CN103636636B - 防治植物病害的杀真菌组合物和方法 - Google Patents
防治植物病害的杀真菌组合物和方法 Download PDFInfo
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Abstract
提供一种对感染植物病害的栽培作物具有稳定和强杀真菌效果的杀真菌组合物。一种杀真菌组合物含有作为活性成分的(a)式(I)所示苯甲酰基吡啶衍生物或其盐,其中当A为-N=时,B为-CX4=;当A为-CH=时,B为-N=;X1和X2各自相互独立地为卤原子、烷氧基、羟基、烷基、CF3基团或烷硫基;X3为氢原子、卤原子、烷氧基、烷基、CF3基团或烷硫基;X4为氢原子、卤原子、烷氧基、烷基、CF3基团或烷硫基;R1为烷基;R2’为烷氧基;p为0、1或2;和R2”和R2’’’各自为烷氧基,和(b)至少一种额外杀真菌剂。
Description
本申请是申请号为200980125689.8、申请日为2009年6月30日、发明名称为“防治植物病害的杀真菌组合物和方法”的专利申请的分案申请。技术领域
本发明涉及一种用作农业和园艺杀真菌剂的杀真菌组合物,其对植物病害具有显著提高的预防效果和/或疗效,涉及一种通过使用该组合物防治植物病害的方法。
背景技术
专利文献1公开了一种苯甲酰基吡啶衍生物(其为本发明杀真菌组合物的活性成分)可用作杀真菌剂并且如果情况需要,可与另外杀真菌剂组合使用。另外,专利文献2公开了与另外杀真菌剂组合可获得具有显著优异协同效应的杀真菌组合物。然而,以本发明特定组合的组合物具有显著优异的杀真菌效果还未知。
专利文献1:WO02/02527
专利文献2:WO2005/041663
本发明公开
本发明要解决的问题
下文所给式(I)所示的各苯甲酰基吡啶衍生物对特定植物病害的防治效果可能不足,它的后效仅可持续相对短的时间,或它的耐雨性可能差,并因此取决于施用场所,它实际上可能仅对植物病害具有不足的防治效果。解决问题的方式
本发明人进行研究以解决以上问题,结果发现当下文所给式(I)所示的苯甲酰基吡啶衍生物与特定杀真菌剂组合使用时,与其中各化合物单独使用的情况相比,可获得出乎意料的优异杀真菌效果。由此完成了本发明。
更确切地说,本发明涉及一种杀真菌组合物,其含有作为活性成分的(a)式(I)所示苯甲酰基吡啶衍生物或其盐:
其中当A为-N=时,B为-CX4=;当A为-CH=时,B为-N=;X1和X2各自相互独立地为卤原子、烷氧基、羟基、烷基、CF3基团或烷硫基;X3为氢原子、卤原子、烷氧基、烷基、CF3基团或烷硫基;X4为氢原子、卤原子、烷氧基、烷基、CF3基团或烷硫基;R1为烷基;R2’为烷氧基;p为0、1或2;和R2”和R2’’’各自为烷氧基,
和(b)至少一种选自唑菌胺酯(pyraclostrobin)、啶酰菌胺(boscalid)、吡噻菌胺(pethiopyrad)、吡菌苯威(pyribencarb)、敌螨普(meptyldinocap)、醚唑(difenoconazole)、多果定(dodine)、硫、氟噻菌净(flutianil)、乙酸6-叔丁基-8-氟-2,3-二甲基喹啉-4-基酯和式(II)所示化合物的杀真菌剂:
另外,本发明涉及一种防治植物病害的方法,其包含将以上杀真菌组合物施用到植物。
在式(I)中,卤原子为氟、氯、溴或碘,例如可优选为氟、氯或溴。
在式(I)中,烷基、烷氧基和烷硫基的烷基结构部分优选为C1-6烷基(如甲基、乙基、丙基、异丙基、丁基、异丁基或叔丁基),并且其中优选C1-4烷基。
