JPH11279003A - Treating liquid of antimicrobial agent - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a treating liquid of antimicrobial agent, excellent in resistance to water on an article on which it is spread, and showing functions of continuously controlling the growth of microorganisms, e.g. fungi, bacteria and algae to terminate them, by making the treating liquid include an organoiodine-based antimicrobial agent, phenolic resin and organic solvent. SOLUTION: This treating liquid is obtained by including (A) 100 pts.wt. of an organoiodine-based antimicrobial agent preferably 1-[(diiodomethyl) sulfonyl]-4-methylbenzene}, (B) preferably 700 to 2,000 pts.wt. of a phenolic resin (e.g. phenol-formaldehyde resin or resorcinol-formaldehyde resin), and (C) 7,000 to 20,000 pts.wt. of an organic solvent (preferably ethanol). This treating agent may be incorporated with another antimicrobial agent (e.g. organochlorine-based or organophosphorus-based agent), insecticide (e.g. natural or carbamate-based insecticide), or auxiliary agent (e.g. casein or gelatin).

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an antimicrobial agent treatment liquid used for imparting antimicrobial properties to the surface of an article made of various materials. The present invention also relates to an antimicrobial article whose surface has been treated with the antimicrobial agent treating solution.

[0002]

2. Description of the Related Art In recent years, antibacterial articles have attracted attention in a wide range of fields, and attempts have been made to impart sustained antibacterial properties to articles made of various materials.

Conventional methods for imparting antibacterial properties include a method of kneading an inorganic antibacterial agent into various materials such as fibers and plastics (for example, adding an inorganic antibacterial metal such as silver to synthetic fibers or the like). And a method of treating the surface of a fiber woven fabric, paper, or the like with a silane or polysiloxane compound containing an antibacterial component.

However, in the method of kneading the inorganic antibacterial agent, since the antibacterial agent enters the inside of the material,
Antibacterial effect decreases and is not effective. Moreover, this method can be applied only to kneadable materials, and its application range is limited (for example, it cannot be applied to natural fibers and the like). Furthermore, it is not preferable to use silver because silver ions can be eluted from the surface of the material and have harmful effects on the human body.

[0005] Instead of inorganic antibacterial agents, organic antibacterial agents may also be used, examples of which include chlorohexidine hydrochloride,
Nitrogen-containing compounds such as quaternary ammonium salts are exemplified.
However, most of these nitrogen-containing compounds are water-soluble,
And poor heat resistance. Therefore, even if these nitrogen-containing compounds are kneaded alone or used for surface treatment, it is difficult to impart sustained antibacterial properties.

[0006]

SUMMARY OF THE INVENTION The present invention has been made to solve the above-mentioned conventional problems, and an object of the present invention is to provide a surface of an article made of various materials which has excellent anti-microbial properties and excellent water resistance. It is an object of the present invention to provide an antimicrobial agent-treated liquid capable of imparting the following.

[0007]

The antimicrobial agent treatment liquid of the present invention contains an organic iodine-based germicide, a phenol resin and an organic solvent, and is used for imparting antimicrobial properties to the surface of an article. Thereby, the above object is achieved.

[0008] In one embodiment, the organic iodine fungicide is 1-[(diiodomethyl) sulfonyl] -4.
-Methylbenzene.

[0009] In one embodiment, the organic solvent is ethanol.

[0010] The present invention is also an antimicrobial article, the surface of which has been treated with the antimicrobial agent treating solution.

[0011]

BEST MODE FOR CARRYING OUT THE INVENTION The antimicrobial agent treating solution of the present invention has an action of suppressing the growth of microorganisms such as fungi, bacteria and algae or killing them on the surface of articles made of various materials.

A. Composition of Antimicrobial Treatment Solution A. 1. Active Ingredient The antimicrobial agent treatment liquid of the present invention contains an organic iodine-based bactericide as an active ingredient. The organic iodine-based germicide comprises 1
At least one selected from the group consisting of-[(diiodomethyl) sulfonyl] -4-methylbenzene, p-chlorophenyl-3-iodopropargylformal and 3-iodopropynylbutylcarbamate.

1-[(diiodomethyl) sulfonyl] -4
-Methylbenzene, p-chlorophenyl-3-iodopropargylformal and 3-iodopropynylbutylcarbamate are commercially available. For example, they are available as Amical 48 sold by Angus Chemical Corporation, IF-1000S sold by Nagase Kasei Kogyo Co., Ltd., and IPBC 100 sold by Nippon Ohlin Co., Ltd., respectively.

