JP2011157351A - Granular agrochemical composition - Google Patents

Abstract

〔式中、Ｒ¹、Ｒ²、Ｒ³、Ｒ⁴、Ｒ⁵及びＲ⁶は、それぞれ明細書中に記載の定義を表す。〕
で示される化合物と、チアジニル、イソチアニル、プロベナゾール及びアシベンゾラル−Ｓ−メチルからなる群より選ばれる１以上の植物病害防除活性化合物と、スメクタイト鉱物を含む増量剤と、
水溶性結合剤とを含有する農薬粒剤組成物は、優れた性能を有する。
【選択図】なし[PROBLEMS] To provide an agrochemical formulation having excellent performance.
Formula (I)

[Wherein, R ¹ , R ² , R ³ , R ⁴ , R ⁵ and R ⁶ each represent a definition described in the specification. ]
A compound represented by: one or more plant disease control active compounds selected from the group consisting of thiazinyl, isothianyl, probenazole and acibenzoral-S-methyl, and a bulking agent comprising a smectite mineral,
Agrochemical granule compositions containing a water-soluble binder have excellent performance.
[Selection figure] None

Description

  The present invention relates to an agrochemical granule composition.

〔式中、
Ｒ¹は、ハロゲン原子又はＣ１−Ｃ４ハロアルキル基を表し、
Ｒ²は、水素原子、ハロゲン原子又はＣ１−Ｃ４アルキル基を表し、
Ｒ³は、水素原子、シアノ基、ハロゲン原子又はＣ１−Ｃ４アルキル基を表し、
Ｒ⁴は、水素原子又はＣ１−Ｃ４アルキル基を表し、
Ｒ⁵は、Ｃ１−Ｃ４アルキル基、Ｃ３−Ｃ７シクロアルキル基、（Ｃ３−Ｃ７シクロアルキル）Ｃ１−Ｃ４アルキル基、（Ｃ１−Ｃ４アルコキシ）カルボニル基、（Ｃ１−Ｃ４アルコキシ）カルボニルアミノ基、｛（Ｃ１−Ｃ４アルコキシ）カルボニル｝（Ｃ１−Ｃ４アルキル）アミノ基を表し、
Ｒ⁶は、ハロゲン原子を表す。〕
で示される化合物が有害生物防除活性化合物として知られている（例えば、特許文献１参照。）。
また、チアジニル、イソチアニル、プロベナゾール及びアシベンゾラル−Ｓ−メチルはいずれも、イネの植物体に作用することにより、イネいもち病などの植物病害に対する抵抗性誘導を発現させる活性化合物として知られている（例えば、特許文献２及び非特許文献１参照）。 Conventionally, many agricultural chemical active ingredients such as pest control active compounds, plant disease control active compounds, and herbicidal active compounds have been applied in various forms in the cultivation of agricultural crops. For example, in the cultivation of paddy rice, the agricultural chemical active ingredient contained in the agricultural chemical preparation is applied to the paddy field at the same time as the seedling grown in the seedling box is transplanted to the paddy field by applying the agricultural chemical preparation in advance to the seedling box. Therefore, when the efficacy of the pesticidal active ingredient can be expressed even after transplantation, it becomes an efficient control method, and many pesticidal formulations for application to the control method have been developed.
However, in the control method, it is desired to exert the control effect of the pesticidal active ingredient over a long period of time, and it is required to apply an excessive amount of the pesticidal active ingredient to the plant early in the growth such as rice seedlings. In some cases, poor growth of the plant body may be caused, and the improvement thereof has been demanded.
As an agrochemical active ingredient, the formula (I)

[Where,
R ¹ represents a halogen atom or a C1-C4 haloalkyl group,
R ² represents a hydrogen atom, a halogen atom or a C1-C4 alkyl group,
R ³ represents a hydrogen atom, a cyano group, a halogen atom or a C1-C4 alkyl group,
R ⁴ represents a hydrogen atom or a C1-C4 alkyl group,
R ⁵ is a C1-C4 alkyl group, a C3-C7 cycloalkyl group, a (C3-C7 cycloalkyl) C1-C4 alkyl group, a (C1-C4 alkoxy) carbonyl group, a (C1-C4 alkoxy) carbonylamino group, { (C1-C4 alkoxy) carbonyl} (C1-C4 alkyl) amino group,
R ⁶ represents a halogen atom. ]
Is known as a pest control active compound (see, for example, Patent Document 1).
In addition, thiazinyl, isothianyl, probenazole, and acibenzoral-S-methyl are all known as active compounds that act on rice plants to induce resistance to plant diseases such as rice blast (for example, Patent Document 2 and Non-Patent Document 1).

JP 2008-280341 A

International Publication No. 2008/007778 Pamphlet

Plant Protection, Vol. 61, No. 10 (2007), pp. 531-536 (issued by the Japan Plant Protection Association)

  This invention makes it a subject to provide the agrochemical formulation which contains the compound shown by the said formula (I), and has the outstanding performance.