式(I)所示苯甲酰基吡啶衍生物可与酸性物质一起形成盐,并且它例如可形成无机酸盐如氢氯化物、氢溴化物、磷酸盐、硫酸盐或硝酸盐;或有机酸盐如乙酸盐、苯甲酸盐、对甲苯磺酸盐、甲磺酸盐或丙磺酸盐。
式(I)所示苯甲酰基吡啶衍生物可通过如在专利文献1和2中公开的制备方法制备。另外,它也可通过根据Journal of Organic Chemistry.,58,7832(1993)和European Journal of Organic Chemistry.,7,1371-1376(2001)的方法制备。
作为与上式(I)所示苯甲酰基吡啶衍生物或其盐混合的杀真菌剂(b),可提及至少一种选自唑菌胺酯、啶酰菌胺、吡噻菌胺、吡菌苯威、敌螨普、醚唑、多果定、硫、氟噻菌净、乙酸6-叔丁基-8-氟-2,3-二甲基喹啉-4-基酯和式(II)所示化合物的杀真菌剂:
作为杀真菌剂(b),唑菌胺酯为在The Pesticide Manual(第14版;BRITISH CROP PROTECTION COUNCIL)第900-901页中公开的化合物。啶酰菌胺为在The Pesticide Manual(第14版;BRITISH CROPPROTECTION COUNCIL)第110页中公开的化合物。吡噻菌胺为在ThePesticide Manual(第14版;BRITISH CROP PROTECTION COUNCIL)第811页中公开的化合物。吡菌苯威为在AG CHEM NEW COMPOUNDREVIEW,第25卷,2007,第58页中公开的化合物。敌螨普为在ThePesticide Manual(第14版;BRITISH CROP PROTECTION COUNCIL)第356-358页中公开的化合物。醚唑为在The Pesticide Manual(第14版;BRITISH CROP PROTECTION COUNCIL)第323-325页中公开的化合物。多果定为在The Pesticide Manual(第14版;BRITISH CROPPROTECTION COUNCIL)第381-382页中公开的化合物。硫为在ThePesticide Manual(第14版;BRITISH CROP PROTECTION COUNCIL)第978-979页中公开的化合物。氟噻菌净为以ISO1750临时注册的化合物,并且它的CAS号为958647-10-4。乙酸6-叔丁基-8-氟-2,3-二甲基喹啉-4-基酯在WO98/55460表1中以化合物号84描述并且为4-羟基喹啉衍生物。另外,式(II)化合物为在AG CHEM NEW COMPOUND REVIEW,第25卷,2007,第14页以CAS号214706-53-3公开的化合物。
发明效果
本发明杀真菌组合物对感染植物病害的栽培作物具有稳定和强杀真菌效果,并且可通过该组合物防治植物病害。
实施本发明的最佳模式
上式(I)所示化合物可为其中A为-CH=和B为-N=的化合物,即式(I-1)所示化合物:
其中X1、X2、X3、R1、R2’、R2”和R2’’’如上所述,
或其中A为-N=和B为-CX4=的化合物,即式(I-2)所示化合物:
其中X1、X2、X3、X4、R1、R2’、R2”和R2’’’如上所述。
