CN1292658C - 杀菌混合物 - Google Patents
杀菌混合物 Download PDFInfo
- Publication number
- CN1292658C CN1292658C CNB988058103A CN98805810A CN1292658C CN 1292658 C CN1292658 C CN 1292658C CN B988058103 A CNB988058103 A CN B988058103A CN 98805810 A CN98805810 A CN 98805810A CN 1292658 C CN1292658 C CN 1292658C
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- CN
- China
- Prior art keywords
- iii
- compound
- salt
- adduct
- methyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
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- 230000000855 fungicidal effect Effects 0.000 title claims abstract description 6
- 239000004480 active ingredient Substances 0.000 claims abstract description 30
- -1 oxime ether carboxamide Chemical class 0.000 claims abstract description 27
- 239000000417 fungicide Substances 0.000 claims abstract description 5
- 150000001875 compounds Chemical class 0.000 claims description 47
- 150000003851 azoles Chemical class 0.000 claims description 11
- NLFBCYMMUAKCPC-KQQUZDAGSA-N ethyl (e)-3-[3-amino-2-cyano-1-[(e)-3-ethoxy-3-oxoprop-1-enyl]sulfanyl-3-oxoprop-1-enyl]sulfanylprop-2-enoate Chemical compound CCOC(=O)\C=C\SC(=C(C#N)C(N)=O)S\C=C\C(=O)OCC NLFBCYMMUAKCPC-KQQUZDAGSA-N 0.000 claims description 11
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- 150000003839 salts Chemical class 0.000 claims description 8
- SNTWKPAKVQFCCF-UHFFFAOYSA-N 2,3-dihydro-1h-triazole Chemical compound N1NC=CN1 SNTWKPAKVQFCCF-UHFFFAOYSA-N 0.000 claims description 7
- 229940084434 fungoid Drugs 0.000 claims description 7
- 239000000463 material Substances 0.000 claims description 4
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- 150000004657 carbamic acid derivatives Chemical class 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([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
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- 229910000077 silane Inorganic materials 0.000 claims description 2
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- 125000000217 alkyl group Chemical group 0.000 abstract description 3
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- LQDARGUHUSPFNL-UHFFFAOYSA-N 1-[2-(2,4-dichlorophenyl)-3-(1,1,2,2-tetrafluoroethoxy)propyl]1,2,4-triazole Chemical compound C=1C=C(Cl)C=C(Cl)C=1C(COC(F)(F)C(F)F)CN1C=NC=N1 LQDARGUHUSPFNL-UHFFFAOYSA-N 0.000 description 3
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- YTOPFCCWCSOHFV-UHFFFAOYSA-N 2,6-dimethyl-4-tridecylmorpholine Chemical compound CCCCCCCCCCCCCN1CC(C)OC(C)C1 YTOPFCCWCSOHFV-UHFFFAOYSA-N 0.000 description 3
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- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
