CN1282207A - 基于酰胺化合物和吡咯的杀真菌混剂 - Google Patents
基于酰胺化合物和吡咯的杀真菌混剂 Download PDFInfo
- Publication number
- CN1282207A CN1282207A CN98812313.4A CN98812313A CN1282207A CN 1282207 A CN1282207 A CN 1282207A CN 98812313 A CN98812313 A CN 98812313A CN 1282207 A CN1282207 A CN 1282207A
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- Prior art keywords
- methyl
- alkyl
- group
- phenyl
- base
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 57
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- 150000003851 azoles Chemical class 0.000 title claims description 9
- 239000000417 fungicide Substances 0.000 title abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 32
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 28
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims abstract description 24
- 229910052736 halogen Inorganic materials 0.000 claims abstract description 22
- 150000002367 halogens Chemical class 0.000 claims abstract description 19
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 18
- 125000005843 halogen group Chemical group 0.000 claims abstract description 16
- 125000003118 aryl group Chemical group 0.000 claims abstract description 15
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- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 6
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- QMMOXUPEWRXHJS-UHFFFAOYSA-N pent-2-ene Chemical compound CCC=CC QMMOXUPEWRXHJS-UHFFFAOYSA-N 0.000 description 1
- 125000003538 pentan-3-yl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 1
- 230000008635 plant growth Effects 0.000 description 1
- 238000005498 polishing Methods 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 238000010298 pulverizing process Methods 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
- 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
- 125000003548 sec-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- YZHUMGUJCQRKBT-UHFFFAOYSA-M sodium chlorate Chemical compound [Na+].[O-]Cl(=O)=O YZHUMGUJCQRKBT-UHFFFAOYSA-M 0.000 description 1
- 229920005552 sodium lignosulfonate Polymers 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 239000011550 stock solution Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 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
