JPS6025546B2 - Antistatic moisture absorption processing method for synthetic fibers - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a method for imparting antistatic hygroscopicity with excellent washing durability to synthetic fibers without changing their flexibility.

It has been well known that a polyethylene glycol compound having a polymerizable vinyl group in the molecule is applied to synthetic fibers, and the compound is polymerized on the fibers to impart antistatic and hygroscopic properties.

However, conventionally known methods have the drawback of poor washing durability and hard texture. In order to eliminate such drawbacks, the present applicant previously proposed a method in which a polyethylene glycol compound having a polymerizable vinyl group in the molecule is applied to synthetic fibers and then steam-treated in a wet state (Tokukan Sho 52- No. 5399).

This method can achieve some effect, but when used for applications that are frequently washed, such as work clothes and uniforms, the washing durability is still insufficient, and the antistatic moisture absorption effect may be lost during use. The problem remained that the information was being lost. The inventors of the present invention have conducted intensive studies to solve the drawbacks of the conventional method, and have found that when a triazine derivative compound is used in combination with a polyoxyethylene glycol compound having a polymerizable vinyl group in the molecule, the texture is impaired. The present invention was achieved by discovering that washing durability can be dramatically improved without any problems.

That is, the present invention involves attaching a polyoxyethylene glycol compound having two or more polymerizable vinyl groups in the molecule, a triazine derivative compound, a radical polymerization catalyst, and an acidic catalyst to a synthetic fiber, and heat-treating the synthetic fiber. This is an antistatic moisture absorption processing method for synthetic fibers. Examples of the synthetic fibers used in the present invention include polyester fibers, polyamide fibers, polyacrynitrile fibers, and the like.

The forms of synthetic fibers to be treated in the method of the present invention include yarn, cotton,
It can be in any form such as woven or knitted fabrics, nonwoven fabrics, or sewn products. It is particularly advantageous to process the material in the form of a woven or knitted fabric. As the polyoxyethylene glycol compound having two or more polymerizable vinyl groups in the molecule used in the present invention, compounds represented by the following general formulas m and (2) are preferred.

[In the formula, Y is CQCH20n, or n is an integer of 5 to 50, m is an integer of 1 to 20), and Z is hydrogen or a methyl group.

[In the formula, x is -CH2, or Y is fCQC day 20 n, or (n is an integer of 5 to 50, m is an integer of 1 to 20), and Z is hydrogen or a methyl group.

]The molecular weight of the polyoxyethylene segment is 250-1
500 is preferable, and 400 to 1000 is more preferable.

When the molecular weight of the polyoxyethylene segment is less than 25 degrees, it becomes insoluble in water, making it difficult and inconvenient to apply it to fibers using an aqueous solution. On the other hand, when the molecular weight of the polyoxyethylene segment exceeds 1500, it is recognized that washing durability tends to deteriorate. Specific examples of polyoxyethylene glycol compounds are as follows.

On the other hand, the triazine derivative compound used in the present invention means a compound having a triazine ring, and among them, a melamine derivative compound having the following general formula is particularly preferable.

[In the formula, R, ~R6 is one day, one OCnH range +,, C ratio O
Cn ratio n ten, (n is an integer from 1 to 16), one CH20 days,
One C&CH is 20 days, one CON day is 2, and CONHCH is 20 days. ] Specifically, monomethylolmelamine, dimethylolmelamine, trimethylolmelamine, tetratyolmelamine, bentamethylolmelamine, hexamethylolmelamine, trimethoxymethylmelamine, and monomethoxydimethylolmelamine can be mentioned.

Incidentally, the triazine derivative compound (melamine derivative compound) in the present invention includes an initial condensate of the above compound and an acid colloid compound.

Radical polymerization catalysts that act as polymerization catalysts for polyoxyethylene glycol compounds include ammonium persulfate, potassium persulfate, penzoyl peroxide, and the like.

Acidic catalysts that act as polymerization catalysts for triazine transfer compounds include organic acids such as formic acid, acetic acid, acrylic acid, oxalic acid, succinic acid, tartaric acid, glutamic acid, maleic acid, and phthalic acid, their ammonium salts, and amine salts. , organic acid salts such as sodium salts and potassium salts, sulfuric acid, persulfuric acid,
Inorganic acids such as hydrochloric acid, phosphoric acid, and nitric acid; inorganic acid salts such as their ammonium salts, potassium salts, magnesium salts, aluminum salts, and zinc salts; hydrochlorides of aliphatic amines such as alkanolamines and alkylhydroxylamines; I can give you sulfates.

