JPS5857543B2 - Durable antistatic method for synthetic fibers - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a method for imparting durable antistatic properties to synthetic fibers.

Static electricity hazards on synthetic fibers in the textile industry, such as operational problems in finishing and sewing processes, and static electricity generated when worn as clothing, can cause significant discomfort, especially in low humidity (4
(0φRH or less), this drawback is significant.

To date, there have been many patents and documents regarding durable antistatic agents, but none have been found to be sufficiently durable for repeated washing.

Moreover, no product has been obtained that satisfies all of the problems such as the occurrence of rust during finishing and sewing processes, and various defects that occur after processing clothing, such as a decrease in the abrasion fastness of dyed products, discoloration, texture, and water marks.

In view of these points, the present inventor has conducted repeated research and has developed a water-soluble urethane compound in which the free incyanate groups of a urethane prepolymer are blocked with bisulfite (hereinafter referred to as bisulfite-blocked water-soluble urethane compound). do.

) and the following general formula (1) that imparts hygroscopicity and/or (
The present invention was completed based on the discovery that the above drawbacks could be improved by using a mixture with the compound shown in 2).

That is, the present invention provides (4) a water-soluble urethane compound in which the free isocyanate groups of a urethane prepolymer are blocked with bisulfite, and (B) general formula (1) % formula %1 m, n, and p are O or positive. An integer of 2≦m +
One that satisfies n+p<60.

] has at least two active hydrogens, and contains at least one compound containing an oxyethylene chain with a weight φ of 10 to 90, and the weight ratio of component (A) to component (B) 51E is The present invention relates to a durable antistatic method for synthetic fibers, characterized in that the synthetic fibers are treated with a composition having a ratio of 1:0.2 to 5.

The bisulfite-blocked hydrophilic urethane compound can be obtained by a known method.

That is, an organic polyisocyanate and a polyol compound are reacted in a stoichiometrically excess state of the organic polyisocyanate, and unreacted incyanate groups are blocked with a bisulfite, for example, a bisulfite nose, thereby making the compound water-soluble.

All known organic polyisocyanates can be used, but for fiber processing, aliphatic, aromatic aliphatic, and alicyclic polyisocyanates such as hexamethylene diisocyanate, xylylene diisocyanate, and isophorone diisocyanate are preferred from the viewpoint of texture and non-yellowing. Polyisocyanates are preferred.

Examples of polyol compounds include polyether polyols with an average molecular weight of 1,000 to 5,000, which are obtained by adding ethylene oxide, propylene oxide, oxyethylene-oxypropylene copolymer, etc. to various polyhydric alcohols, such as propylene glycol, glycerin, trimethylolpropane, and nrubitol. is used.

Compounds represented by general formulas (1) and/or (2) include aliphatic monoamines in which R1 is a saturated or unsaturated aliphatic hydrocarbon group having 7 to 18 carbon atoms. , diamine or oxyamine with about 2 to 60 moles of ethylene oxide added, and quaternary salts thereof, such as octylamine, laurylamine, myrstylamine, stearylamine, oleylamine, tallow amine, coconut amine, N-octyl- trimethylene diamine, N-lauryl-trimethylene diamine,
Ethylene oxide adducts such as N-stearyl-trimethylene diamine, beef tallow trimethylene diamine (e.g. "Esoduomine" manufactured by Lion Yugetsuki), and their quaternary salts with alkyl halides, dimethyl sulfate, diethyl sulfate, etc. can be used.

Bisulfite-blocked water-soluble urethane compound and general formula (
The compounds represented by 1) and/or (2) are used in a composition in which the weight ratio of the former to the latter is -1:0.2-5, preferably 1:0.5-2.

The treatment of synthetic fibers using such a composition is usually carried out by padding the synthetic fibers into an aqueous solution of the compound whose pH is adjusted to 5 to 7.

At this time, it is preferable to use the composition in an amount such that the amount of the composition adhered to the synthetic fiber is 0.5 to 2% o, w, f as solid content.

In this case, if the proportion of the compounds represented by the general formulas (1) and (2) is too small, hand deterioration will occur, and if it is too large, durability will be lacking.

The feature of the present invention is that the above composition is usually applied on the fibers to
By heating (curing) to 80°C, the free incyanate group regenerated from the bisulfite-blocked water-soluble urethane compound and the general formula (1) and/or (2) are combined.
) reacts to form an inacidic film that provides antistatic properties with excellent durability.

Synthetic fibers used in the present invention include polyester fibers,
Examples include polyamide fibers and polyacrylic fibers.

In carrying out the present invention, it is also possible to use compatible finishing agents (flexibility, water repellency, penetrating agents, etc.).

