CN103764632A - 环丙嘧啶和二噻农的共晶 - Google Patents
环丙嘧啶和二噻农的共晶 Download PDFInfo
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- CN103764632A CN103764632A CN201280042321.7A CN201280042321A CN103764632A CN 103764632 A CN103764632 A CN 103764632A CN 201280042321 A CN201280042321 A CN 201280042321A CN 103764632 A CN103764632 A CN 103764632A
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Abstract
本发明涉及如说明书所定义的环丙嘧啶和二噻农的共晶,制备这些共晶的方法以及至少包含该类共晶的组合物。本发明还涉及该类共晶或组合物在防治有害真菌中的用途。
Description
本发明涉及环丙嘧啶(cyprodinil)和二噻农(dithianon)的新型共晶,其制备方法及该新型共晶在制备作物保护组合物中的用途。
杀真菌剂通常以包含一种或多种杀真菌活性有机化合物和合适的配制剂添加剂的液体或固体配制剂销售,更优选使用两种或更多种活性有机化合物。由于几个原因,优选其中农业活性有机化合物以固态存在的配制剂类型,实例包括固体配制剂如粉剂、粉末或颗粒,以及液体配制剂如悬浮浓缩物,即含有悬浮于液体悬浮介质中的活性有机化合物的固体颗粒的液体配制剂。
为了配制的目的,农业活性有机化合物应是具有足够高熔点的结晶材料。遗憾的是,大量该类有机化合物是无定形材料和/或具有低熔点。该类化合物难以作为悬浮浓缩物(SC)以常规方式配制,因为研磨设备在研磨过程中因活性化合物的粘性而变得堵塞。无定形固体有机化合物的配制剂通常对于相分离不稳定。例如,无定形固体活性物的悬浮浓缩物倾向于通过因颗粒聚集或颗粒生长使活性有机环丙嘧啶分离而变得不均匀。
有机化合物的共晶是包含至少两种不同有机化合物的多组分晶体或结晶材料,这些有机化合物通常在25℃下为固体或者至少为非挥发性油(在25℃下蒸气压小于1毫巴)。在该共晶中至少两种不同的有机化合物一起形成具有确定晶体结构的结晶材料,即至少两种有机化合物在晶体结构内具有确定的相对空间排列,从而形成超分子结构。
二噻农已知为GB-A857 383中所述的杀真菌活性有机化合物。
在该文献中对二噻农晶形报道了在180-240℃范围内的几个不同沸点。热分析(差示扫描量热法,DSC)表明若非不可能,非常难以对任何二噻农晶形给出准确熔点。代替熔融,发现二噻农晶形相转化成其他晶形。二噻农在高温下的分解也使熔点测定复杂化。然而,清楚的是所有二噻农晶形的熔点高于180℃。
环丙嘧啶已知为EP0 310 550A1中所述的杀真菌活性有机化合物。
环丙嘧啶与有机酸如苯甲酸、马来酸、富马酸、草酸、吡嗪羧酸、乙酰丙酸等的共晶由WO2008/117060已知。环丙嘧啶与各种选自各种化学类别的形成共晶的有机小分子的共晶由WO2010/038008已知。这些化合物均未被已知为杀真菌剂且它们均与二噻农无关。
已知环丙嘧啶存在两种对映性相关的多晶形(参见WO2008/117060),这二者均呈现特征性的,但不同的熔程,对晶形A为70-72℃,而对晶形B为74-76℃。还已知在农业化学品配制剂的实际储存条件下,固态环丙嘧啶可能因再结晶而在两种多晶形之间发生转化,这导致产生不希望的大颗粒,从而例如可能在产品施用过程中堵塞喷嘴。
WO2004/004461描述了环丙嘧啶和二噻农的混合物,这些混合物是协同增效的。所有生物学试验在该混合物在丙酮和DMSO中的溶液中进行。在加入1%乳化剂之后,将该溶液与水混合至所需浓度。在该文献中没有描述悬浮浓缩物。
因此,本发明的目的是要提供环丙嘧啶和二噻农的混合物,其呈允许制备便于施用且稳定和/或在配制和/或储存时不发生固体(再)结晶的固态和液态分散体(即悬浮浓缩物、悬浮乳液和水分散性颗粒)的形式。
该目的由下文所述环丙嘧啶和二噻农的共晶实现。
因此,本发明涉及至少包含环丙嘧啶和二噻农的共晶。
这些共晶可以通过用于分析结晶材料的标准分析方法与结晶环丙嘧啶和结晶二噻农的简单混合物区分,这些方法包括粉末X射线衍射法(PXRD)、单晶X射线衍射、IR和拉曼光谱法、固态13C-NMR(13C-CP/MAS:交叉极化-魔角旋转)和热化学分析如热重分析法及差热分析(TG/DTA)和差示扫描量热法(DSC)。确定晶形的最重要且最适用分析工具为XRPD。环丙嘧啶和二噻农的相对量例如可以通过HPLC或1H-NMR光谱法确定。
环丙嘧啶和二噻农的共晶在20℃下显示出粉末X射线衍射图(Cu-Kα辐射,)。该共晶尤其显示出下列反射中的至少4个,优选至少6个,尤其是至少8个,更优选全部,这些反射在下表1作为2θ值或晶格间距d给出:
因此,本发明优选涉及二噻农和环丙嘧啶的共晶,其在20℃下的粉末X射线衍射图中显示出下列2θ值[°]中的至少3个,更优选至少4个,甚至更优选至少6个,尤其是全部:7.47±0.2;9.86±0.2°;12.34±0.2°;12.88±0.2°;13.92±0.2°;14.88±0.2°;15.34±0.2°;16.20±0.2°;17.85±0.2°;18.97±0.2°;19.69±0.2°;20.04±0.2°;24.44±0.2°;26.11±0.2°;27.97±0.2°。
这些共晶的粉末衍射图案可以在图1中找到。
在DSC测量(5℃/min,N2气流)中,二噻农和环丙嘧啶的共晶在125-145℃之间显示出吸热熔融峰,并且由起始温度测得熔点为138℃(见图2)。
在TG/DTA测量(5℃/min,N2气流)中,在熔点以下没有观察到质量损失(见图3)。
在本发明的共晶中,环丙嘧啶和二噻农的摩尔比至少为0.5:1且可以在0.5:1-2:1,优选0.8:1-1.5:1或0.9:1-1.1:1内变化。该摩尔比尤其为约1:1,然而可以存在偏离,但它们通常不超过20mol%,优选10mol%。
本发明共晶具有确定的晶体结构且具有合理的高熔点,这有利于将该类复合物掺入其中活性物质以固态存在的固态或液态配制剂中。此外,该类共晶的配制剂显示出提高的稳定性,尤其是与以单独固态化合物含有环丙嘧啶和二噻农的混合物的配制剂相比。
本发明共晶适合制备用于作物保护,尤其是用于制备含水悬浮浓缩物的组合物。
因此,本发明还提供了一种用于作物保护的组合物,其包含二噻农和环丙嘧啶的共晶以及至少一种助剂。
本发明共晶可以通过将二噻农和环丙嘧啶由溶液或淤浆或由含有环丙嘧啶和二噻农的熔体共晶化而制备。该共晶的比例并不重要,因为会形成1:1共晶,这使过量的其他组分完好无缺。同样可以通过干混大致等摩尔量的环丙嘧啶和二噻农以形成预混物,然后优选在升高的温度下,例如在30℃以上,更优选在至少40℃,尤其是至少50℃,更优选至少55℃,例如>30℃至110℃,优选40-100℃,尤其是50-90℃或55-90℃的温度下干混该预混物而制备本发明共晶。环丙嘧啶可以在研磨温度下为固态。然而,这并不必要且可能有利的是该温度接近或高于环丙嘧啶的熔点。
同样可以通过将作为干化合物的二噻农和环丙嘧啶的混合物与有机溶剂或在含水或植物或矿物油基介质中混合或研磨而制备共晶。根据一个实施方案,有机溶剂选自酮如丙酮、2-丁酮、环戊酮和环己酮。根据另一实施方案,有机溶剂是醇如甲醇、乙醇、正丙醇、异丙醇或1,2-丙二醇。根据另一实施方案,有机溶剂是酯如乙酸乙酯。根据另一实施方案,有机溶剂是醚类如乙醚、二异丙醚、甲基叔丁基醚(MTBE)、二烷、茴香醚和四氢呋喃(THF)。这些有机溶剂通常可以与水混合使用。同样可以通过将大致等摩尔量的环丙嘧啶和二噻农溶于极性有机溶剂中,然后蒸发溶剂以形成共晶而制备共晶。
同样可以通过将大致等摩尔量的环丙嘧啶和二噻农与液态载体混合以形成预混物,然后研磨或搅动该预混物或对该预混物施加剪切力以在该液态载体中形成共晶而制备共晶。还可以研磨和搅动该预混物和/或对该预混物施加剪切力。液态载体可以是有机溶剂、水、水和有机溶剂的混合物。液态载体可以进一步包含助剂如本文所定义的分散剂。
在优选实施方案中,二噻农和环丙嘧啶的共晶由环丙嘧啶和二噻农在有机溶剂或水和有机溶剂的混合物中淤浆得到。因此,该方法包括将环丙嘧啶和二噻农悬浮于有机溶剂或水和有机溶剂的混合物中(淤浆方法)。
对该淤浆方法优选的有机溶剂是至少部分水溶混的那些,即在室温下与水的溶混性为至少10体积%,更优选至少20体积%,其混合物以及所述水溶混性溶剂与在室温下与水的溶混性小于10体积%的有机溶剂的混合物。优选该有机溶剂基于有机溶剂总量包含至少80体积%的该至少一种水溶混性溶剂。
在室温下的水溶混性为至少10%的合适溶剂包括但不限于:
1.C1-C4链烷醇,如甲醇、乙醇、正丙醇或异丙醇;
2.C1-C3羧酸的酰胺、N-甲基酰胺和N,N-二甲基酰胺,如甲酰胺、二甲基甲酰胺(DMF)、乙酰胺和N,N-二甲基乙酰胺;
3.总共具有7个碳原子的5或6员内酰胺,如吡咯烷酮、N-甲基吡咯烷酮、N-乙基吡咯烷酮、N-异丙基吡咯烷酮、N-羟基乙基吡咯烷酮;
4.二甲亚砜和环丁砜;
5.具有3-6个碳原子的酮,如丙酮、2-丁酮、环戊酮和环己酮;
6.乙腈;
7.5或6员内酯,如γ-丁内酯;
8.多元醇和聚醚醇,如乙二醇、甘油、二甲氧基乙烷、二甘醇、乙二醇单甲醚等;
9.具有3-5个碳原子的环状碳酸酯,包括碳酸亚丙酯和碳酸亚乙酯;以及
更优选第1、6、8和9组有机溶剂及其与水的混合物。在与水的混合物中,有机溶剂和水的相对量可以在10:1-1:10,尤其是2:1-1:5内变化。
该淤浆方法可以通过将二噻农和环丙嘧啶悬浮于有机溶剂或溶剂/水混合物中而简单进行。选择二噻农、环丙嘧啶和溶剂或溶剂/水混合物的相对量以在给定温度下得到悬浮液。应避免二噻农和环丙嘧啶的完全溶解。尤其以50-800g/l溶剂或溶剂/水混合物,更优选100-600g/l溶剂或溶剂/水混合物的量悬浮二噻农和环丙嘧啶。
二噻农和环丙嘧啶的相对摩尔量可以在1:2-2:1,优选1:1.5-1.5:1内变化。若组分之一相对于该共晶的化学计量过量,则可能得到该共晶与该过量化合物的混合物,但稍微过量可能保持溶解于母液中。为了配制的目的,过量环丙嘧啶或二噻农的存在可能是可接受的。尤其是过量二噻农的存在不会引起稳定性问题。为了制备纯净的共晶,以接近待形成的复合物的化学计量且基于化学计算要求量通常偏离不超过50mol%的相对摩尔量使用二噻农和环丙嘧啶。
该淤浆方法通常在至少10℃,优选至少20℃,尤其是至少30℃,例如20-90℃,优选30-85℃,尤其是40-70℃的温度下进行。
优选该淤浆方法在相容剂或加溶剂形式的催化剂存在下进行。相容剂或加溶剂就本发明而言是有助于使二噻农和/或环丙嘧啶转相—对于形成共晶似乎是必要的过程—的物质。该类加溶剂或相容剂的实例是诸如醇的溶剂和诸如醇乙氧基化物的表面活性剂。
通过该淤浆方法形成共晶所要求的时间取决于几个参数如温度、溶剂类型和批料大小。在任何情况下在1周后实现完全转化,但完全转化通常要求不超过24小时。
在本发明的另一优选实施方案中,该共晶通过在至少10℃,更优选至少30℃的温度下对含有环丙嘧啶和二噻农的悬浮颗粒的液体施加剪切力,直到形成该共晶而制备(剪切方法)。
在该液体中,二噻农和环丙嘧啶以悬浮于液体介质中的颗粒存在。当在升高的温度下对该液体施加剪切力时,形成该共晶。
该液体介质的主成分是水或有机溶剂,在其中二噻农和环丙嘧啶实际不可溶,即在25℃的溶解度小于5g/l,尤其小于1g/l。合适的有机溶剂包括脂族烃、矿物油精、植物油和植物油酯。在优选实施方案中,该液体介质含有水或水与至多20体积%水溶混性溶剂,尤其是上面所定义的1.或9.组溶剂的混合物作为主成分。除此以外,该液体介质还可以含有通常存在于液态悬浮浓缩物中的添加剂。
该液体介质可以基于该液体介质、环丙嘧啶和二噻农的总重量以5-70重量%,尤其是10-60重量%,更优选15-50重量%的量含有二噻农和环丙嘧啶。
该液体介质可以以在1:2-2:1,优选1.5:1-1.5:1内变化的二噻农和环丙嘧啶相对摩尔量含有二噻农和环丙嘧啶。若组分之一相对于该共晶的化学计量过量,则可能得到该共晶与该过量化合物的混合物。为了配制的目的,过量环丙嘧啶或二噻农的存在可能是可接受的。尤其是过量二噻农的存在不会引起稳定性问题。同样,过量环丙嘧啶的存在通常不会引起稳定性问题。然而,优选配制剂不含有基于以共晶形式存在的环丙嘧啶和托布津类(thiophanate)的量各自大于20重量%,尤其各自大于10重量%的未复合二噻农和未复合环丙嘧啶,以避免配制剂中该复合物的不受控形成。因此,本发明尤其涉及含有本发明共晶的配制剂,条件是若二噻农和环丙嘧啶二者以非复合形式存在于该配制剂中,则环丙嘧啶的量基于该配制剂中配合物量不超过20重量%,尤其是10重量%,同时二噻农的量基于该配制剂中配合物量不超过20重量%,尤其是10重量%。
该液体介质可以包括通常存在于液体悬浮浓缩物中的助剂。合适的助剂在下文描述且包括表面活性剂,尤其是常用于作物保护组合物中的阴离子或非离子乳化剂、润湿剂和分散剂,此外还有消泡剂、防冻剂、调节pH的试剂、稳定剂、抗结块剂、染料和生物杀伤剂(防腐剂)。优选该液体介质不含粘度改性添加剂(增稠剂)。表面活性剂的量基于该液体介质、环丙嘧啶、二噻农和助剂的总重量通常为0.5-20重量%,尤其是1-15重量%,特别优选1-10重量%。防冻剂的量基于该液体介质、环丙嘧啶和二噻农的总重量可以为至多10重量%,尤其是至多20重量%,例如0.5-20重量%,尤其是1-10重量%。除了防冻剂和表面活性剂外,其他添加剂基于该液体介质、环丙嘧啶、二噻农和助剂的总重量可以以0-5重量%的量存在。
