JP2005213172A - Antibacterial and antifungal aqueous composition containing 1,2-benzoisothiazolin-3-one and 2-n-octyl-4-isothiazolin-3-one - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide an antibacterial or antifungal aqueous composition having excellent antibacterial or antifungal action. <P>SOLUTION: The antibacterial or antifungal aqueous composition is obtained by mixing an aqueous dispersion of 1,2-benzoisothiazolin-3-one with an aqueous dispersion of 2-n-octyl-4-isothiazolin-3-one to contain the above active ingredients at any concentration and at any ratio. The aqueous suspension of 1,2-benzoisothiazolin-3-one and 2-n-octyl-4-isothiazolin-3-one at any concentration ratio can be easily obtained to obtain a multipurpose composition which can give antibacterial or antifungal properties and its complex effect according to the object. <P>COPYRIGHT: (C)2005,JPO&NCIPI

Description

  The present invention relates to an antibacterial / antifungal composition used for treating industrial products and materials, and industrial wastewater.

Bacteria, mold, yeast for industrial products and materials such as adhesives, paints, latex, emulsions, metalworking oils, coating colors, papermaking process water, starch slurry, cooling water, and other industrial wastewater Antibacterial and antifungal agents are used to prevent spoilage and alteration due to the growth of fungi such as, and in recent years, antibacterial and antifungal agents containing various organic components have been used in place of metal compounds that are of concern for toxicity. Yes.
For example, thiazoline compounds are known to exhibit antibacterial and antifungal activities against various bacteria and fungi, and many derivatives have already been put into practical use. However, these thiazoline derivatives, when used alone, have a limited spectrum of activity against the target bacteria and fungi, and the combination of multiple derivatives and other compounds broadens the spectrum width and Those intended for synergistic effects have been proposed.

  These antibacterial and antifungal components are often used as solutions, and in recent years, antibacterial and antifungal products that use water as a solvent for environmental pollution caused by organic compounds as conventional solvents and handling regulations under the Fire Service Act Although aqueous compositions are increasingly used, the actual preparation of such compositions in such cases is not always easy.

  For example, 1,2-benzisothiazolin-3-one having excellent antibacterial action but insufficient antifungal action and 2-n-octyl-4-isothiazoline- having excellent antifungal action but insufficient antibacterial action By combining 3-one, an antibacterial and antifungal action can be obtained at the same time, and it is conceivable to effectively treat a treatment target containing both bacteria and fungi.

  However, 1,2-benzisothiazolin-3-one and 2-n-octyl-4-isothiazolin-3-one are both low in water solubility and it is difficult to obtain a high concentration antibacterial / antifungal aqueous composition. . As for 1,2-benzisothiazolin-3-one, water solubility can be improved by using an amine salt or an alkali metal salt, but the solution becomes alkaline, and 2-n-octyl-4-isothiazoline used in combination therewith Since -3-one is unstable in the alkaline pH range, a sufficient antifungal effect cannot be obtained. Even when these active ingredients are used as a solution in an organic solvent, 1,2-benzisothiazolin-3-one is particularly poorly soluble in organic solvents used in general antibacterial / antifungal compositions. The actual preparation of the mold composition is difficult.

JP-A-8-193015 JP-A-2001-192308

  For example, Patent Document 1 discloses an industrial antiseptic and fungicide composed of 1,2-benzisothiazolin-3-one and a specific alkylalkanolamine, and this antiseptic and fungicide is an adhesive or detergent as an object to be used. It is described that it has excellent compatibility and high stability. However, although 1,2-benzisothiazolin-3-one itself has antibacterial properties against bacteria, it is not always effective against fungi such as yeasts and molds.

  In Patent Document 2, 1,2-benzisothiazolin-3-one, 2-methyl-4-isothiazolin-3-one, and 2-n-octyl-4-isothiazolin-3-one have a synergistic effect. Industrial sterilization and preservatives contained as active ingredients are disclosed, and it is described that a wide range of subjects can obtain a bactericidal and antifungal effect that lasts for a long time.

  However, the 1,2-benzisothiazolin-3-one, 2-n-octyl-4-isothiazolin-3-one, etc. disclosed in these patent documents are hardly soluble in water and are not soluble in organic solvents. Although it is used as a dissolved solution, its solubility is not sufficient, and because the stable pH range of each component is different, it is difficult to obtain a stable composition at a high concentration, and depending on the solvent, environmental pollution There is also concern that this will occur.