〔式中、
Ｒ¹は、ハロゲン原子又はＣ１−Ｃ４ハロアルキル基を表し、
Ｒ²は、水素原子、ハロゲン原子又はＣ１−Ｃ４アルキル基を表し、
Ｒ³は、水素原子、シアノ基、ハロゲン原子又はＣ１−Ｃ４アルキル基を表し、
Ｒ⁴は、水素原子又はＣ１−Ｃ４アルキル基を表し、
Ｒ⁵は、Ｃ１−Ｃ４アルキル基、Ｃ３−Ｃ７シクロアルキル基、（Ｃ３−Ｃ７シクロアルキル）Ｃ１−Ｃ４アルキル基、（Ｃ１−Ｃ４アルコキシ）カルボニル基、（Ｃ１−Ｃ４アルコキシ）カルボニルアミノ基、｛（Ｃ１−Ｃ４アルコキシ）カルボニル｝（Ｃ１−Ｃ４アルキル）アミノ基を表し、
Ｒ⁶は、ハロゲン原子を表す。〕
で示される化合物と、
チアジニル、イソチアニル、プロベナゾール及びアシベンゾラル−Ｓ−メチルからなる群より選ばれる１以上の植物病害防除活性化合物と、
スメクタイト鉱物を含む増量剤と、
水溶性結合剤と
を含有する農薬粒剤組成物。
〔２〕 式（Ｉ）で示される化合物１００重量部に対して、植物病害防除活性化合物が１００〜５０００重量部の含有割合である〔１〕記載の農薬粒剤組成物。
〔３〕 農薬粒剤組成物における、式（Ｉ）で示される化合物及び植物病害防除活性化合物の含有割合が１〜３０重量パーセントである〔１〕又は〔２〕記載の農薬粒剤組成物。
〔４〕 農薬粒剤組成物における、スメクタイト鉱物を含む増量剤の含有割合が４０〜９８重量パーセントである〔１〕〜〔３〕いずれか一項記載の農薬粒剤組成物。
〔５〕 農薬粒剤組成物における、水溶性結合剤の含有割合が１〜１０重量パーセントである〔１〕〜〔４〕いずれか一項記載の農薬粒剤組成物。
〔６〕 植物病害防除活性化合物が、イソチアニルである〔１〕〜〔５〕いずれか一項記載の農薬粒剤組成物。
〔７〕 さらにネオニコチノイド化合物を含有する〔１〕〜〔６〕いずれか一項記載の農薬粒剤組成物。
〔８〕 ネオニコチノイド化合物が、クロチアニジンである〔７〕記載の農薬粒剤組成物。
〔９〕 スメクタイト鉱物を含む増量剤が、スメクタイト鉱物及び炭酸カルシウムを含む増量剤成分である〔１〕〜〔８〕いずれか一項記載の農薬粒剤組成物。
〔１０〕 スメクタイト鉱物が、ベントナイトである〔１〕〜〔９〕いずれか一項記載の農薬粒剤組成物。
〔１１〕 水溶性結合剤が、アルファー化デンプンである〔１〕〜〔１０〕いずれか一項記載の農薬粒剤組成物。 As a result of investigations to find an agrochemical preparation containing the compound represented by the formula (I) and having excellent performance, the present inventors have found that the compound represented by the formula (I), thiazinyl, isothianyl, and probenazole. And an agrochemical granule composition containing one or more plant disease control active compounds selected from the group consisting of acibenzoral-S-methyl, a bulking agent containing a smectite mineral, and a water-soluble binder. The present inventors have found that an agrochemical formulation having performance can be provided, and have reached the present invention.
That is, the present invention is as follows [1] to [11].
[1] Formula (I)

[Where,
R ¹ represents a halogen atom or a C1-C4 haloalkyl group,
R ² represents a hydrogen atom, a halogen atom or a C1-C4 alkyl group,
R ³ represents a hydrogen atom, a cyano group, a halogen atom or a C1-C4 alkyl group,
R ⁴ represents a hydrogen atom or a C1-C4 alkyl group,
R ⁵ is a C1-C4 alkyl group, a C3-C7 cycloalkyl group, a (C3-C7 cycloalkyl) C1-C4 alkyl group, a (C1-C4 alkoxy) carbonyl group, a (C1-C4 alkoxy) carbonylamino group, { (C1-C4 alkoxy) carbonyl} (C1-C4 alkyl) amino group,
R ⁶ represents a halogen atom. ]
A compound represented by
One or more plant disease control active compounds selected from the group consisting of thiazinyl, isotianil, probenazole and acibenzoral-S-methyl;
A bulking agent containing a smectite mineral;
An agrochemical granule composition containing a water-soluble binder.
[2] The agrochemical granule composition according to [1], wherein the plant disease controlling active compound is contained in an amount of 100 to 5000 parts by weight with respect to 100 parts by weight of the compound represented by the formula (I).
[3] The agricultural chemical granule composition according to [1] or [2], wherein the content ratio of the compound represented by formula (I) and the plant disease control active compound in the agricultural chemical granule composition is 1 to 30 weight percent.
[4] The agricultural chemical granule composition according to any one of [1] to [3], wherein the content of the extender containing smectite mineral in the agricultural chemical granule composition is 40 to 98 weight percent.
[5] The agricultural chemical granule composition according to any one of [1] to [4], wherein the content ratio of the water-soluble binder in the agricultural chemical granule composition is 1 to 10 percent by weight.
[6] The agrochemical granule composition according to any one of [1] to [5], wherein the plant disease controlling active compound is isotianil.
[7] The agrochemical granule composition according to any one of [1] to [6], further containing a neonicotinoid compound.
[8] The agrochemical granule composition according to [7], wherein the neonicotinoid compound is clothianidin.
[9] The agrochemical granule composition according to any one of [1] to [8], wherein the bulking agent containing a smectite mineral is a bulking agent component containing a smectite mineral and calcium carbonate.
[10] The agrochemical granule composition according to any one of [1] to [9], wherein the smectite mineral is bentonite.
[11] The agrochemical granule composition according to any one of [1] to [10], wherein the water-soluble binder is pregelatinized starch.

  According to the present invention, an agrochemical formulation having excellent performance can be provided.

