JPH11302109A - Composition of plant disease injury controlling agent - Google Patents
Composition of plant disease injury controlling agentInfo
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- JPH11302109A JPH11302109A JP11558298A JP11558298A JPH11302109A JP H11302109 A JPH11302109 A JP H11302109A JP 11558298 A JP11558298 A JP 11558298A JP 11558298 A JP11558298 A JP 11558298A JP H11302109 A JPH11302109 A JP H11302109A
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Abstract
Description
【０００１】[0001]
【発明の属する技術分野】本発明は、少なくとも２種の
有効成分を有し、病害の感染に対して相乗的に増強され
た効果を有する植物保護組成物である。更に詳しくは、
有効成分の一方が植物病害防除作用を示す置換チオフェ
ン誘導体であり、他方がアシルアラニン系化合物、ジメ
トモルフ、シモキサニルおよびアリエッティーから選ば
れる化合物のうちの少なくとも一つを含有する組成物に
関する。FIELD OF THE INVENTION The present invention relates to a plant protection composition having at least two active ingredients and having a synergistically enhanced effect on disease infection. More specifically,
One of the active ingredients is a substituted thiophene derivative exhibiting a plant disease controlling action, and the other relates to a composition containing at least one compound selected from an acylalanine-based compound, dimethomorph, simoxanil and arieti.
【０００２】[0002]
【従来の技術】従来より植物病害を防除する目的で、数
多くの薬剤が実用に供されている。すなわち、特開平９
−２３５２８２号公報（欧州特許公開第７３７６８２号
公報）には、成分Ｉ（化３）2. Description of the Related Art Conventionally, many chemicals have been put to practical use for controlling plant diseases. That is, JP-A-9
JP-A-235282 (European Patent Publication No. 737,682) discloses component I (Chemical Formula 3).
【０００３】[0003]
【化３】 ［式中、Ｑは水素原子、メチル基、トリフルオロメチル
基、フッ素原子、塩素原子、臭素原子、ヨウ素原子、メ
トキシ基、メチルチオ基、メチルスルホキシ基、メチル
スルホニル基、シアノ基、アセチル基、ニトロ基、アル
コキシカルボニル基またはアミノ基を示し、Ｒは炭素数
１〜１２の直鎖または分岐のアルキル基、炭素数１〜１
２の直鎖または分岐のハロゲノアルキル基、炭素数２〜
１０の直鎖または分岐のアルケニル基、炭素数２〜１０
の直鎖または分岐のハロゲノアルケニル基、炭素数２〜
１０のアルキルチオアルキル基、炭素数２〜１０のアル
キルオキシアルキル基、炭素数３〜１０のシクロアルキ
ル基、炭素数３〜１０のハロゲノ置換シクロアルキル
基、または１〜３個の置換基により置換されていてもよ
いフェニル基であり、該フェニル基の置換基は水素原
子、炭素数１〜４のアルキル基、炭素数２〜４のアルケ
ニル基、炭素数２〜４のアルキニル基、炭素数３〜６の
シクロアルキル基、炭素数１〜４のアルコキシ基、炭素
数１〜４のハロゲノアルコキシ基、炭素数１〜４のアル
キルチオ基、炭素数１〜４のアルキルスルホキシ基、炭
素数１〜４のアルキルスルホニル基、ハロゲン原子、シ
アノ基、炭素数２〜４のアシル基、炭素数２〜４のアル
コキシカルボニル基、アミノ基、または炭素数１〜３の
アルキル基で置換されたアミノ基であり、Ｒと−ＮＨＣ
ＯＡｒは互いに隣り合っており、Ａｒは以下の（Ａ１）
から（Ａ８）（化４）Embedded image Wherein Q is a hydrogen atom, a methyl group, a trifluoromethyl group, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a methoxy group, a methylthio group, a methylsulfoxy group, a methylsulfonyl group, a cyano group, an acetyl group, R represents a linear or branched alkyl group having 1 to 12 carbon atoms, a nitro group, an alkoxycarbonyl group or an amino group;
2 straight-chain or branched halogenoalkyl groups, having 2 to 2 carbon atoms
10 linear or branched alkenyl groups, having 2 to 10 carbon atoms
A straight-chain or branched halogenoalkenyl group having 2 to 2 carbon atoms
Substituted by an alkylthioalkyl group having 10 carbon atoms, an alkyloxyalkyl group having 2 to 10 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, a halogeno-substituted cycloalkyl group having 3 to 10 carbon atoms, or 1 to 3 substituents A substituent of the phenyl group is a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, an alkenyl group having 2 to 4 carbon atoms, an alkynyl group having 2 to 4 carbon atoms, 6 cycloalkyl group, C 1-4 alkoxy group, C 1-4 halogenoalkoxy group, C 1-4 alkylthio group, C 1-4 alkyl sulfoxy group, C 1-4 Substituted with an alkylsulfonyl group, a halogen atom, a cyano group, an acyl group having 2 to 4 carbon atoms, an alkoxycarbonyl group having 2 to 4 carbon atoms, an amino group, or an alkyl group having 1 to 3 carbon atoms. An amino radical, R and -NHC
The OArs are adjacent to each other, and Ar is the following (A1)
To (A8)
【０００４】[0004]
【化４】 （式中、Ｒ1はトリフルオロメチル基、ジフルオロメチ
ル基、メチル基、エチル基、塩素原子、臭素原子または
ヨウ素原子であり、Ｒ2は水素原子、メチル基、トリフ
ルオロメチル基またはアミノ基であり、Ｒ3は炭素数１
〜４のアルキル基であり、ｎは０〜２の整数である）で
表される基である］で表される置換チオフェン誘導体が
種々の病害に対して殺菌効果を有することが知られてい
る。この化合物は、灰色かび病、うどんこ病を含む種々
の病害の感染に対して予防的および治療的な防除効果を
示すが、低濃度において、疫病、べと病等の病害に対す
る効果が劣るという弱点を有する。Embedded image (Wherein, R 1 is a trifluoromethyl group, a difluoromethyl group, a methyl group, an ethyl group, a chlorine atom, a bromine atom or an iodine atom, and R 2 is a hydrogen atom, a methyl group, a trifluoromethyl group or an amino group, R3 has 1 carbon atom
And n is an integer of 0 to 2).] It is known that the substituted thiophene derivative represented by the formula (1) has a bactericidal effect against various diseases. . This compound shows a prophylactic and therapeutic control effect against infections of various diseases including gray mold and powdery mildew, but has a low effect on diseases such as plague and downy mildew at low concentrations. Has weaknesses.
【０００５】一方、成分ＩＩはアシルアラニン系化合
物、ジメトモルフ、シモキサニルおよびアリエッティー
から選ばれる公知の化合物であり、一般名[“商品名
（英名）”、頁]で示し、頁とは、[ザ ペスチサイド
マニュアル（Ｔｈｅ Ｐｅｓｔｉｃｉｄｅ Ｍａｎｕａ
ｌ）、第１１版、Ｔｈｅ Ｂｒｉｔｉｓｈ Ｃｒｏｐ
Ｐｒｏｔｅｃｔｉｏｎ Ｃｏｕｎｃｉｌ、１９９７年］
の記載頁を示す。 １．メタラキシル[“リドミル（Ｒｉｄｏｍｉｌ）”、
第７９２−７９４頁] ２．ベナラキシル[“ガルベン（Ｇａｌｂｅｎ）”、第
８７−８８頁] ３．フララキシル[“フォンガリド（Ｆｏｎｇａｒｉ
ｄ）”、第６３４−６３５頁] ４．オフラセ [“ミルフラン（Ｍｉｌｆｕｒａ
ｎ）”、第８９３−８９５頁] ５．オキサジキシル[“サンドファン（Ｓａｎｄｏｆａ
ｎ）”、第９０７−９０９頁] ６．ジメトモルフ[“アクロバット（Ａｃｒｏｂａ
ｔ）”、第４１６−４１８頁] ７．シモキサニル[“カーゼート（Ｃｕｒｚａｔ
ｅ）”、第３０４−３０５頁] ８．フォセチルーアルミニウム[“アリエッティー（Ａ
ｌｉｅｔｔｅ）”、第６２９−６３０頁]On the other hand, component II is a known compound selected from acylalanine compounds, dimethomorph, simoxanil, and arietity, and has a general name [“trade name (English name)”, page].
