TW201412735A - Delphacidae control method - Google Patents

Abstract

The present invention relates to a Delphacidae control method involving a step, in transplanting culture of rice, for applying to the ground for raising rice seedlings an effective amount of a compound represented in formula (I) [each symbol in the formula is as defined in the description], or an effective amount of a Delphacidae control composition containing a compound represented in formula (I) and one or more compounds selected from group (A). Group (A): isotianil, probenazole, tiadinil, tricyclazole, orysastrobin and pyroquilon. This Delphacidae control method has an excellent control effect for Delphacidae.

Description

Leaf mites control method

The present invention relates to a method for controlling leaf mites.

Since the leaf mites have a significant influence on the rice yield, it is necessary to cultivate the control system in the rice, and several kinds of agents which can be used for controlling the leaf mites are known (for example, refer to Patent Document 1 and Patent Document 2). However, the effects of the method of controlling the use of such agents are not necessarily sufficient, and a method of controlling with higher effects is being sought.

[Previous Technical Literature] [Patent Document]

[Patent Document 1] JP-A-61-267575

[Patent Document 2] JP-A-63-316771

An object of the present invention is to provide a method for controlling leaf mites.

The inventors of the present invention have intensively studied the results of the method for controlling the control of spider mites, and found that in rice transplant cultivation, an effective amount of the compound represented by the following formula (I) or the following formula (I) can be contained. The compound shown is an effective amount of the leaf mash control composition of the compound selected from the group consisting of one or more of the following groups (A), and is applied to a seedling raising place of rice to control leaf mites.

That is, the present invention is as described in [1] to [8] below.

[1] A method for controlling spider mites, which comprises the step of applying an effective amount of the compound represented by the formula (I) to a rice seedling cultivation field in a rice transplant cultivation,

In the formula, R ¹ represents a C1-C4 alkyl group which may have one or more halogen atoms, a C2-C4 alkenyl group which may have one or more halogen atoms, a C1-C4 alkoxy group which may have one or more halogen atoms, A C1-C3 alkylsulfanyl group having one or more halogen atoms, a cyano group, a halogen atom or R ⁴ , n represents an integer of any of 0 to 3, and R ⁴ represents the following formula (R ^4a) And any of the groups shown in (R ^4b ),

In the formula, R ^5a and R ^5b are the same or different and each represents a C1-C4 alkyl group which may have one or more halogen atoms, a C1-C4 alkoxy group which may have one or more halogen atoms, a cyano group or a halogen atom. Z ^a and Z ^b are the same or different and represent 0, 1 or 2, and when R ^5a and R ^5b are each 2 (that is, when Z ^a and Z ^b are 2), each of R ^5a and R ^5b may be R ² represents the following formula (R ^2a ), (R ^2b ), and (R ^2c ),

In the formula, R ^3a and R ^3b are the same or different and each represents a C1-C4 alkyl group or a halogen atom which may have one or more halogen atoms, and X ^a and X ^b are the same or different and represent 0 or 1}; When n is 2 or 3, the plural R ¹ may be different from each other].

[2] The method for controlling leaf mites according to [1], wherein the compound represented by the above formula (I) is in the formula (I), and R ² is a formula (R ^2a ) and (R ^2b ) Any of the compounds shown,

[wherein R ^3a and R ^3b are the same or different and each represents a C1-C4 alkyl group or a halogen atom which may have one or more halogen atoms, and X ^a and X ^b are the same or different from each other to represent 0 or 1].

[3] The method for controlling leaf mites according to [1] or [2], wherein the effective amount of the compound represented by the formula (I) is administered before the day of the rice transplant 5 days before the 2nd day.

[4] A method for controlling spider mites, which comprises the step of cultivating a rice cultivar comprising a compound represented by the formula (I) and a compound selected from the group consisting of one or more selected from the group (A). The effective amount of the substance is applied to the step of growing the seedlings of the rice,

In the formula, R ¹ represents a C1-C4 alkyl group which may have one or more halogen atoms, a C2-C4 alkenyl group which may have one or more halogen atoms, a C1-C4 alkoxy group which may have one or more halogen atoms, A C1-C3 alkylsulfonyl group having one or more halogen atoms, a cyano group, a halogen atom or R ⁴ , n represents an integer of any of 0 to 3, and R ⁴ represents the following formula (R ^4a ) and (R). ^4b ) any of the bases shown,

In the formula, R ^5a and R ^5b are the same or different and each represents a C1-C4 alkyl group which may have one or more halogen atoms, a C1-C4 alkoxy group which may have one or more halogen atoms, a cyano group or a halogen atom. Z ^a and Z ^b are the same or different and represent 0, 1 or 2, and when R ^5a and R ^5b are each 2, each of R ^5a and R ^5b may be the same or different from each other}, and R ² represents the following formula. Any one of (R ^2a ), (R ^2b ) and (R ^2c ),

In the formula, R ^3a and R ^3b are the same or different and each represents a C1-C4 alkyl group or a halogen atom which may have one or more halogen atoms, and X ^a and X ^b are the same or different and represent 0 or 1}; When n is 2 or 3, the plural R ¹ may be different from each other]; group (A): from Isotianil, Probenazole, Tiadinil, trimethoxazole ( Tricyclazole, a group of orsastrobin and pyroquilon.

[5] The method for controlling leaf mites according to [4], wherein the compound represented by the above formula (I) is in the formula (I), and R ² is a formula (R ^2a ) and (R ^2b ) Any of the compounds shown,

[wherein R ^3a and R ^3b are the same or different and each represents a C1-C4 alkyl group or a halogen atom which may have one or more halogen atoms, and X ^a and X ^b are the same or different from each other to represent 0 or 1].

[6] The method for controlling leaf mites according to [4] or [5], wherein a ratio of a compound represented by the formula (I) to a content of one or more compounds selected from the group (A) is used. The leaf aphid control composition with a weight ratio of 10:1 to 1:100.

