CN102638975B - 含杀虫剂的聚合物颗粒在改善杀虫剂的土壤迁移性中的用途,杀虫剂配制剂,含杀虫剂的聚合物颗粒以及防治害虫的方法 - Google Patents
含杀虫剂的聚合物颗粒在改善杀虫剂的土壤迁移性中的用途,杀虫剂配制剂,含杀虫剂的聚合物颗粒以及防治害虫的方法 Download PDFInfo
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- CN102638975B CN102638975B CN201080055229.5A CN201080055229A CN102638975B CN 102638975 B CN102638975 B CN 102638975B CN 201080055229 A CN201080055229 A CN 201080055229A CN 102638975 B CN102638975 B CN 102638975B
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- insecticide
- cypermethrin
- polymer beads
- allethrin
- soil
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- 229920000642 polymer Polymers 0.000 title claims abstract description 143
- 239000002917 insecticide Substances 0.000 title claims abstract description 100
- 239000002689 soil Substances 0.000 title claims abstract description 88
- 238000000034 method Methods 0.000 title claims description 32
- 241000607479 Yersinia pestis Species 0.000 title claims description 13
- 239000002245 particle Substances 0.000 title abstract description 30
- ZCVAOQKBXKSDMS-AQYZNVCMSA-N (+)-trans-allethrin Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OC1C(C)=C(CC=C)C(=O)C1 ZCVAOQKBXKSDMS-AQYZNVCMSA-N 0.000 claims abstract description 61
- FMTFEIJHMMQUJI-NJAFHUGGSA-N 102130-98-3 Natural products CC=CCC1=C(C)[C@H](CC1=O)OC(=O)[C@@H]1[C@@H](C=C(C)C)C1(C)C FMTFEIJHMMQUJI-NJAFHUGGSA-N 0.000 claims abstract description 60
- 229940024113 allethrin Drugs 0.000 claims abstract description 60
- 239000005946 Cypermethrin Substances 0.000 claims abstract description 38
- KAATUXNTWXVJKI-UHFFFAOYSA-N cypermethrin Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(=O)OC(C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 KAATUXNTWXVJKI-UHFFFAOYSA-N 0.000 claims abstract description 38
- 229960005424 cypermethrin Drugs 0.000 claims abstract description 38
- KAATUXNTWXVJKI-NSHGMRRFSA-N (1R)-cis-(alphaS)-cypermethrin Chemical compound CC1(C)[C@@H](C=C(Cl)Cl)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 KAATUXNTWXVJKI-NSHGMRRFSA-N 0.000 claims abstract description 36
- IQVNEKKDSLOHHK-FNCQTZNRSA-N (E,E)-hydramethylnon Chemical compound N1CC(C)(C)CNC1=NN=C(/C=C/C=1C=CC(=CC=1)C(F)(F)F)\C=C\C1=CC=C(C(F)(F)F)C=C1 IQVNEKKDSLOHHK-FNCQTZNRSA-N 0.000 claims abstract description 36
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- MIFOMMKAVSCNKQ-HWIUFGAZSA-N Metaflumizone Chemical compound C1=CC(OC(F)(F)F)=CC=C1NC(=O)N\N=C(C=1C=C(C=CC=1)C(F)(F)F)\CC1=CC=C(C#N)C=C1 MIFOMMKAVSCNKQ-HWIUFGAZSA-N 0.000 claims abstract description 35
- OMFRMAHOUUJSGP-IRHGGOMRSA-N bifenthrin Chemical compound C1=CC=C(C=2C=CC=CC=2)C(C)=C1COC(=O)[C@@H]1[C@H](\C=C(/Cl)C(F)(F)F)C1(C)C OMFRMAHOUUJSGP-IRHGGOMRSA-N 0.000 claims abstract description 35
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- RLLPVAHGXHCWKJ-UHFFFAOYSA-N permethrin Chemical compound CC1(C)C(C=C(Cl)Cl)C1C(=O)OCC1=CC=CC(OC=2C=CC=CC=2)=C1 RLLPVAHGXHCWKJ-UHFFFAOYSA-N 0.000 claims abstract description 35
- ZXQYGBMAQZUVMI-UNOMPAQXSA-N cyhalothrin Chemical compound CC1(C)C(\C=C(/Cl)C(F)(F)F)C1C(=O)OC(C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 ZXQYGBMAQZUVMI-UNOMPAQXSA-N 0.000 claims abstract description 34
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- HJUFTIJOISQSKQ-UHFFFAOYSA-N fenoxycarb Chemical compound C1=CC(OCCNC(=O)OCC)=CC=C1OC1=CC=CC=C1 HJUFTIJOISQSKQ-UHFFFAOYSA-N 0.000 claims abstract description 32
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- QYPNKSZPJQQLRK-UHFFFAOYSA-N tebufenozide Chemical compound C1=CC(CC)=CC=C1C(=O)NN(C(C)(C)C)C(=O)C1=CC(C)=CC(C)=C1 QYPNKSZPJQQLRK-UHFFFAOYSA-N 0.000 claims abstract description 32
- YWSCPYYRJXKUDB-KAKFPZCNSA-N tralomethrin Chemical compound CC1(C)[C@@H](C(Br)C(Br)(Br)Br)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 YWSCPYYRJXKUDB-KAKFPZCNSA-N 0.000 claims abstract description 30
- ZOCSXAVNDGMNBV-UHFFFAOYSA-N 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-[(trifluoromethyl)sulfinyl]-1H-pyrazole-3-carbonitrile Chemical compound NC1=C(S(=O)C(F)(F)F)C(C#N)=NN1C1=C(Cl)C=C(C(F)(F)F)C=C1Cl ZOCSXAVNDGMNBV-UHFFFAOYSA-N 0.000 claims abstract description 8
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- CWFOCCVIPCEQCK-UHFFFAOYSA-N chlorfenapyr Chemical compound BrC1=C(C(F)(F)F)N(COCC)C(C=2C=CC(Cl)=CC=2)=C1C#N CWFOCCVIPCEQCK-UHFFFAOYSA-N 0.000 claims abstract description 5
- DVBUIBGJRQBEDP-UHFFFAOYSA-N cyantraniliprole Chemical compound CNC(=O)C1=CC(C#N)=CC(C)=C1NC(=O)C1=CC(Br)=NN1C1=NC=CC=C1Cl DVBUIBGJRQBEDP-UHFFFAOYSA-N 0.000 claims abstract description 5
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- QQODLKZGRKWIFG-QSFXBCCZSA-N cyfluthrin Chemical compound CC1(C)[C@@H](C=C(Cl)Cl)[C@H]1C(=O)O[C@@H](C#N)C1=CC=C(F)C(OC=2C=CC=CC=2)=C1 QQODLKZGRKWIFG-QSFXBCCZSA-N 0.000 claims abstract description 5
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Classifications
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- 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
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having no bond to a nitrogen atom
-
- 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
- A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
Landscapes
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Dispersion Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
本发明涉及一种聚合物颗粒,所述聚合物颗粒包含:a)至少一种选自如下组的微溶性杀虫剂:锐劲特、丙烯除虫菊、甲体氯氰菊酯、β-氟氯氰菊酯、氟氯菊酯、反丙烯除虫菊、4-氯-2-(2-氯-2-甲基丙基)-5-[(6-碘-3-吡啶基)甲氧基]-3(2H)-哒嗪酮(CAS-RN:120955-77-3)、氯虫酰胺、氟唑虫清、溴氰虫酰胺、氟氯氰菊酯、(RS)氯氟氰菊酯、氯氰菊酯、溴氰菊酯、醚菊酯、双氧威、氟虫脲、灭蚁腙、吡虫啉、
Description
本发明涉及含杀虫剂的聚合物颗粒在提高杀虫剂的土壤迁移性中的用途,含杀虫剂的聚合物颗粒,杀虫剂配制剂,制备杀虫剂配制剂的方法,提高杀虫剂的土壤迁移性的方法以及防治土壤害虫,尤其是白蚁的方法。
许多农药包含在施用后几乎不具有或完全不具有任何土壤迁移性的活性成分。然而,在特定情况下,提高的和受控的杀虫剂土壤迁移性例如在防治土壤害虫,如某些线虫,尤其是白蚁中是有利的。
当意欲使具有低土壤迁移性的活性成分转移至较深土壤层中时,可选方案几乎仅为以下机械方法:挖掘沟渠并直接处理沟渠壁,其实例为在压力下将活性成分配制剂喷雾至较深土壤层。这些方法需要大量劳动和/或设备。此外,已知使用特定配制剂助剂以提高活性成分的土壤迁移性。WO03/053345描述了特定水溶性助剂的用途,所述助剂可使特定活性成分,尤其是使拟除虫菊酯类的土壤迁移性提高至少20%。所述助剂包括聚合物,如改性聚醚。
