CN1106148C - 杀真菌混合物 - Google Patents
杀真菌混合物 Download PDFInfo
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- CN1106148C CN1106148C CN97194014A CN97194014A CN1106148C CN 1106148 C CN1106148 C CN 1106148C CN 97194014 A CN97194014 A CN 97194014A CN 97194014 A CN97194014 A CN 97194014A CN 1106148 C CN1106148 C CN 1106148C
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- acid
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- MNNHAPBLZZVQHP-UHFFFAOYSA-N diammonium hydrogen phosphate Chemical compound [NH4+].[NH4+].OP([O-])([O-])=O MNNHAPBLZZVQHP-UHFFFAOYSA-N 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
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- 125000001475 halogen functional group Chemical group 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 229940071870 hydroiodic acid Drugs 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
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- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
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- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
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- 150000007522 mineralic acids Chemical class 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 125000002347 octyl 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])[H] 0.000 description 1
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- 235000006408 oxalic acid Nutrition 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 229940044654 phenolsulfonic acid Drugs 0.000 description 1
- ABLZXFCXXLZCGV-UHFFFAOYSA-N phosphonic acid group Chemical group P(O)(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 1
- 150000003009 phosphonic acids Chemical class 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 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 1
- 150000003254 radicals Chemical class 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000009331 sowing Methods 0.000 description 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
- 239000001117 sulphuric acid Substances 0.000 description 1
- 235000011149 sulphuric acid Nutrition 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
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- 239000002023 wood Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
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Classifications
-
- 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/52—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing groups, e.g. carboxylic acid amidines
-
- 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
- A01N47/08—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 one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/24—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing the groups, or; Thio analogues thereof
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
本发明涉及杀真菌混合物，它包含增效活性量的a)式I的肟醚，其中取代基具有下列含意：X是氧或氨基(NH)；Y是CH或N；Z是氧、硫、氨基(NH)或C1-C4-烷基氨基(N-C1-C4-烷基)；R’是C1-C6-烷基、C1-C6-卤代烷基、C3-C6-链烯基、C2-C6-卤代链烯基、C3-C6-炔基、C3-C6-卤代炔基、C3-C6-环烷基甲基或是苄基，该苄基可以是部分或全部卤代的和/或可以有一至三个下列基团连于其上：氰基、C1-C4-烷基、C1-C4-卤代烷基、C1-C4-烷氧基、C1-C4-卤代烷氧基和C1-C4-烷硫基；和/或b)式II的氨基甲酸酯，其中T是CH或N，n是0、1或2，且R是卤素、C1-C4-烷基或C1-C4-卤代烷基，当n是2时基团R可以不同，和c)选自化合物IIIa、IIIb和IIIc的吗啉或哌啶衍生物III。
Description
本发明涉及杀真菌混合物，它包含增效活性量的
a)式I的肟醚
其中取代基具有下列含意：
X是氧或氨基(NH)；
Y是CH或N；
Z是氧、硫、氨基(NH)或C1-C4-烷基氨基(N-C1-C4-烷基)；
R’是C1-C6-烷基、C1-C6-卤代烷基、C3-C6-链烯基、C2-C6-卤代链烯基、C3-C6-炔基、C3-C6-卤代炔基、C3-C6-环烷基甲基或是苄基，该苄基可以是部分或全部卤代的和/或可以有一至三个下列基团连于其上：氰基、C1-C4-烷基、C1-C4-卤代烷基、C1-C4-烷氧基、C1-C4-卤代烷氧基和C1-C4-烷硫基；
如/或
b)式II的氨基甲酸酯
其中T是CH或N，n是0、1或2，且R是卤素、C1-C4-烷基或C1-C4-卤代烷基，当n是2时基团R可以不同，和
c)选自化合物IIIa、IIIb和IIIc的吗啉或哌啶衍生物III
[n＝10、11、12(60-70％)或13]。
此外，本发明还涉及用化合物I和/或II和III的混合物防治有害真菌的方法，以及涉及化合物I和/或II和化合物III制备这种混合物的应用。
式I化合物、其制备和其对有害真菌的作用已公开于文献中(WO-A 95/21,153、WO 95/21 154、DE-A 195 28 651.0)。
式II化合物、其制备和其对有害真菌的作用业已描述于WO-A96/01,256和WO-A 96/01,258中。
吗啉或哌啶衍生物III(IIIa：通用名：丁苯吗啉，US-A 4,202,894；IIIb：通用名：苯锈啶，US-A 4,202,894；IIIc：通用名：十三吗啉，DE-A 11 64 152)、其制备和其对有害真菌的作用也已公开。
本发明的目的是提供对有害真菌具有改进作用且降低施用活性成分总量的混合物(增效混合物)，目的在于使这些已知化合物施用量降低并且改进其作用谱。
因此，我们发现此目的通过开头定义的混合物实现。而且，我们发现，通过同时一起或分别施用化合物I和/或II和化合物III，或依次施用化合物I和/或II和化合物III，可以比使用单独的化合物更好地防治有害真菌。
特别是，在通式I代表的化合物中，优选其中X是氧且Y是CH或者其中X是氨基且Y是N的肟醚。
此外，优选的是那些其中Z是氧的化合物I。
同样，优选的是那些其中R’是烷基或苄基的化合物I。
对于其在本发明增效混合物中的应用而言，特别优选的化合物I是汇集下表中的那些：
表1.
