GB2103091A - Fungicidal composition for agriculture and horticulture and its use - Google Patents

Abstract

The present invention relates to a fungicidal composition for agriculture and horticulture comprising at least one adjuvants and, as an effective component, in effective amounts, N- (1-n-butoxy-2,2,2-trichloroethyl) salicylamide and one member selected from the group consisting of (1) pentachloronitrobenzene and (2) tetrachloroisophthalonitrile. This composition is useful to control soil borne plant diseases such as clubroot disease of Cruciferae crops, black scurf of potatoes and damping-off of cucumber and tomato seedlings.

Description

SPECIFICATION Fungicidal composition for agriculture and horticulture and its use The present invention relates to a fungicidal composition for agriculture and horticulture. In particular it relates to a composition comprising, as an effective component, in effective amounts, N-(1n-butoxy-2,2,2-trichloroethyl) salicylamide

and one member selected from the group consisting of (1 ) pentachloronitrobenzene

and (2) tetrachloroisophthalonitriie

This composition is useful to control soil borne plant diseases such as clubroot disease of Cruciferae crops, black scurf of potatoes and damping-off of cucumber and tomato seedlings.

N-(1-n-butoxy-2,2,2-trichloroethyl) salicylamide (hereinafter referred to as "compound A"), one of the effective components of the present invention is a known compound described in the specification of USP 4,200,632. This compound is highly effective for controlling soil borne plant diseases, particularly clubroot disease of Cruciferae crops. However, when the compound is used at a low concentration, a sufficient fungicidal effect cannot always be obtained on plant diseases caused by Rhizoctonia sp. and the like.

Pentachloronitrobenzene (hereinafter referred to as "PCNB") is now available on the market as a fungicide against clubroot disease of Cruciferae crops and black scurf of potatoes. Though the compound is effective against the fungi of Plasmodiophora sp. and Rhizoctonia sp, there is a problem of the residual toxicity since it is used in a large amount.

Tetrachloroisophthalonitrile (hereinafter referred to as "TPN") is now available on the market as a fungicide for controlling clubroot disease of Cruciferae crops and damping-off of cucumber and tomato seedlings. However, the sufficient controlling effect cannot be obtained in some cases.

After intensive investigations made for the purpose of developing a fungicide for surely controlling various soil borne plant diseases, the inventors have found that a mixture of compound A with PCNB or TPN shows a synergistic effect without giving any phytotoxicity on crops which is unexpected from the effect of the respective components. The present invention has been completed on the basis of this finding.

The weight ratio of compound A to PCNB is preferably in the range of 1 :5 to 5:1, preferably 1:1 to 5:1.

According to the present invention in a first aspect there is provided a fungicidal composition for agriculture and horticulture comprising as an effective component, in effective amounts, N-(1-n-butoxy2,2,2-tirchloroethyl) salicylamide and one member selected from the group consisting of (1 ) pentachloronitrobenzene and (2) tetrach loroisophthalonitrile.

According to the present invention in a second aspect there is provided a method for controlling plant diseases caused by fungi which comprises applying to said fungi or locus thereof an effective amount of mixture of N-(1 -n-butoxy-2,2,2-trichloroethyl) salicylamide and one compound selected from the group consisting of (1) pentachloronitrobenzene and (2) tetrachloroisophthalonitrile.

The weight ratio of compound A to TPN is preferably in the range of 1:1 to 10:1, preferably 1:1 to 5:1.

The composition of the present invention may be used as it is or in the form of a mixture with an agricultural adjuvant which improves the effect or which stabilizes the composition depending on the purpose of the use. The composition may be used in the form of, for example, a dust, microgranules.

granules, wettable powder or emulsion prepared by a method generally employed in the production of pesticides.

In the practical application, these various typea of formulation may be used as they are or after dilution with water into a suitable concentration.

As the agricultural adjuvants herein used, there may be mentioned a carrier (diluent) as well as spreaders, emulsifiers, wetting agents, dispersing agents, binders and disintegrators etc.

