CN100377646C - Fungicide mixtures for the control of rice pathogens - Google Patents
Fungicide mixtures for the control of rice pathogens Download PDFInfo
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- CN100377646C CN100377646C CNB2004800284332A CN200480028433A CN100377646C CN 100377646 C CN100377646 C CN 100377646C CN B2004800284332 A CNB2004800284332 A CN B2004800284332A CN 200480028433 A CN200480028433 A CN 200480028433A CN 100377646 C CN100377646 C CN 100377646C
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- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- ACMXQHFNODYQAT-UHFFFAOYSA-N cyflufenamid Chemical compound FC1=CC=C(C(F)(F)F)C(C(NOCC2CC2)=NC(=O)CC=2C=CC=CC=2)=C1F ACMXQHFNODYQAT-UHFFFAOYSA-N 0.000 description 1
- MNNHAPBLZZVQHP-UHFFFAOYSA-N diammonium hydrogen phosphate Chemical compound [NH4+].[NH4+].OP([O-])([O-])=O MNNHAPBLZZVQHP-UHFFFAOYSA-N 0.000 description 1
- 150000008056 dicarboxyimides Chemical class 0.000 description 1
- YEJGPFZQLRMXOI-PKEIRNPWSA-N diclocymet Chemical compound N#CC(C(C)(C)C)C(=O)N[C@H](C)C1=CC=C(Cl)C=C1Cl YEJGPFZQLRMXOI-PKEIRNPWSA-N 0.000 description 1
- UWQMKVBQKFHLCE-UHFFFAOYSA-N diclomezine Chemical compound C1=C(Cl)C(C)=C(Cl)C=C1C1=NNC(=O)C=C1 UWQMKVBQKFHLCE-UHFFFAOYSA-N 0.000 description 1
- 239000002283 diesel fuel Substances 0.000 description 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 1
- BQYJATMQXGBDHF-UHFFFAOYSA-N difenoconazole Chemical compound O1C(C)COC1(C=1C(=CC(OC=2C=CC(Cl)=CC=2)=CC=1)Cl)CN1N=CN=C1 BQYJATMQXGBDHF-UHFFFAOYSA-N 0.000 description 1
- 229960001760 dimethyl sulfoxide Drugs 0.000 description 1
- 239000012990 dithiocarbamate Substances 0.000 description 1
- 150000004659 dithiocarbamates Chemical class 0.000 description 1
- JMXKCYUTURMERF-UHFFFAOYSA-N dodemorph Chemical compound C1C(C)OC(C)CN1C1CCCCCCCCCCC1 JMXKCYUTURMERF-UHFFFAOYSA-N 0.000 description 1
- 239000010459 dolomite Substances 0.000 description 1
- 229910000514 dolomite Inorganic materials 0.000 description 1
- 244000309146 drought grass Species 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000004945 emulsification Methods 0.000 description 1
- 150000002168 ethanoic acid esters Chemical class 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- LMVPQMGRYSRMIW-KRWDZBQOSA-N fenamidone Chemical compound O=C([C@@](C)(N=C1SC)C=2C=CC=CC=2)N1NC1=CC=CC=C1 LMVPQMGRYSRMIW-KRWDZBQOSA-N 0.000 description 1
- JFSPBVWPKOEZCB-UHFFFAOYSA-N fenfuram Chemical compound O1C=CC(C(=O)NC=2C=CC=CC=2)=C1C JFSPBVWPKOEZCB-UHFFFAOYSA-N 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- MUJOIMFVNIBMKC-UHFFFAOYSA-N fludioxonil Chemical compound C=12OC(F)(F)OC2=CC=CC=1C1=CNC=C1C#N MUJOIMFVNIBMKC-UHFFFAOYSA-N 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 235000011389 fruit/vegetable juice Nutrition 0.000 description 1
- 235000012055 fruits and vegetables Nutrition 0.000 description 1
- IQECZGDVZMVJSH-UHFFFAOYSA-N furan 1H-pyrazole Chemical class O1C=CC=C1.N1N=CC=C1 IQECZGDVZMVJSH-UHFFFAOYSA-N 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 230000002363 herbicidal effect Effects 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 150000002466 imines Chemical class 0.000 description 1
- 230000009545 invasion Effects 0.000 description 1
- QTYCMDBMOLSEAM-UHFFFAOYSA-N ipconazole Chemical compound C1=NC=NN1CC1(O)C(C(C)C)CCC1CC1=CC=C(Cl)C=C1 QTYCMDBMOLSEAM-UHFFFAOYSA-N 0.000 description 1
- JEIPFZHSYJVQDO-UHFFFAOYSA-N iron(III) oxide Inorganic materials O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 1
- UFHLMYOGRXOCSL-UHFFFAOYSA-N isoprothiolane Chemical compound CC(C)OC(=O)C(C(=O)OC(C)C)=C1SCCS1 UFHLMYOGRXOCSL-UHFFFAOYSA-N 0.000 description 1
- PVTHJAPFENJVNC-MHRBZPPQSA-N kasugamycin Chemical compound N[C@H]1C[C@H](NC(=N)C(O)=O)[C@@H](C)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@H](O)[C@@H]1O PVTHJAPFENJVNC-MHRBZPPQSA-N 0.000 description 1
- 239000003350 kerosene Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- 239000006028 limestone Substances 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- 235000012245 magnesium oxide Nutrition 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- BCTQJXQXJVLSIG-UHFFFAOYSA-N mepronil Chemical compound CC(C)OC1=CC=CC(NC(=O)C=2C(=CC=CC=2)C)=C1 BCTQJXQXJVLSIG-UHFFFAOYSA-N 0.000 description 1