在上式(I-1)所示化合物中,优选使用至少一种选自3-(2,3,4-三甲氧基-6-甲基苯甲酰基)-4-溴-5-氯-2-甲氧基吡啶(化合物号1)、3-(2,3,4-三甲氧基-6-甲基苯甲酰基)-5-氯-4-乙基-2-甲氧基吡啶(化合物号2)、3-(4,5-二甲氧基-2-甲基苯甲酰基)-4,5-二氯-2-甲氧基吡啶(化合物号3)、3-(5-乙氧基-4-甲氧基-2-甲基苯甲酰基)-4,5-二氯-2-甲氧基吡啶(化合物号4)、3-(2,3,4-三甲氧基-6-甲基苯甲酰基)-4-溴-5-氯-2-乙氧基吡啶(化合物号5)、3-(2,3,4-三甲氧基-6-甲基苯甲酰基)-5-氯-2-乙氧基-4-甲基吡啶(化合物号6)、3-(2,3,4-三甲氧基-6-甲基苯甲酰基)-5-溴-4-氯-2-乙氧基吡啶(化合物号7)、3-(2,3,4-三甲氧基-6-甲基苯甲酰基)-4-氯-5-碘-2-甲氧基吡啶(化合物号8)、3-(2,3,4-三甲氧基-6-甲基苯甲酰基)-5-碘-2,4-二甲氧基吡啶(化合物号9)、3-(2,3,4-三甲氧基-6-甲基苯甲酰基)-5-氯-2-甲氧基-4-甲硫基吡啶(化合物号10)、3-(2,3,4-三甲氧基-6-甲基苯甲酰基)-5-氯-2,4-二甲氧基吡啶(化合物号11)、3-(2,3,4-三甲氧基-6-甲基苯甲酰基)-4,5-二溴-2-甲氧基吡啶(化合物号12)、3-(2,3,4-三甲氧基-6-甲基苯甲酰基)-4-溴-2-甲氧基-5-甲基吡啶(化合物号13)、3-(2,3,4-三甲氧基-6-甲基苯甲酰基)-5-溴-4-三氟甲基-2-甲氧基吡啶(化合物号14)、3-(2,3,4-三甲氧基-6-甲基苯甲酰基)-4,5-二氯-2-甲氧基吡啶(化合物号15)、3-(2,3,4-三甲氧基-6-甲基苯甲酰基)-2,4-二氯-5-甲基吡啶(化合物号16)、3-(2,3,4-三甲氧基-6-甲基苯甲酰基)-2,4-二氯-5-碘吡啶(化合物号17)、3-(2,3,4-三甲氧基-6-甲基苯甲酰基)-2-氟-4-碘-5-甲基吡啶(化合物号18)、3-(2,3,4-三甲氧基-6-甲基苯甲酰基)-2-氟-4,5-二甲基吡啶(化合物号19)、3-(2,3,4-三甲氧基-6-甲基苯甲酰基)-2-甲氧基-4,5-二甲基吡啶(化合物号20)、3-(2-乙氧基-3,4-二甲氧基-6-甲基苯甲酰基)-2-乙氧基-4,5-二甲基吡啶(化合物号21)、3-(2,3,4-三甲氧基-6-甲基苯甲酰基)-4,5-二甲基-2-甲硫基吡啶(化合物号22)、3-(2,3,4-三甲氧基-6-甲基苯甲酰基)-5-溴-4-氯-2-甲氧基吡啶(化合物号23)、3-(2,3,4-三甲氧基-6-甲基苯甲酰基)-4-氯-2-甲氧基-5-甲基吡啶(化合物号24)、3-(2,3,4-三甲氧基-6-甲基苯甲酰基)-2-氯-5-三氟甲基-4-甲基吡啶(化合物号25)、3-(2,3,4-三甲氧基-6-甲基苯甲酰基)-5-三氟甲基-2-甲氧基-4-甲基吡啶(化合物号26)、3-(2,3,4-三甲氧基-6-甲基苯甲酰基)-2,4-二氯-5-三氟甲基吡啶(化合物号27)、3-(2,3,4-三甲氧基-6-甲基苯甲酰基)-4-氯-5-三氟甲基-2-甲氧基吡啶(化合物号28)、3-(2,3,4-三甲氧基-6-甲基苯甲酰基)-5-氯-4-乙炔基-2-甲氧基吡啶(化合物号29)、3-(2,3,4-三甲氧基-6-甲基苯甲酰基)-5-氯-4-氟甲基-2-甲氧基吡啶(化合物号30)、3-(2,3,4-三甲氧基-6-甲基苯甲酰基)-5-溴-4-氟甲基-2-甲氧基吡啶(化合物号31)、3-(2,3,4-三甲氧基-6-甲基苯甲酰基)-4-氟甲基-2-甲氧基-5-甲基吡啶(化合