CN103228134B - 包含农药和具有磺酸基团的共聚物的无水组合物 - Google Patents
包含农药和具有磺酸基团的共聚物的无水组合物 Download PDFInfo
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Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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Abstract
本发明提供了一种组合物,包含a)至少1重量%由包含i)至少一种含有磺酸基团的烯属不饱和单体M1,ii)至少一种选自(甲基)丙烯酸C1-C4烷基酯的单体M2和iii)至少一种选自(甲基)丙烯酸C6-C22烷基酯的单体M3的单体M合成的共聚物;b)至少10重量%有机溶剂;c)不超过10重量%水;d)至少1重量%水不溶性农药;以及e)至少1重量%非离子表面活性剂。进一步提供了一种通过使该共聚物、该有机溶剂、该水不溶性农药和该非离子表面活性剂接触而制备该组合物的方法。本发明额外涉及该组合物的农业化学应用。
Description
本发明提供了一种组合物,其包含:
a)至少1重量%由包含如下单体的单体M合成的共聚物:
i)至少一种含有磺酸基团的烯属不饱和单体M1,
ii)至少一种选自(甲基)丙烯酸C1-C4烷基酯的单体M2,和
iii)至少一种选自(甲基)丙烯酸C6-C22烷基酯的单体M3;
b)至少10重量%有机溶剂;
c)不超过10重量%水;
d)至少1重量%水不溶性农药;以及
e)至少1重量%非离子表面活性剂。
进一步提供了一种通过使该共聚物、该有机溶剂、该水不溶性农药和该非离子表面活性剂接触而制备该组合物的方法。本发明额外涉及一种防治植物病原性真菌和/或不希望的植物生长和/或不希望的昆虫或螨虫侵染和/或调节植物生长的方法,其中使该组合物作用于相应有害物、其栖息地或要防止相应有害物的植物、土壤和/或不希望的植物和/或农作物和/或其生长地。本发明进一步涉及包含该组合物的种子。优选特征与其他优选特征的组合由本发明所包含。
包含具有磺酸基团的共聚物的农业化学配制剂是公知常识。
WO2010/063672公开了包含农业化学活性成分和可以通过在包含烯属不饱和磺酸和至少两种结构不同的丙烯酸衍生物的特定溶剂混合物中聚合而得到的共聚物的农业化学组合物。
WO2006/111327公开了包含康唑类(conazole)杀真菌剂、其他农药以及由中性单体和含有磺酸基团的单体合成的共聚物的制剂。
在农业化学配制剂中稳定水不溶性农药是困难的。尤其在液体配制剂中,农药倾向于结晶,尤其是在低温下结晶。也难以配制高浓度的水不溶性农药。所要求的结晶抑制剂通常仅以低浓度可溶于配制剂中。本发明的目的是解决这些缺点。
该目的借助包含如下组分的组合物实现:
a)至少1重量%由包含如下单体的单体M合成的共聚物:
i)至少一种含有磺酸基团的烯属不饱和单体M1,
ii)至少一种选自(甲基)丙烯酸C1-C4烷基酯的单体M2,和
iii)至少一种选自(甲基)丙烯酸C6-C22烷基酯的单体M3;
b)至少10重量%有机溶剂;
c)不超过10重量%水;
d)至少1重量%水不溶性农药;以及
e)至少1重量%非离子表面活性剂。
合适的含有磺酸基团的烯属不饱和单体M1是式(I)的那些、其盐或酸和盐的混合物:
其中
n为0-10;
X为O或NR5;
R1为氢或甲基;
R2和R3相互独立地为氢或C1-C6烷基;以及
R5为氢、烷基、芳基、烷基芳基、芳基烷基、烷氧基烷基、芳氧基烷基、烷氧基芳基、羟基烷基、(二)烷基氨基烷基、(二)烷基氨基芳基、(二)芳基氨基烷基、烷基芳基氨基烷基或烷基芳基氨基芳基,其中芳基可以被单或多取代。
X优选为O或NH。R2和R3相互独立地优选为氢或甲基。优选n为1。磺酸和其他酸的盐优选为金属盐,更具体为碱金属盐,如锂盐、钠盐和钾盐,或铵盐。
特别优选的单体M1是2-丙烯酰胺基-2-甲基丙烷磺酸(AMPS)(Ia)(即式(I),其中X=NH,R1=氢,R2=R3=甲基且n=1):
和甲基丙烯酸2-磺基乙基酯(SEMA)(Ib)(即式(I),其中X=氧,R1=甲基,R2=R3=氢且n=1):
单体M1尤其为2-丙烯酰胺基-2-甲基丙烷磺酸(AMPS)。
磺酸基团可以以酸形式或盐形式存在或者作为酸形式和盐形式的混合物存在,优选酸形式。替换方案是使用单体的盐形式且进行插入该聚合物中的单体单元的酸基的随后部分或完全质子化,或者使用酸形式的单体并进行插入该聚合物中的单体单元的酸基的随后部分或完全中和。作为所有这些形式的代表使用的是术语“磺酸”或“酸”。
单体M2选自(甲基)丙烯酸C1-C4烷基酯,如丙烯酸甲酯、丙烯酸乙酯、丙烯酸丙酯、丙烯酸异丙酯、丙烯酸正丁酯、丙烯酸异丁酯或丙烯酸叔丁酯,或甲基丙烯酸甲酯、甲基丙烯酸乙酯、甲基丙烯酸丙酯、甲基丙烯酸异丙酯、甲基丙烯酸正丁酯、甲基丙烯酸异丁酯或甲基丙烯酸叔丁酯。表述“(甲基)丙烯酸酯”可以表示丙烯酸酯、甲基丙烯酸酯或丙烯酸酯和甲基丙烯酸酯的混合物。优选的单体M2为(甲基)丙烯酸C1-C2烷基酯。在另一优选实施方案中,合适的是甲基丙烯酸C1-C4烷基酯,更具体为甲基丙烯酸甲酯或甲基丙烯酸乙酯,尤其是甲基丙烯酸甲酯。还可以使用上述单体的混合物。
