CN1126422A - 作物保护活性化合物的含水的多相稳定成品制剂及其制备 - Google Patents
作物保护活性化合物的含水的多相稳定成品制剂及其制备 Download PDFInfo
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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
- 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
- A01N25/02—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 liquids as carriers, diluents or solvents
- A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
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- Toxicology (AREA)
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- Dispersion Chemistry (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- Wood Science & Technology (AREA)
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Abstract
本发明描述了一种作物保护活性化合物的含水的多相稳定成品制剂,其中除水之外它还包含:
a)10至700g/l的一或多种作物保护活性化合物,
b)5至150g/l的一或多种分散剂,
c)50至500g/l的一或多种湿润剂,
d)0.5至5g/l的一或多种增稠剂和
e)如适宜有机溶剂。
本发明还描述了上述制剂的制备方法。
Description
本发明描述了一种作物保护活性化合物的含水的多相稳定成品制剂,其中除水之外它还包含:
a)10至700g/l的一或多种作物保护活性化合物,
b)5至150g/l的一或多种分散剂,
c)50至500g/l的一或多种湿润剂,
d)0.5至5g/l的一或多种增稠剂和
e)如适宜,有机溶剂。
本发明还涉及制备上述成品制剂的方法和用作物保护活性化合物制备上述类型的成品制剂的应用。
为了在被处理植物上获得均匀的湿润,促进被处理植物吸收活性化合物和帮助活性化合物在被处理植物中运送,在使用前可将其它的助剂、例如湿润剂加入到作物保护活性化合物中。即可以将这些助剂事先加入到作物保护活性化合物的制剂中,也可让使用者将它们加入到活性化合物的喷雾液中。
为了使用者操作简单和安全和没有称量这些助剂的麻烦,而且为了避免不得不另外处理的包装品,优选的作物保护活性化合物的制剂是事先含有上述类型助剂的制剂。
由于这些湿润剂通常是液体或蜡状化合物,它们只可以在制备固体制剂的特定情况下使用。可是,为了获得均匀粉末状的固体制剂,不得不在一个单独的工序中,将液体湿润剂吸收入如硅胶的有吸附能力的材料上并研磨,这会明显地提高制剂的成本,同时限制了湿润剂的使用量。对使用者来讲,高浓度稳定多相混合物是较好的,这是由于它们在生物活性方面最优化,而且不存在在喷雾桶中混合的问题(D.Seaman,Pesticide Sci.,1990,29,437—449;Trendsin the Formulation of Pesticides)。因此,通常销售的是液体成品制剂(作物保护活性化合物和助剂的制剂)。
例如,乳油(EC)和浓悬浮剂(SC)是文献中已知的作物保护活性化合物的液体制剂(参见:Th.F.Tadros,Disperse Systems inPesticidal Formulations;Advancsein Colloid and Inter face Sci-ence,32(1990)205—234),在乳油和浓悬浮剂中,有机溶剂和水分别被用作介质或载体。
乳油制剂的缺点是使用相当大量的、通常是易燃的有机溶剂,其结果是增加对使用者的危害并增加环境的污染。
另一方面,在制备适合的浓悬浮制剂中,使其本身困惑的问题,是由于通常使用的湿润剂在水中的溶解性不好,不能获得均匀或均匀稳定的制剂。
本发明的一个目的是提供一种不具有上述缺点的作物保护活性化合物和助剂的相稳定成品制剂。
我们现在已找到在本文开头所描述的成品制剂。另外还发现了制备上述类型的成品制剂的方法。
根据本发明的成品制剂通常含有10至700g/l、优选50至600g/l、特别是100至500g/l的一或多种作物保护活性化合物。
在根据本发明的成品制剂中,熔点至少为50℃的所有作物保护活性化合物基本上都可以制备。如果在制备中采用适合的方法,通常也可能制备较低熔点的作物保护活性化合物。
适合的作物保护活性化合物的实例特别是:2一氯—4—乙基氨基—6—异丙基氨基—1,3,5—三嗪(秀去津),1H—苯并咪唑—2—基氨基甲酸甲酯(多菌灵),5—氨基—4—氯—2—苯基哒嗪—3(2H)—酮(杀草敏),苯基氨基甲酸3—乙氧基羰基氨基苯基酯(异苯敌草),对—(2R,3S)—3—(2—氯苯基)—2—(4—氟苯基)—2—〔(1H—1,2,4—三唑—1—基)甲基〕环氧乙烷(环氧康唑),N,N—二甲基—N′—〔4—(1—甲基乙基)苯基〕脲(异丙隆),2—氯—N—(2,6—二甲基苯基)—N—(1H—吡唑—1—基甲基)乙酰胺(吡草胺),3—(4—溴苯基)—N—甲氧基—N—甲基脲)(秀谷隆),(3—甲基苯基)氨基甲酸3—〔(甲氧羰基)氨基〕苯基酯(甜菜宁),〔1,2—亚苯基双(亚氨基羰基硫基〕双氨基甲酸二甲基酯(甲基硫菌灵)和(R,S)—3—(3,5—二氯苯基)—5—乙烯基—5—甲基—2,4—噁唑烷二酮(乙烯菌核利),特别优选的是环氧康唑。
根据本发明的成品制剂另外还含有5至150g/l、优选20至120g/l、特别优选40至80g/l的一或多种分散剂(B)。
适合的分散剂(乳化剂)(B)即可以是通过位阻效应作用型的化合物(B1),也可以是具有静电作用的阴离子分散剂(B2)。
可使用具有下述结构类型的市售阴离子和非离子水溶分散剂:R1—SO3盐,R2—SO4盐,R3—(EO)n—H,R3—(PO)n—H,R3—(EO)n—(PO)m—H。
在上式中,取代基和使用的符号具有下述含义R1—具有1至20个碳原子、优选具有8至18个碳原子的直链或支链烷基,例如十二烷基;
—芳基,例如:苯基或苯基;
—带有上述直链或支链烷基的芳基、特别是苯基,例如十二烷基苯基;
—苯酚与脲和甲醛的缩合产物;R2—具有1至20个碳原子、优选具有8至18个碳原子的直链或支链烷基,例如十二烷基;
—具有2至5个乙氧基单元并带有直链或支链烷基的聚乙氧化物;
—具有2至25个乙氧基单元并带有被直链或支链烷基取代的芳基的聚乙氧化物,例如具有20个乙氧基单元的壬基苯基聚乙氧化物;R3—具有1至20个碳原子、优选8至18个碳原子的直链或支链烷基,例如十二烷基;
—带有上述直链或支链烷基的芳基、特别是苯基,例如十二烷基苯基;n和m各自独立地为4至12的整数,EO为环氧乙烷单元,和PO为氧化丙烯单元。
适合的非离子分散剂还可以是下式的环氧丙烷/环氧乙烷嵌段共聚物:其中,选择的X、Y和Z使得总分子量大于1,000。在实际中使用的上述表面活性剂通常为几种不同X、Y和Z值的上式化合物的混合物。结果,各部分也可以是这些系数计算的平均值。这些已知化合物,可以通过将环氧乙烷加合到聚环氧化丙烯上而制备。实例为PLURONICRPE6200和PLURONICRPE10500。
适合的阴离子分散剂(B2)一般为分子量为300至1,500并具有阴离子基团的聚合物。与含有较高分子量的聚合物的制剂相比,使用低分子量的聚合物的结果是成品制剂的粘度降低。
可使用的分散剂是常规用作作物保护剂制剂助剂的所有表面活性物质。优选的分散剂是苯酚磺酸、脲和甲醛缩合产物的纳盐。上述缩合产物例如在DE—A1113457和DE—A1178081中曾被描述过。上述类型的化合物的实例是WettolRDl(BASF)。
嵌段共聚物中,优选含有分子量3000至3,500的聚氧化丙烯中心嵌段和含量为50%的环氧乙烷,即它是总分子量大约6,000至7,000的产物。上述分散剂的实例是BASF—Wyandotte公司的PluronicR—注册商标。
根据本发明的成品制剂即可含有位阻活性的分散剂(B1)也可含有阴离子分散剂(B2)或B1和B2的混合物。当使用(B1)类和(B2)类的分散剂时,(B1)/(B2)重量比一般为1∶1至5∶1,优选1∶1至3∶1,特别优选1∶1至2∶1。
在本发明的多相混合物中可使用下述产品作为湿润剂(C):—聚氧化乙烯/聚氧化丙烯嵌段共聚物,例如在US—A2,677,700、US—A2,674,619和EP—A298909中所公开的;特别适合的上述类型的市售产品例如是商标为PLURONICR(BASF WyandotteCorp.)的产品,即:PLURONICRPE3100,PE6100和PE8100。—聚氧化乙烯或聚氧化乙烯/聚氧化丙烯脂肪醇,例如在GB—A643422或Satkowski等人在Ind.Eng.Chem.49(1957)1875中所公开的;特别适合的上述类型的市售产品例如是商标为WETTOLLF(产自:BASF)的产品。—聚氧化乙烯—或聚氧化乙烯/聚氧化丙烯脂肪胺,例如制剂手册中已知的Stache.Tensidtaschenbuch,Carl Hauser—VerlagMunchen,第二版133页;特别适合的上述类型的市售产品例如为ATPLUSR(产自:Atlas)和EthomeenR(产自:Akzo)。—脂肪酸酯或脂肪酸酯乙氧化物,例如在US—A1,914,100中所公开的;特别适合的上述类型的市售产品例如是商品名为ARLACEL-、ATMERR、ATMOSR和ATPER(产自:Atlas)的产品。—聚氧化乙烯—或聚氧化乙烯/聚氧化丙烯氧醇类,例如在US—A2,508,035、US—A2,508,036、US—A2,617,830中所公开的;特别适合的上述类型的市售产品例如是商品名为LUTENSOL AOR和LUTENSOL TOR(产自:BASF)的产品。—聚氧化乙烯—或聚氧化乙烯/聚氧化丙烯烷基酚类,例如在FR—A842943中所公开的;特别适合的上述类型的市售产品例如为商品名为LUTENSOL APR(产自:BASF)的产品。
根据本发明的成品制剂含有50至500g/l、优选50至400g/l、特别优选100至300g/l的湿润剂(C)。
在成品制剂中的湿润剂(C)通过促进活性化合物在植物表面和植物内湿润和/或运送用来帮助制剂发挥生物活性。
本发明成品制剂中的适合的湿润剂基本上是在水中的CMC<1%、优选1×10-5%至1×10-2%的湿润剂。
根据使用的湿润剂的性质,通过加入有机溶剂稳定成品制剂是较好的。是否需要加入溶剂通常取决于所使用的湿润剂对水的界面张力。当使用具有相对高的界面张力的湿润剂时,则无需加入有机溶剂。如果使用具有相对低的界面张力的湿润剂,至少需要加入湿润剂量的10%重量的有机溶剂。通常,最多需要湿润剂量的150%重量的溶剂。更大量的溶剂不会给成品制剂带来稳定性差的缺点。它们仅可导致有害环境污染的增加而且是不经济的。
所使用的湿润剂或湿润剂和使用的有机溶剂的混合物在20℃相对于水的界面张力优选为至少3×10-1mN/m。为了消除混合的影响,在加入后应立即测定界面张力。
当应用另外的有机溶剂时,还要考虑的是使用的作物保护活性化合物在上述溶剂中的溶解度应小于5%,因为否则的话,在成品制剂相当长的贮藏期内,会出现活性化合物的结晶,奥斯托瓦尔结晶生长的结果会导致制剂的不稳定。
适合的溶剂的实例是以烷基苯为基础的芳香烃类,例如:二甲苯,甲苯,三甲基苯,甲基乙基苯,二甲基乙基苯,二乙基苯,四甲基苯和五甲基苯。芳烃的混合物、如名为SolvessoR(Esso制造)或SheUsolR(Shell制造)的市售溶剂是特别适合的。可使用的纯的脂族溶剂是石蜡油(例如:LinparR:产自Wintershall的C14—C17烃馏分),但也可以是能使湿润剂充分溶解的天然油类,如油莱籽油和豆油。
使用的增稠剂是文献中已知的聚多糖,优选为黄原胶,如KelzanR(产自Kelco,USA)或RhooopolR(产自:Rhone—Poulenc)。
使用的增稠剂的量通常为0.5至5g、/l优选1至3g/l。
为了制备稳定的成品制剂,使用的常规方法是首先通过现有技术中已知的方法〔参见,例如:EP—A0017001〕制备一或多种固体作物保护活性化合物、一或多种分散剂和增稠剂的浓悬浮液,然后将上述浓悬浮液与湿润剂—如果需要—以及有机溶剂混合。
通过研磨各种成分(在分散介质中的作物保护活性化合物、分散剂和增稠剂)制备浓悬溶液。在此通常用水作为分散介质。
在浓悬浮液存在的固体颗粒的粒径范围为20至90%<2微米(用Cilas粒度计715测定,得自法国Cilas.Marcoussis)。如果分散剂的颗粒太粗,会增强沉积作用的出现;相反,如果分散的颗粒太细,会导致液体和固体颗粒聚集造成絮状沉积。
然后将由此获得的浓悬浮液以适当方式与湿润剂或湿润剂与有机溶剂的混合物混合,然后用水稀释。
常规使用的方法是以液滴的形式将湿润剂或湿润剂和有机溶剂的混合物分散在浓悬浮液中。分散时,需要少量的能量以防止絮结较大液滴。另一方面,不能超过最大的能量。优选地,在混合中的能量密度通常为0.2至20wh/l,优选1至3wh/l。使用常规的混合器和分散器可将液滴破碎。特别优选使用转动/定子型的环形孔磨。