物号32)、3-(2,3,4-三甲氧基-6-甲基苯甲酰基)-5-氯-4-二氟甲基-2-甲氧基吡啶(化合物号33)、3-(2,3,4-三甲氧基-6-甲基苯甲酰基)-5-乙基-4-三氟甲基-2-甲氧基吡啶(化合物号34)、3-(2,3,4-三甲氧基-6-甲基苯甲酰基)-5-氯-2-甲氧基-4-甲基吡啶(化合物号35)、3-(2,3,4-三甲氧基-6-甲基苯甲酰基)-5-溴-2-甲氧基-4-甲基吡啶(化合物号36)、3-(2,3,4-三甲氧基-6-甲基苯甲酰基)-4-三氟甲基-2-甲氧基-5-甲基吡啶(化合物号37)和3-(4,5-二甲氧基-2-甲基苯甲酰基)-5-氯-2-甲氧基-4-甲基吡啶(化合物号38)的化合物。其中最优选3-(2,3,4-三甲氧基-6-甲基苯甲酰基)-5-氯-2-甲氧基-4-甲基吡啶。
在上式(I-2)所示化合物中,优选使用至少一种选自4-(2,3,4-三甲氧基-6-甲基苯甲酰基)-2,5-二氯-3-三氟甲基吡啶(化合物号39)、4-(2,3,4-三甲氧基-6-甲基苯甲酰基)-2-氯-3-三氟甲基-5-甲氧基吡啶(化合物号40)、4-(2,3,4-三甲氧基-6-甲基苯甲酰基)-2-溴-3-三氟甲基-5-甲氧基吡啶(化合物号41)、4-(2,3,4-三甲氧基-6-甲基苯甲酰基)-2,3,5-三氯吡啶(化合物号42)、4-(2,3,4-三甲氧基-6-甲基苯甲酰基)-3,5-二氯吡啶(化合物号43)、4-(2,3,4-三甲氧基-6-甲基苯甲酰基)-3-氯-5-甲氧基吡啶(化合物号44)、4-(2,3,4-三甲氧基-6-甲基苯甲酰基)-2-溴-3-氯-5-甲氧基吡啶(化合物号45)和4-(2,3,4-三甲氧基-6-甲基苯甲酰基)-3-溴-5-甲基吡啶(化合物号46)的化合物。其中最优选使用至少一种选自4-(2,3,4-三甲氧基-6-甲基苯甲酰基)-2,5-二氯-3-三氟甲基吡啶和4-(2,3,4-三甲氧基-6-甲基苯甲酰基)-2-氯-3-三氟甲基-5-甲氧基吡啶的化合物。
本发明杀真菌组合物特别可用作农业和园艺杀真菌剂。作为农业和园艺杀真菌剂,它有效防治病害如稻(水稻(Oryza sativa)等)的稻瘟病、褐斑病或纹枯病;禾谷类(大麦(Hordeum vulgare)、小麦(Tricum aestivum)等)的白粉病、疮痂病(scab)、锈斑、雪霉病、雪腐病、散黑粉病、眼斑病、叶斑病或小麦颖枯病;柑桔属(柑桔属(Citrus)等)的树脂病(melanose)或疮痂病;苹果(苹果(Malus pumila))的花腐病、白粉病、链格孢(Alternaria)叶斑病或疮痂病;梨(沙梨(Pyrus serotina)、秋子梨(Pyrus ussuriensis)、西洋梨(Pyrus communis))的疮痂病或黑斑病;桃(桃(Prunus persica)等)的褐腐病、疮痂病或褐纹拟茎点霉病(Phomopsis rot);葡萄(葡萄属(Vitisvinifera spp.)等)的炭疽病、晚腐病(ripe rot)、白粉病或霜霉病;柿子(柿(Diospyros kaki)等)的炭疽病或茎褐腐病;葫芦科(甜瓜(Cucumis melo)等)的炭疽病、白粉病、蔓枯病(gummy stem blight)或霜霉病;番茄(番茄(Lycopersicon esculentum))的早疫病、叶霉病或晚疫病;十字花科蔬菜(芸苔属(Brassica)、萝卜属(Raphanus)等)的各种链格孢病害病原体;马铃薯(马铃薯(Solanum tuberosum))的晚疫病或早疫病;草莓(草莓属(Fragaria)等)的白粉病;和各种作物的灰霉病或由核盘菌属(Sclerotinia)引起的病害。它对禾谷类和蔬菜的白粉病和稻瘟病特别有效。另外,它还有效防治由植物病原体如镰孢菌(Fusarium)、腐霉(Pythium)、丝核菌(Rhizoctonia)、黄萎病(Verticillium)和根肿菌(Plasmodiophora)引起的土壤病害。
