JPH0410441B2 - - Google Patents
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- Publication number
- JPH0410441B2 JPH0410441B2 JP58125599A JP12559983A JPH0410441B2 JP H0410441 B2 JPH0410441 B2 JP H0410441B2 JP 58125599 A JP58125599 A JP 58125599A JP 12559983 A JP12559983 A JP 12559983A JP H0410441 B2 JPH0410441 B2 JP H0410441B2
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- JP
- Japan
- Prior art keywords
- disease
- soil
- parts
- present
- compound
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 201000010099 disease Diseases 0.000 claims description 37
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 37
- 239000002689 soil Substances 0.000 claims description 23
- 239000003795 chemical substances by application Substances 0.000 claims description 18
- 239000004480 active ingredient Substances 0.000 claims description 9
- 239000000203 mixture Substances 0.000 claims description 6
- 125000005843 halogen group Chemical group 0.000 claims description 4
- LDVVMCZRFWMZSG-UHFFFAOYSA-N captan Chemical compound C1C=CCC2C(=O)N(SC(Cl)(Cl)Cl)C(=O)C21 LDVVMCZRFWMZSG-UHFFFAOYSA-N 0.000 claims description 2
- 125000001188 haloalkyl group Chemical group 0.000 claims description 2
- 240000008067 Cucumis sativus Species 0.000 description 12
- 230000000694 effects Effects 0.000 description 11
- 235000010799 Cucumis sativus var sativus Nutrition 0.000 description 9
- LDVVMCZRFWMZSG-OLQVQODUSA-N (3ar,7as)-2-(trichloromethylsulfanyl)-3a,4,7,7a-tetrahydroisoindole-1,3-dione Chemical compound C1C=CC[C@H]2C(=O)N(SC(Cl)(Cl)Cl)C(=O)[C@H]21 LDVVMCZRFWMZSG-OLQVQODUSA-N 0.000 description 8
- 239000005745 Captan Substances 0.000 description 8
- 229940117949 captan Drugs 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- 240000004713 Pisum sativum Species 0.000 description 6
- 235000010582 Pisum sativum Nutrition 0.000 description 6
- 241000918585 Pythium aphanidermatum Species 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 5
- 239000000843 powder Substances 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 230000000887 hydrating effect Effects 0.000 description 4
- 238000009331 sowing Methods 0.000 description 4
- 238000005507 spraying Methods 0.000 description 4
- -1 2,4-dichlorobenzyl N-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-yl)ethanethioimidate Compound Chemical class 0.000 description 3
- UHPMCKVQTMMPCG-UHFFFAOYSA-N 5,8-dihydroxy-2-methoxy-6-methyl-7-(2-oxopropyl)naphthalene-1,4-dione Chemical compound CC1=C(CC(C)=O)C(O)=C2C(=O)C(OC)=CC(=O)C2=C1O UHPMCKVQTMMPCG-UHFFFAOYSA-N 0.000 description 3
- 235000016068 Berberis vulgaris Nutrition 0.000 description 3
- 241000335053 Beta vulgaris Species 0.000 description 3
- 235000009849 Cucumis sativus Nutrition 0.000 description 3
- 241000223218 Fusarium Species 0.000 description 3
- 244000088415 Raphanus sativus Species 0.000 description 3
- 235000006140 Raphanus sativus var sativus Nutrition 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 230000002195 synergetic effect Effects 0.000 description 3
