CN1889832A - N-芳基肼衍生物在防治非作物害虫中的用途 - Google Patents
N-芳基肼衍生物在防治非作物害虫中的用途 Download PDFInfo
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- CN1889832A CN1889832A CNA2004800361659A CN200480036165A CN1889832A CN 1889832 A CN1889832 A CN 1889832A CN A2004800361659 A CNA2004800361659 A CN A2004800361659A CN 200480036165 A CN200480036165 A CN 200480036165A CN 1889832 A CN1889832 A CN 1889832A
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Abstract
本发明涉及式(I)的肼衍生物或其对映体或盐在防治非作物害虫中的用途,其中W为氯或三氟甲基;X和Y各自独立地为氯或溴;R1为烷基、链烯基、炔基,或可以被1-3个卤原子取代的环烷基,或可以被烷氧基取代的烷基;R2和R3为烷基或可以一起形成未被取代或被1-3个卤原子取代的环烷基;R4为氢或烷基。本发明还涉及式(I)化合物在保护非生物有机材料和动物以防非作物害虫损害中的用途。
Description
本发明涉及式I的肼衍生物或其对映体或盐在防治非作物害虫中的用途:
其中
W为氯或三氟甲基;
X和Y各自独立地为氯或溴;
R1为C1-C6烷基、C3-C6链烯基、C3-C6炔基,或
可以被1-3个卤原子取代的C3-C6环烷基,或
被C1-C4烷氧基取代的C2-C4烷基;
R2和R3为C1-C6烷基或可以一起形成未被取代或被1-3个卤原子取代的C3-C6环烷基;
R4为氢或C1-C6烷基。
本发明还涉及一种防治非作物害虫的方法,包括使害虫或其食物源、栖息地、繁殖地或其场所与杀虫有效量的式I化合物接触。
本发明还涉及以杀虫有效量含有式I化合物的用于防治非作物害虫的组合物。
本发明进一步涉及式I化合物在保护非生物有机材料以防非作物害虫损害中的用途。
使用目前可得的非作物害虫防治试剂如拟除虫菊酯类所出现的常见问题是例如害虫的耐药性或不利的环境或毒理性能。所遇到的另一问题涉及对宽范围的非作物害虫有效的可得非作物害虫防治试剂的需要。因此,需要提供克服这些问题的新的且改进的非作物害虫防治试剂。
因此,本发明的目的是提供优选具有改进的杀虫作用谱的新的非作物害虫防治试剂。
我们已发现这些目的通过使用式I化合物和包含它们的组合物实现。
非作物害虫是如下纲和目的害虫:唇足纲(Chilopoda)和倍足纲(Diplopoda)以及等翅目(Isoptera)、双翅目(Diptera)、蜚蠊目(Blattaria(Blattodea))、革翅目(Dermaptera)、半翅目(Hemiptera)、膜翅目(Hymenoptera)、直翅目(Orthoptera)、蚤目(Siphonaptera)、缨尾目(Thysanura)、虱毛目(Phthiraptera)、蜘蛛目(Araneida)、寄螨目(Parasitiformes)和粉螨亚目(Acaridida)。
式I化合物尤其适于有效防治下列害虫:
蜈蚣(唇足纲),例如Scutigera coleoptrata,千足虫(倍足纲),例如Narceus属,蜘蛛(蜘蛛目),例如红斑寇蛛(Latrodectus mactans)和褐丝蛛(Loxoscelesreclusa),疥癣(scabies)(粉螨亚目),例如疥螨属(sarcoptes),壁虱和寄生螨(寄螨目):壁虱(蜱亚目(Ixodida)),例如黑脚硬蜱(Ixodesscapularis)、全环硬蜱(Ixodes holocyclus)、太平洋硬蜱(Ixodes pacificus)、棕色犬壁虱(Rhiphicephalus sanguineus)、安氏革螨(Dermacentorandersoni)、美洲大革螨(Dermacentor variabilis)、长星形壁虱(Amblyommaamericanum)、Ambryomma maculatum、Ornithodorus hermsi、Ornithodorus turicata以及寄生螨(中气门亚目(Mesostigmata)),例如柏氏禽剌螨(Ornithonyssus bacoti)和鸡皮刺螨(Dermanyssus gallinae),白蚁(等翅目),例如Calotermes flavicollis、Leucotermes flavipes、Heterotermes aureus、黄肢散白蚁(Reticulitermes fiavipes)、Reticulitermesvirginicus、欧洲散白蚁(Reticulitermes lucifugus)、Termes natalensis和家白蚁(Coptotermes formosanus);
蟑螂(蜚蠊目),例如德国小蠊(Blattella germanica)、Blattella asahinae、美洲大蠊(Periplaneta americana)、日本蟑螂(Periplaneta japonica)、棕色蟑螂(Periplaneta brunnea)、Periplaneta fuligginosa、澳洲大蠊(Periplanetaaustralasiae)和东方蜚蠊(Blatta orientalis),苍蝇、蚊子(双翅目),例如埃及伊蚊(Aedes aegypti)、白纹伊蚊(Aedesalbopictus)、刺扰伊蚊(Aedes vexans)、墨西哥果蝇(Anastrepha ludens)、五斑按蚊(Anopheles maculipennis)、Anopheles crucians、白足按蚊(Anopheles albimanus)、疟蚊(Anopheles gambiae)、Anopheles freeborni、白踝按蚊(Anopheles leucosphyrus)、微小按蚊(Anopheles minimus)、四斑按蚊(Anopheles quadrimaculatus)、红头丽蝇(Calliphora vicina)、蛆症金蝇(Chrysomya bezziana)、Chrysomya hominivorax、Chrysomyamacellaria、鹿蝇(Chrysops discalis)、Chrysops silacea、Chrysopsatlanticus、Cochliomyia hominivorax、Cordylobia anthropophaga、Culicoides furens、尖音库蚊(Culex pipiens)、斑蚊(Culex nigripalpus)、致倦库蚊(Culex quinquefasciatus)、媒斑蚊(Culex tarsalis)、Culiseta inornata、Culiseta melanura、Dermatobia hominis、小毛厕蝇(Fannia canicularis)、马蝇(Gasterophilus intestinalis)、刺舌蝇(Glossina