在上述方法中,本发明稳定的多相混合物的形成在10至30℃、优选15至25℃的温度范围内进行是合适的,这是因为太高的温度时,热扩散过程对颗粒的稳定性造成损害,同时太低的温度下,由于粘度的降低会妨碍有机液相的破坏。
除了上述必要的成分外,还可将如抗冻剂、杀菌剂和消泡剂的添加剂加入到本发明的成品制剂中。
乳化步骤,即将液滴状的湿润剂或湿润剂和溶剂的混合物分散在水介质中的步骤,对本发明多相混合物特别重要。根据文献的数据(参见:H.Schubert等人,Chem.Ing.—Tech.61(9),701〔1989〕),破碎的能力与界面张力和韦伯数(在分散相和连续相之间粘度差)成反比,并与雷诺张力(剪切率差乘以连续相的密度)成正比。
由于在本发明成品制剂中加入高浓度的湿润剂的结果是存在特别低的界面张力,使用很少的能量已能进行细分散处理。用本发明的成品制剂进行试验发现湿润剂的明显的两极结构,它们在水中以胶囊结构存在,尽管界面张力落入不再可以测量的低值范围,仍可获得不同的结果。
基于上述发现,可以假定在上述情况下,胶囊成分不能形成稳定的分离相,且通过加入对湿润剂有好的溶解能力的非极性添加剂一定会抑制或阻止胶囊结构的形成。结果,界面张力再次增加到可测量的较高值。对于新形成液滴的稳定,快速占据根据吉布斯等温线公式获得的动态平衡后形成的新的相界面也是重要的。上述吸收平衡和与之明显相关的占领状态密度特别快速和完全的恢复是以使用实施例中所述的分散剂所得到的稳定作用为基础的。
本发明的成品制剂在贮藏中是稳定的,即,即使贮藏相当长的时间也不会出现相分离或絮凝形成分相混合物。本发明的制剂给使用者带来的更进一步的好处是提供了一种作物保护活性化合物或多种作物保护活性化合物与湿润剂组合的生物活性最佳和易于使用的制备物。使用者不再需要分别称量助剂。
下述表1至11列示了本发明成品制剂的实例。
表1:
组分 | 量 [g/l] | 名称 |
A 活性化合物mpound | 200 | 杀草敏 |
B1 分散剂 1 | 30 | PluronicPE10500 |
B2 分散剂 2 | 20 | WettolD1 |
C 湿润剂 | 100 | WettolLF204 |
E 溶剂 | 100 | 二甲苯 |
D 增稠剂 | 2 | KelzanS |
表2
组分 | 量[g/l] | 名称 |
A 活性化合物 | 100 | 异苯敌草 |
B1 分散剂1 | 30 | PluronicPE10500 |
B2 分散剂2 | 20 | WettolD1 |
C 湿润剂 | 200 | WettolLF700 |
E 溶剂 | 150 | Solvesso200 |
D 增稠剂 | 2 | KelzanKQ14b |
表3:
组分 | 量[g/l] | 名称 |
A 活性化合物 | 300 | 莠去津 |
B1 分散剂 1 | 20 | PluronicPE10500 |
B2 分散剂 2 | 20 | WettolD1 |
C 湿润剂 | 100 | PluronicPE6100 |
E 溶剂 | 100 | 甲苯 |
D 增稠剂 | 1.5 | Rhodopol23 |
表4:
组分 | 量[g/l] | 名称 |
A 活性化合物 | 300 | 乙烯菌核利 |
B1 分散剂 1 | 30 | PluronicPE10500 |
B2 分散剂 2 | 30 | WettolD1 |
C 湿润剂 | 100 | Arlacel121 |
E 溶剂 | 80 | 甲苯 |
D 增稠剂 | 1 | RhodopolAX |
表5:
组分 | 量[g/l] | 名称 |
A 活性化合物 | 300 | 乙烯菌核利 |
B1 分散剂 1 | 30 | PluronicPE10500 |
B2 分散剂 2 | 30 | WettolD1 |
C 湿润剂 | 100 | Atmer105 |
D 增稠剂 | 1.5 | Rhodopol23 |
表6:
组分 | 量[g/l] | 名称 |
A 活性化合物 | 200 | 秀谷隆 |
B1 分散剂 1 | 30 | PluronicPE10500 |
B2 分散剂 2 | 40 | WettolD1 |
C 湿润剂 | 100 | Atmos300 |
E 溶剂 | 50 | 石蜡油 C14-C17-Linpar |
D 增稠剂 | 2 | RhodopolMD |
表7
组分 | 量[g/l] | 名称 |
A 活性化合物 | 150 | 环氧康唑 |
B1 分散剂 1 | 30 | PluronicPE10500 |
B2 分散剂 2 | 40 | WettolD1 |
C 湿润剂 | 200 | WettolLF700 |
E 溶剂 | 150 | Solvesso200 |
D 增稠剂 | 1 | KelzanS |
表8:
组分 | 量[g/l] | 名称 |
A 活性化合物 | 150 | 环氧康唑 |
B1 分散剂 1 | 30 | PluronicPE10500 |
B2 分散剂 2 | 40 | WettolD1 |
C 湿润剂 | 100 | LutensolA03 |
E 溶剂 | 50 | Solvesso200 |
D 增稠剂 | 3 | Kelzan |
表9:
组分 | 量[g/l] | 名称 |
A 活性化合物 | 150 | 环氧康唑 |
B1 分散剂 1 | 30 | PluronicPE10500 |
B2 分散剂 2 | 40 | WettolD1 |
C 湿润剂 | 100 | LutensolAP6 |
E 溶剂 | 100 | Xylene |
D 增稠剂 | 3 | RhodopolAX |
表10:
组分 | 量[g/l] | 名称 |
A 活性化合物 | 150 | 异丙隆 |
B1 分散剂 1 | 20 | PluronicPE10500 |
B2 分散剂 2 | 30 | WettolD1 |
C 湿润剂 | 100 | EthomeenT/25 |
E 溶剂 | 150 | Solvesso200 |
D 增稠剂 | 3 | RhodopolMD |
表11:
组分 | 量[g/l] | 名称 |
A 活性化合物 | 150 | 环氧康唑 |
B2 分散剂 2 | 50 | SoprophorFL |
C 湿润剂 | 100 | WettolLF700 |
E 溶剂 | 100 | 三甲基苯 |
D 增稠剂 | 2 | KelzanS |
将表1至11列示的混合物各自用水补足为1,000ml。
制备实施例
实施例1
将400g杀草敏、40g PLURONIC PER10500、40g WETTOLD1R、40g 1,2—丙二醇、3.2g KELZANR Sa、40g PROXEL-RGXLb和3.0g SILICOM SREc用水补足为1l,然后在球磨机中磨成80%的粒径<2微米(通过Cilas715测定)的颗粒。
用螺旋桨式搅拌器,以1wh/l的能量密度搅拌下,在室温将500ml60重量份WETTOLRLF700d与40重量份SOLVESSOR-200e的溶液加入到上述悬浮液中。
由此制备的制剂在20℃和剪切率为100s-1的粘度为110mPas。得到的稳定多相混合物中68%的颗粒的粒径<2微米。
a黄原胶增稠剂,Kelco Co.
b杀细菌剂,ICI
c消泡剂,Wackerchemie
dC12—C14脂肪醇烷氧化物,BASF
eC11/C12烷基苯衍生物,EXXON
实施例2至12
根据实施例1的方法制备表1至11中的组合物,通过将活性化合物A与分散剂B1和(如果适合)分散剂B2、增稠剂D和4.0ProxelRGXL用水补足成1l,然后在球磨机中磨成70%的粒径<2微米(通过Cilas 715i测定)的颗粒。
如果适合将C成分溶解,伴随搅拌加入到悬浮液中,用带有闭孔或很小开孔的旋转/定子磨(K/60/S型,购自Probst和Klaus,Rastatt)、在2wh/l的能量密度下制备。
权利要求书
按照条约第19条的修改
1.一种作物保护活性化合物的含水的多相稳定成品制剂,其中除水之外它还包含a)10至700g/l的一或多种作物保护活性化合物,b)10至70g/l作为分散剂的一或多种嵌段共聚物,其组成为分子量3,000至3,500的聚氧化丙烯中间嵌段和剩余的含有环氧乙烷单元的嵌段,其总分子量6000至7000,c)5至80g/l阴离子分散剂,d)50至500g/l选自聚氧化乙烯和聚氧化乙烯—聚氧化丙烯脂肪醇的湿润剂,e)0.5至5g/l的一或多种增稠剂和f)如适宜,有机溶剂。
2.根据权利要求1的成品制剂,其中含有作为作物保护活性化合物的环氧康唑。
3.根据权利要求1或2的成品制剂,其中使用的湿润剂在蒸馏水中的CMC为1×10-5至1×10-2%。
4.根据权利要求1至3中任一项要求的成品制剂,其中使用的湿润剂在20℃对水的表面张力至少为3×10-1mN/m。
5.权利要求1至4中任一项要求的成品制剂的制备方法,其中包括a)通过研磨制备10至700g/l的一或多种固体作物保护活性化合物、权利要求1(b)中所述的一或多种分散剂、权利要求1(c)中所述的分散剂和0.5至5g/l的一或多种增稠剂的浓悬浮液,b)将上述浓悬浮液与权利要求1(d)中所述的湿润剂的—如适宜—有机溶剂混合,和c)将上述混合物分散在水中。
6.根据权利要求5的成品制剂的制备方法,其中在混合时的能量密度是0.2至20wh/l。
7.用作物保护活性化合物制备权利要求1至4中任一的成品制剂的用途。
Claims (8)
1.一种作物保护活性化合物的含水的多相稳定成品制剂,其中除水之外它还包含:
a)10至700g/l的一或多种作物保护活性化合物,
b)5至150g/l的一或多种分散剂,
c)50至500g/l的一或多种湿润剂,
d)0.5至5g/l的一或多种增稠剂和
e)如适宜,有机溶剂。
2.根据权利要求1的作物保护活性化合物的成品制剂,其中含有
b1)10至70g/l的位阻活性的分散剂,和
b2)5至80g/l的阴离子分散剂。
3.根据权利要求1的作物保护活性化合物的成品制剂,其中含有
b1)10至70g/l的位阻活性的分散剂,或
b2)5至80g/l的阴离子分散剂。
4.根据权利要求1的作物保护活性化合物的成品制剂,其中使用的湿润剂在蒸馏水中CMC为1×10-5至1×10-2%。
5.根据权利要求1的作物保护活性化合物的成品制剂,其中使用的湿润剂在20℃对水的表面张力至少为3×10-1mN/m。
6.权利要求1的作物保护活性化合物成品制剂的制备方法,其中包括:
a)通过研磨制备一或多种固体作物保护活性化合物、一或多种分散剂和一或多种增稠剂的浓悬浮液,和
b)将上述浓悬浮液与湿润剂和—如适宜—有机溶剂混合,
并将上述混合物分散于水中。
7.根据权利要求6的作物保护活性化合物成品制剂的制备方法,其中在混合时的能量密度为0.2至20wh/l。
8.用作物保护活性化合物制备权利要求1的成品制剂的用途。
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DE4322211A DE4322211A1 (de) | 1993-07-03 | 1993-07-03 | Wäßrige, mehrphasige, stabile Fertigformulierung für Pflanzenschutz-Wirkstoffe und Verfahren zu ihrer Herstellung |
DEP4322211.0 | 1993-07-03 |
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Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN101351120A (zh) * | 2005-10-28 | 2009-01-21 | 巴斯夫欧洲公司 | 包含聚烷氧基化物的固体植物保护剂,其制备方法及其用途 |
Families Citing this family (255)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6124301A (en) * | 1998-03-17 | 2000-09-26 | American Cyanamid Company | Enhancement of the efficacy of triazolopyrimidines |
DE19834028A1 (de) | 1998-07-28 | 2000-02-03 | Wolman Gmbh Dr | Verfahren zur Behandlung von Holz gegen den Befall durch holzschädigende Pilze |
AUPQ017599A0 (en) * | 1999-05-05 | 1999-05-27 | Victorian Chemicals International Pty Ltd | Adjuvant composition for chemicals used in agriculture |
US8853696B1 (en) | 1999-06-04 | 2014-10-07 | Semiconductor Energy Laboratory Co., Ltd. | Electro-optical device and electronic device |
