JPH06192962A - Antibacterial and antifungal synthetic fiber product and its processing method - Google Patents

Abstract

PURPOSE:To provide the antibacterial and antifungal fiber product excellent in washing resistance and maintaining the effects over a long period by a post- treatment method comprising imparting a solution or emulsion containing a specific compound to a synthetic fiber product and subsequently drying the product. CONSTITUTION:The antibacterial and antifungal synthetic fiber product excellent in washing resistance is produced by a post-treatment method comprising imparting N-n-butylcarbamic acid 3-iodo-2-propynyl ester ester to a fiber product such as natural fiber product, synthetic fiber product or semi-synthetic fiber product, e.g. by a padding method or exhaustion method using an organic solvent solution containing the N-n-butylcarbamic acid 3-iodo-2-propynyl ester or using an emulsion containing the compound in the presence of an anionic surfactant or nonionic surfactant. The post-processing method gives the fiber product excellent in washing resistance and having the antibacterial and antifungal effects from a polyester fiber product most difficult to process.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a synthetic fiber product having an antibacterial and antifungal activity and a method for processing the same. More specifically, the present invention relates to a synthetic fiber product carrying a specific antibacterial and antifungal agent and having excellent antibacterial and antifungal properties and washing resistance, and a method for processing the same.

[0002]

2. Description of the Related Art Clothing, bedding, futons, rugs, curtains,
On the wall cloth, shoes, etc., the secretions excreted from the user's skin and the exfoliation of the skin adhere. Since these serve as a nutrient source for bacteria and mold, the bacteria and mold propagate during use and storage in places with high humidity, resulting in deterioration of fiber and deterioration of quality due to contamination.

Therefore, for the purpose of protecting the fiber products from these bacteria and molds to keep them hygienic, and for the purpose of maintaining good quality, an attempt to apply antibacterial and antifungal treatment by fixing a bactericidal agent and an antifungal agent to the fiber products. And several methods have been implemented so far.

[0004] Most commonly, there is a method in which a bactericide is attached to and retained in a textile product by means such as dipping, spraying or coating. A method of coating and fixing a drug on the surface of a fiber with a synthetic resin, a method of binding a part of a bactericidal quaternary ammonium salt to a part of a fiber molecule through an organic silicon compound, or There is known a method in which a compound containing a bactericidal heavy metal is retained to have antibacterial properties.

However, in implementing these methods, there are various problems as described below, and in many cases, satisfactory results cannot be obtained. That is, the heat resistance of the chemicals used is low and can not withstand the heating process during processing, it is deteriorated by bleaching agent, its light resistance is weak, it is easily detached by washing or dry cleaning, the property of the material fiber is impaired, and it is safe. Insufficient properties, complicated processing steps and high cost,
It has various drawbacks such as generation of harmful substances when the products are discarded or incinerated.

Further, depending on the type of fiber, antibacterial and antifungal treatment is difficult or not suitable, and has a functional group capable of chemically or physically binding to a third substance molecule in the fiber constituent molecule, or Those having such a functional group introduced by modification, or those having physical properties on the fiber surface which are excellent in affinity with the synthetic resin adhesive are generally excellent in antibacterial and antifungal processability.

On the other hand, synthetic fibers such as polyamide type, polyester type and acrylic type are compared with natural fibers such as cotton, silk and wool, and semi-synthetic fibers such as rayon and acetate.
It has poor affinity with general-purpose bactericides, especially mildew-proofing agents, and poor affinity with adhesives, which makes persistent antibacterial processing difficult. Among them, polyester fiber is known as the most difficult material to process. .

Therefore, it is difficult to apply an antibacterial and antifungal treatment to polyester fibers by a conventional processing method. Therefore, a method for heating the polyester fiber to relax the polyester fiber structure and infiltrate the bactericide is used. However, sufficient washing resistance has not been obtained for general-purpose antibacterial and antifungal agents. In addition, some attempts have been made to produce antibacterial synthetic fibers by the kneading method, but the processing temperature is high, so the yield of chemicals is poor, and the work environment is deteriorated by volatile substances during processing, processing operations are difficult, and fiber quality The decrease was pointed out. Under such circumstances, synthetic fibers are in great demand as general-purpose fibers, and thus there has been a strong demand for establishment of an antibacterial / antifungal processing method for synthetic fiber products.

