CN1321065A - 以取代的苯基磺酰基氨基羰基三唑啉酮为基础的选择性除草剂 - Google Patents
以取代的苯基磺酰基氨基羰基三唑啉酮为基础的选择性除草剂Info
- Publication number
- CN1321065A CN1321065A CN99811698A CN99811698A CN1321065A CN 1321065 A CN1321065 A CN 1321065A CN 99811698 A CN99811698 A CN 99811698A CN 99811698 A CN99811698 A CN 99811698A CN 1321065 A CN1321065 A CN 1321065A
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- salt
- methyl
- amino carbonyl
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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
- 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
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
本发明涉及选择性除草剂,其特征在于含有有效量的式(Ⅰ)化合物2-(2-甲氧羰基-苯基磺酰基氨基羰基)-4-甲基-5-丙氧基-2,4-二氢-3H-1,2,4-三唑-3-酮和/或式(Ⅰ)化合物的盐。本发明还涉及所述除草剂选择性防治谷物种植、尤其是小麦种植中的杂草的用途。本发明还涉及通过与表面活性剂和/或常规稀释剂结合施用所述除草剂来选择性防治谷物种植中的杂草的方法。
Description
本发明涉及下面给出的已知的式(I)化合物2-(2-甲氧羰基-苯基磺酰基氨基羰基)-4-甲基-5-丙氧基-2,4-二氢-3H-1,2,4-三唑-3-酮—也称之为2-[[[(4,5-二氢-4-甲基-5-氧代-3-丙氧基-1H-1,2,4-三唑-1-基)-羰基]-氨基]-磺酰基]-苯甲酸甲酯(CAS登记号No.145026-81-9(-及其盐、特别是其钠盐(CAS登记号No.181274-15-7)用于在有用植物中选择性防治杂草,特别是在谷物中防治成问题的杂草的用途。
取代的苯基磺酰基氨基羰基三唑啉酮类,例如化合物2-(2-甲氧羰基-苯基磺酰基氨基羰基)-4-甲基-5-丁氧基-2,4-二氢-3H-1,2,4-三唑-3-酮,2-(2-甲氧羰基-苯基磺酰基氨基羰基)-4-甲基-5-乙氧基-2,4-二氢-3H-1,2,4-三唑-3-酮,2-(2-甲氧羰基-苯基磺酰基氨基羰基)-4-甲基-5-异丙氧基-2,4-二氢-3H-1,2,4-三唑-3-酮,2-(2-乙氧羰基-苯基磺酰基氨基羰基)-4-甲基-5-丙氧基-2,4-二氢-3H-1,2,4-三唑-3-酮,2-(2-甲氧羰基-苯基磺酰基氨基羰基)-4-丙氧基-5-甲基-2,4-二氢-3H-1,2,4-三唑-3-酮和2-(2-甲氧羰基-苯基磺酰基氨基羰基)-4-乙基-5-丙氧基-2,4-二氢-3H-1,2,4-三唑-3-酮及其盐,制备这些化合物的方法以及它们作为除草剂的用途是较早专利申请的主题(参见EP-341489,EP-422469,EP507171,US-5534486)。各上述取代的苯基磺酰基氨基羰基三唑啉酮具有与根据本发明使用的化合物(I)的结构非常相近的分子结构,但是,与该化合物相反,在某些杂草情况下它们具有活性缺点或活性缺陷。
出人意料地,现在发现2-(2-甲氧羰基-苯基磺酰基氨基羰基)-4-甲基-5-丙氧基-2,4-二氢-3H-1,2,4-三唑-3-酮(I)及其盐、特别是式(I)的化合物的钠盐,与上述结构相近化合物相比,表现出强得多的抗难以防治的谷类作物中的某些杂草的活性,并且具有与谷物物种,例如,特别是小麦的非常好的相容性,因此特别适合于有效且选择性地防治谷物特别是小麦中的杂草。用与(I)密切相关的上述对比化合物观察到的活性缺陷不发生在化合物(I)及其盐的杂草谱内。
本发明提供选择性除草组合物,特征在于它们含有有效量的式(I)化合物2-(2-甲氧羰基-苯基磺酰基氨基羰基)-4-甲基-5-丙氧基-2,4-二氢-3H-1,2,4-三唑-3-酮和/或式(I)的化合物的盐,特别是它们的钠盐[在应用实施例中称之为“(I)-Na-盐”]
此外,本发明提供了式(I)化合物2-(2-甲氧羰基-苯基磺酰基氨基羰基)-4-甲基-5-丙氧基-2,4-二氢-3H-1,2,4-三唑-3-酮和/或式(I)化合物的盐、特别是它们的钠盐用于选择性防治谷类作物、特别是小麦作物中的杂草的用途。
本发明还提供了选择性防治谷类作物、特别是小麦作物中的杂草的方法,特征在于在谷类作物中施用式(I)化合物2-(2-甲氧羰基-苯基磺酰基氨基羰基)-4-甲基-5-丙氧基-2,4-二氢-3H-1,2,4-三唑-3-酮和/或式(I)化合物的盐、特别是它们的钠盐和表面活性剂和/或常规扩充剂。
