JPH07149603A - Antifungal composition - Google Patents

Abstract

PURPOSE:To provide an odorless, stable, antifungal composition used for emulsions, having a high concentration and not changing the potency by using dimethylmonopropylnaphthalene as a solvent for 2,4,5,6- tetrachloroisophthalonitrile. CONSTITUTION:Dimethylmonopropylnaphthalene and 2,4,5,6- tetrachloroisophthalonitrile are used as a solvent and an active ingredient, respectively, to obtain an antifungal composition. An emulsion obtained from the antifungal composition is not only excellent in the solubility of the active ingredient but also free from the smell of the solvent and high in the flash point, because the dimethylmonopropylnaphthalene is contained as the solvent. Therefore, the antifungal composition has practical advantages including good preservability and safety, such as little danger on works and the improvement in the initial antifungal effect. The antifungal composition is further excellent in the initial antimicrobial effects such that microbes adhered to wood can be killed especially in a short time, and is high in practical values on industry including also an economic field.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION The present invention relates to a fungicidal and antifungal agent containing 2,4,5,6-tetrachloroisophthalonitrile (hereinafter abbreviated as TPN) and dimethylmonopropylnaphthalene (hereinafter abbreviated as DPN). The present invention relates to a mold composition (hereinafter abbreviated as a mold prevention composition).

[0002]

2. Description of the Related Art TPN has heretofore been used as a fungicide for industrial and agricultural / horticultural use in the form of powders, wettable powders, granules, flowables, emulsions and the like. However, when TPN is used as an emulsion, emulsification is often difficult because TPN is insoluble in water and has low solubility in organic solvents. Therefore, aromatic solvents such as xylene, pseudocumene, and dimethylnaphthalene, and special solvents such as dimethylformamide, which have problems of odor and flammability during working, have been used for emulsification of TPN. Among them, in particular, for dimethylnaphthalene, xylene (orthoxylene), and pseudocumene, which have a relatively large solubility (10 to 12% by weight) in TPN, Japanese Examined Patent Publication Nos.
As described in JP-A-7-21116 and JP-A-57-212143, emulsions for fungicides in which these solvents contain TPN have been proposed.

[0003]

The above aromatic solvents used in the inventions described in these patent publications not only have a problem of peculiar odor during the preparation and use of the emulsion as described above, but also The low flash point is an obstacle to environmental and work safety. Further, regarding the solubility in TPN, xylene, dimethylnaphthalene, etc. are maximum at about 12% by weight, and a high concentration emulsion cannot be prepared,
It was not always a sufficient emulsion for practical use. On the other hand, although naphthalene and dimethylnaphthalene are considered as solvents, they are solid at room temperature, and they are difficult to use as a solvent because they have a characteristic coal tar odor and also have sublimability. The present invention eliminates the solvent odor which is an obstacle to the above-mentioned work surface, improves the flammability, and provides a TPN composition for antifungal which exhibits high dispersion stability at a high concentration, and further has an original efficacy. An object is to provide a stable and improved antifungal composition.

[0004]

Means for Solving the Problems As a result of intensive studies to achieve the above-mentioned object, the present inventors have found that dimethylmonopropylnaphthalene is used as a solvent when producing an antifungal emulsion composition for TPN. It was found that by using it, it is possible to obtain an emulsion composition having a high concentration, no odor, and stable as a composition, and its efficacy does not change, and the present invention has been completed based on this finding. That is, the present invention provides a mildew-proofing composition containing 2,4,5,6-tetrachloroisophthalonitrile and dimethylmonopropylnaphthalene.

