JP2001295177A - Antimicrobial fiber and method for producing the same - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a fiber having excellent antimicrobial properties, capable of holding the properties for a long time and suitable in applications such as clothes, interiors or industrial uses, and to provide a method for producing the antimicrobial fiber. SOLUTION: This antimicrobial fiber comprises a silver salt and/or a copper salt of an acylamino acid having N-substituted long chain group in an amount of 0.03-5 mmol/kg based on the fiber weight and 50-100 wt.% thereof contained in the fiber surface and a region of 2 μm depth from the fiber surface toward the interior and in the whole region when the fiber cross-sectional width is <4 μm.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an antibacterial fiber having excellent antibacterial properties for use in clothing, interior decoration, industrial use, etc. and having this effect permanently.

[0002]

2. Description of the Related Art Fibers having a wide variety of performances have been provided in accordance with changes in lifestyles. Among them, demands for fibers having antibacterial performances have been increasingly increased due to the sophistication of hygiene. Fibers having antibacterial performance are produced by techniques such as treating fibers with solutions of various antibacterial agents, and mixing various antibacterial agents with fiber raw materials to produce fibers.

[0003] Silver compounds and copper compounds are known as one of the antibacterial agents. Antibacterial fibers to which such antibacterial agents are adhered are described, for example, in JP-A-52-92000. I have. This publication discloses a method for producing an antibacterial acrylic fiber by treating a specific sulfonic acid group-containing acrylic fiber with a silver salt or copper salt-containing aqueous solution and binding a specific amount of silver ion or copper ion into the fiber. Is disclosed. As a result of the study by the present inventors, it has been found that the acrylic fiber to which the silver ions or copper ions are attached has a reduced antibacterial performance due to washing or dry cleaning or the like, and does not exhibit practically sufficient antibacterial performance. Was. It is considered that the reason why the antibacterial performance is reduced by washing or the like is that the antibacterial agent attached to the fibers gradually drops off.

[0004] In order to prevent the antibacterial agent from falling off, a method of incorporating the antibacterial agent into the interior of the fiber can be considered. For example,
Fibers and papers containing a metal salt having an antibacterial action of N-long-chain acylamino acids described in JP-B-6-92350 and JP-B8-25847 have been proposed. In this technique, an antibacterial agent is mixed with a stock solution for fiber production and spun. However, fibers containing an antibacterial agent inside the fibers have low antibacterial properties.

[0005] Paper having antibacterial properties has been proposed as a method of attaching an antibacterial agent to the paper via a binder. However, it has been found that the paper is largely detached by washing or the like and has a problem in durability.
According to the study of the present inventors, in order to sufficiently exhibit the function of the antibacterial agent and to reduce the dropout due to washing or the like, the antibacterial agent must be present in the surface layer of the fiber, The antimicrobial agent contained in the above cannot exert its function sufficiently.

[0006]

DISCLOSURE OF THE INVENTION The present invention solves the aforementioned problems of conventional antibacterial fibers without impairing the excellent physical properties of the fibers, and has a practically sufficient antibacterial performance. Another object of the present invention is to provide an antimicrobial fiber having excellent durability.

[0007]

The constitution of the present invention for solving the above-mentioned problems is as follows. (L) containing a silver salt and / or a copper salt of an N-long-chain acylamino acid in an amount of 0.03 to 5 mmol / kg with respect to the fiber weight;
50 to 100% by weight of the antibacterial fiber contained in the region between 2 μm from the fiber surface and the fiber surface toward the inside, and the entire region when the fiber cross-sectional width is less than 4 μm, 2) In the antibacterial fiber of (1), the fiber p
Antibacterial fiber in which H is adjusted to 4.5 to 8.0; (3) silver salt of N-long chain acylamino acid and / or copper on gel-like swollen fiber after wet spinning or after dry / wet spinning and before drying By contacting the salt-containing dispersion, the silver salt and / or the copper salt of the N-long chain acyl amino acid is reduced to 0.03 to 5 mmol / kg based on the weight of the fiber and 50 to 100 mmol / kg thereof.
2% by weight from the fiber surface and the fiber surface
m, and when the fiber cross-sectional width is less than 4 μm, the method is a method for producing an antibacterial fiber, wherein the fiber is fixed to the entire region.

