JP2004262949A - Antifungal and insect-proof composition and formulation thereof - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To obtain an antifungal composition and to provide an antifungal and insect-proof formulation, which have substantially no smell, give a sufficient antifungal effect together with insect-proof effect and have no such problem as stability. <P>SOLUTION: The antifungal and insect-proof composition and the antifungal and insect-proof formulation contain components (A) and (B) [(A) is a pyrethroid series compound and/or 2-phenoxy ethanol and (B) is N-(fluorodichloromethylthio)-phthalimide and/or N-dichlorofluoromethylthio-N',N'-dimethyl-N-phenyl sulfamide] and, besides the components, a component (C) [3-iodo-2-propynyl buthylcarbamate and/or orthophenylphenol]. By this constitution, the composition and the formulation each having substantially no smell, having stability and long duration term of the effect are provided. <P>COPYRIGHT: (C)2004,JPO&NCIPI

Description

  The present invention relates to a novel antifungal composition and an antifungal preparation used for textile products, fur products and the like.

  Insect repellents containing a pyrethroid compound as an active ingredient are preferred because they have substantially no odor, and have been widely used in recent years. A typical product is a sheet or granular preparation in which a pyrethroid compound is impregnated and supported on a porous carrier such as cellulose.The product is stored in a plastic case or nonwoven bag, and is relatively airtight such as a drawer, Western dance, closet, etc. It is used in high-container containers. The active ingredient suitable for this is a volatile pyrethroid compound, and empentrin is mainly used.

  Another type of product is a film-like preparation in which a pyrethroid-based compound is applied and supported on a nonwoven fabric or the like, and is used in an open space as an insect-proof cover or the like. For this purpose, both volatile and non-volatile pyrethroid compounds are used, and the main active ingredients are empentrin, phenothrin, allethrin and the like.

  On the other hand, 2-phenoxyethanol is effective as an egg hatching inhibitor for fiber pests and has a particularly mild scent, so that it is suitable for obtaining an insecticide that is almost odorless. In addition, it has been found that by using this compound together with a pyrethroid compound, the insect repellent effect at a specific time can be enhanced (Patent Document 1).

  The above-mentioned preparations such as insect repellents generally contain a volatile fungicide as an additional component. The fungicides that have been used so far are phenolic compounds such as thymol, parachlorometaxylenol, and orthophenylphenol. In addition, 3-iodo-2-propynylbutylcarbamate (IPBC) is effective as a volatile fungicide, has a very small odor, and can be used in combination with a volatile insecticide such as empentrin (Patent Document 2). ).

  However, among volatile volatile fungicides that have been used in combination with pyrethroid-based compounds, phenol-based compounds themselves have phenol-specific odors. A phenolic odor is produced, which impairs the characteristic of insect repellents that is virtually odorless. In order to avoid this, it is conceivable to reduce the compounding amount, but in such a case, there arises a problem that the antifungal effect is not sufficient.

On the other hand, IPBC is non-phenolic and has a weak odor, but when it is blended in a large amount with a pyrethroid compound or 2-phenoxyethanol, there is a problem that it is strongly colored by heat, which is not preferable in terms of commercial properties and stability. In addition, 2-phenoxyethanol itself has a fungicidal effect, but it is not always sufficient.
JP-A-11-236302 JP-A-5-085909

  Therefore, it has substantially no odor, shows a sufficient fungicide effect together with an insect repellent effect, and has no problem in terms of stability, etc., more specifically, a fungicide composition and a fungicide-proof formulation Provision was required.

  The present inventors have found that when a composition or preparation is prepared together with a pyrethroid compound or 2-phenoxyethanol, the composition is substantially free of odor, is stable, and is suitable for providing a sufficient antifungal effect. The fungus agent was intensively searched. As a result, they have found that N- (fluorodichloromethylthio) -phthalimide and / or N-dichlorofluoromethylthio-N ′, N′-dimethyl-N-phenylsulfamide satisfy this condition. .

  Also, by adding IPBC and / or orthophenylphenol in an amount that does not impair the stability as an antifungal component, the range of the mold that works effectively can be expanded, and the antifungal effect can be increased. Have been found, and the present invention has been achieved.

That is, the present invention provides the following components (A) and (B)
(A) a pyrethroid compound and / or 2-phenoxyethanol (B) containing N- (fluorodichloromethylthio) -phthalimide and / or N-dichlorofluoromethylthio-N ′, N′-dimethyl-N-phenylsulfamide It is intended to provide a fungicide / insect repellent composition and a fungicide / insect repellent preparation.

