CN1874677B - 纳米颗粒状活性物质配制剂 - Google Patents
纳米颗粒状活性物质配制剂 Download PDFInfo
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- CN1874677B CN1874677B CN2004800326015A CN200480032601A CN1874677B CN 1874677 B CN1874677 B CN 1874677B CN 2004800326015 A CN2004800326015 A CN 2004800326015A CN 200480032601 A CN200480032601 A CN 200480032601A CN 1874677 B CN1874677 B CN 1874677B
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- reactive compound
- preparaton
- methyl
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- 239000000203 mixture Substances 0.000 title claims abstract description 37
- 238000009472 formulation Methods 0.000 title claims abstract description 7
- 239000013543 active substance Substances 0.000 title abstract description 3
- 150000001875 compounds Chemical class 0.000 claims abstract description 124
- 239000000178 monomer Substances 0.000 claims abstract description 39
- 229920001577 copolymer Polymers 0.000 claims abstract description 38
- 238000000034 method Methods 0.000 claims abstract description 23
- 239000007787 solid Substances 0.000 claims abstract description 9
- -1 n-octyl Chemical group 0.000 claims description 113
- 239000002904 solvent Substances 0.000 claims description 40
- 239000000654 additive Substances 0.000 claims description 32
- 230000000996 additive effect Effects 0.000 claims description 30
- 150000003839 salts Chemical class 0.000 claims description 25
- 239000006185 dispersion Substances 0.000 claims description 24
- 125000003118 aryl group Chemical group 0.000 claims description 20
- 239000000243 solution Substances 0.000 claims description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 19
- 125000000217 alkyl group Chemical group 0.000 claims description 18
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 15
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 15
- 239000005869 Pyraclostrobin Substances 0.000 claims description 11
- HZRSNVGNWUDEFX-UHFFFAOYSA-N pyraclostrobin Chemical compound COC(=O)N(OC)C1=CC=CC=C1COC1=NN(C=2C=CC(Cl)=CC=2)C=C1 HZRSNVGNWUDEFX-UHFFFAOYSA-N 0.000 claims description 11
- 238000002296 dynamic light scattering Methods 0.000 claims description 10
- 239000000417 fungicide Substances 0.000 claims description 10
- 238000002156 mixing Methods 0.000 claims description 10
- RZVINYQDSSQUKO-UHFFFAOYSA-N 2-phenoxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC1=CC=CC=C1 RZVINYQDSSQUKO-UHFFFAOYSA-N 0.000 claims description 9
- 230000000855 fungicidal effect Effects 0.000 claims description 9
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 8
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 8
- 125000005160 aryl oxy alkyl group Chemical group 0.000 claims description 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 7
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 7
- 125000004171 alkoxy aryl group Chemical group 0.000 claims description 7
- 125000003545 alkoxy group Chemical group 0.000 claims description 7
- 229910052736 halogen Inorganic materials 0.000 claims description 6
- 239000003960 organic solvent Substances 0.000 claims description 6
- 238000003756 stirring Methods 0.000 claims description 6
- 239000007864 aqueous solution Substances 0.000 claims description 5
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 5
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 5
- 125000005843 halogen group Chemical group 0.000 claims description 5
- 229930182692 Strobilurin Natural products 0.000 claims description 4
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 4
- 125000001624 naphthyl group Chemical group 0.000 claims description 4
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 3
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
- 239000012530 fluid Substances 0.000 claims description 3
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 3
- 125000002960 margaryl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- 125000002958 pentadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- 238000010008 shearing Methods 0.000 claims description 3
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 3
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- 238000005191 phase separation Methods 0.000 claims description 2
- 239000011259 mixed solution Substances 0.000 claims 1
- 239000000126 substance Substances 0.000 abstract description 3
- 239000012736 aqueous medium Substances 0.000 abstract 1
- 239000012669 liquid formulation Substances 0.000 abstract 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical group OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 abstract 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 55
- 241000894006 Bacteria Species 0.000 description 48
- 244000025254 Cannabis sativa Species 0.000 description 42
- 239000011737 fluorine Substances 0.000 description 40
- 229910052731 fluorine Inorganic materials 0.000 description 40
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 34
- 150000001412 amines Chemical class 0.000 description 32
- 150000003851 azoles Chemical class 0.000 description 30
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 29
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 25
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 24
- 150000002148 esters Chemical class 0.000 description 24
- 239000002253 acid Substances 0.000 description 22
- 229920000642 polymer Polymers 0.000 description 22
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 21
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 21
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 20
- 239000005864 Sulphur Substances 0.000 description 20
- 239000000460 chlorine Substances 0.000 description 20
- 229910052801 chlorine Inorganic materials 0.000 description 20
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical class C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 description 19
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 16
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 16
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 16
- 229910052698 phosphorus Inorganic materials 0.000 description 16
- 239000011574 phosphorus Substances 0.000 description 16
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 15
- 241000196324 Embryophyta Species 0.000 description 15
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 15
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 14
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 14
- 239000002245 particle Substances 0.000 description 14
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 13