[0009]

SUMMARY OF THE INVENTION The present invention has been made in view of the above situation, and an object thereof is antibacterial property which is excellent in washing resistance and can maintain its effect for a long period of time. It is an object of the present invention to provide an antifungal processed synthetic fiber product and a processing method thereof.

[0010]

Means for Solving the Problems The gist of the present invention which has solved the above problems is as follows. (1) A synthetic fiber product in which at least a part of synthetic fibers provided with N-n-butylcarbamic acid 3-iodo-2-propynyl ester is used. (2) Antibacterial and antifungal processing method in which a solution or emulsion containing N-n-butylcarbamic acid 3-iodo-2-propynyl ester coexists with a synthetic fiber product, and then treated at an ambient temperature of 200 ° C. or less . (3) An antibacterial and antifungal processing method in which a solution or emulsion containing N-n-butylcarbamic acid 3-iodo-2-propynyl ester is attached to a synthetic fiber product and then dried at an ambient temperature of -10 to 200 ° C. . (4) An aqueous solution containing Nn-butylcarbamic acid 3-iodo-2-propynyl ester was used as a bath, and the bath temperature was:
An antibacterial and antifungal processing method in which a synthetic fiber product is immersed above the freezing temperature and below 200 ° C.

[0011]

The present inventors pay attention to a post-processing method that is easy to process and can be applied to a textile product after spun weaving, and relates to imparting an antibacterial and antifungal ability to the synthetic fiber product by this method. Various studies were conducted. As a result, N-n-butylcarbamic acid 3-iodo-2-propynyl ester (hereinafter abbreviated as BCP) has a good affinity with synthetic fibers, and a solution or emulsifier containing BCP and synthetic fibers coexist and contact. By drying after drying, the chemicals are incorporated into the fibers and firmly fixed, and a synthetic antibacterial and antifungal synthetic fiber product with excellent wash resistance can be obtained that can exert sufficient effect even under mild treatment conditions. The inventors have found that and reached the present invention.

The fiber products to which the present invention is applied include all synthetic fiber products such as raw cotton, threads, strings, woven and knitted products and other processed products. Here, the synthetic fiber product broadly includes fiber products made of synthetic fibers such as polyamide-based, polyester-based, and acrylic-based fibers that are synthesized by using chemicals as raw materials.

BCP used as an antibacterial and antifungal agent in the present invention
Is a white to yellow crystalline powder or granular solid having a melting point of 63 ° C. and has a faint odor. Its toxicity is low, and the acute toxicity LD ₅₀ is 1470 mg / kg (rat) orally and 2000 mg / kg (rat and rabbit) dermally.
Moreover, skin irritation is low.

The BCP solution used in the present invention is conveniently prepared by dissolving it in an organic solvent. The emulsion is prepared by diluting an undiluted emulsion prepared according to a usual preparation method in which an organic solvent, a surfactant and water are mixed to form a uniform liquid.

The organic solvent used in the present invention includes B
Any substance that dissolves CP, is not contaminated, and has low toxicity can be used. For example, alcohols such as methanol, ethanol, propanol, butanol, ethylene glycol and propylene glycol, ketones such as acetone, methyl ethyl ketone, cyclohexanone and isophorone,
Ethers such as ethylene glycol monobutyl ether, propylene glycol monoethyl ether, 3-methyl-3-methoxybutanol, dioxane, ethylene glycol ethyl ether acetate, 3-methyl-3-
Examples thereof include esters such as methoxybutyl acetate, acid amides such as dimethylformaldehyde and dimethylacetamide, and dimethyl sulfoxide. When processing at high temperature, it is preferable to select a solvent having a high boiling point.