Manual (The Pesticide Manua)
l), eleventh edition, The British Crop
Protection Council, 1997]
Is shown. 1. Metalaxyl [“Ridomil”,
792-794] 2. 2. Benalaxyl ["Galben", pp. 87-88] Flaralxil [“Fongarid
d) ", pp. 634-635] 4. Ophrase [" Milfura "
n) ", pp. 893-895] 5. Oxazixyl [" Sandofa "
n) ", pp. 907-909] 6. Dimethomorph [" Acroba
t) ", pp. 416-418] 7. Simoxanil [" Curzat "
e) ", pp. 304-305] 8. Fosetyl-aluminum [" Arrietty (A
liette) ", pp. 629-630].
【０００６】これらは、疫病、べと病、Ｐｙｔｈｉｕｍ
菌等の藻菌類に属する比較的狭い病原菌に対して予防的
および治療的に効果を示す。また、浸透性効果を示す点
でも優れているが、近年、特にアシルアラニン系の薬剤
で耐性菌の発生が問題になっている。耐性菌の発生は、
結果的に薬量を高め、環境への負荷も大いため、その対
策として、予防的剤との混合剤として使用されたり、薬
剤自身の使用回数の制限も行われているが、本薬剤の使
用量の削減も望まれている。[0006] These include plague, downy mildew, Pythium.
It is prophylactically and therapeutically effective against relatively narrow pathogenic bacteria belonging to algae such as fungi. In addition, although it is excellent in that it exhibits a osmotic effect, in recent years, the generation of resistant bacteria has become a problem particularly with acylalanine-based drugs. The emergence of resistant bacteria
As a result, the amount of the drug is increased and the burden on the environment is great, and as a countermeasure, it is used as a mixture with prophylactic agents and the number of times the drug itself is used is limited. Reduction in volume is also desired.
【０００７】[0007]
【発明が解決しようとする課題】従って、本発明は、成
分Ｉのチオフェン誘導体の一つと成分ＩＩのアシルアラ
ニン系化合物、ジメトモルフ、シモキサニルおよびアリ
エッティーのうちの一つとの少なくとも二種の有効成分
を含有し、相乗的に増強された作用を有する植物病害防
除剤組成物を提供することを目的とする。Accordingly, the present invention comprises at least two active ingredients, one of the thiophene derivatives of component I and one of the acylalanine compounds of component II, dimethomorph, simoxanil and arieti. It is another object of the present invention to provide a plant disease controlling composition having a synergistically enhanced action.
【０００８】[0008]
【課題を解決するための手段】本発明者等は上記課題を
解決するため種々検討した結果、驚くべきことに、成分
ＩＩのアシルアラニン系化合物、ジメトモルフ、シモキ
サニルおよびアリエッティーのうちのすくなくとも一つ
の成分と成分Ｉのチオフェン誘導体の一つとを混合した
組成物が、広範囲の植物病害、特に疫病、べと病等の病
害の感染に対して増強された相乗効果を示し、従って前
記課題の解決にかなうものであることを見出し、本発明
を完成した。The present inventors have made various investigations to solve the above-mentioned problems, and as a result, surprisingly, at least one of the acylalanine compounds of component II, dimethomorph, simoxanil and arieti was obtained. And one of the thiophene derivatives of component I show an enhanced synergistic effect on the infection of a wide range of plant diseases, in particular diseases such as plague, downy mildew and the like, thus meeting the task. Thus, the present invention has been completed.
【０００９】即ち本発明は、少なくとも２種の有効成分
を有し、病害の感染に対して相乗効果を有する植物保護
組成物であり、成分Ｉは（化５）[0009] That is, the present invention is a plant protection composition having at least two kinds of active ingredients and having a synergistic effect against disease infection.
【００１０】[0010]
【化５】 ［式中、Ｑは水素原子、メチル基、トリフルオロメチル
基、フッ素原子、塩素原子、臭素原子、ヨウ素原子、メ
トキシ基、メチルチオ基、メチルスルホキシ基、メチル
スルホニル基、シアノ基、アセチル基、ニトロ基、アル
コキシカルボニル基またはアミノ基を示し、Ｒは炭素数
１〜１２の直鎖または分岐のアルキル基、炭素数１〜１
２の直鎖または分岐のハロゲノアルキル基、炭素数２〜
１０の直鎖または分岐のアルケニル基、炭素数２〜１０
の直鎖または分岐のハロゲノアルケニル基、炭素数２〜
１０のアルキルチオアルキル基、炭素数２〜１０のアル
キルオキシアルキル基、炭素数１〜４のアルキル基で置
換していてもよい炭素数３〜１０のシクロアルキル基、
炭素数１〜４のアルキル基で置換していてもよい炭素数
３〜１０のハロゲノ置換シクロアルキル基、または１〜
３個の置換基により置換されていてもよいフェニル基で
あり、該フェニル基の置換基は水素原子、炭素数１〜４
のアルキル基、炭素数２〜４のアルケニル基、炭素数２
〜４のアルキニル基、炭素数３〜６のシクロアルキル
基、炭素数１〜４のアルコキシ基、炭素数１〜４のハロ
ゲノアルコキシ基、炭素数１〜４のアルキルチオ基、炭
素数１〜４のアルキルスルホキシ基、炭素数１〜４のア
ルキルスルホニル基、ハロゲン原子、シアノ基、炭素数
２〜４のアシル基、炭素数２〜４のアルコキシカルボニ
ル基、アミノ基、または炭素数１〜３のアルキル基で置
換されたアミノ基であり、Ｒと−ＮＨＣＯＡｒは互いに
隣り合っており、Ａｒは以下の（Ａ１）から（Ａ８）
（化６）Embedded image Wherein Q is a hydrogen atom, a methyl group, a trifluoromethyl group, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a methoxy group, a methylthio group, a methylsulfoxy group, a methylsulfonyl group, a cyano group, an acetyl group, R represents a linear or branched alkyl group having 1 to 12 carbon atoms, a nitro group, an alkoxycarbonyl group or an amino group;
2 straight-chain or branched halogenoalkyl groups, having 2 to 2 carbon atoms
10 linear or branched alkenyl groups, having 2 to 10 carbon atoms
A straight-chain or branched halogenoalkenyl group having 2 to 2 carbon atoms
An alkylthioalkyl group having 10 carbon atoms, an alkyloxyalkyl group having 2 to 10 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms which may be substituted with an alkyl group having 1 to 4 carbon atoms,
A halogeno-substituted cycloalkyl group having 3 to 10 carbon atoms which may be substituted with an alkyl group having 1 to 4 carbon atoms, or 1 to 3
A phenyl group which may be substituted by three substituents, wherein the substituent of the phenyl group is a hydrogen atom, having 1 to 4 carbon atoms;
Alkyl group, alkenyl group having 2 to 4 carbon atoms, 2 carbon atoms
Alkynyl group of 4 to 4, cycloalkyl group of 3 to 6 carbon atoms, alkoxy group of 1 to 4 carbon atoms, halogenoalkoxy group of 1 to 4 carbon atoms, alkylthio group of 1 to 4 carbon atoms, 1 to 4 carbon atoms Alkylsulfoxy group, alkylsulfonyl group having 1 to 4 carbon atoms, halogen atom, cyano group, acyl group having 2 to 4 carbon atoms, alkoxycarbonyl group having 2 to 4 carbon atoms, amino group, or 1 to 3 carbon atoms An amino group substituted with an alkyl group, R and -NHCOAr are adjacent to each other, and Ar is represented by the following (A1) to (A8)
(Formula 6)
【００１１】[0011]
【化６】 （式中、Ｒ1 はトリフルオロメチル基、ジフルオロメチ
ル基、メチル基、エチル基、塩素原子、臭素原子または
ヨウ素原子であり、Ｒ2 は水素原子、メチル基、トリフ
ルオロメチル基またはアミノ基であり、ｎは０〜２の整
数である）で表される基である］で表される置換チオフ
ェン誘導体であり、成分ＩＩはアシルアラニン系化合
物、ジメトモルフ、シモキサニルおよびアリエッティー
のうちの少なくとも一つを含有する組成物に関する。Embedded image (Wherein, R1 is a trifluoromethyl group, a difluoromethyl group, a methyl group, an ethyl group, a chlorine atom, a bromine atom or an iodine atom, and R2 is a hydrogen atom, a methyl group, a trifluoromethyl group or an amino group, n is an integer of 0 to 2)], and the component II contains at least one of an acylalanine-based compound, dimethomorph, simoxanil, and ariety Composition.