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 13
- JLYXXMFPNIAWKQ-UHFFFAOYSA-N γ Benzene hexachloride Chemical compound ClC1C(Cl)C(Cl)C(Cl)C(Cl)C1Cl JLYXXMFPNIAWKQ-UHFFFAOYSA-N 0.000 description 13
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 12
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 12
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 12
- 239000001257 hydrogen Substances 0.000 description 12
- 229910052739 hydrogen Inorganic materials 0.000 description 12
- 150000002825 nitriles Chemical class 0.000 description 12
- 239000001301 oxygen Substances 0.000 description 12
- 229910052760 oxygen Inorganic materials 0.000 description 12
- 235000019260 propionic acid Nutrition 0.000 description 12
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 12
- IRLPACMLTUPBCL-KQYNXXCUSA-N 5'-adenylyl sulfate Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](COP(O)(=O)OS(O)(=O)=O)[C@@H](O)[C@H]1O IRLPACMLTUPBCL-KQYNXXCUSA-N 0.000 description 11
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- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 10
- 239000005784 Fluoxastrobin Substances 0.000 description 10
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- NNPRCLUGHFXSOU-UHFFFAOYSA-N 4-chloro-n-[cyano(ethoxy)methyl]benzamide Chemical compound CCOC(C#N)NC(=O)C1=CC=C(Cl)C=C1 NNPRCLUGHFXSOU-UHFFFAOYSA-N 0.000 description 9
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- 125000004947 alkyl aryl amino group Chemical group 0.000 description 8
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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
- 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
- A01N25/08—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 solids as carriers or diluents
- A01N25/10—Macromolecular compounds
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- A—HUMAN NECESSITIES
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Abstract
本发明涉及纳米颗粒状配制剂,其包含至少一种活性物质或具有特殊效果的物质和至少一种无规自由基共聚物。该共聚物由带有磺酸基团的单体和额外的烯属不饱和化合物形成。配制剂可以纳米颗粒状形式分散于含水介质中。本发明还涉及制备固体和液体配制剂的方法及所述配制剂的用途。
Description
本发明涉及活性化合物配制剂,其除了至少一种活性化合物外还包含至少一种无规自由基共聚物以及合适的话额外的添加剂,所述共聚物包含作为单体单元的至少一种烯属不饱和磺酸i)或其盐或酸和盐的混合物以及至少一种烷基-、芳基-、烷芳基-、芳烷基-、芳氧基烷基-、烷氧基芳基-或羟基烷基取代的(甲基)丙烯酸酯或(甲基)丙烯酰胺ii)。
本发明还涉及制备活性化合物配制剂的方法、通过将这些活性化合物配制剂再分散于含水体系中而制备的分散体以及这些活性化合物配制剂的用途。
许多活性化合物理想的是以含水体系形式提供。这自然使得不溶于水或仅微溶于水中的活性化合物的有效施用更难,因为生物利用率以及因此生物活性低。许多活性化合物,尤其是农业和药物领域中的活性化合物本质上是疏水的且因此存在上述施用问题。
已知活性化合物颗粒的溶解性、分散性和生物利用率可以通过在相同的总量下扩大颗粒表面积,即减小粒度而增加。例如,生物膜的穿透在更小的粒度下简化。
这同时意味着与施用较大颗粒形式的活性化合物相比,在使用尺寸为1微米和更小的颗粒时,为实现相同效果所必需的活性化合物量更小。
抑制晶体生长和附聚的表面活性物质通常用来稳定纳米颗粒体系。典型的稳定剂是导致形成胶束的低分子量表面活性剂或低聚体。该类胶束的活性化合物含量通常较低,这是不利的。
然而,高分子量辅助剂,如胶体、两亲性聚合物和增稠剂也提供了稳定小活性化合物颗粒的可能性。
尽管上述保护性胶体通过覆盖表面并导致颗粒之间的排斥性静电和/或位阻相互作用使颗粒稳定而不附聚,但增稠剂通过减慢颗粒之间的扩散并因此减慢颗粒之间的碰撞速率而起动力学稳定作用。
WO 97/13503公开了一种制备纳米颗粒的方法,其中使溶液状态的试剂和基质一起接触,然后在喷雾干燥步骤中产生纳米复合粉末,该粉末可以再分散于含水介质中。以此方式生产的纳米颗粒小于5000nm,特别优选小于250nm。除了治疗和诊断试剂外,尤其也将农药作为可能的应用提及。
作为基质材料可以提到碳水化合物、蛋白质、无机盐、树脂或类脂,作为树脂可以提到明胶、淀粉、聚乙烯基吡咯烷酮、阿拉伯半乳聚糖、聚乙烯醇、聚丙烯酸、聚乙烯、聚甲基丙烯酸酯、聚酰胺、聚(乙烯/乙酸乙烯酯共聚物)和紫胶以及作为碳水化合物可以提到纤维素。
必须加入额外的组分如稳定剂和表面活性剂以进行再分散。
EP-A 0 275 796公开了一种通过形成球形纳米颗粒而制备可胶态分散体系的方法。该方法包括将第一组分A溶于溶剂或溶剂混合物中,任选向其中加入表面活性试剂,并准备第二溶剂或溶剂混合物,该第二溶剂或溶剂混合物不溶解组分A。此外,任选将表面活性试剂加入第二溶剂或溶剂混合物中并且该第二溶剂/溶剂混合物以任意比例与组分A的溶剂/溶剂混合物溶混。当在混合室中将该组分的溶液与第二溶剂/溶剂混合物在控制混合和停留时间下混合(超微粉碎)时,形成尺寸小于500nm的纳米颗粒。作为可能的组分A可以提到聚合物、脂肪、脂肪酸酯、生物活性物质、颜料、润滑剂或染料。
WO 98/16105公开了固体植物保护制剂,其基本由一种或多种本身主要为无定形的固体且在25℃下在水中的溶解度低于500mg/l的植物保护活性化合物和包围该活性化合物的涂层组成。该制剂通过将植物保护活性化合物的液体配制剂与涂料的液体配制剂混合并干燥以此方式涂敷的植物保护活性化合物而生产。优选的溶剂是挥发性水溶混性溶剂。干燥的纳米颗粒可以再分散于含水介质中,粒度为0.1-0.8微米。表面活性聚合物胶体或低聚两亲性化合物或其混合物适合作为涂层材料。优选使用生物聚合物和改性的生物聚合物。此外,合成阴离子和中性聚合物如聚乙烯醇、聚乙烯基吡咯烷酮和聚丙烯酸是合适的。
WO 03/039249涉及由植物保护剂和无规自由基共聚物以及任选的额外添加剂形成的固体植物保护配制剂,所述共聚物包含至少一种亲水性单体和一种疏水性单体作为聚合单元。在所述水分散体中,发现至少50%的分散颗粒呈X射线无定形的状态。将前阳离子性含氮化合物,如乙烯基取代的吡啶或氨烷基取代的(甲基)丙烯酰胺用作亲水性单体。
EP-A 0 875 143公开了聚合物含量为0.01-40重量%的农药组合物,其中至少一种组分为降低该组合物的农药活性化合物结晶的聚合物。
聚合物可以具有亲油性或同时具有亲油和亲水性。亲水性通过选自如下的单体单元固定:单烯属不饱和单体如丙烯酸、甲基丙烯酸、富马酸、马来酸和衣康酸的取代烷基酯、烷基硫代酸酯和单-或二烷基酰胺,C1-C4羧酸的取代或未取代乙烯基酯,环状酯,酰胺以及杂环化合物和乙烯基取代的胺。
亲油性通过烯属不饱和单体如丙烯酸、甲基丙烯酸、富马酸、马来酸或衣康酸的长链烷基酯和单-或二取代的烷基酰胺,α-烯烃或乙烯醇酯、乙烯基卤化物、乙烯基腈和羧酸乙烯酯而赋予聚合物。
WO 02/082900描述了纳米颗粒的含水悬浮液。纳米颗粒由具有至少一个疏水性单元和至少一个亲水性单元的两亲性化合物和基于100份两亲性化合物为至少50重量%的有机水不溶性农用化学物质形成。两亲性二嵌段共聚物被公开作为增容剂。
DE-A 10151392描述了由生物活性化合物、分散剂、聚乙烯醇和合适的话添加剂组成的粉状活性化合物配制剂。就此而言,将活性化合物和分散剂悬浮于水相中并加热直到熔融;形成乳液。该乳液用喷射分散混合器均化并随后快速冷却直到分散的熔体固化。然后用聚乙烯醇水溶液处理细碎分散体,从而形成包封分散体颗粒的聚乙烯醇膜。
EP-A 0 875 142公开了植物保护活性化合物在农用油中的分散体以及一种制备这些分散体的方法。分散颗粒的尺寸为0.5-10微米。用于分散活性化合物的聚合物包含2.5-35重量%极性单体。将带有羟基、羧基和氮基团的单体用作极性单体。优选的单体是长链(甲基)丙烯酸酯和作为极性单体的二甲氨基丙基甲基丙烯酰胺(DMAPMA)。
本发明的目的是提供配制活性化合物的新可能性,尤其是将本身具有低水溶性的活性化合物纳米分散于含水介质中的可能性。
本发明涉及包含如下组分的活性化合物配制剂:
a.至少一种活性化合物,
b.至少一种无规自由基共聚物,其包含作为单体的如下化合物:
至少一种式I的烯属不饱和磺酸:
其中X为氧或NR5,R1为氢或甲基,n可以取0-10的值,R2和R3相互独立地为C1-C6烷基且R5为氢、烷基、芳基、烷芳基、芳烷基、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,其中芳基可以被取代,以及其中所述烯属不饱和磺酸可以酸或盐形式存在或以酸和盐形式的混合物存在,
至少一种式II的烯属不饱和单体:
其中Y为氧或NR5,R4为氢或甲基且R5和R6相互独立地为氢、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,
任选的额外单体,和
c.合适的话额外的添加剂。
式I磺酸的盐优选为碱金属盐或铵盐。
C1-C20烷基适合单独或在上述组合中作为烷基。尤其可以提到C1-C6烷基如甲基、乙基、丙基、1-甲基乙基、丁基、1-甲基丙基、2-甲基丙基、1,1-二甲基乙基、戊基、1-甲基丁基、2-甲基丁基、3-甲基丁基、1,1-二甲基丙基、1,2-二甲基丙基、2,2-二甲基丙基、1-乙基丙基、己基、1-甲基戊基、2-甲基戊基、3-甲基戊基、4-甲基戊基、1,1-二甲基丁基、1,2-二甲基丁基、1,3-二甲基丁基、2,2-二甲基丁基、2,3-二甲基丁基、3,3-二甲基丁基、1-乙基丁基、1,1,2-三甲基丙基、1,2,2-三甲基丙基、1-乙基-1-甲基丙基和1-乙基-2-甲基丙基、环己基,正庚基,正辛基,2-乙基己基,癸基,异癸基,十一烷基,月桂基,十三烷基,肉豆蔻基,十五烷基,鲸蜡基,十七烷基或硬脂基。
芳基应理解为指单环或多环、合适的话被取代的芳族烃基。作为举例可以提及苯基、萘基或被卤素如氟或氯取代的苯基。
烷氧基为经由氧原子(-O-)与骨架键合的烷基。
芳氧基为经由氧原子(-O-)与骨架键合的芳基。
额外的单体例如可以包括乙烯基芳族单体,如苯乙烯和苯乙烯衍生物如α-甲基苯乙烯、乙烯基甲苯、邻甲基苯乙烯、间甲基苯乙烯、对甲基苯乙烯、乙基乙烯基苯、乙烯基萘、乙烯基二甲苯和对应的卤代乙烯基芳族单体;或带有硝基、烷氧基、卤代烷基、烷氧羰基、羧基、氨基和烷基氨基的乙烯基芳族单体;α-烯烃,如乙烯、丙烯、1-丁烯、1-戊烯、1-己烯、异丁烯;或包含长链(C10-C20)烷基的α-烯烃;二烯烃,如丁二烯和异戊二烯;乙烯基醇酯,如乙酸乙烯酯;乙烯基卤化物,如氯乙烯、溴乙烯或氟乙烯、偏二氯乙烯、偏二氟乙烯、偏二溴乙烯;乙烯基腈;羧酸乙烯酯;1-乙烯基酰胺,如1-乙烯基吡咯烷酮、1-乙烯基哌啶酮、1-乙烯基己内酰胺、1-乙烯基甲酰胺、1-乙烯基乙酰胺或1-甲基-1-乙烯基乙酰胺,N-乙烯基咪唑;单烯属不饱和单体如丙烯酸、甲基丙烯酸、富马酸、马来酸和衣康酸的C1-C24烷基酯及其单取代、二取代和未取代的C1-C24烷基酰胺;乙烯基磺酸;酸酐,如马来酸酐;不饱和醛,如丙烯醛;或不饱和醚,如1,4-环己烷二甲醇二乙烯基醚、1,4-环己烷二甲醇单乙烯基醚、丁二醇二乙烯基醚、丁二醇单乙烯基醚、环己基乙烯基醚、二甘醇二乙烯基醚、乙二醇单乙烯基醚、乙基乙烯基醚、甲基乙烯基醚、正丁基乙烯基醚、十八烷基乙烯基醚、三甘醇乙烯基甲基醚、乙烯基异丁基醚、乙烯基(2-乙基己基)醚、乙烯基丙基醚、乙烯基异丙基醚、乙烯基十二烷基醚、乙烯基叔丁基醚、己二醇二乙烯基醚、己二醇单乙烯基醚、二甘醇单乙烯基醚、二乙氨基乙基乙烯基醚、聚四氢呋喃-290二乙烯基醚、四甘醇二乙烯基醚、乙二醇丁基乙烯基醚、乙二醇二乙烯基醚、三甘醇二乙烯基醚、三羟甲基丙烷三乙烯基醚或氨丙基乙烯基醚。
用“自由基”描述的聚合物应理解为指通过自由基聚合制备的聚合物。
用“无规”描述的共聚物应理解为指其中单体顺序由单体的共聚参数决定的共聚物。这相应地对由不止两种类型的单体组成的共聚物也是有效的。
这类聚合物也描述为统计共聚物。
式I的磺酸可以酸或盐形式存在或以酸和盐形式的混合物存在。术语“磺酸”用于所有这些形式。
磺酸的盐是金属盐,尤其是碱金属盐如锂、钠或钾盐,或铵盐。
在优选实施方案中,本发明的无规自由基共聚物包含作为单体的至少一种式I的烯属不饱和磺酸,至少一种式IIa的(甲基)丙烯酸酯:
其中m取0-4的整数值且p取整数值0或1,R4为氢或甲基,且R7、
R8和R9相互独立地为氢、C1-C6烷基、卤素、羟基或C1-C6烷氧基,其中烷基和烷氧基可以被卤代,
和任选包含的额外的式IIb的烯属单体:
其中Y为O或NR5,R10为氢或甲基,且R5和R6为氢、烷基、芳基、烷芳基、芳烷基、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,芳基可以被取代。
