CN1160988A - 以氨基甲酰三唑啉酮和杂芳氧基乙酰胺为基础的选择性除草剂 - Google Patents
以氨基甲酰三唑啉酮和杂芳氧基乙酰胺为基础的选择性除草剂 Download PDFInfo
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- CN1160988A CN1160988A CN95195704.XA CN95195704A CN1160988A CN 1160988 A CN1160988 A CN 1160988A CN 95195704 A CN95195704 A CN 95195704A CN 1160988 A CN1160988 A CN 1160988A
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- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/38—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< where at least one nitrogen atom is part of a heterocyclic ring; Thio analogues thereof
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Abstract
新型除草活性化合物组合物,由1)式(I)氨基甲酰三唑啉酮和2)式(Ⅱ)杂芳氧基乙酰胺组成,其中R6为任选取代的杂芳基;R1至R5为说明书中给定的含义。在某些重量比下,这些组合物具有协同作用,可以在多种有用植物作物(例如玉米和大豆)中用做选择性除草剂。它们能成功地清除用其他文法难以清除的杂草,例如马齿苋属和苍耳属杂草。
Description
本发明涉及一类新的具有除草协同作用的活性化合物组合物,该组合物的成份之一为已知的氨基甲酰三唑啉酮而另一成份为已知的杂芳氧基乙酰胺,用于选择性清除许多有用植物栽培物中产生的杂草能获得特别好的效果。
作用范围广泛的除草剂氨基甲酰三唑啉酮是一系列专利申请的主题(参见EP-A 294666、EP-A 370293、EP-A 391187、EP-A 398096、EP-A 399294、EP-A 415196、EP-A 477646)。然而,已知的氨基甲酰三唑啉酮的作用显示许多不足之处,特别是关于消除单子叶杂草方面。
特别在消除单子叶杂草方面作用很强的除草剂杂芳氧基乙酰胺也是一系列专利申请的主题(参见EP-A 5501、EP-A 18497、EP-A 29171、EP-A 94514、EP-A 100044、EP-A 100045、EP-A 161602、EP-A195237、EP-A 348734、EP-A 348737)。然而,已知的杂芳氧基乙酰胺也并非对所有单子叶杂草均同等有效。
令人惊异的是,现已发现,一系列来自氨基甲酰三唑啉酮的已知除草活性化合物与来自杂芳氧基乙酰胺的已知除草活性化合物结合使用时,显示出消除杂草方面的显著协同作用,特别有利的是作为具有广谱作用的组合物制剂用于选择性地消除,无论是单子叶或双子叶杂草可以在有用植物如玉米和大豆栽培中的出苗前和出苗后使用。
本发明涉及具有协同作用的除草剂,其特征在于该除草剂含有效量的活性化合物组合物,所述组合物由(1)具有通式(I)的氨基甲酰三唑啉酮和(2)具有通式(II)的杂芳氧基乙酰胺组成,一般每1重量份通式(I)活性化合物使用0.001~1000重量份通式(II)活性化合物;所述通式(I)如下:
式中:
R1为氢,羟基,氨基,或各自可被任选取代的烷基、烯基、炔基、烷氧基、烯氧基、炔氧基、烷氨基、烯氨基、炔氨基、亚烷基氨基、二烷氨基、环烷基、环烷基烷基、芳基或芳烷基,
R2为各自可被任选取代的烷基、烯基、炔基、烷氧基,烯氧基、炔氧基、烷硫基、烯硫基、炔硫基、烷氨基、烯氨基、炔氨基、二烷氨基、环烷基、环烷氧基、环烷基烷基、芳基、芳氧基、芳硫基、芳氨基或芳烷基,和
式中:
R4为各自可被任选取代的烷基、烯基、炔基或烷氧基,
R5为各自可被任选取代的烷基、烯基、炔基或苯基,和
R6为可被任选取代的杂芳基。
按照本发明的特别有价值的除草剂的特征在于所含的活性化合物组合物是由(1)通式(I)氨基甲酰三唑啉酮和(2)通式(II)杂芳氧基乙酰胺组成的;所述的通式(I)中:
R1为氢,羟基,氨基,或为烷基、烯基、炔基、烷氧基、烯氧基、炔氧基、烷氨基、烯氨基、炔氨基、亚烷基氨基或二烷氨基,它们每一个含最高达6个碳原子,并可任选地被卤素或氰基取代,或为环烷基或环烷基烷基,它们每一个在环烷基中含3~6个碳原子以及,假如合适,在烷基中含1~4个碳原子,并且它们每一个可任选地被卤素、氰基或C1~C4烷基取代,或者为苯基或苯基-C1~C4烷基,它们每一个可任选地被卤素、氰基、C1~C4烷基或C1~C4烷氧基取代,
R2为烷基、烯基、炔基、烷氧基,烯氧基、炔氧基、烷硫基、烯硫基、炔硫基、烷氨基、烯氨基、炔氨基或二烷氨基,它们每一个含最高达6个碳原子,并且它们每一个可任选地被卤素、氰基、C1~C4烷氧基或C1~C4烷硫基取代;或者为环烷基、环烷氧基或环烷基烷基,它们每一个在环烷基中含3~6个碳原子以及,假若合适,在烷基中含1~4个碳原子,并且它们每一个可任选地被卤素、氰基或C1~C4烷基取代,或者为苯基、苯氧基、苯硫基、苯氨基或苯基-C1~C4烷基,它们每一个可任选地被卤素、氰基、C1~C4烷基或C1~C4烷氧基取代,和