- 150000003852 triazoles Chemical class 0.000 description 3
- 240000002791 Brassica napus Species 0.000 description 2
- 235000008534 Capsicum annuum var annuum Nutrition 0.000 description 2
- 240000008384 Capsicum annuum var. annuum Species 0.000 description 2
- 244000241235 Citrullus lanatus Species 0.000 description 2
- 235000012828 Citrullus lanatus var citroides Nutrition 0.000 description 2
- 241001133184 Colletotrichum agaves Species 0.000 description 2
- 241000196324 Embryophyta Species 0.000 description 2
- 241000223221 Fusarium oxysporum Species 0.000 description 2
- 239000005909 Kieselgur Substances 0.000 description 2
- 240000007594 Oryza sativa Species 0.000 description 2
- 235000007164 Oryza sativa Nutrition 0.000 description 2
- 241001361634 Rhizoctonia Species 0.000 description 2
- 235000021307 Triticum Nutrition 0.000 description 2
- 244000098338 Triticum aestivum Species 0.000 description 2
- 229940125904 compound 1 Drugs 0.000 description 2
- 229940125782 compound 2 Drugs 0.000 description 2
- 229940126214 compound 3 Drugs 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 235000013399 edible fruits Nutrition 0.000 description 2
- 230000000855 fungicidal effect Effects 0.000 description 2
- 239000000417 fungicide Substances 0.000 description 2
- 238000003973 irrigation Methods 0.000 description 2
- 230000002262 irrigation Effects 0.000 description 2
- 239000000575 pesticide Substances 0.000 description 2
- 235000009566 rice Nutrition 0.000 description 2
- 229940042055 systemic antimycotics triazole derivative Drugs 0.000 description 2
- 235000013311 vegetables Nutrition 0.000 description 2
- 239000004563 wettable powder Substances 0.000 description 2
- GFGDQKIOSBWZAT-UHFFFAOYSA-N (3,4-dichlorophenyl)methyl n-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-yl)ethanimidothioate Chemical compound ClC1=CC(Cl)=CC=C1N=C(SCC=1C=C(Cl)C(Cl)=CC=1)CN1N=CN=C1 GFGDQKIOSBWZAT-UHFFFAOYSA-N 0.000 description 1
- OHWJWXSMZPLOEF-UHFFFAOYSA-N (4-chlorophenyl)methyl n-(2-chloro-4-fluorophenyl)-2-(1,2,4-triazol-1-yl)ethanimidothioate Chemical compound ClC1=CC(F)=CC=C1N=C(SCC=1C=CC(Cl)=CC=1)CN1N=CN=C1 OHWJWXSMZPLOEF-UHFFFAOYSA-N 0.000 description 1
- 125000006283 4-chlorobenzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1Cl)C([H])([H])* 0.000 description 1
- 244000247812 Amorphophallus rivieri Species 0.000 description 1
- 241001444080 Aphanomyces euteiches Species 0.000 description 1
- 235000011293 Brassica napus Nutrition 0.000 description 1
- 240000007124 Brassica oleracea Species 0.000 description 1
- 235000003899 Brassica oleracea var acephala Nutrition 0.000 description 1
- 235000011301 Brassica oleracea var capitata Nutrition 0.000 description 1
- 235000001169 Brassica oleracea var oleracea Nutrition 0.000 description 1
- 235000010149 Brassica rapa subsp chinensis Nutrition 0.000 description 1
- 235000000536 Brassica rapa subsp pekinensis Nutrition 0.000 description 1