式IA化合物，其中对于每一化合物，ZR’相应于表A中的一行
表2.
式IB化合物，其中对于每一化合物而言，ZR’相应于表A中的一行
表A
| 序号 | ZR′ |
| I.1 | O-CH2CH2CH3 |
| I.2 | O-CH(CH3)2 |
| I.3 | O-CH2CH2CH2CH3 |
| I.4 | O-CH(CH3)CH2CH3 |
| I.5 | O-CH2CH(CH3)2 |
| I.6 | O-C(CH3)3 |
| I.7 | S-C(CH3)3 |
| I.8 | O-CH(CH3)CH2CH2CH3 |
| I.9 | O-CH2C(CH3)3 |
| I.10 | O-CH2C(Cl)＝CCl2 |
| I.11 | O-CH2CH＝CH-Cl(trans) |
| I.12 | O-CH2C(CH3)＝CH2 |
| I.13 | O-CH2-(cyclopropyl) |
| I.14 | O-CH2-C6H5 |
| I.15 | O-CH2-[4-F-C6H4] |
| I.16 | O-CH2CH3 |
| I.17 | O-CH(CH2CH3)2 |
由于存在C＝Y双键，式I化合物可以存在E或Z构形(相对于羧酸官能团)。因此，在每一种情况下，它们可以以纯E或Z异构体或以E/Z异构体混合物用于本发明混合物中。优选使用E/Z异构体混合物或E异构体，特别优选的是E异构体。
化合物I的侧链上的肟醚基团的C＝N双键在每一种情况下可以纯E或Z异构体或E/Z异构体混合物形式存在。化合物I可以以其异构体混合物或纯异构体使用于本发明混合物中。对于其使用而言，特别优选的化合物I是那些其中在侧链上的未端肟醚基是顺式构形(OCH3基团相对于ZR’)的化合物I。
特别是，在式II代表的氨基甲酸酯中，优选其中取代基的组合相应于下文表中的一行：表3：
| 序号 | T | Rn |
| II.1 | N | 2-F |
| II.2 | N | 3-F |
| II.3 | N | 4-F |
| II.4 | N | 2-Cl |
| II.5 | N | 3-Cl |
| II.6 | N | 4-Cl |
| II.7 | N | 2-Br |
| II.8 | N | 3-Br |
| II.9 | N | 4-Br |
| II.10 | N | 2-CH3 |
| II.11 | N | 3-CH3 |
| II.12 | N | 4-CH3 |
| II.13 | N | 2-CH2CH3 |
| II.14 | N | 3-CH2CH3 |
| II.15 | N | 4-CH2CH3 |
| II.16 | N | 2-CH(CH3)2 |
| II.17 | N | 3-CH(CH3)2 |
| II.18 | N | 4-CH(CH3)2 |
| II.19 | N | 2-CF3 |
| II.20 | N | 3-CF3 |
| II.21 | N | 4-CF3 |
| II.22 | N | 2，4-F2 |
| II.23 | N | 2，4-Cl2 |
| II.24 | N | 3，4-Cl2 |
| II.25 | N | 2-Cl，4-CH3 |
| II.26 | N | 3-Cl，4-CH3 |
| II.27 | CH | 2-F |
| II.28 | CH | 3-F |
| II.29 | CH | 4-F |
| II.30 | CH | 2-Cl |
| II.31 | CH | 3-Cl |
| II.32 | CH | 4-Cl |
| II.33 | CH | 2-Br |
| II.34 | CH | 3-Br |
| 序号 | T | Rn |
| II.35 | CH | 4-Br |
| II.36 | CH | 2-CH3 |
| II.37 | CH | 3-CH3 |
| II.38 | CH | 4-CH3 |
| II.39 | CH | 2-CH2CH3 |
| II.40 | CH | 3-CH2CH3 |
| II.41 | CH | 4-CH2CH3 |
| II.42 | CH | 2-CH(CH3)2 |
| II.43 | CH | 3-CH(CH3)2 |
| II.44 | CH | 4-CH(CH3)2 |
| II.45 | CH | 2-CF3 |
| II.46 | CH | 3-CF3 |
| II.47 | CH | 4-CF3 |
| II.48 | CH | 2，4-F2 |
| II.49 | CH | 2，4-Cl2 |
| II.50 | CH | 3，4-Cl2 |
| II.51 | CH | 2-Cl，4-CH3 |
| II.52 | CH | 3-Cl，4-CH3 |
化合物II.12、II.23、II.32和II.38是特别优选的。
由于硝基的特性，式I和II化合物能够与无机或有机酸或者与金属离子形成加成物或盐。
无机酸的实例是氢卤酸如氢氟酸、盐酸、氢溴酸和氢碘酸，硫酸、磷酸和硝酸。