形成该共晶所要求的温度通常为至少30℃,优选至少35℃,特别是至少40℃,更优选至少50℃,尤其是至少55℃,例如30-100℃,优选35-100℃,特别是40-100℃,更优选50-90℃,尤其是55-80℃。
形成该共晶所要求的时间以本身已知的方式取决于剪切方法的类型和温度并且可以由本领域熟练技术人员在标准试验中确定。已经发现剪切时间为30分钟至48小时是合适的,但更长时间也可考虑。优选1-24小时的剪切时间。
剪切力可以通过能够提供足够剪切以使二噻农和环丙嘧啶的颗粒紧密接触的合适技术施加。合适的技术包括研磨、粉碎或碾磨,尤其是湿研磨或湿碾磨,例如包括珠磨或使用胶体磨。合适的剪切装置尤其包括球磨机或珠磨机、搅拌球磨机、循环磨机(具有销磨系统的搅拌球磨机)、盘式磨机、环形室磨磨机、双锥磨磨机、三辊磨磨机、间歇式磨机、胶体磨以及介质磨如砂磨机。为了耗散在研磨工艺过程中引入的热能,优选为研磨室装备冷却系统。特别合适的是来自DRAISWERKE,INC.40Whitney Road.Mahwah,NJ07430USA的球磨机Drais Superflow DCP SF12,来自DRAISWERKE,INC.的Drais Perl Mill PMC,来自Netzsch-Feinmahltechnik GmbH的循环磨机系统ZETA,来自德国Selb的Netzsch Feinmahltechnik GmbH的盘式磨机,来自Eiger Machinery,Inc.,888East Belvidere Rd.,Grayslake,IL60030USA的珠磨机EigerMini50和来自瑞士WA Bachofen AG的珠磨机DYNO-Mill KDL。然而,其他均化机也可能合适,包括高剪切搅拌机、Ultra-Turrax设备、静态混合机,例如具有混合喷嘴和的系统以及其他均化机如胶体磨。
在本发明的优选实施方案中,通过珠磨施加剪切。尤其发现合适的是珠粒尺寸为0.05-5mm,更具体为0.2-2.5mm,最具体为0.5-1.5mm。可以使用的珠粒负载为40-9%,尤其是70-97%,更具体为65-95%。
在施加足够的剪切力之后,得到共晶悬浮液,其任选混有过量二噻农或环丙嘧啶,其中90重量%的悬浮颗粒具有的粒度由动态光散射测定不超过30μm,优选不超过20μm,特别是不超过10μm,尤其不超过5μm。
所得共晶的液态悬浮液在用助剂配制之后或尤其在之前可以通过常规方法,尤其是喷雾干燥或冻干转化成粉末组合物。在干燥之前或之中,可以加入干燥或喷雾助剂。适合干燥水分散体的干燥或喷雾助剂是已知的。这些包括保护性胶体,如聚乙烯醇,尤其是水解度>70%的聚乙烯醇,羧化聚乙烯醇,苯酚磺酸/甲醛缩合物,苯酚磺酸/脲/甲醛缩合物,萘磺酸/甲醛缩合物,萘磺酸/甲醛/脲缩合物,聚乙烯吡咯烷酮,马来酸(或马来酸酐)和乙烯基芳烃如苯乙烯的共聚物及其乙氧基化衍生物,马来酸或马来酸酐与C2-C10烯烃如二异丁烯的共聚物及其乙氧基化衍生物,阳离子性聚合物,例如N-烷基-N-乙烯基咪唑化合物与N-乙烯基内酰胺等的均聚物和共聚物,以及还有无机抗粘连剂(有时也称为抗结块剂),如硅酸,尤其是热解硅石,氧化铝,碳酸钙等。干燥助剂通常基于本发明液态农药组合物中活性化合物颗粒的重量以0.1-20重量%的量使用。
如上所述,本文所定义的共晶适合制备作物保护组合物,尤其适合制备含水悬浮浓缩物。因此,本发明还提供了一种作物保护组合物,其包含本文所定义的共晶,合适的话液相以及还有合适的话常规助剂如固态载体。
因此,本发明还涉及农化组合物,其包含助剂且至少包含本发明共晶,所述共晶至少包含二噻农和环丙嘧啶。
根据另一实施方案,这些农化组合物除了共晶和助剂外还包含二噻农和/或环丙嘧啶(例如在二噻农或环丙嘧啶以大于等摩尔量存在时是指额外量的环丙嘧啶和/或二噻农)。
根据另一实施方案,这些农化组合物额外包含至少一种本文所定义的其他活性物质。优选该其他活性物质选自下文所定义的类别A)-O)。
农化组合物包含杀真菌有效量的本发明共晶。术语“有效量”表示足以在栽培植物上或在材料保护中防治有害真菌且不会对被处理植物产生显著损害的组合物或共晶量。该量可以在宽范围内变化且取决于各种因素,如待防治真菌品种、被处理的栽培植物或材料、气候条件和所用具体共晶。
可以转化成常规类型的农化组合物、乳液、悬浮液、粉剂、粉末、糊、颗粒、模压品、胶囊及其混合物。组合物类型的实例是悬浮液(例如SC、OD、FS),胶囊(例如CS、ZC),糊,锭剂,可湿性粉末或粉剂(WP、SP、WS、DP、DS),模压品(例如BR、TB、DT),颗粒(例如WG、SG、GR、FG、GG、MG),杀虫制品(例如LN)以及处理植物繁殖材料如种子的凝胶配制剂(例如GF)。这些和其他组合物类型在“Catalogue of pesticideformulation types and international coding system”,TechnicalMonograph,第2期,2008年5月第6版,CropLife International中有定义。
组合物如Mollet和Grubemann,Formulation technology,Wiley VCH,Weinheim,2001;或Knowles,New developments in crop protectionproduct formulation,Agrow Reports DS243,T&F Informa,London,2005所述以已知方式制备。
合适的助剂是溶剂,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,辅助剂,加溶剂,渗透促进剂,保护性胶体,粘附剂,增稠剂,保湿剂,驱除剂,引诱剂,进食刺激剂,相容剂,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是水和有机溶剂,如中到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、环状和芳族烃类,例如甲苯、石蜡、四氢萘、烷基化萘;醇类,如乙醇、丙醇、丁醇、苄醇、环己醇;二醇类;DMSO;酮类,例如环己酮;酯类,例如乳酸酯、碳酸酯、脂肪酸酯、γ-丁内酯;脂肪酸;膦酸酯;胺类;酰胺类,例如N-甲基吡咯烷酮,脂肪酸二甲基酰胺;以及它们的混合物。
合适的固体载体或填料是矿土,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,例如纤维素、淀粉;肥料,例如硫酸铵、磷酸铵、硝酸铵、脲类;植物来源的产品,例如谷粉、树皮粉、木粉、坚果壳粉,以及它们的混合物。
合适的表面活性剂是表面活性物质,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,以及它们的混合物。该类表面活性剂可以用作乳化剂、分散剂、加溶剂、润湿剂、渗透促进剂、保护性胶体或辅助剂。表面活性剂的实例列于McCutcheon’s,第1卷:Emulsifiers&Detergents,McCutcheon’s Directories,Glen Rock,USA,2008(International Ed.或North American Ed.)中。
合适的阴离子表面活性剂是磺酸、硫酸、磷酸、羧酸的碱金属、碱土金属或铵盐以及它们的混合物。磺酸盐的实例是烷基芳基磺酸盐、二苯基磺酸盐、α-烯烃磺酸盐、木素磺酸盐、脂肪酸和油的磺酸盐、乙氧基化烷基酚的磺酸盐、烷氧基化芳基酚的磺酸盐、缩合萘的磺酸盐、十二烷基-和十三烷基苯的磺酸盐、萘和烷基萘的磺酸盐、磺基琥珀酸盐或磺基琥珀酰胺酸盐。硫酸盐的实例是脂肪酸和油的硫酸盐、乙氧基化烷基酚的硫酸盐、醇的硫酸盐、乙氧基化醇的硫酸盐或脂肪酸酯的硫酸盐。磷酸盐的实例是磷酸盐酯。羧酸盐的实例是烷基羧酸盐以及羧化醇或烷基酚乙氧基化物。
合适的非离子表面活性剂是烷氧基化物,N-取代的脂肪酸酰胺,胺氧化物,酯类,糖基表面活性剂,聚合物表面活性剂及其混合物。烷氧基化物的实例是诸如已经被1-50当量烷氧基化的醇、烷基酚、胺、酰胺、芳基酚、脂肪酸或脂肪酸酯的化合物。可以将氧化乙烯和/或氧化丙烯用于烷氧基化,优选氧化乙烯。N-取代的脂肪酸酰胺的实例是脂肪酸葡糖酰胺或脂肪酸链烷醇酰胺。酯类的实例是脂肪酸酯,甘油酯或甘油单酯。糖基表面活性剂的实例是脱水山梨醇、乙氧基化脱水山梨醇、蔗糖和葡萄糖酯或烷基聚葡糖苷。聚合物表面活性剂的实例是乙烯基吡咯烷酮、乙烯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是季型表面活性剂,例如具有1或2个疏水性基团的季铵化合物,或长链伯胺的盐。合适的两性表面活性剂是烷基甜菜碱和咪唑啉类。合适的嵌段聚合物是包含聚氧乙烯和聚氧丙烯的嵌段的A-B或A-B-A类型嵌段聚合物,或包含链烷醇、聚氧乙烯和聚氧丙烯的A-B-C类型嵌段聚合物。合适的聚电解质是聚酸或聚碱。聚酸的实例是聚丙烯酸的碱金属盐或聚酸梳状聚合物。聚碱的实例是聚乙烯基胺或聚乙烯胺。
合适的辅助剂是本身具有可忽略的农药活性或者本身甚至没有农药活性且改善化合物I对目标物的生物学性能的化合物。实例是表面活性剂,矿物油或植物油以及其他助剂。其他实例由Knowles,Adjuvants andadditives,Agrow Reports DS256,T&F Informa UK,2006,第5章列出。
合适的增稠剂是多糖(例如黄原胶、羧甲基纤维素)、无机粘土(有机改性或未改性的)、聚羧酸盐和硅酸盐。
合适的杀菌剂是拌棉醇(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类。
合适的防冻剂是乙二醇、丙二醇、尿素和甘油。
合适的消泡剂是聚硅氧烷、长链醇和脂肪酸盐。
合适的着色剂(例如着红色、蓝色或绿色)是低水溶性颜料和水溶性染料。实例是无机着色剂(例如氧化铁、氧化钛、六氰合铁酸铁)和有机着色剂(例如茜素着色剂、偶氮着色剂和酞菁着色剂)。
合适的增粘剂或粘合剂是聚乙烯吡咯烷酮、聚乙酸乙烯酯、聚乙烯醇、聚丙烯酸酯、生物蜡或合成蜡以及纤维素醚。
本发明尤其涉及悬浮浓缩物,尤其是含水悬浮浓缩物(SC)形式的作物保护用组合物。该类悬浮浓缩物以细碎颗粒形式包含共晶,其中共晶的颗粒悬浮于液体介质中,优选悬浮于含水介质中。活性化合物颗粒的尺寸,即90重量%的活性化合物颗粒所不超过的尺寸由动态光散射测定通常不超过30μm,优选不超过20μm,特别是不超过10μm,尤其不超过5μm。有利的是本发明SC中至少40重量%,尤其是至少60重量%的颗粒具有小于2μm的直径。
悬浮浓缩物,尤其是含水悬浮浓缩物可以通过将该共晶悬浮于可以含有下文所述常规配制添加剂的合适液态载体中而制备。然而,优选通过本文所述的剪切方法,即通过在至少30℃的温度下对含有环丙嘧啶和环丙嘧啶的悬浮颗粒以及任选其他添加剂的液体施加剪切力直到形成共晶而制备该悬浮浓缩物。
同样可以通过将环丙嘧啶加入含有一种或多种分散剂和任选其他助剂的水中以形成预混物A,然后将该预混物A与二噻农在搅拌下在20-80℃的温度下混合或者通过将二噻农加入含有一种或多种分散剂和任选其他助剂的水中以形成预混物B并将预混物A和B在搅拌下在20-80℃的温度下一起混合以形成共晶悬浮液而制备含水悬浮浓缩物。最后可以将如此得到的悬浮液研磨至粒度分布为约60%<2μm。
同样可以通过将二噻农加入含有一种或多种分散剂和任选其他助剂的水中以形成预混物B,然后将该预混物B与环丙嘧啶在搅拌下在20-80℃的温度下混合以形成共晶悬浮液并且最后将如此得到的悬浮液研磨至粒度分布为约60%<2μm而制备含水悬浮浓缩物。
优选在这些方法中的搅拌步骤处于40-60℃的温度下。
优选在这些方法中的研磨步骤处于20-30℃的温度下。
除了共晶外,悬浮浓缩物通常包含表面活性剂以及还有合适的话消泡剂、增稠剂、防冻剂、稳定剂(生物杀伤剂)、调节pH的试剂和抗结块剂。
在该类SC中,活性化合物的量,即本发明共晶以及合适的话其他活性化合物的总量基于该悬浮浓缩伍的总重量通常为10-70重量%,尤其是15-50重量%。
组合物类型及其制备的实例为:
i)悬浮液(SC,OD,FS)
在搅拌的球磨机中将20-60重量%共晶在加入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(例如黄原胶)和加至100重量%的水下粉碎,得到细碎活性物质悬浮液。用水稀释得到稳定的活性物质悬浮液。对于FS类型组合物加入至多40重量%粘合剂(例如聚乙烯醇)。
ii)水分散性颗粒和水溶性颗粒(WG,SG)
在加入加至100重量%的分散剂和润湿剂(例如木素磺酸钠和醇乙氧基化物)下精细研磨50-80重量%共晶并借助工业装置(例如挤出机、喷雾塔、流化床)将其制成水分散性或水溶性颗粒。用水稀释得到稳定的活性物质分散体或溶液。
iii)水分散性粉末和水溶性粉末(WP,SP,WS)
将50-80重量%共晶在加入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)和加至100重量%的固体载体(例如硅胶)下在转子-定子磨机中研磨。用水稀释得到稳定的活性物质分散体或溶液。