AUPQ579800A0 (en) | 2000-02-23 | 2000-03-16 | Victorian Chemicals International Pty Ltd | Plant growth hormone compositions |
PL358278A1 (en) | 2000-03-13 | 2004-08-09 | Basf Aktiengesellschaft | Agrotechnical formulation |
FR2806878A1 (fr) * | 2000-03-30 | 2001-10-05 | Aventis Cropscience Sa | Nouveau concentre fluidifiable monophasique comme composition pesticide et/ou regulatrice de croissance |
US7060659B2 (en) | 2000-10-17 | 2006-06-13 | Victorian Chemicals International Pty Ltd | Herbicide composition |
WO2002035932A1 (en) * | 2000-11-01 | 2002-05-10 | Kemtek Ltda. | Emulsifiable colloid concentrate compositions |
EP1404368B1 (en) * | 2001-06-07 | 2009-12-09 | Wyeth Holdings Corporation | Mutant forms of cholera holotoxin as an adjuvant |
US7087239B2 (en) * | 2001-09-25 | 2006-08-08 | Basf Aktiengesellschaft | Crystalline hydrates of anilide derivatives |
CA2545550A1 (en) | 2003-12-02 | 2005-06-16 | Basf Aktiengesellschaft | 2-methyl-6-solanylbenzoquinone methyltransferase as target for herbicides |
DE102004031158A1 (de) | 2004-06-28 | 2006-01-19 | Basf Ag | Verwendung von Ethergruppen enthaltenden Polymeren als Lösungsvermittler |
DE102005003821A1 (de) | 2005-01-27 | 2006-08-10 | Wella Ag | Mittel zur Färbung von Keratinfasern |
ATE518423T1 (de) | 2005-02-22 | 2011-08-15 | Basf Se | Zusammensetzung und verfahren zur verbesserung der gesundheit von pflanzen |
EP3581024A1 (en) | 2005-03-02 | 2019-12-18 | Instituto Nacional de Tecnologia Agropecuaria | Herbicide-resistant rice plants, polynucleotides encoding herbicide-resistant acetohydroxyacid synthase large subunit proteins, and methods of use |
BRPI0612232A2 (pt) | 2005-06-16 | 2011-01-04 | Basf Ag | Método para proteger uma planta que desenvolve de uma semente contra uma praga, formulação de tratamento de semente, e, usos de uma semente e de um composto |
HUE029181T2 (en) | 2005-07-01 | 2017-02-28 | Basf Se | Polynucleotides encoding herbicide-resistant sunflower plants, herbicide-resistant acetohydroxyacetic acid synthase high-subunit protein, and their application methods |
DK1904475T3 (da) | 2005-07-07 | 2011-11-21 | Basf Se | N-thioanthranilamid-forbindelser og deres anvendelse som pesticider |
DE102005051830A1 (de) * | 2005-10-28 | 2007-05-03 | Basf Ag | Polyalkoxylat-haltige Feststoffformulierungen, Verfahren zu ihrer Herstellung und ihre Verwendung |
EP1820536B1 (en) | 2006-02-18 | 2011-12-14 | Wella GmbH | Coloring agents for keratin fibers |
EP1820537A1 (en) | 2006-02-18 | 2007-08-22 | Wella Aktiengesellschaft | Agents for coloring keratin fibers |
KR101440162B1 (ko) | 2006-06-22 | 2014-09-12 | 바스프 에스이 | 말로노니트릴 화합물 |
MX2009004323A (es) | 2006-11-10 | 2009-05-05 | Basf Se | Nueva modificacion cristalina. |
JP5931322B2 (ja) | 2006-11-10 | 2016-06-08 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | フィプロニルの結晶変態 |
UA110598C2 (uk) | 2006-11-10 | 2016-01-25 | Басф Се | Спосіб одержання кристалічної модифікації фіпронілу |
BRPI0718715B8 (pt) | 2006-11-10 | 2021-03-23 | Basf Se | modificação cristalina iv de fipronil contendo acetona co-cristalizada, fipronil sólido, processos para preparar as modificações cristalinas iv, v e i, mistura pesticida ou parasiticida e composição pesticida ou parasiticida |
TWI484910B (zh) | 2006-12-01 | 2015-05-21 | Du Pont | 甲醯胺殺節肢動物劑之液體調配物 |
KR20090111336A (ko) | 2007-01-19 | 2009-10-26 | 바스프 에스이 | 1-메틸피라졸-4-일카르복실산 아닐리드 및 아졸로피리미디닐아민의 살진균 혼합물 |
KR20090107070A (ko) | 2007-01-26 | 2009-10-12 | 바스프 에스이 | 동물 해충 ⅱ의 퇴치를 위한 3-아미노-1,2-벤즈이소티아졸 화합물 |
EP1952690A3 (en) | 2007-01-31 | 2009-04-22 | Basf Se | Pesticidal mixtures based on triazolopyrimidines and insecticides |
EP1952691A3 (en) | 2007-01-31 | 2008-09-17 | Basf Se | Method for improving plant health by application of a triazolopyrimidine derivative |
EP2109362A2 (en) * | 2007-02-14 | 2009-10-21 | Basf Se | Method of inducing virus tolerance of plants |
AP2009004993A0 (en) | 2007-04-04 | 2009-10-31 | Basf Plant Science Gmbh | Ahas mutants |
AU2008294493C1 (en) | 2007-04-04 | 2015-04-02 | Basf Se | Herbicide-resistant brassica plants and methods of use |
CN101657102B (zh) | 2007-04-12 | 2014-09-17 | 巴斯夫欧洲公司 | 包含氰基亚磺酰亚胺基化合物的农药混合物 |
EP1980150A1 (en) | 2007-04-13 | 2008-10-15 | Basf Se | Fungicidal mixtures based on triazolopyrimidine compounds |
EA019834B1 (ru) | 2007-08-16 | 2014-06-30 | Басф Се | Применение композиции, композиция для обработки семян, способ обработки семян и семена, обработанные композицией |
EP2292098B1 (en) | 2007-09-20 | 2019-11-06 | Bayer CropScience LP | Combinations comprising a fungicidal strain and at least one additional fungicide |
CN102924412A (zh) | 2008-01-25 | 2013-02-13 | 先正达参股股份有限公司 | 用作杀虫剂的2-氰基苯基磺酰胺衍生物 |
AU2009211416A1 (en) | 2008-02-05 | 2009-08-13 | Basf Se | Plant health composition |
RS54868B1 (sr) | 2008-07-31 | 2016-10-31 | Anglo Netherlands Grain Bv | Biljke suncokreta rezistentne na herbicide |
CA2737939C (en) | 2008-09-26 | 2021-04-27 | Basf Agrochemical Products B.V. | Herbicide-resistant ahas-mutants and methods of use |
WO2010046423A2 (en) | 2008-10-22 | 2010-04-29 | Basf Se | Use of sulfonylurea herbicides on cultivated plants |
WO2010046422A2 (en) | 2008-10-22 | 2010-04-29 | Basf Se | Use of auxin type herbicides on cultivated plants |
US20110281926A1 (en) | 2009-01-27 | 2011-11-17 | Basf Se | Method for dressing seeds |
WO2010089244A1 (en) | 2009-02-03 | 2010-08-12 | Basf Se | Method for dressing seeds |
WO2010092014A2 (en) | 2009-02-11 | 2010-08-19 | Basf Se | Pesticidal mixtures |
WO2010092031A2 (en) | 2009-02-11 | 2010-08-19 | Basf Se | Pesticidal mixtures |
WO2010092028A2 (en) | 2009-02-11 | 2010-08-19 | Basf Se | Pesticidal mixtures |
CN102307478A (zh) | 2009-02-11 | 2012-01-04 | 巴斯夫欧洲公司 | 农药混合物 |
