JPH04174773A - Preparation of antimicrobial polyamide fiber - Google Patents

Abstract

(57) [Summary] This bulletin contains application data before electronic filing, so abstract data is not recorded.

Description

DETAILED DESCRIPTION OF THE INVENTION (Industrial Field of Application) The present invention relates to a method for producing polyamide fibers that are wash-resistant and have antibacterial properties.

(Prior Art) Post-processing with an antibacterial agent is known as a method of imparting antibacterial properties to polyamide fibers, but the problem is that it is difficult to obtain an antibacterial effect with wash resistance. On the other hand, there is a strong demand for the development of fibers that have sufficient washing durability against fungi such as Shiroi fungi, as polyamide fibers are frequently used in socks.

Conventionally, as an antibacterial (hygienic) treatment for polyamide fibers, it has been known to use sodium N-acylaminocarboxylate as described in Japanese Patent Publication No. 16198/1983.

(Problems to be Solved by the Invention) However, the content described in Japanese Patent Publication No. 16198/1983 is hardly effective against fungi such as M. leprosy. Furthermore, the method of attaching an antibacterial substance effective against fungi to fibers using a resin or the like generally results in poor washing durability and deterioration in texture as described above.

The present invention aims to solve such problems by utilizing the modification effect of polyamide fiber obtained by the invention described in Japanese Patent Publication No. 44-16198 and applying this to a specific acrylic resin. The object of the present invention is to provide a method for producing polyamide fibers that have excellent durability, texture, etc., and also have a remarkable antibacterial effect.

(Another Means to Solve the Problems) The present invention provides a method for treating polyamide fibers with a mixed solution of sodium N-acylaminocarboxylate and a swelling agent represented by the following general formula (1), and then applying the following general formula to the polyamide fibers. (I
It is characterized by applying an acrylic copolymer monomer represented by t> and (III) and an antibacterial substance and then heat-treating.

General formula (1) R+ Co-N-R2COONa (where R is a saturated alkyl group having 7 to 17 carbon atoms, R2
is a methylene group, an ethylene group or an ethylidene group, R8 is hydrogen or a methyl group, R4 is a long-chain alkyl group having 1 to 12 carbon atoms, and R1 and R6 are methyl groups.

The same or different alkyl groups such as ethyl group and hydroxyethyl group, R1 is ethyl group or propyl group) The polyamide fibers referred to in the present invention include fibers having amide bonds such as nylon 6° and nylon 66, and yarns containing the fibers. Indicates fiber structures such as strips, woven and knitted fabrics, and non-woven fabrics.

In the method of the present invention, as a first step, polyamide fibers are treated with a mixed solution of sodium N-acylaminocarboxylic acid and a swelling agent, and this treatment is carried out in accordance with Japanese Patent Publication No. 16198/1983. That is, sodium N-acylaminocarboxylate can be obtained by a known synthesis method, for example, by reacting a fatty acid chloride and an amino acid in an alkaline environment.

Also, the swelling agents are phenol and Hensyl alcohol.

Organic compounds such as cyclohexanol and formic acid are conveniently used. The mixing ratio of the sodium N-acylaminocarboxylate and the swelling agent is preferably 0.1 to 1 part by weight of the swelling agent per 1 part by weight of the sodium N-acylaminocarboxylate, and the amount of sodium N-acylaminocarboxylate used is 5 g of O.OO. ~5g
/l is good. In this treatment, a solution of sodium N-acylaminocarboxylate and a swelling agent is applied to polyamide fibers by a dipping method, a padding method, etc., and then heat treatment is performed. After the heat treatment, the first step is completed by washing to remove the swelling agent.

Next, a second step is performed in which a specific acrylic copolymer and an antibacterial substance are applied to the modified polyamide fiber subjected to the first step.

The acrylic comonomer used in the present invention has the general formula (
Alkyl acrylates represented by II), specifically ethyl methacrylate, N-ethylhexyl acrylate, and tert-butyl methacrylate.

and cationic dialkylaminoethyl acrylate or dialkylaminopropyl acrylate having a nitrogen atom represented by general formula (III), specifically dimethylaminoethyl methacrylate 1 Diethylaminoethyl methacrylate or dimethylamine propyl methacrylate, methacryl It essentially contains two components, diethylaminoprobyl acid, and among the acrylic copolymers, the general formula (II
), 20 to 80 mol% of the monomer represented by the general formula (II
It is preferable to use 80 to 20 mol % of the monomer shown in I), and a small amount of a cationic antistatic agent, a silicone softener, etc. may also be used in combination. In addition, each of these acrylic comonomers alone has a Brookfield I, VF viscosity of 60% by weight emulsion at 25°C of 100 to 100.
Preferably it is 0 cp.

The antibacterial substance used in the present invention may be a fine particulate emulsion or solubilized substance with a particle size of about 0.2μ or less as long as it has antibacterial properties. In view of the primary use, those that are effective against Shirofu bacteria are particularly preferred. Examples of antibacterial substances effective against such self-restricted bacteria include trichlorocyphaer urea 4-10% by weight, aromatic diester 30-40% by weight,
Examples include those formed from 25 to 35% by weight of mineral oil, 20 to 30% by weight of emulsifier, and the remainder water; the aromatic diester is a phthalic acid diester with an alkyl group of 1 to 8 carbon atoms, and the mineral oil is 30% by weight. Redwood viscosity at °C of 30 to 200 seconds is preferably used, and as the emulsifier, an alkyl ether type nonion, an alkylaryl type nonion, or a fatty acid ester type noniton having an HL B of 6 to 18 can be preferably used.

