KR102006047B1 - Arthropod pest control composition and arthropod pest control method - Google Patents

Abstract

[식 중, 각 기호는 명세서 중에 기재된 정의를 나타낸다.] 로 나타내는 화합물과,
식 (II)

[식 중, A¹ 은 메틸기를 나타내고, A² 는 염소 원자 또는 시아노기를 나타낸다.] 로 나타내는 화합물과, 군 (A) 에서 선택되는 1 종 이상의 화합물을 함유하는 유해 절족 동물 방제 조성물 및 그 유해 절족 동물 방제 조성물에 의한 유해 절족 동물 방제 방법에 관한 것이다.
군 (A)：이소티아닐, 프로베나졸, 티아디닐, 트리시클라졸, 오리사스트로빈 및 피로퀼론으로 이루어지는 군.
본 발명의 유해 절족 동물 방제 조성물은 유해 절족 동물에 대한 우수한 방제 효력을 갖는다.The present invention relates to compounds of formula (I)

[Wherein each symbol represents the definition described in the specification]
The formula (II)

(A ¹ is a methyl group and A ² is a chlorine atom or a cyano group) and at least one compound selected from the group (A) and a harmful composition thereof The present invention relates to a method for controlling harmful animal by using an antimalarial composition.
Group (A): a group consisting of isothianyl, provenazole, thiadinyl, tricyclazole, orisastrobin and pyroquilon.
INDUSTRIAL APPLICABILITY The harmful quailty controlling composition of the present invention has an excellent controlling effect against harmful quercetes.

Description

TECHNICAL FIELD The present invention relates to an ARTHROPOD PEST CONTROL COMPOSITION AND ARTHROPOD PEST CONTROL METHOD,

The present invention relates to a harmful animal control composition and a method for controlling harmful control animals.

BACKGROUND ART [0002] Many compounds have been known as effective ingredients of harmful quasi-animal control compositions (see, for example, Patent Document 1, Patent Document 2 and Non-Patent Document 1).

International Publication No. 2009/099929 International Publication No. 2012/092115

 The Pesticide Manual-15th edition (between BCPC); ISBN 978-1-901396-18-8

It is an object of the present invention to provide a harmful quail animal controlling composition having an excellent controlling effect against harmful quails.

The present inventors have intensively studied a harmful quail animal controlling composition having an excellent controlling effect against harmful quails and found that a compound represented by the following formula (I), a compound represented by the following formula (II) It has been found that a composition containing at least one compound selected has an excellent control effect against harmful quails.

That is, the present invention is as follows [1] to [9].

[1] Formula (I)

[Wherein,

Q represents a group represented by the formula CR ⁵ CR ⁶ , a sulfur atom, an oxygen atom or a group represented by the formula NCH ₃ ,

R ¹ is a C 1 -C 4 alkyl group optionally having one or more halogen atoms, a C 2 -C 4 alkenyl group optionally having one or more halogen atoms, a C 2 -C 4 alkynyl group optionally having one or more halogen atoms, A C1-C4 alkoxy group which may have a halogen atom, a cyano group, a nitro group or a halogen atom,

n represents an integer of 0 to 3,

R ² is the following formula ^{(R 2a), (R 2b} ), (R 2c), (R 2d) and any one of the group represented by (R ^2e)

{Wherein,

R ^3a , R ^3b and R ^3c are the same or different and each represents a C1-C4 alkyl group optionally having one or more halogen atoms, a C2-C4 alkynyl group optionally having one or more halogen atoms, An optionally substituted C1-C4 alkoxy group, a cyano group, a nitro group or a halogen atom,

R ^3d represents a C1-C4 alkyl group optionally having one or more halogen atoms, a C1-C4 alkoxy group optionally having one or more halogen atoms, a cyano group, a nitro group or a halogen atom,

X ^a , X ^b , X ^c and X ^d are the same or different and each represents 0, 1 or 2,

Z ^b and Z ^c are the same or different and each represents an oxygen atom, a sulfur atom or a group represented by the formula NR ⁷ ,

R ⁷ represents a C 1 -C 4 alkyl group or a hydrogen atom which may have at least one halogen atom.

When each of R ^3a , R ^3b , R ^3c and R ^3d is 2 (ie, when X ^a , X ^b , X ^c and X ^d are 2), each of R ^3a , R ^3b , R ^3c , R ^3d may be the same or different from each other,

R ⁵ represents a hydrogen atom or a fluorine atom,

R ⁶ represents a hydrogen atom, a fluorine atom, a difluoromethyl group or a trifluoromethyl group.

When n is 2 or 3, a plurality of R ^{1 s} may be mutually different.) And a compound represented by formula (II)

(Wherein A ¹ represents a methyl group and A ² represents a chlorine atom or a cyano group) and at least one compound selected from the group (A);

Group (A): a group consisting of isothianyl, provenazole, thiadinyl, tricyclazole, orisastrobin and pyroquilon.

[2] The compound represented by the above formula (I), wherein in the formula (I)

R ² is any one group represented by the following formulas (R ^2a ), (R ^2b ), (R ^2c ) and (R ^2d )

[Wherein,

R ^3a , R ^3b and R ^3c are the same or different and each represents a C1-C4 alkyl group optionally having one or more halogen atoms, a C2-C4 alkynyl group optionally having one or more halogen atoms, An optionally substituted C1-C4 alkoxy group, a cyano group, a nitro group or a halogen atom,

R ^3d represents a C1-C4 alkyl group optionally having one or more halogen atoms, a C1-C4 alkoxy group optionally having one or more halogen atoms, a cyano group, a nitro group or a halogen atom,

X ^a , X ^b , X ^c and X ^d are the same or different and each represents 0, 1 or 2,

Z ^b and Z ^c are the same or different and each represents an oxygen atom, a sulfur atom or a group represented by the formula NR ⁷ ,

R ⁷ represents a C 1 -C 4 alkyl group or a hydrogen atom which may have at least one halogen atom.