Pesticide Science(1992),36,181-188研究了各种氯唑磷(isazofos)配制剂对氯唑磷土壤迁移性的影响。此处,氯唑磷以微胶囊化形式、颗粒形式以及可乳化浓缩物(EC)形式施用于土壤。使用液度计测定活性成分的迁移率。在该研究中,微胶囊化配制剂的土壤迁移性最低且具有广泛的改进余地。
Journal of Economic Entomology(1978),71,236-238研究了包封和乳化形式(EC)的甲基一六O五(methyl parathion)的持久性和土壤迁移性。为此,将所述配制剂用于葡萄园中以防治葡萄根蛀虫(grape root borer)。就持久性和迁移性而言,未发现所测试的配制剂之间存在差异。
Bull.Environ.Contam.Toxicol.(1993),50,第3期,458-465使用微胶囊化形式的毒死蜱(chlorpyrifos)。为此,将杀虫剂经由混凝土覆盖层注射至下层土壤中。研究了活性成分的持久性以及水平和竖直分布。使用微胶囊化形式的毒死蜱的实验显示与在先前研究中使用毒死蜱的可乳化浓缩物(EC)所得结果无差异。
Journal of Economic Etomolgy(1992),85,第2期,430-43研究了氯氰菊酯(cypermethrin)、毒死蜱和氯丹(chlordane)的迁移性。对于毒死蜱,使用配制剂类型TC(白蚁浓缩物)、LO(低气味)、WP(可润湿粉末)和ME(微胶囊化的)。不同毒死蜱配制剂显示土壤迁移性无显著差异。
US-A4,303,642描述了用于改善毒死蜱和甲基毒死蜱(chlorpyrifos-methyl)土壤迁移性的聚合物胶乳。毒死蜱与胶乳一起溶解于水中,且毒死蜱在胶乳中形成均质溶液。所用胶乳尤其为基于苯乙烯的聚合物。然而,该方法不适于经由水相向聚合物胶乳中引入熔点高于100°C的活性成分。
尽管已使用所述体系获得了良好结果,但仍存在很大改进空间。
本发明的目的是提供改善微溶性杀虫剂土壤迁移性的施用形式,其具有高土壤吸收性,从而使得杀虫剂在减少的劳动(如果需要的话)下进入较深的土壤层。本发明的另一目的是提供一种尤其用于防治白蚁的杀虫剂配制剂,所述配制剂改善了微溶性杀虫剂的土壤迁移性。
业已发现,当配制成聚合物颗粒形式时,选自如下组的微溶性杀虫剂的土壤迁移性可得以提高:锐劲特(fipronil)、丙烯除虫菊(allethrin)、甲体氯氰菊酯(alpha-cypermethrin)、β-氟氯氰菊酯(beta-cyfluthrin)、氟氯菊酯(bifenthrin)、反丙烯除虫菊(bioallethrin)、4-氯-2-(2-氯-2-甲基丙基)-5-[(6-碘-3-吡啶基)甲氧基]-3(2H)-哒嗪酮(CAS-RN:120955-77-3)、氯虫酰胺(chlorantraniliprole)、氟唑虫清(chlorfenapyr)、溴氰虫酰胺(cyantranili-prole)、氟氯氰菊酯(cyfluthrin)、(RS)氯氟氰菊酯(cyhalothrin)、氯氰菊酯(cypermethrin)、溴氰菊酯(deltamethrin)、醚菊酯(etofenprox)、双氧威(fenoxycarb)、氟虫脲(flufenoxuron)、灭蚁腙(hydramethylnon)、吡虫啉(imidacloprid)、二唑虫(indoxacarb)、氰氟虫胺(metaflumizone)、氯菊酯(permethrin)、吡丙醚(pyriproxifen)、双苯酰肼(tebufenozide)和四溴菊酯(tralomethrin)。
因此,本发明提供了聚合物颗粒在改善微溶性杀虫剂的土壤迁移性中的用途,所述聚合物颗粒包含:
a)至少一种选自如下组的微溶性杀虫剂:锐劲特、丙烯除虫菊、甲体氯氰菊酯、β-氟氯氰菊酯、氟氯菊酯、反丙烯除虫菊、4-氯-2-(2-氯-2-甲基丙基)-5-[(6-碘-3-吡啶基)甲氧基]-3(2H)-哒嗪酮(CAS-RN:120955-77-3)、氯虫酰胺、氟唑虫清、溴氰虫酰胺、氟氯氰菊酯、(RS)氯氟氰菊酯、氯氰菊酯、溴氰菊酯、醚菊酯、双氧威、氟虫脲、灭蚁腙、吡虫啉、二唑虫、氰氟虫胺、氯菊酯、吡丙醚、双苯酰肼和四溴菊酯,和
b)至少一种水不溶性聚合物。
此外,本发明提供了如下聚合物颗粒,所述聚合物颗粒(i)包含至少一种选自如下组的微溶性杀虫剂:锐劲特、丙烯除虫菊、甲体氯氰菊酯、β-氟氯氰菊酯、氟氯菊酯、反丙烯除虫菊、4-氯-2-(2-氯-2-甲基丙基)-5-[(6-碘-3-吡啶基)甲氧基]-3(2H)-哒嗪酮(CAS-RN:120955-77-3)、氯虫酰胺、氟唑虫清、溴氰虫酰胺、氟氯氰菊酯、(RS)氯氟氰菊酯、氯氰菊酯、溴氰菊酯、醚菊酯、双氧威、氟虫脲、灭蚁腙、吡虫啉、二唑虫、氰氟虫胺、氯菊酯、吡丙醚、双苯酰肼和四溴菊酯,其中所述聚合物颗粒(ii)包含至少一种选自可如下获得的聚合物P1-P4的聚合物:
P1)使如下物质聚合:
M1.1)以P1计30-100重量%至少一种选自如下组的单体(M I):丙烯酸的C1-C24烷基酯、甲基丙烯酸的C1-C24烷基酯和甲基丙烯腈,
M1.2)以P1计0-70重量%至少一种选自多官能单体的单体(M II),和
M1.3)以P1计0-40重量%至少一种在结构上不同于单体(M I)和(M II)的其他单体(M III);
P2)使如下物质聚合:
M2.1)以P2计30-100重量%至少一种苯乙烯衍生物(MIV),
M2.2)以P2计0-70重量%至少一种不同于单体(M IV)的乙烯基单体(M V),和
M2.3)以P2计0-40重量%至少一种不同于单体(M IV)和(M V)的单体(M VI);
P3)使如下物质缩聚:
M3.1)蜜胺甲醛预聚物(M VII),和/或
M3.2)蜜胺甲醛预聚物的烷基醚(M VIII),和
P4)使如下物质加聚:
M4.1)以P4计30-100重量%至少一种异氰酸酯衍生物(M XIII),
M4.2)以P4计0-70重量%至少一种氨基化合物(M XIV),和
M4.3)以P4计0-70重量%至少一种醇(M XV)。
此外,本发明提供了制备所述含杀虫剂的聚合物颗粒的方法;杀虫剂配制剂;制备所述杀虫剂配制剂的方法;提高上述杀虫剂的土壤迁移性的方法,其中将本发明杀虫剂配制剂施用于待处理的土壤;以及防治土壤害虫(尤其是白蚁)的方法,其中将本发明杀虫剂配制剂施用于害虫的栖息地。在本发明的上下文中,除土壤和泥土之外,“土壤害虫(尤其是白蚁)的栖息地”还应理解为包括诸如木材、石膏、水泥、纤维和组织的材料。优选栖息地尤其为深度为0.1-50英寸,优选0.1-20英寸、更优选0.1-10英寸,尤其优选0-6英寸的土壤。
本发明能显著提高选自如下组的微溶性杀虫剂的土壤迁移性:锐劲特、丙烯除虫菊、甲体氯氰菊酯、β-氟氯氰菊酯、氟氯菊酯、反丙烯除虫菊、4-氯-2-(2-氯-2-甲基丙基)-5-[(6-碘-3-吡啶基)甲氧基]-3(2H)-哒嗪酮(CAS-RN:120955-77-3)、氯虫酰胺、氟唑虫清、溴氰虫酰胺、氟氯氰菊酯、(RS)氯氟氰菊酯、氯氰菊酯、溴氰菊酯、醚菊酯、双氧威、氟虫脲、灭蚁腙、吡虫啉、二唑虫、氰氟虫胺、氯菊酯、吡丙醚、双苯酰肼和四溴菊酯。
这在防治白蚁中是特别有利的。此外,在土壤施用时,本发明杀虫剂配制剂显示出提高的生物活性。此外,改进了所述聚合物颗粒、由其获得的杀虫剂配制剂以及由其获得的喷雾液的物理稳定性。在一些情况下,与常规杀虫剂配制剂相比可显著降低所需杀虫剂的量。此外,使用含杀虫剂的聚合物颗粒允许使用更高度浓缩的杀虫剂配制剂以降低施用所需的水量。因此,在根据本发明使用含杀虫剂的颗粒时,必须使用的水比常规杀虫剂配制剂少。
根据本发明,术语“杀虫剂配制剂”包括浓缩形式(例如固体或液体形式)和稀释形式(例如喷雾液形式)的配制剂。
适于根据本发明使用的为包含至少一种选自如下组的微溶性杀虫剂的聚合物颗粒:锐劲特、丙烯除虫菊、甲体氯氰菊酯、β-氟氯氰菊酯、氟氯菊酯、反丙烯除虫菊、4-氯-2-(2-氯-2-甲基丙基)-5-[(6-碘-3-吡啶基)甲氧基]-3(2H)-哒嗪酮(CAS-RN:120955-77-3)、氯虫酰胺、氟唑虫清、溴氰虫酰胺、氟氯氰菊酯、(RS)氯氟氰菊酯、氯氰菊酯、溴氰菊酯、醚菊酯、双氧威、氟虫脲、灭蚁腙、吡虫啉、二唑虫、氰氟虫胺、氯菊酯、吡丙醚及双苯酰肼。
除非另外由上下文显而易见,否则术语“微溶性”与在水中的溶解度有关且在本发明上下文中意指活性杀虫成分在25°C和1013毫巴下的水溶解度小于1g/l,优选小于0.65g,尤其优选小于0.2g,尤其小于0.1g/l。
活性成分在土壤中的迁移性基本上取决于土壤吸收系数Ko/c。提高的水溶解度原则上并非更好的土壤迁移性的指标。
根据本发明使用的微溶性杀虫剂和任选的任何其他活性成分优选具有>250,尤其优选>400的土壤吸收系数Ko/c。
Ko/c描述活性成分在土壤有机组分与水溶液之间的分布。高Ko/c值表明活性成分与有机土壤物质的强结合;因此,在Ko/c值越低的那些活性成分的情况下,土壤迁移性越低。Ko/c值由下式计算:
Ko/c=Kd×100/Corg[%]
其中Kd值表示活性成分平衡时的土壤/水分配系数且Corg为以%计的土壤碳含量。
Ko/c值测定的实验程序详细描述于OECD指南第106号中。在该程序中,制备土壤悬浮液和0.01M CaCl2溶液。向该悬浮液中以(在最简单的情况下)一种浓度添加溶解于极少量有机溶剂中的活性成分(优选经放射性标记),并温和振荡该混合物。当数小时后形成活性成分于两相中的浓度平衡时,测定土壤和CaCl2溶液中的浓度。使用土壤中浓度与CaCl2溶液中浓度的商获得Kd值,考虑到土壤有机碳含量由此获得特定土壤的Ko/c值。根据本发明,标准土壤视为“LUFA 2.3”土壤(pH值为约7(在CaCl2中测量)且有机碳含量为约1.1%的砂质壤土[根据USDA分类])。
低迁移性活性成分被认为是Ko/c值>250的那些。
根据本发明使用的杀虫剂以及任选的任何其他活性成分在25°C和1013毫巴下优选具有<1.0g/l的水溶解度以及>250的Ko/c值。
适于根据本发明使用的优选为包含至少一种上述微溶性杀虫剂和至少一种选自P1至P4组的水不溶性聚合物的聚合物颗粒。
优选聚合物P1可通过使如下物质聚合而获得:
M1.1)以P1计30-100重量%至少一种选自如下组的单体(M I):丙烯酸的C1-C24烷基酯、甲基丙烯酸的C1-C24烷基酯和甲基丙烯腈,
M1.2)以P1计0-70重量%至少一种选自多官能单体的单体(M II),和
M1.3)以P1计0-40重量%至少一种在结构上不同于单体(M I)和(M II)的其他单体(M III)。
作为单体(M I),优选为丙烯酸和甲基丙烯酸的C1-C24烷基酯,以及甲基丙烯腈。优选单体(M I)为丙烯酸甲酯、丙烯酸乙酯、丙烯酸正丙酯、丙烯酸异丙酯、丙烯酸正丁酯、丙烯酸异丁酯、丙烯酸仲丁酯、丙烯酸叔丁酯、丙烯酸硬脂基酯以及甲基丙烯酸甲酯、甲基丙烯酸乙酯、甲基丙烯酸正丙酯、甲基丙烯酸异丙酯、甲基丙烯酸正丁酯、甲基丙烯酸异丁酯、甲基丙烯酸仲丁酯、甲基丙烯酸叔丁酯和甲基丙烯腈,以及上述单体的混合物。在上述单体中,优选甲基丙烯酸酯。尤其优选丙烯酸甲酯、丙烯酸乙酯、丙烯酸异丙酯、丙烯酸正丁酯和丙烯酸叔丁酯以及甲基丙烯酸甲酯、甲基丙烯酸乙酯、甲基丙烯酸异丙酯、甲基丙烯酸正丁酯、甲基丙烯酸叔丁酯和丙烯酸硬脂基酯。尤其优选甲基丙烯酸甲酯、丙烯酸正丁酯和丙烯酸硬脂基酯。
合适单体(M II)为如果溶解的话则微溶性于水中,但在亲脂性物质中具有良好至有限溶解度的多官能单体。单体(M II)的微溶解度应理解为意指在20°C和1013毫巴下在水中的溶解度<60g/l。
在本发明的上下文中,多官能单体应理解为意指具有至少两个非共轭双键的单体。优选多官能单体为二乙烯基单体或多乙烯基单体、二醇或多元醇与丙烯酸的酯、二醇或多元醇与甲基丙烯酸的酯、二醇或多元醇与烯丙醇的醚以及二醇或多元醇与乙烯醇的醚。
尤其优选的具有两个非共轭双键的单体(M II)为1,2-乙二醇二丙烯酸酯、1,3-丙二醇二丙烯酸酯、1,4-丁二醇二丙烯酸酯、1,5-戊二醇二丙烯酸酯及1,6-己二醇二丙烯酸酯、1,2-乙二醇二甲基丙烯酸酯、1,3-丙二醇二甲基丙烯酸酯、1,4-丁二醇二甲基丙烯酸酯、1,5-戊二醇二甲基丙烯酸酯及1,6-己二醇二甲基丙烯酸酯、二乙烯基苯、乙二醇二甲基丙烯酸酯、1,3-丁二醇二甲基丙烯酸酯、甲基烯丙基甲基丙烯酰胺及甲基丙烯酸烯丙酯。非常特别优选为1,3-丙二醇二丙烯酸酯、1,4-丁二醇二丙烯酸酯、1,5-戊二醇二丙烯酸酯及1,6-己二醇二丙烯酸酯、1,3-丙二醇二甲基丙烯酸酯、1,4-丁二醇二甲基丙烯酸酯、1,5-戊二醇二甲基丙烯酸酯及1,6-己二醇二甲基丙烯酸酯。
具有多于两个非共轭双键的优选单体(M II)为三羟甲基丙烷三丙烯酸酯、三羟甲基丙烷三甲基丙烯酸酯、季戊四醇三烯丙基醚、季戊四醇三丙烯酸酯及季戊四醇四丙烯酸酯及其混合物。
合适单体(M III)为单体IIIa),如丁二烯、异戊二烯、乙酸乙烯酯、丙酸乙烯酯及乙烯基吡啶;及IIIb)水溶性单体,如丙烯腈、甲基丙烯酰胺、丙烯酸、甲基丙烯酸、衣康酸、马来酸、马来酸酐、N-乙烯基吡咯烷酮、丙烯酸2-羟乙酯、甲基丙烯酸2-羟乙酯及丙烯酰胺基-2-甲基丙磺酸、N-羟甲基丙烯酰胺、N-羟甲基甲基丙烯酰胺、甲基丙烯酸二甲氨基乙酯及甲基丙烯酸二乙氨基乙酯。尤其合适的为N-羟甲基丙烯酰胺、N-羟甲基甲基丙烯酰胺、甲基丙烯酸二甲氨基乙酯及甲基丙烯酸二乙氨基乙酯。尤其优选为在M I下提及的丙烯酸类的游离酸,即丙烯酸,尤其是甲基丙烯酸。
优选聚合物P1可通过使如下物质聚合而获得:
M1.1)以P1计30-100重量%至少一种选自如下组的单体(M I):丙烯酸甲酯、丙烯酸乙酯、丙烯酸异丙酯、丙烯酸正丁酯及丙烯酸叔丁酯、以及甲基丙烯酸甲酯、甲基丙烯酸乙酯、甲基丙烯酸异丙酯、甲基丙烯酸正丁酯、甲基丙烯酸叔丁酯及丙烯酸硬脂基酯;