As the liquid carriers, there may be mentioned aromatic hydrocarbons such as toluene and xylene, alcohols such as methanol, butanol and glycol, ketones such as acetone, amides such as dimethylformamide, sulfoxides such as dimethylsulfoxide, methylnaphthalene, cyclohexane, animal and vegetable oils, fatty acids and fatty acid esters, etc.

As the solid carriers, there may be mentioned clay, kaolin, talc, diatomacecus earth, silica, calcium carbonate, montmorillonite, bentonite, feldspar, quartz alumina and sawdust.

As the emulsifiers or dispersing agents, surfactants are generally used. They include anionic surfactants, cationic surfactants, nonionic surfactants and amphoteric surfactants such as sodium salts of higher alcohol sulfate, stearyltrimethylammonium chloride, polyoxyethylenealkylphenylethers and laurylbetaine, etc.

These formulations may be used either alone or in t,e form of a mixture with herbicides, insecticides, plant growth regulators, acaricides. germis:des, soil disinfectan+s, soil modifying agents or nematocides. Further, they may be applied to the soil or locus in the form of a mixture with a fertilizer or another agricultural and horticultural disinfectant.

When they are used ir: the above described forms, the concentrations of the compounds used as the effective components in the formulations are varied depending on the forms of the formulations and the agricultural adjuvants used. The concentration is, however, generally in the range of 2-95 wt. %.

The preferred content can be given differently for respective types of formulation. For example, in the case of dust, the content of effective components is 2 te 20%, that of adjuvants being 80 to 98%; in emulsion, the content of effective components is 5 to 40%, that of adjuvants being 60 to 95% in flowable suspension concentrates, the content of effective components is 5 to 40%, that of adjuvants being 60 to 95%, while in wettable powder, the content of effective components is 20 to 80%, that of adjuvants being 20 to 80% and in granules and microgranules, the content of the effective components is 2 to 10%, that of adjuvants being 90 to 93%.

Formulations and methods of putting the invention into effect are given in the following by way of example only.

In the following examples, parts are given by weight Formulation Example 1 Dust 7 Parts of compound A, 3 parts of PCNB, 40 parts of talc and 50 parts of clay were mixed together and pulverized to obtain a dust.

Formulation Example 2 Dust 6 Parts of compound A, 4 parts of TPN, 40 parts of talc and 50 parts of clay were mixed together and pulverized to obtain 3 dust.

Formulation Example 3 Wettable powder 50 Parts of compound A and 30 parts of PCNB were mixed with 1 5 parts of kaolin, 3 parts of sodium salts of higher alcohol sulfate and 2 parts of sodium polyacrylate and the mixture was finely pulverized to obtain a wettable powder.

Formulation Example 4 Wettable powder 40 Parts of compound A and 30 parts of TPN were mixed with 25 parts of kaolin, 3 parts of sodium salts of higher alcohol sulfate and 2 parts of sodium polyacrylate and the mixture was finely pulverized to obtain a wettable powder.

Formulation Example 5 Granules 3 Parts of previously finely pulverized compound A and 2 parts of previously finely pulverized PCNB were mixed with 93 parts of clay and 2 parts of polyvinyl alcohol. 1 5 Parts of water were added to moisten the mixture homogeneously. Then, the mixture was extrusion-molded into granules by means of a granulator. After dressing the granules ;n a dressing machine, granules having a diameter of 0.6-1 mm were obtained.

Formulation Example 6 Granules 3 Parts of previously finely pulverized compound A and 2 parts of previously finely pulverized TPN were mixed with 93 parts of clay and 2 parts of polyvinyl alcohol. 15 Parts of water were added to moisten the mixture homogeneously. Then, the mixture was extrusion-molded into granules by means of a granulating machine. After dressing the granules in a dressing machine, granules having a diameter of 0.6-1 mm were obtained, Formulation Example 7 Micro granules 4 Parts of previously finely pulverized compound A and 4 parts of previously finely pulverized PCNB were homogeneously mixed with 11 parts of clay and 1 part of polyvinyl alcohol to obtain a concentrated powder mixture of the active ingredients.Separately, 80 parts of a non-absorbent coarse mineral powder of 74 to 105 micron size were placed in a proper mixer and then 20 parts of water were added thereto under rotation to moisten the former. The above powder mixture was added thereto to coat the latter with the former. The product was dried to obtain microgranules.