morsitans)、须舌蝇(Glossina palpalis)、Glossina fuscipes、Glossina tachinoides、Haematobiairritans、Haplodiplosis equestris、Hippelates属、纹皮蝇(Hypodermalineata)、Leptoconops torrens、Lucilia caprina、铜绿蝇(Lucilia cuprina)、丝光绿蝇(Lucilia sericata)、Lycoria pectoralis、沼蚊属(Mansonia)、家蝇(Musca domestica)、厩腐蝇(Muscina stabulans)、羊狂蝇(oestrus ovis)、Phlebotomus argentipes、Psorophora columbiae、Psorophora diseolor、Prosimulium mixtum、红尾肉蝇(Sarcophaga haemorrhoidalis)、肉蝇属(Sarcophaga)、Simulium vittatum、厩螫蝇(Stomoxys calcitrans)、牛虻(Tabanus bovinus)、Tabanus atratus、红色原虻(Tabanus lineola)和Tabanus similis,
蠼螋(革翅目),例如欧洲球螋(forficula auricularia),
臭虫(半翅目),例如温带臭虫(Cimex lectularius)、热带臭虫(Cimexhemipterus)、Reduvius senilis、锥蝽属(Triatoma)、猎蝽属(Rhodniusprolixus)和Arilus critatus,
蚂蚁、蜜蜂、黄蜂、叶蜂(膜翅目),例如举腹蚁属(Crematogaster)、Hoplocampa minuta、Hoplocampa testudinea、小黄家蚁(Monomoriumpharaonis)、热带火蚁(Solenopsis geminate)、红火蚁(Solenopsis invicta)、黑火蚁(Solenopsis richteri)、南方火蚁(Solenopsis xyloni)、红蚂蚁(Pogonomyrmex barbatus)、Pogonomyrmex californicus、天鹅绒蚂蚁(Dasymutilla occidentalis)、熊蜂属(Bombus)、大黄蜂(Vespula squamosa)、Paravespula Vulgaris、Paravespula pennsylvanica、Paravespula germanica、姬胡蜂(Dolichovespula maculate)、黄边胡蜂(Vespa crabro)、胡蜂(Polistesrubiginosa)、Campodontus floridanus和阿根廷蚁(Linepithema humile);蟋蟀、蚱蜢、蝗虫(直翅目),例如居屋艾蟋(Acheta domestica)、蝼蛄(Gryllotalpa gryllotalpa)、飞蝗(Locusta migratoria)、双纹黑蝗(Melanoplusbivittatus)、红足黑蝗(Melanoplus femurrubrum)、墨西哥黑蝗(Melanoplusmexicanus)、迁飞黑蝗(Melanoplus sanguinipes)、石栖黑蝗(Melanoplusspretus)、条纹红蝗(Nomadacris septemfasciata)、美洲沙漠蝗(Schistocercaamericana)、非洲沙漠蝗(Schistocerca gregaria)、摩洛哥戟纹蝗(Dociostaurus maroccanus)、庭疾灶螽(Tachycines asynamorus)、Oedaleussenegalensis、Zonozerus variegatus、Hieroglyphus daganensis、Kraussariaangulifera、意大利蝗(Calliptamus italicus)、澳大利亚灾蝗(Chortoicetesterminifera)和Locustana pardalina,
蚤(蚤目),例如猫跳蚤(Ctenocephalides felis)、狗跳蚤(Ctenocephalidescanis)、印鼠客蚤(xenopsylla cheopis)、致痒蚤(Pulex irritans)、穿皮潜蚤(Tunga penetrans)和具带病蚤(Nosopsyllus fasciatus),
衣鱼、firebrat(缨尾目),例如白鱼(Lepisma saccharina)和斑衣鱼(Thermobia domestica),
虱(虱毛目),例如人头虱(Pediculus humanus capitis)、人体虱(Pediculushumanus corporis)、耻阴虱(Pthirus pubis)、牛血虱(Haematopinuseurysternus)、猪血虱(Haematopinus suis)、牛腭虱(Linognathus vituli)、Bovicola bovis、鸡虱(Menopon gallinae)、Menacanthus stramineus和Solenopotes capillatus。
根据本发明可以使用的式I的肼衍生物由EP-A 604 798已知并且可以根据EP-A 604 798中所述或所引用的制备方法制备。该文献涉及农业领域中的植物保护且公开了式I化合物和其他化合物对鞘翅目(Coleoptera)、鳞翅目(Lepidoptera)和蜱螨目(Acarina)作物害虫的杀虫和杀螨活性。
在J.A Furch等的“氨基腙:一类新的鞘翅目杀虫剂”,ACS SymposiumSeries 686,Am.Chem.Soc.,1998,第18章,第178页及随后各页中例举了某些氨基腙对南方玉米根虫的作用,其中一些氨基腙为式I化合物。该文献教导这些化合物对某些鞘翅目昆虫具有特异性作用且同时对鳞翅目昆虫和其他昆虫以及蜱螨目昆虫具有很小的毒性或无毒。
在D.G.Kuhn等的“环烷基取代的氨基腙:一类新的昆虫防治试剂”,ACS Symposium Series 686,Am.Chem.Soc.,1998,第19章,第185页及随后各页中,教导了某些氨基腙对某些鞘翅目和鳞翅目昆虫具有活性,其中一些氨基腙是其中R2和R3一起形成环丙基环的式I化合物。生物试验表明这些化合物非常具有选择性,仅一些对鞘翅目或鳞翅目二者呈现良好的活性。
在农业领域用于植物保护的化合物对害虫的活性,即对作物害虫的活性通常并不暗示该化合物对非作物害虫具有活性。作物害虫防治总是构成植物保护的一部分。相反,非作物害虫防治例如涉及非生物有机材料的保护或卫生和疾病预防(公共健康)。
作物/非作物害虫防治要求的不同通常且主要—除了可能的生物化学目标不同之外—表现在害虫的食物和/或栖息地的不同。
作物害虫如同翅目(Homoptera)害虫通过刺穿植物的绿色部分并吸食植物液体而进食。鳞翅目和鞘翅目的其他作物害虫通过咬断植物的绿色部分而进食。相反,非作物害虫不生活于植物上且不进食或仅很少进食植物的绿色部分。非作物害虫例如进食非生物有机材料如人类和动物的家、衣服和食品等,而且进食电线等,从而将病原性病菌引入人类的环境并破坏他们的家和食品。实例是白蚁(等翅目),其主要进食为木制品和纸制品的主组分的纤维素。另一实例是蚊子(双翅目),其幼虫进食水中的微生物和有机物质且其成虫以血液为食。