- 235000000540 Brassica rapa subsp rapa Nutrition 0.000 description 1
- 241000499436 Brassica rapa subsp. pekinensis Species 0.000 description 1
- 235000004977 Brassica sinapistrum Nutrition 0.000 description 1
- 208000034656 Contusions Diseases 0.000 description 1
- 235000014493 Crataegus Nutrition 0.000 description 1
- 241001092040 Crataegus Species 0.000 description 1
- 235000016623 Fragaria vesca Nutrition 0.000 description 1
- 240000009088 Fragaria x ananassa Species 0.000 description 1
- 235000011363 Fragaria x ananassa Nutrition 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 229920002752 Konjac Polymers 0.000 description 1
- 235000007688 Lycopersicon esculentum Nutrition 0.000 description 1
- 240000003296 Petasites japonicus Species 0.000 description 1
- 235000003823 Petasites japonicus Nutrition 0.000 description 1
- 231100000674 Phytotoxicity Toxicity 0.000 description 1
- 241000233639 Pythium Species 0.000 description 1
- 244000155437 Raphanus sativus var. niger Species 0.000 description 1
- 206010039509 Scab Diseases 0.000 description 1
- 240000003768 Solanum lycopersicum Species 0.000 description 1
- 244000061458 Solanum melongena Species 0.000 description 1
- 235000002597 Solanum melongena Nutrition 0.000 description 1
- 244000061456 Solanum tuberosum Species 0.000 description 1
- 235000002595 Solanum tuberosum Nutrition 0.000 description 1
- 235000009337 Spinacia oleracea Nutrition 0.000 description 1
- 244000300264 Spinacia oleracea Species 0.000 description 1
- 241000963384 Zingiber mioga Species 0.000 description 1
- 244000273928 Zingiber officinale Species 0.000 description 1
- 235000006886 Zingiber officinale Nutrition 0.000 description 1
- 230000001154 acute effect Effects 0.000 description 1
- 208000034526 bruise Diseases 0.000 description 1
- 235000001436 butterbur Nutrition 0.000 description 1
- JHRWWRDRBPCWTF-OLQVQODUSA-N captafol Chemical compound C1C=CC[C@H]2C(=O)N(SC(Cl)(Cl)C(Cl)Cl)C(=O)[C@H]21 JHRWWRDRBPCWTF-OLQVQODUSA-N 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 229940125898 compound 5 Drugs 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000013016 damping Methods 0.000 description 1
- 238000007872 degassing Methods 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- MOTZDAYCYVMXPC-UHFFFAOYSA-N dodecyl hydrogen sulfate Chemical compound CCCCCCCCCCCCOS(O)(=O)=O MOTZDAYCYVMXPC-UHFFFAOYSA-N 0.000 description 1
- 229940043264 dodecyl sulfate Drugs 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 230000009969 flowable effect Effects 0.000 description 1
- 235000008397 ginger Nutrition 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 239000003630 growth substance Substances 0.000 description 1
- 239000004009 herbicide Substances 0.000 description 1
- 239000001863 hydroxypropyl cellulose Substances 0.000 description 1
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 description 1