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- 239000002253 acid Substances 0.000 description 3
- HJJVPARKXDDIQD-UHFFFAOYSA-N bromuconazole Chemical compound ClC1=CC(Cl)=CC=C1C1(CN2N=CN=C2)OCC(Br)C1 HJJVPARKXDDIQD-UHFFFAOYSA-N 0.000 description 3
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- IJJVMEJXYNJXOJ-UHFFFAOYSA-N fluquinconazole Chemical compound C=1C=C(Cl)C=C(Cl)C=1N1C(=O)C2=CC(F)=CC=C2N=C1N1C=NC=N1 IJJVMEJXYNJXOJ-UHFFFAOYSA-N 0.000 description 3
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- WBTYBAGIHOISOQ-UHFFFAOYSA-N pent-4-en-1-yl 2-[(2-furylmethyl)(imidazol-1-ylcarbonyl)amino]butanoate Chemical compound C1=CN=CN1C(=O)N(C(CC)C(=O)OCCCC=C)CC1=CC=CO1 WBTYBAGIHOISOQ-UHFFFAOYSA-N 0.000 description 3
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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
- A01N37/44—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 at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
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Abstract
杀菌混合物,含有增效作用剂量的以下组分:a.1)式I.a所示一种氨基甲酸酯化合物,式中X是CH或N,n是0、1或2,R是卤素、烷基或卤代烷基,或a.2)式I.b所示肟醚甲酰胺化合物,和b.1)4-[2-甲基-3-(4-叔丁基苯基)丙基]-2,6-二甲基吗啉,或b.2)4-[C10-C13-烷基)]-2,6-二甲基吗啉,或b.3)(RS)-1-[3-(4-叔丁基苯基)-2-甲基丙基]哌啶,和c)一种唑类杀菌剂有效成分(III)。
Description
本发明涉及含有具有增效作用剂量的下列组份的杀菌混合物:
a.1)式I.a所示一种氨基甲酸酯化合物
式中X是CH或N,n是0、1或2,R是卤素、C1-C4-烷基或C1-C4-卤代烷基,如n是2,则两个R基团可以彼此不相同,或者
a.2)式I.b所示肟醚甲酰胺化合物
和
b.1)4-[2-甲基-3-(4-叔丁基苯基)-丙基]-2,6-二甲基吗啉
或
b.2)4-(C10-C13-烷基)-2,6-二甲基吗啉
[n=10.11.12(60-70%).13]
或
b.3)(RS)-1-[3-(4-叔丁基苯基)-2-甲基丙基]哌啶
和
c)一种唑类杀菌剂有效成分(III)。
特别优选的混合物中,含有化合物III.1至III.33中之一作为唑类杀菌剂:
III.1 1-[2-(2,4-二氯苯基)-1,3-二氧戊环-2-基]-1H-1,2,4-三唑
III.2 1-(联苯-4-基氧基)-3,3-二甲基-1-(1H-1,2,4-三唑-1-基)丁-2-醇
III.3 1-[(2RS,4RS;2RS,4SR)-4-溴-2-(2,4-二氯苯基)四氢糠基]-1H-1,2,4-三唑
III.4 (2RS,3RS;2RS,3SR)-2-(4-氯苯基)-3-环丙基-1-(1H-1,2,4-三唑-1-基)丁-2-醇
III.5 (2RS,3RS)-1-(2,4-二氯苯基)-4,4-二甲基-2-(1H-1,2,4-三唑-1-基)戊-3-醇
III.6 顺,反-3-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
III.7 (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
III.8 (2RS,3RS)-1-[3-(2-氯苯基)-2,3-环氧-2-(4-氟苯基)丙基]-1H-1,2,4-三唑
III.9 (±)-1-[2-(2,4-二氯苯基)-4-乙基-1,3-二氧戊环-2-基甲基]-1H-1,2,4-三唑
III.10 (RS)-4-(4-氯苯基)-2-苯基-2-(1H-1,2,4-三唑-1-基甲基)丁腈
III.11 3-(2,4-二氯苯基)-6-氟-2-(1H-1,2,4-三唑-1-基)喹唑啉-4(3H)-酮
III.12 双-4-(4-氟苯基)-(甲基)-(1H-1,2,4-三唑-1-基甲基)硅烷
III.13 (RS)-2,4′-二氟-α-(1H-1,2,4-三唑-1-基甲基)二苯甲醇
III.14 (RS)-2-(2,4-二氯苯基)-1-(1H-1,2,4-三唑-1-基)己-2-醇
III.15 (±)-1-(β-烯丙基氧基-2,4-二氯苯基乙基)咪唑
III.16 N-(2,4-二氯苯基)-2-(1H-1,2,4-三唑-1-基)硫代乙酰亚胺4-氯苄基酯
III.17 (1RS,2SR,5RS;1RS,2SR,5SR)-2-(4-氯苄基)-5-异丙基-1-(1H-1,2,4-三唑-1-基甲基)环戊醇
III.18 (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
III.19 2-(4-氯苯基)-2-氰基-1-(1H-1,2,4-三唑-1-基)-己烷