式(I)化合物及其钠盐是已知的(参见US-5534486-实施例72和320)。
式(I)化合物及其盐具有宽的除草活性。它们可以用于例如防治下面的杂草:下面目的双子叶杂草:芥属(Sinapis),独行菜属(Lepidium),猪殃殃属(Galium),繁缕属(Stellaria),母菊属(Matricaria),春黄菊属(Anthemis),辣子草(Galinsoga),藜属(Chenopodium),荨麻属(Urtica),千里光属(Senecio),苋属(Amaranthus),马齿苋属(Portulaca),苍耳属(Xanthium),旋花属(Convolvulus),甘薯属(Ipomoea),蓼属(Polygonum),田菁(Sesbania),豚草属(Ambrosia),蓟属(Cirsium),飞廉属(Carduus),苦苣菜属(Sonchus),茄属(Solanum),焊菜属(Rorippa),水松叶属(Rotala),母草属(Lindernia),野芒麻属(Lamium),婆婆纳属(Veronica),苘麻属(Abutilon),刺果(Emex),曼陀罗属(Datura),堇菜属(Viola),鼬瓣花属(Galeopsis),罂粟属(Papaver),矢车菊属(Centaurea),车轴草属(Trifolium),毛茛属(Ranunculus)和蒲公英属(Taraxacum)。下面目的单子叶杂草:稗属(Echinochloa),狗尾草属(Setaria),黍属(Panicum),马唐属(Digitaria),梯牧属(Phleum),早熟禾属(Poa),羊茅属(Festuca),蟋蟀菜属(Eleusine),臂形草属(Brachiaria),黑麦草属(Lolium),雀麦属(Bromus),燕麦属(Avena),莎草属(Cyperus),蜀黍属(Sorghum),冰草属(Agropyron),Cynodon,雨久花属(Monchoria),飘拂草属(Fimbristylis),慈姑(Sagittaria),荸荠属(Eleocharis),镳草(Scirpus),雀稗草(Paspalum),Ischaemum,尖瓣花属(Sphenoclea),龙爪茅属(Dactyloctenium),剪股颍属(Agrostis),看麦娘属(Alopecurus),Apera,山羊草(Aegilops),虉草属(Phalaris)。
但是化合物(I)及其盐的用途并不意味着局限于这些目而是以相同的方式也延展至其它植物。
式(I)化合物及其盐当在土壤上和在植物的地上部分上施用时具有强的除草活性和广谱的活性。它们适合通过出苗前和出苗后方法在单子叶作物、尤其是谷物、特别是小麦中选择性防治单子叶和双子叶杂草。
可以用式(I)化合物及其盐、特别是钠盐特别好地防治的、但很少可能用常规除草剂和较近期的相似分子结构的化合物成功防治的有问题的杂草特别是冰草属(Agropyron),看麦娘属(Alopecurus),苋属(Amaranthus),Apera,燕麦属(Avena),雀麦属(Bromus),荠属(Capsella),糖芥属(Erysimum),黑麦草属(Lolium),Phalaris,早熟禾属(Poa),狗尾草属(Setaria),芥属(Sinapis)和遏蓝菜属(Thlaspi)。
式(I)化合物及其盐、特别是钠盐可以配制成常规制剂,例如溶液、乳剂、可湿性粉末、悬浮剂、粉剂、粉尘剂、糊剂、可溶性粉末、颗粒剂,混悬乳油、和浸有活性化合物的天然和合成材料,以及包裹在聚合物中的细微胶囊。
这些剂型是用已知的方式生产的,例如,通过将活性化合物与扩充剂也就是说液体溶剂和/或固体载体混合,并任选使用表面活性剂,也就是说乳化剂和/或分散剂和/或起泡剂。
如果所使用的扩充剂是水,则也可以用例如有机溶剂作助溶剂。合适的液体溶剂主要有:芳香烃如二甲苯、甲苯或烷基萘,氯代芳香族化合物如氯代苯类,氯代脂肪族化合物如氯乙烯类或二氯甲烷,脂肪烃如环己烷或石蜡,矿物油馏份,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、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亚砜,以及水。
合适的固体载体是:例如铵盐和磨碎的天然矿物质,如高岭土、粘土、滑石、白垩、石英、硅镁土、蒙脱石或硅藻土,和磨碎的合成矿物质,如高分散二氧化硅、矾土和硅酸盐;用于颗粒剂的适合的固体载体是:例如压碎和破碎的天然矿物质如方解石、大理石、浮石、海泡石和白云石,以及有机和无机粉的合成颗粒,和如下有机物的颗粒:例如锯木屑、椰壳、玉米穗轴和烟茎;适合的乳化剂和/或起泡剂是: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,烷基芳基聚乙二醇醚,烷基磺酸盐,烷基硫酸盐,芳基磺酸盐以及蛋白水解产物;适合的分散剂是:例如,木素亚硫酸废液和甲基纤维素。