[7] The method for controlling leaf mites according to any one of [4] to [6], wherein the effective amount of the leaf mites control composition is applied before 5 days before the transplant of rice.

[8] The method for controlling leaf mites according to any one of [1] to [7], wherein the leaf mites are brown planthopper, whitebacked planthopper or spotted planthopper.

According to the invention, leaf mites can be prevented.

The method for controlling spider mites of the present invention is characterized in that it has an effective amount of the compound represented by the above formula (I) (hereinafter referred to as an ionic compound) or contains the above formula (I). Shown The effective amount of the compound of the leaf scorpion control composition (hereinafter referred to as the control composition) of one or more compounds selected from the group (A) (hereinafter referred to as the compound A) is applied to the rice seedling field. A step of.

In the formula (I), each of the substituents represented by R ¹ , R ^2a , R ^2b , R ^2c , R ^3a , R ^3b , R ^4a , R ^4b , R ^5a and R ^5b may be exemplified below.

In the present invention, the C1-C4 alkyl group means a linear or branched alkyl group consisting of 1 to 4 carbon atoms, and examples thereof include a methyl group, an ethyl group, a propyl group, and a 1-methyl group. Ethyl, butyl, 1-methylpropyl, 2-methylpropyl, 1,1-dimethylethyl.

In the present invention, the C2-C4 alkenyl group means an unsaturated hydrocarbon group having a linear or branched chain of 2 to 4 carbon atoms and having one or two or more double bonds in the molecule. Examples thereof include a vinyl group, a 1-propenyl group, a 2-propenyl group, a 1-methylvinyl group, a 1-butenyl group, a 2-butenyl group, a 3-butenyl group, and a 2-methyl-2-propenyl group. .

In the present invention, the C1-C4 alkoxy group means a group represented by a linear or branched alkyl group -O- which is composed of 1 to 4 carbon atoms, and examples thereof include a methoxy group and a Oxyl, propoxy, 1-methylethoxy, butoxy, 1-methylpropoxy, 2-methylpropoxy and 1,1-dimethylethoxy.

In the present invention, the C1-C3 alkylsulfonyl group means a group represented by an alkyl group-S-constituting one to three carbon atoms, and examples thereof include a methylthiol group and an ethylthio group. , propylthio and isopropylthio.

In the present invention, the phrase "having one or more halogen atoms" means that when two or more halogen atoms are present, the halogen atoms may be the same or different from each other, and "one or more" is also used. This means that it is one or more unless otherwise specified, and is the maximum number of atoms or groups that can be bonded.

Examples of the halogen atom represented by R ¹ , R ^3a , R ^3b , R ^5a and R ^5b include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom.

Examples of the C1-C4 alkyl group which may have one or more halogen atoms represented by R ¹ , R ^3a , R ^3b , R ^5a and R ^5b include methyl group, fluoromethyl group, difluoromethyl group and trifluoromethyl group. Base, chloromethyl, dichloromethyl, trichloromethyl, ethyl, pentafluoroethyl, 2,2,2-trifluoroethyl, 2,2,2-trichloroethyl, propyl, 1 -methylethyl, 1-trifluoromethyltetrafluoroethyl, butyl, 2-methylpropyl, 1-methylpropyl and 1,1-dimethylethyl.

Examples of the C2-C4 alkenyl group which may have one or more halogen atoms represented by R ¹ include a 2-propenyl group, a 3-chloro-2-propenyl group, a 2-chloro-2-propenyl group, and a 3,3- Dichloro-2-propenyl, 2-butenyl, 3-butenyl and 2-methyl-2-propenyl.

Examples of the C1-C4 alkoxy group which may have one or more halogen atoms represented by R ¹ , R ^5a and R ^5b may, for example, be a methoxy group, a trifluoromethoxy group, an ethoxy group or a 2,2,2- group. Trifluoroethoxy, propoxy, 1-methylethoxy, butoxy, 2-methylpropoxy, 1-methylpropoxy and 1,1-dimethylethoxy.

Examples of the C1-C3 alkylsulfonyl group which may have one or more halogen atoms represented by R ¹ include a methylthio group, an ethylthio group, a propylthio group, an isopropylthio group, a trifluoromethylthio group, and 2 , 2,2-trifluoroethylthio and pentafluoroethylthio.

Examples of R ^2a include 6-fluoro-3-pyridyl, 6-chloro-3-pyridyl, 6-bromo-3-pyridyl, 6-methyl-3-pyridyl, 3-pyridyl, and 2 - Pyridyl.

Examples of R ^2b include 2-fluoro-5-thiazolyl, 2-chloro-5-thiazolyl, 2-bromo-5-thiazolyl, 2-methyl-5-thiazolyl, and 5-thiazolyl.

Examples of R ^2c include a 5-pyrimidinyl group.

Examples of R ^4a include a phenyl group, a 2-fluorophenyl group, a 3-fluorophenyl group, a 4-fluorophenyl group, a 3-chlorophenyl group, a 4-chlorophenyl group, a 3-cyanophenyl group, and a 4-cyanobenzene group. Base, 2,4-dichlorophenyl, 2,5-difluorophenyl, 2-fluoro-4-cyanophenyl, 2-methyl-4-chlorophenyl, 4-chloro-2-fluorophenyl , 3-(trifluoromethoxy)phenyl, 4-(trifluoromethyl)phenyl, 2-chloro-4-(trifluoromethyl)phenyl, 2-fluoro-4-(trifluoromethyl) Phenyl, 2-fluoro-5-(trifluoromethyl)phenyl, 2-fluoro-5-(trifluoromethoxy)phenyl, 2-methyl-4-(trifluoromethyl)phenyl .

Examples of R ^4b include 6-fluoro-3-pyridyl, 6-chloro-3-pyridyl, 2,6-dichloro-3-pyridyl, 4,6-dichloro-3-pyridyl, and 6 -Trifluoromethyl-3-pyridyl.

Examples of the aspect of the ionic compound in the present invention include the following compounds.