适合的有机酸是(例如)甲酸、碳酸和链烷酸如乙酸、三氟乙酸、三氯乙酸和丙酸，以及乙醇酸、硫氰酸、乳酸、琥珀酸、柠檬酸、苯甲酸、肉桂酸、草酸、烷基磺酸(具有1至20个碳原子的直链或支链烷基基团的磺酸)、芳基磺酸或芳基二磺酸(芳族基团如苯基和萘基，它们具有一或二个连于其上的磺基基团)、烷基膦酸(具有1至20个碳原子的直链或支链烷基基团的膦酸)、芳基膦酸或芳基二膦酸(芳族基团如苯基和萘基，它们具有一或二个连于其上的膦酸残基)，对于烷基或芳基基团，也可能有另外的取代基连于其上，例如对甲苯磺酸、水杨酸、对氨基水杨酸、2-苯氧基苯甲酸、2-乙酰氧基苯甲酸等。
适合的金属离子(特别)是第二主族元素、特别是钙和镁，第三和第四主族元素、特别是铝、锡和铅，以及第一至八副族元素、特别是铬、锰、铁、钴、镍、铜、锌及其它的离子。特别优选的是第四周期各副组元素的金属离子。这些金属可以以各种它们可以出现的价位存在。
当制备混合物时，优选的是采用纯的活性成分I和/或II和III，且如果需要的话，它们可以与其它的杀有害真菌或其它害虫如昆虫、蜱螨或线虫的活性成分，或是与除草的或生长调节的活性成分或化肥混合。
化合物I和/或II和III的混合物，或同时一起或分别使用的化合物I和/或II和III，对广谱的植物病原真菌，特别是对子囊菌纲、半知菌纲、担子菌纲和藻状菌纲有突出的作用。它们中的一些有内吸作用，因此可以用作叶面和土壤作用的杀真菌剂。
它们在防治各种作物如棉花、蔬菜(例如黄瓜、豆类和胡瓜类)、大麦、禾草、燕麦、咖啡、玉米、水果、稻、黑麦、大豆、葡萄、小麦、观赏植物、甘蔗和各种种子上的许多植物病原真菌方面特别重要。
它们特别适合于防治下列植物病原真菌：禾谷类上的禾白粉菌(Erysiphe graminia)，胡瓜上的二孢白粉菌(Erysiphe cichoracearum)和苍耳单丝壳菌(Sphaerotheca fuliginea)，苹果上的苹果白粉病柄球菌(P0dosphaera leucotricha)，葡萄上的葡萄白粉病钩丝壳霉(Uncinulanecator)，禾谷类上的柄锈菌(Puccinia)，棉花、稻和草坪上的丝核菌(Rhizoctonia)，禾谷类和甘蔗上的黑粉菌(Ustilago)，苹果上的苹果黑星菌(Venturia Inaequalis)，禾谷类上的长蠕孢菌(Helminthosporium)，小麦上的黑麦喙孢(Rhynchosporiumsecalis)、颖枯病菌(Septoria nodorum)，草莓、蔬菜、观赏植物和葡萄上的灰霉菌(Botrytis cinera)，花生上的花生尾孢菌(Cercosporaarachidicola)，小麦和大麦上的眼斑病菌(Pseudocercosporaherpotophthora)，稻上的稻梨孢(Pyricularia oryzae)，马铃薯和蕃茄上的蔓延疫霉(Phytophthora infestans)，葡萄上的葡萄生单轴霉(Plasmopara viticola)，蔬菜和水果上的链格孢菌(Alternaria)，以及镰刀菌(Fusarium)和轮枝孢菌(Verticillium)。
此外，它们可以用在材料的保护上(例如，木材的保护)，例如防治宛氏拟青霉(Paecilomhces variotii)。
化合物I和/或II和III可以同时一起或分别或依次施周，在分别施用时，施用顺序通常不影响防治措施的效果。
化合物I和/或II和III通常以20∶1至0.1∶2、优选10∶1至0.2∶1、特别是5∶1至0.5∶1的重量比使用。
依据所需的效果的性质的不同，本发明混合物中式I化合物的使用量通常为0.01至0.5千克/公顷，优选0.05至0.5千克/公顷，特别是0.05至0.3千克/公顷。
相应地，在化合物III的情况下，施用量通常是0.05至1千克/公顷，优选0.1至1.0千克/公顷，特别是0.1至0.8千克/公顷。
处理种子时，混合物的施用量通常是0.001至50克/千克种子，优选0.01至10克/千克种子，特别是0.01至5克/千克种子。
如果意欲防治的是植物病原真菌，则通过向种子、植物或播种前或播种后植物出芽前或后的土壤喷雾或喷粉，分别或一起施用化合物I和/或II和III或者化合物I和/或II与III的混合物。
本发明的增效混合物或化合物I和/或II与III可以加工成(例如)可直接喷雾溶液、粉末和悬浮液形式，或高浓度水悬剂、油悬剂或其它悬浮剂、分散液、乳液、油分散液、膏剂、粉剂、撒施剂或颗粒剂，并可通过喷雾、弥雾、喷粉、撒施或浇泼使用。施用形式取决于使用的目的；在每一种情况下，应确保本发明混合物的分散尽可能的细微和均匀。
制剂以其本身已知的方式来生产，例如，添加溶剂和/或载体。惰性添加剂如乳化剂或分散剂通常用来与制剂混合。
适合的表面活性剂是芳族磺酸例如木素磺酸、苯酚磺酸、萘磺酸和二丁基萘磺酸的碱金属盐、碱土金属盐和铵盐，以及脂肪酸、烷基磺酸和烷基芳基磺酸、烷基硫酸、月桂基醚硫酸和脂肪醇硫酸的碱金属盐、碱土金属盐和铵盐，以及硫酸化的十六-、十七-和十八烷醇或脂肪醇二醇醚的盐，磺化萘和其衍生物与甲醛的缩合产物，萘或萘磺酸与苯酚和甲醛的缩合产物，聚氧乙烯辛基酚醚，乙氧基化的异辛基-、辛基-或壬基酚，烷基苯酚或三丁基苯基聚二醇醚，烷基芳基聚醚醇，异十三烷醇，脂肪醇/环氧乙烷缩合物，乙氧基化蓖麻油，聚氧乙烯烷基醚或聚氧丙烯，月桂醇聚二醇醚乙酸酯，失水山梨醇酯，木素亚硫酸盐废液或甲基纤维素。
