CN1198505C - 害虫防治剂/pf1022-221 - Google Patents
害虫防治剂/pf1022-221 Download PDFInfo
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- CN1198505C CN1198505C CNB00817377XA CN00817377A CN1198505C CN 1198505 C CN1198505 C CN 1198505C CN B00817377X A CNB00817377X A CN B00817377XA CN 00817377 A CN00817377 A CN 00817377A CN 1198505 C CN1198505 C CN 1198505C
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- 150000003751 zinc Chemical class 0.000 description 1
- DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 0.000 description 1
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Abstract
本发明涉及式(I)的24-元环缩酚酞在防治农业、林业和材料保护中的动物害虫的用途,和含此缩酚酞的农药。
Description
本发明涉及24-元环缩酚酞(Cyclodepsipeptides)在农业、林业和材料保护中控制动物害虫的用途以及含有所述环缩酚酞的害虫防治剂。
环状缩酚酞及其制备和作为杀寄生虫药防治动物体内的蠕虫、线虫和吸虫(杀内寄生虫药)的用途已是许多出版物的主题。
例如,名为PF1022A的环缩酚酞及其对内寄生虫的作用是已知的(EP-OS382173和EP-OS503538)。其他环状缩酚酞(环八缩酚酞:WO98/55469;WO98/43965;WO93/19053;EP-OS634408;WO94/19334;WO95/07272;EP-OS626375;EP-OS626376;EP-OS664297;EP634408;EP-OS718298;WO97/09331;环六缩酚酞:WO93/25543;WO95/27498;EP-OS658551;环四缩酚酞:EP-OS664297;二氧代吗啉:WO96/38165;JP08225552)和开链缩酚酞(EP-OS657171;EP-OS657172;EP-OS657173;WO97/07093)及其杀内寄生虫的作用已被公开。
此外,已知某些24-元环缩酚酞,例如Bassianolid和PF1022A,对蚕有杀虫活性(参见M.Kanaoka等,Agric.Biol.Chem.43(5),1979,第1079-83页;JP05271013)。
然而,这些现有技术的化合物的杀虫活性,特别是在低用量和浓度下的杀虫活性并非在所有的使用领域都令人满意。
本发明涉及一种用于防治动物害虫的组合物,其特征在于其包含式(I)的化合物
此外,本发明还涉及使用式(I)的化合物防治动物害虫,特别是昆虫的用途。
根据本发明可使用的式(I)环缩酚酞及其制备方法已知于EP-OS634408(WO93/19053)和EP-OS872481(WO97/02256)。
令人惊讶的是现已发现式(I)的化合物特别适用于在农业,尤其是植物保护,林业和材料保护中防治动物害虫。
具有良好的植物耐受性和有益的温血动物毒性,该活性化合物适用于防治在农业、林业、储藏品和材料的保护以及卫生区会遇到的动物害虫,特别是昆虫、蜘蛛纲和线虫。对一般敏感和抗性的品种以及所有或某些发育阶段有效。上述害虫包括:
等足目,例如Oniscus asellus,Armadillidium vulgare和Porcellio scaber。
倍足目,例如Blaniulus guttulatus。
唇足目,例如Geophilus carpophagus和蚰蜒属(Scutigeraspec.)
综合目,例如Scutigerella immaculata。
缨尾目,例如西洋衣鱼。
弹尾目,例如武装棘跳虫。
直翅目,例如东方蜚蠊,美洲大蠊,马得拉蜚蠊,德国小蠊,居屋艾蟋,蝼蛄属,东亚飞蝗,特异黑蝗和沙漠蝗。
革翅目,例如欧洲球螋。
等翅目,例如散白蚁属。
虱目,例如头虱,盲虱属和长颚虱属。
食毛目,例如羽虱属和畜虱属。
缨翅目,例如蔗苗网纹蓟马和烟蓟马。
异翅亚目,例如扁盾蝽属,Dysdercus intermedius,方背皮蝽,臭虫,长红猎蝽和吸血猎蝽(Triatoma)属。
同翅目,例如甘蓝粉虱,甘薯粉虱,温室粉虱,棉蚜,甘蓝蚜,Cryptomyzus ribis,甜菜蚜,苹果蚜,苹果绵蚜,桃大尾蚜,葡萄根瘤蚜,瘿绵蚜属,麦长管蚜,瘤蚜属,忽布疣蚜,禾谷缢管蚜,绿小叶蝉属,Euscelis bilobatus,黑尾叶蝉,李蜡蚧,榄珠蜡蚧,灰飞虱,褐飞虱,红圆蚧,Aspidotus hederae,粉蚧属和木虱属。
鳞翅目,例如红铃麦蛾,松尺蠖,榆织蛾,Lithocolletisblanchcardella,樱桃巢蛾,菜蛾,黄褐元幕毛虫,黄毒蛾,毒蛾属,绵叶穿孔潜蛾,柑桔叶潜蛾,地虎属,切夜蛾属,脏切夜蛾属,埃及钻夜蛾,实夜蛾属,贪夜蛾,甘蓝夜蛾,小眼夜蛾,斜纹夜蛾,灰翅夜蛾属,粉斑夜蛾,苹果小卷蛾,粉蝶属,禾草螟属,玉米螟,地中海粉斑螟,蜡螟,幕谷蛾,网衣蛾,褐织叶蛾,黄尾卷叶蛾,Capuareticulana,云杉卷叶蛾,葡萄果蠹蛾,茶长卷蛾和栎绿卷蛾。