- HYVVJDQGXFXBRZ-UHFFFAOYSA-N metam Chemical compound CNC(S)=S HYVVJDQGXFXBRZ-UHFFFAOYSA-N 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- HIIRDDUVRXCDBN-OBGWFSINSA-N metominostrobin Chemical compound CNC(=O)C(=N\OC)\C1=CC=CC=C1OC1=CC=CC=C1 HIIRDDUVRXCDBN-OBGWFSINSA-N 0.000 description 1
- UQJQVUOTMVCFHX-UHFFFAOYSA-L nabam Chemical compound [Na+].[Na+].[S-]C(=S)NCCNC([S-])=S UQJQVUOTMVCFHX-UHFFFAOYSA-L 0.000 description 1
- 239000004311 natamycin Substances 0.000 description 1
- 229960003255 natamycin Drugs 0.000 description 1
- 235000010298 natamycin Nutrition 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 125000006501 nitrophenyl group Chemical group 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- UWVQIROCRJWDKL-UHFFFAOYSA-N oxadixyl Chemical compound CC=1C=CC=C(C)C=1N(C(=O)COC)N1CCOC1=O UWVQIROCRJWDKL-UHFFFAOYSA-N 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- LKPLKUMXSAEKID-UHFFFAOYSA-N pentachloronitrobenzene Chemical compound [O-][N+](=O)C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl LKPLKUMXSAEKID-UHFFFAOYSA-N 0.000 description 1
- 229940044654 phenolsulfonic acid Drugs 0.000 description 1
- 150000008060 phenylpyrroles Chemical class 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- QXJKBPAVAHBARF-BETUJISGSA-N procymidone Chemical compound O=C([C@]1(C)C[C@@]1(C1=O)C)N1C1=CC(Cl)=CC(Cl)=C1 QXJKBPAVAHBARF-BETUJISGSA-N 0.000 description 1
- WZZLDXDUQPOXNW-UHFFFAOYSA-N propamocarb Chemical compound CCCOC(=O)NCCCN(C)C WZZLDXDUQPOXNW-UHFFFAOYSA-N 0.000 description 1
- WHMZYGMQWIBNOC-UHFFFAOYSA-N propan-2-yl n-(3,4-dimethoxyphenyl)carbamate Chemical compound COC1=CC=C(NC(=O)OC(C)C)C=C1OC WHMZYGMQWIBNOC-UHFFFAOYSA-N 0.000 description 1
- 150000004040 pyrrolidinones Chemical class 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- MXMXHPPIGKYTAR-UHFFFAOYSA-N silthiofam Chemical compound CC=1SC([Si](C)(C)C)=C(C(=O)NCC=C)C=1C MXMXHPPIGKYTAR-UHFFFAOYSA-N 0.000 description 1
- YZHUMGUJCQRKBT-UHFFFAOYSA-M sodium chlorate Chemical compound [Na+].[O-]Cl(=O)=O YZHUMGUJCQRKBT-UHFFFAOYSA-M 0.000 description 1
- ZEVCJZRMCOYJSP-UHFFFAOYSA-N sodium;2-(dithiocarboxyamino)ethylcarbamodithioic acid Chemical compound [Na+].SC(=S)NCCNC(S)=S ZEVCJZRMCOYJSP-UHFFFAOYSA-N 0.000 description 1
- 239000004550 soluble concentrate Substances 0.000 description 1
- 239000011877 solvent mixture Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 235000015096 spirit Nutrition 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 150000003447 sulfenic acid derivatives Chemical class 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 230000009885 systemic effect Effects 0.000 description 1
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 1
- 239000004308 thiabendazole Substances 0.000 description 1
- 235000010296 thiabendazole Nutrition 0.000 description 1
- 150000004867 thiadiazoles Chemical class 0.000 description 1
- WOSNCVAPUOFXEH-UHFFFAOYSA-N thifluzamide Chemical compound S1C(C)=NC(C(F)(F)F)=C1C(=O)NC1=C(Br)C=C(OC(F)(F)F)C=C1Br WOSNCVAPUOFXEH-UHFFFAOYSA-N 0.000 description 1
- APEJMQOBVMLION-VOTSOKGWSA-N trans-cinnamamide Chemical compound NC(=O)\C=C\C1=CC=CC=C1 APEJMQOBVMLION-VOTSOKGWSA-N 0.000 description 1
- FFSJPOPLSWBGQY-UHFFFAOYSA-N triazol-4-one Chemical compound O=C1C=NN=N1 FFSJPOPLSWBGQY-UHFFFAOYSA-N 0.000 description 1
- HSMVPDGQOIQYSR-KGENOOAVSA-N triflumizole Chemical compound C1=CN=CN1C(/COCCC)=N/C1=CC=C(Cl)C=C1C(F)(F)F HSMVPDGQOIQYSR-KGENOOAVSA-N 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000004562 water dispersible granule Substances 0.000 description 1
- 239000004552 water soluble powder Substances 0.000 description 1
- 239000003021 water soluble solvent Substances 0.000 description 1
- 238000009333 weeding Methods 0.000 description 1
- 239000004563 wettable powder Substances 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention relates to fungicide mixtures for the control of rice pathogens, containing the following as active ingredients: 1) the triazolopyrimidine derivative of formula (I) and 2) trifloxystrobin of formula (II), in synergistically effective amounts, a method for the control of rice pathogens with mixtures of compound (I) and compound (II), the use of compound (I) and compound (II) for the production of such mixtures and agents comprising said mixtures.
