JP2000119959A - Antimicrobial treating agent for fiber - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a transparent antimicrobial treating agent for fiber, excellent in preservation stability, and capable of providing an antimicrobial fiber excellent in resistance to washing by including a cationic compound having the antimicrobial properties, and an organic phosphonic acid (salt) or the like. SOLUTION: This antimicrobial treating agent for fiber contains (A) one or more kinds selected from cationic compounds having antimicrobial properties such as benzalkonium chloride preferably in the proportion of 0.05-5%, (B) an organic phosphonic acid (salt) such as tri(methylenephosphonic acid)amine preferably in the proportion of 0.05-5%, and (C) ammonium (bi)carbonate preferably in the proportion of 0.05-5%.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an antibacterial agent for producing an antibacterial fiber having excellent washing resistance.

[0002]

2. Description of the Related Art As a method for imparting washing-resistant antibacterial properties to fibers, a method using an organic silicon-based quaternary ammonium salt reactive with cellulose is well known. Since this organosilicon-based quaternary ammonium salt can chemically bond to the primary hydroxyl group of cellulose, it is possible to impart antibacterial property with washing resistance to cellulose fibers. However, it is extremely difficult to impart washing-resistant antibacterial properties to synthetic fibers having no hydroxyl group. In addition, it has been pointed out that fibers treated with the agent generally have high water repellency, and thus have a reduced ability to absorb moisture (water absorption).

As other drugs, polyhexamethylene biguanidine hydrochloride, chlorhexidine gluconate and the like are known. When the fiber is treated with polyhexamethylene biguanidine hydrochloride or chlorhexidine gluconate, it does not decrease the water absorption of the treated material, but imparts anti-washing antibacterial properties to the treated material. To do so is difficult in the usual way. Even if the fiber is subjected to antibacterial treatment using a cationic or amphoteric compound having other antibacterial properties, it is still difficult to impart antibacterial properties having washing resistance to synthetic fibers and the like.

The inventor of the present invention has conducted various studies in order to solve this drawback. As a result, it has been found that an insoluble anion or cation containing an antibacterial cationic compound or the like and an organic phosphonic acid or a salt thereof as components. Patent application Hei 8-
32583, Japanese Patent Application No.8-89853, Japanese Patent Application No.8-898
A patent application was filed as No. 54.

In the above invention, as a method for producing an antibacterial fiber material, an immersion method using an antibacterial treating agent containing a cationic compound having antibacterial properties and an organic phosphonic acid,
A treatment method such as an exhaustion method or a spray method is employed. Since a dilute dispersion of a cationic compound and an organic phosphonic acid or a salt thereof becomes a relatively stable cloudy liquid, it is not impossible to treat fibers as it is.
However, depending on the case, processing may be continued for a long time, or the treating agent may be used after being left for a long time. In such a case, it is pointed out that this treatment agent is disadvantageous. In other words, this treating agent is a state in which the complex of anions and cations is dispersed in water, so that it is allowed to stand for a long time. There is a tendency not to return. Therefore, the desired effect cannot be obtained even if the fiber is subjected to antibacterial treatment with such a treating agent.

[0006]

Under such circumstances, the present invention has improved the stability of an antibacterial treating agent containing a cationic compound having antibacterial properties and an organic phosphonic acid,
Accordingly, an antibacterial treatment agent for enabling stable antibacterial processing for a long time is provided.

[0007]

According to the present invention, there is provided an antibacterial treating agent obtained by adding ammonium carbonate or ammonium bicarbonate to a dilute dispersion containing an antibacterial cationic compound and an organic phosphonic acid or a salt thereof. In this way, it becomes a stable solution in which the active ingredient does not settle even after standing for a long time, and when the fiber immersed in this treatment agent is heated and dried,
Since ammonium carbonate or ammonium bicarbonate on the fiber was decomposed and removed from the fiber, it was found that the fiber had no effect on the antibacterial properties and washing resistance of the fiber, and was completed.

The present invention has the following configuration. That is, an antibacterial treatment agent for fibers comprising at least one selected from cationic compounds having antibacterial properties, an organic phosphonic acid or a salt thereof, and ammonium carbonate or ammonium bicarbonate.

