CN1084591C - Composition for killing fungus and pest - Google Patents
Composition for killing fungus and pest Download PDFInfo
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- CN1084591C CN1084591C CN97105511A CN97105511A CN1084591C CN 1084591 C CN1084591 C CN 1084591C CN 97105511 A CN97105511 A CN 97105511A CN 97105511 A CN97105511 A CN 97105511A CN 1084591 C CN1084591 C CN 1084591C
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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
- A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/30—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants
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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
- 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
- A01N37/28—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 containing the group; Thio analogues thereof
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/57—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C233/58—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of rings other than six-membered aromatic rings having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C61/00—Compounds having carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C61/15—Saturated compounds containing halogen
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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
- A01N2300/00—Combinations or mixtures of active ingredients covered by classes A01N27/00 - A01N65/48 with other active or formulation relevant ingredients, e.g. specific carrier materials or surfactants, covered by classes A01N25/00 - A01N65/48
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/02—Systems containing only non-condensed rings with a three-membered ring
Abstract
To obtain a new fungicidal and insecticidal composition capable of simultaneously controlling insect pests and crop diseases and showing extremely excellent effects by synergistic effects with a small amount, by combining a specific fungicidal carboxamide with a prescribed insecticidal compound. This composition comprises a fungicidal carboxamide of the formula (Z is a halogen; R<1> is an alkyl; R<2> is H, methyl, etc.; R<3> is H or methyl) or its optical isomer and one compound selected from the group consisting of (E)-4,5-dihydro-6-methyl-4-(3-pyridylmeethyleneamino)-1,2,4-triazin-3( 2H)-one, 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-(trifluoromethyl) sulfinyl-1H- pyrazole-3-carbonitrile, a bisaroylhydrazide derivative, etc. The blending ratio of the former is about 0.1-10 pts.wt., especially preferably about 0.2-5 pts.wt. of the insecticidal compound based on 1 pt.wt. of the compound of the formula.
Description
The present invention relates to have the composition of the new reactive compound of antifungal and insecticidal property.Described composition contains the known Carbox amide with Fungicidally active on the one hand, and contains the known compound with insecticidal activity on the other hand.
The described used according to the present invention Carbox amide with Fungicidally active is disclosed in that Japanese patent application book publication number is clear 61 (1986)-15867, in clear 62 (1987)-201855 peace 2 (1990)-11550.These compounds active fine still, when low consumption uses, also has some parts that have much room for improvement.
In addition; knownly can use (E)-4; 5-dihydro-6-methyl-4-(3-pyridine radicals methene amido)-1; 2; 4-triazine-3-(2H)-ketone; 5-amino-1-(2; 6-dichlor-4-trifluoromethyl phenyl)-4-(trifluoromethyl sulphinyl base)-1H-pyrazoles-3-nitrile; N-(6-chloro-3-pyridylmethyl)-N-ethyl-N-methyl-2-nitro ethenylidene diamines; 1-(2-chloro-thiazole-5-ylmethyl)-3-methyl-2-nitroguanidine; 1-(2-chloro-thiazole-5-ylmethyl)-3; 5-dimethyl-2-nitro imino group-six hydrogen-1; 3; 5-triazine and two aromatic hydrazide kind derivative come kill pests, for example insect; mites etc. (see Japan Patent book publication number clear 63 (1988)-316771; flat 3 (1991)-157308; flat 5 (1993)-163266; flat 2 (1990)-171 peace 6 (1994)-776 of flat 6 (1994)-192014 peace 7 (1995)-165508 and Japanese patent gazette).But when low consumption used, the activity of these compounds always can be not satisfactory.
In the rice cropping process, be extensive use of the rice transplanter machine rice transplantation.For this rice cropping mode, require method while Pest Control by seedling case (seeding box) in, using agricultural chemicals and mycosis and by using this agricultural chemicals to save the labour.
For biological safety and environmental protection, strong request significantly reduces the amount of using agricultural chemicals and reduces the number of times that uses reactive compound.In order to reach this purpose, done extensive studies, so that reduce the consumption of described agricultural chemicals to greatest extent.