III.20 2-(4-氯苯基)-3-羟基-4,4-二甲基-1-(1H-1,2,4-三唑-1-基)-戊烷
III.21 N-糠基-N-咪唑-1-基羰基-DL-高丙氨酸戊-4-烯基酯
III.22 2-(2,4-二氯苯基)-1-(1H-1,2,4-三唑-1-基)戊烷
III.23 N-丙基-N-[(2,4,6-三氯苯氧基)-乙基]咪唑-1-甲酰胺
III.24(±)-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
III.25 3-(2,4-二氯苯基)-2-(1H-1,2,4-三唑-1-基)喹唑啉-4(3H)-酮
III.26 (±)-顺-1-(4-氯苯基)-2-(1H-1,2,4-三唑-1-基)环庚醇
III.27 1-(4-氯苯基)-4,4-二甲基-3-(1H-1,2,4-三唑-1-基)戊-3-醇
III.28 (RS)-2-(2,4-二氯苯基)-3-(1H-1,2,4-三唑-1-基)丙基1,1,2,2-四氟乙基醚
III.29 1-(4-氯苯氧基)-3,3-二甲基-1-(1H-1,2,4-三唑-1-基)丁-2-酮
III.30 (1RS,2RS;1RS,2SR)-1-(4-氯苯氧基)-3,3-二甲基-1-(1H-1,2,4-三唑-1-基)丁-2-醇
III.31 (E)-4-氯-α,α,α-三氟-N-(1-咪唑-1-基-2-丙氧亚乙基)邻甲苯胺
III.32 (±)-(E)-5-(4-氯亚苄基)-2,2-二甲基-1-(1H-1,2,4-三唑-1-基甲基)环戊醇
III.33 (E)-(RS)-1-(4-氯苯基)-4,4-二甲基-2-(1H-1,2,4-三唑-1-基)戊-1-烯-3-醇
此外,本发明涉及使用化合物I(I.a和I.b)、II(II.a、II.b和II.c)和III(III.1-III.33)的混合物防治有害真菌的方法。
式I化合物、它们的制备和它们防治有害真菌的活性已有文献报道(EP-A 477631;WO-A 96/01,256;WO-A 96/01,258)。
式II化合物也是已知的:
II.a[通用名称:丁苯吗啉(fenpropimorph)]:CAS登录号[67564-91-4],US-A 4,202,894;
II.b[通用名称:十三吗啉(tridemorph)]:CAS登录号[81412-43-3],DE-A 11,64,152;
II.c[通用名称:苯锈啶(fenpropidin)]:CAS登录号[67306-00-7],US-A 4,202,894。
另外,化合物II I作为防治有害真菌的活性化合物已有文献报道:
III.1[通用名称:氧环唑(azaconazole)]:CAS登录号[60207-31-0];
III.2[通用名称:联苯三唑醇(bitertanol)]:CAS登录号[70585-36-3],DE-A 23,24,010;
III.3[通用名称:糠菌唑(bromuconazole)]:CAS登录号[116255-48-2];
III.4[通用名称:环丙唑醇(cyproconazole)]:CAS登录号[94361-06-5],US-A 4,664,696;
III.5[通用名称:苄氯三唑醇(diclobutrazol)]:CAS登录号[75736-33-3];
III.6[通用名称:苯醚甲环唑(difenoconazole)]:CAS登录号[119446-68-3],EP-A 65,485;
III.7[通用名称:烯唑醇(diniconazole)]:CAS登录号[83657-24-3];
III.8[建议的英文通用名称:氟环唑epoxiconazole]:CAS登录号[106325-08-0];
III.9[通用名称:乙环唑(etaconazole)]:CAS登录号[60207-93-4];
III.10[通用名称:腈苯唑(fenbuconazole)]:CAS登录号[114369-43-6];
III.11[通用名称:氟喹唑(fluquinconazole)]:CAS登录号[136426-54-5];
III.12[通用名称:氟硅唑(flusilazole)]:CAS登录号[85509-19-9];
III.13[通用名称:粉唑醇(flutriafol)]:CAS登录号[76674-21-0],EP-A 15,756;
III.14[通用名称:己唑醇(hexaconazole)]:CAS登录号[79983-71-4];
III.15[通用名称:抑霉唑(imazalil)]:CAS登录号[73790-28-0];
III.16[通用名称:亚胺唑(imibenconazole)]:CAS登录号[86598-92-7];
III.17[通用名称:种菌唑(ipconazole)]:CAS登录号[125225-28-7],EP-A 267,778;
III.18[通用名称:叶菌唑(metconazole)]:CAS登录号[125116-23-6];
III.19[通用名称:腈菌唑(myclobutanil)]:CAS登录号[88671-89-0];
III.20[通用名称:多效唑(paclobutrazol)]:CAS登录号[76738-62-0],US-A 1 595,697;
III.21[通用名称:稻瘟酯(pefurazoate)]:CAS登录号[101903-30-4];
III.22[通用名称:戊菌唑(penconazole)]:CAS登录号[66246-88-6],GB-A 1 589,852;
III.23[通用名称:咪鲜胺(prochloraz)]:CAS登录号[67747-09-5],US-A 4 080,462;
III.24[通用名称:丙环唑(propiconazole)]:CAS登录号[60207-90-1],GB-A 1 522,657;
III.25(通用名称:quinconazole):CAS登录号[103970-75-8];
III.26[通用名称:环菌唑(国外试验代号:SSF 109)]:CAS登录号[129586-32-9];
III.27[通用名称:戊唑醇(tebuconazole)]:CAS登录号[107534-96-3],EP-A 40,345;