鞘翅目,例如家具窃蠹,谷蠹,Bruchidius obtectus,菜豆象,家希天牛,杨树莹叶甲,马铃薯叶甲,辣根猿叶甲,叶甲属,油菜金头跳甲,Ephilachna varivestis,隐食甲属,锯谷盗,花象属,米象属,葡萄黑耳喙象,香蕉根颈象,种子象,紫苜蓿叶象,皮蠹属,斑皮蠹属,圆皮蠹属,毛皮蠹属,粉蠹属,meligethes aeneus,蛛甲属,黄蛛甲,裸蛛甲,拟谷盗属,黄粉甲,叩头虫属,宽胸叩甲属,五月金龟子,马铃薯鳃金龟东亚亚种和褐新西兰肋翅鳃角金龟。
膜翅目,例如松叶蜂属,实叶蜂属,毛蚊属,小家蚁和胡蜂属。
双翅目,例如伊蚊属,按蚊属,库蚊属,黑尾果蝇,家蝇属,厕蝇属,红头丽蝇,绿蝇属,金蝇属,黄蝇属,胃蝇属,Hyppobosca属,螫蝇属,狂蝇属,皮蝇属,虻属,螗蝉属,花园毛蚊,欧洲麦杆蝇,地种蝇属,天仙子泉蝇,地中海实蝇,油橄榄果实蝇和欧洲大蚊。
蚤目,例如印鼠客蚤和角叶蚤属。
蛛形目,例如Scorpio maurus和红蜘蛛。
蜱螨目,例如粉螨,锐缘蜱属,钝缘蜱属,鸡皮刺螨,Eriophyesribis,桔皱叶刺瘿螨,牛蜱属,扇头蜱属,花蜱属,璃眼蜱属,硬蜱属,瘙螨属,痒螨属,疥螨属,跗线螨属,苜蓿苔螨,全爪螨属和叶螨属。
植物寄生线虫包括短体属,相似穿孔线虫,镰形起绒草茎线虫,半穿刺线虫,异皮属,根结属,滑刃属,长针属,剑线属和毛刺属。
根据本发明使用的式(I)活性化合物对植物病原害虫,特别是鳞翅目如草地粘虫(Spodoptera frugiperda)的毛虫和烟芽夜蛾(Heliothis virescens)幼虫具有显著活性。
该活性化合物可转化成常规制剂,如溶液、乳剂、可湿性粉剂、悬浮剂、粉剂、粉尘剂、糊剂、可溶性粉剂、颗粒剂、浓悬乳剂、浸渍活性化合物的天然和合成材料,和聚合物包被的极细胶囊。
这些制剂是以已知的方式制备的,例如通过将活性化合物与填充剂混合,该填充剂即液体溶剂和/或固体载体,可选择使用表面活性剂即乳化剂/或分散剂和/或起泡剂。
如果使用的填充剂是水,也可以使用例如有机溶剂作为助溶剂。适宜的液体溶剂基本上是芳烃,如二甲苯、甲苯或烷基萘,氯代芳烃和氯代脂族烃,如氯苯、氯乙烯或二氯甲烷,脂族烃,如环己烷或石蜡,例如石油馏分,矿物油和植物油,醇类,如丁醇或乙二醇以及其醚和酯,酮类,如丙酮、甲乙酮或环己酮,强极性溶剂,如二甲基甲酰胺和二甲基亚砜,以及水。
适宜的固体载体:
例如铵盐和天然矿物粉如高岭土、粘土、滑石、白垩、石英、硅镁土、蒙脱土或硅藻土,和合成矿物粉,如高分散二氧化硅、氧化铝和硅酸盐,适用于颗粒剂的固体载体:例如粉碎和分级的天然岩石如方解石、大理石、浮石、海泡石和白云石,以及无机粉和有机粉的合成颗粒,有机物颗粒如锯屑、椰子壳、玉米棒和烟草茎;适用于乳化剂和/或起泡剂:例如非离子和阴离子乳化剂如聚氧乙烯脂肪酸酯,聚氧乙烯脂肪醇醚,例如烷芳基聚乙二醇醚,烷基磺酸盐,烷基硫酸盐,芳基磺酸盐以及蛋白水解物;适用于分散剂:例如木质素亚硫酸盐废液和甲基纤维素。
制剂中可使用粘合剂如羧甲基纤维素和粉末、颗粒或胶乳形式的天然和合成聚合物如阿拉伯树胶,聚乙烯醇和聚乙酸乙烯酯,以及天然磷脂如卵磷脂和脑磷脂,和合成磷脂。其他可能的添加剂是矿物油和植物油。
可以使用着色剂如无机色素,例如氧化铁、氧化钛和普鲁士兰,和有机染料,如茜素染料、偶氮染料和金属酞菁染料,和微量营养物如铁盐、锰盐、硼盐、铜盐、钴盐、钼盐和锌盐。
制剂一般含0.1-95重量%的活性化合物,优选0.5-90%。
本发明的活性化合物可以其市售制剂中以及以与其他活性化合物的混合物形式存在于由这些制剂制得的使用形式存在,所述其他活性化合物如杀虫剂、引诱剂、消毒剂、杀细菌剂、杀螨剂、杀线虫剂、杀真菌剂、生长调节物或除草剂。杀虫剂包括例如磷酸酯类、氨基甲酸酯类、羧酸酯类、氯代烃类、苯基脲类和微生物产生的物质等。
特别有利的混合成分的实例是下列化合物:
杀菌剂:
2-氨基丁烷;2-苯胺基-4-甲基-6-环丙基-嘧啶;2′,6′-二溴-2-甲基-4′-三氟甲氧基-4′-三氟-甲基-1,3-噻唑-5-甲酰苯胺;2,6-二氯-N-(4-三氟甲基苯甲基)-苯甲酰胺;(E)-2-甲氧基亚氨基-N-甲基-2-(2-苯氧基苯基)-乙酰胺;8-羟基喹啉硫酸盐;(E)-2-{2-[6-(2-氰基-苯氧基)-嘧啶-4-基氧基]-苯基}-3-甲氧基丙烯酸甲酯;(E)-甲氧基亚氨基[α-(邻-甲苯氧基)-邻-甲苯基]-乙酸甲酯;2-苯基苯酚(OPP),aldimorph,氨丙膦酸,敌菌灵,氧环唑,
苯霜灵,麦锈灵,苯菌灵,乐杀螨,联苯,双苯三唑醇,灭瘟素,糠菌唑,乙嘧酚磺酸酯,丁硫啶,
石硫合剂,敌菌丹,克菌丹,多菌灵,萎锈灵,灭螨锰,地茂散,氯化苦,百菌清,乙菌利,硫杂灵,清菌脲,环唑醇,酯菌胺,
双氯酚,苄氯三唑醇,diclofluanid,哒菌酮,氯硝胺,乙霉威,噁嘧唑,甲菌定,烯酰吗啉,烯唑醇,敌螨普,二苯胺,吡菌硫,灭菌磷,二噻农,多果定,敌菌酮,
克瘟散,氧唑菌,乙菌定,氯唑灵,
异嘧菌醇,腈苯唑,呋菌胺,种衣酯,拌种咯,苯锈啶,丁苯吗啉,薯瘟锡,毒菌锡,福美铁,嘧菌腙,氟啶胺,氟噁菌,氟菌胺,喹唑菌酮,氟硅唑,磺菌胺,氟酰胺,粉唑醇,灭菌丹,藻菌磷,四氯苯酞,麦穗宁,呋氨丙灵,拌种胺,
双胍辛醋酸盐,
六氯苯,己唑醇,恶霉灵,
烯菌灵,酰胺唑,双胍辛,异稻瘟腈,异丙定,稻瘟灵,
