CN104378983B - 包含内酯基烷氧基化物的农用配制剂 - Google Patents
包含内酯基烷氧基化物的农用配制剂 Download PDFInfo
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Classifications
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/36—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/24—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing ingredients to enhance the sticking of the active ingredients
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/22—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing ingredients stabilising the active ingredients
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/30—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
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Abstract
本发明涉及包含农药和如下文所定义的式(I)烷氧基化物的组合物。本发明进一步涉及所述烷氧基化物。本发明进一步涉及通过使烷氧基化物与农药接触而制备所述组合物的方法。最后,本发明涉及防治植物病原性真菌和/或不想要的植物生长和/或不想要的昆虫或螨侵袭和/或调节植物生长的方法,其中使所述组合物作用于相应害虫、其环境或者待保护以防相应害虫的作物植物、土壤和/或不想要的植物和/或作物植物和/或其环境;和包含所述组合物的种子。
Description
本发明涉及包含农药和如下文所定义的式(I)烷氧基化物的组合物。本发明进一步涉及所述烷氧基化物。本发明进一步涉及通过使烷氧基化物与农药接触而制备所述组合物的方法。最后,本发明涉及防治植物病原性真菌和/或不想要的植物生长和/或不想要的昆虫或螨侵袭和/或调节植物生长的方法,其中使所述组合物作用于相应害虫、其环境或者待保护以防相应害虫的作物植物、土壤和/或不想要的植物和/或作物植物和/或其环境;和包含所述组合物的种子。下文提到的本发明优选实施方案应当理解相互独立或者相互组合地为优选的。
包含农药和烷氧基化链烷醇的农用配制剂由US 2005/0170968中已知。
烷氧基化物是重要的农用配制剂辅助剂并帮助改进配制剂的稳定性和农药的效力。现有的挑战是确定具有改进性能的新辅助剂。
本发明的目的是克服技术发展水平的问题。该目的通过包含农药和式(I)烷氧基化物的组合物解决:
其中R1为C1-C32烃基,R2为C2-C20脂族烃基,AO为C2-C6亚烷基氧基,n为1-30,且m为1-200。在另一形式中,该目的通过包含农药和式(I)烷氧基化物的组合物解决,其中R1为C6-C32烃基,R2为线性饱和C3-C15脂族烃基,AO为C2-C6亚烷基氧基,n为1-30,且m为2-200。
本发明进一步涉及式(I)烷氧基化物。
R1通常为单价C1-C32烃基,优选单价C2-C20烃基。更优选,R1为线性或支化、饱和或不饱和C1-C32烷基(优选C2-C20烷基,特别是C10-C18烷基),或其混合物。在另一形式中,R1通常为单价C6-C32烃基,优选单价C6-C20烃基。更优选,R1为线性或支化、饱和或不饱和C6-C32烷基(优选C8-C20烷基,特别是C10-C18烷基),或其混合物。
R1优选为线性或支化、饱和烷基残基。在另一优选形式中,R1为支化饱和烷基残基。
R1的典型实例为线性或支化丁基、己基、庚基、辛基、壬基、癸基、十一烷基、十二烷基、十三烷基、十六烷基、十七烷基和十八烷基或上述残基的混合物。在另一形式中,R1的典型实例为线性或支化己基、庚基、辛基、壬基、癸基、十一烷基、十二烷基、十三烷基、十六烷基、十七烷基和十八烷基或上述残基的混合物。