III.28[通用名称:四氟醚唑(tetraconazole)]:CAS登录号[112281-77-3],EP-A 234,242;
III.29[通用名称:三唑酮(triadimefon)]:CAS登录号[43121-43-3],US-A 3,912,752;
III.30[通用名称:三唑醇(triadimenol)]:CAS登录号[55219-65-3],DE-A 23 24 010;
III.31[通用名称:氟菌唑(triflumizole)]:CAS登录号[99387-89-0],JP-A 79/119,462;
III.32[通用名称:灭菌唑(triticonazole)]:CAS登录号[131983-72-7];
III.33[通用名称:烯效唑(uniconazole)]:CAS登录号[83657-22-1]。
化合物I.a与活性化合物II.a至II.c的增效混合物在较早的专利申请DE P 19 616 724.8中有报道,而化合物I.a与活性化合物III.1至III.33的增效混合物在较早的专利申请DE P 19 618 676.5中有报道。
此外,EP-A 645 087报道了I.b与活性化合物II.a至II.c的增效混合物,EP-A 645 091报道了化合物I.b与活性化合物III.1至III.33中的一些化合物组成的增效混合物。
本发明的一个目的是提出这样的混合物,其具有更高的防治有害真菌活性,同时减少了所用有效成分总剂量(增效混合物),以便减少已知化合物I、II和III的施用剂量和扩大活性谱。
通过本文开头定义的混合物,我们发现这个目的已经达到。另外我们也发现,化合物I、II和III混用或同时分别施用,或化合物I、II和III前后相继施用都比它们单独使用时对有害真菌可能具有更好的防治效果。
式I.a特别代表那些氨基甲酸酯类化合物,其中取代基的组合相应于下表中的一行:
序号 | X | Rn |
Ia.1 | N | 2-F |
Ia.2 | N | 3-F |
Ia.3 | N | 4-F |
Ia.4 | N | 2-Cl |
Ia.5 | N | 3-Cl |
Ia.6 | N | 4-Cl |
Ia.7 | N | 2-Br |
Ia.8 | N | 3-Br |
Ia.9 | N | 4-Br |
Ia.10 | N | 2-CH3 |
Ia.11 | N | 3-CH3 |
Ia.12 | N | 4-CH3 |
Ia.13 | N | 2-CH2CH3 |
Ia.14 | N | 3-CH2CH3 |
Ia.15 | N | 4-CH2CH3 |
Ia.16 | N | 2-CH(CH3)2 |
Ia.17 | N | 3-CH(CH3)2 |
Ia.18 | N | 4-CH(CH3)2 |
Ia.19 | N | 2-CF3 |
Ia.20 | N | 3-CF3 |
Ia.21 | N | 4-CF3 |
Ia.22 | N | 2,4-F2 |
Ia.23 | N | 2,4-Cl2 |
Ia.24 | N | 3,4-Cl2 |
Ia.25 | N | 2-Cl,4-CH3 |
Ia.26 | N | 3-Cl,4-CH3 |
Ia.27 | CH | 2-F |
Ia.28 | CH | 3-F |
Ia.29 | CH | 4-F |
Ia.30 | CH | 2-Cl |
Ia.31 | CH | 3-Cl |
Ia.32 | CH | 4-Cl |
Ia.33 | CH | 2-Br |
Ia.34 | CH | 3-Br |
Ia.35 | CH | 4-Br |
Ia.36 | CH | 2-CH3 |
Ia.37 | CH | 3-CH3 |
Ia.38 | CH | 4-CH3 |
序号 | X | Rn |
Ia.39 | CH | 2-CH2CH3 |
Ia.40 | CH | 3-CH2CH3 |
Ia.41 | CH | 4-CH2CH3 |
Ia.42 | CH | 2-CH(CH3)2 |
Ia.43 | CH | 3-CH(CH3)2 |
Ia.44 | CH | 4-CH(CH3)2 |
Ia.45 | CH | 2-CF3 |
Ia.46 | CH | 3-CF3 |
Ia.47 | CH | 4-CF3 |
Ia.48 | CH | 2,4-F2 |
Ia.49 | CH | 2,4-Cl2 |
Ia.50 | CH | 3,4-Cl2 |
Ia.51 | CH | 2-Cl,4-CH3 |
Ia.52 | CH | 3-Cl,4-CH3 |
特别优选的是化合物Ia.12、Ia.23、Ia.32和Ia.38。
由于它们的氮原子的碱性特性,化合物I、II和III可以与无机酸或有机酸或与金属离子形成盐或加合物。
无机酸是例如氢卤酸如氢氟酸、盐酸、氢溴酸和氢碘酸,碳酸、硫酸、磷酸和硝酸。
适宜的有机酸是例如甲酸和链烷酸如乙酸、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的磺酸)、芳基磺酸或芳基二磺酸(芳基如苯基和萘基,其上连有1至2个磺酸基团)、芳基磷酸或芳基二磷酸(芳基如苯基和萘基,其上连有1至2个磷酸基团),这些酸的烷基和芳基上可能还连有取代基,如对甲苯磺酸、水杨酸、对氨基水杨酸、2-苯氧基苯甲酸、2-乙酸基苯甲酸等。
适宜的金属离子特别是第一至第八副族元素的离子,特别是铬、锰、铁、钴、镍、铜、锌,也包括第二主族元素的离子、特别是钙和镁,以及第三和第四主族元素的离子、特别是铝、锡和铅均在考虑之列。这些金属可以以它们可能的不同价态存在。
当制备混合物时,最好采用纯的有效成分I、II和III,混合物中可以另外混入其他防治有害真菌或防治其他有害生物如昆虫、螨类或线虫的有效成分,或者还可以混入除草-或者生长调节有效成分或化学肥料。
化合物I、II和III的混合物,或者化合物I、II和III混用或同时分别施用,都显示出对植物病原真菌具有卓越的广谱活性,特别是对于子囊菌纲、半知菌纲、藻菌纲和担子菌纲。它们中的一些具有内吸作用,因此可用作为叶面和土壤施用杀菌剂。
它们用于防治各种作物及各种种子上的大量真菌病害有特别重要的意义,这些作物如棉花、蔬菜类(如黄瓜、菜豆、番茄、马铃薯和葫芦科植物)、大麦、牧草、燕麦、香蕉、咖啡、玉米、果树类、水稻、黑麦、大豆、葡萄、小麦、观赏植物、甘蔗。