M1.2)以P1计0-70重量%至少一种选自如下组的单体(M II):丁二醇二丙烯酸酯、三羟甲基丙烷三丙烯酸酯、三羟甲基丙烷三甲基丙烯酸酯、季戊四醇三烯丙基醚、季戊四醇三丙烯酸酯及季戊四醇四丙烯酸酯,以及
M1.3)以P1计0-40重量%丙烯酸和/或甲基丙烯酸。
尤其优选聚合物P1可通过使如下物质聚合而获得:
M1.1)以P1计30-100重量%至少一种选自如下组的单体(M I):甲基丙烯酸甲酯、丙烯酸硬脂基酯及丙烯酸正丁酯;
M1.2)以P1计0-70重量%至少一种选自如下组的单体(M II):丁二醇二丙烯酸酯、三羟甲基丙烷三丙烯酸酯、三羟甲基丙烷三甲基丙烯酸酯、季戊四醇三烯丙基醚、季戊四醇三丙烯酸酯及季戊四醇四丙烯酸酯,以及
M1.3)以P1计0-40重量%丙烯酸或甲基丙烯酸。
在优选实施方案中,聚合物P1可通过使如下物质聚合而获得:
以P1计30-80重量%组分M1.1,
以P1计20-60重量%组分M1.2,和
以P1计5-60重量%组分M1.3。
聚合物P1可通过本领域技术人员已知的方法获得,例如通过在无溶剂存在下、在溶液中、在分散体中或在乳液中进行自由基、阴离子或阳离子聚合而获得。优选自由基聚合。尤其优选含水自由基乳液聚合、悬浮聚合及含水自由基微乳液聚合。在特别优选的实施方案中,所述聚合物颗粒包含在每种情况下以P1计1-50重量%,优选1-20重量%量的甲基丙烯酸作为组分M1.3(M III)。
合适的聚合物P2可通过使如下物质聚合而获得:
M2.1)以P2计30-100重量%至少一种苯乙烯衍生物(M IV),
M2.2)以P2计0-70重量%至少一种不同于单体(M IV)的乙烯基单体(M V),和
M2.3)以P2计0-40重量%至少一种不同于单体(M IV)和(M V)的单体(MVI)。
合适单体(M IV)例如为苯乙烯、α-甲基苯乙烯、β-甲基苯乙烯及环取代的烷基苯乙烯。优选单体(M IV)为苯乙烯、α-甲基苯乙烯及β-甲基苯乙烯。尤其优选苯乙烯。
合适单体(M V)优选为具有两个或更多个非共轭双键的化合物,如丁二醇乙烯基醚、二甘醇二乙烯基醚、三甘醇二乙烯基醚、环己烷二甲醇二乙烯基醚及甲基丙烯酸烯丙酯。
合适单体(M VI)优选为甲基乙烯基醚、乙基乙烯基醚、正丁基乙烯基醚、异丁基乙烯基醚及叔丁基乙烯基醚以及乙酸乙烯酯。
聚合物P2同样可通过对P1所述的本领域技术人员已知的方法获得。
合适聚合物P3可通过预聚物(M VII)和/或(M VIII)的缩聚获得。
聚合物P3可通过本领域技术人员熟悉的已知缩聚反应获得。蜜胺甲醛树脂和胶囊的制备例如描述于EP 0974394、US 4,172,119、EP-A 0026914和EP-A 0218887中。
优选聚合物P4可通过使如下物质加聚而获得:
M4.1)以P4计30-100重量%至少一种异氰酸酯衍生物(M XIII),
M4.2)以P4计0-70重量%至少一种氨基化合物(M XIV),和/或
M4.3)以P4计0-70重量%至少一种醇(M XV)。
合适的异氰酸酯衍生物(M XIII)为所有具有两个或更多个异氰酸酯基的异氰酸酯。合适异氰酸酯为1,2-亚乙基二异氰酸酯、1,4-四亚甲基二异氰酸酯、1,6-六亚甲基二异氰酸酯、1,4-亚苯基二异氰酸酯、2,4-甲苯二异氰酸酯、2,6-甲苯二异氰酸酯、联苯-4,4'-亚基二异氰酸酯、二苯基甲烷-4,4'-亚基二异氰酸酯、萘二异氰酸酯、异佛尔酮二异氰酸酯、二苯基甲烷二异氰酸酯、四甲基二甲苯二异氰酸酯及上文所述化合物的异构体/同系物,以及这些化合物的混合物。此外,合适的还有多异氰酸酯,如具有缩二脲结构的衍生物、聚脲酮亚胺和异氰脲酸酯,例如3-异氰酸酯基甲基-3,5,5-三甲基环己基异氰酸酯,以及六亚甲基二异氰酸酯与氧化乙烯的聚合物。优选1,6-六亚甲基二异氰酸酯、异佛尔酮二异氰酸酯、二苯基甲烷二异氰酸酯及其同系物和异构体、四甲基二甲苯二异氰酸酯以及六亚甲基二异氰酸酯与氧化乙烯的聚合物。尤其优选1,6-亚甲基二异氰酸酯和异佛尔酮二异氰酸酯。
合适的氨基化合物(M XIV)为肼、胍及其盐、羟胺、二胺和多元胺以及氨基醇。优选二亚乙基三胺和N,N'-双(3-氨基丙基)乙二胺。
合适的醇(M XV)为所有二醇和多元醇。此外,合适的还有乙氧基化及丙氧基化的二醇和多元醇。
加聚方法及相关单体(M XII-MXV)例如描述于US 4,021,595、EP 0392876和EP 0535384中。
除聚合物P1至P4的至少一种聚合物之外,根据本发明使用的聚合物颗粒还包含至少一种选自如下组的微溶性杀虫剂:锐劲特、丙烯除虫菊、甲体氯氰菊酯、β-氟氯氰菊酯、氟氯菊酯、反丙烯除虫菊、4-氯-2-(2-氯-2-甲基丙基)-5-[(6-碘-3-吡啶基)甲氧基]-3(2H)-哒嗪酮(CAS-RN:120955-77-3)、氯虫酰胺、氟唑虫清、溴氰虫酰胺、氟氯氰菊酯、(RS)氯氟氰菊酯、氯氰菊酯、溴氰菊酯、醚菊酯、双氧威、氟虫脲、灭蚁腙、吡虫啉、二唑虫、氰氟虫胺、氯菊酯、吡丙醚、双苯酰肼及四溴菊酯。
在优选实施方案中,所述聚合物颗粒包含至少一种选自如下组的微溶性杀虫剂:锐劲特、丙烯除虫菊、β-氟氯氰菊酯、氟氯菊酯、反丙烯除虫菊、4-氯-2-(2-氯-2-甲基丙基)-5-[(6-碘-3-吡啶基)甲氧基]-3(2H)-哒嗪酮(CAS-RN:120955-77-3)、氯虫酰胺、氟唑虫清、溴氰虫酰胺、氟氯氰菊酯、(RS)氯氟氰菊酯、溴氰菊酯、醚菊酯、双氧威、氟虫脲、灭蚁腙、吡虫啉、二唑虫、氰氟虫胺、氯菊酯、吡丙醚、双苯酰肼及四溴菊酯。
在更优选的实施方案中,根据本发明使用的聚合物颗粒包含至少一种选自如下组的杀虫剂:锐劲特、甲体氯氰菊酯、氟氯菊酯、氯虫酰胺、氟唑虫清、氟氯氰菊酯、氯氰菊酯、溴氰虫酰胺、溴氰菊酯、醚菊酯、灭蚁腙、二唑虫、氰氟虫胺及氯菊酯。
在更优选的实施方案中,根据本发明使用的聚合物颗粒包含至少一种选自如下组的杀虫剂:锐劲特、氟氯菊酯、氯虫酰胺、氟唑虫清、氟氯氰菊酯、溴氰虫酰胺、溴氰菊酯、醚菊酯、灭蚁腙、二唑虫、氰氟虫胺及氯菊酯。
尤其优选为锐劲特。
除至少一种上述微溶性杀虫剂之外,所述聚合物颗粒还任选包含一种或多种其他活性成分,尤其是其他微溶性杀虫活性成分,如市售杀虫剂和杀真菌剂。这些例如列于http://www.hclrss.demon.co.uk/index_cn_frame.html(常用名索引)中。作为实例可提及如下杀虫剂和杀真菌剂:
杀虫剂,包括例如:
·有机(硫代)磷酸酯类,如高灭磷(acephate)、唑啶磷(azamethiphos)、乙基谷硫磷(azinphos-ethyl)、谷硫磷(azinphos-methyl)、硫线磷(cadusafos)、壤虫氯磷(chlorethoxyfos)、毒虫畏(chlorfenvinphos)、氯甲磷(chlormephos)、毒死蜱(chlorpyrifos)、甲基毒死蜱(chlorpyrifos-methyl)、蝇毒磷(coumaphos)、杀螟腈(cyanophos)、甲基内吸磷(demeton-S-methyl)、二嗪农(diazinon)、敌敌畏(dichlorvos/DDVP)、百治磷(dicrotophos)、乐果(dimethoate)、甲基毒虫畏(dimethylvinphos)、乙拌磷(disulfoton)、苯硫磷(EPN)、乙硫磷(ethion)、灭克磷(ethoprophos)、氨磺磷(famphur)、克线磷(fenamiphos)、杀螟松(fenitrothion)、倍硫磷(fenthion)、噻唑酮磷(fosthiazate)、庚虫磷(heptenophos)、异唑磷(isoxathion)、马拉硫磷(malathion)、灭蚜磷(mecarbam)、甲胺磷(methamidophos)、杀扑磷(methidathion)、甲基一六O五(parathion-methyl)、速灭磷(mevinphos)、久效磷(monocrotophos)、二溴磷(naled)、氧化乐果(omethoate)、砜吸磷(oxydemeton-methyl)、对氧磷(paraoxon)、一六O五(parathion)、甲基一六O五、稻丰散(phenthoate)、甲拌磷(phorate)、伏杀磷(phosalone)、亚胺硫磷(phosmet)、磷胺(phosphamidon)、辛硫磷(phoxim)、虫螨磷(pirimiphos)、甲基虫螨磷(pirimiphos-methyl)、丙溴磷(profenofos)、烯虫磷(propetamphos)、丙硫磷(prothiofos)、吡唑硫磷(pyraclofos)、打杀磷(pyridaphenthion)、喹恶磷(quinalphos)、硫特普(sulfotep)、乙丙硫磷(sulprofos)、嘧丙磷(tebupirimfos)、硫甲双磷(temephos)、特丁磷(terbufos)、杀虫畏(tetrachlorvinphos)、甲基乙拌磷(thiometon)、三唑磷(triazophos)、敌百虫(trichlorfon)、蚜灭多(vamidothion);
·氨基甲酸酯类,如棉铃威(alanycarb)、涕灭威(aldicarb)、虫威(bendiocarb)、丙硫克百威(benfuracarb)、丁叉威(butocarboxim)、氧丁叉威(butoxycarboxim)、甲萘威(carbaryl)、虫螨威(carbofuran)、丁硫克百威(carbosulfan)、苯虫威(ethiofencarb)、丁苯威(fenobucarb)、伐虫脒(formetanate)、呋线威(furathiocarb)、异丙威(isoprocarb)、灭虫威(methiocarb)、灭多虫(methomyl)、速灭威(metolcarb)、甲氨叉威(oxamyl)、抗蚜威(pirimicarb)、残杀威(propoxur)、硫双威(thiodicarb)、特氨叉威(thiofanox)、唑蚜威(triazamate)、混杀威(trimethacarb)、二甲威(XMC)、灭杀威(xylylcarb);
·拟除虫菊酯类,如氟酯菊酯(acrinathrin)、d-顺式-反式-丙烯除虫菊、d-反式-丙烯除虫菊、反丙烯除虫菊S-环戊烯基(bioallethrinS-cylclopentenyl)、右旋反灭虫菊酯(bioresmethrin)、乙氰菊脂(cycloprothrin)、λ-(RS)氯氟氰菊酯(lambda-cyhalothrin)、γ-(RS)氯氟氰菊酯、苯醚氰菊酯(cyphenothrin)、乙体氯氰菊酯(beta-cypermethrin)、辛体氯氰菊酯(theta-cypermethrin)、己体氯氰菊酯(zeta-cypermethrin)、烯炔菊酯(empenthrin)、高氰戊菊酯(esfenvalerate)、甲氰菊酯(fenpropathrin)、杀灭菊酯(fenvalerate)、氟氰戊菊酯(flucythrinate)、氟氯苯菊酯(flumethrin)、氟胺氰菊酯(tau-fluvalinate)、卤醚菊酯(halfenprox)、咪炔菊酯(imiprothrin)、苯醚菊酯(phenothrin)、炔酮菊酯(prallethrin)、丙氟菊酯(profluthrin)、除虫菊酯(pyrethrin)I和II、灭虫菊(resmethrin)、RU 15525、灭虫硅醚(silafluofen)、氟胺氰菊酯(tau-fluvalinate)、七氟菊酯(tefluthrin)、胺菊酯(tetramethrin)、四氟菊酯(transfluthrin)、四氟甲醚菊酯(dimefluthrin)、ZXI 8901;
·节肢动物生长调节剂:a)几丁质合成抑制剂,如苯甲酰脲类,例如双三氟虫脲(bistrifluron)、定虫隆(chlorfluazuron)、氟脲杀(diflubenzuron)、氟螨脲(flucycloxuron)、氟铃脲(hexaflumuron)、氟丙氧脲(lufenuron)、双苯氟脲(novaluron)、多氟脲(noviflumuron)、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,如chlormafenozide、特丁苯酰肼(halofenozide)、甲氧苯酰肼(methoxyfenozide)、艾扎丁(azadirachtin);c)保幼激素类似物,如蚊蝇醚(pyriproxyfen)、蒙五一二(hydroprene)、蒙七七七(kinoprene)、蒙五一五(methoprene);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:吡虫清(acetamiprid)、噻虫胺(clothianidin)、呋虫胺(dinotefuran)、硝胺烯啶(nitenpyram)、噻虫啉(thiacloprid)、噻虫嗪(thiamethoxam)、烟碱(nicotine)、杀虫磺(bensultap)、巴丹(cartaphydrochloride)、硫环杀(thiocyclam)、杀虫双(thiosultap-sodium)和AKD1022;
·GABA拮抗剂,如乙酰虫腈(acetoprole)、氯丹、硫丹(endosulfan)、乙虫清(ethiprole)、γ-HCH(林丹(lindane))、氟吡唑虫(vaniliprole)、pyrafluprole、pyriprole、式Γ1的苯基吡唑类化合物:
·大环内酯类,如齐墩螨素(abamectin)、甲氨基阿维菌素(emamectin)、甲氨基阿维菌素苯甲酸盐(emamectin benzoate)、米尔螨素(milbemectin)、lepimectin、艾克敌105(spinosad);
·METI I化合物,如喹螨醚(fenazaquin)、唑螨酯(fenpyroximate)、嘧虫胺(flufenerim)、哒螨酮(pyridaben)、嘧胺苯醚(pyrimidifen)、鱼藤酮(rotenone)、吡螨胺(tebufenpyrad)、唑虫酰胺(tolfenpyrad);