就此而言,烷氧基为经由氧原子与骨架键合的上述烷基。芳氧基为经由氧原子(-O-)与骨架键合的芳基。
芳基应理解为指单环或多环、合适的话被取代的芳族烃基。例如可以提到苯基、萘基或被卤素如氟或氯取代的苯基。芳氧基为经由氧原子与骨架键合的上述芳基。
烷芳基例如是甲苯基,芳烷基例如是苄基,烷氧基烷基例如是乙氧基乙基,芳氧基烷基例如是苯氧基乙基,烷氧基芳基例如是甲氧基苯基,羟烷基例如是羟乙基且(二)烷基氨基烷基例如是二甲氨基丙基。
在特别优选的实施方案中,本发明的无规自由基共聚物由至少一种式I的烯属不饱和磺酸和丙烯酸苯氧基C1-C6烷基酯如丙烯酸苯氧基乙基酯形成。
在额外优选的实施方案中,无规自由基共聚物由上式I的单体,尤其是2-丙烯酰氨基-2-甲基-1-丙烷磺酸和至少一种式II的烯属不饱和单体和任选的额外单体形成:
其中Y为氧或NR5,R4为氢或甲基且R5和R6为氢、烷基、芳基、烷芳基、芳烷基、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,其中烷基和芳基具有上述含义。
在额外特别优选的实施方案中,无规自由基共聚物包含作为单体的2-丙烯酰氨基-2-甲基-1-丙烷磺酸和至少一种其中Y为氧,R4为氢且R6为氢或烷基的式II烯属不饱和单体。
因此,在该特别优选的实施方案中,无规自由基共聚物包含作为单体的2-丙烯酰氨基-2-甲基-1-丙烷磺酸和至少一种丙烯酸的酯。
丙烯酸的该类酯例如为丙烯酸甲酯、丙烯酸乙酯、丙烯酸丙酯、丙烯酸异丙酯、丙烯酸丁酯、丙烯酸2-甲基丙基酯、丙烯酸叔丁酯、丙烯酸己酯、丙烯酸环己基酯、丙烯酸正辛酯、丙烯酸2-乙基己酯、丙烯酸癸酯、丙烯酸异癸酯、丙烯酸十一烷基酯、丙烯酸月桂基酯、丙烯酸十三烷基酯、丙烯酸肉豆蔻基酯、丙烯酸十五烷基酯、丙烯酸鲸蜡基酯、丙烯酸十七烷基酯或丙烯酸硬脂基酯。
在非常特别优选的实施方案中,无规自由基共聚物包含作为单体的2-丙烯酰氨基-2-甲基-1-丙烷磺酸、丙烯酸苯氧基乙基酯和至少一种丙烯酸的酯。
在额外的非常特别优选的实施方案中,无规自由基共聚物由单体2-丙烯酰氨基-2-甲基-1-丙烷磺酸和丙烯酸苯氧基乙基酯形成。
聚合物的分子量Mw和Mn以及多分散性由尺寸排阻色谱法测定。可以将市售PMMA标准单元用作校准材料。
根据本发明,至少一种烯属不饱和磺酸在至少一种无规自由基共聚物的总重量中的百分比为10-90重量%,优选20-80重量%,特别优选30-70重量%。
本发明无规自由基共聚物优选以常规方式通过自由基聚合而合成。然而,还可以将其他方法,例如受控自由基方法用于聚合。聚合在单体和一种或多种引发剂存在下进行并且可以在存在或不存在溶剂下进行,以乳液或悬浮液进行。
聚合可以分批反应、半连续操作或连续操作进行。
反应时间通常为1-12小时。
反应可能进行的温度范围通常为20-200℃,优选40-120℃。
将常规的形成自由基的物质用作自由基聚合的引发剂。引发剂优选选自偶氮化合物、过氧化物或氢过氧化物。例如可以提到过氧化乙酰、过氧化苯甲酰、过氧化月桂酰、过氧化异丁酸叔丁酯、过氧化己酰、氢过氧化枯烯、偶氮二异丁腈或2,2’-偶氮二(2-甲基丁腈)。特别优选偶氮二异丁腈(AIBN)。
自由基聚合优选在溶液中进行。溶剂是水,醇类如甲醇、乙醇或异丙醇,偶极非质子溶剂如DMF、DMSO或NMP,或卤代或非卤代芳族或脂族烃类如己烷、氯苯、甲苯或苯。优选的溶剂是异丙醇、甲醇、甲苯、DMF、NMP、DMSO和己烷;特别优选DMF。
根据本发明,活性化合物的重量百分数与无规自由基共聚物的重量百分数之比为1∶10-10∶1,优选1∶4-4∶1,特别优选1∶2-2∶1。
在本发明含义内合适的活性化合物优选为微溶于水中的活性化合物,如生物学或药学上的活性化合物,还有具有特殊效果的微溶于水中的物质如着色剂、香料、调味剂以及用于化妆品中的具有特殊效果的活性物质和物质。微溶于水是指在水中的溶解度低于1000mg/l,优选低于100mg/l,在每种情况下为在20℃的溶解度。
在本发明的配制剂中,可以同时存在几种这类活性化合物。
本发明优选涉及植物保护活性化合物的配制剂、分散形式的这些植物保护配制剂的制备以及通过使用本发明植物保护配制剂来对抗害虫和不希望的植物生长的制剂和方法。
作为植物保护活性化合物可以提到杀真菌剂、杀菌剂、杀虫剂、杀螨剂、杀线虫剂、杀软体动物剂、除草剂和植物生长调节剂。
优选的植物保护活性化合物是列于http://www.hclrss.demon.co.uk/index_cn_frame.html(通用名索引)下的除草剂、杀螨剂、杀虫剂、杀线虫剂和杀真菌剂。例如可以提到下列除草剂、杀螨剂、杀虫剂、杀线虫剂和杀真菌剂:
齐墩螨素(Abamectin)、高灭磷(acephate)、灭螨醌(acequinocyl)、吡虫清(acetamiprid)、家蝇磷(acethion)、乙草胺(acetochlor)、acetoprole、氟锁草醚(acifluorfen)、苯草醚(aclonifen)、灭藻醌(ACN)、氟酯菊酯(acrinathrin)、丙烯醛(acrolein)、丙烯腈(acrylonitrile)、八九十混酸(acypetacs)、甲草胺(alachlor)、抑草生(alanap)、棉铃威(alanycarb)、涕灭威(aldicarb)、aldimorph(4-十二烷基-2,6-二甲基吗啉)、砜灭威(aldoxycarb)、艾氏剂(aldrin)、丙烯除虫菊(allethrin)、反丙烯除虫菊(d-trans-allethrin)、草毒死(allidochlor)、allosamidin、枯杀达(alloxydim)、丙烯醇(allyl alcohol)、除害威(allyxycarb)、五氯戊酮酸(alorac)、甲体氯氰菊酯(alpha-cypermethrin)、特津酮(ametridione)、莠灭净(ametryn)、莠灭净(ametryne)、特草嗪酮(amibuzin)、氨唑草酮(amicarbazone)、赛果(amidithion)、amidoflumet、磺氨黄隆(amidosulfuron)、灭害威(aminocarb)、杀草强(aminotriazole)、甲基胺草磷(amiprofos-methyl)、胺吸磷(amiton)、虫螨脒(amitraz)、杀草强(amitrole)、氨基磺酸铵(ammonium sulfamate)、氨丙膦酸(ampropylfos)、氨基磺酸铵(AMS)、灭虫碱(anabasine)、敌菌灵(anilazine)、莎稗磷(anilofos)、疏草隆(anisuron)、残杀威(arprocarb)、白砒(arsenous oxide)、黄草灵(asulam)、艾赛达松(athidathion)、莠去通(atraton)、莠去津(atrazine)、多马霉素(aureofungin)、齐墩螨素(avermectinB1)、戊环唑(azaconazole)、艾扎丁(azadirachtin)、唑啶炔草(azafenidin)、唑啶磷(azamethiphos)、灭蚜松(azidithion)、四唑黄隆(azimsulfuron)、益棉磷(azinphos ethyl)、谷硫磷(azinphosmethyl)、叠氮津(aziprotryn)、肼硫双(azithiram)、偶氮苯(azobenzene)、唑环锡(azocyclotin)、偶氮磷(azothoate)、腈嘧菌酯(azoxystrobin)、燕麦灵(barban(=barbanate))、六氟硅酸钡(barium hexafluorosilicate)、多硫化钡(barium polysulfide)、氟硅酸钡(barium silicofluoride)、熏虫菊(barthrin)、BCPC、氟丁酰草胺(beflubutamid)、苯霜灵(benalaxyl)、草除灵(benazolin)、虫威(bendiocarb)、噻草平(bendioxide)、氟草胺(benefin(=benfluralin))、丙硫克百威(benfuracarb)、呋草黄(benfuresate)、麦锈灵(benodanil)、苯菌灵(benomyl)、benoxafos、敌菌腙(benquinox)、苄嘧黄隆(bensulfuron)、地散磷(bensulide)、杀虫磺(bensultap)、丙唑草隆(bentaluron)、苯达松(bentazon)、杀草丹(benthiocarb)、胺酸杀(benzadox)、杀藻铵(benzalkoniumchloride)、苄烯酸(benzamacril)、异恶草胺(benzamizole)、苯杂吗(benzamorf)、六六六(benzene hexachloride)、双苯嘧草酮(benzfendizone)、丙苯草胺(benzipram)、benzobicyclon、硫丹(benzoepin)、吡草酮(benzofenap)、氟磺胺草(benzofluor)、苯基异羟肟酸(benzohydroxamicacid)、苯螨特(benzomate benzoximate(=benzoylprop))、噻草隆(benzthiazuron)、苯甲酸苄酯(benzyl benzoate)、β-氟氯氰菊酯(beta-cyfluthrin)、乙体氯氰菊酯(beta-cypermethrin)、bethoxazin、六六六(BHC)、林丹(gamma-BHC)、双丙氨酰膦(bialaphos)、联苯肼酯(bifenazate)、治草醚(bifenox)、氟氯菊酯(bifenthrin)、双丙氨酰膦(bilanafos)、乐杀螨(binapacryl)、反丙烯除虫菊(bioallethrin)、bioethanomethrin、生物氯菊酯(biopermethrin)、右旋反灭虫菊酯(bioresmethrin)、联苯(biphenyl)、双嘧苯甲酸(bispyribac)、双三氟虫脲(bistrifiuron)、双苯三唑醇(bitertanol)、氯赛多(bithionol)、灭瘟素(blasticidin-S)、硼砂(borax)、波尔多液(Bordeauxmixture)、克螨特(BPPS)、除草定(bromacil)、二溴磷(bromchlophos)、溴苯烯磷(bromfenvinfos)、糠草腈(bromobonil)、溴丁酰草胺(bromobutide)、溴烯杀(bromocyclen)、溴代滴滴涕(bromo-DDT)、杀草全(bromofenoxim)、溴甲烷(bromomethane)、溴硫磷(bromophos)、乙基溴硫磷(bromophos-ethyl)、溴螨酯(bromopropylate)、溴苯腈(bromoxynil)、溴杀草敏(brompyrazon)、糠菌唑(bromnconazole)、二溴磷(BRP)、合杀威(bufencarb)、磺嘧菌灵(bupirimate)、噻嗪酮(buprofezin)、大土克斯(Burgundy mixture)、畜虫威(butacarb)、丁草胺(butachlor)、氟丙嘧草酯(butafenacil)、丙戊草胺(butam)、草胺磷(butamifos)、特嘧硫磷(butathiofos)、丁烯草胺(butenachlor)、草噻咪(buthidazole)、粉病定(buthiobate)、丁噻隆(buthiuron)、丁叉威(butocarboxim)、丁酯磷(butonate)、氧丁叉威(butoxycarboxim)、地乐胺(butralin)、丁氧环酮(butroxydim)、播土隆(buturon)、氨丁烷(butylamine)、苏达灭(butylate)、丁酯磷(butylchlorophos)、二甲胂酸(cacodylic acid)、流线磷(cadusafos)、唑草胺(cafenstrole)、咖啡碱(caffeine)、砷酸钙(calcium arsenate)、氯酸钙(calcium chlorate)、氰氨化钙(calcium cyanamide)、石硫合剂(calciumpolysulfide)、克草胺酯(cambendichlor)、毒杀芬(camphechlor)、敌菌丹(captafol)、克菌丹(captan)、威百亩(carbam)、卡巴莫夫(carbamorph)、氯灭杀威(carbanolate)、西维因(carbaryl)、卡巴草灵(carbasulam)、carbathion、多菌灵(carbendazim)、长杀草(carbetamide)、虫螨威(carbofuran)、二硫化碳(carbon disulfide)、四氯化碳(carbon tetrachloride)、三硫磷(carbophenothion)、马拉松(carbophos)、丁硫克百威(carbosulfan)、特唑威(carboxazole)、萎锈灵(carboxin)、氟酮唑草(carfentrazone)、氯环丙酰胺(carpropamid)、巴丹(cartap)、香芹酮(carvone)、草毒死(CDAA)、草立死(CDEA)、草克死(CDEC)、双氯灵(CEPC)、敌菌腙(cerenox)、沙巴草(cevadilla)、菌杀特(Cheshunt mixture)、喹磷(chinalphos)、甲基喹磷(chinalphos-methyl)、灭螨猛(chinomethionat)、灭瘟唑(chlobenthiazone)、氯硝醚(chlomethoxyfen)、氯苯胺灵(chlor-IPC)、草灭平(chloramben)、双胺灵(chloraniformethan)、四氯对醌(chloranil)、地快乐(chloranocryl)、炔禾灵(chlorazifop)、可乐津(chlorazine)、氯杀螨(chlorbenside)、冰片丹(chlorbicyclen)、氯溴隆(chlorbromuron)、氯草灵(chlorbufam)、氯丹(chlordane)、开蓬(chlordecone)、杀虫脒(chlordimeform)、壤虫氯磷(chlorethoxyfos)、乙氧苯隆(chloreturon)、伐草克(chlorfenac)、氟唑虫清(chlorfenapyr)、苯咪唑菌(chlorfenazole)、杀螨醇(chlorfenethol)、灭草隆(chlorfenidim)、杀螨酯(chlorfénizon)、燕麦酯(chlorfenprop)、杀螨酯(chlorfenson)、敌螨丹(chlorfensulphide)、毒虫畏(chlorfenvinphos)、虫畏磷(chlorfenvinphos-methyl)、定虫隆(chlorfiuazuron)、氟咪杀(chlorfiurazole)、氯甲丹(chlorflurecol)、氯甲丹(chlorfiurenol)、杀草敏(chloridazon)、氯嘧黄隆(chlorimuron)、氯草灵(chlorinate)、氯甲磷(chlormephos)、氯硝醚(chlormethoxynil)、草枯醚(chlornitrofen)、氯乙酸(chloroacetic