〔式中、
Ｒ¹は、ハロゲン原子又はＣ１−Ｃ４ハロアルキル基を表し、
Ｒ²は、水素原子、ハロゲン原子又はＣ１−Ｃ４アルキル基を表し、
Ｒ³は、水素原子、シアノ基、ハロゲン原子又はＣ１−Ｃ４アルキル基を表し、
Ｒ⁴は、水素原子又はＣ１−Ｃ４アルキル基を表し、
Ｒ⁵は、Ｃ１−Ｃ４アルキル基、Ｃ３−Ｃ７シクロアルキル基、（Ｃ３−Ｃ７シクロアルキル）Ｃ１−Ｃ４アルキル基、（Ｃ１−Ｃ４アルコキシ）カルボニル基、（Ｃ１−Ｃ４アルコキシ）カルボニルアミノ基、｛（Ｃ１−Ｃ４アルコキシ）カルボニル｝（Ｃ１−Ｃ４アルキル）アミノ基を表し、
Ｒ⁶は、ハロゲン原子を表す。〕
で示される化合物（以下、本アミド化合物と記す場合もある。）と、
チアジニル、イソチアニル、プロベナゾール及びアシベンゾラル−Ｓ−メチルからなる群より選ばれる１以上の植物病害防除活性化合物（以下、本植物病害防除活性化合物と記す場合もある。）と、
スメクタイト鉱物を含む増量剤と、
水溶性結合剤と
を含有するものである。 The agrochemical granule composition of the present invention is represented by the formula (I)

[Where,
R ¹ represents a halogen atom or a C1-C4 haloalkyl group,
R ² represents a hydrogen atom, a halogen atom or a C1-C4 alkyl group,
R ³ represents a hydrogen atom, a cyano group, a halogen atom or a C1-C4 alkyl group,
R ⁴ represents a hydrogen atom or a C1-C4 alkyl group,
R ⁵ is a C1-C4 alkyl group, a C3-C7 cycloalkyl group, a (C3-C7 cycloalkyl) C1-C4 alkyl group, a (C1-C4 alkoxy) carbonyl group, a (C1-C4 alkoxy) carbonylamino group, { (C1-C4 alkoxy) carbonyl} (C1-C4 alkyl) amino group,
R ⁶ represents a halogen atom. ]
(Hereinafter also referred to as the present amide compound),
One or more plant disease control active compounds selected from the group consisting of thiazinyl, isothianyl, probenazole and acibenzoral-S-methyl (hereinafter also referred to as the present plant disease control active compound);
A bulking agent containing a smectite mineral;
It contains a water-soluble binder.

  The amide compound is, for example, a compound described in JP-A-2008-280341, and can be produced by a method described in the document. Content of this amide compound with respect to the agrochemical granule composition of this invention is 0.1 to 5 weight percent normally, Preferably it is about 0.5 to 2 weight percent.

式中、Ｒ¹、Ｒ²、Ｒ³、Ｒ⁴、Ｒ⁵及びＲ⁶は〔表１〕に記載の組合せを表す。 Specific examples of the amide compound include the following compounds.
A compound represented by the following formula (I).

In the formula, R ¹ , R ² , R ³ , R ⁴ , R ⁵ and R ⁶ represent the combinations described in [Table 1].

で示される化合物であり、イソチアニルが下記式（III）

で示される化合物であり、プロベナゾールが下記式（IV）

で示される化合物であり、アシベンゾラル−Ｓ−メチルが下記式（Ｖ）

で示される化合物であり、いずれも市販されるものを用いることができる。本発明の農薬粒剤組成物には、本植物病害防除活性化合物が１種又は２種以上が含有されるが、その含有量は通常１〜２５重量パーセント、好ましくは１〜５重量パーセント程度である。また、本発明の農薬粒剤組成物に含有される本アミド化合物と本植物病害防除活性化合物との含有割合は、本アミド化合物１００重量部に対して、本植物病害防除活性化合物が通常１００〜５０００重量部、好ましくは１００〜６００重量部程度であり、本発明の農薬粒剤組成物に対する本アミド化合物と本植物病害防除活性化合物との合計含有量は、通常１．１〜３０重量パーセント、好ましくは１．１〜５重量パーセント程度である。 In this plant disease controlling active compound, thiazinyl is represented by the following formula (II)

In which isothianyl is represented by the following formula (III)

A compound represented by formula (IV):

Wherein acibenzoral-S-methyl is represented by the following formula (V)

And any of those commercially available can be used. In the agrochemical granule composition of the present invention, one or more of the plant disease control active compounds are contained, and the content thereof is usually 1 to 25 percent by weight, preferably about 1 to 5 percent by weight. is there. The content ratio of the present amide compound and the present plant disease control active compound contained in the agrochemical granule composition of the present invention is usually 100 to 100 parts by weight of the present plant disease control active compound relative to 100 parts by weight of the present amide compound. The total content of the present amide compound and the present plant disease controlling active compound with respect to the agrochemical granule composition of the present invention is usually 1.1 to 30 weight percent, Preferably it is about 1.1 to 5 weight percent.

  In addition to the present amide compound and the present plant disease controlling active compound, the present invention can further contain other agrochemical active compounds. Examples of such other pesticidal active compounds include insecticidal active compounds, bactericidal active compounds, insect growth controlling active compounds, herbicidal active compounds and plant growth controlling active ingredients. Specific examples include the following compounds: be able to.

Examples of insecticidal active compounds include pyrethroid compounds such as deltamethrin, tralomethrin, acrinathrin, tetramethrin, and tefluthrin; Organic phosphorous compounds such as acephate, trichlorfone, tetrachlorvinphos, dimethylvinphos, pyridafenthion, azinephosethyl and azinephosmethyl; diflubenzuron, chlorfluazuron, lufenuron, hexaflumuron, flufenoxuron, flucycloxuron, cyromazine, dia Fenthiuron, hexythiazox, novallon, teflubenzuron, tri Lumron, 4-chloro-2- (2-chloro-2-methylpropyl) -5- (6-iodo-3-pyridylmethoxy) pyridazin-3 (2H) -one, 1- (2,6-difluorobenzoyl) -3- [2-Fluoro-4- (trifluoromethyl) phenyl] urea, 1- (2,6-difluorobenzoyl) -3- [2-fluoro-4- (1,1,2,3,3, 3-hexafluoropropoxy) phenyl] urea, 2-tert-butylimino-3-isopropyl-5-phenyl-3,4,5,6-tetrahydro-2H-1,3,5-thiadiazon-4-one and 1- Urea compounds such as (2,6-difluorobenzoyl) -3- [2-fluoro-4- (1,1,2,2-tetrafluoroethoxy) phenyl] urea; imidacloprid, acetami Neonicotinoid compounds such as Lido, clothianidin, nitenpyram, thiamethoxam, dinotefuran and thiacloprid; phenylpyrazole compounds such as fipronil and ethiprole; tetramic acid compounds such as spirotetramat, spiromesifene and spirodiclofen; cartap, buprofezin, thiocyclam , Bensultap, phenazaquin, fenpyroximate, pyridaben, hydramethylnon, chlorfenapyr, fenproximate, pymetrozine, pyrimidifen, tebufenozide, tebufenpyrad, triazamate, indoxacarb, sulphuramide, milbemectin, avermectin, boric acid and paradichlorobenzene.