单体M3选自(甲基)丙烯酸C6-C22烷基酯,其中烷基可以是辛基、2-乙基己基、癸基、异癸基、十一烷基、十二烷基、十三烷基、十四烷基、十五烷基、十六烷基、十七烷基、十八烷基和/或二十烷基。烷基可以是线性或支化的并且优选为线性的。优选的烷基是链长为C8-C20烷基,更优选C10-C18烷基,更具体为C11-C15烷基,尤其是C12-C14烷基的那些。上述(甲基)丙烯酸C6-C22烷基酯的混合物同样合适,并且优选至少两种不同的(甲基)丙烯酸C6-C22烷基酯的混合物。表述“(甲基)丙烯酸酯”可以表示丙烯酸酯、甲基丙烯酸酯或丙烯酸酯和甲基丙烯酸酯的混合物,优选丙烯酸C6-C22烷基酯。单体M优选包含至少两种单体M3(即两种结构上不同的单体M3)。
单体M优选包含:
i)至少一种式(I)的单体M1,
ii)至少一种选自(甲基)丙烯酸C1-C4烷基酯的单体M2,和
iii)至少一种选自(甲基)丙烯酸C8-C20烷基酯的单体M3。
单体M更优选包含:
i)至少一种选自AMPS和/或SEMA的单体M1,
ii)至少一种选自(甲基)丙烯酸C1-C4烷基酯的单体M2,和
iii)至少一种选自(甲基)丙烯酸C8-C20烷基酯的单体M3。
在另一特别优选实施方案中,单体M包含:
i)至少一种式(I)的单体M1,
ii)至少一种选自(甲基)丙烯酸C1-C2烷基酯的单体M2,和
iii)至少一种选自(甲基)丙烯酸C10-C18烷基酯的单体M3。
在另一特别优选实施方案中,单体M包含:
i)至少一种式(I)的单体M1,
ii)至少一种选自(甲基)丙烯酸C1-C2烷基酯的单体M2,和
iii)至少两种选自(甲基)丙烯酸C10-C18烷基酯的单体M3。
可按照本发明得到的共聚物通常具有的平均摩尔量Mw为1000-100000g/mol,优选2000-50000g/mol,更优选2000-30000g/mol。平均摩尔量MN通常为1000-50000g/mol,优选1000-15000g/mol,更具体为2000-8000g/mol。
单体M在该共聚物中的比例通常为至少85重量%,优选至少90重量%,更具体为至少95重量%,尤其是至少98重量%。该共聚物可以任选包含自由基引发剂分子。
除了单体M1、M2和M3外,由烯属不饱和单体M合成的共聚物可以包含其他单体M4。其他单体可以是任何烯属不饱和单体。它们通常为可以自由基共聚的那些。单体M通常包含不超过15重量%,优选不超过10重量%,更优选不超过5重量%,更具体不超过2重量%的单体M4。
单体M基于单体M的总重量通常包含1-60重量%,优选5-50重量%,更具体优选10-40重量%的单体M1。
单体M基于单体M的总重量通常包含10-90重量%,优选20-80重量%,更优选20-70重量%,尤其是40-60重量%的单体M2。
单体M基于单体M的总重量通常包含1-50重量%,优选5-30重量%,更具体优选10-25重量%的单体M3。
单体M优选包含:
i)1-60重量%单体M1,
ii)10-90重量%单体M2,和
iii)1-50重量%单体M3,
基于单体M的总重量。
单体M更优选包含:
i)5-50重量%单体M1,
ii)20-70重量%单体M2,和
iii)5-30重量%单体M3,
基于单体M的总重量。
单体M非常优选包含:
i)10-40重量%单体M1,
ii)40-70重量%单体M2,和
iii)10-25重量%单体M3,
基于单体M的总重量。
所有单体M的重量%比例加起来通常为100重量%。
该共聚物可以由已知的制备方法提供,例如如WO2005/046328或WO2006/111327所述。
该共聚物优选通过(i)在由水和至少一种沸点<140℃的有机溶剂构成的溶剂混合物中或(ii)在一种或多种纯的醇中自由基聚合单体M而得到。可以使用自由的或受控,优选自由的游离基聚合的典型方法,其中反应混合物包含至少一种引发剂。优选选择溶剂混合物使得单体以及还有形成的共聚物可溶。就本发明而言,可溶在这里不仅包括真溶液,而且包括如此细碎而不产生浑浊的分散体。该聚合可以作为分批反应、以半分批程序或以连续程序进行。该聚合通常在溶液中进行。
反应时间通常为1-48小时,优选2-24小时,更具体优选4-24小时。可以进行该反应的温度范围通常为20-200℃,优选30-120℃,更具体优选40-70℃。
作为自由基聚合用引发剂,使用典型的自由基形成物质。该引发剂优选选自偶氮化合物、过氧化物或氢过氧化物。实例包括过氧化乙酰、过氧化苯甲酰、过氧化月桂酰、过氧异丁酸叔丁酯、过氧化己酰、氢过氧化枯烯、偶氮二(异丁腈)、2,2-偶氮二(2-甲基丁腈)、2,2’-偶氮二(2-甲基丙脒)二盐酸盐和2,2’-偶氮二[2-(2-咪唑啉-2-基)丙烷]二盐酸盐。应理解的是还可以使用引发剂混合物。
根据本发明方法的第一方案,该聚合在包含水和至少一种沸点小于140℃的水溶性有机溶剂的溶剂混合物中进行(方案(i))。优选方案(i)。
根据本发明方法的另一方案,该聚合在一种或多种纯的醇中进行(方案(ii))。
“包含水”的溶剂混合物在本发明上下文中是指在反应混合物中基于形成该方法的一部分的所有物质的总重量存在至少1重量%的水。优选存在1-80%,更优选1-50%,非常优选1-30%,更具体5-30重量%的水。
合适的有机溶剂原则上包括所有沸点小于140℃的溶剂。优选的溶剂是可与水溶混且沸点≤120℃的那些。特别优选的有机溶剂是醇类、醚类和腈类。特别优选的醇的实例包括甲醇、乙醇、正丙醇(1-丙醇)、异丙醇(2-丙醇)、正丁醇(1-丁醇)、仲丁醇(2-丁醇)、叔丁醇(2-甲基丙-2-醇)、1-戊醇、2-戊醇、3-戊醇、2-甲基丁醇、3-甲基丁-2-醇和2,2-二甲基丙醇。尤其优选的醇是甲醇、乙醇、正丙醇(1-丙醇)和异丙醇(2-丙醇)。更具体优选异丙醇(2-丙醇)。