在一个优选形式中,R1为异构十三醇的混合物,其作为Isotridecanol N由BASFSE市购,CAS Nr.27458-92-0。在另一优选形式中,R1为支化癸基,例如2-丙基庚基。在另一优选形式中,R1为1-十六醇。
R2通常为二价C2-C20脂族烃基,优选二价C3-C15脂族烃基。更优选,R2为线性、饱和C2-C20亚烷基,其中甚至更优选C3-C15亚烷基。特别地,R2为线性饱和C4-C10亚烷基,其中甚至更优选C4-C8亚烷基。
在尤其优选的形式中,R2为C5亚戊基,产生式(II)的烷氧基化物:
优选,在式(II)烷氧基化物中,R1为线性或支化、饱和或不饱和C1-C32烷基(优选C2-C20烷基,特别是C4-C18烷基),AO为亚乙基氧基、亚丙基氧基、亚丁基氧基或其混合物,n为1-20的任何值,且m为3-80的任何值。在式(II)烷氧基化物的另一优选形式中,R1为线性或支化、饱和或不饱和C6-C32烷基(优选C8-C20烷基,特别是C10-C18烷基),AO为亚乙基氧基、亚丙基氧基、亚丁基氧基或其混合物,n为1-20的任何值,且m为3-80的任何值。
AO通常为饱和或不饱和、线性或支化C2-C6亚烷基氧基。不同C2-C6亚烷基氧基的混合物也是合适的(例如AO为亚乙基氧基和C3-C6亚烷基氧基的混合物,其中优选亚乙基氧基和亚丙基氧基的混合物)。AO的实例为亚乙基氧基、亚丙基氧基、亚丁基氧基或其混合物。AO更优选为亚乙基氧基、亚丙基氧基或其混合物。特别地,AO为亚乙基氧基(例如如下式(III)中)。
指数n通常为1-30,优选1-20,更优选1-10,特别是1-7的任何值。在另一形式中,n为1,1-30,优选1,5-20。
指数m通常为1-200,优选2-100,更优选3-80,特别是5-60的任何值。在另一形式中,指数m通常为2-200的任何值。
在一个优选形式中,R1为线性或支化、饱和或不饱和C1-C32烷基(优选C2-C20烷基,特别是C10-C18烷基),R2为线性、饱和C2-C20亚烷基,AO为亚乙基氧基、亚丙基氧基、亚丁基氧基或其混合物,n为1-20的任何值,且m为3-80的任何值。在更优选的形式中,R1为线性或支化、饱和或不饱和C6-C32烷基(优选C8-C20烷基,特别是C10-C18烷基),R2为线性、饱和C3-C15亚烷基,AO为亚乙基氧基、亚丙基氧基、亚丁基氧基或其混合物,n为1-20的任何值,且m为3-80的任何值。在特别优选的形式中,R1为线性或支化、饱和C6-C32烷基(优选C8-C20烷基,特别是C10-C18烷基),R2为线性、饱和C4-C8亚烷基,AO为亚乙基氧基、亚丙基氧基或其混合物,n为1-20的任何值,且m为3-80的任何值。
在特别优选的实施方案中,烷氧基化物为式(III)的烷氧基化物:
其中R1为C1-C32烃基,n为1-30,且m为1-200。优选,R1为线性或支化、饱和或不饱和C1-C32烷基(优选C2-C20烷基,特别是C10-C18烷基),n为1-20的任何值,且m为3-80的任何值。在另一特别优选的实施方案中,烷氧基化物为式(III)烷氧基化物,其中R1为C6-C32烃基,n为1-30,且m为2-200。优选,R1为线性或支化、饱和或不饱和C6-C32烷基(优选C8-C20烷基,特别是C10-C18烷基),n为1-20的任何值,且m为3-80的任何值。
式(I)烷氧基化物可通过已知的方法制备。在第一步骤中,可根据US3,284,417使醇R1-OH与内酯(例如ε-己内酯以形成式(II)烷氧基化物)反应。在第二步骤中,将第一步骤的产物例如用氧化烯烷氧基化。烷氧基化可通过强碱如碱金属氢氧化物和碱土金属氢氧化物、酸或路易斯酸如AlCl3、BF3等催化。催化剂如水滑石或DMC可用于具有窄分布的醇氧基化物。烷氧基化优选在约80-250℃,优选约100-220℃的温度下进行。压力范围优选为大气压力与600巴之间。如果需要的话,氧化烯可包含例如约5-60%的惰性气体混合物。
组合物可包含至少0,1重量%,优选至少1重量%烷氧基化物。例如,组合物可包含0.5-50重量%烷氧基化物。本发明组合物可作为农用化学组合物类型存在且包含1-80重量%,优选2-50重量%,特别是5-30重量%烷氧基化物。