- 238000011081 inoculation Methods 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 244000052769 pathogen Species 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- YUKQRDCYNOVPGJ-UHFFFAOYSA-N thioacetamide Chemical compound CC(N)=S YUKQRDCYNOVPGJ-UHFFFAOYSA-N 0.000 description 1
- 238000002255 vaccination Methods 0.000 description 1
- 238000004383 yellowing Methods 0.000 description 1
Description
本発明は、相異つた作用性を有する2種の殺菌
成分を配合してなる新規な土壌病害防除剤に関す
る。すなわち、次期の一般式()で表わされる
トリアゾール誘導体の1種と下記化学構造式で示
されるN−(トリクロロメチルチオ)−4−シクロ
ヘキセン−1,2−ジカルボキシミド(キヤプタ
ン)またはN−(1,1,2,2−テトラクロロ
エチルチオ)−4−シクロヘキセン−1,2−ジ
カルボキシミド(ダイホルタン)との混合物を有
効成分として含有することを特徴とする土壌病害
防除剤に関する。
一般式()
ただし、Xは2個までの同一または相異なるハ
ロゲン原子または低級ハロアルキル基を示し、Y
は2個までのハロゲン原子を示す。
本発明者らは、上記の配合剤が各種の土壌病害
に対して、各々の単剤と比較して優れた相乗効果
を示すことを見出した。そしてこの配合剤は土壌
病害、とくに防除が困難とされているキユウリつ
る割病、ダイコン萎黄病などのフザリウム
(Fusarium)病害の防除において優れた効果を示
すのみならず、ピシウム(Pythium)およびリゾ
クトニア(Rhizoctonia)などの主要な土壌病菌
による土壌病害に対しても広く、かつ優れた防除
効果を示すものである。
本発明の有効成分として使用されるキヤプタン
およびダイホルタンは、たとえば、「現代農薬講
座」(朝倉書店発行)の第81〜85項、「農薬ハン
ドブツク1981年版」(社団法人 日本植物防疫協
会発行)の第176〜180項において公知の化合物で
ある。これらの文献に開示されているように、キ
ヤプタンは野菜、果樹、花の病害への散布に適し
種子消毒にも利用されている。また、ダイホルタ
ンも果樹、野菜における広範囲の病害への散布に
よる防除に適している。他方一般式()で表わ
されるトリアゾール誘導体は特願昭56−163409号
明細書において農園芸用殺菌剤として記載されて
いるように、本発明者らによつて見出された新規
な化合物である。
本発明の土壌病害防除剤は、含有する有効成分
の相乗効果により、フザリウム病をはじめとする
主な土壌病害の防除に際し、顕著な効果を発揮す
る。したがつて、それぞれの単剤施用と同一効果
を得るためには、低濃度で有効であるために防除
薬量が低減される。また、キヤプタンおよびダイ
ホルタンはその効力の特続性の点で問題はあるが
本発明の土壌病害防除剤ではこの欠点をカバーで
きるのみならず相乗効果によつて安定した効果が
期待でき適用可能な場面が広くなるという利点を
有する。
本発明の土壌病害防除剤によつてその防除が期
待できる主な病害は、キユウリ、ハウサイ、ナ
ス、ピーマン、スイカ、ダイコン、ホウレンソウ
およびビートなどの苗立枯病、キユウリつる割
病、トマトの萎凋および半身萎凋病、キヤベツ、
カブ、ナタネおよびハクサイの根こぶ病、スイカ
の急性萎凋病、ダイコンの亀裂褐変病、ダイコン
およびイチゴの萎凋病、コンニヤクの根腐病、フ
キおよびダイズの白絹病、ジヤガイモの粉状そう
か病、ピーマンの疫病、キユウリの立枯性疫病、
シヨウガの根茎腐敗病、ジヤガイモの黒あざ病お
よびエンドウ根腐病などに著しい高い防除効果を
示し、いずれの作物に対しても薬害は全く認めら
れない。
本発明で使用できるトリアゾール誘導体の代表
的化合物を例示すると以下のとおりである。な
お、化合物No..は以下の実施例および試験例でも
参照される。
化合物1
4−クロロベンジル N−(2,4−ジクロロ
フエニル)−2−(1,2,4−トリアゾール−1
−イル)エタンチオイミデート
化合物2
3,4−ジクロロベンジル N−(2,4−ジ
クロロフエニル)−2−(1,2,4−トリアゾー
ル−1−イル)エタンチオイミデート
化合物3
2,4−ジクロロベンジル N−(2,4−ジ
クロロフエニル)−2−(1,2,4−トリアゾー
ル−1−イル)エタンチオイミデート
化合物4
2,4−ジクロロベンジル N−(4−クロロ
−2−トリフルオロメチルフエニル)−2−(1,
2,4−トリアゾール−1−イル)エタンチオイ
ミデート
化合物5
4−クロロベンジル N−(2−クロロ−4−
フルオロフエニル)−2−(1,2,4−トリアゾ
ール−1−イル)エタンチオイミデート
本発明における有効成分の配合割合は重量比
で、本発明のトリアゾール誘導体の1種を1部に
対してキヤプタンまたはダイホルタンを0.1〜100
部配合するのが適当であるが、施用時の条件や病
害発生状況に応じて配合割合を適宜変更して使用
することができる。より好ましい割合は、トリア
ゾール誘導体の1種を1部に対してキヤプタンま
たはダイホルタンを1〜10部である。また本発明
の土壌病害防除剤は人蓄に対して極めて低毒性で
あり、作物の生育期処理もできる。
本発明の土壌病害防除剤としての優れた効果を
いかんなく発揮させるには、常法にしたがい本発
明化合物を、乳剤、フロアブル剤(ゾル剤)、水
和剤、粒剤などに製剤化して使用するのがよい。
使用時期については播種前土壌処理が一般的であ
るが本発明では生育期処理も可能であり、ガス抜
き作業の必要性もなく、作物子苗を適期に作付す
ればよい。また、本発明の土壌病害防除剤は、既
知の他の殺菌剤、殺虫剤、除草剤あるいは生育調
整剤と混用または併用して使用することもでき
る。
次に本発明の実施例を示す。
実施例 1
水和剤
化合物2 10部(重量部;以下同じ)、キヤプ
タン10部、ホワイトカーボン5部、アルキルベン
ゼンスルホン酸塩5部および珪藻土70部をリボン
ミキサーに入れてよく混合した後、アトマイザー
にて十分粉砕してから再度リボンミキサーで混合
して、有効成分20%の水和剤を得る。
本水和剤を使用して、例えばキユウリつる割病
を防除するに当つては、本水和剤を希釈し、適当
な施薬器具を用い、キユウリの播種前もしくは移
植前から生育期において水で200〜5000倍に希釈
して、1m2あたり1〜5の割合で土壌表面に潅
注すれば、有効に防除することができる。
実施例 2
粉 剤
化合物1 1部、キヤプタン1部、ホワイトカ
ーボン3部、PAP(物理性改良剤)0.5部および珪
藻土94.5部をリボンミキサーに入れて混合したも
のをアドマイザーにて十分混合した後、再びリボ
ンミキサーで十分混合して有効成分2%の粉剤を