合适的醚类原则上包括所有可以通过上述醇的反应得到的简单醚或混合醚。进一步合适的是环状醚类,如四氢呋喃、四氢吡喃和二烷。特别合适的醚类是乙醚、四氢呋喃和二烷。尤其合适的是四氢呋喃,特别是作为共溶剂。合适的腈类是乙腈和丙腈。尤其合适的是乙腈。
优选的溶剂混合物首先包括水和醇的二元混合物。特别优选水和异丙醇或水和甲醇的二元混合物。更具体优选水和异丙醇(2-丙醇)的二元混合物。其次优选水、醇和醚的三元混合物,此时尤其优选水、异丙醇和四氢呋喃的混合物。
无规自由基共聚物的多分散性和分子量需要的话可以通过改变引发剂/单体比例,底物的进料时间,与单体溶液的进料时间相比尤其是引发剂溶液的进料时间,通过改变溶剂混合物的醇含量,更具体改变异丙醇含量以及通过聚合浓度而调节。若选择短引发剂进料和/或溶剂混合物中高异丙醇含量(调节剂或链转移剂)和/或若选择低聚合浓度(高调节剂/单体比例),则所得多分散性通常较低。按照本发明,目的是非常窄的分子量分布,因为具有更高摩尔质量的共聚物倾向于不太水溶,这意味着农业化学活性成分组合物有时呈现降低的稳定性。
通过使用选自硫醇如巯基乙醇、硫甘油或1-十二烷基硫醇的额外调节剂或链转移剂,需要的话可以实现该共聚物的多分散性的进一步降低。摩尔质量Mw和Mn以及还有多分散性借助尺寸排阻色谱法测定。可以使用的校准剂是市售聚苯乙烯或聚(氧化乙烯)校准组套。
需要的话,可以分离并后处理该共聚物。后处理以熟练技术人员熟知的已知方式完成,例如通过在先过滤步骤完成。这使得可以任选除去2-氨基-2-甲基丙烷磺酸副产物。需要的话,可以随后除去溶剂。除去溶剂的典型方法的实例包括喷雾干燥、在减压下蒸发、冷冻干燥和在大气压力和任选升高的温度下蒸发。适合干燥的方法进一步包括在流化床干燥器中干燥。另一方案是使用可以通过没有后处理的该方法得到的共聚物溶液。
术语农药表示至少一种选自杀真菌剂、杀虫剂、杀线虫剂、除草剂、安全剂和/或生长调节剂的活性成分。优选的农药是杀真菌剂、杀虫剂、除草剂和生长调节剂。特别优选的农药是杀真菌剂。还可以使用选自上述类别中两种或更多种的农药混合物。熟练技术人员熟知该类农药,它们例如可以在PesticideManual,第15版(2009),TheBritishCropProtectionCouncil,London中找到。合适的杀虫剂是选自如下类别的杀虫剂:氨基甲酸酯类、有机磷酸酯类、有机氯杀虫剂、苯基吡唑类、合成除虫菊酯类、新类烟碱类、斯皮诺素类(spinosins)、阿维菌素类(avermectins)、米尔霉素类(milbemycins)、保幼激素类似物、烷基卤、有机锡化合物、沙蚕毒素类似物、苯甲酰脲类、二酰基肼类、METI杀螨剂以及还有杀虫剂如氯化苦(chloropicrin)、拒嗪酮(pymetrozine)、氟啶虫酰胺(flonicamide)、四螨嗪(clofentezine)、噻螨酮(hexythiazox)、特苯唑(etoxazole)、杀螨硫隆(diafenthiuron)、克螨特(propargite)、三氯杀螨砜(tetradifon)、氟唑虫清(chlorfenapyr)、二硝酚(DNOC)、噻嗪酮(buprofezine)、灭蝇胺(cyromazine)、双甲脒(amitraz)、灭蚁腙(hydramethylnon)、灭螨醌(acequinocyl)、嘧螨酯(fluacrypyrim)、鱼藤酮(rotenone)或其衍生物。合适的杀真菌剂是选自如下类别的杀真菌剂:二硝基苯胺类、烯丙基胺类、苯胺基嘧啶类、抗生素类、芳族烃类、苯磺酰胺类、苯并咪唑类、苯并异噻唑类、二苯甲酮类、苯并噻二唑类、苯并三嗪类、苄基氨基甲酸酯类、氨基甲酸酯类、羧酰胺类、羧酸酰胺类、氯代腈类、氰基乙酰胺肟类、氰基咪唑类、环丙烷羧酰胺类、二羧酰亚胺类、二氢二嗪类、二硝基苯基巴豆酸酯类、二硫代氨基甲酸酯类、二硫戊环类、乙基膦酸酯类、乙基氨基噻唑羧酰胺类、胍类、羟基-(2-氨基-)嘧啶类、羟基酰替苯胺类、咪唑类、咪唑啉酮类、无机物质、异苯并呋喃酮类、甲氧基丙烯酸酯类、甲氧基氨基甲酸酯类、吗啉类、N-苯基氨基甲酸酯类、唑烷二酮类、肟基乙酸酯类、肟基乙酰胺类、肽基嘧啶核苷、苯基乙酰胺类、苯基酰胺类、苯基吡咯类、苯基脲类、膦酸酯类、硫代磷酸酯类、邻氨甲酰苯甲酸类、苯邻二甲酰亚胺类、哌嗪类、哌啶类、丙酰胺类、哒嗪酮类、吡啶类、吡啶基甲基苯甲酰胺类、嘧啶胺类、嘧啶类、嘧啶酮腙类、吡咯并喹啉酮类、喹唑啉酮类、喹啉类、醌类、磺酰胺类、氨磺酰三唑类、噻唑羧酰胺类、硫代氨基甲酸酯类、托布津类(thiophanates)、噻吩羧酰胺类、甲苯甲酰胺类、三苯基锡化合物、三嗪类和三唑类。合适的除草剂是选自如下类别的除草剂:乙酰胺类、酰胺类、芳氧基苯氧基丙酸酯类、苯甲酰胺类、苯并呋喃、苯甲酸类、苯并噻二嗪酮类、联吡啶氨基甲酸酯类、氯代乙酰胺类、氯代羧酸、环己烷二酮类、二硝基苯胺类、二硝基苯酚类、二苯基醚类、甘氨酸类、咪唑啉酮类、异唑类、异唑烷酮类、腈类、N-苯基苯邻二甲酰亚胺类、二唑类、唑烷二酮类、羟乙酰胺类、苯氧基羧酸类、苯基氨基甲酸酯类、苯基吡唑类、苯基吡唑啉类、苯基哒嗪类、次膦酸类、氨基磷酸酯类、二硫代磷酸酯类、邻氨甲酰苯甲酸酯类、吡唑类、哒嗪酮类、吡啶类、吡啶羧酸类、吡啶羧酰胺类、嘧啶二酮类、嘧啶基(硫代)苯甲酸酯类、喹啉羧酸类、缩氨基脲类、磺酰氨基羰基三唑啉酮类、磺酰脲类、四唑啉酮类、噻二唑类、硫代氨基甲酸酯类、三嗪类、三嗪酮类、三唑类、三唑啉酮类、三唑并羧酰胺类、三唑并嘧啶类、三酮类、尿嘧啶类和脲类。