AR075717A1 (es) | 2009-03-04 | 2011-04-20 | Basf Se | Compuestos de 3- aril quinazolin -4- ona para combatir plagas de invertebrados |
WO2010103065A1 (en) | 2009-03-11 | 2010-09-16 | Basf Se | Fungicidal compositions and their use |
US20120010253A1 (en) | 2009-03-16 | 2012-01-12 | Basf Se | Fungicidal compositions comprising Fluopyram and Metrafenone |
CN102361551B (zh) | 2009-03-26 | 2015-09-16 | 拜尔作物科学有限公司 | 合成的杀真菌剂和生物杀真菌剂组合用于控制有害真菌的用途 |
BRPI1006543A2 (pt) | 2009-04-01 | 2015-08-25 | Basf Se | "compostos de isoxazolina, composição agrícola, composição veterinária, uso de composto, método para o controle de pragas invertebradas, material de propagação de plantas e método para o tratamento, controle, prevenção ou proteção de animais contra infestação ou infecção por parasitas" |
CA2756882A1 (en) | 2009-04-02 | 2010-10-14 | Basf Se | Method for reducing sunburn damage in plants |
WO2010115758A2 (en) | 2009-04-03 | 2010-10-14 | Basf Se | Fungicidal compounds |
WO2010115793A2 (en) | 2009-04-07 | 2010-10-14 | Basf Se | Method of protecting grapevines against grapevine yellow disease |
EP2440535A1 (en) | 2009-06-12 | 2012-04-18 | Basf Se | Antifungal 1,2,4-triazolyl derivatives having a 5- sulfur substituent |
WO2010146032A2 (de) | 2009-06-16 | 2010-12-23 | Basf Se | Fungizide mischungen |
BRPI1009597A2 (pt) | 2009-06-18 | 2016-03-08 | Basf Se | compostos de triazol das fórmulas i e ii compostos das fórmulas i e ii, compostos de fórmula iv, composição agrícola, uso de um composto de fórmula i, ii e/ou iv, método para controlar fungos nocivos, semente, composição farmacêutica e método para tratar câncer ou infecções por vírus ou para controlar ou para combater fungos zoopatogênicos ou humanopatogênicos |
WO2010146116A1 (en) | 2009-06-18 | 2010-12-23 | Basf Se | Triazole compounds carrying a sulfur substituent |
US20120088662A1 (en) | 2009-06-18 | 2012-04-12 | Basf Se | Fungicidal mixtures |
JP2012530110A (ja) | 2009-06-18 | 2012-11-29 | ビーエーエスエフ ソシエタス・ヨーロピア | 抗菌性1,2,4−トリアゾリル誘導体 |
WO2010146115A1 (en) | 2009-06-18 | 2010-12-23 | Basf Se | Triazole compounds carrying a sulfur substituent |
EA201200018A1 (ru) | 2009-06-18 | 2012-07-30 | Басф Се | Триазольные соединения, несущие серосодержащий заместитель |
WO2010146113A1 (en) | 2009-06-18 | 2010-12-23 | Basf Se | Antifungal 1, 2, 4-triazolyl derivatives having a 5- sulfur substituent |
BRPI1010125A2 (pt) | 2009-06-25 | 2015-08-25 | Basf Se | Uso de uma mistura, mistura para o aumento da saúde de uma planta e composição pesticida para o aumento da saúde de uma planta |
WO2010149758A1 (en) | 2009-06-25 | 2010-12-29 | Basf Se | Antifungal 1, 2, 4-triazolyl derivatives |
EP2451804B1 (en) | 2009-07-06 | 2014-04-30 | Basf Se | Pyridazine compounds for controlling invertebrate pests |
WO2011006886A2 (en) | 2009-07-14 | 2011-01-20 | Basf Se | Azole compounds carrying a sulfur substituent xiv |
CN102469785A (zh) | 2009-07-24 | 2012-05-23 | 巴斯夫欧洲公司 | 防治无脊椎动物害虫的吡啶衍生物 |
CN102469791A (zh) | 2009-07-28 | 2012-05-23 | 巴斯夫欧洲公司 | 用于增加多年生植物的贮藏组织中游离氨基酸水平的方法 |
MX2012001170A (es) | 2009-07-30 | 2012-07-20 | Merial Ltd | Compuestos de 4-amino-tieno [2,3-d]pirimidina insecticidas y metodos para su uso. |
WO2011026796A1 (en) | 2009-09-01 | 2011-03-10 | Basf Se | Synergistic fungicidal mixtures comprising lactylates and method for combating phytopathogenic fungi |
CA2772147C (en) | 2009-09-16 | 2018-02-27 | Basf Se | Method for reducing nitrous oxide emission from soils |
US8440891B2 (en) | 2009-09-22 | 2013-05-14 | Board of Trustees of the University of Akransas, N.A. | Rice cultivar CL 142-AR |
US8796180B2 (en) | 2009-09-24 | 2014-08-05 | Basf Se | Aminoquinazoline compounds for combating invertebrate pests |
JP2013505910A (ja) | 2009-09-25 | 2013-02-21 | ビーエーエスエフ ソシエタス・ヨーロピア | 植物の雌花の発育不全を減少させる方法 |
CA2773871C (en) | 2009-09-29 | 2018-11-27 | Basf Se | Pesticidal mixtures |
BR112012006805A2 (pt) | 2009-09-29 | 2020-08-18 | Basf Se | misturas, composição pesticida, método para controlar pragas, método para controlar pragas e/ou aprimorar a saúde de plantas, método para proteção de material de propagação de planta de pragas e material de propagação de planta |
US8440892B2 (en) | 2009-10-15 | 2013-05-14 | Board Of Trustees Of The University Of Arkansas, N.A. | Rice cultivar CL 181-AR |
KR20120115492A (ko) | 2009-11-06 | 2012-10-18 | 바스프 에스이 | 4―히드록시 벤조산 및 선택된 살충제의 결정질 복합체 |
WO2011057942A1 (en) | 2009-11-12 | 2011-05-19 | Basf Se | Insecticidal methods using pyridine compounds |
ES2545698T3 (es) | 2009-11-17 | 2015-09-15 | Merial, Inc. | Derivados de sulfuro de oxa o tia-heteroarilalquilo fluorados para combatir plagas de invertebrados |
WO2011064188A1 (en) | 2009-11-27 | 2011-06-03 | Basf Se | Insecticidal methods using nitrogen-containing heteroaromatic compounds |
WO2011067209A2 (en) | 2009-12-02 | 2011-06-09 | Basf Se | Pesticidal mixtures |
CA2782136A1 (en) | 2009-12-02 | 2011-06-09 | Basf Se | Pesticidal mixtures of triazamate with strobilurines |
BR112012013482B1 (pt) | 2009-12-04 | 2018-11-06 | Basf Se | compostos de bis-organossulfurados pesticidas |
WO2011069955A1 (en) | 2009-12-07 | 2011-06-16 | Basf Se | Sulfonimidamide compounds for combating animal pests |
WO2011069912A1 (de) | 2009-12-07 | 2011-06-16 | Basf Se | Triazolverbindungen, ihre verwendung sowie sie enthaltende mittel |
WO2011069916A1 (de) | 2009-12-08 | 2011-06-16 | Basf Se | Triazolverbindungen, ihre verwendung als fungizide sowie sie enthaltende mittel |
WO2011069894A1 (de) | 2009-12-08 | 2011-06-16 | Basf Se | Triazolverbindungen, ihre verwendung sowie sie enthaltende mittel |
JP2013512935A (ja) | 2009-12-08 | 2013-04-18 | ビーエーエスエフ ソシエタス・ヨーロピア | 殺害虫混合物 |
EA023345B1 (ru) | 2009-12-08 | 2016-05-31 | Басф Се | Пестицидные смеси |
CA2782883A1 (en) | 2009-12-10 | 2011-06-16 | Basf Se | Pesticidal mixtures |