The DPN solvent in the antifungal composition of the present invention has excellent solubility in TPN, has no odor peculiar to the solvent, has a high flash point of 164 ° C. as compared with conventional solvents, and has low toxicity. It can be said that it is a suitable solvent in terms of workability and safety. The composition of the present invention using DPN has an action of sterilizing antifouling bacteria (especially mold) attached to wood in a remarkably short period of time. In the antifungal composition of the present invention, DPN alone may be used as a solvent, but its solubility can be exhibited even if it is used as a mixture with another solvent. DP
Examples of the other solvent used together with N include dimethylformamide, toluene, xylene, dimethylacetamide, dimethylformamide, dimethylsulfoxide and the like. Also, DPN can be used as a solvent for TPN by mixing with one or more of the above solvents.

The antifungal component is not limited to the use of TPN alone, but is soluble in DPN, for example, 4-
Chlorophenyl-3-iodopropargyl formal,
1,4-bis (bromoacetoxy) -2-butene, 3-
One or more kinds of chloro-2,4,6-trifluoroisophthalonitrile, 3-iodo-2-propynylbutylcarbamate and the like can be mixed with TPN and used, and similar effects were confirmed. Furthermore, if necessary, nonionic and anionic surfactants may be used alone or in combination to promote the dispersion of TPN. Examples of such a surfactant include polyoxyethylene alkyl. Examples include phenyl ether and dodecylbenzene sulfonate. The antifungal composition of the present invention is usually
1-20% by weight of TPN and other antifungal components, 1 surfactant
˜15 wt%, DPN and other solvents 60-95 wt%. Here, the antifungal component is 0.1 to 10 parts by weight of a component other than TPN to 1 part by weight of TPN, and the solvent is 0 to 20 parts of a solvent other than DPN to 1 part by weight of DPN.
It is preferably part by weight. The antifungal composition of the present invention,
It is diluted with water etc. and used as an emulsion for fungicides and mildew-proofing agents. Alternatively, it may be used as it is in the form of an undiluted solution. The antifungal composition of the present invention is widely applied as a fungicide for agricultural and horticultural and industrial products, as an antifungal agent, for example, to wood bamboo materials, dyes, paints, paper pulp and clothes. When used as an emulsion, the concentration of the antifungal composition of the present invention differs depending on the use and the like and is not particularly different from the conventional one. To do.

[0007]

The emulsion obtained from the antifungal composition of the present invention is DP
Since N is contained as a solvent, it has not only excellent solubility of TPN as compared with emulsions using conventional solvents, but also has no solvent odor and a high flash point. Therefore, there are many practical advantages such as storage stability and stability of the emulsion such that there is little danger during work, and many advantages such as improvement of the initial mold killing effect.

[0008]

The present invention will be described in more detail based on the following examples. Table 1 shows the solubility of TPN in each solvent and the physicochemical properties of each solvent.

[0009]

[Table 1]

Example 1 TPN 20 parts by weight, dimethylmonopropylnaphthalene 7
5 parts by weight and 5 parts by weight of polyoxyethylene styryl phenyl ether were mixed and dissolved to prepare an emulsion stock solution. Example 2 10 parts by weight of TPN, 5 parts by weight of 4-chlorophenyl-3-iodopropargyl formal, 70 parts by weight of dimethylmonopropylnaphthalene, 10 parts by weight of polyoxyethylene nonylphenyl ether, and 5 parts by weight of calcium salt of dodecylbenzenesulfonic acid. The mixture was dissolved to prepare an emulsion stock solution. Example 3 14 parts by weight of TPN, 20 parts by weight of dimethylformamide,
56 parts by weight of dimethyl monopropyl naphthalene, 5 parts by weight of polyoxyethylene sorbitan monooleate and 5 parts by weight of polyoxyethylene nonylphenyl ether were mixed and dissolved to prepare an emulsion stock solution.