Further, the present invention provides the following component (C) in addition to the above components.
(C) An object of the present invention is to provide a fungicidal repellent composition and a fungicidal repellent preparation containing 3-iodo-2-propynylbutyl carbamate and / or orthophenylphenol.
Further, the present invention provides a method for producing the above fungicidal and insect repellent preparation.

  The fungicide / insect repellent composition and the fungicide / insect repellent preparation of the present invention have almost no odor and are stable. In addition, the duration of efficacy is long.

  In the present specification, the fungicide / insect repellent composition refers to a mixture containing an effective amount of a fungicidal component and an insect repellent component, and the fungicide and insect repellent preparation refers to an effective amount of the fungicidal and insect repellent components. Refers to a preparation prepared in a usable form. The phrase "substantially free of odor" means that the prepared fungicide and insect repellent preparation has no noticeable odor and can be neglected in use.

  In the antifungal composition and the antifungal preparation of the present invention, a pyrethroid compound or 2-phenoxyethanol is used as the insect repellent component (A). These may be used alone or in combination. By appropriately selecting the type of pyrethroid compound to be combined with 2-phenoxyethanol and the ratio of both components in combination, the insect repellent effect in the first half or the second half of the use period can be enhanced, and a long-term stable insect repellent effect can be expected.

  Among the insect repellent components (A), examples of the pyrethroid compound include empentrin, noxulin, pyrethrin, allethrin, phenothrin, tetramethrin, resmethrin, permethrin, transfluthrin, praletrin and the like. Of these, empentrin is particularly preferred as a volatile pyrethroid, and allesulin and phenothrin are particularly preferred as a non-volatile pyrethroid in terms of efficacy, stability and the like.

  On the other hand, among the antifungal components (B), N- (fluorodichloromethylthio) -phthalimide is a compound whose general name is fluorophorpet and is sold by Bayer under the trade name Priventol A3. N-dichlorofluoromethylthio-N ', N'-dimethyl-N-phenylsulfamide has a general name of diclofluanid, which is also sold by Bayer under the trade name Priventol A4. It is.

  In the fungicide and insect repellent composition of the present invention, the amount of the insect repellent component (A) can be determined in consideration of the components to be used, the application, the effective period, and the like. , And about 9 to 99.9% by mass (hereinafter, simply referred to as “%”), and preferably 20 to 99.8%. The amount of the insect repellent component (A) in the preparation can be appropriately determined in consideration of the dosage form and the method of use.

  On the other hand, the compounding amount of the antifungal component (B) in the present invention is 0.01 to 20% of the total amount of the antifungal component and the antifungal component (hereinafter, referred to as “the total amount of active ingredients”), preferably 0.02 to 10%. The component (B) itself has some odor, but the fungicide / insecticide composition or the fungicidal insecticide formulation containing these components has substantially no odor.

In addition, the vapor pressure of the component (B) is 10 ⁻⁶ mmHg / 20 ° C. or less, and the phenol-based volatile fungicide has an order of 10 ⁻² to 10 ⁻³ mmHg / 20 ° C. Much smaller. Therefore, when this is blended, the component (B) does not volatilize quickly and the antifungal effect is not weakened. As a result, it is possible to obtain a fungicide / insect repellent composition or the like that has a large antifungal effect, is maintained over a long period of time, and has substantially no odor.

  Other fungicides can be added to the fungicide / insect repellent composition of the present invention, if necessary. For example, by adding an amount of IPBC (component (C)) that does not impair the stability and / or an amount of orthophenylphenol (component (D)) that does not disturb the odor, it is possible to prevent the mold from acting effectively. The range can be widened and the antifungal effect can be improved. At this time, the amount of each of the components (C) and (D) is suitably about 0.01 to 5% of the total amount of the active ingredients.

  The fungicide / insect repellent composition of the present invention can be prepared, for example, by dissolving a fungicide component (component (B) and, if necessary, components (C) and / or (D)) in the insect repellent component (A). . In this case, since the insoluble inactive substance may be contained in the component (B), it is preferably used after performing the filtration or the sedimentation treatment.