·METI II及III化合物,如灭螨醌(acequinocyl)、fluacyprim;
·去偶化合物,如二硝甲酚(DNOC);
·氧化磷酸化抑制剂,如唑环锡(azocyclotin)、三环锡(cyhexatin)、杀螨硫隆(diafenthiuron)、杀螨锡(fenbutatin oxide)、克螨特(propargite)、三氯杀螨砜(tetradifon);
·蜕皮抑制剂:灭蝇胺(cyromazine)、chromafenozide、特丁苯酰肼(halofenozide)、甲氧苯酰肼(methoxyfenozide);
·增效剂,如增效醚(piperonyl butoxide)、脱叶磷(tribufos);
·钠通道阻断剂;
·选择性拒食剂:氟铝酸钠(cryolite)、拒嗪酮(pymetrozine)、氟啶虫酰胺(flonicamid);
·螨虫生长抑制剂:四螨嗪(clofentezine)、噻螨酮(hexythiazox)、特苯唑(etoxazole);
·甲壳素合成抑制剂,如噻嗪酮(buprofezin)、双三氟虫脲(bistrifluron)、定虫隆(chlorfluazuron)、氟脲杀(diflubenzuron)、氟螨脲(flucycloxuron)、氟铃脲(hexaflumuron)、氟丙氧脲(lufenuron)、双苯氟脲(novaluron)、多氟脲(noviflumuron)、伏虫隆(teflubenzuron)、杀虫隆(triflumuron);
·类脂生物合成抑制剂,如螺螨酯(spirodiclofen)、螺甲螨酯(spiromesifen)、螺虫乙酯(spirotetramat);
·章鱼胺激动剂,如虫螨脒(amitraz);
·鱼尼汀(ryanodine)受体调节剂,如氟虫酰胺(flubendiamide);
·各种化合物:磺胺螨酯(amidoflumet)、benclothiaz、苯螨特(benzoximate)、联苯肼酯(bifenazate)、溴螨酯(bromopropylate)、cyenopyrafen、丁氟螨酯(cyflumetofen)、灭螨猛(chinomethionate)、开乐散(dicofol)、氟乙酸酯、啶虫丙醚(pyridalyl)、pyrifluquinazon、N-R'-2,2-二halo-1-R″-环丙烷甲酰胺-2-(2,6-二氯-α,α,α-三氟对甲苯基)腙、N-R'-2,2-二(R″′)丙酰胺-2-(2,6-二氯-α,α,α-三氟对甲苯基)腙,其中R'为甲基或乙基,halo为氯或溴,R″为氢或甲基且R'″′为甲基或乙基;
·丙二腈类化合物,如CF3(CH2)2C(CN)2CH2(CF2)3CF2H、CF3(CH2)2C-(CN)2CH2(CF2)5CF2H、CF3(CH2)2C(CN)2(CH2)2C(CF3)2F、CF3(CH2)2C-(CN)2(CH2)2(CF2)3CF3、CF2H(CF2)3CH2C(CN)2CH2(CF2)3CF2H 、CF3(CH2)2C(CN)2CH2(CF2)3CF3、CF3(CF2)2CH2C(CN)2CH2(CF2)3CF2H、CF3CF2CH2C(CN)2CH2(CF2)3CF2H 、2-(2,2,3,3,4,4,5,5-八氟戊基)-2-(3,3,4,4,4-五氟丁基)丙二腈和CF2HCF2CF2CF2CH2C(CN)2CH2-CH2CF2CF3;
·式Γ3的嘧啶基炔基醚或式Γ4的噻二唑基炔基醚:
其中R为甲基或乙基且Het*为3,3-二甲基吡咯烷-1-基、3-甲基哌啶-1-基、3,5-二甲基哌啶-1-基、4-甲基哌啶-1-基、六氢氮杂-1-基、2,6-二甲基六氢氮杂-1-基或2,6-二甲基吗啉-4-基(例如如JP2006131529所述)。
杀真菌剂,包括例如:
嗜球果伞素类(strobilurin)
·例如腈嘧菌酯(azoxystrobin)、醚菌胺(dimoxystrobin)、烯肟菌酯(enestroburin)、氟嘧菌酯(fluoxastrobin)、亚胺菌(kresoxim-methyl)、叉氨苯酰胺(metominostrobin)、啶氧菌酯(picoxystrobin)、唑菌胺酯(pyraclostrobin)、肟菌酯(trifloxystrobin)、肟醚菌胺(orysastrobin)、(2-氯-5-[1-(3-甲基苄氧基亚氨基)乙基]苄基)氨基甲酸甲酯、(2-氯-5-[1-(6-甲基吡啶-2-基甲氧基亚氨基)乙基]苄基)氨基甲酸甲酯、2-(邻-(2,5-二甲基苯氧基甲基)苯基)-3-甲氧基丙烯酸甲酯;
羧酰胺类
·羧酰苯胺类,如苯霜灵(benalaxyl)、麦锈灵(benodanil)、bixafen、氟吡菌酰胺(fluopyram)、isopyrazam、sedaxane、啶酰菌胺(boscalid)、萎锈灵(carboxin)、丙氧灭绣胺(mepronil)、呋菌胺(fenfuram)、环酰菌胺(fenhexamid)、氟酰胺(flutolanil)、呋吡唑灵(furametpyr)、甲霜灵(metalaxyl)、甲呋酰胺(ofurace)、霜灵(oxadixyl)、氧化萎锈灵(oxycarboxin)、吡噻菌胺(penthiopyrad)、溴氟唑菌(thifluzamide)、噻酰菌胺(tiadinil)、N-(4'-溴联苯-2-基)-4-二氟甲基-2-甲基噻唑-5-甲酰胺、N-(4'-三氟甲基联苯-2-基)-4-二氟甲基-2-甲基噻唑-5-甲酰胺、N-(4'-氯-3'-氟联苯-2-基)-4-二氟甲基-2-甲基噻唑-5-甲酰胺、N-(3',4'-二氯-4-氟联苯-2-基)-3-二氟甲基-1-甲基吡唑-4-甲酰胺、N-(3',4'-二氯-5-氟联苯-2-基)-3-二氟甲基-1-甲基吡唑-4-甲酰胺、N-(2-氰基苯基)-3,4-二氯异噻唑-5-甲酰胺、N-(3',4',5'-三氟联苯-2-基)-3-二氟甲基-1-甲基-1H-吡唑-4-甲酰胺、N-[2-(4'-三氟甲硫基)联苯]-3-二氟甲基-1-甲基-1H-吡唑-4-甲酰胺、N-[2-(1,3-二甲基丁基)苯基]-1,3-二甲基-5-氟-1H-吡唑-4-甲酰胺、N-(2-双环丙-2-基苯基)-3-二氟甲基-1-甲基-1H-吡唑-4-甲酰胺、N-(顺-2-双环丙-2-基苯基)-3-二氟甲基-1-甲基-1H-吡唑-4-甲酰胺、N-(反-2-双环丙-2-基苯基)-3-二氟甲基-1-甲基-1H-吡唑-4-甲酰胺、N-[1,2,3,4-四氢-9-(1-甲基乙基)-1,4-亚甲基萘-5-基]-3-二氟甲基-1-甲基-1H-吡唑-4-甲酰胺;
·羧酰吗啉类,如烯酰吗啉(dimethomorph)、氟吗啉(flumorph);
·苯甲酰胺类,如氟联苯菌(flumetover)、氟吡菌胺(fluopicolide(picobenzamid))、苯酰菌胺(zoxamide);
·其他羧酰胺类,如氯环丙酰胺(carpropamid)、双氯氰菌胺(diclocymet)、双炔酰菌胺(mandipropamid)、噻唑菌胺(ethaboxam)、吡噻菌胺(penthiopyrad)、(N-(2-(4-[3-(4-氯苯基)丙-2-炔基氧基]-3-甲氧基苯基)乙基)-2-甲基磺酰氨基-3-甲基丁酰胺、N-(2-(4-[3-(4-氯苯基)丙-2-炔基氧基]-3-甲氧基苯基)乙基)-2-乙基磺酰氨基-3-甲基丁酰胺;唑类(DMI)
·三唑类,如双苯三唑醇(bitertanol)、糠菌唑(bromuconazole)、环唑醇(cyproconazole)、醚唑(difenoconazole)、烯唑醇(diniconazole)、烯菌灵(enilconazole)、氧唑菌(epoxiconazole)、腈苯唑(fenbuconazole)、氟硅唑(flusilazole)、腈苯唑(fluquinconazole)、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)、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)、唑菌醇(triadimenol)、三唑酮(triadimefon)、戊叉唑菌(triticonazole);
·咪唑类,如氰霜唑(cyazofamid)、烯菌灵(imazalil)、稻瘟酯(pefurazoate)、丙氯灵(prochloraz)、氟菌唑(triflumizole);
·苯并咪唑类,如苯菌灵(benomyl)、多菌灵(carbendazim)、麦穗宁(fuberidazole)、涕必灵(thiabendazole);
·其他,如噻唑菌胺(ethaboxam)、氯唑灵(etridiazole)、土菌消(hymexazole);含氮杂环基化合物,例如:
·吡啶类,如氟啶胺(fluazinam)、啶斑肟(pyrifenox)、3-[5-(4-氯苯基)-2,3-二甲基异唑烷-3-基]吡啶;
·嘧啶类:磺嘧菌灵(bupirimate)、环丙嘧啶(cyprodinil)、嘧菌腙(ferimzone)、异嘧菌醇(fenarimol)、嘧菌胺(mepanipyrim)、氯苯嘧啶醇(nuarimol)、二甲嘧菌胺(pyrimethanil);
·哌嗪类,如嗪氨灵(triforine);
·吡咯类,如氟菌(fludioxonil)、拌种咯(fenpiclonil);
·吗啉类,如aldimorph、吗菌灵(dodemorph)、丁苯吗啉(fenpropimorph)、克啉菌(tridemorph);
·二甲酰亚胺类,如异丙定(iprodione)、杀菌利(procymidone)、烯菌酮(vinclozolin);
·其他,如噻二唑素-S-甲基(acibenzolar-S-methyl)、敌菌灵(anilazine)、克菌丹(captan)、敌菌丹(captafol)、棉隆(dazomet)、哒菌清(diclomezine)、氰菌胺(fenoxanil)、灭菌丹(folpet)、苯锈啶(fenpropidin)、唑酮菌(famoxadone)、咪唑菌酮(fenamidone)、异噻菌酮(octhilinone)、噻菌灵(probenazole)、丙氧喹啉(proquinazid)、咯喹酮(pyroquilon)、喹氧灵(quinoxyfen)、三环唑(tricyclazole);6-芳基-[1,2,4]三唑并[1,5-a]嘧啶类,例如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、2-丁氧基-6-碘-3-丙基苯并吡喃-4-酮、N,N-二甲基-3-(3-溴-6-氟-2-甲基吲哚-1-磺酰基)-[1,2,4]三唑-1-磺酰胺;
氨基甲酸酯类及二硫代氨基甲酸酯类
·二硫代氨基甲酸酯类,如福美铁(ferbam)、代森锰锌(mancozeb)、代森锰(maneb)、代森联(metiram)、威百亩(metam)、代森锌(propineb)、福美双(thiram)、代森锌(zineb)、福美锌(ziram);
·氨基甲酸酯类,如乙霉威(diethofencarb)、flubenthiavalicarb、异丙菌胺(iprovalicarb)、百维灵(propamocarb)、3-(4-氯苯基)-3-(2-异丙氧基羰基氨基-3-甲基丁酰胺基)丙酸甲酯、N-(1-(1-(4-氰基苯基)乙基磺酰基)丁-2-基)氨基甲酸4-氟苯酯;
其他杀真菌剂
·胍类,如多果定(dodine)、双胍辛醋酸盐(iminoctadine)、双胍盐(guazatine);
·抗生素,如春雷素(kasugamycin)、多氧霉素(polyoxin)、链霉素(streptomycin)、井冈霉素(validamycin A);
·有机金属化合物,如毒菌锡(fentin salt);
·含硫杂环基化合物,如稻瘟灵(isoprothiolane)、二噻农(dithianon);
·有机磷化合物,如稻瘟光(edifenphos)、藻菌磷(fosetyl)、藻菌磷铝(fosetyl-aluminum)、异稻瘟净(iprobenfos)、定菌磷(pyrazophos)、甲基立枯磷(tolclofos-methyl)、亚磷酸及其盐;
·有机氯化合物,如甲基托布津(thiophanate-methyl)、百菌清(chlorthalonil)、抑菌灵(dichlofluanid)、对甲抑菌灵(tolylfluanid)、磺菌胺(flusulfamide)、四氯苯酞(phthalide)、六氯苯(hexachlorobenzene)、戊菌隆(pencycuron)、五氯硝基苯(quintozene);
·硝基苯基衍生物,如乐杀螨(binapacryl)、敌螨普(dinocap)、敌螨通(dinobuton);
·其他,如螺茂胺(spiroxamine)、环氟菌胺(cyflufenamid)、清菌脲(cymoxanil)、苯菌酮(metrafenon)、isopyrazam和sedaxane。
更优选为锐劲特与一种或多种选自如下组的活性成分的混合物:吡虫清、丙烯除虫菊、甲体氯氰菊酯、β-氟氯氰菊酯、氟氯菊酯、反丙烯除虫菊、4-氯-2-(2-氯-2-甲基丙基)-5-[(6-碘-3-吡啶基)甲氧基]-3(2H)-哒嗪酮(CAS-RN:120955-77-3)、氟唑虫清、毒死蜱、噻虫胺、氟氯氰菊酯、(RS)氯氟氰菊酯、氯氰菊酯、溴氰菊酯、醚菊酯、双氧威、氟虫脲、灭蚁腙、吡虫啉、硝胺烯啶、氯菊酯、吡丙醚、灭虫硅醚、双苯酰肼、噻虫啉、噻虫嗪、四溴菊酯、氯虫酰胺和溴氰虫酰胺。
更优选的混合物为锐劲特与一种或多种选自如下组的活性成分的混合物:甲体氯氰菊酯、氟氯菊酯、氟唑虫清、氟氯氰菊酯、氯氰菊酯、溴氰菊酯、醚菊酯、灭蚁腙、吡虫啉、氯菊酯、噻虫啉、噻虫嗪、氯虫酰胺和溴氰虫酰胺。