When each of R ^3a , R ^3b , R ^3c and R ^3d is 2 (ie, when X ^a , X ^b , X ^c and X ^d are 2), each of R ^3a , R ^3b , R ^3c , R 3 ^{d 3} may be the same or different.].

[3] The harmful proximal animal controlling composition according to [1] or [2], wherein the weight ratio of the compound represented by formula (I) to the compound represented by formula (II) is 50: 1 to 1:50.

[4] The harmful arthropod controlling agent according to any one of [1] to [3], wherein the weight ratio of the compound represented by formula (I) to the at least one compound selected from group (A) is 10: Composition.

[5] A method for controlling harmful quails, comprising the step of applying an effective amount of the harmful quail animal control composition according to any one of [1] to [4] to a plant or a cultivation area of a plant.

[6] A method for controlling harmful arthropods as set forth in [5], wherein the step of applying to a plant or a plant cultivation field is a step of applying to the cultivation field of rice or rice.

[7] A method for controlling harmful arthropods as described in [5] or [6], wherein the harmful quail animal is a fungus.

[8] The method for controlling harmful quails according to [7], wherein the quail is a brown planthopper, a white lighthouse, or a leek.

[9] The method for controlling harmful proximal animals according to any one of [5] to [8], wherein an effective amount of the harmful quail animal controlling composition is applied three days before transplantation to transplantation.

According to the present invention, it is possible to control harmful quails.

The harmful quasi-animal controlling composition of the present invention is a composition for preventing harmful animal diseases, comprising a compound represented by the formula (I) (hereinafter sometimes referred to as the present mesoionic compound) and a compound represented by the formula (II) ) And at least one compound selected from the above group (A) (hereinafter sometimes referred to as the present compound A).

The respective substituents represented by R ¹ , R ^2a , R ^2b , R ^2c , R ^2d , R ^2e , R ^3a , R ^3b , R ^3c , R ^3d and R ⁷ in the formula (I) ≪ / RTI >

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

In the present invention, the term " C2-C4 alkenyl group " means an unsaturated hydrocarbon group having 2 to 4 carbon atoms and having one or more double bonds in a linear or branched chain form, For example, 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-

In the present invention, the C2-C4 alkynyl group means an unsaturated hydrocarbon group having 2 to 4 carbon atoms and having one or two or more triple bonds in the molecule, For example, an ethynyl group, a 2-propynyl group, a 2-butynyl group and a 3-butynyl group can be given.

In the present invention, the C1-C4 alkoxy group means a group represented by a linear or branched alkyl-O- group having 1 to 4 carbon atoms and includes, for example, a methoxy group, an ethoxy group, , 1-methylethoxy group, butoxy group, 1-methylpropoxy group, 2-methylpropoxy group and 1,1-dimethylethoxy group.

In the present invention, " may have at least one halogen atom " when two or more halogen atoms are contained, the halogen atoms may be the same or different from each other. The term " one or more " means one or more, unless otherwise specified, and refers to the maximum number of atoms or groups to which a group can be bonded.

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

Examples of the C1-C4 alkyl group optionally having one or more halogen atoms represented by R ¹ , R ^3a , R ^3b , R ^3c , R ^3d and R ⁷ include a methyl group, a trifluoromethyl group, a trichloromethyl group , A chloromethyl group, a dichloromethyl group, a fluoromethyl group, a difluoromethyl group, an ethyl group, a pentafluoroethyl group, a 2,2,2-trifluoroethyl group, a 2,2,2-trichloroethyl group, Ethyl group, 1-trifluoromethyltetrafluoroethyl group, butyl group, 2-methylpropyl group, 1-methylpropyl group and 1,1-dimethylethyl group.

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- , 3-dichloro-2-propenyl group, 2-butenyl group, 3-butenyl group and 2-methyl-2-propenyl group.

Examples of the C2-C4 alkynyl group optionally having one or more halogen atoms represented by R ¹ , R ^3a , R ^3b and R ^3c include a 2-propynyl group, a 3-chloro-2- -Bromo-2-propynyl group, 2-butynyl group and 3-butynyl group.

Examples of the C1-C4 alkoxy group optionally having one or more halogen atoms represented by R ¹ , R ^3a , R ^3b , R ^3c and R ^3d include a methoxy group, a trifluoromethoxy group, an ethoxy group, , A 2,2-trifluoroethoxy group, a propoxy group, a 1-methylethoxy group, a butoxy group, a 2-methylpropoxy group, a 1-methylpropoxy group and a 1,1- .

Examples of R ^2a include, for example, a 6-fluoro-3-pyridyl group, a 6-chloro-3-pyridyl group, a 6-bromo- 3-pyridyl group, 3-pyridyl group, 2-pyridyl group and 5,6-dichloro-3-pyridyl group.

Examples of R ^2b include a 2-fluoro-5-thiazolyl group, a 2-chloro-5-thiazolyl group, a 2-bromo-5-thiazolyl group, Chloro-5-oxazolyl group, 5-oxazolyl group, 2-chloro-1-methyl-5-imidazolyl group and 2- Fluoro-1-methyl-5-imidazolyl group.

As R ^2c , for example, a 1-methyl-4-pyrazolyl group and a 3-methyl-5-isoxazolyl group can be given.

R ^2d includes, for example, tetrahydrofuran-2-yl group and tetrahydrofuran-3-yl group.

As R ^2e , for example, a 5-pyrimidinyl group can be mentioned.