制剂中可以使用粘合剂,如羧甲基纤维素和粉状、颗粒或乳胶形式的天然和合成聚合物,如阿拉伯胶、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。其它可能的添加剂是矿物油和植物油。
也可以使用染料,如无机颜料,例如氧化铁、氧化钛和普鲁士蓝,和有机染料,如茜素染料、偶氮染料和金属酞菁染料,和微量营养素,如铁、锰、硼、铜、钴、钼和锌的盐。
一般情况下,制剂含有0.1至95%重量百分比之间的活性化合物,优选0.5-90%。
为了防治杂草,式(I)化合物及其盐本身或者它们的制剂形式也可以作为与已知的除草剂的混合物使用,其中可以是终制剂或桶混物。
用于混合物的可能的成分是已知的除草剂,例如酰嘧磺隆,灭草松,溴苯腈,carfentrazone(-ethyl),cinidon(-ethyl),炔草酸,二氯吡啶酸,氯磺隆,氯麦隆,环丙嘧磺隆,2,4-滴,禾草灵,野燕枯,吡氟酰草胺,floransulam,flupyrsulfuron(-methyl,-sodium),pyraflufen(-ethyl),ethoxyfen,噁唑禾草灵,乙羧氟草醚,flupropacil,氯氟吡氧乙酸,iodosulfuron,异丙隆,2甲4氯丙酸,磺草唑胺,嗪草酮,甲磺隆,二甲戊灵,苄草丹,哒草特,sulfsulfuron,噻吩磺隆,三甲苯草酮,醚苯磺隆,苯磺隆,氟乐灵。
也可以是与其它已知活性化合物例如杀真菌剂、杀虫剂、杀螨剂、杀线虫剂、驱鸟剂、植物营养剂和改良土壤结构的试剂的混合物。
式(I)化合物及其盐可以以其本身使用,以它们的制剂形式或者以通过进一步稀释而从中制备的使用形式使用,例如即用型溶液,混悬剂,乳剂,粉剂,糊剂和颗粒剂。它们可以以常规方式使用,例如通过浇灌,喷雾,弥雾或播撒。
式(I)的化合物及其盐可以在植物出苗前或出苗后施用。其也可以在播种前掺合到土壤中。
使用的活性化合物的量可以在一个相当宽的范围内变化。这主要取决于期望的效果的性质。一般情况下,施用的量是每公顷土壤面积使用1g-1kg活性化合物,优选每公顷土壤面积使用5g-0.5kg活性化合物。
根据下面的实施例可以说明式(I)化合物及其盐的应用。应用实施例:
2-(2-甲氧羰基-苯基磺酰基氨基羰基)-4-甲基-5-乙氧基-2,4-二氢-3H-1,2,4-三唑-3-酮-钠盐(从US-5534486-实施例185得知)
2-(2-甲氧羰基-苯基磺酰基氨基羰基)-4-甲基-5-异丙氧基-2,4-二氢-3H-1,2,4-三唑-3-酮(从US-5534486-实施例259得知)2-(2-乙氧羰基-苯基磺酰基氨基羰基)-4-甲基-5-丙氧基-2,4-二氢-3H-1,2,4-三唑-3-酮(EP-507171,US-5534486的权利要求中的化合物)2-(2-甲氧羰基-苯基磺酰基氨基羰基)-4-丙氧基-5-甲基-2,4-二氢-3H-1,2,4-三唑-3-酮(EP-341489和EP-422469以及US-5057144的权利要求中的化合物)2-(2-甲氧羰基-苯基磺酰基氨基羰基)-4-乙基-5-丙氧基-2,4-二氢-3H-1,2,4-三唑-3-酮(EP-507171和US-5534486的权利要求中的化合物)实施例A出苗后试验/温室溶剂: 5份重量的丙酮乳化剂: 1份重量的烷基芳基聚乙二醇醚
为了制备活性化合物的合适的制剂,将1份重量的活性化合物与所述量的溶剂混合,加入所述量的乳化剂,并且用水将浓缩物稀释到期望的浓度。
用活性化合物的制剂对高5-15cm的试验植物喷雾,使得对每单位面积施用特定量的期望的活性化合物。选择喷雾液的浓度,使得以500升水/公顷施用特定量的期望的活性化合物。
三星期后,以与未处理对照物的生长相比较的伤害百分率%评价对植物的伤害程度。
0%=没有效果(象未处理对照物一样)
100%=完全破坏
在该项试验中,例如式(I)化合物的钠盐在60g/ha施用比例下表现出非常强的除杂草活性(药效80%-100%),例如抗冰草属(Agropyron),看麦娘属(Alopecurus),燕麦属(Avena),雀麦属(Bromus)和黑麦草属(Lolium),并且具有非常好的与作物例如小麦的相容性,而对比化合物(A)、(C)、(D)、(E)和(F)具有弱得多的除草活性,并且对比化合物(B)和(F)与小麦完全不相容。
表A:出苗后试验/温室
实施例B出苗前试验/温室溶剂: 5份重量的丙酮乳化剂: 1份重量的烷基芳基聚乙二醇醚
活性化合物 | 施用比例(活性化合物克数/公顷) | 小麦 | 冰草属(Agropyron) | 看麦娘属(Alopecurus) | 燕麦属(Avena) | 雀麦属(Bromus) | 黑麦草属(Lolium) |
对比化合物(A) | 60 | 0 | 0 | 0 | 50 | 0 | 0 |
对比化合物(B) | 30 | 60 | 90 | 90 | 90 | 80 | 90 |
对比化合物(C) | 60 | 0 | 60 | 70 | 50 | 70 | 70 |