水不溶性农药在20℃下可以具有的在水中的溶解度至多且包括10g/l。它们在水中的溶解度优选不超过1g/l,更优选不超过0.5g/l。合适水不溶性农药的实例(在每种情况下在20℃下在水中的溶解度位于括号中)是唑菌胺酯(pyraclostrobin)(1.9mg/l)、氧唑菌(epoxiconazole)(7mg/l)、丙氯灵(prochloraz)(34mg/l)、环戊唑菌(metconazole)(30mg/l)和/或丁苯吗啉(fenpropimorph)(4mg/l)。
水不溶性农药通常具有至少30℃,优选至少50℃,更优选至少70℃,非常优选至少100℃的熔点。
水不溶性农药优选在该组合物中呈溶解形式。这意味着通常至少90重量%,优选至少99重量%的水不溶性农药呈溶解形式。
除了水不溶性农药外,该组合物还可以包含其他农药。该其他农药可以以溶解形式或以固体颗粒形式(例如呈悬浮)存在。
该组合物包含至少一种有机溶剂,例如1、2、3或4种不同溶剂。该组合物优选包含至少两种有机溶剂。
所考虑的有机溶剂包括溶剂如中到高沸点的矿物油馏分,如煤油或柴油,还有煤焦油以及还有植物或动物来源的油,脂族、环状和芳族烃,例如石蜡、四氢萘、烷基化萘及其衍生物、烷基化苯及其衍生物,醇类如甲醇、乙醇、丙醇、丁醇和环己醇,二醇类,酮类如环己酮和γ-丁内酯,二甲基脂肪酸酰胺,碳酸亚烷基酯,脂肪酸,DMSO,链烷酸烷基酯或N-甲基吡咯烷酮。原则上还可以使用溶剂混合物以及上述有机溶剂和水的混合物。
优选的有机溶剂包括至少一种(优选至少两种)链烷酸烷基酯,如脂肪酸酯,二元酸的二酯,羟基酸的酯和羧酸的二酯。该链烷酸烷基酯通常包含至少一个C1-C32烷基或C1-C32亚烷基。优选的链烷酸烷基酯是二元酸的二酯(如线性、支化或环状脂族C4-C18二元酸的线性或支化二-C1-C20烷基酯)和羟基酸的酯(如线性或支化脂族C3-C20羟基酸的线性或支化C1-C18烷基酯)。还可以使用上述链烷酸烷基酯的混合物。
在另一优选实施方案中,至少一种有机溶剂在20℃下在水中的溶解度不超过10重量%,优选不超过8重量%,更优选不超过6重量%,尤其是不超过3重量%。
非离子表面活性剂是现有技术中的公知常识。合适的非离子表面活性剂是选自如下类别的表面活性剂:烷氧基化物,嵌段聚合物,N-烷基化脂肪酸酰胺,胺氧化物,酯或糖基表面活性剂。烷氧基化物的实例是诸如已经烷氧基化的醇、烷基酚、胺、酰胺、芳基酚、脂肪酸或脂肪酸酯的化合物。对于烷氧基化可以使用氧化乙烯和/或氧化丙烯,优选氧化乙烯。N-烷基化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、蔗糖酯和葡萄糖酯或烷基聚葡糖苷。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。优选的非离子表面活性剂是选自烷氧基化物和嵌段聚合物类别,更具体为烷氧基化物类别的表面活性剂。
该组合物优选包含至少3重量%,更优选至少5重量%,非常优选至少8重量%,尤其是至少10重量%由单体M合成的共聚物。该组合物可以包含至多30重量%,优选至多20重量%的该共聚物。
该组合物优选包含至少20重量%,更优选至少30重量%,非常优选至少40重量%,尤其是至少50重量%有机溶剂。该组合物可以包含至多90重量%,优选至多80重量%有机溶剂。
该组合物优选包含不超过8重量%,更优选不超过6重量%,非常优选不超过5重量%,尤其是不超过1重量%水。
该组合物优选包含至少3重量%,更优选至少6重量%,非常优选至少9重量%水不溶性农药。该组合物可以包含至多50重量%,优选至多30重量%,更优选至多20重量%水不溶性农药。
该组合物优选包含至少3重量%,更优选至少6重量%,非常优选至少9重量%,尤其是至少15重量%非离子表面活性剂。该组合物可包含至多80重量%,优选至多50重量%,更优选至多25重量%非离子表面活性剂。
该组合物优选包含:
a)至少3重量%由单体M合成的共聚物;
b)至少20重量%有机溶剂;
c)不超过6重量%水;
d)至少3重量%水不溶性农药;以及
e)至少3重量%非离子表面活性剂。
该组合物更优选包含:
a)2-20重量%由单体M合成的共聚物;
b)20-70重量%有机溶剂;
c)不超过6重量%水;
d)1-25重量%水不溶性农药;以及
e)3-50重量%非离子表面活性剂。
共聚物与水不溶性农药的重量比可以为10:1-1:10,优选5:1-1:5,更优选2:1-1:2。
该组合物通常为液体组合物,例如有机溶液。
本发明的组合物可以包含配制助剂,此时助剂的选择通常由具体的施用形式和/或活性成分决定。合适配制助剂的实例是溶剂、表面活性化合物(表面活性剂、保护性胶体、润湿剂和粘附剂),有机和无机增稠剂,杀菌剂,任选着色剂和粘合剂(例如用于种子处理)。
