JPS58191755A - Reactive dye for cellulosic fiber - Google Patents

Abstract

NEW MATERIAL:A compound of formula I (D is diazo residue of benzene or naphthalene; R<1> is H, methyl, ethyl; R<2>, R<3> are H, methyl, methoxy, sulfonic acid; X is aliphatic or aromatic amine residue bearing 1-2 sulfonic groups). EXAMPLE:The compound of formula II. USE:It dyes cellulosic fiber such as cotton, linen or viscose rayon or blend fabrics thereof with synthetic fiber such as polyester orange to cardinal fast to chlorine, sweat and sun light. PREPARATION:For example, the condensation reaction between a pigment of formula III and an amine of the formula: X-H in an aqueous solution at 30-40 deg.C is followed by the condensation reaction between the product of formula IV and a compound of formula V in an aqueous medium at 90-95 deg.C.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a reactive dye for cellulose fibers.

Specifically, the present invention relates to vinylsulfonyl-type reactive dyes for dyeing cellulosic fibers, particularly natural or regenerated cellulose fibers, in a fast and intense orange to scarlet color.

The reactive dye for cellulose fibers of the present invention has the general formula (1) (wherein, D represents a benzene or naphthalene-based diazo component residue, R1 represents hydrogen, a methyl group, or an ethyl group, and R2 and Ra represent hydrogen , a methyl group, a methoxy group, or a sulfonic acid group, and X represents an aliphatic or aromatic amino residue having 1 or λ sulfonic acid groups).

The dye represented by the paw general formula [I] of the present invention is, for example, a dye represented by the general formula [舊] O j (wherein D and R1 have the same meanings as in the paw general formula [I]). and the following general formula (wherein,
C is condensed to form a compound represented by the following general formula [■] 0 (wherein, D , R1 and X have the same meanings as in the forefoot general formula [1]). A compound represented by R snow (wherein R3 and R1 have the same meanings as in the forefoot general formula [I]) in an aqueous medium? It is easily produced by condensation with θ~TanaC.

Cellulose fibers that can be dyed with the reactive dye of the present invention include natural fibers such as cotton and hemp, recycled fibers such as viscose rayon, cellulose ψ fibers and polyester fibers,
Examples include blended products with synthetic fibers such as polyacrylic C1-tolyl fibers.

In order to dye cellulose fibers using the reactive dye of the present invention, an inorganic alkali such as an acid binder such as heavy furnace acid soda or sodium carbonate may be used in the presence of an organic base such as triethylamine. can do. For example, in the case of dyeing by dip dyeing, the dyeing can be carried out by a conventional method in the presence of an inorganic salt such as common salt or mirabilite salt and an acid binder at a temperature of 60°C to 60°C.

Furthermore, when dyeing by textile printing, there are commonly used methods such as sodium alginate, urea, and I! Dyeing can be done using a method that uses a single inhibitor and an acid binder. Further, various dyeing methods used for vinylsulfonyl type water-soluble reactive dyes such as a pad batch method and a pad steam method can be applied. The dye of the present invention has a very high dyeing rate and is also advantageous in terms of wastewater treatment after dyeing. On the other hand, the fastness to chlorine, which has become a problem in recent years, is at an amazingly high level compared to conventional dyes of the same color tone, and the fastness to sweat and sunlight, which is a problem in terms of composite fastness, is also high and orange. It also has very high practical value as a scarlet dye.

Hereinafter, the method of the present invention will be explained in detail through Examples, but the present invention is not limited to these Examples unless the gist thereof is exceeded.

Example: A cotton cloth/It was immersed in a dye bath prepared by dissolving the dye θ, J f shown by Beak Fuse 80, H (λmaxtO, 2 nm) in 300 d of water, and adding and dissolving Glauber's Salt 201 for 30 minutes. The temperature was raised to soC. Next, 15 liters of soda carbonate was added and dyed at 20C for 7 hours, followed by washing with water, annealing, washing with water, and drying to obtain a scarlet dyed product. The degree of dyeing of this dye is very high, and the dyed product obtained is extremely dense, and the chlorine fastness is class J (available chlorine - 0 ppm according to JIS Off), and it has excellent light fastness.
Sweat-sunlight fastness was also good.

The dye used in this example was a compound represented by the formula l-1 nyl proportion and 3-aminobenzenesulfonic acid 1 mole proportion in water 1111 & 30% - bait 0.
While keeping the liquid neutral with sodium carbonate, the liquid was stirred for 3 hours to obtain a dye of formula 3-(β-hydroxyethyl)sulfonylaniline sulfate in a molar proportion of 9θ~? in an aqueous medium. I
While keeping the liquid at pH 1 to O with sodium acetate at C.
After stirring for an hour, the mixture was salted out with potassium chloride.

Example- Structural formula %formula%) Cotton cloth was printed at the Queen's disposal using the dye shown in .

dye -,oy urea t
o, of sodium alginate 3.
θV3-Sodium nitrobenzenesulfonate
0. rf sodium hexametaphosphate
o, f fSoda bicarbonate 1. o
y water, remainder ioo, o t That is, the printing paste with the above composition was printed on cotton cloth, intermediately dried at roC, then steamed at 100C, then washed with water, soaped,
Washed with water and dried.

As a result, a deep orange dyed product with good light fastness and wet fastness was obtained. In addition, the single-element fastness of this dyed product is grade 1 (J engineering grade).
The effective chlorine (J Oppm) was very good.

The dye used in this example was a mixture of 7 molar proportions of the dye shown by the formula and 1 molar proportion of sudisulfonic acid in an aqueous medium. While stirring for 3 hours, the dye of formula 12 was prepared, and 7 mol ratio of Hiro-(β-hydroxyethyl)sulfonylaniline chain acid ester was added to the aqueous medium at a ratio of 9 to 9 tons.
I) The mixture was stirred for 70 hours while maintaining the pH at ~6 with ram, and then salted out with potassium chloride.

Example 3 The results of dyeing cotton cloth using the dyes shown in the table below in a manner similar to Example 1 are as follows.

Claims (1)

[Claims] (1) General formula (in the formula, D represents a benzene or naphthalene-based diazo component residue, R1 represents hydrogen, a methyl group, or an ethyl group, and Hm and Ha represent hydrogen, a methyl group, a methoxy group, or a sulfonic acid group) and X represents an aliphatic or aromatic amino residue having λ sulfonic acid groups.) A reactive dye for cellulose fibers.