iv)凝胶(GW,GF)
在搅拌的球磨机中在加入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)和加至100重量%的水下粉碎5-25重量%共晶,得到活性物质的精细悬浮液。用水稀释得到稳定的活性物质悬浮液。
v)
vi)可撒粉粉末(DP,DS)
将1-10重量%共晶细碎研磨并与加至100重量%的固体载体(例如细碎高岭土)充分混合。
vii)颗粒(GR,FG)
将0.5-30重量%共晶细碎研磨并结合加至100重量%的固体载体(例如硅酸盐)。通过挤出、喷雾干燥或流化床实现造粒。
农化组合物通常包含0.01-95重量%,优选0.1-90重量%,尤其是0.5-75重量%活性物质。活性物质以90-100%,优选95-100%的纯度(根据NMR光谱)使用。
为了处理植物繁殖材料,尤其是种子,通常使用悬浮乳液(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)和凝胶(GF)。所述组合物在稀释2-10倍后在即用制剂中给出0.01-60重量%,优选0.1-40重量%的活性物质浓度。施用可以在播种之前或期间进行。共晶及其组合物分别在植物繁殖材料,尤其是种子上的施用方法包括繁殖材料的拌种、包衣、造粒、撒粉、浸泡和犁沟内施用方法。优选通过不诱发萌发的方法,例如通过拌种、造粒、包衣和撒粉将共晶或其组合物分别施用于植物繁殖材料上。
当用于植物保护中时,活性物质的施用量取决于所需效果的种类为0.001-2kg/ha,优选0.005-2kg/ha,特别优选0.05-0.9kg/ha,尤其是0.1-0.75kg/ha。
在植物繁殖材料如种子例如通过撒粉、包衣或浸透种子的处理中,通常要求活性物质的量为0.1-10000g/100kg,优选1-1000g/100kg,更优选1-100g/100kg,最优选5-100g/100kg植物繁殖材料(优选种子)。
当用于保护材料或储存产品中时,活性物质的施用量取决于施用区域的种类和所需效果。在材料保护中常用的施用量例如为0.001g-2kg,优选0.005g-1kg活性物质/立方米被处理材料。
可以向活性物质或包含它们的组合物中作为预混物加入或者合适的话在紧临使用前加入(桶混合)各种类型的油、润湿剂、辅助剂、肥料或微营养素和其他农药(例如除草剂、杀虫剂、杀真菌剂、生长调节剂、安全剂)。这些试剂可以以1:100-100:1,优选1:10-10:1的重量比与本发明组合物混合。
用户通常将本发明组合物用于前剂量装置、小背包喷雾器、喷雾罐、喷雾飞机或灌溉系统。通常将该农化组合物用水、缓冲剂和/或其他助剂配制至所需施用浓度,从而得到即用喷雾液或本发明农化组合物。每公顷农业利用区通常施用20-2000升,优选50-400升即用喷雾液。
根据一个实施方案,用户可以自己在喷雾罐中混合本发明组合物的各组分,例如成套包装的各部分或二元或三元混合物的各部分并且合适的话可以加入其他助剂。
将共晶或包含它们的组合物以杀真菌剂的使用形式与其他杀真菌剂混合在许多情况下拓宽杀真菌活性谱或防止杀真菌剂抗药性的产生。此外,在许多情况下得到协同增效作用。
共晶可以与其一起使用的下列活性物质用来说明可能的组合,但不限制它们:
A)呼吸抑制剂
-Qo位点的配合物III抑制剂(例如嗜球果伞素类):腈嘧菌酯(azoxystrobin)、甲香菌酯(coumethoxystrobin)、丁香菌酯(coumoxystrobin)、醚菌胺(dimoxystrobin)、烯肟菌酯(enestroburin)、烯肟菌胺(fenaminstrobin)、fenoxystrobin/氟菌螨酯(flufenoxystrobin)、氟嘧菌酯(fluoxastrobin)、亚胺菌(kresoxim-methyl)、叉氨苯酰胺(metominostrobin)、肟醚菌胺(orysastrobin)、啶氧菌酯(picoxystrobin)、唑菌胺酯(pyraclostrobin)、pyrametostrobin、唑菌酯(pyraoxystrobin)、肟菌酯(trifloxystrobin)、2-[2-(2,5-二甲基苯氧基甲基)苯基]-3-甲氧基丙烯酸甲酯、2-(2-(3-(2,6-二氯苯基)-1-甲基亚烯丙基氨基氧甲基)苯基)-2-甲氧亚氨基-N-甲基乙酰胺、pyribencarb、triclopyricarb/chlorodincarb、唑酮菌(famoxadone)、咪唑菌酮(fenamidone);
-Qi位点的配合物III抑制剂:氰霜唑(cyazofamid)、amisulbrom、2-甲基丙酸[(3S,6S,7R,8R)-8-苄基-3-[(3-乙酰氧基-4-甲氧基吡啶-2-羰基)氨基]-6-甲基-4,9-二氧代-1,5-二氧庚环-7-基]酯、2-甲基丙酸[(3S,6S,7R,8R)-8-苄基-3-[[3-乙酰氧基甲氧基-4-甲氧基吡啶-2-羰基]氨基]-6-甲基-4,9-二氧代-1,5-二氧庚环-7-基]酯、2-甲基丙酸[(3S,6S,7R,8R)-8-苄基-3-[(3-异丁氧基羰氧基-4-甲氧基吡啶-2-羰基)氨基]-6-甲基-4,9-二氧代-1,5-二氧庚环-7-基]酯、2-甲基丙酸[(3S,6S,7R,8R)-8-苄基-3-[[3-(1,3-苯并间二氧杂环戊烯-5-基甲氧基)-4-甲氧基吡啶-2-羰基]氨基]-6-甲基-4,9-二氧代-1,5-二氧庚环-7-基]酯;
-配合物II抑制剂(例如羧酰胺类):麦锈灵(benodanil)、bixafen、啶酰菌胺(boscalid)、萎锈灵(carboxin)、呋菌胺(fenfuram)、氟吡菌酰胺(fluopyram)、氟酰胺(flutolanil)、氟唑菌酰胺(fluxapyroxad)、呋吡唑灵(furametpyr)、isopyrazam、丙氧灭绣胺(mepronil)、氧化萎锈灵(oxycarboxin)、penflufen、吡噻菌胺(penthiopyrad)、sedaxane、叶枯酞(tecloftalam)、溴氟唑菌(thifluzamide)、N-(4'-三氟甲硫基联苯-2-基)-3-二氟甲基-1-甲基-1H-吡唑-4-甲酰胺、N-(2-(1,3,3-三甲基丁基)苯基)-1,3-二甲基-5-氟-1H-吡唑-4-甲酰胺、N-[9-(二氯亚甲基)-1,2,3,4-四氢-1,4-亚甲基萘-5-基]-3-二氟甲基-1-甲基-1H-吡唑-4-甲酰胺;
-其他呼吸抑制剂(例如配合物I,去偶剂):二氟林(diflumetorim)、(5,8-二氟喹唑啉-4-基)-{2-[2-氟-4-(4-三氟甲基吡啶-2-基氧基)苯基]乙基}胺;硝基苯基衍生物:乐杀螨(binapacryl)、敌螨通(dinobuton)、敌螨普(dinocap)、氟啶胺(fluazinam);嘧菌腙(ferimzone);有机金属化合物:三苯锡基盐,例如薯瘟锡(fentin-acetate)、三苯锡氯(fentin chloride)或毒菌锡(fentin hydroxide);ametoctradin和硅噻菌胺(silthiofam);
B)甾醇生物合成抑制剂(SBI杀真菌剂)
-C14脱甲基酶抑制剂(DMI杀真菌剂):三唑类:戊环唑(azaconazole)、双苯三唑醇(bitertanol)、糠菌唑(bromuconazole)、环唑醇(cyproconazole)、醚唑(difenoconazole)、烯唑醇(diniconazole)、烯唑醇M(diniconazole-M)、氧唑菌(epoxiconazole)、腈苯唑(fenbuconazole)、喹唑菌酮(fluquinconazole)、氟硅唑(flusilazole)、粉唑醇(flutriafol)、己唑醇(hexaconazole)、酰胺唑(imibenconazole)、环戊唑醇(ipconazole)、环戊唑菌(metconazole)、腈菌唑(myclobutanil)、oxpoconazole、多效唑(paclobutrazole)、戊菌唑(penconazole)、丙环唑(propiconazole)、丙硫菌唑(prothioconazole)、硅氟唑(simeconazole)、戊唑醇(tebuconazole)、氟醚唑(tetraconazole)、三唑酮(triadimefon)、唑菌醇(triadimenol)、戊叉唑菌(triticonazole)、烯效唑(uniconazole);咪唑类:抑霉唑(imazalil)、稻瘟酯(pefurazoate)、丙氯灵(prochloraz)、氟菌唑(triflumizol);嘧啶类、吡啶类和哌嗪类:异嘧菌醇(fenarimol)、氟苯嘧啶醇(nuarimol)、啶斑肟(pyrifenox)、嗪氨灵(triforine);
-δ14-还原酶抑制剂:4-十二烷基-2,6-二甲基吗啉(aldimorph)、吗菌灵(dodemorph)、吗菌灵乙酸酯(dodemorph-acetate)、丁苯吗啉(fenpropimorph)、克啉菌(tridemorph)、苯锈啶(fenpropidin)、粉病灵(piperalin)、螺茂胺(spiroxamine);
-3-酮基还原酶抑制剂:环酰菌胺(fenhexamid);
C)核酸合成抑制剂
-苯基酰胺类或酰基氨基酸类杀真菌剂:苯霜灵(benalaxyl)、精苯霜灵(benalaxyl-M)、kiralaxyl、甲霜灵(metalaxyl)、精甲霜灵(metalaxyl-M)(mefenoxam)、甲呋酰胺(ofurace)、霜灵(oxadixyl);
-其他:土菌消(hymexazole)、异噻菌酮(octhilinone)、恶喹酸(oxolinic acid)、磺嘧菌灵(bupirimate)、5-氟胞嘧啶、5-氟-2-(对甲苯基甲氧基)嘧啶-4-胺、5-氟-2-(4-氟苯基甲氧基)嘧啶-4-胺;
D)细胞分裂和细胞骨架抑制剂
-微管蛋白抑制剂,如苯并咪唑类、托布津类(thiophanate):苯菌灵(benomyl)、多菌灵(carbendazim)、麦穗宁(fuberidazole)、涕必灵(thiabendazole)、甲基托布津(thiophanate-methyl);三唑并嘧啶类:5-氯-7-(4-甲基哌啶-1-基)-6-(2,4,6-三氟苯基)-[1,2,4]三唑并[1,5-a]嘧啶;
-其他细胞分裂抑制剂:乙霉威(diethofencarb)、噻唑菌胺(ethaboxam)、戊菌隆(pencycuron)、氟吡菌胺(fluopicolide)、苯酰菌胺(zoxamide)、苯菌酮(metrafenone)、pyriofenone;
E)氨基酸和蛋白质合成抑制剂
-蛋氨酸合成抑制剂(苯胺基嘧啶类):嘧菌胺(mepanipyrim)、二甲嘧菌胺(pyrimethanil);
-蛋白质合成抑制剂:灭瘟素(blasticidin-S)、春雷素(kasugamycin)、水合春雷素(kasugamycin hydrochloride-hydrate)、米多霉素(mildiomycin)、链霉素(streptomycin)、土霉素(oxytetracyclin)、多氧霉素(polyoxine)、井冈霉素(validamycin A);
F)信号转导抑制剂
-MAP/组氨酸蛋白激酶抑制剂:氟菌安(fluoroimid)、异丙定(iprodione)、杀菌利(procymidone)、烯菌酮(vinclozolin)、拌种咯(fenpiclonil)、氟菌(fludioxonil);
-G蛋白抑制剂:喹氧灵(quinoxyfen);
G)类脂和膜合成抑制剂
-磷脂生物合成抑制剂:克瘟散(edifenphos)、异稻瘟净(iprobenfos)、定菌磷(pyrazophos)、稻瘟灵(isoprothiolane);
-类脂过氧化:氯硝胺(dicloran)、五氯硝基苯(quintozene)、四氯硝基苯(tecnazene)、甲基立枯磷(tolclofos-methyl)、联苯、地茂散(chloroneb)、氯唑灵(etridiazole);
-磷脂生物合成和细胞壁沉积:烯酰吗啉(dimethomorph)、氟吗啉(flumorph)、双炔酰菌胺(mandipropamid)、丁吡吗啉(pyrimorph)、苯噻菌胺(benthiavalicarb)、异丙菌胺(iprovalicarb)、valifenalate和N-(1-(1-(4-氰基苯基)乙磺酰基)丁-2-基)氨基甲酸4-氟苯基酯;
-影响细胞膜渗透性的化合物和脂肪酸:百维灵(propamocarb)、霜霉威盐酸盐(propamocarb-hydrochlorid);
H)具有多位点作用的抑制剂
-无机活性物质:波尔多液(Bordeaux混合物)、醋酸铜、氢氧化铜、王铜(copper oxychloride)、碱式硫酸铜、硫;
-硫代-和二硫代氨基甲酸酯类:福美铁(ferbam)、代森锰锌(mancozeb)、代森锰(maneb)、威百亩(metam)、代森联(metiram)、甲基代森锌(propineb)、福美双(thiram)、代森锌(zineb)、福美锌(ziram);
