CN1081440C - 以n-异丙基-n-(4-氟苯基) (5-三氟甲基-1,3,4-噻二唑-2-基氧基)乙酰胺为基础的除草组合物 - Google Patents
以n-异丙基-n-(4-氟苯基) (5-三氟甲基-1,3,4-噻二唑-2-基氧基)乙酰胺为基础的除草组合物 Download PDFInfo
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Abstract
本发明涉及N-异丙基-N-(4-氟苯基)(5-三氟甲基-1,3,4-噻二唑-2-基氧基)乙酰胺与噁唑禾草灵或炔草酯(Clodinafop-propargyl)的新颖增效除草组合。
Description
本发明涉及已知的杂芳氧基己酰胺与其它已知除草剂的新颖的增效除草组合。所述的其它已知除草剂属于可以特别有利地用来选择性防治各种作物中的杂草的其它类型除草剂。
列于下列的专利描述了对单子叶杂草(二禾本科杂草)在特别活性,且也对某些双子叶杂草有作用的杂芳氧基乙酰胺。它们实际上没有土壤作用且几乎没有叶面活性,它们中的一些在单子叶和双子叶作物如禾谷类、玉米、稻、大豆和棉花中有非常强的选择性[参见,例如EP-A5501(=US4509971和US4833243);EP-A18497(=US4645525和US4756741);EP-A29171(=US4408055);EP-A94514(=US585471);EP-A100044(=US4549899);EP-A100045(=US4540430);EP-A161602(=US4784682);EP-A195237(=US4788291);DE-A3724467;EP-A348734(=US4988380);EP-A348737(=US4968342和5090991);DE-A4113421和DE-A4137827;以及WO91/06544]。
此外,DE4,223465描述了杂芳氧基乙酰胺与下列类型的除草剂的增效混合物;N-苯基脲、N-苯并噻唑基脲,2,6-二硝基苯胺,均三嗪,as-三嗪酮,横酰脲,咪唑啉酮,吡啶羧酰胺和二苯基醚。然而,此文中的混合物均未获得任何实际意义。描述于DE4223465中的混合物之缺点是,在各种杂草生长繁茂的情况下,它们的作用并不总是突出的。
本发明的目的是提供以式I的N-异丙基-N-(4-氟苯基)(5-三氟甲基-1,3,4-噻二唑-2-基氧基)乙酰胺为基础的新颖的增效除草混合物该混合物在活性方面,优于现有技术中的混合物,且它对广谱的杂草有作用。
此目的通过将已知除草剂与式(I)活性化合物组合而实现。在生物试验中意外地发现,这些组合在对杂草的活性方面显示出显著的增效作用,且可特别有利地用作有效的广谱组合产品,用于选择性除草,适用于通过苗前和苗后方法除单子叶和双子叶杂草。这些组合可以在单子叶和双子叶作物如玉米、小麦、大麦、稻、大豆和向日葵中有效地防治多数经济上重要(成问题)的阔叶杂草和禾草。
因此本发明提供增效除草组合物,其特征在于,它们包含有效量的式(I)的N-异丙基-N-(4-氟苯基)(5-三氟甲基-1,3,4-***-2-基氧基)乙酰胺与至少一种式(II)或(III)除草活性化合物的活性化合物组合。
(II)噁唑禾草灵和/或(b)
(III)炔草酯(clodinafop-propargyl)
式(I)化合物是从EP-A348737和US4968342已知的。
噁唑禾草灵是2-[4-(6-氯苯并噁唑-2-基)氧基苯氧基]丙酸乙酯,描述于DE2640730中。
炔草酯是(R)-2[4-[(5-氯-3-氟吡啶-2-基)-氧基]苯氧基丙酸丙炔酯,描述于EP-A 248 968中。
包括式(I)活性化合物的杂芳氧基乙酰胺对单子叶杂草(二禾本科杂草)有特别的活性,且也对一些双子叶杂草有作用。
所提到的活性化合物(II)和(III)可以用于在诸如经济上重要的作物如禾
谷类、玉米、大豆、棉花、甜菜和稻中,选择性地防治广谱的禾草。然而,它们对一些有害单子叶的活性并不总是令人满意的。重要的成问题杂草如风草,通常不能得到充分的防治。