The amount of the poly-IJ oxyethylene glycol compound deposited on synthetic fibers is usually 0.5 to 1% by weight. If it is less than 0.5% by weight, it is difficult to obtain the desired effects of the present invention.

The most preferred range is 1-5% by weight. The triazine transfer compound is preferably used in an amount of 25 to 75% by weight, based on the polyoxyethylene glycol compound. The amounts of the radical polymerization catalyst and the acidic catalyst may be appropriately selected through experiments.

The polyoxyethylene glycol compound, triazine transfer compound, radical polymerization catalyst, and acidic catalyst are usually applied to the synthetic fiber as a solution.

Water is often used as the solvent, but organic solvents and inorganic solvents can also be used. When attaching these substances to synthetic fibers, it may be treated with a solution in which the above four substances are mixed and dissolved, or after being treated with a solution in which a polyoxyethylene glycol compound and a radical polymerization catalyst are mixed and dissolved, The treatment may be performed using a solution in which a triazine derivative compound and an acidic catalyst are mixed and dissolved, or the treatment may be performed in four stages using a solution in which each of the above four substances is individually dissolved. Any method such as dipping, spraying, coating, etc. can be used as the application method. After the above-mentioned four types of substances are attached to the synthetic fibers, heating is performed to polymerize and fix the boroxyshetylene glycol compound and the triazine derivative compound on the fibers. In this case, it is preferable to perform the heat treatment in an atmosphere with a relative humidity of 80% or higher. The most preferred method is to apply the treatment solution to the fibers and then steam-treat the fibers while they are still wet without drying. There is a tendency for the texture to become harder as the relative humidity decreases. The heating temperature is 90 to 140 qo.
110 qo is particularly desirable. If the heating temperature is too low, the reaction rate will be slow and the treatment will take a long time, while if the heating temperature is too high, the color fastness of the synthetic fiber will tend to decrease. The heat treatment time may be any time required to complete the radical polymerization reaction of the vinyl group and the polymerization reaction of the melamine derivative compound, and is usually about 30 to 60 mm.
As described above, according to the method of the present invention, a polymerization reaction of a polyoxyethylene glycol compound and a triazine derivative compound having two or more polymerizable vinyl groups in the molecule is carried out on the surface of a synthetic fiber, and a hydrophobic fiber is formed. By forming a strong hydrophilic polymer film on the surface, synthetic fibers can be given an antistatic and moisture-absorbing finish that has excellent washing durability. How the polyoxyethylene glycol compound and triazine conductor compound are polymerized in the method of the present invention, and why the combination of both compounds dramatically improves the antistatic moisture absorption performance and washing durability. It is not clear whether However, when the fiber surface after processing was observed under a microscope, it was found that the surface of each single fiber was covered with a polymer film of uniform thickness, and that polyoxyethylene glycol compound , a triazine derivative compound, a radical polymerization catalyst, and an acidic catalyst are polymerized in a flask, and the resulting polymer is formed into a film by a casting method, compared to a film obtained by polymerizing only a polyoxyethylene glycol compound. Therefore, according to the method of the present invention, the hydrophilic polymer film becomes strong and has improved affinity with synthetic fibers, resulting in long washing durability. It is presumed that the properties will be improved. Hereinafter, the method of the present invention will be explained in detail with reference to Examples.

The evaluation methods for hygroscopicity (water absorption rate or wicking property), charging property, and washing durability in Examples are as follows. [Hygroscopicity (water absorption rate or wicking property)] JISLI079
-66, and attach a 15 x 30 piece of test cloth to a wooden frame so that it does not sag.

Next, add distilled water and puree to 1 [per 26 ~
After preparing the test piece so that 27 drops of water were dripped on it, the surface of the test piece was placed 2 inches from the tip of the buret, and when the water droplets were dripping onto the test piece, the stopwatch was moved to ensure that the water droplets on the test piece did not have any special reflection. Measure the time spent. 18
If the score is above town sand, the test will be discontinued and the score will be 18 points or above.

The shorter this time, the faster the water absorption rate and the better the hygroscopic property. [Charging property] Charge is applied using a constant electrostatic field of a static honest meter, and the half-life of the charge is measured using a synchroscope.

Two test fabric strips (10 strips x 4 cm) were stacked with the front facing up and fixed on a turntable with the vertical direction parallel to the rotating direction, and a voltage of 10,000 V was applied from the needle electrode, and the turntable was rotated at 173 cm. Rotate at specific pm.

