JPH06116863A - Flame-retardant processing of polyester fiber and improved functional accessory processing method - Google Patents

Abstract

(57) [Summary] [Purpose] The flame-retardant polyester fiber woven fabric has a drawback that the flame-retardant performance is remarkably deteriorated when other functional treatment is applied. The present invention, without impairing the flameproof performance of the polyester fiber fabric, various functionalities, for example, antifungal treatment,
It is intended to provide a method of simultaneously applying antibacterial processing, deodorizing processing, water repellent processing and the like. In addition, this processing also has excellent water resistance. [Structure] One or more high melting point alicyclic halogen compounds and low melting point alicyclic halogen compounds are used in combination to perform flameproofing at the same time as dyeing, and then the improved functional processing agent is treated by padding. how to.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to various antibacterial properties, antibacterial properties, deodorant properties, water repellency, etc. The present invention relates to a method of simultaneously providing the functions of.

[Prior art]

When imparting one or more kinds of functionality to flameproofed polyester fibers, the flameproofing performance is significantly impaired when a conventional flameproofing fiber is treated with a functional finishing agent, which is satisfactory. I couldn't get the right product.

As a conventional flameproofing technique, for example, there is a method of treating a polyester fiber woven fabric with a liquid in which hexabromocyclododecane is finely dispersed in water and treating it with high temperature and high pressure or with a pad dry cure. However, it is difficult to efficiently exhaust into the fiber even in the high temperature and high pressure treatment, and also in the pat dry cure method, the high melting point of the flameproofing agent causes the fiber to adhere to the fiber at a high concentration. It was difficult to do. When many functional processes are post-processed by such a thing, the flameproof property of polyester fiber was not able to be maintained.

[Problems to be Solved by the Invention]

When the flame-retarded polyester fiber is subjected to post-treatment with a functional agent such as a fungicide, an antibacterial agent, a deodorant, a water repellent, etc., the flameproof property is significantly impaired, and I could not achieve my purpose. INDUSTRIAL APPLICABILITY The present invention is an incidental processing method which is capable of sufficiently exhibiting various kinds of functionality without deteriorating flameproof performance and is also excellent in water resistance.

[Means for Solving the Problems]

The present inventor believes that the flameproofing processing method is the most important condition among various functional auxiliary processing methods without deteriorating the flameproofing performance of the polyester fiber, and the improved flameproofing As a result of intensive studies on the processing method, the present invention has been completed.

In order to prevent the combustion of the polyester fiber and the functional processing agent, it is necessary to exhaustively fix the flame retardant component in the fiber as much as possible. As the method, two kinds of alicyclic halogen compounds having different melting points, that is, a relatively high melting point compound having a melting point of about 180 to 200 ° C. and a relatively low melting point compound having a melting point of 90 to 110 ° C., for example, hexabromocyclododecane (Mp185-195 ° C)
And tetrabromocyclooctane (mp 100-110)
C.) is mixed in a ratio of 8: 2 to 2: 8, preferably 6: 4 to form an aqueous dispersion by a wet pulverization method, which is added to a dyeing bath and flameproofed simultaneously with dyeing. I found that.

FIG. 1 shows the exhaustion efficiency when hexabromcyclododecane alone is used and hexabromcyclododecane and tetrabromocyclooctane are used in a ratio of 6: 4.

[Figure 1]

1. Improved functional accessory processing method (1) Flameproof and antifungal processing Conventional moldproofing agents are nonionic or anionic by dissolving a water-insoluble fungicidal agent in a suitable solvent such as an aromatic solvent. It was used as an emulsion by adding a system surfactant and an emulsion stabilizer, or as a self-emulsifying type which emulsifies when added to water.

Such a mildew-proofing agent is used on the fiber after processing,
The flammable substance remained, which adversely affected the flame resistance. In view of this problem, a solvent and an auxiliary agent were not used at all, and only an extremely small amount of a surfactant was used to make fine particles by a hot pulverization method to obtain an aqueous dispersion. By such a method, it is possible to minimize the influence on the flameproof property and contribute to the compatibility with other functional processing agents.