所考虑的表面活性化合物(辅助剂、润湿剂、粘着剂、分散剂或乳化剂)包括芳族磺酸如木素磺酸(产品,挪威Borregaard)、苯酚磺酸、萘磺酸(产品,AkzoNobel,USA)和二丁基萘磺酸(产品,德国BASF)以及还有脂肪酸的碱金属、碱土金属和铵盐,烷基磺酸盐和烷基芳基磺酸盐,烷基硫酸盐,月桂基醚硫酸盐和脂肪醇硫酸盐,以及还有硫酸化十六-、十七-和十八烷醇及脂肪醇乙二醇醚的盐,磺化萘及其衍生物与甲醛的缩合物,萘或萘磺酸与苯酚和甲醛的缩合物,聚氧乙烯辛基酚醚,乙氧基化异辛基酚、辛基酚或壬基酚,烷基苯基聚乙二醇醚和三丁基苯基聚乙二醇醚,烷基芳基聚醚醇,异十三烷醇,脂肪醇/氧化乙烯缩合物,乙氧基化蓖麻油,聚氧乙烯烷基醚或聚氧丙烯烷基醚,月桂醇聚乙二醇醚乙酸酯,山梨醇酯,木素亚硫酸盐废液,还有蛋白质,变性蛋白,多糖(例如甲基纤维素),疏水改性淀粉,聚乙烯醇(产品,瑞士Clariant),聚羧酸盐(产品,德国BASF),聚烷氧基化物,聚乙烯胺(产品,德国BASF),聚乙烯亚胺(产品,德国BASF),聚乙烯基吡咯烷酮及其共聚物。
合适的增稠剂是赋予该配制剂改性的流变性,即静止状态下的高粘度和运动状态下的低粘度的化合物。实例是多糖,蛋白质(如酪蛋白或明胶),合成聚合物或无机层状矿物。这些种类的增稠剂可市购,实例是黄原胶(CPKelco,USA),23(法国Rhodia)或(R.T.Vanderbilt,USA)或(EngelhardCorp.,NJ,USA)。增稠剂在该配制剂中的量由该增稠剂的效力决定。熟练技术人员选择的量要获得配制剂的所需粘度。该量通常为0.01-10重量%。可以加入杀菌剂来稳定该组合物。杀菌剂的实例是基于双氯酚和苄醇半缩甲醛的那些,以及还有基于异噻唑啉酮衍生物如烷基异噻唑啉酮类和苯并异噻唑啉酮类的那些(ThorChemie的MBS)。
在一个优选实施方案中,本发明组合物呈农业化学配制剂形式。该组合物优选呈可乳化浓缩物(EC)或油分散体(OD)形式。
通常在施用之前稀释该农业化学配制剂以制备所谓的桶混物。考虑用于稀释的是中到高沸点的矿物油馏分,如煤油或柴油,还有煤焦油以及植物或动物来源的油,脂族、环状和芳族烃,例如甲苯、二甲苯、石蜡、四氢萘、烷基化萘及其衍生物,甲醇、乙醇、丙醇、丁醇、环己醇、环己酮、异佛尔酮,强极性溶剂,例如二甲亚砜、N-甲基吡咯烷酮或水。优选使用水。
稀释的组合物通常通过喷雾或雾化施用。桶混物可以在紧临施用之前与各种类型的油、润湿剂、助剂、除草剂、杀菌剂和/或杀真菌剂混合(桶混物)。这些添加物可以以1:100-100:1,优选1:10-10:1的重量比混入本发明组合物中。桶混物中的农药浓度可以在较宽范围内变化。通常而言该浓度为0.0001-10%,优选0.01-1%。在作物保护中使用的施用率根据所需效果的性质而变化且为0.01-2.0kg/ha活性成分。
本发明进一步提供了一种通过使该共聚物、该有机溶剂、该水不溶性农药、任选的水和该非离子表面活性剂接触而制备本发明组合物的方法。各组分可以通过为一般常识的方法如混合、乳化或悬浮相互接触。
本发明进一步提供了一种防治植物病原性真菌和/或不希望的植物生长和/或不希望的昆虫或螨虫侵染和/或调节植物生长的方法,其中使本发明组合物作用于相应有害物、其栖息地或要防止相应有害物的植物、土壤和/或不希望的植物和/或农作物和/或其生长地。本发明额外提供了本发明组合物在防治植物病原性真菌和/或不希望的植物生长和/或不希望的昆虫或螨虫侵染和/或调节植物生长中的用途,其中使该组合物作用于相应有害物、其栖息地或要防止相应有害物的植物、土壤和/或不希望的植物和/或农作物和/或其生长地。
合适农作物的实例是禾谷类,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;仁果、核果和浆果,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,例如菜豆、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、蓖麻豆、油棕、花生或大豆;葫芦科植物,例如南瓜、黄瓜或甜瓜;纤维作物,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;蔬菜植物,例如菠菜、莴苣、芦笋、卷心菜、胡萝卜、洋葱、西红柿、土豆、南瓜或青椒;月桂类植物,例如鳄梨、肉桂或樟脑;能量作物和工业原料作物,例如玉米、大豆、小麦、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;禾草,例如草坪;甜叶菊(也称甜菊(Steviarebaudania));橡胶植物;观赏和森林植物,例如花卉、灌木、落叶树和针叶树,以及繁殖材料如种子和这些植物的收获产品。
术语农作物还包括已经通过育种、诱变或重组方法修饰的那些植物,包括上市销售或开发过程中的农业生物技术产品。基因修饰植物是其基因材料已经以在自然条件下不易通过杂交、突变或自然重组(即基因材料的重组)进行的方式修饰的植物。在这里通常将一个或多个基因整合到该植物的基因材料中以改善植物性能。这类重组修饰还包括蛋白质、寡肽或多肽的翻译后修饰,例如借助糖基化或聚合物结合如异戊二烯化或法呢基化残基或PEG残基。
本发明进一步提供了一种包含本发明组合物的植物繁殖材料,如种子。植物繁殖材料可以与播种一起或者甚至在播种之前,或者与移植一起或者甚至在移植之前用本发明组合物预防性处理。这些组合物可以直接或者优选经稀释而施用于繁殖材料,更具体为种子。在稀释的情况下,所述组合物可以稀释2-10倍,因此用于拌种的组合物包含0.01-60重量%,优选0.1-40重量%活性成分。施用可以在播种之前或之中进行。植物繁殖材料,更具体而言种子的处理对熟练技术人员而言是已知的且通过撒粉、包衣、造粒、浸渍或浸泡植物繁殖材料而完成,其中处理优选通过造粒、包衣和撒粉或通过犁沟内处理进行,从而例如防止种子的早期萌发。为了处理种子,优选使用悬浮液。该类组合物通常包含1-800g/l活性成分,1-200g/l表面活性剂,0-200g/l防冻剂,0-400g/l粘合剂,0-200g/l着色剂以及溶剂,优选水。