In the formula (I), n is 1, and R ¹ is a fluorine atom, a chlorine atom, a bromine atom, a methyl group, a methoxy group, a trifluoromethyl group, a trifluoromethoxy group or a trifluoromethylthio group, and R ² is 2 a compound of -chloro-5-thiazolyl or 5-pyrimidinyl; wherein, in the formula (I), n is 2, and R ^{1 is the} same as each other or different from each other into a fluorine atom, a chlorine atom, a bromine atom, a methyl group, a methoxy group, a compound of ² -chloro-5-thiazolyl or 5-pyrimidinyl wherein R ² is a trifluoromethyl or trifluoromethoxy group; in the formula (I), n is 1, R ¹ is a fluorine atom, and R ² is 2 a compound of -chloro-5-thiazolyl or 5-pyrimidinyl; in the formula (I), n is 1, and R ¹ is a fluorine atom, a chlorine atom, a bromine atom, a methyl group, a methoxy group, a trifluoromethyl group, or a trisium group. a fluoromethoxy group or a trifluoromethylthio group, wherein R ² is a compound of 2-chloro-5-thiazolyl; in the formula (I), n is 2, and R ¹ are the same or different from each other to a fluorine atom or a chlorine atom. a bromine atom, a methyl group, a methoxy group, a trifluoromethyl group or a trifluoromethoxy group, and a compound wherein R ² is a 2-chloro-5-thiazolyl group; in the formula (I), n is 1, and R ¹ is a fluorine atom. , R ² is a 2-chloro-5-thiazolyl compound; in the formula (I), n is 1, R ¹ is 6-chloro-3-pyridyl, 2,6-dichloro-3-pyridyl or 6 -trifluoromethyl-3-pyridyl R ^{2 is} 2-chloro-5-thiazolyl group is the; in formula (I), n is 2, R ¹ identical or different fluorine atom, chlorine atom, trifluoromethoxy group each other, another 6-chloro -3 a pyridyl group, a 2,6-dichloro-3-pyridyl group or a 6-trifluoromethyl-3-pyridyl group, wherein R ² is a 2-chloro-5-thiazolyl compound; in the formula (I), n is 1, R ¹ is phenyl, 2,4-dichlorophenyl, 2,5-difluorophenyl, 4-chloro-2-fluorophenyl, 3-(trifluoromethoxy)phenyl, 4- (Trifluoromethyl)phenyl, 2-chloro-4-(trifluoromethyl)phenyl, 2-fluoro-4-(trifluoromethyl)phenyl, 2-fluoro-5-(trifluoromethyl a compound of phenyl, 2-fluoro-5-(trifluoromethoxy)phenyl or 2-methyl-4-(trifluoromethyl)phenyl, and R ² is 2-chloro-5-thiazolyl; In the formula (I), n is 2, and R ^{1 is the} same as each other or different from each other into a fluorine atom, a chlorine atom, a cyano group, a methyl group, a methoxy group, a trifluoromethyl group, a trifluoromethoxy group, a phenyl group, and 2 , 4-dichlorophenyl, 2,5-difluorophenyl, 4-chloro-2-fluorophenyl, 3-(trifluoromethoxy)phenyl, 4-(trifluoromethyl)phenyl, 2-Chloro-4-(trifluoromethyl)phenyl, 2-fluoro-4-(trifluoromethyl)phenyl, 2-fluoro-5-(trifluoromethyl)phenyl, 2-fluoro-5 -(trifluoromethoxy)phenyl or 2-methyl-4-(trifluoromethyl) a phenyl group, a compound wherein R ² is a 2-chloro-5-thiazolyl group; in the formula (I), n is 1 or 2, and R ¹ is a C1-C4 alkyl group which may have one or more halogen atoms, and may have one or more C1-C4 alkoxy group, a halogen atom or a halogen atom of R ⁴ (n is 2, R ¹ may be the same or different), R ⁴ is a group of formula ^{(R. 4A)} of FIG, R ^5a is A C1-C4 alkyl group having one or more halogen atoms, a C1-C4 alkoxy group having one or more halogen atoms, or a halogen atom (R ^5a may be the same or different), and Z ^a is 2, R ² a group represented by the formula (R ^2b ), wherein R ^3b is a halogen atom and X ^b is a compound of 1; in the formula (I), n is 1 or 2, and R ¹ is a C1-C4 group which may have one or more halogen atoms. An alkyl group, a C1-C4 alkoxy group having one or more halogen atoms, a halogen atom or R ⁴ (wherein n is 2, R ¹ may be the same or different), and R ⁴ is represented by the formula (R ^4a ). And R ^5a is a C1-C4 alkyl group which may have one or more halogen atoms, a C1-C4 alkoxy group which may have one or more halogen atoms, or a halogen atom (R ^5a may be the same or different), Z ^a A compound wherein 2, R ² is a 2-chloro-5-thiazolyl group; secondly, a specific example of the ionic compound used in the present invention is shown.

a compound of the formula (Ia);

[In the formula, the combination of n and R ¹ represents any combination of [Table 1], [Table 2], and [Table 3]].

Further, the descriptions of "3-" such as R ¹ and "3-(CH=CH ₂ )" and "3-OCF ₃ " in [Table 1], [Table 2], and [Table 3] indicate The substitution position on the benzene ring in the above formula (Ia) is 3 positions.

a compound of the formula (Ib);

[wherein, the combination of n and R ¹ represents any combination shown in [Table 4]].

In addition, the description of "3-" such as R ¹ and "3-CF ₃ " and "3-OCF ₃ " in [Table 4] indicates that the substitution position on the benzene ring in the above formula (Ib) is 3 Bit.

In the present ionic compound, in addition to the structure represented by the formula (I), there are also ionized states shown by other structural formulas, and any of these aspects may be present alone or in combination of two or more. The mesoionic compound contains these.

The present ionic compound can be produced by the method described in International Publication No. 2011/017342.