Description
The present invention relates to prevent and treat the Fungicidal mixture of pathogenic agents of rice, this mixture comprises following compound as active component with cooperative effective quantity:
1) triazolopyrimidine derivative of formula I:
With
2) the oxime bacterium ester (trifloxystrobin) of formula II:
In addition, the invention still further relates to the method for the mixture control pathogenic agents of rice that uses Compound I and Compound I I, Compound I and the Compound I I purposes in such mixture of preparation, and the composition that comprises this mixture.
Compound I, i.e. 5-chloro-7-(4-methyl piperidine-1-yl)-6-(2,4, the 6-trifluorophenyl)-[1,2,4] triazols [1,5-a] pyrimidine, its preparation and known by document (WO98/46607) to the effect of harmful fungoid.
Compound I I, i.e. (E)-methoxyl group imido grpup-{ (E)-α-[1-(α, α, α-trifluoromethyl-m-phenyl) ethyleneimino oxygen base]-o-tolyl } methyl acetate, also (EP-A 460575 by document in the effect of its preparation and opposing harmful fungoid thereof; Common name: oxime bacterium ester) known.Oxime bacterium ester is sold on market, mainly as the fungicide of the opposing that is used for the cereal class by Ascomycetes (Ascomycetes) or fungus-caused mildew of Basidiomycetes (Basidiomycetes) and rust.
The mixture of triazolopyrimidine derivative and oxime bacterium ester (CGA-279202) is known by EP-A 988790 with general fashion.Compound I be included in the generality of this publication open in, but clearly do not illustrated.Therefore, the combination of Compound I and oxime bacterium ester is new.
Be described as various diseases to cereal class, fruits and vegetables by EP-A 988790 known Synergistic mixtures, for example mildew on wheat and the barley or the gray mold on the apple have Fungicidally active.
Because the special cultivation condition of rice plants, the requirement that rice need be satisfied with fungicide significantly is different from the required satisfied requirement of the fungicide that uses in cereal class or the fruit growing.Difference is being arranged: except the foliage applying method of using under many circumstances, in modern rice class plantation, fungicide is directly put on the soil on the application process in the sowing process or in the later short time of sowing.Fungicide is absorbed in the plant by root, and is transported to plant part to be protected in the juice of plant.On the contrary, in cereal class or fruit growing, fungicide is applied on leaf or the fruit usually; Therefore, the systemic action of reactive compound is obviously not too important in these crops.
In addition, pathogenic agents of rice is different from the pathogene in cereal class or the fruit usually.(Cochliobolus miyabeanus) is with Bamboo grass wood photovoltaicing leather bacteria (Corticium sasakii, synonym: be disease pathogene the most general in the rice plants Rhizoctonia solani Kuhn (Rhizoctonia solani)) for Pyricularia oryzae (Pyricularia oryzae), palace portion cochliobolus.Rhizoctonia solani Kuhn is the unique pathogene with agriculture importance from Agaricomycetidae subclass.Different with other fungies of great majority, this fungi is not by spore but is infected and encroached on plant by mycelium.
For this reason, the discovery of the Fungicidally active in relevant cereal class or the fruit cultivation can not be used for rice class crop.
The agricultural practice experience has shown in the control of harmful fungoid and to repeat and use the quick selection that the single-activity compound causes fungal bacterial strain in many cases separately that this bacterial strain has produced natural or adaptive pesticide resistance to described reactive compound.Thereby can not effectively prevent and treat these fungies with described reactive compound again.
In order to reduce the selection danger of pesticide resistance fungal bacterial strain, adopt the mixture of different activities compound to prevent and treat harmful fungoid now usually.By the reactive compound that combination has the different mechanisms of action, can guarantee the successful control of long period.
In order pathogenic agents of rice to be carried out effective pesticide resistance management and effectively to prevent and treat, the purpose of this invention is to provide the mixture that has improved anti-harmful fungoid effect under the total amount minimizing of using at reactive compound with the little rate of application of trying one's best.
