Organic compounds -- part of the class 532-570 series – Organic compounds – Azo
Patent
1996-07-15
1998-04-14
Higel, Floyd D.
Organic compounds -- part of the class 532-570 series
Organic compounds
Azo
534573, 8639, 8662, C09B 62825, C09B 2901, C09B 29033, C09B 2908, D06P 326, D06P 382
Patent
active
057392994
DESCRIPTION:
BRIEF SUMMARY
This application claims benefit of international application PCT/GB94/02831, filed Dec. 30, 1994.
The present invention relates to a process for colouring synthetic textile materials, to synthetic textiles when coloured, to a process for the mass coloration of plastics, to plastics when coloured, to certain novel azo dyes and to compositions containing azo dyes.
GB-A-856,348 relates to water insoluble monoazo dyestuffs and discloses one specific dye containing a 4-fluorosulphonylnaphth-1-yl group which is disclaimed from the present claims.
GB-A-819,664 relates to water insoluble monoazo dyestuffs and discloses two specific dyes both of which are disclaimed from the present claims.
U.S. Pat. No. 2,576,037 relates to the coloration of cellulose acetate with certain --SO.sub.2 F containing azo dyes. Such dyes, particularly those which also contain --NC.sub.2 H.sub.4 OH groups or derivatives thereof are dye bath unstable and as such are unsuitable for coloration of polyester textile materials.
According to the present invention there is provided a process for colouring polyamide and aromatic polyester textile material or fibre blend thereof which comprises applying to the synthetic textile material a compound or mixture thereof, which is free from water solubilising groups, of Formula (1): carbocyclic group and at least one of A or D carries directly at least one --SO.sub.2 F group or carries a substituent to which at least one --SO.sub.2 F group is attached except for 4-(4-fluorosulphonylphenylazo)-N,N-dimethylaniline, provided that one of A or D is not 3,5-difluorosulphonylthien-2-yl, optionally substituted 1-phenyl-pyrazol-4-yl-5-one, 4-fluorosulphonylnaphth-1-yl or ##STR2## or that one of A or D does not carry an --NCH.sub.2 CH(OH)CH.sub.2 Cl, --NCOCH.sub.2 Cl or --NCH.sub.2 CH.sub.2 SO.sub.2 F substituent.
Different compounds of Formula (1) may be mixed or the compounds of Formula (1) may be mixed with dyes which do not contain an --SO.sub.2 F group. The mixtures may be simple physical mixtures or may be mixed crystals formed for example by co-crystallisation. Such mixtures generally show improvement in dyeing properties. Crystalline modifications of compounds of Formula (1) exist and it is intended that the present definition includes such crystalline modifications which may be formed by heat treatment.
The presence of one or more --SO.sub.2 F groups in a dye molecule generally improves the properties of that dye and confers surprisingly good wet-fastness and light-fastness properties.
According to a first embodiment of the present invention there is provided a process for colouring a synthetic textile material or fibre blend thereof which comprises applying to the synthetic textile material a compound or mixture thereof, which is free from water solubilising groups, of Formula (1) wherein A and D each independently is an optionally substituted heterocyclic or carbocyclic group in which at least one of A or D carries directly at least one --SO.sub.2 F group or carries a substituent to which at least one --SO.sub.2 F group is attached and at least one of A or D carries directly at least one ester group or carries a substituent to which at least one ester group is attached.
Azo dyes containing both an --SO.sub.2 F and an ester group have improved performances in wash fastness properties over azo dyes carrying only an --SO.sub.2 F group.
The synthetic textile material may be selected from secondary cellulose acetate, cellulose triacetate, polyamide, polyacrylonitrile and aromatic polyester. The synthetic textile material is preferably polyamide or aromatic polyester, more preferably aromatic polyester such as polyhexamethylene adipamide or polyethylene terephthalate and especially polyethlene terephthalate. Fibre blends may comprise mixtures of different synthetic textile materials or mixtures of synthetic and natural textile materials. Preferred fibre blends are those of polyester cellulose such as polyester-cotton. The textile materials or blends thereof may be in the form of filaments, loose fibres, yar
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Higel Floyd D.
Zeneca Limited
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