Formulation Example 8 Microgranules 5 Parts of previously finely pulverized compound A and 5 parts of previously finely pulverized TPN were homogenously mixed with 11 parts of clay and 1 part of polyvinyl alcohol to obtain a concentrated powder mixture of the active ingredients. Separately, 78 parts of a non-absorbent coarse mineral powder of 74 to 105 micron size were placed in a proper mixer and then 20 parts of water were added thereto under rotation to moisten the former. The above powder mixture was added thereto to coat the latter with the former. The product was dried to obtan microgranules.

EXPERIMENTAL EXAMPLE 1 Control test for clubroot of Chinese cabbage (caused by Plasmodiphora sp.) Soil infested with Plasmodiophora brassicae was filled in biscuit pots having a diameter of 15cm.

Then, 10% dust containing the compounds of the present invention as prepared in the same manner as in Formulation Example 1 was added thereto in a predetermined amount and uniformly mixed with the soil. 1 5 Seeds of Chinese cabbage (variety: Taibyo 60-nichi) per pot were sowed. Four weeks thereafter, the seedlings of Chinese cabbage were grubbed out and the conditions thereof were examined.

The test results are shown in Table 1 in terms of a control value which is determined as follows: Percentage of healthy Percentage of healthy seedlings in treated plots - seedlings in untreated plots Control values = - X 100 Percentage of healthy seedlings in treated plots Number of healthy seedlings Percentage of healthy seedling = X ---- x x 100 Number of total seedlings checked TABLE

Compounds Amount of effective Control tested component (g/pot) value Phytotoxicity Compound A 1.0 75 nil Reference m pound A Compound A 1 0.5 42 nil PCNB 1.0 54 nil Reference PCNB 0.5 20 nil 0.5 +0.5 92 nil Compound A Present 0.25+0.25 63 nil invention + 1.0 +0.25 98 nil PCNB 0.5 +0.25 80 nil EXPERIMENTAL EXAMPLE 2 Control test for clubroot of cabbage (caused by Plasmodiophora sp.) Soil infested with Plasmodiophora brassicae was filled in biscuit pots having a diameter of 15 cm.

Then, 10% dust containing the compounds of the present invention prepared in the same manner as in Formulation Example 2 was added thereto in a predetermined amount and uniformly mixed with the soil. 1 5 seeds of cabbage (variety: Kinshu) were sowed per pot.

Six weeks thereafter, the seedlings of cabbage were grubbed out and the conditions thereof were examined.

The test results shown in Table 2 in terms of a control value which was determined in the same manner as in Experimental Example 1.

TABLE 2

Compounds Amount of effective I Control tested component (g/pot) value Phytotoxicity Compound A 1.0 75 nil Reference Compound A 0.5 i 42 nil TPN 1.0 50 nil Reference TPN 0.5 18 nil 0.5 +0.5 88 nil Compound A Present 0.25+0.25 60 nil invention + 1 +0.25 96 nil TPN 0.5 +0.25 74 nil EXPERIMENTAL EXAMPLE 3 Control test for damping-off of cucumber (caused by Rhizoctonia sp.) Field soil was filled in pots having a diameter of 12 cm and then 5 g of infested soil in which Rhizoctonia solani had been cultured was uniformly inoculated on the soil surface in each pot. The dust of the composition of the present invention prepared in the same manner as in Formulation Example 1 was added thereto in a predetermined amount and uniformly mixed with the soil. Then, 10 seeds of cucumber (variety: Oyashima) were sowed in each pot. They were allowed to grow in a greenhouse. Ten days after the sowing, the conditions were examined to determine the percentage of healthy seedlings.

Number of healthy seedlings in each treated plot Percentage of healthy seedlings = x 100 Number of germination in untreated and uninoculated plot The test results are shown in Table 3 in terms of a control value which was determined in the same manner as in Experimental Example 1.