acid)、乙酯杀螨醇(chlorobenzilate)、氯仿(chloroform)、伊托明(chloromebuform)、螟铃畏(chloromethiuron)、地茂散(chloroneb)、敌百虫(chlorophos)、氯化苦(chloropicrin)、茅滴混剂(chloropon)、丙酯杀螨醇(chloropropylate)、百菌清(chlorothalonil)、绿麦隆(chlorotoluron)、枯草隆(chloroxifenidim(=chloroxuron))、羟敌草腈(chloroxynil)、氯腈肟磷(chlorphoxim)、氯吡唑磷(chlorprazophos)、草败死(chlorprocarb)、氯苯胺灵(chlorpropham)、毒死蜱(cblorpyrifos)、甲基毒死蜱(chlorpyrifos-methyl)、四氯喹啉(chlorquinox)、绿黄隆(chlorsulfuron)、敌草索(chlorthal)、草克乐(chlorthiamid)、氯甲硫磷(chiorthiophos)、绿麦隆(chlortoluron)、乙菌利(chlozolinate)、chromafenozide、丙烯除虫菊(cinerin I)、瓜菊酯(cinerin II)、环庚草醚(cinmethylin)、醚黄隆(cinosulfuron)、乐草完(cisanilide)、右旋反灭虫菊酯(cismethrin)、烯草酮(clethodim)、同菌唑(climbazole)、碘氯啶酯(cliodinate)、炔草酯(clodinafop)、除线威(cloethocarb)、四螨嗪(clofentezine)、氯丁草(clofop)、异恶草酮(clomazone)、稗草胺(clomeprop)、调果酸(cloprop)、环己烯草酮(cloproxydim)、二氯皮考啉酸(clopyralid)、唑嘧磺胺盐(cloransulam)、氯氰碘柳胺(closantel)、噻虫胺(clothianidin)、克霉唑(clotrimazole)、甲基胂酸钙(CMA)、蔬草灭(CMMP)、芬硫磷(CMP)、灭草隆(CMU)、醋酸铜(copper acetate)、巴黎绿(copper acetoarsenite)、砷酸铜(copper arsenate)、碱式碳酸铜(copper carbonate,basic)、氢氧化铜(copper hydroxide)、环烷酸铜(copper naphthenate)、油酸铜(copper oleate)、王铜(copperoxychloride)、喹啉铜(copper 8-quinolinolate)、硅酸铜(copper silicate)、硫酸铜(copper sulfate)、碱式硫酸铜(copper sulfate,basic)、铬酸铜锌(copperzinc chromate)、蝇毒磷(coumaphos)、畜虫磷(coumithoate)、促生灵(4-CPA)、氯苯氧丁酸(4-CPB)、氯胺叉草(CPMF)、氯苯氧丙酸(4-CPP)、氯丙灵(CPPC)、甲酚(cresol(=cresylic acid))、克罗米通(crotamiton)、丁烯磷(crotoxyfos)、育畜磷(crufomate)、冰晶石(cryolite)、硫杂灵(cufraneb)、苄草隆(cumyluron)、福美铜氯(cuprobam)、氧化亚铜(cuprous oxide)、杀虫畏(CVMP)、硫草净津(cyanatryn)、草净津(cyanazine)、苯腈磷(cyanofenphos)、杀螟腈(cyanophos)、果虫磷(cyanthoate)、氰霜唑(cyazofamid)、环糠酰胺(cyclafuramid)、环虫菊(cyclethrin)、草灭特(cycloate)、放线菌酮(cycloheximide)、乙氰菊酯(cycloprothrin)、环丙黄隆(cyclosulfamuron)、噻草酮(cycloxydim)、环氟菌胺(cyflufenamid)、环莠隆(cycluron)、氟氯氰菊酯(cyfluthrin)、β-氟氯氰菊酯、氰氟草酯(cyhalofop)、(Rs)氯氟氰菊酯(cyhalothrin)、γ-氯氟氰菊酯、λ-氯氟氰菊酯、三环锡(cyhexatin)、清菌脲(cymoxanil)、氰菌灵(cypendazole)、氯氰菊酯(cypermethrin)、甲体氯氰菊酯、乙体氯氰菊酯、辛体氯氰菊酯、己体氯氰菊酯、莎草快(cyperquat)、苯醚氰菊酯(cyphenothrin)、环草津(cyprazine)、环唑草胺(cyprazole)、多果定(cyprex)、环唑醇(cyproconazole)、环丙嘧啶(cyprodinil)、酯菌胺(cyprofuram)、环草胺(cypromid)、灭蝇胺(cyromazine)、赛灭磷(cythioate)、2,4-滴(2,4-D)、2,4-滴胺(3,4-DA)、香草隆(daimuron)、茅草枯(dalapon)、棉隆(dazomet)、2,4-滴丁酸(2,4-DB)、3,4-滴丁酸(3,4-DB)、二溴氯丙烷(DBCP)、邻二氯苯(DCB)、二氯异丙醚(DCIP)、敌稗(DCPA(USA))、敌稗(DCPA(日本))、氯全隆(DCU)、滴滴滴(DDD)、病定清(DDPP)、滴滴涕(DDT)、pp(纯)-DDT、敌敌畏(DDVP)、赛信(2,4-DEB)、双乙氧咪唑威(debacarb)、癸磷锡(decafentin)、一甲呋喃丹(decarbofuran)、保狗鲜(dehydroacetic acid)、敌草快(deiquat)、敌草乐(delachlor)、敌杀磷(delnav)、溴氰菊酯(deltamethrin)、田乐磷(demephion)、田乐磷(demephion-O)、田乐磷(demephion-S)、内吸磷(demeton)、甲基内吸磷(Demeton-methyl)、一○五九(demeton-O)、甲基一○五九(demeton-O-methyl)、一○五九(demeton-S)、甲基一○五九(demeton-S-methyl)、磺吸磷(demeton-S-methyl sulphon(=demeton-S-methyl sulphone))、敌百虫(DEP)、2,4-滴磷酯(2,4-DEP)、反丙烯除虫菊(depalléthrine)、鱼藤酮(derris)、2,4-滴硫钠(2,4-DES)、异苯敌草(desmedipham)、敌草净(desmetryn(=desmetryne))、杀螨硫隆(diafenthiuron)、氯亚磷(dialifos)、燕麦敌(diallate)、除线特(diamidafos)、麦草畏(dianat)、二嗪农(diazinon)、二溴磷(dibrom)、1,2-二溴乙烷(1,2-dibromoethane)、麦草畏(dicamba)、异氯磷(dicapthon)、敌草腈(dichlobenil)、除线磷(dichlofenthion)、抑菌灵(dichlofluanid)、二氯萘醌(dichlone)、氯全隆(dichloralurea)、敌草隆(dichlorfenidim)、抑草灵(dichlormate)、邻二氯苯(o-dichlorobenzene)、对二氯苯(p-dichlorobenzene)、1,2-二氯乙烷(1,2-dichloroethane)、二氯甲烷(dichloromethane)、双氯酚(dichlorophen)、1,2-二氯丙烷(1,2-dichloropropane)、1,3-二氯丙烯(1,3-dichloropropene)、2,4-滴丙酸(dichlorprop)、高2,4-滴丙酸(dichlorprop-P)、敌敌畏(dichlorvos)、菌核利(dichlozoline)、苄氯三唑醇(diclobutrazol)、双氯氰菌胺(diclocymet)、氯甲草(diclofop)、哒菌清(diclomezine)、氯硝胺(dicloran)、唑嘧磺胺(diclosulam)、开乐散(dicofol)、dicresyl、百治磷(dicrotophos)、地快乐(dicryl)、地昔尼尔(dicyclanil)、狄氏剂(dieldrin)、除螨灵(dienochlor)、二乙除草双(diethamquat)、安塔(diethatyl)、乙硫磷(diethion)、乙霉威(diethofencarb)、焦碳酸二乙酯(diethyl pyrocarbonate)、醚唑(difenoconazole)、氟苯戊烯酸(difenopenten)、枯莠隆(difenoxuron)、苯敌快(difenzoquat)、氟脲杀(diflubenzuron)、吡氟草胺(diflufenican(=diflufenicanil))、二氟吡隆(diflufenzopyr)、氟嘧菌胺(diflumetorim)、dilor、甲氟磷(dimefox)、丁隆(dimefuron)、杀虫双(dimehypo)、哌草丹(dimepiperate)、地麦威(dimetan)、克草胺(dimethachlor)、戊草津(dimethametryn)、噻吩草胺(dimethenamid)、精噻吩草胺(dimethenamid-P)、甲菌定(dimethirimol)、乐果(dimethoate)、烯酰吗啉(dimethomorph)、苄菊酯(dimethrin)、甲基毒虫畏(dimethylvinphos)、敌蝇威(dimetilan)、草灭散(dimexano)、敌米达松(dimidazon)、醚菌胺(dimoxystrobin)、二嗪农(dimpylate)、消螨酚(dinex)、烯唑醇(diniconazole)、烯唑醇(diniconazole-M)、敌乐胺(dinitramine)、敌螨通(dinobuton)、敌螨普(dinocap)、敌螨普(dinocap-4)、敌螨普(dinocap-6)、二硝酯(dinocton)、消草酯(dinofenate)、硝戊酯(dinopenton)、硝丙酚(dinoprop)、戊硝酚(dinosam)、地乐酚(dinoseb)、硝辛酯(dinosulfon)、呋虫胺(dinotefuran)、地乐消酚(dinoterb)、硝丁酯(dinoterbon)、茂醚(diofenolan)、杀抗松(dioxabenzofos)、二氧威(dioxacarb)、敌杀磷(dioxathion)、草乃敌(diphenamid)、二苯砜(diphenyl sulfone)、二苯胺(diphenylamine)、杀螨好(diphenylsulphide)、杀草净(dipropetryn)、敌百虫(dipterex)、吡菌硫(dipyrithione)、敌草快(diquat)、氯茴香酸酯(disugran)、2,4-滴硫钠(disul)、双硫仑(disulfiram)、乙拌磷(disulfoton)、灭菌磷(ditalimfos)、二噻农(dithianon)、噻喃磷(dithicrofos)、甲基乙拌磷(dithiométon)、氟硫草定(dithiopyr)、敌草隆(diuron)、二黄原酸(dixanthogen)、草特磷(DMPA)、二硝甲酚(DNOC)、吗菌灵(dodemorph)、多敌菌(dodicin)、多果定(dodine)、苯氧炔螨(dofenapyn)、多果定(doguadine)、2,4-滴丙酸(doramectin(=2,4-DP))、3,4-滴丙酸(3,4-DP)、敌螨普(DPC)、敌菌酮(drazoxolon)、甲胂钠(DsMA)、反丙烯除虫菊、香草隆(dymron)、EBEP、蜕皮激素(ecdysone(=ecdysterone))、氯唑灵(echlomezol)、二溴乙烷(EDB)、二氯乙烷(EDC)、克瘟散(EDDP(=edifenphos))、草止津(eglinazine)、甲氨基阿维菌素(emamectin)、多杀威(EMPC)、烯炔菊酯(empenthrin)、硫丹(endosulfan)、草藻灭(endothal(=endothall))、因毒磷(endothion)、异狄氏剂(endrin)、杀螨酯(ephirsulfonate)、苯硫磷(EPN)、保幼醚(epofenonane)、氧唑菌(epoxiconazole)、埃普利诺菌素(eprinomectin)、磺唑草(epronaz)、扑草灭(EPTC)、抑草蓬(erbon)、高氰戊菊酯(esfenvalerate)、异砜磷(ESP)、禾草畏(esprocarb)、乙环唑(etaconazole)、etaphos、代森硫(etem)、噻唑菌胺(ethaboxam)、丁氟消草(ethalfluralin)、胺苯黄隆(ethametsulfuron)、噻二唑隆(ethidimuron)、苯虫威(ethiofencarb)、抑草威(ethiolate)、乙硫磷(ethion)、ethiprole、乙菌定(ethirimol)、益果(ethoate-methyl)、乙呋草黄(ethofumesate)、灭克磷(ethoprop(=ethoprophos))、氯氟草醚(ethoxyfen)、促长啉(ethoxyquin)、乙氧嘧黄隆(ethoxysulfuron)、特普(ethylpyrophosphate)、乙滴滴(ethylan(=ethyl-DDD)、二溴乙烷(ethylenedibromide)、二氯乙烷(ethylene dichloride)、环氧乙烷(ethylene oxide)、甲酸乙酯(ethyl formate)、醋酸乙汞(ethyl mercury acetate)、溴化乙汞(ethylmercury bromide)、西力生(ethyl mereury chloride)、谷乐生(ethyl mercuryphosphate)、硝草酚(etinofen)、代森硫(ETM)、乙胺草醚(etnipromid)、乙苯酰草(etobenzanid)、醚菊酯(etofenprox)、特苯唑(etoxazole)、氯唑灵(etridiazole)、氧嘧啶磷(etrimfos)、草必散(EXD)、唑酮菌(famoxadone)、氨磺磷(famphur)、伐草克(fenac)、咪唑菌酮(fenamidone)、地可松(fenaminosulf)、克线磷(fenamiphos)、菌拿灵(fenapanil)、异嘧菌醇(fenarimol)、酰苯磺威(fenasulam)、抗螨唑(fenazaflor)、喹螨醚(fenazaquin)、腈苯唑(fenbuconazole)、杀螨锡(fenbutatin oxide)、皮蝇磷(fenchlorphos)、乙苯威(fenethacarb)、五氟苯菊酯(fenfluthrin)、呋菌胺(fenfuram)、环酰菌胺(fenhexamid)、fenidin、种衣酯(fenitropan)、杀螟松(fenitrothion)、除螨酯(fénizon)、丁苯威(fenobucarb)、毒菌锡(fenolovo)、2,4,5-涕丙酸(fenoprop)、苯硫威(fenothiocarb)、fenoxacrim、氰菌胺(fenoxanil)、唑禾草灵(fenoxaprop)、高唑禾草灵(fenoxaprop-P)、双氧威(fenoxycarb)、拌种咯(fenpiclonil)、吡氯氰菊酯(fenpirithrin)、甲氰菊酯(fenpropathrin)、苯锈啶(fenpropidin)、丁苯吗啉(fenpropimorph)、唑螨酯(fenpyroximate)、哒嗪酮酸(fenridazon)、除螨酯(fenson)、丰索磷(fensulfothion)、氯苯氧乙醇(fenteracol)、噻唑禾草灵(fenthiaprop)、倍硫磷(fenthion)、乙基倍硫磷(fenthion-ethyl)、噻唑禾草灵(fentiaprop)、三苯锡基(fentin)、四唑草胺(fentrazamide)、氟硝二苯胺(fentrifanil)、非草隆(fenuron)、杀灭菊酯(fenvalerate)、福美铁(ferbam)、嘧菌腙(ferimzone)、硫酸亚铁(ferrous