Preferred water-insoluble fungicides to be applied are 2-pyridinethiol zinc-1-oxide and 2-methoxycarbonylaminobenzimidazole.
Further, as a binder for keeping the antifungal performance in the endurance, a reaction product of a halogen- or phosphorus-containing polyol compound and an organic isocyanate compound, for example, a reaction product of tetrabromobisphenol A and hexamethylene diisocyanate or O, O-dibutyl- O ', O'-bis (2
-Hydroxypropyl) phosphate and hexamethylene diisocyanate were used in combination, and it was found that it is possible to give a mildew-proofing treatment with excellent washing resistance while minimizing the effect on flameproofness. .

(2) Flameproof antibacterial treatment As in the case of antifungal treatment, the water-insoluble antibacterial agent is made into fine particles by warm pulverization, and then a small amount of a dispersion stabilizer is added to form a stable aqueous dispersion. . 3,4,4'- as an antibacterial agent
Trichlorocarbanilide, 2-pyridinethiol zinc-
It is possible to use 1-oxide, silver-supported zeolite, or an antibacterial agent in which an antibacterial agent is supported on montmorillonite.

In order to impart durability to the antibacterial performance and not to impair the flameproof performance of the flameproofed polyester fiber, the problem is solved by using a urethane polymer containing halogen or phosphorus as a binder in combination.

(3) Flameproof deodorant treatment In order to impart a deodorizing function with washing resistance without impairing the flameproofness of the polyester fiber, an inorganic porous zeolite, montmorillonite or reducing or coordination bonding ability is provided. A sintered body of a metal oxide having is preferable. In order to perform durable processing on the fiber, a urethane polymer containing halogen or phosphorus is used as a binder in combination, so that a flameproof and deodorant processing having washing resistance can be performed.

(4) Flameproof and water repellent treatment Fluorine-based water repellents include acrylics, urethanes, epoxys, etc., but as a result of examination on the assumption that flame retardancy is not adversely affected, urethane-based The epoxy type was effective. In particular, the adduct of 1.3.5 tris (6-isocyanatohexyl) biuret with 2- (perfluoroalkyl) ethanol and 1-octadecanol 2.3epoxy-1-propanol has little adverse effect on flameproof performance and is good. It exhibited excellent water repellency.

Further, an isocyanate cross-linking agent, especially a methylene bis-4-phenyl isocyanate block, is used in combination and cross-linked on the fiber to improve water repellency and washing resistance and have little influence on flameproof performance. found.

[0016]

[Function] The flame retardant component used in the polyester fiber is
For the purpose of functional processing without degrading its performance,
It is to fix the tatami mat, which is necessary to maintain the flameproof performance, uniformly in the fiber material. Also, the functional processing agent should be formulated by eliminating combustible substances as much as possible, or select a compound that does not affect the flameproof property, and use a urethane polymer containing halogen or phosphorus as a constituent component in combination. As a result, it was possible to impart high flame resistance, functionality and washing resistance at the same time.

EXAMPLES The present invention will be described in detail below with reference to examples.

(Example 1) Hexabromocyclododecane and tetrabromocyclooctane as a flameproofing agent were dispersed in water using Neugen EA-120 (Daiichi Kogyo Seiyaku Co., Ltd.) in a ratio of 6: 4. Formulated and prepared 40% flame retardant dispersion.

This dispersion 15% o. w. f, ammonium acetate 1.5 g / L, Kayaron Polyester Blue EBL-E (manufactured by Nippon Kayaku Co., Ltd.) as a disperse dye 1.0%
o. w. A processing bath was prepared at a f: bath ratio of 1:15.
A polyester woven cloth was added to this solution, and the mixture was heated from room temperature to 130 ° C. for 30 minutes using a jet dyeing machine (New Soft Circular CUT-NS (Hisaka Seisakusho)), and treated with sodium hydrosulfite 1 g / L, 1 g of soda ash
/ L, bath ratio 1:40, reduction washing at 80 ° C. for 15 minutes, washing with water, and drying.