2 The amount of charge (mV) that appeared on the memory scope after the sand
) is read and then the voltage of 10,000V is cut off and the amount of charge is 1.
/2 and read the time.

If the time is above 6M, the test is discontinued and the lightness is 6 or more. The shorter the half-life, the better the antistatic performance. [Washing Durability] After washing a good piece of the test fabric in a household washing machine in a 40-skin washing solution containing one night of neutral detergent, the above-mentioned hygroscopicity and chargeability were evaluated.

L is the case without washing, and L is the case of continuous washing for 20 minutes.
It is considered a kalpa if 50 balls are rinsed in a row. Example 1, Comparative Example 1 A tropical fabric (weighing 180 yen/re) was made using a polyester striped thread (7 molar e/2 cape), dyed according to a conventional method, dried, and soaked in a pad with the following composition. It was squeezed uniformly using a crushing mangle.

The reduction rate was 85%. This was immediately placed in a steamer and treated for 2 minutes at 100 qo in an atmosphere of 100% saturation.

Next, in order to remove unreacted monomers, it was washed with hot water at 60° C. for 2 minutes and dried. On the other hand, for comparison, a fabric was treated under the same conditions as in Example 1 except that the pad composition was changed as shown below.

Each of the obtained fabrics was mixed with unprocessed fabrics, and the water absorption rate and chargeability of L and Lo were measured.

The results are shown in the table below. The temperature at the time of measurement was 2 pi○, and the relative humidity was 50%. Table 1 shows that by adding trimethylolmelamine to a vinyl group-containing polyoxyethylene glycol compound and polymerizing it, the washing durability of the water-absorbent box can be improved compared to when the vinyl group-containing polyoxyethylene glycol compound is used alone. It can be seen that there has been a significant improvement.

Example 2, Comparative Example 2 A knitted fabric (basis weight 320/me) was made using polyester crimped yarn (15Me/5 Misaki), dyed according to a conventional method, dried, and soaked in a pad having the following composition to make a mangle. It was squeezed uniformly.

The reduction rate was 70%. This was immediately placed in a steamer and treated at 100° C. for 2 minutes in an atmosphere with 100% saturation.

Next, in order to remove unreacted monomers, it was washed with hot water at 60° C. for 2 minutes and dried. On the other hand, for comparison, a knitted fabric was treated under the same conditions as in Example 2 except that the pad composition was changed as shown below.

The water absorption rate and chargeability of the obtained sample were measured for Lo and L fences together with the knitted fabric.

The results are shown in the table below. Note that the temperature at the time of measurement was 20 qo, and the relative humidity was 50%. Table 2 shows that by adding monomethoxydimethylol melamine to a vinyl group-containing polyoxyethylene glycol compound and polymerizing it, the antistatic and hygroscopic material can be washed more effectively than when the vinyl group-containing polyoxyethylene glycol compound is used alone. It can be seen that the durability is significantly improved.

Claims (1)

[Claims] 1. A polyoxyethylene glycol compound having two or more polymerizable vinyl groups in the molecule, a triazine derivative compound radical polymerization catalyst, and an acidic catalyst are attached to synthetic fibers, and the fibers are heat-treated. An antistatic moisture absorption processing method for synthetic fibers. 2. The method according to claim 1, wherein the polyoxyethylene glycol compound is a compound represented by the following general formula. ▲There are mathematical formulas, chemical formulas, tables, etc.▼ [In the formula, Y is -(CH_2CH_2O)-_n, ▲Mathematical formula,
There are chemical formulas, tables, etc. ▼ or ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ (n is an integer from 5 to 50, m is an integer from 1 to 20), Z is hydrogen or a methyl group. 3. The method according to claim 1, wherein the polyoxyethylene glycol compound is a compound represented by the following general formula. Conclusion [In the formula, ▼ (n is an integer of 5 to 50, m is an integer of 1 to 20), Z is hydrogen or a methyl group. [4] Claim 1, wherein the triazine derivative compound is a melamine derivative compound represented by the following general formula,
The method described in paragraph 2 or 3. ▲There are mathematical formulas, chemical formulas, tables, etc.▼ [In the formula, R_1 to R_6 are -H, -OCnH_2_n_+
_1, -CH_2OCnH_2_n_+_1 (n is 1~
16 integers), -CH_2OH, -CH_2CH_2O
H, -CONH_2, -CONHCH_2OH. [5] The method according to claim 1, 2, 3, or 4, wherein the heating process is performed in an atmosphere with a relative humidity of 80% or more.