sulfate)、锐劲特(fipronil)、氟燕灵(flamprop)、强氟燕灵(flamprop-M)、啶嘧黄隆(flazasulfuron)、flonicamid、双氟磺草胺(florasulam)、嘧螨酯(fluacrypyrim)、吡氟禾草灵(fluazifop)、精吡氟禾草灵(fluazifop-P)、氟啶胺(fluazinam)、异丙吡草酯(fluazolate)、氟啶蜱脲(fluazuron)、噻唑螨(flubenzimine)、氟酮黄隆(flucarbazone)、氟消草(fluchloralin)、氟氯双苯隆(flucofuron)、氟螨脲(flucycloxuron)、氟氰戊菊酯(flueythrinate)、氟菌(fludioxonil)、联氟螨(fluenetil)、氟噻草胺(flufenacet)、flufenerim、氟苯啶草(flufenican)、氟虫脲(flufenoxuron)、氟丙苄醚(flufenprox)、氟哒嗪草酯(flufenpyr)、氟氯苯菊酯(flumethrin)、氟联苯菌(flumetover)、氟唑啶草(flumetsulam)、三氟嗪(flumezin)、酰亚胺苯氧乙酸(flumiclorac)、氟嗪酮(flumioxazin)、炔草胺(flumipropyn)、伏草隆(fluometuron)、氟杀螨(fluorbenside)、氟磺胺素(fluoridamid)、氟咯草酮(fluorochloridone)、消草醚(fluorodifen)、乙羧氟草醚(fluoroglycofen)、氟菌安(fluoroimide)、唑啶草(fluoromidine)、氯草醚(fluoronitrofen)、氟苯隆(fluothiuron)、菌唑灵(fluotrimazole)、胺草唑(flupoxam)、flupropacil、四氟丙酸(flupropanate)、氟啶黄隆(flupyrsulfuron)、喹唑菌酮(fluquinconazole)、氟草同(fluridone)、氟咯草酮(flurochloridone)、fluromidine、氟草烟(fluroxypyr)、呋草酮(flurtamone)、氟硅唑(flusilazole)、磺菌胺(flusulfamide)、达草氟(fluthiacet)、氟酰胺(flutolanil)、粉唑醇(flutriafol)、氟胺氰菊酯(fluvalinate)、氟胺氰菊酯(tau-fluvalinate)、灭菌丹(folpel(=folpet))、氟黄胺草醚(fomesafen)、地虫磷(fonofos)、甲酰胺黄隆(foramsulfuron)、甲醛(formaldehyde)、伐虫脒(formetanate)、安果(formothion)、胺甲威(formparanate)、膦铵素(fosamine)、藻菌磷(fosetyl)、丁苯硫磷(fosmethilan)、甲基毒死蜱(fospirate)、噻唑酮磷(fosthiazate)、伐线丹(fosthietan)、四氯苯酞(fthalide)、麦穗宁(fuberidazole)、呋氨丙灵(furalaxyl)、呋吡唑灵(furametpyr)、呋线威(furathiocarb)、灭菌胺(furcarbanil)、呋菌唑(furconazole)、呋醚唑(furconazole-cis)、抗虫菊(furethrin)、拌种胺(furmecyclox)、呋菌隆(furophanate)、氟呋草醚(furyloxyfen)、林丹(gamma-BHC)、γ-氯氟氰菊酯、林丹(gamma-HCH)、草铵膦(glufosinate)、果绿定(glyodin)、草甘膦(glyphosate)、灰黄霉素(griseofulvin)、双胍盐(guanoctine(=guazatine))、烯菌酯(halacrinate)、卤醚菊酯(halfenprox)、特丁苯酰肼(halofenozide)、氟硝磺酰胺(halosafen)、吡氯黄隆(halosulfuron)、氟啶草(haloxydine)、吡氟氯禾灵(haloxyfop)、六氯丙酮(HCA)、六六六(HCH)、林丹(gamma-HCH)、狄氏剂(HEOD)、七氯(heptachlor)、庚虫磷(heptenophos)、速杀硫磷(heterophos)、六氯(hexachlor(=hexachloran))、六氯丙酮、六氯苯、六氯丁二烯、己唑醇(hexaconazole)、氟铃脲(hexaflumuron)、氟硝二苯胺(hexafluoramin)、六氟盐(hexaflurate)、六嗪同(hexazinone)、环己硫磷(hexylthiofos)、噻螨酮(hexythiazox)、艾氏剂(HHDN)、灭蚁腙(hydramethylnon)、氰化氢(hydrogen cyanide)、蒙五一二(hydroprene)、土菌消(hydroxyisoxazole)、8-羟基喹啉盐(8-hydroxyquinoline sulfate)、土菌消(hymexazol)、喹啉威(hyquincarb)、异稻瘟净(IBP)、烯菌灵(imazalil)、咪草酯(imazamethabenz)、咪草啶酸(imazamox)、甲基咪草烟(imazapic)、灭草烟(imazapyr)、灭草喹(imazaqum)、咪草烟(imazethapyr)、啶咪黄隆(imazosulfuron)、酰胺唑(imibenconazole)、吡虫啉(imidacloprid)、双胍辛醋酸盐(iminoctadine)、咪炔菊酯(imiprothrin)、茚草酮(indanofan)、二唑虫(indoxacarb)、碘草腈(iodobonil)、碘硫磷(iodofenphos)、碘黄隆(iodosulfuron)、碘苯腈(ioxynil)、草怕津(ipazine)、苯胺灵(IPC)、环戊唑醇(ipconazole)、异稻瘟净(iprobenfos)、异丙定(iprodione)、异丙菌胺(iprovalicarb)、丙草定(iprymidam)、丰丙磷(IPSP)、扑灭生(IPX)、isamidofos、氯唑磷(isazofos)、碳氯灵(isobenzan)、丁环隆(isocarbamid)、异草定(isocil)、异艾氏剂(isodrin)、丙胺磷(isofenphos)、嗪丁草(isomethiozin)、异草完隆(isonoruron)、氮草(isopolinate)、异丙威(isoprocarb)、异草定(isoprocil)、异乐灵(isopropalin)、稻瘟灵(isoprothiolane)、异丙隆(isoproturon)、叶蚜磷(isothioate)、异恶隆(isouron)、氯苯咪菌酮(isovaledione)、异恶草胺(isoxaben)、isoxachlortole、异氟草(isoxaflutole)、恶草醚(isoxapyrifop)、异唑磷(isoxathion)、异恶隆(isuron)、齐墩螨素(ivermectin)、茉莉菊酯I(jasmolin I)、茉莉菊酯II(jasmolin II)、碘硫磷(jodfenphos)、保幼激素I(juvenile,hormone I)、保幼激素II(juvenile,hormone II)、保幼激素III(juvenile,hormone III)、卡草灵(karbutilate)、春雷霉素(kasugamycin)、克来范(kelevan)、蒙七七七(kinoprene)、亚胺菌(kresoxim-methyl)、乳氟禾草灵(lactofen)、λ-氯氟氰菊酯、砷酸铅(lead arsenate)、环草定(lenacil)、对溴磷(leptophos)、石硫合剂(lime sulfur)、d-limonene、林丹(lindane)、利谷隆(linuron)、啶虫磷(lirimfos)、氟丙氧脲(lufenuron)、噻唑磷(lythidathion)、乙拌磷(M-74)、甲基乙拌磷(M-81)、甲胂钠(MAA)、马拉硫磷(malathion)、马拉松(maldison)、苄丙二腈(malonoben)、甲胂一铵(MAMA)、锰铜混剂(mancopper)、代森锰锌(mancozeb)、代森锰(maneb)、叠氮磷(mazidox)、灭草灵(MCC)、2甲4氯(MCPA)、酚硫杀(MCPA-thioethyl)、2甲4氯丁酸(MCPB)、2甲4氯丁酸(2,4-MCPB)、灭锈胺(mebenil)、灭蚜磷(mecarbam)、咪卡病西(mecarbinzid)、甲基灭蚜磷(mecarphon)、2甲4氯丙酸(mecoprop)、高2甲4氯丙酸钾(mecoprop-P)、丁硝酚(medinoterb)、苯噻草胺(mefenacet)、氟草磺(mefluidide)、灭蚜松(menazon)、杀螟松(MEP)、嘧菌胺(mepanipyrim)、二噻磷(mephosfolan)、丙氧灭绣胺(mepronil)、灭虫威(mercaptodimethur)、一○五九(mercaptophos)、一○五九(mercaptophos-teolovy)、马拉松(mercaptothion)、升汞(mercuric chloride)、氧化汞(mercuric oxide)、甘汞(mercurous chloride)、麦苏百津(mesoprazine)、甲基二磺隆(mesosulfuron)、硝磺酮(mesotrione)、二甲噻蒽(mesulfen)、甲亚砜磷(mesulfenfos)、甲硫芬(mesulphen)、甲霜灵(metalaxyl)、精甲霜灵(metalaxyl-M)、威百亩(metam)、苯嗪草(metamitron)、甲基一六○五(metaphos)、2甲4氯(metaxon)、吡草胺(metazachlor)、肼叉唑酮(metazoxolon)、环戊唑菌(metconazole)、氟哒草(metflurazon)、噻唑隆(methabenzthiazuron)、虫螨畏(methacrifos)、氟烯硝草(methalpropalin)、威百亩(metham)、甲胺磷(methamidophos)、磺菌威(methasulfocarb)、灭草定(methazole)、甲呋菌胺(methfuroxam)、噻唑隆(methibenzuron)、杀扑磷(methidathion)、甲硫苯威(methiobencarb)、灭虫威(methiocarb)、灭草恒(methiuron)、丁烯胺磷(methocrotophos)、速灭威(métholcarb)、醚草通(methometon)、灭多虫(methomyl)、蒙五一五(methoprene)、盖草津(methoprotryn)、盖草津(methoprotryne)、甲氧滴滴涕(methoxychlor)、甲氧乙氯汞(2-methoxyethylmercury chloride)、甲氧苯酰肼(methoxyfenozide)、溴甲烷(methyl bromide)、三氯乙烷(methyl chloroform)、二硫代氨基甲酸甲酯(methyl dithiocarbamic acid)、苯丙隆(methyl dymron)、二氯甲烷(methylene chloride)、异氰酸甲酯(methyl isothiocyanate)、甲基一○五九(methyl-mercaptophos)、methyl mercaptophos oxide、甲基一○五九(methyl-mercaptophos-teolovy)、苯甲酸甲汞(methyl mercury benzoate)、氰胍甲汞(methyl mercury dicyandiamide)、甲基一六○五(methylparathion)、methyl triazothion、代森联(metiram)、色满隆(metobenzuron)、秀谷隆(metobromuron)、异丙甲草胺(metolachlor)、S-异丙甲草胺、速灭威(metolcarb)、叉氨苯酰胺(metominostrobin)、唑草磺胺(metosulam)、恶虫酮(metoxadiazone)、甲氧隆(metoxuron)、苯菌酮(metrafenone)、赛克津(metribuzin)、敌百虫(metriphonate)、噻菌胺(metsulfovax)、甲黄隆(metsulfuron)、速灭磷(mevinphos)、自克威(mexacarbate)、米尔螨素(milbemectin)、代森环(milneb)、丙胺氟磷(mipafox)、异丙威(MIPC)、灭蚁灵(mirex)、MNAF、草达灭(molinate)、杀草利(monalide)、特唑隆(monisouron)、氯乙酸(monochloroacetic acid)、久效磷(monocrotophos)、绿谷隆(monolinuron)、舒非仑(monosulfiram)、灭草隆(monuron)、伐草快(morfamquat)、茂果(morphothion)、灭杀威(MPMC)、甲胂一钠(MSMA)、速灭威(MTMC)、腈菌唑(myclobutanil)、甲菌利(myclozolin)、代森钠(nabam)、萘肽磷(naftalofos)、二溴磷(naled)、萘(naphthalene)、萘二甲酐(naphthalic