JPS6117505A - Acaricide for agricultural and horticultural purpose - Google Patents

Abstract

PURPOSE:An acaricide ford agricultural and horticultural purpose that contains a combination of hexakis(beta,beta-dimethylphenethyl)distannnoxane (an acaricide against tetrachynids living in plants) with a phthalic acid diester, thus increasing the acaricidal effect of the former. CONSTITUTION:(A) 1pt.wt. of hexakis(beta,beta-dimethylphenethyl)distannoxane is combined with 0.5-3pts.wt., preferably 1-2pts.wt. of a phthalic acid diester of the formula (R, R' are straight-chain or branched saturated or unsaturated hydrocarbon group of 8 or less carbon atoms). The use of only component A is unsatisfactory in acaricidal effect, while only B has no acaricidal effect. But, their combination develops acaricidal effect enough to control tetranychids satisfactorily.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to S horticultural acaricides, and more specifically to hexakis (β, β
The present invention relates to an acaricide for agriculture and horticulture containing enhanced miticide effect, containing dimethyl-7enethyl) distannoxane (hereinafter referred to as "fenbutatin oxide").

7-Embutastin oxide is known as an active compound in agricultural and horticultural acaricides, and as a result of a detailed study of the effects and action characteristics of this active compound, the present inventors found that it has a slightly slow-acting effect and is effective against citrus spider mites that parasitize citrus fruits. (Panorlych
Although it has an extremely high control effect against the two-spotted spider mite (Tetranychus urticae Ko) that parasitizes pears and vines.
cl+) and Kanzawa spider mite (Tetranychus
For Kanzau+ai K15hi-da),
It was found that an effect as excellent as the former could not be expected and the range of activity was narrow.

On the other hand, in recent years, spider mites have shown strong resistance to many existing acaricides, and in the current situation where economically usable drugs are limited, 7-embbutastin oxide is a valuable drug that has not yet acquired any resistance. It is also a useful acaricide.

Therefore, the present inventors conducted research on the applicability of fenbutastin oxide to a wider range of crops against spider mites, and surprisingly found that phthalic acid diester itself has no acaricidal activity against spider mites. However, by combining this with 7-embutastin oxide, the acaricidal efficacy of 7-embutasin against spider mites is significantly enhanced, and it is effective against spider mites such as the above-mentioned two-spotted spider mite and Kanzawa spider mite, which were previously not very effective. Even against
The present invention was completed based on the discovery that a practically satisfactory pesticidal effect can be obtained.

Therefore, according to the present invention, (a) hexakis(β,β-dimethyl7enethyl)stane/xane, and (b) general formula, in which R and R′ are each a straight line having up to 8 carbon atoms. There is provided an agricultural and horticultural acaricide characterized by comprising one or more phthalic acid diesters represented by the following, which represent a chain or branched saturated or unsaturated aliphatic hydrocarbon group.

Examples of the linear or branched saturated or unsaturated aliphatic hydrocarbon group having 8 or less carbon atoms represented by R and R' in the above formula (I) include methyl,
Ethyl, I-dopropyl, isopropyl, n-butyl, isobutyl, 5eC-butyl, tert-butyl, n-pentyl, isopentyl, n-hexyl, n-heptyl,
Alkyl groups such as n-octyl and 2-ethylhexyl; fulkenyl groups such as vinyl, allyl, butenyl and octenyl; and alkynyl groups such as propargyl.

Thus, representative examples of the heptatalytic acid diesters of formula (I) include c-ethyl heptatarate, di-n-propyl heptalamate, di-isopropyl phthalate, di-n-butyl heptatarate, and di-isobutyl heptalamate. , di-n-octyl heptatalate, di-2-ethylhexyl heptatalate, ethyl-dobu-apyr heptatarate, diallyl heptatarate, di-propargyl heptatalate, and the like.

These 7-talic acid diesters may be used alone or in combination of two or more.

The amount of the 7-talic acid diester of formula (I) is not strictly limited and may vary depending on the type of ester, dosage form, etc., but generally, it is based on the weight of 7-embutastin oxide, It is desirable to use at least 0.5 part by weight or more per part by weight of 7-embbutastin oxide.

On the other hand, if phthalic acid diester is used in too large a quantity,
Since a dramatic increase in the effect associated with this cannot be obtained and is rather economically wasteful, it is generally sufficient to use an amount of 3 parts by weight or less per 1 part by weight of 7-embbutastin oxide, and in particular, it is sufficient to use 1 part by weight of 7-embbutastin oxide. By using an amount within the range of 1 to 2 parts by weight, a miticide effect with improved wearability can be achieved.

The acaricide of the present invention contains 7 embutastin oxide and 7 of formula (I).
Both of the tar acid diesters may be formulated in the form of an aqueous powder or emulsion containing both at the same time, or optionally, for example, 7-embutastin oxide is in a hydrating powder or emulsion and 7
The talic acid diesters may be formulated separately in the form of emulsions and diluted to the working concentration at the time of use.