组成本发明杀真菌组合物的多个活性成分以与常规农药相同的方式与各种助剂混合并且配制成各种配制剂如粉剂、颗粒、水分散性颗粒、可湿性粉剂、水基悬浮浓缩物、油基悬浮浓缩物、水溶性颗粒、可乳化浓缩物、可溶性浓缩物、糊、气溶胶和超低容量配制剂。然而,只要可实现本发明目的,可施用常用于此领域的任何类型的配制剂。这样的助剂包括固体载体如硅藻土、熟石灰、碳酸钙、滑石、白炭墨、高岭土、膨润土、高岭石和丝云母的混合物、粘土、碳酸钠、碳酸氢钠、芒硝、沸石和淀粉;溶剂如水、甲苯、二甲苯、溶剂石脑油、二烷、丙酮、异佛尔酮、甲基异丁基酮、氯苯、环己烷、二甲亚砜、二甲基甲酰胺、二甲基乙酰胺、N-甲基-2-吡咯烷酮和醇;阴离子型表面活性剂和铺展剂如脂肪酸盐、苯甲酸盐、琥珀酸烷基酯磺酸盐、琥珀酸二烷基酯磺酸盐、聚羧酸盐、烷基硫酸酯的盐、烷基硫酸盐、烷芳基硫酸盐、烷基二甘醇醚硫酸盐、醇硫酸酯的盐、烷基磺酸盐、烷芳基磺酸盐、芳基磺酸盐、木素磺酸盐、烷基二苯基醚二磺酸盐、聚苯乙烯磺酸盐、烷基磷酸酯的盐、烷芳基磷酸盐、苯乙烯基芳基磷酸盐、聚氧乙烯烷基醚硫酸酯的盐、聚氧乙烯烷芳基醚硫酸盐、聚氧乙烯烷芳基醚硫酸酯的盐、聚氧乙烯烷基醚磷酸盐、聚氧乙烯烷芳基磷酸酯的盐和萘磺酸盐与甲醛水的缩合物的盐;非离子型表面活性剂和铺展剂如失水山梨糖醇脂肪酸酯、甘油脂肪酸酯、脂肪酸聚甘油酯、脂肪酸烷醇聚乙二醇醚、炔二醇(acetylene glycol)、炔属醇、氧化烯嵌段聚合物、聚氧乙烯烷基醚、聚氧乙烯烷芳基醚、聚氧乙烯苯乙烯基芳基醚、聚氧乙烯二醇烷基醚、聚氧乙烯脂肪酸酯、聚氧乙烯山梨糖醇脂肪酸酯、聚氧乙烯甘油脂肪酸酯、聚氧乙烯氢化蓖麻油和聚氧丙烯脂肪酸酯;和植物和矿物油如橄榄油、爪哇木棉油、蓖麻油、棕榈油、山茶油、椰子油、芝麻油、玉米油、米糠油、花生油、棉子油、豆油、菜子油、亚麻子油、桐油和液体烷属烃。这样的助剂可选自已知组分只要因此可实现本发明目的。另外,也可使用各种常用助剂如填料、增稠剂、抗沉降剂、防冻剂、阻凝剂、植物毒性降低剂和防霉剂。活性成分组分与各种助剂的共混比通常为0.005:99.995-95:5,优选0.2:99.8-90:10。在该配制剂的实际应用中,它可直接使用或可用稀释剂如水稀释到预定浓度,并且如果情况需要,可加入各种铺展剂。
本发明还包括一种防治植物病害的方法,其包含将本发明杀真菌组合物施用到农业和园艺植物。本发明杀真菌组合物的浓度通常不可限定,因为它取决于待处理的作物、施用方法、配制剂类型、剂量等而变化。然而,在叶面处理时活性成分的施用浓度通常为0.1-10000ppm,优选1-2000ppm,并且在土壤处理时通常为10-100000g/ha,优选200-20000g/ha。
含本发明杀真菌组合物的配制剂或其稀释产物可通过常用施用方法施用如铺展(撒播、喷洒、喷雾、雾化、颗粒扩散(grain diffusing)或在水表面上施用),土壤施药(如混合或灌溉)或表面施用(如包被、包粉或掩盖)。另外,它也可通过所谓的超低容量施用。在该方法中,该配制剂可含有100%活性成分。