anhydride)、驱虫磷(naphthalophos)、萘丙胺(naproanilide)、草萘胺(napropamide)、抑草生(naptalam)、多马霉素(natamycin)、草不隆(neburea)、草不隆(neburon)、异狄氏剂(nendrin)、对氯硫磷(nichlorfos)、除草醚(niclofen)、贝螺杀(niclosamide)、啶酰菌胺(nicobifen)、烟嘧黄隆(nicosulfuron)、烟碱(nicotine)、伏蚁灵(nifluridide)、华光霉素(nikkomycins)、除草醚(NIP)、吡氯草胺(nipyraclofen)、硝胺烯啶(nitenpyram)、硝虫噻嗪(nithiazine)、磺乐灵(nitralin)、氯定(nitrapyrin)、腈叉威(nitrilacarb)、除草醚(nitrofen)、硝氟草醚(nitrofluorfen)、硫氰散(nitrostyrene)、异丙消(nitrothal-isopropyl)、鼠特灵(nobormide)、鼠特灵(norbormide)、草完隆(norea)、达草灭(norflurazon)、草完隆(noruron)、双苯氟脲(novaluron)、多氟脲(noviflumuron)、抑草生(NPA)、氟苯嘧啶醇(nuarimol)、八氯酮(OCH)、异噻菌酮(octhilinone)、邻二氯苯(o-dichlorobenzene)、甲呋酰胺(ofurace)、氧化乐果(omethoate)、坪草丹(orbencarb)、坪草丹(orthobencarb)、邻二氯苯(ortho-dichlorobenzene)、黄草消(oryzalin)、杀螨酯(ovatron)、杀螨酯(ovex)、炔丙唑草(oxadiargyl)、恶草灵(oxadiazon)、霜灵(oxadixyl)、甲氨叉威(oxamyl)、杀草敏(oxapyrazon)、环丙氧黄隆(oxasulfuron)、氯嗪草(oxaziclomefone)、喹啉铜(oxine-copper)、喹啉铜(oxine-Cu)、oxpoconazole、氧化萎锈灵(oxycarboxin)、砜吸磷(oxydemeton-methyl)、异砜磷(oxydeprofos)、砜拌磷(oxydisulfoton)、氟硝草醚(oxyfluorfen)、灭螨猛(oxythioquinox)、杀草敏(PAC)、palléthrine、稻丰散(PAP)、对二氯苯(para-dichlorobenzene)、对伏隆(parafluron)、对草快(paraquat)、一六○五(parathion)、甲基一六○五(parathion-methyl)、巴黎绿(Paris green)、五氯硝基苯(PCNB)、五氯酚(PCP)、对二氯苯(p-dichlorobenzene)、克草猛(pebulate)、消螨酚(pédinex)、稻瘟酯(pefurazoate)、戊菌唑(penconazole)、戊菌隆(pencycuron)、胺硝草(pendimethalin)、氟幼脲(penfluron)、五氟磺草胺(penoxsulam)、五氯酚(pentachlorophenol)、蔬草灭(pentanochlor)、戊唑草(pentoxazone)、氟草磺胺(perfluidone)、氯菊酯(permethrin)、烯草胺(pethoxamid)、残杀威(PHC)、乙苯威(phénétacarbe)、敌克草(phenisopham)、芬硫磷(phenkapton)、苯敌草(phenmedipham)、乙苯敌草(phenmedipham-ethyl)、稀草隆(phenobenzuron)、酚硫杀(phenothiol)、苯醚菊酯(phenothrin)、稻丰散(phenthoate)、苯汞脲(phenylmereuriurea)、赛力散(phenylmercury acetate)、氯化苯汞(phenylmercury chloride)、硝酸苯汞(phenylmercury nitrate)、水杨酸苯汞(phenylmercury salicylate)、联苯酚(2-phenylphenol)、甲拌磷(phorate)、伏杀磷(phosalone)、双氯苯磷(phosdiphen)、棉安磷(phosfolan)、亚胺硫磷(phosmet)、对氯硫磷(phosnichlor)、磷酰胺(phosphamide)、磷胺(phosphamidon)、磷化氢(phosphine)、乙丙磷威(phosphocarb)、腈肟磷(phoxim)、甲基腈肟磷(phoxim-methyl)、四氯苯酞(phthalide)、亚胺硫磷(phthalophos)、胺菊酯(phthalthrin)、毒莠定(picloram)、picolinafen、啶氧菌酯(picoxystrobin)、哌草磷(piperophos)、甲胺嘧磷(pirimetaphos)、抗蚜威(pirimicarb)、乙基虫螨磷(pirimiphos-ethyl)、虫螨磷(pirimiphos-methyl)、赛力散(PMA)、异杀鼠酮(PMP)、福代锌(polycarbamate)、毒杀芬(polychlorcamphene)、聚乙氧基喹啉、多氧霉素(polyoxins)、polyoxorim、砷酸氢钾(potassiumarsenite)、氰酸钾(potassium cyanate)、多硫化钾(potassium polysulfide)、硫氰酸钾(potassium thiocyanate)、炔酮菊酯(prallethrin)、precocene I、precocene II、precocene III、丙草胺(pretilachlor)、酰胺嘧啶磷(primidophos)、氟嘧黄隆(primisulfuron)、噻菌灵(probenazole)、丙氯灵(prochloraz)、灭螨醇(proclonol)、环氰津(procyazine)、杀菌利(procymidone)、氨基丙氟灵(prodiamine)、丙溴磷(profenofos)、氟唑草胺(profluazol)、卡乐施(profiuralin)、2-{1-[2-(4-氯苯氧基)丙氧基亚氨基]丁基}-3-羟基-5-四氢-2H-噻喃基)-2-环己烯-1-酮(profoxydim)、丙草止津(proglinazine)、蜱虱威(promacyl)、猛杀威(promecarb)、扑灭通(prometon)、扑草净(prometryn)、扑草净(prometryne)、拿草特(pronamide)、毒草安(propachlor)、丙虫磷(propafos)、百维灵(propamocarb)、敌稗(propanil)、丙虫磷(propaphos)、喔草酯(propaquizafop)、克螨特(propargite)、扑灭津(propazine)、烯虫磷(propetamphos)、苯胺灵(propham)、丙环唑(propiconazole)、甲基代森锌(propineb)、异丙草胺(propisochlor)、残杀威(propoxur)、丙苯磺隆(propoxycarbazone)、拿草特(propyzamide)、磺亚胺草(prosulfalin)、苄草丹(prosulfocarb)、氟丙黄隆(prosulfuron)、乙噻唑磷(prothidathion)、胺丙威(prothiocarb)、丙硫磷(prothiofos)、发果(prothoate)、protrifenbute、扑灭生(proxan)、酰胺嘧啶磷(prymidophos)、广草胺(prynachlor)、比达农(pydanon)、比锈灵(pyracarbolid)、吡唑硫磷(pyraclofos)、双唑草腈(pyraclonil)、唑菌胺酯(pyraclostrobin)、氟唑草酯(pyraflufen)、吡唑特(pyrazolate)、吡唑特(pyrazolynate)、杀草敏(pyrazon)、定菌磷(pyrazophos)、吡嘧黄隆(pyrazosulfuron)、苄草唑(pyrazoxyfen)、反灭虫菊(pyresmethrin)、除虫菊酯I(pyrethrin I)、除虫菊酯II(pyrethrinII)、除虫菊(pyrethrins)、嘧苯草肟(pyribenzoxim)、稗草畏(pyributicarb)、氯草定(pyriclor)、哒螨酮(pyridaben)、6-氯-3-苯基-4-哒嗪醇(pyridafol)、打杀磷(pyridaphenthion)、达草止(pyridate)、病定清(pyridinitril)、啶斑肟(pyrifenox)、环酯草醚(pyriftalid)、pyrimétaphos、二甲嘧菌胺(pyrimethanil)、抗蚜威(pyrimicarbe)、嘧胺苯醚(pyrimidifen)、嘧啶磷(pyrimitate)、肟啶草(pyriminobae)、乙基虫螨磷(pyrimiphos-éthyl)、甲基虫螨磷(pyrimiphos-méthyl)、蚊蝇醚(pyriproxyfen)、嘧硫苯甲酸(pyrithiobac)、咯喹酮(pyroquilon)、吡氧氯(pyroxychlor)、氯吡呋醚(pyroxyfur)、苦木(quassia)、喹菌盐(quinacetol)、喹磷(quinalphos)、甲基喹磷(quinalphos-methyl)、酯菌腙(quinazamid)、二氯喹啉酸(quinclorac)、唑喹菌酮(quinconazole)、喹草酸(quinmerac)、灭藻醌(quinoclamine)、灭螨锰(quinomethionate)、氯藻胺(quinonamid)、喹赛昂(quinothion)、喹氧灵(quinoxyfen)、喹涕福(quintiofos)、五氯硝基苯(quintozene)、喹禾灵(quizalofop)、精喹禾灵(quizalofop-P)、吡咪唑菌(rabenzazole)、碘醚柳胺(rafoxanide)、敌草快(regione)、灭虫菊(resmethrin)、硫氰苯乙胺(rhodethanil)、玉嘧黄隆(rimsulfuron)、硫氰苯乙胺(rodéthanil)、皮蝇磷(ronnel)、鱼藤酮(rotenone)、鱼尼汀(ryania)、沙巴草(sabadilla)、防霉胺(salicylanilide)、八甲磷(schradan)、另丁津(sebuthylazine)、密草通(secbumeton)、塞拉菌素(selamectin)、2,4-滴硫钠(sesone)、稀禾定(sethoxydim)、西维因(sevin)、环草隆(siduron)、灭虫硅醚(silafiuofen)、硅噻菌胺(silthiofam)、2,4,5-涕丙酸(silvex)、西玛津(simazine)、硅氟唑(simeconazole)、西玛通(simeton)、西草净(simetryn)、西草净(simetryne)、氯乙酸(SMA)、亚砷酸钠(sodium arsenite)、氯酸钠(sodium chlorate)、氟化钠(sodium fiuoride)、氟硅酸钠(sodiumhexafiuorosilicate)、联苯酚钠(sodium orthophenyiphenoxide)、五氯酚钠(sodium pentachlorophenate)、五氯酚钠(sodium pentachlorophenoxide)、联苯酚钠(sodium o-phenylphenoxide)、多硫化钠(sodium polysulfide)、氟硅酸钠(sodium silicofiuoride)、焦硼酸钠(disodium tetraborate)、硫氰酸钠(sodium thiocyanate)、蔬草灭(solan)、苏果(sophamide)、艾克敌105(spinosad)、螺螨酯(spirodiclofen)、螺茂胺(spiroxamine)、杀虫畏(stirofos)、链霉素(streptomycin)、磺苯醚隆(sulcofuron)、磺草酮(sulcotrione)、草克死(sulfallate)、磺胺草唑(sulfentrazone)、sulfiram、氟虫脲(sulfiuramid)、嘧黄隆(sulfometuron)、乙黄黄隆(sulfosulfuron)、六硫特普(sulfotep)、硫特普(sulfotepp)、硫、硫酸、硫酰氟(sulfuryl fluoride)、吖庚磺酯(sulglycapin)、乙丙硫磷(sulprofos)、戊苯砜(sultropen)、灭草灵(swep)、2,4,5-涕(2,4,5-T)、氟胺氰菊酯、噻螨威(tazimcarb)、2,4,5-涕丁酸(2,4,5-TB)、草芽平(2,3,6-TBA)、丁蜗锡(TBTO)、涕必灵(TBZ)、三氯醋酸(TCA)、TCBA、清菌噻唑(TCMTB)、四氯硝基苯(TCNB)、滴滴滴(TDE)、戊唑醇(tebuconazole)、双苯酰肼(tebufenozide)、吡螨胺(tebufenpyrad)、嘧丙磷(tebupirimfos)、丙戊草胺(tebutam)、丁唑隆(tebuthiuron)、叶枯酞(tecloftalam)、四氯硝基苯(tecnazene)、福代硫(tecoram)、三氯杀螨砜(tedion)、伏虫隆(teflubenzuron)、七氟菊酯(tefiuthrin)、双硫磷(temephos)、特普(TEPP)、醌肟草(tepraloxydim)、环戊烯丙菊酯(terallethrin)、特草定(terbacil)、芽根灵(terbucarb)、猛杀草(terbuchlor)、特丁磷(terbufos)、甲氧去草净(terbumeton)、特丁津(terbuthylazine)、芽根灵(terbutol)、去草净(terbutryn)、去草净(terbutryne)、五氯硝基苯(terraclor)、四氯乙烷(tetrachloroethane)、杀虫畏(tetrachlorvinphos)、氟醚唑(tetraconazole)、三氯杀螨砜(tetradifon)、杀螨好(tetradisul)、氟氧隆(tetrafiuron)、胺菊酯(tetramethrin)、杀螨霉素(tetranactin)、杀螨好(tetrasul)、噻醚草胺(thenylchlor)、辛体氯氰菊酯、涕必灵(thiabendazole)、噻虫啉(thiacloprid)、代森环(thiadiazine)、噻二氟(thiadifiuor)、噻虫嗪(thiamethoxam)、噻黄隆(thiameturon)、赛唑隆(thiazafluron)、棉隆(thiazone)、噻氟啶草(thiazopyr)、噻氯磷(thicrofos)、噻菌腈(thicyofen)、噻二唑胺(thidiazimin)、赛二唑素(thidiazuron)、噻黄隆(thifensulfuron)、溴氟唑菌(thifluzamide)、杀草丹(thiobencarb)、抗虫威(thiocarboxime)、苯菌胺(thiochlorfenphim)、苯菌胺(thiochlorphenphime)、硫环杀(thiocyclam)、硫丹(thiodan)、硫双灭多威(thiodicarb)、特氨叉威(thioranocarb)、特氨叉威(thiofanox)、水杨乙汞(thiomersal)、甲基乙拌磷(thiometon)、硫磷嗪(thionazin)、托布津(thiophanate)、托布津(thiophahate-ethyl)、甲基托布津(thiophanate-methyl)、一六○五(thiophos)、克杀螨(thioquinox)、硫丹(tMosultap)、福美双(thiram)、福美联(thiuram)、thuringiensin、噻苯唑(tiabendazole)、丁草威(tiocarbazil)、嘧草胺(tioclorim)、硫氰苯甲酰胺(tioxymid)、福美双(TMTD)、甲基立枯磷(tolclofos-methyl)、对甲抑菌灵(tolylfluanid)、唑虫酰胺(tolfenpyrad)、乙酸甲苯汞(tolylmercury acetate)、毒杀芬(toxaphene)、2,4,5-涕丙酸(2,4,5-TP)、三氯丙酸(2,3,3-TPA)、百菌清(TPN)、肟草酮(tralkoxydim)、四溴菊酯(tralomethrin)、反丙烯除虫菊、四氟菊酯(transfluthrin)、反氯菊酯(transpermethrin)、野麦畏(tri-allate)、三唑酮(triadimefon)、唑菌醇(triadimenol)、野麦畏(triallate)、三唑磷胺(triamiphos)、苯赛螨(triarathene)、嘧菌醇(triarimol)、醚苯黄隆(triasulfuron)、唑蚜威(triazamate)、叶锈特(triazbutil)、苯氧丙胺津(triaziflam)、三唑磷(triazophos)、乙基谷硫磷(triazothion)、唑菌嗪(triazoxide)、苯黄隆(tribenuron)、丁蜗锡(tributyltin