  The present inventor has focused on using a combination of 1,2-benzisothiazolin-3-one with excellent antibacterial properties and 2-n-octyl-4-isothiazolin-3-one with excellent antifungal properties, 1,2-Benzisothiazoline-3-one and 2-n-octyl-4-isothiazolin-3-one are each made into an aqueous dispersion and mixed to obtain 1,2-benzisothiazoline-3- as an antibacterial active ingredient. An antibacterial and antifungal aqueous composition comprising ON and 2-n-octyl-4-isothiazolin-3-one as an antifungal active ingredient in any concentration ratio is provided.

  In the present invention, 1,2-benzisothiazolin-3-one and 2-n-octyl-4-isothiazolin-3-one as antibacterial and antifungal active ingredients are each made into an aqueous dispersion, and these are mixed to form an aqueous suspension. Since it is a turbid composition, an aqueous suspension composition having an arbitrary concentration can be easily prepared. In particular, since the pH of the aqueous composition is neutral, the active ingredient, particularly 2-n-octyl-4-isothiazolin-3-one, which becomes unstable in a high alkaline pH range, is stable and has the expected antibacterial properties. An antibacterial / antifungal composition exhibiting antifungal activity can be easily prepared. In addition, since both components can be mixed at an arbitrary concentration ratio to obtain a composition having the desired antibacterial action and antifungal action, appropriate antibacterial action and antifungal action can be obtained depending on the treatment object to be applied. A composition can be provided. In addition, since no organic solvent is used, there are few restrictions in terms of storage and use for safety handling and environmental pollution.

  One of the features of the present invention is that each active ingredient can be easily prepared as an aqueous dispersion at an arbitrary concentration, and the concentration of each component in an aqueous composition obtained by mixing these can be arbitrarily adjusted. Therefore, the composition of 1,2-benzisothiazolin-3-one / 2-n-octyl-4-isothiazolin-3-one has various compounding ratios so as to suit the contents of the object requiring treatment and the purpose of the treatment. Can be used.

  Although 1,2-benzisothiazolin-3-one and 2-n-octyl-4-isothiazolin-3-one as the active ingredients differ depending on the object to be treated, generally, It is preferable to use such a concentration that benzoisothiazolin-3-one is 30 ppm to 1500 ppm and 2-n-octyl-4-isothiazolin-3-one is 10 ppm to 600 ppm. At concentrations below this range, the intended effect is not substantially obtained, and at concentrations above this range, the effect of each active ingredient tends to saturate.

  Since such antibacterial and antifungal compositions are generally used in a proportion of 300 ppm to 3000 ppm with respect to the treatment target, each active ingredient contains 10 to 1,2-benzisothiazolin-3-one in the composition. 50% by weight and 2-n-octyl-4-isothiazolin-3-one are used in the range of 3-20% by weight.

  As noted above, 1,2-benzisothiazolin-3-one and 2-n-octyl-4-isothiazolin-3-one can be an aqueous dispersion of any concentration, but the composition is stable and homogeneous. In order to achieve this, a high degree of stirring and mixing is required, and it is preferable to use a dispersant and a dispersion stabilizer suitable for each component. Examples of the dispersion used in the present invention include nonionic surfactants (polyoxyethylene alkyl ether, polyoxyethylene alkyl ester, polyoxyethylene sorbitan alkyl ester, sorbitan alkyl ester, etc.) and anionic surfactants (higher alcohol phosphorus). Acid ester salts, higher alcohol sulfate esters, etc.) or cationic surfactants (alkylamines, etc.), and examples of the dispersion stabilizer include methyl cellulose, polyvinyl alcohol, and cationic starch.

  Antibacterial and antifungal aqueous solutions of Formulation Example 1 and Formulation Example 2 below using 1,2-benzisothiazolin-3-one (hereinafter BIT) and 2-n-octyl-4-isothiazolin-3-one (hereinafter OIT) A composition was prepared.

Formulation Example 1) BIT 30%, OIT 3%, polyoxyethylene alkyl ether 3%, polyvinyl alcohol 0.5%, distilled water 63.5%
Formulation Example 2) BIT 10%, OIT 23%, polyoxyethylene sorbitan alkyl ester 1%, higher alcohol sulfate ester salt 1%, distilled water 65%

  As a comparative composition, a single component composition having the same amount as the active ingredient content of each composition of the present invention prepared in Formulation Example 1 and Formulation Example 2, and an BIT amine salt or alkali salt were used. A composite composition was formulated.