TABLE 3

Amount of effective Control Compound component (g/pot) value Phytotoxicity Compound A 0.04 60 nil Reference Compound A 0.02 35 nil PCNB 0.04 78 nil Reference PCNB 0.02 52 nil 0.02+0.02 94 nil Present Compound A + 0.01+0.01 74 nil invention PCNB 0.02+0.01 88 nil EXPERIMENTAL EXAMPLE 4 Control test for damping-off of watermelon (caused by Rhizoctonia sp.) Field soil was filled in pots having a diameter of 12 cm and then 5 g of infested soil in which Rhizoctonia solani had been cultured was uniformly inoculated on the soil surface in each pot. The dust of the composition of the present invention prepared in the same manner as in Formulation Example 2 was added thereto in a predetermined amount and uniformly mixed with the soil. Then, 10 seeds of watermelon (variety; Otome) were sowed in each pot. They were allowed to grow in a greenhouse.

Fifteen days after the sowing, the conditions were examined to determine the percentage of healthy seedlings.

The percentage of seedlings were determined in the same manner as in Experimental Example 3.

The results are shown in Table 4 in terms of a control value which was determined in the same manner as in Experimental Example 1.

TABLE4

Amount of effective Control Compound component (g/pot) value nil Compound A 0.04 60 city Reference Compound A 0.02 35 nil TPN 0.04 52 nil Reference TPN 0.02 30 nil 0.02+0.02 84 nil Present Compound A + 0.01+0.01 65 nil invention to N 0.0 1+0.0 65 TPN 0.02+0.01 75 nil

Claims (11)

1. A fungicidal composition for agriculture and horticulture comprising as an effective component, in effective amounts, N-(1 -n-butoxy-2,2,2-trichloroethyl) salicylamide and one member selected from the group consisting of (1) pentachloronitrobenzene and (2) tetrachloroisophthalonitrile.

2. A fungicidal composition as claimed in claim 1, including at least one adjuvant and wherein the fungicidally effective components in said composition are in a range of 295% by weight basis.

3. A fungicidal composition as claimed in claim 2, wherein the ratio by weight of N-( 1 -n-butoxy2,2,2-trichloroethyl) salicyalmide to pentachloronitrobenzene is in the range of 1:5 to 5:1.

4. A fungicidal composition as claimed in claim 3, wherein the ratio by weight of N-(1 -n-butoxy2,2,2-trichloroethyl) salicylamide to pentachloronitrobenzene is in the range of 1:1 to 5:1.

5. A fungicidal composition as claimed in claim 2, wherein the ratio by weight of N-(1-n-butoxy2,2,2-trichloroethyl) salicylamide to tetrachloroisophthalonitrile is in the range of 1:10 to 10:1.

6. A fungicidal composition as claimed in claim 5, wherein the ratio by weight of N-(1 -n-butoxy2,2,2-trichloroethyl) salicylamide to tetrachloroisophthalonitrile is in the range of 1:1 to 5:1.

7. A method for controlling plant diseases caused by fungi which comprises applying to said fungi or locus thereof an effective amount of mixture of N-( 1 -n-butoxy-2,2,2-trichloroethyl) salicyla mide and one compound selected from the group consisting of (1) pentachloronitrobenzene and (2) tetrachloroisophthalonitrile.

8. A method as claimed in claim 7, wherein the ratio by weight of N-(1 -n-butoxy-2,2,2trichcloroethyl) salicylamide to pentachloronitrobenzene is in the range of 1:5 to 5:1.

9. A method as claimed in claim 8, wherein the ratio by weight of N-(1-n-butoxy-2,2,2trichloroethyl) salicylamide to pentachloronitrobenzene is in the range of 1:1 to 5:1.

10. A method as claimed in claim 7, wherein the ratio by weight of N-(1 -n-butoxy-2,2,2trichloroethyl) salicylamide to tetrachloroisophthalonitrile is in the range of 1:10 to 10:1.

11. A method as claimed in claim 10, wherein the ratio by weight of N-(1-n-butoxy-trichloroethyl) salicylamide to tetrachloroisophthalonitrile is in the range of 1:1 to 5:1.

1 2. A fungicidal composition substantially as hereinbefore described in any one of the specific examples.