WO2011069930A2 (en) | 2009-12-10 | 2011-06-16 | Basf Se | Pesticidal mixtures |
WO2011073444A2 (en) | 2009-12-18 | 2011-06-23 | Basf Se | Azoline compounds for combating invertebrate pests |
BR112012019103A2 (pt) | 2010-02-01 | 2015-10-20 | Basf Se | compostos de isoxazolina cetônica, composto cetônico, composição agrícola, composição veterinária, uso de um composto, método e material de propagação de planta |
EP2363023A1 (en) | 2010-03-04 | 2011-09-07 | Basf Se | Synergistic fungicidal and insecticidal mixtures |
WO2011110583A2 (en) | 2010-03-10 | 2011-09-15 | Basf Se | Fungicidal mixtures comprising triazole derivatives |
US9288996B2 (en) | 2010-03-18 | 2016-03-22 | Basf Se | Fungicidal compositions comprising a phosphate solubilizing microorganism and a fungicidally active compound |
EP2366289A1 (en) | 2010-03-18 | 2011-09-21 | Basf Se | Synergistic fungicidal mixtures |
BR112012023757B1 (pt) | 2010-03-23 | 2020-10-20 | Basf Se | composto de piridazina, método para controlar pragas invertebradas e método para proteger material de propagação de plantas |
EP2550264B1 (en) | 2010-03-23 | 2016-06-08 | Basf Se | Pyridazine compounds for controlling invertebrate pests |
CN102834391A (zh) | 2010-03-23 | 2012-12-19 | 巴斯夫欧洲公司 | 防治无脊椎动物害虫的哒嗪化合物 |
MX2012009416A (es) | 2010-03-26 | 2012-10-02 | Basf Se | Mezclas fungicidas basadas en azolopirimidinilaminas. |
US20130029846A1 (en) | 2010-03-29 | 2013-01-31 | Basf Se | Fungicidal Iminoderivatives |
WO2011131602A2 (en) | 2010-04-20 | 2011-10-27 | Basf Se | Fungicidal mixtures based on azolopyrimmidinylamines |
DE102011017715A1 (de) | 2010-04-29 | 2012-03-08 | Basf Se | Synergistische fungizide Mischungen |
DE102011017670A1 (de) | 2010-04-29 | 2011-11-03 | Basf Se | Synergistische fungizide Mischungen |
DE102011017669A1 (de) | 2010-04-29 | 2011-11-03 | Basf Se | Synergistische fungizide Mischungen |
DE102011017541A1 (de) | 2010-04-29 | 2011-11-10 | Basf Se | Synergistische fungizide Mischungen |
DE102011017716A1 (de) | 2010-04-29 | 2011-11-03 | Basf Se | Synergistische fungizide Mischungen |
WO2011138345A2 (en) | 2010-05-06 | 2011-11-10 | Basf Se | Fungicidal mixtures based on gallic acid esters |
WO2011144593A1 (en) | 2010-05-18 | 2011-11-24 | Basf Se | Pesticidal mixtures comprising insecticides and pyraclostrobin |
WO2011147953A1 (en) | 2010-05-28 | 2011-12-01 | Basf Se | Pesticidal mixtures |
US20130085066A1 (en) | 2010-05-31 | 2013-04-04 | Basf Se | Method for Increasing the Health of a Plant |
AU2011269037B2 (en) | 2010-06-23 | 2014-08-07 | Basf Agro B.V., Arnhem (Nl)- Wadenswil Branch | Nematicidal mixtures for use in sugar cane |
WO2011161131A1 (en) | 2010-06-25 | 2011-12-29 | Basf Se | Herbicidal mixtures |
WO2011161132A1 (en) | 2010-06-25 | 2011-12-29 | Basf Se | Pesticidal mixtures |
EP2402337A1 (en) | 2010-06-29 | 2012-01-04 | Basf Se | Pyrazolopyridine compounds |
EP2402335A1 (en) | 2010-06-29 | 2012-01-04 | Basf Se | Pyrazolopyridine compounds |
EP2402339A1 (en) | 2010-06-29 | 2012-01-04 | Basf Se | Pyrazolopyridine compounds |
EP2401915A1 (en) | 2010-06-29 | 2012-01-04 | Basf Se | Pyrazolopyridine compounds |
EP2402344A1 (en) | 2010-06-29 | 2012-01-04 | Basf Se | Pyrazole fused bicyclic compounds |
EP2402340A1 (en) | 2010-06-29 | 2012-01-04 | Basf Se | Pyrazolopyridine compounds |
EP2402343A1 (en) | 2010-06-29 | 2012-01-04 | Basf Se | Pyrazole-fused bicyclic compounds |
EP2402336A1 (en) | 2010-06-29 | 2012-01-04 | Basf Se | Pyrazolopyridine compounds |
EP2402338A1 (en) | 2010-06-29 | 2012-01-04 | Basf Se | Pyrazolopyridine compounds |
EP2402345A1 (en) | 2010-06-29 | 2012-01-04 | Basf Se | Pyrazole fused bicyclic compounds |
EP2409570A3 (en) | 2010-06-29 | 2013-11-13 | Basf Se | Fungicidal mixtures based on pyrazolopyridine compounds |
ES2531448T3 (es) | 2010-07-22 | 2015-03-16 | Basf Se | Nuevos compuestos de hetaril (tio)carboxamida para controlar plagas de invertebrados |
EP2600717A2 (en) | 2010-08-03 | 2013-06-12 | Basf Se | Fungicidal compositions |
EP2417853A1 (en) | 2010-08-05 | 2012-02-15 | Basf Se | Synergistic fungicidal and insecticidal mixtures comprising a fungicide and an insecticide |
TW201210488A (en) | 2010-08-09 | 2012-03-16 | Basf Se | Fungicidal mixtures |
WO2012022729A2 (en) | 2010-08-20 | 2012-02-23 | Basf Se | Method for improving the health of a plant |
WO2012025472A1 (en) | 2010-08-24 | 2012-03-01 | Basf Se | Agrochemical mixtures for increasing the health of a plant |
WO2012034960A1 (en) | 2010-09-13 | 2012-03-22 | Basf Se | Pyridine compounds for controlling invertebrate pests ii |
EP2615917A2 (en) | 2010-09-13 | 2013-07-24 | Basf Se | Pyridine compounds for controlling invertebrate pests iii |
EP2616459B1 (en) | 2010-09-13 | 2016-05-04 | Basf Se | Pyridine compounds for controlling invertebrate pests i |
KR20130143047A (ko) | 2010-10-01 | 2013-12-30 | 바스프 에스이 | 살충제로서의 이민 치환된 2,4-디아릴-피롤린 유도체 |
CN103237789A (zh) | 2010-10-01 | 2013-08-07 | 巴斯夫欧洲公司 | 亚胺化合物 |
US20130203597A1 (en) | 2010-10-07 | 2013-08-08 | Basf Se | Use of Strobilurins for Increasing the Gluten Strength in Winter Cereals |
EP2447262A1 (en) | 2010-10-29 | 2012-05-02 | Basf Se | Pyrrole, furane and thiophene derivatives and their use as fungicides |
EP2447261A1 (en) | 2010-10-29 | 2012-05-02 | Basf Se | Pyrrole, furane and thiophene derivatives and their use as fungicides |
CN103260410A (zh) | 2010-12-08 | 2013-08-21 | 巴斯夫欧洲公司 | 农药混合物 |
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EP2648518A2 (en) | 2010-12-10 | 2013-10-16 | Basf Se | Pyrazole compounds for controlling invertebrate pests |
EP2465350A1 (en) | 2010-12-15 | 2012-06-20 | Basf Se | Pesticidal mixtures |
WO2012084670A1 (en) | 2010-12-20 | 2012-06-28 | Basf Se | Pesticidal active mixtures comprising pyrazole compounds |
WO2012085081A1 (en) | 2010-12-22 | 2012-06-28 | Basf Se | Sulfoximinamide compounds for combating invertebrate pests ii |