对比化合物(D) | 60 | 0 | 70 | - | 20 | 80 | 30 |
对比化合物(E) | 250 | 0 | - | 70 | 0 | 50 | 50 |
对比化合物(F) | 60 | 20 | 50 | 50 | 40 | 50 | 30 |
根据本发明的化合物(I)Na盐 | 60 | 0 | 100 | 90 | 80 | 95 | 80 |
为了制备活性化合物的合适的制剂,将1份重量的活性化合物与所述量的溶剂混合,加入所述量的乳化剂,并且用水将浓缩物稀释到期望的浓度。
在正常土壤中播种试验植物的种子。大约24小时后,用活性化合物制剂喷雾土壤,使得对单位面积施用特定量的期望的活性化合物。选择喷雾液的浓度,使得以500升水/公顷施用特定量的期望的活性化合物。
三星期后,以与未处理对照物的生长相比较的伤害百分率%评价对植物的伤害程度。
数据说明:
0%=没有效果(象未处理对照物一样)
100%=完全破坏
在该项试验中,例如式(I)化合物的钠盐在15g/ha至60g/ha施用比例下表现出非常强的除杂草活性(药效80%-100%),例如抗冰草属(Agropyron),看麦娘属(Alopecurus),燕麦属(Avena),雀麦属(Bromus),黑麦草属(Lolium),早熟禾属(Poa),狗尾草属(Setaria)和芥属(Sinapis),并且具有非常好的与作物例如小麦的相容性,而对比化合物(A)、(C)、(D)、(E)和(F)具有弱得多的除草活性,并且对比化合物(B)与小麦完全不相容。
表B1:出苗前试验/温室
活性化合物 | 施用比例(活性化合物克数/公顷) | 小麦 | 看麦娘属(Alopecurus) | 燕麦属(Avena) | 雀麦属(Bromus) | 黑麦草属(Lolium) | 狗尾草属(Setaria) |
对比化合物(A) | 500 | 0 | 20 | 0 | 30 | 0 | 0 |
根据本发明的化合物(I)-Na-盐 | 30 | 0 | 95 | 90 | 90 | 80 | 90 |
表B2:出苗前试验/温室
活性化合物 | 施用比例(活性化合物克数/公顷) | 小麦 | 冰草属(Agropyron) | 看麦娘属(Alopecurus) | 燕麦属(Avena) | 雀麦属(Bromus) | 黑麦草属(Lolium) | 早熟禾属(Poa) | 狗尾草属(Setaria) |
对比化合物(C) | 30 | 0 | 50 | 70 | 70 | 70 | - | 80 | 70 |
对比化合物(D) | 30 | 0 | 60 | 70 | 30 | - | 30 | 70 | 50 |
根据本发明的化合物(I)-Na-盐 | 30 | 0 | 90 | 95 | 90 | 90 | 80 | 95 | 90 |
表B3:出苗前试验/温室
活性化合物 | 施用比例(活性化合物克数/公顷) | 小麦 | 冰草属(Agropyron) | 看麦娘属(Alopecurus) | 燕麦属(Avena) | 雀麦属(Bromus) | 早熟禾属(Poa) | 苋属(Amaranthus) | 芥属(Sinapis) |
对比化合物(B) | 15 | 40 | 40 | - | 60 | - | 70 | 70 | 70 |
对比化合物(F) | 15 | 0 | 0 | 40 | 0 | 20 | 0 | 70 | 70 |
根据本发明的化合物(I)-Na-盐 | 15 | 0 | 90 | 95 | 80 | 90 | 90 | 95 | 90 |
表B4:出苗前试验/温室
实施例C出苗后试验/户外
活性化合物 | 施用比例(活性化合物克数/公顷) | 小麦 | 看麦娘属(Alopecurus) | 燕麦属(Ayena) | 雀麦属(Bromus) | 黑麦草属(Lolium) | 狗尾草属(Setaria) |
对比化合物(E) | 250 | 0 | 80 | 0 | 0 | 40 | 0 |
根据本发明的化合物(I)-Na-盐 | 60 | 0 | 95 | 90 | 95 | 80 | 90 |
在户外条件下,在德国和法国冬小麦中试验式(I)化合物的钠盐抗经济上重要的杂草。在农业应用下的耕地上进行小块试验,种植和气候化条件在试验期间可以认为是有代表性的。优选选择杂草生长特别广泛的地区。
通过以平均液滴大小的喷雾方法通过出苗后方法(春季)对整个面积施用活性化合物。为了制备活性化合物的有用的制剂,将活性化合物配制成70WP或70WG(70%w/w水-可分散粉末或颗粒)并且用常规量的水施用。
为了评价作物的相容性,处理后1-8周,以与未处理对照物的生长相比较的伤害百分比%评价植物生长抑制或叶子的病状。处理后以不同的时间间隔,以与未处理对照物相比杂草生长为基础的减少百分比%评价除草活性。数据说明:
0%=对作物没有伤害或者没有除草效果
100%=作物或杂草完全被破坏