-有机氯化合物(例如邻苯二甲酰亚胺类、硫酰胺类、氯代腈类):敌菌灵(anilazine)、百菌清(chlorothalonil)、敌菌丹(captafol)、克菌丹(captan)、灭菌丹(folpet)、抑菌灵(dichlofluanid)、双氯酚(dichlorophen)、磺菌胺(flusulfamide)、六氯苯(hexachlorobenzene)、五氯酚(pentachlorphenole)及其盐、四氯苯酞(phthalide)、对甲抑菌灵(tolylfluanid)、N-(4-氯-2-硝基苯基)-N-乙基-4-甲基苯磺酰胺;
-胍类及其他:胍、多果定(dodine)、多果定游离碱、双胍盐(guazatine)、双胍辛胺(guazatine-acetate)、双胍辛醋酸盐(iminoctadine)、双胍辛胺三乙酸盐(iminoctadine-triacetate)、双八胍盐(iminoctadine-tris(albesilate));
I)细胞壁合成抑制剂
-葡聚糖合成抑制剂:井冈霉素(validamycin)、多氧霉素(polyoxin B);黑素合成抑制剂:咯喹酮(pyroquilon)、三环唑(tricyclazole)、氯环丙酰胺(carpropamid)、双氯氰菌胺(dicyclomet)、氰菌胺(fenoxanil);
J)植物防御诱发剂
-噻二唑素(acibenzolar-S-methyl)、噻菌灵(probenazole)、异噻菌胺(isotianil)、噻酰菌胺(tiadinil)、调环酸钙(prohexadione-calcium);膦酸酯类:藻菌磷(fosetyl)、乙磷铝(fosetyl-aluminum)、亚磷酸及其盐;
K)未知作用模式
-拌棉醇(bronopol)、灭螨蜢(chinomethionat)、环氟菌胺(cyflufenamid)、清菌脲(cymoxanil)、棉隆(dazomet)、咪菌威(debacarb)、哒菌清(diclomezine)、野燕枯(difenzoquat)、野燕枯甲基硫酸酯(difenzoquat-methylsulfate)、二苯胺、胺苯吡菌酮(fenpyrazamine)、氟联苯菌(flumetover)、磺菌胺、flutianil、磺菌威(methasulfocarb)、氯定(nitrapyrin)、异丙消(nitrothal-isopropyl)、喹啉铜(oxin-copper)、丙氧喹啉(proquinazid)、tebufloquin、叶枯酞、唑菌嗪(triazoxide)、2-丁氧基-6-碘-3-丙基苯并吡喃-4-酮、N-(环丙基甲氧亚氨基-(6-二氟甲氧基-2,3-二氟苯基)甲基)-2-苯基乙酰胺、N'-(4-(4-氯-3-三氟甲基苯氧基)-2,5-二甲基苯基)-N-乙基-N-甲基甲脒、N'-(4-(4-氟-3-三氟甲基苯氧基)-2,5-二甲基苯基)-N-乙基-N-甲基甲脒、N'-(2-甲基-5-三氟甲基-4-(3-三甲基硅烷基丙氧基)苯基)-N-乙基-N-甲基甲脒、N'-(5-二氟甲基-2-甲基-4-(3-三甲基硅烷基丙氧基)苯基)-N-乙基-N-甲基甲脒、2-{1-[2-(5-甲基-3-三氟甲基吡唑-1-基)乙酰基]哌啶-4-基}噻唑-4-甲酸甲基-(1,2,3,4-四氢萘-1-基)酰胺、2-{1-[2-(5-甲基-3-三氟甲基吡唑-1-基)乙酰基]哌啶-4-基}噻唑-4-甲酸甲基-(R)-1,2,3,4-四氢萘-1-基酰胺、1-[4-[4-[5-(2,6-二氟苯基)-4,5-二氢-3-异唑基]-2-噻唑基]-1-哌啶基]-2-[5-甲基-3-三氟甲基-1H-吡唑-1-基]乙酮、甲氧基乙酸6-叔丁基-8-氟-2,3-二甲基喹啉-4-基酯、N-甲基-2-{1-[(5-甲基-3-三氟甲基-1H-吡唑-1-基)乙酰基]哌啶-4-基}-N-[(1R)-1,2,3,4-四氢萘-1-基]-4-噻唑甲酰胺、3-[5-(4-甲基苯基)-2,3-二甲基异唑烷-3-基]吡啶、3-[5-(4-氯苯基)-2,3-二甲基异唑烷-3-基]吡啶(啶菌恶唑(pyrisoxazole))、N-(6-甲氧基吡啶-3-基)环丙烷甲酰胺、5-氯-1-(4,6-二甲氧基嘧啶-2-基)-2-甲基-1H-苯并咪唑、2-(4-氯苯基)-N-[4-(3,4-二甲氧基苯基)异唑-5-基]-2-丙-2-炔基氧基乙酰胺;
L)抗真菌的生物控制剂、植物生物活化剂:白粉寄生孢(Ampelomycesquisqualis)(例如来自德国Intrachem Bio GmbH&Co.KG的),黄曲霉(Aspergillus flavus)(例如来自瑞士Syngenta的),出芽短梗霉(Aureobasidium pullulans)(例如来自德国bio-ferm GmbH的短小芽孢杆菌(Bacillus pumilus)(例如以和Plus来自AgraQuest Inc.,USA的NRRL Accession No.B-30087),枯草芽孢杆菌(Bacillus subtilis)(例如以 MAX和ASO来自AgraQuest Inc.,USA的分离物NRRL Nr.B-21661),解淀粉芽孢杆菌(Bacillus subtilis var.amyloliquefaciens)FZB24(例如来自Novozyme Biologicals,Inc.,USA的,橄榄假丝酵母(Candida oleophila)I-82(例如来自EcogenInc.,USA的,Candida saitoana(例如来自Micro FloCompany,USA(BASF SE)和Arysta的(呈与溶菌酶的混合物)和,脱乙酰壳多糖(例如来自新西兰BotriZen Ltd.的ARMOUR-ZEN),Clonostachys rosea f.catenulata,也称为链孢粘帚菌(Gliocladium catenulatum)(例如分离物J1446:来自芬兰Verdera的,盾壳霉(Coniothyrium minitans)(例如来自德国Prophyta的寄生隐丛赤壳菌(Cryphonectria parasitica)(例如来自法国CNICM的栗疫菌(Endothia parasitica)),白色隐球菌(Cryptococcusalbidus)(例如来自南非Anchor Bio-Technologies的尖镰孢(Fusarium oxysporum)(例如来自意大利S.I.A.P.A.的来自法国Natural Plant Protection的核果梅奇酵母(Metschnikowia fructicola)(例如来自以色列Agrogreen的Microdochium dimerum(例如来自法国Agrauxine的Phlebiopsis gigantea(例如来自芬兰Verdera的Pseudozymaflocculosa(例如来自加拿大Plant Products Co.Ltd.的寡雄腐霉(Pythium oligandrum)DV74(例如来自捷克共和国RemesloSSRO,Biopreparaty的Reynoutria sachlinensis(例如来自Marrone BioInnovations,USA的黄蓝状菌(Talaromyces flavus)V117b(例如来自德国Prophyta的棘孢木霉(Trichoderma asperellum)SKT-1(例如来自日本KumiaiChemical Industry Co.,Ltd.的ECO-深绿木霉(T.atroviride)LC52(例如来自新西兰Agrimm Technologies Ltd的哈茨木霉(T.harzianum)T-22(例如来自Firma BioWorks Inc.,USA的哈茨木霉(T.harzianum)TH35(例如来自以色列Mycontrol Ltd.的哈茨木霉(T.harzianum)T-39(例如来自以色列Mycontrol Ltd.和以色列Makhteshim Ltd.的和TRICHODERMA哈茨木霉(T.harzianum)和绿色木霉(T.viride)(例如来自新西兰Agrimm Technologies Ltd的TRICHOPEL),哈茨木霉(T.harzianum)ICC012和绿色木霉(T.viride)ICC080(例如来自意大利Isagro Ricerca的WP),多孔木霉(T.polysporum)和哈茨木霉(T.harzianum)(例如来自瑞典BINAB Bio-Innovation AB的钩木霉(T.stromaticum)(例如来自巴西C.E.P.L.A.C.的绿木霉(T.virens)GL-21(例如来自Certis LLC,USA的绿色木霉(T.viride)(例如来自印度Ecosense Labs.(India)Pvt.Ltd.的来自印度T.Stanes&Co.Ltd.的BIO-F),绿色木霉(T.viride)TV1(例如来自意大利Agribiotec srl的绿色木霉(T.viride)TV1),奥德曼细基格孢(Ulocladium oudemansii)HRU3(例如来自新西兰Botry-Zen Ltd的BOTRY-
M)生长调节剂
脱落酸(abscisic acid)、先甲草胺(amidochlor)、嘧啶醇(ancymidol)、6-苄基氨基嘌呤、油菜素内酯(brassinolide)、地乐胺(butralin)、矮壮素阳离子(chlormequat)(氯化矮壮素(chlormequat chloride))、胆碱盐酸盐(choline chloride)、环丙酸酰胺(cyclanilide)、丁酰肼(daminozide)、敌草克(dikegulac)、噻节因(dimethipin)、2,6-二甲基吡啶(2,6-dimethylpuridine)、乙烯利(ethephon)、氟节胺(flumetralin)、调嘧醇(flurprimidol)、达草氟(fluthiacet)、调吡脲(forchlorfenuron)、赤霉酸(gibberellic acid)、抗倒胺(inabenfide)、吲哚-3-乙酸、抑芽丹(maleichydrazide)、氟草磺(mefluidide)、助壮素(mepiquat)(氯化助壮素(mepiquat chloride))、萘乙酸、N-6-苄基腺嘌呤、多效唑、调环酸(prohexadione)(调环酸钙)、茉莉酸诱导体(prohydrojasmon)、赛二唑素(thidiazuron)、抑芽唑(triapenthenol)、三硫代磷酸三丁酯、2,3,5-三碘苯甲酸、抗倒酯(trinexapac-ethyl)和烯效唑;
N)除草剂
-乙酰胺类:乙草胺(acetochlor)、甲草胺(alachlor)、丁草胺(butachlor)、克草胺(dimethachlor)、噻吩草胺(dimethenamid)、氟噻草胺(flufenacet)、苯噻草胺(mefenacet)、异丙甲草胺(metolachlor)、吡草胺(metazachlor)、草萘胺(napropamide)、萘丙胺(naproanilide)、烯草胺(pethoxamid)、丙草胺(pretilachlor)、扑草胺(propachlor)、噻醚草胺(thenylchlor);
-氨基酸衍生物:双丙氨酰膦(bilanafos)、草甘膦(glyphosate)、草铵膦(glufosinate)、草硫膦(sulfosate);
-芳氧基苯氧基丙酸酯类:炔草酯(clodinafop)、氰氟草酯(cyhalofop-butyl)、唑禾草灵(fenoxaprop)、吡氟禾草灵(fluazifop)、吡氟氯禾灵(haloxyfop)、恶唑酰草胺(metamifop)、喔草酯(propaquizafop)、喹禾灵(quizalofop)、精喹禾灵(四氢糠基酯)(quizalofop-p-tefuryl);
-联吡啶类:敌草快阳离子(diquat)、对草快阳离子(paraquat);
-(硫代)氨基甲酸酯类:黄草灵(asulam)、苏达灭(butylate)、长杀草(carbetamide)、异苯敌草(desmedipham)、哌草丹(dimepiperate)、扑草灭(eptam)(EPTC)、禾草畏(esprocarb)、草达灭(molinate)、坪草丹(orbencarb)、苯敌草(phenmedipham)、苄草丹(prosulfocarb)、稗草畏(pyributicarb)、杀草丹(thiobencarb)、野麦畏(triallate);
-环己二酮类:丁氧环酮(butroxydim)、烯草酮(clethodim)、噻草酮(cycloxydim)、环苯草酮(profoxydim)、稀禾定(sethoxydim)、醌肟草(tepraloxydim)、肟草酮(tralkoxydim);
-二硝基苯胺类:氟草胺(benfluralin)、丁氟消草(ethalfluralin)、黄草消(oryzalin)、胺硝草(pendimethalin)、氨基丙氟灵(prodiamine)、氟乐灵(trifluralin);
-二苯基醚类:氟锁草醚(acifluorfen)、苯草醚(aclonifen)、治草醚(bifenox)、氯甲草(diclofop)、氯氟草醚(ethoxyfen)、氟黄胺草醚(fomesafen)、乳氟禾草灵(lactofen)、乙氧氟草醚(oxyfluorfen);
-羟基苄腈类:溴苯腈(bromoxynil)、敌草腈(dichlobenil)、碘苯腈(ioxynil);