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EP2476313A1 (en) | 2011-01-14 | 2012-07-18 | Basf Se | Synergistic pesticidal compositions comprising a dithiocarbamate and an insecticide |
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EP2484210A1 (en) | 2011-02-08 | 2012-08-08 | Basf Se | Pesticidal compositions |
BR112013020847A2 (pt) | 2011-02-16 | 2018-07-10 | Basf Se | método de controle de fungos fitopatogênicos, uso de um sal de potássio de ácido fosforoso, composição agroquímica e material de propagação de planta. |
AR085872A1 (es) | 2011-04-08 | 2013-10-30 | Basf Se | Derivados heterobiciclicos n-sustituidos utiles para combatir parasitos en plantas y/o animales, composiciones que los contienen y metodos para combatir dichas plagas |
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EP2699090A1 (en) | 2011-04-21 | 2014-02-26 | Basf Se | 3,4-disubstituted pyrrole 2,5-diones and their use as fungicides |
ME02449B (me) | 2011-04-21 | 2016-09-20 | Basf Se | Nova pesticidna jedinjenja na bazi pirazola |
BR112013030476A2 (pt) | 2011-06-17 | 2017-06-20 | Basf Se | mistura, composição agroquímica, método para controlar fungos nocivos fitopatogênicos e material de propagação de planta |
US20140135217A1 (en) | 2011-06-17 | 2014-05-15 | Basf Se | Use of Tetracyanodithiines as Fungicides |
WO2013010885A1 (en) | 2011-07-15 | 2013-01-24 | Basf Se | Fungicidal alkyl- and aryl-substituted 2-[2-chloro-4-(dihalo-phenoxy)-phenyl]-1-[1,2,4]triazol-1-yl-ethanol compounds |
EP2742027A1 (en) | 2011-08-12 | 2014-06-18 | Basf Se | N-thio-anthranilamide compounds and their use as pesticides |
US9044016B2 (en) | 2011-08-12 | 2015-06-02 | Basf Se | N-thio-anthranilamide compounds and their use as pesticides |
EP2742036A1 (en) | 2011-08-12 | 2014-06-18 | Basf Se | N-thio-anthranilamide compounds and their use as pesticides |
CN103889955A (zh) | 2011-08-12 | 2014-06-25 | 巴斯夫欧洲公司 | N-硫代邻氨基苯甲酰胺化合物及其作为农药的用途 |
CN103842354A (zh) | 2011-08-12 | 2014-06-04 | 巴斯夫欧洲公司 | 邻氨基苯甲酰胺化合物及其作为农药的用途 |
MX2014001604A (es) | 2011-08-12 | 2014-04-14 | Basf Se | Compuestos de antranilamida y sus usos como plaguicidas. |
CN103889956A (zh) | 2011-08-18 | 2014-06-25 | 巴斯夫欧洲公司 | 用于防治无脊椎动物害虫的氨基甲酰基甲氧基-和氨基甲酰基甲硫基-及氨基甲酰基甲基氨基苯甲酰胺 |
BR112014003649A2 (pt) | 2011-08-18 | 2017-03-21 | Basf Se | composto da fórmula (i), método, composição agrícola ou veterinária, semente e uso de um composto definido |
US20140200135A1 (en) | 2011-08-18 | 2014-07-17 | Basf Se | Carbamoylmethoxy- and carbamoylmethylthio- and carbamoylmethylamino benzamides for combating invertebrate pests |
PL3628320T3 (pl) | 2011-11-11 | 2022-07-25 | Gilead Apollo, Llc | Inhibitory acc i ich zastosowania |
JP2015502966A (ja) | 2011-12-21 | 2015-01-29 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | N−チオ−アントラニルアミド化合物、及び殺有害生物剤としてのそれらの使用 |
WO2013113789A1 (en) | 2012-02-02 | 2013-08-08 | Basf Se | N-thio-anthranilamide compounds and their use as pesticides |
WO2013124250A2 (en) | 2012-02-20 | 2013-08-29 | Basf Se | Fungicidal substituted thiophenes |
WO2013127818A1 (en) | 2012-03-01 | 2013-09-06 | Basf Se | Use of an agrochemical composition with fungicidal and plant health improving action in soybeans |
WO2013127848A1 (en) | 2012-03-01 | 2013-09-06 | Basf Se | Use of an agrochemical composition with fungicidal and plant health improving action in corn |
WO2013127855A1 (en) | 2012-03-01 | 2013-09-06 | Basf Se | Use of an agrochemical composition with fungicidal, herbicidal and plant health improving action in cereals |
WO2013127859A1 (en) | 2012-03-01 | 2013-09-06 | Basf Se | Use of an agrochemical composition with fungicidal, herbicidal and plant health improving action in soybeans |
WO2013127845A1 (en) | 2012-03-01 | 2013-09-06 | Basf Se | Use of an agrochemical composition with fungicidal, herbicidal and plant health improving action in sunflowers |
BR112014021520A2 (pt) | 2012-03-01 | 2017-07-11 | Basf Se | uso de uma composição agroquímica e método para controlar vegetação indesejada |
WO2013127820A1 (en) | 2012-03-01 | 2013-09-06 | Basf Se | Use of an agrochemical composition with fungicidal, herbicidal and plant health improving action in rapeseed |
WO2013127821A1 (en) | 2012-03-01 | 2013-09-06 | Basf Se | Use of an agrochemical composition with fungicidal and plant health improving action in rapeseed |
WO2013127843A1 (en) | 2012-03-01 | 2013-09-06 | Basf Se | Use of an agrochemical composition with fungicidal, herbicidal and plant health improving action in sunflowers |
WO2013127857A1 (en) | 2012-03-01 | 2013-09-06 | Basf Se | Use of an agrochemical composition with fungicidal and plant health improving action in cereals |
WO2013127862A1 (en) | 2012-03-01 | 2013-09-06 | Basf Se | Use of an agrochemical composition with herbicidal action in rapeseed |
BR112014021523A2 (pt) | 2012-03-01 | 2017-07-18 | Basf Se | uso de uma composição agroquímica, métodos para controlar vegetação indesejada em culturas de cereais e para a dessecação e/ou a desfolhação de plantas de cereal |
BR112014021525A2 (pt) | 2012-03-01 | 2017-07-18 | Basf Se | usos de uma composição, método para controlar vegetação indesejada e método para dessecação e/ou desfolhação de plantas de soja |
WO2013127846A1 (en) | 2012-03-01 | 2013-09-06 | Basf Se | Use of an agrochemical composition with fungicidal, herbicidal and plant health improving action in corn |
US20150119239A1 (en) | 2012-03-01 | 2015-04-30 | Basf Se | Agrochemical compositions |
ES2566911T3 (es) * | 2012-03-12 | 2016-04-18 | Basf Se | Formulación de concentrado líquido que contiene un insecticida de piripiropeno I |
US20150065347A1 (en) | 2012-03-29 | 2015-03-05 | Basf Se | Co-crystals of dicamba and a co-crystal former b |