A. 2. Organic Solvent As the organic solvent used for preparing the antimicrobial treatment solution of the present invention, any organic solvent that does not adversely affect the active ingredient can be used. For example, alcohols (eg, methyl alcohol, ethyl alcohol, isopropyl alcohol, etc.), ketones (eg, acetone, methyl ethyl ketone, etc.), ethers (eg, dioxane, tetrahydrofuran, cellosolve, etc.), esters (eg, methyl acetate, etc.) , Ethyl acetate, butyl acetate, etc.). These solvents may be used alone or in combination of two or more. Alcohols are preferred, and ethanol is most preferred, in view of the safety when the solvent remains in the film and the safety of the processing work environment.

A. 3. Phenol resin Examples of the phenol resin contained in the antimicrobial agent treatment liquid of the present invention include a phenol-formaldehyde resin and a resorcin-formaldehyde resin. For example, Sumilite resin PR-51060 (sold by Sumitomo Bakelite Co., Ltd.) can be used as a commercially available phenol resin. Or the literature Sorens
on, WR, Campbell, TW: Preparative Method of P
olymer Chemistry, 2nd Ed. New York: Interscience
A phenol resin synthesized by the method described in (1968) can also be used.

In the present invention, the phenol resin acts as a film-forming component as described later.

A. 4. Other Ingredients The antimicrobial agent treatment liquid of the present invention may further contain other antimicrobial agents (for example, organochlorine germicides, organophosphorus germicides, organic sulfur germicides, organic nitrogen germicides, organic nitrogen sulfur germicides). Fungicides, benzimidazole fungicides, phenolic fungicides, organic acid ester fungicides, antibiotics, etc.), insecticides (eg natural insecticides, carbamate insecticides, organophosphorus insecticides, etc.), adjuvants (Eg, casein, gelatin, starch, alginic acid, agar, CMC, polyvinyl alcohol, antistatic agents, water repellents, surfactants, thickeners, fragrances, vegetable oils, etc.).

A. 5. Content of each component The ratio of the organic iodine-based bactericide, the phenol resin and the organic solvent in the antimicrobial agent treatment liquid can be appropriately selected depending on the kind of the target microorganism, the antimicrobial treatment method, and the like. Usually, the content of the phenol resin is 100 to 100,0 parts per 100 parts by weight of the organic iodine-based fungicide.
00 parts by weight, preferably 200 to 10,000 parts by weight,
Particularly preferably, it is 700 to 2,000 parts by weight.

The content of the solvent is controlled by the amount of the organic iodine-based fungicide 10
With respect to 0 parts by weight, 1,000 to 1,000,000 parts by weight, preferably 2,000 to 100,000 parts by weight,
Particularly preferably, it is 7,000 to 20,000 parts by weight.

B. Target Microorganism The antimicrobial agent-treated solution of the present invention acts widely on microorganisms such as fungi, bacteria, and algae, and as a result, the growth of the microorganism can be prevented or the microorganism can be killed. Microorganisms targeted for the antimicrobial agent treatment liquid of the present invention include As
genus pergillus, genus Penicillluim, genus Rhizopus, Cladospori
Fungi such as um genus, Chaetomium genus, Bacillus genus, Staphy
Bacteria such as genus lococcus and Escherichia, Chlorel
algae such as la genus;

C. Articles to be Treated The antimicrobial agent treatment liquid of the present invention can be applied to articles made of various materials. Examples of the target material include resin, paper, fiber, wood, metal, and the like.
Applied to articles such as paper products, woven fabrics, non-woven fabrics, raw wood, wood products, metal products.

D. Preparation method of antimicrobial treatment liquid and method of antimicrobial treatment The antimicrobial treatment liquid of the present invention can be prepared by dissolving a phenol resin and an organic iodine fungicide in an organic solvent.

In order to impart antibacterial properties to the surface of an article using the antimicrobial agent treating liquid of the present invention, the treating liquid is applied to the article surface to which antibacterial properties are to be imparted. As a specific method there may be mentioned ordinary surface treatment methods such as immersion, spraying and coating. Drying after the surface treatment can be performed by a drying method such as heating or hot air drying. The phenolic resin is applied to the article surface in a form diluted with an organic solvent, and then forms a film on the article surface by removing the organic solvent. That is, an antibacterial component, that is, an organic iodine-based germicide is coated on the surface of an article using a phenol resin as a binder. Since this phenol resin is excellent in film-forming properties and water resistance, it can impart a persistent antimicrobial effect to the surface of the article.

[0024]

EXAMPLES The following examples further illustrate the antimicrobial agent treating solution of the present invention. These examples are illustrative of the present invention and do not limit the present invention.

(Example 1) Ethanol 8 as an organic solvent
9 g was placed in a 200 ml beaker, and while stirring with a stirrer, 10 g of a phenol resin was gradually added and dissolved at room temperature. Further, 1 g of Amical 48 was added as an organic iodine-based bactericide, and the mixture was stirred uniformly to prepare an antimicrobial-treated solution.