春雷霉素,铜制剂如:氢氧化铜,环烷酸铜,氯氧化铜,硫酸铜,氧化铜,8-羟基喹啉铜和波尔多液,
代森锰铜,代森锰锌,代森锰,嘧菌胺,灭锈胺,甲霜灵,环戊唑菌,磺菌威,甲呋菌胺,噻菌胺,腈菌唑,
福美镍,异丙消,氟苯嘧啶醇,
甲呋酰胺,噁霉灵,oxamocarb,氧化萎锈灵,
稻瘟酯,戊菌唑,戊菌隆,双氯苯磷,四氯苯酞,多马霉素,粉病灵,福代锌,多氧霉素,噻菌灵,丙氯灵,杀菌利,百维灵,丙环唑,甲基代森锌,定菌磷,啶斑肟,二甲嘧菌胺,咯喹酮,五氯硝基苯(PCNB),
硫磺和硫磺制剂,
戊唑醇,叶枯酞,四氯硝基苯,氟醚唑,涕必灵,噻菌腈,甲基托布津,福美双,甲基立枯磷,对甲抑菌灵,三唑酮,唑菌醇,唑菌嗪,杨菌胺,三环唑,十三吗啉,氟菌唑,嗪胺灵,戊叉唑菌,
有效霉素,烯菌酮,
代森锌,福美锌,
杀菌剂:
溴硝丙二醇、双氯酚、氯定、福美镍、春雷霉素、异噻菌酮、呋喃甲酸、土霉素、噻菌灵、链霉素、叶枯酞、硫酸铜和其它铜制剂。
杀虫剂/杀螨剂/杀线虫剂:
阿维菌素、乙酰甲胺磷、啶虫脒、氟丙菊酯、棉铃威、涕灭威、涕灭砜威、甲体氯氰菊酯(alphacypermethrin)、甲体氯氰菊酯(alphamethrin)、双甲脒、齐墩螨素、AZ 60541,艾扎丁、甲基吡噁磷、谷硫磷A、谷硫磷M、三唑锡,
波林杆菌芽孢、Bacillus sphaericus、柯敌克菌、苏金杆菌、baculoviruses、Beauveria bassiana、Beauveria tenella、噁虫威、丙硫克百威、杀虫磺、苯螨特、β-氟氯氰菊酯、联苯肼酯、联苯菊酯、bioethanomethrin、生物氯菊酯、BPMC、溴硫磷A、合杀威、噻嗪酮、特嘧硫磷、丁酮威、丁基哒螨灵(butylpyridaben)、
硫线磷、甲萘威、克百威、三硫磷、丁硫克百威、杀螟丹、chloethocarb、氯氧磷、氟唑虫清、毒虫畏、氟啶脲、氯甲硫磷、毒死蜱、毒死蜱M、chlovaporthrin、cis-resmethrin、cispermethrin、clocythrin、除线威、四螨嗪、杀螟腈、cycloprene、乙氰菊酯、氟氯氰菊酯、氯氟氰菊酯、三环锡、氯氰菊酯、灭蝇胺,
溴氰菊酯、内吸磷M、内吸磷S、甲基内吸磷、Diacloden、丁醚脲、二嗪磷、敌敌畏、除虫脲、乐果、甲基毒虫畏、苯虫醚、乙拌磷、碘酰丁二辛、苯氧炔螨、
eflusilanate、emamectin、右旋烯炔菊酯、硫丹、Entomopfthoraspp.、S-氰戊菊酯、乙硫苯威、乙硫磷、灭线磷、醚菊酯、特苯噁唑、乙嘧硫磷,
苯线磷、喹螨醚、苯丁锡、杀螟硫磷、苯硫威、fenoxacrim、fenoxycarb、甲氰菊酯、fenpyrad、fenpyrithrin、唑螨酯、氰戊菊酯、氟虫腈、氟啶胺、氟啶吡蜱脲、flubrocythrinate、氟环脲、氟氰戊菊酯、氟虫脲、flutenzine、氟胺氰菊酯、地虫硫磷、丁苯硫磷、噻唑磷、fubfenprox、呋线威,
颗粒层增殖病毒,
特丁苯酰肼、HCH、庚烯磷、氟铃脲、噻螨酮、烯虫乙酯,
吡虫啉、氯唑磷、异柳磷、噁唑磷、齐墩螨素,
氯氟氰菊酯、虱螨脲,
马拉硫磷、灭蚜磷、四聚乙醛、甲胺磷、Metharhiziumanisopliae、Metharhizium flavoviride、杀扑磷、甲硫威、灭多威、甲氧苯酰肼、速灭威、噁虫酮、速灭磷、米尔螨素、久效磷,
二溴磷、烯啶虫胺、硝虫噻嗪、双苯氟脲、核多角体病毒,
氧乐果、杀线威、亚砜磷,
Paecilomyces fumosoroseus、对硫磷A、甲基对硫磷、氯菊酯、稻丰散、甲拌磷、伏杀硫磷、亚胺硫磷、磷胺、辛硫磷、抗蚜威、嘧啶磷A、甲基嘧啶磷、丙溴磷、猛杀威、残杀威、丙硫磷、发硫磷、吡蚜酮、吡唑硫磷、反灭虫菊、除虫菊、哒螨灵、pyridathion、嘧螨醚、吡丙醚,
喹硫磷,
ribavirin,
杀抗松、硫线磷、氟硅菊酯、艾克敌、治螟磷、硫丙磷,
氟胺氰菊酯、双苯酰肼、吡螨胺、嘧丙磷(tebupirimiphos)、氟苯脲、七氟菊酯、双硫磷、灭虫威、特丁磷、杀虫威、辛体氯氰菊酯、蛾蝇腈、thiatriphos、硫环杀、硫双威、久效威、敌贝特、溴氯氰菊酯、四溴菊酯、苯螨噻、唑蚜威、三唑磷、triazuron、trichlophenidine、敌百虫、杀灵脲、混杀威,
蚜灭磷、氟吡唑虫、麦柯特尔,
YI 5302,
己体氯氰菊酯,zolaprofos,
(1R-顺式)-[5-(苯基甲基)-3-呋喃基]-甲基-3-[(二氢-2-氧代-3(2H)-呋喃亚基)-甲基]-2,2-二甲基环丙烷甲酸酯,
(3-苯氧基苯基)-甲基-2,2,3,3-四甲基环丙烷甲酸酯,
1-[(2-氯-5-噻唑基)甲基]-四氢-3,5-二甲基-N-硝基-1,3,5-三嗪-2(1H)-亚胺,
2-(2-氯-6-氟苯基)-4-[4-(1,1-二甲基乙基)苯基]-4,5-二氢-噁唑,
2-(乙酰氧基)-3-十二烷基-1,4-萘二酮,
2-氯-N-[[[4-(1-苯基乙氧基)-苯基]-氨基]-羰基]-苯甲酰胺,
2-氯-N-[[[4-(2,2-二氯-1,1-二氟乙氧基)-苯基]-氨基]-羰基]-苯甲酰胺,
3-甲基苯基-丙基氨基甲酸酯,
4-[4-(4-乙氧基苯基)-4-甲基戊基]-1-氟-2-苯氧基-苯,
4-氯-2-(1,1-二甲基乙基)-5-[[2-(2,6-二甲基-4-苯氧基苯氧基)乙基]硫基]-3(2H)-哒嗪酮,
4-氯-2-(2-氯-2-甲基丙基)-5-[(6-碘代-3-吡啶基)-甲氧基]-3(2H)-哒嗪酮,