The irrigation agent contains fenbutastin oxide or 7-embbutastin oxide and phthalic acid diester, silica, talc, kaolin,
It can be prepared by blending fillers such as clay, chalk, diatomaceous earth, and bentonite, and surfactants such as higher alkyl alkoxysulfonates, polyoxyethylene sorbicun, alkylphenoxypolyethoxyethanol, and lignosulfonates. The concentration of 7-embbutastin oxide in the water preparation is not particularly limited, but is generally in the range of 1 to 80% by weight, preferably 5 to 50% by weight.

On the other hand, the emulsion is made of 7-embutastin oxide or 7-embutastin oxide and phthalic acid diester, an extender such as xylene, toluene, chloroform, Scherzl A (trade name manufactured by Shell Chemical Co., Ltd.), methanol, ethyl acetate, n-octa-7-luolein, etc. Alcohol, butan-2-ol, 2-n-butoxychetanol, 1-methoxy-2-propatol, hexylene glycol, benzyl alcohol 2-methoxyethanol, 2-ethoxyex/-ol, 2-impropoxyethanol, diethylene glycol Alcohols such as monoethyl ether, hydroxyacetone, isobutyl, monoethylene glycol; nonionic surfactants such as polyoxyethylene alkyl allyl ether, polyoxyethylene alkyl ether, polyoxyethylene fatty acid ester, polyoxyethylene sorbitan alkylates, polyoxyethylene styrylphenyl ether, polyoxyethylene castor oil derivatives, etc. or ionic surfactants such as alkylaryl sulfonates,
It can be prepared by appropriately blending a surfactant such as dialkyl sulfosuccinate.

The concentration of fenbutastin oxide in the emulsion is not particularly limited, but is generally 1 to 50% by weight, preferably 5 to 2% by weight.
A range of 5% by weight is suitable.

Further, an emulsion containing a heptalacid diester can be prepared by emulsifying the noester in a water-alcohol mixed solvent containing the above-described surfactant. The concentration of heptacuric acid diester in such an emulsion is also not particularly limited, but is generally 10 to 80%, preferably 20 to 6%.
A suitable range is 0% by weight.

When using the above-mentioned formulations of embutastin oxide and phthalic acid diester, they are diluted with water or a water-alcohol mixed solvent so that the concentration of embutastin oxide is generally in the range of 100 to 250 ppIll. It can be applied according to conventional methods.

Next, examples of the present invention will be described in detail, but it is understood that the present invention is not limited to the following examples, but that various modifications and variations thereof are also included in the present invention. Should. In addition, in the following examples, parts and percentages are based on weight unless otherwise specified.

Example 1 Di-n-propyl 7-talate 35 parts Isopropyl alcohol 35 parts Water
12 parts or more of 18 parts or more of a surfactant (Emuldan 90θ, manufactured by Kao Soap Co., Ltd.) were uniformly mixed and stirred to obtain an emulsion containing 35% of di-n-propyl heptatalate. When used, this is further diluted with water and mixed with a separately diluted commercially available 7-embbutastin oxide hydrating agent (Osadan Irrigation Agent 25), and finally 7-talic acid di-n
-Propyl 140 pHl.

A drug containing 1100 pp of 7-embbutastin oxide was prepared.

Example 2 Di-n-butyl 7-talate 35 parts Isopropyl alcohol 35 parts Water
At least 12 parts and 18 parts of a surfactant (Emuldan 90θ, manufactured by Kao Soap Co., Ltd.) were uniformly mixed and stirred to obtain an emulsion containing 35% di-n-butyl phthalate. For use, in the same manner as in Example 1, q was mixed with a diluted commercially available 7-embutastin oxide irrigation agent to prepare a medicinal solution containing 140 ppm of di-n-butyl heptatalate and 1100 ppm of 7-embbutastin oxide.

Example 3 7-n-octyl talate 35 parts Isopropyl alcohol 35 parts Water
12 parts and 18 parts or more of a surfactant (Emuldan 90B, manufactured by Kao Soap Co., Ltd.) were uniformly mixed and stirred to obtain an emulsion containing 35% of di-n-octyl heptatalate. For use, in the same manner as in Example 1, this is mixed with diluted commercially available fenbutastin oxide irrigation agent, and di-n-octyl phthalate 14 (111111
A chemical solution containing 1100 pp of 11% fenbutastin oxide was prepared.

Example 4 Di-2-ethylhexyl 7-talate 35
1 part isopropyl alcohol 35 parts water
12 parts or more of 18 parts or more of a surfactant (Emuldan 90θ, manufactured by Kao Soap Co., Ltd.) were uniformly mixed and stirred to obtain an emulsion containing 35% of 2-ethylhexyl heptatalate. This was mixed with diluted commercially available 7-embbutastin oxide irrigation agent in the same manner as in Example 1, and 1.40 ppm of cy-2-ethylhexyl heptatarate was added.
, 7 embutastin oxide 300. A drug solution containing ppm was prepared.

Example 5 Embutastin oxide 10 parts Di-isobutyl 7-talate 20 parts White carbon 25 parts Surfactant (
Emaldan 909: Manufactured by Hanadamaishikanesha) 7 parts clay
More than 38 parts were uniformly pulverized, mixed and stirred to obtain an irrigation agent containing 10% fenbutastin oxide and 20% di-isobutyl heptatalate. When used, it is oxidized to a concentration of 251]ρ
m and di-isobutyl phthalate were diluted with water to 250 ppm.