术语农药指至少一种选自杀真菌剂、杀虫剂、杀线虫剂、除草剂、安全剂和/或生长调节剂的活性物质。优选的农药为杀真菌剂、杀虫剂、除草剂和生长调节剂。尤其优选的农药为生长调节剂。也可使用上述类型中两种或更多种农药的混合物。技术人员熟悉这类农药,其可在例如Pesticide Manual,第15版(2009),The British Crop ProtectionCouncil,London中找到。合适的杀虫剂为来自以下类别的杀虫剂:氨基甲酸酯、有机磷酸酯、有机氯杀虫剂、苯基吡唑、合成除虫菊酯、新烟碱、棘甙、阿维菌素、米尔倍霉素、保幼激素类似物、烷基卤化物、有机锡化合物、沙蚕毒素类似物、苯甲酰脲、二酰肼、METI杀螨剂,和杀虫剂,例如氯化苦(chloropicrin)、拒嗪酮(pymetrozin)、氟啶虫酰胺(flonicamid)、四螨嗪(clofentezin)、噻螨酮(hexythiazox)、特苯唑(etoxazole)、杀螨硫隆(diafenthiuron)、克螨特(propargite)、四氯杀螨砜(tetradifon)、chlorofenapyr、二硝甲酚(DNOC)、噻嗪酮(buprofezine)、灭蝇胺(cyromazine)、虫螨脒(amitraz)、灭蚁腙(hydramethylnon)、灭螨醌(acequinocyl)、嘧螨酯(fluacrypyrim)、鱼藤酮(rotenone)或其衍生物。合适的杀真菌剂为来自以下类别的杀真菌剂:二硝基苯胺、烯丙基胺、苯胺基嘧啶、抗生素、芳族烃、苯磺酰胺、苯并咪唑、苯并异噻唑、二苯甲酮、苯并噻二唑、苯并三嗪、苄基氨基甲酸酯、氨基甲酸酯、羧酰胺、羧酸二酰胺、氯腈、乙酰胺肟、氰基咪唑、环丙烷羧酰胺、二羧酰亚胺、二氢二嗪、二硝基苯基巴豆酸酯、二硫代氨基甲酸酯、二硫戊环、乙基膦酸酯、乙基氨基噻唑羧酰胺、胍、羟基-(2-氨基)嘧啶、羟基苯胺、咪唑、咪唑啉酮、无机物质、异苯并呋喃酮、甲氧基丙烯酸酯、甲氧基氨基甲酸酯、吗啉、N苯基氨基甲酸酯、唑烷二酮、肟乙酸盐、肟乙酰胺、肽基嘧啶核苷、苯基乙酰胺、苯基酰胺、苯基吡咯、苯基脲、膦酸盐、硫代磷酸盐、邻氨甲酰苯甲酸、邻苯二甲酰亚胺、哌嗪、哌啶、丙酰胺、哒嗪酮、吡啶、吡啶基甲基苯甲酰胺、嘧啶胺、嘧啶、嘧啶酮腙、吡咯并喹啉酮、喹唑啉酮、喹啉、醌、磺酰胺、氨磺酰三唑、噻唑羧酰胺、硫代氨基甲酸酯、托布津(thiophanate)、噻吩羧酰胺、甲苯酰胺、三苯基锡化合物、三嗪、三唑。合适的除草剂为来自以下类别的除草剂:乙酰胺、酰胺、芳氧基苯氧基丙酸酯、苯甲酰胺、苯并呋喃、苯甲酸、苯并噻二嗪酮、联吡啶、氨基甲酸酯、氯乙酰胺、氯羧酸、环己二酮、二硝基苯胺、二硝基苯酚、二苯醚、甘氨酸、咪唑啉酮、异唑、异烷酮、腈、N-苯基邻氨甲酰亚胺、二唑、唑烷二酮、氧基乙酰胺、苯氧基羧酸、苯基氨基甲酸酯、苯基吡唑、苯基吡唑啉、苯基哒嗪、亚膦酸、氨基磷酸酯、二硫代磷酸酯、phthalamates、吡唑、哒嗪酮、吡啶、吡啶羧酸、吡啶羧酰胺、嘧啶二酮、嘧啶基(硫代)苯甲酸酯、喹啉羧酸、缩氨基脲、磺酰氨基羰基三唑啉酮、磺酰脲、四唑啉酮、噻二唑、硫代氨基甲酸酯、三嗪、三嗪酮、三唑、三唑啉酮、三唑并羧酰胺、三唑并嘧啶、三酮、尿嘧啶、脲。
优选,农药在20℃下至多10g/l,优选至多1g/l,特别是至多0,5g/l可溶于水中。
本发明组合物也可以以包含农药、式(I)烷氧基化物和任选辅助剂的农用化学组合物的形式存在。农用化学组合物包含杀虫有效量的农药。术语“有效量”表示组合物或化合物I的量,该量对于防治栽培植物上或周围的有害害虫或者在材料保护中是足够的且不对处理的植物产生实质性损害。该量可在宽范围内变化,且取决于各种因素,例如待防治的真菌物种、处理的栽培植物或材料、气候条件和所用具体农药。
合适的常规类型的农用化学组合物为例如溶液、乳液、悬浮液、粉剂、粉末、糊、颗粒、压片、胶囊及其混合物。组合物类型的实例为悬浮液(例如SC、OD、FS),可乳化浓缩物(例如EC),乳液(例如EW、EO、ES、ME),胶囊(例如CS、ZC),糊、锭剂、可湿性粉末或粉剂(例如WP、SP、WS、DP、DS),压片(例如BR、TB、DT),颗粒(例如WG、SG、GR、FG、GG、MG),杀虫制品(例如LN),以及用于处理植物繁殖材料如种子的凝胶配制剂(例如GF)。这些和其它组合物类型在“Catalogue of pesticide formulation types and international coding system”,Technical Monograph No.2,2008年5月第6版,CropLife International中定义。
