JPS60104529A - Preparation of antimicrobial fiber - Google Patents

Abstract

PURPOSE:To obtain antimicrobial yarn having improved durability by the use of a small amount of antimicrobial agent, by adding 1-oxy-3-methyl-4-isopropylbenzene as an antimicrobial agent to undrawn fiber comprising a thermoplastic resin, drawing it. CONSTITUTION:Undrawn fiber of thermoplastic polymer such as polyethylene terephthalate, nylon, etc. is provided with 0.05-1wt% 1-oxy-3-methyl-4-isopropylbenzene shown by the formula as an antimicrobial agent preferably before oiling process, after the process or simultaneously with it. The fiber is drawn to give the desired product. In order to promote penetration of the antimicrobial agent to the interior of the fiber, preferably a swelling agent such as a chlorobenzene compound, alcoholic compound, etc. is used with the antimicrobial agent.

Description

[Detailed description of the invention] The present invention relates to the production of synthetic fibers that possess antibacterial properties.

Conventionally, the method of imparting durable antibacterial properties to polymer molded products has been to mix specific antibacterial compounds, such as 2-(4-thiazolyl)benzimidazole, organotin compounds, etc. into the polymer before molding, and then spin it. A method of post-processing a polymer molded article with a polymer antibacterial agent such as bis(tributyltin) itaconate polymer (Japanese Patent Publication No. 43-4240) has been proposed. However, since the antibacterial effect only affects the surface of the molded product, in the former method it is necessary to add a larger amount than necessary, causing problems such as discoloration, and the antibacterial effect is poor, especially after washing. Disadvantages include the fact that the effect is limited to a very narrow area, so the effect is insufficient especially when used in combination with other fibers, and various troubles may occur during the molding process and during the dyeing process after molding. have. In addition, the latter method has drawbacks such as poor washing durability compared to hydrophobic polymers and impairs the texture of molded products. In addition, when tin compounds are generally used, there are problems with heavy metal pollution and organic tin is not preferred. It is not practical because it has an unpleasant odor.

In recent years, treatment with organopolysiloxanes containing quaternary ammonium bases has also been used, and
Moreover, it shows good durability against natural fibers having active groups. However, the durability of the effect is insufficient for synthetic polymer molded articles that have no swelling properties and are poor in active groups.

The present inventors achieved excellent effects with the use of small amounts of antibacterial agents,
As a result of extensive research into a method for producing synthetic fibers that provide durable antibacterial properties, the method of the present invention was finally arrived at. That is, one feature of the present invention is that 1-oxy-3-methyl-4-isopropylbenzene represented by the following formula is applied to undrawn fibers made of a thermoplastic polymer, and then the fibers are drawn.

The antibacterial fiber according to the present invention has excellent antibacterial effects and durability even when applied in a small amount without impairing the original properties of the fiber and without problems such as discoloration.

Normally, in a treatment method in which an antibacterial agent is applied to a drawn yarn, it is difficult for the antibacterial agent to penetrate into the interior of the fiber due to oriented crystallization caused by the drawing, making it difficult to obtain a durable effect. On the other hand, in the treatment method of the present invention in which a specific compound is added to undrawn fibers, the compound is oriented and crystallized while entering the inside of the fiber, and the compound is effectively captured, resulting in improved durability. At the same time, it gradually oozes out onto the fiber surface upon washing, and exhibits excellent antibacterial effects.

Thermoplastic polymers to which the method of the present invention is applied include polyalkylene terephthalate, polyester elastomer, polyester such as aromatic polyester, nylon 6,
Nylon 6.6. Polyamide elastomers, polyamides such as aromatic polyamides, polyolefins such as polyethylene and polypropylene, polyurethane, polyvinylidene chloride, high acrylonitrile polymers, polyphenylene sulfite, etc., and mixed polymers and composite polymers thereof, etc. Illustrated. However, particularly preferred are polyesters such as polyethylene terephthalate, polygethylene terephthalate, polycyclohexane dimethylene terephthalate, alkylene terephthalate-based copolymers, polyethylene naphthalate, polyester polyether elastomer, polyester polyester elastic tq body, nylon 6,
Nylon 6.6. It is a polyamide such as nylon 12.

To explain the treatment method of the present invention in more detail, the above-mentioned thermoplastic polymer is spun by melt spinning, dry spinning, wet spinning, etc., and in particular, the undrawn fiber obtained by melt spinning is spun before, after, or after an oiling step. At the same time, an antimicrobial compound is applied, followed by stretching and optionally heat treatment. In addition, in order to promote the penetration of the antibacterial compound into the interior of the fiber, it is preferable to use a swelling agent for thermoplastic polymers in combination.