得る。
本粉剤は、適当な散布器具を用い、播種前もし
くは移植前から生育期において、有効成分として
10アールあたり0.05〜20Kgとなるように土壌表面
に散布し、よく表土と混和することによつて、ビ
ート苗立枯病、小麦雪腐れ病、イネ苗立枯病、キ
ユウリ立枯性疫病などを有効に防除することがで
きる。
実施例 3
ゾル剤
化合物3 5部、ダイホルタン5部(両化合物
とも粒子の大きさは10μ以下である)、ラウリル
サルフエート2部、アルキルナフタレンスルホン
酸ソーダ2部、ヒドロシプロピルセルロース1部
および水75部を均一に混合して有効成分10%を含
有するゾル剤とする。
本ゾル剤を水で200〜5000倍に希釈して、作物
の播種前もしくは移植前から生育期において、1
m2あたり1〜5の割合で土壌表面に潅注すれ
ば、キユウリつる割病、ビート苗立枯病、小麦雪
腐れ病、イネ苗立枯病、キユウリ立枯性疫病など
を有効に防除することができる。
次に、本発明の土壌病害防除剤の土壌病害防除
効果を試験例により説明する。
試験例 1
キユウリつる割病防除効果試験
キユウリつる割病が多発しているビニールハウ
ス内圃場において、さらに発病をはげしくするた
めにキユウリつる割病菌(フザリウム・オキシス
ポルム・フオルマ・ククメリヌム:Fusarium
oxysporum f. cucmerinum)の土壌フスマ混合
培地培養物を接種源として、1m2あたり100gず
つ接種し、表土とよく混和した。接種3日後に、
実施例1に準じて調製した水和剤を水で希釈し、
1m2あたり3の割合で土壌表面にジヨロで潅注
した。薬剤潅注1日後にキユウリ(品種:相模半
白)を1区あたり100粒ずつ播種し、30日後に立
枯苗数を調査し、次式により防除価(%)を算出
した。
本試験は1薬剤区0.5m2の3連制で行い、平均
防除価(%)を求めた。その結果は第1表のとお
りである。
防除価(%)=(1−薬剤処理区の苗
立枯率/薬剤無処理区の苗立枯率)×100
The present invention relates to a novel soil disease control agent containing two types of fungicidal components having different activities. That is, one type of triazole derivative represented by the following general formula () and N-(trichloromethylthio)-4-cyclohexene-1,2-dicarboximide (captan) or N-(1 , 1,2,2-tetrachloroethylthio)-4-cyclohexene-1,2-dicarboximide (difortan) as an active ingredient. General formula () However, X represents up to two identical or different halogen atoms or lower haloalkyl groups, and Y
represents up to two halogen atoms. The present inventors have discovered that the above-mentioned combination agents exhibit superior synergistic effects against various soil diseases compared to each agent alone. This combination agent not only shows excellent efficacy in controlling soil diseases, especially Fusarium diseases such as cucumber vine splitting disease and radish yellowing disease, which are considered difficult to control, but also shows excellent effects on controlling Fusarium diseases such as Pythium and Rhizoctonia. It has a wide and excellent control effect against soil diseases caused by major soil pathogens such as Rhizoctonia. Captan and difortan used as active ingredients of the present invention are described in, for example, sections 81 to 85 of "Modern Pesticide Course" (published by Asakura Shoten), and sections 81 to 85 of "Pesticide Handbook 1981 Edition" (published by Japan Plant Protection Association). It is a known compound in items 176-180. As disclosed in these documents, Captan is suitable for spraying against diseases of vegetables, fruit trees, and flowers and is also used for seed disinfection. Difortan is also suitable for controlling a wide range of diseases on fruit trees and vegetables by spraying. On the other hand, the triazole derivative represented by the general formula () is a novel compound discovered by the present inventors, as described as an agricultural and horticultural fungicide in Japanese Patent Application No. 56-163409. . The soil disease control agent of the present invention exhibits remarkable effects