-咪唑啉酮类:咪草酯(imazamethabenz)、咪草啶酸(imazamox)、甲基咪草烟(imazapic)、灭草烟(imazapyr)、灭草喹(imazaquin)、咪草烟(imazethapyr);
-苯氧基乙酸类:稗草胺(clomeprop)、2,4-二氯苯氧基乙酸(2,4-D)、2,4-DB、2,4-滴丙酸(dichlorprop)、MCPA、2甲4氯乙硫酯(MCPA-thioethyl)、MCPB、2甲4氯丙酸(mecoprop);
-吡嗪类:杀草敏(chloridazon)、氟哒嗪草酯(flufenpyr-ethyl)、达草氟、达草灭(norflurazon)、达草止(pyridate);
-吡啶类:氨草啶(aminopyralid)、二氯皮考啉酸(clopyralid)、吡氟草胺(diflufenican)、氟硫草定(dithiopyr)、氟草同(fluridone)、氟草烟(fluroxypyr)、毒莠定(picloram)、氟吡酰草胺(picolinafen)、噻氟啶草(thiazopyr);
-磺酰脲类:磺氨黄隆(amidosulfuron)、四唑黄隆(azimsulfuron)、苄嘧黄隆(bensulfuron)、氯嘧黄隆(chlorimuron-ethyl)、绿黄隆(chlorsulfuron)、醚黄隆(cinosulfuron)、环丙黄隆(cyclosulfamuron)、乙氧嘧黄隆(ethoxysulfuron)、啶嘧黄隆(flazasulfuron)、氟吡磺隆(flucetosulfuron)、氟啶黄隆(flupyrsulfuron)、酰胺磺隆(foramsulfuron)、吡氯黄隆(halosulfuron)、啶咪黄隆(imazosulfuron)、碘磺隆(iodosulfuron)、甲磺胺磺隆(mesosulfuron)、嗪吡嘧磺隆(metazosulfuron)、甲黄隆(metsulfuron-methyl)、烟嘧黄隆(nicosulfuron)、环丙氧黄隆(oxasulfuron)、氟嘧黄隆(primisulfuron)、氟丙黄隆(prosulfuron)、吡嘧黄隆(pyrazosulfuron)、玉嘧黄隆(rimsulfuron)、嘧黄隆(sulfometuron)、乙黄黄隆(sulfosulfuron)、噻黄隆(thifensulfuron)、醚苯黄隆(triasulfuron)、苯黄隆(tribenuron)、三氟啶磺隆(trifloxysulfuron)、氟胺磺隆(triflusulfuron)、三氟甲磺隆(tritosulfuron)、1-((2-氯-6-丙基咪唑并[1,2-b]哒嗪-3-基)磺酰基)-3-(4,6-二甲氧基嘧啶-2-基)脲;
-三嗪类:莠灭净(ametryn)、莠去津(atrazine)、草净津(cyanazine)、戊草津(dimethametryn)、乙嗪草酮(ethiozin)、六嗪同(hexazinone)、苯嗪草(metamitron)、赛克津(metribuzin)、扑草净(prometryn)、西玛津(simazine)、特丁津(terbuthylazine)、去草净(terbutryn)、苯氧丙胺津(triaziflam);
-脲类:绿麦隆(chlorotoluron)、香草隆(daimuron)、敌草隆(diuron)、伏草隆(fluometuron)、异丙隆(isoproturon)、利谷隆(linuron)、噻唑隆(methabenzthiazuron)、丁唑隆(tebuthiuron);
-其他乙酰乳酸合成酶抑制剂:双草醚钠盐(bispyribac-sodium)、氯酯磺草胺(cloransulam-methyl)、唑嘧磺胺(diclosulam)、双氟磺草胺(florasulam)、氟酮磺隆(flucarbazone)、氟唑啶草(flumetsulam)、唑草磺胺(metosulam)、嘧苯胺磺隆(ortho-sulfamuron)、五氟磺草胺(penoxsulam)、丙氧基卡巴腙(propoxycarbazone)、丙酯草醚(pyribambenz-propyl)、嘧苯草肟(pyribenzoxim)、环酯草醚(pyriftalid)、肟啶草(pyriminobac-methyl)、pyrimisulfan、嘧硫苯甲酸(pyrithiobac)、pyroxasulfon、甲氧磺草胺(pyroxsulam);
-其他:胺唑草酮(amicarbazone)、三唑胺(aminotriazole)、莎稗磷(anilofos)、beflubutamid、草除灵(benazolin)、bencarbazone、benfluresate、吡草酮(benzofenap)、噻草平(bentazone)、苯并双环酮(benzobicyclon)、bicyclopyrone、除草定(bromacil)、溴丁酰草胺(bromobutide)、氟丙嘧草酯(butafenacil)、草胺磷(butamifos)、胺草唑(cafenstrole)、氟酮唑草(carfentrazone)、吲哚酮草酯(cinidon-ethyl)、敌草索(chlorthal)、环庚草醚(cinmethylin)、异恶草酮(clomazone)、苄草隆(cumyluron)、cyprosulfamide、麦草畏(dicamba)、野燕枯、二氟吡隆(diflufenzopyr)、稗内脐蠕孢菌(Drechslera monoceras)、敌草腈(endothal)、乙呋草黄(ethofumesate)、乙苯酰草(etobenzanid)、fenoxasulfone、四唑酰草胺(fentrazamide)、氟烯草酸(flumiclorac-pentyl)、氟嗪酮(flumioxazin)、胺草唑(flupoxam)、氟咯草酮(fluorochloridone)、呋草酮(flurtamone)、茚草酮(indanofan)、异恶草胺(isoxaben)、异氟草(isoxaflutole)、环草定(lenacil)、敌稗(propanil)、拿草特(propyzamide)、二氯喹啉酸(quinclorac)、喹草酸(quinmerac)、硝草酮(mesotrione)、甲胂酸(methylarsonic acid)、抑草生(naptalam)、炔丙唑草(oxadiargyl)、恶草灵(oxadiazon)、氯嗪草(oxaziclomefone)、戊唑草(pentoxazone)、唑啉草酯(pinoxaden)、双唑草腈(pyraclonil)、吡草醚(pyraflufen-ethyl)、pyrasulfotole、苄草唑(pyrazoxyfen)、吡唑特(pyrazolynate)、灭藻醌(quinoclamine)、嘧啶肟草醚(saflufenacil)、磺草酮(sulcotrione)、磺胺草唑(sulfentrazone)、特草定(terbacil)、tefuryltrione、tembotrione、thiencarbazone、topramezone、(3-[2-氯-4-氟-5-(3-甲基-2,6-二氧代-4-三氟甲基-3,6-二氢-2H-嘧啶-1-基)苯氧基]吡啶-2-基氧基)乙酸乙酯、6-氨基-5-氯-2-环丙基嘧啶-4-甲酸甲酯、6-氯-3-(2-环丙基-6-甲基苯氧基)哒嗪-4-醇、4-氨基-3-氯-6-(4-氯苯基)-5-氟吡啶-2-甲酸、4-氨基-3-氯-6-(4-氯-2-氟-3-甲氧基苯基)吡啶-2-甲酸甲酯和4-氨基-3-氯-6-(4-氯-3-二甲基氨基-2-氟苯基)吡啶-2-甲酸甲酯。
O)杀虫剂:
-有机(硫代)磷酸酯:高灭磷(acephate)、唑啶磷(azamethiphos)、谷硫磷(azinphos-methyl)、毒死蜱(chlorpyrifos)、甲基毒死蜱(chlorpyrifos-methyl)、毒虫畏(chlorfenvinphos)、二嗪农(diazinon)、敌敌畏(dichlorvos)、百治磷(dicrotophos)、乐果(dimethoate)、乙拌磷(disulfoton)、乙硫磷(ethion)、杀螟松(fenitrothion)、倍硫磷(fenthion)、异唑磷(isoxathion)、马拉硫磷(malathion)、甲胺磷(methamidophos)、杀扑磷(methidathion)、甲基对硫磷(methyl-parathion)、速灭磷(mevinphos)、久效磷(monocrotophos)、砜吸磷(oxydemeton-methyl)、对氧磷(paraoxon)、一六零五(parathion)、稻丰散(phenthoate)、伏杀硫磷(phosalone)、亚胺硫磷(phosmet)、磷胺(phosphamidon)、甲拌磷(phorate)、辛硫磷(phoxim)、虫螨磷(pirimiphos-methyl)、丙溴磷(profenofos)、丙硫磷(prothiofos)、田乐磷(sulprophos)、杀虫威(tetrachlorvinphos)、特丁磷(terbufos)、三唑磷(triazophos)、敌百虫(trichlorfon);
-氨基甲酸酯类:棉铃威(alanycarb)、涕灭威(aldicarb)、虫威(bendiocarb)、丙硫克百威(benfuracarb)、甲萘威(carbaryl)、虫螨威(carbofuran)、丁硫克百威(carbosulfan)、双氧威(fenoxycarb)、呋线威(furathiocarb)、灭虫威(methiocarb)、灭多虫(methomyl)、甲氨叉威(oxamyl)、抗蚜威(pirimicarb)、残杀威(propoxur)、硫双威(thiodicarb)、唑蚜威(triazamate);
-合成除虫菊酯类:丙烯除虫菊(allethrin)、氟氯菊酯(bifenthrin)、氟氯氰菊酯(cyfluthrin)、(RS)氯氟氰菊酯(cyhalothrin)、苯醚氰菊酯(cyphenothrin)、氯氰菊酯(cypermethrin)、甲体氯氰菊酯(alpha-cypermethrin)、乙体氯氰菊酯(beta-cypermethrin)、己体氯氰菊酯(zeta-cypermethrin)、溴氰菊酯(deltamethrin)、高氰戊菊酯(esfenvalerate)、醚菊酯(etofenprox)、甲氰菊酯(fenpropathrin)、杀灭菊酯(fenvalerate)、咪炔菊酯(imiprothrin)、氯氟氰菊酯(lambda-cyhalothrin)、氯菊酯(permethrin)、炔酮菊酯(prallethrin)、除虫菊酯(pyrethrin)I和II、灭虫菊(resmethrin)、灭虫硅醚(silafluofen)、氟胺氰菊酯(tau-fluvalinate)、七氟菊酯(tefluthrin)、胺菊酯(tetramethrin)、四溴菊酯(tralomethrin)、四氟菊酯(transfluthrin)、丙氟菊酯(profluthrin)、四氟甲醚菊酯(dimefluthrin);
-昆虫生长调节剂:a)几丁质合成抑制剂:苯甲酰脲类:定虫隆(chlorfluazuron)、灭蝇胺(cyramazin)、氟脲杀(diflubenzuron)、氟螨脲(flucycloxuron)、氟虫脲(flufenoxuron)、氟铃脲(hexaflumuron)、氟丙氧脲(lufenuron)、双苯氟脲(novaluron)、伏虫隆(teflubenzuron)、杀虫隆(triflumuron);噻嗪酮(buprofezin)、茂醚(diofenolan)、噻螨酮(hexythiazox)、特苯唑(etoxazole)、四螨嗪(clofentazine);b)蜕皮激素拮抗剂:特丁苯酰肼(halofenozide)、甲氧苯酰肼(methoxyfenozide)、双苯酰肼(tebufenozide)、艾扎丁(azadirachtin);c)保幼激素类似物:蚊蝇醚(pyriproxyfen)、蒙五一五(methoprene)、双氧威;d)类脂生物合成抑制剂:螺螨酯(spirodiclofen)、螺甲螨酯(spiromesifen)、螺虫乙酯(spirotetramat);
-烟碱受体激动剂/拮抗剂化合物:噻虫胺(clothianidin)、呋虫胺(dinotefuran)、flupyradifurone、吡虫啉(imidacloprid)、噻虫嗪(thiamethoxam)、硝胺烯啶(nitenpyram)、吡虫清(acetamiprid)、噻虫啉(thiacloprid)、1-(2-氯噻唑-5-基甲基)-2-硝酰亚氨基(nitrimino)-3,5-二甲基-[1,3,5]三嗪烷(triazinane);
-GABA拮抗剂化合物:硫丹(endosulfan)、乙虫清(ethiprole)、锐劲特(fipronil)、氟吡唑虫(vaniliprole)、pyrafluprole、pyriprole、5-氨基-1-(2,6-二氯-4-甲基苯基)-4-亚磺酰氨酰基(sulfinamoyl)-1H-吡唑-3-硫代甲酰胺;
-大环内酯杀虫剂:齐墩螨素(abamectin)、甲氨基阿维菌素(emamectin)、米尔螨素(milbemectin)、lepimectin、艾克敌105(spinosad)、乙基多杀菌素(spinetoram);