The surfactant used in the BCP emulsion stock solution of the present invention is not particularly limited as long as it can emulsify, solubilize or finely disperse BCP, and examples thereof include alkyl sulfate ester salts and alkyl (aryl) salts. Anionic surfactants such as sulfonates, polyoxyethylene alkyl (aryl) ether sulfates, dialkyl sulfosuccinates, salts of naphthalene sulfonic acid formalin condensates, polyoxyethylene alkyl (aryl) ethers, polyoxyethylene Nonionic surfactants such as fatty acid esters, polyoxyethylene alkylamines, polyoxyethylene polyoxypropylene block copolymers, sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters are non-limiting examples.

Since BCP is a solid at room temperature, it is convenient to prepare a uniform solution with a surfactant by using an organic solvent to prepare a stock solution. It is also possible to prepare a uniform liquid with the agent and water. The stock solution is preferably diluted with water before use, so it is preferable to prepare the stock solution at a concentration as high as possible.
It may be adjusted to about 80% by weight. When this stock solution is diluted with water, the diluted solution becomes an emulsified, solubilized or finely dispersed uniform solution.

The processing method of the present invention is accomplished by coexisting an organic solvent solution of BCP or an aqueous solution containing an organic solvent, a surfactant and the like with a synthetic fiber product, and then treating them at an ambient temperature of 200 ° C. or less. The processing method is roughly classified into a padding method and an exhaust method.

In the padding method, a predetermined amount of an organic solvent solution or an aqueous liquid containing the active ingredient is sprayed and applied to the fiber product to be treated, or the fiber product to be treated is dipped in an organic solvent or an aqueous solution containing the active component to a predetermined amount. It is a method of squeezing to the adhesion rate, then drying at a predetermined atmospheric temperature for a predetermined time, permeating and fixing. In this case, the concentration of BCP in the aqueous solution is 0.05 to 100 g / liter, and the liquid adhesion rate is 40 to 20.
0% to fiber weight, processing temperature is -10 to 200 ° C, and processing time is 10 seconds to drying.
In this case, the heating operation uses a hot air dryer (or a heater), a heating plate, a heating roller, or the like. Although water vaporizes during the treatment, the objective of incorporating the active ingredient is achieved by melting and dissolving with the solvent and the surfactant in the process. Here, the lower limit of the processing temperature range is a temperature at which it cannot be handled due to freezing, poor drying, or the like, and may be 0 ° C. or lower if it can be dried. The upper limit is limited by volatilization loss of the active ingredient and heat resistance of the fiber. The treatment time may be short at high temperature and long at low temperature, and may be adjusted accordingly.

In the exhaust method, an aqueous agent containing BCP, a solvent and a surfactant and uniformly emulsified, solubilized or finely dispersed is used as a bath, and the fiber product to be treated is immersed to adsorb the active ingredient onto the fiber. It is a method of permeating and fixing. In this case, the amount of BCP used in the aqueous liquid is 0.05 to the fiber weight.
20.0%, ratio of water to fiber weight (bath ratio) 1:
(10 to 40), processing temperature 0 to 200 ° C. (however, in the case of freezing, the lower limit is a temperature that does not freeze), processing time 9
Processing is performed under conditions selected from the range of 0 minutes to 10 seconds (short time at high temperature).

In either method, it is necessary that BCP is incorporated in the fiber in an amount of 0.01 to 5.0% by weight based on the weight of the fiber. If the amount taken in is too small, there is no antibacterial and antifungal effect, and if it is too large, the antibacterial and antifungal effect is not further improved, the properties of the fiber product may be deteriorated, and it is not economical.

The antibacterial and antifungal effect of the synthetic fiber product processed by the method of the present invention lasts stably for a long time and exhibits excellent wash resistance. The synthetic fiber product treated by the method of the present invention does not exhibit deterioration in texture, imparting water repellency or dust adsorption, and other properties that impair the properties of synthetic fibers. Further, since BCP adsorbed in the fiber product is released very gradually, the amount of the active ingredient with which the user of the fiber product comes into contact is suppressed to an extremely small amount, and the safety is high.