The above flameproof treated cloth is used as a mildewproofing agent 2-
A 20% aqueous dispersion of methoxycarbonylaminobenzimidazole was prepared by a wet grinding method using glass beads. 0.1% ammonium polycarboxylate (Discol N-512 manufactured by Daiichi Kogyo Seiyaku Co., Ltd.) was added to this solution as a stabilizer to prepare a treating agent. 20g of this treatment agent
/ L was mixed with 50 g / L of a 20% urethane polymer aqueous dispersion obtained by reacting tetrabromobisphenol A and hexamethylene diisocyanate, and the resulting mixture was dipped in a rubber roll to a draw ratio of 80%.

The treated cloth was pre-dried at 105 ° C. for 4 minutes and then heat-treated at 170 ° C. for 1 minute to obtain a test cloth. Immediately after processing the test cloth, after washing, and after dry cleaning, the flameproof property and moldproof property were measured. The washing conditions are
It was performed based on the Fire Service Agency Notification No. 1 “Standard for anti-washing performance related to flameproof performance” dated February 21, 1986, but water washing was performed with 2 g / L of New beads (product of Kao Corporation). . Further, perchlorethylene was used for dry cleaning.

[0021] The evaluation of the flameproof performance is made in accordance with Article 4-3 of the Fire Service Act Construction Order.
The 45 degree method and the coil method based on the above, and evaluation of the antifungal performance were performed according to JIS Z-2911. The test results are shown in Table 1.

[Table 1]

(Example 2) Using a polyester fiber woven fabric flameproofed in the same manner as in Example 1, trichlorocarbanilide was used as an antibacterial agent in the same manner as in Example 1 by hot pulverization to prepare a 2% aqueous dispersion. I used the one. 10 g of a halogen-containing urethane polymer is added to 10 g / L of this 2% aqueous dispersion.
In addition to the concentration of / L, the treatment liquid was used to immerse the flame-retardant polyester fiber woven fabric, and the squeezing ratio was 70% with a rubber roll. After predrying this cloth at 105 ° C for 4 minutes, 1
The flameproof performance of the treated cloth obtained by heat treatment at 70 ° C. for 1 minute was measured.

Regarding the antibacterial property, the bacterial growth inhibition test of the textile product subjected to the antibacterial treatment of "Textile Products Sanitary and Processing Council (SEK)" for the sample after processing and after washing with water (JIS L-0217 method 103) It was measured by the method.
The test results are shown in Table 2.

[Table 2]

(Example 3) Using a polyester fiber woven fabric subjected to flameproofing in the same manner as in Example 1, porous zeolite as a deodorant was wet-milled in the same manner as in Example 1 to disperse 10% water. The treated solution was mixed in an amount of 50 g and a halogen-containing urethane polymer in an amount of 50 g, and the treated cloth was dipped in a solution made up to 1 liter and squeezed with a rubber roll to a squeezing ratio of 80%. The treated cloth is pre-dried at 105 ° C for 4 minutes and then 17
Heat treatment was performed at 0 ° C. for 1 minute. The flameproof performance of the treated cloth thus obtained was measured in the same manner as in Example 1.

Regarding the deodorizing performance, a treated cloth having a size of 560 m ² was put in a desiccator of 6.6 l, and 480 ppm of ammonia or 15 ppm of hydrogen sulfide was respectively injected as a malodorous component and left for 1 hour. The residual concentration was measured. The measurement method was performed using a gas detector tube manufactured by GASTIC. The test results are shown in Table 3.

[Table 3]

(Example 4) Using a polyester fiber woven fabric subjected to flameproofing in the same manner as in Example 1, using 1.3.5 tris (6-isocyanatohexyl) biuret 2- (as a water repellent. Perfluorohexyl) ethanol and 1-
Octadecanol. 20% of 2,3-epoxy-1-propanol adduct was wet-milled in the same manner as in Example 1.
20 g / L of water dispersion, methylenebis-
20% for 4-phenyl isocyanate block
The water dispersion was immersed in a liquid mixed at a rate of 10 g / L and squeezed with a rubber roll to a squeezing ratio of 80%. The treated cloth was pre-dried at 105 ° C. for 4 minutes and then heat-treated at 170 ° C. for 1 minute, and the flameproof performance was measured in the same manner as in Example 1.

The water repellency test method is JIS standard L-1.
It was measured by the 092 spray method. The test results are shown in Table 4.