- 125000001113 thiadiazolyl group Chemical group 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- 125000001425 triazolyl group Chemical group 0.000 description 1
- YNJBWRMUSHSURL-UHFFFAOYSA-N trichloroacetic acid Chemical compound OC(=O)C(Cl)(Cl)Cl YNJBWRMUSHSURL-UHFFFAOYSA-N 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
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
- A01N37/18—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 the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
- A01N37/22—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 the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof the nitrogen atom being directly attached to an aromatic ring system, e.g. anilides
-
- 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/06—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
- A01N43/08—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings with oxygen as the ring hetero 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
-
- 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
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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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
- A01N43/76—1,3-Oxazoles; Hydrogenated 1,3-oxazoles
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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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
- A01N43/78—1,3-Thiazoles; Hydrogenated 1,3-thiazoles
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- General Health & Medical Sciences (AREA)
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Abstract
一种杀真菌混剂,包括协同增效量的活性成分a)结构式Ⅰ的酰胺化合物,A-CO-NR1R2Ⅰ其中A是芳基,或芳族或非芳族的,具有1-3个选自O,N和S的杂原子的5-或6-元杂环;其中芳基或杂环没有或有1,2或3个取代基,取代基各自独立地选自烷基、卤素、CHF2,CF3、烷氧基、卤代烷氧基、烷硫基、烷基亚磺酰基和烷基磺酰基;R1是氢原子;R2是没有或有1,2或3个取代基的苯基或环烷基,取代基选自烷基、链烯基、链炔基、烷氧基、链烯氧基、链炔氧基、环烷基、环链烯基、环烷氧基、环链烯氧基、苯基和卤素,其中脂族的和环脂族基团可以部分或全部卤代和/或环脂族基团可以有1—3个烷基取代基以及其中苯基上可以有1-5个卤原子和/或1—3个各自独立地选自烷基、卤代烷基、烷氧基、卤代烷氧基、烷硫基和卤代烷硫基的取代基,以及其中amidic苯基可与饱和的没有或有1或多个烷基取代基和/或有选自O和S的杂原子的5-元环缩合,和b)吡咯衍生物Ⅱ。
Description