We find that this purpose realizes by the mixture of beginning definition.In addition, we find to compare with using the issuable effect of unification compound, simultaneously, i.e. and associating or administered compound I and Compound I I or administered compound I and Compound I I can prevent and treat pathogenic agents of rice better successively respectively.
When this mixture of preparation, preferably adopt pure reactive compound I and II, as required can be to other reactive compound that wherein adds opposing harmful fungoid or other insect such as insect, spider or nematode, perhaps weeding or growth regulating-activity compound or fertilizer.
Other suitable activity compound with above-mentioned implication particularly is selected from following fungicide:
Acyl group alanine class, for example M 9834 (benalaxyl), metalaxyl (metalaxyl), fenfuram (ofurace) or frost spirit (oxadixyl),
The amine derivative class, for example aldimorph, dodemorfe (dodemorph), fenpropidin (fenpropidin), guazatine (guazatine), biguanide spicy acid salt (iminoctadine) or tridemorph (tridemorph),
The antibiotic class, for example cycloheximide (cycloheximid), griseofulvin (griseofulvin), kasugarnycin (kasugamycin), myprozine (natamycin), Polyoxin (polyoxin) or streptomycin (streptomycin),
Azole, Bitertanol (bitertanol) for example, bromuconazole (bromoconazole), cyproconazole (cyproconazole), ether azoles (difenoconazole), alkene azoles alcohol (dinitroconazole), IMAZALIL (enilconazole), RH-7592 (fenbuconazole), Fluquinconazole (fluquinconazole), Flusilazole (flusilazole), Flutriafol (flutriafol), own azoles alcohol (hexaconazole), IMAZALIL (imazalil), cycltebuconazole (ipconazole), nitrile bacterium azoles (myclobutanil), penconazole (penconazole), propiconazole (propiconazole), Prochloraz (prochloraz), prothioconazole, simeconazoles (simeconazole), fluorine ether azoles (tetraconazole), triazolone (triadimefon), triadimenol (triadimenol), fluorine bacterium azoles (triflumizole) or triticonazole (triticonazole)
The dicarboximide class, for example myclozolin (mycozolin) or sterilization profit (procymidone),
Dithiocarbamates, for example ferbam (ferbam), Dithane A40 (nabam), metham-sodium (metam), propineb (propineb), polycarbamate (polycarbamate), ziram (ziram) or zineb (zineb),
Heterocycles, anilazine (anilazine) for example, Boscalid (boscalid), carbendazim (carbendazim), carboxin (carboxin), oxycarboxin (oxycarboxin), cyanogen frost azoles (cyazofamid), dazomet (dazomet), famoxadone (famoxadone), Fenamidone (fenamidon), furidazol (fuberidazole), flutolanil (flutolanil), furan pyrazoles spirit (furametpyr), Isoprothiolane (isoprothiolan), third oxygen goes out and embroiders amine (mepronil), nuarimol (nuarimol), probenazole (probenazole), pyroquilon (pyroquilon), silicon metsulfovax (silthiofam), thiabendazole (thiabendazol), thifluzamide (thifluzamid), tiadinil (tiadinil), tricyclazole (tricyclazole) or triforine (triforine)
The nitrophenyl derivative class, for example binapacryl (binapacryl), karathane (dinocap), dinobuton (dinobuton) or different third disappear (nitrophthalisopropyl),
The phenylpyrrole class, for example fenpiclonil (fenpiclonil) or fluorine bacterium (fludioxonil),
Sulphur,
Other fungicide class, thiadiazoles element (acibenzolar-S-methyl) for example, carpropamide (carpropamid), tpn (chlorothalonil), cyflufenamid, cymoxanil (cymoxanil), diclomezine (diclomezin), two chlorine zarilamids (diclocymet), the mould prestige of second (diethofencarb), Hinosan (edifenphos), Guardian (ethaboxam), fenhexamid (fenhexamid), fentinacetate (fentin acetate), zarilamid (fenoxanil), ferimzone (ferimzone), fluazinam (fluazinam), fosetyl (fosetyl), hexachloro-benzene (hexachlorobenzene), metrafenone (metrafenone), Pencycuron (pencycuron), hundred dimension spirits (propamocarb), Rabcide (phthalide), tolelofos-methyl (toloclofos-methyl), pcnb (quintozene) or zoxamide (zoxamide)
The imines mushroom, for example fluoxastrobin (fluoxastrobin), SSF 126 (metominostrobin), orysastrobin (orysastrobin) or pyraclostrobin (pyraclostrobin),
The sulfenic acid derivatives class, difoltan (captafol) for example,
Cinnamide and similar compound, for example fluorine biphenyl bacterium (flumetover).
In an embodiment of mixture of the present invention, other fungicide III or two kinds of fungicide III and IV can be added among Compound I and the II.The mixture of preferred compound I and II and component III.The mixture of special preferred compound I and II.
