JPS59140265A - Dye for composite fiber - Google Patents

Abstract

NEW MATERIAL:Water-soluble org. compounds having reactive halogenotriazinyl groups and cationic groups and represented by formula I wherein D is the parent dye residue; R<1> is H, methyl; R<2>, R<3>, R<4> are each methyl, ethyl; X is halogen; Y is -O-, -S-, >NR<5> (wherein R<5> is H, methyl ethyl); Z is methylene, ethylene, trimethylene; A is an anionic group; n is an integer. USE:Dyes which dye or print composite fibers contg. acrylic fiber (e.g. textile blend composed of acrylic fiber and cotton) yellow to blue. PREPARATION:A compd. of formula II is reacted with an alkylating agent of formula III in a quantity of nX(1-1.1) times by mol that of the compd. of formula II in an org. solvent such as acetone or toluene at room temp. to 90 deg.C for 0.5-5hr.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a dye for composite fibers containing acrylic fibers. Specifically, it relates to a dye that simultaneously dyes acrylic fibers and composite fibers made of wool, synthetic polyamide, or cellulose with a water-soluble dye having at least seven reactive halogenotriazinyl groups and a cationic group in the dye structure. .

Conventionally, acrylic fibers are dyed with cationic dyes having cationic groups, and wool, synthetic polyamide, and cellulose fibers are dyed with -
It is dyed with acid dyes, metal-containing dyes, direct dyes, or reactive dyes having anionic groups such as 8O, Na groups, and -coona groups.

Therefore, when dyeing these composite fibers, it is carried out using a blended dye system of both, but in general dyeing where cationic dyes and anionic dyes coexist, the dyes form a complex due to the difference in charge. , there are many problems that make dyeing impossible.

In view of this, the present inventors conducted extensive research and found that if a cationic water-soluble dye having at least 7 reactive lognotriazinyl groups is used, acrylic fibers (dyed by ionic bonds) can be dyed. We have discovered that mixed fibers of wool and synthetic wool polyamide or cellulose fibers (dyed by covalent bonds) can be dyed in one step, and have arrived at the present invention.

That is, the dye according to the present invention has a 16o3H group or 10OO group.
10
Represents a gen atom, 5. ), -2- represents a methylene group, ethylene group or trimethylene group, A represents an anionic group, and n is a positive integer. ] This is a dye for mixed fibers of acrylic fibers and wool, synthetic polyamide or cellulose fibers.

The dye represented by the forepaw general formula [I] is represented by the following general formula [wherein,
Dlfl", R", R3, X, Y, Z o and ni
Same as above definition. ] and the general formula [■] R” −A ・・・・・・2・・・・・・・・・[
[Seal]c R3 and A are the same as defined above. ) can be easily produced by reacting with an alkylating agent represented by:

The parent structure represented by the general formula [1] of the present invention includes monoazo, disazo, anthraquinone, nitro,
Stilbene-based, methine-based, azamethine-based, polymethine-based, perinone-based, quinophthalone-based, and naphthoimine-based threads are mentioned. In particular, monoazo-based, disazo-based, and anthraquinone threads are preferably used. These dye matrices may contain heavy metals if necessary.

Specifically, Tokukai Akira! 'l-735#l' Same!T,!F-4
4739〃! ! -Ta2769 Same! ! −
733gt6113! -/Otogu 2!0 Same J-6-7
! Dye matrices described in 706g et al. can be used.

The halogen atom represented by X in the general formula CI) includes a fluorine atom, a chlorine atom, and a bromine atom, and a fluorine atom is particularly preferable because it is highly popular.

Specific examples of the alkylating agent R"-, A represented by the general formula [1] include dimethyl sulfate, diethyl sulfate, methyl bromide,
Examples include ethyl bromide, methyl iodide, ethyl iodide, p-)luenesulfonic acid methyl ester, and 9-acid triethyl ester.

To produce the dye represented by the general formula CD of the present invention, a compound represented by the general formula [l] in an organic solvent such as acetone, methyl ethyl ketone, dioxane tetrahydrofuran, toluene, chlorobenzene, dichlorobenzene, nitrobenzene, etc. and for the compound, nX(/, θ~to/
) times the molar amount of the alkylating agent represented by the general formula [13] at room temperature to 0°C o, r~! Just heat it for about an hour.

It can be obtained by cooling the resulting reaction product system and then filtering the resulting precipitate.

A mixed fiber product dyed with a dye represented by general formula [I],
Mixed knit products are available.

Here, cellulose fibers include cotton, hemp natural fibers,
Examples include semi-synthetic fibers such as viscose rayon and copper ammonia rayon.

In carrying out dyeing, the aqueous solution of the general formula [1] shown above can be used as it is as a dye bath in the dip dyeing method, a padding bath in the padding dyeing method, or as a printing dye paste in combination with a sizing agent. Can be used as

Mixture of acrylic fiber, wool, and synthetic polyamide cellulose fiber 41! When padding dyeing or printing fibers, use urea or average molecular weight θθ~! The use of polyhydric alcohols that do not react with dyes in which the hydroxyl groups at both ends are dimethylated or diacetylated, such as polyethylene glycol and polypropylene glycol, which have a θO degree, and also for the purpose of promoting the reaction between dyes and hydroxyl groups or amino groups. The use of acid binders is preferred.