The compound represented by the formula (I) wherein Q is a group represented by the formula CR ⁵ CR ⁶ is a compound represented by the following formula (III-a)

[Wherein R ¹ , R ² , R ⁵ , R ⁶ and n have the same meanings as defined above]

≪ / RTI >

The compound wherein Q is a sulfur atom in the formula (I) means a compound represented by the following formula (III-b)

Wherein R ¹ , R ² and n have the same meanings as defined above.

≪ / RTI >

The compound wherein Q is an oxygen atom in the formula (I) means a compound represented by the following formula (III-c)

Wherein R ¹ , R ² and n have the same meanings as defined above.

≪ / RTI >

In the formula (I), the compound wherein Q is a group represented by the formula NCH ₃ means a compound represented by the following formula (III-d)

Wherein R ¹ , R ² and n have the same meanings as defined above.

≪ / RTI >

As embodiments of the present mesoionic compound, for example, the following compounds can be mentioned.

(I) wherein n is 2 and R ¹ are the same or different from each other and are a fluorine atom, a chlorine atom, a bromine atom, a methyl group, a methoxy group, a trifluoromethyl group or a trifluoromethoxy group, and R ² Is a 2-chloro-5-thiazolyl group, a 6-chloro-3-pyridyl group or a 5-pyrimidinyl group, and Q is CH = CH or a sulfur atom;

(I) wherein n is 1, R ¹ is a fluorine atom, a chlorine atom, a bromine atom, a methyl group, a methoxy group, a trifluoromethyl group or a trifluoromethoxy group and R ² is 2-chloro-5- A thiazolyl group, a 6-chloro-3-pyridyl group or a 5-pyrimidinyl group, and Q is CH = CH or a sulfur atom;

In the formula (I), n is 2, R ¹ are the same or different from each other, and represent a fluorine atom, a trifluoromethyl group or a trifluoromethoxy group, R ² represents a 2-chloro-5-thiazolyl group, A 6-chloro-3-pyridyl group or a 5-pyrimidinyl group, and Q is CH = CH or a sulfur atom;

In the formula (I), when n is 1, R ¹ is a fluorine atom, a trifluoromethyl group or a trifluoromethoxy group, R ² is a 2-chloro-5-thiazolyl group, A 5-pyrimidinyl group, and Q is CH = CH or a sulfur atom;

(I) wherein n is 2 and R ¹ are the same or different from each other and are a fluorine atom, a chlorine atom, a bromine atom, a methyl group, a methoxy group, a trifluoromethyl group or a trifluoromethoxy group, and R ² Is a 2-chloro-5-thiazolyl group or a 6-chloro-3-pyridyl group, and Q is CH = CH or a sulfur atom;

(I) wherein n is 1, R ¹ is a fluorine atom, a chlorine atom, a bromine atom, a methyl group, a methoxy group, a trifluoromethyl group or a trifluoromethoxy group and R ² is 2-chloro-5- A thiazolyl group or a 6-chloro-3-pyridyl group, and Q is CH = CH or a sulfur atom;

In the formula (I), n is 2, R ¹ are the same or different from each other and represent a fluorine atom, a trifluoromethyl group or a trifluoromethoxy group, R ² represents a 2-chloro-5- Chloro-3-pyridyl group, and Q is CH = CH or a sulfur atom;

In the formula (I), n is 1, R ¹ is a fluorine atom, a trifluoromethyl group or a trifluoromethoxy group, R ² is a 2-chloro-5-thiazolyl group or 6-chloro-3- A compound wherein Q is CH = CH or a sulfur atom;

In the formula (I), when n is 1, R ¹ is a fluorine atom or a trifluoromethoxy group, R ² is a 2-chloro-5-thiazolyl group or a 6-chloro-3- CH = CH or a sulfur atom;

A compound wherein, in the formula (I), n is 1, R ¹ is a fluorine atom, R ² is a 2-chloro-5-thiazolyl group and Q is CH = CH;

(I) wherein n is 2 and R ¹ are the same or different from each other and are a fluorine atom, a chlorine atom, a bromine atom, a methyl group, a methoxy group, a trifluoromethyl group or a trifluoromethoxy group, and R ² Is a 2-chloro-5-thiazolyl group, a 6-chloro-3-pyridyl group or a 5-pyrimidinyl group, and Q is CH = CH;

(I) wherein n is 1, R ¹ is a fluorine atom, a chlorine atom, a bromine atom, a methyl group, a methoxy group, a trifluoromethyl group or a trifluoromethoxy group and R ² is 2-chloro-5- A thiazolyl group, a 6-chloro-3-pyridyl group or a 5-pyrimidinyl group, and Q is CH = CH;

In the formula (I), n is 2, R ¹ are the same or different from each other, and represent a fluorine atom, a trifluoromethyl group or a trifluoromethoxy group, R ² represents a 2-chloro-5-thiazolyl group, A 6-chloro-3-pyridyl group or a 5-pyrimidinyl group, and Q is CH = CH;

In the formula (I), when n is 1, R ¹ is a fluorine atom, a trifluoromethyl group or a trifluoromethoxy group, R ² is a 2-chloro-5-thiazolyl group, A 5-pyrimidinyl group, and Q is CH = CH;

(I) wherein n is 1, R ¹ is a fluorine atom or a trifluoromethyl group, R ² is a 2-chloro-5-thiazolyl group or a 5-pyrimidinyl group, Q is CH = CH compound;

(I) wherein n is 2 and R ¹ are the same or different from each other and are a fluorine atom, a chlorine atom, a bromine atom, a methyl group, a methoxy group, a trifluoromethyl group or a trifluoromethoxy group, and R ² Is a 5-pyrimidinyl group, and Q is CH = CH;