The mixture of Compound I and Compound I I or while, i.e. associating or the Compound I and the Compound I I that use respectively present significant effect to the pathogenic agents of rice from Ascomycetes, deuteromycetes (Deuteromycetes) or Basidiomycetes.They can be used for seed treatment and as the fungicide of blade face effect or soil effect.Preferably pass through the spraying leaf and administered compound I and II.Can also be by particulate application or by to the soil dusting and administered compound.
They belong to and interior navel spore (Drechslera) genus and Pyricularia oryzae particular importance as flat navel spore (Bipolaris) for the harmful fungoid on control rice plants and the seed thereof.They are particularly suitable for preventing and treating the rice class brown spot that is caused by microbial rice blast of rice blast and palace portion cochliobolus.
In addition, the combination of The compounds of this invention I and II also is suitable for preventing and treating other pathogene, belongs to and grape spore (Botrytis) genus as the chain lattice spore (Alternaria) in the septoria musiva in the cereal class (Septoria) genus and handle rest fungus (Puccinia) genus and vegetables, fruit and the grape vine.
Can be simultaneously, i.e. associating or use respectively or administered compound I and Compound I I successively, under situation about using respectively, order of administration can not produce any influence to the result of prophylactico-therapeutic measures usually.
Usually, Compound I and Compound I I were with 100: 1 to 1: 100, and preferred 20: 1 to 1: 50, more preferably 10: 1 to 1: 10, particularly 10: 1 to 1: 5 weight ratio was used.
If desired, component III and suitable words IV add in the Compound I with 20: 1 to 1: 20 ratio.
Depend on the type and the required effect of compound, the rate of application of mixture of the present invention is 5g/ha to 2000g/ha, preferred 50-1500g/ha, particularly 50-750g/ha.
Correspondingly, the rate of application of Compound I is 1-1000g/ha normally, preferred 10-750g/ha, particularly 20-500g/ha.
Correspondingly, the rate of application of Compound I I is 1-1000g/ha normally, preferred 10-750g/ha, particularly 20-500g/ha.
In the processing of seed, the rate of application of mixture is the 1-1000g/100kg seed normally, preferred 1-750g/100kg seed, particularly 5-500g/100kg seed.
In the control of the pathogenic harmful fungoid of rice plants, by before or after the sowing plant or before or after plant emerges, seed, rice shoot, plant or soil are sprayed or dusting is distinguished or the mixture of co-administered Compound I and II or Compound I and II.
Mixture of the present invention or Compound I and Compound I I can be converted into preparaton commonly used, for example solution, emulsion, suspension, pulvis, powder, paste or particle.Administration form depends on specific purpose; In each case, this form should be guaranteed the meticulous and even distribution of The compounds of this invention.
Prepare preparaton in a known way, for example prepare,, use emulsifier and dispersant if need by reactive compound is mixed with solvent and/or carrier.Suitable solvent/auxiliary agent is basically:
-water, arsol (Solvesso product for example, dimethylbenzene), paraffin (for example mineral oil fractions), alcohol (for example methyl alcohol, butanols, amylalcohol, phenmethylol), ketone (for example cyclohexanone, gamma-butyrolacton), pyrrolidones (NMP, NOP), acetic acid esters (ethylene acetate), glycol, fatty acid dimethylformamide, fatty acid and fatty acid ester.Can also use solvent mixture in principle,
-carrier is as natural minerals (for example kaolin, clay, talcum, chalk) that grinds and the synthetic mineral (for example silica of high degree of dispersion, silicate) that grinds; Emulsifier such as nonionic and anion emulsifier (for example polyoxyethylene aliphatic alcohol ether, alkylsulfonate and arylsulphonate) and dispersant such as lignin sulfite waste liquor and methylcellulose.
Suitable surfactant is a lignosulphonic acid, naphthalene sulfonic acids, phenolsulfonic acid, the alkali metal salt of dibutyl naphthalene sulfonic acids, alkali salt and ammonium salt, alkylaryl sulfonates, alkyl sulfate, alkylsulfonate, aliphatic alcohol sulfate, fatty acid and sulphated fatty alcohol glycol ether, the condensation product that also has sulfonated naphthalene and naphthalene derivatives and formaldehyde in addition, the condensation product of naphthalene or naphthalene sulfonic acids and phenol and formaldehyde, NONIN HS 240, the ethoxylation isooctylphenol, octyl phenol, nonyl phenol, alkyl phenyl polyglycol ether, tributyl phenyl polyglycol ether, three stearyl phenyl polyglycol ethers, alkyl aryl polyether alcohol, pure and mild fatty alcohol/ethylene oxide condensation product, ethoxylated castor oil, polyoxyethylene alkyl ether, ethoxylation polyoxypropylene, laruyl alcohol polyglycol ether acetal, sorbitol ester, lignin sulfite waste liquor and methylcellulose.