R3为烷基、烯基或炔基,它们每一个含最高达10个碳原子,并且它们每一个可任选地被卤素、氰基、C1~C4烷氧基、C1~C4烷硫基、C1~C4烷基亚磺酰基、C1~C4烷基磺酰基、C1~C4烷氨基或二(C1~C4烷基)-氨基取代,或者为环烷基或环烷基烷基,它们每一个在环烷基中含3~6个碳原子以及,假如合适,在烷基中含1~4个碳原子,并且它们每一个可任选地被卤素、氰基或C1~C4烷基取代,或者为苯基-C1~C6烷基、苯基-C2~C6烯基或苯基-C2~C6炔基,它们每一个可任选地被卤素、氰基、C1~C4烷基或C1~C4烷氧基取代;所述的通式(II)中
R4为烷基、烯基、炔基或烷氧基,它们每一个含最多达6个碳原子,并且它们每一个可任选地被卤素、氰基或C1~C4烷氧基取代,
R5为烷基、烯基或炔基,它们每一个可含最多达6个碳原子,并且它们每一个可任选地被卤素、氰基或C1~C4烷氧基取代;或者为可任选地被卤素、氰基、C1~C4烷基、C1~C4卤代烷基、C1~C4烷氧基或C1~C4卤代烷氧基取代的苯基,和
R6为来自由1,3-噻唑-2-基、1,2,4-噻二唑-5-基、1,3,4-噻二唑-2-基、苯并噁唑-2-基和苯并噻唑-2-基组成的系列中的杂芳基,它们每一个可任选地被卤素、氰基、C1~C4烷基、C1~C4卤代烷基、C1~C4烷氧基或C1~C4卤代烷氧基取代。
按照本发明的尤其特别有价值的除草剂的特征在于含有活性化合物的组合物这些活性化合物组合物是由(1)通式(I)氨基甲酰三唑啉酮和(2)通式(II)杂芳氧基乙酰胺组成的;所述的通式(I)中:
R1为氢、羟基、氨基,或为甲基、乙基、正或异丙基、正、异、仲或叔丁基、丙烯基、丁烯基、丙炔基或丁炔基、甲氧基、乙氧基、正或异丙氧基、正、异、仲或叔丁氧基、丙烯氧基、丁烯氧基、丙炔氧基或丁炔氧基、甲氨基、乙氨基、正或异丙氨基、正、异、仲或叔丁氨基、丙烯氨基、丁烯氨基、丙炔氨基或丁炔氨基、亚乙基氨基、亚丙基氨基、亚丁基氨基、二甲氨基或二乙氨基,它们每一个可任选地被氟、氯或氰基取代,或为环丙基、环丁基、环戊基、环己基、环丙基甲基、环丁基甲基、环戊基甲基或环己基甲基,它们每一个可任选地被氟、氯、溴、氰基、甲基、乙基、正或异丙基取代,或为苯基或苯甲基,它们每一个可任选地被氟、氯、溴、氰基、甲基、乙基、正或异丙基、正、异、仲或叔丁基、甲氧基或乙氧基取代,
R2为甲基、乙基、正或异丙基、正、异、仲或叔丁基、丙烯基、丁烯基、丙炔基、丁炔基、甲氧基、乙氧基、正或异丙氧基、正、异、仲或叔丁氧基、丙烯氧基、丁烯氧基、丙炔氧基、丁炔氧基、甲硫基、乙硫基、正或异丙硫基、正、异、仲或叔丁硫基、丙烯硫基、丁烯硫基、丙炔硫基、丁炔硫基、甲氨基、乙氨基、正或异丙氨基、正、异、仲或叔丁氨基、丙烯氨基、丁烯氨基、丙炔氨基、丁炔氨基、二甲氨基或二乙氨基,它们每一个可任选地被氟、氯、氰基、甲氧基、乙氧基、正或异丙氧基、甲硫基、乙硫基、正或异丙硫基取代;或为环丙基、环丁基、环戊基、环己基、环丙基氧基、环丁基氧基、环戊基氧基、环己基氧基,环丙基甲基、环丁基甲基、环戊基甲基或环己基甲基,它们每一个可任选地被氟、氯、溴、氰基、甲基、乙基、正或异丙基取代,或为苯基、苯氧基,苯硫基,苯氨基或苯甲基,它们每一个可任选地被氟、氯、溴、氰基、甲基、乙基、正或异丙基、正、异、仲或叔丁基、甲氧基或乙氧基取代,和
R3为甲基、乙基、正或异丙基、正、异、仲或叔丁基、丙烯基、丁烯基、戊烯基、己烯基、丙炔基、丁炔基、戊炔基或己炔基,它们每一个可任选地被下列基团取代:氟、氯、氰基、甲氧基、乙氧基、正或异丙氧基、正、异、仲或叔丁氧基、甲硫基、乙硫基、正或异丙硫基、正、异、仲或叔丁硫基、甲基亚磺酰基、乙基亚磺酰基、甲基磺酰基、乙基磺酰基,甲氨基、乙氨基、正或异丙氨基、正、异、仲或叔丁氨基、二甲氨基、二乙氨基、二丙氨基或二丁氨基,或为环丙基、环丁基、环戊基、环己基、环丙基甲基、环丁基甲基、环戊基甲基、环己基甲基,环己基乙基或环己基丙基,它们每一个可任选地被氟、氯、溴、氰基、甲基、乙基或正或异丙基取代;或为苯甲基、苯乙基、苯丙基、苯丁基、苯乙烯基、苯丙烯基、苯丁烯基、苯乙炔基、苯丙炔基或苯丁炔基,它们每一个可任选地被氟、氯、溴、氰基、甲基、乙基、正或异丙基、正、异、仲或叔丁基、甲氧基或乙氧基取代;所述的通式(II)中:
R4为甲基、乙基、正或异丙基、正、异或仲丁基、丙烯基、丁烯基、丙炔基、丁炔基、甲氧基、乙氧基、正或异丙氧基、正、异、仲或叔丁氧基,它们每一个可任选地被氟、氯、氰基、甲氧基或乙氧基取代,
R5为甲基、乙基、正或异丙基、正、异、仲或叔丁基、正、异、仲或叔戊基、丙烯基、丁烯基、丙炔基或丁炔基、它们每一个可任选地被氟、氯、氰基、甲氧基或乙氧基取代,或可任选地被氟、氯、溴、氰基、甲基、乙基、三氟甲基、甲氧基、乙氧基、二氟甲氧基或三氟甲氧基取代的苯基,和
R6为来自由1,3-噻唑-2-基、1,2,4-噻二唑-5-基、1,3,4-噻二唑-2-基、苯并噁唑-2-基和苯并噻唑-2-基组成的系列中的杂芳基,它们每一个可任选地被下列基团取代:氟、氯、溴、氰基、甲基、乙基、正或异丙基、正、异、仲或叔丁基、二氟甲基、三氟甲基、二氯甲基、三氯甲基、甲氧基、乙氧基、正或异丙氧基、正、异、仲或叔丁氧基、二氟甲氧基或三氟甲氧基。
可以提及的用作本发明组合物的组分的通式(I)化合物的一些实例列举如下:
4-氨基-5-甲基-2-(1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-乙基-2-(1,1-二甲基-乙基-氨基羰基)-2, 4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-正丙基-2-(1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-异丙基-2-(1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-甲氧基-2-(1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-乙氧基-2-(1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-甲基-2-(2-氟-1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-乙基-2-(2-氟-1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-正丙基-2-(2-氟-1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-异丙基-2-(2-氟-1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-甲氧基-2-(2-氟-1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-乙氧基-2-(2-氟-1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-甲基-2-(2-氯-1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-乙基-2-(2-氯-1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-正丙基-2-(2-氯-1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-异丙基-2-(2-氯-1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-甲氧基-2-(2-氯-1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-乙氧基-2-(2-氯-1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-异丙基-2-异丙基-氨基羰基-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-二甲氨基-2-(1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-二甲氨基-2-(2-氟-1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,4-氨基-5-二甲氨基-2(2-氯-1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮和4-甲基-5-甲氧基-2-(1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮。
作为组合物中的通式(I)组分,可特别提及化合物4-氨基-5-(1-甲基-乙基)-2-(1,1-二甲基-乙基-氨基羰基)-2,4-二氢-3H-1,2,4-三唑-3-酮,在应用实例中称为化合物(I-1)。
可以提及的作为本发明组合物的组分使用的通式(II)化合物的些实例列举如下:
N-甲基-N-苯基-α-(5-三氟甲基-1,3,4-噻二唑-2-基-氧)-乙酰胺,N-乙基-N-苯基-α-(5-三氟甲基-1,3,4-噻二唑-2-基-氧)-乙酰胺,N-正丙基-N-苯基-α-(5-三氟甲基-1,3,4-噻二唑-2-基-氧)-乙酰胺,N-异丙基-N-苯基-α-(5-三氟甲基-1,3,4-噻二唑-2-基-氧)-乙酰胺, N-甲基-N-(4-氟-苯基)-α-(5-三氟甲基-1,3,4-噻二唑-2-基-氧)-乙酰胺,N-乙基-N-(4-氟-苯基)-α-(5-三氟甲基-1,3,4-噻二唑-2-基-氧)-乙酰胺,N-正丙基-N-(4-氟-苯基)-α-(5-三氟甲基-1,3,4-噻二唑-2-基-氧)-乙酰胺,N-异丙基-N-(4-氟-苯基)-α-(5-三氟甲基-1,3,4-噻二唑-2-基-氧)-乙酰胺,N-甲基-N-(4-氯-苯基)-α-(5-三氟甲基-1,3,4-噻二唑-2-基-氧)-乙酰胺,N-乙基-N-(4-氯-苯基)-α-(5-三氟甲基-1,3,4-噻二唑-2-基-氧)-乙酰胺,N-正丙基-N-(4-氯-苯基)-α-(5-三氟甲基-1,3,4-噻二唑-2-基-氧)-乙酰胺和N-异丙基-N-(4-氯-苯基)-α-(5-三氟甲基-1,3,4-噻二唑-2-基-氧)-乙酰胺。
作为组合物中的通式II组分,可特别提及化合物N-异丙基-N-(4-氟-苯基)-α-(5-三氟甲基-1,3,4-噻二唑-2-基-氧)-乙酰胺,在应用实例中称为化合物(II-1)。
通式(I)和(II)化合物在前面的专利申请或专利说明书中已有说明。
意外的发现是,由式(I)表示的氨基甲酰三唑啉酮和式(II)表示的杂芳氧基乙酰胺组成的前面所定义的活性化合物组合物显示出特别强的活性,能应用于许多作物的选择性清除杂草。
更令人惊异的是,本发明提出的活性化合物组合物的除草活性远远超过各个单一活性化合物活性的总和。
这不仅是作用的互补,而且具有出乎意料的真正的协同效应。许多农作物对这种新型的活性化合物组合物具有很好的耐受性。那些通常视为难对付的杂草,例如马齿苋属和苍耳属,使用这些新型活性化合物组合物也可取得很好的清除效果。所以这种活性化合物的新型组合物是选择性除草剂方面一种很有价值的补充。