In the formula (I), n is 1, R ¹ is a fluorine atom, a chlorine atom, a bromine atom, a methyl group, a methoxy group, a trifluoromethyl group or a trifluoromethoxy group, R ² is a 5-pyrimidinyl group , Q is CH = CH;

In the formula (I), n is 2, R ¹ are the same or different from each other and are a fluorine atom, a trifluoromethyl group or a trifluoromethoxy group, R ² is a 5-pyrimidinyl group, Q is CH = CH;

A compound wherein, in the formula (I), n is 1, R ¹ is a fluorine atom, a trifluoromethyl group or a trifluoromethoxy group, R ² is a 5-pyrimidinyl group and Q is CH = CH;

A compound wherein, in the formula (I), n is 1, R ¹ is a trifluoromethyl group, R ² is a 5-pyrimidinyl group and Q is CH = CH;

In the formula (I), n is 1, R ¹ is a C 1 -C 4 alkyl group optionally having one or more halogen atoms, a C 1 -C 4 alkoxy group optionally having one or more halogen atoms, or a halogen atom, R ² is a pyridyl group having one halogen atom, a thiazolyl group having one halogen atom, or a pyrimidyl group, and Q is CH = CH, or a sulfur atom;

Next, specific examples of the present mesoionic compound are shown.

A compound represented by the formula (I-a);

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

Further, the description "3-" such as "3-OCF ₃ " and "3-F" in R ¹ in [Table 1] and [Table 2] indicates that the substitution position on the benzene ring in the formula (Ia) Is in the 3 position.

A compound represented by formula (I-b);

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

Further, the description of "3-" such as "3-OCF ₃ " and "3-F" in R ¹ in [Table 3] indicates that the substitution position on the benzene ring in the formula (Ib) .

A compound represented by the formula (I-a);

[In the formula, the combination of n, R ¹ and R ² represents any combination shown in Table 4.]

Further, the description of "3-" such as "3-OCF ₃ " and "3-Br" in R ¹ in [Table 4] indicates that the substitution position on the benzene ring in the formula (Ia) .

In addition to the structure represented by the formula (I), the present methionine compound also exists in an ionization mode represented by another structural formula, and any of these modes may exist singly or in a mixture of two or more thereof. .

The present mesoionic compounds can be prepared by the methods described in WO 2009/099929 and WO 02/09115.

Among the present anthranilamide compounds, a compound wherein A ¹ is a methyl group and A ² is a chlorine atom in the formula (II) (hereinafter referred to as the present anthranilamide compound (1)) is, for example, "The Pesticide Manual-15 th edition (BCPC); ISBN 978-1-901396-18-8 ", and the compound is obtained from a commercially available preparation or prepared by a known method.

Among the present anthranilamide compounds, a compound in which A ¹ is a methyl group and A ² is a cyano group in the formula (II) (hereinafter referred to as the present anthranilamide compound (2)) is, for example, "The Pesticide Manual-15 th edition (BCPC); ISBN 978-1-901396-18-8 ", which compound can be prepared by the method described in WO 2004/067528.

Provenazole, thiadinyl, tricyclazole, orisastrobin and pyroquilon used in the present invention are all known compounds, and examples thereof include "The Pesticide Manual-15 th edition" (BCPC liver); ISBN 978 On pages 927, 1134, 1163, 840 and 999 of " -1-901396-18-8 ". These compounds are obtained from commercially available preparations or prepared by known methods.

Isothianil used in the present invention is a known compound and can be prepared, for example, by the method described in WO 99/024413.

The content of the present mesoionic compound and the anthranilamide compound used in the present invention in the harmful quasi-animal control composition of the present invention is not particularly limited, but the weight ratio of the present mesoionic compound and the anthranilamide compound But is usually from 50: 1 to 1:50, preferably from 10: 1 to 1:10, more preferably from 5: 1 to 1: 5, particularly preferably from 4: 1 to 1: 1.5.

The content of the present mesoionic compound and the present compound A in the present composition of the present invention is not particularly limited, but the weight ratio of the present mesoionic compound to the present compound A is usually 10: 1 to 1: 100, preferably 10: 1 to 1:50, more preferably 5: 1 to 1:50, and particularly preferably 1.5: 1 to 1:48.

The harmful quailty controlling composition of the present invention may contain other agricultural chemical active ingredients together with the present mesoionic compound, the anthranilamide compound and the present compound A. Such other agricultural chemical active ingredients include, for example, furametepyr. Furametepir is described, for example, on page 580 of " The Pesticide Manual-15th Edition (BCPC); ISBN 978-1-901396-18-8 ", and is obtained from commercially available compounds, . When the harmful quasi-animal controlling composition of the present invention contains the furamete pyrrole, the content ratio thereof is not particularly limited, but the weight ratio of the present mesoionic compound to the furamete is usually from 10: 1 to 1:50, Is from 10: 1 to 1:20.

The harmful quasi-animal controlling composition of the present invention may be a mixture of the present meso-ionic compound, the anthranilamide compound and the present compound A. Usually, the present meso-ion compound, the anthranilamide compound and the present compound A And an inert carrier are mixed and if necessary, a surfactant or other auxiliaries for formulation are added to form an emulsion, an emulsion, a flowable agent, a wetting agent, a granule wettable agent, a powder agent, a granule, And the like are used.

In addition, the formulated composition for controlling harmful endangered animals can be used as a noxious animal control agent by adding an inert ingredient (water, sand, vegetable oil, etc.) as it is or any other inactive ingredient.