粉剂、撒施材料和喷粉剂可以通过将化合物I和/或II或III或者化合物I和/或II和III的混合物与固体载体混合或一起研磨而制备。
颗粒剂(例如，涂敷、浸渍或均质颗粒剂)通常是通过将一种或多种活性化合物结合到固体载体上而制备。
可以使用的填料和固体载体的实例是矿石土如硅胶、二氧化硅、硅胶类、硅酸盐、滑石、高岭土、石灰石、石灰、白垩、红玄武土、黄土、陶土、白云石、硅藻土、硫酸钙、硫酸镁、氧化镁，研磨的合成材料，以及化肥如硫酸铵、磷酸铵、硝酸铵、尿素，和植物产品如面粉、树皮粉、木粉和坚果壳粉、纤维素粉，或者其它固体载体。
制剂中通常含有0.1至95％(重量)、优选0.5至90％(重量)的化合物I和/或II和III之一、或化合物I和/或II和III的混合物。采用的活性成分纯度为90％至100％，优选95％至100％(根据NMR或HPLC谱)。
化合物I和/或II和III或混合物或相应的制剂，是通过使用杀真菌活性量的混合物、或(在分别施用的情况下)使用杀真菌活性量的化合物I和II，处理真菌或处理意欲防除有害真菌的植物、种子、土壤、区域、材料或空间来施用的。使用可以在有害真菌侵染前或后进行。
这些化合物与混合物的杀真菌活性用下列实验来说明：
活性成分分别或一起加工成于下列混合物中的浓度为10％的乳剂：70％(重量)的环己酮、20％(重量)的NekanilLN(LutensolAP6，基于乙氧基化烷基酚的具有乳化和分散作用的润湿剂)和10％(重量)的EmulphorEL(EmulanEL，基于乙氧基化脂肪醇的乳化剂)。并用水稀释至所需浓度。
通过确定感病的叶面积百分率进行评价，并将这些百分率值转化成效力。活性成分混合物的预期效力是用Colby公式来计算[R.S.Colby，《杂草(Weeds)》15，20-22(1967)]，并与实测效力作比较。
Colby公式：
E＝x+y-xy/100
E 以浓度a与b使用活性成分A与B的混合物时的预期效力，以相对于未处理对照的％表示
x 以浓度a使用活性成分A时的效力，以相对于未处理对照的％表示
y 以浓度b使用活性成分B时的效力，以相对于未处理对照的％表示。
效力(
W)使用Abbot公式计算
W＝(1-α)100/β
α是处理植物的真菌感染％
β是未处理植物的真菌感染％。
效力为0指感染程度与未处理对照的相同；效力为100指处理植物未感染。
实施例1-7 对小麦白粉病的活性
种植栽培品种为”Frühgold”的盆栽小麦秧的叶片用由10％活性成分、63％环己酮和27％乳化剂的母液制备出的活性化合物的含水制剂喷雾直到雾滴向下滴流点。喷雾液层变干24小时后，用小麦白粉病菌(Erysiphe graminis fs.tritici)孢子喷粉。随后将试验植物放置在20至22℃下的高空气温度(75-80％)温室中。7天后，目测确定叶片上的白粉病发病程度％。
将目测的感染叶片面积的百分率以未处理对照作较正，转化成效力％。效力为0指病害水平与未处理对照中的相同，效力为100％是感病水平为0。用Colby公式(Colby S.R.“除草剂组合的计算增效和拮抗响应(Calculating synergistic and antagonistic responses of herbicidecombinations)”《杂草》15，p20-22，1967)确定活性化合物组合的预期效力，并与实测效力相比较。
表4：
表5：
* 运用Colby’s公式计算
| 实施例 | 活性化合物 | 喷雾混合物中的活性成分浓度(ppm) | 相对于未处理对照的效力％ |
| 1V | 对照(未处理) | (病害水平 97％) | 0 |
| 2V | A＝表1A，No.2 | 1 | 90 |
| 3V | B＝表1A，No.4 | 16 | 85 |
| 4V | IIIa＝丁苯吗啉 | 1 | 0 |
| 5V | IIIc＝十三吗啉 | 16 | 0 |
| 实施例 | 喷雾混合物中的活性成分浓度(ppm) | 实测活性化合物 | 计算效力* |
| 6 | 1A+1IIIa | 100 | 90 |
| 7 | 16B+16IIIc | 100 | 85 |
实施例8-17对小麦叶锈病(Puccinia recondita)的活性
种植栽培品种为”Frühgold”的盆栽小麦秧的叶片用叶锈病菌(Puccinia recondita)孢子喷粉。随后将小麦植株在20至22℃下的高空气温度(90-95％)培养室中放置24小时。在此期间，孢子萌发，并且萌发管穿透入叶片组织。第二天，将感染的小麦秧用由10％活性成分、63％环己酮和27％乳化剂的母液制备出的活性化合物的含水制剂喷雾直到雾滴向下滴流点。在喷雾液层干燥后，将试验植株在20-22℃和65-70％相对湿度下的温室中再培养7天。之后确定叶片上的真菌发病程度。
将目测的感染叶片面积的百分率以未处理对照作较正，转化成效力％。效力为0指病害水平与未处理对照中的相同，效力为100％是感病水平为0。用Colby公式(Colby S.R.“除草剂组合的计算增效和拮抗响应(Calculating synergistic and antagonistic responses of herbicidecombinations)”《杂草》15，p20-22，1967)确定活性化合物组合的预期效力，并与实测效力相比较。表6：