【００１２】本発明組成物を使用することにより、慣用
の方法に比べて予期しない少量の有効成分量で、効果的
に病害を防除できる。また、本剤は、疫病、べと病に対
する相乗効果のほか、灰色かび病、うどんこ病等に対す
る効果も示す点は、大きな特徴である。By using the composition of the present invention, disease can be effectively controlled with an unexpectedly small amount of the active ingredient as compared with a conventional method. In addition to the synergistic effect on plague and downy mildew, the drug also has an effect on gray mold and powdery mildew.
【００１３】[0013]
【発明の実施の形態】本発明の成分Ｉで表される化合物
のうち、好ましいものは、Ａｒが（Ａ１）で、Ｒ1 がＣ
Ｆ3 またはＭｅ基であり、Ｒ2 がＭｅ基；Ａｒが（Ａ
２）で、Ｒ1 がＣＦ3 またはＣＨＦ2 基；Ａｒが（Ａ
３）で、Ｒ1 はＭｅ基であり、Ｒ2 は水素原子またはＭ
ｅ基；Ａｒが（Ａ４）で、Ｒ1 はＭｅ基であり、ｎは０
〜１；Ａｒが（Ａ５）であり、Ｒ1 は塩素原子；Ａｒが
（Ａ６）または（Ａ７）；Ａｒが（Ａ８）で、Ｒ1 がＭ
ｅ基であり、Ｒが炭素数４〜８の直鎖または分岐のアル
キル基、または炭素数１〜４のアルキル基で置換してい
てもよい炭素数４〜８のシクロアルキル基で表される化
合物である。特に好ましいものは、Ａｒが（Ａ１）で、
Ｒ1 がＣＦ3 またはＭｅ基であり、Ｒ2 がＭｅ基；Ａｒ
が（Ａ２）であり、Ｒ1 がＣＦ3 またはＣＨＦ2 基であ
り、Ｒ3 が水素原子であり、Ｒが炭素数４〜８の直鎖ま
たは分岐のアルキル基、または炭素数１〜４のアルキル
基で置換してもよい炭素数４〜８のシクロアルキル基で
表される化合物である。BEST MODE FOR CARRYING OUT THE INVENTION Among the compounds represented by Component I of the present invention, preferred are those wherein Ar is (A1) and R1 is C
F3 or Me, R2 is Me; Ar is (A
2) wherein R 1 is a CF 3 or CHF 2 group; Ar is (A
In 3), R1 is a Me group, and R2 is a hydrogen atom or M
e group; Ar is (A4), R1 is Me group, and n is 0
Ar is (A5), R1 is a chlorine atom; Ar is (A6) or (A7); Ar is (A8), and R1 is M
e is a group, and R is represented by a linear or branched alkyl group having 4 to 8 carbon atoms, or a cycloalkyl group having 4 to 8 carbon atoms which may be substituted with an alkyl group having 1 to 4 carbon atoms. Compound. Particularly preferred are those wherein Ar is (A1)
R1 is a CF 3 or Me group; R2 is a Me group; Ar
A There (A2), R1 is CF 3 or CHF 2 group, R3 is a hydrogen atom, R is a linear or branched alkyl group having 4-8 carbon atoms or an alkyl group having 1 to 4 carbon atoms, And a compound represented by a cycloalkyl group having 4 to 8 carbon atoms which may be substituted.
【００１４】以下に、成分Ｉで表される化合物の具体例
の幾つかを示す。 化合物番号１： Ｎ−｛２−（１，３−ジメチルブチ
ル）−３−チエニル｝−２，４−ジメチルチアゾール−
５−カルボン酸アミド[Ｒが１，３−ジメチルブチル基
であり、ＡｒがＡ１（Ｒ１＝Ｍｅ，Ｒ２＝Ｍｅ）の場
合] 化合物番号２： Ｎ−｛２−（１，３−ジメチルブチ
ル）−３−チエニル｝−３−トリフルオロメチル−１−
メチルピラゾール−４−カルボン酸アミド[Ｒが１，３
−ジメチルブチル基であり、ＡｒがＡ２（Ｒ１＝Ｃ
Ｆ3）の場合] 化合物番号３： Ｎ−｛２−（１，３−ジメチルブチ
ル）−３−チエニル｝−２−メチルフラン−３−カルボ
ン酸アミド[Ｒが１，３−ジメチルブチル基であり、Ａ
ｒがＡ３（Ｒ１＝Ｍｅ，Ｒ２＝Ｈ）の場合] 化合物番号４： Ｎ−｛２−（１，３−ジメチルブチ
ル）−３−チエニル｝−３−メチルチオフェン−２−カ
ルボン酸アミド[Ｒが１，３−ジメチルブチル基であ
り、ＡｒがＡ４（Ｒ１＝Ｍｅ，ｎ＝０）の場合] 化合物番号５： Ｎ−｛２−（１，３−ジメチルブチ
ル）−３−チエニル｝−２−クロロニコチン酸アミド
[Ｒが１，３−ジメチルブチル基であり、ＡｒがＡ６の
場合]The following are some specific examples of the compound represented by the component I. Compound No. 1: N- {2- (1,3-dimethylbutyl) -3-thienyl} -2,4-dimethylthiazole-
5-Carboxamide [when R is a 1,3-dimethylbutyl group and Ar is A1 (R1 = Me, R2 = Me)] Compound No. 2: N- {2- (1,3-dimethylbutyl) -3-thienyl} -3-trifluoromethyl-1-
Methylpyrazole-4-carboxylic acid amide [R is 1,3
A dimethylbutyl group, and Ar is A2 (R1 = C
F 3 )] Compound No. 3: N- {2- (1,3-dimethylbutyl) -3-thienyl} -2-methylfuran-3-carboxylic acid amide [R is a 1,3-dimethylbutyl group Yes, A
When r is A3 (R1 = Me, R2 = H)] Compound No. 4: N- {2- (1,3-dimethylbutyl) -3-thienyl} -3-methylthiophen-2-carboxylic acid amide [R Is a 1,3-dimethylbutyl group and Ar is A4 (R1 = Me, n = 0)] Compound No. 5: N- {2- (1,3-dimethylbutyl) -3-thienyl} -2 -Chloronicotinamide
[When R is a 1,3-dimethylbutyl group and Ar is A6]
【００１５】本発明の組成物は、下記の種類の植物病害
に対して有効である：イネのいもち病(Pyricularia ory
zae)、紋枯病(Rhizoctonia solani)、ごま葉枯病(Cochl
iobolus miyabeanus)、馬鹿苗病(Gibberella fujikuro
i)；ムギ類のうどんこ病(Erysiphe graminis f.sp.hord
ei; f.sp.tritici)、さび病(Puccinia striiformis; P.