The total amount of the present mesoionic compound, the anthranilamide compound, and the present compound A in the harmful quailty controlling composition of the present invention is usually 0.01 to 100% by weight, preferably 0.1 to 90% by weight, Is 0.5 to 70% by weight.

Examples of the inert carrier used in the formulation include a solid carrier and a liquid carrier. Examples of the solid carrier include natural organic substances such as kaolin clay, attapulgite clay, bentonite, montmorillonite, acidic clay, pyrophyllite, talc, diatomaceous earth and calcite, cornstarch powder and walnut shell powder, Urea and the like, salts such as calcium carbonate and ammonium sulfate, and synthetic inorganic substances such as synthetic hydrated silicon oxide, etc. The liquid carrier includes, for example, xylene, alkylbenzene, methyl Naphthalene and the like; alcohols such as 2-propanol, ethylene glycol, propylene glycol and ethylene glycol monoethyl ether; ketones such as acetone, cyclohexanone and isophorone; vegetable oils such as soybean oil and cottonseed oil; petroleum aliphatic hydrocarbons Esters, dimethylsulfoxide, acetonitrile and water.

Examples of the surfactant include anionic surfactants such as alkylsulfuric acid ester salts, alkylarylsulfonic acid salts, dialkylsulfosuccinic acid salts, polyoxyethylene alkylaryl ether phosphoric acid ester salts, ligninsulfonic acid salts, and naphthalenesulfonate formaldehyde polycondensate And nonionic surfactants such as polyoxyethylene alkyl aryl ethers, polyoxyethylene alkyl polyoxypropylene block copolymers and sorbitan fatty acid esters, and cationic surfactants such as alkyl trimethyl ammonium salts.

Examples of other adjuvants for formulation include water-soluble polymers such as polyvinyl alcohol and polyvinyl pyrrolidone, polysaccharides such as gum arabic, alginic acid and its salts, CMC (carboxymethylcellulose) and xanthan gum, aluminum magnesium silicate, Alumina sol and the like, preservatives, coloring agents and stabilizers such as PAP (acidic isopropyl phosphate) and BHT (2,6-di-tert-butyl-4-methylphenol).

The harmful animal control composition of the present invention can be used for protecting plants from harmful ingestion by harmful animals, feeding, and the like.

Examples of the noxious animal having the controlling effect of the noxious animal care composition of the present invention include the following.

Pseudomonas spp.: Insect pests such as Laodelphax striatellus, Nilaparvata lugens, Sogatella furcifera, Nephotettix cincticeps, Nephotettix virescens, Recilia dorsalis, Aphis gossypii, Myzus persicae, Brevicoryne brassicae, Aphis spiraecola, Macrosiphum euphorbiae, and the like, such as Empoasca birkii, Aphis gossypii, Aphids such as Aulacorthum solani, Rhopalosiphum padi, Toxoptera citricidus, Hyalopterus pruni, Eriosoma lanigerum, Nezara antennata, Trigonotylus caelestialium, Graphosoma rubrolineatum, Eysarcoris lewisi, Riptor (Riptor) tus clavatus, Leptocorisa chinensis, Eysarcoris parvus, Halyomorpha mista, Nezara viridula, Trialeurodes vaporariorum, Tobacco, Bemisia tabaci, Dialeurodes citri, and Aleurocanthus spiniferus.

Chrysophyceae (Chilo suppressalis), Tryporyza incertulas, Cnaphalocrocis medinalis, Notarcha derogata, Plodia interpunctella, Ostrinia furnacalis, Chinese cabbage Spodoptera litura, Spodoptera exigua, Pseudaletia separata, Sesamia inferens, and the like, such as Hellula undalis, Pediasia teterrellus, , Mamestra brassicae, Agrotis ipsilon, Plusia nigrisigna, Trichoplusia ni, Trichoplusia ni, Trichophyta spp., Heliothis spp., Helicobacter spp. Such as Pinus spp., Phytophthora spp., Grapholita molesta, Leguminivora glycinivorella, Matsumuraeses azukivora, Apples aphrodite, Such as Adoxophyes orana fasciata, Adoxophyes honmai., Homona magnanima, Archips fuscocupreanus, Cydia pomonella, and the like, Camellia japonica, The mosquitoes such as Caloptilia theivora, Phyllonorycter ringoniella, Moth moths such as Carposina niponensis, Oyster moths such as Lionetia, Limanthoria spp., Euprostis spp. , Honey moths such as Plutella xylostella, Pectinophora gossypiella, Phthorimaea operculella, and the like, such as Hyphantria cunea.

Hylemya antiqua, Hylemya platura, Agromyza oryzae, Hydrellia griseola, Chlorops oryzae, Liriomyza trifolii, and the like. ), Dacus cucurbitae, Ceratitis capitata, and the like;

Coleoptera: Epilachna vigintioctopunctata, Aulacophora femoralis, Phyllotreta striolata, Oulema oryzae, Echinocnemus squameus, Lissorhoptrus oryzophilus, Anthonomus grandis, Callosobruchus chinensis, Sphenophorus venatus, Popillia japonica, Anomala cuprea, Diabrotica spp., Potato beetle (Leptinotarsa decemlineata), Agriotes spp. And the like.

Among the above harmful arthropods, preferred examples include antelope, cicadas, rhododendrons, aphids, rice weevils, rice beetles, rhododendrons, chestnuts and the like. Among them, ferns are particularly preferable, and the earworms include Nilaparvata lugens, Sogatella furcifera and Laodelphax striatellus.

The noxious animal control composition of the present invention can also prevent plant diseases such as rice blast (Magnaporthe grisea).

The harmful phytopathogenic composition of the present invention is applied to agricultural fields such as field, vetch, dry field, lawn, orchard, or non-agricultural land. In addition, the noxious animal control composition of the present invention can be used to control noxious animal of the agricultural land in a cultivated area where "plant" or the like is cultivated.