Hereinafter, the antibacterial fiber of the present invention will be described in detail. As the fiber of the present invention, for example, cotton, hemp, wool,
Natural fibers such as silk, copper ammonia rayon, viscose rayon, and artificial cellulose fibers such as cellulose fibers produced by spinning an organic solvent solution of cellulose, semi-synthetic fibers such as acetate, acrylic synthetic fibers, etc. Is mentioned. Among these fibers, acrylic synthetic fibers are preferable because of their superior antimicrobial washing durability in comparison with other fibers.

A more preferred acrylic synthetic fiber is a fiber comprising at least 35% by weight of acrylonitrile (hereinafter referred to as AN) and up to 65% by weight of a copolymer of an unsaturated vinyl compound copolymerizable with AN. . Other unsaturated vinyl monomers copolymerizable with AN include acrylic acid, methacrylic acid, acrylates (eg, methyl acrylate, ethyl acrylate), and methacrylates (eg, methyl methacrylate, ethyl methacrylate). Acrylamide or methacrylamide and their monoalkyl-substituted products, styrene, vinyl acetate, vinyl chloride, vinylidene chloride, vinyl pyridine,
And styrene sulfonic acid, vinyl sulfonic acid, allyl sulfonic acid, methallyl sulfonic acid, and salts of these sulfonic acids.

[0010] The N-long-chain acylamino acid used for forming the N-long-chain acylamino acid salt of the present invention is an amino acid having a long-chain acyl group at the N-position. As long-chain amino acids, higher fatty acid residues are preferable, for example, decanoyl group,
Preferred are a lauroyl group, a myrisloyl group, a valmitoyl group, a stearoyl group, an oleoyl group and the like. In addition, the acyl group is not limited to a single acyl group, and a plurality of types of the above acyl groups may be used.

The amino acid component may be any of monoaminomonocarboxylic acid, monoaminodicarboxylic acid and diaminomonocarboxylic acid. When the antibacterial substance of the present invention has a high antibacterial property, it is preferable to use monoaminodicarboxylic acid, and since this monoaminodicarboxylic acid has two carboxyl groups, a metal having antibacterial action is preferably used. Are easily bonded, and the antibacterial action is strong as a whole.

Specific examples of amino acids include glycine, alanine, valine, and monoaminomonocarboxylic acid.
Leucine, phenylalanine, tyrosine, threonine,
Tributofan, methionine and the like; monoaminodicarboxylic acids include aspartic acid and glutamic acid; and diaminomonocarboxylic acids include lysine, arginine and histidine. The N-long-chain acylamino acid is not limited to one kind, and many kinds may be used.

[0013] N- contained in the antibacterial substance of the present invention
Preferred specific examples of the long-chain acylamino acid salt include N-
Silver stearoyl glutamate, silver N-lauroyl glutamate, silver N-myristoyl glutamate, copper N-stearoyl glutamate, copper N-lauroyl glutamate, copper N-myristoyl glutamate, silver N-stearoyl aspartate, silver N-lauroyl aspartate, N- Silver myristoyl aspartate, copper N-stearoyl aspartate, copper N-lauroyl aspartate, copper N-myristoyl aspartate, silver N-stearoyl valine, silver N-lauroyl valine, silver N-myristoyl valine, copper N-stearoyl valine, Copper N-lauroyvaline, Copper N-myristoylvaline, Silver N-stearoylphenylalanine, Silver N-lauroyphenylalanine, Silver N-myristoylphenylalanine, Silver N-stearoylphenylalanine Emissions copper, N- lauroyl phenylalanine copper, N- myristoyl phenylalanine copper, N
-Silver stearoyl arginine, silver N-lauroyl arginine, silver N-myristoyl arginine, copper N-stearoyl arginine, copper N-lauroyl arginine, copper N-myristoyl arginine, and the like.