按照本发明的活性化合物组合物的使用可涉及诸如下列植物:
以下各属双子叶杂草:芸苔属、独行菜属、猪殃殃属、繁缕属、母菊属、春黄菊属、牛膝菊属、藜属、荨麻属、千里光属、苋属、马齿苋属、苍耳属、旋花属、番诸属、蓼属、田菁属、豚草属、蓟属、飞廉属、苦苣菜属、茄属、蔊菜属、水松叶属、母草属、野芝麻属、婆婆纳属、苘麻属、刺酸模属、曼陀罗属、堇菜属、鼬瓣花属、罂粟属、矢车菊属、三叶草属、毛莨属和蒲公英属。
以下各属双子叶栽培作物:棉属、大豆属、甜菜属、胡罗卜属、菜豆属、豌豆属、茄属、亚麻属、番薯属、巢菜属、菸草属、番茄属、花生属、芸苔属、莴苣属、黄瓜属和南瓜属。
以下各属单子叶杂草:稗属、狗尾草属、黍属、马唐属、梯牧草属、早熟禾属、羊茅属、蟋蟀草属、臂形草属、黑麦草属、雀麦属、燕麦属、莎草属、蜀黍属、冰草属、狗牙根属、雨久花属、飘拂草属、慈姑属、荸荠属、藨草属、雀稗属、鸭嘴草属、尖瓣花属、龙爪茅属、翦股颖属、看麦娘属和野豚鼠草属(Apera)。
以下各属单子叶栽培作物:稻属、玉蜀黍属、小麦属、大麦属、燕麦属、黑麦属、蜀黍属、黍属、甘蔗属、凤梨属、天门冬属和葱属。
然而,按照本发明的活性化合物组合物的用途绝不仅限于以上各属,而且也可以相同的方式推广到其它植物。
按照本发明的活性化合物组合物在特定的浓度比例条件下的协同作用特别显著。然而,活性化合物组合物中的活性化合物重量比可以在相当大的范围内变化。一般,以1重量份式(I)活性化合物为基准,所使用的式(II)活性化合物为0.001~1000重量份,优选0.01~100重量份,而特别优选0.1~10重量份。
这些活性化合物或活性化合物组合物可以配成常用制剂,例如溶液、乳液、可湿性粉剂、悬浮液、粉剂、尘剂、糊剂、可溶性粉剂、颗粒剂、悬浮液-乳液浓制剂、浸渍了活性化合物的天然材料和合成材料、及包入聚合物材料中的微细胶囊。
这些制剂是用已知方法生产的,例如将活性化合物与填充剂即液体溶剂和/或固体载体混合,使用表面活性剂,乳化剂和/或分散剂和/或泡沫形成剂。
在使用水作为填充剂的情况下,还可用有机溶剂作为助溶剂。适用的液体溶剂主要有: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,如环己烷或链烷烃,例如石油馏分、矿物油和植物油;醇类如丁醇或二醇;及其醚类和酯类;酮类如丙酮、甲基·乙基酮、甲基·异丁基酮或环己酮;强极性溶剂如二甲基甲酰胺和二甲基亚砜,以及水。
适用的固体载体有:例如铵盐和磨碎的天然矿物,如高岭土、粘土、滑石、白垩、石英、美国活性白土、蒙脱土或硅藻土,及磨碎的合成无机物,如高分散的二氧化硅、氧化铝和硅酸盐;适用于颗粒剂的固体载体有:例如粉碎并分级的天然矿石如方解石、大理石、浮石、海泡石和白云石,以及无机和有机粉末的合成颗粒,和有机材料如锯末、椰子壳、玉米芯和烟草杆的颗粒;适用的乳化剂和/或泡沫形成剂有:例如非离子型和阴离子型乳化剂,如聚氧乙烯脂肪酸酯、聚氧乙烯脂肪醇醚,例如烷芳基聚二醇醚、烷基磺酸盐、烷基硫酸盐、芳基磺酸盐以及清蛋白水解产物;适用的分散剂有:例如木质素亚硫酸盐废液和甲基纤维素。
在这些制剂中可以使用粘合剂如羧甲基纤维素及粉末、颗粒或胶乳等形式的天然与合成聚合物,例如阿拉伯树胶、聚乙烯醇和聚乙酸乙烯酯,以及天然磷脂如脑磷脂和卵磷脂,和合成磷脂。另外的添加剂可为矿物油和植物油。
也可以使用着色剂,如无机颜料,诸如氧化铁、氧化钛和普鲁士蓝,和有机染料,诸如茜素染料、偶氮染料和金属酞菁染料,及痕量营养素,如铁、锰、硼、铜、钴、钼和锌的盐类。
这些制剂一般含有0.1%-95%(重量)活性化合物,较好是0.5%-90%。
按照本发明的活性化合物组合物通常是以混合好的形式使用。然而,活性化合物组合物所包含的活性化合物也能单独分别制成制剂,在使用时才混合,即使用混合槽混合后使用。
这些新型活性化合物组合物可以单独使用,或以其制剂的形式应用,也能与其他已知除草剂混合使用,可以预先混合成制剂也可在使用时在槽中混合。它们也可以与其它已知活性化合物例如杀菌剂、杀虫剂、杀螨剂、杀线虫剂、拒鸟剂、助长剂、植物营养素和土壤结构改良剂混合。此外,对于特殊应用目的,特别是当出苗后施用时,以制剂形式掺混下列组分作为另外的添加剂是有利的;例如植物能耐受的矿物油或植物油(例如商品Oleo DuPont 11E”或铵盐如硫酸铵或硫氰酸铵。
这些新型活性化合物组合物可以直接使用,以其制剂形式使用,或以通过进一步稀释由其制备应用的形式使用,例如现成的溶液、悬浮液、乳液、粉剂、糊剂和颗粒剂。可以采用常用的方法,例如浇灌、喷洒、喷雾、喷粉或散布的方法使用。
按照本发明的活性化合物组合物的施用量可以在相当大的范围内变化;在各种因素中主要由气候和土壤条件决定。一般施用量为每公顷5克到5公斤之间,优选在每公顷20克到2公斤之间,特别优选每公顷50克到1.0公斤之间。
按照本发明的活性化合物组合物可在植物出苗前和出苗后施用。
从以下实例可见,这些新型活性化合物组合物具有优良的除草活性。尽管单一活性化合物除草活性微弱,但是这些组合物毫无例外地均显示非常优良的超过简单加和的抗杂草活性。
当活性化合物组合物的除草活性超过单独施用时的活性化合物的活性总和时,即在组合的除草剂中具有一定的协同效应。
两种除草剂的给定组合物的预期活性可按下式计算(参见COLBY,S.R.“除草剂组合物的协同及拮抗效应的计算”杂草(Weeds)15,第20~22页,1967):
设
X=除草剂A(式I活性化合物)在施用量为p公斤/公顷时所产生
的损伤%
Y=除草剂B(式II活性化合物)在施用量为q公斤/公顷时所产生
的损伤%