US9334238B2 (en) | 2012-03-30 | 2016-05-10 | Basf Se | N-substituted pyridinylidenes for combating animal pests |
WO2013144223A1 (en) | 2012-03-30 | 2013-10-03 | Basf Se | N-substituted pyrimidinylidene compounds and derivatives for combating animal pests |
WO2013149903A1 (en) | 2012-04-03 | 2013-10-10 | Basf Se | N- substituted hetero - bicyclic furanone derivatives for combating animal |
WO2013150115A1 (en) | 2012-04-05 | 2013-10-10 | Basf Se | N- substituted hetero - bicyclic compounds and derivatives for combating animal pests |
BR122019015125B1 (pt) | 2012-06-20 | 2020-04-07 | Basf Se | mistura pesticida, composição, composição agrícola, métodos para o combate ou controle das pragas de invertebrados, para a proteção dos vegetais em crescimento ou dos materias de propagação vegetal, para a proteção de material de propagação vegetal, uso de uma mistura pesticida e métodos para o combate dos fungos fitopatogênicos nocivos e para proteger vegetais de fungos fitopatogênicos nocivos |
WO2014033242A1 (en) | 2012-08-31 | 2014-03-06 | Basf Se | Use of an agrochemical composition with herbicidal action in rice |
WO2014033241A1 (en) | 2012-08-31 | 2014-03-06 | Basf Se | Use of an agrochemical composition with fungicidal and plant health improving action in rice |
JP2015532274A (ja) | 2012-10-01 | 2015-11-09 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | 栽培植物へのn−チオ−アントラニルアミド化合物の使用 |
US20150257383A1 (en) | 2012-10-12 | 2015-09-17 | Basf Se | Method for combating phytopathogenic harmful microbes on cultivated plants or plant propagation material |
CA2911818A1 (en) | 2013-05-10 | 2014-11-13 | Nimbus Apollo, Inc. | Acc inhibitors and uses thereof |
WO2015022634A2 (en) | 2013-08-12 | 2015-02-19 | Basf Se | Herbicide-resistant hydroxyphenylpyruvate dioxygenases |
CR20160180A (es) | 2013-09-19 | 2016-10-03 | Basf Se | Compuestos heterocíclicos de n-acilimino |
JP2017502022A (ja) | 2013-12-18 | 2017-01-19 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | N−置換イミノ複素環式化合物 |
WO2015116680A1 (en) | 2014-01-30 | 2015-08-06 | Two Blades Foundation | Plants with enhanced resistance to phytophthora |
WO2015081349A2 (en) | 2014-04-17 | 2015-06-04 | Basf Se | Combination of novel nitrification inhibitors and herbicides as well as combination of (thio)phosphoric acid triamides and herbicides |
WO2015171603A1 (en) | 2014-05-06 | 2015-11-12 | Two Blades Foundation | Methods for producing plants with enhanced resistance to oomycete pathogens |
EP2979549A1 (en) | 2014-07-31 | 2016-02-03 | Basf Se | Method for improving the health of a plant |
WO2016091675A1 (en) | 2014-12-12 | 2016-06-16 | Basf Se | Method for improving the health of a plant |
JP6743032B2 (ja) | 2015-02-06 | 2020-08-19 | ビーエーエスエフ ソシエタス・ヨーロピアBasf Se | 硝化抑制剤としてのピラゾール化合物 |
WO2016128470A1 (en) | 2015-02-11 | 2016-08-18 | Basf Se | Herbicide-resistant hydroxyphenylpyruvate dioxygenases |
EP3061346A1 (en) | 2015-02-26 | 2016-08-31 | Bayer CropScience AG | Use of fluopyram and biological control agents to control harmful fungi |
WO2016182881A1 (en) | 2015-05-09 | 2016-11-17 | Two Blades Foundation | Late blight resistance gene from solanum americanum and methods of use |
EP3294690A1 (en) | 2015-05-12 | 2018-03-21 | Basf Se | Thioether compounds as nitrification inhibitors |
WO2017062790A1 (en) | 2015-10-09 | 2017-04-13 | Two Blades Foundation | Cold shock protein receptors and methods of use |
WO2017079286A1 (en) | 2015-11-03 | 2017-05-11 | Two Blades Foundation | Wheat stripe rust resistance genes and methods of use |
CA3004796C (en) | 2015-11-25 | 2023-11-14 | Gilead Apollo, Llc | Pyrazole acc inhibitors and uses thereof |
CA3004798C (en) | 2015-11-25 | 2023-10-31 | Gilead Apollo, Llc | Ester acc inhibitors and uses thereof |
SI3380479T1 (sl) | 2015-11-25 | 2023-04-28 | Gilead Apollo, Llc | Triazolni inhibitorji ACC in uporabe le-teh |
UY37137A (es) | 2016-02-24 | 2017-09-29 | Merial Inc | Compuestos antiparasitarios de isoxazolina, formulaciones inyectables de acción prolongada que los comprenden, métodos y usos de los mismos |
HUE056909T2 (hu) | 2016-04-06 | 2022-04-28 | Boehringer Ingelheim Animal Health Usa Inc | Eljárás enantiomerben dúsított izoxazolinvegyületek elõállítására -(S)-afoxolaner kristályos toluolszolvátja |
DK3525585T3 (da) | 2016-10-12 | 2021-05-10 | Basf Se | Fremgangsmåde til bekæmpelse af septoria tritici, der er resistent over for succinatdehydrogenaseinhibitor-fungicider |
WO2018112356A1 (en) | 2016-12-16 | 2018-06-21 | Two Blades Foundation | Late blight resistance genes and methods of use |
US11261458B2 (en) | 2017-07-28 | 2022-03-01 | Two Blades Foundation | Potyvirus resistance genes and methods of use |
WO2019108619A1 (en) | 2017-11-28 | 2019-06-06 | Two Blades Foundation | Methods and compositions for enhancing the disease resistance of plants |
US11414438B2 (en) | 2018-01-09 | 2022-08-16 | Basf Se | Silylethynyl hetaryl compounds as nitrification inhibitors |
EP3737226A1 (en) | 2018-01-12 | 2020-11-18 | Two Blades Foundation | Stem rust resistance genes and methods of use |
CA3089374A1 (en) | 2018-02-28 | 2019-09-06 | Basf Se | Use of alkoxypyrazoles as nitrification inhibitors |
CA3089381A1 (en) | 2018-02-28 | 2019-09-06 | Basf Se | Use of pyrazole propargyl ethers as nitrification inhibitors |
IL276745B2 (en) | 2018-02-28 | 2023-10-01 | Basf Se | Use of N-functional alkoxy pyrazole compounds as nitrification inhibitors |
CN108435251B (zh) * | 2018-03-19 | 2020-12-25 | 山西大学 | 一种可分离的乳液催化剂的制备方法及其应用 |
CN112424147B (zh) | 2018-07-23 | 2023-06-30 | 巴斯夫欧洲公司 | 取代噻唑烷化合物作为硝化抑制剂的用途 |
CA3104256A1 (en) | 2018-07-23 | 2020-01-30 | Basf Se | Use of substituted 2-thiazolines as nitrification inhibitors |
EP3866602A1 (en) | 2018-10-18 | 2021-08-25 | BASF Agro B.V. | Method to control septoria tritici resistant to c14-demethylase inhibitor fungicides |