进行的该项试验证明,式(I)化合物的钠盐特别适合防治难以防治的多年生物种葡萄冰草(Agropyron repens),和年生物种鼠尾看麦娘属(Alopecurus myosuroides),风草(Apera spica-venti),荠菜(Capsella bursa-pastoris)和白芥(Sinapis arvensis)。[“%w/w=重量百分比”]表C出苗后试验/户外
实施例D出苗后试验/户外
试验植物 | 试验次数 | (I)-Na-盐(42-45克活性成分/公顷)除草效果(%) |
葡萄冰草(Agropyron repens) | 83 | 89 |
鼠尾看麦娘属(Alopecurusmyosuroides) | 204 | 91 |
风草(Apera spica-venti) | 87 | 94 |
早熟禾(Poa annua) | 5 | 67 |
荠菜(Capsella bursa-pastoris) | 6 | 100 |
白芥(Sinapis arvensis) | 4 | 100 |
对农作物(小麦)的伤害 | 439 | 2 |
在美国主要冬小麦种植区(Pacific Northwest,North CentralArea,Central Plains)户外条件下试验式(I)化合物的钠盐抗经济上重要的杂草。实验的设计、实施和评价与实施例C一致。在秋季施用活性化合物。根据各生产商介绍,通过在浓缩物中加入商售表面活性物质(SAS)提高植物的湿润程度。
该项试验证明式(I)化合物的钠盐特别适合在谷物中防治雀麦(Bromus)物种,桂竹糖荠(Erysimum cheiranthoides)和遏蓝菜(Thlaspi arvense)。表D出苗后试验/户外
实施例E出苗后试验/户外
试验植物 | 试验次数 | (I)-Na-盐(42-45克活性成分/公顷)除草效果(%) |
黑雀麦(Bromus secalinus) | 24 | 95 |
旱雀麦(Bromus tectorum) | 37 | 90 |
桂竹糖荠(Erysimumcheiranthoides) | 10 | 89 |
遏蓝菜(Thlaspi arvense) | 7 | 100 |
对农作物(小麦)的伤害 | 78 | 2 |
在美国(加里弗尼亚)灌溉小麦生长区户外条件下试验式(I)化合物的钠盐抗经济上重要的杂草。实验的设计、实施和评价与实施例D一致。
进行的该项试验证明式(I)化合物的钠盐特别适合在谷物中控制虉草属物种。表E出苗后试验/户外
试验植物 | 试验次数 | (I)-Na-盐+SAS(42-45克活性成分/公顷)除草效果(%) |
小籽虉草(Phalaris minor) | 2 | 93 |
奇异虉草(Phalarisparadoxa) | 8 | 99 |
对农作物(小麦)的伤害 | 7 | 5 |
Claims (6)
1.选择性除草组合物,特征在于它们含有有效量的式(I)化合物2-(2-甲氧羰基-苯基磺酰基氨基羰基)-4-甲基-5-丙氧基-2,4-二氢-3H-1,2,4-三唑-3-酮和/或式(I)化合物的盐。
2.根据权利要求1的选择性除草组合物,特征在于它们含有有效量的式(I)化合物的钠盐。
3.权利要求1的式(I)的化合物2-(2-甲氧羰基-苯基磺酰基氨基羰基)-4-甲基-5-丙氧基-2,4-二氢-3H-1,2,4-三唑-3-酮和/或式(I)化合物的盐选择性防治谷类作物中的杂草的用途。
4.权利要求1的式(I)化合物2-(2-甲氧羰基-苯基磺酰基氨基羰基)-4-甲基-5-丙氧基-2,4-二氢-3H-1,2,4-三唑-3-酮的钠盐选择性防治谷类作物中的杂草的用途。
5.权利要求1的式(I)化合物2-(2-甲氧羰基-苯基磺酰基氨基羰基)-4-甲基-5-丙氧基-2,4-二氢-3H-1,2,4-三唑-3-酮和/或式(I)化合物的盐选择性防治小麦作物中的杂草的用途。
6.选择性防治谷类作物中的杂草的方法,特征在于将权利要求1的式(I)化合物2-(2-甲氧羰基-苯基磺酰基氨基羰基)-4-甲基-5-丙氧基-2,4-二氢-3H-1,2,4-三唑-3-酮和/或式(I)化合物的盐与表面活性剂和/或常规扩充剂一起施用于谷类作物。
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19845408A DE19845408A1 (de) | 1998-10-02 | 1998-10-02 | Selektive Herbizide auf Basis eines substituierten Phenylsulfonylaminocarbonyl-triazolinons |
DE19845408.2 | 1998-10-02 |
Publications (2)
Publication Number | Publication Date |
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CN1321065A true CN1321065A (zh) | 2001-11-07 |