表7：
* 运用Colby’s公式计算
| 实施例 | 活性化合物 | 喷雾混合物中的活性成分浓度(ppm) | 相对于未处理对照的效力％ |
| 8V | 对照(未处理) | (病害水平100％) | 0 |
| 9V | A＝表1A，No.2 | 4 | 20 |
| 10V | B＝表1A，No.4 | 4 | 80 |
| 11V | IIIa＝丁苯吗啉 | 4 | 20 |
| 12V | IIIb＝苯锈定 | 4 | 0 |
| 13V | IIIc＝十三吗啉 | 4 | 0 |
| 实施例 | 喷雾混合物中的活性成分浓度(ppm) | 实测活性化合物 | 计算效力* |
| 14 | 4A+4IIIa | 99 | 36 |
| 15 | 4A+4IIIb | 50 | 20 |
| 16 | 4A+4IIIc | 90 | 20 |
| 17 | 4B+4IIIa | 100 | 84 |
实施例18-28 对小麦白粉病的活性
种植栽培品种为”Frühgold”的盆栽小麦秧的叶片用由10％活性成分、63％环己酮和27％乳化剂的母液制备出的活性化合物的含水制剂喷雾直到雾滴向下滴流点。喷雾液层变干24小时后，用小麦白粉病菌(Erysiphe graminis fs.tritici)孢子喷粉。随后将试验植物放置在20至22℃下的高空气温度(75-80％)温室中。7天后，目测确定叶片上的白粉病发病程度％。
将目测的感染叶片面积的百分率以未处理对照作较正，转化成效力％。效力为0指病害水平与未处理对照中的相同，效力为100％是0％感染。用Colby公式(Colby S.R.“除草剂组合的计算增效和拮抗响应(Calculating synergistic and antagonistic responses of herbicidecombinations)”《杂草》15，p20-22，1967)确定活性化合物组合的预期效力，并与实测效力相比较。表6：
表9：
| 实施例 | 活性化合物 | 喷雾混合物中的活性成分浓度(ppm) | 相对于未处理对照的效力％ |
| 18V | 对照(未处理) | (病害水平 97％) | 0 |
| 19V | C＝表3中的化合物No.II.32 | 1641 | 908517 |
| 20V | D＝表3中的化合物No.II.38 | 1 | 7 |
| 21V | IIIa＝丁苯吗啉 | 1 | 0 |
| 22V | IIIb＝苯锈定 | 1 | 7 |
| 23V | IIIc＝十三吗啉 | 164 | 00 |
| 实施例 | 喷雾混合物中的活性成分浓度(ppm) | 实测活性化合物 | 计算效力* |
| 24 | 1C+1IIIa | 85 | 17 |
| 25 | 1C+1IIIb | 38 | 23 |
| 26 | 16C+16IIIc | 100 | 90 |
| 27 | 4C+4IIIc | 93 | 85 |
| 28 | 1D+1IIIb | 35 | 14 |
* 运用Colby’s公式计算
实施例29-39 对小麦叶锈病(Puccinia recondita)的活性
种植栽培品种为”Frühgold”的盆栽小麦秧的叶片用叶锈病菌(Puccinia recondita)孢子喷粉。随后将小麦秧在20至22℃下的高空气湿度(90-95％)培养室中放置24小时。在此期间，孢子萌发，并且萌发管穿透入叶片组织。第二天，将感染的小麦秧用由10％活性成分、63％环己酮和27％乳化剂的母液制备出的活性化合物的含水制剂喷雾直到雾滴向下滴流点。在喷雾液层干燥后，将试验植株在20-22℃和65-70％相对湿度下的温室中再培养7天。之后确定叶片上的真菌发病程度。
将目测的感染叶片面积的百分率以未处理对照作较正，转化成效力％。效力为0指病害水平与未处理对照中的相同，效力为100％是0％感染。用Colby公式(Colby S.R.“除草剂组合的计算增效和拮抗响应(Calculating synergistic and antagonistic responses of herbicidecombinations)”《杂草》15，p20-22，1967)确定活性化合物组合的预期效力，并与实测效力相比较。表10：
| 实施例 | 活性化合物 | 喷雾混合物中的活性成分浓度(ppm) | 相对于未处理对照的效力％ |
| 29V | 对照(未处理) | (病害水平100％) | 0 |
| 30V | C＝化合物No.II.32 | 4 | 60 |
| 31V | D＝化合物No.II.38 | 1 | 0 |
| 32V | IIa＝丁苯吗啉 | 4 | 20 |
| 33V | IIb＝丁苯吗啉 | 41 | 00 |
| 34V | IIc＝十三吗啉 | 4 | 0 |
| 实施例 | 喷雾混合物中的活性成分浓度(ppm) | 实测活性化合物 | 计算效力* |
| 35 | 4C+4IIIa | 85 | 68 |
| 36 | 4C+4IIIb | 80 | 60 |