In the present invention, the cationic compound includes benzalkonium chloride, benzethonium chloride, alkyltrimethylammonium salt, alkylquinolinium salt, alkylaminopropyldimethylbenzylammonium salt, alkylpyridinium salt, dialkyldimethylammonium salt, Alkylenetrialkylammonium salt, alkylphenoxyethyldimethylbenzylammonium salt, alkylisoquinolinium salt, alkyldimethylphenoxyethylammonium salt, polyoxyethylenetrimethylammonium salt, alkylimidazolium salt, alkyldimethylbenzylammonium salt, polyhexamethylenebi Guanidine hydrochloride, chlorhexidine gluconate, cyanoguanidine and polyalkylene polyamine Reaction mixture, polydiallyldimethylammonium salt, poly [(dimethylimino) -2-hydroxypropylene chloride], poly [oxyethylene (dimethyldimethylimino) ethylene (dimethylimino) ethylene dichloride], poly [oxyethylene (dimethylimino) ) Hydroxypropylene (dimethylimino) ethylene dichloride], poly [2-hydroxyethylene (dimethylimino) ethylene (dimethylimino) methylene dichloride], poly (N-methacryloyloxyethyl-N, N, N-trialkylammonium chloride), Poly (N-acryloyloxyethyl-N, N,
N, -trialkylammonium chloride), polydiallylamine salt, polyallylamine salt, polyvinylamine salt, polyethyleneimine, alkylaminoalkyl diammonium salt and the like.

Examples of the organic phosphonic acid include aminotri (methylenephosphonic acid), ethylenediaminetetra (methylenephosphonic acid), diethylenetriaminepenta (methylenephosphonic acid) and 1-hydroxyethylidene-1,1-diphosphonic acid. Can be

The fibers to be used in the present invention include natural fibers such as cellulose fibers and natural polyamide fibers;
Examples include synthetic fibers such as polyester fibers, synthetic polyamide fibers, acrylic fibers, and polyolefin fibers.

As a method for treating the fibers with an antibacterial treatment, a conventional method such as a dipping method, an exhaustion method or a spray method is employed. In the exhaustion method, the treatment can be performed even if the antibacterial treatment agent does not particularly contain ammonium carbonate or ammonium bicarbonate. However, depending on the shape of the object to be treated, the antibacterial agent may be spotted by containing the above salts. Can be prevented.

As an antibacterial treatment method for the fiber, at least one selected from the cationic compounds in the present invention is 0.05 to 5%, an organic phosphonic acid or a salt thereof is 0.05 to 5%, and ammonium carbonate or bicarbonate is used. Using an antibacterial treating agent containing 0.05 to 5% of ammonium, the fiber is treated by a dipping method, an exhaustion method, a spray method or the like, and dried by heating. The drying temperature is not particularly limited as long as it is 60 ° C. or higher at which ammonium carbonate or ammonium bicarbonate is decomposed.

The amount of the cationic compound used in the present invention is usually 0.05 to 5%, preferably 0.1 to 2.5%, based on the weight of the fiber. If the amount is less than this range, sufficient antibacterial efficacy is not exhibited, and there is no particular benefit even when used in excess.

[0015]

EXAMPLES Hereinafter, the present invention will be described in more detail with reference to examples, but the present invention is not limited to these examples.

EXAMPLE 1 Transparent and stable when 0.5% of benzalkonium chloride, 0.25% of 7 sodium salt of diethylenetriaminepenta (methylenephosphonic acid) and 1.5% of ammonium bicarbonate are added to water. An antimicrobial treatment agent is obtained. The treating agent was bisected, and one was immediately immersed in a synthetic fiber (nylon jersey and polyester jersey), and the drawing ratio was 1
It was squeezed at 00% and dried at 120 ° C. for 2 minutes to obtain an antibacterial synthetic fiber. After the other antibacterial treatment agent is allowed to stand at room temperature for 24 hours, another synthetic fiber (a nine jersey and a polyester jersey) is immersed in this treatment agent in the same manner as above, and then dried and dried in the same manner. Fiber was obtained. An antibacterial test was carried out using each of the thus obtained antibacterial fibers as a test cloth, and the appearance and stability of the treatment liquid after standing for 24 hours were visually observed. The results are shown in Tables 1 and 2.

COMPARATIVE EXAMPLE 1 When 0.5% of benzalkonium chloride and 0.25% of 7 soda salt of diethylenetriaminepenta (methylenephosphonic acid) are added to water, the solution becomes cloudy and an antibacterial treating agent having fine particle dispersibility. Is obtained. The treating agent was divided into two parts, and one was immediately immersed in synthetic fibers (nylon jersey and polyester jersey), squeezed at a squeezing ratio of 100%,
Drying at 2 ° C. for 2 minutes gave an antibacterial synthetic fiber. After the other treating agent was allowed to stand at room temperature for 24 hours, another synthetic fiber (nylon jersey and polyester jersey) was immersed in this treating agent in the same manner as above, and then dried to obtain an antibacterial synthetic fiber. Was. Using the thus obtained antibacterial synthetic fiber as a cloth to be tested, an antibacterial test was carried out, and the appearance and stability of the treatment agent after standing for 24 hours were visually observed. The results are shown in Tables 1 and 2.