更优选的混合物为锐劲特与一种或多种选自如下组的活性成分的混合物:甲体氯氰菊酯、氟唑虫清、灭蚁腙、氯虫酰胺和溴氰虫酰胺。
还优选为锐劲特与氰氟虫胺的混合物。
所述聚合物颗粒尤其优选仅包含锐劲特作为杀虫剂组分。
优选使用(1)微溶性杀虫活性成分。
此外,优选使用两种或更多种,尤其优选两种或三种微溶性杀虫活性成分,尤其是上文所述的杀虫剂混合物。
优选使用锐劲特与一种或多种拟除虫菊酯类,尤其是甲体氯氰菊酯和/或溴氰菊酯、氰氟虫胺或硼酸盐的混合物。
根据本发明使用的聚合物颗粒可通过将杀虫剂掺入聚合物P1至P4中而获得。适于该目的的方法是本领域技术人员所已知的。
在本发明上下文中,术语“杀虫剂”用于选自如下组的各杀虫剂:锐劲特、丙烯除虫菊、甲体氯氰菊酯、β-氟氯氰菊酯、氟氯菊酯、反丙烯除虫菊、4-氯-2-(2-氯-2-甲基丙基)-5-[(6-碘-3-吡啶基)甲氧基]-3(2H)-哒嗪酮(CAS-RN:120955-77-3)、氯虫酰胺、氟唑虫清、溴氰虫酰胺、氟氯氰菊酯、(RS)氯氟氰菊酯、氯氰菊酯、溴氰菊酯、醚菊酯、双氧威、氟虫脲、灭蚁腙、吡虫啉、二唑虫、氰氟虫胺、氯菊酯、吡丙醚、双苯酰肼及四溴菊酯;这些杀虫剂彼此的混合物,以及这些杀虫剂与一种或多种上文所述的其他微溶性杀虫剂的混合物。
在另一具体实施方案中,本发明涉及包含如下组分的聚合物颗粒:
i)至少一种选自如下组的杀虫剂:锐劲特、丙烯除虫菊、甲体氯氰菊酯、β-氟氯氰菊酯、氟氯菊酯、反丙烯除虫菊、4-氯-2-(2-氯-2-甲基丙基)-5-[(6-碘-3-吡啶基)甲氧基]-3(2H)-哒嗪酮(CAS-RN:120955-77-3)、氯虫酰胺、氟唑虫清、溴氰虫酰胺、氟氯氰菊酯、(RS)氯氟氰菊酯、氯氰菊酯、溴氰菊酯、醚菊酯、双氧威、氟虫脲、灭蚁腙、吡虫啉、二唑虫、氰氟虫胺、氯菊酯、吡丙醚、双苯酰肼及四溴菊酯,和
ii)聚合物P1。
在另一具体实施方案中,本发明涉及包含如下组分的聚合物颗粒:
i)至少一种选自如下组的杀虫剂:锐劲特、丙烯除虫菊、甲体氯氰菊酯、β-氟氯氰菊酯、氟氯菊酯、反丙烯除虫菊、4-氯-2-(2-氯-2-甲基丙基)-5-[(6-碘-3-吡啶基)甲氧基]-3(2H)-哒嗪酮(CAS-RN:120955-77-3)、氯虫酰胺、氟唑虫清、溴氰虫酰胺、氟氯氰菊酯、(RS)氯氟氰菊酯、氯氰菊酯、溴氰菊酯、醚菊酯、双氧威、氟虫脲、灭蚁腙、吡虫啉、二唑虫、氰氟虫胺、氯菊酯、吡丙醚、双苯酰肼及四溴菊酯,和
ii)聚合物P2。
在另一具体实施方案中,本发明涉及包含如下组分的聚合物颗粒:
i)至少一种选自如下组的杀虫剂:锐劲特、丙烯除虫菊、甲体氯氰菊酯、β-氟氯氰菊酯、氟氯菊酯、反丙烯除虫菊、4-氯-2-(2-氯-2-甲基丙基)-5-[(6-碘-3-吡啶基)甲氧基]-3(2H)-哒嗪酮(CAS-RN:120955-77-3)、氯虫酰胺、氟唑虫清、溴氰虫酰胺、氟氯氰菊酯、(RS)氯氟氰菊酯、氯氰菊酯、溴氰菊酯、醚菊酯、双氧威、氟虫脲、灭蚁腙、吡虫啉、二唑虫、氰氟虫胺、氯菊酯、吡丙醚、双苯酰肼及四溴菊酯,和
ii)聚合物P3。
在另一具体实施方案中,本发明涉及包含如下组分的聚合物颗粒:
i)至少一种选自如下组的杀虫剂:锐劲特、丙烯除虫菊、甲体氯氰菊酯、β-氟氯氰菊酯、氟氯菊酯、反丙烯除虫菊、4-氯-2-(2-氯-2-甲基丙基)-5-[(6-碘-3-吡啶基)甲氧基]-3(2H)-哒嗪酮(CAS-RN:120955-77-3)、氯虫酰胺、氟唑虫清、溴氰虫酰胺、氟氯氰菊酯、(RS)氯氟氰菊酯、氯氰菊酯、溴氰菊酯、醚菊酯、双氧威、氟虫脲、灭蚁腙、吡虫啉、二唑虫、氰氟虫胺、氯菊酯、吡丙醚、双苯酰肼及四溴菊酯,和
ii)聚合物P4。
根据本发明,所述杀虫剂包含于聚合物颗粒中。在本发明上下文中,聚合物颗粒应理解为意指基本呈球形的水不溶性(在水中的溶解度<1%)颗粒,其尺寸通常为20nm至10μm,优选20nm至5μm,尤其优选20nm至1μm(D50值),其通过本领域技术人员已知的体系稳定(例如表面活性剂或保护性胶体类型)。
在实施方案AI中,所述杀虫剂均匀分布于聚合物颗粒上;即聚合物颗粒整个横截面上的杀虫剂浓度相同,且不能发现浓度梯度。在本发明上下文中,这意味着聚合物颗粒中心和外部区域中的杀虫剂浓度相差小于50%,优选小于36%,尤其小于26%。
具有上述杀虫剂分布的聚合物颗粒也称为基体颗粒。
实施方案(AI)的聚合物颗粒可例如通过使在P1和P2下提及的单体聚合而获得。所述聚合物颗粒可通过在无溶剂存在下、在溶液、分散体或乳液中在杀虫剂存在下进行自由基、阴离子或阳离子聚合而制备。优选自由基聚合。尤其优选在杀虫剂存在下进行含水自由基乳液聚合和含水自由基微乳液聚合。这些聚合方法例如描述于WO2007/104713、US3400093、WO2008/071649和WO99/40123中。WO99/40123描述了一种制备包含着色剂的聚合物颗粒的方法。其中所述的方法可用于制备本发明的聚合物颗粒,其中将着色剂替换为杀虫剂。
在优选实施方案中,将杀虫剂供入溶解于单体或单体混合物中的聚合反应中。也可向单体或单体混合物中添加一种或多种其他溶剂。
也可在聚合中使用常规助剂如乳化剂和引发剂。
也可首先制备聚合物颗粒,接着用杀虫剂对其进行处理。然而,这并非优选。
所述杀虫剂在每种情况下以聚合物颗粒总重量计通常为1-80重量%,优选5-70重量%,尤其优选10-65重量%的量使用。
在优选情况下,所述聚合物颗粒通过在杀虫剂存在下进行自由基含水乳液聚合或自由基含水微乳液聚合而制备,聚合物颗粒以含水聚合物分散体形式获得。
此时,实施方案AI的聚合物颗粒的粒度(D50)小于1000nm,优选小于500nm,尤其优选20-300nm。这类聚合物分散体基本上是沉降稳定的。此外,所述聚合物分散体的特征在于聚合物颗粒中所存在的杀虫剂具有低迁移倾向。
在另一优选实施方案AI中,所述聚合物颗粒的粒度(D50)为30-90nm。
根据实施方案AI获得的聚合物颗粒可以以含水聚合物分散体形式直接使用或对其进行其他后处理步骤。聚合物颗粒可例如通过过滤、离心、喷雾干燥或冷冻干燥而分离。喷雾干燥例如描述于WO-A99/24525中。
聚合物颗粒优选以含水散体形式直接使用。
尤其优选可通过使如下物质聚合而获得的聚合物颗粒:
以P1计30-80重量%组分M1.1,
以P1计20-60重量%组分M1.2,和
以P1计5-60重量%组分M1.3。
尤其优选为可由对P1所列单体M I、M II和M III获得的聚合物颗粒AI。
尤其优选的聚合物颗粒为可通过微乳液聚合获得的上述聚合物颗粒。
在另一实施方案AII中,所述杀虫剂并非均匀分布于聚合物颗粒上。在该实施方案中,杀虫剂主体位于聚合物颗粒内部,即聚合物颗粒内部的杀虫剂浓度高于聚合物颗粒外部区域中的浓度。
在该实施方案(AII)中,所述杀虫剂以微胶囊化形式存在于聚合物颗粒中,即杀虫剂构成聚合物颗粒的核材料且所述聚合物构成聚合物颗粒的胶囊材料。因此,存在所谓核-壳形貌。因此,活性成分浓度在聚合物颗粒的几何中心最高,且向聚合物颗粒的边缘降低。这类聚合物颗粒也称为核-壳微胶囊。
除所述杀虫剂之外,聚合物颗粒的核也可任选包含其他亲脂性物质。
实施方案AII的聚合物颗粒例如可通过在杀虫剂存在下使在P1和P2下提及的单体聚合、使在P3下提及的单体缩聚或使在P4下提及的单体加聚而获得。这些用于制备核-壳微胶囊的聚合方法是本领域技术人员所已知的。其例如描述于DE-A10139171、EP-A457154、EP-A0026914B1、WO2006/092439、WO99/24525和EP 1321182B1中。
基于P1或P2的聚合物颗粒例如可通过自由基含水乳液、悬浮液或微乳液聚合而获得。适于制备基于聚合物P3或P4的聚合物颗粒的例如为界面聚合。
如本领域技术人员所已知,在界面聚合中,杀虫剂和在P4情况下一种或多种选自M XIII的异氰酸酯以及任选的其他亲脂性物质如有机溶剂以油相形式分散于水中。在P4情况下的氨基组分,在P3情况下的预聚物组分例如通过提高温度而在界面处由水相聚合。
合适的亲脂性物质为在水中仅具有有限溶解度的化合物。亲脂性物质在20°C和1013毫巴下于水中的溶解度优选小于5重量%。合适的亲脂性物质例如为:
-脂族烃化合物,如饱和或不饱和的支化或优选直链的C10-C40烃如正十四烷、正十五烷、正十六烷、正十七烷、正十八烷、正十九烷、正二十烷、正二十一烷、正二十二烷、正二十三烷、正二十四烷、正二十五烷、正二十六烷、正二十七烷、正二十八烷,以及环状烃如环己烷、环辛烷、环癸烷;
-芳族烃化合物,如苯、萘、联苯、邻三联苯或正三联苯,C1-C40烷基取代的芳族烃如十二烷基苯、十四烷基苯、十六烷基苯、己基萘或癸基萘;
-饱和或不饱和C6-C30脂肪酸,如月桂酸、硬脂酸、油酸或山萮酸,优选癸酸与肉豆蔻酸、棕榈酸或月桂酸的低共熔混合物;
-脂肪醇,如月桂醇、硬脂醇、油醇、肉豆蔻醇、鲸蜡醇、诸如椰油脂肪醇的混合物,以及通过α-烯烃的加氢甲酰化和其他反应获得的所谓羰基合成醇;
-C6-C30脂肪胺和C6-C30脂肪酰胺,如癸胺、癸酰胺、十二烷基胺、十二烷基酰胺、十四烷基胺、十四烷基酰胺、十六烷基胺或十六烷基酰胺,及其混合物;
-酯,如脂肪酸的C1-C10烷基酯,如棕榈酸丙酯、硬脂酸甲酯或棕榈酸甲酯,优选为其低共熔混合物或肉桂酸甲酯;
-天然和合成蜡,如褐煤酸蜡、褐煤酸酯蜡、巴西棕榈蜡、聚乙烯蜡、氧化蜡、聚乙烯基醚蜡、乙烯-乙酸乙烯酯蜡或可通过费-托法获得的硬蜡;
-卤代烃,如氯化石蜡、溴代十八烷、溴代十五烷、溴代十九烷、溴代二十烷、溴代二十二烷。
其他合适的亲脂性物质为这些物质的混合物。
聚合结束后,将核-壳微胶囊分散于水中。该分散体可原样进一步处理,或者可将微胶囊与水相分离并喷雾干燥,如WO-A-99/24525所述。
优选将分散体原样进一步处理。
本发明的核-壳微胶囊的平均粒度(D50值)优选为0.5-10μm,且具有以聚合物颗粒总重量计为5-80重量%,优选5-70重量%,尤其优选10-65重量%的杀虫剂含量。
本发明还提供一种包含如下物质的杀虫剂配制剂:
a)包含选自锐劲特、丙烯除虫菊、甲体氯氰菊酯、β-氟氯氰菊酯、氟氯菊酯、反丙烯除虫菊、4-氯-2-(2-氯-2-甲基丙基)-5-[(6-碘-3-吡啶基)甲氧基]-3(2H)-哒嗪酮(CAS-RN:120955-77-3)、氯虫酰胺、氟唑虫清、溴氰虫酰胺、氟氯氰菊酯、(RS)氯氟氰菊酯、氯氰菊酯、溴氰菊酯、醚菊酯、双氧威、氟虫脲、灭蚁腙、吡虫啉、二唑虫、氰氟虫胺、氯菊酯、吡丙醚、双苯酰肼的微溶性杀虫剂以及至少一种选自聚合物P1至P4的聚合物的聚合物颗粒,
b)任选的助剂,和
c)任选的其他配制剂助剂。
此外,本发明还提供一种包含如下物质的杀虫剂配制剂:
a1)包含选自锐劲特、丙烯除虫菊、甲体氯氰菊酯、β-氟氯氰菊酯、氟氯菊酯、反丙烯除虫菊、4-氯-2-(2-氯-2-甲基丙基)-5-[(6-碘-3-吡啶基)甲氧基]-3(2H)-哒嗪酮(CAS-RN:120955-77-3)、氯虫酰胺、氟唑虫清、溴氰虫酰胺、氟氯氰菊酯、(RS)氯氟氰菊酯、氯氰菊酯、溴氰菊酯、醚菊酯、双氧威、氟虫脲、灭蚁腙、吡虫啉、二唑虫、氰氟虫胺、氯菊酯、吡丙醚、双苯酰肼及四溴菊酯的微溶性杀虫剂以及聚合物P1的聚合物颗粒,
b1)任选的助剂,和
c1)任选的其他配制剂助剂。
此外,本发明还提供一种包含如下物质的杀虫剂配制剂:
a2)包含选自锐劲特、丙烯除虫菊、甲体氯氰菊酯、β-氟氯氰菊酯、氟氯菊酯、反丙烯除虫菊、4-氯-2-(2-氯-2-甲基丙基)-5-[(6-碘-3-吡啶基)甲氧基]-3(2H)-哒嗪酮(CAS-RN:120955-77-3)、氯虫酰胺、氟唑虫清、溴氰虫酰胺、氟氯氰菊酯、(RS)氯氟氰菊酯、氯氰菊酯、溴氰菊酯、醚菊酯、双氧威、氟虫脲、灭蚁腙、吡虫啉、二唑虫、氰氟虫胺、氯菊酯、吡丙醚、双苯酰肼及四溴菊酯的微溶性杀虫剂以及聚合物P2的聚合物颗粒,
b2)任选的助剂,和
c2)任选的其他配制剂助剂。
此外,本发明还提供包含如下物质的杀虫剂配制剂:
a3)包含选自锐劲特、丙烯除虫菊、甲体氯氰菊酯、β-氟氯氰菊酯、氟氯菊酯、反丙烯除虫菊、4-氯-2-(2-氯-2-甲基丙基)-5-[(6-碘-3-吡啶基)甲氧基]-3(2H)-哒嗪酮(CAS-RN:120955-77-3)、氯虫酰胺、氟唑虫清、溴氰虫酰胺、氟氯氰菊酯、(RS)氯氟氰菊酯、氯氰菊酯、溴氰菊酯、醚菊酯、双氧威、氟虫脲、灭蚁腙、吡虫啉、二唑虫、氰氟虫胺、氯菊酯、吡丙醚、双苯酰肼及四溴菊酯的微溶性杀虫剂以及聚合物P3的聚合物颗粒,
b3)任选的助剂,和
c3)任选的其他配制剂助剂。
此外,本发明还提供一种包含如下物质的杀虫剂配制剂:
a4)包含选自锐劲特、丙烯除虫菊、甲体氯氰菊酯、β-氟氯氰菊酯、氟氯菊酯、反丙烯除虫菊、4-氯-2-(2-氯-2-甲基丙基)-5-[(6-碘-3-吡啶基)甲氧基]-3(2H)-哒嗪酮(CAS-RN:120955-77-3)、氯虫酰胺、氟唑虫清、溴氰虫酰胺、氟氯氰菊酯、(RS)氯氟氰菊酯、氯氰菊酯、溴氰菊酯、醚菊酯、双氧威、氟虫脲、灭蚁腙、吡虫啉、二唑虫、氰氟虫胺、氯菊酯、吡丙醚、双苯酰肼及四溴菊酯的微溶性杀虫剂以及聚合物P4的聚合物颗粒,
b4)任选的助剂,和
c4)任选的其他配制剂助剂。
在本发明的一个实施方案中,所述杀虫剂配制剂除含杀虫剂的聚合物颗粒之外还包含一种或多种选自WO03/053345中所述的助剂的化合物,即一种或多种选自如下组的化合物作为助剂(b,b1-b4):
Z1三苯乙烯基烷基醚硫酸酯或磷酸酯,如2,4,6-三[1-苯基乙基]苯基-ω-羟基聚氧乙烯硫酸酯,其可以以例如4D-384、30-33、BSU和796IP获自Rhodia;
Z2基于全氟烷基乙氧基化物的非离子表面活性剂(例如可以以OTV获自Clariant);
Z383%基于石蜡的高度精炼石油与17%烷基芳基聚氧亚乙基二醇的混合物(可以以Drexel Activate Oil获自Drexel Chemical Company);