组合物以已知的方式制备,例如Mollet和Grubemann,Formulation technology,Wiley VCH,Weinheim,2001;或Knowles,作物保护产品配制剂的新发展,Agrow ReportsDS243,T&F Informa,London,2005所述。
合适辅助剂的实例为溶剂、液体载体、固体载体或填料、表面活性剂、分散剂、乳化剂、润湿剂、其它辅助剂、增溶剂、渗透增强剂、保护胶体、粘着剂、增稠剂、保湿剂、驱避剂、引诱剂、进食刺激剂、增容剂、杀菌剂、防冻剂、消泡剂、着色剂、增粘剂和粘合剂。
合适的溶剂和液体载体为水和有机溶剂,例如中至高沸点的矿物油馏分,例如煤油、柴油;植物或动物来源的油;脂族、环状和芳族烃,例如甲苯、石蜡、四氢化萘、烷基化萘;醇,例如乙醇、丙醇、丁醇、苄醇、环己醇;二醇;DMSO;酮,例如环己酮;酯,例如乳酸酯、碳酸酯、脂肪酸酯、γ-丁内酯;脂肪酸;膦酸酯;胺;酰胺,例如N-甲基吡咯烷酮、脂肪酸二甲基酰胺;及其混合物。
合适的固体载体或填料为矿土,例如硅酸盐、硅胶、滑石、高岭土、石灰石、石灰、白垩、粘土、白云石、硅藻土、膨润土、硫酸钙、硫酸镁、氧化镁;多糖粉末,例如纤维素、淀粉;肥料,例如硫酸铵、磷酸铵、硝酸铵、尿素;植物来源的产品,例如谷粉、树皮粉、木粉、坚果壳粉及其混合物。
合适的表面活性剂为表面活性化合物,例如阴离子、阳离子、非离子和两性表面活性剂、嵌段聚合物、聚电解质及其混合物。这类表面活性剂可用作乳化剂、分散剂、增溶剂、润湿剂、渗透增强剂、保护胶体或辅助剂。表面活性剂的实例列于McCutcheon’s,第1卷:Emulsifiers&Detergents,McCutcheon’s Directories,Glen Rock,美国,2008(国际版或北美版)中。
合适的阴离子表面活性剂为磺酸酯、硫酸酯、磷酸酯、羧酸酯的碱、碱土或铵盐及其混合物。磺酸酯的实例为烷基芳基磺酸酯、二苯基磺酸酯、α-烯烃磺酸酯、木素磺酸酯、脂肪酸和油的磺酸酯、乙氧基化苯酚的磺酸酯、烷氧基化芳基苯酚的磺酸酯、缩合萘的磺酸酯、十二烷基-和十三烷基苯的磺酸酯、萘和烷基萘的磺酸酯、磺基琥珀酸酯或磺基琥珀酰胺酸酯。硫酸酯的实例为脂肪酸和油、乙氧基化烷基苯酚、醇、乙氧基化醇或脂肪酸酯的硫酸酯。磷酸酯的实例为磷酸酯。羧酸酯的实例为羧酸烷基酯,和羧化醇或烷基苯酚乙氧基化物。
合适的非离子表面活性剂为烷氧基化物表面活性剂、N-取代脂肪酸酰胺、胺氧化物、酯、糖基表面活性剂、聚合表面活性剂及其混合物。烷氧基化物表面活性剂的实例为化合物,例如醇、烷基苯酚、胺、酰胺、芳基苯酚、脂肪酸或脂肪酸酯,其已被1-50当量烷氧基化。氧化乙烯和/或氧化丙烯可用于烷氧基化,优选氧化乙烯。N-取代脂肪酸酰胺的实例为脂肪酸葡糖酰胺或脂肪酸链烷醇酰胺。酯的实例为脂肪酸酯、甘油酯或单酸甘油酯。糖基表面活性剂的实例为脱水山梨糖醇、乙氧基化脱水山梨糖醇、蔗糖和葡萄糖酯或烷基聚葡糖苷。聚合表面活性剂的实例为乙烯基吡咯烷酮、乙烯基醇或乙酸乙烯酯的均聚物或共聚物。
合适的阳离子表面活性剂为季铵化表面活性剂,例如具有一个或两个疏水性基团的季铵化合物,或者长链伯胺的盐。合适的两性表面活性剂为烷基甜菜碱和咪唑啉。合适的嵌段聚合物为包含聚氧化乙烯和聚氧化丙烯嵌段的A-B或A-B-A型,或者包含链烷醇、聚氧化乙烯和聚氧化丙烯的A-B-C型嵌段聚合物。合适的聚电解质为多酸或多碱。多酸的实例为聚丙烯酸的碱性盐或多酸梳型聚合物。多碱的实例为聚乙烯基胺或聚乙烯胺。
合适的其它辅助剂为本身具有可忽略或者不具有农药活性并改善农药对目标的生物性能的化合物。实例为表面活性剂、矿物或植物油和其它辅助剂。其它实例由Knowles,Adjuvants and additives,Agrow Reports DS256,T&F Informa UK,2006,第5章列出。