EA202191560A1 (ru) | 2018-12-11 | 2021-10-19 | Басф Агро Б.В. | Способ борьбы с фитопатогенными грибами, выбранными из septoria tritici и puccinia spp., в зерновых культурах с помощью композиций, которые содержат мефентрифлуконазол |
WO2020120206A2 (en) | 2018-12-11 | 2020-06-18 | BASF Agro B.V. | Method to control a phythopatogenic fungi selected from phakopsora spp. in soybeans by compositions comprising mefentrifluconazole |
EA202191562A1 (ru) | 2018-12-11 | 2021-10-18 | Басф Агро Б.В. | Способ борьбы с sclerotinia spp. в масличном рапсе или каноле композициями, содержащими мефентрифлуконазол |
EP3666073A1 (en) | 2018-12-11 | 2020-06-17 | BASF Agro B.V. | Method to control a phythopatogenic fungi selected from rhizoctonia solani and peronosclerospora sorghi in corn by compositions comprising mefentrifluconazole |
BR112021009528A2 (pt) | 2018-12-11 | 2021-08-17 | BASF Agro B.V. | método de controle de fungos fitopatogênicos e uso da composição |
EP3701794A1 (en) | 2019-02-28 | 2020-09-02 | BASF Agro B.V. | Method to control a phythopatogenic fungi selected from rhizoctonia solani, magnaporthe grisea, helminthosporium oryzae, xanthomonas oryzae pv. oryza, sclerotium oryzae or saro-cladium oryzae in rice by compositions comprising mefentrifluconazole |
EP3718406B1 (en) | 2019-04-02 | 2021-12-15 | Basf Se | Method for controlling net blotch and/or ramularia resistant to succinate dehydrogenase inhibitor fungicides |
BR112021026248A2 (pt) | 2019-06-27 | 2022-03-03 | Two Blades Found | Molécula de ácido nucleico isolada que codifica uma proteína atrlp23 engenheirada, proteína atrlp23 engenheirada, cassete de expressão, vetor, célula hospedeira, planta ou célula vegetal, métodos para fazer uma proteína atrlp23 engenheirada, para fazer uma molécula de ácido nucleico que codifica uma proteína atrlp23 engenheirada e para intensificar a resistência de uma planta |
US20210071193A1 (en) | 2019-07-12 | 2021-03-11 | The Regents Of The University Of California | Plants with enhanced resistance to bacterial pathogens |
WO2021104910A1 (en) | 2019-11-26 | 2021-06-03 | Basf Se | Method to control septoria tritici resistant to c14-demethylase inhibitor fungicides |
AU2022216425A1 (en) | 2021-02-02 | 2023-08-17 | Basf Se | Synergistic action of dcd and alkoxypyrazoles as nitrification inhibitors |
US20240218356A1 (en) | 2021-05-11 | 2024-07-04 | Two Blades Foundation | Methods for preparing a library of plant disease resistance genes for functional testing for disease resistance |
CN117355504A (zh) | 2021-05-21 | 2024-01-05 | 巴斯夫欧洲公司 | 乙炔基吡啶化合物作为硝化抑制剂的用途 |
EP4341248A1 (en) | 2021-05-21 | 2024-03-27 | Basf Se | Use of an n-functionalized alkoxy pyrazole compound as nitrification inhibitor |
BR112023027004A2 (pt) | 2021-06-21 | 2024-03-12 | Basf Se | Estrutura de metal-orgânica, uso da estrutura de metal-orgânica, composição para uso na redução da nitrificação, mistura agroquímica e métodos de redução da nitrificação, de tratamento de fertilizante ou composição de fertilizante e de preparação de uma estrutura de metal-orgânica |
CA3233676A1 (en) | 2021-09-30 | 2023-04-06 | The Sainsbury Laboratory | Plant disease resistance genes against stem rust and methods of use |
WO2023203066A1 (en) | 2022-04-21 | 2023-10-26 | Basf Se | Synergistic action as nitrification inhibitors of dcd oligomers with alkoxypyrazole and its oligomers |
Family Cites Families (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB1470618A (en) * | 1975-01-24 | 1977-04-14 | Ici Ltd | Fungicidal compositions |
DE2909158A1 (de) * | 1979-03-08 | 1980-09-11 | Basf Ag | Herbizide mischungen |
JPS55129201A (en) * | 1979-03-28 | 1980-10-06 | Kao Corp | Fluid pesticidal composition |
US4266965A (en) * | 1979-10-29 | 1981-05-12 | Stauffer Chemical Company | 2-(α-naphthoxy)-N,N-diethyl propionamide as an aqueous flowable concentrate |
US4461641A (en) * | 1982-02-25 | 1984-07-24 | Ciba-Geigy Corporation | Herbicidal mixtures |
DE3673484D1 (de) * | 1985-09-27 | 1990-09-20 | American Cyanamid Co | Pestizide waessrige fliessfaehige zusammensetzungen. |
US5073189A (en) * | 1985-09-27 | 1991-12-17 | American Cyanamid Company | Pesticidal aqueous flowable compositions |
FR2596618B1 (fr) * | 1986-04-02 | 1988-07-15 | Rhone Poulenc Agrochimie | Compositions herbicides a base de biscarbamate et le procede de traitement herbicide les utilisant |
US4875929A (en) * | 1986-05-23 | 1989-10-24 | American Cyanamid Company | Aqueous suspension concentrate compositions |
CA1289065C (en) * | 1986-05-23 | 1991-09-17 | Leonard John Morgan | Aqueous suspension concentrate compositions |
GB8710105D0 (en) * | 1987-04-29 | 1987-06-03 | Ici Plc | Pesticidal formulations |
GB8811763D0 (en) * | 1988-05-18 | 1988-06-22 | Monsanto Europe Sa | Compositions containing glyphosate simazine & diuron |
FR2670086A1 (fr) * | 1990-12-10 | 1992-06-12 | Rhone Poulenc Chimie | Suspo-emulsions phytosanitaires. |
-
1993
- 1993-07-03 DE DE4322211A patent/DE4322211A1/de not_active Withdrawn
-
1994
- 1994-06-24 IL IL11012194A patent/IL110121A0/xx not_active IP Right Cessation
- 1994-06-27 PL PL94312301A patent/PL175554B1/pl unknown
- 1994-06-27 DE DE59403885T patent/DE59403885D1/de not_active Expired - Lifetime
- 1994-06-27 AU AU73835/94A patent/AU7383594A/en not_active Abandoned
- 1994-06-27 CA CA002166475A patent/CA2166475C/en not_active Expired - Lifetime
- 1994-06-27 EP EP94923689A patent/EP0707445B1/de not_active Expired - Lifetime
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Publication number | Priority date | Publication date | Assignee | Title |
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CN101351120A (zh) * | 2005-10-28 | 2009-01-21 | 巴斯夫欧洲公司 | 包含聚烷氧基化物的固体植物保护剂,其制备方法及其用途 |
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