本发明的优点是水不溶性农药在该组合物非常好地被稳定。它们仅非常缓慢地结晶。甚至在低温下水不溶性农药基本没有结晶。甚至在为了生产桶混物用水稀释之后,农药基本不呈现结晶。该组合物允许高高度的共聚物,这对于延缓结晶是有利的。该组合物还允许高浓度的水不溶性农药。
下列实施例说明而非限制本发明。
实施例
环戊唑菌:Mp100-108℃,在水中的溶解度:30mg/l(20℃)。
氧唑菌:Mp136-137℃,在水中的溶解度:7mg/l(20℃)。
氟唑菌酰胺(fluxapyroxad):Mp157℃,在水中的溶解度:3.8mg/l(20℃)。
丁苯吗啉:Mp-47℃至-41℃,在水中的溶解度:4mg/l(20℃)。
聚合物A:由单体甲基丙烯酸甲酯(50重量%)、丙烯酸十二烷基酯(7重量%)、丙烯酸十四烷基酯(6重量%)和AMPS(37重量%)合成的无规共聚物。表面活性剂A:基于烷氧基化线性脂肪醇的液体非离子表面活性剂,表面张力约29mN/m。
表面活性剂B:液体非离子表面活性剂,蓖麻油乙氧基化物,HLB值10-11。
表面活性剂C:液体非离子表面活性剂,乙氧基化(10个EO)三苯乙烯基苯酚,HLB值10.4。
表面活性剂D:基于烷氧基化线性脂肪醇的液体非离子表面活性剂,表面张力约30mN/m。
表面活性剂E:液体非离子表面活性剂,基于短链饱和合成脂肪醇的烷基聚乙二醇醚,表面张力约26mN/m。
表面活性剂F:液体非离子表面活性剂,Polysorbate20。
表面活性剂G:液体非离子表面活性剂,聚氧乙烯山梨醇六油酸酯,动态粘度约200mPas(25℃)。
表面活性剂H:基于烷氧基化线性脂肪醇的液体非离子表面活性剂,表面张力约30mN/m。
表面活性剂I:基于烷氧基化线性脂肪醇的液体非离子表面活性剂,表面张力约32mN/m。
表面活性剂J:基于乙氧基化支化脂族醇的液体非离子表面活性剂,表面张力约28mN/m。
表面活性剂K:液体非离子表面活性剂,乙氧基化三苯乙烯基苯酚,HLB值12-13。
表面活性剂L:液体阴离子表面活性剂,乙氧基化三苯乙烯基苯酚磷酸酯,HLB值约16。
溶剂A:戊二酸二甲酯(63-71%)、琥珀酸二甲酯(19-29%)和己二酸二甲酯(6-14%)的混合物,在水中溶解度为5.7重量%。
溶剂B:(S)-乳酸2-乙基己基酯,0.03g/100ml水溶性。
溶剂C:1,2-环己烷二甲酸二异壬酯,<0.02mg/l水溶性。
溶剂D:AG1505,碳酸亚烷基酯,沸点244℃,在水中溶解度为7.2重量%,可由Huntsman市购。
溶剂E:DMSO,与水无限溶混。
溶剂F:乳酸2-乙基己基酯,0.03g/100ml水溶性。
溶剂G:γ-丁内酯,与水无限溶混。
溶剂H:N,N-二甲基十二烷基酰胺。
表面活性剂的表面张力可以按照DIN14370(1g/l,蒸馏水,23℃)或DIN53914(1g/l,蒸馏水,23℃)测定。
实施例1—氟唑菌酰胺+环戊唑菌+丁苯吗啉
通过在搅拌下混合按照表1的组分、最后加入活性成分而制备可乳化浓缩物。该混合物在50℃下以高能量输入搅拌至少30分钟。
表1:包含42g/l氟唑菌酰胺,42g/l氧唑菌,200g/l丁苯吗啉和下列助剂(量,g/l)的可乳化浓缩物A-C
A | B | C | |
表面活性剂A | 250 | 250 | 150 |
表面活性剂B | 70 | 70 | |
聚合物A | 120 | 120 | 120 |
水 | 50 | ||
溶剂A | 至1.0L | ||
溶剂B | 至1.0L | 至1.0L | |
溶剂C | 150 | ||
溶剂H | 70 | 70 | 100 |
实施例2—氟唑菌酰胺+环戊唑菌
通过在搅拌下混合按照表2的组分、最后加入活性成分而制备可乳化浓缩物。该混合物在50℃下以高能量输入搅拌至少30分钟。
表2:包含62.5g/l氟唑菌酰胺,45g/l环戊唑菌和下列助剂(量,g/l)的可乳化浓缩物E-H。
E | F | G | H | |
表面活性剂A | 197 | |||
表面活性剂C | 50 | |||
表面活性剂D | 250 | 250 | ||
表面活性剂E | 50 | 100 | ||
表面活性剂F | 50 | |||
表面活性剂G | 50 | |||
表面活性剂H | 100 | 150 | ||
表面活性剂I | 100 | 150 | ||
表面活性剂J | 50 | |||
表面活性剂K | 50 |
表面活性剂L | 50 | |||
聚合物A | 100 | 100 | 50 | 50 |
溶剂B | 至1.0L | 至1.0L | ||
溶剂D | 50 | |||
溶剂E | 50 | |||
溶剂F | 至1.0L | 至1.0L | ||
溶剂G | 120 |
实施例3—环戊唑菌+氧唑菌
通过在搅拌下混合按照表3的组分、最后加入活性成分而制备可乳化浓缩物。该混合物在50℃下以高能量输入搅拌至少30分钟。
表3:包含41g/l环戊唑菌,56g/l氧唑菌和下列助剂(量,g/l)的可乳化浓缩物I。
I | |
表面活性剂D | 100 |
聚合物A | 100 |
溶剂B | 至1.0L |