These acid binders are preferably alkali precursor compounds that generate alkali when heated in the presence of water, such as sodium trichloroacetate.

The amount of urea or polyhydric alcohol to be used is approximately 3 to 3/wt. for the nodding bath or printing dyeing paste, and the amount of sodium trichloroacetate to be used is based on the general formula [X in 13].
is a fluorine atom, 0.3 to 0. ! Parts by weight, /, 0 to /, for chlorine atoms or bromine atoms. Weight level is desirable 1
- Yes.

Dye fixing method is ld9t in dip dyeing method.
'O~/θ! For padding dyeing or textile printing, dry at 10θ~/30'Q for about 30-0 minutes at ℃.
With saturated steam! 7600-220°C for ~10 minutes
Heat treatment may be performed with hot air or superheated steam for 30 seconds to 10 minutes.

Subsequently, by washing with hot water containing a common surfactant, a vivid and uniformly dyed product with good wet fastness can be obtained.

Hereinafter, the invention will be explained in more detail with examples,
The present invention is not limited to the following examples unless it exceeds the gist thereof.

In addition, "parts" in the examples indicate "parts by weight."

Example / The above 4H dye / part e% sodium alginate 7 #re, sj
teto5 etele/glycol dimethyl ether
5-part sodium trichloroacetate
O, S part water 3I
700 parts of lr+j part A printing dyeing paste with the above composition was prepared, and an acrylic/wooden fabric (mixing ratio of 60/fθ) was printed using a screen printing machine, and an intermediate dry wire was applied at 70°C for 3 minutes. , 1bj treatment was carried out at 770° C. for 7 minutes using superheated steam. After washing this product with water, use a cleaning solution containing 2 g/l (D,',:=-A-7 surfactant Oki) (Kao Soap @ (trademark) Score Roll Nag θ0) at a bath ratio of 70 at a bath ratio of 30. A uniform yellow dyeing of excellent wet fastness was obtained in this way, which was soaked pink for 20 minutes at 0.degree.

The dye used in the wood example is the following structural dye, Otsu 7g.
and dimethyl sulfate to 3y in dioxane 100-! 0℃
The reaction was carried out for 3 hours, and after cooling, the precipitated crystals were filtered out (yield: j-/Fl).

λmax of ice crystal (0% methanol water) is 0 nm
Met.

Example The above structural dye 2 parts Diethylene glycol thioether Oto part Sodium trichloroacetate 0.3 parts Water
A padding bath with the above composition was prepared, and the blended fabric was impregnated with 1 acrylic/nylon (mixing ratio: 7.zo) to determine the pattern percentage. After the temperature was set to θ%, steam fixation was carried out at 700° C. for 7 minutes. When this material was treated according to the method described in the examples/descriptions, a uniform, vivid blue dyeing with excellent wet fastness was obtained.

The dye used in this example was sweetened according to the method described in Example.

This product's λma, x (and 0% methanol water) are! ? /n
It was m.

Example: Mixed fibers of acrylic/wool (mixing ratio jO/jθ) were mixed with /wt% aqueous solution (pH 7, j) of the above dye.
After processing for a long time, it is necessary to wash it with hot water to make it uniform.
A non-irritating red dyeing was obtained.

The dye used in this example was synthesized according to the method described in Example.

λmaz (r 0% methanol water) of this product is 55.2
It was nm.

Example Z The fibers used in Example
Dyeing was carried out in exactly the same manner as in Example 1, except that a mixed fabric (mixing ratio to/lo) was used, and a uniform yellow dyed product with excellent wet fastness was obtained.

Example j～/g The dyeing was carried out in the same manner as in Example/ except that the dye used in Example/ was changed to the dye shown in Table -/.
A printed fabric with excellent wet fastness of the hue shown in was obtained.

In addition, λmaz (J'θ of methanol water) of the dye used is shown in Table 2.

show.

Example/l-:, z.

Dyeing was carried out in exactly the same manner as in Example 2, except that the dye used in Example 2 was changed to the dye shown in Table 2. Table 2
A dyed product with excellent wet fastness of the hue shown in was obtained.

In addition, λma, z (and O) of the dyes used in Table C are shown.

Claims (1)

[Claims] (1) General formula that does not have -80, H group or -coon group [In the formula, D is a dye matrix residue, R1 is a methyl group spanning a hydrogen atom, x2, R8 and R4 are a methyl group or an ethyl group. In the formula, X represents a halogen atom, -Y- represents a -0- group, a -8- group or an 11 group, an ethylene group or a trimethylene group, A represents an anionic group, and n is a positive integer. ] A dye for mixed fibers of acrylic fibers and wool, synthetic polyamide or cellulose fibers.