JPH07268775A - Antimicrobial chemical-containing nylon fiber and its production - Google Patents

Abstract

PURPOSE:To produce the subject nylon fiber having durable anti-bacterial and anti-fungal properties by mixing an antimicrobial agent in a nylon fiber having a specified fineness and a specified elongation strength. CONSTITUTION:A nylor fiber having 3 to 600 denier, 2 to 12g/denier strength and 15 to 150% elongation is immersed in 0.5 to 60wt.% solution prepared by dissolving an antimicrobial agent (e.g. clotrimazole, preventol A4 to S, preventol G-D or bifonazole) in an organic solvent such as ether, methanol, ethanol, cyclohexane or ethylene glycol at 60 to 160 deg.C so that the antimicrobial agent may be contained in the inside of the fiber in an amount of 1 to 150mg based on 1g fiber, thus producing the objective anti-bacterial and antifungal fiber excellent in durability and safety.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a fiber having excellent antibacterial and antifungal properties and a long-lasting effect.

[0002]

2. Description of the Related Art Textile products are used for various purposes such as clothing, industrial products and household products. Recently, the generation of malodor and mold in such textile products has been a problem, and many antibacterial and antifungal agents have been proposed and put into practical use.

However, the demand is becoming more sophisticated,
It is necessary to solve many requirements at the same time, such as antibacterial and antifungal persistence, washing resistance, heat resistance, and safety.

[0004]

There are many examples of methods for subjecting textiles to antibacterial and antifungal treatments, for example, in literatures such as Handbook for Antibacterial and Antifungal (Gihodo). However, from these documents, it is difficult to design a product having a long-acting effect that, even if treated for one week in running water, the antibacterial and antifungal properties are still maintained.

For example, a water-soluble drug is made into an aqueous solution, and the aqueous solution is surface-treated by spraying or the like on a textile product,
If the drug is not water-soluble, disperse it in water in the form of fine particles and apply surface treatment such as spraying
It is possible to impart antifungal properties. However, the product thus obtained has almost no water resistance since the drug is washed out by simple washing with water.

Another method is a method in which a drug is used as a microcapsule and the microcapsule is attached to the surface of a fiber by using an adhesive resin as a binder. But,
In the case of this method, the drug is released when the microcapsules are ruptured by a physical stimulus such as friction, so that the drug is easily released at the time of washing or use, so that the durability is poor.

Another method is a method in which a drug is mixed and kneaded with a polymer forming the synthetic fiber at the time of melt-spinning the synthetic fiber, but in this case as well, the drug used is required to have heat resistance. In the case of so-called conjugate spinning, in which synthetic fiber polymers and drugs are melt-spun by spinning, the same is basically the case, and the drugs are very limited. Further, there is also a problem that the fibers obtained by such a method often have insufficient strength and elongation.

The present invention is intended to solve such problems, and an object thereof is to provide a fiber having a long-lasting excellent antibacterial property and antifungal property.

[0009]

According to the present invention, by post-processing of fibers, 1 to 15 antibacterial drugs are added per 1 g of fibers inside the fibers.
The present invention relates to an antibacterial drug-containing nylon fiber made of nylon having a thickness of 3 to 600 denier, a strength of 2 to 12 g / denier, and an elongation of 15 to 150%.

That is, a specific drug is added to nylon fiber having specific physical properties of nylon fiber which is a specific fiber material.
It is contained in a specific amount.

In the present invention, nylon fiber is used as the specific fiber. The present invention was completed after further studies by discovering that nylon fiber can penetrate into the inside of the nylon fiber a sufficient amount of antibacterial drug to exert a drug effect under specific conditions. It was done. In comparison, the general-purpose materials evaluated at the same time, such as polypropylene, polyethylene and polyester, hardly penetrated the tested antibacterial drug. Immediately after treatment with an aqueous solution or slurry solution of the antibacterial drug, even these general-purpose materials had a slight antibacterial and antifungal property, but when these products were immersed in water, the antibacterial and antifungal properties were immediately obtained. It was about to disappear.

Nylon fibers as referred to in the present invention are polyamide fibers such as nylon 6, nylon 66 and nylon 46, and such fibers may be conjugate fibers with other materials such as polyester fibers and polypropylene fibers. Good.

Nylon fiber containing an antibacterial drug does not always have sufficient antibacterial and antifungal properties, and if the antibacterial drug is not contained in an amount of 1 mg or more per 1 g of nylon fiber, sufficient durability is obtained. It was found that they do not have antibacterial and antifungal properties.