The advantage of the method of the present invention over the conventional methods is that they exhibit remarkable effects even under extremely mild processing conditions. That is, since conventional synthetic fibers have a poor affinity with general-purpose bactericides, in particular, mildew-proofing agents, it is difficult to fix them.
A method has been attempted in which the interval between the fiber tissues is expanded by heat treatment at about 90 ° C. to allow the chemical to enter, and even then, sufficient washing resistance cannot be obtained, but the method of the present invention is simple to apply and air dry. This is a significant difference in that it is effective even by various means, and it has become possible to easily perform washing resistance, antibacterial and antifungal processing on synthetic fiber products, particularly polyester fiber products.

In carrying out the antibacterial and antifungal treatment of the present invention, a spreadable synthetic resin is coated and adhered to the surface of the processed fiber by a well-known method to improve washing resistance, weather resistance and sustained release, It is also possible to make adjustments and suppress changes over time.

[0025]

EXAMPLES Next, the present invention will be specifically described by way of examples, but the present invention is not limited to the following examples unless it exceeds the gist thereof, and is modified within the scope of the gist of the preceding and the following. All implementations are within the scope of the invention.
In the examples, "%" means "% by weight" unless otherwise specified. <Test Method> In each of the following examples, a test was performed by the following method. Stock solution to be tested: Stock solution 1: N-n-butylcarbamic acid 3-iodo-2-
30% propynyl ester (BCP), 20% mixture of polyoxyethylene nonyl phenyl ether and dodecylbenzene sulfonic acid sodium salt and 3-methyl-3
-Methoxybutyl acetate 50% was mixed and homogenized. Stock solution 2: BCP 30%, polyoxyethylene distyrenated methyl phenyl ether 30%, and ethylene glycol ethyl ether acetate 40% were prepared and homogenized. Stock solution 3: 2,4,5,5,6-tetrachloroisophthalonitrile (hereinafter referred to as TPN) 30%, naphthalene sulfonic acid condensate sodium salt 30% and water 40% A flowable agent in which a slurry is thoroughly ground and homogenized with a ball mill. .

Stock solution 4: Paraoxybenzoic acid butyl ester (hereinafter referred to as OBAB) 15%, polyoxyethylene distyrenated methylphenyl ether 15%, polyoxyethylene nonylphenyl ether sulfate 10
%, Ethylene glycol ethyl ether acetate 20
% And 40% water were blended and homogenized. Stock solution 5: 2- (4-thiazolyl) benzimidazole (hereinafter referred to as TBZ) 30%, polyoxyethylene nonylphenyl ether 10%, and water 60% were prepared and homogenized. Stock solution 6: p-chloro-m-xylenol (hereinafter PCMX
15%, 20% of a mixture of polyoxyethylene nonylphenyl ether and sodium dodecylbenzenesulfonic acid salt, 40% of ethylene glycol ethyl ether acetate and 25% of water were mixed and homogenized. Washing: Based on the method of JIS L 0127-103.

Antibacterial test : Test bacteria : Staphylococcus aureus Test method: The viable cell counts of unprocessed and processed samples were measured by the bacterial count method of the Textile Products Sanitation Council. Evaluation method: The evaluation index log (B / C)> 2 was validated. However, B: the number of viable bacteria after 18-hour culture of unprocessed sample,
C: The number of viable bacteria after the processed sample was cultured for 18 hours.