  Examples of bactericidal active compounds include benzimidazole compounds such as benomyl, carbendazim, thiabendazole and thiophanate methyl; phenyl carbamate compounds such as dietofencarb; dicarboximide compounds such as procimidone, iprodione and vinclozoline; diniconazole, epoxyconazole, tebuconazole, Difenoconazole, cyproconazole, flusilazole, and triazimephone azole compounds; acylalanine compounds such as metalaxyl; carboxamide compounds such as furametopil, tifluzamide, mepronil, flutolanil, and trifluzamide; organophosphorus compounds such as tolcrophos methyl, fosetyl aluminum, and pyrazophos Anilinopyri such as pyrimethanil, mepanipyrim and cyprodinil Gin compounds; Cyanopyrrole compounds such as fludioxonil and fenpiclonyl; Antibiotics of blastcidin S, kasugamycin, polyoxin and validamycin; methoxy acrylate compounds such as azoxystrobin, orissastrobin, metminostrobin, cresoxime methyl and SSF-126; Manzeb, captan, phorpet, tricyclazole, pyroxylone, fusaride, simoxanyl, dimethomorph, CGA245704, famoxadone, oxolinic acid, fluazinam, ferrimzone, diclocimet, carpropamide, clobenazone, isovaredione, tetrachloroisophthalonitrile, thiophthalimidooxybisphenoxy Arsine, 3-iodo-2-propylbutylcar Mate, parahydroxybenzoic acid ester, sodium dehydroacetate, sorbic acid and the potassium and thiuram.

  Examples of plant growth-regulating active compounds include maleic hydrazide, chlormecat, etephone, gibberellin, mepicut chloride, thiazuron, inavenfide, paclobutrazol and uniconazole.

  When the agrochemical granule composition of the present invention contains another agrochemical active compound, the content of the other agrochemical active compound in the agrochemical granule composition of the present invention is usually about 2 to 40 percent by weight.

  The agrochemical granule composition of the present invention contains a smectite mineral and, if necessary, an extender other than the smectite mineral.

  Examples of the smectite mineral include saponite, hectorite, soconite, stevensite, nontronite, montmorillonite, and beidellite, and preferably montmorillonite. Specifically as montmorillonite, for example, bentonite Fuji, bentonite hotaka, bentonite Akagi, bentonite Myogi, super clay (all manufactured by Hojun Co.), Kunigel V1, Kunigel V2, Kunigel VA, Kunibond (all manufactured by Kunimine Industries), Kansai bentonite (manufactured by Kanesan Kogyo Co., Ltd.) can be mentioned.

  Examples of bulking agents other than smectite minerals include kaolin minerals such as kaolinite, dickerite, nacrite, and halosite, serpentine such as chrysotile, lizarite, anticorite, and amesite, pyrophyllite, talc, rholite, and baiyun. Mother, mica such as fengite, sericite, illite, silica such as cristobalite, quartz, hydrous magnesium silicate such as attapulgite, sepiolite, sulfate mineral such as gypsum, dolomite, gypsum, zeolite, zeolite, tuff, vermiculite, Mineral carriers such as laponite, pumice, diatomaceous earth, calcium carbonate; plant carriers such as corn cob flour, walnut shell flour, rice husk, wheat flour, wood flour, straw, bran, soybean flour; urea, lactose, sucrose, salt And water-soluble solid carriers such as mirabilite.

  In the pesticidal granule composition of the present invention, a bulking agent containing a smectite mineral is usually contained in an amount of about 40 to 98 percent by weight, preferably about 60 to 95 percent by weight, based on the pesticidal granule composition of the present invention. The proportion of the smectite mineral in the extender containing smectite mineral is usually 1 to 100 weight percent, preferably 1 to 75 weight percent, more preferably 5 to 50 weight percent.

The agrochemical granule composition of the present invention contains a water-soluble binder. Examples of such water-soluble binders include sodium carboxymethylcellulose, hydroxypropylmethylcellulose, methylcellulose, methylethylcellulose, hydroxypropylcellulose, sodium polyacrylate, tragacanth gum, polyvinylpyrrolidone, polyvinyl alcohol, pregelatinized starch, dextrin, alginic acid and sodium alginate. Is mentioned.
The water-soluble binder is usually contained in an amount of 1 to 10 percent by weight, preferably about 1 to 5 percent by weight, based on the agrochemical granule composition of the present invention.

  In addition to the present amide compound, the present plant disease control active compound, a bulking agent including a smectite mineral and a water-soluble binder, and optionally other agrochemical active compounds, the pesticidal granule composition of the present invention includes an interface. It can also contain formulation adjuvants such as activators, solvents, stabilizers, preservatives, colorants, and fragrances. The agrochemical granule composition of the present invention usually contains 0 to 5 percent by weight of such a formulation adjuvant.

  The agrochemical granule composition of the present invention comprises the present amide compound, the present plant disease control active compound, a bulking agent containing a smectite mineral and a water-soluble binder, and optionally other agrochemical active compounds, surfactants, solvents , A mixture containing stabilizers, preservatives, colorants and fragrances, knead by adding water, granulate the obtained kneaded product, dry the obtained granulated product, and if necessary, crush, sieve It is possible to manufacture by sizing and sizing. The amount of water used for kneading is usually 3 to 50 parts by weight with respect to 100 parts by weight of the mixture.