On the other hand, the content of the antibacterial drug is 150 mg /
If it exceeds g, the antibacterial and antifungal properties will be sufficient, but such fibers may cause skin damage to workers during handling of the fibers,
It was also found that during the treatment of such fibers, the drug contaminates the fiber treatment equipment, which is likely to accumulate and cause troubles such as fiber breakage. Further, the manufacturing cost becomes high, which is not preferable. Therefore, the preferable drug content is 1 to 150 mg / g, and more preferably 1 to 150 mg / g.
It is 80 mg / g.

In the antibacterial / antifungal test, one of the most strict requirements is that even if it is immersed in running water for one week, it shows a zone of inhibition, that is, it shows a halo, but it satisfies such strict requirements. Making fibers requires a great deal of research. To create a drug with long-lasting efficacy in running water, use a drug that is sparingly soluble in water, use a drug that is chemically bound to the material, or coat the drug with another material. It may be necessary to do something like this.

However, a poorly soluble drug is difficult to impregnate into the fiber, while the coating method may lose the original flexibility of the fiber, and the fiber may not pass through the place where the thread passes during handling. May cause troubles such as accumulation of foreign matter.

The inventors of the present invention used various fiber materials and tested them by changing the drug. As a result, when the drug was dissolved in an organic solvent and heated at a high temperature together with the fiber material, the nylon fiber caused the drug to absorb the drug. It was found to absorb. However, other general-purpose fibers such as polyester and polypropylene,
Polyethylene also absorbed very little drug.

The organic solvent used in the present invention includes ethers such as ethyl ether; alcohols such as methanol and ethanol; halogenated hydrocarbons and hydrocarbon solvents such as hexane, cyclohexane, methylene chloride and chloroform; ethylene glycol and propylene glycol. A polyhydric alcohol such as glycerin; an ester such as isoamyl alcohol; an aromatic solvent such as xylene and toluene; and a common organic solvent such as dimethylformamide, alone or in a mixture.

Absorption can be adjusted by using 2 to 50% of water, a surfactant and the like in combination with such an organic solvent.

Examples of the drug used in the present invention include clotrimazole, naphthiomate, bifonazole, pribentol A4-S (ie, N, N-dimethyl-N'-phenyl-N '(fluorodimethylthio) -sulfamide). , Priventol GD (ie 2,2'-dihydroxy 5,5'-dichlorodiphenylmethane), siabendazole and the like.

Among such agents, clotrimazole,
Prebentol A4-S, Prebentol GD, and bifonazole are particularly preferable in terms of drug efficacy and durability. When clotrimazole, ribentol A4-S, and bifonazole are used, it is preferable to contain 1 to 50 mg / g in nylon fiber.

In the present invention, such a drug is mixed in an organic solvent so as to have a concentration of 0.5 to 60%. Particularly preferably, the concentration is 2 to 25%. In the present invention, nylon fibers are immersed in such a mixture under heating at 60 to 160 ° C. The immersion time varies depending on the drug, the concentration, the temperature and the required drug concentration, but is usually 10 minutes to 8 hours.

The strength of the nylon fiber of the present invention is 2-1.
It is 2 g / denier and the elongation is 15 to 150%.

Although there are some ordinary nylon fibers whose strength and elongation are in the above-mentioned ranges, when the fibers are post-processed, especially when a large amount of a drug is treated by heating with an organic solvent system, nylon fibers are used. Since both the strength and the elongation change according to the present invention, it will be confirmed by experiments what properties the drug-containing nylon fiber of the present invention has.

In the present invention, selecting a drug,
In order to set the amount to a predetermined value, the organic solvent system, temperature, and treatment time are optimized in consideration of the manufacturing cost in order to further set the strength / elongation to a predetermined value.

Fibers having a strength of less than 2 g / denier are not preferable because the use of the fibers is limited and the drug releasing property is increased.

If the elongation is less than 15%, the absorbability of the drug may be deteriorated, which is not preferable. Also, 150%
If the amount exceeds the range, the drug release tends to increase, which is not preferable.

The nylon fiber may be a long fiber thread, and may be a woven fabric, a knitted fabric or a non-woven fabric.

Nylon may be contained as the drug, and it may be a conjugate fiber with another polymer, that is, a conjugate. Further, it may be a composite of nylon fiber and other film-like material. At this time, the drug is absorbed by the nylon part.

In the present invention, various additives such as a stabilizer, a coloring agent and a surfactant may be added to the drug organic solution in order to change the physical properties of the drug and / or the nylon fiber.

The drug-containing nylon fiber of the present invention can be used alone or in combination with other fibers. Further, it can be used by coating it with another material to apply its performance, or by further enhancing it. You can also

These fibers can be used for clothes, bedding, bags, various nets, building civil engineering materials such as wall materials, filters, pet supplies, etc.
It is often washed with water and can be used for applications requiring water resistance. For example, it can be used for applications such as waterproof sheets for nursing care for the elderly. Further, by compound-molding the drug-containing nylon fiber of the present invention or a cloth using the same with other nylon resins or other resins, it is particularly useful for various industrial applications as an antibacterial / antifungal molded article having high durability. Can be used.