The culling heat, thiabicide, trimethoprim, acesulfame, and cytosine used in the present invention are all known compounds, such as "The Pesticide Manual-15th edition (BCPC); ISBN 978-1-901396- Recorded on pages 927, 1134, 1163, 840, and 999 of 18-8. These compounds are obtained by obtaining them from commercially available preparations or by known methods.

The isotianil used in the present invention is a known compound, and can be produced, for example, by the method described in International Publication No. 99/024413.

In the present invention, although the ionic compound of the present invention can be used as it is, the ionic compound of the present invention is usually mixed with an inert carrier, and if necessary, a surfactant or other auxiliary agent for preparation is used, and an oil agent, an emulsion, a fluid agent, or the like is used. A water dispersing agent, a granule water dispersing agent, a powder, a granule, etc. are formulated.

The content of the ionic compound in the preparation containing the ionic compound of the present invention is usually 0.01 to 100% by weight, preferably 0.1 to 90% by weight, more preferably 0.5 to 70% by weight.

The control composition may be a mixture of only the ionic compound of the present invention and the present compound A. Usually, the ionic compound and the compound A are mixed with an inert carrier, and if necessary, a surfactant or other auxiliary agent for the preparation is used. Oil, emulsion, fluidity agent, water dispersant, granular water dispersant, powder, granule, etc. are formulated.

In the preparation containing the ionic compound of the present invention and the present compound A, the total amount of the ionic compound and the present compound A is usually 0.1% to 100% by weight, preferably 0.1 to 90% by weight, more preferably 0.5 to 70% by weight. weight%.

As an inert carrier used at the time of formulation, a solid carrier and a liquid carrier are mentioned. Examples of the solid carrier include minerals such as kaolin, magnesium aluminum sepiolite clay, bentonite, montmorillonite, acid white clay, pyrophyllite, talc, diatomaceous earth, calcite, corn cob powder, and walnut shell powder. Such as natural organic matter, synthetic organic matter such as urea, salts such as calcium carbonate and ammonium sulfate, synthetic inorganic substances such as synthetic hydrous oxide, etc. Examples of the fine powder or granules, as the liquid carrier, for example, aromatic hydrocarbons such as xylene, alkylbenzene, and methyl ethyl phthalene, 2-propanol, ethylene glycol, propylene glycol, and ethylene glycol are exemplified. Alcohols such as ethyl ether, ketones such as acetone, cyclohexanone and isophorone; vegetable oils such as soybean oil and cottonseed oil, petroleum aliphatic hydrocarbons, esters, dimethyl hydrazine, acetonitrile and water.

Examples of the surfactant include alkyl sulfate salts, alkyl aryl sulfonates, dialkyl sulfosuccinates, polyoxyethylene alkyl aryl ether phosphates, lignosulfonates, and naphthalenes. An anionic surfactant such as a sulfonate formaldehyde polycondensate; a nonionic surfactant such as a polyoxyethylene alkyl aryl ether, a polyoxyethylene alkyl polyoxypropylene block copolymer, or a sorbitan fatty acid ester; And a cationic surfactant such as an alkyltrimethylammonium salt.

Examples of other auxiliary agents for preparation include water-soluble polymers such as polyvinyl alcohol and polyvinylpyrrolidone, gum arabic, alginic acid and salts thereof, CMC (carboxymethyl cellulose), and xanthan gum. Inorganic substances such as sugars, aluminum magnesium citrate, and alumina sol, preservatives, colorants, and PAP (isopropyl acid phosphate), BHT (2,6-di-tert-butyl-4-methylphenol), etc. Stabilizer.

The ratio of the content of the ionic compound to the present compound A in the control composition is not particularly limited, and the weight ratio is usually from 10:1 to 1:100, preferably from 5:1 to 1:50, more preferably 5:1~1:25.

The present invention is carried out by applying the present ionic compound or the present control composition to a rice seedling. The so-called nursery land means that the seedlings are cultivated from the time of planting to the time of transplanting, which is different from this. field. In the rice seedlings, soils such as paddy soil, field soil, and mountain soil, artificial soil or artificially formed culture fields are used.

In the present invention, other insecticides and bactericides may be further mixed or used in combination.

Examples of the leaf mites which can be prevented by the present invention include Nilaparvata lugens, Sogatella furcifera, and Laodelphax striatellus.

According to the present invention, damage to the spider mites can be suppressed for the transplanted rice. Examples of the damage caused by the leaf mites include the death of rice or the reduction in the number of tillers of rice.

The ionic compound or the present control composition is applied to the rice seedling site, and the rice is transplanted. As a place for transplanting rice, water-immersed soil such as paddy fields or dry fields can be cited.

In the present invention, the period during which the ionic compound or the present control composition is applied is not particularly limited as long as it is from the time of sowing of the rice to the time of transplantation, and is preferably from 5 days before the transplantation to 2 days before the transplantation.

In the present invention, the application amount of the ionic compound or the control composition of the present invention may vary depending on the type or degree of occurrence of the leaf mites, the form of the preparation, the meteorological conditions, etc., but the amount of the ionic compound or the present The total amount of the ionic compound and the present compound A is usually from 0.01 to 1000 g, preferably from 0.1 to 200 g per 1 m ^{2 of the} rice seedling.

In the present invention, the application amount of the rice seedlings in the rice seedling box is as the total amount of the ionic compound or the intermediate ionic compound and the present compound A, and each box of the seedling box is about 60 cm in length and about 30 cm in length. ) It is usually 0.01 to 35 g, preferably 0.02 to 20 g.

In the case of the preparation form of the ionic compound or the present control composition used in the present invention, granules, powders and the like, it is usually applied directly without dilution. In the case of an emulsion, a water dispersing agent, a particulate water dispersing agent, a fluidizing agent, and the like, although it is directly applied, it is usually applied by dilution with water. In this case, the concentration of the ionic compound or the total concentration of the ionic compound and the present compound A in the present invention is usually 0.00001 to 10% by weight, preferably 0.0001 to 5% by weight.

In the present invention, the rice variety is not particularly limited. Further, it is possible to impart herbicide tolerance, pest tolerance or environmental stress tolerance to rice by a gene transfer technique or a breeding method of mating.