4-氯-5-[(6-碘代-3-吡啶基)-甲氧基]-2-(3,4-二氯苯基)-3(2H)-哒嗪酮,
苏云金杆菌株EG-2384,
苯甲酸-[2-苯甲酰基-1-(1,1-二甲基乙基)-肼,
丁酸-2,2-二甲基-3-(2,4-二氯苯基)-2-氧代-1-氧杂螺[4,5]癸-3-烯-4-基酯,
[3-[(6-氯-3-吡啶基)甲基]-2-噻唑烷亚基]-氰胺,
二氢-2-(硝基亚甲基)-2H-1,3-噻嗪-3(4H)-甲醛,
[2-[[1,6-二氢-6-氧代-1-(苯基甲基)-4-哒嗪基]氧基]乙基]-氨基甲酸乙酯,
N-(3,4,4-三氟-1-氧代-3-丁烯基)-甘氨酸,
N-(4-氯苯基)-3-[4-(二氟甲氧基)苯基]-4,5-二氢-4-苯基-1H-吡唑-1-甲酰胺,
N-[(2-氯-5-噻唑基)甲基]-N′-甲基-N″-硝基-胍,
N-甲基-N′-(1-甲基-2-丙烯基)-1,2-肼二硫代酰胺,
N-甲基-N′-2-丙烯基-1,2-肼二硫代酰胺,
O,O-二乙基-[2-(二丙基氨基)-2-氧乙基]-乙基phosphoramidothioat。
还可以混合其他已知的活性化合物如除草剂、肥料和生长调节物。
此外本发明的活性化合物还可以与增效剂混合存在于其市售制剂中和以这些制剂制得的使用形式存在。增效剂是能增强活性化合物的效力的化合物,而添加的增效剂本身不必有活性。
由市售制剂制得的使用形式中活性化合物的含量可在较宽范围内变化。使用形式的活性化合物浓度可以是0.0000001-95重量%活性化合物,优选0.0001-1重量%。
所述化合物以适于使用的常规方式使用。
当使用上述化合物防治卫生害虫和储藏产品的害虫时,该活性化合物在木材和粘土上有极好的残留活性并且对石灰处理过的物质上的碱也有良好的稳定性。
此外,已发现本发明的式(I)化合物对破坏工业材料的昆虫有高效的杀虫作用。
下列昆虫是作为实例列出的并且是优选的,但无任何限制:
甲虫类,如
家天牛(Hylotrupes),Chlorophorus pilosis,家具窃蠹(Anobium punctatum),抱死材窃蠹(Xestobium rufovillosum),Ptilinus pecticornis,Dendrobium pertinex,松枝芽窃蠹(Ernobius mollis),Priobium carpini,欧洲竹粉蠹(Lyctusbrunneus),Lyctus africanus,平颈粉蠹(Lyctus planicollis),栎粉蠹(Lyctus linearis),Lyctus pubescens,Trogoxylonaequale,鳞毛粉蠹(Minthes rugicollis),Xyleborus种,Tryptodendron种,咖啡黑长蠹(Apate monachus),槲长蠹(Bostrychus capucins),棕异翅长蠹(Heterobostrychusbrunneus),双棘长蠹种(Sinoxylon),竹长蠹(Dinoderus minutus)。
革翅目(Hautflügler)类,如
钢青小树蜂(Sirex juvencus),枞大树蜂(Urocerus gigas),泰加大树蜂(Urocerus gigas taignus),Urocerus augur。
白蚁类,如柿蒂虫(Kalotermes flavicollis),麻头砂白蚁(Cryptotermes brevis),印度异白蚁(Heterotermes indicola),黄胸散白蚁(Reticulitermes flavipes),桑特散白蚁(Reticulitermes santonensis),巴尼伦暗黑散白蚁(Reticulitermes lucifugus),澳州白蚁(Mastotermesdarwiniensis),内华达古白蚁(Zootermopsis nevadensis)台湾家白蚁(Coptotermes formosanus)。
蠹虫类(Borstens chwnze),如西洋衣鱼(Lepisma saccharina)。
在本文中,工业材料应理解为表示无生命材料,优选如合成材料、胶合剂、浆料、纸和纸板、皮革、木材和木制品,和涂料。
保护而免于昆虫侵袭的材料特别优选是木材和木制品。
可用本发明组合物或含所述组合物的混合物保护的木材和木制品应理解为例如建筑木材,木梁、铁路枕木、桥梁构件、桥形码头、木制交通工具、箱、板、容器、电话线杆、木隔板、木制的窗户和门、胶合板、碎料板、细木工产品、或通常用于房屋建筑或建筑木工的木材产品。
活性化合物可以以浓缩物或常规制剂的形式使用,常规制剂如粉剂、颗粒剂、液剂、悬浮剂、乳剂或糊剂。
上述制剂可以按本身已知的方式制备,例如通过将活性化合物与至少一种溶剂或稀释剂、乳化剂、分散剂和/或粘合剂或固定剂、防水剂,任选干燥剂和UV稳定剂和,任选染料和颜料和其他加工助剂混合。
用于保护木材和木制材料的杀虫组合物或浓缩物含本发明活性化合物的浓度为0.0001-95重量%,优选0.001-60重量%。
所用组合物或浓缩物的量取决于昆虫的品种和出现以及与其相关介质。最佳用量可根据应用通过系列实验确定。然而,通常应足以使用0.0001-20重量%,优选0.001-10重量%的活性化合物,上述百分含量是基于被保护的材料。
所用的溶剂和/或稀释剂是有机化学溶剂或溶剂混合物和/或低挥发性油性或油型有机化学溶剂或溶剂混合物和/或极性有机化学溶剂或溶剂混合物和/或水和,任选的乳化剂和/或润湿剂。