The material that is suitable for preparing solution, emulsion, paste or the oil dispersion that can directly spray is to mineral oil fractions such as the kerosene or the diesel oil of high boiling point in having, the oil that also has coal tar and plant or animal origin in addition, aliphatic series, ring-type and aromatic hydrocarbon such as toluene, dimethylbenzene, paraffin, tetrahydronaphthalene, alkylated naphthalene or derivatives thereof, methyl alcohol, ethanol, propyl alcohol, butanols, cyclohexanol, cyclohexanone, isophorone, intensive polar solvent such as methyl-sulfoxide, N-Methyl pyrrolidone or water.
Can be by mixing or grinding active substance simultaneously and but solid carrier prepares powder, broadcasts sowing material and dusting product.
Can prepare particle such as coating particle, impregnated granules and homogeneous particle on the solid carrier by reactive compound is adhered to.The example of solid carrier is an ore deposit soil as silica gel, silicate, talcum, kaolin, activated clay (attaclay), lime stone, lime, chalk, bole, loess, clay, dolomite, diatomite, calcium sulphate, magnesium sulfate, magnesia, the synthetic material that grinds, fertilizer such as ammonium sulfate, ammonium phosphate, ammonium nitrate, urea, and the product of plant origin such as flour, bark powder, wood powder and shuck powder, cellulose powder, and other solid carrier.
Preparaton comprises 0.01-95 weight % usually, the reactive compound of preferred 0.1-90 weight %.Reactive compound is with 90-100%, and the purity of preferred 95-100% (according to the NMR wave spectrum) is used.
Below be the example of preparaton:
1. the product of dilute with water
A) water-soluble concentrate (SL)
With 10 weight portion reactive compounds in the water-soluble or water-soluble solvent.Perhaps, add wetting agent or other auxiliary agent.Reactive compound is through water dilution dissolving.
B) dispersed concentrate (DC)
Be dissolved in 20 weight portion reactive compounds in the cyclohexanone and add dispersant such as PVP(polyvinyl pyrrolidone).Dilute with water obtains dispersion.
C) missible oil (EC)
Be dissolved in 15 weight portion reactive compounds in the dimethylbenzene and add calcium dodecyl benzene sulfonate and castor oil ethoxylate (concentration is 5% in each case).Dilute with water obtains emulsion.
D) emulsion (EW, EO)
Be dissolved in 40 weight portion reactive compounds in the dimethylbenzene and add calcium dodecyl benzene sulfonate and castor oil ethoxylate (concentration is 5% in each case).Introduce this mixture in water and make equal phase emulsion by mulser (Ultraturax).Dilute with water obtains emulsion.
E) suspension (SC, OD)
In the ball mill that stirs, 20 weight portion reactive compounds are pulverized and adding dispersant, wetting agent and water or organic solvent, obtain reactive compound suspension in small, broken bits.Dilute with water obtains stable reactive compound suspension.
F) water-dispersible granule and water-soluble granular (WG, SG)
With the grinding in small, broken bits of 50 weight portion reactive compounds and adding dispersant and wetting agent, be made into water dispersible or water-soluble granular by commercial plant (as extruder, spray tower, fluid bed).Dilute with water obtains stable active compound dispersion or solution.
G) water dispersible pow-ders and water-soluble powder (WP, SP)
75 weight portion reactive compounds are ground in the rotor-stator mill and adding dispersant, wetting agent and silica gel.Dilute with water obtains stable active compound dispersion or solution.
2. the product of using without dilution
H) but dusting powder (DP)
Fully mix with the grinding in small, broken bits of 5 weight portion reactive compounds and with 95% kaolin in small, broken bits.But this obtains the dusting product.
I) particle (GR, FG, GG, MG)
With the grinding in small, broken bits of 0.5 weight portion reactive compound and in conjunction with 95.5% carrier.Current methods be extrude, atomized drying or bed process.The particle that this obtains using without dilution.
J) ULV solution (UL)
10 weight portion reactive compounds are dissolved in organic solvent such as the dimethylbenzene.The product that this obtains using without dilution.
Reactive compound can be directly, with its preparaton form or type of service prepared therefrom, but for example with directly spray solution, powder, suspension or dispersion, emulsion, oil dispersion, paste dusting product, broadcast sowing material or particle form, by spraying, atomizing, dusting, broadcast sowing or water and use.Type of service depends on intended purposes fully; Be intended to guarantee in each case that reactive compound of the present invention distributes as far as possible the most subtly.
Moisture type of service can be prepared by emulsion concentrates, paste or wettable powder (sprayable powder, oil dispersion) by adding entry.In order to prepare emulsion, paste or oil dispersion, can be by wetting agent, tackifier, dispersant or emulsifier with this material back homogenizing in water directly or in being dissolved in oil or solvent.Perhaps, can also prepare by active substance, wetting agent, tackifier, dispersant or emulsifier and the suitable concentrate that also has solvent or oil to form, and this concentrate is suitable for dilute with water.
Promptly can in relative broad range, change with the activity compound concentration in the preparation.Usually this concentration is 0.0001-10%, preferred 0.01-1%.