杀虫剂的性能应与其特定的用途相适应。例如借助其水溶性而引入植物部分中的内吸性杀虫剂适于防治刺穿-吸食性或咬断性害虫(即作物害虫)。然而,通常不能预期它们对不以绿色植物部分为食但通过诱饵体系中的绝大多数水不溶性杀虫剂防治或通过直接处理而防治的非作物害虫具有同等活性。在许多情况下,作物害虫防治用杀虫剂不适于非作物害虫防治,反之亦然。实例是市售杀虫剂抗蚜威(pirimicarb)、高灭磷(acephate)、嘧胺苯醚(pyrimidiven)和哒螨酮(pyridaben)。它们对作物昆虫具有活性但对非作物害虫显示低活性。
总之,现有技术向技术人员教导了式I的氨基腙和类似结构的氨基腙对某些鞘翅目或鳞翅目作物害虫具有选择性活性且结构上的小变化对选择性具有巨大的影响。
惊人的是,现已发现某些氨基腙,即式I化合物对非作物害虫具有宽谱活性。
式I化合物和包含它们的组合物尤其可以用于防治唇足纲和倍足纲害虫。
式I化合物和包含它们的组合物特别可以用于防治等翅目、蜚蠊目、双翅目、革翅目、半翅目、膜翅目、直翅目、蚤目、缨尾目和虱毛目害虫。
此外,式I化合物和含有它们的组合物尤其可以用于防治寄螨目、蜘蛛目和粉螨亚目害虫。
此外,式I化合物和包含它们的组合物尤其可以用于防治等翅目、蜚蠊目、双翅目、膜翅目、蚤目、直翅目和蜱亚目害虫。
更具体而言,式I化合物和包含它们的组合物尤其可以用于防治等翅目、蜚蠊目、双翅目、膜翅目和蚤目害虫。
具体而言,式I化合物和包含它们的组合物可以用于防治等翅目(草白蚁科(Hodotermitidae)、木白蚁科(Kalotermitidae)、鼻白蚁科(Rhinotermitidae)、白蚁科(Termitidae)),蜚蠊目(隐尾蜚蠊科(Cryptocercidae)、蜚蠊科(Blattidae)、隆背蜚蠊科(Polyphagidae)、姬蠊科(Blattellidae)),双翅目(蚊科(Culicidae)、蚋科(Simuliidae)、蠓科(Ceratopogonidae)、虻科(Tabanidae)、蝇科(Muscidae)、丽蝇科(Calliphoridae)、狂蝇科(Oestridae)、麻蝇科(Sarcophagidae)、虱蝇科(Hippoboscidae)),膜翅目(长节叶蜂科(Xyelidae)、三节叶蜂科(Argidae)、(Cimbicidae)、锤角叶蜂科(Tenthredinidae)、Anaxyelidae、茎蜂科(Cephidae)、前腹茧蜂科(Aphidiidae)、蚁科(Formicidae)、胡蜂科(Vespoidae)、泥蜂科(Sphecidae))和蚤目(蚤科(Pulicidae)、刺蚤科(Rhopalopsyllidae)、细蚤科(Ceratophyllidae))。
此外,尤其优选式I化合物和包含它们的组合物在防治等翅目害虫中的用途。
式I化合物和包含它们的组合物在防治蜚蠊目害虫中的用途是本发明的另一优选实施方案。
此外,尤其优选式I化合物和包含它们的组合物在防治膜翅目害虫,尤其是蚂蚁中的用途。
式I化合物和包含它们的组合物在防治双翅目害虫,尤其是苍蝇和蚊子中的用途是本发明的另一优选实施方案。
此外,尤其优选式I化合物和包含它们的组合物在防治直翅目害虫中的用途。
此外,尤其优选式I化合物和包含它们的组合物在防治蚤目害虫中的用途。
式I化合物和包含它们的组合物在防治蜱亚目害虫,尤其是苍蝇和蚊子中的用途为本发明的另一优选实施方案。
此外,式I化合物和包含它们的组合物在防治中气门亚目(Mesostigmata)害虫中的用途为本发明的另一优选实施方案。
此外,式I化合物和包含它们的组合物在防治粉螨亚目害虫中的用途为本发明的另一优选实施方案。
在本发明的优选实施方案中,式I化合物和包含它们的组合物用于保护非生物有机材料,非生物有机材料包括但不限于家用物品如脂肪、油、单有机糖、低聚有机糖、多有机糖、蛋白质或新鲜或腐败水果;含纤维素的材料,例如木质材料如房子、树木、木篱笆或枕木以及纸张;还有建筑材料、家具、皮革、动物、植物和合成纤维、乙烯基制品、电线和电缆以及聚苯乙烯泡沫。
更优选将式I化合物和包含它们的组合物用于保护非生物有机材料以防选自倍足纲以及等翅目、双翅目、蜚蠊目、革翅目、半翅目、膜翅目、直翅目和缨尾目的非作物害虫的损害。
本发明还涉及一种保护非生物有机材料以防非作物害虫,尤其是选自倍足纲以及等翅目、双翅目、蜚蠊目、革翅目、半翅目、膜翅目、直翅目和缨尾目的非作物害虫损害的方法,包括使害虫或其食物源、栖息地、繁殖地、其场所或非生物有机材料本身与杀虫有效量的式I化合物或包含它的组合物接触。
此外,优选将式I化合物或含有它们的组合物用于保护含纤维素的非生物有机材料。
优选将式I化合物或包含它们的组合物用于保护含纤维素的非生物有机材料以防选自等翅目、双翅目、蜚蠊目、膜翅目和直翅目的非作物害虫,最优选等翅目非作物害虫的损害。
本发明还提供了一种保护含纤维素的非生物有机材料以防非作物害虫,优选等翅目、双翅目、蜚蠊目、膜翅目和直翅目非作物害虫,最优选等翅目非作物害虫的损害的方法,包括使害虫或其食物源、栖息地、繁殖地、其场所或含纤维素的非生物有机材料本身与杀虫有效量的式I化合物或包含它的组合物接触。
在本发明的另一优选实施方案中,将式I化合物或包含它们的组合物用于保护单糖、低聚糖或多糖以及蛋白质。
优选将式I化合物或包含它们的组合物用于保护单糖、低聚糖或多糖以及蛋白质以防选自革翅目、倍足纲,等翅目、双翅目、蜚蠊目、膜翅目、直翅目和缨尾目(Tysanura)的非作物害虫,最优选等翅目、双翅目、蜚蠊目和膜翅膜(Hymenoptra)非作物害虫的损害。
本发明还提供了一种保护单糖、低聚糖或多糖以及蛋白质以防非作物害虫,优选革翅目、倍足纲,等翅目、双翅目、蜚蠊目、膜翅目、直翅目和缨尾目非作物害虫,最优选等翅目、双翅目、蜚蠊目和膜翅目非作物害虫的损害的方法,包括使害虫或其食物源、栖息地、繁殖地或其场所与杀虫有效量的式I化合物或包含它的组合物接触。
此外,优选通过用杀虫有效量的式I化合物或包含它的组合物处理在水体中和/或在包括但不限于墙壁在内的建筑物、地面、粪堆、草坪、牧场、下水道和建筑物的建造中所用材料以及垫子和褥子中和周围的害虫而将式I化合物用于保护动物以防唇足纲以及蜘蛛目、半翅目、双翅目、虱毛目、蚤目、寄螨目和粉螨亚目非作物害虫损害。最优选将式I化合物用于保护动物以防双翅目、虱毛目、蚤目和寄螨目非作物害虫的损害。
动物包括温血动物,后者包括人和鱼。式I化合物优选用于保护温血动物如牛、绵羊、猪、骆驼、鹿、马、家禽、兔、山羊、狗和猫。
在上式I的定义中,取代基具有下列含义:
“卤素”应理解为指氟、氯、溴和碘。
本文所用术语“烷基”指具有1-4或1-6个碳原子的支化或未支化饱和烃基,尤其是C1-C6烷基如甲基、乙基、丙基、1-甲基乙基、丁基、1-甲基丙基、2-甲基丙基、1,1-二甲基乙基、戊基、1-甲基丁基、2-甲基丁基、3-甲基丁基、2,2-二甲基丙基、1-乙基丙基、己基、1,1-二甲基丙基、1,2-二甲基丙基、1-甲基戊基、2-甲基戊基、3-甲基戊基、4-甲基戊基、1,1-二甲基丁基、1,2-二甲基丁基、1,3-二甲基丁基、2,2-二甲基丁基、2,3-二甲基丁基、3,3-二甲基丁基、1-乙基丁基、2-乙基丁基、1,1,2-三甲基丙基、1,2,2-三甲基丙基、1-乙基-1-甲基丙基和1-乙基-2-甲基丙基。