in controlling major soil diseases including Fusarium disease due to the synergistic effect of the contained active ingredients. Therefore, in order to obtain the same effect as each single agent application, the amount of control agent is reduced because it is effective at a lower concentration. In addition, captan and difortan have problems in terms of their efficacy, but the soil disease control agent of the present invention can not only overcome this drawback, but also provide stable effects due to synergistic effects, and can be applied in various situations. It has the advantage of being wider. The main diseases that can be expected to be controlled by the soil disease control agent of the present invention are seedling damping-off of cucumbers, hawthorns, eggplants, green peppers, watermelons, daikon radish, spinach, beets, etc., cucumber vine splitting disease, and tomato wilt. and hemi-wilt, cabbage;
Turnip, rapeseed and Chinese cabbage clubroot, watermelon acute wilt, radish fissure browning, radish and strawberry wilt, konnyaku root rot, butterbur and soybean white silk disease, ginger powdery scab , late blight of green peppers, damping-off blight of cucumbers,
It shows remarkable control effects against root rot of Japanese ginger, black bruise of potato, root rot of pea, etc., and no phytotoxicity is observed in any of the crops. Typical triazole derivatives that can be used in the present invention are illustrated below. In addition, compound No. is also referred to in the Examples and Test Examples below. Compound 1 4-chlorobenzyl N-(2,4-dichlorophenyl)-2-(1,2,4-triazole-1
-yl) ethanethioimidate Compound 2 3,4-dichlorobenzyl N-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-yl)ethanethioimidate Compound 3 2,4-dichlorobenzyl N-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-yl)ethanethioimidate Compound 4 2,4-dichlorobenzyl N-(4-chloro-2-trifluoromethylphenyl)-2-(1,
2,4-triazol-1-yl)ethanethioimidate Compound 5 4-chlorobenzyl N-(2-chloro-4-
fluorophenyl)-2-(1,2,4-triazol-1-yl)ethanethioimidate The blending ratio of the active ingredients in the present invention is 1 part by weight of one of the triazole derivatives of the present invention to 0.1 to 100 parts of captan or difortan.
Although it is appropriate to mix 100% of the total amount, the blending ratio can be changed as appropriate depending on the conditions at the time of application and the status of disease occurrence. A more preferred ratio is 1 part of the triazole derivative to 1 to 10 parts of captan or difortan. Furthermore, the soil disease control agent of the present invention has extremely low toxicity for human storage, and can be used to treat crops during the growing season. In order to fully demonstrate the excellent effects of the present invention as a soil disease control agent, the compound of the present invention is formulated into emulsions, flowables (sols), wettable powders, granules, etc., and used. It is better to do so.