合适的增稠剂为多糖(例如黄原酸胶、羧甲基纤维素)、有机粘土(有机改性或未改性的)、聚羧酸酯和硅酸盐。
合适的杀菌剂为溴硝丙二醇(bronopol)和异噻唑啉酮衍生物如烷基异噻唑啉酮和苯并异噻唑啉酮。
合适的防冻剂为乙二醇、丙二醇、脲和甘油。
合适的消泡剂为硅氧烷、长链醇和脂肪酸的盐。
合适的着色剂(例如红色、蓝色或绿色)为具有低水溶性的颜料和水溶性染料。实例为无机着色剂(例如氧化铁、氧化钛、亚铁氰化铁)和有机着色剂(例如茜素-、偶氮和酞菁着色剂)。
合适的增粘剂或粘合剂为聚乙烯基吡咯烷酮、聚乙酸乙烯酯、聚乙烯醇、聚丙烯酸酯、生物或合成蜡,和纤维素醚。
组合物类型及其制备的实例为:
i)水溶性浓缩物(SL、LS)
将10-60重量%农药和5-15重量%润湿剂(例如醇烷氧基化物)溶于至多100重量%的水和/或水溶性溶剂(例如醇)中。活性物质在用水稀释时溶解。
ii)分散性浓缩物(DC)
将5-25重量%农药和1-10重量%分散剂(例如聚乙烯吡咯烷酮)溶于至多100重量%有机溶剂(例如环己酮)中。用水稀释得到分散体。
iii)可乳化浓缩物(EC)
将15-70重量%农药和5-10重量%乳化剂(例如十二烷基苯磺酸钙和蓖麻油乙氧基化物)溶液至多100重量%水不溶性有机溶剂(例如芳族烃)中。用水稀释得到乳液。
iv)乳液(EW、EO、ES)
将5-40重量%农药和1-10重量%乳化剂(例如十二烷基苯磺酸钙和蓖麻油乙氧基化物)溶于20-40重量%水不溶性有机溶剂(例如芳族烃)中。借助乳化机器将该混合物引入至多100重量%水中并制成均匀乳液。用水稀释得到乳液。
v)悬浮液(SC、OD、FS)
在搅拌球磨机中,将20-60重量%农药随着加入2-10重量%分散剂和润湿剂(例如木素磺酸钠和醇乙氧基化物)、0,1-2重量%增稠剂(例如黄原酸胶)和至多100重量%水而粉碎以得到细活性物质悬浮液。用水稀释得到活性物质的稳定悬浮液。对于FS型组合物,加入至多40重量%粘合剂(例如聚乙烯醇)。
vi)水分散性颗粒和水溶性颗粒(WG、SG)
将50-80重量%农药随着加入至多100重量%分散剂和润湿剂(例如木素磺酸钠和醇乙氧基化物)而精细磨碎并通过技术应用(例如挤出、喷雾塔、流化床)而制成水分散性或水溶性颗粒。用水稀释得到活性物质的稳定分散体或溶液。
vii)水分散性粉末和水溶性粉末(WP、SP、WS)
将50-80重量%农药在转子-定子研磨机中随着加入1-5重量%分散剂(例如木素磺酸钠)、1-3重量%润湿剂(例如醇乙氧基化物)和至多100重量%固体载体如硅胶而磨碎。用水稀释得到活性物质的稳定分散体或溶液。
viii)凝胶(GW、GF)
在搅拌球磨机中,将5-25重量%农药随着加入3-10重量%分散剂(例如木素磺酸钠)、1-5重量%增稠剂(例如羧甲基纤维素)和至多100重量%水而磨碎以得到活性物质的细悬浮液。用水稀释得到活性物质的稳定悬浮液。
iv)微乳液(ME)
将5-20重量%农药加入5-30重量%有机溶剂混合物(例如脂肪酸二甲基酰胺和环己酮)、10-25重量%表面活性剂混合物(例如醇乙氧基化物和芳基苯酚乙氧基化物)和至多100%水中。将该混合物搅拌1小时以自发地产生热动力稳定的微乳液。
iv)微胶囊(CS)
将包含5-50重量%农药、0-40重量%水不溶性有机溶剂(例如芳族烃)、2-15重量%丙烯酸单体(例如甲基丙烯酸甲酯、甲基丙烯酸和二-或三丙烯酸酯)的油相分散到保护胶体(例如聚乙烯醇)水溶液中。通过自由基引发剂引发的自由基聚合导致聚(甲基)丙烯酸酯微胶囊的形成。作为选择,将包含5-50重量%农药、0-40重量%水不溶性有机溶剂(例如芳族烃)和异氰酸酯单体(例如二苯基甲烷-4,4’-二异氰酸酯)的油相分散到保护胶体(例如聚乙烯醇)水溶液中。加入多胺(例如六亚甲基二胺)导致聚脲微胶囊的形成。单体合计为1-10重量%。重量%涉及总CS组合物。
ix)可撒粉粉末(DP、DS)
将1-10重量%农药细碎研磨并与至多100重量%固体载体如细碎高岭土充分混合。
x)颗粒(GR、FG)
将0.5-30重量%农药细碎研磨并与至多100重量%固体载体(例如硅酸盐)结合。制粒通过挤出、喷雾干燥或流化床实现。
xi)超低容量液体(UL)
将1-50重量%农药溶于至多100重量%有机溶剂如芳族烃中。