The above-mentioned N-long-chain acylamino acid salt comprises water,
Poorly soluble in various organic solvents, powdered at room temperature, and can be easily dispersed in various solvents.
The metal N-long-chain acylamine having antibacterial properties contained in the antibacterial substance of the present invention can be formed as follows. First, a salt of an antibacterial metal, for example, silver nitrate, copper nitrate, is added to an aqueous solution of an alkali metal salt such as sodium or potassium of an N-long chain acylamino acid.
By mixing salts of aqueous solutions such as silver sulfate, copper sulfate, silver acetate, copper acetate and copper chloride, N-
It can be easily obtained as a precipitate of a long-chain acylamino acid salt. Then, by drying the precipitate of the N-long-chain acylamino acid salt obtained as described above, powdered N-
Long chain acyl amino acid salts can be obtained.

The N-long-chain acylamino acid salts to which different metals are used in the present invention may be prepared individually as described above, and the N-long-chain acylamino acid salts such as sodium and potassium may be used. In an aqueous solution of an alkali metal salt of, two kinds of aqueous solutions of salts having different antibacterial metal salts, such as silver nitrate, copper nitrate, silver sulfate, copper sulfate, silver acetate, copper acetate, and copper chloride, Simultaneously or sequentially, the mixture may be mixed with the above-mentioned aqueous solution of N-long-chain acylamino acid to prepare a mixture of N-long-chain acylamino acid salts having different metals bonded thereto.

The N-long-chain acylamino acid salt of an antibacterial metal contained in the antibacterial substance of the present invention is in a powder form, and at least one antibacterial metal is bound in each molecule. It has a very high antibacterial activity because it is a salt. Furthermore, since the amino acid forms the basic skeleton, it has low toxicity and can be used safely for various purposes. Antibacterial agent is 0.03-5m based on fiber weight
mol / kg, preferably 0.1 to 2 mmol / kg, of which 50 to 100% by weight has a region between 2 μm from the surface of the fiber to the inside from the fiber surface and a cross section width of the fiber of less than 4 μm. In the case of, the antibacterial agent may be present on the fiber surface contained in the entire region or in the fiber inner layer other than the above region, but these antibacterial agents contribute sufficiently to achieve the object of the present invention. Do not.

The content of the antibacterial agent in the fiber is 0.03 mmol
When the amount is less than 1 / kg, the antibacterial property is low, and 5 mmol /
If it exceeds kg, it will be significantly colored by heat treatment. Furthermore, in the present invention, 50 to 50 of the antibacterial agent contained in the fiber
It is necessary that 100% by weight be contained in the region between 2 μm from the fiber surface to the inside from the fiber surface and in the entire region when the fiber cross-sectional width is less than 4 μm. When the content in the above-mentioned region is less than 50% by weight, it is necessary to increase the amount of the antibacterial agent contained in the whole fiber in order to impart a predetermined antibacterial property and durability. Are easily colored.

Further, it is not preferable that the fiber is contained outside the fiber surface layer via a binder because the fiber easily falls off by washing or the like. The pH of the fiber provided with the antibacterial agent is 4.5 to 8.0.
0 is preferable, and more preferably, 5.5 to 7.0. When the fiber pH is less than 4.5 or more than 8.0,
Corrosion to metals increases, and tends to induce rust in textile processing machines such as spinning devices.

The pH of the fiber varies depending on the type and / or content of the N-long-chain acylamino acid salt. Therefore, when the fiber pH exceeds the specified range, adjustment is required. Adjustment can be adjusted by a post-treatment of a dispersion of N-long chain acylamino salt and / or fibers. Fiber p
When H is less than 4.5, adjustment with a salt of a weak acid and a strong base is preferable, and for example, sodium carbonate, sodium hydrogen carbonate, sodium silicate, disodium hydrogen phosphate, trisodium phosphate, sodium pyrophosphate and the like are preferable.

When the pH of the fiber exceeds 8.0, it is preferable to adjust the pH with an acid having low metal corrosiveness. Such acids include, for example, phosphoric acid, propionic acid, butyric acid, lactic acid, adipic acid, oxalic acid, malonic acid, succinic acid, glutaric acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, phthalic acid, tricarbalin Acids, benzenetricarboxylic acids, itaconic acids and the like are preferred. The form of the fiber to be treated with the antibacterial agent includes short fiber, long fiber, tow, spun yarn, knit, woven fabric, non-woven fabric, and final fiber product, and the form is not limited.

