JPH11116409A - Antifungal composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain an antifungal composition having high safety and effects and a wide antimicrobial spectrum, by including octylisothiazolinone and tetrachloroisophthalonitrile. SOLUTION: This antifungal composition comprises (A) 2-n-octyl-4- isothazolin-3-one and (B) tetrachloroisophthalonitrile in the ratio of the component A: the component B (by weight) of 20:1 to 1:20, preferably 5:1 to 1:5, especially preferably 3:1 to 1:3 in 0.1-95 wt.%, preferably 0.2-60 wt.% of the total amounts of the compositions A and B and preferably another proper solvent (water, an alcohol, a ketone, an ether, an aliphatic or an aromatic hydrocarbon, etc.), a dispersant such as a surfactant, e.g. a soap, a higher alcohol sulfuric ester and a carrier such as a clay, a talc, a silica, alumina, sulfur powder, active carbon, etc.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to a fungicidal composition useful for industrial applications. More specifically, 2-n-octyl-4-
The present invention relates to a fungicidal composition having a synergistic effect of these compounds by combining isothiazolin-3-one and tetrachloroisophthalonitrile.

[0002]

2. Description of the Related Art Halogenated phenols or inorganic or organic compounds mainly containing heavy metals such as tin have been widely used as fungicides for industrial products or industrial raw materials. However, since these compounds are highly toxic, there is a risk of adversely affecting the human body. Furthermore, it is not appropriate to use these compounds as fungicidal compositions, as these compounds have the potential to lead to environmental destruction.

[0003] As other fungicides having relatively high safety, isothiazoline compounds, nitrile compounds, organic iodine compounds, benzimidazole compounds, pyrithione compounds, and carbamic acid compounds are known.
However, these compounds are selective in their antimicrobial spectrum. For this reason, even if these fungicides are applied to industrial raw materials or products, especially organic materials (for example, fibers, paints, pastes, etc.), the fungicidal compositions have no or little effect. Since difficult microorganisms grow and propagate, contamination of industrial products and the like or deterioration (for example, deterioration) of industrial raw materials occurs. Therefore, satisfactory fungicidal effects cannot be obtained with conventional fungicidal compositions.

[0004] Therefore, by combining two or more fungicide compounds, the antimicrobial spectrum can be broadened,
Attempts have been made to increase the fungicidal action. However, usually, only one type of fungicide is effective or only an arithmetic average effect is obtained.

[0005]

SUMMARY OF THE INVENTION The present invention has been made to solve the above-mentioned problems, and an object of the present invention is to provide a fungicidal composition having high safety, high efficacy and a broad antibacterial spectrum. That is.

[0006]

Means for Solving the Problems The present inventors have conducted intensive studies in order to solve the above problems, and as a result, have found that 2-n-octyl-4-
It has been found that an unexpected synergistic effect can be obtained by a combination of isothiazolin-3-one and tetrachloroisophthalonitrile. That is, the combination of the above two compounds has been found to enhance the potency as compared to the case of using each compound alone, and to obtain a fungicidal composition having a broader antibacterial spectrum, and completed the present invention. .

According to the present invention, there is provided a fungicidal composition containing 2-n-octyl-4-isothiazolin-3-one and tetrachloroisophthalonitrile.

Preferably, the weight ratio of the 2-n-octyl-4-isothiazolin-3-one to the tetrachloroisophthalonitrile is in the range of 20: 1 to 1:20.
More preferably, the weight ratio of the 2-n-octyl-4-isothiazolin-3-one to the tetrachloroisophthalonitrile is in the range of 5: 1 to 1: 5.

[0009]

BEST MODE FOR CARRYING OUT THE INVENTION As used herein, the term “fungicidal composition” means a composition having an effect of inhibiting the growth of mold or killing mold.

A. Composition of antifungal composition A. 1. Active Ingredient The fungicidal composition of the present invention contains 2-n-octyl-4-isothiazolin-3-one and tetrachloroisophthalonitrile as active ingredients. 2-n-octyl-4-isothiazolin-3-one is commercially available (for example, manufactured by Rohm and Haas Japan KK, trade name SKAN M-8 (45
% Propylene glycol solution)) or 6-57701
Can be synthesized by the method described in the above item. Tetrachloroisophthalonitrile is also commercially available (for example, manufactured by San Nopco Co., Ltd., trade name: Nopcoside N-96), or can be synthesized by the method described in JP-B-43-22298.