Fungus resistance test bacteria: Aspergillus niger, Pen
icillium citrinum, Cladosp
orium cladosporioides, Alt
ernaria altanata test method: The mold resistance test method of JIS Z 2911 is applied correspondingly, and the medium is JIS potato dextrose agar medium (PDA medium) and JIS inorganic medium.
A test cloth of × 25 mm was attached and cultured. Culture is 28
C, 7 to 14 days. Evaluation method: 1 ... 1/3 or more on the test cloth 2 ... Less than 1/3 on the test cloth 3 ... No growth on the test cloth

Example 1 Stock solution 1 was diluted with water to make an aqueous solution containing 0.3%, 0.9% and 1.5% BCP. Also, stock solutions 4 and 6 were diluted with water to prepare an aqueous solution containing 0.9% and 1.5% of the active ingredient paraoxybenzoic acid butyl ester or p-chloro-m-xylenol, respectively. Polyester cloth was dipped in each of the aqueous liquids and squeezed to 60% of fiber weight. This damp cloth was air dried at 25 ° C. to give a test cloth. About each test cloth which was washed 10 times, Staphylococcus aureus was tested and an antibacterial property test was performed. The results are shown in Table 1. As is clear from Table 1, the test cloth of the present invention contains 0.18 of the active ingredient.
% Showed sufficient washing resistance. Each active ingredient of the comparative example had large leaching due to washing, and the efficacy was lowered.

[0030]

[Table 1]

Example 2 Example 1 except that the drying conditions were 130 ° C. and 1 minute.
In the same manner as above, make a test cloth of polyester cloth,
An antibacterial test was conducted. The results are shown in Table 2. As is clear from Table 2, the BCP-treated cloth of the present invention showed excellent wash resistance and antibacterial effect.

[0032]

[Table 2]

Example 3 A mold resistance test was carried out using the test cloth prepared in Example 1. The test was also performed on a polyester fabric in which a predetermined amount of the BCP isopropanol solution and the stock solution 5 were attached and air-dried. Test bacteria: Asp. Niger and Clado. Cladosporioides The results are shown in Table 3. As is clear from Table 3, the air-dried test cloth also exhibited excellent washing resistance. This is an epoch-making thing as a mildewproof treatment of polyester fiber. OBAB and TBZ, which have hitherto been regarded as excellent antifungal agents, could not obtain washing resistance under these conditions.

[0034]

[Table 3]

Example 4 Stock Solution 1 was diluted with water to make an aqueous solution containing 0.3% and 0.9% BCP. Polyester cloth was dipped in each of the aqueous liquids and squeezed to 60% of fiber weight. This damp cloth was air-dried at 25 ° C. and heat-dried at 70 ° C. for 5 minutes, which were used as test cloths. Further, the stock solution 5 (active ingredient TBZ) was also treated in the same manner as above to obtain a comparative test cloth. Each of the test cloths washed 10 times was washed with Asp. Using a JIS PDA medium and a JIS inorganic medium. niger and Clado. clado
The sporioides was tested and a mold resistance test was conducted. The results are shown in Table 4. As is clear from Table 4, B
Not only the CP-treated cloth heated and dried at 70 ° C. but also the air-dried test cloth exhibited excellent washing resistance. However, TBZ could not obtain washing resistance under these conditions.

[0036]

[Table 4]

Example 5 Stock solutions 1, 3 and 5 were diluted with water to prepare aqueous solutions 1, 2 and 3 containing 0.3% of active ingredient. Polyester cloth was dipped in this, squeezed to 60% by weight of fiber, and then heat-treated in a dryer at 100 ° C. for 2 minutes to give test cloths 1, 2 and 3, respectively. Also, test cloths 2 and 3
In the above, the heat treatment conditions were changed to 170 ° C. for 1 minute to give test cloths 2 ′ and 3 ′, respectively. Aspergillus niger and P for 0 and 10 washes of test cloths 1, 2, 3, 2'and 3 '
A fungus resistance test was performed using a mixed spore suspension of E. coli. The results are shown in Table 5. As is clear from Table 5, the polyester cloth having 0.18% of BCP to the fiber weight adhered by the method of the present invention has 1
Although it showed excellent washing resistance and antifungal effect by an extremely simple treatment method of heating at 00 ° C for 2 minutes, TPN and TBZ, which are evaluated to have strong antifungal effect, were subjected to the same conditions as BCP and further to fibers. In Comparative Examples 2 and 4 in which the heat treatment temperature was increased in order to increase the effect of taking in, it was found that the antifungal effect was lost by washing and the washing resistance was poor.

