JP3351070B2 - Antibacterial and antifungal treatment solution for coating film formation - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

This invention relates to, for example, fiber materials,
The present invention relates to an antibacterial and antifungal treatment liquid that exhibits excellent antibacterial and antifungal activity over a long period of time when applied as a coating film to textile products such as woven fabrics, various materials such as glass and cement, and products thereof.

[0002]

2. Description of the Related Art Conventionally, various types of antibacterial and antifungal treatment solutions for forming a coating film on the surface of the above-mentioned various materials and exhibiting an antibacterial and antifungal effect have been known. An antibacterial and antifungal treatment solution obtained by dissolving a metal alkoxide at a ratio of 0.1 to 30% by weight and dispersing apatite carrying silver having an antibacterial and fungicidal action is widely used.

[0003]

However, in the above-mentioned conventional antibacterial and fungicidal treatment solution, silver elutes in a short period of time after the formation of a coating film, so that the antibacterial and antifungal effect is lost in a relatively short period of time. Problem.

[0004]

Therefore, the present inventors have conducted research on an antibacterial and antifungal treatment solution that exhibits an antibacterial and antifungal effect over a long period of time when applied as a coating film from the above viewpoint. As a result, in alcohol as a solvent,
In any case, 0.1 to 30% by weight of the general formula M (OC ₂
H _{5) n} and _{M (isoOC 3 H 7) n} ( wherein M represents Si, Ti, Al, one of Zr, the metal alkoxide n is represented by representing the 3-4), (preferably silicon tetra Ethoxide, silicon tetraisopropoxide, titanium tetraethoxide, titanium tetraisopropoxide, aluminum triethoxide, aluminum triisopropoxide, zirconium tetraethoxide, or zirconium tetraisopropoxide) At least one of the above, 0.001 to 30% by weight of chlorohexidine and its salt, and 1,6-bis (N ⁵ -m-to
Trifluoromethylphenyl-N ¹ -biguanide) hexane
And its salts, and 1,6-bis (N ⁵ -p-trifluoro
Methylphenyl-N ¹ -biguanide) hexane and its
Salts (the above salts are either dihydrochloride or digluconate)
When a coating film was formed using a treatment solution prepared by dissolving at least one of the above, the coating film exhibited an excellent antibacterial and antifungal effect over a long period of time. is there.

The present invention has been made on the basis of the above-mentioned research results, and contains 0.1 to 30% by weight, preferably 0.3 to 20% by weight of a general formula M in a solvent.
(OC ₂ H ₅ ) _n and M (isoOC ₃ H ₇ ) _n (where M is Si, Ti, Al, Z
r represents at least one of the metal alkoxides represented by n) and 0.001 to 3
0 wt%, preferably from 0.01 to 20% by weight of chlorhexidine and its salts, and 1,6-bis (N ^{5-m-trifluoride}
Romethylphenyl-N ¹ -biguanide) hexane and its
Of 1,6-bis (N ⁵ -p-trifluoromethyl)
Phenyl-N ¹ -biguanide ) hexane and its salts such as chlorohexidine (the above salts are dihydrochloride or
Or a digluconate) is characterized by a coating solution forming antibacterial and antifungal treatment solution obtained by dissolving at least one of them.

Further, in the antibacterial and fungicidal treatment solution of the present invention, 0.1 to 10% by weight of a crosslinking accelerator such as hydrochloric acid or nitric acid is desirably used as an optional component, and acrylic resin, vinyl acetate resin or the like is used for the purpose of increasing the strength of the coating film. A thickener may be contained at a ratio of 0.1 to 10% by weight.

In addition, in the antibacterial and fungicidal treatment solution of the present invention, the ratio of the metal alkoxide is set to 0.1 to 30% by weight. If the ratio is less than 0.1%, it is difficult to form a film having good adhesion. On the other hand, if the proportion exceeds 30% by weight, the viscosity rapidly increases and the film forming operation becomes difficult.
The ratio was determined to be 0.1 to 30% by weight.

[0008] Furthermore, the ratio of the compound such as chlorohexidine is defined as 0.001 to 30% by weight because the ratio is
If the content is less than 0.001% by weight, the desired excellent antibacterial and fungicidal action cannot be obtained. On the other hand, if the content exceeds 30% by weight, it becomes difficult to form a film with good adhesion.
It was determined to be 0.001 to 30% by weight.

[0009]