graminis; P.recondita; P.hordei)、斑葉病(Pyrenoph
ora graminea)、網斑病(Pyrenophora teres)、赤かび病
(Gibberella zeae)、雪腐病(Typhula sp.; Micronectri
ella nivalis)、裸黒穂病(Ustilago tritici; U.nud
a)、なまぐさ黒穂病(Tilletia caries)、眼紋病(Pseudo
cercosporella herpotrichoides)、株腐病(Rhizoctonia
cerealis)、雲形病(Rhynchosporium secalis)、葉枯病
(Septoria tritici)、ふ枯病(Leptosphaeria nodoru
m)；インゲン、キュウリ、トマト、イチゴ、ブドウ、ジ
ャガイモ、ダイズ、キャベツ、ナス、レタス等の灰色か
び病(Botrytis cinerea)；ブドウのべと病(Plasmopora
viticola)、さび病(Phakopsora ampelopsidis)、うどん
こ病(Uncinula necator)、黒とう病(Elsinoe ampelin
a)、晩腐病(Glomerella cingulata)；リンゴのうどんこ
病(Podosphaera leucotricha)、黒星病(Venturia inaeq
ualis)、斑点落葉病(Alternaria mali)、赤星病(Gymnos
porangium yamadae)、モニリア病(Sclerotinia mali)、
腐らん病(Valsa mali)；ナシの黒斑病(Alternaria kiku
chiana)、黒星病(Venturia nashicola)、赤星病(Gymnos
porangium haraeanum)、輪紋病(Physalospora piricol
a)；モモの灰星病(Sclerotinia cinerea)、黒星病(Clad
osporium carpophilum)、フォモプシス腐敗病(Phomopsi
s sp.)；カキの炭そ病(Gloeosporium kaki)、落葉病(Ce
rcospora kaki; Mycosphaerella nawae)、うどんこ病(P
hyllactinia kakikora)；キュウリのべと病(Pseudopero
nospora cubensis)、ウリ類のうどんこ病(Sphaerotheca
fuliginea)、炭そ病(Colletotrichum lagenarium)、つ
る枯病(Mycosphaerella melonis)；トマトの輪紋病(Alt
ernaria solani)、葉かび病(Cladosporium fulvam)、疫
病(Phytophthora infestans)；ナスのうどんこ病(Erysi
phe cichoracorum)、すすかび病(Mycovellosiella natt
rassii)； アブラナ科野菜の黒斑病(Alternaria japoni
ca)、白斑病(Cercosporella brassicae)；ネギのさび病
(Puccinia allii)、黒斑病(Alternaria porri)； ダイ
ズの紫斑病(Cercospora kikukuchii)、黒とう病(Elsino
e glycinnes)、黒点病(Diaporthe phaseololum)；イン
ゲンの炭そ病(Colletotrichum lindemuthianum)；ラッ
カセイの黒渋病(Mycosphaerella personatum)、褐斑病(C
ercospora arachidicola)；エンドウのうどんこ病(Erys
iphe pisi)、べと病(Peronospora pisi)；ジャガイモの
夏疫病(Alternaria solani)、黒あざ病(Rhizoctonia so
lani)、疫病(Phytophthora infestans)；ソラマメのべ
と病(Peronospora viciae)、疫病(Phytophthora nicoti
anae)；チャの網もち病(Exobasidium reticulatum)、白
星病(Elsinoe leucospila)、炭そ病(Colletotrichum t
heae-sinensis)；タバコの赤星病(Alternaria longipe
s)、うどんこ病(Erysiphe cichoracearum)、 炭そ病(Co
lletotrichum tabacum)、疫病(Phytophthora parasitic
a)；テンサイの褐斑病(Cercospora beticola)； バラの
黒星病(Diplocarpon rosae)、うどんこ病(Sphaerotheca
pannosa)、疫病(Phytophthora megasperma)； キクの
褐斑病(Septoria chrysanthemi-indici)、白さび病(Puc
cinia horiana)；イチゴのうどんこ病(Sphaerotheca hu
muli)、疫病(Phytophthora nicotianae)；インゲン、キ
ュウリ、トマト、イチゴ、ブドウ、ジャガイモ、ダイ
ズ、キャベツ、ナス、レタス等の菌核病(Sclerotinia s
clerotiorum)；カンキツの黒点病(Diaporthe citri)；
ニンジンの黒葉枯病(Alternaria dauci)等。なかでも、
疫病、べと病等に対して相乗的に増強された効果を有す
る。このような増強作用は、個々の有効成分の作用の合
計からは予期されることではなかった。The compositions of the present invention are effective against the following types of plant diseases: Pyricularia ory
zae ), sheath blight ( Rhizoctonia solani ), sesame leaf blight ( Cochl
iobolus miyabeanus ), idiot disease ( Gibberella fujikuro)
i ); Powdery mildew of wheat ( Erysiphe graminis f.sp. hord)
ei; f.sp. tritici), rust (Puccinia striiformis; P.
graminis ; P. recondita ; P. hordei) , leaf spot disease ( Pyrenoph
ora graminea ), net spot disease (Pyrenophora teres ), Fusarium head blight
( Gibberella zeae ), snow rot ( Typhula sp .; Micronectri
ella nivalis ), nude smut ( Ustilago tritic i; U. nud)
a ), black smut ( Tilletia caries ), eye spot disease ( Pseudo
cercosporella herpotrichoides ), strain rot ( Rhizoctonia
cerealis), scald (Rhynchosporium secalis), leaf blight
( Septoria tritici ), blight ( Leptosphaeria nodoru)
m); beans, cucumber, tomato, strawberry, grape, potato, soybean, cabbage, eggplant, lettuce gray mold disease (Botrytis cinerea); grape downy mildew (Plasmopora
viticola), rust (Phakopsora ampelopsidis), powdery mildew (Uncinula necator), sphaceloma disease (Elsinoe ampelin
a ), late rot ( Glomerella cingulata ); powdery mildew on apples ( Podosphaera leucotricha ), scab ( Venturia inaeq)
ualis ), spot leaf rot ( Alternaria mali ), scab ( Gymnos )
porangium yamadae ), Monilia disease ( Sclerotinia mali ),
Rot rot ( Valsa mali ); Black spot of pear ( Alternaria kiku)
chiana), scab (Venturia nashicola), gymnosporangium (Gymnos
porangium haraeanum ), ring spot disease ( Physalospora piricol )
a ); Peach ash disease ( Sclerotinia cinerea ), scab ( Clad )
osporium carpophilum), Phomopsis rot (Phomopsi
s sp.); oyster anthracnose ( Gloeosporium kaki ), leaf blight ( Ce )
rcospora kaki ; Mycosphaerella nawae ), powdery mildew ( P
hyllactinia kakikora ); downy mildew of cucumber ( Pseudopero
nospora cubensis ), powdery mildew of cucumber ( Sphaerotheca
fuliginea ), Anthracnose ( Colletotrichum lagenarium ), Vine blight ( Mycosphaerella melonis ); Tomato ring spot ( Alt
ernaria solani ), leaf mold ( Cladosporium fulvam ), plague ( Phytophthora infestans ); eggplant powdery mildew ( Erysi
phe cichoracorum), Susukabi disease (Mycovellosiella natt
rassii ); Black spot of cruciferous vegetables ( Alternaria japoni
ca ), white spot disease ( Cercosporella brassicae );
(Puccinia allii), black spot disease (Alternaria porri); soybean purpura (Cercospora kikukuchii), sphaceloma disease (Elsino
e glycinnes ), black spot ( Diaporthe phaseololum ); kidney anthracnose ( Colletotrichum lindemuthianum ); peanut black spot ( Mycosphaerella personatum ), brown spot ( C
ercospora arachidicola ); powdery mildew of pea ( Erys
iphe pisi ), downy mildew ( Peronospora pisi ); potato summer plague ( Alternaria solani ), black bruise ( Rhizoctonia so
lani ), plague ( Phytophthora infestans ); broad bean downy mildew ( Peronospora viciae ), plague ( Phytophthora nicoti )
anae ); Tea blast ( Exobasidium reticulatum ), white scab ( Elsinoe leucospila ), anthracnose ( Colletotrichum t
heae-sinensis); Tobacco scab ( Alternaria longipe)
s ), powdery mildew ( Erysiphe cichoracearum ), anthracnose ( Co
lletotrichum tabacum ), plague ( Phytophthora parasitic )
a ); Brown spot of sugar beet ( Cercospora beticola ); Rose scab ( Diplocarpon rosae ), powdery mildew ( Sphaerotheca )
pannosa ), plague ( Phytophthora megasperma ); chrysanthemum leaf spot ( Septoria chrysanthemi - indici ), white rust ( Puc
cinia horiana ); strawberry powdery mildew ( Sphaerotheca hu)
muli ), plague ( Phytophthora nicotianae ); sclerotium disease (S clerotinia s
clerotiorum ); citrus black spot ( diaporthe citri );
Bacterial leaf blight of carrots ( Alternaria dauci ) and the like. Above all,
It has a synergistically enhanced effect on plague, downy mildew and the like. Such a potentiating effect was not to be expected from the sum of the effects of the individual active ingredients.