  In addition to the above-mentioned insect- and fungicidal components, optional components such as an antioxidant, an ultraviolet absorber, a synergist for pyrethroids, a solvent, and a fragrance may be added as necessary. As the solvent, hydrocarbons, halogenated hydrocarbons, glycol ethers, polyethylene glycols and the like can be used. If a solvent is added, there is also an advantage that a fungicide component having a solubility equal to or higher than the solubility in the insect repellent component (A) can be blended. Furthermore, since 2-phenoxyethanol also has the property of a solvent, it is effective to use the component (A) alone or together with the pyrethroid compound in dissolving the component (B). Furthermore, if a fragrance is appropriately added, not only a composition having almost no smell but also a composition having a fine scent and a composition having a pleasant scent can be obtained.

  The thus obtained liquid fungicide / insect repellent composition can be put into a container as it is to prepare a liquid formulation or a spray formulation to give a fungicide / insect repellent formulation. In addition, a liquid core type preparation which is sucked and volatilized by a suction core, a preparation which is put into a container having a permeable film and volatilized through a film, or a fungicide and insect repellent preparation which is a gel preparation or the like by adding a gelling agent can also be used. .

  On the other hand, when the fungicidal and insect repellent preparation of the present invention is prepared as a solid preparation, the insect repellent component (A) and the fungicidal component may be supported on a carrier. In this preparation, the above-mentioned liquid fungicide / insect repellent composition may be carried on a carrier, or the insect repellent component and the fungicide component may be separately carried on a carrier. For example, a fungicide component may be dissolved in a low-boiling solvent and carried, and after the solvent is volatilized, the insect repellent component may be carried. After the antifungal component is carried by printing, the insect repellent component may be carried.

  As described above, by supporting the insect-controlling component on the carrier carrying the fungicidal component, it becomes possible to carry the fungicidal component having a solubility higher than that of the insect-controlling component, and as a result, the fungicidal effect can be improved.

  As a carrier used for preparing a solid preparation, cellulose, rayon, polyethylene, polypropylene, polyester, polyurethane, wool, talc, clay, unglazed, powder consisting of ceramic powder, granules, tablets, sheets, mats, felts, A porous or non-porous carrier such as sponge, board, paper, woven fabric, non-woven fabric and film, and a sublimable carrier such as triisopropyltrioxane and cyclododecane can be used. Examples of the method of loading include impregnation by dripping, spraying, spraying, etc., coating, printing, kneading and the like.

  As described above, without using a fungicide and insect repellent composition, and also when producing a fungicide and insect repellent preparation, if necessary, one or both of the insect repellent component and the fungicide component may have an antioxidant and an ultraviolet absorber. , A synergist for pyrethroids, a solvent, a fragrance, or the like, or may be separately carried on another carrier.

  When a flavor is appropriately added, not only a preparation having substantially no odor but also a preparation having a slight scent or a preparation having a pleasant scent can be obtained.

  The solid preparation thus obtained can be used in a plastic case or a non-woven bag.

  Next, the present invention will be described in more detail with reference to Examples, Comparative Examples and Test Examples, but the present invention is not limited to these Examples and the like.

Example 1
100 mg of a composition having the following composition was impregnated into a cellulose porous carrier having a length of 30 mm, a width of 40 mm and a thickness of 0.5 mm to obtain a sheet-like preparation. The resulting formulation had almost no odor.

(Composition)
Empentrin 98 parts by weight Priventol A3 2 parts by weight

Example 2
100 mg of the composition having the following composition was impregnated into the same cellulose porous carrier as in Example 1 to obtain a sheet-form preparation. This formulation had almost no odor.

(Composition)
Empentrin 98 parts by weight Priventol A4 2 parts by weight

Example 3
100 mg of the composition having the following composition was impregnated into the same porous cellulose carrier as in Example 1 to obtain a sheet-form preparation. This formulation had almost no odor.

(Composition)
2-phenoxyethanol 98 parts by weight Priventol A3 2 parts by weight

Example 4
100 mg of the composition having the following composition was impregnated into the same cellulose porous carrier as in Example 1 to obtain a sheet-form preparation. This formulation had almost no odor.

(Composition)
2-phenoxyethanol 98 parts by weight Priventol A4 2 parts by weight

Example 5
100 mg of the composition having the following composition was impregnated into the same cellulose porous carrier as in Example 1 to obtain a sheet-form preparation. This formulation had almost no odor.