Example

Hereinafter, the present invention will be described in further detail in the formulation examples and test examples, but the present invention is not limited to the following examples. Further, in the following examples, the parts are not specifically indicated to represent parts by weight. In addition, the compound specified by the description of "the ionic compound (Compound No. 1)" in the following examples means that it is specified by the corresponding "Compound No." described in Tables 1 to 4. Compound.

First, a formulation example is shown.

Formulation Example 1 (granules)

Fully pulverize and mix 4 parts of ionic compound (Compound No. 1~69), 1 part of synthetic aqueous cerium oxide, 2 parts of calcium lignosulfonate, bentonite A mixture of 30 parts and a mixture of kaolin residues was added, and after adding water and thoroughly kneading, granules were obtained by granulation and drying.

Formulation Example 2 (granules)

Fully pulverize and mix 4 parts of ionic compound (Compound No. 1~69), 2 parts of Isotianil, 1 part of synthetic aqueous cerium oxide, 2 parts of calcium lignosulfonate, 30 parts of bentonite and a mixture of kaolin residues 100 After adding water and thoroughly kneading, the granules are obtained by granulation and drying.

Formulation Examples 3 to 9 (granules)

The same procedure as in Preparation Example 2 was carried out, except that the amount of the various compounds described in [Table 5] and the amounts used were used in place of the two parts of the isothiacilide, and the respective granules were obtained.

Formulation Example 10 (granules)

Fully pulverize and mix 1 part of the ionic compound (Compound No. 1 to 69), 1 part of synthetic aqueous cerium oxide, 2 parts of calcium lignosulfonate, 30 parts of bentonite and 100 parts of kaolin residue, add water and mix well. Thereafter, the granules are obtained by granulation and drying.

Formulation Example 11 (granules)

Fully pulverize and mix 1 part of the ionic compound (Compound No. 1 to 69), 2 parts of Isotianil, 1 part of synthetic aqueous cerium oxide, 2 parts of calcium lignosulfonate, 30 parts of bentonite and a mixture of kaolin residues 100 After adding water and thoroughly kneading, the granules are obtained by granulation and drying.

Formulation Examples 12 to 18 (granules)

The same procedure as in Preparation Example 11 was carried out, except that the amount of the various compounds described in [Table 6] and the amounts of use were used in place of the substituted isotianil 2 parts, and the respective granules were obtained.

Formulation Example 19 (water dispersant)

10 parts of the present ionic compound (Compound No. 1 to 69) were mixed with 4 parts of sodium lauryl sulfate, 2 parts of calcium lignosulfonate, 20 parts of synthetic aqueous cerium oxide micropowder, and a residue of diatomaceous earth, and The mixture was thoroughly stirred and mixed to obtain 100 parts of a water dispersant.

Formulation Example 20 (water dispersant)

10 parts of the present ionic compound (Compound No. 1 to 69) and 2 parts of Isotianil were mixed with 4 parts of sodium lauryl sulfate, 2 parts of calcium lignosulfonate, 20 parts of synthetic aqueous cerium oxide micropowder, and algae In addition to the soil residue, the mixture was thoroughly stirred and mixed to obtain 100 parts of a water dispersant.

Formulation Examples 21 to 25 (water dispersant)

The water dispersing agent was obtained in the same manner as in Formulation Example 20 except that the amount of the various compounds described in [Table 7] and the amount of use were used in place of the two parts of the isotianil.

Formulation Example 26 (mobile agent)

The wet pulverization method is carried out by mixing 5 parts of the ionic compound (Compound No. 1 to 69), 30 parts of white carbon containing 50 parts of polyoxyethylene alkyl ether sulfate, and 100 parts of water residue. Finely pulverized to obtain a fluid medicament.

Formulation Example 27 (mobile agent)

By mixing 5 parts of the ionic compound (Compound No. 1 to 69), 2 parts of Isotianil, 50 parts of white carbon containing 50 parts of polyoxyethylene alkyl ether sulfate, and a mixture of water residues 100 The fraction was finely pulverized by a wet pulverization method to obtain a fluid drug.

Formulation Examples 28 to 32 (liquidity agent)

Each of the liquid chemicals was obtained in the same manner as in Preparation Example 27 except that the respective compounds and the amounts of the compounds described in [Table 8] were used instead of the two parts of the isotianil.

Next, the effects of the present invention are shown in the test examples.

Test example 1

Each of the specific amounts of the ionic compound (Compound No. 6), the present ionic compound (Compound No. 7), and Isotianil was dissolved in 0.2 ml containing 5% (w/v) Sorugen TW-20 (first Acetone (manufactured by Wako Pure Chemical Industries, Ltd.) of industrial pharmaceuticals was diluted with water to a specific concentration.

The aqueous dilution solution of the ionic compound (Compound No. 6) or the ionic compound (Compound No. 7) and the aqueous dilution solution of Isotianil were mixed to obtain the application amounts as shown in Table 9 and Table 10. The way to modulate the test solution.

12 days prior to transplantation, 0.5 ml of the test solution was applied to the root soil of a plant with 6 stems (Oryza sativa, variety: Star Dream, 8 days after sowing, 7 cm height, 1.3 leaf stage) planted in paper bags. And placed in the greenhouse (23 ° C).

5 days before transplantation, 0.5 ml of the test liquid was applied to the root soil of one plant of the rice planted in the paper bag with 6 stems (Oryza sativa, variety: Star Dream, 15 days after sowing, 9 cm in height, and 1.8 leaf stage). And placed in the greenhouse (23 ° C).

2 days before the transplantation, 0.5 ml of the test liquid was applied to the root soil of one plant of the rice planted in the paper bag with 6 stems (Oryza sativa, variety: Star Dream, 18 days after sowing, plant height 11 cm, 2.1 leaf stage). And placed in the greenhouse (23 ° C).