CN1226927C CN1226927C (zh) | 2005-11-16 |
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Application Number | Title | Priority Date | Filing Date |
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CNB99811698XA Expired - Lifetime CN1226927C (zh) | 1998-10-02 | 1999-09-21 | 以取代的苯基磺酰基氨基羰基三唑啉酮为基础的选择性除草剂 |
Country Status (13)
Country | Link |
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US (1) | US6395684B1 (zh) |
EP (1) | EP1117298B1 (zh) |
CN (1) | CN1226927C (zh) |
AR (1) | AR020463A1 (zh) |
AU (1) | AU6086199A (zh) |
CZ (1) | CZ301327B6 (zh) |
DE (2) | DE19845408A1 (zh) |
HK (1) | HK1041623B (zh) |
PL (1) | PL199655B1 (zh) |
RU (1) | RU2231262C2 (zh) |
UA (1) | UA68394C2 (zh) |
WO (1) | WO2000019826A1 (zh) |
ZA (1) | ZA200101653B (zh) |
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Publication number | Priority date | Publication date | Assignee | Title |
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DE19845408A1 (de) * | 1998-10-02 | 2000-04-27 | Bayer Ag | Selektive Herbizide auf Basis eines substituierten Phenylsulfonylaminocarbonyl-triazolinons |
DE10201391A1 (de) * | 2002-01-16 | 2003-07-31 | Bayer Cropscience Ag | Verwendung von Alkoholethoxylaten als Penetrationsförderer |
US9365862B1 (en) | 2011-05-26 | 2016-06-14 | Nutech Ventures | Herbicide resistant sorghum mutants |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
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DE3815765A1 (de) | 1988-05-09 | 1989-11-23 | Bayer Ag | 2-sulfonylaminocarbonyl-2,4-dihydro-3h-1,2,4- triazol-3-one einschliesslich 4,5-kondensierter, bicyclischer derivate, verfahren und neue zwischenprodukte zu ihrer herstellung und ihre verwendung als pflanzenbehandlungsmittel |
DE3934081A1 (de) | 1989-10-12 | 1991-04-18 | Bayer Ag | Sulfonylaminocarbonyltriazolinone |
US5541337A (en) | 1989-04-13 | 1996-07-30 | Bayer Aktiengesellschaft | Substituted 5-alkoxy-1,2,4-triazol-3-(thi)ones |
DE4110795A1 (de) | 1991-04-04 | 1992-10-08 | Bayer Ag | Sulfonylaminocarbonyltriazolinone mit ueber sauerstoff gebundenen substituenten |