组合物类型i)-xi)可任选包含其它辅助剂,例如0,1-1重量%杀菌剂、5-15重量%防冻剂、0,1-1重量%消泡剂和0,1-1重量%着色剂。优选的组合物类型为悬浮液浓缩物。
农用化学组合物通常包含0.01-95重量%,优选0.1-90重量%,最优选0.5-75重量%活性物质(即农药)。活性物质以90-100%,优选95-100%(根据NMR光谱)的纯度使用。
水溶性浓缩物(LS)、悬浮乳液(SE)、可流动浓缩物(FS)、干处理用粉末(DS)、淤浆处理用水分散性粉末(WS)、水溶性粉末(SS)、乳液(ES)、可乳化浓缩物(EC)和凝胶(GF)通常用于处理植物繁殖材料,特别是种子。所述组合物在2-10倍稀释以后得到即用制剂中0.01-60重量%,优选0.1-40重量%的活性物质浓度。施用可在播种以前或期间进行。分别在植物繁殖材料,尤其是种子上施用或处理农药及其组合物的方法包括繁殖材料的拌种、涂覆、粒化、撒粉、浸泡和畦间施用方法。优选,农药及其组合物分别通过一种方法施用于植物繁殖材料上使得不引发发芽,例如通过拌种、粒化、涂覆和撒粉。
当用于植物保护中时,施用的活性物质的量取决于所需效果的种类为0.001-2kg/ha,优选0.005-2kg/ha,更优选0.05-0.9kg/ha,特别是0.1-0.75kg/ha。
在植物繁殖材料如种子的处理,例如撒粉、涂覆或拌种中,通常需要0.1-1000g,优选1-1000g,更优选1-100g,最优选5-100g,每100kg植物繁殖材料(优选种子)的活性物质量。
当用于材料或储存产品的保护中时,施用的活性物质的量取决于施用面积的种类和所需效果。材料保护中通常施用的量为0.001g至2kg,优选0.005g至1kg活性物质每立方米处理材料。
可将各种类型的油、湿润剂、辅助剂、肥料或微量营养素和其它农药(例如除草剂、杀虫剂、杀真菌剂、生长调节剂、安全剂)作为预混料加入活性物质或包含它们的组合物中,或者如果合适的话,恰在紧邻使用前加入(桶混合)。这些试剂可与本发明组合物以1:100-100:1,优选1:10-10:1的重量比混合。
即用制剂(例如桶混合)中式(I)烷氧基化物的浓度在多数情况下为0.01-50g/l,优选0.08-10g/l,特别是0.5-8g/l。
即用制剂(例如桶混合)中水的浓度在多数情况下为至少60重量%,优选至少75重量%,特别是至少90重量%。
使用者通常由预先剂量装置、背负式喷雾器、喷雾桶、喷雾飞机或灌溉系统施用本发明组合物。通常,将农用化学组合物用水、缓冲剂和/或其它辅助剂补充至所需施用浓度,因此得到本发明即用喷雾液或农用化学组合物。通常每公顷农业有用面积,施用20-2000升,优选50-400升即用喷雾液。
根据一个实施方案,使用者自己可将本发明组合物的单独组分,例如试剂盒或者二元或三元混合物的一部分在喷雾桶中混合,如果合适的话可加入其它辅助剂。
在另一实施方案中,使用者可将本发明组合物的单独组分或者部分预混合组分,例如包含农药和辅助剂的组分在喷雾桶中混合,如果合适的话可加入其它辅助剂和添加剂。在另一实施方案中,可共同(例如在桶混合以后)或连续地施用本发明组合物的单独组分或者部分预混合组分,例如包含农药和/或辅助剂的组分。
此外,本发明涉及通过使辅助剂和农药接触,例如通过混合而制备本发明组合物的方法。接触可在5-95℃下进行。因此,可制备桶混合料或农用化学组合物。
此外,本发明涉及防治植物病原性真菌和/或不想要的植物生长和/或不想要的昆虫或螨侵袭和/或调节植物生长的方法,其中使本发明组合物或辅助剂作用于相应害虫、其环境或者待保护以防相应害虫的作物植物、土壤和/或不想要的植物和/或作物植物和/或其环境。
合适作物植物的实例为禾谷类,例如小麦、黑麦、大麦、小黑麦、燕麦或稻;甜菜,例如糖用甜菜或饲料甜菜;仁果类水果、核果和无核水果,例如苹果、梨、李、桃、杏、樱桃、草莓、树莓、红醋栗或醋栗;豆类,例如扁豆、小扁豆、豌豆、苜蓿或大豆;油料作物,例如油菜、芥菜、橄榄、向日葵、椰子、可可豆、蓖麻籽、油棕、花生或大豆;葫芦科,例如南瓜/倭瓜、黄瓜或甜瓜;纤维作物,例如棉、亚麻、大麻或黄麻;柑橘类水果,例如橙子、柠檬、葡萄柚或橘子;蔬菜植物,例如菠菜、莴苣、芦笋、卷心菜、胡萝卜、洋葱、西红柿、土豆、南瓜/倭瓜或辣椒;月桂科植物,例如鳄梨、肉桂或樟脑;能量作物和工业原料作物,例如玉米、大豆、小麦、油菜、甘蔗或油棕;玉米;烟草;坚果;咖啡;茶;香蕉;葡萄(鲜食葡萄和葡萄汁葡萄);啤酒花;禾草如草坪;甜叶(甜叶菊(Stevia rebaudania));橡胶植物和森林植物,例如花、灌木、阔叶树和针叶树,和繁殖材料如种子和这些植物的收获产品。