优选使用的有机化学溶剂是油性或油型溶剂,其汽化值大于35,闪点大于30℃,优选大于45℃。适于用作所述低挥发性且不溶于水的油性和油型溶剂的是相应的矿物油或其芳烃馏分,或含矿物油的溶剂混合物,优选使用石油溶剂、石油和/或烷基苯。
优选使用沸点范围为170-220℃的矿物油,沸点范围为170-220℃的石油溶剂,沸点范围为250-350℃的锭子油,沸点范围160-280℃的石油或芳烃,松节油精等。
在优选的实施方案中,使用沸点范围180-210℃的液态脂族烃或沸点范围180-220℃的芳烃和脂族烃的高沸点混合物和/或锭子油和/或一氯代萘,优选α-一氯代萘。
低挥发性、汽化值大于35、闪点大于30℃、优选大于45℃的有机油性或油型溶剂可部分被易挥发或中挥发性有机化学溶剂替换,条件是溶剂混合物的汽化值大于35,闪点大于35℃,优选大于45℃,并且杀虫剂/杀菌剂混合物可溶于或可乳化于此溶剂混合物中。
在优选实施方案中,部分有机化学溶剂或溶剂混合物被脂族极性有机化学溶剂或溶剂混合物替换。优选使用的是含羟基和/或酯基和/或醚基的脂族有机化学溶剂,例如乙二醇醚、酯等。
本发明范围内可使用的有机化学粘合剂是本身已知的合成树脂和/或粘合干性油并且可以用水稀释和/或可溶于或可分散于或可乳化于所用的有机化学溶剂中,特别是包括或包含丙烯酸树脂、乙烯树脂例如聚乙酸乙烯酯、聚酯树脂、缩聚或加聚树脂、聚氨酯树脂、醇酸树脂或改性醇酸树脂、酚醛树脂、烃树脂如茚/香豆酮树脂、硅树脂、干性植物油和/或干性油和/或基于天然和/或合成树脂的物理干燥粘合剂。
用作粘合剂的合成树脂可以乳状液、分散体或溶液的形式使用。还可使用至多10重量%的沥青或沥青物质作为粘合剂。此外,也可使用已知的着色剂、颜料、防水剂、遮味剂和抑制剂或防腐剂等。
本发明的组合物或浓缩物优选含至少一种醇酸树脂或改性醇酸树脂和/或干性植物油作为有机化学粘合剂。根据本发明使用的是油含量优选超过45重量%,优选50-68重量%的醇酸树脂。
全部或部分上述粘合剂可用固定剂(混合物)或增塑剂(混合物)替换。这些添加剂旨在防止活性化合物的挥发和结晶或沉淀。优选替换0.01-30%的粘合剂(基于100%所用粘合剂)。
增塑剂是邻苯二甲酸酯类化合物,如邻苯二甲酸二丁酯,邻苯二甲酸二辛酯或邻苯二甲酸苯甲基丁基酯,磷酸酯类,如磷酸三丁酯,己二酸酯类,如二-(2-乙基己基)己二酸酯,硬脂酸酯类,如硬脂酸丁酯或硬脂酸戊酯,油酸酯类,如油酸丁酯,甘油醚类或较高分子量的乙二醇醚类,甘油酯类和对-甲苯-磺酸酯类。
固定剂从化学上看是基于聚乙烯烷基醚类,例如聚乙烯甲基醚,或酮类,如二苯酮或亚乙基二苯酮。
特别适用于溶剂或稀释剂的还有水,任选与一种或多种上述有机化学溶剂或稀释剂,乳化剂和分散剂的混合物。
通过大规模工业化浸渍法,例如真空、双真空或加压处理法,可实现对木材特别有效的保护。
现用组合物任选还含有一种或多种其他杀虫剂和,任选还含有一种或多种杀菌剂。
适宜的可混合附加成分是WO94/29268中提及的杀虫剂和杀菌剂。将该文件中提及的化合物明确作为本申请的一部分。
特别优选的可混合成分是杀虫剂,如毒死蜱,辛硫磷,氟硅菊酯,甲体氯氰菊酯,氟氯氰菊酯,氯氰菊酯,溴氰菊酯,氯菊酯,吡虫啉,NI-25,氟虫脲,氟铃脲和杀虫隆,和杀菌剂,如氧唑菌,己唑醇,戊环唑,丙环唑,戊唑醇,环唑醇,环戊唑菌,烯菌灵,抑菌灵,甲苯对甲抑菌灵胺,3-碘代-2-丙炔基-丁基氨基甲酸酯,N-辛基-异噻唑啉-3-酮和4,5-二氯-N-辛基异噻唑啉-3-酮。
实施例
实施例1
猿叶甲属(Phaedon)幼虫实验
溶剂: 3重量份二甲基甲酰胺
乳化剂: 1重量份烷基芳基聚乙二醇醚
为制备活性化合物的适宜制剂,将1重量份活性化合物与所述量的溶剂和乳化剂混合,用含乳化剂的水将该浓缩物稀释至预定浓度。
将甘蓝(Brassica oleracea)叶浸入预定浓度的活性化合物制剂中进行处理,并在叶片仍湿润时向上添加辣根猿叶甲(Phaedoncochleariae)幼虫。
经过预定的时间后,确定杀伤率。100%表示所有甲虫幼虫均被杀死;0%表示无甲虫幼虫被杀死。
在1000ppm活性化合物浓度下,式(I)的化合物达到100%杀伤率。
实施例2
菜蛾(Plutella)实验/症状学研究
溶剂:丙酮
为制备活性化合物的适当制剂,将10mg活性化合物与1ml溶剂混合。
将以此方式制备的溶液1μl给药到菜蜚蠊(Plutellaxylostella)的毛虫上。
经过预定的时间后,确定杀伤率。100%表示所有毛虫均被杀死;0%表示无毛虫被杀死。
在10μg/幼虫的活性化合物浓度下,式(I)的化合物达到100%杀伤率。
实施例3
草地粘虫(Spodpotera frugiperda)实验
溶剂: 31重量份丙酮
乳化剂: 1重量份烷基芳基聚乙二醇醚
为制备活性化合物的适宜制剂,将1重量份活性化合物与所述量的溶剂和乳化剂混合,用含乳化剂的水将该浓缩物稀释至预定浓度。
将甘蓝叶浸入预定浓度的活性化合物制剂中进行处理,并在叶片仍湿润时向上添加草地粘虫毛虫。
经过预定的时间后,确定杀伤率。100%表示所有毛虫均被杀死;0%表示无毛虫被杀死。
在1000ppm活性化合物浓度下,式(I)的化合物达到100%杀伤率。
实施例4
根结线虫(Meloidoggne)实验
溶剂: 3重量份二甲基甲酰胺
乳化剂: 1重量份烷基芳基聚乙二醇醚
为制备活性化合物的适宜制剂,将1重量份活性化合物与所述量的溶剂和乳化剂混合,用含乳化剂的水将该浓缩物稀释至预定浓度。
向容器中装入沙、活性化合物溶液、南方根结线虫-卵-幼虫悬浮液和莴苣种子。莴苣种子发芽,幼株发育。在根部形成虫瘿。