它们特别地适宜防治下列植物病原真菌:禾谷类白粉病,葫芦科植物白粉病,苹果白粉病,葡萄白粉病,禾谷类锈病,棉花、水稻和草坪上的菌核病,禾谷类和甘蔗的黑穗病,苹果黑星病,禾谷类网斑病,小麦颖枯病,草莓、蔬菜、观赏植物和葡萄的灰霉病,花生褐斑病,小麦和大麦的眼斑病,稻瘟病,马铃薯和番茄的晚疫病,葡萄霜霉病,啤酒花和黄瓜的霜霉病,蔬菜和果树的黑斑病,香蕉黑腐病和各种植物的枯萎病和黄萎病。
另外,它们可以用于材料保护(如木材保护),如防治由拟青霉菌引起的木材腐烂。
化合物I、II和III可以混用或同时分别使用或前后连续分别使用,一般都对防治效果没有任何不利影响。
化合物I和II通常的使用重量比是从10∶1至0.01∶1,优选的是5∶1至0.05∶1,特别是1∶1至0.05∶1。
化合物I和I I I通常的使用重量比是从10∶1至0.01∶1,优选的是5∶1至0.05∶1,特别是1∶1至0.05∶1。
依据所需效果的性质,本发明混合物的施药剂量、特别是用于农作物时为每公顷从0.01至8千克,优选的是从0.1至5千克,特别是从0.2至3.0千克。
化合物I施药剂量是每公顷从0.01至2.5千克,优选的从0.05至2.5千克,特别是从0.1至1.0千克。
相应地,在使用化合物II的情况下,施药剂量为每公顷从0.01至10千克,优选的为从0.05至5千克,特别是从0.05至2.0千克。
相应地,在使用化合物III的情况下,施药剂量为每公顷从0.01至10千克,优选的从0.05至5千克,特别是从0.05至2.0千克。
用作种子处理时,每千克种子的该混合物用药剂量通常是从0.001至250克,优选的从0.01至100克,特别是0.01至50克。
如果防治植物病原有害真菌,对种子、植株或播前或播后、或者芽前或芽后的土壤通过喷雾或喷粉分别使用或混用化合物I、II和III或化合物I、II和III的混合物都是有效的。
本发明的杀菌增效混合物或化合物I、II和III可配制成的剂型有例如可直接喷雾溶液、粉剂和悬浮剂或高浓度水剂、油剂或其他悬浮剂、分散制剂、乳剂、油分散制剂、膏剂、粉尘剂、撒施剂或颗粒剂,施用方法有喷雾、弥雾、喷粉、撒施或浇淋。使用的形式依赖于预定的目的,在任何情况下,它们应该保证本发明的混合物得到尽可能良好均匀的分布。
剂型配制以原则上已知的方法进行,如通过添加溶剂和/或载体。通常在制剂中添加惰性助剂如乳化剂或分散剂。
适宜的表面活性剂是芳烃磺酸类如木素磺酸、苯酚磺酸、萘磺酸和二丁基萘磺酸的和脂肪酸类的碱金属盐、-碱土金属盐和-铵盐,磺酸烷基酯和烷基芳基酯类、硫酸烷基酯类、硫酸月桂醚酯类和硫酸脂肪醇酯类,和硫酸化十六醇、-十七醇和-十八醇的盐,以及乙二醇脂肪醇醚类,磺化萘及其衍生物与甲醛的缩合物,萘或萘磺酸与苯酚和甲醛的缩合物,聚氧乙烯辛基苯酚醚,乙氧基化异辛基-、-辛基苯酚或壬基苯酚,烷基苯酚聚乙二醇醚,三丁基苯基聚乙二醇醚,烷基芳基聚醚醇,异十三醇、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烷基醚,月桂醇聚乙二醇醚乙酸酯,山梨醇酯类,木素亚硫酸盐纸浆废液或甲基纤维素。
粉剂、撒施剂和粉尘剂通过化合物I、II和III或化合物I、II和III的混合物与一种固体载体混合或一起研磨而制备。
颗粒剂(如包衣颗粒、浸渍颗粒或均质颗粒)通常用一种或多种有效成分与固体载体相接合来制备。
填料或固体载体例如是天然矿物材料,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、胶块粘土、黄土、粘土、白云石、硅藻土、硫酸钙、硫酸镁、氧化镁,合成矿物材料和化学肥料如硫酸铵、磷酸铵、硝酸铵、尿素和植物源产品如谷物粉、树皮粉、木屑和坚果壳粉、纤维素粉,或其他的固体载体。
制剂中化合物I、II和III之一或化合物I、II和III混合物含量通常为按重量计从0.1至95%、优选为从0.5至90%。所用有效成分纯度从90%至100%,优选从95%至100%(依据核磁共振波谱或高效液相色谱)。
化合物I、II和III或混合物、或相应制剂、以混合物或分别使用的化合物I、II和III用杀菌有效剂量施用处理有害真菌、它们的环境或待防止受它们侵染的植物、种子、土壤、田间、材料或场所。
在有害真菌侵染之前或侵染之后施药都有效。
应用实施例
本发明混合物的增效活性通过下列试验证明:
有效成分分别或共同加工成溶于含按重量计63%环己酮和27%乳化剂的一种混合物中的10%乳油,用水稀释至所需要的浓度。
防治小麦白粉病(Erysiphe graminis var.tritici)的活性
小麦品种为“Frühgold”的实生苗叶片开始用有效成分的水稀释药液处理。大约24小时以后,待处理植株用小麦白粉病菌孢子撒粉接种。然后把处理后植株置于温度20-22℃、相对湿度75-80%下培养7天。检查真菌侵染程度。
通过检测叶片受侵染面积的百分率进行效果判定。把这些百分比转换成防治效果。药效(
W)是用下面Abbot公式计算:
W=(1-α)×100/β
α:处理植株真菌侵染的百分率,和
β:未处理(对照样)植株真菌侵染的百分率
药效为0表示处理植株的侵染水平相当于未处理植株;防效为100表示处理植株没有受到侵染。
有效成分混合物的期望效果用Colby公式计算[R.S.Colby,杂草,
15,20-22(1967)],并与实测效果比较。
Colby公式:E=x+y-x·y/100
式中:
E:期望防效,表示当使用DE 19617232.2报道的混合物有效成分I和II(=有效成分混合物A)和有效成分III以浓度a和c的施用时与未处理对照样相比较的侵染百分率
x:防治效果,表示当使用DE 19617232.2报道的由有效成分I和II组成的混合物以浓度a施用时与未处理对照样相比较的侵染百分率
y:防治效果,表示有效成分III以浓度c施用时与未处理对照相比较的侵染百分率。
应用实施例1-防治小麦白粉病的活性
盆栽的小麦品种为“Frühgold”的实生苗叶片用含有10%有效成分、63%环己酮和27%乳化剂组成的储备溶液配成的有效成分水悬浮药液喷雾,直到喷雾液滴下为止,24小时后喷雾液膜干涸,用小麦白粉病菌孢子撒粉接种。然后把供试植株置于温度20-24℃、相对湿度60-90%的温室中。7天以后,用目测法检查叶片总面积受侵染百分率而确定白粉病发展的程度。