| 37 | 4C+4IIIc | 80 | 60 |
| 38 | 1D+1IIIc | 30 | 0 |
| 39 | 1D+1IIIc | 20 | 0 |
*运用Colby’s公式计算
实施例1-39的结果证实，所有混合比率的实测效力超过用Colby公式计算的效力。
Claims (8)
1.杀真菌混合物，它包含增效活性量的
b)式II的氨基甲酸酯
其中T是CH或N，n是0、1或2，且R是卤素、C1-C4-烷基或C1-C4-卤代烷基，当n是2时基团R可以不同，和
c)选自化合物IIIa、IIIb和IIIc的吗啉或哌啶衍生物III
[n＝10、11、12(60-70％)或13]，
其中化合物II与化合物III的重量比是20∶1至0.1∶2。
2.根据权利要求1的杀真菌混合物，它包含权利要求1中所述的式II的氨基甲酸酯和吗啉衍生物IIIa。
3.根据权利要求1的杀真菌混合物，它包含权利要求1中所述的式II的氨基甲酸酯和哌啶衍生物IIIb。
4.根据权利要求1的杀真菌混合物，它包含权利要求1中所述的式II的氨基甲酸酯和吗啉衍生物IIIc。
5.防治有害真菌的方法，它包括用增效活性量的权利要求1中所述的式II化合物和权利要求1中所述的式III化合物处理有害真菌、它们的环境或者意欲不受真菌侵染的植物、种子、土壤、区域、材料或空间，其中化合物II与化合物III的重量比是20∶1至0.1∶2。
6.根据权利要求5的方法，其中权利要求1中所述的化合物II和权利要求1中所述的式III化合物同时一起或分别或依次施用。
7.根据权利要求5的方法，其中权利要求1中所述的化合物II以0.01至0.5千克/公顷的量处理有害真菌、它们的环境或者意欲不受真菌侵染的植物、种子、土壤、区域、材料或空间。
8.根据权利要求5的方法，其中权利要求1中所述的化合物III以0.05至1千克/公顷的量处理有害真菌、它们的环境或者意欲不受真菌侵染的植物、种子、土壤、区域、材料或空间。
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| EA (1) | EA001006B1 (zh) |
| ES (1) | ES2175396T3 (zh) |
| HU (1) | HU225630B1 (zh) |
| IL (1) | IL126083A (zh) |
| NZ (1) | NZ331766A (zh) |
| PL (1) | PL187549B1 (zh) |
| PT (1) | PT900009E (zh) |
| SI (1) | SI0900009T1 (zh) |
| SK (1) | SK282795B6 (zh) |
| TW (1) | TW347311B (zh) |
| UA (1) | UA56167C2 (zh) |
| WO (1) | WO1997040673A1 (zh) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BR9708874A (pt) * | 1996-04-26 | 1999-08-03 | Basf Ag | Mistura fungicida e processo para controlar fungos nocivos |
| PL189807B1 (pl) | 1997-06-04 | 2005-09-30 | Basf Ag | Środek grzybobójczy |
| KR20010013341A (ko) | 1997-06-04 | 2001-02-26 | 스타르크, 카르크 | 살진균성 혼합물 |
| UA72490C2 (uk) | 1998-12-22 | 2005-03-15 | Басф Акцієнгезелльшафт | Фунгіцидна суміш та спосіб боротьби з фітопатогенними грибами |
| US20050288309A1 (en) * | 2002-11-15 | 2005-12-29 | Totmo I Blasco Jordi | Fungicidal mixtures |
| US9172139B2 (en) | 2009-12-03 | 2015-10-27 | Apple Inc. | Bezel gap antennas |
| US9160056B2 (en) | 2010-04-01 | 2015-10-13 | Apple Inc. | Multiband antennas formed from bezel bands with gaps |
| CN102919254A (zh) * | 2010-12-08 | 2013-02-13 | 陕西美邦农药有限公司 | 一种含十三吗啉的杀菌组合物 |
| US8947303B2 (en) | 2010-12-20 | 2015-02-03 | Apple Inc. | Peripheral electronic device housing members with gaps and dielectric coatings |