-线粒体电子传输抑制剂(METI)I杀螨剂:喹螨醚(fenazaquin)、哒螨酮(pyridaben)、吡螨胺(tebufenpyrad)、唑虫酰胺(tolfenpyrad)、嘧虫胺(flufenerim);
-METI II和III化合物:灭螨醌(acequinocyl)、fluacyprim、灭蚁腙(hydramethylnon);
-去偶剂:氟唑虫清(chlorfenapyr);
-氧化磷酸化抑制剂:三环锡(cyhexatin)、杀螨硫隆(diafenthiuron)、杀螨锡(fenbutatin oxide)、克螨特(propargite);
-蜕皮干扰剂化合物:灭蝇胺(cryomazine);
-混合功能氧化酶抑制剂:增效醚(piperonyl butoxide);
-其他:benclothiaz、联苯肼酯(bifenazate)、杀螟丹(cartap)、氟啶虫酰胺(flonicamid)、啶虫丙醚(pyridalyl)、拒嗪酮(pymetrozine)、硫、硫环杀(thiocyclam)、氟虫酰胺(flubendiamide)、氯虫酰胺(chlorantraniliprole)、cyazypyr(HGW86)、cyenopyrafen、吡氟硫磷(flupyrazofos)、丁氟螨酯(cyflumetofen)、amidoflumet、imicyafos、双三氟虫脲(bistrifluron)和pyrifluquinazon。
此外,本发明涉及包含至少本发明共晶(组分1)和至少一种例如选自上述A)-O)组,尤其是一种其他杀真菌剂,例如一种或多种选自A)-L)组的杀真菌剂的可用于植物保护的其他活性物质(组分2)以及需要的话一种合适的溶剂或固体载体的混合物的农化组合物。这些混合物特别令人感兴趣,因为它们中的许多在相同施用率下对有害真菌显示出更高效力。此外,用该共晶和至少一种选自上述A)-L)组的杀真菌剂的混合物防治有害真菌比用单独的该共晶或选自A)-L)组的单独杀真菌剂防治那些真菌更有效。通过将该共晶与至少一种选自A)-O)组的活性物质一起施用,可以得到协同增效效果,即得到的效果大于单独效果的简单加和(协同增效混合物)。
这可以通过同时,即联合(例如作为桶混物)或分开,或依次施用该共晶和至少一种其他活性物质而得到,其中选择各次施用之间的时间间隔以确保最初施用的活性物质在施用其他活性物质时仍以足够量存在于作用位置。施用顺序对本发明的实施并不重要。
在三元混合物即包含至少包含环丙嘧啶和二噻农的共晶(组分1)和一种其他活性物质(组分2),例如一种选自A)-O)组的活性物质的本发明组合物中,组分1和组分2的重量比通常取决于所用活性物质的性能,它通常为1:100-100:1,常常为1:50-50:1,优选为1:20-20:1,更优选为1:10-10:1,尤其为1:3-3:1。
在四元混合物即包含至少包含环丙嘧啶和二噻农的共晶(组分1)以及第一种其他活性物质(组分2)和第二种其他活性物质(组分3),例如两种选自A)-O)组的活性物质的本发明组合物中,组分1和组分2的重量比通常取决于所用活性物质的性能,它优选为1:50-50:1,尤其为1:10-10:1,并且组分1和组分3的重量比优选为1:50-50:1,尤其为1:10-10:1。
还优选包含共晶(组分1)和至少一种选自A)组,特别是选自腈嘧菌酯、醚菌胺、氟嘧菌酯、亚胺菌、肟醚菌胺、啶氧菌酯、唑菌胺酯、肟菌酯、唑酮菌、咪唑菌酮、bixafen、啶酰菌胺、氟吡菌酰胺、氟唑菌酰胺、isopyrazam、penflufen、吡噻菌胺、sedaxane、ametoctradin、氰霜唑、氟啶胺、三苯锡基盐如薯瘟锡的活性物质(组分2)的混合物。
优选包含共晶(组分1)和至少一种选自B)组,特别是选自环唑醇、醚唑、氧唑菌、喹唑菌酮、氟硅唑、粉唑醇、环戊唑菌、腈菌唑、戊菌唑、丙环唑、丙硫菌唑、三唑酮、唑菌醇、戊唑醇、氟醚唑、戊叉唑菌、丙氯灵、异嘧菌醇、嗪氨灵、吗菌灵、丁苯吗啉、克啉菌、苯锈啶、螺茂胺、环酰菌胺的活性物质(组分2)的混合物。
优选包含共晶(组分1)和至少一种选自C)组,特别是选自甲霜灵,精甲霜灵(mefenoxam)、甲呋酰胺的活性物质(组分2)的混合物。
优选包含共晶(组分1)和至少一种选自D)组,特别是选自苯菌灵、多菌灵、甲基托布津、噻唑菌胺、氟吡菌胺、苯酰菌胺、苯菌酮、pyriofenone的活性物质(组分2)的混合物。
还优选包含共晶(组分1)和至少一种选自E)组,特别是选自环丙嘧啶、嘧菌胺、二甲嘧菌胺的活性物质(组分2)的混合物。
还优选包含共晶(组分1)和至少一种选自G)组,特别是选自烯酰吗啉、氟吗啉、异丙菌胺、苯噻菌胺、双炔酰菌胺、百维灵的活性物质(组分2)的混合物。
还优选包含共晶(组分1)和至少一种选自H)组,特别是选自醋酸铜、氢氧化铜、王铜、硫酸铜、硫、代森锰锌、代森联、甲基代森锌、福美双、敌菌丹、灭菌丹、百菌清、抑菌灵、二噻农的活性物质(组分2)的混合物。
还优选包含共晶(组分1)和至少一种选自I)组,特别是选自氯环丙酰胺和氰菌胺的活性物质(组分2)的混合物。
还优选包含共晶(组分1)和至少一种选自J)组,特别是选自噻二唑素、噻菌灵、噻酰菌胺、藻菌磷、乙磷铝、H3PO3及其盐的活性物质(组分2)的混合物。
还优选包含共晶(组分1)和至少一种选自K)组,特别是选自清菌脲、丙氧喹啉和N-甲基-2-{1-[(5-甲基-3-三氟甲基-1H-吡唑-1-基)乙酰基]哌啶-4-基}-N-[(1R)-1,2,3,4-四氢萘-1-基]-4-噻唑甲酰胺的活性物质(组分2)的混合物。
还优选包含共晶(组分1)和至少一种选自L)组,特别是选自枯草芽孢杆菌菌株NRRL No.B-21661、短小芽孢杆菌菌株NRRL No.B-30087和奥德曼细基格孢的活性物质(组分2)的混合物。
本发明共晶以及组合物分别适合作为杀真菌剂。它们的特征在于对宽范围的植物病原性真菌[包括尤其源于根肿菌纲(Plasmodiophoromycetes)、Peronosporomycetes(同义词卵菌纲(Oomycetes))、壶菌纲(Chytridiomycetes)、接合菌纲(Zygomycetes)、子囊菌纲(Ascomycetes)、担子菌纲(Basidiomycetes)和半知菌纲(Deuteromycetes)(同义词不完全菌纲(Fungi imperfecti))的土传真菌]具有显著的效力。它们中的一些内吸有效并且可以作为叶面杀真菌剂、拌种用杀真菌剂和土壤杀真菌剂用于作物保护中。此外,它们适合防治尤其发生在木材或植物根部的有害真菌。
本发明共晶以及组合物特别对于在各种栽培植物如禾谷类,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;水果,如仁果、核果或浆果,例如苹果、梨、李、桃、杏仁、樱桃、草莓、悬钩子、黑莓或鹅莓;豆科植物,例如扁豆、豌豆、苜蓿或大豆;油料植物,例如油菜、芥菜、橄榄、向日葵、椰子、可可豆、蓖麻油植物、油棕、花生或大豆;葫芦科植物,例如南瓜、黄瓜或甜瓜;纤维植物,例如棉花、亚麻、大麻或黄麻;柑桔类水果,例如橙子、柠檬、葡萄柚或橘;蔬菜,例如菠菜、莴苣、芦笋、卷心菜、胡萝卜、洋葱、西红柿、土豆、葫芦或柿子椒;月桂类植物,例如鳄梨、肉桂或樟脑;能量和原料植物,例如玉米、大豆、油菜、甘蔗或油棕;玉米;烟草;坚果;咖啡;茶;香蕉;葡萄藤(食用葡萄和酿酒用葡萄);啤酒花;草坪;甜叶菊(也称甜菊(Stevia));天然橡胶植物或观赏和森林植物,例如花卉、灌木、阔叶树或常绿树,例如针叶树,以及植物繁殖材料如种子和这些植物的作物材料中防治大量植物病原性真菌特别重要。
优选共晶及其组合物分别用于在大田作物,例如土豆、糖用甜菜、烟草、小麦、黑麦、大麦、燕麦、稻、玉米、棉花、大豆、油菜、豆科植物、向日葵、咖啡或甘蔗;水果;葡萄藤;观赏植物或蔬菜如黄瓜、西红柿、菜豆或南瓜上防治大量真菌。
术语“植物繁殖材料”应理解为表示植物的所有繁殖部分如种子,以及可以用于繁殖植物的无性植物材料如插条和块茎(例如土豆)。这包括种子、根、果实、块茎、球茎、地下茎、枝、芽和其他植物部分,包括在萌发后或出苗后由土壤移植的秧苗和幼苗。这些幼苗还可以在移植之前通过经由浸渍或浇灌的完全或部分处理而保护。
优选分别将共晶及其组合物对植物繁殖材料的处理用于在禾谷类如小麦、黑麦、大麦和燕麦;稻、玉米、棉花和大豆上防治大量真菌。
术语“栽培植物”应理解为包括已经通过育种、诱变或基因工程修饰的植物,包括但不限于上市销售或开发的农业生物技术产品(参见http://www.bio.org/speeches/pubs/er/agri_products.asp)。基因修饰植物是其基因材料通过使用在自然条件下不易通过杂交、突变或自然重组得到的重组DNA技术修饰的植物。通常将一个或多个基因整合到基因修饰植物的遗传材料中以改善植物的某些性能。这类基因修饰还包括但不限于蛋白质、寡肽或多肽的靶向翻译后修饰,例如通过糖基化或聚合物加成如异戊二烯化、乙酰化或法呢基化结构部分或PEG结构部分。
共晶及其组合物分别特别适合防治下列植物病害:观赏植物、蔬菜(例如白锈菌(A.candida))和向日葵(例如婆罗门参白锈菌(A.tragopogonis))上的白锈菌属(Albugo)(白锈病);蔬菜、油菜(例如芸苔生链格孢(A.brassicola)或芸苔链格孢(A.brassicae))、糖用甜菜(例如A.tenuis)、水果、稻、大豆、土豆(例如早疫链格孢(A.solani)或链格孢(A.alternata))、西红柿(例如早疫链格孢或链格孢)和小麦上的链格孢属(Alternaria)(链格孢叶斑病);糖用甜菜和蔬菜上的丝囊霉属(Aphanomyces);禾谷类和蔬菜上的壳二孢属(Ascochyta),例如小麦上的A.tritici(炭疽病)和大麦上的大麦壳二孢(A.hordei);平脐蠕孢属(Bipolaris)和内脐蠕孢属(Drechslera)(有性型:旋孢腔菌属(Cochliobolus)),例如玉米上的叶斑病(玉蜀黍平脐蠕孢(D.maydis)或玉米生离蠕孢(B.zeicola)),例如禾谷类上的斑枯病(麦根腐平脐蠕孢(B.sorokiniana)以及例如稻和草坪上的稻平脐蠕孢(B.oryzae);禾谷类(例如小麦或大麦)上的小麦白粉菌(Blumeria(旧名:Erysiphe)graminis)(白粉病);水果和浆果(例如草莓)、蔬菜(例如莴苣、胡萝卜、根芹菜和卷心菜)、油菜、花卉、葡萄藤、森林植物和小麦上的灰葡萄孢(Botrytis cinerea)(有性型:灰葡萄孢霉(Botryotinia fuckeliana):灰霉病);莴苣上的莴苣盘梗霉(Bremialactucae)(霜霉病);阔叶树和常绿树上的长喙壳属(Ceratocystis)(同义词线嘴壳属(Ophiostoma))(腐烂病或枯萎病),例如榆树上的榆枯萎病菌(C.ulmi)(荷兰榆病);玉米(例如灰叶斑病:玉米尾孢菌(C.zeae-maydis))、稻、糖用甜菜(例如甜菜生尾孢(C.beticola))、甘蔗、蔬菜、咖啡、大豆(例如大豆灰斑病菌(C.sojina)或大豆紫斑病菌(C.kikuchii))和稻上的尾孢属(Cercospora)(尾孢叶斑病);西红柿(例如番茄叶霉菌(C.fulvum):叶霉病)和禾谷类(例如小麦上的草芽枝孢(C.herbarum)(穗腐病))上的枝孢属(Cladosporium);禾谷类上的麦角菌(Claviceps purpurea)(麦角病);玉米(灰色长蠕孢(C.carbonum))、禾谷类(例如禾旋孢腔菌(C.sativus),无性型:麦根腐平脐蠕孢)和稻(例如宫部旋孢腔菌(C.miyabeanus),无性型:水稻长蠕孢(H.oryzae))上的旋孢腔菌属(无性型:长蠕孢属(Helminthosporium)或平脐蠕孢属)(叶斑病);棉花(例如棉炭疽病菌(C.gossypii))、玉米(例如禾生炭疽病菌(C.graminicola):炭疽茎腐病)、浆果、土豆(例如西瓜炭疽病菌(C.coccodes):黑点病)、菜豆(例如菜豆炭疽病菌(C.lindemuthianum))和大豆(例如大豆炭疽病菌(C.truncatum)或毛豆炭疽病菌(C.gloeosporioides))上的剌盘孢属(Colletotrichum)(有性型:围小丛壳菌属(Glomerella))(炭疽病);伏革菌属(Corticium),例如稻上的笹木伏革菌(C.sasakii)(纹枯病);大豆和观赏植物上的黄瓜褐斑病菌(Corynesporacassiicola)(叶斑病);锈斑病菌属(Cycloconium),例如橄榄树上的C.oleaginum;果树、葡萄藤(例如C.liriodendri,有性型:Neonectrialiriodendri:乌脚病)和观赏树上的人参生柱隔孢属(Cylindrocarpon)(例如果树腐烂病或葡萄藤乌脚病,有性型:丛赤壳属(Nectria)或杓兰菌根菌属(Neonectria));大豆上的白纹羽菌(Dematophora(有性型:Rosellinia)necatrix)(根腐病/茎腐病);北茎溃疡菌属(Diaporthe),例如大豆上的大豆北茎溃疡病菌(D.phaseolorum)(立枯疡);玉米、禾谷类如大麦(例如大麦网斑内脐蠕孢(D.teres),网斑病)和小麦(例如D.tritici-repentis:褐斑病)、稻和草坪上的内脐蠕孢属(同义词长蠕孢属,有性型:核腔菌属(Pyrenophora));由斑褐孔菌(Formitiporia(同义词Phellinus)punctata)、F.mediterranea、Phaeomoniella