溶剂C | 150 |
溶剂H | 100 |
实施例4—环戊唑菌+氧唑菌+丁苯吗啉
通过在搅拌下混合按照表4的组分、最后加入活性成分而制备可乳化浓缩物。该混合物在50℃下以高能量输入搅拌至少30分钟。
表4:包含27.5g/l环戊唑菌,37.5g/l氧唑菌,200g/l丁苯吗啉和下列助剂(量,g/l)的可乳化浓缩物J。
J | |
表面活性剂E | 140 |
表面活性剂D | 至1.0L |
聚合物A | 120 |
水 | 50 |
溶剂A | 100 |
实施例5—对比例(非本发明)
以与可乳化浓缩物A-J的相同方式制备对比例C-A至C-J,但不加入任何聚合物A。因此对比例中的相对重量分数与批料A-J的那些相同,溶剂并不补充至1.0L,而是补充至相应地轻微降低的体积。所有其他参数保持不变。
实施例6—储存期限
为了评价储存期限,将批料A-J(实施例1-4)和对比例C-A至C-J(实施例5)的样品在-5℃,0℃或10℃下储存7天。然后检测样品的晶体形成(表5,“+”=晶体可见,“-”=晶体不可见)。
表5:在储存过程中晶体的形成
-5℃ | 0℃ | 10℃ | |
实施例1A | - | - | - |
实施例1B | - | - | - |
实施例1C | - | - | - |
实施例2D | - | - | - |
实施例2E | - | - | - |
实施例2F | - | - | - |
实施例2G | - | - | - |
实施例2H | - | - | - |
实施例3I | - | - | - |
实施例4J | - | - | - |
对比例1A | + | + | - |
对比例1B | + | + | - |
对比例1C | + | + | - |
对比例2D | + | + | + |
对比例2E | + | + | + |
对比例2F | + | + | + |
对比例2G | + | + | + |
对比例2H | + | + | + |
对比例3I | + | + | + |
对比例4J | + | + | + |
实施例7—在喷雾桶中稀释样品的稳定性
使用下列测试来研究可乳化浓缩物在稀释至可喷雾浓度之后是否可以用于标准喷雾机而不堵塞该喷雾机的过滤器或喷嘴。
测试机器为具有195L桶、四活塞隔膜泵(3巴压力)和具有6个标准喷嘴的喷枪(类型:LU90-03)的液压喷雾机。所用喷丝头滤器是4个筛网过滤器(25,50,60和80目),具有整体密封的60目筛网过滤器和25目狭缝过滤器。
吸滤器和压滤器各自为50目筛网过滤器。
首先对该桶填充75升水,然后填充3升可乳化浓缩物(实施例1-4的批料A-J)。将该混合物用活塞泵(搅拌强度:约45L/min)混合,然后对该桶填充另外75升水。在将产物混合物泵送循环15分钟(搅拌强度:约45L/min)之后,通过喷嘴将喷雾溶液由该桶中喷出。在该测试过程中,该桶中的喷雾混合物温度保持恒定为5-10℃以模拟冷井水。输送测试重复3次;对于至少一次重复,产物混合物必须在该桶中放置一晚。在该程序结束时,对在该泵前面和下游的过滤器(吸滤器和压滤器)以及在喷嘴中的过滤器(喷丝头滤器)检测残留物。表6总结了结果。在该表中,“堵塞”是指至少一个过滤器(吸滤器、压滤器或喷丝头滤器)呈现显著的结垢,导致流动降低或堵塞。表中的“畅通”是指没有发现显著结垢。
表6:
可乳化浓缩物 | 过滤器 |
实施例1A | 畅通 |
实施例1B | 畅通 |
实施例1C | 畅通 |
实施例2D | 畅通 |
实施例2E | 畅通 |
实施例2F | 畅通 |
实施例2G | 畅通 |
实施例2H | 畅通 |
实施例3I | 畅通 |
实施例4J | 畅通 |
对比例1A | 堵塞 |
对比例1B | 堵塞 |
对比例1C | 堵塞 |
对比例2D | 堵塞 |
对比例2E | 堵塞 |
对比例2F | 堵塞 |
对比例2G | 堵塞 |
对比例2H | 堵塞 |
对比例3I | 堵塞 |
对比例4J | 堵塞 |
Claims (11)
1.一种组合物,包含:
a)2-20重量%由包含如下单体的单体M合成的共聚物:
i)基于单体M总重量为10-40重量%的2-丙烯酰胺基-2-甲基丙烷磺酸,
ii)基于单体M总重量为40-70重量%的至少一种选自(甲基)丙烯酸C1-C2烷基酯的单体M2,和
iii)基于单体M总重量为10-25重量%的至少一种选自(甲基)丙烯酸C8-C20烷基酯的单体M3,
b)20-70重量%有机溶剂;其中所述有机溶剂包含至少一种链烷酸烷基酯,且其中至少一种有机溶剂在20℃下以不超过10重量%的程度可溶于水中;
c)不超过6重量%水;
d)1-25重量%呈溶解形式的水不溶性农药,其中水不溶性农药在20℃下具有的在水中的溶解度至多且包括1g/l;以及
e)3-50重量%非离子表面活性剂。
2.根据权利要求1的组合物,其中所述水不溶性农药具有至少30℃的熔点。
3.根据权利要求1的组合物,包含5-20重量%所述共聚物。
4.根据权利要求2的组合物,包含5-20重量%所述共聚物。
5.根据权利要求1-4中任一项的组合物,其中共聚物与水不溶性农药的重量比为5:1-1:5。
6.根据权利要求1-4中任一项的组合物,包含至少两种有机溶剂。
7.根据权利要求1-4中任一项的组合物,包含5-25重量%所述水不溶性农药。