本发明涉及用于控制有害真菌的杀真菌混剂以及使用这些混剂控制有害真菌的方法。
WO 97/08952公开了结构式Ⅰ酰胺化合物的混剂A-CO-NR1R2 (Ⅰ)
其中A是芳基,或芳族或非芳族的,具有1-3个选自O,N和S的杂原子的5-或6-元杂环;
其中芳基或杂环没有或有1,2或3个取代基,取代基各自独立地选自烷基、卤素、CHF2,CF3、烷氧基、卤代烷氧基、烷硫基、烷基亚磺酰基和烷基磺酰基;
R1是氢原子;
R2是没有或有1,2或3个取代基的苯基或环烷基,取代基选自烷基、链烯基、链炔基、烷氧基、链烯氧基、链炔氧基、环烷基、环链烯基、环烷氧基、环链烯氧基、苯基和卤素,其中脂族的和环脂族基团可以部分或全部卤代和/或环脂族基团可以有1-3个烷基取代基以及其中苯基上可以有1-5个卤原子和/或1-3个各自独立地选自烷基、卤代烷基、烷氧基、卤代烷氧基、烷硫基和卤代烷硫基的取代基,以及其中amidic苯基可与饱和的没有或有1或多个烷基取代基和/或有选自O和S的杂原子的5-元环缩合,以及已知作为杀螨剂的活性成分喹螨醚。
这些混剂对葡萄孢属真菌特别有效。
EP-B 531,837,EP-A 645,091和WO97/06678公开了含有吡咯化合物Ⅱ.1-Ⅱ.7中的一种作为活性成分的杀真菌混剂。
-1-[(2RS,4RS;2RS,4SR)-4-溴-2-(2,4-二氯苯基)四氢呋喃基]-1H-1,2,4-三唑(Ⅱ.1)
-(E)-(R,S)-1-(2,4-二氯苯基)-4,4-二甲基-2-(1H-1,2,4-三唑-1-基)戊-1-烯-3-醇(Ⅱ.4)
-(Z)-2-(1H-1,2,4-三唑-1-基甲基)-2-(4-氟苯基)-3-(2-氯苯基)-环氧乙烷(Ⅱ.5)
-4-(4-氯苯基)-2-苯基-2-(1H-1,2,4-三唑基甲基)-丁腈(Ⅱ.6)
-(1RS,5RS;1RS,5SR)-5-(4-氯苄基)-2,2-二甲基-1-(1H-1,2,4-三唑-1-基甲基)环戊醇(Ⅱ.10)
-2-对-氯苯基-2-(1H-1,2,4-三唑-1-基甲基)己腈(Ⅱ.17)
吡咯衍生物Ⅱ,它们的制备方法和对有害真菌的作用是已知的:Ⅱ.1:通用名:糠菌唑,Proc.Br.Crop Prot.Conf.-Pests Dis.,5-6,439(1990);
Ⅱ.2:通用名:环丙唑醇,US-A 4,664,696;
Ⅱ.3:通用名:苯醚甲环唑,GB-A 2,098,607;
Ⅱ.4:通用名:烯唑醇,CAS RN[83657-24-3];
Ⅱ.5:通用名(建议):氧唑菌,EP-A 196 038;
Ⅱ.6:通用名:腈苯唑(建议),EP-A 251 775;
Ⅱ.7:通用名:氟喹唑,Proc.Br.Crop Prot.Conf.-Pests Dis.,5-3,411(1992);
Ⅱ.8:通用名:氟硅唑,Proc.Br.Crop Prot.Conf.-PestsDis.,1,413(1984);Ⅱ.9:通用名:己唑醇,CAS RN[79983-71-4];
Ⅱ.10:通用名:叶菌唑,Proc.Br.Crop Prot.Conf.-PestsDis.,5-4,419(1992);
Ⅱ.11:通用名:咪鲜胺,US-A 3,991,071;
Ⅱ.12:通用名:丙环唑,GB-A 1,522,657;
Ⅱ.13:通用名:戊唑醇,US-A 4,723,984;
Ⅱ.14:通用名:四氟醚唑,Proc.Br.Crop Prot.Conf.-PestsDis.,1,49(1988);Ⅱ.15:通用名:氟菌唑,JP-A 79/119,462
Ⅱ.16:通用名:粉唑醇,CAS RN[76674-21-0]
Ⅱ.17:通用名:腈菌唑,CAS RN[88671-89-0]
本发明的目的之一是提供另外一些控制有害真菌,特别是某些指出的真菌的杀菌组合物。
我们已经发现含有在开头定义的结构式Ⅰ活性成分酰胺化合物和另一些来自吡咯类化合物Ⅱ.1-Ⅱ.17的杀真菌活性成分的混剂实现了发明目的。
本发明混剂有增效作用,因此特别适合控制有害真菌并且特别是蔬菜和葡萄上的白粉菌。
在本发明内容中,卤素是指氟、氯、溴和碘并特别是氟、氯和溴。
术语“烷基”包括直链和支链烷基基团。优选直链或支链C1-C12-烷基和特别是C1-C6-烷基。烷基基团的例子是烷基如,特别是甲基、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、正戊基、1-甲基丁基、2-甲基丁基、3-甲基丁基、1,2-二甲基丙基、1,1-二甲基丙基、2,2-二甲基丙基、1-乙基丙基、正己基、1-甲基戊基、2-甲基戊基、3-甲基戊基、4-甲基戊基、1,2-二甲基丁基、1,3-二甲基丁基、2,3-二甲基丁基、1,1-二甲基丁基、2,2-二甲基丁基、3,3-二甲基丁基、1,1,2-三甲基丙基、1,2,2-三甲基丙基、1-乙基丁基、2-乙基丁基、1-乙基-2-甲基丙基、正庚基、1-甲基己基、1-乙基戊基、2-乙基戊基、1-丙基丁基、辛基、癸基、十二烷基。
卤代烷基是指上面定义的烷基被一个或多个卤原子,特别是氟和氯部分或全部卤代。优选,1-3个卤素原子取代,并特别优选二氟甲烷或三氟甲基。