在本发明杀真菌组合物中,式(I)所示苯甲酰基吡啶衍生物(a)或其盐与另外杀真菌剂(b)的合适混合重量比通常为1:10000-10000:1,优选1:1000-1000:1,更优选1:200-200:1。
实施例
现在将根据实施例进一步详细地描述本发明。然而,应该理解本发明决不限于此。
测试实施例1:对小麦白粉病预防效果的测试
将小麦(栽培品种:Norin-61-go)栽培在具有7.5cm直径的塑料盆中,并且当它达到1.5叶期时,将10ml具有调节到规定浓度的各测试化合物的化学溶液通过喷枪以1000L/ha的量施用。在化学溶液干燥后,撒粉并接种禾白粉菌(Erysiphe graminis)的分生孢子并维持在20℃的恒温室中。接种之后的6-8天,调查孢子形成的面积并且根据下式测定病害率,并且结果显示在表1-4中。非处理区的平均病斑面积以与处理区相同的方式测定,但将水代替化学溶液通过喷枪施用。
病害率=(a/b)×100
a:处理区的平均病斑面积
b:非处理区的平均病斑面积
根据Colby公式计算理论值。当实验值低于理论值时,本发明杀真菌组合物就小麦白粉病的预防效果的测试具有协同效应。在这些情况下Colby公式的理论值显示在表1-4的括号中。
表1
表2
表3
表4
测试实施例2:对黄瓜白粉病预防效果的测试
将黄瓜(栽培品种:Suyo)栽培在具有7.5cm直径的塑料盆中,并且当它达到1.5叶期时,将10ml具有调节到规定浓度的本发明化合物的化学溶液通过喷枪施用。在化学溶液干燥后,喷洒并接种瓜类单囊壳菌(Sphaerotheca cucurbitae)的分生孢子的悬浮液并维持在20℃的恒温室中。接种之后的9-10天,调查孢子形成的面积并且以与测试实施例1相同的方式测定病害率,并且结果显示在表5-20中。非处理区的平均病斑面积以与处理区相同的方式测定,但将水代替化学溶液通过喷枪施用。
另外,Colby公式的理论值显示在表5-20的括号中。
表5
表6
表7
表8
表9
表10
表11
表12
表13
表14
表15
表16
表17
表18
表19
表20
现在下文将描述本发明配制剂实施例。然而,本发明的共混比、配制剂类型等决不限于下列实施例。
配制剂实施例1
(a)高岭土 78重量份
(b)β-萘磺酸钠盐与甲醛水溶液的缩合物 2重量份
(c)聚氧乙烯烷芳基硫酸盐 5重量份
(d)水合无定形二氧化硅 15重量份
将以上组分的混合物、式(I)化合物和唑菌胺酯以8:1:1的重量比混合以获得可湿性粉剂。
配制剂实施例2
(a)式(I)化合物 0.5重量份
(b)唑菌胺酯 0.5重量份
(c)膨润土 20重量份
(d)高岭土 74重量份
(e)木质素磺酸钠 5重量份
将适量造粒用水加入以上组分并混合,并且将该混合物造粒以获得颗粒。
配制剂实施例3
(a)式(I)化合物 2重量份
(b)唑菌胺酯 3重量份
(c)滑石 95重量份
将以上组分均匀混合以获得粉剂。
Claims (2)
1.一种杀真菌组合物,其含有作为活性成分的(a)3-(2,3,4-三甲氧基-6-甲基苯甲酰基)-5-氯-2-甲氧基-4-甲基吡啶,
和(b)啶酰菌胺,
其中(a)3-(2,3,4-三甲氧基-6-甲基苯甲酰基)-5-氯-2-甲氧基-4-甲基吡啶与(b)啶酰菌胺的混合重量比为1.6:25-3.1:12.5。
2.一种防治植物病害的方法,其包括将如权利要求1所述的杀真菌组合物施用到植物。
