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, halogen, hydroxysulfonyl, sulfamoyl or C.sub.1 -C.sub.4 -mono- or dialkylsulfamoyl, unless stated otherwise. In this case, they have, as a rule, from 1 to 3, preferably 1 or 2, substituents.
If R.sup.3 and R.sup.4, together with the nitrogen atom linking them, form a 5-membered or 6-membered saturated heterocyclic radical which may have further hetero atoms, suitable radicals of this type are, for example, pyrrolidinyl, piperidinyl, morpholinyl, thiomorpholinyl,
REFERENCES:
patent: 1864425 (1932-06-01), Fritzsche
patent: 3925351 (1975-12-01), Meininger et al.
patent: 4002606 (1977-01-01), Schlafer et al.
patent: 4036825 (1977-07-01), Fuchs et al.
patent: 4066638 (1978-01-01), Fuchs et al.
patent: 4134887 (1979-01-01), Fuchs et al.
patent: 4248776 (1981-02-01), Papa et al.
patent: 5023326 (1991-06-01), Tzikas et al.
patent: 5439517 (1995-08-01), Yoshida et al.
patent: 5569748 (1996-10-01), Reiher et al.
patent: 5647897 (1997-07-01), Ouki et al.
patent: 5681937 (1997-10-01), Patsch et al.
Kosower et al., J. Am. Chem. Soc., 96:19, Sep. 18, 1974, 6195-6196.
Colour Index, Third Edition, vol. 4, p. 4801, 1971.
Morris et al., Chemical Abstracts, 60:12029d (1964).
McKay et al., Chemical Abstracts, 61:8445h (1964).
Ames et al., Chemical Abstracts, 53:5608 f (1959).
Dornhagen Jurgen
Kilburg Heike
Loffler Hermann
Patsch Manfred
Schaffer Ortwin
BASF - Aktiengesellschaft
Powers Fiona T.
LandOfFree
Reactive azo dyes with a coupler of the aminonaphthalene series does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Reactive azo dyes with a coupler of the aminonaphthalene series, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Reactive azo dyes with a coupler of the aminonaphthalene series will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-1178418