[0038]

[Table 5]

Example 6 Stock solution 1 was diluted with water to prepare an aqueous solution having BCP contents of 0.3 and 0.9%, respectively. After immersing the polyester fabric in this and squeezing it to 60% of fiber weight, it was dried in a dryer at 100 ° C. for 2 minutes, 150 ° C. for 1 minute and
Heat treatment was performed at 0 ° C. for 30 seconds. A mold resistance test was conducted on each of the treated cloths and the cloths that were washed 10 times. The results are shown in Table 6. As is clear from Table 6, the test cloth having 0.18% of the active ingredient adhering to the fiber weight also exhibits a sufficient washing resistance and antifungal effect.

[0040]

[Table 6]

Example 7 A 100% polyester shower curtain fabric was tested. A stock solution 1% of the cloth weight was taken, diluted with 20 times the cloth weight of water to form a bath, and the cloth was immersed in the bath and heat-treated at 130 ° C. for 30 minutes in a closed pressure tester. Then, the cloth was taken out and air-dried to obtain a test cloth. Next, the stock solutions 3 and 6% of the weight of the cloth were used and treated under the same conditions as above, and the following respective test cloths were prepared. Similarly, each of the test cloths of Comparative Examples was prepared by using 1, 5 and 6% of the cloth weight of Stock Solution 5 under the same conditions as above. Using each test cloth, JIS P for 0 and 5 times of washing
A mold resistance test was carried out using DA medium. The results are shown in Table 7. The BCP-processed polyester fabric of the present invention gave good results. The TBZ-processed cloth had poor adsorption by the exhaust method, and the effect of washing was significantly reduced.

[0042]

[Table 7]

Example 8 Stock solution 1, stock solution 4 and stock solution 6 were each diluted with water to prepare an aqueous solution containing 0.3%, 0.6% and 0.9% of each active ingredient. Nylon cloth and acrylic cloth were dipped in this solution and then squeezed to 60% of the fiber weight. Next, the test cloth was dried at 20 ° C., respectively. Regarding the test cloth washed with 0 and 10 times, A. n
iger and C.I. Fungus resistance test (JIS inorganic medium, 28 ° C, 7 ° C) using cladosporioides
Days). The results are shown in Table 8. As can be seen from Table 8, BCP showed sufficient effect for nylon and acrylic fabrics with a small amount of 0.18% to fiber weight, while PCMX and TBZ each had 0.36.
% And 0.54% to fiber weight were also poor.

[0044]

[Table 8]

Example 9 A test cloth was prepared in the same manner as in Example 8 except that nylon cloth and acrylic cloth were used, and the drying conditions for preparing the test cloth were 100 ° C. and 2 minutes. For the cloth that was washed 0 and 10 times, niger and C.I. A mold resistance test was conducted in the same manner as in Example 8 using cladosporioides as a test. The results are exactly the same as the values shown in Table 8 and BCP showed excellent wash resistance and mildew proofing effect.

[0046]

EFFECTS OF THE INVENTION The present invention is constituted as described above, and according to the present invention, the washing resistance, antibacterial and antifungal processing of the synthetic fiber product by the post-processing, which has been conventionally considered difficult, can be easily performed. In addition, washing-resistant antibacterial and antifungal processing by post-processing of polyester fiber products, which has been considered particularly difficult, has also been put to practical use in a simple process.

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[Procedure amendment]

[Submission date] January 13, 1993

[Procedure Amendment 1]

[Document name to be amended] Statement

[Name of item to be corrected] 0015

[Correction method] Change

[Correction content]

The organic solvent used in the present invention includes B
Any substance that dissolves CP, is not contaminated, and has low toxicity can be used. For example, alcohols such as methanol, ethanol, propanol, butanol, ethylene glycol and propylene glycol, ketones such as acetone, methyl ethyl ketone, cyclohexanone and isophorone,
Ethers such as ethylene glycol monobutyl ether, propylene glycol monoethyl ether, 3-methyl-3-methoxybutanol, dioxane, ethylene glycol ethyl ether acetate, 3-methyl-3-
Esters such as methoxybutyl acetate, Jimechiruho <br/> Lum amides, acid amides such as dimethylacetamide, dimethyl sulfoxide and the like. When processing at high temperature, it is preferable to select a solvent having a high boiling point.