Z4聚醚或有机改性的三硅氧烷和聚硅氧烷,如改性聚硅氧烷聚醚,例如可以以BreakS240获自Evonik或以Silwet L-77获自Momentive;
Z5式CH3CH[(CH2)nCH3][O(C2H4O)mH]的烷氧基聚亚乙氧基乙醇的非离子表面活性剂混合物,其中n=9-15且m=3-40(可以以获自SafeMaterials,Inc.);
Z6100%2-(3-羟基丙基)七甲基三硅氧烷、乙氧基化乙酸酯、烯丙氧基聚乙二醇单烯丙基乙酸酯和聚乙二醇二乙酸酯的聚硅氧烷表面活性剂混合物(可以以309获自Wilber-Ellis-Company);
Z7可生物降解的低起泡非离子表面活性剂,其包含伯烷基聚氧亚乙基醚、游离脂肪酸和助剂(可以以Aktivator获自Laveland Industries,Inc.);
Z8脂肪酸与基于大豆的醇乙氧基化物的非离子表面活性剂混合物(可以以NIS获自Cenex/Lan O'Lakes Agronomy Company);
Z9包含58%正醇醚硫酸铵的阴离子表面活性剂混合物(可以以CO-436获自Rhodia);
Z10包含58%壬基苯酚醚硫酸铵的阴离子表面活性剂混合物(可以以CE-128获自Rhodia);
Z11聚氧化烯改性的聚二甲基硅氧烷与非离子表面活性剂的混合物(可以以获自Estes Inc.);和
Z12由100%聚氧亚乙基(10)-异辛基环己基醚构成的非离子清洁剂(可以以x-100获自Aldrich Chemical Company)。
此外,优选选自组Z13的化合物作为助剂(b,b1-b4):
Z13烷氧基化脂肪醇和/或脂肪酸,其各自可额外醚化、磺化或磷酸化,例如可以以XM 100或060获自Clariant,或者以B或A获自Rhodia。
优选Z1、Z4和Z13组的助剂,尤其为Z1和Z4组的助剂。
在本发明的一个实施方案中,使用组Z1-Z14中的一种或多种助剂。在本发明的另一实施方案中,不使用组Z1-Z13,优选组Z1至Z12的助剂。
如果使用组Z1-Z13的助剂,则其可添加至浓缩物中或仅添加至施用液体中。
如果使用的话,则助剂Z1-Z13的量优选为杀虫剂量[g]的至少0.5-50倍[g],优选1-20倍[g],尤其优选1-5倍[g]。
除聚合物颗粒(a,a1-a4)和合适的话助剂(b,b1-b4)之外,所述杀虫剂配制剂(即杀虫剂配制剂以及可通过稀释获得的含水施用形式)也以以其常用量包含常规配制剂助剂作为组分(c,c1-c4)。
这些包括例如流变改进剂(增稠剂)、消泡剂、杀菌剂、防冻剂、pH值调节剂、稳定剂和增塑剂。
合适的增稠剂为赋予含水组合物以假塑性流动特性(即静止时具有高粘度且在搅动状态下具有低粘度)的化合物。此处,其实例包括多醣如黄原胶(获自Kelco的获自Rhone Poulenc的23;或获自R.T.Vanderbilt的),以及无机层状矿物如(获自Engelhardt)或Van Gel B(获自R.T.Vanderbilt)。
合适的稳定剂可为低分子量组分,例如单甘油酯及二甘油酯、单甘油酯的酯、烷基葡糖苷、卵磷脂;脲和氨基甲酸酯的脂肪酸衍生物。
合适的增塑剂为蔗糖、葡萄糖、乳糖、果糖、山梨糖醇、甘露糖醇或甘油。
适用于本发明杀虫剂配制剂的消泡剂实例包括聚硅氧烷乳液(例如获自Wacker的SRE,或获自Rhodia的)、长链醇、脂肪酸及其混合物。
可向本发明杀虫剂配制剂中添加杀菌剂以对微生物侵染稳定。其通常为异噻唑酮类化合物,例如1,2-苯并异噻唑啉-3-酮、5-氯-2-甲基异噻唑-3-酮、2-甲基异噻唑-3-酮或2-辛基异噻唑-3-酮,其例如以商品名获自Arch Chemical Inc.、以RS获自Thor Chemie以及以MK获自Rohm & Haas。
合适的防冻剂为有机多元醇,例如乙二醇、丙二醇或甘油。这些通常以基于含水杀虫剂配制剂总重量为不超过20重量%,例如1-20重量%,尤其是2-10重量%的量用于含水配制剂中。
合适的话,所述杀虫剂配制剂可包含以所制备的配制剂总量计为0.1-5重量%的pH值调节剂以调节所述配制剂或稀释施用形式的pH值,所用调节剂的量和种类由活性成分和增溶剂的化学特性和用量决定。缓冲剂的实例为弱无机酸或有机酸的碱金属盐,所述酸例如为磷酸、硼酸、乙酸、丙酸、柠檬酸、富马酸、酒石酸、草酸和琥珀酸。
可向所述含水杀虫剂配制剂中添加常用量的常规表面活性剂。常规表面活性剂的实例为下文所述的非离子、阴离子、阳离子或两性离子乳化剂、润湿剂或分散剂,例如组d1)-d16)的非离子物质:
d1)脂族C8-C30醇,其可例如用1-60个氧化烯单元,优选1-60个EO和/或1-30个PO和/或1-15个BO以任何所需顺序烷氧基化。此处,EO表示衍生自氧化乙烯的重复单元,PO为衍生自氧化丙烯的重复单元,且BO为衍生自氧化丁烯的重复单元。这些化合物的端羟基可为被具有1-24个碳原子,尤其是1-4个碳原子的烷基、环烷基或酰基封端的端基。这类化合物的实例为:获自Clariant的C、L、O、T、UD、UDD、X产品;获自BASF SE的和A、AT、ON、TO、M产品;获自Condea的24和013产品;获自Henkel的产品;获自Akzo-Nobel的产品,如Ethylan CD 120;
d2)由EO、PO和/或BO单元构成的共聚物,尤其是分子量为400-106道尔顿的EO/PO嵌段共聚物,如获自BASF SE的产品以及获自Uniqema的产品,以及C1-C9醇的氧化烯加合物,如获自Uniqema的5000或获自Clariant的-S3510;
d3)脂肪酸及三甘油酯烷氧基化物,如获自Condea的NOG产品;
及烷氧基化的植物油如大豆油、菜籽油、玉米仁油、向日葵油、棉籽油、亚麻籽油、椰子油、棕榈油、红花油、核桃油、花生油、橄榄油或蓖麻油,尤其是菜籽油,例如获自Clariant的产品;
d4)脂肪酸酰胺烷氧基化物,如获自Henkel的产品或获自Rhodia的产品;
d5)炔二醇的氧化烯加合物,如获自Air Products的产品;糖衍生物,如获自Clariant的氨基糖和酰胺基糖、获自Clariant的葡萄糖醇、获自Henkel的产品形式的烷基多糖苷,或者如获自Uniqema的或产品形式的脱水山梨糖醇酯,或获自Wacker的环糊精酯或醚;
d6)表面活性纤维素和藻酸铵、果胶及瓜尔胶衍生物,如获自Clariant的产品、获自Kelco的产品以及获自Cesalpina的瓜尔胶衍生物;
d7)基于多元醇的氧化烯加合物,如获自Clariant的产品;
d8)获自Clariant的界面活性聚甘油酯及其衍生物;
d9)糖表面活性剂,例如烷氧基化脱水山梨糖醇脂肪酸酯、烷基多糖苷及其烷氧基化衍生物;
d10)脂肪胺的氧化烯加合物;
d11)基于聚硅氧烷或硅烷的表面活性化合物,如获自Goldschmidt的产品以及获自Wacker的产品,以及获自Rhodia(DowCorning,Reliance,GE,Bayer)的和产品;
d12)界面活性磺酰胺,例如获自Lanxess;
d13)中性表面活性剂聚乙烯基化合物,如改性聚乙烯基吡咯烷酮,例如获自BASF的产品和获自ISP的产品;或者衍生化的聚乙酸乙烯酯,如获自Clariant的产品;或丁酸酯,如获自BASF的产品、获自Wacker的及产品;或改性聚乙烯醇,如获自Clariant的产品;以及褐煤酸、聚乙烯及聚丙烯蜡的表面活性衍生物,如获自Clariant的BASF产品或产品;
d14)多卤化或全卤化膦酸酯及亚膦酸酯,如获自Clariant的-PL;
d15)多卤化或全卤化中性表面活性剂,例如或者Clariant的-1557;
d16)(聚)烷氧基化的,尤其是聚乙氧基化的芳族化合物,如(聚)烷氧基化酚[=酚(聚)亚烷基二醇醚],例如在(聚)亚烷氧基结构部分中具有1-50个亚烷氧基单元,其中亚烷基结构部分在每种情况下优选具有2-4个碳原子;优选与3-10mol氧化烯反应的酚,(聚)烷基酚烷氧基化物[=聚烷基酚(聚)亚烷基二醇醚],例如每个烷基具有1-12个碳原子且在聚亚烷氧基结构部分中具有1-150个亚烷氧基单元,优选与1-50mol氧化乙烯反应的三正丁基苯酚或三异丁基苯酚,聚芳基酚或聚芳基酚烷氧基化物[=聚芳基酚(聚)亚烷基二醇醚],例如在聚亚烷氧基结构部分中具有1-150个亚烷氧基单元的三苯乙烯基酚聚亚烷基二醇醚,优选与1-50mol氧化乙烯反应的三苯乙烯基苯酚及其与甲醛的缩合产物-其中优选为与4-10mol氧化乙烯反应的烷基酚,例如可以以产品(Akcros)购得;与4-50mol氧化乙烯反应的三异丁基苯酚,例如可以以T产品(Clariant)购得;与4-50mol氧化乙烯反应的壬基苯酚,例如可以以产品(Clariant)购得;与4-150mol氧化乙烯反应的三苯乙烯基苯酚,例如系列,如FL或CY/8(Rhodia);
组d17)-d23)的阴离子物质:
d17)在d1)下所述产品的阴离子衍生物,其呈在d1)下所述物质的醚羧酸酯、磺酸酯、硫酸酯(=硫酸单酯)及磷酸酯(磷酸单酯或二酯)形式)及其无机盐(例如NH4+盐、碱金属盐和碱土金属盐)和有机盐(例如基于胺或链烷醇胺),如获自Clariant的LRO、产品、Hostaphat/产品;
d18)在d17)下所述产品的阴离子衍生物,呈在d17)下所述产品的醚羧酸酯、磺酸酯、硫酸酯(=硫酸单酯)及磷酸酯(磷酸单酯或二酯)形式,例如用2-10mol氧化乙烯乙氧基化的C1-C16烷基酚的酸性磷酸酯,例如与3mol或9mol氧化乙烯反应的壬基苯酚的酸性磷酸酯,以及用三乙醇胺中和的20mol氧化乙烯与1mol三苯乙烯基苯酚的反应产物的磷酸酯;
d19)苯磺酸酯,如烷基苯磺酸酯或芳基苯磺酸酯,例如酸性(聚)烷基苯磺酸酯及(聚)芳基苯磺酸酯,以及用合适碱中和的那些,例如每个烷基具有1-12个碳原子或在聚芳基中具有至多3个苯乙烯单元,优选(直链)十二烷基苯磺酸及其油溶性盐,例如十二烷基苯磺酸及酸性(直链)十二烷基苯磺酸酯的钙盐或异丙基铵盐,例如以产品(Sasol)购得;
d20)木素磺酸盐,如木素磺酸钠、木素磺酸钙或木素磺酸铵,如3A、Borresperse320或NA;
d21)芳基磺酸(如苯酚磺酸或萘磺酸)与甲醛及任选的脲的缩合产物,特别为其盐,尤其是碱金属盐和钙盐,例如获自BASF SE的和如D1;
d22)脂族、脂环族及烯烃羧酸及聚羧酸的盐以及α-磺基脂肪酸酯,如可获自Henkel;
d23)链烷磺酸酯、石蜡磺酸酯及烯烃磺酸酯,如获自Clariant的 S1728、OS、SAS;
此外,组d24)和d25)的阳离子和两性离子产品:
d24)具有8-22个碳原子(C8-C22)的季铵化合物,例如获自Clariant的C、L、O、T产品;
d25)表面活性两性离子化合物,如获自Evonik的产品、获自Clariant的T和T产品形式的氨基乙磺酸盐、甜菜碱及磺基甜菜碱。
在亚烷氧基单元中,优选亚乙氧基、亚丙氧基和亚丁氧基单元,尤其为亚乙氧基单元以及亚乙氧基单元与亚丙氧基单元的混合物。“烷氧基化”意指表面活性物质具有聚亚烷基醚基团,特别是聚C2-C4亚烷基醚基团,尤其是聚C2-C3亚烷基醚基团。
此外,本发明还提供一种制备本发明杀虫剂配制剂的方法。适于用作聚合物颗粒的为上文在实施方案AI和AII中所述的所有聚合物颗粒P1-P4,以及这些聚合物颗粒的所有混合物。
在优选实施方案中,使用可根据实施方案AI获得的聚合物颗粒。在另一优选实施方案中,使用可根据实施方案AII获得的聚合物颗粒。
为制备所述杀虫剂配制剂,聚合物颗粒(P1-P4)可以以含水分散体或固体形式使用。聚合物颗粒(P1-P4)优选以含水分散体形式使用。
所述杀虫剂配制剂可通过将至少一种类型的选自聚合物颗粒P1-P4的聚合物颗粒与合适的话其他助剂(b,b1-b4)以及合适的话其他配制剂助剂(c,c1-c4)混合而获得。此外,可向所述杀虫剂配制剂中添加乳化剂、润湿剂和分散剂。此处,聚合物颗粒(a,a1-a4)可单独使用或以混合物形式使用。
此外,本发明还提供上述杀虫剂配制剂在改善选自如下组的微溶性杀虫剂的土壤迁移性中的用途:锐劲特、丙烯除虫菊、甲体氯氰菊酯、β-氟氯氰菊酯、氟氯菊酯、反丙烯除虫菊、4-氯-2-(2-氯-2-甲基丙基)-5-[(6-碘-3-吡啶基)甲氧基]-3(2H)-哒嗪酮(CAS-RN:120955-77-3)、氯虫酰胺、氟唑虫清、溴氰虫酰胺、氟氯氰菊酯、(RS)氯氟氰菊酯、氯氰菊酯、溴氰菊酯、醚菊酯、双氧威、氟虫脲、灭蚁腙、吡虫啉、二唑虫、氰氟虫胺、氯菊酯、吡丙醚、双苯酰肼和四溴菊酯。
所述杀虫剂配制剂在使用之前通常稀释。除水之外,可用的稀释剂还有中至高沸点油馏份,如煤油或柴油;以及煤焦油及植物来源或动物来源的油;脂族烃、环状烃及芳族烃,例如甲苯、二甲苯、石蜡、四氢化萘、烷基化萘或其衍生物;甲醇、乙醇、丙醇、丁醇、环己醇、环己酮、异佛尔酮;强极性溶剂,例如二甲亚砜或N-甲基吡咯烷酮。优选使用水或含水体系。也可仅在稀配制剂阶段添加增溶剂。在该实施方案中,本发明用途为桶混剂形式。
含水体系应理解为意指纯水或包含缓冲体系或盐或其他添加剂(例如水溶混性溶剂)或其混合物的水。含水体系的pH值通常为2-13,优选3-12,更优选4-10。
如果合适的话,稀组合物可包含以所制备的配制剂总量计为0.1-5重量%的缓冲剂以调节pH值,所用缓冲剂的量和类型由杀虫剂的化学性质决定。缓冲剂实例为弱无机酸或有机酸的碱金属盐,所述酸例如为磷酸、硼酸、乙酸、丙酸、柠檬酸、富马酸、酒石酸、草酸和琥珀酸。
经稀释的杀虫剂组合物(优选含水施用形式)通常通过喷雾或雾化施用。可在即将桶混施用前添加各种类型的油、润湿剂、助剂、其他活性成分如除草剂、杀细菌剂或杀真菌剂。这些试剂可以以1:100-100:1,优选1:10-10:1的重量比添加至本发明组合物中。桶混剂中的杀虫剂浓度可在较宽范围内变化。
根据本发明使用的杀虫剂配制剂或桶混剂以及由其获得的含水施用形式显示出所用微溶性杀虫剂,尤其是杀白蚁剂具有提高的土壤迁移性。因此,其适于防治土壤害虫,例如用于保护材料和建筑物或植物。本发明配制剂尤其优选适于防治白蚁、蚂蚁和线虫,尤其是防治白蚁。