【００１６】本発明の殺菌剤組成物において、成分Ｉの
置換チオフェン誘導体と成分ＩＩの混合割合は特に限定
されないが、アシルアラニン系化合物、ジメトモルフ、
シモキサニルの場合、通常、成分Ｉの化合物１重量部に
対して成分ＩＩの化合物は０．０１〜５０重量部、好ま
しくは０．０１〜１０重量部、より好ましくは０．０２
〜５重量部の範囲内であり、アリエッティーの場合、成
分Ｉの化合物１重量部に対して成分ＩＩの化合物は０．
１〜５０重量部、好ましくは０．５〜５０重量部、より
好ましくは０．５〜３０重量部の範囲内である。In the fungicide composition of the present invention, the mixing ratio of the substituted thiophene derivative of the component I and the component II is not particularly limited, but may be an acylalanine compound, a dimethomorph,
In the case of simoxanil, the compound of the component II is generally used in an amount of 0.01 to 50 parts by weight, preferably 0.01 to 10 parts by weight, more preferably 0.02 to 1 part by weight of the compound of the component I.
-5 parts by weight, and in the case of arity, 1 part by weight of the compound of the component I is 0.1% by weight of the compound of the component II.
It is in the range of 1 to 50 parts by weight, preferably 0.5 to 50 parts by weight, more preferably 0.5 to 30 parts by weight.
【００１７】本組成物は、２種の有効成分を含む混合物
を直接施用しても良いし、個々の有効成分を別々に同時
施用するか、または相前後して施用しても良い。更に、
有効成分を含む混合物は、２種の有効成分を含む濃厚組
成物を水で希釈しても良いし、また、個々の有効成分を
含む２種の濃厚液から使用時に混合物を調製し、これを
水で希釈しても良い（タンクミックス法）。 本発明組
成物を植物病害防除剤として使用する場合は、処理する
植物に対して原体をそのまま使用してもよいが、一般に
は不活性な液体担体、固体担体、界面活性剤と混合し、
通常用いられる製剤形態である粉剤、水和剤、フロアブ
ル剤、乳剤、粒剤およびその他の一般に慣用される形態
の製剤として使用される。更に製剤上必要ならば補助剤
を添加することもできる。The composition may be applied directly as a mixture containing the two active ingredients, separately or simultaneously with the individual active ingredients or in succession. Furthermore,
For the mixture containing the active ingredients, the concentrated composition containing the two active ingredients may be diluted with water, or a mixture may be prepared at the time of use from the two concentrates containing the individual active ingredients, and this may be used. It may be diluted with water (tank mix method). When the composition of the present invention is used as a plant disease controlling agent, the drug substance may be used as it is for the plant to be treated, but it is generally mixed with an inert liquid carrier, a solid carrier, a surfactant,
It is used in the form of powders, wettable powders, flowables, emulsions, granules and other commonly used forms which are commonly used. If necessary for the preparation, an auxiliary agent can be added.
【００１８】ここでいう担体とは、処理すべき部位への
有効成分の到達を助け、また有効成分化合物の貯蔵、輸
送、取扱いを容易にするために配合される合成または天
然の無機または有機物質を意味する。担体としては、通
常農園芸用薬剤に使用されるものであるならば固体また
は液体のいずれでも使用でき、特定のものに限定される
ものではない。The carrier as used herein refers to a synthetic or natural inorganic or organic substance incorporated to help the active ingredient reach the site to be treated and to facilitate storage, transport, and handling of the active ingredient compound. Means As the carrier, any solid or liquid carrier can be used as long as it is generally used for agricultural and horticultural medicines, and it is not limited to a specific one.
【００１９】例えば、固体担体としては、モンモリロナ
イト、カオリナイト等の粘土類；珪藻土、白土、タル
ク、バ−ミュキュライト、石膏、炭酸カルシウム、シリ
カゲル、硫安等の無機物質；大豆粉、鋸屑、小麦粉等の
植物性有機物質および尿素等が挙げられる。物性を改良
するために、高分散ケイ酸または高分散吸収性ポリマー
を添加することも可能である。For example, solid carriers include clays such as montmorillonite and kaolinite; inorganic substances such as diatomaceous earth, terra alba, talc, vermiculite, gypsum, calcium carbonate, silica gel, and ammonium sulfate; soy flour, sawdust, flour and the like. Plant organic substances and urea. In order to improve the physical properties, it is also possible to add a highly dispersed silicic acid or a highly dispersed absorbent polymer.
【００２０】液体担体としては、トルエン、キシレン、
クメン等の芳香族炭化水素類；ケロシン、鉱油などのパ
ラフィン系炭化水素類；アセトン、メチルエチルケト
ン、シクロヘキサノンなどのケトン類；ジオキサン、ジ
エチレングリコールジメチルエーテルなどのエーテル
類；メタノール、エタノール、プロパノール、エチレン
グリコールなどのアルコール類；ジメチルホルムアミ
ド、ジメチルスルホキシドなどの非プロトン性溶媒およ
び水等が挙げられる。As the liquid carrier, toluene, xylene,
Aromatic hydrocarbons such as cumene; paraffinic hydrocarbons such as kerosene and mineral oil; ketones such as acetone, methyl ethyl ketone and cyclohexanone; ethers such as dioxane and diethylene glycol dimethyl ether; alcohols such as methanol, ethanol, propanol and ethylene glycol Aprotic solvents such as dimethylformamide and dimethylsulfoxide, and water.
【００２１】更に、製剤の剤型、適用場面等を考慮して
目的に応じてそれぞれ単独に、または組み合わせて次の
様な補助剤を添加することができる。補助剤としては、
通常使用される界面活性剤、結合剤（例えば、リグニン
スルホン酸、アルギン酸、ポリビニルアルコール、アラ
ビアゴム、ＣＭＣナトリウム等）、安定剤（例えば、酸
化防止用としてフェノール系化合物、チオール系化合物
または高級脂肪酸エステル等を用いたり、ｐＨ調整剤と
して燐酸塩を用いたり、時に光安定剤も用いる）等を必
要に応じて単独または組み合わせて使用できる。更に場
合によっては防菌防黴のために工業用殺菌剤、防菌防黴
剤などを添加することもできる。Further, the following adjuvants can be added singly or in combination according to the purpose, taking into account the dosage form of the preparation, application scene, and the like. As auxiliary agents,
Commonly used surfactants, binders (eg, ligninsulfonic acid, alginic acid, polyvinyl alcohol, gum arabic, sodium CMC, etc.), stabilizers (eg, phenolic compounds, thiol compounds, or higher fatty acid esters for antioxidation) Etc., a phosphate as a pH adjuster, and sometimes a light stabilizer) can be used alone or in combination as necessary. Further, depending on the case, an industrial bactericide, a bactericidal / antifungal agent or the like may be added for bactericidal / fungicidal purposes.