8.根据权利要求1-4中任一项的组合物,其中所述有机溶剂包括至少两种选自如下的链烷酸烷基酯:线性、支化或环状脂族C4-C18二元酸的线性或支化二-C1-C20烷基酯,和线性或支化脂族C3-C20羟基酸的线性或支化C1-C18烷基酯。
9.一种通过使所述共聚物、所述有机溶剂、所述水不溶性农药和所述非离子表面活性剂接触而制备根据权利要求1-8中任一项的组合物的方法。
10.一种防治植物病原性真菌和/或不希望的植物生长和/或不希望的昆虫或螨虫侵袭和/或调节植物生长的方法,其中使根据权利要求1-8中任一项的组合物作用于相应有害物、其栖息地或要防止相应有害物的植物、土壤和/或不希望的植物和/或农作物和/或其生长地。
11.一种处理植物繁殖材料的方法,其包括使用根据权利要求1-8中任一项的组合物。
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US10173935B2 (en) * | 2011-12-12 | 2019-01-08 | Rhodia Operations | Solvent systems of N-alkyl thiophosphoric triamides and methods of use in agricultural applications |
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AU2014243307B2 (en) * | 2013-03-27 | 2017-09-28 | Basf Se | Emulsifiable concentrate comprising pesticide, alkyl lactate and fatty amide |
PL2978308T3 (pl) * | 2013-03-27 | 2018-10-31 | Basf Se | Koncentrat do sporządzania emulsji wodnej zawierający pestycyd, mleczan alkilu oraz diester |
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BR112018072090B1 (pt) * | 2016-05-11 | 2023-03-21 | Basf Se | Composição agrícola aquosa, e, métodos para formar a composição agrícola aquosa e para aplicar a um alvo agrícola a composição agrícola aquosa |
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- 2011-11-23 CN CN201180056988.8A patent/CN103228134B/zh active Active
- 2011-11-23 EP EP11793702.9A patent/EP2642850B1/en active Active
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- 2011-11-23 JP JP2013540339A patent/JP2013543878A/ja active Pending
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WO2008040786A1 (de) * | 2006-10-05 | 2008-04-10 | Basf Se | Kammpolymere und ihre verwendung zur herstellung von wirk- oder effektstoffformulierungen |
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CA2817030A1 (en) | 2012-05-31 |
PL2642850T3 (pl) | 2017-03-31 |
WO2012069514A1 (en) | 2012-05-31 |
JP2013543878A (ja) | 2013-12-09 |
EP2642850B1 (en) | 2016-09-14 |
CA2817030C (en) | 2018-10-30 |
CN103228134A (zh) | 2013-07-31 |
AU2011333783A1 (en) | 2013-06-13 |
AR083986A1 (es) | 2013-04-10 |
BR112013012174A2 (pt) | 2016-07-19 |
EA201300613A1 (ru) | 2013-12-30 |
EP2642850A1 (en) | 2013-10-02 |
EA025063B1 (ru) | 2016-11-30 |
US20130244874A1 (en) | 2013-09-19 |
AU2011333783B2 (en) | 2015-07-09 |
BR112013012174B1 (pt) | 2018-02-14 |
MX2013005889A (es) | 2013-08-01 |
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