(Composition)
Empentrin 48 parts by weight 2-phenoxyethanol 47 parts by weight Priventol A3 5 parts by weight

Example 6
100 mg of the composition having the following composition was impregnated into the same cellulose porous carrier as in Example 1 to obtain a sheet-form preparation. This formulation had almost no odor.

(Composition)
Empentrin 46 parts by weight 2-phenoxyethanol 46 parts by weight Preventol A4 8 parts by weight

Example 7
100 mg of a composition having the following composition was impregnated into a polypropylene nonwoven fabric having a length of 1 m and a width of 1 m to obtain a film-form preparation. This formulation had almost no odor.

(Composition)
Phenothrin 99.8 parts by weight Preventol A3 0.2 parts by weight

Example 8
100 mg of a solution obtained by dissolving 10 parts by weight of Priventol A3 in 90 parts by weight of acetone was impregnated into the same cellulose-made porous carrier as in Example 1, and then left at room temperature to evaporate the acetone. Thereafter, 90 mg of empentrin was further impregnated to obtain a sheet-form preparation. This formulation had almost no odor.

Example 9
100 mg of the composition having the following composition was impregnated into the same cellulose porous carrier as in Example 1 to obtain a sheet-form preparation. This formulation had almost no odor.

(Composition)
Empentrin 96 parts by weight Preventol A3 2 parts by weight IPBC 2 parts by weight

Example 10
100 mg of the composition having the following composition was impregnated into the same cellulose porous carrier as in Example 1 to obtain a sheet-form preparation. This formulation had almost no odor.

(Composition)
Empentrin 96 parts by weight Priventol A3 2 parts by weight Orthophenylphenol 2 parts by weight

Comparative example 1
100 mg of the composition having the following composition was impregnated into the same cellulose porous carrier as in Example 1 to obtain a sheet-form preparation. This formulation had a strong phenolic odor.

(Composition)
Empentrin 98 parts by weight Thymol 2 parts by weight

Comparative Example 2
100 mg of the composition having the following composition was impregnated into the same cellulose porous carrier as in Example 1 to obtain a sheet-form preparation. This formulation had almost no odor.

(Composition)
Empentrin 46 parts by weight 2-phenoxyethanol 46 parts by weight IPBC 8 parts by weight

Test example
The fungicide and insect repellent preparations obtained in the examples and comparative examples were subjected to a fungicide test, a fungicide test, a coloring test and a fungicide effect sustainability test as described below.

(1) Mold-proof test A potato dextrose agar medium (5 ml) was put into a petri dish having a diameter of 50 mm and a height of 10 mm and solidified, and 10 μl of the following mold spore suspension was inoculated thereon. This petri dish was placed on the bottom of a waist-high petri dish (internal volume: 500 ml) having a diameter of 75 mm and a height of 120 mm. On the other hand, the preparation to be tested was fixed to the lid of the waist-high petri dish so as to face inward, covered, and cultured at 25 ° C. for 96 hours. However, for a film-form preparation (Example 7) for the purpose of preventing fungi in nearby objects, 5 ml of medium was placed in a petri dish having a diameter of 50 mm and a height of 10 mm without using a petri dish with a high waist, and a lid portion of the petri dish was prepared. The test was carried out in the same manner except that the preparation cut into a circle having a diameter of 30 mm was fixed and covered with a lid. After the culture, the growth status of the mold on the medium was determined according to the following criteria. As a control, a test without the preparation was also performed. Table 1 shows the results.

[Test mold spores]
Aspergillus niger IFO 6341
Penicillium citrinum IFO 6352

[Mold evaluation criteria]
(About Aspergillus niger)
Rating Growth status 0: No growth of bacterial cells was observed.
1: Growth diameter of bacterial cells less than 10 mm 2: Growth diameter of bacterial cells from 10 mm to less than 20 mm 3: Growth diameter of bacterial cells from 20 mm to less than 30 mm 4: Growth diameter of bacterial cells: 30 mm or more

(About Penicillium citrinum)
Score 0: No growth of bacterial cells was observed.
1: Growth diameter of bacterial cells less than 5 mm 2: Growth diameter of bacterial cells from 5 mm to less than 8 mm 3: Growth diameter of bacterial cells from 8 mm to less than 11 mm 4: Growth diameter of bacterial cells: 11 mm or more

[Results]

(2) Insect Control Test A square surge of 2.5 cm on a side, on which 20 iga eggs of one day after laying eggs, was placed on the bottom of a container with a glass lid having an inner volume of 500 ml. On the other hand, in a container, a triangular prism base having a side of 30 mm and a height of 60 mm made of wire was placed, and the preparation to be tested was placed thereon. However, as for the sheet preparation using non-volatile pyrethroid as the component (A) (Example 7), the preparation was placed on the bottom of a petri dish, and an egg was placed thereon. After covering with a lid and maintaining at a temperature of 25 ° C. and a humidity of 60% RH for 12 days, the lid was opened and the number of hatched eggs was counted to calculate a hatching rate. As a control, a test without the preparation was also performed. Table 2 shows the results.