烷基和卤代烷基的上述定义相应地也适用于烷氧基、卤代烷氧基、烷硫基、卤代烷硫基、烷基亚磺酰基和烷基磺酰基中的烷基和卤代烷基。
链烯基包括直链和支链链烯基。优选直链或支链C3-C12-链烯基并特别是C3-C6-链烯基。链烯基的例子包括2-丙烯基、2-丁烯基、3-丁烯基、1-甲基-2-丙烯基、2-甲基-2-丙烯基、2-戊烯基、3-戊烯基、4-戊烯基、1-甲基-2-丁烯基、2-甲基-2-丁烯基、3-甲基-2-丁烯基、1-甲基-3-丁烯基、2-甲基-3-丁烯基、3-甲基-3-丁烯基、1,1-二甲基-2-丙烯基、1,2-二甲基-2-丙烯基、1-乙基-2-丙烯基、2-己烯基、3-己烯基、4-己烯基、5-己烯基、1-甲基-2-戊烯基、2-甲基-2-戊烯基、3-甲基-2-戊烯基、4-甲基-2-戊烯基、1-甲基-3-戊烯基、2-甲基-3-戊烯基、3-甲基-3-戊烯基、4-甲基-3-戊烯基、1-甲基-4-戊烯基、2-甲基-4-戊烯基、3-甲基-4-戊烯基、4-甲基-4-戊烯基、1,1-二甲基-2-丁烯基、1,1-二甲基-3-丁烯基、1,1-二甲基-3-丁烯基、1,2-二甲基-2-丁烯基、1,2-二甲基-3-丁烯基、1,3-二甲基-2-丁烯基、1,3-二甲基-3-丁烯基、2,2-二甲基-3-丁烯基、2,3-二甲基-2-丁烯基、2,3-二甲基-3-丁烯基、1-乙基-2-丁烯基、1-乙基-3-丁烯基、2-乙基-2丁烯基、2-乙基-3-丁烯基、1,1,2-三甲基-2-丙烯基、1-乙基-1-甲基-2-丙烯基和1-乙基-2-甲基-2-丙烯基,特别是2-丙烯基,2-丁烯基,3-甲基-2-丁烯基和3-甲基-2-戊烯基。
链烯基可以被一个或多个卤原子,特别是氟和氯部分或全部卤代。优选,1-3个卤素原子取代的链烯基。
链炔基包括直链和支链链炔基。优选直链或支链C3-C12-链炔基并特别是C3-C6链炔基。链炔基的例子包括2-丙炔基、2-丁炔基、3-丁炔基、1-甲基-2-丙炔基、2-戊炔基、3-戊炔基、4-戊炔基、1-甲基-3-丁炔基、2-甲基-3-丁炔基、1-甲基-2-丁炔基、1,1-二甲基-2-丙炔基、1-乙基-2-丙炔基、2-己炔基、3-己炔基、4-己炔基、5-己炔基、1-甲基-2-戊炔基、1-甲基-3-戊炔基、1-甲基-4-戊炔基、2-甲基-3-戊炔基、2-甲基-4-戊炔基、3-甲基-4-戊炔基、4-甲基-2-戊炔基、1,2-二甲基-2-丁炔基、1,1-二甲基-3-丁炔基、1,2-二甲基-3-丁炔基、2,2-二甲基-3-丁炔基、1-乙基-2-丁炔基、1-乙基-3-丁炔基、2-乙基-3-丁炔基和1-乙基-1-甲基-2-丙炔基。
对链烯基和它的卤素取代基以及链炔基的上述定义也相应适用于链烯氧基和链炔氧基。
环烷基优选C3-C6-环烷基,如环丙基、环丁基,环戊基或环己基。如果环烷基被取代,优选1-3个C1-C4-烷基作为取代基。
环链烯基优选C4-C6-环链烯基,如环丁烯基,环戊烯基或环己烯基。如果环链烯基被取代,优选1-3个C1-C4-烷基作为取代基。
环烷氧基优选C5-C6-环烷氧基,如环戊氧基或环己氧基。如果环烷氧基被取代,优选1-3个C1-C4-烷基作为取代基。
环链烯氧基优选C5-C6-环链烯氧基,如环戊烯氧基或环己烯氧基。如果环链烯氧基被取代,优选1-3个C1-C4-烷基作为取代基。
芳基优选苯基。
如果A是苯基,它可以在任意位置带有一,二或三个上述取代基。这些取代基,各自独立地,优先选自烷基,二氟甲基,三氟甲基和卤素,特别是氯、溴和碘。特别优选2-位带有取代基的苯基。
如果A是5-元杂环,它特别是呋喃基、噻唑基、吡唑基、咪唑基、噁唑基、噻嗯基、三唑基或噻二唑基或它们相应的二氢或四氢衍生物。优选噻唑基或吡唑基。
其中X是CH2、S、SO或SO2。
上面提到的杂环没有或有1,2或3个上述取代基,这些取代基,各自独立地,优先选自烷基,卤素,二氟甲基或三氟甲基。
其中R3,R4,R6,R7,R8和R9各自独立地是氢,烷基,特别是甲基,卤素,特别是氯,CHF2或CF3。
结构式Ⅰ中的R1优选氢原子。
结构式Ⅰ中的R2优选苯基。R2优选至少有一个取代基,并特别优选2-位。一个取代基(或多个取代基)优选自烷基、环烷基、环链烯基、卤素或苯基中的基团。
R2的取代基本身又可以被取代。脂族或环脂族取代基可以被部分或全部卤代,特别是氟化或氯化。它们优选有1,2或3个氟或氯原子。如果R2的取代基是苯基,此苯基可以优选被1-3个卤素原子取代,特别是氯原子,和/或优选烷基和烷氧基取代。特别优选,苯基在对位用卤素原子取代,即特别优选R2的取代基是对-卤素-取代的苯基。R2也可以与饱和的5-元环缩合,其中作为其一部分的5-元环可以有1-3个烷基取代基。
在这种情况下R2,例如是,二氢化茚基、苯并二氢化茚基和氧杂二氢化茚基。优选二氢化茚基和2-氧杂二氢化茚基,其特别通过4-位与氮原子连接。
根据优选实施方案,本发明组合物包括结构式Ⅰ的酰胺化合物,其中A定义如下:苯基、吡啶基、二氢吡喃基、二氢氧硫杂环己二烯基、二氢氧硫杂环己二烯基氧化物、二氢氧硫杂环己二烯基二氧化物、呋喃基、噻唑基、吡唑基或噁唑基,其中这些基团可以有1,2或3个取代基,这些取代基,各自独立地,优先选自烷基,卤素,二氟甲基和三氟甲基。