因此,本发明还提供一种防治土壤中无脊椎害虫的方法,其中将包含如下物质的杀虫剂配制剂施用于土壤上或施用于土壤中:
a)包含选自锐劲特、丙烯除虫菊、甲体氯氰菊酯、β-氟氯氰菊酯、氟氯菊酯、反丙烯除虫菊、4-氯-2-(2-氯-2-甲基丙基)-5-[(6-碘-3-吡啶基)甲氧基]-3(2H)-哒嗪酮(CAS-RN:120955-77-3)、氯虫酰胺、氟唑虫清、溴氰虫酰胺、氟氯氰菊酯、(RS)氯氟氰菊酯、氯氰菊酯、溴氰菊酯、醚菊酯、双氧威、氟虫脲、灭蚁腙、吡虫啉、二唑虫、氰氟虫胺、氯菊酯、吡丙醚、双苯酰肼及四溴菊酯的微溶性杀虫剂以及至少一种选自聚合物P1至P4的聚合物的聚合物颗粒,
b)任选的助剂,和
c)任选的其他配制剂助剂。
在优选实施方案中,本发明涉及一种防治土壤中无脊椎害虫的方法,其中将包含如下物质的杀虫剂配制剂施用于土壤上或施用于土壤中:
a1)包含选自锐劲特、丙烯除虫菊、甲体氯氰菊酯、β-氟氯氰菊酯、氟氯菊酯、反丙烯除虫菊、4-氯-2-(2-氯-2-甲基丙基)-5-[(6-碘-3-吡啶基)甲氧基]-3(2H)-哒嗪酮(CAS-RN:120955-77-3)、氯虫酰胺、氟唑虫清、溴氰虫酰胺、氟氯氰菊酯、(RS)氯氟氰菊酯、氯氰菊酯、溴氰菊酯、醚菊酯、双氧威、氟虫脲、灭蚁腙、吡虫啉、二唑虫、氰氟虫胺、氯菊酯、吡丙醚、双苯酰肼及四溴菊酯的微溶性杀虫剂以及聚合物P1的聚合物颗粒,
b1)任选的助剂,和
c1)任选的其他配制剂助剂。
在另一优选实施方案中,本发明涉及一种防治土壤中无脊椎害虫的方法,其中将包含如下物质的杀虫剂配制剂施用于土壤上或施用于土壤中:a2)包含选自锐劲特、丙烯除虫菊、甲体氯氰菊酯、β-氟氯氰菊酯、氟氯菊酯、反丙烯除虫菊、4-氯-2-(2-氯-2-甲基丙基)-5-[(6-碘-3-吡啶基)甲氧基]-3(2H)-哒嗪酮(CAS-RN:120955-77-3)、氯虫酰胺、氟唑虫清、溴氰虫酰胺、氟氯氰菊酯、(RS)氯氟氰菊酯、氯氰菊酯、溴氰菊酯、醚菊酯、双氧威、氟虫脲、灭蚁腙、吡虫啉、二唑虫、氰氟虫胺、氯菊酯、吡丙醚、双苯酰肼及四溴菊酯的微溶性杀虫剂以及聚合物P2的聚合物颗粒,
b2)任选的助剂,和
c2)任选的其他配制剂助剂。
在另一优选实施方案中,本发明涉及一种防治土壤中无脊椎害虫的方法,其中将包含如下物质的杀虫剂配制剂施用于土壤上或施用于土壤中:
a3)包含选自锐劲特、丙烯除虫菊、甲体氯氰菊酯、β-氟氯氰菊酯、氟氯菊酯、反丙烯除虫菊、4-氯-2-(2-氯-2-甲基丙基)-5-[(6-碘-3-吡啶基)甲氧基]-3(2H)-哒嗪酮(CAS-RN:120955-77-3)、氯虫酰胺、氟唑虫清、溴氰虫酰胺、氟氯氰菊酯、(RS)氯氟氰菊酯、氯氰菊酯、溴氰菊酯、醚菊酯、双氧威、氟虫脲、灭蚁腙、吡虫啉、二唑虫、氰氟虫胺、氯菊酯、吡丙醚、双苯酰肼及四溴菊酯的微溶性杀虫剂以及聚合物P3的聚合物颗粒,
b3)任选的助剂,和
c3)任选的其他配制剂助剂。
在另一优选实施方案中,本发明涉及一种防治土壤中无脊椎害虫的方法,其中将包含如下物质的杀虫剂配制剂施用于土壤上或施用于土壤中:a4)包含选自锐劲特、丙烯除虫菊、甲体氯氰菊酯、β-氟氯氰菊酯、氟氯菊酯、反丙烯除虫菊、4-氯-2-(2-氯-2-甲基丙基)-5-[(6-碘-3-吡啶基)甲氧基]-3(2H)-哒嗪酮(CAS-RN:120955-77-3)、氯虫酰胺、氟唑虫清、溴氰虫酰胺、氟氯氰菊酯、(RS)氯氟氰菊酯、氯氰菊酯、溴氰菊酯、醚菊酯、双氧威、氟虫脲、灭蚁腙、吡虫啉、二唑虫、氰氟虫胺、氯菊酯、吡丙醚、双苯酰肼及四溴菊酯的微溶性杀虫剂以及聚合物P4的聚合物颗粒,
b4)任选的助剂,和
c4)任选的其他配制剂助剂。
在优选实施方案中,所述土壤为处于建筑物下方或在建筑物周围10m半径内的土壤。
在保护建筑物免受白蚁侵袭时,一些国家的法律要求规定将杀虫剂施用于特定宽度和深度的沟渠中。例如美国要求,通常为6×6英寸(15.24×15.24cm)尺寸的沟。
由于本发明的提高的杀虫剂土壤迁移性,因此可在较小尺寸的沟中施用杀虫剂或将杀虫剂直接施用于土壤中。合适的话,也可使用较高浓缩程度的施用溶液以降低所用水的体积。在本发明方法的另一特别优选实施方案中,实施该方法以保护建筑物免受白蚁侵袭,并将杀虫剂,尤其是锐劲特在深度<3英寸(7.62cm)的沟,优选深度为3-1英寸(7.62-2.54cm)的沟中施用于白蚁使用的土壤。此外,优选其中杀虫剂在含水施用形式中的浓度为至少1000ppm,优选至少1250ppm的施用形式。
用Malvern Particle Sizer Typ 3600E或通过准弹性光散射法(DIN-ISO 13321)使用获自Malvern Instruments Ltd.的High PerformanceParticle Sizer(HPPS)记录微胶囊粉末和聚合物颗粒的粒度。D[v,0.1]值意指10%颗粒的粒度(根据体积平均值)至多为该值。因此,D[v,0.5]意指50%颗粒(D50值)的粒度(根据体积平均值)小于/等于该值,且D[v,0.9]意指90%颗粒的粒度(根据体积平均值)小于/等于该值。跨度值由D[v,0.9]-D[v,0.1]的差与D[v,0.5]的商得出。
本发明通过下文实施例更详细地说明,但不限于此。
实施例
实施例1
水相
油相
进料1
3.53g 75重量%浓度的过氧化新戊酸叔丁酯于脂族烃中的溶液
进料2
5.00g 10重量%浓度的氢过氧化叔丁基水溶液
进料3
38.71g 0.6重量%浓度的抗坏血酸水溶液
a)在室温下初始装入上述水相。添加油相,并使用高速溶解器搅拌器在5000rpm下分散该混合物。分散30分钟获得稳定乳液。
b)在引入进料1之后,对反应混合物进行以下温度程序:经60分钟加热至60°C,经120分钟连续使温度由60°C升高至70°C,经30分钟升高至85°C并保持该温度60分钟。然后添加进料2,并在85°C下经60分钟引入进料3。然后将混合物冷却至室温。
这获得固含量为21.6重量%且平均粒度(D50)=1.9μm(通过光散射测定的z均值)的分散体。
将所得分散体与1%Break-Thru S 240(获自Evonik)混合。
实施例2
水相
进料1
66.29g DI水(DI=完全去离子水)
3.43g 40.0%浓度的Emulgator K 30(Bayer;烷基磺酸钠)水溶液
进料2
100.00g 丙烯酸正丁酯(BASF)
2.86g Laromer DCPA(六氢-4,7-亚甲基-1H-茚丙烯酸酯,获自BASF)
11.43g 锐劲特(90.2%纯,工业级活性成分)
a)在室温下初始装入上述水相,然后加热至65°C。经3.5小时计量加入进料1和进料2。然后使混合物后聚合2小时,然后冷却至室温。
这获得固含量为9重量%且平均粒度(D50)=430nm(HPPS)的分散体。
实施例3
水相
580.00g DI水(DI=完全去离子水)
16.00g 15%浓度Disponil SDS G(月桂基硫酸钠,获自Cognis)水溶液
油相
进料1
2.40g 过硫酸钠
117.50g DI水
进料2
进料3
3.20g 10重量%浓度的氢过氧化叔丁基水溶液
进料4
14.20g 1.4%浓度的L(+)-抗坏血酸水溶液
a)将油相添加至水相中,然后使该混合物在100%功率下操作的获自Hielscher的UP400S超声波浴中声处理10分钟。
b)将24%的乳液加热至80°C。添加6%的进料1,并使该混合物初始聚合5分钟。经60分钟计量加入剩余的76%乳液。经160分钟添加进料1,且一旦计量添加结束后,经90分钟将进料2引入乳液中。使该混合物后聚合60分钟,接着添加进料3,随后经60分钟计量加入进料4。随后使混合物冷却至室温。
这获得固含量为28.6重量%且平均粒度(D50)=181nm(HPPS)的分散体。
实施例4
水相
314.49g DI水(DI=完全去离子水)
19.26g 15%浓度的Disponil SDS G水溶液
油相
进料1
142.10g 2.00重量%浓度的过硫酸钠于DI水中的溶液
进料2
3.79g 10重量%浓度的氢过氧化叔丁基水溶液
进料3
16.83g 1.4重量%浓度的抗坏血酸水溶液
a)将油相添加至水相中,然后使该混合物在100%功率下操作的获自Hielscher的UP400S超声波浴中声处理10分钟。
b)将24%的乳液加热至80°C。添加6%的进料1,并使混合物初始聚合5分钟。经60分钟计量添加剩余的76%乳液。经160分钟添加进料1,使该混合物后聚合60分钟,然后添加进料2,随后经60分钟计量添加进料3。随后使该混合物冷却至室温。
这获得固含量为42重量%且平均粒度(D50)=180nm(HPPS)的分散体。
实施例5
水相
466.51g DI水(DI=完全去离子水)
12.04g 15%浓度的Disponil SDS G水溶液
油相
进料1
88.81g 2.0重量%浓度的过硫酸钠于DI水中的溶液
进料2
2.37g 10重量%浓度的氢过氧化叔丁基水溶液
进料3
10.52g 1.4重量%浓度的抗坏血酸水溶液
a)将油相添加至水相中,然后使该混合物在100%功率下操作的超声波浴中声处理10分钟。
b)将24%的乳液加热至80°C。添加6%的进料1,并使该混合物初始聚合5分钟。经60分钟计量添加剩余的76%乳液。经160分钟添加进料1,使该混合物后聚合60分钟,然后添加进料2,随后经60分钟计量添加进料3。随后使该混合物冷却至室温。
这获得固含量为28重量%且平均粒度(D50)=190nm(HPPS)的分散体。
实施例6
水相
223.46g DI水(DI=完全去离子水)
1.33g 15%浓度的Disponil SDS G水溶液
油相
10.00g 季戊四醇四丙烯酸酯
进料1
进料2
2.00g 过硫酸钠
98.00g DI水
a)将油相在水相中预乳化30分钟。使该乳液冷却并使用Branson Sonifier450超声处理器以100%功率声处理10分钟。
b)在搅拌下,将初始装料加热至80°C,并用季戊四醇四丙烯酸酯乳化。添加55.19g进料1和6.00g进料2,并将该混合物搅拌2分钟。经60分钟计量添加剩余的进料1,并使该混合物后聚合30分钟。然后经120分钟计量添加剩余的进料2,并将该混合物再搅拌60分钟。然后使该混合物冷却至室温。
这获得固含量为27.1重量%且平均粒度(D50)=200nm(HPPS)的分散体。
实施例7
水相
70.00g DI水(DI=完全去离子水)
2.33g 15%浓度的Disponil SDS G水溶液
油相
17.50g 季戊四醇四丙烯酸酯
进料1
进料2
3.50g 过硫酸钠
55.00g DI水
a)油相在水相中预乳化30分钟。使乳液冷却且使用Branson Sonifier 450超声处理器以100%功率声处理10分钟。
b)在搅拌下,将初始装料加热至80°C,并用季戊四醇四丙烯酸酯乳化。添加88.42g进料1和3.51g进料2,且将混合物搅拌2分钟。经60分钟计量添加剩余的进料1,并使该混合物后聚合30分钟。然后经120分钟计量添加剩余的进料2,并将该混合物再搅拌60分钟。然后使混合物冷却至室温。这获得固含量为42.4重量%且平均粒度(D50)=200nm(HPPS)的分散体。
实施例8
油相
377.78g 异丁醇(BASF)
进料1
进料2
3.49g 过辛酸叔丁酯
56.51g 异丁醇
进料3
45.71g 氨水(25%浓度)(BASF)
a)将油相与444.60g进料1合并并加热至105°C。经15分钟引入22.22g进料2,然后将该混合物再搅拌30分钟。然后经60分钟计量添加剩余的进料1和进料2,并使该混合物后聚合60分钟。使反应物经30分钟冷却至70°C,然后经10分钟引入进料3。然后将该混合物再搅拌15分钟,随后冷却至室温。
这获得固含量为23.9重量%且平均粒度(D50)=167nm(HPPS)的分散体。
实施例9
水相
208.07g DI水(DI=完全去离子水)
104.00g 10%浓度的Mowiol 18-88(Kuraray)水溶液
1.04g 2.5重量%浓度的亚硝酸钠水溶液
油相
进料1
1.84g 75重量%浓度的过氧化新戊酸叔丁酯于脂族烃中的溶液
进料2
2.60g 10重量%浓度的氢过氧化叔丁基水溶液
进料3
38.71g 0.65重量%浓度的抗坏血酸水溶液
a)在室温下初始装入上述水相。添加油相并使用高速溶解器搅拌器在5000rpm下分散混合物。分散30分钟获得稳定乳液。
b)在引入进料1之后,对反应混合物进行以下温度程序:经60分钟加热至60°C,经120分钟连续使温度由60°C升高至70°C,经30分钟升高至85°C并保持该温度60分钟。然后添加进料2,并在85°C下经60分钟引入进料3。然后使该混合物冷却至室温。
这获得固含量为44.2重量%且平均粒度(D50)=7.55μm(通过光散射测定的z均值)的分散体。
实施例10
水相
进料1
116.00g DI水(DI=完全去离子水)
6.00g 40%浓度的Emulgator K 30(Lanxess)水溶液
进料2
175.00g 丙烯酸正丁酯
5.00g Laromer DCPA
20.00g 锐劲特(90.2%纯,工业级活性成分)
a)在室温下初始装入上述水相,然后加热至65°C。经3.5小时计量添加进料1和进料2。然后使该混合物后聚合2小时,然后冷却至室温。
这获得固含量为22.5重量%且平均粒度(D50)=430nm(通过光散射测定的z均值)的分散体。
实施例11
水相
583.19g DI水(DI=完全去离子水)
13.33g 15%浓度的Disponil SDS G水溶液
2.00g 2.5重量%浓度的亚硝酸钠水溶液
油相
进料1
3.53g 75重量%浓度的过氧化新戊酸叔丁酯于脂族烃中的溶液
进料2
5.00g 10重量%浓度的氢过氧化叔丁基水溶液
进料3
38.71g 0.65重量%浓度的抗坏血酸水溶液