Reactive compound can also successfully be used for ultra low volume method (ULV), can use the preparaton that comprises the reactive compound that surpasses 95 weight % by this method, perhaps even use the reactive compound that does not contain additive.
Various types of oil, wetting agent, auxiliary agent, weed killer herbicide, fungicide, other agricultural chemicals or bactericide can be added in the reactive compound,, just before the next-door neighbour uses, add (bucket mixes) if suitable.These reagent mix with 1: 10 to 10: 1 weight ratio with reagent of the present invention usually.
By mixture with the antifungal effective dose, perhaps under situation about using respectively, handle harmful fungoid, perhaps need to prevent plant, seed, soil, zone, material or the space of harmful fungoid invasion and attack and administered compound I and II or its mixture or corresponding preparaton with Compound I and II.Can use before or after infecting being subjected to harmful fungoid.
The fungicidal action of compound and mixture can describe by following experiment:
With reactive compound respectively or combined preparation become to contain the acetone or the DMSO liquid storage of 0.25 weight % reactive compound.Emulsifier Uniperol with 1 weight %
EL (based on the wetting agent with emulsification and peptizaiton of ethoxylated alkylphenol) adds in this solution, and solution with water is diluted to desired concn.
Application Example 1-is to the protection activity of the microbial rice blast of rice blast
With aqueous suspension cultivar is sprayed to the drip point for the leaf of the potted plant rice sprouts of " Tai-Nong67 " with following activity compound concentration.Second day, with the spore aqueous suspension inoculation plant of Pyricularia oryzae.Then test plants is placed 22-24 ℃ with the climatic chamber of the relative atmospheric humidity of 95-99% 6 days.Naked eyes are measured the development degree that infects on the leaf then.
Estimate by determining the percentage that infects plant.These percentages are changed into effectiveness.
Use the Abbot formula to render a service (E) by following calculating:
E＝(1-α/β)·100
α corresponding to the fungal infection percentage of handling plant and
β is corresponding to the fungal infection percentage of (contrast) plant of being untreated.
Effectiveness is that 0 expression is handled the level that infects of plant corresponding to untreated check plant; Effectiveness is that 100 expression processing plants are infected.
Use the Colby formula to determine the expection effectiveness (R.S.Colby, Weeds (weeds), 15, the 20-22 pages or leaves, 1967) of the mixture of reactive compound, and compare with the effectiveness of observing.
Colby formula: E=x+y-xy/100
Expection when the E working concentration is the mixture of the reactive compound A of a and b and B is renderd a service, represents with % with respect to untreated control,
Effectiveness when the x working concentration is the reactive compound A of a is represented with the % with respect to untreated control,
Effectiveness when the y working concentration is the reactive compound B of b is represented with the % with respect to untreated control.
Use is by the oxime bacterium ester admixture compound known A described in the EP-A 988790 and B compound as a comparison:
Table A-single-activity compound
| Embodiment | Reactive compound | The concentration [ppm] of reactive compound in spraying liquid | Render a service, with respect to the % of untreated control |
| 1 | Contrast (being untreated) | - | (60% infects) |
| 2 | I | 16 | 67 |
| 3 | II (oxime bacterium ester) | 16 4 | 2 2 |
| 4 | Control compounds A | 16 | 59 |
| 5 | Control compounds B | 16 | 67 |
Table B-mixture of the present invention
| Embodiment | The mixture concentration mixing ratio of reactive compound | The effectiveness of observing | The effectiveness of calculating ＊) |
| 6 | I+II 16+4ppm 4∶1 | 92 | 68 |
| 7 | I+II 16+16ppm 1∶1 | 100 | 68 |
*) effectiveness of using the Colby formula to calculate
Table C-contrast test
| Embodiment | The mixture concentration mixing ratio of reactive compound | The effectiveness of observing | The effectiveness of calculating ＊) |
| 8 | A+II 16+4ppm 4∶1 | 67 | 60 |
| 9 | A+II 16+16ppm 1∶1 | 67 | 60 |
| 10 | B+II 16+4ppm 4∶1 | 67 | 68 |
| 11 | B+II 16+16ppm 1∶1 | 76 | 68 |
*) effectiveness of using the Colby formula to calculate
Test result shows, because strong synergistic function, for opposing rice blast, mixture of the present invention is than significantly more effective by the oxime bacterium ester admixture of the known control compounds of EP-A 988790.The activity of the rice brown spot that Application Example 2-causes palace portion cochliobolus, protectiveness is used
With aqueous suspension cultivar is sprayed to the drip point for the leaf of the potted plant rice sprouts of " Tai-Nong67 " with following activity compound concentration.Second day, with the spore aqueous suspension inoculation plant of palace portion cochliobolus.Then test plants is placed 22-24 ℃ with the climatic chamber of the relative atmospheric humidity of 95-99% 6 days.Naked eyes are measured the development degree that infects on the leaf then.
Being similar to embodiment 1 estimates.