[Table 4]

Comparative Example 1 A 40% aqueous dispersion of hexabromocyclododecane was added at 15% o. w. f, acetic acid 0.3 ml
/ L, disperse dye (the same dye as in Example 1) at 1% o.
w. f, a treatment liquid is prepared at a bath ratio of 1:15. A polyester fiber woven fabric was put into this liquid, and the liquid jet dyeing machine shown in Example 1 was used to raise the temperature from room temperature to 130 ° C.
After treatment for a minute, reduction cleaning (similar to Example 1), thorough water washing and drying.

As the mildewproof treatment for this treated cloth, the same treatment as in Example 1 was performed. The treated cloth thus obtained was tested for flameproofness and mildewproofness in the same manner as in Example 1. The test results of this comparative example are shown in Table 1.

[Table 1]

(Comparative Example 2) The same antibacterial treatment as in Example 2 was carried out as the antibacterial treatment using a polyester fiber woven fabric which was flameproofed in the same manner as in Comparative Example 1. The flameproof performance and antibacterial performance of the obtained treated cloth were measured in the same manner as in Example 2. Table 2 shows the test results of the comparative example.

[Table 2]

(Comparative Example 3) A deodorant treatment was carried out using a polyester fiber woven fabric flameproofed in the same manner as in Comparative Example 1. The treatment method was the same as in Example 3. It was The flameproof performance and deodorant performance of the obtained treated cloth were measured in the same manner as in Example 3. Table 3 shows the test results of the comparative example.

[Table 3]

(Comparative Example 4) A water repellent treatment was carried out using a polyester fiber woven fabric which was flameproofed in the same manner as in Comparative Example 1. The treatment method was the same as in Example 4.
The effect of the obtained treated cloth on the flameproof performance and water repellency is
The same procedure as in Example 4 was performed. Table 4 shows the test results of the comparative example.

[Table 4]

[0033]

EFFECTS OF THE INVENTION According to the present invention, a flameproof treated polyester fiber woven fabric is treated with a functional agent such as a fungicide finishing agent, an antibacterial finishing agent, a deodorizing finishing agent and a water repellent finishing agent. Also, the examples show that the performance is good as a method of imparting the respective functionality without lowering the flameproof performance as in the conventional case. The treatment according to the present invention has also been proved to be excellent in water resistance and dry cleaning.

[0034]

[Brief description of drawings]

FIG. 1 shows an exhaustion curve of a flame retardant of the present invention and a conventional flame retardant to a polyester fiber. A is the flame retardant of the present invention, and is the exhaustion rate into the polyester fiber of a compound in which hexabromcyclododecane and tetrabromocyclooctane are mixed at 60:40. B is the exhaustion rate of the conventional hexabromocyclododecane to the polyester fiber. Processing conditions: Bath ratio 1:15, processing temperature 130 ° C x 30 minutes. Addition amount Product% o. w. f. Flame retardant 40% water dispersant.

─────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. ⁵ Identification code Internal reference number FI Technical display location D06M 101: 32 7199-3B D06M 21/00 B 7199-3BC

Claims (3)

[Claims] 1. The melting point of an alicyclic halogen compound is 180 to 20.
A flameproofing method for a polyester fiber, which comprises mixing one or more high melting point compounds having a melting point of 0 ° C and low melting point compounds having a melting point of 90 to 110 ° C. 2. A polyester fiber material which has been flameproofed by using one kind or two or more kinds of a high-melting point alicyclic halogen compound and a low-melting point alicyclic halogen compound, and made into ultrafine particles by a wet grinding method. After being dipped in a solution of urethane polymer containing halogen or phosphorus as a constituent in an aqueous dispersion of various water-insoluble functional processing agents, it is dried and heat-treated to firmly adhere to the fiber and wash resistance. A flameproofing treatment of polyester fiber according to claim 1, and an improved functional accessory treatment method, which imparts excellent flameproofing ability and functionality at the same time. 3. The various functional finishing agents refer to antifungal agents, antibacterial finishing agents, deodorizing finishing agents, and water repellents, and the flameproof performance is impaired by processing one or more kinds in combination. The flameproofing process for polyester fibers according to claim 1, which is capable of imparting at least one or two or more types of functionality simultaneously, and an improved functional accessory processing method.