On the day of transplantation, the rice with 6 stems planted in paper bags (Oryza sativa, variety: Star Dream, 20 days after sowing, plant height 13cm, 2.4 leaves) In the root soil of one plant, 0.5 ml of the above test drug solution was applied.

The rice to which the aforementioned test solution was applied was transplanted to a water-immersed soil in a 1/10000 a Wagner pot and placed in a greenhouse (23 ° C). The roots of the rice plants were covered with plastic cups, and each of the 4 instar larvae and adults of the brown planthopper was fed, and the whole rice and the plastic cup were covered with a nylon net. This is called a processing area.

On the other hand, the rice which was planted in the paper bag with the number of stems of the test solution was not applied (the seeding was 20 days after planting, the plant height was 13 cm, and the 2.4 leaf stage), and it was transplanted in the same manner as the treatment zone, and placed in a greenhouse, and each was fed 10 4th instar larvae and adults of brown planthopper. This is called a no-processing zone.

The life and death of the larvae tested and the number of dead stalks of rice stalks after 10 days of feeding were observed. From the observation results, the mortality rate was calculated by the formula 1), the corrected mortality rate was calculated by the formula 2), and the stem death rate was calculated by the formula 3). Still, the test was repeated in 2 replicates. The average value is shown in Table 9 and Table 10.

Formula 1); dead insect rate (%) = (number of test insects - number of living insects) / number of test insects × 100

Formula 2); corrected mortality rate (%) = {(treatment area dead insect rate - no treatment area dead insect rate) / (100 - no treatment area dead insect rate)} × 100

Formula 3); Stem dead rate (%) = number of dead stems / number of stems tested × 100

Test example 2

The ionic compound (Compound No. 6) and the saponin were dissolved in 0.2 ml of acetone containing 5% (w/v) Sorugen TW-20 (manufactured by Daiichi Kogyo Co., Ltd.) in each specific amount (Wako Pure Chemical Co., Ltd.) After industrial production, it is diluted with water to a specific concentration.

A water-diluted liquid of the ionic compound (Compound No. 6) and a water-diluted liquid of the saponin were mixed to prepare a test drug solution so as to have an application amount as shown in Table 11.

5 days before transplantation, 0.5 ml of the test solution was applied to the root soil of one plant of the rice planted in the paper bag with 6 stems (Oryza sativa, variety: Star Dream, 17 days after sowing, plant height 10 cm, 2 leaf stage). And placed in the greenhouse (23 ° C).

2 days before the transplantation, 0.5 ml of the test liquid was applied to the root soil of one plant of the rice planted in the paper bag with 6 stems (Oryza sativa, variety: Star Dream, 20 days after sowing, 12 cm in height, 2.3 leaf stage). And placed in the greenhouse (23 ° C).

The rice to which the aforementioned test solution was applied was transplanted to a water-immersed soil in a 1/10000 a Wagner pot and placed in a greenhouse (23 ° C). The roots of the rice plants were covered with plastic cups, and each of the 4 instar larvae and adults of the brown planthopper was fed, and the whole rice and the plastic cup were covered with a nylon net. This is called a processing area.

On the other hand, the rice which was planted in the paper bag with the number of stems of the above-mentioned test liquid was not applied (after 22 days of sowing, plant height of 14 cm, 2.5 leaf stage), and transplanted in the same manner as the treatment area, and placed in a greenhouse, each feeding 10 4th instar larvae and adults of brown planthopper. This is called a no-processing zone.

The life and death of the larvae tested and the number of dead stalks of rice stalks after 10 days of feeding were observed. From the observation results, in the same manner as in Test 1, the mortality rate was calculated by Formula 1), the corrected mortality rate was calculated by Formula 2), and the stem death rate was calculated by Formula 3). Still, the test was repeated in 2 replicates. Show the average value in the table 11.

Test Example 3

The ionic compound (Compound No. 7) and the saponin were dissolved in 0.2 ml of acetone containing 5% (w/v) Sorugen TW-20 (manufactured by Daiichi Kogyo Co., Ltd.) in a specific amount. After industrial production, it is diluted with water to a specific concentration.

The aqueous dilution of the ionic compound (Compound No. 7) and the aqueous dilution of the saponin were mixed to obtain the application amount as shown in Table 12. The method of modulating the test solution.

12 days prior to transplantation, 0.5 ml of the test solution was applied to the root soil of a plant with 6 stems (Oryza sativa, variety: Star Dream, 8 days after sowing, 7 cm height, 1.3 leaf stage) planted in paper bags. And placed in the greenhouse (23 ° C).

5 days before transplantation, 0.5 ml of the test liquid was applied to the root soil of one plant of the rice planted in the paper bag with 6 stems (Oryza sativa, variety: Star Dream, 15 days after sowing, 9 cm in height, and 1.8 leaf stage). And placed in the greenhouse (23 ° C).

2 days before the transplantation, 0.5 ml of the test liquid was applied to the root soil of one plant of the rice planted in the paper bag with 6 stems (Oryza sativa, variety: Star Dream, 18 days after sowing, plant height 11 cm, 2.1 leaf stage). And placed in the greenhouse (23 ° C).

On the day of transplantation, 0.5 ml of the test solution was applied to the root soil of one plant of the rice planted in the paper bag with 6 stems (Oryza sativa, variety: Star Dream, 20 days after sowing, 13 cm in height, 2.4 leaf stage).

The rice to which the aforementioned test solution was applied was transplanted to a water-immersed soil in a 1/10000 a Wagner pot and placed in a greenhouse (23 ° C). The roots of the rice plants were covered with plastic cups, and each of the 4 instar larvae and adults of the brown planthopper was fed, and the whole rice and the plastic cup were covered with a nylon net. This is called a processing area.

On the other hand, the rice which was planted in the paper bag with the number of stems of the test solution was not applied (the seeding was 20 days after planting, the plant height was 13 cm, and the 2.4 leaf stage), and it was transplanted in the same manner as the treatment zone, and placed in a greenhouse, and each was fed 10 Brown planthopper 4th instar larvae and adults. This is called a no-processing zone.