a)在室温下初始装入上述水相。添加油相并使用高速溶解器搅拌器在5000rpm下分散该混合物。分散30分钟获得稳定乳液。
b)在引入进料1之后,对反应混合物进行以下温度程序:经60分钟加热至60°C,经120分钟连续使温度由60°C升高至70°C,经30分钟升高至85°C并保持该温度60分钟。然后添加进料2,并在85°C下经60分钟引入进料3。然后使该混合物冷却至室温。
这获得固含量为20.0重量%且平均粒度(D50)=1.8μm(通过光散射测定的z均值)的分散体。
实施例12
水相
323.81g DI水(DI=完全去离子水)
96.0g 15%浓度的Disponil SDS 15水溶液
油相
进料1
12.41g DI水
2.07g 氢过氧化叔丁基(在水中,10%浓度)
进料2
2.88g Rongalit C
37.24g DI水
a)将油相在水相中预乳化30分钟。使乳液冷却并使用Branson Sonifier 450超声处理器以100%功率声处理10分钟。
b)在搅拌下,将初始装料加热至40°C,并添加进料1。然后添加30%的进料2。然后经60分钟添加剩余的进料2。在计量添加后,经20分钟将混合物加热至60°C,并后聚合60分钟。然后将该混合物冷却至室温,并将所得分散体调节至pH 8。
这获得固含量为43.5重量%且平均粒度(D50)=58.3nm(HPPS)的分散体。
实施例13
水相
415.06g DI水(DI=完全去离子水)
13.96g 15%浓度的Disponil SDS G水溶液
油相
进料1
100.96g DI水
2.06g 过硫酸钠
进料2
2.75g 10%浓度的氢过氧化叔丁基水溶液
进料3
12.03g DI水
0.17g L(+)-抗坏血酸
a)将油相在水相中预乳化30分钟。使乳液冷却并使用Branson Sonifier 450超声处理器以100%功率声处理10分钟。
b)初始装入175g a)并加热至80°C。达到温度后,添加5.3g进料1,并使该混合物初始聚合5分钟。经60分钟计量添加剩余的a)。同时,经160分钟计量添加剩余的进料1。在后聚合60分钟之后,添加进料2,随后经60分钟计量添加进料3。然后使该混合物冷却至室温。
这获得固含量为32.5重量%且平均粒度(D50)=148.6nm(HPPS)的分散体。
实施例14
水相
418.37g DI水(DI=完全去离子水)
93.33g 15%浓度的Disponil SDS 15水溶液
油相
进料1
14.10g 10%浓度的氢过氧化叔丁基水溶液
进料2
36.21g DI水
2.80g Rongalit C
a)将油相在水相中预乳化30分钟。使乳液冷却并使用Branson Sonifier 450超声处理器以100%功率声处理10分钟。
b)在搅拌下,将初始装料加热至40°C,并添加进料1。然后添加30%的进料2。接着经60分钟添加剩余的进料2。在计量添加后,经20分钟将该混合物加热至60°C,并后聚合60分钟。然后将该混合物冷却至室温,并将所得分散体调节至pH 8。
这获得固含量为39.3重量%且平均粒度(D50)=65.8nm(HPPS)的分散体。
测定土壤迁移性
实验设计
借助振动器,向由六个区段(S1-S6)组成且长度为27.5cm、直径为5cm且(横截面)表面积为19.6cm2的玻璃柱中填充土壤(LUFA 2.3(砂质壤土[USDA],pH7.2,风干,TOC(总有机碳(土壤中的有机碳,以土壤干质量的%表示))1%,密度1.24g/cm3,最大WHC(持水能力(土壤湿度的度量,其通常以最大持水能力的%表示))28.9g/100g)。
向该柱施用本发明杀虫剂配制剂以及作为对比配制剂的TermidorSC(60ml,包含37.5mg锐劲特(625ppm))。
使用HPLC-MSD测量初始施用锐劲特的量(625ppm,37.5mg)中多少百分比位于该柱的各区段(0-2.5cm、2.5-7.5cm、7.5-12.5cm、12.5-17.5cm和17.5-22.5cm)中。
使用如下方法计算相对于市售产品Termidor SC的土壤迁移性:土壤迁移性=(区段1中的锐劲特量[%])×2.5+(区段2中的锐劲特量[%])×7.5+(区段3中的锐劲特量[%])×12.5+...+(区段6中的锐劲特量[%])×27.5/(区段1Termidor SC中的锐劲特量[%])×2.5+(区段2Termidor SC中的锐劲特量[%])×7.5+(区段2Termidor SC中的锐劲特量[%])×12.5+....+(区段6Termidor SC中的锐劲特量[%])×27.5)结果总结于下表中。
S1-S6栏表示各土壤区段中以所用锐劲特总浓度计的锐劲特浓度[%]。发现当使用本发明配制剂(实施例1-11)时,锐劲特的土壤迁移性与Termidor SC配制剂相比显著提高。
测试表明,使用本发明配制剂使活性成分渗透至0-6英寸(15.24cm)的相关区域中,而诸如Termidor SC的市售配制剂仅渗透至至多7.5cm深度的区域中。此外,使用本发明配制剂的优点在于,活性成分不会输送至27.5cm以下的区域中,从而防止活性成分沥滤至地下水中。
Claims (7)
1.聚合物颗粒在改善微溶性杀虫剂的土壤迁移性中的用途,所述聚合物颗粒包含:
a)至少一种选自如下组的微溶性杀虫剂:锐劲特(fipronil)、丙烯除虫菊(allethrin)、甲体氯氰菊酯(alpha-cypermethrin)、β-氟氯氰菊酯(beta-cyfluthrin)、氟氯菊酯(bifenthrin)、反丙烯除虫菊(bioallethrin)、4-氯-2-(2-氯-2-甲基丙基)-5-[(6-碘-3-吡啶基)甲氧基]-3(2H)-哒嗪酮、氯虫酰胺(chlorantraniliprole)、氟唑虫清(chlorfenapyr)、溴氰虫酰胺(cyantraniliprole)、氟氯氰菊酯(cyfluthrin)、(RS)氯氟氰菊酯(cyhalothrin)、氯氰菊酯(cypermethrin)、溴氰菊酯(deltamethrin)、醚菊酯(etofenprox)、双氧威(fenoxycarb)、氟虫脲(flufenoxuron)、灭蚁腙(hydramethylnon)、吡虫啉(imidacloprid)、二唑虫(indoxacarb)、氰氟虫胺(metaflumizone)、氯菊酯(permethrin)、吡丙醚(pyriproxifen)、双苯酰肼(tebufenozide)和四溴菊酯(tralomethrin),和
b)至少一种水不溶性聚合物,其可通过如下获得:
P1)使如下物质聚合:
M1.1)以P1计30至<100重量%至少一种选自如下组的单体(M I):丙烯酸的C1-C24烷基酯和甲基丙烯酸的C1-C24烷基酯,
M1.2)以P1计大于0至≤70重量%至少一种选自具有至少两个非共轭双键的多官能单体的单体(M II),选自1,4-丁二醇二丙烯酸酯、三羟甲基丙烷三丙烯酸酯、三羟甲基丙烷三甲基丙烯酸酯、季戊四醇三烯丙基醚、季戊四醇三丙烯酸酯及季戊四醇四丙烯酸酯,和
M1.3)以P1计0-40重量%至少一种在结构上不同于单体(M I)和(M II)的其他单体(M III),选自丙烯酸和甲基丙烯酸。
2.如权利要求1的用途,其中所述聚合物颗粒中存在的唯一杀虫剂为锐劲特。
3.一种聚合物颗粒,其包含:
i)至少一种选自如下组的杀虫剂:锐劲特(fipronil)、丙烯除虫菊(allethrin)、甲体氯氰菊酯(alpha-cypermethrin)、β-氟氯氰菊酯(beta-cyfluthrin)、氟氯菊酯(bifenthrin)、反丙烯除虫菊(bioallethrin)、4-氯-2-(2-氯-2-甲基丙基)-5-[(6-碘-3-吡啶基)甲氧基]-3(2H)-哒嗪酮、氯虫酰胺(chlorantranili-prole)、氟唑虫清(chlorfenapyr)、溴氰虫酰胺(cyantraniliprole)、氟氯氰菊酯(cyfluthrin)、(RS)氯氟氰菊酯(cyhalothrin)、氯氰菊酯(cypermethrin)、溴氰菊酯(deltamethrin)、醚菊酯(etofenprox)、双氧威(fenoxycarb)、氟虫脲(flufenoxuron)、灭蚁腙(hydramethylnon)、吡虫啉(imidacloprid)、二唑虫(indoxacarb)、氰氟虫胺(metaflumizone)、氯菊酯(permethrin)、吡丙醚(pyriproxifen)、双苯酰肼(tebufenozide)和四溴菊酯(tralomethrin),和
ii)至少一种如权利要求1所述的聚合物P1。
4.如权利要求3的聚合物颗粒,其可通过如下物质的微乳液聚合而获得:
M1.1)以P1计30至<100重量%至少一种选自如下组的单体(M I):丙烯酸的C1-C24烷基酯和甲基丙烯酸的C1-C24烷基酯,
M1.2)以P1计大于0至≤70重量%至少一种选自具有至少两个非共轭双键的多官能单体的单体(M II),选自1,4-丁二醇二丙烯酸酯、三羟甲基丙烷三丙烯酸酯、三羟甲基丙烷三甲基丙烯酸酯、季戊四醇三烯丙基醚、季戊四醇三丙烯酸酯及季戊四醇四丙烯酸酯,
M1.3)以P1计0-40重量%至少一种在结构上不同于单体(M I)和(M II)的其他单体(M III),选自丙烯酸和甲基丙烯酸。
5.一种杀虫剂配制剂,其包含:
a)如权利要求3或4的聚合物颗粒,
b)任选的助剂,和
c)任选的其他配制剂助剂。
6.一种防治土壤中无脊椎害虫的方法,其中将包含如下物质的杀虫剂配制剂施用于土壤上或施用于土壤中:
a)如权利要求3或4的聚合物颗粒,
b)任选的助剂,和
c)任选的其他配制剂助剂。
7.如权利要求5的杀虫剂配制剂在改善选自如下组的微溶性杀虫剂的土壤迁移性中的用途:锐劲特(fipronil)、丙烯除虫菊(allethrin)、甲体氯氰菊酯(alpha-cypermethrin)、β-氟氯氰菊酯(beta-cyfluthrin)、氟氯菊酯(bifenthrin)、反丙烯除虫菊(bioallethrin)、4-氯-2-(2-氯-2-甲基丙基)-5-[(6-碘-3-吡啶基)甲氧基]-3(2H)-哒嗪酮、氯虫酰胺(chlorantraniliprole)、氟唑虫清(chlorfenapyr)、溴氰虫酰胺(cyantraniliprole)、氟氯氰菊酯(cyfluthrin)、(RS)氯氟氰菊酯(cyhalothrin)、氯氰菊酯(cypermethrin)、溴氰菊酯(deltamethrin)、醚菊酯(etofenprox)、双氧威(fenoxycarb)、氟虫脲(flufenoxuron)、灭蚁腙(hydramethylnon)、吡虫啉(imidacloprid)、二唑虫(indoxacarb)、氰氟虫胺(metaflumizone)、氯菊酯(permethrin)、吡丙醚(pyriproxifen)、双苯酰肼(tebufenozide)和四溴菊酯(tralomethrin)。
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CN103478160A (zh) * | 2012-06-12 | 2014-01-01 | 陕西美邦农药有限公司 | 一种含溴虫苯甲酰胺的杀虫组合物 |
US9392786B2 (en) | 2013-02-05 | 2016-07-19 | Vive Crop Protection, Inc. | Mectin and milbemycin polyelectrolyte nanoparticle formulations |
CN109561679B (zh) * | 2016-07-29 | 2022-03-15 | 巴斯夫欧洲公司 | 其中将烷氧基化甘油施用于土壤而控制昆虫的方法 |
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US20210298304A1 (en) * | 2018-08-28 | 2021-09-30 | Upl Ltd | Novel insecticidal combinations |
JP2022513968A (ja) * | 2018-12-18 | 2022-02-09 | バイエル・アクチエンゲゼルシヤフト | 接触効果の増大した媒介生物および害虫防除のための殺虫製剤 |
CN113242693A (zh) * | 2018-12-18 | 2021-08-10 | 拜耳公司 | 用于病媒防治和害虫防治的具有提高的接触功效的杀虫制剂 |
CN114080155B (zh) * | 2019-07-11 | 2024-03-26 | 巴斯夫欧洲公司 | 用于喷洒漂移控制的剪切稳定组合物 |
JP7454387B2 (ja) | 2020-01-27 | 2024-03-22 | 三菱鉛筆株式会社 | 防蟻粒子水分散体 |
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ZA201203192B (en) | 2013-07-31 |
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US20120214857A1 (en) | 2012-08-23 |
CL2012000893A1 (es) | 2012-09-07 |
EP2485585A2 (de) | 2012-08-15 |
WO2011042495A2 (de) | 2011-04-14 |
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CA2776451A1 (en) | 2011-04-14 |
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