Bleaching and dyeing; fluid treatment and chemical modification – Organic additive for dye composition – dye composition... – Six-membered hetero ring having two or more ring hetero...
Patent
1996-12-05
1999-01-12
Shah, Mukund J.
Bleaching and dyeing; fluid treatment and chemical modification
Organic additive for dye composition, dye composition...
Six-membered hetero ring having two or more ring hetero...
534618, C09B 62018, D06P 138
Patent
active
058580263
DESCRIPTION:
BRIEF SUMMARY
This application is a 371 of PCT/KR96/00049 filed Apr. 8, 1996.
TECHNICAL FIELD
The present invention relates to formazan derivatives useful as reactive dye and a process for producing the derivatives. More specifically, the present invention relates to a novel dicyclic metal complex formazan derivatives used as a light blue dye and a process for producing the derivatives.
BACKGROUND ART
Generally, metal complex formazan derivatives are used as complex salt of divalent or trivalent metal such as copper, nickel, cobalt and chromium, have brighter colors than conventional azo dyes, and have an excellent compatibility with the other color dyes as compared with anthraquinone or dioxazine-based dyes.
Formazan derivatives as reactive dyes which have a form of copper complex or have a vinylsulfone group or both of vinylsulfone group and monochlorotriazine, have been developed long time ago. The conventional formazan are mostly tricyclic. Most of them are 2-carboxyl-5-sulfo-phenylhydrazine as hydrazine compound. These tricyclic formazans are expensive in manufactruing and poor in stability for alkali at the time of room tepperature immersion (cold pad) dyeing.
Typical tricyclic formazan compounds have the following formula: ##STR1## Specifically, Japanese Patent Publication No. 81-4783 describes a compound represented by the below formula: ##STR2##
However, the said compound of Japanese Patent Publication No.81-4783 is not good in solubility, dyeing property and state of remained bath. In addition, Japanese Patent Publication Sho 55-12187 and EP 0,099,721 disclose tricyclic formazan derivatives as dye similiar to the compound of the Japanese Patent Publication No.81-4783. But, these dyes are expensive in manufacturing cost and are not good in fastness.
Further, United Kingdom Patent Publication 1,194,504 discloses dicyclic formazan derivatives having the following formula: ##STR3##
The said dicyclic formazan derivatives is also not good in fastness and dyeing property.
U.S. Pat. No. 4,607,098 discloses a compound of the following formula which has more improved fastness than the said dicyclic formazan derivatives: ##STR4## However, these formazan compounds known in U.S. Pat. No. 4,607,098 have also somewhat problems in dyeing property and chlorine water.
DISCLOSURE OF THE INVENTION
The inventors have made extensive and intensive studies with a view to solving the above-described problems, and thereby have obtained novel formazan derivatives represented by the below formula (1): ##STR5## wherein A is benzene or naphthalene having 1 to 3 substituent groups and sulfo group (--SO.sub.3 M) in ortho-position for N-atom of hydrazone compound; group having 0-5 substituent groups, or heterocyclic group; group providing solubility for water; --OP.sub.3 H.sub.2, --SSO.sub.3 H.sub.2 or --OSO.sub.3 H; and
Formazan derivatives represented by the above formula (1) are produced by firstly condensing formazan compound of the below formula (2) with 1,3,5-trihalogeno-s-triazine to give formazan compound of the below formula (3), and secondly condensing the obtained formazan compound of the formula (3) with amine compound of the below formula (4): ##STR6##
Alternatively, formazan derivatives of the formula (1) are produced by reacting 1,3,5-trihalogeno-s-triazine with the amine compound of the formula (4) to give a compound of the below formula (5), and then reacting the obtained compound of the formula (5) with formazan derivatives of the formula (2): ##STR7##
The definitions in the compounds of the above formula (2) and (3) are same as in the compound of the formula (1). However, the substituents of benzene or naphthalene ring in definitions A and G are preparably halogen, nitro, C.sub.1 -C.sub.4 alkyl group, C.sub.1 -C.sub.4 alkoxy group, sulfamoyl group, N-mono or N,N-dialkyl(C.sub.1 -C.sub.4)sulfamoyl, C.sub.1 -C.sub.4 alkylsulfonyl group, phenylsulfonyl group, more preferably chlorine, bromine, nitro, methyl, ethyl, methoxy, ethoxy, sulfamoyl or N,N-dimethylsulfamoyl group.
If B is a straight or branched chain, it is p
REFERENCES:
patent: 4556706 (1985-12-01), Hegar et al.
patent: 4607098 (1986-08-01), Schwaiger
patent: 4935500 (1990-06-01), Omura et al.
Cho Sung Yong
Kim Dong Gil
Brezner David J.
Kyung-In Synthetic Corporation
Rao Deepak R.
Shah Mukund J.
Silva Robin M.
LandOfFree
Dicyclic metal complex formazan derivatives, process for produci does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Dicyclic metal complex formazan derivatives, process for produci, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Dicyclic metal complex formazan derivatives, process for produci will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-1509617