经过预定的时间后,通过形成的虫瘿确定杀线虫作用%。100%表示未发现有虫瘿;0%表示被处理植物上的虫瘿数与未处理对照的虫瘿数相当。
在20ppm活性化合物浓度下,式(I)的化合物达到98%的效力。
Claims (2)
1.式(I)的化合物在防治植物病原害虫中的用途,
2.权利要求1的式(I)化合物用于防治以下害虫的用途:
辣根猿叶甲,
菜蜚蠊,
草地粘虫,
根结线虫,
烟芽夜蛾。
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US (1) | US6828300B2 (zh) |
EP (1) | EP1244357B1 (zh) |
JP (1) | JP4801303B2 (zh) |
KR (1) | KR100839817B1 (zh) |
CN (1) | CN1198505C (zh) |
AR (1) | AR027002A1 (zh) |
AU (1) | AU2007401A (zh) |
BR (1) | BR0016551A (zh) |
CO (1) | CO5221086A1 (zh) |
DE (2) | DE19962147A1 (zh) |
ES (1) | ES2238331T3 (zh) |
MX (1) | MXPA02006161A (zh) |
WO (1) | WO2001045511A1 (zh) |
ZA (1) | ZA200203949B (zh) |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102004055316A1 (de) * | 2004-11-16 | 2006-05-18 | Bayer Healthcare Ag | Verhinderung vertikaler Endoparasiten-Infektionen |
DE102009012423A1 (de) * | 2009-03-10 | 2010-09-16 | Bayer Animal Health Gmbh | Zubereitung auf Ölbasis |
NZ737610A (en) | 2015-05-20 | 2023-07-28 | Boehringer Ingelheim Animal Health Usa Inc | Anthelmintic depsipeptide compounds |
US10344056B2 (en) | 2015-12-28 | 2019-07-09 | Boehringer Ingelheim Animal Health USA Inc. | Anthelmintic depsipeptide compounds |
CN105613526A (zh) * | 2016-02-24 | 2016-06-01 | 燕素琴 | 一种防治林业害虫杨树天牛的药膏 |
MX2019005628A (es) | 2016-11-16 | 2019-12-18 | Boehringer Ingelheim Animal Health Usa Inc | Compuestos depsipeptidos antihelminticos. |
Family Cites Families (28)
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NO176766C (no) * | 1989-02-07 | 1995-05-24 | Meiji Seika Kaisha | Fremgangsmåte for fremstilling av en forbindelse med anthelmintaktivitet |
JPH0570366A (ja) * | 1991-03-08 | 1993-03-23 | Meiji Seika Kaisha Ltd | 薬用組成物 |
DE4124151A1 (de) * | 1991-07-20 | 1993-01-21 | Bayer Ag | Insektizide und akarizide pflanzenschutzmittel enthaltend substituierte 1,2,4-oxadiazolderivate |
AU669883B2 (en) * | 1992-03-17 | 1996-06-27 | Astellas Pharma Inc. | Depsipeptide derivative, production thereof and use thereof |
JPH05271013A (ja) | 1992-03-27 | 1993-10-19 | Meiji Seika Kaisha Ltd | 環状デプシペプチド物質を有効成分とする害虫防除剤 |
DE4317458A1 (de) * | 1992-06-11 | 1993-12-16 | Bayer Ag | Verwendung von cyclischen Depsipeptiden mit 18 Ringatomen zur Bekämpfung von Endoparasiten, neue cyclische Depsipeptide mit 18 Ringatomen und Verfahren zu ihrer Herstellung |