根据另一个优选实施方案,A是:吡啶-3-基,其中2-位上没有取代基或被卤素、甲基、二氟甲基、三氟甲基、甲氧基、甲硫基、甲基亚磺酰基或甲基磺酰基取代;苯基,其中2-位上没有取代基或被甲基、三氟甲基、氯、溴或碘取代;
2-甲基-5,6-二氢吡喃-3-基;
2-甲基-5,6-二氢-1,4-氧硫杂环己二烯-3-基或它的4-氧化物或4,4-二氧化物;
2-甲基呋喃-3-基,其中4-位和/或5-位上没有取代基或被甲基取代;噻唑-5-基,其中2-位和/或4-位上没有取代基或被甲基、氯、二氟甲基或三氟甲基取代;
噻唑-4-基,其中2-位和/或5-位上没有取代基或被甲基、氯、二氟甲基或三氟甲基取代;
1-甲基吡唑-4-基,其中3-位和/或5-位上没有取代基或被甲基、氯、二氟甲基或三氟甲基取代;或
噁唑-5-基,其中2-位和/或4-位上没有取代基或被甲基或氯取代。
根据另一个优选实施方案,本发明组合物包括结构式Ⅰ的酰胺化合物,其中R2是没有或有1,2或3个上述取代基取代的苯基。
根据另一个优选实施方案,本发明组合物包括结构式Ⅰ的酰胺化合物,其中R2是苯基,其在2-位上有下列取代基之一:
C3-C6-烷基、C5-C6-环链烯基、C5-C6-环烷氧基、环链烯氧基,其中这些基团可以被1,2或3个C1-C4-烷基取代,
苯基被1-5个卤素原子和/或1-3个选自,各自独立地,C1-C4-烷基、C1-C4-卤代烷基、C1-C4-烷氧基、C1-C4-卤代烷氧基、C1-C4-烷硫基和C1-C4-硫代烷硫基的取代基取代,
二氢化茚基或氧杂二氢化茚基,没有或被1,2或3个C1-C4-烷基取代。
根据另一个优选实施方案,本发明组合物包括结构式Ⅰa的酰胺化合物,
其中
X是亚甲基、硫、亚磺酰基或磺酰基(SO2),
R3是甲基、二氟甲基、三氟甲基、氯、溴或碘,
R4是三氟甲基或氯,
R5是氢或甲基,
R6是甲基、二氟甲基、三氟甲基或氯,
R7是氢、甲基或氯,
R8是甲基、二氟甲基或三氟甲基,
R9是氢、甲基、二氟甲基、三氟甲基或氯,
R10是C1-C4-烷基、C1-C4-烷氧基、C1-C4-烷硫基或卤素。
其中
R4是卤素和
R11是被卤素取代的苯基。
EP-A-545 099和589 301中已经公开了上述的结构式Ⅰ的酰胺化合物,在这里的描述仅作为参考。
结构式Ⅰ的酰胺化合物的制备方法是已知的,例如,EP-A-545 099和589 301或以类似方法进行。
作为组分Ⅱ,本发明混剂包括选自化合物Ⅱ.1-Ⅱ.17中的吡咯衍生物Ⅱ。
即使少量的结构式Ⅰ的酰胺化合物也足以表现增效作用。酰胺化合物和吡咯的重量比优选20∶1-1∶20,特别是10∶1-1∶10。
由于它们的氮原子的碱性,吡咯Ⅱ可以与无机或有机酸或金属离子形成盐或加合物。
无机酸的例子包括氢卤酸如氢氟酸、盐酸、氢溴酸和氢碘酸、硫酸、磷酸和硝酸。
适合的有机酸,例如,甲酸,碳酸和链烷酸,如乙酸、三氟乙酸、三氯乙酸和丙酸,还有乙醇酸、硫氰酸、乳酸、琥珀酸、柠檬酸、苯甲酸、肉桂酸、草酸、烷基磺酸(1-20个碳原子的直链或支链烷基磺酸)、芳基磺酸或芳基二磺酸(芳香基团,如苯基和萘基,带1或2个磺酸基团)、烷基膦酸(1-20个碳原子的直链或支链烷基膦酸)、芳基膦酸或芳基二膦酸(芳香基团,如苯基和萘基,带1或2个磷酸基团),烷基或芳基可以进一步带有取代基,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,第一至第八副族的金属离子,特别是铬、锰、铁、钴、镍、铜和锌,以及第二主族的元素,特别是钙和镁,和第三和第四主族元素,特别是铝、锡和铅。如适合,这些金属可以存在各种可接受的价态。
制备这些混剂时,优选使用纯活性成分Ⅰ和Ⅱ,并可以混合其它抗有害真菌或害虫如昆虫、蜘蛛或线虫的活性成分,或除草剂或植物生长调节活性成分或肥料。
化合物Ⅰ和Ⅱ的混剂,或化合物Ⅰ和Ⅱ同时,结合或分开使用,表现了对广谱的植物病原真菌的突出的杀菌作用,特别是来自子囊菌纲、担子菌纲,藻菌纲和半知菌纲的真菌。其中一些药剂是系统作用,因此也可作为叶面和土壤使用的杀菌剂。
控制各种农作物上的大量真菌是非常重要的,例如棉花、各种蔬菜(如黄瓜、蚕豆、番茄、马铃薯和葫芦)、大麦、草皮、燕麦、香蕉、咖啡、玉米、各种果树、稻、黑麦、大豆、葡萄、小麦、观赏植物、甘蔗和各种种子。
特别适合控制以下植物病原真菌:禾谷类作物上的禾白粉菌(白粉菌)、葫芦上的二孢白粉菌和单丝壳白粉菌、苹果上的白叉丝单囊壳菌(苹果白粉菌)、葡萄上的葡萄钩丝壳菌、禾谷类作物上的柄锈菌属、棉花,水稻和草坪上的丝核菌属、禾谷类作物和甘蔗上的黑粉菌属、苹果黑星菌(斑点病)、禾谷类作物上的长蠕孢属、小麦的颍枯壳针孢菌(小麦颍枯病)、草莓,蔬菜,观赏植物和葡萄上的灰葡萄孢(灰霉病)、落花生尾孢(花生褐斑病)、小麦和大麦眼斑(基腐)病、稻梨孢菌、致病疫霉引起的马铃薯和番茄晚疫病、葡萄生单轴霉(葡萄霜霉病)、啤酒花和黄瓜上的假霜霉属、蔬菜和水果上的链格孢属、香蕉上的球腔菌属以及镰孢属和轮枝孢属真菌。
而且,本发明这些混剂特别优选用来控制葡萄和蔬菜,以及观赏植物上的白粉菌。