The antimicrobial fiber of the present invention has excellent antimicrobial performance and durability due to the antimicrobial agent present in the fiber surface layer described above, and the antimicrobial agent is contained in the inner layer of the fiber. In such a case, the antibacterial performance cannot be sufficiently exhibited. The antibacterial agent of the present invention exerts an excellent effect on bacteria such as Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa, Klebsiella pneumoniae, and fungi. Particularly suitable for Staphylococcus aureus.
Next, a method for producing the antibacterial fiber of the present invention will be described.

One of the methods for producing the fiber of the present invention is that, after a wet spinning or spinning stock solution is once discharged into the air, the fiber is spun by a dry-wet spinning method that is led to a coagulation bath, and the fiber after coagulation is undried. This is a method in which an antibacterial agent is applied to fibers in a state, that is, a gel state, and dried. The amount of the antibacterial agent applied, drying conditions, etc.
A silver salt and / or a copper salt of a long-chain acylamino acid in an amount of 0.03 to 5 mmol / kg,
0-100% by weight is a region between 2 μm from the fiber surface and the fiber surface toward the inside, and the fiber cross-sectional width is 4 μm.
If it is less than the above range, it may be appropriately adjusted so as to adhere to the entire area.

In the case of an acrylic synthetic fiber or the like by a wet spinning method, a gel fiber after coagulation and before drying may be used. In the case of a gel-like fiber, the antibacterial agent permeates into the fiber, and the antibacterial agent is more firmly fixed to the fiber, which is preferable.
An example of another method for producing the fiber of the present invention is to apply a solution in which an antibacterial agent is dissolved or dispersed to the fiber, and then dry and apply the solution.
This is a heat treatment method at a temperature of at least ℃.

The fiber is dipped in the solution containing the antibacterial agent of the present invention, or the aqueous solution containing the antibacterial agent is atomized and sprayed onto the fiber, for example. 2-200 μmol / kg is applied. When the fibers are immersed in the antimicrobial solution, excess antimicrobial solution is squeezed out with a roller or the like and removed. The antibacterial agent can be used in an aqueous solution or a solution dispersed in an organic solvent.
The concentration of the antibacterial agent contained in this solution is preferably 1 to 3.
00 ppm, more preferably 5-200 ppm.
The temperature of the antibacterial agent solution is preferably 5 to 80C. Next, the fiber provided with the antibacterial agent solution is dried. 60 after drying
By performing the heat treatment at a temperature of not less than ℃, the antibacterial agent is more firmly fixed to the fiber. The heat treatment temperature is preferably 60 to 1
The temperature is 50 ° C, more preferably 100 to 130 ° C. By performing the heat treatment at 60 ° C. or higher, the antibacterial agent is more strongly adhered to the fiber, and the washing durability is improved. However, when the temperature exceeds 150 ° C., the fibers are liable to be colored. The heat treatment time is generally 0.5 to 60 minutes. As the heat treatment, wet heat treatment with steam, dry heat treatment with an inert atmosphere such as air or nitrogen, or the like is employed. Performing wet heat treatment with steam is preferable because the antibacterial agent is firmly fixed to the fibers and the fibers are less colored. Another example of producing the fibers of the present invention is

[0025]

The present invention will be described below in detail with reference to examples. 1) Measurement method of antibacterial performance The antibacterial performance is measured by a method for measuring the number of bacteria using Staphylococcus aureus, based on the processing effect evaluation test method (manual) for sanitary products. (1) Staphylococcus aureus prepared in normal broth medium
0.2 m of test bacterial suspension containing ~ 30 x 105 cells / ml
1 is inoculated uniformly on about 0.2 g of sample. (2) Six blank samples and three evaluation samples are prepared, and after inoculation, three blank samples and three evaluation samples are immediately incubated at 35 to 37 ° C for 18 hours.