Regarding the timing of use, soil treatment before sowing is common, but in the present invention, treatment during the growing season is also possible, and there is no need for degassing work, and crop seedlings can be planted at an appropriate time. The soil disease control agent of the present invention can also be used in combination or in combination with other known fungicides, insecticides, herbicides, or growth regulators. Next, examples of the present invention will be shown. Example 1 Wettable powder Compound 2 10 parts (parts by weight; the same applies hereinafter), 10 parts of captan, 5 parts of white carbon, 5 parts of alkylbenzene sulfonate, and 70 parts of diatomaceous earth were placed in a ribbon mixer and mixed well, and then added to an atomizer. Thoroughly crush the mixture using a ribbon mixer and mix again using a ribbon mixer to obtain a wettable powder containing 20% of the active ingredient. When using this hydrating agent to control cucumber vine disease, for example, dilute this hydrating agent, use an appropriate application tool, and apply water to cucumbers during the growing season from before sowing or transplanting. It can be effectively controlled by diluting it 200 to 5000 times and applying it to the soil surface at a rate of 1 to 5 per square meter. Example 2 Powder 1 part of Compound 1, 1 part of Captan, 3 parts of white carbon, 0.5 part of PAP (physical property improver) and 94.5 parts of diatomaceous earth were mixed in a ribbon mixer, and the mixture was thoroughly mixed with an admizer. Mix thoroughly again using a ribbon mixer to obtain a powder containing 2% of the active ingredient. This powder can be used as an active ingredient during the growing season from before sowing or transplanting using an appropriate spraying device.
By spraying 0.05 to 20 kg per 10 ares on the soil surface and mixing well with the topsoil, it can prevent beet seedling blight, wheat snow rot, rice seedling blight, cucumber damping off, etc. It can be effectively controlled. Example 3 Sol agent 5 parts of Compound 3, 5 parts of difortan (particle size of both compounds is 10 μ or less), 2 parts of lauryl sulfate, 2 parts of sodium alkylnaphthalene sulfonate, 1 part of hydroxypropyl cellulose, and water. Mix 75 parts uniformly to make a sol containing 10% of the active ingredient. Dilute this sol with water 200 to 5000 times and use it for 1 hour during the growing season from before sowing or transplanting of crops.
Irrigation to the soil surface at a rate of 1 to 5 per m2 will effectively control cucumber vine split disease, beet seedling damping-off, wheat snow rot, rice seedling damping-off, cucumber damping-off late blight, etc. I can do it. Next, the soil disease control effect of the soil disease control agent of the present invention will be explained using test examples. Test Example 1 Effect test on control of cucumber vine split disease In a field in a plastic greenhouse where cucumber vine split disease occurs frequently, the fungus Fusarium oxysporum fulma cucumerinum (Fusarium oxysporum) was used to further accelerate the disease.
Using a soil bran mixed medium culture of oxysporum f . 3 days after vaccination,
A hydrating agent prepared according to Example 1 was diluted with water,
The soil surface was irrigated with water at a rate of 3 / m2. One day after chemical irrigation, 100 seeds of cucumber (variety: Sagami Hanshiro) were sown per plot, and after 30 days, the number of seedlings withering away was investigated, and the control value (%) was calculated using the following formula. This test was conducted in triplicate in 0.5 m 2 per drug area, and the average control value (%) was determined. The results are shown in Table 1. Control value (%) = (1 - Seedling dieback rate in chemical treated area / Seedling dieback rate in non-chemical treated area) x 100
【表】【table】
【表】
試験例 2
エンドウ根腐病防除効果試験
直径14cmの素焼鉢に黒土火山灰土をつめ、慣行