As for the mixing ratio of the antibacterial substance and the acrylic comonomer, it is preferable to use 0.5 to 2 parts by weight of the acrylic comonomer per 1 part by weight of the antibacterial substance.

In the second step, the mixture is applied to the polyamide fibers by a dipping method, a banding method, etc., and then a heat treatment is performed using a tenter, a steamer, or the like. The appropriate amount of the mixture of antibacterial substance and acrylic copolymer is 1 to 30% by weight, preferably 5 to 15% by weight, based on the polyamide fiber.

Further, suitable heat treatment is dry heat treatment at 120 to 170°C for 30 seconds to 5 minutes or steam treatment at 100 to 120°C for 15 seconds to 5 minutes. Further, if necessary, preliminary drying may be performed before the heat treatment, but the drying temperature is preferably 120° C. or lower.

(Example) In this example, the antibacterial effect was evaluated by performing a halo test using Shiranui bacteria on the treated and washed items.
It was evaluated based on halo area and antifungal properties. In other words, the halo area was measured by the width of the inhibition zone.The anti-mold property was compared with a blank, and 3 was the case where no mold growth was observed above and below the sample, 2 was the case where some mold growth was observed, and 2 was the case where mold growth was observed. Those that were comparable to the blank were rated as 1.

Further, washing was performed 10 times according to JIS L-0217,103 method.

Example 1 Stockings knitted with nylon 6 and filament yarn were treated as the first step, and sodium 3-myristamide propionate was diluted with water to a concentration of Ig/β, and 1 g of cyclohexanol was added. Aperture rate: 80%
After immersion and dehydration so as to give a dry heat treatment at 140°C for 3 minutes, the sample was further washed with hot water at 50°C.

Then, as a second step, trichlorodiphenyl urea 6
% by weight, dibutyl phthalate 34% by weight.

1 part by weight of an antimicrobial substance formed by 25% by weight of mineral oil having a redwood viscosity of 60 seconds at 30'C, 29% by weight of polyethylene glycol oleyl ether with HLB 8, 6% by weight of water, and dimethylaminoethyl methacrylate (30% by weight). mol%), ethyl methacrylate (30 mol%),
A mixture of a 60 wt % copolymer emulsion with a composition of 2-ethylhexyl acrylate (40 mol %) and 1 part by weight of an acrylic copolymer having a Brookfield LVF viscosity of 250 cp at 25°C as a solid content of 10 The weight percentage was taken as a treatment liquid. After immersing and dehydrating the stockings treated in the first step in this treatment solution to a squeezing rate of 80%, 11
Steam treatment was performed at 5°C for 30 seconds.

On the other hand, as comparative examples, a treatment involving only the first step (Comparative Example 1) and a treatment involving only the second step (Comparative Example 2) were performed.

The results are shown in Table 1.

Table 1 Example 2 Nylon 6, filament yarn half tricot I-1, which has been subjected to the usual scouring process, is squeezed using an aqueous solution 11 containing 1 g of sodium 2-cabrylamide acetate and 1 g of phenol as the treatment liquid in the first step. Steam treatment was performed for 5 minutes with elosoC padded at a rate of 80%, followed by washing with hot water at 50°C.

Next, in the second step, the half triconte treated in the first step was added to a treatment solution prepared by adding the same mixture of antibacterial substance and acrylic copolymer as in Example 1 to 10% by weight as a solid content at a squeezing rate of 0%. After padding, it was pre-dried at 100°C for 2 minutes and then subjected to dry heat treatment at 160°C for 2 minutes.

On the other hand, as a comparative example, a treatment of only the first step (comparative example 3),
Only the second step (Comparative Example 4) was performed. Second result
Shown in the table.

Table 2 Comparative Example 5 1 part by weight of the antibacterial substance used in Example 2 and ethyl methacrylate (60 mol%) were added to a nylon half tricot knitted and treated in the first step in exactly the same manner as in Example 2. , 60 with the composition of 2-ethylhexyl acrylate (40 mol%)
Applying a treatment liquid in accordance with Example 2, which is a mixture of a heavy weight copolymer emulsion with 1 part by weight of an acrylic copolymer having a Brookfield L V F viscosity of 250 cp at 25° C., with a solid content of 10% by weight; Heat treated. The results are shown in Table 3.

Table 3 (Effects of the Invention) According to the present invention, polyamide fibers having antibacterial properties and durability against washing can be obtained.

In addition, since a variety of antibacterial substances can be selected,
It is possible to create high value-added products such as those that are effective against leprosy bacteria.

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Claims (1)

[Claims] (1) After treating polyamide fibers with a mixed solution of sodium N-acylaminocarboxylic acid represented by the following general formula (I) and a swelling agent, the polyamide fibers are treated with a mixed solution of the following general formula (II).
A method for producing antibacterial polyamide fibers, which comprises applying an acrylic comonomer represented by (III) and an antibacterial substance and heat-treating the fibers. General formula (I) ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ General formula (II) ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ General formula (III) ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ (However, R_1 Saturated alkyl group having 7 to 17 carbon atoms, R
_2 is a methylene group, ethylene group or ethylidene group, R_
3 is hydrogen or a methyl group, R_4 is a long chain alkyl group with 1 to 12 carbon atoms, R_5 and R_6 are the same or different alkyl groups such as methyl group, ethyl group, hydroxyethyl group, R_
7 is ethyl group or propyl group)