Comparative Example A) BIT 33%, ethylenediamine 20%, distilled water 47%
Comparative Example B) BIT 30%, OIT 3%, ethylenediamine 20%, distilled water 37%
Comparative Example C) OIT 33%, propylene glycol 67%
Comparative Example D) BIT 10%, OIT 23%, sodium hydroxide 5%, propylene glycol 62%
(Test Example 1)

The following ethylene vinyl acetate emulsion (EVA emulsion) collected at an emulsion production plant was dispensed into culture bottles in 50 ml increments. Next, the number of viable bacteria after 1 day and 3 days was measured with time while adding 0.1% of Formulation Example 1, Formulation Example 2 and Comparative Examples A to D to the sample and storing at 30 ° C. after stirring. In addition, a mold resistance test was carried out according to the method described in Japanese Industrial Standard (JIS Z 2911). The results are shown in Table 1.
EVA emulsion [pH 5.1 Number of detected bacteria: 6.2 × 10 ⁵ (CFU / ml) Detected bacterial species: Pseudomonas aeruginosa (bacteria), Staphylococcus aureus (bacteria) Number of detected molds: 2.8 × 10 ³ (CFU / ml) ) Detected mold species: Aspergillus niger (mold), Penicillium notatum (mold)]

(Table 1)

As shown in Table 1, it was confirmed that the addition of the composition of the present invention has effective inhibitory power against both bacteria and fungi.

Using BIT and OIT, antibacterial and antifungal aqueous compositions of Formulation Example 3) to Formulation Example 7) shown in Table 2 below were prepared.
Formulation Example 3) BIT 20%, polyoxyethylene alkyl ale 3%, polyvinyl alcohol 0.5%, distilled water 76.5%
Formulation Example 4) BIT 15%, polyoxyethylene alkyl ether 3%, polyvinyl alcohol 0.5%, distilled water 76.5%
Formulation Example 5) BIT 10%, OIT 10%, polyoxyethylene alkyl ether 3%, polyvinyl alcohol 0.5%, distilled water 76.5%
Formulation Example 6) BIT 5%, OIT 15%, polyoxyethylene alkyl ether 3%, polyvinyl alcohol 0.5%, distilled water 76.5%
Formulation Example 7) OIT 20%, polyoxyethylene alkyl ether 3%, polyvinyl alcohol 0.5%, distilled water 76.5%

（試験例２） (Table 2)

(Test Example 2)

A concrete admixture with no preservative added [pH 7.8 viable cell count: 10 (CFU / ml)] collected in a concrete admixture manufacturing plant was dispensed into culture bottles in 50 ml increments. Next, 0.1% of the composition of each formulation was added to the sample, and after stirring, the concrete admixture rot solution [number of viable bacteria detected: 8.6 × 10 ⁶ (CFU / ml) viable species: Streptococcus faecalis ( Bacteria) 1% of Candida albicans (yeast)] was inoculated and stored at 30 ° C., and the number of viable bacteria after 3 days and 5 days was measured over time. Further, 1% additional inoculation of the concrete admixture rot was performed twice and the same operation was performed. The results are shown in Table 3.

(Table 3)

  As shown in Table 3, it was confirmed that the addition of the composition of the present invention has effective inhibitory power against both bacteria and yeast.

1,2-Benzisothiazolin-3-one and 2-n-octyl-4-isothiazolin-3-one are each made into an aqueous dispersion, and these are mixed to prepare an antibacterial and antibacterial agent containing the active ingredient in any concentration and proportion. The mold composition provides a multipurpose antibacterial / antifungal aqueous composition that is compatible with a wide range of treatment targets in various fields.

Claims (2)

An antibacterial composition comprising an aqueous dispersion of 1.2-benzisothiazolin-3-one as an active ingredient and an aqueous dispersion of 2-n-octyl-4-isothiazolin-3-one, each of the active ingredients at a predetermined concentration・ Anti-fungal aqueous composition
10 to 50% by weight of 1,2-benzisothiazolin-3-one and 2 to 20% by weight of 2-n-octyl-4-isothiazolin-3-one based on the total composition Item 1. An antibacterial / antifungal aqueous composition according to Item 1.