Examples of the plant which can use the harmful quail treatment composition of the present invention include, for example, the following.

Crops: corn, rice, wheat, barley, rye, oats, sorghum, cotton, soybeans, peanuts, buckwheat, sugar beets, rapeseed, sunflower, sugarcane,

Vegetables such as eggplant, zucchini, watermelon, melon, and cruciferous vegetables (radish, turnip, horseradish, cola, kohlrabi, ), Lilies and vegetables (eg, onion, garlic, and asparagus), parsley, and lentils (eg, Chinese cabbage, cabbage, shredded leaves, broccoli, cauliflower, Vegetables (carrots, parsley, celery, parsnip, etc.), sweetpotato and vegetable (spinach, modern), chopped vegetables and vegetables (chard, mint, basil), strawberries, sweet potatoes, yams,

Citrus fruits (Citrus, Citrus, Orange, Lemon, Peach, Peach, Peach, Prune) Nuts, etc.), nuts (chestnuts, walnuts, hazelnuts, almonds, pistachios, cashews, macadamia nuts, etc.), liquids (such as blueberries, cranberries, blackberries and raspberries) , Coffee, jujube, coconut, oil palm trees and so on.

Trees other than fruit trees: tea trees, mulberry trees, flower trees (rhododendron, camellia, hydrangea, rice camellia, pseudopods, cherry trees, Ginkgo, lilac, maple, oak, poplar, bamboo tree, wind tree, sycamore, zelkova, pine tree, fir tree, hemp tree, juniper tree, pine tree, spruce tree, elm tree, Cedar, cypress, croton, black-tailed tree, red-headed tree;

Among the above plants, preferred examples include corn, wheat and rice. Among them, rice is particularly preferable.

The " plant " may be a plant which is endowed with herbicide tolerance, tolerance to harmful organisms or environmental stress tolerance by gene recombination technique or breeding by crossing. When the " plant " is rice, the rice varieties are not particularly limited.

The noxious animal control composition of the present invention can be used to control harmful quails by applying to the plant or plant cultivation area. Herein, the plant includes foliage of a plant, flower of a plant, fruit of a plant, seed of a plant and the like.

The method for controlling harmful quail animals of the present invention is carried out by using the harmful quail treatment composition of the present invention. Specifically, the method for application to foliage of plants such as foliar application, treatment of seeds of plants, And application for the planting of plants such as sleeping application.

Examples of the application to the foliage of plants such as foliar application in the present invention include a ground spraying using an artificial atomizer, a power atomizer, a boom sprayer or a puckle sprayer, an aerial control or an unmanned helicopter For example, by aerial spraying or the like, which is carried out by using the above-mentioned method.

Examples of the treatment of seeds of plants in the present invention include immersion treatment, spray treatment, smear treatment, film coat treatment and pellet coat treatment.

Examples of the application to the cultivation area of the plant such as the soil treatment and the sleeping application in the present invention include a method of treating a planting area such as a planting process, a stump process, a planting process, Surface treatments, side treatments, seedling box treatments, seedbed treatments, clay potting, soil mixing, paste fertilizer blending, water treatment, and freshwater spraying. The present invention is preferably applied to seedling box processing.

In the method for controlling noxious animal of the present invention, the pesticidal composition of the present invention is particularly preferably used in a place where rice is grown. Here, a place where rice seedlings are cultivated is a place where rice seedlings are cultivated during the period from sowing to planting. Places where rice seedlings are cultivated include soils such as succulents, field soils, and soils, artificial clay or artificial molding media. In addition, after applying the pest controlling composition of the present invention to a place where rice is grown, the rice is transplanted at a place where rice is grown. As a place where rice is cultivated, we can say that the soil and the dryness of the fresh water such as the sutra.

When the harmful-endangered animal control composition of the present invention is applied to a plant or a cultivation area of a plant, the application amount thereof is to be changed depending on the kind of the plant, the kind and occurrence degree of the harmful quail animal to be controlled, the form of the preparation, But the total amount of the present meso-ion compound, the anthranilamide compound, and the present compound A is generally 0.05 to 1,000,000 g, preferably 0.5 to 200,000 g per 1,000 m 2 of the place where the plant is grown.

When applied to a place where rice plants are being cultivated, the amount of application of the harmful quail animal controlling composition of the present invention can be changed depending on the kind and occurrence degree of the harmful quail animal to be controlled, the form of the preparation, the weather condition, The total amount of the compound, the present anthranilamide compound and the present compound A is usually 0.05 to 1000 g, preferably 0.5 to 200 g per 1 m 2 of the place where rice is grown.

When the harmful quailty controlling composition of the present invention is applied to a seedling box of rice, the application amount thereof is a total amount of the present meso-ion compound, a bithranilamide compound and the present compound A as one box of a seedling box (about 60 cm in length, Usually about 0.1 to about 35 g, preferably about 0.2 to about 20 g.

When the seed of a plant is treated with the harmful queen animal composition of the present invention, the amount of the harmful queen animal composition used varies depending on the kind of the plant, the kind and occurrence degree of the harmful quail animal to be controlled, the form of the preparation, The total amount of the present meso-ionic compound, the present anthranilamide compound, and the present compound A is generally 0.001 to 100 g, preferably 0.05 to 50 g, per 1 kg of seed.

When the formulation of the harmful quail animal composition of the present invention is an emulsion, a wetting agent, a flowable agent or the like, it is usually applied by diluting with water and spraying. In this case, the total concentration of the present mesoionic compound, the anthranilamide compound and the present compound A is usually 0.00001 to 10% by weight, preferably 0.0001 to 5% by weight. Powder, granules, etc. are usually used without dilution.