受侵染的叶面积百分数目测值转换为以百分数表示的与未处理对照样相比较的防效。防效为0表示和未处理植株同样的致病水平,防效为100表示致病水平为0%。有效成分混用的期望效果用Colby公式(Colby,S.R.,除草剂混用增效和拮抗反应的计算,杂草,15,20-22页,1967)计算,并与实测效果比较。
有效成分 | 喷雾液中有效成分浓度(ppm) | 与未处理对照样相比较的药效(%) |
对照(不处理) | (98%患病) | 0 |
Ia.32+II.a由DE19617232.2中已知 | 1.25+1.250.31+0.31 | 00 |
Ia.32+II.b由DE19617232.2中已知 | 1.25+1.250.31+0.31 | 80 |
有效成分 | 喷雾液中有效成分浓度(ppm) | 与未处理对照样相比较的药效(%) |
Ia.38+II.a由DE19617232.2中已知 | 1.25+1.250.31+0.31 | 00 |
Ia.38+II.b由DE19617232.2中已知 | 1.25+1.250.31+0.31 | 00 |
I.b+II.a由DE19617232.2中已知 | 0.31+0.31 | 59 |
I.b+II.b由DE19617232.2中已知 | 0.31+0.31 | 59 |
III.23由DE19617232.2中已知 | 1.250.31 | 00 |
III.24由DE19617232.2中已知 | 1.250.31 | 88 |
III.27由DE19617232.2中已知 | 1.250.31 | 398 |
混合物 | 实测药效 | 计算出的药效*) |
[Ia.32+II.a1.25+1.25ppm]+III.23 1.25ppm混合比例1∶1∶1 | 38 | 0 |
[Ia.32+II.a0.31+0.31ppm]+III.23 0.31ppm混合比例1∶1∶1 | 28 | 0 |
[Ia.32+II.a1.25+1.25ppm]+III.24 1.25ppm混合比例1∶1∶1 | 93 | 8 |
[Ia.32+II.a0.31+0.31ppm]+III.24 0.31ppm混合比例1∶1∶1 | 39 | 8 |
[Ia.32+II.a1.25+1.25ppm]+III.27 1.25ppm混合比例1∶1∶1 | 59 | 39 |
[Ia.32+II.a0.31+0.31ppm]+III.27 0.31ppm混合比例1∶1∶1 | 39 | 8 |
混合物 | 实测药效 | 计算出的药效*) |
[Ia.32+II.b1.25+1.25ppm]+III.23 1.25ppm混合比例1∶1∶1 | 39 | 8 |
[Ia.32+II.b0.31+0.31ppm]+III.23 0.31ppm混合比例1∶1∶1 | 28 | 0 |
[Ia.32+II.b1.25+1.25ppm]+III.24 1.25ppm混合比例1∶1∶1 | 90 | 16 |
[Ia.32+II.b0.31+0.31ppm]+III.24 0.31ppm混合比例1∶1∶1 | 39 | 8 |
[Ia.32+II.b1.25+1.25ppm]+III.27 1.25ppm混合比例1∶1∶1 | 85 | 44 |
[Ia.32+II.b0.31+0.31ppm]+III.27 0.31ppm混合比例1∶1∶1 | 39 | 8 |
[Ia.38+II.a1.25+1.25ppm]+III.23 1.25ppm混合比例1∶1∶1 | 39 | 0 |
[Ia.38+II.a0.31+0.31ppm]+III.23 0.31ppm混合比例1∶1∶1 | 29 | 0 |
[Ia.38+II.a1.25+1.25ppm]+III.24 1.25ppm混合比例1∶1∶1 | 29 | 8 |
[Ia.38+II.a0.31+0.31ppm]+III.24 0.31ppm混合比例1∶1∶1 | 29 | 8 |
[Ia.38+II.b1.25+1.25ppm]+III.23 1.25ppm混合比例1∶1∶1 | 39 | 8 |
[Ia.38+II.b0.31+0.31ppm]+III.23 0.31ppm混合比例1∶1∶1 | 28 | 0 |
混合物 | 实测药效 | 计算出的药效*) |
[Ia.38+II.b1.25+1.25ppm]+III.24 1.25ppm混合比例1∶1∶1 | 69 | 8 |
[Ia.38+II.b0.31+0.31ppm]+III.24 0.31ppm混合比例1∶1∶1 | 39 | 8 |
[Ia.38+II.b1.25+1.25ppm]+III.27 1.25ppm混合比例1∶1∶1 | 59 | 39 |
[Ia.38+II.b0.31+0.31ppm]+III.27 0.31ppm混合比例1∶1∶1 | 29 | 8 |
[I.b+II.a0.31+0.31ppm]+III.23 0.31ppm混合比例1∶1∶1 | 85 | 59 |
[I.b+II.a0.31+0.31ppm]+III.24 0.31ppm | 89 | 63 |
[I.b+II.a0.31+0.31ppm]+III.27 0.31ppm | 85 | 63 |
[I.b+II.b0.31+0.31ppm]+III.23 0.31ppm | 95 | 59 |
[I.b+II.b0.31+0.31ppm]+III.24 0.31ppm | 90 | 63 |
[I.b+II.b0.31+0.31ppm]+III.27 0.31ppm | 85 | 63 |
*)用Colby公式计算
试验结果证明,所有混合比例的实测防效高于用Colby公式预先计算的防效。
应用实施例2-对小麦叶锈病(Puccinia recondita)的治疗作用
盆栽的小麦品种为“Frühgold”的实生苗叶片用小麦叶锈病菌孢子撒粉接种。然后把花盆置于温度20-22℃、高湿度(90-95%)的人工气候箱中培养24小时。在此期间,孢子发芽和芽管侵入叶片组织。第二天,受侵染的植株用含有10%有效成分、63%环己酮和27%乳化剂组成的储备溶液配成的水稀释药液喷雾,直到喷雾液滴下为止。喷雾液膜干涸以后,供试植株置于温度20-22℃和相对温度65-70%的温室中培养7天。然后检查叶锈菌侵染叶片的程度。