NZ261630A (en) * | 1993-02-19 | 1998-05-27 | Meiji Seika Kaisha | Heteromacrocyclic compound and use as an assthelmintie |
DE4317457A1 (de) * | 1993-05-26 | 1994-12-01 | Bayer Ag | Octacyclodepsipeptide mit endoparasitizider Wirkung |
DE4317432A1 (de) * | 1993-05-26 | 1994-12-01 | Bayer Ag | Octacyclodepsipeptide mit endoparasitizider Wirkung |
US5646244A (en) * | 1993-09-06 | 1997-07-08 | Fujisawa Pharmaceutical Co., Ltd. | Cyclodepsipeptide compound |
DE4341993A1 (de) * | 1993-12-09 | 1995-06-14 | Bayer Ag | Endoparasitizide Mittel auf Basis von offenkettigen Octadepsipeptiden |
DE4341992A1 (de) * | 1993-12-09 | 1995-06-14 | Bayer Ag | Endoparasitizide Mittel auf Basis von offenkettigen Tetradepsipeptiden |
DE4341991A1 (de) * | 1993-12-09 | 1995-06-14 | Bayer Ag | Endoparasitizide Mittel auf Basis von offenkettigen Hexadepsipeptiden |
DE4342907A1 (de) * | 1993-12-16 | 1995-06-22 | Bayer Ag | Neue cyclische Depsipeptide mit 18 Ringatomen und ihre Verwendung zur Bekämpfung von Endoparasiten |
DE4343842C1 (de) * | 1993-12-22 | 1995-02-23 | Draegerwerk Ag | Reaktionsgefäß zur immunologischn Analytik von Aerosolen |
GB9326600D0 (en) * | 1993-12-22 | 1994-03-02 | Celltech Ltd | Chemical compounds |
DE4401389A1 (de) * | 1994-01-19 | 1995-07-20 | Bayer Ag | Verwendung von cyclischen Depsipeptiden mit 12 Ringatomen zur Bekämpfung von Endoparasiten, neue cyclische Depsipeptide mit 12 Ringatomen und Verfahren zu ihrer Herstellung |
DE4412492A1 (de) | 1994-04-12 | 1995-10-19 | Bayer Ag | Verwendung von cyclischen Depsipeptiden mit 18 Ringatomen |
US5773613A (en) * | 1994-11-29 | 1998-06-30 | Mita Industrial Co., Ltd. | Tryptoanthrinimine derivative and electrophotosensitive material using the same |
JPH08225552A (ja) | 1995-02-21 | 1996-09-03 | Meiji Seika Kaisha Ltd | モルホリンジオン誘導体の製造法 |
DE19520275A1 (de) * | 1995-06-02 | 1996-12-05 | Bayer Ag | Endoparasitizide Mittel |
CN1162409C (zh) * | 1995-06-30 | 2004-08-18 | 藤泽药品工业株式会社 | 缩肽衍生物、其新型中间体以及中间体的制造方法 |
DE19529604A1 (de) | 1995-08-11 | 1997-02-13 | Bayer Ag | Endoparasitizide Mittel auf Basis von Didepsipeptiden, neue Didepsipeptide und ein Verfahren zu ihrer Herstellung |
DE19713626A1 (de) * | 1997-04-02 | 1998-10-08 | Bayer Ag | Neue Thiodepsipeptide zur Bekämpfung von Endoparasiten und ein einfaches Verfahren zu ihrer Herstellung |