oxide)、杀草畏(tricamba)、杨菌胺(trichlamide)、敌百虫(trichlorfon)、三氯对硫磷-3(trichlormetaphos-3)、壤虫磷(trichloronat)、壤虫磷(trichloronate)、敌百虫(trichlorphon)、定草酯(triclopyr)、三环唑(tricyclazole)、三环锡(tricyclohexyltin hydroxide)、克啉菌(tridemorph)、灭草环(tridiphane)、草达津(trietazine)、氯苯乙丙磷(trifenofos)、肟菌酯(trifloxystrobin)、三氟啶黄隆(trifloxysulfuron)、氟菌唑(triflumizole)、杀虫隆(triflumuron)、氟乐灵(trifluralin)、氟胺黄隆(triflusulfuron)、三氟苯氧丙酸(trifop)、三氟禾草肟(trifopsime)、嗪氨灵(triforine)、三甲隆(trimeturon)、三苯锡基(triphenyltin)、硫烯酸酯(triprene)、茚草酮(tripropindan)、草达克(tritac)、戊叉唑菌(triticonazole)、三氟甲黄隆(tritosulfuron)、烯效唑(uniconazole)、高烯效唑(uniconazole-P)、有效霉素(validamycin)、蚜灭多(vamidothion)、氟吡唑虫(vaniliprole)、灭草猛(vernolate)、烯菌酮(vinclozolin)、二甲威(XMC)、二甲苯草胺(xylachlor)、二甲苯酚(xylenols)、灭杀威(xylylcarb)、氯菌胺(zarllamid)、己体氯氰菊酯、环烷酸锌(zinc naphthenate)、代森锌(zineb)、zolaprofos、苯酰菌胺三氯苯酚盐(zoxamide trichlorophenate)、1,2-二氯丙烷、1,3-二氯丙烷、醋酸甲氧乙汞(2-methoxyethylmercury chloride)、联苯酚、2,3,3-三氯丙酸(2,3,3-TPA)、草芽平-(2,3,6-TBA)、2,4-滴(2,4-D)、2,4-滴丁酸(2,4-DB)、赛信(2,4-DEB)、2,4-滴磷酯(2,4-DEP)、2,4-滴丙酸(2,4-DP)、2甲4氯丁酸(2,4-MCPB)、2,4,5-涕(2,4,5-T)、2,4,5-涕丁酸(2,4,5-TB)、2,4,5-涕丙酸(2,4,5-TP)、3,4-滴胺(3,4-DA)、3,4-滴丁酸(3,4-DB)、3,4-滴丙酸(3,4-DP)、促生灵(4-CPA)、氯苯氧丁酸(4-CPB)、氯苯氧丙酸(4-CPP)、羟基喹啉盐(8-hydroxyquinoline sulfate)。
特别优选的植物保护活性化合物是杀真菌剂,例如:
·酰基丙氨酸类,如苯霜灵、甲霜灵、甲呋酰胺或霜灵,
·苯胺基嘧啶类,如二甲嘧菌胺、嘧菌胺或环丙嘧啶,
·抗菌素,如放线菌酮、灰黄霉素、春雷霉素、多马霉素、多氧霉素或链霉素,
·唑类,如双苯三唑醇、糠菌唑(bromoconazole)、环唑醇、醚唑、烯唑醇、氧唑菌、腈苯唑、喹唑菌酮、氟硅唑、己唑醇、烯菌灵、环戊唑菌、腈菌唑、戊菌唑、丙环唑、丙氯灵、丙硫菌唑(prothioconazole)、戊唑醇、三唑酮、唑菌醇、氟菌唑或戊叉唑菌,
·二羧酰亚胺类,如异丙定、甲菌利、杀菌利或烯菌酮,
·二硫代氨基甲酸盐类,如福美铁、代森钠、代森锰、代森锰锌、威百亩、代森联、甲基代森锌、福代锌、福美双、福美锌(ziram)或代森锌,
·杂环化合物,如敌菌灵、苯菌灵、啶酰菌胺(boscalid)、多菌灵、萎锈灵、氧化萎锈灵、氰霜唑、棉隆、二噻农、唑酮菌、咪唑菌酮、异嘧菌醇、麦穗宁、氟酰胺、呋吡唑灵、稻瘟灵、丙氧灭绣胺、氟苯嘧啶醇、噻菌灵、丙氧喹啉(proquinazid)、啶斑肟、咯喹酮、喹氧灵、硅噻菌胺、涕必灵、溴氟唑菌、甲基托布津、噻酰菌胺(tiadinil)、三环唑或嗪氨灵,
·铜杀真菌剂,如波尔多液、醋酸铜、王铜或碱或硫酸铜,
·硝基苯基衍生物,如乐杀螨、敌螨普、敌螨通或异丙消,
·苯基吡咯类,如拌种咯或氟菌,
·硫,
·其它杀真菌剂,如噻二唑素(acibenzolar-S-methyl)、苯噻菌胺(benthiavalicarb)、氯环丙酰胺、百菌清、环氟菌胺、清菌脲、棉隆、哒菌清、双氯氰菌胺、乙霉威、克瘟散、噻唑菌胺、环酰菌胺、薯瘟锡(fentinacetate)、氰菌胺、嘧菌腙、氟啶胺、藻菌磷(fosetyl)、fosetyl-aluminum(藻菌磷)、异丙菌胺、六氯苯、苯菌酮、戊菌隆、百维灵、四氯苯酞、甲基立枯磷、五氯硝基苯或苯酰菌胺(zoxamide),
·次磺酸衍生物,如敌菌丹、克菌丹、抑菌灵、灭菌丹或对甲抑菌灵,
·肉桂酰胺及类似化合物,如烯酰吗啉、氟联苯菌或氟吗啉(flumorph)。
非常特别优选嗜球果伞素类,如腈嘧菌酯、醚菌胺、氟嘧菌酯(fluoxastrobin)、亚胺菌(kresoxim-methyl)、叉氨苯酰胺、肟醚菌胺(orysastrobin)、啶氧菌酯、唑菌胺酯或肟菌酯,尤其是唑菌胺酯。
在本发明的配制剂中,可以同时存在几种不同植物保护活性化合物(还可以具有不同适应症)。
优选的植物保护配制剂包含作为组分a)的至少一种选自杀真菌剂的植物保护活性化合物。
特别优选的活性化合物配制剂中至少一种活性化合物选自嗜球果伞素类,特别优选唑菌胺酯。
此外,特别优选的活性化合物配制剂包含唑菌胺酯与额外的植物保护活性化合物的混合物作为活性化合物。
该类混合配对是:
·胺衍生物,如aldimorph、多果定、吗菌灵、丁苯吗啉、苯锈啶、双胍盐、双胍辛醋酸盐、螺茂胺或克啉菌,
·苯胺基嘧啶类,如二甲嘧菌胺、嘧菌胺或环丙嘧啶,
·抗菌素,如放线菌酮、灰黄霉素、春雷霉素、多马霉素、多氧霉素或链霉素,
·二羧酰亚胺类,如异丙定、甲菌利、杀菌利或烯菌酮,
·二硫代氨基甲酸盐类,如福美铁、代森钠、代森锰、代森锰锌、威百亩、代森联、甲基代森锌、福代锌、福美双、福美锌或代森锌,
·杂环化合物,如敌菌灵、苯菌灵、啶酰菌胺、多菌灵、萎锈灵、氧化萎锈灵、氰霜唑、棉隆、二噻农、唑酮菌、咪唑菌酮、异嘧菌醇、麦穗宁、氟酰胺、呋吡唑灵、稻瘟灵、丙氧灭绣胺、氟苯嘧啶醇、噻菌灵、丙氧喹啉、啶斑肟、咯喹酮、喹氧灵、硅噻菌胺、涕必灵、溴氟唑菌、甲基托布津、噻酰菌胺、三环唑或嗪氨灵,
·铜杀真菌剂,如波尔多液、醋酸铜、王铜或碱式硫酸铜,
·硝基苯基衍生物,如乐杀螨、敌螨普、敌螨通或异丙消,
·硫,
·其它杀真菌剂,如噻二唑素、苯噻菌胺、氯环丙酰胺、百菌清、环氟菌胺、清菌脲、棉隆、哒菌清、双氯氰菌胺、乙霉威、克瘟散、噻唑菌胺、环酰菌胺、薯瘟锡、氰菌胺、嘧菌腙、氟啶胺、藻菌磷、fosetyl-aluminum、异丙菌胺、六氯苯、苯菌酮、戊菌隆、百维灵、四氯苯酞、甲基立枯磷、五氯硝基苯或苯酰菌胺,
·次磺酸衍生物,如敌菌丹、克菌丹、抑菌灵、灭菌丹或对甲抑菌灵,
·肉桂酰胺及类似化合物,如烯酰吗啉、氟联苯菌或氟吗啉。
优选的混合配对是甲霜灵、吗菌灵、丁苯吗啉、苯锈啶、双胍盐、螺茂胺、克啉菌、二甲嘧菌胺、环丙嘧啶、双苯三唑醇、糠菌唑、环唑醇、醚唑、烯唑醇、氧唑菌、腈苯唑、喹唑菌酮、氟硅唑、己唑醇、烯菌灵、环戊唑菌、腈菌唑、戊菌唑、丙环唑、丙氯灵、丙硫菌唑、戊唑醇、三唑酮、唑菌醇、氟菌唑、戊叉唑菌、异丙定、烯菌酮、代森锰、代森锰锌、代森联、福美双、啶酰菌胺、多菌灵、萎锈灵、氧化萎锈灵、氰霜唑、二噻农、唑酮菌、咪唑菌酮、异嘧菌醇、氟酰胺、喹氧灵、甲基托布津、嗪氨灵、敌螨普、异丙消、苯基吡咯类如拌种咯或氟菌、噻二唑素、苯噻菌胺、氯环丙酰胺、百菌清、环氟菌胺、清菌脲、环酰菌胺、薯瘟锡、氰菌胺、氟啶胺、藻菌磷、fosetyl-aluminum、异丙菌胺、苯菌酮、苯酰菌胺、克菌丹、灭菌丹、烯酰吗啉、腈嘧菌酯、醚菌胺、氟嘧菌酯、亚胺菌、叉氨苯酰胺、肟醚菌胺、啶氧菌酯或肟菌酯。
特别优选的混合配对是甲霜灵、丁苯吗啉、苯锈啶、双胍盐、螺茂胺、二甲嘧菌胺、环丙嘧啶、环唑醇、醚唑、氧唑菌、腈苯唑、喹唑菌酮、氟硅唑、己唑醇、环戊唑菌、腈菌唑、丙环唑、丙氯灵、丙硫菌唑、戊唑醇、戊叉唑菌、异丙定、烯菌酮、啶酰菌胺、多菌灵、萎锈灵、氧化萎锈灵、氰霜唑、二噻农、喹氧灵、甲基托布津、敌螨普、异丙消、拌种咯或氟菌、苯噻菌胺、氯环丙酰胺、环酰菌胺、氰菌胺、氟啶胺、异丙菌胺、苯菌酮、苯酰菌胺、烯酰吗啉、腈嘧菌酯、醚菌胺、氟嘧菌酯、亚胺菌、叉氨苯酰胺、肟醚菌胺、啶氧菌酯或肟菌酯。
非常特别优选的混合配对是丁苯吗啉、环唑醇、醚唑、氧唑菌、腈苯唑、喹唑菌酮、氟硅唑、己唑醇、环戊唑菌、腈菌唑、丙环唑、丙氯灵、丙硫菌唑、戊唑醇、戊叉唑菌、啶酰菌胺、二噻农、喹氧灵、甲基托布津、敌螨普、拌种咯或氟菌、苯噻菌胺、氯环丙酰胺、环酰菌胺、氰菌胺、氟啶胺、异丙菌胺、苯菌酮、苯酰菌胺、烯酰吗啉、腈嘧菌酯、醚菌胺、氟嘧菌酯、亚胺菌、叉氨苯酰胺、肟醚菌胺、啶氧菌酯或肟菌酯。
本发明的活性化合物配制剂可以包含不同量和类型的添加剂,如溶剂。
因此,溶剂可以例如用于制备无规自由基聚合物和本发明的活性化合物配制剂。在本发明的另一实施方案中,本发明的活性化合物配制剂还可以流体溶液形式存在。合适的溶剂是醇类如甲醇、乙醇或异丙醇,偶极非质子溶剂如DMF、DMSO或NMP,或芳族、脂族、卤代或非卤代烃类如己烷、氯苯、甲苯或苯。然而,取决于所需配制剂的种类,还可以最大可能地除去溶剂。
最大可能地除去意味着残留在配制剂中的溶剂相对于配制剂总重量的比例低于10重量%,优选低于2重量%,尤其低于0.5重量%。
本发明因此还涉及干燥和固体形式,即尽最大可能除去溶剂的形式的活性化合物配制剂。
固体活性化合物配制剂可以不同宏观形式存在。作为宏观形式的实例可以提到喷雾干燥的粉末、磨碎的产品、颗粒或膜。
存在于本发明活性化合物配制剂中的无规自由基共聚物适于使存在于本发明活性化合物配制剂中的活性化合物分散在含水体系中,为纳米颗粒状分散体形式。该类纳米颗粒状分散体包含至少一个为本发明中的含水体系的连续相和至少一个分散相。纳米颗粒状分散体可以包含额外的添加剂。
因此,本发明同样涉及包含本发明活性化合物配制剂、含水体系以及合适的话额外的添加剂的水分散体。
该类添加剂是分散剂、增稠剂、消泡剂、杀菌剂和防冻剂。
含水体系应理解为指纯水或包含缓冲体系或盐或额外添加剂如水溶混性溶剂或其混合物的水。
含水体系的pH通常为2-13,优选3-12,特别优选4-10。
本发明还涉及制备包含本发明活性化合物配制剂和任选的额外添加剂的水分散体的方法,其中使本发明活性化合物配制剂与含水体系接触并按常规分散。
本发明分散体的重要性能是由准弹性光散射测定的分散颗粒的平均粒度,根据本发明,该粒度小于1微米,优选小于500纳米,特别优选小于100纳米。就此而言,粒度应理解为指借助准弹性光散射测定的粒径。借助纤维光学的准弹性光散射方法由现有技术已知,例如由H.Auweter,D.Horn,J.Colloid Interf.Sci.,105(1985),399,D.Lilge,D.Horn,Colloid Polym.Sci.,269(1991),704或H.Wiese,D.Horn,J.Chem.Phys.,94(1991),6429已知。
将阴离子和非离子表面活性剂用作分散剂。
阴离子表面活性剂是烷基芳基磺酸盐,苯基磺酸盐,烷基硫酸盐,烷基磺酸盐,烷基醚硫酸盐,烷基芳基醚硫酸盐,烷基聚乙二醇醚磷酸盐,聚芳基苯基醚磷酸盐,烷基磺基琥珀酸盐,烯烃磺酸盐,链烷磺酸盐,石油磺酸盐,氨基乙磺酸盐,肌氨酸、脂肪酸、烷基萘磺酸、萘磺酸、木素磺酸、磺化萘与甲醛的缩合产物或与甲醛和苯酚以及合适的话脲的缩合产物,苯酚磺酸/甲醛/脲缩合产物,木素亚硫酸盐废液和木素磺酸盐,包括其碱金属盐、碱土金属盐、铵盐和胺盐,烷基磷酸盐和聚羧酸盐如聚丙烯酸盐、马来酸酐/烯烃共聚物(例如SokalanCP9,BASF)。
非离子表面活性剂例如为烷基酚烷氧基化物、醇烷氧基化物、脂肪胺烷氧基化物、聚氧乙烯甘油脂肪酸酯、蓖麻油烷氧基化物、脂肪酸烷氧基化物、脂肪酸酰胺烷氧基化物、脂肪酸聚二乙醇酰胺、羊毛脂乙氧基化物、脂肪酸聚乙二醇酯、异十三烷醇、脂肪酸酰胺、甲基纤维素、脂肪酸酯、硅油、烷基聚苷、甘油脂肪酸酯、聚乙二醇、聚丙二醇、聚乙二醇/聚丙二醇嵌段共聚物、聚乙二醇烷基醚、聚丙二醇烷基醚、聚乙二醇/聚丙二醇醚嵌段共聚物及其混合物。
优选的非离子表面活性剂是聚乙二醇/聚丙二醇嵌段共聚物、聚乙二醇烷基醚、聚丙二醇烷基醚、聚乙二醇/聚丙二醇醚嵌段共聚物及其混合物。
合适的话,将表面活性剂在本发明包含活性化合物配制剂和含水体系的分散体中用作添加剂。合适的表面活性剂是阴离子表面活性剂和非离子表面活性剂;优选二者的混合物。
适于本发明分散体的粘度改进添加剂(增稠剂)是赋予该配制剂以假塑性流动行为,即赋予高静止粘度和低搅拌粘度的化合物。就此而言,例如可以提到多糖或有机层状矿物,如Xanthan Gum(Kelco的Kelzan)、Rhodopol23(Rhne-Poulenc)或Veegum(R.T.Vanderbilt)或Attaclay(Engelhardt),优选使用Xanthan Gum。
合适的防冻剂例如为乙二醇、丙二醇或甘油。
合适的话,本发明的分散体可以基于所制备的配制剂的总量包含1-5重量%的缓冲剂以调节pH,所用缓冲剂的量和类型取决于活性化合物的化学性能。缓冲剂的实例是弱无机或有机酸如磷酸、硼酸、乙酸、丙酸、柠檬酸、富马酸、酒石酸、草酸和琥珀酸的碱金属盐。
本发明进一步涉及一种制备本发明活性化合物配制剂的方法,该方法包括:将至少一种活性化合物和至少一种无规自由基共聚物相互分开地溶于相同或不同的优选相互溶混的有机溶剂中并将如此得到的溶液相互混合并任选加入添加剂,或,通过使至少一种活性化合物溶于有机溶剂中、加入至少一种无规自由基共聚物和任选的额外添加剂并溶解而制备组合溶液;以及随后以常规方式尽最大可能除去溶剂。
除去溶剂的常规方法例如是喷雾干燥、减压蒸发、冷冻干燥(freezedrying)或在大气压力和合适的话增加的温度下蒸发。适于干燥的方法还包括冷冻干燥(lyophilization)或在流化床干燥器中干燥。本发明的活性化合物配制剂因此以干燥形式得到。
若合成所需的共聚物已经存在于溶剂中,则优选将该溶液用于与活性化合物或活性化合物溶液混合。
在第一步中,相应地将至少一种无规自由基共聚物和至少一种活性化合物在相同或不同溶剂中的分开溶液相互混合并任选加入额外的添加剂。若聚合物的合成在溶剂中进行且该溶液适用于制备本发明配制剂的方法中,则不用制备聚合物溶液。
在第二步中,通过合适的方法以常规方式尽最大可能除去溶剂。
本发明进一步涉及制备本发明活性化合物配制剂的方法,包括形成至少一种无规自由基共聚物(组分b))的水溶液,将至少一种活性化合物(组分a))溶于一种或多种水溶混性有机溶剂中,将组分a)和b)的溶液相互混合,任选加入额外的添加剂,通过引入剪切力而以分散形式得到活性化合物配制剂,随后以常规方式尽最大可能除去溶剂。