“烷氧基”指在烷基中的任何键处通过氧键键合的具有1-4个碳原子的直链或支化烷基(甲基、乙基、丙基、1-甲基乙基、丁基、1-甲基丙基、2-甲基丙基、1,1-二甲基乙基)。实例包括甲氧基、乙氧基、丙氧基和异丙氧基。
“环烷基”指3-6元饱和碳原子单环,即环丙基、环丁基、环戊基和环己基。
对于式I化合物的预期用途,特别优选取代基的下列含义,在每种情况下单独或组合:
优选其中W为三氟甲基的式I化合物。
此外还优选其中X和Y均为氯的式I化合物。
此外,优选其中R1为C1-C6烷基,尤其是乙基的式I化合物。
此外还优选其中R2和R3均为甲基的式I化合物。
此外,优选其中R2和R3形成未被取代或被1-3个卤原子,尤其是氯和溴取代的环丙基环的式I化合物。
此外,特别优选其中R2和R3形成被2个卤原子取代的环丙基环的式I化合物。
此外,特别优选其中R2和R3形成被2个氯原子取代的环丙基环的式I化合物。
特别优选其中R2和R3形成2,2-二氯环丙基环的式I化合物。
此外还优选其中R4为C1-C6烷基,尤其是甲基的式I化合物。
特别优选其中R2、R3和R4均为甲基的式I化合物。
此外,特别优选其中R2、R3和R4形成结构部分1-甲基-2,2-二氯环丙基的式I化合物。
此外还优选如下式I化合物或其对映体或盐,其中
W为三氟甲基;
X和Y各自独立地为氯或溴;
R1为C1-C6烷基;
R2和R3为C1-C6烷基或可以一起形成被1-2个卤原子取代的C3-C6环烷基;R4为C1-C6烷基。
特别优选N-乙基-2,2-二甲基丙酰胺-2-(2,6-二氯-α,α,α-三氟对甲苯基)腙和N-乙基-2,2-二氯-1-甲基环丙烷甲酰胺-2-(2,6-二氯-α,α,α-三氟对甲苯基)腙。
此外,对于在本发明中的应用特别优选式I-1化合物(N-乙基-2,2-二甲基丙酰胺-2-(2,6-二氯-α,α,α-三氟对甲苯基)腙):
此外,对于在本发明中的应用特别优选式I-2化合物(N-乙基-2,2-二氯-1-甲基环丙烷甲酰胺-2-(2,6-二氯-α,α,α-三氟对甲苯基)腙):
对于它们的应用,特别优选汇集在下表中的化合物I-A。此外,对表中取代基所提到的基团本身为所述取代基的特别优选实施方案,与提到它们的组合无关。
对于它们的应用,还特别优选下表化合物的盐酸、马来酸、氢马来酸、富马酸、氢富马酸、甲烷次磺酸、甲烷磺酸和琥珀酸加合物。
一些式I化合物是新的。这些化合物也是本发明的主题。
表A
编号 | R1 | R2 | R3 | R4 | X | Y |
A-1 | CH3 | 2,2-二氯环丙基 | H | Cl | Cl | |
A-2 | CH3 | 2,2-二溴环丙基 | H | Cl | Cl | |
A-3 | CH3 | CH3 | CH3 | CH3 | Cl | Cl |
A-4 | CH3 | CH2CH3 | CH3 | CH3 | Cl | Cl |
A-5 | CH3 | 2,2-二氯环丙基 | CH3 | Cl | Cl | |
A-6 | CH3 | 2,2-二溴环丙基 | CH3 | Cl | Cl | |
A-7 | CH3 | 2,2-二氯环丙基 | H | Br | Br | |
A-8 | CH3 | 2,2-二溴环丙基 | H | Br | Br | |
A-9 | CH3 | CH3 | CH3 | CH3 | Br | Br |
A-10 | CH3 | CH2CH3 | CH3 | CH3 | Br | Br |
A-11 | CH3 | 2,2-二氯环丙基 | CH3 | Br | Br | |
A-12 | CH3 | 2,2-二溴环丙基 | CH3 | Br | Br | |
A-13 | CH2CH3 | 2,2-二氯环丙基 | H | Cl | Cl | |
A-14 | CH2CH3 | 2,2-二溴环丙基 | H | Cl | Cl | |
A-15 | CH2CH3 | CH3 | CH3 | CH3 | Cl | Cl |
A-16 | CH2CH3 | CH2CH3 | CH3 | CH3 | Cl | Cl |
A-17 | CH2CH3 | 2,2-二氯环丙基 | CH3 | Cl | Cl | |
A-18 | CH2CH3 | 2,2-二溴环丙基 | CH3 | Cl | Cl |
编号 | R1 | R2 | R3 | R4 | X | Y |
A-19 | CH2CH3 | 2,2-二氯环丙基 | H | Br | Br | |
A-20 | CH2CH3 | 2,2-二溴环丙基 | H | Br | Br | |
A-21 | CH2CH3 | CH3 | CH3 | CH3 | Br | Br |
A-22 | CH2CH3 | CH2CH3 | CH3 | CH3 | Br | Br |
A-23 | CH2CH3 | 2,2-二氯环丙基 | CH3 | Br | Br | |
A-24 | CH2CH3 | 2,2-二溴环丙基 | CH3 | Br | Br | |
A-25 | CH2CH2CH3 | 2,2-二氯环丙基 | H | Cl | Cl | |
A-26 | CH2CH2CH3 | 2,2-二溴环丙基 | H | Cl | Cl | |
A-27 | CH2CH2CH3 | CH3 | CH3 | CH3 | Cl | Cl |
A-28 | CH2CH2CH3 | CH2CH3 | CH3 | CH3 | Cl | Cl |
A-29 | CH2CH2CH3 | 2,2-二氯环丙基 | CH3 | Cl | Cl | |
A-30 | CH2CH2CH3 | 2,2-二溴环丙基 | CH3 | Cl | Cl | |
A-31 | CH2CH2CH3 | 2,2-二氯环丙基 | H | Br | Br | |
A-32 | CH2CH2CH3 | 2,2-二溴环丙基 | H | Br | Br | |
A-33 | CH2CH2CH3 | CH3 | CH3 | CH3 | Br | Br |
A-34 | CH2CH2CH3 | CH2CH3 | CH3 | CH3 | Br | Br |
A-35 | CH2CH2CH3 | 2,2-二氯环丙基 | CH3 | Br | Br | |
A-36 | CH2CH2CH3 | 2,2-二溴环丙基 | CH3 | Br | Br | |
A-37 | C3H5 | 2,2-二氯环丙基 | H | Cl | Cl | |
A-38 | C3H5 | 2,2-二溴环丙基 | H | Cl | Cl | |
A-39 | C3H5 | CH3 | CH3 | CH3 | Cl | Cl |
A-40 | C3H5 | CH2CH3 | CH3 | CH3 | Cl | Cl |
A-41 | C3H5 | 2,2-二氯环丙基 | CH3 | Cl | Cl | |
A-42 | C3H5 | 2,2-二溴环丙基 | CH3 | Cl | Cl | |
A-43 | C3H5 | 2,2-二氯环丙基 | H | Br | Br | |