NZ501478A (en) * | 1997-06-04 | 2001-05-25 | Bayer Ag | 8,20-bis-(substituted benzyl)-desoxycyclodepsipeptides and their use for combatting endoparasites |
DE19754298A1 (de) | 1997-12-08 | 1999-06-10 | Bayer Ag | Organisch-chemische Verbindungen und Verfahren zu ihrer Herstellung |
DE19828043A1 (de) | 1998-06-24 | 1999-12-30 | Bayer Ag | Ektoparasitizide Mittel |
DE19930076A1 (de) | 1999-06-30 | 2001-01-04 | Bayer Ag | Mittel gegen Hausstaubmilben |
-
1999
- 1999-12-22 DE DE19962147A patent/DE19962147A1/de not_active Withdrawn
-
2000
- 2000-12-11 US US10/168,383 patent/US6828300B2/en not_active Expired - Fee Related
- 2000-12-11 BR BR0016551-4A patent/BR0016551A/pt not_active Application Discontinuation
- 2000-12-11 AU AU20074/01A patent/AU2007401A/en not_active Abandoned
- 2000-12-11 WO PCT/EP2000/012485 patent/WO2001045511A1/de active IP Right Grant
- 2000-12-11 JP JP2001546258A patent/JP4801303B2/ja not_active Expired - Fee Related
- 2000-12-11 DE DE50009678T patent/DE50009678D1/de not_active Expired - Lifetime
- 2000-12-11 EP EP00983272A patent/EP1244357B1/de not_active Expired - Lifetime
- 2000-12-11 MX MXPA02006161A patent/MXPA02006161A/es active IP Right Grant
- 2000-12-11 ES ES00983272T patent/ES2238331T3/es not_active Expired - Lifetime
- 2000-12-11 KR KR1020027006840A patent/KR100839817B1/ko not_active IP Right Cessation
- 2000-12-11 CN CNB00817377XA patent/CN1198505C/zh not_active Expired - Fee Related
- 2000-12-18 AR ARP000106731A patent/AR027002A1/es unknown
- 2000-12-21 CO CO00097176A patent/CO5221086A1/es not_active Application Discontinuation
-
2002
- 2002-05-17 ZA ZA200203949A patent/ZA200203949B/en unknown
Also Published As
Publication number | Publication date |
---|---|
CN1411336A (zh) | 2003-04-16 |
AU2007401A (en) | 2001-07-03 |
JP4801303B2 (ja) | 2011-10-26 |
US20030133962A1 (en) | 2003-07-17 |
AR027002A1 (es) | 2003-03-12 |
US6828300B2 (en) | 2004-12-07 |
CO5221086A1 (es) | 2002-11-28 |
ZA200203949B (en) | 2003-05-19 |
JP2003518019A (ja) | 2003-06-03 |
EP1244357A1 (de) | 2002-10-02 |
BR0016551A (pt) | 2002-09-17 |
KR20020059813A (ko) | 2002-07-13 |
DE50009678D1 (de) | 2005-04-07 |
EP1244357B1 (de) | 2005-03-02 |
DE19962147A1 (de) | 2001-06-28 |
MXPA02006161A (es) | 2003-01-28 |
KR100839817B1 (ko) | 2008-06-19 |
WO2001045511A1 (de) | 2001-06-28 |
ES2238331T3 (es) | 2005-09-01 |
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