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CN201610356467.9A Active CN105994322B (zh) | 2008-07-03 | 2009-06-30 | 防治植物病害的杀真菌组合物和方法 |
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CN103237451A (zh) * | 2010-12-08 | 2013-08-07 | 巴斯夫欧洲公司 | 杀真菌混合物 |
JP5940368B2 (ja) | 2011-05-24 | 2016-06-29 | 石原産業株式会社 | 殺菌剤組成物及び植物病害の防除方法 |
JP5940369B2 (ja) | 2011-05-27 | 2016-06-29 | 石原産業株式会社 | 植物病害の防除方法 |
JP6013032B2 (ja) | 2011-07-08 | 2016-10-25 | 石原産業株式会社 | 殺菌剤組成物及び植物病害の防除方法 |
WO2013094055A1 (ja) * | 2011-12-22 | 2013-06-27 | 株式会社エス・ディー・エス バイオテック | 植物病害防除剤 |
JP2014015449A (ja) | 2012-06-13 | 2014-01-30 | Ishihara Sangyo Kaisha Ltd | 殺菌剤組成物及び植物病害の防除方法 |
US9485987B2 (en) * | 2013-01-30 | 2016-11-08 | Meiji Seika Pharma Co., Ltd. | Aqueous suspended agricultural chemical composition |
CN105076137A (zh) * | 2014-05-21 | 2015-11-25 | 深圳诺普信农化股份有限公司 | 一种杀菌组合物 |
CN105076143A (zh) * | 2014-05-21 | 2015-11-25 | 深圳诺普信农化股份有限公司 | 杀菌组合物 |
CN104025954A (zh) * | 2014-06-20 | 2014-09-10 | 广西壮族自治区农业科学院蔬菜研究所 | 一种预防和治疗厚皮甜瓜蔓枯病的生物方法 |
BR112017023534B1 (pt) * | 2015-05-29 | 2022-05-17 | Ishihara Sangyo Kaisha, Ltd | Método para controlar doenças de plantas e semente revestida |
CN105165828B (zh) * | 2015-10-28 | 2017-05-10 | 陕西上格之路生物科学有限公司 | 一种含苯菌酮和硝苯菌酯的杀菌组合物 |
RU2680309C1 (ru) * | 2018-02-13 | 2019-02-19 | Андрей Васильевич Кудряшов | Средство для защиты растений "Агройод" |
CN108174856A (zh) * | 2018-02-28 | 2018-06-19 | 佛山市海力盈生物科技有限公司 | 一种含Pyriofenone和苯醚甲环唑的农药组合物 |
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