(3) Immediately after the inoculation, the three blank samples not cultured and the three blank samples and the three samples in the evaluation test gradient, after the completion of the cultivation, add 20 ml of sterile buffered saline.
In addition, shaking is performed to disperse the viable bacteria in the sample into the liquid, and a dilution series is made from the dispersed bacterial liquid with a sterile buffered physiological saline solution, and the numbers of the following "A", "B", and "C" cells are measured. . “A”: Blank collected and dispersed immediately after inoculation (3 samples) “B”: Blank collected and dispersed after 18 hours of culture (3 samples) “C”: Evaluation sample dispersed and collected after 18 hours of culture (3 samples)

(4) For the measurement of the number of bacteria, 1 ml of the diluent was
After making about 15 ml of a standard agar medium pour plate (prepare two plates for the same diluent),
After culturing at 7 ° C. for 24 to 48 hours, the number of grown colonies is counted, and the number of viable colonies is multiplied by the dilution factor to calculate the number of viable bacteria in the sample. (5) The antibacterial property is evaluated by calculating the difference between the increase and decrease values according to Equation 1. The higher the value, the better the antibacterial properties. Average of the number of bacteria of “A” a Average of the number of bacteria of “B” b Average of the number of bacteria of “C” c

[0028]

(Equation 1)

2) Washing Method Using a household electric washing machine, a 40 ° C. aqueous solution containing 2 g / l of JAFET standard detergent (designated by the Council for Evaluation of New Functions of Textile Products, chemical name: polyoxyethylene alkyl ether). After washing for 5 minutes, wash with running water for 2 minutes, and after dehydration, further wash with running water for 2 minutes, then dehydrate and dry. This was evaluated as one wash (HL1).
Perform 0 times (HL10) and evaluate. 3) Measurement of fiber pH Measurement method of dough PH according to JIS-L-1096 (extraction method)
The fiber pH is measured by the same operation. 4) Measurement of antibacterial agent distribution

The distribution of the antimicrobial agent was measured by SIMS measurement of the metal contained in the antimicrobial agent, and the distribution ratio was measured by a color image analyzer. The measurement conditions are
It is as follows. <SIMS measurement> Apparatus: ATOMIKA4100 type primary ion system conditions Ion: Ga ⁺ acceleration voltage: 25 keV Current value: 13 mA Aperture: 100 μm Image area: 40 μm ² pixels: 128 × 128 Scan speed: 8 seconds / scan Sensitization O ₂ ⁺ ion implantation conditions accelerating voltage: 5 keV incident angle: 45 deg current: 85NA irradiation area: 150 [mu] m ² scanning speed: 1 raster scan for each element in 1 sec / scan measurement sequence above conditions, the image is retrieved. Ion implantation was performed three scans before measurement for each element. To improve signal strength,
0 sets, then 50 obtained by data processing
Individual images were calculated for each element.

5) Evaluation of Rust (1) After completely removing the black product on the surface of the intermediate product (intermediate product before applying teeth) of a gold cutting saw (NACHI mark, JISsks-7) with a grindstone, sandpaper (AA-40
Finishing (surface and side) polishing in step 0), washing with pure water, drying at 105 ° C. for 30 minutes, and preparing a test piece cooled in a desiccator. (2) The test fiber sample is dried at 105 ° C. for 30 minutes and cooled in a desiccator to prepare a test fiber sample. (3) The test fiber sample prepared in (2) is lightly wound around the test piece prepared in (1), and fixed with a tape or the like. Test fiber samples are prepared at three points each. (4) The test specimen prepared in (3) was subjected to 25 ° C, 95%
Place in a thermo-hygrostat adjusted to RH and leave for 24 hours. (5) After 24 hours, the test sample is taken out, peeled off from the test fiber sample, and the occurrence of rust is observed by observing the fiber surface and the test sample surface to check for the occurrence of rust.

[0032]

EXAMPLES 1-5, COMPARATIVE EXAMPLES 1-2 N-stearoyl-L-glutamate disodium salt was used as the alkali metal salt of N-long-chain acylamino acid, and N-stearoyl-L-glutamate was added to 500 cc of water.
135 g of disarodium stearoyl-L-glutamate
g of an aqueous solution was prepared. Silver was used as a metal having antibacterial properties to prepare a silver nitrate aqueous solution in which 80 g of silver nitrate was dissolved in 500 cc of water. A precipitate is formed by mixing the aqueous solution of silver nitrate with the aqueous solution of disodium N-stearoyl-L-glutamate, and the precipitate is heated and dried to form N-stearoyl-L.
About 180 g of silver glutamate were obtained.