EXAMPLES Next, the antibacterial and antifungal effects of the present invention will be described in detail with reference to examples. Silicon tetraethoxide (hereinafter referred to as metal alkoxide A) as a metal alkoxide,
Aluminum triisopropoxide (hereinafter referred to as B), zirconium tetraisopropoxide (hereinafter referred to as C)
), Titanium tetraisopropoxide (hereinafter the same)
Say D) was prepared, compounds such as chlorhexidine (hereinafter chlorhexidine as compounds such as chlorhexidine
a), chlorohexidine dihydrochloride (hereinafter b), chlorohexidine digluconate (hereinafter c), 1,6-bis (N ⁵ -m-trifluoromethylphenyl)
-N ¹ -biguanide) hexane (hereinafter referred to as d), 1,6-
Bis (N ⁵ -m-trifluoromethylphenyl-N ¹ -biguanide) hexane dihydrochloride (hereinafter referred to as e), 1,6-bis (N ⁵ -m-trifluoromethylphenyl-N ¹ -biguanide) ) Hexane digluconate (hereinafter referred to as f), 1,6
-Bis (N ⁵ -p-trifluoromethylphenyl-N ¹ -biguanide) hexane (hereinafter referred to as “g”), 1,6-bis (N ^5-
p-trifluoromethylphenyl-N ¹ -biguanide) hexane dihydrochloride (hereinafter referred to as “h”), 1,6-bis (N ⁵ -p-
Prepare trifluoromethylphenyl-N ¹ -biguanide) hexane / 2 gluconate (hereinafter referred to as i) and dissolve these raw materials in an alcohol solution as a solvent at the ratios shown in Table 1 to obtain a trifluoromethylphenyl-N ¹ -biguanide. Inventive antibacterial and antifungal treatment solutions (hereinafter referred to as the present invention treatment solutions) 1 to 18 were prepared.

[0010] For the purpose of comparison, a conventional antibacterial and antifungal treatment solution comprising a metal alkoxide dissolved in alcohol at the ratio shown in Table 1 and Ag-supported apatite dispersed therein at the ratio shown in Table 1 (Hereinafter referred to as conventional treatment liquid)
Adjusted ~ 8.

With respect to 1 to 15 of the treatment liquids 1 to 18 of the present invention and the conventional treatment liquids 1 to 4, the durability test of the antibacterial and antifungal effect was carried out under the following conditions. The durability test of the antibacterial and antifungal effect is as follows. First, a cotton cloth is immersed in the above-mentioned treatment solution at 80 ° C., the cotton cloth is taken out, dehydrated and dried, and then immersed in a cotton cloth 10 times according to JIS c 9606 standard.
After washing twice, a 1 cm square piece of cotton from the cotton cloth
0.75 g was inserted into a 300 ml Erlenmeyer flask containing 75 ml of sterilized phosphate buffer, and the bacterial solution (Klebsiella pneumonia) was added.
e) Add 1 ml (the number of bacteria: 5.9 × 10 ⁶ bacteria / ml) and add 30 ml.
After shaking culture at 150 ° C. and 150 rpm for 1 hour, the number of viable cells was measured. Table 1 shows the results.

Further, the treating solution 1 of the present invention prepared at the ratio shown in Table 2
6 to 18 and conventional treatment liquids 5 to 8 were applied to glass, plastic, and gypsum board by a dipping method, heated and dried, and then exposed to running water for one day. A test bacterium (Aspergillus niger) was inoculated on the obtained treated material, the growth state of the mold after 2 weeks was observed, and the fungus grew vigorously (80 to 100 in total).
%) +++ if slightly developed (10-30% of the whole), ++ if slightly developed (less than 10% of the whole)
The case where no growth was observed was designated as-. Table 2 shows the results.

[0013]

[Table 1]

[0014]

[Table 2]

[0015]

From the results shown in Tables 1 and 2, the treatment liquids 1 to 18 of the present invention show that the antibacterial and fungicidal activities do not decrease over time.
It is clear that the antibacterial and fungicidal effects of the conventional treatment solutions 1 to 8 are reduced in a relatively short time, while the excellent antibacterial and antifungal effect is exhibited over a long period of time.

────────────────────────────────────────────────── ─── Continuation of the front page (56) References JP-A-4-117311 (JP, A) JP-A-4-21615 (JP, A) JP-A-1-223175 (JP, A) JP-A-7- 26172 (JP, A) JP-A-8-176527 (JP, A) (58) Fields investigated (Int. Cl. ⁷ , DB name) A01N 55/00 A01N 55/02 A01N 47/44 A01N 25/24 C09D 5/14

Claims (3)

(57) [Claims] (1) a solvent in a proportion of 0.1 to 3
0% by weight of the general formulas M (OC ₂ H ₅ ) _n and M (isoOC ₃ H ₇ ) _n
M represents any of Si, Ti, Al, and Zr, and n represents 3-4)
And at least one of a metal alkoxide represented in, also 0.001 to 30% by weight of chlorhexidine and its salts and 1,6-bis (N ^{5-m-trifluoromethyl} Fe,
Nyl-N ¹ -biguanide) hexane and salts thereof, and
1,6-bis (N ^{5-p-trifluoromethylphenyl} -N ¹ -
(Biguanide) An antibacterial and antifungal treatment solution for forming a coating film formed by dissolving at least one compound such as chlorohexidine comprising hexane and a salt thereof. Wherein said metal alkoxide is silicon tetraethoxide to <br/> have a film-forming effect, silicon tetraisopropoxide, titanium tetraethoxide, titanium tetraisopropoxide, aluminum tri-ethoxide, aluminum tri 2. The antibacterial and antifungal treatment solution for forming a coating film according to claim 1, wherein the solution comprises at least one of isopropoxide, zirconium tetraethoxide, and zirconium tetraisopropoxide. 3. The method according to claim 1, wherein the salt is dihydrochloride or digluconate.
3. The antibacterial and antifungal treatment solution for forming a coating film according to claim 1 or 2, which is one of the above.