A-44 | C3H5 | 2,2-二溴环丙基 | H | Br | Br | |
A-45 | C3H5 | CH3 | CH3 | CH3 | Br | Br |
A-46 | C3H5 | CH2CH3 | CH3 | CH3 | Br | Br |
A-47 | C3H5 | 2,2-二氯环丙基 | CH3 | Br | Br | |
A-48 | C3H5 | 2,2-二溴环丙基 | CH3 | Br | Br | |
A-49 | CH2OCH3 | 2,2-二氯环丙基 | H | Cl | Cl | |
A-50 | CH2OCH3 | 2,2-二溴环丙基 | H | Cl | Cl | |
A-51 | CH2OCH3 | CH3 | CH3 | CH3 | Cl | Cl |
A-52 | CH2OCH3 | CH2CH3 | CH3 | CH3 | Cl | Cl |
A-53 | CH2OCH3 | 2,2-二氯环丙基 | CH3 | Cl | Cl |
编号 | R1 | R2 | R3 | R4 | X | Y |
A-54 | CH2OCH3 | 2,2-二溴环丙基 | CH3 | Cl | Cl | |
A-55 | CH2OCH3 | 2,2-二氯环丙基 | H | Br | Br | |
A-56 | CH2OCH3 | 2,2-二溴环丙基 | H | Br | Br | |
A-57 | CH2OCH3 | CH3 | CH3 | CH3 | Br | Br |
A-58 | CH2OCH3 | CH2CH3 | CH3 | CH3 | Br | Br |
A-59 | CH2OCH3 | 2,2-二氯环丙基 | CH3 | Br | Br | |
A-60 | CH2OCH3 | 2,2-二溴环丙基 | CH3 | Br | Br | |
A-61 | CH2OCH2CH3 | 2,2-二氯环丙基 | H | Cl | Cl | |
A-62 | CH2OCH2CH3 | 2,2-二溴环丙基 | H | Cl | Cl | |
A-63 | CH2OCH2CH3 | CH3 | CH3 | CH3 | Cl | Cl |
A-64 | CH2OCH2CH3 | CH2CH3 | CH3 | CH3 | Cl | Cl |
A-65 | CH2OCH2CH3 | 2,2-二氯环丙基 | CH3 | Cl | Cl | |
A-66 | CH2OCH2CH3 | 2,2-二溴环丙基 | CH3 | Cl | Cl | |
A-67 | CH2OCH2CH3 | 2,2-二氯环丙基 | H | Br | Br | |
A-68 | CH2OCH2CH3 | 2,2-二溴环丙基 | H | Br | Br | |
A-69 | CH2OCH2CH3 | CH3 | CH3 | CH3 | Br | Br |
A-70 | CH2OCH2CH3 | CH2CH3 | CH3 | CH3 | Br | Br |
A-71 | CH2OCH2CH3 | 2,2-二氯环丙基 | CH3 | Br | Br | |
A-72 | CH2OCH2CH3 | 2,2-二溴环丙基 | CH3 | Br | Br |
对于本发明的应用,化合物I可以转化成常规配制剂,例如溶液、乳液、悬浮液、粉剂、粉末、糊和颗粒。使用形式取决于特定的目的;在每种情况下,应确保本发明化合物精细且均匀地分布。
配制剂以已知方式制备,例如通过将活性化合物与溶剂和/或载体混合而制备,若需要的话使用乳化剂和分散剂。合适的溶剂/助剂主要为:
-水、芳族溶剂(如Solvesso产品、二甲苯)、石蜡(如矿物油馏分)、醇类(如甲醇、丁醇、戊醇、苄醇)、酮类(如环己酮、γ-丁内酯)、吡咯烷酮(NMP、NOP)、乙酸酯(乙二醇二乙酸酯)、二元醇、脂肪酸二甲基酰胺、脂肪酸及脂肪酸酯。原则上还可以使用溶剂混合物。
-载体如磨碎的天然矿物(如高岭土、粘土、滑石、白垩)和磨碎的合成矿物(如高度分散的硅石、硅酸盐);乳化剂如非离子和阴离子乳化剂(如聚氧乙烯脂肪醇醚、烷基磺酸盐和芳基磺酸盐)以及分散剂如木素亚硫酸盐废液和甲基纤维素。
合适的表面活性剂为木素磺酸、萘磺酸、苯酚磺酸、二丁基萘磺酸的碱金属盐、碱土金属盐和铵盐,烷基芳基磺酸盐,烷基硫酸盐,烷基磺酸盐,脂肪醇硫酸盐,脂肪酸和硫酸化脂肪醇乙二醇醚,还有磺化萘与甲醛的缩合物和萘衍生物与甲醛的缩合物,萘或萘磺酸与苯酚的缩合物,辛基酚,壬基酚,烷基苯基聚乙二醇醚,三丁基苯基聚乙二醇醚,三硬脂基苯基聚乙二醇醚,烷基芳基聚醚醇,醇和脂肪醇/氧化乙烯缩合物,乙氧基化蓖麻油,聚氧乙烯烷基醚,乙氧基化聚氧丙烯,月桂醇聚乙二醇醚缩醛,山梨醇酯,木素亚硫酸盐废液和甲基纤维素以及氧化乙烯/氧化丙烯嵌段共聚物。
适于制备可直接喷雾溶液、乳液、糊或油分散体的物质为中至高沸点的矿物油馏分如煤油或柴油,还有煤焦油和植物或动物来源的油,脂族、环状和芳族烃如甲苯、二甲苯、石蜡、四氢化萘、烷基化萘或其衍生物,甲醇,乙醇,丙醇,丁醇,环己醇,环己酮,异佛尔酮,强极性溶剂如二甲亚砜、N-甲基吡咯烷酮和水。
粉末、撒播用材料和粉剂可以通过将活性物质与固体载体混合或一起研磨来制备。
颗粒如涂敷颗粒、浸渍颗粒和均质颗粒可以通过使活性成分与固体载体粘附而制备。固体载体实例为矿土如硅胶、硅酸盐、滑石、高岭土、活性粘土(attaclay)、石灰石、石灰、白垩、红玄武土、黄土、粘土、白云石、硅藻土、硫酸钙、硫酸镁、氧化镁,磨碎的合成材料,肥料如硫酸铵、磷酸铵、硝酸铵、尿素以及植物来源的产品如谷粉、树皮粉、木粉和坚果壳粉,纤维素粉和其它固体载体。
配制剂通常包含0.01-95重量%,优选0.1-90重量%的活性成分。活性成分以90-100%,优选95-100%的纯度(根据NMR谱)使用。
下列为配制剂实例:
1.用水稀释的产品
A可溶性浓缩物(SL)
将10重量份本发明化合物溶于水或水溶性溶剂中。或者,加入湿润剂或其它助剂。活性化合物经水稀释溶解。
B分散性浓缩物(DC)
将20重量份本发明化合物溶于环己酮中并加入分散剂如聚乙烯基吡咯烷酮。用水稀释得到分散体。
C乳油(EC)
将15重量份本发明化合物溶于二甲苯中并加入十二烷基苯磺酸钙和蓖麻油乙氧基化物(在每种情况下浓度为5%)。用水稀释得到乳液。
D乳液(EW,EO)
将40重量份本发明化合物溶于二甲苯中并加入十二烷基苯磺酸钙和蓖麻油乙氧基化物(在每种情况下浓度为5%)。借助乳化机(Ultraturrax)将该混合物引入水中并制成均相乳液。用水稀释得到乳液。
E悬浮液(SC,OD)
在搅拌的球磨机中,将20重量份本发明化合物粉碎并加入分散剂、湿润剂和水或有机溶剂,得到细碎活性成分悬浮液。用水稀释得到稳定的活性成分悬浮液。
F水分散性颗粒和水溶性颗粒(WG)
将50重量份本发明化合物细碎研磨并加入分散剂和湿润剂,借助工业装置(如挤出机、喷雾塔、流化床)将其制成水分散性或水溶性颗粒。用水稀释得到稳定的活性成分分散体或溶液。
G水分散性粉末和水溶性粉末(WP,SP)
将75重量份本发明化合物在转子-定子磨机中研磨并加入分散剂、湿润剂和硅胶。用水稀释得到稳定的活性成分分散体或溶液。
2.不经稀释而施用的产品
H可撒粉粉末(DP)
将5重量份本发明化合物细碎研磨并与95%的细碎高岭土充分混合。这得到可撒粉产品。