The life and death of the larvae tested and the number of dead stalks of rice stalks after 10 days of feeding were observed. From the observation results, in the same manner as in Test 1, the mortality rate was calculated by Formula 1), the corrected mortality rate was calculated by Formula 2), and the stem death rate was calculated by Formula 3). Still, the test was repeated in 2 replicates. The average value is shown in Table 12.

Test Example 4

The intermediate ionic compound (Compound No. 6) and the present ion are combined The compound (Compound No. 7) and the culling heat were dissolved in 0.2 ml of acetone (manufactured by Wako Pure Chemical Industries, Ltd.) containing 5% (w/v) Sorugen TW-20 (manufactured by Wako Pure Chemical Industries, Ltd.) in a specific amount. The water is diluted to a specific concentration.

The aqueous diluent of the ionic compound (Compound No. 6) or the ionic compound (Compound No. 7) and the water-repellent dilution liquid were mixed to prepare a test drug in such a manner as to be applied as shown in Table 13. liquid.

12 days prior to transplantation, 0.5 ml of the test solution was applied to the root soil of one plant of the rice planted in the paper bag with 6 stems (Oryza sativa, variety: Star Dream, 8 days after planting, plant height 8 cm, 1.3 leaf stage). And placed in the greenhouse (23 ° C).

5 days before transplantation, 0.5 ml of the test solution was applied to the root soil of one plant of the rice planted in the paper bag with 6 stems (Oryza sativa, variety: Star Dream, 15 days after planting, plant height 10 cm, and 1.8 leaf stage). And placed in the greenhouse (23 ° C).

2 days before transplantation, 0.5 ml of the test liquid was applied to the root soil of one plant of the rice planted in the paper bag with 6 stems (Oryza sativa, variety: Star Dream, 18 days after planting, plant height 12 cm, 2.1 leaf stage). And placed in the greenhouse (23 ° C).

The rice to which the aforementioned test solution was applied was transplanted to a water-immersed soil in a 1/10000 a Wagner pot and placed in a greenhouse (23 ° C). The roots of the rice plants were covered with plastic cups, and each of the 4 instar larvae and adults of the brown planthopper was fed, and the whole rice and the plastic cup were covered with a nylon net. This is called a processing area.

On the other hand, the rice which was planted in the paper bag with the number of stems of the test solution was not applied (the seeding was 20 days after planting, the plant height was 13 cm, and the 2.4 leaf stage), and it was transplanted in the same manner as the treatment zone, and placed in a greenhouse, and each was fed 10 4th instar larvae and adults of brown planthopper. This is called a no-processing zone.

The life and death of the larvae tested and the number of dead stalks of rice stalks after 10 days of feeding were observed. From the observation results, in the same manner as in Test 1, the mortality rate was calculated by Formula 1), the corrected mortality rate was calculated by Formula 2), and the stem death rate was calculated by Formula 3). Still, the test was repeated in 2 replicates. The average value is shown in Table 13.

Test Example 5

The intermediate ionic compound (Compound No. 41), the present ionic compound (Compound No. 55), Isotianil, chlorpyrifos and epoxifenide are dissolved in 0.2 ml each containing a specific amount of 5% (w /v) Acetone (manufactured by Wako Pure Chemical Industries, Ltd.) of Sorugen TW-20 (manufactured by Wako Pure Chemical Industries, Ltd.) was diluted with water to a specific concentration.

Mixing the aqueous dilution solution of the ionic compound (Compound No. 41) or the ionic compound (Compound No. 55), and the aqueous dilution solution of Isotianil, chlorpyrifos or oxysporin to form a liquid as shown in Table 14 The test drug solution was prepared in such a manner as to describe the amount of application.

2 days before the transplantation, 0.5 ml of the test liquid was applied to the root soil of one plant of the rice planted in the paper bag with 6 stems (Oryza sativa, variety: Star Dream, 20 days after sowing, 12 cm in height, 2.3 leaf stage). And placed in the greenhouse (23 ° C).

The rice to which the aforementioned test solution was applied was transplanted to a water-immersed soil in a 1/10000 a Wagner pot and placed in a greenhouse (23 ° C). The roots of the rice plants were covered with plastic cups, and each of the 4 instar larvae and adults of the brown planthopper was fed, and the whole rice and the plastic cup were covered with a nylon net. This is called a processing area.

On the other hand, the rice which was planted in the paper bag with the number of stems of the above-mentioned test liquid was not applied (after 22 days of sowing, plant height of 14 cm, 2.5 leaf stage), and transplanted in the same manner as the treatment area, and placed in a greenhouse, each feeding 10 4th instar larvae and adults of brown planthopper. This is called a no-processing zone.

The life and death of the larvae tested and the number of dead stalks of rice stalks after 10 days of feeding were observed. From the observation results, in the same manner as in Test 1, the mortality rate was calculated by Formula 1), the corrected mortality rate was calculated by Formula 2), and the stem death rate was calculated by Formula 3). Still, the test was repeated in 2 replicates. The average value is shown in Table 14.

Test Example 6

The present ionic compound (Compound No. 10), the present ionic compound (Compound No. 16), the present ionic compound (Compound No. 21), Isotianil, chlorpyrifos and acesulfame are each specific The amount was dissolved in 0.2 ml of acetone (manufactured by Wako Pure Chemical Industries, Ltd.) containing 5% (w/v) Sorugen TW-20 (manufactured by Wako Pure Chemical Industries, Ltd.), and diluted with water to a specific concentration.

Mixing an aqueous dilution of the ionic compound (Compound No. 10), the ionic compound (Compound No. 16) or the ionic compound (Compound No. 21) with isothiocamide, chlorpyrifos or Escherichia coli The amine water dilution solution was prepared so as to have an application amount as shown in Tables 15 to 17.

5 days before transplantation, 0.5 ml of the test solution was applied to the root soil of one plant of the rice planted in the paper bag with 6 stems (Oryza sativa, variety: Star Dream, 17 days after sowing, plant height 10 cm, 2 leaf stage). And placed in the greenhouse (23 ° C).