【００２２】補助剤について更に詳しく述べる。補助剤
としては乳化、分散、拡展、湿潤、結合、安定化等の目
的ではリグニンスルホン酸塩、アルキルベンゼンスルホ
ン酸塩、アルキル硫酸エステル塩、ポリオキシアルキレ
ンアルキル硫酸塩、ポリオキシアルキレンアルキルリン
酸エステル塩等のアニオン性界面活性剤；ポリオキシア
ルキレンアルキルエーテル、ポリオキシアルキレンアル
キルアリールエーテル、ポリオキシアルキレンアルキル
アミン、ポリオキシアルキレンアルキルアミド、ポリオ
キシアルキレンアルキルアミド、ポリオキシアルキレン
アルキルチオエーテル、ポリオキシアルキレン脂肪酸エ
ステル、グリセリン脂肪酸エステル、ソルビタン脂肪酸
エステル、ポリオキシアルキレンソルビタン脂肪酸エス
テル、ポリオキシプロピレンポリオキシエチレンブロッ
クポリマー等の非イオン性界面活性剤；ステアリン酸カ
ルシウム、ワックス等の滑剤；イソプロピルヒドロジエ
ンホスフェート等の安定剤；ホスファチジルエタノール
アミン、ホスファチジルセリン、ホスファチジルグリセ
ロール、リゾレシチン等のセファリンまたはレシチン系
の天然または合成リン脂質；その他メチルセルロース、
カルボキシメチルセルロース、カゼイン、アラビアゴム
等が挙げられる。しかし、これらの成分は以上のものに
限定されるものではない。The adjuvant will be described in more detail. Auxiliaries include lignin sulfonate, alkylbenzene sulfonate, alkyl sulfate, polyoxyalkylene alkyl sulfate, polyoxyalkylene alkyl phosphate for the purpose of emulsification, dispersion, spreading, wetting, bonding, stabilization, etc. Anionic surfactants such as salts; polyoxyalkylene alkyl ethers, polyoxyalkylene alkylaryl ethers, polyoxyalkylene alkylamines, polyoxyalkylene alkylamides, polyoxyalkylene alkylamides, polyoxyalkylene alkylthioethers, polyoxyalkylene fatty acids Ester, glycerin fatty acid ester, sorbitan fatty acid ester, polyoxyalkylene sorbitan fatty acid ester, polyoxypropylene polyoxyethylene block polymer Nonionic surfactants; Lubricants such as calcium stearate and wax; Stabilizers such as isopropylhydrodiene phosphate; Natural or synthetic phospholipids of cephalin or lecithin series such as phosphatidylethanolamine, phosphatidylserine, phosphatidylglycerol, and lysolecithin; Methyl cellulose,
Carboxymethyl cellulose, casein, gum arabic and the like can be mentioned. However, these components are not limited to those described above.
【００２３】本発明組成物における有効成分組成物の含
有量は、製剤形態によっても異なるが、通常粉剤では
０．１〜３０重量％、水和剤では０．１〜８０重量％、
粒剤では０．５〜２０重量％、乳剤では２〜５０重量
％、フロアブル製剤では１〜５０重量％、ドライフロア
ブル製剤では１〜８０重量％であり、好ましくは、粉剤
では０．５〜１０重量％、水和剤では５〜６０重量％、
乳剤では５〜２０重量％、フロアブル製剤では５〜５０
重量％およびドライフロアブル製剤では５〜５０重量％
である。The content of the active ingredient composition in the composition of the present invention varies depending on the form of preparation, but is usually 0.1 to 30% by weight for powders and 0.1 to 80% by weight for wettable powders.
It is 0.5 to 20% by weight for granules, 2 to 50% by weight for emulsions, 1 to 50% by weight for flowable preparations, 1 to 80% by weight for dry flowable preparations, and preferably 0.5 to 10% for powders. % By weight, 5-60% by weight for wettable powder,
5-20% by weight for emulsions, 5-50% for flowable formulations
Wt% and 5-50 wt% for dry flowable formulations
It is.
【００２４】補助剤の含有量は０〜８０重量％であり、
担体の含有量は１００重量％から有効成分化合物のおよ
び補助剤の含有量を差し引いた量である。The content of the adjuvant is from 0 to 80% by weight,
The content of the carrier is an amount obtained by subtracting the content of the active ingredient compound and the content of the auxiliary from 100% by weight.
【００２５】本発明組成物の施用方法としては種子処
理、茎葉散布、土壌灌注等が挙げられるが、通常当業者
が利用するどの様な施用方法にても十分な効力を発揮す
る。施用量および施用濃度は対象作物、対象病害、病害
の発生程度、化合物の剤型、施用方法および各種環境条
件等によって変動するが、散布する場合には有効成分量
としてヘクタール当たり５０〜１，０００ｇが適当であ
り、望ましくはヘクタール当り１００〜５００ｇであ
る。また水和剤、フロアブル剤または乳剤を水で希釈し
て散布する場合、その希釈倍率は２００〜２０，０００
倍が適当であり、望ましくは５００〜５，０００倍であ
る。また、種子消毒の場合、殺菌剤混合物の使用量は、
種子１ｋｇ当たり０．００１から５０ｇ、好ましくは
０．０１から１０ｇである。The method of applying the composition of the present invention includes seed treatment, foliage application, soil irrigation, and the like. However, any method commonly used by those skilled in the art exerts sufficient effects. The application rate and application concentration vary depending on the target crop, the target disease, the degree of occurrence of the disease, the dosage form of the compound, the application method and various environmental conditions, etc., but when sprayed, the active ingredient amount is 50 to 1,000 g per hectare. Is suitable, desirably from 100 to 500 g per hectare. When a wettable powder, a flowable or an emulsion is diluted with water and sprayed, the dilution ratio is 200 to 20,000.
A factor of 2 is appropriate, preferably a factor of 500 to 5,000. In the case of seed disinfection, the amount of fungicide mixture used is
It is 0.001 to 50 g, preferably 0.01 to 10 g per kg of seed.
【００２６】本発明の組成物は他の殺菌剤、殺虫剤、殺
ダニ剤、殺線虫剤、除草剤および植物成長調節剤等の農
薬、土壌改良剤または肥効物質との混合使用は勿論のこ
と、これらとの混合製剤も可能である。The composition of the present invention can be used in combination with other pesticides such as fungicides, insecticides, acaricides, nematicides, herbicides, plant growth regulators, etc., soil conditioners or fertilizers. However, a mixed preparation with these is also possible.
【００２７】次に、製剤例および試験例にて本発明を更
に詳しく説明する。尚、製剤例中の部は重量部を表す。Next, the present invention will be described in more detail with reference to formulation examples and test examples. The parts in the preparation examples represent parts by weight.
【００２８】[0028]
【実施例】製剤例 １（水和剤） 化合物番号１：１５部、メタラキシル：３部、リグニン
スルホン酸ナトリウム：１０部、アルキルナフタレンス
ルホン酸ナトリウム：５部、ホワイトカーボン：１０部
および珪藻土：５７部を均一に粉砕混合して水和剤を得
た。Examples Formulation Example 1 (Wettable powder) Compound No. 1:15 parts, metalaxyl: 3 parts, sodium ligninsulfonate: 10 parts, sodium alkylnaphthalenesulfonate: 5 parts, white carbon: 10 parts and diatomaceous earth: 57 The parts were uniformly ground and mixed to obtain a wettable powder.