I颗粒(GR,FG,GG,MG)
将0.5重量份本发明化合物细碎研磨并结合95.5%载体。现行方法是挤出、喷雾干燥或流化床方法。这得到不经稀释而施用的颗粒。
JULV溶液(UL)
将10重量份本发明化合物溶于有机溶剂如二甲苯中。这得到不经稀释而施用的产品。
活性成分可以直接、以其配制剂形式或由其制备的使用形式(如可直接喷雾溶液、粉末、凝胶、悬浮液或分散体、乳液、油分散体、糊、可撒粉产品、撒播用材料或颗粒、微胶囊(CS)、丸剂或片剂形式),借助喷雾、雾化、撒粉、撒播或浇灌来使用。使用形式完全取决于意欲的目的;它们意欲在每种情况下确保本发明活性成分的最佳可能分布。
含水使用形式可通过加入水由乳液浓缩物、糊或可湿性粉末(可喷雾粉末、油分散体)制备。为制备乳液、糊或油分散体,可借助湿润剂、增粘剂、分散剂或乳化剂将该物质直接或溶于油或溶剂中后在水中均化。或者可以制备由活性物质、湿润剂、增粘剂、分散剂或乳化剂以及合适的话溶剂或油组成的浓缩物且该浓缩物适于用水稀释。
即用产品中的活性成分浓度可在较宽范围内变化。通常为0.0001-10%,优选0.01-1%。
活性成分还可成功用于超低容量法(ULV),其中可以施用包含超过95重量%活性化合物的配制剂,或甚至施用不含添加剂的活性成分。
各种类型的油、湿润剂、辅助剂、除草剂、杀真菌剂、其它农药或杀菌剂都可加入活性成分中,若合适的话,恰在紧邻使用前加入。这些试剂通常与本发明试剂以1∶10-10∶1的重量比混合。
式I化合物通过直接和间接接触和摄取而有效,还通过动物换食行为和转移而有效。
优选的施用方法是施用于水体,经由土壤、裂缝和裂隙、牧场、粪堆、下水道施用,施用于水中,施用于地板、墙壁上或通过周围喷雾施用和诱饵施用。
根据本发明的优选实施方案,经由土壤施用而使用式I化合物。土壤施用对于用于防治蚂蚁、白蚁、黄蜂、蟋蟀或蟑螂尤其有利。
根据本发明的另一优选实施方案,为了用于防治非作物害虫如蚂蚁、白蚁、黄蜂、苍蝇、蚊子、蟋蟀、蝗虫、蟑螂和家衣鱼(firebrat),将式I化合物制成诱饵制剂。
诱饵可以是液体、固体或半固体制剂(例如凝胶)。固体诱饵可以制成适合各应用的各种形状和形式,例如颗粒、块、棒、片。液体诱饵可以装填到各种装置中以确保适当施用,例如敞开容器、喷雾装置、液滴源或蒸发源。凝胶可以基于含水或油状基质且可以按照粘性、保水性或老化特性的特殊要求配制。
组合物中所用诱饵为具有足够诱惑力以刺激昆虫如蚂蚁、白蚁、黄蜂、苍蝇、蚊子、蟋蟀等或蟑螂进食的产品。该诱引剂可以选自进食刺激剂或伪信息素和/或性信息素。合适的进食刺激剂例如选自动物和/或植物蛋白(肉、鱼或血粉,昆虫部分,蟋蟀粉末,蛋黄),选自动物和/或植物来源的脂肪和油或单有机糖、低聚有机糖或多有机糖,尤其是选自蔗糖、乳糖、果糖、右旋糖、葡糖糖、淀粉、果胶或甚至糖蜜或蜂蜜,或选自盐如硫酸铵、碳酸铵或乙酸铵。水果、作物、植物、动物、昆虫或其特定部分的新鲜或腐败部分也可以用作进食刺激剂。
信息素更具昆虫特异性。特异性信息素描述于文献中且对本领域熟练技术人员是已知的。
式I化合物的配制剂如气雾剂(例如处于喷雾罐中)、油喷雾剂或泵喷雾剂高度适于非专业用户来防治害虫如苍蝇、蚤、壁虱、蚊子、蝗虫或蟑螂。气雾剂配方优选由如下组分组成:活性化合物,溶剂如低级醇(例如甲醇、乙醇、丙醇、丁醇),酮类(例如丙酮、甲基乙基酮),沸程为约50-250℃的链烷烃类(例如煤油),二甲基甲酰胺,N-甲基吡咯烷酮,二甲亚砜,芳族烃类如甲苯、二甲苯,水,此外还有助剂如乳化剂,例如山梨糖醇单油酸酯、具有3-7mol氧化乙烯的油基乙氧基化物、脂肪醇乙氧基化物,香料油如香精油,中等脂肪酸与低级醇的酯,芳族羰基化合物,合适的话还有稳定剂如苯甲酸钠,两性表面活性剂,低级环氧化物,原甲酸三乙酯以及需要的话,挥发剂如丙烷、丁烷、氮气、压缩空气、二甲醚、二氧化碳、氧化亚氮或这些气体的混合物。
油喷雾配制剂与气雾剂配方的不同在于不使用挥发剂。
式I化合物及其相应的组合物还可以用于蚊香和熏蒸片、发烟盒、蒸发器板、长期蒸发器或其他与热无关的蒸发器系统。
用式I化合物及其相应组合物防治由昆虫传递的传染性疾病(例如疟疾、登革热和黄热病,淋巴丝虫病以及利什曼病)的方法也包括处理棚屋和房子的表面、空气喷雾和浸渍窗帘、帐篷、衣物、床品、采采蝇捕集器等。施用于纤维、织物、针织品、无纺织物、网状材料或箔以及油布上的杀虫组合物优选包含包括杀虫剂、任选的驱除剂和至少一种粘合剂的混合物。
窗帘和床品的浸渍在大多数情况下通过将纺织材料浸入杀虫剂的乳液或分散体中或将它们喷雾于床品上而进行。
下列本发明化合物可以与其一起使用的杀虫剂用来阐述可能的组合,而不施以任何限制:
有机磷酸酯类:高灭磷(Acephate)、谷硫磷(Azinphos-methyl)、毒死蜱(Chlorpyrifos)、毒虫畏(Chlorfenvinphos)、二嗪农(Diazinon)、敌敌畏(Dichlorvos)、百治磷(Dicrotophos)、乐果(Dimethoate)、乙拌磷(Disulfoton)、乙硫磷(Ethion)、杀螟松(Fenitrothion)、倍硫磷(Fenthion)、异唑磷(Isoxathion)、马拉硫磷(Malathion)、甲胺磷(Methamidophos)、杀扑磷(Methidathion)、甲基一六零五(Methyl-Parathion)、速灭磷(Mevinphos)、久效磷(Monocrotophos)、砜吸磷(Oxydemeton-methyl)、对氧磷(Paraoxon)、一六零五(Parathion)、稻丰散(Phenthoate)、伏杀磷(Phosalone)、亚胺硫磷(Phosmet)、磷胺(Phosphamidon)、甲拌磷(Phorate)、辛硫磷(Phoxim)、虫螨磷(Pirimiphos-methyl)、丙溴磷(Profenofos)、丙硫磷(Prothiofos)、乙丙硫磷(Sulprophos)、特丁磷(Terbufos)、三唑磷(Triazophos)、敌百虫(Trichlorfon);
氨基甲酸酯类:棉铃威(Alanycarb)、丙硫克百威(Benfuracarb)、甲萘威(Carbaryl)、丁硫克百威(Carbosulfan)、双氧威(Fenoxycarb)、呋线威(Furathiocarb)、二唑虫(Indoxacarb)、灭虫威(Methiocarb)、灭多虫(Methomyl)、甲氨叉威(Oxamyl)、抗蚜威(Pirimicarb)、残杀威(Propoxur)、硫双威(Thiodicarb)、唑蚜威(Triazamate);
拟除虫菊酯类:氟氯菊酯(Bifenthrin)、氟氯氰菊酯(Cyfluthrin)、氯氰菊酯(Cypermethrin)、甲体氯氰菊酯(alpha-Cypermethrin)、溴氰菊酯(Deltamethrin)、高氰戊菊酯(Esfenvalerate)、醚菊酯(Ethofenprox)、甲氰菊酯(Fenpropathrin)、杀灭菊酯(Fenvalerate)、(RS)氯氟氰菊酯(Cyhalothrin)、氯氟氰菊酯(Lambda-Cyhalothrin)、氯菊酯(Permethrin)、灭虫硅醚(Silafluofen)、氟胺氰菊酯(Tau-Fluvalinate)、七氟菊酯(Tefluthrin)、四溴菊酯(Tralomethrin)、己体氯氰菊酯(Zeta-Cypermethrin);