E=除草剂A和B在施用量为p和q公斤/公顷时预期损伤率
那么E=X+Y-(X×Y/100)
假若实际观察的损伤率超过计算数值,那么该组合物的活性是超加和性的,即它显示了协同作用。
从下列实例可见,实测出的按照本发明提出的活性化合物组合物的除杂草活性超过计算值,即这类新型活性化合物组合物具有协同作用。
应用实例
为制备实验需要的活性化合物制剂,称量适量的式(I)氨基甲酰三唑啉酮的水可分散粉末制剂(WP)和式(II)杂芳氧基乙酰胺的水可分散粉末制剂(WP),并用水稀释至所需要的浓度。
在表1和表2的试验中,每种情况均使用上述活性化合物的70WP制剂(70%的活性化合物)。
试验按下述进行:
出苗前试验/温室
将试验植物种子播入正常土壤中,24小时以后,用活性化合物制剂浇灌。最好是保持每单位面积的含水量为常量。制剂中的活性物质浓度并不重要,起决定性的应是每单位面积活性化合物的施用量。在处理之后,直至评价它们为止,试验植物一直放在控制条件下(温度、空气湿度、光照)的温室中。三周之后,以损伤%记录植物的损伤程度,并与未处理的对照植物的生长情况进行对比。
数字含意:
0为无作用/无损伤(与未处理的对照植物相同)
100为完全被消灭
下表中列出了每种情况的活性化合物及其施用量和结果。表中所用缩写的意义如下:
实测值 实测出的损伤率或活性(以%表示)
计算值 应用Colby氏公式计算出的损伤率或活性(以%表示)
ai.活性成分
表1.出苗前试验/温室
活性化合物或其组合物 | 活性成分施用量克/公顷 | 大豆实测值 计算值 | 玉米实测值 计算值 | 马齿苋属实测值 计算值 | 茄属实测值 计算值 | 苍耳属实测值 计算值 |
I-1 | 125 | 0 | 0 | 80 | 80 | 70 |
II-1 | 30 | 0 | 0 | 0 | 0 | 0 |
I-1+II-1 | 125+30 | 10 0 | 0 0 | 100 80 | 90 80 | 95 70 |
表2出苗前试验/温室
活性化合物或其组合物 | 活性成分施用量克/公顷 | 大豆实测值计算值 | 玉米实测值 计算值 | 藜属实测值 计算值 | 马齿苋属实测值 计算值 | 苍耳属实测值 计算值 |
I-1 | 60 | 0 | 0 | 30 | 30 | 0 |
II-1 | 30 | 0 | 0 | 0 | 0 | 0 |
I-1+II-1 | 60+30 | 0 0 | 0 0 | 80 30 | 80 30 | 80 0 |
Claims (7)
1.除草剂,其特征在于含有活性化合物组合物,所述组合物由(1)具有通式(I)的氨基甲酰三唑啉酮和(2)具有通式(II)的杂芳氧基乙酰胺组成,一般每1重量份通式(I)活性化合物使用0.001~1000重量份通式(II)活性化合物;所述通式(I)如下:
式中:
R1为氢,羟基,氨基,或各自可被任选取代的烷基、烯基、炔基、烷氧基、烯氧基、炔氧基、烷氨基、烯氨基、炔氨基、亚烷基氨基、二烷氨基、环烷基、环烷基烷基、芳基或芳烷基,
R2为各自可被任选取代的烷基、烯基、炔基、烷氧基,烯氧基、炔氧基、烷硫基、烯硫基、炔硫基、烷氨基、烯氨基、炔氨基、二烷氨基、环烷基、环烷氧基、环烷基烷基、芳基、芳氧基、芳硫基、芳氨基或芳烷基,和
式中:
R4为各自可被任选取代的烷基、烯基、炔基或烷氧基,
R5为各自可被任选取代的烷基、烯基、炔基或苯基,和
R6为可被任选取代取代的杂芳基。
2.按照权利要求1的除草剂,其特征在于活性化合物组合物是由(1)式(I)氨基甲酰三唑啉酮和(2)式(II)杂芳氧基乙酰胺组成的;所述的通式(I)中
R1为氢,羟基,氨基,或为烷基、烯基、炔基、烷氧基、烯氧基、炔氧基、烷氨基、烯氨基、炔氨基、亚烷基氨基或二烷氨基,它们每一个含最高达6个碳原子,并可任选地被卤素或氰基取代,或为环烷基或环烷基烷基,它们每一个在环烷基中含3~6个碳原子以及,假如合适,在烷基中含1~4个碳原子,并且它们每一个可任选地被卤素、氰基或C1~C4烷基取代,或者为苯基或苯基-C1~C4烷基,它们每一个可任选地被卤素、氰基、C1~C4烷基或C1~C4烷氧基取代,
R2为烷基、烯基、炔基、烷氧基、烯氧基、炔氧基、烷硫基、烯硫基、炔硫基、烷氨基、烯氨基、炔氨基或二烷氨基,它们每一个含最高达6个碳原子,并且它们每一个可任选地被卤素、氰基、C1~C4烷氧基或C1~C4烷硫基取代;或者为环烷基、环烷氧基或环烷基烷基,它们每一个在环烷基中含3~6个碳原子以及,假如合适,在烷基中含1~4个碳原子,并且它们每一个可任选地被卤素、氰基或C1~C4烷基取代,或者为苯基、苯氧基、苯硫基、苯氨基或苯基-C1~C4烷基,它们每一个可任选地被卤素、氰基、C1~C4烷基或C1~C4烷氧基取代,和
R3代表烷基、烯基或炔基,它们每一个含最高达10个碳原子,并且它们每一个可任选地被卤素、氰基、C1~C4烷氧基、C1~C4烷硫基、C1~C4烷基亚磺酰基、C1~C4烷基磺酰基、C1~C4烷氨基或二(C1~C4烷基)-氨基取代,或者为环烷基或环烷基烷基,它们每一个在环烷基中含3~6个碳原子以及,假如合适,在烷基中含1~4个碳原子,并且它们每一个可任选地被卤素、氰基或C1~C4烷基取代,或者为苯基-C1~C6烷基、苯基-C2~C6烯基或苯基-C2~C6炔基,它们每一个可任选地被卤素、氰基、C1~C4烷基或C1~C4烷氧基取代;所述的通式(II)中
R4为烷基、烯基、炔基或烷氧基,它们每一个含最多达6个碳原子,并且它们每一个可任选地被卤素、氰基或C1~C4烷氧基取代,
R5为烷基、烯基或炔基,它们每一个可含最多达6个碳原子,并且它们每一个可任选地被卤素、氰基或C1~C4烷氧基取代;或者为可任选地被卤素、氰基、C1~C4烷基、C1~C4卤代烷基、C1~C4烷氧基或C1~C4卤代烷氧基取代的苯基,和