A polypropylene sheet (30.times.30.times.1.5 mm) as an article to be treated is immersed in the above-prepared treating solution for 5 seconds to sufficiently remove dripping and then at 80.degree. C. for 1 hour. Hot air dried. Thereafter, the polypropylene sheet was immersed in 200 ml of tap water for 2 weeks and dried at 80 ° C. for 30 minutes to obtain a test piece. An antifungal test and an antibacterial test of the obtained test piece were performed by the methods described below. The results are shown in Tables 1 and 2.

(Examples 2 and 3) 94.5 g of isopropyl alcohol and 9 parts of methanol were used as organic solvents.
8.9 g, an antimicrobial-treated solution was prepared using Amical 48 and phenolic resin in the amounts shown in Table 1, and beech wood chips (30 × 30 × 1.5
mm) and linen cloth (30 × 30 mm), and a test piece was obtained in the same manner as in Example 1. An antifungal test and an antibacterial test of the obtained test piece were performed by the methods described below. The results are shown in Tables 1 and 2.

(Examples 4 to 7) 89 g of ethanol, 79 g of acetone, 79 g of ethanol and 79.9 g of dioxane as organic solvents, 1 g of IPBC 100 as organic fungicide, and 1 g of IPBC 1 as organic iodine fungicide.
00, 1 g IF-1000S and 0.1 g IF-
An antimicrobial treatment solution was prepared using 1000S and the amount of phenolic resin shown in Table 1, and each of the articles to be treated was a steel plate (SS-400) (30 × 30 × 1.
5 mm), polypropylene sheet (30 × 30 × 1.
5 mm), beech wood (30 × 30 × 1.5 mm) and filter paper (TOYO ADVANTEC A4) (30 × 30)
mm), a test piece was obtained in the same manner as in Example 1. An antifungal test of the obtained test piece was performed by the method described below. Table 1 shows the results.

Comparative Example 1 A test piece was obtained in the same manner as in Example 1 except that no organic iodine-based germicide was added. An antifungal test and an antibacterial test of the obtained test piece were performed by the methods described below. The results are shown in Tables 1 and 2.

Comparative Example 2 Acetone 99 as an organic solvent
Using g, a test piece was obtained in the same manner as in Example 1 except that an antimicrobial treatment liquid was prepared without adding a phenol resin, and a steel plate was used as an article to be treated. An antifungal test and an antibacterial test of the obtained test piece were performed by the methods described below. The results are shown in Tables 1 and 2.

[0031]

[Table 1]

[0032]

[Table 2]

As shown in Tables 1 and 2, the articles surface-treated with the antimicrobial treating solution of the present invention were excellent in antifungal and antibacterial properties.

(Anti-mold test) Five fungi (Aspergillus ni
ger IFO6341, Penicillium citrinum IFO6352, Rhizopu
s oryzae IFO31005, Cladosporium cladosporioides IF
O6348 and Chaetomium globosum IFO6347) were each cultured on potato dextrose agar to form spores. Next, the fungal spores were dispersed in sterile water to prepare five spore suspensions for inoculation. An equal volume of this single spore suspension was taken and mixed to obtain a mixed spore suspension. The test piece was placed on a potato dextrose agar medium, and the mixed spore suspension was sprayed on the test piece.
After culturing for 8 days, the state of growth of hypha on the surface of the test piece was visually inspected. The evaluation was performed according to the following criteria.

[0035]

[Table 3]

(Antibacterial test) Two different bacteria (Staphylococcus aurum) were placed in two separate normal broth liquid media (10 ml).
eus IFO13276 and Escherichia coli IFO3972), each was shake-cultured at 30 ° C. for 16 hours, and diluted with physiological saline to 10 ⁶ CFU / ml to obtain two kinds of bacterial solutions for inoculation. The test piece and 0.5 ml of the inoculum were added to 50 ml of sterilized water, and the mixture was shaken at 25 ° C. for 24 hours. Immediately after the start of the test and 24 hours later, the number of viable cells was measured by an agar plate pour method on a standard agar medium.

[0037]

According to the present invention, an antimicrobial agent-treated liquid having high safety can be obtained. Conventionally, it is difficult to permanently adhere an antibacterial component composed of various materials such as plastic, fiber, paper, wood, metal, synthetic resin, and natural resin by performing surface treatment using the antimicrobial agent treatment liquid. Can be imparted with excellent anti-microbial properties having excellent water resistance.

Claims (4)

[Claims] An antimicrobial agent treatment liquid for imparting antimicrobial properties to the surface of an article, comprising an organic iodine-based germicide, a phenol resin and an organic solvent. 2. The organic iodine fungicide is 1-[(diiodomethyl) sulfonyl] -4-methylbenzene.
The antimicrobial agent treatment liquid according to claim 1. 3. The antimicrobial agent treatment liquid according to claim 1, wherein the organic solvent is ethanol. 4. An antimicrobial article whose surface has been treated with the antimicrobial agent treating solution according to claim 1.