病叶面积百分数目测值转换为以百分数表示的与未处理对照样相比较的防效。防效为0表示和未处理植株同样的致病水平,防效为100表示致病水平为0%。有效成分混用的期望防效用Colby公式(Colby,S.R.,除草剂混用增效和拮抗反应的计算,杂草,15,20-22页,1967)计算,并与实测防效比较。
有效成分 | 喷雾液中有效成分浓度(ppm) | 与未处理对照样相比较的药效(%) |
对照(不处理) | (100%患病) | 0 |
Ia.32+II.a由DE19617232.2中已知 | 1.25+1.250.31+0.31 | 600 |
Ia.32+II.b由DE19617232.2中已知 | 1.25+1.250.31+0.31 | 00 |
Ia.38+II.a由DE19617232.2中已知 | 1.25+1.250.31+0.31 | 200 |
Ia.38+II.b由DE19617232.2中已知 | 1.25+1.250.31+0.31 | 200 |
I.b+II.a由DE19617232.2中已知 | 1.25+1.250.31+0.31 | 00 |
I.b+II.b由DE19617232.2中已知 | 0.31+0.31 | 00 |
III.8 | 0.31 | 0 |
III.12 | 1.250.31 | 00 |
有效成分 | 喷雾液中有效成分浓度(ppm) | 与未处理对照样相比较的药效(%) |
III.23 | 1.250.31 | 00 |
III.24 | 1.250.31 | 00 |
III.27 | 1.250.31 | 00 |
混合物 | 实测药效 | 计算出的药效*) |
[Ia.32+II.a0.31+0.31ppm]+III.8 0.31ppm混合比例1∶1∶1 | 60 | 0 |
[Ia.32+II.a1.25+1.25ppm]+III.12 1.25ppm混合比例1∶1∶1 | 85 | 60 |
[Ia.32+II.a0.31+0.31ppm]+III.12 0.31ppm | 30 | 0 |
[Ia.32+II.a0.31+0.31ppm]+III.23 0.31ppm混合比例1∶1∶1 | 40 | 0 |
[Ia.32+II.a0.31+0.31ppm]+III.24 0.31ppm混合比例1∶1∶1 | 30 | 0 |
[Ia.32+II.b0.31+0.31ppm]+III.8 0.31ppm混合比例1∶1∶1 | 40 | 0 |
[Ia.32+II.b1.25+1.25ppm]+III.12 1.25ppm混合比例1∶1∶1 | 70 | 0 |
[Ia.32+II.b0.31+0.31ppm]+III.12 0.31ppm混合比例1∶1∶1 | 30 | 0 |
[Ia.32+II.b1.25+1.25ppm]+III.23 1.25ppm混合比例1∶1∶1 | 30 | 0 |
[Ia.32+II.b1.25+1.25ppm]+III.24 1.25ppm混合比例1∶1∶1 | 25 | 0 |
混合物 | 实测药效 | 计算出的药效*) |
[Ia.32+II.b0.31+0.31ppm]+III.27 0.31ppm混合比例1∶1∶1 | 30 | 0 |
[Ia.38+II.a0.31+0.31ppm]+III.8 0.31ppm混合比例1∶1∶1 | 40 | 0 |
[Ia.38+II.a1.25+1.25ppm]+III.12 1.25ppm混合比例1∶1∶1 | 50 | 20 |
[Ia.38+II.a0.31+0.31ppm]+III.23 0.31ppm混合比例1∶1∶1 | 20 | 0 |
[Ia.38+II.a0.31+0.31ppm]+III.24 0.31ppm混合比例1∶1∶1 | 30 | 0 |
[Ia.38+II.a1.25+1.25ppm]+III.27 1.25ppm混合比例1∶1∶1 | 85 | 20 |
[Ia.38+II.a0.31+0.31ppm]+III.27 0.31ppm混合比例1∶1∶1 | 30 | 0 |
[Ia.38+II.b0.31+0.31ppm]+III.8 0.31ppm混合比例1∶1∶1 | 50 | 0 |
[Ia.38+II.b1.25+1.25ppm]+III.27 1.25ppm | 80 | 20 |
[Ia.38+II.b0.31+0.31ppm]+III.27 0.31ppm混合比例1∶1∶1 | 30 | 0 |
[I.b+II.a0.31+0.31ppm]+III.8 0.31ppm混合比例1∶1∶1 | 50 | 0 |
[I.b+II.a0.31+0.31ppm]+III.12 0.31ppm混合比例1∶1∶1 | 40 | 0 |
混合物 | 实测药效 | 计算出的药效*) |
[I.b+II.a1.25+1.25ppm]+III.23 1.25ppm混合比例1∶1∶1 | 30 | 0 |
[I.b+II.a0.31+0.31ppm]+III.23 0.31ppm混合比例1∶1∶1 | 20 | 0 |
[I.b+II.a1.25+1.25ppm]+III.27 1.25ppm | 80 | 0 |
[I.b+II.b0.31+0.31ppm]+III.8 0.31ppm | 75 | 10 |
*)用Colby公式计算
试验结果证明,所有混合比例的实测防效高于用Colby公式预先计算的防效。
Claims (9)
1、一种杀菌混合物,含有如下组分:
a.1)式I.a所示一种氨基甲酸酯化合物
式中X是CH,n是1,R是Cl、甲基,或者
a.2)式I.b所示肟醚甲酰胺化合物
和
b.1)4-[2-甲基-3-(4-叔丁基苯基)-丙基]2,6-二甲基吗啉
或
b.2)4-(C10-C13-烷基)-2,6-二甲基吗啉
和
c)一种唑类杀菌剂有效成分(III),
其中唑类杀菌剂(III)选自以下化合物:
III.8 (2RS,3RS)-1-[3-(2-氯苯基)-2,3-环氧-2-(4-氟苯基)丙基]-1H-1,2,4-三唑