Example 2 An antibacterial test and observation of a treating agent were carried out in the same manner as in Example 1 except that benzalkonium chloride was replaced by polydiallyldimethylammonium chloride. The results are shown in Tables 1 and 2.

Comparative Example 2 An antibacterial test and observation of a treating agent were carried out in the same manner as in Comparative Example 1 except that benzalkonium chloride was replaced by polydiallyldimethylammonium chloride. The results are shown in Tables 1 and 2.

Example 3 An antibacterial test and observation of a treating agent were performed in the same manner as in Example 1 except that benzalkonium chloride was replaced with polydiallylamine hydrochloride. The results are shown in Tables 1 and 2.

Comparative Example 3 An antibacterial test and observation of a treating agent were carried out in the same manner as in Comparative Example 1 except that benzalkonium chloride was replaced with polydiallylamine hydrochloride. The results are shown in Tables 1 and 2.

Example 4 An antibacterial test and observation of a treating agent were carried out in the same manner as in Example 1 except that benzalkonium chloride was replaced with a reaction condensate of cyanoguanidine and diethylenetriamine. The results are shown in Tables 1 and 2. The cyanoguanidine and diethylenetriamine reaction condensate was synthesized as follows. A reactor is charged with 700 parts of cyanoguanidine, 600 parts of diethylenetriamine, 400 parts of ethylene glycol, and 100 parts of ammonium chloride, and heated to 140 ° C. to react for 4 hours. When the generation of ammonia stops, the heating is stopped, and the reaction product is neutralized by adding 600 parts of water and further adding 270 parts of hydrochloric acid, whereby an aqueous solution of the reaction condensate is obtained. When the water content of the aqueous solution is heated and evaporated and pulverized, a powder of a desired reaction condensate is obtained.

Comparative Example 4 An antibacterial test and observation of a treating agent were carried out in the same manner as in Comparative Example 1 except that benzalkonium chloride was replaced with cyanoguanidine and diethylenetriamine reaction condensate. The results are shown in Tables 1 and 2. The cyanoguanidine and diethylenetriamine reaction condensate used was the one synthesized in Example 4.

[0024]

[Table 1]

[0025]

[Table 2]

Antibacterial Test Method A unified test method was used in accordance with the evaluation test method of the Evaluation Committee for New Functions of Textile Products (JAFET). Staphylococcus aureus (IFO 12732) was used as a test bacterium. The evaluation reference value is considered to be acceptable when the bacteriostatic activity value is 2.2 or more. Bacteriostatic activity value = LogB-LogC LogB; The average value of the number of bacteria collected after culturing the standard cloth for 18 hours is shown. Log C: Shows the average value of the number of bacteria collected after culturing the antibacterial cloth for 18 hours.

Washing method Using a home washing machine, hot water at about 40 ° C. containing 1.33 g / l of JAFET standard detergent as a detergent,
After washing for 5 minutes using a liter, rinse for 2 minutes and dehydrate. This was repeated once, and the same operation was repeated 10 times.

From these results, it is clear that the treating agent containing a cationic compound, an organic phosphonic acid or a salt thereof, and ammonium carbonate or ammonium bicarbonate in the present invention is stable for a long time, and the treating agent is allowed to stand for 24 hours. It can be seen that the antibacterial fiber obtained by treating the fiber later has good antibacterial properties and sufficient washing resistance. On the other hand, if a treating agent containing no ammonium carbonate or ammonium bicarbonate is used after standing for 24 hours, the active ingredient will settle out, so that sufficient antibacterial properties cannot be imparted to the fiber.

[0029]

Since the antibacterial treating agent of the present invention has excellent long-term stability, the use of this treating agent makes it possible to apply a stable antibacterial treatment to fibers for a long period of time. The antibacterial fiber thus obtained is excellent in antibacterial properties and does not lose its antibacterial effect even after repeated washing 10 times.

Claims (1)

[Claims] An antibacterial treating agent for fibers comprising at least one selected from cationic compounds having antibacterial properties, an organic phosphonic acid or a salt thereof, and ammonium carbonate or ammonium bicarbonate.