Table D-single-activity compound
| Embodiment | Reactive compound | The concentration [ppm] of reactive compound in spraying liquid | Render a service, with respect to the % of untreated control |
| 12 | Contrast (being untreated) | - | (90% infects) |
| 13 | I | 16 4 | 56 33 |
| 14 | II (oxime bacterium ester) | 16 4 | 33 0 |
Table E-mixture of the present invention
| Embodiment | The mixture concentration mixing ratio of reactive compound | The effectiveness of observing | The effectiveness of calculating ＊) |
| 15 | I+II 16+4ppm 4∶1 | 78 | 56 |
| 16 | I+II 4+16ppm 1∶4 | 83 | 53 |
*) effectiveness of using the Colby formula to calculate
Test result shows that for all mixing ratios, the effectiveness that is significantly higher than with the expection of Colby formula is renderd a service in the observation of mixture of the present invention.
Claims (10)
1. Fungicidal mixture, it comprises following compound:
1) triazolopyrimidine derivative of formula I:
With
2) the oxime bacterium ester of formula II:
Wherein, the weight ratio of formula I compound and formula II compound is 100: 1 to 1: 100.
2. as the desired Fungicidal mixture of claim 1, comprise weight ratio and be 20: 1 to 1: 50 formula I compound and formula II compound.
3. as the desired Fungicidal mixture of claim 1, comprise weight ratio and be 10: 1 to 1: 10 formula I compound and formula II compound.
4. a Fungicidal composition comprises each desired mixture among liquid or solid carrier and the claim 1-3.
5. method of preventing and treating rice pathogenicity harmful fungoid, this method comprise seed, soil or the plant that maybe will prevent fungal attack with the described Compound I of claim 1 and Compound I I or the desired compositions-treated fungi of claim 4, its habitat,
The weight ratio of its Chinese style I compound and formula II compound such as the claim 1-3 definition in each, the amount of application of each desired mixture or the desired composition of claim 4 is 5g/ha to 2000g/ha among the claim 1-3.
6. as the desired method of claim 5, wherein simultaneously or use described Compound I of claim 1 and II successively.
7. method of preventing and treating rice pathogenicity harmful fungoid, this method comprise the seed that maybe will prevent fungal attack with the described Compound I of claim 1 and Compound I I or the desired compositions-treated fungi of claim 4, its habitat,
The weight ratio of its Chinese style I compound and formula II compound such as the claim 1-3 definition in each, the amount of application of each desired mixture or the desired composition of claim 4 is the 1-1000g/100kg seed among the claim 1-3.
8. as the desired method of claim 7, wherein simultaneously or use described Compound I of claim 1 and II successively.
9. as any one desired method among the claim 5-8, wherein prevent and treat harmful fungoid Pyricularia oryzae or palace portion cochliobolus.
10. method for preparing as the desired Fungicidal composition of claim 4 comprises and will mix with solvent and/or carrier as formula I and the formula II compound in each among the claim 1-3.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10346138.8 | 2003-10-01 | ||
| DE10346138 | 2003-10-01 | ||
| DE102004016084.8 | 2004-03-30 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1859850A CN1859850A (en) | 2006-11-08 |
| CN100377646C true CN100377646C (en) | 2008-04-02 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB2004800284332A Expired - Fee Related CN100377646C (en) | 2003-10-01 | 2004-09-30 | Fungicide mixtures for the control of rice pathogens |
Country Status (3)
| Country | Link |
|---|---|
| CN (1) | CN100377646C (en) |
| UA (1) | UA79403C2 (en) |
| ZA (1) | ZA200603381B (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN106804158A (en) * | 2016-12-09 | 2017-06-09 | 河池市农业科学研究所 | A kind of rice blast prevention and controls |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0460575A1 (en) * | 1990-06-05 | 1991-12-11 | Ciba-Geigy Ag | Aromatic compounds |
| WO1998046607A1 (en) * | 1997-04-14 | 1998-10-22 | American Cyanamid Company | Fungicidal trifluorophenyl-triazolopyrimidines |
| EP0988790A1 (en) * | 1998-09-25 | 2000-03-29 | American Cyanamid Company | Fungicidal mixtures |
-
2004
- 2004-09-30 CN CNB2004800284332A patent/CN100377646C/en not_active Expired - Fee Related
- 2004-09-30 UA UAA200604610A patent/UA79403C2/en unknown
-
2006
- 2006-04-28 ZA ZA200603381A patent/ZA200603381B/en unknown
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0460575A1 (en) * | 1990-06-05 | 1991-12-11 | Ciba-Geigy Ag | Aromatic compounds |
| WO1998046607A1 (en) * | 1997-04-14 | 1998-10-22 | American Cyanamid Company | Fungicidal trifluorophenyl-triazolopyrimidines |
| EP0988790A1 (en) * | 1998-09-25 | 2000-03-29 | American Cyanamid Company | Fungicidal mixtures |
Also Published As
| Publication number | Publication date |
|---|---|
| UA79403C2 (en) | 2007-06-11 |
| CN1859850A (en) | 2006-11-08 |
| ZA200603381B (en) | 2007-12-27 |
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