【００２９】製剤例 ２（水和剤） 化合物番号２：４０部、メタラキシル：８部、リグニン
スルホン酸ナトリウム：１部、アルキルベンゼンスルホ
ン酸ナトリウム：２部および珪藻土：４９部を粉砕混合
して、水和剤を得た。Formulation Example 2 (Wettable powder) Compound No. 2: 40 parts, metalaxyl: 8 parts, sodium ligninsulfonate: 1 part, sodium alkylbenzenesulfonate: 2 parts and diatomaceous earth: 49 parts are pulverized and mixed. A sum was obtained.
【００３０】製剤例 ３（水和剤） 化合物番号４：２０部、オキサジキシル：４部、リグニ
ンスルホン酸カルシウム：３部、ラウリル硫酸ナトリウ
ム：２部および珪藻土：７１部を粉砕混合して、水和剤
を得た。Formulation Example 3 (Wettable powder) Compound No. 4: 20 parts, oxadixyl: 4 parts, calcium ligninsulfonate: 3 parts, sodium lauryl sulfate: 2 parts and diatomaceous earth: 71 parts are pulverized and mixed, and hydrated. Agent was obtained.
【００３１】製剤例 ４（フロアブル剤） 化合物番号２：３０部、ジメトモルフ：５部、プロピレ
ングリコール：３部、リグニンスルホン酸ナトリウム：
２部、ジオクチルスルホサクシネートナトリウム塩：１
部、および水：５９部をサンドグラインダーで湿式粉砕
しフロアブル剤を得た。Formulation Example 4 (Floable agent) Compound No. 2: 30 parts, dimethomorph: 5 parts, propylene glycol: 3 parts, sodium ligninsulfonate:
2 parts, dioctyl sulfosuccinate sodium salt: 1
Parts and water: 59 parts by wet grinding with a sand grinder to obtain a flowable agent.
【００３２】製剤例 ５（フロアブル剤） 化合物番号２：２５部、シモキサニル：１０部、ポリオ
キシエチレンソルビタンモノオレエート：３部、カルボ
キシメチルセルロ−ス：３部および水：５９部をサンド
グラインダーで湿式粉砕しフロアブル剤を得た。Formulation Example 5 (Floable agent) Compound No. 2: 25 parts, simoxanil: 10 parts, polyoxyethylene sorbitan monooleate: 3 parts, carboxymethyl cellulose: 3 parts, and water: 59 parts with a sand grinder. A wet pulverization was performed to obtain a flowable agent.
【００３３】試験例１ トマト疫病予防効果試験 温室内で直径７．５ｃｍのプラスチックポットに５葉期
まで生育させたトマト（品種：世界一）に、製剤例２に
準じて調製した水和剤を所定濃度に希釈して、４ポット
当たり５０ｍｌずつ散布した。薬液が乾いた後、ジャガ
イモの切片上で培養したトマト疫病菌から遊走子嚢を水
で洗い流し、氷冷して遊走子が出てきた状態（１×１０
5 個／ｍｌ）で噴霧接種した。温度１８℃、湿度９５％
以上の温室に５日間保った後、疫病の病斑が占める面積
を次の指標に従って調査して発病度を求め、下記の式に
従って防除価を算出した。結果を第１表（表１，２）に
示す。Test Example 1 Test for Preventive Effect on Tomato Blight Disease Tomato (variety: world's best) grown in a greenhouse in a 7.5 cm-diameter plastic pot until the 5th leaf stage was treated with a wettable powder prepared according to Formulation Example 2. After dilution to a predetermined concentration, 50 ml was sprayed per 4 pots. After the medicinal solution dries, the zoospores are washed off with water from the tomato blight fungus cultured on the potato section, and the zoospores are exposed after cooling on ice (1 × 10 5).
5 cells / ml). Temperature 18 ° C, Humidity 95%
After keeping in the above greenhouse for 5 days, the area occupied by the disease spot of the plague was investigated according to the following index to determine the degree of onset, and the control value was calculated according to the following formula. The results are shown in Table 1 (Tables 1 and 2).
【００３４】 各処理区および無処理区の平均値を発病度とした。[0034] The average value of each treated section and the untreated section was defined as the disease severity.
【００３５】防除価＝（１−処理区の発病度／無処理区
の発病度）×１００Control value = (1−degree of disease in treated group / degree of disease in untreated group) × 100
【００３６】[0036]
【表１】 [Table 1]
【００３７】[0037]
【表２】 [Table 2]
【００３８】試験例２ キュウリべと病予防効果試験 温室内で直径７．５ｃｍのプラスチックポットに１．５
葉期まで生育させたキュウリ（品種：相模半白）に、製
剤例２に準じて調製した水和剤を所定濃度に希釈して、
４ポット当たり５０ｍｌずつ散布した。薬液が乾いた
後、キュウリべと病菌の胞子懸濁液を噴霧接種した。温
室に７日間保った後、べと病の病斑が占める面積を次の
指標に従って調査して発病度を求め、下記の式に従って
防除価を算出した。結果を第２表（表３，４）に示す。Test Example 2 Test for Preventive Effect of Cucumber Downy Mildew In a greenhouse, a plastic pot having a diameter of 7.5 cm was placed in a plastic pot.
To a cucumber (cultivar: Sagami Hanjiro) grown to the leaf stage, a wettable powder prepared according to Formulation Example 2 was diluted to a predetermined concentration,
50 ml was sprayed per 4 pots. After the drug solution was dried, a spore suspension of cucumber downy mildew was sprayed and inoculated. After being kept in a greenhouse for 7 days, the area occupied by the mildew spots was investigated according to the following index to determine the degree of onset, and the control value was calculated according to the following formula. The results are shown in Table 2 (Tables 3 and 4).
【００３９】 各処理区および無処理区の平均値を発病度とした。[0039] The average value of each treated section and the untreated section was defined as the disease severity.
【００４０】防除価＝（１−処理区の発病度／無処理区
の発病度）×１００Control value = (1−degree of disease in treated group / degree of disease in untreated group) × 100
【００４１】[0041]
【表３】 [Table 3]
【００４２】[0042]
【表４】 [Table 4]
【００４３】[0043]
【発明の効果】本発明は、少なくとも２種の有効成分を
含む殺菌剤組成物であり、広範囲の植物病害、特に疫
病、べと病等に対して相乗的に増強された効果を示すこ
とから、植物病害防除剤組成物として有用である。Industrial Applicability The present invention is a fungicidal composition containing at least two kinds of active ingredients, and has a synergistically enhanced effect on a wide range of plant diseases, especially plague and downy mildew. It is useful as a plant disease controlling agent composition.
【００４４】このような本発明の組成物を使用すること
により、慣用の方法に比べて予期しない少量の有効成分
量で、病害の防除ができる。By using such a composition of the present invention, it is possible to control a disease with an unexpectedly small amount of an active ingredient as compared with a conventional method.
───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.6 識別記号 ＦＩ Ａ０１Ｎ 43/60 Ａ０１Ｎ 43/60 43/76 43/76 43/78 43/78 Ｂ 43/84 １０１ 43/84 １０１ 47/34 47/34 Ａ 57/10 57/10 (72)発明者 川島 秀雄 千葉県茂原市東郷1144番地 三井化学株式 会社内 (72)発明者 明瀬 智久 千葉県茂原市東郷1144番地 三井化学株式 会社内──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. 6 Identification code FI A01N 43/60 A01N 43/60 43/76 43/76 43/78 43/78 B 43/84 101 43/84 101 47/34 47/34 A 57/10 57/10 (72) Inventor Hideo Kawashima 1144 Togo, Mobara-shi, Chiba Mitsui Chemicals Co., Ltd. (72) Inventor Tomohisa Akase 1144 Togo, Mobara-shi, Chiba Mitsui Chemicals Co., Ltd.