化合物Ⅰ和Ⅱ可以同时使用,即一起或分开或顺序使用,在分开使用时使用顺序对防治效果没有任何影响。
依据预定效果的特性,本发明混剂的使用比例,特别是对农作物,为0.01-8kg/ha,优选0.1-5kg/ha,特别是0.5-3.0kg/ha。
就化合物Ⅰ来说,使用比例是0.01-2.5kg/ha,优选0.05-2.5kg/ha,特别是0.1-1.0kg/ha。
相应地,就化合物Ⅱ来说,使用比例是0.01-10kg/ha,优选0.05-5kg/ha,特别是0.05-2.0kg/ha。
用于种子处理时,一般混剂的使用比例是0.001-250g/kg种子,优选0.01-100g/kg,特别是0.01-50g/kg。
为控制有害植物病原真菌,化合物Ⅰ和Ⅱ的分开或结合使用或化合物Ⅰ和Ⅱ的混剂的使用通过喷雾或喷粉种子、播前或播后、或出苗前或出苗后的植物或土壤。
本发明杀真菌的协同增效混剂或化合物Ⅰ和Ⅱ,可以制成例如现配现喷溶液,粉剂和悬浮剂的形式或高度浓缩的水性、油性或其它的悬浮剂、分散液、乳液、油分散液、糊剂、粉剂、撒施物或颗粒剂,并使用喷雾、雾化喷雾、喷粉、撒施或随水灌溉方法。使用剂型与应用目的有关;在任何情况下,都应该尽可能地使本发明混剂分布完全和均匀。按照已知方法制备制剂,例如加入溶剂和/或载体填充活性成分,如需要使用乳化剂和分散剂,如使用水作为稀释剂也可以使用其它的有机溶剂作为助溶剂。适合此目的的助剂基本上包括:溶剂如芳烃(例如二甲苯),氯代芳烃(例如氯苯),石蜡(例如矿物油馏分),醇(例如甲醇,丁醇),酮(例如环己酮),胺(例如乙醇胺,二甲基甲酰胺)和水;载体如经研磨的天然矿物(例如高岭土,粘土,滑石,白垩)和经研磨的合成矿物(例如细分散硅石,硅酸盐);乳化剂如非离子和阴离子乳化剂(例如聚氧乙烯脂肪醇醚,烷基磺酸盐和芳基磺酸盐)和分散剂如木素亚硫酸盐废液和甲基纤维素。
适合的表面活性剂是芳族磺酸,例如木素-、苯酚-、萘-和二丁基萘磺酸和脂肪酸,烷基-和烷基芳基磺酸、烷基、十二烷基醚和脂肪族醇硫酸的碱金属盐、碱土金属盐和铵盐以及硫酸化的十六-、硫酸化的十七-和十八碳醇或脂肪族醇乙二醇醚的盐、磺化萘和它的甲醛衍生物的缩合物、萘或萘磺酸与苯酚和甲醛的缩合物、聚氧乙烯辛基酚醚、乙氧基化异辛基-、辛基-或壬基苯酚、烷基苯酚聚乙二醇醚或三丁基苯基聚乙二醇醚、烷基芳基聚醚醇、异十三烷基醇、脂肪族醇/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,十二烷基醇聚乙二醇醚乙酸酯、山梨醇酯、木素亚硫酸盐废液或甲基纤维素。制备药粉,撒施物和粉剂可以通过混合或联合研磨化合物Ⅰ或Ⅱ或化合物Ⅰ和Ⅱ与固体载体的混合物。
颗粒(例如包衣颗粒,浸渍颗粒或均一颗粒)的制备是通过将活性成分粘合在固体载体上。
填料或固体载体包括例如矿物质土,如硅胶、硅石、硅胶、硅酸盐、滑石、高岭土、石灰石、石灰、白垩、细粘土、黄土、粘土、白云石、硅藻土、硫酸钙、硫酸镁、氧化镁、研磨的合成材料和肥料,如硫酸铵、磷酸铵、硝酸铵、尿素和植物性的来源产品,如谷粉、树皮粉、木粉和坚果壳粉,纤维素粉或其它固体载体。
一般,制剂中含有0.1-95%重量,优选0.5-90%重量的化合物Ⅰ或Ⅱ或化合物Ⅰ和Ⅱ的混剂。使用的活性成分纯度为90%-100%,优选95%-100%(根据NMR或HPLC谱)。
化合物Ⅰ或Ⅱ,混剂或相应制剂的应用方式为,用其杀菌有效量的混剂或分开使用的化合物Ⅰ和Ⅱ来处理有害真菌,它们的活动场所或防止它们到达的植、种子、土壤、地区、材料或空间。
有害真菌侵染前后施用此混剂都有效果。
包括活性成分的这些制剂的实施例:
Ⅰ.90重量份活性成分和10重量份N-甲基吡咯烷酮的溶液;这种溶液适于微滴施用;
Ⅱ.20重量份活性成分,80重量份二甲苯,10重量份的8-10mol环氧乙烷与1mol油酸N-单乙醇酰胺加合物,5重量份十二烷基苯磺酸钙和5重量份的40mol环氧乙烷与1mol蓖麻油加合物的混合物;在水中均匀分散获得分散溶液;
Ⅲ.20重量份活性成分,40重量份环己酮,30重量份异丁醇和20重量份的40mol环氧乙烷与1mol蓖麻油加合物的水分散液;
Ⅳ.20重量份活性成分,25重量份环己醇65重量份的沸点210-280℃的矿物油馏分和10重量份的40mol环氧乙烷与1mol蓖麻油加合物的水分散液;
Ⅴ.80重量份活性成分,3重量份二异丁基萘-1-磺酸钠,10重量份来自亚硫酸盐废液的木素磺酸钠和7重量份粉状硅胶在锤磨机中研磨的混合物;将混合物均匀地分散于水中获得喷雾混合物;
Ⅵ.3重量份活性成分和97重量份的均匀粉碎的高岭土形成紧密混合物;这种粉剂含有3%重量的活性成分;
Ⅶ.30重量份活性成分,92重量份粉状硅胶和8重量份已喷在这种硅胶表面上的石蜡油的紧密混合物;这种制剂对活性成分有好的粘结性;
Ⅷ.40重量份活性成分,10重量份苯酚磺酸钠/脲/甲醛缩合物,2重量份硅胶和48重量份水的稳定水分散液;这种分散液可以进一步稀释;
Ⅸ.20重量份活性成分,2重量份十二烷基苯磺酸钙,8重量份脂肪醇聚乙二醇醚,20重量份苯酚磺酸钠/脲/甲醛缩合物和88重量份石蜡族矿物油的稳定油性分散液。