US5534486A (en) | 1991-04-04 | 1996-07-09 | Bayer Aktiengesellschaft | Herbicidal sulphonylaminocarbonyl triazolinones having substituents bonded via oxygen |
DE19638887A1 (de) | 1996-09-23 | 1998-03-26 | Bayer Ag | Selektive Herbizide auf Basis von Arylsulfonylaminocarbonyltriazolinonen |
DE19845408A1 (de) * | 1998-10-02 | 2000-04-27 | Bayer Ag | Selektive Herbizide auf Basis eines substituierten Phenylsulfonylaminocarbonyl-triazolinons |
-
1998
- 1998-10-02 DE DE19845408A patent/DE19845408A1/de not_active Withdrawn
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1999
- 1999-09-16 AR ARP990104657A patent/AR020463A1/es active IP Right Grant
- 1999-09-21 CZ CZ20011206A patent/CZ301327B6/cs not_active IP Right Cessation
- 1999-09-21 WO PCT/EP1999/006990 patent/WO2000019826A1/de active IP Right Grant
- 1999-09-21 DE DE59905489T patent/DE59905489D1/de not_active Expired - Lifetime
- 1999-09-21 AU AU60861/99A patent/AU6086199A/en not_active Abandoned
- 1999-09-21 PL PL346901A patent/PL199655B1/pl unknown
- 1999-09-21 US US09/806,251 patent/US6395684B1/en not_active Expired - Lifetime
- 1999-09-21 EP EP99947396A patent/EP1117298B1/de not_active Expired - Lifetime
- 1999-09-21 CN CNB99811698XA patent/CN1226927C/zh not_active Expired - Lifetime
- 1999-09-21 UA UA2001032114A patent/UA68394C2/uk unknown
- 1999-09-21 RU RU2001111890/04A patent/RU2231262C2/ru active
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Also Published As
Publication number | Publication date |
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EP1117298A1 (de) | 2001-07-25 |
HK1041623A1 (en) | 2002-07-19 |
EP1117298B1 (de) | 2003-05-07 |
WO2000019826A1 (de) | 2000-04-13 |
DE19845408A1 (de) | 2000-04-27 |
CN1226927C (zh) | 2005-11-16 |
ZA200101653B (en) | 2002-03-05 |
HK1041623B (zh) | 2006-08-04 |
DE59905489D1 (de) | 2003-06-12 |
AR020463A1 (es) | 2002-05-15 |
CZ20011206A3 (cs) | 2001-07-11 |
CZ301327B6 (cs) | 2010-01-20 |
AU6086199A (en) | 2000-04-26 |
RU2231262C2 (ru) | 2004-06-27 |
US6395684B1 (en) | 2002-05-28 |
PL199655B1 (pl) | 2008-10-31 |
PL346901A1 (en) | 2002-03-11 |
UA68394C2 (en) | 2004-08-16 |
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