Claims (8)
の感染に対して相乗効果を有する植物保護組成物であ
り、成分Ｉは（化１） 【化１】 ［式中、Ｑは水素原子、メチル基、トリフルオロメチル
基、フッ素原子、塩素原子、臭素原子、ヨウ素原子、メ
トキシ基、メチルチオ基、メチルスルホキシ基、メチル
スルホニル基、シアノ基、アセチル基、ニトロ基、アル
コキシカルボニル基またはアミノ基を示し、Ｒは炭素数
１〜１２の直鎖または分岐のアルキル基、炭素数１〜１
２の直鎖または分岐のハロゲノアルキル基、炭素数２〜
１０の直鎖または分岐のアルケニル基、炭素数２〜１０
の直鎖または分岐のハロゲノアルケニル基、炭素数２〜
１０のアルキルチオアルキル基、炭素数２〜１０のアル
キルオキシアルキル基、炭素数１〜４のアルキル基で置
換していてもよい炭素数３〜１０のシクロアルキル基、
炭素数１〜４のアルキル基で置換していてもよい炭素数
３〜１０のハロゲノ置換シクロアルキル基、または１〜
３個の置換基により置換されていてもよいフェニル基で
あり、該フェニル基の置換基は水素原子、炭素数１〜４
のアルキル基、炭素数２〜４のアルケニル基、炭素数２
〜４のアルキニル基、炭素数３〜６のシクロアルキル
基、炭素数１〜４のアルコキシ基、炭素数１〜４のハロ
ゲノアルコキシ基、炭素数１〜４のアルキルチオ基、炭
素数１〜４のアルキルスルホキシ基、炭素数１〜４のア
ルキルスルホニル基、ハロゲン原子、シアノ基、炭素数
２〜４のアシル基、炭素数２〜４のアルコキシカルボニ
ル基、アミノ基、または炭素数１〜３のアルキル基で置
換されたアミノ基であり、Ｒと−ＮＨＣＯＡｒは互いに
隣り合っており、Ａｒは以下の（Ａ１）から（Ａ８）
（化２） 【化２】 （式中、Ｒ1 はトリフルオロメチル基、ジフルオロメチ
ル基、メチル基、エチル基、塩素原子、臭素原子または
ヨウ素原子であり、Ｒ2 は水素原子、メチル基、トリフ
ルオロメチル基またはアミノ基であり、ｎは０〜２の整
数である）で表される基である］で表される置換チオフ
ェン誘導体であり、成分ＩＩはアシルアラニン系化合
物、ジメトモルフ、シモキサニルおよびアリエッティー
から選ばれる化合物である殺菌剤組成物。1. A plant protection composition having at least two kinds of active ingredients and having a synergistic effect against infection of a disease, wherein the component I is represented by the following formula. Wherein Q is a hydrogen atom, a methyl group, a trifluoromethyl group, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a methoxy group, a methylthio group, a methylsulfoxy group, a methylsulfonyl group, a cyano group, an acetyl group, R represents a linear or branched alkyl group having 1 to 12 carbon atoms, a nitro group, an alkoxycarbonyl group or an amino group;
2 straight-chain or branched halogenoalkyl groups, having 2 to 2 carbon atoms
10 linear or branched alkenyl groups, having 2 to 10 carbon atoms
A straight-chain or branched halogenoalkenyl group having 2 to 2 carbon atoms
An alkylthioalkyl group having 10 carbon atoms, an alkyloxyalkyl group having 2 to 10 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms which may be substituted with an alkyl group having 1 to 4 carbon atoms,
A halogeno-substituted cycloalkyl group having 3 to 10 carbon atoms which may be substituted with an alkyl group having 1 to 4 carbon atoms, or 1 to 3
A phenyl group which may be substituted by three substituents, wherein the substituent of the phenyl group is a hydrogen atom, having 1 to 4 carbon atoms;
Alkyl group, alkenyl group having 2 to 4 carbon atoms, 2 carbon atoms
Alkynyl group of 4 to 4, cycloalkyl group of 3 to 6 carbon atoms, alkoxy group of 1 to 4 carbon atoms, halogenoalkoxy group of 1 to 4 carbon atoms, alkylthio group of 1 to 4 carbon atoms, 1 to 4 carbon atoms Alkylsulfoxy group, alkylsulfonyl group having 1 to 4 carbon atoms, halogen atom, cyano group, acyl group having 2 to 4 carbon atoms, alkoxycarbonyl group having 2 to 4 carbon atoms, amino group, or 1 to 3 carbon atoms An amino group substituted with an alkyl group, R and -NHCOAr are adjacent to each other, and Ar is represented by the following (A1) to (A8)
(Chemical formula 2) (Wherein, R1 is a trifluoromethyl group, a difluoromethyl group, a methyl group, an ethyl group, a chlorine atom, a bromine atom or an iodine atom, and R2 is a hydrogen atom, a methyl group, a trifluoromethyl group or an amino group, n is an integer of 0 to 2)], and component II is a fungicidal composition which is a compound selected from an acylalanine-based compound, dimethomorph, simoxanil and arieti. Stuff.
Ｒは炭素数３〜１０の直鎖または分岐のアルキル基、炭
素数３〜１０の直鎖または分岐のハロゲノアルキル基、
炭素数３〜１０の直鎖または分岐のアルケニル基、炭素
数３〜１０の直鎖または分岐のハロゲノアルケニル基、
または炭素数１〜４のアルキル基で置換していてもよい
炭素数３〜１０のシクロアルキル基である請求項１記載
の組成物。2. In the component I, Q is a hydrogen atom,
R is a linear or branched alkyl group having 3 to 10 carbon atoms, a linear or branched halogenoalkyl group having 3 to 10 carbon atoms,
A straight-chain or branched alkenyl group having 3 to 10 carbon atoms, a straight-chain or branched halogenoalkenyl group having 3 to 10 carbon atoms,
The composition according to claim 1, which is a cycloalkyl group having 3 to 10 carbon atoms which may be substituted with an alkyl group having 1 to 4 carbon atoms.
り、Ｒ1 がＣＦ3またはＭｅ基であり、Ｒ2がＭｅ基であ
る請求項２記載の組成物。3. The composition according to claim 2, wherein in component I, Ar is (A1), R1 is CF 3 or Me group, and R2 is Me group.
り、Ｒ1 がＣＦ3またはＣＨＦ2基である請求項２記載の
組成物。4. The composition according to claim 2, wherein in component I, Ar is (A2) and R 1 is a CF 3 or CHF 2 group.
合物がメタラキシル、ベナラキシル、フララキシル、オ
フラセおよびオキサジキシルである請求項２、請求項３
または請求項４記載の組成物。5. The component II, wherein the acylalanine compound is metalaxyl, benalaxyl, furalaxyl, ophrase and oxadixyl.
Or the composition according to claim 4.
２、請求項３または請求項４記載の組成物。6. The composition according to claim 2, wherein component II is dimethomorph.
２、請求項３または請求項４記載の組成物。7. The composition according to claim 2, wherein component II is simoxanil.
２、請求項３または請求項４記載の組成物。8. The composition according to claim 2, wherein component II is an arity.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11558298A JP3963569B2 (en) | 1998-04-24 | 1998-04-24 | Plant disease control composition |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP11558298A JP3963569B2 (en) | 1998-04-24 | 1998-04-24 | Plant disease control composition |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH11302109A true JPH11302109A (en) | 1999-11-02 |
| JP3963569B2 JP3963569B2 (en) | 2007-08-22 |
Family
ID=14666167
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP11558298A Expired - Lifetime JP3963569B2 (en) | 1998-04-24 | 1998-04-24 | Plant disease control composition |
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| Country | Link |
|---|---|
| JP (1) | JP3963569B2 (en) |
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