chlamydospora(旧名为Phaeoacremoniumchlamydosporum)、Phaeoacremonium aleophilum和/或葡萄座腔菌(Botryosphaeria obtuse)引起的葡萄藤上的埃斯卡(Esca)(葡萄藤枯萎病,干枯病);仁果(E.pyri)、浆果(覆盆子痂囊腔菌(E.veneta):炭疽病)和葡萄藤(葡萄痂囊腔菌(E.ampelina):炭疽病)上的痂囊腔菌属(Elsinoe);稻上的稻叶黑粉菌(Entyloma oryzae)(叶黑粉病);小麦上的附球菌属(Epicoccum)(黑穗病);糖用甜菜(甜菜白粉菌(E.betae))、蔬菜(例如豌豆白粉菌(E.pisi))如葫芦科植物(例如二孢白粉菌(E.cichoracearum))、卷心菜、油菜(例如E.cruciferarum)上的白粉菌属(Erysiphe)(白粉病);果树、葡萄藤和观赏树上的侧弯孢菌(Eutypa lata)(Eutypa溃疡病或枯萎病,无性型:Cytosporinalata,同义词Libertella blepharis);玉米(例如玉米大斑病菌(E.turcicum))上的突脐蠕孢属(Exserohilum)(同义词长蠕孢属);各种植物上的镰孢霉属(Fusarium)(有性型:赤霉属(Gibberella))(枯萎病,根腐病或茎腐病),例如禾谷类(例如小麦或大麦)上的禾本科镰孢(F.graminearum)或大刀镰孢(F.culmorum)(根腐病、黑星病和银尖病),西红柿上的尖镰孢(F.oxysporum),大豆上的茄镰孢(F.solani)和玉米上的轮枝镰孢(F.verticillioides);禾谷类(例如小麦或大麦)和玉米上的禾顶囊壳(Gaeumannomyces graminis)(全蚀病);禾谷类(例如玉蜀黍赤霉(G.zeae))和稻(例如藤仓赤霉(G.fujikuroi):恶苗病)上的赤霉属;葡萄藤、仁果和其他植物上的苹果炭疽病菌(Glomerella cingulata)以及棉花上的棉炭疽病菌(G.gossypii);稻上的Grainstaining complex;葡萄藤上的葡萄黑腐病菌(Guignardia bidwellii)(黑腐病);蔷薇科植物和刺柏上的锈菌属(Gymnosporangium),例如梨上的G.sabinae(锈病);玉米、禾谷类和稻上的长蠕孢属(同义词内脐蠕孢属,有性型:旋孢腔菌属);驼孢锈菌属(Hemileia),例如咖啡上的咖啡驼孢锈菌(H.vastatrix)(咖啡叶锈病);葡萄藤上的褐斑拟棒束孢(Isariopsis clavispora)(同义词Cladosporium vitis);大豆和棉花上的菜豆壳球孢(Macrophominaphaseolina(同义词phaseoli))(根腐病/茎腐病);禾谷类(例如小麦或大麦)上的雪霉叶枯菌(Microdochium(同义词Fusarium)nivale(雪霉病);大豆上的扩散叉丝壳(Microsphaera diffusa)(白粉病);丛梗孢属(Monilinia),例如核果和其他蔷薇科植物上的核果链核盘菌(M.laxa)、桃褐腐菌(M.fructicola)和M.fructigena(花腐病和枝腐病,褐腐病);禾谷类、香蕉、浆果和花生上的球腔菌属(Mycosphaerella),例如小麦上的禾生球腔菌(M.graminicola)(无性型:小麦壳针孢(Septoria tritici),壳针孢叶斑病)或香蕉上的斐济球腔菌(M.fijiensis)(Sigatoka黑斑病);卷心菜(例如芸苔霜霉(P.brassicae))、油菜(例如寄生霜霉(P.parasitica))、洋葱(例如大葱霜霉(P.destructor))、烟草(烟草霜霉(P.tabacina))和大豆(例如大豆霜霉病菌(P.manshurica))上的霜霉属(Peronospora)(霜霉病);大豆上的豆薯层锈菌(Phakopsora pachyrhizi)和山马蟥层锈菌(P.Meibomiae)(大豆锈病);例如葡萄藤(例如P.Tracheiphila和P.tetraspora)和大豆(例如大豆茎褐腐病菌(P.gregata):茎病害)上的瓶霉菌属(Phialophora);油菜和卷心菜上的黑胫茎点霉(Phoma lingam)(根腐病和茎腐病)以及糖用甜菜上的甜菜茎点霉(P.betae)(根腐病、叶斑病和立枯疡);向日葵、葡萄藤(例如葡萄黑腐病菌(P.viticola):蔓割病和叶斑病)和大豆(例如茎腐病:P.phaseoli,有性型:大豆北茎溃疡病菌(Diaporthe phaseolorum))上的拟茎点霉属(Phomopsis);玉米上的玉米褐斑病菌(Physoderma maydis)(褐斑病);各种植物如柿子椒和葫芦科植物(例如辣椒疫霉(P.capsici))、大豆(例如大豆疫霉(P.megasperma),同义词P.sojae)、土豆和西红柿(例如致病疫霉(P.infestans):晚疫病)和阔叶树(例如栎树猝死病菌(P.ramorum):橡树急死病)上的疫霉属(Phytophthora)(枯萎病,根腐病,叶腐病,茎腐病和果树腐烂病);卷心菜、油菜、小萝卜和其他植物上的芸苔根肿菌(Plasmodiophorabrassicae)(根肿病);霜霉属(Plasmopara),例如葡萄藤上的葡萄生单轴霉(P.viticola)(葡萄藤霜霉病)和向日葵上的霍尔斯单轴霉(P.halstedii);蔷薇科植物、啤酒花、仁果和浆果上的叉丝单囊壳属(Podosphaera)(白粉病),例如苹果上的苹果白粉病菌(P.leucotricha);例如禾谷类如大麦和小麦(禾谷多粘菌(P.graminis))以及糖用甜菜(甜菜多粘菌(P.betae))上的多粘菌属(Polymyxa)以及由此传播的病毒病害;禾谷类如小麦或大麦上的小麦基腐病菌(Pseudocercosporella herpotrichoides)(眼斑病,有性型:Tapesiayallundae);各种植物上的假霜霉属(Pseudoperonospora)(霜霉病),例如葫芦科植物上的古巴假霜霉(P.cubensis)或啤酒花上的葎草假霜(P.humili);葡萄藤上的Pseudopezicula tracheiphila(葡萄角斑叶焦病菌或‘rotbrenner’,无性型:瓶霉属(Phialophora));各种植物上的柄锈菌属(Puccinia)(锈病),例如禾谷类如小麦、大麦或黑麦上的小麦柄锈菌(P.triticina)(褐锈病或叶锈病),条形柄锈病(P.striiformis)(条纹病或黄锈病),大麦柄锈病(P.hordei)(大麦黄矮叶锈病),禾柄锈菌(P.graminis)(茎腐病或黑锈病)或小麦叶锈菌(P.recondita)(褐锈病或叶锈病),甘蔗上的P.kuehnii(橙锈病)和芦笋上的天门冬属柄锈病(P.asparagi);小麦上的小麦黄斑叶枯病菌(Pyrenophora(无性型:Drechslera)tritici-repentis)(黄斑病)或大麦上的大麦网斑内脐蠕孢(P.teres)(网斑病);梨孢属(Pyricularia),例如稻上的稻瘟病菌(P.oryzae)(有性型:Magnaporthe grisea,稻瘟病)以及草坪和禾谷类上的稻梨孢菌(P.grisea);草坪、稻、玉米、小麦、棉花、油菜、向日葵、大豆、糖用甜菜、蔬菜和各种其他植物(例如终极腐霉菌(P.ultimum)或瓜果腐霉(P.aphanidermatum))上的腐霉属(Pythium)(立枯病);柱隔孢属(Ramularia),例如大麦上的R.collo-cygni(柱隔孢叶斑病,生理叶斑病)和糖用甜菜上的甜菜叶斑病菌(R.Beticola);棉花、稻、土豆、草坪、玉米、油菜、土豆、糖用甜菜、蔬菜和各种其他植物上的丝核菌属(Rhizoctonia),例如大豆上的立枯丝核菌(R.solani)(根腐病/茎腐病),稻上的R.solani(纹枯病)或小麦或大麦上的禾谷丝核菌(R.Cerealis)(小麦纹枯病);草莓、胡萝卜、卷心菜、葡萄藤和西红柿上的葡枝根霉(Rhizopus stolonifer)(黑霉病,软腐病);大麦、黑麦和小黑麦上的黑麦喙孢(Rhynchosporium secalis)(叶斑病);稻上的稻帚枝霉(Sarocladium oryzae)和S.attenuatum(叶鞘腐败病);蔬菜和大田作物如油菜、向日葵(例如核盘菌(S.sclerotiorum))和大豆(例如S.rolfsii或大豆菌核病(S.sclerotiorum))上的核盘菌属(Sclerotinia)(茎腐病或白绢病);各种植物上的壳针孢属(Septoria),例如大豆上的大豆壳针孢(S.glycines)(褐斑病),小麦上的小麦壳针孢(S.tritici)(壳针孢叶斑病)和禾谷类上的颖枯壳多孢(S.(同义词Stagonospora)nodorum)(斑枯病);葡萄藤上的葡萄钩丝壳(Uncinula(同义词Erysiphe)necator)(白粉病,无性型:Oidiumtuckeri);玉米(例如玉米大斑病菌(S.turcicum),同义词大斑凸脐蠕孢(Helminthosporium turcicum))和草坪上的大斑病菌属(Setosphaeria)(叶枯病);玉米(例如丝轴黑粉菌(S.reiliana):丝黑穗病)、小米和甘蔗上的轴黑粉菌属(Sphacelotheca)(黑穗病);葫芦科植物上的单丝壳白粉菌(Sphaerotheca fuliginea)(白粉病);土豆上的粉痂菌(Spongosporasubterranea)(粉痂病)以及由此传播的病毒病害;禾谷类上的壳多孢属(Stagonospora),例如小麦上的颖枯壳多孢(S.nodorum)(斑枯病,有性型:颖枯球腔菌(Leptosphaeria[同义词Phaeosphaeria]nodorum));土豆上的马铃薯癌肿病菌(Synchytrium endobioticum)(土豆癌肿病);外囊菌属(Taphrina),例如桃上的畸形外囊菌(T.Deformans)(缩叶病)和李上的李外囊菌(T.pruni)(囊果李);烟草、仁果、蔬菜、大豆和棉花上的根串珠霉属(Thielaviopsis)(黑色根腐病),例如黑色根腐病菌(T.basicola)(同义词Chalara elegans);禾谷类上的腥黑粉菌属(Tilletia)(腥黑穗病或光腥黑穗病),例如小麦上的T.tritici(同义词T.caries,小麦腥黑穗病)和T.controversa(矮腥黑穗病);大麦或小麦上的肉孢核瑚菌(Typhulaincarnata)(灰雪腐病);黑粉菌属(Urocystis),例如黑麦上的隐条黑粉菌(U.occulta)(条黑粉病);蔬菜如菜豆(例如疣顶单胞锈菌(U.appendiculatus),同义词U.phaseoli)和糖用甜菜(例如甜菜锈病菌(U.betae))上的单孢锈属(Uromyces)(锈病);禾谷类(例如麦散黑粉菌(U.nuda)和U.avaenae)、玉米(例如玉蜀黍黑粉菌(U.maydis):玉米黑穗病)和甘蔗上的黑粉菌属(Ustilago)(黑穗病);苹果(例如苹果黑星病(V.inaequalis))和梨上的黑星菌属(Venturia)(黑星病);以及各种植物如果树和观赏树、葡萄藤、浆果、蔬菜和大田作物上的轮生菌属(Verticillium)(枯萎病),例如草莓、油菜、土豆和西红柿上的茄黄萎病菌(V.dahliae)。
共晶及其组合物分别还适合在储存产品或收获产品的保护中以及在材料保护中防治有害真菌。术语“材料保护”应理解为表示保护工业和非活体材料,如粘合剂、胶、木材、纸张和纸板、纺织品、皮革、漆分散体、塑料、冷却润滑剂、纤维或织物以防有害微生物如真菌和细菌侵袭和破坏。对于木材和其他材料的保护,特别应注意下列有害真菌:子囊菌纲真菌,例如线嘴壳属,长喙壳属,出芽短梗霉(Aureobasidium pullulans),Sclerophoma spp.,毛壳属(Chaetomium spp.),腐质霉属(Humicola spp.),彼得壳属(Petriella spp.),毛束霉属(Trichurus spp.);担子菌纲真菌,例如粉孢革菌属(Coniophora spp.),革盖菌属(Coriolus spp.),粘褶菌属(Gloeophyllum spp.),香菇属(Lentinus spp.),侧耳属(Pleurotus spp.),卧孔属(Poria spp.),干朽菌属(Serpula spp.)和干酪菌属(Tyromyces spp.),半知菌纲真菌,例如曲霉属(Aspergillus spp.),枝孢属,青霉属(Penicilliumspp.),木霉属(Trichoderma spp.),链格孢属,拟青霉属(Paecilomyces spp.)和接合菌纲(Zygomycetes)真菌,例如毛霉属(Mucor spp.),此外在储存产品和收获产品的保护中应注意下列酵母真菌:假丝酵母属(Candida spp.)和酿酒酵母(Saccharomyces cerevisae)。