R6为来自由1,3-噻唑-2-基、1,2,4-噻二唑-5-基、1,3,4-噻二唑-2-基、苯并噁唑-2-基和苯并噻唑-2-基组成的系列中的杂芳基,它们每一个可任选地被卤素、氰基、C1~C4烷基、C1~C4卤代烷基、C1~C4烷氧基或C1~C4卤代烷氧基取代。
3.按照权利要求1的除草剂,其特征在于活性化合物组合物是由(1)式(I)氨基甲酰三唑啉酮和(2)式(II)杂芳氧基乙酰胺组成的;所述的通式(I)中:
R1为氢、羟基、氨基,或为甲基、乙基、正或异丙基、正、异、仲或叔丁基、丙烯基、丁烯基、丙炔基或丁炔基、甲氧基、乙氧基、正或异丙氧基、正、异、仲或叔丁氧基、丙烯氧基、丁烯氧基、丙炔氧基或丁炔氧基、甲氨基、乙氨基、正或异丙氨基、正、异、仲或叔丁氨基、丙烯氨基、丁烯氨基、丙炔氨基或丁炔氨基、亚乙基氨基、亚丙基氨基、亚丁基氨基、二甲氨基或二乙氨基,它们每一个可任选地被氟、氯或氰基取代,或为环丙基、环丁基、环戊基、环己基、环丙基甲基、环丁基甲基、环戊基甲基或环己基甲基,它们每一个可任选地被氟、氯、溴、氰基、甲基、乙基、正或异丙基取代,或为苯基或苯甲基,它们每一个可任选地被氟、氯、溴、氰基、甲基、乙基、正或异丙基、正、异、仲或叔丁基、甲氧基或乙氧基取代,
R2为甲基、乙基、正或异丙基、正、异、仲或叔丁基、丙烯基、丁烯基、丙炔基、丁炔基、甲氧基、乙氧基、正或异丙氧基、正、异仲或叔丁氧基、丙烯氧基、丁烯氧基、丙炔氧基、丁炔氧基、甲硫基、乙硫基、正或异丙硫基、正、异、仲或叔丁硫基、丙烯硫基、丁烯硫基、丙炔硫基、丁炔硫基、甲氨基、乙氨基、正或异丙氨基、正、异、仲或叔丁氨基、丙烯氨基、丁烯氨基、丙炔氨基、丁炔氨基、二甲氨基或二乙氨基,它们每一个可任选地被氟、氯、氰基、甲氧基、乙氧基、正或异丙氧基、甲硫基、乙硫基、正或异丙硫基取代,或为环丙基、环丁基、环戊基、环己基、环丙基氧基、环丁基氧基、环戊基氧基、环己基氧基,环丙基甲基、环丁基甲基、环戊基甲基或环己基甲基,它们每一个可任选地被氟、氯、溴、氰基、甲基、乙基、正或异丙基取代,或为苯基、苯氧基,苯硫基,苯氨基或苯甲基,它们每一个可任选地被氟、氯、溴、氰基、甲基、乙基、正或异丙基、正、异、仲或叔丁基、甲氧基或乙氧基取代,和
R3为甲基、乙基、正或异丙基、正、异、仲或叔丁基、丙烯基、丁烯基、戊烯基、己烯基、丙炔基、丁炔基、戊炔基或己炔基,它们每一个可任选地被下列基团取代:氟、氯、氰基、甲氧基、乙氧基、正或异丙氧基、正、异、仲或叔丁氧基、甲硫基、乙硫基、正或异丙硫基、正、异、仲或叔丁硫基、甲基亚磺酰基、乙基亚磺酰基、甲基磺酰基、乙基磺酰基,甲氨基、乙氨基、正或异丙氨基、正、异、仲或叔丁氨基、二甲氨基、二乙氨基、二丙氨基或二丁氨基,或为环丙基、环丁基、环戊基、环己基、环丙基甲基、环丁基甲基、环戊基甲基、环己基甲基,环己基乙基或环己基丙基,它们每一个可任选地被氟、氯、溴、氰基、甲基、乙基或正或异丙基取代;或为苯甲基、苯乙基、苯丙基、苯丁基、苯乙烯基、苯丙烯基、苯丁烯基、苯乙炔基、苯丙炔基或苯丁炔基,它们每一个可任选地被氟、氯、溴、氰基、甲基、乙基、正或异丙基、正、异、仲、或叔丁基、甲氧基或乙氧基取代;所述的通式(II)中:
R4为甲基、乙基、正或异丙基、正、异或仲丁基、丙烯基、丁烯基、丙炔基、丁炔基、甲氧基、乙氧基、正或异丙氧基、正、异、仲或叔丁氧基,它们每一个可任选地被氟、氯、氰基、甲氧基或乙氧基取代,
R5为甲基、乙基、正或异丙基、正、异、仲或叔丁基、正、异、仲或叔戊基、丙烯基、丁烯基、丙炔基或丁炔基、它们每一个可任选地被氟、氯、氰基、甲氧基或乙氧基取代,或为可任选地被氟、氯、溴、氰基、甲基、乙基、三氟甲基、甲氧基、乙氧基、二氟甲氧基或三氟甲氧基取代的苯基,和
R6为来自由1,3-噻唑-2-基、1,2,4-噻二唑-5-基、1,3,4-噻二唑-2-基、苯并噁唑-2-基和苯并噻唑-2-基组成的系列中的杂芳基,它们每一个可任选地被下列基团取代:氟、氯、溴、氰基、甲基、乙基、正或异丙基、正、异、仲或叔丁基、二氟甲基、三氟甲基、二氯甲基、三氯甲基、甲氧基、乙氧基、正或异丙氧基、正、异、仲或叔丁氧基、二氟甲氧基或三氟甲氧基。
4.按照权利要求1~3的除草剂,其特征在于,在活性化合物组合物中,式(I)活性化合物对式(II)活性化合物的重量比在1∶0.01到1∶100之间,特别是在1∶0.1到1∶10之间。
5.清除杂草的方法,其特征在于使按照权利要求1到3中的活性化合物组合物作用于杂草或其生存环境。
6.按照权利要求1到3中的活性化合物组合物在清除杂草方面的用途。
7.制备除草剂的方法,其特征在于将按照权利要求1到3中的活性化合物组合物与填充剂和/或表面活性剂混合。
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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DE4437049A DE4437049A1 (de) | 1994-10-17 | 1994-10-17 | Selektive Herbizide auf Basis von Carbamoyltriazolinonen und Heteroaryloxyacetamiden |
DEP4437049.0 | 1994-10-17 |
Publications (2)
Publication Number | Publication Date |