使用实施例
通过以下试验证实本发明混剂的增效作用:
活性成分,分开或一起,制成含有63%重量环己酮和27%重量乳化剂混合物的10%乳油,并用水稀释到所需浓度。
评估是以侵染叶片面积百分比为标准。将这些百分比转换成杀菌率。使用Abbot公式计算杀菌率(W):
W=(1-α)·100/β
α等于处理后的植物受真菌侵染%和
β等于未处理(对照)植物的真菌侵染%
杀菌率0表示相对于未处理对照植物的侵染水平;杀菌率100表示处理植物并未被侵染。
使用Colby公式计算活性成分混剂的预期杀菌效果[R.S.Colby,Weeds 15(1967),20-22],并与观察的杀菌效果相比较。
Colby公式:E=X+Y-X·Y/100
E预期杀菌效果,当使用活性成分A和B的混剂,浓度为a和b时,以未处理对照%表示
X杀菌效果,当使用活性成分A,浓度为a时,以未处理对照%表示
Y杀菌效果,当使用活性成分B,浓度为b时,以未处理对照%表示对辣椒上的灰葡萄孢的杀菌活性
由含有10%活性化合物,63%环己酮和27%乳化剂的储备溶液制成的活性成分水剂喷施绿色辣椒花盘至全部润湿。药膜干燥后2小时,用灰葡萄孢的孢子悬浮液接种果盘,其在2%强Biomalz溶液中含有1.7×106孢子/ml。随后将接种的果盘孵育在潮湿的培养箱中,18℃4天。然后肉眼观察发病果盘上灰葡萄孢的侵染。
将肉眼确定的侵染叶片面积百分比转换成杀菌率作为未处理对照的百分率。杀菌率0表示相对于未处理对照植物的侵染水平;杀菌率100表示未被侵染。使用Colby公式计算活性成分混剂的预期杀菌效果[Colby,R.S.“除草混剂的增效和抗性反应的计算”Weeds 15(1967),20-22页],并与观察的杀菌效果相比较。
试验结果列于表1和2中。
表1:
实施例 | 活性成分 | 在喷雾液中活性成分的浓度ppm | 未处理对照的杀菌率% |
对照(未处理) | 0(100%发病) | 0 | |
1C | 化合物Ⅰ.1 | 3116 | 6010 |
2C | 化合物Ⅰ.2 | 16 | 80 |
3C | 化合物Ⅱ.2(环丙唑醇) | 3116 | 100 |
4C | 化合物Ⅱ.5(氧唑菌) | 3116 | 00 |
5C | 化合物Ⅱ.7(氟喹唑) | 3116 | 00 |
6C | 化合物Ⅱ.8(氟硅唑) | 3116 | 00 |
7C | 化合物Ⅱ.11(咪鲜胺) | 3116 | 00 |
8C | 化合物Ⅱ.12(丙环唑) | 16 | 0 |
9C | 化合物Ⅱ.17(腈菌唑) | 16 | 0 |
表2:
*)使用Colby公式计算试验结果显示在所有混合比例中观察的杀菌效果都高于使用Colby公式预先计算的杀菌效果。
实施例 | 本发明混剂(含量ppm) | 观察的杀菌率 | 计算的杀菌率*) |
10 | 31 ppmⅠ.1+31 ppmⅡ.2 | 99 | 64 |
11 | 16 ppmⅠ.1+16 ppmⅡ.2 | 30 | 10 |
12 | 31 ppmⅠ.1+31 ppmⅡ. 5 | 80 | 60 |
13 | 16 ppmⅠ.1+16 ppmⅡ.5 | 25 | 10 |
14 | 16 ppmⅠ.2+16 ppmⅡ.5 | 90 | 80 |
15 | 31 ppmⅠ.1+31 ppmⅡ.7 | 80 | 60 |
16 | 16 ppmⅠ.1+16 ppmⅡ.7 | 70 | 10 |
17 | 16 ppmⅠ.2+16 ppmⅡ.7 | 95 | 80 |
18 | 31 ppmⅠ.1+31 ppmⅡ.8 | 95 | 60 |
19 | 16 ppmⅠ.1+16 ppmⅡ.8 | 35 | 10 |
20 | 16 ppmⅠ.2+16 ppmⅡ.8 | 95 | 80 |
21 | 31 ppmⅠ.1+31 ppmⅡ.11 | 75 | 60 |
22 | 16 ppmⅠ.1+16 ppmⅡ.11 | 30 | 10 |
23 | 16 ppmⅠ.1+16 ppmⅡ.12 | 35 | 10 |
24 | 16 ppmⅠ.2+16 ppmⅡ.12 | 90 | 80 |
实施例 | 本发明混剂(含量ppm) | 观察的杀菌率 | 计算的杀菌率*) |
25 | 16 ppmⅠ.1+16 ppmⅡ.17 | 40 | 10 |
26 | 16 ppmⅠ.2+16 ppmⅡ.17 | 95 | 80 |
Claims (10)
1.一种杀真菌混剂,包括协同增效量的活性成分
a)结构式Ⅰ的酰胺化合物,A-CO-NR1R2 Ⅰ
其中
A是芳基,或芳族或非芳族的,具有1-3个选自O,N和S的杂原子的5-或6-元杂环;
其中芳基或杂环没有或有1,2或3个取代基,取代基各自独立地选自烷基、卤素、CHF2,CF3、烷氧基、卤代烷氧基、烷硫基、烷基亚磺酰基和烷基磺酰基;
R1是氢原子;
R2是没有或有1,2或3个取代基的苯基或环烷基,取代基选自烷基、链烯基、链炔基、烷氧基、链烯氧基、链炔氧基、环烷基、环链烯基、环烷氧基、环链烯氧基、苯基和卤素,其中脂族的和环脂族基团可以部分或全部卤代和/或环脂族基团可以有1-3个烷基取代基以及其中苯基上可以有1-5个卤原子和/或1-3个各自独立地选自烷基、卤代烷基、烷氧基、卤代烷氧基、烷硫基和卤代烷硫基的取代基,以及其中amidic苯基可与饱和的没有或有1或多个烷基取代基和/或有选自O和S的杂原子的5-元环缩合,和