  When the kneaded product is extruded and granulated, it is usually performed using a screen of 0.5 to 2.0 mmφ, preferably 0.7 to 1.5 mmφ. The granulated product after extrusion granulation is usually dried at 30 to 90 ° C, preferably 30 to 80 ° C. The grain length of the agrochemical granule composition of the present invention after being dried is usually 0.5 to 6.0 mm, preferably 0.7 to 4.0 mm. In addition, the grain length in this invention means the maximum length which a grain can take.

  Examples of the kneader used when producing the agrochemical granule composition of the present invention include a kneader, a Nauter mixer, and a Redige mixer. As extrusion granulators, screw type extrusion granulators, roll type extrusion granulators, disk pelleter type extrusion granulators, pellet mill type extrusion granulators, basket type extrusion granulators, blade type extrusion granulation machines Machine, oscillating type extrusion granulator, gear type extrusion granulator, ring die type extrusion granulator, etc., specifically, Fuji Powdal Co., Ltd. Twin Dome Gran, Single Dome Gran etc. are used. be able to.

  The agrochemical granule composition of the present invention can be applied to a seedling box at the time of sowing rice in a seedling box or at the time of seedling of rice before germination after germination. The application amount may vary depending on the content of the present amide compound and the present plant disease controlling active compound, the size of the paddy rice seedling box, etc., for example, per paddy rice seedling box having a size of 30 cm × 60 cm, The total amount of the present amide compound and the present plant disease control active compound is about 0.05 to 4.0 g.

  Next, the present invention will be described in more detail with reference to production examples, test examples, and the like, but the present invention is not limited to only these examples.

Reference Production Example 1 Preparation of Powdered Pesticide Composition 1 70.0 parts by weight of 2′-cyano-3,4-dichloroisothiazole-5-carboxyanilide (generic name: isothianyl) and 30.0 parts by weight of wax (Katsumiyama Clay S, manufactured by Katsuyama Mining Co., Ltd.) is uniformly mixed, and all is pulverized by a centrifugal pulverizer, and the volume median diameter is 4.12 μm (Malverter MASTERSIZER2000) 2′-cyano-3,4. A powdery agricultural chemical composition (hereinafter referred to as powdered agricultural chemical composition 1) containing -dichloroisothiazole-5-carboxyanilide was obtained.

Reference Production Example 2 Preparation of Powdered Pesticide Composition 2 70.0 parts by weight of the present amide compound 16 (compound described in Compound No. 16 in the above [Table 1]) and 30.0 parts by weight of branstone (Katsu A powdery pesticide containing the present amide compound 16 having a volume median diameter of 4.55 μm (MASTERSizer 2000 manufactured by MALVERN), which is uniformly mixed and then pulverized in a centrifugal pulverizer. A composition (hereinafter referred to as powdered agricultural chemical composition 2) was obtained.

Reference Production Example 3 Preparation of Powdered Pesticide Composition 3 70.0 parts by weight of the present amide compound 9 (compound described in Compound No. 9 in [Table 1] above) and 30.0 parts by weight of branstone (Katsu A powdered pesticide containing the present amide compound 9 having a volume median diameter of 3.86 μm (MASTERVERSER MALVERN), which is uniformly mixed and then pulverized in a centrifugal crusher. A composition (hereinafter referred to as powdered agricultural chemical composition 3) was obtained.

Reference Production Example 4 Preparation of Powdered Pesticide Composition 4 70.0 parts by weight of the present amide compound 20 (compound described in Compound No. 20 in the above [Table 1]) and 30.0 parts by weight of branstone (Katsu A powdery pesticide containing the present amide compound 20 having a volume median diameter of 4.90 μm (MASTERVERSER MALVERN), which is uniformly mixed and then pulverized in a centrifugal pulverizer. A composition (hereinafter referred to as powdered agricultural chemical composition 4) was obtained.

Reference Production Example 5 Preparation of Powdered Pesticide Composition 5 70.0 parts by weight of clothianidin and 30.0 parts by weight of wax (Katsumiyama Clay S, manufactured by Katsumiyama Mining Co., Ltd.) are uniformly mixed and placed in a centrifugal grinder. Then, the whole amount is pulverized to obtain a powdery agricultural chemical composition containing clothianidin having a volume median diameter of 4.44 μm (hereinafter referred to as powdered agricultural chemical composition 5).

Reference Production Example 6 Preparation of Powdered Pesticide Composition 6 70.0 parts by weight of Frametopill and 30.0 parts by weight of a wax (Katsumiyama Clay S, manufactured by Katsumiyama Mining Co., Ltd.) are uniformly mixed and placed in a centrifugal grinder. Then, the whole amount is pulverized to obtain a powdery pesticide composition (hereinafter referred to as powdered pesticide composition 6) containing furametopil having a volume median diameter of 4.02 μm.

Production Example 1 Preparation of Pesticide Granule Composition 1 2.9 parts by weight of powdered pesticide composition 1 (2.0 parts by weight as an agrochemical active compound) and 2.9 parts by weight of powdered pesticide composition 2 (pesticide activity) 2.0 parts by weight as a compound), 5.0 parts by weight of pregelatinized starch (Amylox No. 1A, manufactured by Nippon Corn Starch), 10.0 parts by weight of calcium carbonate (SS # 80, manufactured by Nitto Flour Chemical), montmorillonite (bentonite) Hodaka, manufactured by Hojun Co., Ltd.) and a mixture of 10.0 parts by weight of wax (Katsumiyama Clay S, manufactured by Katsuyama Co., Ltd.) and 68.2 parts by weight of surfactant (polyoxyethylene tristyryl phenyl ether, Sorpol T- (20, manufactured by Toho Chemical Co., Ltd.) About 20 parts by weight of water containing 1.0 part by weight was added and kneaded. About 1.5 kg of the obtained kneaded product is put into a 0.9 mmφ basket-type extrusion granulator with a screen (HU-G type field granulator, Hata Seisakusho) and first granulated for 10 seconds. I drove the machine. After removing the granulated material obtained in 10 seconds, restart the operation of the granulator, obtain the granulated material obtained in 30 seconds, and dry the granulated material at 70 ° C. for 30 minutes. Agrochemical granule composition 1 was obtained.