Suitable swelling agents used in such cases vary depending on the type of thermoplastic polymer, but generally include benzoic acid and its derivatives, salicylic acid derivatives, acetophenone, and propiophenol.

Benzophenone, decyl chloride, phenol.

p-nitrophenol, p-chlorophenol.

p-bromophenol, 2,4.8-to-1'lorophenol, 2,4.6-tribromophenol, 0-phenylphenol, p-phenylphenol, m-cresol, anisole, p-bromomethyl ether, monochlor Benzene, p-dichlorobenzene, 1,2.5-
) Lichlorobenzene, monobromobenzene, p-dibromobenzene, α-promona 5-phthalin, diphenyldichloromethane, triphenylchloromethane, triphenylcarbinol.

diphenyl, 4.4'-dioxydiphenyl, 4
．． Examples include monohydric or polyhydric alcohols such as 4'-diaminodiphenyl, tricresyl phosphate, methylnaphthalene, butyl alcohol, ethylene glycol, and benzyl alcohol. Among the above, chlorobenzene-based compounds are most suitable as swelling agents for undrawn polyester fibers, and alcohol-based compounds are most suitable as swelling agents for undrawn polyamide fibers.

In addition, the determination of whether or not it can be applied as a swelling agent can be made, for example, by the following method. Compounds other than those mentioned above can also be used as swelling agents if they can pass the 1'lJ test. Can be used.

[As a swelling agent! l: Nomachi Statute Law]

The undrawn polyester yarn was immersed for 10 hours in an aqueous solution (25°C) containing 0.5% of a fractional dye (Resolin Glue FBL) added to a 5% aqueous solution or water-dispersed emulsion of the compound to be determined, and then thoroughly washed with water. It is further washed with methanol and then dried. The obtained undrawn yarn is cut into 6- sections and the cross section is observed under a microscope, and if the blue colored part has a thickness of 1 μm or more, it is judged to be effective as a swelling agent.

The amount of the antibacterial compound applied varies depending on the fineness of the fiber, the presence or absence of a swelling agent, the target antibacterial performance, durability performance, etc., but it is usually 0.01 weight or more per 1 fiber weight, preferably 0.05 ~1 weight value.

1. In the drawing process of normally undrawn fibers.

Oil agents are used to ensure smooth stretching, ease of handling after stretching, and prevention of static electricity. As such an oil agent.

Although it varies depending on the type of thermoplastic synthetic polymer, the spinning method, etc., suitable oil agents usually used in melt spinning of polyesters and polyamides include -basic acid esters and dibasic acid esters.

Examples include oil agents containing ester leveling agents such as polyesters, glycol esters, polyhydric alcohol esters, and aromatic carboxylic acid esters, as well as nonionic surfactants and anionic surfactants.

The antibacterial treatment of the present invention can be used in combination with treatment agents that impart other properties, such as stain removability improvers, water repellent agents, oil repellent agents, light fastness improvers, flame retardants, etc., if desired, for multipurpose processing. There is no problem with that.

The present invention will be explained below with reference to Examples. In addition.

Chi in the examples means weight rice cake.

Example 1 Polyethylene terephthalate having an inherent viscosity of 0.65 was melt-spun, and an oil composition having the components shown in Table 1 was deposited immediately below the spinning nozzle (deposition rate 12%).

The obtained undrawn yarn was wound up on a burner, left at 20°C for 24 hours, and then stretched 3.7 times (75d/24f).

This yarn was knitted into a tube, and soda ash 2f/1 was made using the usual method.
．． and scouring at 80°C for 10 minutes using an aqueous solution containing 1v/no nonionic activator. Furthermore, assuming a dyeing process, the sample was treated in water at 130° C. for 60 minutes without adding any dye. In order to confirm the remaining amount of the antibacterial agent in the obtained thin tube, Soxhlet extraction with chloroform was performed, followed by quantitative analysis using ultraviolet spectroscopy, and the results shown in Table 1 were obtained.

Table 1 However, A6 is a comparative example. After producing the drawn yarn, the same dyeing process was carried out on the yarn to which the oil composition of Table 1 A3 was applied. After that, the amount of antibacterial agent was investigated. Undetected ivy. Ma7tt
When antibacterial properties were tested through a culture test according to the JIS-Z-2911-1976 method, antibacterial properties related to the quantitative values of antibacterial agents were shown, and all of the fabrics treated according to the present invention had good antibacterial properties. In particular, when a swelling agent was used in combination, excellent durability effects were obtained with the use of a small amount of antibacterial agent.

Patent applicant: Toyobo Co., Ltd. 10-

Claims (1)

[Claims] An undrawn fiber made of a thermoplastic synthetic polymer. A method for producing antibacterial fibers, which comprises applying l-oxyV-3-methyl-4-isopropylbenzene and then stretching.