[Results]

(3) Composition coloring test The composition was stored at a temperature of 60 ° C for 12 days, and the coloring state was determined according to the following criteria, as compared with the case where no fungicide was added. Table 3 shows the results.

[Coloring evaluation criteria]
Rating Color Status 0: Almost no color 1: Slightly colored 2: Strongly colored

[Results]

(4) Persistence test of antifungal effect The preparations of Examples 1 and 2 and the preparation of Comparative Example 1 were stored at 40 ° C. for 40 days, and then subjected to an antifungal test in the same manner as in Test Example 1. As a control in this test, the test was performed without the preparation. Table 4 shows the results.

[Results]

  As is clear from the above results, the fungicidal and insect repellent preparation of the present invention prevented hatching of pests and also suppressed the occurrence of mold. Further, even when stored at a high temperature, coloring was slight, and no decrease in the antifungal effect was observed.

The fungicide / insect repellent composition and the fungicide / insect repellent preparation of the present invention have almost no odor and are stable. Further, since it has a long duration of efficacy, it is widely used in the field of fungicides and insect repellents.
that's all

Claims (9)

The following components (A) and (B)
(A) a pyrethroid compound and / or 2-phenoxyethanol (B) containing N- (fluorodichloromethylthio) -phthalimide and / or N-dichlorofluoromethylthio-N ′, N′-dimethyl-N-phenylsulfamide An antifungal insect repellent composition. The following components (A) to (C)
(A) pyrethroid compound and / or 2-phenoxyethanol (B) N- (fluorodichloromethylthio) -phthalimide and / or N-dichlorofluoromethylthio-N ′, N′-dimethyl-N-phenylsulfamide (C) A fungicide / insect repellent composition comprising 3-iodo-2-propynylbutyl carbamate and / or orthophenylphenol.   The fungicidal and insect repellent composition according to claim 1 or 2, wherein the pyrethroid compound is one or more compounds selected from empentrin, phenothrin or allethrin. The following components (A) and (B)
(A) a pyrethroid compound and / or 2-phenoxyethanol (B) containing N- (fluorodichloromethylthio) -phthalimide and / or N-dichlorofluoromethylthio-N ′, N′-dimethyl-N-phenylsulfamide An antifungal and insect repellent preparation. The following components (A) to (C)
(A) pyrethroid compound and / or 2-phenoxyethanol (B) N- (fluorodichloromethylthio) -phthalimide and / or N-dichlorofluoromethylthio-N ′, N′-dimethyl-N-phenylsulfamide (C) A fungicidal and insect repellent preparation comprising 3-iodo-2-propynylbutyl carbamate and / or orthophenylphenol.   The fungicidal and insect repellent preparation according to claim 4 or 5, wherein the pyrethroid compound is one or more compounds selected from empentrin, phenothrin and allethrin. Component (B)
(B) A carrier on which N- (fluorodichloromethylthio) -phthalimide and / or N-dichlorofluoromethylthio-N ', N'-dimethyl-N-phenylsulfamide is supported, the following component (A)
(A) A method for producing a fungicide and insect repellent preparation, which further supports a pyrethroid compound and / or 2-phenoxyethanol. The following components (B) and (C)
(B) N- (fluorodichloromethylthio) -phthalimide and / or N-dichlorofluoromethylthio-N ′, N′-dimethyl-N-phenylsulfamide (C) 3-iodo-2-propynylbutylcarbamate and / or The following component (A) is added to a carrier supporting orthophenylphenol.
(A) A method for producing a fungicidal and insect repellent preparation further comprising a pyrethroid compound and / or 2-phenoxyethanol. The method for producing a fungicidal and insect repellent preparation according to claim 7 or 8, wherein the pyrethroid compound is one or more compounds selected from empentrin, phenothrin or allethrin.