Citations (5)
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| EP0524496A1 (de) * | 1991-07-22 | 1993-01-27 | BASF Aktiengesellschaft | Fungizide Mischung |
| EP0645087A1 (de) * | 1993-09-24 | 1995-03-29 | BASF Aktiengesellschaft | Fungizide Mischungen |
| WO1995021153A1 (de) * | 1994-02-04 | 1995-08-10 | Basf Aktiengesellschaft | Phenylessigsäurederivate, verfahren und zwischenprodukte zu ihrer herstellung und sie enthaltende mittel |
| WO1996001256A1 (de) * | 1994-07-06 | 1996-01-18 | Basf Aktiengesellschaft | 2-[(dihydro)pyrazolyl-3'-oxymethylen]-anilide als schädlingsbekämpfungsmittel und fungizide |
| WO1996001258A1 (de) * | 1994-07-06 | 1996-01-18 | Basf Aktiengesellschaft | 2-(1',2',4'-triazol-3'yloxymethylen)-anilide und ihre verwendung als schädlingsbekämpfungsmittel |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| AT354187B (de) * | 1976-11-22 | 1979-12-27 | Hoffmann La Roche | Fungizides mittel |
| DE4309856A1 (de) * | 1993-03-26 | 1994-09-29 | Basf Ag | Fungizide Mischung |
| AU1280095A (en) * | 1993-12-27 | 1995-07-17 | Sumitomo Chemical Company, Limited | Bactericidal composition |
| EP0741694B1 (de) * | 1994-02-04 | 2003-04-02 | Basf Aktiengesellschaft | Phenylessigsäurederivate, verfahren und zwischenprodukte zu ihrer herstellung und sie enthaltende mittel |
| DE19528651A1 (de) * | 1995-08-04 | 1997-02-06 | Basf Ag | Hydroximsäurederivate, Verfahren zu ihrer Herstellung und sie enthaltende Mittel |
| DE59603364D1 (de) * | 1995-08-17 | 1999-11-18 | Basf Ag | Fungizide mischungen eines oximethercarbonsäureamids mit einem morpholin- oder piperidinderivat |
| BR9708874A (pt) * | 1996-04-26 | 1999-08-03 | Basf Ag | Mistura fungicida e processo para controlar fungos nocivos |
-
1997
- 1997-04-22 BR BR9708874A patent/BR9708874A/pt not_active IP Right Cessation
- 1997-04-22 KR KR10-1998-0708546A patent/KR100432453B1/ko not_active IP Right Cessation
- 1997-04-22 ES ES97919398T patent/ES2175396T3/es not_active Expired - Lifetime
- 1997-04-22 SK SK1384-98A patent/SK282795B6/sk not_active IP Right Cessation
- 1997-04-22 DE DE59706770T patent/DE59706770D1/de not_active Expired - Lifetime
- 1997-04-22 JP JP53853497A patent/JP4170393B2/ja not_active Expired - Lifetime