出人意外的是,现已发现,式(I)杂芳氧基乙酰胺与上面所定义的活性化合物(II)和/或(III)的活性化合物组合具有特别高的活性,且可以选择性地用于许多作物中。
出人意外的是,本发明活性化合物组合的除草活性比单个活性化合物活性之和要高出许多。
这就意味着不仅有互补作用存在,而且也存在不可预见的真实增效效果。许多作物对此新颖活性化合物组合有好的耐变性,而甚至是难以防治的杂草如风草,也能被此新颖活性化合物组合好地防治。因此,此新颖活性化合物组合是对选择性除草剂范围的有用补充。
本发明活性化合物组合可以用于例如下列植物:下列属的双子叶作物:棉属、大豆属、甜菜属、胡萝卜属、菜豆属、豌豆属、茄属、亚麻属、甘薯属、野豌豆属、烟草属、蕃茄属、花生属、芸苔属、莴苣属、黄瓜属和南瓜属。
下面属的单子叶杂草;稗属、狗尾草属、黍属、马唐属、梯牧草属、早熟禾属、羊茅属、蟠蟀草属、黑麦草属、雀麦属、燕麦属、莎草属、高梁属、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、剪股颖属、香麦娘属和风草属。
下列属的单子叶作物:稻属、玉米属、小麦属、大麦属、燕麦属、黑麦属、高梁属、黍属、甘蔗属、凤梨属、天门冬属和葱属。
然而,本发明活性化合物组合决不是仅限于这些属,它可以相同的方式延伸至其它植物。
本发明活性化合物组合的增效作用在特定浓度比率下特别显著。然而,活性化合物组合中的活性化合物之重量比可以在相当宽的范围内变化。通常,对于每份重量的式(I)活性化合物,采用0.001至1000份重量的,优选0.01至100份重量的,特别优选0.1至30份重量的式(II)和/或式(III)活性化合物。
活性化合物或者活性化合物组合可以转化成常见剂型,如溶液、乳剂、可湿性粉剂、悬浮剂、粉末、粉剂、膏剂、可溶性粉剂、颗粒剂、悬乳剂,用活性化合物浸渍的天然和合成材料、和聚合物材料的微囊剂。
这些型剂可以已知的方式生产。例如,将活性化合物与填充剂混合。填充剂即液体溶剂,和/或与固体载体混合,并任选使用表面活性剂,其即乳化剂和/或分散剂和/或起泡剂。
用水作填充剂的情况下,有机溶剂也可以用作助溶剂。作为液体溶剂,适合的主要有:芳族化合物,如二甲苯,甲苯或熔基萘,氯代芳族化合物或氯代脂肪烃,如氯代苯类,氯乙烯类或二氯甲烷,脂族烃,如环己烷或石蜡,例如石油馏份矿物油和植物油,醇类,如丁醇或乙二醇,及其醚和酯,酮类,如丙酮,甲乙酮,甲基异丙基酮或环己酮,强极性溶剂,如二甲基甲酰胺或二甲基亚砜,以及水;合适的固体载体是,例如铵盐和研碎的天然矿物如:高岭土,粘土,滑石,白垩,石英,硅镁土,蒙脱石或硅藻土,和研碎的合成矿物质,如高分散二氧化硅,矾土和硅酸盐;用于颗粒剂的固体载体适合的有: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,以及别的有机和无机粉的合成颗粒,和如下有机物的颗粒:锯木屑,椰壳,玉米穗轴和烟茎;乳化剂和/或起泡剂适合的有: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产物;分散剂适合的有;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粉状、颗粒或乳胶形式的羧甲基纤维素和天然和合成聚合物,如***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。其它的粘合剂可以是矿物油和植物油。
也可能使用染料,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,和微量营养素如铁盐、锰盐、硼盐、铜盐、钴盐、钼盐和锌盐。
制剂中通常含有重量比0.1至95%的活性化合物,优选0.5至90%。
通常,本发明的活性化合物组合物以现成的混和物施用。但在活性组合物中的活性化合物也能分别制备,在施用时混和,即以桶(tank)混和物的形式施用。