Production Example 2 Preparation of Pesticide Granule Composition 2 2.9 parts by weight of powdered pesticide composition 1 (2.0 parts by weight as a pesticide active compound) and 2.9 parts by weight of powdered pesticide composition 3 (pesticide activity) 2.0 parts by weight as a compound), 5.0 parts by weight of pregelatinized starch (Amylox No. 1A, manufactured by Nippon Corn Starch), 10.0 parts by weight of calcium carbonate (SS # 80, manufactured by Nitto Flour Chemical), montmorillonite (bentonite) Hodaka, manufactured by Hojun Co., Ltd.) and a mixture of 10.0 parts by weight of wax (Katsumiyama Clay S, manufactured by Katsuyama Co., Ltd.) and 68.2 parts by weight of surfactant (polyoxyethylene tristyryl phenyl ether, Sorpol T- (20, manufactured by Toho Chemical Co., Ltd.) About 20 parts by weight of water containing 1.0 part by weight was added and kneaded. About 1.5 kg of the obtained kneaded product is put into a 0.9 mmφ basket-type extrusion granulator with a screen (HU-G type field granulator, Hata Seisakusho) and first granulated for 10 seconds. I drove the machine. After removing the granulated material obtained in 10 seconds, restart the operation of the granulator, obtain the granulated material obtained in 30 seconds, and dry the granulated material at 70 ° C. for 30 minutes. Agrochemical granule composition 2 was obtained.

Production Example 3 Preparation of Pesticide Granule Composition 3 2.9 parts by weight of powdered pesticide composition 1 (2.0 parts by weight as a pesticide active compound) and 1.5 parts by weight of powdered pesticide composition 4 (pesticide activity) 1.0 parts by weight as a compound), 5.0 parts by weight of pregelatinized starch (Amylox No. 1A, manufactured by Nippon Corn Starch), 10.0 parts by weight of calcium carbonate (SS # 80, manufactured by Nitto Flour Chemical), montmorillonite (bentonite) Hodaka, manufactured by Hojun Co., Ltd.) and a mixture of 10.0 parts by weight of wax (Katsumiyama Clay S, manufactured by Katsumiyama Mining) 69.6 parts by weight of surfactant (polyoxyethylene tristyryl phenyl ether, Sorpol T- (20, manufactured by Toho Chemical Co., Ltd.) About 20 parts by weight of water containing 1.0 part by weight was added and kneaded. About 1.5 kg of the obtained kneaded product is put into a 0.9 mmφ basket-type extrusion granulator with a screen (HU-G type field granulator, Hata Seisakusho) and first granulated for 10 seconds. I drove the machine. After removing the granulated material obtained in 10 seconds, restart the operation of the granulator, obtain the granulated material obtained in 30 seconds, and dry the granulated material at 70 ° C. for 30 minutes. Agrochemical granule composition 3 was obtained.

Production Example 4 Preparation of Pesticide Granule Composition 4 2.9 parts by weight of powdered pesticide composition 1 (2.0 parts by weight as a pesticide active compound) and 2.9 parts by weight of powdered pesticide composition 4 (pesticide activity) 2.0 parts by weight as a compound), 5.0 parts by weight of pregelatinized starch (Amylox No. 1A, manufactured by Nippon Corn Starch), 10.0 parts by weight of calcium carbonate (SS # 80, manufactured by Nitto Flour Chemical), montmorillonite (bentonite) Hodaka, manufactured by Hojun Co., Ltd.) and a mixture of 10.0 parts by weight of wax (Katsumiyama Clay S, manufactured by Katsuyama Co., Ltd.) and 68.2 parts by weight of surfactant (polyoxyethylene tristyryl phenyl ether, Sorpol T- (20, manufactured by Toho Chemical Co., Ltd.) About 20 parts by weight of water containing 1.0 part by weight was added and kneaded. About 1.5 kg of the obtained kneaded product is put into a 0.9 mmφ basket-type extrusion granulator with a screen (HU-G type field granulator, Hata Seisakusho) and first granulated for 10 seconds. I drove the machine. After removing the granulated material obtained in 10 seconds, restart the operation of the granulator, obtain the granulated material obtained in 30 seconds, and dry the granulated material at 70 ° C. for 30 minutes. The agrochemical granule composition 4 was obtained.

Production Example 5 Preparation of Pesticide Granule Composition 5 2.9 parts by weight of powdered pesticide composition 1 (2.0 parts by weight as an agrochemical active compound) and 2.9 parts by weight of powdered pesticide composition 4 (pesticide activity) 2.0 parts by weight as a compound), 2.2 parts by weight of powdered pesticide composition 5 (1.5 parts by weight as a pesticide active compound), pregelatinized starch (Amylox No. 1A, manufactured by Nippon Corn Starch) 5.0 weight Parts, 10.0 parts by weight of calcium carbonate (SS # 80, manufactured by Nitto Flour Chemical Co., Ltd.), 10.0 parts by weight of montmorillonite (Bentonite Hotaka, manufactured by Hojun Co., Ltd.) and wax (Katsumiyama Clay S, manufactured by Katsuyama Mine) About 20 parts by weight of water containing 1.0 part by weight of a surfactant (polyoxyethylene tristyryl phenyl ether, Sorpol T-20, manufactured by Toho Chemical Industry) is added to 66.0 parts by weight of the mixture and kneaded. . About 1.5 kg of the resulting kneaded material is put into a 0.9 mmφ screen-equipped basket-type extrusion granulator (HU-G type field granulator, Hata Seisakusho), and first the granulator for 10 seconds. To drive. After removing the granulated material obtained in 10 seconds, the operation of the granulator is restarted, the granulated material obtained in 30 seconds is obtained, the granulated material is dried at 70 ° C. for 30 minutes, Granule composition 5 is obtained.