此时水溶混性是指有机落剂与水溶混而没有发生至少10重量%,优选15重量%,特别优选20重量%的相分离。
若该合成所需共聚物的水溶液已经存在,则优选将该水溶液用于与活性化合物溶液混合。
若该水溶液不是从聚合物合成步骤直接得到,则在第一步中将无规自由基共聚物和合适的话额外的添加剂溶于含水体系中。此外,将活性化合物溶于水溶混性溶剂中,合适的话加入额外的添加剂。
然后将两种溶液相互混合。
能量的提供对于在混合水相和有机相时保持细颗粒是有利的,如施加剪切力、通过高频和高幅振摇或高频搅拌、汽轮式搅拌或通过使用混合室。
混合可以连续或分批进行。优选连续混合。
可以如上所述以常规方式从以此方式得到的分散体中除去溶剂。
适于进行制备本发明活性化合物配制剂的方法的溶剂是C1-C6烷基醇如甲醇、乙醇、丙醇、异丙醇、1-丁醇、2-丁醇或叔丁醇,酯,酮如丙酮、甲基乙基酮、甲基异丙基酮或甲基异丁基酮,缩醛,醚,环醚如四氢呋喃,脂族羧酸如甲酸、乙酸或丙酸,N-取代的或N,N-二取代的羧酰胺如乙酰胺,羧酸酯如乙酸酯和内酯如丁内酯,二甲基甲酰胺(DMF)和二甲基丙酰胺,脂族和芳族氯代烃类如二氯甲烷、氯仿、1,2-二氯乙烷或氯苯,N-内酰胺以及上述溶剂的混合物。
优选的溶剂是甲醇、乙醇、异丙醇、二甲基甲酰胺、N-甲基吡咯烷酮、二氯甲烷、氯仿、1,2-二氯乙烷、氯苯、丙酮、甲基乙基酮、甲基异丙基酮、甲基异丁基酮、四氢呋喃以及上述溶剂的混合物。
特别优选的溶剂是甲醇、乙醇、异丙醇、二甲基甲酰胺和四氢呋喃。
溶液的合适固体含量在0.5-30重量%,优选1-20重量%的浓度范围内。
本发明活性化合物配制剂在除去溶剂之后以干态存在。
当然,本发明的活性化合物配制剂还可以通过使用本领域熟练技术人员已知的常规添加剂和方法以悬浮乳液或乳油形式存在。
根据本发明,活性化合物配制剂可以包含添加剂。
该类合适的添加剂对本领域熟练技术人员而言是已知的。它们可以是惰性辅助剂如不同来源的油(矿物油、煤焦油、动物和植物油),脂族和芳族烃类如烷基化萘,醇类如甲醇、乙醇、丁醇或环己醇,酮类如环己酮,极性溶剂和胺类如N-甲基吡咯烷酮。
优选的添加剂是稳定剂和增塑剂。
合适的稳定剂可以是低分子量组分,如甘油单酯、甘油二酯、甘油单酯的酯、烷基糖苷、卵磷脂、脲的脂肪酸衍生物和尿烷。
合适的增塑剂是蔗糖、葡萄糖、乳糖、果糖、山梨糖醇、甘露糖醇或甘油。
本发明额外涉及包含唑菌胺酯的活性化合物配制剂,其中通过准弹性光散射测定的平均粒径小于1微米,优选小于300纳米,特别优选小于100纳米。
下列实施例说明本发明,但决不因此限制本发明。
实施例1:
2-丙烯酰氨基-2-甲基-1-丙烷磺酸/丙烯酸苯氧基乙基酯/丙烯酸正丁酯共聚物(重量比17/33/50)
将13.6g丙烯酸苯氧基乙基酯、26.4g丙烯酸正丁酯、40g 2-丙烯酰氨基-2-甲基丙烷磺酸和2.4g Wako V60(偶氮二异丁腈)溶于712g二甲基甲酰胺(DMF)中。将容器暴露于氮气并加热到95℃。搅拌4小时后加入在7.2gDMF中的0.8g Wako V60并将混合物再搅拌2小时。
实施例2:
2-丙烯酰氨基-2-甲基-1-丙烷磺酸/丙烯酸正丁酯共聚物(重量比50/50)
将40g丙烯酸正丁酯、40g 2-丙烯酰氨基-2-甲基丙烷磺酸和2.4gWako V60(偶氮二异丁腈)溶于712g DMF中。将容器暴露于氮气并加热到95℃。搅拌4小时后加入在7.2g DMF中的0.8g Wako V60并将混合物再搅拌2小时。
实施例3:
具有不同聚合物和不同聚合物/活性化合物比的活性化合物配制剂的纳米颗粒状分散体的粒度利用准弹性光散射测定。
在2小时和24小时进行测量。
AMPS:2-丙烯酰氨基-2-甲基-1-丙烷磺酸
PEA:丙烯酸苯氧基乙基酯
n-BA:丙烯酸正丁基酯
所用单体的重量比例例如由数字顺序50/17/33表示,因此AMPS/PEA/n-BA 50/17/33应理解为由单体2-丙烯酰氨基-2-甲基-1-丙烷磺酸、丙烯酸苯氧基乙基酯和丙烯酸正丁基酯以50∶17∶33的重量比形成的聚合物。
表1:
聚合物 | 活性化合物 | 聚合物∶活性化合物重量比 | 分散体制备2小时后的粒度(nm) | 分散体制备24小时后的粒度(nm) |
AMPS/PEA/n-BA50/17/33 | Pyraclostrubin(唑菌胺酯) | 1∶1 | 191.9 | 180.7 |
AMPS/PEA/n-BA50/17/33 | Pyraclostrubin | 0.5∶1 | 125.8 | 136.3 |
AMPS/PEA/n-BA50/17/33 | Pyraclostrubin | 0.25∶1 | 124.3 | 146.6 |
AMPS/n-BA50/50 | Pyraclostrubin | 1∶1 | 150.3 | 141.7 |
AMPS/n-BA50/50 | Pyraclostrubin | 0.5∶1 | 98.7 | 105.1 |
AMPS/n-BA50/50 | Pyraclostrubin | 0.25∶1 | 124.1 | 130.4 |
实施例4:
无规自由基共聚物的分子量
聚合物的分子量使用尺寸排阻色谱法测定。将聚(甲基丙烯酸甲酯)校准的测试片用作校正体系。
表2:
聚合物 | 数均Mn | 重均Mw | Mw/Mn |
AMPS/PEA/n-BA 50/17/33 | 5100 | 22500 | 4.4 |
AMPS/n-BA 50/50 | 4800 | 20000 | 4.2 |
实施例5:
因活性化合物的施用浓度不同而不同的本发明Pyraclostrubin配制剂的杀真菌效果。对已经事先用隐匿柄锈菌(Puccinia recondite)属的真菌侵染的Kanzler品种的小麦测定损害特征。
“活性化合物配制剂”列说明配制剂中与活性化合物一起存在的各无规自由基共聚物的定性和定量组成。聚合物与活性化合物的重量比对所有配制剂为2∶1。
“浓度”列给出活性化合物配制剂的施用浓度。
“评分”列给出处理后的真菌侵染,以0-100表示,100表示完全侵染。所述值为三个单独值的平均值。
AMPS:2-丙烯酰氨基-2-甲基-1-丙烷磺酸
MA、EA、BA、PEA:丙烯酸的甲基、乙基、丁基、苯氧基乙基酯
Claims (29)
2.根据权利要求1的活性化合物配制剂,其中所述C1-C20烷基选自甲基、乙基、丙基、异丙基、丁基、2-甲基丙基、叔丁基、己基、环己基、正辛基、2-乙基己基、癸基、异癸基、十一烷基、月桂基、十三烷基、肉豆蔻基、十五烷基、鲸蜡基、十七烷基或硬脂基。
4.根据权利要求3的活性化合物配制剂,其中所述C1-C20烷基选自甲基、乙基、丙基、异丙基、丁基、2-甲基丙基、叔丁基、己基、环己基、正辛基、2-乙基己基、癸基、异癸基、十一烷基、月桂基、十三烷基、肉豆蔻基、十五烷基、鲸蜡基、十七烷基或硬脂基。
5.根据权利要求1-4中任一项的活性化合物配制剂,其中至少一种无规自由基共聚物由如下单体形成:
i)2-丙烯酰氨基-2-甲基-1-丙烷磺酸或其盐,或酸和盐的混合物,和
ii)丙烯酸苯氧基乙基酯。
6.根据权利要求1-4中任一项的活性化合物配制剂,其中磺酸或其盐,或酸和盐的混合物在共聚物总重量中的比例为10-90重量%。
7.根据权利要求1-4中任一项的活性化合物配制剂,其中磺酸或其盐,或酸和盐的混合物在共聚物总重量中的比例为30-70重量%。
8.根据权利要求5的活性化合物配制剂,其中磺酸或其盐,或酸和盐的混合物在共聚物总重量中的比例为30-70重量%。
9.根据权利要求1-4中任一项的活性化合物配制剂,其中组分a)的重量比例与组分b)的重量比例之比为1∶4-4∶1。
10.根据权利要求1-4中任一项的活性化合物配制剂,其中组分a)的重量比例与组分b)的重量比例之比为1∶2-2∶1。
11.根据权利要求8的活性化合物配制剂,其中组分a)的重量比例与组分b)的重量比例之比为1∶2-2∶1。
12.根据权利要求1-4中任一项的活性化合物配制剂,其中至少一种活性化合物选自嗜球果伞素类。
13.根据权利要求11的活性化合物配制剂,其中至少一种活性化合物选自嗜球果伞素类。
14.根据权利要求12的活性化合物配制剂,其中至少一种活性化合物为唑菌胺酯。
15.根据权利要求13的活性化合物配制剂,其中至少一种活性化合物为唑菌胺酯。
16.根据权利要求1-4中任一项的活性化合物配制剂,呈固体形式。
17.根据权利要求15的活性化合物配制剂,呈固体形式。
18.根据权利要求1-4中任一项的活性化合物配制剂,呈流体溶液形式,非必要地包含额外添加剂。
19.根据权利要求15的活性化合物配制剂,呈流体溶液形式,非必要地包含额外添加剂。
20.根据权利要求1-4中任一项的活性化合物配制剂,呈水分散体形式,非必要地包含额外添加剂。
21.根据权利要求15的活性化合物配制剂,呈水分散体形式,非必要地包含额外添加剂。
22.根据权利要求20的活性化合物配制剂,其中通过准弹性光散射测定的平均粒径小于1微米。
23.根据权利要求20的活性化合物配制剂,其中通过准弹性光散射测定的平均粒径小于300纳米。
24.根据权利要求20的活性化合物配制剂,其中通过准弹性光散射测定的平均粒径小于100纳米。
25.根据权利要求21的活性化合物配制剂,其中通过准弹性光散射测定的平均粒径小于100纳米。
26.一种制备水分散体的方法,包括使根据权利要求1-21中任一项的活性化合物配制剂与含水体系接触,非必要地加入一种或多种添加剂,并按常规分散。
27.一种制备根据权利要求1-21中任一项的活性化合物配制剂的方法,其包括:将组分a)、b)和非必要地c)以及任选的额外添加剂相互分开地溶于相同或不同的有机溶剂中并将溶液相互混合,或通过使组分之一溶于有机溶剂中、加入额外的组分并溶解而制备组分a)、b)和非必要地c)以及任选的额外添加剂的组合溶液;
以及任选随后以常规方式除去溶剂至残留在配制剂中的溶剂相对于配制剂总重量的比例低于10重量%。
28.一种制备根据权利要求1-21中任一项的活性化合物配制剂的方法,包括形成组分b)和任选的额外添加剂的水溶液,将组分a)和非必要地c)以及任选的额外添加剂溶于一种或多种与水溶混而没有发生至少10重量%的相分离的有机溶剂中,将各组分的溶液相互混合并通过施加剪切力、高频和高幅振摇、高频搅拌、汽轮式搅拌或使用混合室而得到分散形式的活性化合物配制剂,以及任选随后以常规方式除去溶剂至残留在配制剂中的溶剂相对于配制剂总重量的比例低于10重量%。
29.可以通过根据权利要求26-28中任一项的方法得到的包含唑菌胺酯的活性化合物配制剂,其中通过准弹性光散射测定的平均粒径小于1微米。
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2003
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2004
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-
2006
- 2006-04-06 IL IL174824A patent/IL174824A0/en unknown
- 2006-04-26 CR CR8368A patent/CR8368A/es not_active Application Discontinuation
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4512969A (en) * | 1974-09-17 | 1985-04-23 | Eastman Kodak Company | Compositions containing hydrophobic addenda uniformly loaded in latex polymer particles |
EP0039788B1 (de) * | 1980-05-03 | 1983-09-28 | BASF Aktiengesellschaft | Kupferkomplexe, ihre Herstellung, ihre Verwendung zur Bekämpfung von Pflanzenschädlingen und Mittel dafür |
EP0446636B1 (en) * | 1990-03-12 | 1996-06-12 | Showa Denko Kabushiki Kaisha | External application base or auxiliary agent and external application composition for human being or animal containing the same |
EP0750899A3 (en) * | 1995-06-30 | 1998-05-20 | Shiseido Company Limited | An emulsifier or solubilizer which consists of a water soluble amphiphilic polyelectrolyte, and an emulsified composition or a solubilized composition and an emulsified cosmetic or a solubilized cosmetic containing it |
Also Published As
Publication number | Publication date |
---|---|
ES2364660T3 (es) | 2011-09-08 |
BRPI0415902B1 (pt) | 2016-11-29 |
EP1681923B1 (de) | 2011-04-20 |
KR20060097120A (ko) | 2006-09-13 |
CA2543553C (en) | 2012-04-10 |
JP2007509869A (ja) | 2007-04-19 |
IL174824A0 (en) | 2006-08-20 |
BRPI0415902A (pt) | 2007-01-16 |
DE10351004A1 (de) | 2005-05-25 |
DE502004012424D1 (de) | 2011-06-01 |
EA200600703A1 (ru) | 2006-08-25 |
CN1874677A (zh) | 2006-12-06 |
CA2543553A1 (en) | 2005-05-26 |
WO2005046328A1 (de) | 2005-05-26 |
CR8368A (es) | 2006-10-05 |
US20070122436A1 (en) | 2007-05-31 |
EA011824B1 (ru) | 2009-06-30 |
AU2004289034A1 (en) | 2005-05-26 |
ATE505951T1 (de) | 2011-05-15 |
JP4694497B2 (ja) | 2011-06-08 |
US7994227B2 (en) | 2011-08-09 |
EP1681923A1 (de) | 2006-07-26 |
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