2 days before the transplantation, 0.5 ml of the test liquid was applied to the root soil of one plant of the rice planted in the paper bag with 6 stems (Oryza sativa, variety: Star Dream, 20 days after sowing, 12 cm in height, 2.3 leaf stage). And placed in the greenhouse (23 ° C).

The rice to which the aforementioned test solution was applied was transplanted to a water-immersed soil in a 1/10000 a Wagner pot and placed in a greenhouse (23 ° C). Roots of rice plants Covered with plastic cups, each of the 4 instar larvae and adults of the brown planthopper was fed, and the whole rice and the plastic cup were covered with a nylon net. This is called a processing area.

On the other hand, the rice which was planted in the paper bag with the number of stems of the above-mentioned test liquid was not applied (after 22 days of sowing, plant height of 14 cm, 2.5 leaf stage), and transplanted in the same manner as the treatment area, and placed in a greenhouse, each feeding 10 4th instar larvae and adults of brown planthopper. This is called a no-processing zone.

The life and death of the larvae tested and the number of dead stalks of rice stalks after 10 days of feeding were observed. From the observation results, in the same manner as in Test 1, the mortality rate was calculated by Formula 1), the corrected mortality rate was calculated by Formula 2), and the stem death rate was calculated by Formula 3). Still, the test was repeated in 2 replicates. The average value is shown in Table 15 to Table 17.

Claims (8)

A method for controlling spider mites, which is cultivated in rice, and has a step of applying an effective amount of the compound represented by formula (I) to a rice seedling site, In the formula, R ¹ represents a C1-C4 alkyl group which may have one or more halogen atoms, a C2-C4 alkenyl group which may have one or more halogen atoms, a C1-C4 alkoxy group which may have one or more halogen atoms, A C1-C3 alkylsulfanyl group having one or more halogen atoms, a cyano group, a halogen atom or R ⁴ , n represents an integer of any of 0 to 3, and R ⁴ represents the following formula (R ^4a) And any of the groups shown in (R ^4b ), In the formula, R ^5a and R ^5b are the same or different and each represents a C1-C4 alkyl group which may have one or more halogen atoms, a C1-C4 alkoxy group which may have one or more halogen atoms, a cyano group or a halogen atom. Z ^a and Z ^b are the same or different and represent 0, 1 or 2, and when R ^5a and R ^5b are each 2, each of R ^5a and R ^5b may be the same or different}, and R ² represents the following formula ( Any one of R ^2a ), (R ^2b ) and (R ^2c ), In the formula, R ^3a and R ^3b are the same or different and each represents a C1-C4 alkyl group or a halogen atom which may have one or more halogen atoms, and X ^a and X ^b are the same or different and represent 0 or 1}; When n is 2 or 3, the plural R ¹ may be different from each other]. The method for controlling leaf mites of claim 1, wherein the compound represented by the above formula (I) is in the formula (I), and R ² is represented by the following formulas (R ^2a ) and (R ^2b ) a base compound, [wherein R ^3a and R ^3b are the same or different and each represents a C1-C4 alkyl group or a halogen atom which may have one or more halogen atoms, and X ^a and X ^b are the same or different from each other to represent 0 or 1]. The method for controlling leaf mites of claim 1 or 2, wherein the effective amount of the compound represented by formula (I) is administered before 5 days before the transplant of rice. A method for controlling spider mites, which is effective for transplanting rice, and having an effective effect of controlling a compound containing the compound represented by the formula (I) and a compound selected from the group consisting of one or more compounds selected from the group (A) a step of applying the amount in the seedling field of rice, In the formula, R ¹ represents a C1-C4 alkyl group which may have one or more halogen atoms, a C2-C4 alkenyl group which may have one or more halogen atoms, a C1-C4 alkoxy group which may have one or more halogen atoms, A C1-C3 alkylsulfonyl group having one or more halogen atoms, a cyano group, a halogen atom or R ⁴ , n represents an integer of any of 0 to 3, and R ⁴ represents the following formula (R ^4a ) and (R). ^4b ) any of the bases shown, In the formula, R ^5a and R ^5b are the same or different and each represents a C1-C4 alkyl group which may have one or more halogen atoms, a C1-C4 alkoxy group which may have one or more halogen atoms, a cyano group or a halogen atom. Z ^a and Z ^b are the same or different and represent 0, 1 or 2, and when R ^5a and R ^5b are each 2, each of R ^5a and R ^5b may be the same or different from each other}, and R ² represents the following formula. Any one of (R ^2a ), (R ^2b ) and (R ^2c ), In the formula, R ^3a and R ^3b are the same or different and each represents a C1-C4 alkyl group or a halogen atom which may have one or more halogen atoms, and X ^a and X ^b are the same or different and represent 0 or 1}; When n is 2 or 3, the plural R ¹ may be different from each other]; group (A): from Isotianil, Probenazole, Tiadinil, trimethoxazole ( Tricyclazole, a group of orsastrobin and pyroquilon. The method for controlling leaf mites of claim 4, wherein the compound represented by the above formula (I) is in the formula (I), and R ² is represented by the following formulas (R ^2a ) and (R ^2b ) a base compound, [wherein R ^3a and R ^3b are the same or different and each represents a C1-C4 alkyl group or a halogen atom which may have one or more halogen atoms, and X ^a and X ^b are the same or different from each other to represent 0 or 1]. A method for controlling a leaf aphid according to claim 4 or 5, wherein a ratio of a compound represented by the formula (I) to a content of one or more compounds selected from the group (A) is used in a weight ratio of 10: 1~1:100 leaf aphid control composition. The method for controlling leaf mites according to any one of claims 4 to 6, wherein the effective amount of the leaf mites control composition is applied before 5 days before the rice transplant. The method for controlling leaf mites according to any one of claims 1 to 7, wherein the leaf mites are brown planthopper, white backed planthopper or spotted planthopper.