When the harmful quail animal composition of the present invention is applied to the cultivation field of rice or rice, for example, it can be applied before sowing, after sowing, after sowing, before, after or after transplanting. The time of application may be changed depending on the growth condition of rice, the occurrence condition of weedy weeds, weather conditions, and the like, but it is usually from 30 days before sowing to 20 days after sowing based on sowing or transplanting date , Preferably at the time of transplantation from the time of sowing, and more preferably at the time of transplantation from 3 days before transplantation.

Example

Hereinafter, the present invention will be described in more detail in Preparation Examples and Test Examples, but the present invention is not limited to the following Examples. In the following examples, parts denote parts by weight unless otherwise specified. In the following examples, the compounds specified by the description such as " present mesoionic compound (compound No. 1) " and the like mean a compound specified by the corresponding " compound No. " described in Tables 1 to 4 do.

First, a preparation example is shown.

Formulation Example 1

1 part of the present mesoionic compound (Compound No. 1 to 71), 0.75 part of the anthranilamide compound (1), 2 parts of isothiene, 1 part of synthetic hydrated silicon oxide, 2 parts of calcium ligninsulfonate, 30 parts of bentonite, 100 parts of the mixture of kaolin clay residue is well milled and mixed, and water is added thereto, kneaded well, and granulated and dried to obtain a granule.

Formulation Examples 2 to 8

Instead of 2 parts of isothianyl, the same operations as in Preparation Example 1 were carried out except that the compounds and amounts used in Table 5 were used, and respective granules were obtained.

Formulation Example 9

1 part of the present mesoionic compound (Compound No. 1 to 71), 0.75 part of the anthranilamide compound (2), 2 parts of isothiene, 1 part of synthetic hydrated silicon oxide, 2 parts of calcium ligninsulfonate, 30 parts of bentonite, 100 parts of the mixture of kaolin clay residue is well milled and mixed, and water is added thereto, kneaded well, and then granulated and dried to obtain a granule.

Formulation Examples 10 to 16

Instead of 2 parts of isothianil, the same operations as in Preparation Example 9 were carried out except that the compounds and amounts used in Table 6 were used, and respective granules were obtained.

Formulation Example 17

4 parts of the present mesoionic compounds (Compound No. 1 to 71), 0.75 part of the anthranilamide compound (1), 2 parts of isothiene, 1 part of synthetic hydrated silicon oxide, 2 parts of calcium ligninsulfonate, 30 parts of bentonite, 100 parts of the mixture of kaolin clay residue is well milled and mixed, and water is added thereto, kneaded well, and then granulated and dried to obtain a granule.

Formulation Examples 18 to 24

The same operations as in Preparation Example 17 were carried out except that the compounds and amounts used in Table 7 were used in place of 2 parts of isothianil to obtain respective granules.

Formulation Example 25

4 parts of the present mesoionic compounds (Compound Nos. 1 to 71), 0.75 parts of the anthranilamide compound (2), 2 parts of isothiene, 1 part of synthetic hydrated silicon oxide, 2 parts of calcium ligninsulfonate, 30 parts of bentonite, 100 parts of the mixture of kaolin clay residue is well milled and mixed, and water is added thereto, kneaded well, and then granulated and dried to obtain a granule.

Formulation Examples 26 to 32

Instead of 2 parts of isothianil, the same operations as in Preparation Example 25 were carried out except that each compound and the amount of use as shown in [Table 8] were used to obtain respective granules.

Preparation Example 33

10 parts of the present mesoionic compounds (Compound Nos. 1 to 71), 1 part of the anthranilamide compound (1) and 2 parts of isothiene were mixed with 4 parts of sodium laurylsulfate, 2 parts of calcium ligninsulfonate, 20 parts of synthetic hydrated silicon oxide fine powder And the remainder of diatomaceous earth were added to the mixture, and the mixture was thoroughly stirred to obtain 100 parts of the wettable powder.

Formulation Examples 34 to 39

The same operations as in Preparation Example 33 were carried out except that each of the compounds listed in [Table 9] and the amounts used were used instead of 2 parts of isothianyl to obtain 100 parts of each of the wettable powders.

Preparation Example 40

10 parts of the present mesoionic compounds (Compound Nos. 1 to 71), 2 parts of the anthranilamide compound (2) 1 and 2 parts of isothiene were mixed with 4 parts of sodium laurylsulfate, 2 parts of calcium ligninsulfonate, 20 parts of synthetic hydrated silicon oxide fine powder And the rest of diatomaceous earth were added to the mixture, followed by thorough stirring to obtain 100 parts of the wettable powder.

Formulation Examples 41 to 46

The procedure of Preparation Example 40 was repeated except that 2 parts of isothianyl was used instead of the compound shown in Table 10, and 100 parts of the wettable powder was obtained.

Preparation Example 47

, 30 parts of white carbon containing 5 parts of the present mesoionic compounds (Compound Nos. 1 to 71), 3 parts of the anthranilamide compound (1), 2 parts of isothianyl, and 50 parts of polyoxyethylene alkyl ether sulfate ammonium salt, And 100 parts of a mixture obtained by mixing the remainder is finely pulverized by a wet pulverization method to obtain a flowable product.

Formulation Examples 48 to 53

The same operations as in Preparation Example 47 were carried out except that the compounds and amounts used in Table 11 were used in place of 2 parts of isothianil to obtain respective flowable products.