に行い栽培したエンドウ(品種:白姫エンドウ)
の草丈が5cmのときに、実施例1に準じて調製し
た水和剤を水で希釈し、1m2あたり3の割合で
土壌表面に潅注した。ついで薬剤処理10日後に、
エンドウ根腐病菌(アフアノミセスユータイチエ
ス:Aphanomyces euteiches)の遊走子を1鉢
あたり約10万個の割合で接種した。菌接種の2週
間後にエンドウを鉢から抜き取り、根を水洗し、
病微を調査し、次式により発病度を算出した。そ
してこの発病度により基づいて、次式により防除
価(%)を計算した。
本試験は1区3鉢制で行い、平均防除価(%)
を求めた。その結果は第2表のとおりである。
発病度=Σ(程度別個体数×程度別指数)/4×調
査個体数
指 数
0……発病を認めない
1……根が部分的に褐変、水浸状
2……根の大部分が水浸状
3……根および胚軸部が水浸状
4……根が腐敗して脱落、立枯、枯死
防除価(%)=[1−処理区の発病度/無処理区の発病
度]×100[Table] Test example 2 Pea root rot control effect test Peas were cultivated in a clay pot with a diameter of 14 cm filled with black volcanic ash soil according to the conventional method (variety: Shirahime pea)
When the plant height was 5 cm, a hydrating powder prepared according to Example 1 was diluted with water and watered onto the soil surface at a rate of 3 parts per 1 m 2 . Then, 10 days after drug treatment,
Zoospores of the pea root rot fungus (Aphanomyces euteiches) were inoculated at a rate of approximately 100,000 per pot. Two weeks after inoculation, the peas were removed from the pot, the roots were washed with water,
The symptoms of the disease were investigated, and the severity of the disease was calculated using the following formula. Based on this disease severity, the control value (%) was calculated using the following formula. This test was conducted in 3 pots per district, and the average control value (%)
I asked for The results are shown in Table 2. Disease severity = Σ (number of individuals by severity x index by severity) / 4 × index of number of surveyed individuals 0...No disease onset 1...Roots are partially browned, waterlogged 2...Most of the roots are Water-soaked condition 3...Roots and hypocotyl parts are water-soaked 4...Roots rot and fall off, damping, and withering control value (%) = [1 - disease severity in treated area/ disease severity in untreated area ]×100
【表】【table】
Claims (1)
ロゲン原子または低級ハロアルキル基を示し、Y
は、2個までのハロゲン原子を示す。) で示されるトリアゾール誘導体の1種とN−(ト
リクロロメチルチオ)−4−シクロヘキセン−1,
2−ジカルボキシミドまたはN−(1,1,2,
2−テトラクロロエチルチオ)−4−シクロヘキ
セン−1,2−ジカルボキシミドとの混合物を有
効成分として含有することを特徴とする土壌病害
防除剤。[Claims] 1. General formula (wherein, X represents up to two identical or different halogen atoms or lower haloalkyl groups, and Y
indicates up to two halogen atoms. ) and N-(trichloromethylthio)-4-cyclohexene-1,
2-dicarboximide or N-(1,1,2,
A soil disease control agent characterized by containing a mixture with 2-tetrachloroethylthio)-4-cyclohexene-1,2-dicarboximide as an active ingredient.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP12559983A JPS6019705A (en) | 1983-07-12 | 1983-07-12 | Agricultural and horticultural fungicide |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP12559983A JPS6019705A (en) | 1983-07-12 | 1983-07-12 | Agricultural and horticultural fungicide |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS6019705A JPS6019705A (en) | 1985-01-31 |
JPH0410441B2 true JPH0410441B2 (en) | 1992-02-25 |
Family
ID=14914127
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP12559983A Granted JPS6019705A (en) | 1983-07-12 | 1983-07-12 | Agricultural and horticultural fungicide |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS6019705A (en) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN102057927A (en) * | 2011-01-08 | 2011-05-18 | 陕西美邦农药有限公司 | Bactericidal composition containing captan and triazole compounds |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5865281A (en) * | 1981-10-15 | 1983-04-18 | Hokko Chem Ind Co Ltd | 1,2,4-triazole derivative and agricultural and horticultural fungicide |
-
1983
- 1983-07-12 JP JP12559983A patent/JPS6019705A/en active Granted
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5865281A (en) * | 1981-10-15 | 1983-04-18 | Hokko Chem Ind Co Ltd | 1,2,4-triazole derivative and agricultural and horticultural fungicide |
Also Published As
Publication number | Publication date |
---|---|
JPS6019705A (en) | 1985-01-31 |
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