Production Example 6 Preparation of Pesticide Granule Composition 6 2.9 parts by weight of powdered pesticide composition 1 (2.0 parts by weight as a pesticide active compound) and 2.9 parts by weight of powdered pesticide composition 4 (pesticide activity) 2.0 parts by weight as a compound), 5.8 parts by weight of powdered pesticide composition 6 (4.0 parts by weight as an agrochemical active compound), 5.0 parts by weight of pregelatinized starch (Amylox No. 1A, manufactured by Nippon Corn Starch) Parts, 10.0 parts by weight of calcium carbonate (SS # 80, manufactured by Nitto Flour Chemical Co., Ltd.), 10.0 parts by weight of montmorillonite (Bentonite Hotaka, manufactured by Hojun Co., Ltd.) and wax (Katsumiyama Clay S, manufactured by Katsuyama Mine) About 20 parts by weight of water containing 1.0 part by weight of a surfactant (polyoxyethylene tristyryl phenyl ether, Sorpol T-20, manufactured by Toho Chemical Industry) is added to 62.4 parts by weight of the mixture and kneaded. . About 1.5 kg of the resulting kneaded material is put into a 0.9 mmφ screen-equipped basket-type extrusion granulator (HU-G type field granulator, Hata Seisakusho), and first the granulator for 10 seconds. To drive. After removing the granulated material obtained in 10 seconds, the operation of the granulator is restarted, the granulated material obtained in 30 seconds is obtained, the granulated material is dried at 70 ° C. for 30 minutes, Granule composition 6 is obtained.

Production Example 7 Preparation of Pesticide Granule Composition 7 2.9 parts by weight of powdered pesticide composition 1 (2.0 parts by weight as a pesticide active compound) and 2.9 parts by weight of powdered pesticide composition 4 (pesticide activity) 2.0 parts by weight as a compound), 2.2 parts by weight of powdered pesticide composition 5 (4.0 parts by weight as a pesticide active compound), and 5.8 parts by weight of powdered pesticide composition 6 (as a pesticide active compound) 4.0 parts by weight), pregelatinized starch (Amylox No. 1A, manufactured by Nippon Corn Starch) 5.0 parts by weight, calcium carbonate (SS # 80, manufactured by Nitto Flour Chemical Industries) 10.0 parts by weight, montmorillonite (bentonite hotaka, In a mixture of 10.0 parts by weight of Hojun Co., Ltd. and 60.2 parts by weight of wax (Katsumiyama Clay S, Katsuyama Mining Co., Ltd.), a surfactant (polyoxyethylene tristyryl phenyl ether, Sorpol T-20, Toho Chemical Industries) 1.0 parts by weight Add about 20 parts by weight of water and knead. About 1.5 kg of the resulting kneaded material is put into a 0.9 mmφ screen-equipped basket-type extrusion granulator (HU-G type field granulator, Hata Seisakusho), and first the granulator for 10 seconds. To drive. After removing the granulated material obtained in 10 seconds, the operation of the granulator is restarted, the granulated material obtained in 30 seconds is obtained, the granulated material is dried at 70 ° C. for 30 minutes, Granule composition 7 is obtained.

Reference Example 1 Preparation of Control Pesticide Granule Composition 1 2.9 parts by weight of powdered pesticide composition 1 (2.0 parts by weight as an agrochemical active compound) and 2.9 parts by weight of powdered pesticide composition 2 (pesticide) 2.0 parts by weight as an active compound), 5.0 parts by weight of pregelatinized starch (Amylox No. 1A, manufactured by Nippon Corn Starch), 10.0 parts by weight of calcium carbonate (SS # 80, manufactured by Nitto Flour Chemical) and wax (Katsumiyama clay S, manufactured by Katsuyama Mining Co., Ltd.) 78.2 parts by weight of a mixture containing 1.0 part by weight of a surfactant (polyoxyethylene tristyryl phenyl ether, Sorpol T-20, manufactured by Toho Chemical Co., Ltd.) About 20 parts by weight of water to be added was added and kneaded. About 1.5 kg of the obtained kneaded product is put into a 0.9 mmφ basket-type extrusion granulator with a screen (HU-G type field granulator, Hata Seisakusho) and first granulated for 10 seconds. I drove the machine. After removing the granulated material obtained in 10 seconds, restart the operation of the granulator, obtain the granulated material obtained in 30 seconds, and dry the granulated material at 70 ° C. for 30 minutes. A control agrochemical granule composition 1 was obtained.

Reference Example 2 Preparation of Control Pesticide Granule Composition 2 2.9 parts by weight of powdered pesticide composition 1 (2.0 parts by weight as an agrochemical active compound) and 2.9 parts by weight of powdered pesticide composition 3 (pesticide) 2.0 parts by weight as an active compound), 5.0 parts by weight of pregelatinized starch (Amylox No. 1A, manufactured by Nippon Corn Starch), 10.0 parts by weight of calcium carbonate (SS # 80, manufactured by Nitto Flour Chemical) and wax (Katsumiyama clay S, manufactured by Katsuyama Mining Co., Ltd.) 78.2 parts by weight of a mixture containing 1.0 part by weight of a surfactant (polyoxyethylene tristyryl phenyl ether, Sorpol T-20, manufactured by Toho Chemical Co., Ltd.) About 20 parts by weight of water to be added was added and kneaded. About 1.5 kg of the obtained kneaded product is put into a 0.9 mmφ basket-type extrusion granulator with a screen (HU-G type field granulator, Hata Seisakusho) and first granulated for 10 seconds. I drove the machine. After removing the granulated material obtained in 10 seconds, restart the operation of the granulator, obtain the granulated material obtained in 30 seconds, and dry the granulated material at 70 ° C. for 30 minutes. A control agrochemical granule composition 2 was obtained.