5 g of the obtained silver N-stearoyl-L-glutamate and 3 g of dimethyllauryl betaine as a surfactant were dispersed in 500 cc of water with a homomixer.
An aqueous N-stearoyl-L-glutamate dispersion aqueous solution having antibacterial properties was prepared. A copolymer obtained by copolymerizing 93% by weight of AN, 6% by weight of methyl acrylate and 1% by weight of sodium methallylsulfonate is dissolved in an aqueous nitric acid solution, wet-spun by a conventional method, washed with water, stretched and dried to obtain acrylic fibers. Manufactured. The fibers are immersed in the above-mentioned antibacterial agent aqueous solution, and the antibacterial agent is 0.01 mmol / kg (Comparative Example 1), 0.1 mol / kg (Example 1), 0.5 mm based on the dry fiber weight.
ol / kg (Example 2), 1.0 mmol / kg (Example 3), 3.0 mmol / kg (Example 4), 5.0 m
mol / kg (Example 5), 10.0 mmol / kg
(Comparative Example 2) Adhered and dried with hot air at 80 ° C. Thereafter, the fiber was subjected to wet heat setting with steam at 110 ° C.

The antibacterial properties of the obtained fiber and the fiber after 10 washes were measured. Table 1 shows the results. From Table 1, it can be seen that the fiber of the present invention is excellent in antimicrobial performance in washing durability, while when the amount of the antimicrobial agent attached is small (Comparative Example 1), the fiber is not colored, but the antimicrobial performance is reduced. If too much (Comparative Example 2), it can be seen that adhesion and coloring are induced in the fiber.

[0035]

Examples 6 to 8 and Comparative Examples 3 to 5 The aqueous solution of the antibacterial agent produced in Example 1 was applied to the drawn undried fiber produced in Example 1, dried at 80 ° C. for 1 hour, and then autoclaved. For 5 minutes with saturated steam at 110 ° C. to produce antibacterial fibers. As a comparative example, the acrylic copolymer produced in Example 1 and silver N-stearoyl-L-glutamate were dissolved in dimethylformamide and wet-spun by a conventional method.
After washing with water and drying, the fiber was treated with saturated steam at 110 ° C. for 5 minutes to produce a comparative fiber. The antibacterial performance of this fiber was measured as in Example 1. Table 2 shows the results.

From Table 2, it can be seen that the antibacterial fiber of the present invention is excellent in antibacterial properties in washing durability and does not cause fiber adhesion and coloring. In addition, the fiber of the comparative example to which the same amount of the antibacterial agent was added, the amount of addition inside the fiber surface layer was small, and the antibacterial property was also inferior. It turns out that becomes intense.

[0037]

Examples 9 to 13 and Comparative Examples 6 to 7 As alkali metal salts of N-long-chain acylamino acids, N-stearoyl-L-
Using disodium glutamate in 500 cc of water, N
-41% stearoyl-L-disodium glutamate
An aqueous solution in which 5 g was dissolved was prepared. Copper was used as a metal having antibacterial properties, and an aqueous copper nitrate solution was prepared by dissolving 195 g of copper nitrate in 500 cc of water. A precipitate is formed by mixing the aqueous solution of copper nitrate with the aqueous solution of disodium N-stearoyl-L-glutamate, and the precipitate is dried by heating to obtain about 460 g of copper N-stearoyl-L-glutamate. Was.