节肢动物生长调节剂:a)几丁质合成抑制剂:苯甲酰脲类:定虫隆(Chlorfluazuron)、氟脲杀(Diflubenzuron)、氟螨脲(Flucycloxuron)、氟虫脲(Flufenoxuron)、氟铃脲(Hexaflumuron)、氟丙氧脲(Lufenuron)、双苯氟脲(Novaluron)、伏虫隆(Teflubenzuron)、杀虫隆(Triflumuron);噻嗪酮(Buprofezin)、茂醚(Diofenolan)、噻螨酮(Hexythiazox)、特苯唑(Etoxazole)、四螨嗪(Clofentazine);b)蜕皮激素拮抗剂:特丁苯酰肼(Halofenozide)、甲氧苯酰肼(Methoxyfenozide)、双苯酰肼(Tebufenozide);c)保幼激素类似物:蚊蝇醚(Pyriproxyfen)、蒙五一五(Methoprene)、双氧威(Fenoxycarb);d)类脂生物合成抑制剂:螺螨酯(Spirodiclofen);
新烟碱类:吡虫清(Acetamiprid)、噻虫胺(Clothianidin)、氟啶虫酰胺(Flonicamid)、吡虫啉(Imidacloprid)、硝胺烯啶(Nitenpyram)、噻虫啉(Thiacloprid)、噻虫嗪(Thiamethoxam);
各种其它杀虫剂:齐墩螨素(Abamectin)、灭螨醌(Acequinocyl)、虫螨脒(Amitraz)、艾扎丁(Azadirachtin)、联苯肼酯(Bifenazate)、苏云金芽孢杆菌(Bacillus thuringiensis)、枯草芽孢杆菌(Bacillus subtilis)、杀螟丹(Cartap)、氟唑虫清(Chlorfenapyr)、杀虫脒(Chlordimeform)、灭蝇胺(Cyromazine)、杀螨硫隆(Diafenthiuron)、呋虫胺(Dinetofuran)、茂醚(Diofenolan)、埃玛菌素(Emamectin)、硫丹(Endosulfan)、Ethiprole、喹螨醚(Fenazaquin)、锐劲特(Fipronil)、伐虫脒(Formetanate)、伐虫脒盐酸盐(Formetanate hydrochloride)、灭蚁腙(Hydramethylnon)、二唑虫(Indoxacarb)、4-{(2Z)-2-({[4-(三氟甲氧基)苯胺基]羰基}亚肼基)-2-[3-(三氟甲基)苯基]乙基}苄腈、哒螨酮(Pyridaben)、拒嗪酮(Pymetrozine)、艾克敌105(Spinosad)、硫(Sulfur)、吡螨胺(Tebufenpyrad)和硫环杀(Thiocyclam)。
昆虫可以通过使目标寄生物/害虫、其食物源、栖息地、繁殖地或其场所与杀虫有效量的式I化合物或组合物接触而防治。
“场所”是指其中害虫或寄生物生长或可能生长的栖息地、繁殖地、土壤、区域、材料或环境。
通常而言,“杀虫有效量”指对生长获得可观察到的效果所需的活性成分量,所述效果包括坏死、死亡、延缓、预防和除去效果,破坏效果或目标生物体的出现和活动降低效果。对于用于本发明的各种化合物/组合物,杀虫有效量可以变化。组合物的杀虫有效量也可以根据主要条件如所需杀寄生物效果和持续时间、天气、目标种类、场所、施用方式等而改变。
式I化合物及其组合物可以用于保护木质材料如树木、木篱笆、枕木等以及建筑物如房屋、屋外厕所、工厂,还有建筑材料、家具、皮革、纤维、乙烯基制品、电线和电缆等以防蚂蚁和/或白蚁损害,以及用于防止蚂蚁和白蚁损害作物或人类(例如当害虫侵入房屋和公共设备时)。式I化合物不仅施用于周围土壤表面或地板下土壤以保护木质材料,而且还可以施用于木料(lumbered)制品如地板下混凝土、邮亭、横梁、胶合板、家具等的表面,木质制品如碎料板、半成品板(half board)等以及乙烯基制品如涂敷电线、乙烯基板,绝热材料如聚苯乙烯泡沫等。在防止蚂蚁损害作物或人类的应用情况下,本发明的蚂蚁防治组合物直接施用于蚁穴或其周围或经由诱饵接触施用。
本发明的化合物或组合物还可以预防性地施用于预计出现害虫的地方。
在土壤处理或施用于害虫栖息地或巢穴的情况下,活性成分的量为0.0001-500g/100m2,优选0.001-20g/100m2。白蚁(等翅目)的土壤处理为本发明的尤其优选实施方案。
在保护材料中的常用施用率例如为0.01-1000g活性化合物/m2处理材料,理想的是0.1-50g/m2。
用于浸渍材料的杀虫组合物通常含有0.001-95重量%,优选0.1-45重量%,更优选1-25重量%至少一种驱除剂和/或杀虫剂。
对于在诱饵组合物中的应用,活性成分的典型含量为0.0001-15重量%,理想的是0.001-5重量%活性化合物。所用组合物还可以包含其他添加剂如活性物质的溶剂、调味剂、防腐剂、染料或苦味剂。其诱惑力还可以通过特殊颜色、形状或构造增强。
对于在喷雾组合物中的应用,活性成分的含量为0.001-80重量%,优选0.01-50重量%,最优选0.01-15重量%。
对害虫的作用实施例
试验方法
1.经由玻璃接触对阿根廷巨蚁、针毛收获蚁、举腹蚁、木蚁、红火蚁、家蝇、厩螫蝇、麻蝇、黄热蚊、家蚊、疟蚊、德国蟑螂、猫跳蚤和棕色犬壁虱的活性
用0.5ml活性成分丙酮溶液处理玻璃小瓶(20ml闪烁小瓶)。将各小瓶开盖摇晃约10分钟以允许活性成分完全涂敷小瓶并使丙酮充分干燥。将昆虫或壁虱放入各小瓶中。将小瓶保持在22℃并在各时间间隔下观察处理效果。结果示于表I中。
2.经由土壤接触对阿根廷巨蚁、举腹蚁、木蚁、红火蚁和黑胸散白蚁的活性
对蚂蚁而言,在陪替氏皿中进行试验。将1%琼脂水溶液的薄层分配到陪替氏皿中并将Florida砂土铺展在琼脂上(小皿用5g,而较大的皿用11g)。将活性成分溶于丙酮中并分配在砂上。将皿通风以蒸发丙酮、用蚂蚁侵染并覆盖。将20%蜜水溶液放入各皿中。将各皿维持在22℃下并在各时间间隔观察死亡率。
对白蚁而言,将1%琼脂薄层分配到陪替氏皿中。将预处理土壤的薄层铺展在琼脂上。对土壤处理而言,将活性成分在丙酮中基于重量/重量基准稀释并掺入100g土壤中。将土壤放入罐中并通风48小时。通过加入7ml水将土壤的水分含量调节到田间持水量。将白蚁工蚁引入各皿中。在1天后将一小片滤纸放入各皿中作为食物源并根据需要加入额外的水以维持土壤湿度。测试皿保持在25℃和约80%相对湿度的黑暗培育箱中。每天观察白蚁的死亡率(死亡或不能直立且仅呈现微弱运动)。结果示于表I中。
3.经由诱饵对阿根廷巨蚁、举腹蚁、木蚁、红火蚁、家蝇、黑胸散白蚁、台湾乳白蚁和德国蟑螂的活性
对阿根廷巨蚁、举腹蚁和木蚁而言,试验在陪替氏皿中进行。对蚂蚁给予水源,然后禁食24小时。用20%蜂蜜/水溶液或磨碎的猫食制备诱饵。将丙酮中的活性成分加入诱饵中。向各皿中加入放于盖中的0.2ml处理过的蜂蜜水溶液或150mg处理过的猫食。将各皿覆盖并维持在22℃的温度下。每天观察蚂蚁的死亡率。结果示于表I中。
对红火蚁而言,将玉米渣用作诱饵基质。使用脱脂玉米渣(80%)、大豆油(19.9%)、丙酮和活性成分(0.1%)的混合物制备玉米渣诱饵。向陪替氏皿供入水源。将红火蚁成虫放入各皿中。第二天将诱饵容器中的250mg诱饵放入皿中。每天观察蚂蚁的死亡率。结果示于表I中。