[0011] The proportion of 2-n-octyl-4-isothiazolin-3-one and tetrachloroisophthalonitrile in the fungicide composition depends on the type of fungus to be used and the composition as a fungicide. It can be appropriately selected depending on conditions and the like. Usually, the ratio between 2-n-octyl-4-isothiazolin-3-one and tetrachloroisophthalonitrile is from 20: 1 to 1:20, preferably from 5: 1 to 1: 5 by weight, particularly preferably from 5: 1 to 1: 5. The range is from 3: 1 to 1: 3.

The fungicidal composition of the present invention can be used in a form depending on the purpose of use. For example, the fungicidal composition of the present invention may be simply a mixture of 2-n-octyl-4-isothiazolin-3-one and tetrachloroisophthalonitrile, preferably 2-n-octyl-4. It may contain, in addition to -isothiazolin-3-one and tetrachloroisophthalonitrile, suitable solvents and dispersants or carriers or other ingredients.

The total content of 2-n-octyl-4-isothiazolin-3-one and tetrachloroisophthalonitrile in the composition of the present invention varies depending on the dosage form and the purpose of use. 0.1 of the whole obtained antifungal composition
% To 95% by weight, preferably 0.2% to
60% by weight.

A. 2. Solvent and dispersant When the target system is various industrial aqueous systems, it is preferable to prepare a liquid containing a solvent and a dispersant, as described later, in consideration of the dissolution and dispersibility of the active ingredient. .

As the solvent used in the fungicidal composition of the present invention, any solvent which does not adversely affect the active ingredient can be used. For example, water, alcohols (eg, methyl alcohol, ethyl alcohol, ethylene glycol, Propylene glycol, diethylene glycol, glycerin, etc.), ketones (eg, acetone, methyl ethyl ketone, etc.), ethers (eg, dioxane, tetrahydrofuran, cellosolve, diethylene glycol dimethyl ether, etc.), aliphatic hydrocarbons (eg, hexane, kerosene, etc.), Aromatic hydrocarbons (eg, benzene, toluene, xylene, solvent naphtha, methyl naphthalene, etc.),
Halogenated hydrocarbons (eg, chloroform, carbon tetrachloride, etc.), acid amides (eg, dimethylformamide, etc.), esters (eg, methyl acetate, ethyl acetate, butyl acetate, butyl acetate, fatty acid glycerin ester) and Nitriles (eg, acetonitrile and the like) and the like can be mentioned. These solvents can be used alone or in combination of two or more.

As the dispersant used in the fungicidal composition of the present invention, any dispersant that does not adversely affect the active ingredient can be used, and examples thereof include a surfactant. Examples of such surfactants include soaps, sulfates of higher alcohols, alkylsulfonic acids, alkylarylsulfonic acids, quaternary ammonium salts, oxyalkylamines, fatty acid esters, polyalkylene oxide compounds, anhydrosorbitol compounds. And the like. These dispersants can be used alone or in combination of two or more.

A. 3. Carrier As the carrier used in the fungicidal composition of the present invention, any carrier that does not adversely affect the active ingredient can be used. For example, clays (eg, kaolin, bentonite, acid clay, etc.), talcs (eg, Talc powder, talc powder, etc.), silicas (eg, diatomaceous earth, silicic acid anhydride, mica powder, etc.), alumina, sulfur powder, activated carbon and the like. These carriers can be used alone or in combination of two or more.

A. 4. Other Ingredients The antifungal composition of the present invention further comprises other antimicrobial agents (eg,
Organochlorine disinfectants, organophosphorus disinfectants, organic iodine disinfectants, organic sulfur disinfectants, organic nitrogen disinfectants, organic nitrogen sulfur disinfectants, benzimidazole disinfectants, phenol disinfectants, organic acids Ester fungicides, antibiotics, etc.), insecticides (eg, natural pesticides, carbamate pesticides, organophosphorus pesticides, etc.), adjuvants (eg, casein,
Gelatin, starch, alginic acid, agar, CMC, polyvinyl alcohol, vegetable oil, bentonite, cresol soap, etc.), a deterioration inhibitor, a fragrance, and the like.