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CN1160988A true CN1160988A (zh) | 1997-10-01 |
CN1076585C CN1076585C (zh) | 2001-12-26 |
Family
ID=6530970
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CN95195704A Expired - Lifetime CN1076585C (zh) | 1994-10-17 | 1995-10-04 | 以氨基甲酰三唑啉酮和杂芳氧基乙酰胺为基础的选择性除草剂 |
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US (1) | US5811373A (zh) |
EP (1) | EP0786938A1 (zh) |
CN (1) | CN1076585C (zh) |
AU (1) | AU3803595A (zh) |
BR (1) | BR9509362A (zh) |
DE (1) | DE4437049A1 (zh) |
HU (1) | HU223670B1 (zh) |
MX (1) | MX9702552A (zh) |
WO (1) | WO1996011575A1 (zh) |
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ES2128984B1 (es) * | 1996-05-24 | 2000-02-01 | Bayer Ag | Herbicidas a base de heteroariloxi-acetamidas para el empleo en el cultivo de arroz. |
CA2388428A1 (en) | 1999-09-30 | 2001-04-05 | Bayer Aktiengesellschaft | Selective herbicides on the basis of n-aryl-triazoline(thi)ones |
WO2001089301A1 (de) * | 2000-05-22 | 2001-11-29 | Bayer Cropscience Ag | Selektive herbizide auf basis von heteroaryloxy-acetamiden |
DE10041619A1 (de) | 2000-05-22 | 2001-11-29 | Bayer Ag | Selektive Herbizide auf Basis von Heteroaryloxyacetamiden |
AP3028A (en) * | 2009-06-09 | 2014-11-30 | Arysta Lifescience Corp | Carbamoyl triazolinone based herbicide combinations and methods of use |
US10299479B2 (en) | 2009-06-09 | 2019-05-28 | Arysta Lifescience Corporation | Carbamoyl triazolinone based herbicide combinations and methods of use |
PT2512248T (pt) | 2009-12-17 | 2016-11-14 | Bayer Ip Gmbh | Agentes herbicidas contendo flufenacet |
WO2011082955A2 (de) | 2009-12-17 | 2011-07-14 | Bayer Cropscience Ag | Herbizide mittel enthaltend flufenacet |
WO2011082964A1 (de) | 2009-12-17 | 2011-07-14 | Bayer Cropscience Ag | Herbizide mittel enthaltend flufenacet |
WO2011082956A2 (de) * | 2009-12-17 | 2011-07-14 | Bayer Cropscience Ag | Herbizide mittel enthaltend flufenacet |
PT2515658T (pt) * | 2009-12-17 | 2016-09-13 | Bayer Ip Gmbh | Composições herbicidas contendo flufenacet |
WO2011082968A2 (de) * | 2009-12-17 | 2011-07-14 | Bayer Cropscience Ag | Herbizide mittel enthaltend flufenacet |
WO2011082954A2 (de) * | 2009-12-17 | 2011-07-14 | Bayer Cropscience Ag | Herbizide mittel enthaltend flufenacet |
WO2011082957A2 (de) | 2009-12-17 | 2011-07-14 | Bayer Cropscience Ag | Herbizide mittel enthaltend flufenacet |