术语作物植物还包括已通过培育、突变或重组方法改性的那些植物,包括市场上或开发过程中的生物技术农业产品。基因改性植物是遗传物质已通过杂交育种、突变或自然重组(即遗传物质的重组)以在天然环境下不存在的方式改性的植物。此处,一个或多个基因通常归并到植物的遗传物质中以改善植物的性能。这种重组改性还包括例如通过糖基化或结合聚合物如异戊二烯基化、乙酰化或法呢基化残基或PEG残基而后传统改性蛋白质、低聚-或多肽。
本发明还涉及包含本发明组合物的种子(例如种子或其它植物繁殖材料)。可将植物繁殖材料在播种时或者甚至播种以前或者在移植时或甚至移植以前用本发明组合物预防性处理。对于种子的处理,技术人员通常使用水溶性浓缩物(LS)、悬浮液(FS)、粉剂(DS)、水分散性和水溶性粉末(WS、SS)、乳液(ES)、可乳化浓缩物(EC)和凝胶(GF)。这些组合物可以以未稀释形式或者优选以稀释形式施用于繁殖材料,特别是种子上。此处,可将所述组合物2-10倍稀释,使得0.01-60重量%,优选0.1-40重量%活性物质存在于用于拌种的组合物中。施用可在播种以前或期间进行。植物繁殖材料的处理,特别是种子的处理是技术人员已知的并通过将植物繁殖材料撒粉、涂覆、粒化、浸渍或浸泡进行,处理优选通过粒化、涂覆和撒粉或者通过畦间处理进行,使得例如防止种子的过早发芽。优选使用悬浮液处理种子。通常,这类组合物包含1-800g/l活性物质、1-200g/l表面活性剂、0-200g/l防冻剂、0-400g/l粘合剂、0-200g/l着色剂和溶剂,优选水。
本发明的优点是配制剂和喷雾混合物的高稳定性、在喷雾施用的情况下很少的风致漂移、配制剂在处理植物上的良好附着力、农药在配制剂中提高的溶解度、农药在植物中提高的吸收或者更快和增强的活性。另一优点是烷氧基化物的高生物降解性。一个重要的优点是烷氧基化物的低毒性、烷氧基化物降低含水组合物的表面张力的能力或者在植物表面上提高的涂布。另一优点是烷氧基化物在可水解基团(羧酸酯基团)的存在。另一优点是对作物植物的低有害影响,即低植物毒性效应。
以下实施例阐述本发明但不施以限制。
实施例1-7—醇+内酯
使醇与ε-己内酯根据US 3,284,417在氮气下在140-180℃下反应。所得酯以至少95%的收率得到。醇和摩尔比汇总于表1中。Isotridecanol N为异构异十三醇的混合物(CAS 27458-92-0)且由BASF SE市购。
表1:
实施例 | 醇 | 醇的量 | 醇/内酯摩尔比 |
1 | 1-十六醇 | 299g | 1/5 |
2 | 1-十六醇 | 258g | 1/2 |
3 | IsotridecanolN | 467g | 1/2 |
4 | 2-丙基庚醇 | 267g | 1/0,7 |
5 | 2-丙基庚醇 | 500g | 1/1,4 |
6 | 2-丙基庚醇 | 579g | 1/1 |
7 | 2-丙基庚醇 | 405g | 1/2 |
实施例8-14—乙氧基化
如下将实施例1-7中制备的酯乙氧基化:使它们与氧化乙烯(EO)在约130℃下在250ppm DMC催化剂的存在下反应。酯与氧化乙烯的摩尔比和所得烷氧基化物的羟值汇总于表2中。烷氧基化物以定量收率得到。分子量基于OH值计算。
表2:烷氧基化物的制备
实施例 | 来自实施例的酯 | 酯的量 | 酯/EO摩尔比 | OH值[mg KOH/g] | 分子量 |
8 | 1 | 121,4g | 1/18 | 37 | 1500 |
9 | 2 | 91,4g | 1/18 | 47 | 1186 |
10 | 3 | 46,2g | 1/50 | 28 | 2011 |
11 | 4 | 113,5g | 1/8 | 83 | 676 |
12 | 5 | 96,5g | 1/8 | 93 | 603 |
13 | 6 | 142,4g | 1/8 | 114 | 491 |
14 | 7 | 142,2g | 1/8 | 87 | 647 |