B. Bacteria of interest The fungicidal composition of the present invention generally acts broadly against fungi and the like, and by formulating 2-n-octyl-4-isothiazolin-3-one or tetrachloroisophthalonitrile alone. It has a broader antimicrobial spectrum than the resulting fungicidal composition. Molds whose growth can be inhibited or killed by the fungicidal composition of the present invention include Aspergillus
genus, genus Penicillium, genus Gliocladium, genus Trichoderma and the like.

The fungicidal composition of the present invention can be applied to various industrial products or industrial raw materials. Examples of such various industrial products or industrial raw materials include fibers, paints, adhesives, wood, leather, processed paper products, electronic components, wall coverings, and resin molded products.

[0021]

The following examples further illustrate the fungicidal efficacy of the fungicidal compositions of the present invention. The term "MIC" used in this example refers to the minimum inhibitory concentration (ppm) of the active ingredient in the fungicidal composition. More specifically, it refers to the minimum concentration of a mixture of 2-n-octyl-4-isothiazolin-3-one and tetrachloroisophthalonitrile in a fungicidal composition that can inhibit mold growth.

(Preparation of Spore Suspension for Inoculation) The spore suspension for inoculation used in Example 1 was prepared as follows. 4 molds (Aspergillus niger IFO6341, Penicilli
um funiculosum IFO6345, Gliocladium virens IFO635
5, and Trichoderma viride IFO5720) were each cultured on four drug-free potato dextrose agar plates to form spores. Then, the lubricant was added to 0.00
The mold spores were dispersed in sterile water to which 5% had been added to prepare four kinds of spore suspensions for inoculation.

Example 1 2-n-octyl-4-isothiazolin-3-one having the respective weight ratios shown in Table 1 below:
Tetrachloroisophthalonitrile was added to dimethylformamide (hereinafter referred to as "DMF") to prepare five fungicidal compositions. Then, a DMF serial dilution (0.3 ml) of this composition was added to potato dextrose agar (15 ml) to prepare a test medium. Each test medium is inoculated with the above-mentioned spore suspension (1 ml) for each inoculation,
After culturing at 28 ° C. for one week, the presence or absence of mold growth was determined by visual inspection of the growth of mold on the medium. 2-n-octyl-4 that can inhibit mold growth on media
The minimum concentration of the mixture of -isothiazolin-3-one and tetrachloroisophthalonitrile was defined as MIC. The MIC for each mold is shown in Table 1.

[0024]

[Table 1]

Table 1 shows that the fungicidal composition of the present invention has higher efficacy and a broader antibacterial spectrum as compared with the conventional fungicidal composition due to the synergistic effect of the active ingredients. Furthermore, compared to the case where the active ingredient is used alone,
It is shown that the concentration of the fungicidal composition used to suppress the growth of the same amount of mold is kept very low.

[0026]

According to the present invention, a fungicidal composition containing 2-n-octyl-4-isothiazolin-3-one and tetrachloroisophthalonitrile as active ingredients can be obtained. By combining these two active ingredients,
A synergistic action of these components is obtained, and a fungicidal composition having high efficacy and a broad antibacterial spectrum is provided. Further, since the concentration of the active ingredient contained in the fungicidal composition of the present invention can be kept low, it can be prepared at very low cost, and further has little effect on the environment. The fungicidal composition of the present invention is effective for fungicidal protection of various industrial products and industrial raw materials.

Claims (3)

[Claims] 1. A fungicidal composition containing 2-n-octyl-4-isothiazolin-3-one and tetrachloroisophthalonitrile. 2. The 2-n-octyl-4-isothiazoline-3-
The fungicidal composition according to claim 1, wherein the weight ratio of ON to the tetrachloroisophthalonitrile is in the range of 20: 1 to 1:20. 3. The 2-n-octyl-4-isothiazoline-3-
The fungicidal composition according to claim 1, wherein the weight ratio of ON to the tetrachloroisophthalonitrile is in the range of 5: 1 to 1: 5.