3 g of the obtained copper N-stearoyl-L-glutamate, 3 g of the silver N-stearoyl-L-glutamate obtained in Example 1, and 3.5 g of dimethyllauryl betaine as a surfactant were dispersed in 500 cc of water with a homomixer. N-stearoyl-L having antibacterial properties
-A mixed dispersion aqueous solution of silver glutamate and N-stearoyl-L-copper glutamate was prepared. A copolymer obtained by copolymerizing 93% by weight of AN, 6% by weight of methyl acrylate and 1% by weight of sodium methallylsulfonate is dissolved in an aqueous nitric acid solution, wet-spun by a conventional method, washed with water, and stretched to obtain acrylic undried fibers. Manufactured. The fiber is immersed in the above aqueous solution of the antibacterial agent, and the antibacterial agent is added at 0.01 mmol /
kg (Comparative Example 6), 0.1 mmol / kg (Example 9), 1.0 mmol / kg (Example 10), 3.0 m
mol / kg (Example 11), 10.0 mmol / kg
(Comparative Example 7) Adhered and dried with hot air at 80 ° C. Thereafter, the fiber was subjected to wet heat setting with steam at 110 ° C.

Further, when the fiber pH of Examples 9 to 11 was measured, the fiber pH of Examples 10 and 11 was 4.50 or less. Example 1
Fibers 2 and 13 were obtained. The antibacterial performance and the rusting property of the obtained fiber and the fiber after washing 10 times were measured. Table 3 shows the results. From Table 3, it can be seen that even when the antibacterial substance is a mixture of silver and copper, the fiber of the present invention is excellent in washing durability with respect to antibacterial performance, while the amount of the antibacterial agent attached is small (Comparative Example 6). ) Although there is no coloring of the fiber, the antibacterial performance is reduced, and if it is too large (Comparative Example 7), it can be seen that adhesion and coloring are caused to the fiber.

The fibers having a cotton pH of 4.5 or less (Examples 10 and 11) were found to have rust-generating properties, and the fibers whose pH was adjusted with sodium carbonate (Examples 12 and 11) were used.
13) shows that there is no occurrence of rust.

[0041]

Examples 14 to 16 and Comparative Examples 8 to 10 A cloth for curtains composed of acrylic fiber for the warp and polyester fiber for the weft was mixed with the aqueous solution of the antibacterial agent prepared in Example 1 at 130 ° C. For 5 minutes to produce a curtain of antibacterial fibers. Similarly, a treatment was performed using a commercially available silver nitrate aqueous solution as an antibacterial agent to produce a curtain material of comparative antibacterial fibers. The antibacterial properties of these curtains were measured in the same manner as in Example 1. Table 4 shows the results. From Table 4, it can be seen that the curtain fabric using the fiber of the present invention is excellent in antibacterial performance and washing durability.

[0042]

[Table 1]

[0043]

[Table 2]

[0044]

[Table 3]

[0045]

[Table 4]

[0046]

The antimicrobial fiber of the present invention has N as an antimicrobial agent.
-Since the silver salt and / or copper salt of the long-chain acylamine acid is firmly attached to the fiber and the antibacterial agent is present inside the surface layer, a large amount of the antibacterial agent can be used with a large effect, It differs from the conventional antibacterial fiber to which silver salt or copper salt is attached. The conventional antibacterial agent easily falls off the fiber by ordinary washing, but the antibacterial agent of the present invention does not fall off.
For this reason, the fiber of the present invention has excellent antibacterial performance and, at the same time, has extremely excellent durable antibacterial performance.

Claims (3)

[Claims] 1. A silver salt and / or a copper salt of an N-long-chain acylamino acid in an amount of 0.03 to 5 mmol / kg based on the weight of the fiber.
Antimicrobial fiber containing 50 to 100% by weight of which is contained in the region of 2 μm from the fiber surface to the inside from the fiber surface and the entire region when the fiber cross-sectional width is less than 4 μm. . 2. The antibacterial fiber according to claim 1, wherein the fiber has a pH of 4.5 to 8.0. 3. After wet-spinning or dry-wet spinning, the gel-like swollen fiber before drying is brought into contact with a dispersion containing a silver salt and / or a copper salt of an N-long-chain acylamino acid to obtain an N-length. A silver salt and / or a copper salt of a chain acyl amino acid,
0.03 to 5 mmol / kg with respect to the fiber weight, of which 50 to 100% by weight has an area of 2 μm from the fiber surface to the inside from the fiber surface and a fiber cross-sectional width of 4 μm.
A method for producing an antibacterial fiber, characterized in that when it is less than μm, it is fixed to the entire area.