实施例15—环氧唑菌(epoxiconazol)的吸收增强
吸收研究用由含有125g/l环氧唑菌(epoxiconazole)的含水悬浮液浓缩物制备的喷雾液进行。将来自实施例8-14的烷氧基化物以在芳族烃(Bp>230℃)、十二烷基苯磺酸盐和乙氧基化蓖麻油中的50重量%组合物的形式加入。施用率为在300升水中125g活性物质每ha。烷氧基化物试样以250g/ha加入。
吸收测量用来自温室(生长状态12BBCH)的小麦植物(Triticum aestivumcultivar Cubus)的次生叶进行。将具有1μL喷雾液的三滴滴管吸取到叶表面上。处理三个不同的叶子。在将残余物喷雾干燥以后,将植物在光气候室中在80%相对湿度下进一步栽培7天。在7天以后,通过用乙酸纤维素处理而分析叶子以找到叶表面上的残余物。
将50μl乙酸纤维素(在丙酮中5%)作为薄膜施用于处理叶子上。在乙酸纤维素干燥以后,将膜用镊子完全除去。将残余物溶于500μl丙酮中。随后加入500μl石油醚以使乙酸纤维素沉淀。将小瓶离心分离,将上清液转移至HPLC瓶中并干燥。将残余物溶于1ml甲醇中并通过LC-MS-MS分析活性物质。在LC-MS-MS中直接测量等份的配制剂以具有回收系数。结果汇总于表3中。
表3:吸收率
来自实施例的烷氧基化物 | 吸收率[%] |
-a) | 6 |
8 | 37 |
9 | 39 |
10 | 27 |
11 | 24 |
12 | 25 |
13 | 32 |
14 | 34 |
a)对比实验
实施例16-
的吸收增强
吸收研究用由如实施例15所述(作为由BASF Corp.市购,包含300g/l氟唑菌酰胺(fluxapyroxad))的含水悬浮液浓缩物制备的喷雾液进行。结果汇总于表4中。
表4:吸收率
来自实施例的烷氧基化物 | 吸收率[%] |
-a) | 3 |
8 | 19 |
9 | 22 |
10 | 13 |
11 | 7 |
12 | 14 |
13 | 15 |
14 | 18 |
a)对比实验
Claims (20)
1.包含农药和式(I)烷氧基化物的组合物:
其中R1为C6-C32烃基,R2为C5亚烷基,AO为C2-C6亚烷基氧基,n为1-30,且m为2-200。
2.根据权利要求1的组合物,其中R1为线性或支化、饱和或不饱和C8-C20烷基。
3.根据权利要求1的组合物,其中m为3-80。
4.根据权利要求2的组合物,其中m为3-80。
5.根据权利要求1的组合物,其中AO为亚乙基氧基、亚丙基氧基或二者的混合物。
6.根据权利要求2的组合物,其中AO为亚乙基氧基、亚丙基氧基或二者的混合物。
7.根据权利要求3的组合物,其中AO为亚乙基氧基、亚丙基氧基或二者的混合物。
8.根据权利要求4的组合物,其中AO为亚乙基氧基、亚丙基氧基或二者的混合物。
9.根据权利要求1的组合物,其中AO为亚乙基氧基。
10.根据权利要求2的组合物,其中AO为亚乙基氧基。
11.根据权利要求3的组合物,其中AO为亚乙基氧基。
12.根据权利要求4的组合物,其中AO为亚乙基氧基。
13.根据权利要求1-12中任一项的组合物,其包含0.5-50重量%烷氧基化物。
14.根据权利要求1-12中任一项的组合物,其中农药具有在20℃下在水中至多10g/L的溶解度。
15.根据权利要求13的组合物,其中农药具有在20℃下在水中至多10g/L的溶解度。
16.通过使农药和式(I)烷氧基化物接触而制备根据权利要求1-15中任一项的组合物的方法。
17.式(I)烷氧基化物:
其中R1为C6-C32烃基,R2为C5亚烷基,AO为C2-C6亚烷基氧基,n为1-30,且m为2-200。
18.根据权利要求17的烷氧基化物,其中R1为线性或支化、饱和或不饱和C8-C20烷基。
19.根据权利要求17或18的烷氧基化物,其中AO为亚乙基氧基、亚丙基氧基或二者的混合物。
20.防治植物病原性真菌和/或不想要的植物生长和/或不想要的昆虫或螨侵袭和/或调节植物生长的方法,其中使根据权利要求1-15中任一项的组合物作用于相应害虫、其环境或者待保护以防相应害虫的作物植物、土壤和/或不想要的植物和/或作物植物和/或其环境。
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