[Procedure Amendment 2]

[Document name to be amended] Statement

[Name of item to be corrected] 0037

[Correction method] Change

[Correction content]

Example 5 Stock solutions 2 , 3 and 5 were diluted with water to prepare aqueous solutions 1, 2 and 3 containing 0.3% of active ingredient. Polyester cloth was dipped in this, squeezed to 60% by weight of fiber, and then heat-treated in a dryer at 100 ° C. for 2 minutes to give test cloths 1, 2 and 3, respectively. Also, test cloths 2 and 3
In the above, the heat treatment conditions were changed to 170 ° C. for 1 minute to give test cloths 2 ′ and 3 ′, respectively. Aspergillus niger and P for 0 and 10 washes of test cloths 1, 2, 3, 2'and 3 '
A fungus resistance test was performed using a mixed spore suspension of E. coli. The results are shown in Table 5. As is clear from Table 5, the polyester cloth having 0.18% of BCP to the fiber weight adhered by the method of the present invention has 1
Although it showed excellent washing resistance and antifungal effect by an extremely simple treatment method of heating at 00 ° C for 2 minutes, TPN and TBZ, which are evaluated to have strong antifungal effect, were subjected to the same conditions as BCP and further to fibers. In Comparative Examples 2 and 4 in which the heat treatment temperature was increased in order to increase the effect of taking in, it was found that the antifungal effect was lost by washing and the washing resistance was poor.

[Procedure 3]

[Document name to be amended] Statement

[Correction target item name] 0043

[Correction method] Change

[Correction content]

Example 8 Stock solution 1, stock solution 4 and stock solution 6 were each diluted with water to prepare an aqueous solution containing 0.3%, 0.6% and 0.9% of each active ingredient. Nylon cloth and acrylic cloth were dipped in this solution and then squeezed to 60% of the fiber weight. Next, the test cloth was dried at 20 ° C., respectively. Regarding the test cloth washed with 0 and 10 times, A. n
iger and C.I. Fungus resistance test (JIS inorganic medium, 28 ° C, 7 ° C) using cladosporioides
Days). The results are shown in Table 8. As can be seen from Table 8, BCP showed sufficient effect for nylon and acrylic fabrics with a small amount of 0.18% fiber weight, while PCMX and TBZ each had 0.54 %.
% And 0.36% to fiber weight were also poor.

 ─────────────────────────────────────────────────── ─── Continuation of the front page (72) Inventor Takako Yamaya 2-6-11 Nakajima, Nishiyodogawa-ku, Osaka City Osaka Kasei Co., Ltd. Headquarters factory

Claims (4)

[Claims] 1. An antibacterial and antifungal processed synthetic fiber product, characterized in that at least a part of the synthetic fiber is provided with N-n-butylcarbamic acid 3-iodo-2-propynyl ester. 2. An ambient temperature of 200 after a solution or emulsion containing Nn-butylcarbamic acid 3-iodo-2-propynyl ester and a synthetic fiber product coexist and contact.
An antibacterial and antifungal processing method for synthetic fiber products, which is characterized by treating at temperatures below ℃. 3. After applying a solution or emulsion containing Nn-butylcarbamic acid 3-iodo-2-propynyl ester to a synthetic fiber product, the temperature is from -10 to 20 at ambient temperature.
The antibacterial and antifungal processing method for synthetic fiber products according to claim 2, wherein the method is for drying at 0 ° C. 4. An aqueous liquid containing N-n-butylcarbamic acid 3-iodo-2-propynyl ester is used as a bath.
Bath temperature: The synthetic fiber product is immersed at a freezing temperature or higher and 200 ° C. or lower, and the antibacterial and antifungal processing method for the synthetic fiber product according to claim 2.