Reference Example 3 Preparation of Control Pesticide Granule Composition 3 2.9 parts by weight of powdered pesticide composition 1 (2.0 parts by weight as an agrochemical active compound) and 1.5 parts by weight of powdered pesticide composition 4 (pesticide) 1.0 parts by weight as an active compound), 5.0 parts by weight of pregelatinized starch (Amylox No. 1A, manufactured by Nippon Corn Starch), 10.0 parts by weight of calcium carbonate (SS # 80, manufactured by Nitto Flour Chemical) and wax (Katsumiyama clay S, manufactured by Katsuyama Mining Co., Ltd.) 79.6 parts by weight of a mixture containing 1.0 part by weight of a surfactant (polyoxyethylene tristyryl phenyl ether, Sorpol T-20, manufactured by Toho Chemical Co., Ltd.) About 20 parts by weight of water to be added was added and kneaded. About 1.5 kg of the obtained kneaded product is put into a 0.9 mmφ basket-type extrusion granulator with a screen (HU-G type field granulator, Hata Seisakusho) and first granulated for 10 seconds. I drove the machine. After removing the granulated material obtained in 10 seconds, restart the operation of the granulator, obtain the granulated material obtained in 30 seconds, and dry the granulated material at 70 ° C. for 30 minutes. A control agrochemical granule composition 3 was obtained.

Reference Example 4 Preparation of Control Pesticide Granule Composition 4 2.9 parts by weight of powdered pesticide composition 1 (2.0 parts by weight as an agrochemical active compound) and 2.9 parts by weight of powdered pesticide composition 4 (pesticide) 2.0 parts by weight as an active compound), 5.0 parts by weight of pregelatinized starch (Amylox No. 1A, manufactured by Nippon Corn Starch), 10.0 parts by weight of calcium carbonate (SS # 80, manufactured by Nitto Flour Chemical) and wax (Katsumiyama clay S, manufactured by Katsuyama Mining Co., Ltd.) 78.2 parts by weight of a mixture containing 1.0 part by weight of a surfactant (polyoxyethylene tristyryl phenyl ether, Sorpol T-20, manufactured by Toho Chemical Co., Ltd.) About 20 parts by weight of water to be added was added and kneaded. About 1.5 kg of the obtained kneaded product is put into a 0.9 mmφ basket-type extrusion granulator with a screen (HU-G type field granulator, Hata Seisakusho) and first granulated for 10 seconds. I drove the machine. After removing the granulated material obtained in 10 seconds, restart the operation of the granulator, obtain the granulated material obtained in 30 seconds, and dry the granulated material at 70 ° C. for 30 minutes. A control agrochemical granule composition 4 was obtained.

《生育状況の判定基準》
[評価] 生育率
−− ： ９８％以上
− ： ９５％以上９８％未満
＋ ： ９２％以上９５％未満
＋＋ ： ８９％以上９２％未満
＋＋＋ ： ８５％以上８８％未満
＋＋＋＋ ： ８５％未満

その結果を、〔表２〕に示す。 Test Example 1 Growth test on rice by pre-soiling treatment at the time of sowing of paddy rice Before the sowing of paddy rice seedling box (30 cm x 60 cm), the test grain composition was treated at a rate of 100 g / nursing box, : Hinohikari) was sown. After germination for 3 days with a seedling device (30 ° C. all day), the plants were moved outdoors to raise seedlings, and the plant height of rice (treated section) was measured one week after sowing. On the other hand, the plant height of rice (non-treated area) that was sown and raised in the same manner as described above was measured except that the granule composition was not treated (two-running system). The growth rate (%) was calculated by comparing the plant height of the treated group with the plant height of the untreated group according to the following formula (A), and the growth status was evaluated according to the following criteria.

<< Growth criteria >>
[Evaluation] Growth rate-: 98% or more
−: 95% or more and less than 98%
+: 92% or more and less than 95% ++: 89% or more and less than 92% ++++: 85% or more and less than 88% +++++: Less than 85%

The results are shown in [Table 2].

Claims (11)

Formula (I)

[Where,
R ¹ represents a halogen atom or a C1-C4 haloalkyl group,
R ² represents a hydrogen atom, a halogen atom or a C1-C4 alkyl group,
R ³ represents a hydrogen atom, a cyano group, a halogen atom or a C1-C4 alkyl group,
R ⁴ represents a hydrogen atom or a C1-C4 alkyl group,
R ⁵ is a C1-C4 alkyl group, a C3-C7 cycloalkyl group, a (C3-C7 cycloalkyl) C1-C4 alkyl group, a (C1-C4 alkoxy) carbonyl group, a (C1-C4 alkoxy) carbonylamino group, { (C1-C4 alkoxy) carbonyl} (C1-C4 alkyl) amino group,
R ⁶ represents a halogen atom. ]
A compound represented by
One or more plant disease control active compounds selected from the group consisting of thiazinyl, isotianil, probenazole and acibenzoral-S-methyl;
A bulking agent containing a smectite mineral;
An agrochemical granule composition containing a water-soluble binder.   The agrochemical granule composition according to claim 1, wherein the content of the plant disease control active compound is 100 to 5000 parts by weight with respect to 100 parts by weight of the compound represented by the formula (I).   The agrochemical granule composition according to claim 1 or 2, wherein the content ratio of the compound represented by formula (I) and the plant disease control active compound in the agrochemical granule composition is 1 to 30 percent by weight.   The content ratio of the extender containing a smectite mineral in an agrochemical granule composition is 40 to 98 weight percent, The agrochemical granule composition as described in any one of Claims 1-3.   The agrochemical granule composition according to any one of claims 1 to 4, wherein the content of the water-soluble binder in the agrochemical granule composition is 1 to 10 percent by weight.   The agrochemical granule composition according to any one of claims 1 to 5, wherein the plant disease controlling active compound is isotianil.   Furthermore, the agrochemical granule composition as described in any one of Claims 1-6 containing a neonicotinoid compound.   The agrochemical granule composition according to claim 7, wherein the neonicotinoid compound is clothianidin.   The bulking agent containing a smectite mineral is a bulking agent component containing a smectite mineral and calcium carbonate, The agrochemical granule composition as described in any one of Claims 1-8.   The agrochemical granule composition according to any one of claims 1 to 9, wherein the smectite mineral is bentonite.   The agrochemical granule composition according to any one of claims 1 to 10, wherein the water-soluble binder is pregelatinized starch.