The fabrics processed by the method of the invention have not only excellent durable antistatic properties, but also excellent anti-rust properties and improved hand and rubfastness.

The present invention will be explained in more detail in the following examples.

In the following, the term "parts" or "饅" means "parts by weight" or "parts by weight," respectively, unless otherwise specified.

Reference Example 1 Synthesis of sodium bisulfite blocked water-soluble urethane compound 8 parts of hexamethylene diisocyanate and molecular weight 3000
55 parts of polypropylene triol and 80 parts of polypropylene triol in a nitrogen stream
After reacting at ℃ for 5 hours, the mixture was poured into a mixture of 16 parts of 30φ sodium bisulfite aqueous solution and 20 parts of methanol and stirred vigorously to obtain a viscous liquid.

Example 1 and Comparative Example 1 A pad bath with a pH of 6 was prepared consisting of 2% of the sodium bisulfite blocked water-soluble urethane compound obtained in Reference Example 1 and 1 cup of a 30 mol adduct of beef tallow amine ethylene oxide, and each was individually treated with polyester tropical. White cloth, nylon tack white cloth, and acrylic Pieuron white cloth were dipped at 100°C with the squeezing rate being 65, 30φ, and 70φ, respectively.
The fabrics were dried for 2 minutes at 150'C and cured for 3 minutes at 150'C to obtain processed fabrics 1-1, 11-1 and 11-1.

In addition, as Comparative Example 1, two types of commercially available antistatic agents (A I B
) were subjected to the same treatment in a 30-day bath to obtain comparative fabric 1-A.

II-A, III-A, I-B, n-B and III-B were obtained.

Example 2 pH consisting of 2% of the sodium bisulfite blocked water-soluble urethane compound obtained in Reference Example 1 and 1% of the quaternary salt of a 10 mole adduct of coconut ethylene oxide with dimethyl sulfate
The same treatment as in Example 1 was carried out in the pad bath of No. 6 to obtain processed fabric 1-2. n-2 and ■-2 were obtained.

Example 3 Sodium bisulfite blocked water-soluble urethane compound 2φ and oleylamine ethylene oxide 2 obtained in Reference Example 1
The same treatment as in Example 1 was carried out in a pad bath of pH 6 consisting of 1φ of quaternary salt of diethyl sulfate of 0 mole adduct to obtain processed fabrics I-3, 11-3 and 11-3.

The antistatic properties of the processed fabrics obtained in Examples 1, 2, and 3 and the comparative fabric obtained in Comparative Example 11 are shown in Table 1, and the fabric processed by the method of the present invention exhibits excellent durable antistatic properties. ing.

I, II and ■ are values for polyester, polyamide and polyacrylic fibers, respectively.

Here, the half-life is 24℃ in an atmosphere of 20℃ and humidity 40aI).
Leave the sample for more than an hour and use a static honest meter (
(manufactured by Nippon Static Co., Ltd.).

For washing, use Monogen Uni 29/11 bath ratio 1:50140
Wash at 0C, washing condition: 40°C x 25 minutes, wash with water 50 minutes
After a few minutes, it was dried.

The number of washings was 5 times.

Experimental Example 1 Mucipin 5 was applied to the processed fabrics I-1, I-2 and I-3 and comparative fabrics I-A and I-H obtained in Examples 1, 2 and 3.
Sandwich the book and leave it in a desiccator with a humidity of 10% for 48 minutes.
I saw the development of rust after some time.

(Table 2) Example 4 and Comparative Example 2 Polyester brown dyed fabrics were treated in the same manner as in Examples 1, 2, and 3, and treated fabrics IV-1, TV2, and I
V-3 was obtained.

As Comparative Example 2, commercially available antistatic agents A and B were also treated in the same manner to obtain comparative fabrics IV-A and IV-B, respectively.

We conducted abrasion fastness and texture tests on these.

(Table 3) Rubbing fastness was determined according to JIS L-0849, and texture was determined by handling.

From the results shown in Tables 2 and 3, it can be concluded that the fabric processed by the method of the present invention has not only excellent durability and antistatic ability, but also rust prevention, improved texture, and abrasion fastness. I understand.

Claims (1)

[Scope of Claims] 1 (A) a water-soluble urethane compound in which free incyanate groups of a urethane prepolymer are blocked with bisulfite; and (B) an active hydrogen compound represented by the general formula and/or general formula (2). has at least 2 or more, and 1
Synthesis using a composition containing at least one compound containing an oxyethylene chain of 0 to 90 weight units, and in which the weight ratio of component (4) to (B) ff component is 1-0.2 to 5. Durable antistatic method for synthetic fibers, characterized by treating the fibers.