对家蝇而言,使用萌后2-5天龄的成虫进行诱饵试验。将丙酮中的活性成分施用于由奶粉和糖的1∶1混合物组成的诱饵基质上,然后干燥。在罐中用在放入各罐的底部中的盘中的250mg诱饵进行评价。将家蝇放入覆盖的诱饵罐中。将测试罐保持在22℃下。在处理后4小时观察测试罐中的击倒(死亡+发病(不能直立))。结果示于表I中。
对白蚁而言,将丙酮中的活性成分施用于滤纸上。活性成分%基于滤纸重量计算。对未处理对照仅施用丙酮。将处理过的纸通风以蒸发丙酮,用ml水润湿并将放入带有砂子的陪替氏皿中。在测试过程中根据需要加入水。用一个处理过的过滤器和约30只白蚁工蚁/陪替氏皿进行生物分析。测试皿维持在25℃和约85%相对湿度下并每天观察死亡率(死亡或垂死的昆虫)或中毒。每天取出死亡或垂死的昆虫。结果示于表I中。
对蟑螂而言,将带有通风盖的塑料蟑螂盒用作测试场所。将该场所的顶部3-4cm用凡士林和矿物油处理以防止蟑螂逃逸。根据需要提供水。使用磨碎的猫食制备诱饵并按照重量/重量比掺入丙酮中的活性成分。干燥处理过的猫食。将蟑螂放入盒子中并在引入诱饵之前禁食24小时。将0.03g诱饵/盒子放入称重皿中。将盒子维持在22℃下并每天观察蟑螂的死亡率。结果示于表I中。
4.经由水处理对黄热蚊、南方家蚊和疟蚊幼虫的活性
将孔板用作试验场所。将活性成分溶于丙酮中并用水稀释得到所需浓度。将含有约1%丙酮的最终溶液放入各孔中。将在1ml水中的约10只蚊子幼虫(4龄虫)加入各孔中。每天给幼虫进食一滴肝粉。覆盖各皿并维持在22℃下。每天记录死亡率并每天取出死亡幼虫和活或死的蛹。在试验结束时记录残留的活幼虫并计算死亡百分数。结果示于表I中。
各试验重复至少3次。
结果
用式I-1和I-2化合物进行的试验具有下列结果:
表I.对各物种的活性
害虫通用名 | 害虫拉丁名 | 施用率 | 达到100%死亡率的天数或小时数 |
经由玻璃接触的活性 | |||
阿根廷巨蚁 | 阿根廷蚁 | 10ppm | 1-2天 |
针毛收获蚁 | Pogonomyrmex californicus | 10ppm | 2-3天 |
举腹蚁 | 举腹蚁属 | 10ppm | 1-2天 |
木蚁 | Camponotus floridanus | 10ppm | 1天 |
红火蚁 | 红火蚁 | 10ppm | 4小时 |
家蝇 | 家蝇 | 10ppm | 4小时 |
厩螫蝇 | 厩螫蝇 | 10ppm | 4小时 |
麻蝇 | 肉蝇属 | 10ppm | 4小时 |
黄热蚊 | 埃及伊蚊 | 10ppm | 4小时 |
家蚊 | 致倦库蚊 | 0.5ppm | 4小时 |
疟蚊 | 白足按蚊 | 1ppm | 1天 |
德国蟑螂 | 德国小蠊 | 100ppm | 5-24小时 |
猫跳蚤 | 猫跳蚤 | 100ppm | 2天 |
棕色犬壁虱 | 血红扇头蜱(Rhipicephalussanguineus) | 10ppm | 3-5天 |
经由土壤接触的活性 | |||
阿根廷巨蚁 | 阿根廷蚁 | 0.1重量% | 1-2天 |
举腹蚁 | 举腹蚁属 | 0.01重量% | 2天 |
木蚁 | Camponotus floridanus | 0.01重量% | 1天 |
红火蚁 | 红火蚁 | 0.01重量% | 1天 |
黑胸散白蚁 | 黄肢散白蚁 | 0.005重量% | 1-3天 |
经由诱饵的活性 | |||
阿根廷巨蚁 | 阿根廷蚁 | 1.0重量% | 2-3天 |
举腹蚁 | 举腹蚁属 | 1.5重量% | 6-7天 |
木蚁 | Camponotus floridanus | 2.0重量% | 1-3天 |
红火蚁 | 红火蚁 | 0.7重量% | 3天 |
家蝇 | 家蝇 | 0.1重量% | 3小时 |
黑胸散白蚁 | 黄肢散白蚁 | 0.1重量% | 1-2天 |
台湾乳白蚁 | 家白蚁 | 0.1重量% | 5天 |
德国蟑螂 | 德国小蠊 | 0.3重量% | 1-2天 |
经由水处理的活性 | |||
黄热蚊 | 埃及伊蚊 | 10ppm | 2天 |
家蚊 | 致倦库蚊 | 10ppm | 1天 |
疟蚊 | 白足按蚊 | 1.0ppm | 1天 |
Claims (14)
1.式I化合物或其对映体或盐在防治非作物害虫中的用途:
其中
W为氯或三氟甲基;
X和Y各自独立地为氯或溴;
R1为C1-C6烷基、C3-C6链烯基、C3-C6炔基,或
可以被1-3个卤原子取代的C3-C6环烷基,或
被C1-C4烷氧基取代的C2-C4烷基;
R2和R3为C1-C6烷基或可以一起形成未被取代或被1-3个卤原子取代的C3-C6环烷基;
R4为氢或C1-C6烷基。
2.根据权利要求1的用途,其中非作物害虫选自唇足纲和倍足纲以及等翅目、双翅目、蜚蠊目、革翅目、半翅目、膜翅目、直翅目、蚤目、缨尾目、虱毛目、蜘蛛目、寄螨目和粉螨亚目。
3.根据权利要求1或2的用途,其中非作物害虫选自等翅目、蜚蠊目、双翅目、膜翅目、蚤目、直翅目和蜱亚目。
4.如权利要求1所定义的式I化合物在保护非生物有机材料中的用途。
5.根据权利要求4的用途,用于保护非生物有机材料以防选自倍足纲以及等翅目、双翅目、蜚蠊目、革翅目、半翅目、膜翅目、直翅目和缨尾目的非作物害虫损害。
6.根据权利要求1-5中任一项的用途,其中式I化合物为式I-1化合物:
7.根据权利要求1-5中任一项的用途,其中式I化合物为式I-2化合物:
8.一种防治非作物害虫的方法,包括使害虫或其食物源、栖息地、繁殖地或其场所与杀虫有效量的如权利要求1、6或7所定义的式I化合物接触。
9.根据权利要求8的方法,其中非作物害虫选自唇足纲和倍足纲以及等翅目、双翅目、蜚蠊目、革翅目、半翅目、膜翅目、直翅目、蚤目、缨尾目、虱毛目、蜘蛛目、寄螨目和粉螨亚目。
10.根据权利要求8或9的方法,其中非作物害虫选自等翅目、蜚蠊目、双翅目、膜翅目、蚤目、直翅目和蜱亚目。
11.一种保护非生物有机材料以防选自倍足纲以及等翅目、双翅目、蜚蠊目、革翅目、半翅目、膜翅目、直翅目和缨尾目的非作物害虫损害的方法,包括使害虫或其食物源、栖息地、繁殖地、其场所或非生物有机材料与杀虫有效量的如权利要求1、6或7所定义的式I化合物接触。
12.一种保护动物以防选自唇足纲以及蜘蛛目、半翅目、双翅目、虱毛目、蚤目、寄螨目和粉螨亚目的非作物害虫损害的方法,包括用杀虫有效量的如权利要求1、6或7所定义的式I化合物处理水体中和/或建筑物中和建筑物周围的害虫。
13.根据权利要求12的方法,其中非作物害虫选自双翅目、虱毛目、蚤目和寄螨目。
14.一种诱饵组合物,包含杀虫有效量的如权利要求1、6或7所定义的式I化合物和诱引剂。
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Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
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CN115251086A (zh) * | 2022-08-03 | 2022-11-01 | 广州毅田生物技术有限公司 | 一种含绿僵菌的红火蚁防治药剂及其防治方法 |
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