Preparation Example 54

30 parts of white carbon containing 5 parts of the present mesoionic compounds (Compound Nos. 1 to 71), 3 parts of the anthranilamide compound (2), 2 parts of isothianyl and 50 parts of polyoxyethylene alkyl ether sulfate ammonium salt, And 100 parts of a mixture obtained by mixing the remainder is finely pulverized by a wet pulverization method to obtain a flowable product.

Formulation examples 55 to 60

The same operations as in Preparation Example 54 were carried out except that the compounds and amounts used in Table 12 were used in place of 2 parts of isothianyl to obtain respective flowable products.

Next, the effects of the present invention are shown in Test Examples.

Test Example 1

The present mesoionic compound (Compound No. 4), the present mesoionic compound (Compound No. 44), the anthranilamide compound (1), the anthranilamide compound (2), isothianil, (Manufactured by Wako Pure Chemical Industries, Ltd.) containing 5% (w / v) of Sorghen TW-20 (manufactured by Daiichi Kogyo Seiyaku Co., Ltd.) were added to 0.3 ml of a predetermined amount of polyvinylpyrrolidone, neil, tricyclazole, orisastrobin and pyroquilon, After dissolution, it was diluted with water to a predetermined concentration.

A water dilution liquid of the present methionine compound (Compound No. 4) or the present methionine compound (Compound No. 44), a water dilution liquid of the anthranilamide compound (1) or the anthranilamide compound (2) A water dilution solution of anthraquinone, aniline, provenazole, thiadinyl, tricyclazole, orisastrobin or pyroquilon was mixed to prepare a test drug solution.

0.6 ml of the above test liquid was applied to a stubble soil of a 2.5-year-old rice plant (Oryza sativa, variety: Hoshino Yume) 1 seedlings planted in a paper port. The rice was allowed to stand still for 2 hours, then transplanted into fresh soil in 1 / 10,000 a Wagner pot and placed in a greenhouse (23 ° C). One day after the application of the chemical solution, the rice stump was covered with a plastic cup, and 10 larvae of the third instar larvae of the brown planthopper were radiated. This is called the treatment area.

On the other hand, rice was transplanted into the greenhouse, and the larvae were radiated, as in the case of the treatment, without using the test liquid. This is called a non-treatment.

After 6 days of irradiation, the larvae of the larvae were observed. From the observation results, the corrected mite rate was calculated by the mite rate and the formula 2 according to the formula 1). In addition, the test was carried out with two repetitions. The average values are shown in Tables 13 to 17.

(%) = (Publication appendix - survival appendix) / disclosure appendix × 100

(%) = {(Rate of treated shedding - untreated shedding rate) / (100 - untreated shedding rate)} 100

Test Example 2

The present meso-ion compound (Compound No. 61), the anthranilamide compound (1), the anthranilamide compound (2), isothianil, provenaazole, thiadinyl, tricyclazole, orisastrobin, Quilon was dissolved in 0.3 ml of acetone (manufactured by Wako Pure Chemical Industries, Ltd.) containing 5% (w / v) of Sorgene TW-20 (manufactured by Dai-ichi Kogyo Seiyaku Co., Ltd.) in a predetermined amount, and then diluted with water to a predetermined concentration .

The water dilution of the present mesoionic compound (Compound No. 61), the water dilution of the anthranilamide compound (1) or the anthranilamide compound (2), and the water dilution of the isothianyl, provenazole, thiadinyl, Clarone, Orissa strobin or Pyroquilon water diluent was mixed to prepare a test drug solution.

(Oryzasativa, variety: Hoshino Yume) planted in a paper port. 0.6 ml of the above test liquid was applied to the soil of the stump. The rice was allowed to stand still for 2 hours, then transplanted into fresh soil in 1 / 10,000 a Wagner pot and placed in a greenhouse (23 ° C). One day after the application of the chemical solution, the rice stump was covered with a plastic cup, and 10 third-instar larvae of the brown planthopper were radiated. This is called the treatment area.

On the other hand, rice was transplanted into the greenhouse, and the larvae were radiated, as in the case of the treatment, without using the test liquid. This is called a non-treatment.

The viability of the larvae was observed after 6 days of irradiation. From the observation results, the corrected mite rate was calculated by the mite rate and the formula 4 according to the formula 3). In addition, the test was carried out with two repetitions. The average values thereof are shown in Tables 18 to 20.

(%) = (Publication appendix - survival appendix) / disclosure appendix × 100

(%) = {(Rate of treated larvae - untreated larvae rate) / (100 - rate of untreated larvae)} × 100

Claims (9)

The compound represented by the formula (I)

The compound represented by the formula (II)

Wherein A ¹ represents a methyl group and A ² represents a chlorine atom or a cyano group.
A noxious animal control composition containing at least one compound selected from the group (A);
Group (A): a group consisting of isothianyl, provenazole, thiadinyl, tricyclazole and pyroquilon. The method according to claim 1,
Wherein the weight ratio of the compound represented by formula (I) to the compound represented by formula (II) is 50: 1 to 1:50. The method according to claim 1,
Wherein the weight ratio of the compound represented by formula (I) to the at least one compound selected from group (A) is from 10: 1 to 1: 100. A method for controlling harmful quails, comprising the step of applying an effective amount of the harmful quasi-animal control composition according to any one of claims 1 to 3 to a plant or a cultivation area of a plant. 5. The method of claim 4,
A method for controlling harmful arthropods, which is a process applied to a plant or a cultivation area of a plant, which is applied to the cultivation area of rice or rice. 5. The method of claim 4,
A method for the control of harmful arthropods, which are harmful arthropods. The method according to claim 6,
A method for controlling harmful quail animals, wherein the quail is a brown planthopper, a white lighthouse, or a lizard. 5. The method of claim 4,
An effective amount of a harmful quail animal control composition is administered three days before transplantation to the time of transplantation. delete