ES2589047T3 (es) | 2009-12-17 | 2016-11-08 | Bayer Intellectual Property Gmbh | Agentes herbicidas que contienen flufenacet |
WO2011082953A2 (de) | 2009-12-17 | 2011-07-14 | Bayer Cropscience Ag | Herbizide mittel enthaltend flufenacet |
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WO2014001361A1 (de) | 2012-06-27 | 2014-01-03 | Bayer Cropscience Ag | Herbizide mittel enthaltend flufenacet |
RU2629663C2 (ru) | 2012-06-27 | 2017-08-31 | Байер Кропсайенс Аг | Гербицидные средства, содержащие флуфенацет |
WO2014001248A1 (de) | 2012-06-27 | 2014-01-03 | Bayer Cropscience Ag | Herbizide mittel enthaltend flufenacet |
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DE3803523A1 (de) * | 1987-06-12 | 1988-12-22 | Bayer Ag | Substituierte triazolinone |
DE3821600A1 (de) * | 1988-06-27 | 1989-12-28 | Bayer Ag | Heteroaryloxyessigsaeure-n-isopropylanilide |
DE4005930A1 (de) * | 1990-02-25 | 1991-08-29 | Bayer Ag | Selektiv-herbizide mittel, enthaltend ethofumesate, phenmedipham, chloridazon oder quinmerac in kombination mit bestimmten triazolinonen |
DE4223465A1 (de) * | 1992-07-16 | 1994-01-20 | Bayer Ag | Herbizide Mittel auf Basis von Heteroaryloxyacetamiden |
-
1994
- 1994-10-17 DE DE4437049A patent/DE4437049A1/de not_active Withdrawn
-
1995
- 1995-10-04 WO PCT/EP1995/003906 patent/WO1996011575A1/de not_active Application Discontinuation
- 1995-10-04 MX MX9702552A patent/MX9702552A/es unknown
- 1995-10-04 HU HU9701866A patent/HU223670B1/hu not_active IP Right Cessation
- 1995-10-04 CN CN95195704A patent/CN1076585C/zh not_active Expired - Lifetime
- 1995-10-04 AU AU38035/95A patent/AU3803595A/en not_active Abandoned
- 1995-10-04 BR BR9509362A patent/BR9509362A/pt not_active IP Right Cessation
- 1995-10-04 EP EP95935895A patent/EP0786938A1/de not_active Ceased
- 1995-10-04 US US08/817,361 patent/US5811373A/en not_active Expired - Lifetime
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN105660661A (zh) * | 2016-03-18 | 2016-06-15 | 哈尔滨利民农化技术有限公司 | 一种玉米田除草组合物及其使用方法 |
Also Published As
Publication number | Publication date |
---|---|
HU223670B1 (hu) | 2004-11-29 |
US5811373A (en) | 1998-09-22 |
AU3803595A (en) | 1996-05-06 |
EP0786938A1 (de) | 1997-08-06 |
WO1996011575A1 (de) | 1996-04-25 |
HUT77299A (hu) | 1998-03-30 |
MX9702552A (es) | 1997-06-28 |
CN1076585C (zh) | 2001-12-26 |
BR9509362A (pt) | 1997-11-04 |
DE4437049A1 (de) | 1996-04-18 |
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