Organic compounds -- part of the class 532-570 series – Organic compounds – Azo
Patent
1992-06-25
1993-12-07
Lee, Mary C.
Organic compounds -- part of the class 532-570 series
Organic compounds
Azo
534632, 534635, 534637, C09B 62026, C09B 6208, C09B 6224, D06P 1382
Patent
active
052684580
DESCRIPTION:
BRIEF SUMMARY
DESCRIPTION
The present invention relates to the technical field of fiber-reactive azo dyes.
Large numbers of fiber-reactive azo dyes which have a di- or trisulfonaphthylamine as the diazo component and a fiber-reactive radical from the heterocyclic series are known, for example, from U.S. Pat. Nos. 2,951,070, 3,216,826 and 4,122,079, German Auslegeschrift 1,135,592, British Patents 1,165,661 and 1,169,254, and British Patent Application PublicationNo. 2,057,479A. The rising demands on the quality, economy and brilliance of the dyeings have made necessary the development of novel azo dyes whose properties in this respect are improved and which, in addition, have simple technical properties in use.
With the present invention, novel azo compounds have now been found which correspond to the formula (1) ##STR1## In this formula: M is a hydrogen atom or a salt-forming metal atom such as, in particular, an alkali metal atom such as sodium, potassium or lithium; ##STR2## in which M has the abovementioned meaning, ethyl, or is alkyl which has 1 to 4 carbon atoms such as, for example, ethyl and which is substituted by sulfo, carboxyl, sulfato, phosphato, hydroxyl, methoxy, ethoxy, phenyl, monosulfophenyl or disulfophenyl, and is preferably hydrogen, contains an alkali-detachable substituent, ##STR3## in which
M has one of the abovementioned meanings and
R.sup.1 is hydrogen or alkyl having 1 to 4 carbon atoms such as ethyl and, in particular, methyl,
E is a radical of the formula (4a), (4b), (4c) or (4d) ##STR4## in which R is hydrogen, alkyl having 1 to 4 carbon atoms such as methyl, cyano, carboxyl, carbalkoxy having 2 to 5 carbon atoms such as carbomethoxy and carboethoxy, carbamoyl or phenyl, preferably methyl, carboxyl, cyano, carbomethoxy or carboethoxy, particular, methyl, alkoxy having 1 to 4 carbon atoms such as ethoxy and, in particular, methoxy, fluorine, bromine, chlorine, sulfo, carboxyl, carbalkoxy having 2 to 5 carbon atoms such as carbomethoxy and carboethoxy, trifluoromethyl, carbamoyl or N-(C.sub.1 -C.sub.4 -alkyl)-carbamoyl, preferably hydrogen, methoxy, ethoxy, methyl or chlorine, if Q is a benzene ring, or particular, methyl, or alkoxy having 1 to 4 carbon atoms such as ethoxy and, in particular, methoxy, or chlorine or sulfo, preferably hydrogen, methoxy, ethoxy or methyl, if Q is a benzene radical, or is hydrogen or sulfo, if Q is a naphthalene radical, particular, methyl, or alkoxy having 1 to 4 carbon atoms such as ethoxy and, in particular, methoxy, or bromine, chlorine, trifluoromethyl, sulfo, carboxyl or cyano, preferably hydrogen, methyl, methoxy or sulfo, particular, methyl, or alkoxy having 1 to 4 carbon atoms such as ethoxy and, in particular, methoxy, or chlorine, amino, alkylamino having 1 to 4 carbon atoms such as ethylamino, alkanoylamino having 2 to 5 carbon atoms such as acetylamino and propionylamino, or benzoylamino, ureido, N'-phenylureido, N'-(C.sub.1 -C.sub.4 -alkyl)ureido, phenylsulfonyl or alkylsulfonyl having 1 to 4 carbon atoms such as ethylsulfonyl and methylsulfonyl, and preferably acetylamino, methyl, ureido or hydrogen,
R.sup.6 is hydrogen or sulfo,
M has one of the abovementioned meanings,
m is the number 1 or 2,
v is the number zero or 1 and --K--N(R.degree.)-- is the bivalent radical of a water-soluble coupling component such as, for example, a radical of the formula (5a), (5b), (5c), (5d), (5e), (5f), (5g), (5h) or (5i) ##STR5## in which M, m, Q, D, R, R.degree., R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6 and v have one of the abovementioned meanings, --NH--CO--phenylene, --NH--CO--NH--phenylene, --N(CH.sub.3)--CO--phenylene, --N(CH.sub.3)--CO--NH--phenylene or --NH--phenylene, selected from the group consisting of alkyl having 1 to 4 carbon atoms such as ethyl and, in particular, methyl, or by alkoxy having 1 to 4 carbon atoms such as ethoxy and, in particular, methoxy, chlorine, carboxyl and sulfo, or is an alkylene having 1 to 6 carbon atoms, preferably 1 to 4 carbon atoms, such as, for example, ethylene, or is an alkylenephenylene with an alkylene
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patent: 3261826 (1966-07-01), Andrew
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patent: 4578457 (1986-03-01), Seiler
patent: 4988803 (1991-01-01), Stohr et al.
Hussong Kurt
Springer Hartmut
Hoechst Aktiengesellschaft
Lee Mary C.
Powers Fiona T.
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