新的活性化合物原样或其制剂形式也可以用作与其它已知除草剂的混合物,终制剂或也可以是桶混物。也可以是与其它已知活性化合物如杀真菌剂、杀虫剂、杀螨剂、杀线虫剂、驱鸟剂、生长促进剂、植物营养物和土壤调节剂的混合物。此外,对于特定的目的,同样有利的是,特别是当使用苗后方法时,掺入被植物耐受的矿物或植物油(例如“Oleo Dupont HE”,它是商业可得的),或是掺入铵盐和硫酸铵或硫氰酸铵盐,作为制剂中的附加添加物。
本发明之新颖活性化合物组合可以以其原样,其制剂形式或由通过将之稀释制备的使用形式使用,例如以直接使用溶液、悬浮液、乳液、粉末、膏和颗粒形式使用。它们用常见的方式使用,例如通过浇水、喷雾、弥雾、喷粉或撤施。
本发明活性化合物组合的施用量可以在一定的范围内变化;它们取决于特别是气候和土壤条件。通常,施用量为0.01至10kg/ha,优选0.03至5kg/ha,特别是0.05至3.0kg/ha。
本发明活性化合物组合可以在植物萌发前和后施用,即通过苗前和苗后的方法。
本新颖活性化合物组合的良好除草活性由下列实施例证明。虽然单个活性化合物在其除草活性方面较弱,但本发明组合物显示出非常有效的除草效果,且这种防治效果超过单个活性化合物活性的简单总和。
在除草剂上,当活性化合物组合的除草活性超过单独施用的活性化合物之活性时,则总是存在着增效作用。
两种除草剂的给定组合之预期活性可以计算如下(参见,Colby,SR“Calculating synergistic and antagonistic response of herbicide combinatiosn”Weed15,pp20-22,1967):
如果X=%在施用量为p kg/ha的情况下,除草剂A(第1组活性化合物)损害率,且
Y=%在施用量为q kg/ha的情况下,除草剂B(第2组活性化合物)损害率,且
E=%在施用量为p和q kg/ha的情况下,除草剂A和B的预期损害,
下列实施例揭示(所发现的本发明活性化合物组合的除草活性,超过计算值,即本新颖活性化合物组合具有增效作用。应用实施例
制备试验所需的活性化合物制剂时,称量出适当量式(I)杂芳基乙酰胺的水可分散制剂(WP)和式(II)和/或(III)的商业可得制剂,并用水稀释至所需浓度,通过混合,制备出两种活性化合物的各种组合。A)温室苗后试验
将高度为5-15cm的试验植物用活性化合物喷雾,每单位面积施用特定量的活性化合物。选择喷雾液的浓度,使得可以500升水/ha施用特定量的所需活性化合物。处理后,将试验植物置于控制条件(温度、空气温度、光)下的温室中,直到进行评价。三周后,将对植物的损害程度与未处理对照植物的发育相比较进行评级,定出损害%。数字是指0%=无作用/损害(与未处理对照相同)100%=完全毁灭
活性化合物,施用量和结果列于下表中。表1苗后方法获得的(I)炔草酯(和(I)与炔草酯对风草的除草活性。
表2:通过苗后方法获得的(I)、噁唑禾草灵和(I)与噁唑禾草灵桶混物对风草的除草活性
表1和表2说明:观测值=观测到的活性或损害(以%计)计算值=采用上述COLBY公式计算的活性或损害(以%计)a.i.=活性成分
制剂 | 施用量ga.i/ha | 对风草的除草活性% | |
观测值 | 计算值 | ||
(I)(I)(I) | 603015 | 404020 | |
炔草酯炔草酯 | 3015 | 100 | |
(I)+炔草酯 | 60+30 | 80 | 46 |
(I)+炔草酯 | 30+30 | 70 | 46 |
(I)+炔草酯 | 15+30 | 50 | 28 |
(I)+炔草酯 | 60+15 | 60 | 40 |
(I)+炔草酯 | 30+15 | 50 | 40 |
(I)+炔草酯 | 15+15 | 30 | 20 |
制剂 | 施用量ga.i./ha | 对风草的除草活性% | |
观测值 | 计算值 | ||
(I) | 60 | 40 | |
噁唑禾草灵噁唑禾草灵 | 3015 | 200 | |
(I)+噁唑禾草灵 | 60+30 | 60 | 52 |
(I)+噁唑禾草灵 | 60+15 | 50 | 40 |
噁唑禾草灵(II)或炔草酯(III)使用的是下列商业可得制剂:(II)为RRALON060EW(水乳剂)(AgrEvo)(III)为RTOPIK 240EC(乳油)(Novartis).