- 1997-04-22 PL PL97329506A patent/PL187549B1/pl unknown
- 1997-04-22 AU AU23887/97A patent/AU734568B2/en not_active Expired
- 1997-04-22 UA UA98116277A patent/UA56167C2/uk unknown
- 1997-04-22 CZ CZ19983416A patent/CZ291462B6/cs not_active IP Right Cessation
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- 1997-04-22 NZ NZ331766A patent/NZ331766A/xx not_active IP Right Cessation
- 1997-04-22 SI SI9730280T patent/SI0900009T1/xx unknown
- 1997-04-22 EA EA199800896A patent/EA001006B1/ru not_active IP Right Cessation
- 1997-04-22 WO PCT/EP1997/002015 patent/WO1997040673A1/de active IP Right Grant
- 1997-04-22 US US09/171,600 patent/US6136802A/en not_active Expired - Lifetime
- 1997-04-22 DK DK97919398T patent/DK0900009T3/da active
- 1997-04-22 HU HU9903739A patent/HU225630B1/hu unknown
- 1997-04-22 EP EP97919398A patent/EP0900009B1/de not_active Expired - Lifetime
- 1997-04-22 AT AT97919398T patent/ATE214874T1/de active
- 1997-04-22 CN CN97194014A patent/CN1106148C/zh not_active Expired - Lifetime
- 1997-04-22 CA CA002252523A patent/CA2252523C/en not_active Expired - Fee Related
- 1997-04-22 IL IL12608397A patent/IL126083A/en not_active IP Right Cessation
- 1997-04-24 TW TW086105365A patent/TW347311B/zh not_active IP Right Cessation
- 1997-04-25 CO CO97022206A patent/CO4761034A1/es unknown
- 1997-04-25 AR ARP970101715A patent/AR006863A1/es active IP Right Grant
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0524496A1 (de) * | 1991-07-22 | 1993-01-27 | BASF Aktiengesellschaft | Fungizide Mischung |
| EP0645087A1 (de) * | 1993-09-24 | 1995-03-29 | BASF Aktiengesellschaft | Fungizide Mischungen |
| WO1995021153A1 (de) * | 1994-02-04 | 1995-08-10 | Basf Aktiengesellschaft | Phenylessigsäurederivate, verfahren und zwischenprodukte zu ihrer herstellung und sie enthaltende mittel |
| WO1996001256A1 (de) * | 1994-07-06 | 1996-01-18 | Basf Aktiengesellschaft | 2-[(dihydro)pyrazolyl-3'-oxymethylen]-anilide als schädlingsbekämpfungsmittel und fungizide |
| WO1996001258A1 (de) * | 1994-07-06 | 1996-01-18 | Basf Aktiengesellschaft | 2-(1',2',4'-triazol-3'yloxymethylen)-anilide und ihre verwendung als schädlingsbekämpfungsmittel |
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