Comparative Example 1 TPN 20 parts by weight, 1,3-dimethylnaphthalene 75 parts by weight, polyoxyethylene styryl phenyl ether 5
Although parts by weight were mixed, TPN was not completely dissolved and became a suspended state. Comparative Example 2 14 parts by weight of TPN, 20 parts by weight of dimethylformamide,
56 parts by weight of o-xylene, 5 parts by weight of polyoxyethylene sorbitan monooleate and 5 parts by weight of polyoxyethylene nonylphenyl ether were mixed, but TPN was not completely dissolved and became a suspension state. Comparative Example 3 An emulsion stock solution was prepared by mixing 95 parts by weight of dimethylmonopropylnaphthalene and 5 parts by weight of polyoxyethylene nonylphenyl ether.

Test Example 1 Next, in order to confirm the antifungal effect of each emulsion of Examples 1 to 3 and Comparative Examples 1 and 2, the following antifungal test was carried out. 300
100-300 each stock solution or suspension in a beaker.
200 ml of the drug solution diluted twice with water was prepared. Then
A thick filter paper having a diameter of 3 cm was dipped in the prepared solution for 3 minutes, left to air-dry at room temperature overnight, and placed on a nutrient medium that had been solidified in advance on a sterile petri dish. A spore suspension containing a mixture of Aspergillus niger (black mold) and Penicillium sterkii (blue mold) was sprayed onto the filter paper of the petri dish, and the petri dish was covered with a lid at 30 ° C in a constant temperature layer for 10 days. After culturing, the growth of mold on the filter paper was visually observed. The results are shown in Table 2. The nutrient medium and criteria are as follows.

[0013] Judgment criteria −: No mold growth is observed ±: Slight mold growth is recognized on the surface ＋: Mold growth is recognized on 1/3 or less of the surface ++: Mold growth is on 1/3 or more of the surface +++: Mold growth is observed on the entire surface.

[0014]

[Table 2]

As is clear from the results shown in Table 2, the antifungal composition of the present invention can effectively suppress the growth of black mold and green mold.

Test Example 2 100 m of each emulsion stock solution of Examples 1-3 and Comparative Examples 1-2.
It was taken in a 1-liter candle bottle and stored in a freezer at -10 ° C and -20 ° C to determine the weather resistance. The results are shown in Table 3.

[0017]

[Table 3]

As is clear from the results of Table 3, Examples 1 to 1
With the composition No. 3, no freezing was observed even at −20 ° C., and the product stability in cold regions was extremely excellent.

Test Example 3 Sterilization rate for mold on wood pieces Wood pieces contaminated with mold (3 cm × 3 cm × thickness 0.7 c)
m) is dipped in a 100-fold diluted solution of each emulsion stock solution or suspension of Examples 1 to 3 and Comparative Examples 1 to 3 with water, and
After being left to stand at room temperature of ° C for 24 hours, the number of bacteria growing on a piece of wood was measured by the following procedure to determine the sterilization rate of each drug. The pieces of wood were placed in 100 ml of sterilized water, shaken vigorously to wash away the bacteria, and the bactericidal activity against mold (bacteria) on the pieces of wood was determined by measuring the number of bacteria / ml in the sterilized water. The results are shown in Table 4.

[0020]

[Table 4]

As is clear from the results shown in Table 4, the mildew-proofing composition of the present invention (Examples 1 to 3) effectively sterilizes the mildew on the wood pieces in a short time after leaving it for 24 hours. found.

[0022]

As is apparent from the above description, the antifungal composition of the present invention is easy to emulsify and has a high solubility of TPN based on the properties of DPN, so that a high concentration of TPN can be realized. Since it has no solvent odor and has a low flash point, it is excellent in handleability and safety. In addition, it has an excellent initial bactericidal effect such that bacteria attached to wood can be sterilized in a particularly short time, including economical aspects. Has a high industrial utility value.

 ─────────────────────────────────────────────────── ─── Continuation of the front page (72) Inventor Yoshihiro Konagai 328 Shionoitahamano, Fukuda-cho, Iwata-gun, Shizuoka Kai Kasei Co., Ltd.

Claims (1)

[Claims] 1. A fungicide composition comprising 2,4,5,6-tetrachloroisophthalonitrile and dimethylmonopropylnaphthalene.