Claims (5)
2.根据权利要求1的增效除草组合物,其特征在于,每份重量的式(I)活性化合物采用0.1至30份重量的式(II)或(III)活性化合物。
3.防治杂草的方法,其特征在于,使权利要求1或2的组合物作用于杂草和/或其栖生地。
4.权利要求1或2的组合物防治杂草的应用。
5.制备除草组合物的方法,其特征在于,将权利要求1或2的活性化合物组合与填充剂和/或表面活性剂混合。
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RU2269537C2 (ru) | 1999-09-07 | 2006-02-10 | Зингента Партисипейшнс Аг | Фенилзамещенные гетероциклические 1,3-кетоенолы, способ их получения, гербицидное средство на их основе и способ борьбы с ростом нежелательной растительности |
DE19947918A1 (de) * | 1999-10-06 | 2001-04-12 | Bayer Ag | Selektive Herbizide auf Basis von Pyrimidin-Derivaten |
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AR036580A1 (es) * | 2001-09-27 | 2004-09-15 | Syngenta Participations Ag | Composicion herbicida |
MY145646A (en) * | 2002-11-21 | 2012-03-15 | Syngenta Participations Ag | Herbicidal composition |
CN101700023B (zh) * | 2009-10-21 | 2012-07-25 | 张志高 | 炔草酯精噁唑禾草灵除草组合物 |
CN101715768B (zh) * | 2009-12-08 | 2013-07-17 | 安徽丰乐农化有限责任公司 | 炔草酸·精噁唑禾草灵复配除草剂 |
CN102239854A (zh) * | 2011-05-18 | 2011-11-16 | 利尔化学股份有限公司 | 除草农药组合物 |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4130413A (en) * | 1976-09-10 | 1978-12-19 | Hoechst Aktiengesellschaft | Heterocyclic phenyl ethers and herbicides containing same |
EP0248968A1 (de) * | 1986-06-12 | 1987-12-16 | Ciba-Geigy Ag | (R)-2-[4-(5-Chlor-3-fluorpyridin-2-yloxy)-phenoxy]-propionsäure-propinylester mit herbizider Wirkung |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE4223465A1 (de) * | 1992-07-16 | 1994-01-20 | Bayer Ag | Herbizide Mittel auf Basis von Heteroaryloxyacetamiden |
DE59407572D1 (de) * | 1993-02-18 | 1999-02-18 | Hoechst Schering Agrevo Gmbh | Synergistische Mischungen zur Bekämpfung von Ackerfuchsschwanz |
DE4317323A1 (de) * | 1993-05-25 | 1994-12-01 | Bayer Ag | N-(4-Fluor-phenyl)-heteroaryloxyacetamide |
DE4428982C1 (de) * | 1994-08-16 | 1996-05-15 | Hoechst Schering Agrevo Gmbh | Neue synergistische Herbizide, insbesondere zur Bekämpfung von Ackerfuchsschwanz |
DE19546751B4 (de) * | 1994-12-23 | 2005-02-17 | Bayer Cropscience Ag | Selektive Herbizide auf Basis von Heteroaryloxy-acetamiden |
-
1997
- 1997-07-04 DE DE19728568A patent/DE19728568B4/de not_active Expired - Lifetime
- 1997-07-14 CA CA 2210273 patent/CA2210273C/en not_active Expired - Lifetime
- 1997-07-16 FR FR9709008A patent/FR2751174B1/fr not_active Expired - Lifetime
- 1997-07-16 GB GB9714993A patent/GB2315413B/en not_active Expired - Fee Related
- 1997-07-17 CN CN97117976A patent/CN1081440C/zh not_active Expired - Lifetime
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4130413A (en) * | 1976-09-10 | 1978-12-19 | Hoechst Aktiengesellschaft | Heterocyclic phenyl ethers and herbicides containing same |
EP0248968A1 (de) * | 1986-06-12 | 1987-12-16 | Ciba-Geigy Ag | (R)-2-[4-(5-Chlor-3-fluorpyridin-2-yloxy)-phenoxy]-propionsäure-propinylester mit herbizider Wirkung |
Also Published As
Publication number | Publication date |
---|---|
GB2315413B (en) | 2000-03-08 |
CN1179885A (zh) | 1998-04-29 |
DE19728568B4 (de) | 2007-06-14 |
FR2751174B1 (fr) | 2000-04-07 |
GB2315413A (en) | 1998-02-04 |
FR2751174A1 (fr) | 1998-01-23 |
CA2210273A1 (en) | 1998-01-17 |
GB9714993D0 (en) | 1997-09-24 |
DE19728568A1 (de) | 1998-01-22 |
CA2210273C (en) | 2007-10-02 |
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