共晶及其组合物分别可以用于改善植物健康。本发明还涉及一种通过分别用有效量的共晶及其组合物处理植物、其繁殖材料和/或其中植物生长或要生长的场所而改善植物健康的方法。
术语“植物健康”应理解为表示植物和/或其产品由几种迹象如产量(例如增加的生物量和/或增加的有价值成分含量)、植物活力(例如改善的植物生长和/或更绿的叶子(“绿化效应”))、质量(例如某些成分的改善含量或组成)和对生命和/或非生命应力的耐受性单独或相互组合确定的状况。植物健康状况的上述迹象可以相互依存或可以相互影响。
共晶直接或以组合物形式通过用杀真菌有效量的活性物质处理真菌或需要防止真菌侵袭的植物、植物繁殖材料如种子、土壤、表面、材料或空间而使用。施用可以在植物、植物繁殖材料如种子、土壤、表面、材料或空间被真菌侵染之前和之后进行。植物繁殖材料可以在种植或移栽时或在种植或移栽之前用共晶本身或包含至少一种化合物I的组合物预防性地处理。
分析:
X射线粉末衍射法(XRPD):
用于识别不同固体晶形(二噻农和环丙嘧啶的共晶,晶形I的二噻农和晶形A的环丙嘧啶)的X射线粉末衍射图(XRPD)使用Panalytical X′PertPro衍射仪(制造商:Panalytical)和Cu-Kα射线在20℃下在2θ=3°-35°范围内的反射几何中以0.0167°的增量记录。不使用单色器。在每一测量中使用零背景样品夹持器和10-30mg的样品量。使用记录的2θ值计算所述晶面间距d。特征性衍射谱线给于表1中。在图1中针对2θ角(x-轴,°,2θ)对峰强度(y-轴:线性强度计数)作图。
共晶的热分析
用Mettler Toledo DSC25仪器进行DSC测量。使用敞开的铝盘并在氮气流下以5℃/min的加热速率和5-10mg的样品重量进行测量。
在Seiko TG/DTA7200仪器上进行TG/DTA测量。使用敞开的铝盘并在氮气流下以5℃/min的加热速率和5-10mg的样品重量进行测量。
下列实施例和附图用来说明本发明而不应理解为限制本发明。
图1:二噻农和环丙嘧啶的共晶的粉末X射线衍射图
图2:二噻农和环丙嘧啶的共晶的差示扫描量热法-轨迹线。
图3:二噻农和环丙嘧啶的共晶的TG/DTA轨迹。
实施例1:经由溶剂滴研磨制备共晶
按如下制备共晶。在小型实验室规模球磨机中将二噻农(852mg)和环丙嘧啶(645mg)与5滴乙醇混合。用20Hz的频率将该混合物研磨30分钟。该共晶呈深褐色至黑色。使用PXRD、DSC和TG/DTA分析该共晶。结果示于图1、2和3中。
实施例2:制备两种分开的预混物。
预混物A:
35g1,2-丙二醇、10g Soprophor BSU、15g Pluronic PE10500、5gAtplus245、1g Acticide MBS和125g去离子水的混合物可以在搅拌下均化,直到得到清澈溶液。可以将300g环丙嘧啶加入该溶液中。可以将所得悬浮液在玻璃珠磨机上研磨,得到粒度分布(PSD)为约60%<2μm。
预混物B:
35g1,2-丙二醇、10g Soprophor BSU、15g Pluronic PE10500、5gAtplus245、1g Acticide MBS和125g去离子水的混合物可以在搅拌下均化,直到得到清澈溶液。可以将300g二噻农加入该溶液中。可以将所得悬浮液在玻璃珠磨机上研磨,得到PSD为约60%<2μm。
可以在搅拌下于50℃将两种预混物A和B在一个烧杯中混在一起。在约1小时至最大12小时内形成该共晶之后,应将该悬浮液冷却至20℃,然后在玻璃珠磨机上研磨,得到PSD为约60%<2μm。
实施例3:
可以在升高的温度下使预混物A和B连续通过珠磨机。在约1小时至最大12小时内形成该共晶之后,可以将该磨机冷却至20℃,并继续研磨,直到实现PSD为约60%<2μm。
实施例4:
70g1,2-丙二醇、20g Soprophor BSU、30g Pluronic PE10500、10gAtplus245、2g Acticide MBS和250g去离子水的混合物可以在搅拌下均化,直到得到清澈溶液。可以将300g环丙嘧啶加入该溶液中。可以将所得悬浮液在玻璃珠磨机上研磨,得到80%的粒度分布<2μm。可以在搅拌下向该悬浮液预混物中加入300g二噻农。然后可以将该混合物加热至50℃并保持至少1小时。在冷却至20℃之后可以将它在玻璃珠磨机上研磨,得到PSD为约60%<2μm。
实施例5:
70g1,2-丙二醇、20g Soprophor BSU、30g Pluronic PE10500、10gAtplus245、2g Acticide MBS和250g去离子水的混合物可以在搅拌下均化,直到得到清澈溶液。可以将300g二噻农加入该溶液中。可以将所得悬浮液在玻璃珠磨机上研磨,得到PSD为约80%<2μm。可以在搅拌下向该悬浮液预混物中加入300g环丙嘧啶。然后可以将该混合物加热至50℃并保持1小时。在冷却至20℃之后可以将它在玻璃珠磨机上研磨,得到PSD为约60%<2μm。
实施例6:
可以将二噻农和环丙嘧啶与合适的分散剂和乳化剂一起悬浮于矿物或植物基油(如白油、Bayol85、葵花油、菜籽油、玉米油,还有油酸甲酯)。可以在搅拌下将OD(油分散体)预混物加热至50℃并保持至少约1小时。然后可以将该预混物冷却并在玻璃珠磨机上研磨,得到PSD为约60%<2μm。
实施例7:
可以制备296.3g二噻农和199.4环丙嘧啶在极性溶剂如DMSO、乙腈、DMF或丙酮中的溶液。将溶液混合并且可以蒸发相应溶剂而得到共晶。可以将这些悬浮于水加配制添加剂(与悬浮浓缩物相同)中并首先在PUC磨机上预研磨,然后在珠磨机上研磨,得到PSD为约60%<2μm。
实施例8:
可以如实施例4所述制备环丙嘧啶和二噻农的预混物的悬浮液。然后将该预混物在珠磨机上运行,得到PSD为约60%<2μm。然后可以将所得悬浮液喷雾干燥,得到WDG配制剂。
实施例9:
将70g1,2-丙二醇、20g Soprophor BSU、30g Pluronic PE10500、10gLutensol TO65、2g Acticide MBS和250g去离子水的混合物在搅拌下均化,直到得到清澈溶液。向该溶液中加入254.3g环丙嘧啶TGAI(98.3%)和255.4g二噻农TGAI(97.3%)。将所得悬浮液在搅拌下加热至45℃并保持1小时。该悬浮液颜色由褐色变为深蓝色且在冷却至20℃之后将它在玻璃珠磨机上研磨,得到PSD为80%<2μm。所得悬浮液具有低粘度,将其精细分散于水中,得到适合作为植物保护剂施用的喷雾液。
对比实施例:
将70g1,2-丙二醇、20g Soprophor BSU、30g Pluronic PE10500、10gLutensol TO65、2g Acticide MBS和250g去离子水的混合物在搅拌下均化,直到得到清澈溶液。向该溶液中加入254.3g环丙嘧啶TGAI(原药级活性成分;纯度98.3%)和255.4g二噻农TGAI(纯度97.9%)。在胶体磨上通过一遍之后将所得悬浮液在玻璃珠磨机上研磨,得到粒度分布为80%<2μm。在研磨过程中发现粘度快速增加且在数分钟内固化。配制过程不得不停止,所得产品不能使用。
在另一试验中试图在小型圆柱形搅动管(IKA管传动)中用玻璃珠研磨相同配方。磨机内容物也固化。所得配制剂的圆柱形块体不能悬浮于水中。
Claims (15)
1.至少包含环丙嘧啶和二噻农的共晶。
2.根据权利要求1的共晶,其在20℃下的粉末X射线衍射图中显示下列2θ值[°]中的至少3个:7.47±0.2;9.86±0.2°;12.34±0.2°;12.88±0.2°;13.92±0.2°;14.88±0.2°;15.34±0.2°;16.20±0.2°;17.85±0.2°;18.97±0.2°;19.69±0.2°;20.04±0.2°;24.44±0.2°;26.11±0.2°;27.97±0.2°。
3.根据权利要求1或2的共晶,具有的熔点为125-145°。
4.根据权利要求1或3的共晶,包含大致等摩尔量的环丙嘧啶和二噻农。
5.一种制备如权利要求1-4中任一项所定义的共晶的方法,包括下列步骤:
i)干混大致等摩尔量的环丙嘧啶和二噻农而形成预混物,
ii)干研磨所述预混物而形成所述共晶。
6.一种制备如权利要求1-4中任一项所定义的共晶的方法,包括下列步骤:
i)将大致等摩尔量的环丙嘧啶和二噻农溶于极性有机溶剂中,
ii)蒸发所述溶剂而形成所述共晶。
7.一种制备如权利要求1-4中任一项所定义的共晶的方法,包括下列步骤:
i)将大致等摩尔量的环丙嘧啶和二噻农与液体载体混合而形成预混物,
ii)研磨或搅动所述预混物或对所述预混物施加剪切力而在所述液体载体中形成所述共晶。
8.一种用于作物保护的组合物,包含如权利要求1-4中任一项所定义的共晶和至少一种助剂。
9.根据权利要求8的组合物,进一步包含环丙嘧啶和/或二噻农。
10.根据权利要求8或9的组合物,包含至少一种其他活性物质。
11.根据权利要求8-10中任一项的组合物,呈悬浮浓缩物形式。
12.根据权利要求11的组合物,呈含水或植物油或矿物油基悬浮浓缩物形式。
13.一种制备如权利要求11或12所定义的含水悬浮浓缩物的方法,包括下列步骤:
i)将环丙嘧啶加入含有一种或多种分散剂和任选其他助剂的水中而形成预混物A,
ii)将二噻农加入含有一种或多种分散剂和任选其他助剂的水中而形成预混物B,并将所述预混物A和B在搅拌下在20-80℃的温度下一起混合而形成如权利要求1-4中任一项所定义的共晶的悬浮液,或者将所述预混物A与二噻农在搅拌下在20-80℃的温度下混合而形成如权利要求1-4中任一项所定义的共晶的悬浮液,。
iii)最后将如此得到的悬浮液研磨至粒度分布为约60%<2μm。
14.一种制备如权利要求11或12所定义的含水悬浮浓缩物的方法,包括下列步骤:
i)将二噻农加入含有一种或多种分散剂和任选其他助剂的水中而形成预混物B,
ii)将所述预混物B与环丙嘧啶在搅拌下在20-80℃的温度下混合而形成如权利要求1-4中任一项所定义的共晶的悬浮液,
iii)将如此得到的悬浮液研磨至粒度分布为约60%<2μm。
15.如权利要求1-4中任一项所定义的共晶或如权利要求8-12中任一项所定义的组合物在防治植物病原性真菌中的用途。
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EP12159171 | 2012-03-13 | ||
EP12159171.3 | 2012-03-13 | ||
PCT/IB2012/054452 WO2013030777A1 (en) | 2011-08-30 | 2012-08-30 | Co-crystals of cyprodinil and dithianon |
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EP3024830A2 (en) | 2013-07-25 | 2016-06-01 | Basf Se | Salts of dasatinib in crystalline form |
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CN101679307A (zh) * | 2007-03-28 | 2010-03-24 | 先正达有限公司 | 嘧菌环胺和乙胺嘧啶的共晶 |
CN101795566A (zh) * | 2007-09-07 | 2010-08-04 | 巴斯夫欧洲公司 | 二甲嘧菌胺和二噻农的共晶 |
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WO2010038008A2 (en) * | 2008-10-01 | 2010-04-08 | Syngenta Limited | Co-crystals |
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CO6920299A2 (es) | 2014-04-10 |
KR20140054364A (ko) | 2014-05-08 |
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CN103764632B (zh) | 2017-05-17 |
EP2751085A1 (en) | 2014-07-09 |
EA025318B1 (ru) | 2016-12-30 |
EP2751085A4 (en) | 2015-04-29 |
BR112014004283A2 (pt) | 2017-03-21 |
CL2014000509A1 (es) | 2014-10-17 |
WO2013030777A1 (en) | 2013-03-07 |
EP2751085B1 (en) | 2016-11-23 |
PE20141533A1 (es) | 2014-11-14 |
CA2844014A1 (en) | 2013-03-07 |
EA201400282A1 (ru) | 2014-07-30 |
MX2014002068A (es) | 2014-05-30 |
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IL230738A0 (en) | 2014-03-31 |
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