b)选自化合物Ⅱ.1-Ⅱ17的吡咯衍生物Ⅱ
-1-[(2RS,4RS;2RS,4SR)-4-溴-2-(2,4-二氯苯基)四氢呋喃基]-1H-1,2,4-三唑(Ⅱ.1)
-2-(4-氯苯基)-3-环丙基-1-(1H-1,2,4-三唑-1-基)-丁-2-醇(Ⅱ.2)
-(±)-4-氯-4-[4-甲基-2-(1H-1,2,4-三唑-1-基甲基)-1,3-二氧戊环-2-基]苯基4-氯苯基醚(Ⅱ.3)
-(E)-(R,S)-1-(2,4-二氯苯基)-4,4-二甲基-2-(1H-1,2,4-三唑-1-基)戊-1-烯-3-醇(Ⅱ.4)
-(Z)-2-(1H-1,2,4-三唑-1-基甲基)-2-(4-氟苯基)-3-(2-氯苯基)-环氧乙烷(Ⅱ.5)
-4-(4-氯苯基)-2-苯基-2-(1H-1,2,4-三唑基甲基)-丁腈(Ⅱ.6)
-3-(2,4-二氯苯基)-6-氟-2-(1H-1,2,4-三唑-1-基)喹唑啉-4(3H)-酮(Ⅱ.7)
-二(4-氟苯基)(甲基)(1H-1,2,4-三唑-1-基甲基)硅烷(Ⅱ.8)
-(R,S)-2-(2,4-二氯苯基)-1-(1H-1,2,4-三唑-1-基)-己-2-醇(Ⅱ.9)
-(1RS,5RS;1RS,5SR)-5-(4-氯苄基)-2,2-二甲基-1-(1H-1,2,4-三唑-1-基甲基)环戊醇(Ⅱ.1O)
-N-丙基-N-[2-(2,4,6-三氯苯氧基)乙基]咪唑-1-羧酰胺(Ⅱ.11)
-(±)-1-[2-(2,4-二氯苯基)-4-丙基-1,3-二氧戊环-2-基甲基]-1H-1,2,4-三唑(Ⅱ.12)
-(R,S)-1-(4-氯苯基)-4,4-二甲基-3-(1H-1,2,4-三唑-1-基甲基)戊-3-醇(Ⅱ.13)
-(±)-2-(2,4-二氯苯基)-3-(1H-1,2,4-三唑基)丙基1,1,2,2-四氟乙基醚(Ⅱ.14)和
-(E)-1-[1-[[4-氯-2-(三氟甲基)苯基]亚氨基]-2-丙氧基乙基]-1H-咪唑(Ⅱ.15)
-(RS)-2,4’-二氟-α-(1H-1,2,4-三唑-1-基甲基)二苯基甲醇(Ⅱ.16)
-2-对-氯苯基-2-(1H-1,2,4-三唑-1-基甲基)己腈(Ⅱ.17)
2.根据权利要求1的杀真菌混剂,其中在结构式Ⅰ中A选自以下基团之一:
苯基、吡啶基、二氢吡喃基、二氢氧硫杂环己二烯基、二氢氧硫杂环己二烯基氧化物、二氢氧硫杂环己二烯基二氧化物、呋喃基、噻唑基、吡唑基或噁唑基,其中这些基团可以有1,2或3个取代基,这些取代基,各自独立地,优先选自烷基,卤素,二氟甲基和三氟甲基。
3.根据权利要求1的杀真菌混剂,其中在结构式Ⅰ中A选自以下基团之一:
吡啶-3-基,其中2-位上没有取代基或被卤素、甲基、二氟甲基、三氟甲基、甲氧基、甲硫基、甲基亚磺酰基或甲基磺酰基取代;苯基,其中2-位上没有取代基或被甲基、三氟甲基、氯、溴或碘取代;
2-甲基-5,6-二氢吡喃-3-基;
2-甲基-5,6-二氢-1,4-氧硫杂环己二烯-3-基或它的4-氧化物或4,4-二氧化物;
2-甲基呋喃-3-基,其中4-位和/或5-位上没有取代基或被甲基取代;
噻唑-5-基,其中2-位和/或4-位上没有取代基或被甲基、氯、二氟甲基或三氟甲基取代;
噻唑-4-基,其中2-位和/或5-位上没有取代基或被甲基、氯、二氟甲基或三氟甲基取代;
1-甲基吡唑-4-基,其中3-位和/或5-位上没有取代基或被甲基、氯、二氟甲基或三氟甲基取代;或
噁唑-5-基,其中2-位和/或4-位上没有取代基或被甲基或氯取代。
4.上述任一项权利要求的杀真菌混剂,其中包括结构式Ⅰ化合物,其中R2是没有或具有1,2或3个权利要求1所述取代基取代的苯基。
5.根据权利要求4的杀真菌混剂,其中R2是苯基,其在2-位上有下列取代基之一:
C3-C6-烷基、C5-C6-环链烯基、C5-C6-环烷氧基、环链烯氧基,其中这些基团可以被1,2或3个C1-C4-烷基取代,
苯基被1-5个卤素原子和/或1-3个选自,各自独立地,C1-C4-烷基、C1-C4-卤代烷基、C1-C4-烷氧基、C1-C4-卤代烷氧基、C1-C4-烷硫基和C1-C4-卤代烷硫基的取代基取代,
或R2是没有或被1,2或3个C1-C4-烷基取代的二氢化茚基或氧杂二氢化茚基。
9.根据以上任一项权利要求的杀真菌混剂,其由两部分组成,一部分是包括在固体或液体载体中的酰胺化合物Ⅰ,另一部分是包括在固体或液体载体中的结构式Ⅱ.1-Ⅱ.17的吡咯化合物。
10.一种控制有害真菌的方法,其包括用权利要求1-9中的任一项的杀真菌混剂来处理有害真菌,它们的活动场所或要保护不变其侵害的的材料、植物、种子、土壤、地区或空间,其中活性化合物酰胺化合物I与结构式Ⅱ.1-Ⅱ.17的吡咯同时使用,即一起或分开,或顺次使用。
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