III.12 双-4-(4-氟苯基)-(甲基)-(1H-1,2,4-三唑-1-基甲基)硅烷
III.23 N-丙基-N-[(2,4,6-三氯苯氧基)-乙基]咪唑-1-甲酰胺
III.24 (±)-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
III.27 1-(4-氯苯基)-4,4-二甲基-3-(1H-1,2,4-三唑-1-基)戊-3-醇
其中化合物I、它的盐或加合物与化合物II的重量比是从10∶1至0.01∶1,和其中化合物I或它的盐或加合物与化合物III的重量比是从10∶1至0.01∶1。
2、一种根据权利要求1的组合物,其中将它调配成两部分,一部分含有根据权利要求1的、在一种固体或液体载体中的化合物I,另一部分含有根据权利要求1的、在一种固体或液体载体中的化合物II,和两部分之一另含有根据权利要求1的化合物III。
3、一种根据权利要求1的组合物,其中将它调配成三部分,第一部分含有根据权利要求1的、在一种固体或液体载体中的化合物I,第二部分含有根据权利要求1的、在一种固体或液体载体中的化合物II,第三部分含有根据权利要求1的、在一种固体或液体载体中的化合物III。
4、一种防治有害真菌的方法,其中包括,用根据权利要求1的化合物I、它的盐或加合物和根据权利要求1的化合物II和根据权利要求1的化合物III处理有害真菌、它们的环境,或待防止受它们侵染的植物、种子、土壤、田间、材料或场所,其中化合物I、它的盐或加合物与化合物II的重量比是从10∶1至0.01∶1,和其中化合物I或它的盐或加合物与化合物III的重量比是从10∶1至0.01∶1。
5、根据权利要求4的方法,其中包括,将根据权利要求1的化合物I、它的盐或加合物和根据权利要求1的化合物II和根据权利要求1的化合物III同时使用,或前后连续使用。
6、根据权利要求5的方法,其中所述同时使用包括混用或分别使用。
7、根据权利要求4或5的方法,其中包括,用根据权利要求1的化合物I、它的盐或加合物以每公顷按从0.01至2.5千克的剂量使用。
8、根据权利要求4至7之一的方法,其中包括,用根据权利要求1的化合物II以每公顷用0.01至10千克的剂量使用。
9、根据权利要求4至8之一的方法,其中包括,用根据权利要求1的化合物III以每公顷用0.01至10千克的剂量使用。
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EP (1) | EP0986304B1 (zh) |
JP (1) | JP4446494B2 (zh) |
KR (1) | KR100458241B1 (zh) |
CN (1) | CN1292658C (zh) |
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KR100311846B1 (ko) * | 1999-07-05 | 2001-10-18 | 우종일 | 신규 아크릴레이트계 살균제 |
ES2282668T3 (es) * | 2002-06-20 | 2007-10-16 | Basf Aktiengesellschaft | Mezclas fungicidas a base de derivados de benzamidoxima de benzofenonas y de un azol. |
DE10248335A1 (de) * | 2002-10-17 | 2004-05-06 | Bayer Ag | Fungizide Wirkstoffkombinationen |
UA85690C2 (ru) * | 2003-11-07 | 2009-02-25 | Басф Акциенгезелльшафт | Смесь для применения в сельском хозяйстве, содержащая стробилурин и модулятор этилена, способ обработки и борьбы с инфекциями в бобовых культурах |
WO2007048534A1 (en) * | 2005-10-26 | 2007-05-03 | Syngenta Participations Ag | Fungicidal compositions |
NZ567996A (en) | 2005-11-10 | 2010-04-30 | Basf Se | Fungicidal mixtures |
PL1947944T3 (pl) * | 2005-11-10 | 2012-09-28 | Basf Se | Zastosowanie piraklostrobiny jako środka zabezpieczającego dla tritikonazolu do zwalczania szkodliwych grzybów |
CA2663436A1 (en) * | 2006-10-04 | 2008-04-10 | Pfizer Products Inc. | Pyrido[4,3-d]pyrimidin-4(3h)-one derivatives as calcium receptor antagonists |
AU2008340152B2 (en) * | 2007-12-21 | 2012-06-07 | Basf Se | Method of increasing the milk and/or meet quantity of silage-fed animals |
JP5365158B2 (ja) * | 2008-11-25 | 2013-12-11 | 住友化学株式会社 | 植物病害防除用組成物及び植物病害の防除方法 |
TWI426568B (zh) * | 2010-03-29 | 2014-02-11 | Sinopower Semiconductor Inc | 半導體功率元件與其製作方法 |
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