Claims
- 1. A reactive dyestuff of the formula
- or a salt thereof, in which
- R.dbd.C.sub.1 -C.sub.5 -alkyl or phenyl,
- R.sub.1 .dbd.H or sulpho, Cl, Br or C.sub.1 -C.sub.4 -alkyl.
- 2. A reactive dyestuff according to claim 1 where R.dbd.Ch.sub.3 and R.sub.1 .dbd.SO.sub.3 H or H.
Priority Claims (1)
| Number |
Date |
Country |
Kind |
| 3900182 |
Jan 1989 |
DEX |
|
Parent Case Info
This application is a continuation, of U.S. patent application Ser. No. 452,905, filed Dec. 19, 1989, now abandoned.
The present invention relates to reactive dyestuffs of the formula ##STR2## and their salts, in particular their alkali metal or ammonium salts. Preferred salts are Li salts, particularly for dyestuffs having 2 sulfonic groups.
Formula (I) shows the dyestuffs containing sulphonic groups in the form of the free acids.
The preparation of the dyestuffs I is carried out, for example, according to the following processes:
1. By condensation of a reactive component of the general formula ##STR3## in which
Hal represents chlorine or fluorine, with an aminoazo dyestuff of the general formula ##STR4## in which
R and R.sub.1 have the indicated meaning,
2. By azo coupling of a condensation product of the formula ##STR5## with the diazonium compounds, which are obtained in the customary manner from the amines of the general formula (V) ##STR6## in which
R and R.sub.1 have the indicated meaning.
Reactive components of the general formula (II), for example, 4,6-difluoro-5-chloropyrimidine or 4,5-dichloro-6-fluoropyrimidine are known and are obtainable, for example, from 4,5,6-trichloropyrimidine by fluoride replacement using HF or alkali metal fluorides in aprotic solvents.
The condensation with aminoazo dyestuffs of the formula (II) is preferably carried out in aqueous solution or suspension in a pH range of 4-7. The hydrogen halide liberated is neutralized by addition of aqueous alkali, particularly lithium hydroxide, lithium carbonate or lithium bicarbonate.
The aminoazo dyestuffs of the general formula (III) can be obtained by conventional routes by azo coupling of diazonium compounds of the amines of the general formula (V) with compounds of the formula (VI), the conditions being so chosen that the coupling takes place in the o-position to the OH group of the I-acid derivative. ##STR7##
R.sub.2 represents an optionally substituted aliphatic or aromatic radical.
Following the coupling, the acyl radical --CO.sub.2 R is split off by warming in an acid or alkaline medium.
Suitable acyl radicals are, in particular, formyl, acetyl, maleonyl, carbamoyl or phthaloyl.
The following compounds are preferred as diazo components of the general formula (V): 1-amino-4-methoxybenzene-2-sulphonic acid, 1-amino-4-methoxybenzene-3-sulphonic acid, 1-amino-4-ethoxybenzene-2-sulphonic acid, 1-amino-4-ethoxybenzene-3-sulphonic acid, 4-aminodiphenyl-ether-2-sulphonic acid and 1-amino-4-methoxybenzene-2,5-disulphonic acid.
The novel dyestuffs are suitable for dyeing and printing materials containing hydroxyl and amide groups, such as textile fibres, threads and woven fabrics made of wool or silk and particularly for dyeing, and printing natural or regenerated cellulose, the treatment of cellulose materials being appropriately carried out in the presence of an acid-binding agent and if appropriate by the action of heat in accordance with the processes disclosed for reactive dyestuffs.
US Referenced Citations (1)
| Number |
Name |
Date |
Kind |
|
4007164 |
Bien et al. |
Feb 1977 |
|
Foreign Referenced Citations (3)
| Number |
Date |
Country |
| 0148496 |
Jul 1985 |
EPX |
| 2920949 |
Nov 1980 |
DEX |
| 1263003 |
Feb 1972 |
GBX |
Continuations (1)
|
Number |
Date |
Country |
| Parent |
452905 |
Dec 1989 |
|
Patent Grant
5093482