Example 6 7 Embutastin oxide 25 parts 7-2-ethylhexyl 7-talate 20 parts White carbon 35 parts Surfactant (Emuldan 90θ: manufactured by Kao Soap Co., Ltd.) 10 parts Clay
At least 10 parts were uniformly ground, mixed and stirred to obtain an irrigation agent containing 25% of fenbutastin oxide and 20% of di-2-ethylhexyl heptatalate. When used, the embutastin oxide content is 12
5pp+n and 7-di-2-ethylhexyl talate 11
It was diluted with water to give a concentration of 0.00 pp.

Example 7 (,) Preparation of emulsion of 7-embbutastin oxide 15 parts of embutastin oxide 10 parts of inbutyl alcohol 65 parts of Scherzul A (manufactured by Shell Kagaku Co., Ltd.) 65 parts of surfactant (Tsurpol 2990 An emulsion containing 15% of embutastin oxide was obtained.

(b) Preparation of 7-talic acid diester emulsion 7-Di-11-propyl tallate 35 parts Isopropyl alcohol 35 parts Water
Mix and stir 12 parts or more of a surfactant (Emuldan 90c: manufactured by Kao Soap Co., Ltd.) uniformly to obtain 35% di-n-propyl 7-talate.
An emulsion containing . When used, this was mixed with the emulsion of 7-embutastin oxide obtained in (2) above and diluted with water to finally prepare a chemical solution containing di-n-propyl 7-talate 751111111 and 75 ppm of 7-embbutastin oxide.

Example 8 15 parts of 7-embbutastin oxide 15 parts of non-n-propyl 7-talate 10 parts of surfactant (Tsurpol 2990 Stir to combine 15% of 7-embutastin oxide and 15% of 7-n-propyl talate.
An emulsion was obtained containing %. Before use, oxidize 7
It was diluted with water so that the embutastin content was 75 pl) II+ and di-n-propyl heptatalate 75 pp+n.

Comparative Example 1 Only an irrigation agent (commercially available product: trade name Osadan Irrigation Agent 25) containing 25% of 7-tonbutastin oxide was used.

Comparative Example 2 The 7-embutastin oxide emulsion prepared in Example 7(a) above was used.

Comparative Example 3 Does not contain 7-talic acid diester, contains 35 parts of isopropyl alcohol, 47 parts of water, and surfactant (Emuldan 90G:
A solution consisting of 18 parts (manufactured by Kao Soap Co., Ltd.) was mixed with the commercially available fenbutastin oxide wettable powder shown in Comparative Example 1 above, and diluted to obtain a chemical solution with a concentration comparable to that of Examples 1 to 4 (140 ppm as isopropyl alcohol). Prepared.

Comparative Example 4 Contains no 7-talic acid diester, contains 35 parts of isopropyl alcohol, 47 parts of water, and a surfactant (Emergen 9).
Example 7
It was mixed with the embutastin oxide 7 emulsion prepared in (a) and diluted to prepare a drug having a concentration comparable to that of Example 7 (140 ppm as isopropyl alcohol).

Comparative Example 5 The 35% di-n-butyl heptatarate emulsion prepared in Example 2 was diluted with water to prepare a solution containing 140p4 of di-n-butyl heptatarate.

Next, typical test results of the acaricide of the present invention will be clarified through the following test examples.

Test Example 1 An inden leaf was placed on a water-containing urethane mat on a Petri dish, and 20 female adult two-spotted spider mites were released.A chemical solution at the concentration shown below was sprayed thereon, and the test insects were determined to be alive or dead after 48 hours. For the spraying, a spraying device for acaricide testing (a rotary spraying tower manufactured by Mizuha Rika) was used.

The results are shown in Table 1. Even though 7-talic acid diester does not exhibit any insecticidal properties when applied alone, by mixing it with 7-embutastin oxide, the effect is greater than when applying 7-embbutastin oxide alone. It is clear that a much higher insecticidal effect can be obtained.

Table 1 Test Example 2 In early summer, the following chemicals were sprayed with a shoulder sprayer against Kanzawa spider mites that had appeared in fields where green beans were planted, and the number of parasitic insects was investigated the day before spraying and 3 and 6 days after spraying. The results are shown in Table 2. As is clear from the results shown in Table 2, by spraying a mixture of 7-embbutus χ oxide and 7-talic acid diester, the mite control effect is significantly enhanced.

However, l: Number of surveys after spraying Cl3: Density before spraying in the non-sprayed area Ca + : Density at the first spraying survey in the non-sprayed area T1]:
Density before spraying in spray area

Claims (1)

[Claims] 1. (a) Hexakis (β,β-dimethylphenethyl)
Distannoxane and (b) General formula ▲ Numerical formulas, chemical formulas, tables, etc. are available ▼ In the formula, R and R' are each a linear or branched saturated or unsaturated aliphatic hydrocarbon having 8 or less carbon atoms. An agricultural and horticultural acaricide comprising one or more phthalic acid diesters represented by the following formula.