[0033]

The present invention will be described in more detail with reference to the following examples.

In the examples, "%" means "% by weight". As the antibacterial and antifungal test, bacteria are used for the antibacterial test, and fungus is used for the antifungal property.
It was performed in accordance with the antibacterial property test method of 1990 textile products.
However, the fungus is Aspergillus niger IFO4414
(Black mold: A. niger), Penicillium citrinum IFO6026 (Blue mold: P. citrinu)
m) and the bacterium is Staphylococcus aureus I
AM12082 (Staphylococcus aureus: S. aureu
s) was used. The medium used was potato dextrose agar in the case of fungi and normal agar in the case of bacteria. The evaluation is that the halo is ◎ for 5 mm or more, ○ for 2 to 4 mm, and 1
˜2 mm is shown as Δ, and none is shown as ×.

[Example 1] 330 denier nylon 6
Consisting of monofilament (hereinafter referred to as NY330)
Was heated to 85 ° C. (in Table 1, CT
It was immersed in a 20% ethanol solution of M) for 4 hours.
Then, NY330 was taken out, thoroughly washed with a detergent and then air-dried.

Clotrimazole-treated N thus obtained
When CTM was extracted from Y330 (this is called treated yarn) under reflux of boiling methanol and the amount of CTM in the treated yarn was quantified, it was 10 mg per 1 g of NY330.
NY330 after leaving this treated yarn at room temperature under running water for 1 week
The amount of CTM in (this is called running thread) is 8 mg /
It was g.

Anti-bacterial and
When an antifungal test was conducted, as shown in Table 1, all of them showed extremely strong halos.

[Examples 2 to 3] Table 1 shows the results obtained by changing the thickness of nylon fiber, the concentration of CTM in the CTM ethanol solution, the treatment temperature and the treatment time in Example 1.

[Comparative Example 1] An ordinary nylon filament made of nylon 6 having a total denier of 120 with a single yarn denier 6 was thoroughly sprayed with a 20% ethanol solution of CTM, washed thoroughly with a detergent and then air-dried. hand,
CTM-treated nylon yarn was obtained. The amount of CTM in this CTM-treated nylon yarn was 0.1 mg / g or less. This product did not have antibacterial and antifungal properties, even if it was not tested in running water.

[Comparative Examples 2 to 3] Instead of nylon fiber, polypropylene which is a typical general-purpose fiber material (Table 1
Medium, abbreviated as PP), polyethylene terephthalate (Table 1
CTM ethanol solution treated yarn was obtained in the same manner as in Example 1 except that a fiber made of PET (abbreviated as PET) was used, and the results of the same test are shown in Table 1.

A net is made and a thickness of 2 is applied to both planes of the net.
A urethane resin film of 0 μm was thermocompression bonded to obtain a film-like product in which nylon 6 fibers were laminated. The obtained filmy material had antibacterial and antifungal properties even after running for 2 weeks or more.

[0042]

[Table 1]

[Examples 4 to 6 and Comparative Examples 4 to 5] CT
Table 2 shows the results of the same tests as in Examples 1 to 3 and Comparative Examples 2 and 3 except that M was replaced with preventol A4-S (hereinafter abbreviated as A4S).

[Examples 7-9 and Comparative Examples 6-7] CT
Table 3 shows the results of the same tests as in Examples 1 to 3 and Comparative Examples 2 and 3 except that M was replaced with preventol GD (hereinafter referred to as GD).

[0045]

[Table 2]

[0046]

[Table 3]

[0047]

EFFECTS OF THE INVENTION According to the present invention, it is possible to obtain a highly safe antibacterial / antifungal fiber having excellent durability.

Claims (3)

[Claims] 1. A fiber 1 is formed inside the fiber by post-processing of the fiber.
The thickness is 1 to 150 mg of antibacterial drug per g
An antibacterial drug-containing nylon fiber made of nylon having a strength of 2 to 12 g / denier and an elongation of 15 to 150%. 2. The antibacterial drug is clotrimazole, naphthiomate, bifonazole, priventol A4-S,
The drug-containing nylon fiber according to claim 1, which is Prebentol G-D or siabendazole. 3. The drug according to claim 1, wherein the nylon fiber is immersed in a mixed solvent prepared by mixing 0.5 to 60% of the drug in a solvent containing an organic solvent as a main component and heated at 60 to 160 ° C. Manufacturing method of nylon fiber containing.