Particularly strong request is operated by the labour-saving and is improved biological safety simultaneously and control harmful rice grub simultaneously, for example hepidoptera (as the snout moth silkworm moth), coleoptera (as water weevil) and wing class (as plant hopper or leafhopper) insect and important crop disease, for example rice blast (blast disease).So, the objective of the invention is to realize the purpose of controlling plant disease and insect by the composition that in the rice cropping process, uses effective agricultural chemicals under low dosage.
Have now found that and describedly contain as the Carbox amide of the following general formula of (1) at least a tool (I) of reactive compound and (2) at least one and be selected from and contain (E)-4; 5-dihydro-6-methyl-4-(3-pyridine radicals methene amido)-1; 2; 4-triazine-3-(2H)-ketone; 5-amino-1-(2; 6-dichlor-4-trifluoromethyl phenyl)-4-(trifluoro Shen base sulfinyl)-1H-pyrazoles-3-nitrile; N-(6-chloro-3-pyridylmethyl)-N-ethyl-N '-methyl-2-nitro ethenylidene diamines; 1-(2-chloro-thiazole-5-ylmethyl)-3-methyl-2-nitroguanidine; 1-(2-chloro-thiazole-5-ylmethyl)-3; 5-dimethyl-2-nitro imino group-six hydrogen-1; 3, the new composition of the compound of the group of 5-triazine and two aromatic hydrazide kind derivatives has outstanding especially antifungal and insecticidal activity.
Wherein,
Z represents halogen atom,
R ' represents C
1-4Alkyl,
R
2Represent hydrogen atom, methyl or ethyl and
R
3Represent hydrogen atom or methyl.
Because the collaborative and synergistic effect of described mixture of active principles shockingly shows significant antifungal and insecticidal properties according to composition of the present invention.This be use separately described reactive compound can not expect the effect that reaches because described composition is more much effective than described each compound, also be like this even use described composition by much lower dosage.
Composition particularly of the present invention not only is considered to disease-rice blast but also the insect in paddy rice very be harmful to the most harmful to paddy rice to control simultaneously, for example prop up wing class (as plant hopper and leafhopper), coleoptera (as water weevil) and hepidoptera (as snout moth's larva silkworm moth and snout moth's larva) insect, even those have produced chemical sproof insect to known agricultural chemicals such as organic phosphor and carbamate pesticide and have also had remarkable result.
General formula (I) provides total definition for the Carbox amide that is used in the present composition.In this general formula (I),
Z preferably represents the chlorine atom,
R
1Preferred ethyl or the isopropyl represented,
R
2Preferred represent hydrogen atom or methyl and
R
3The preferred hydrogen atom of representing.
The example of the Carbox amide of general formula (I) comprising: N-[1-(4-chlorphenyl)-ethyl]-2,2-two chloro-1-ethyls-3-methyl ring propyl formamide, N-[1-(4-chlorphenyl)-ethyl]-2,2-two chloro-1-isopropyl ring propyl formamides, N-(R)-[1-(4-chlorphenyl)-ethyl]-2,2 two chloro-1-ethyls-3t-methyl isophthalic acid r-ring propyl formamide mixture of diastereomers, N-(R)-[1-(4-chlorphenyl)-ethyl]-2,2-two chloro-1-isopropyl ring propyl formamide mixture of diastereomers, N-(R)-[1-(4-chlorphenyl)-ethyl]-(1S)-2,2-two chloro-1-ethyls-3t-methyl isophthalic acid r-ring propyl formamide and N-(R)-[1-(4-chlorphenyl)-ethyl]-(1S)-2,2-two chloro-1-isopropyl ring propyl formamides.
Particularly preferred compound is N-(R)-[1-(4-chloro-phenyl)-ethyl]-(1S)-2 of the following general formula of tool (I-1), N-(R)-[1-(4-chloro-phenyl)-ethyl]-(1R)-2 of 2-two chloro-1-ethyls-3t-methyl isophthalic acid r-ring propyl formamide and following general formula (I-2), 2-two chloro-1-ethyls-3t-methyl isophthalic acid r-ring propyl formamide and their mixture.
The Carbox amide of described general formula (I) be known (referring to the Japanese patent application book, publication number be clear 61 (1986)-15867, clear 62 (1987)-201855, flat 2 (1990)-11550 and EP-A0341475).
Above-mentioned group of (II) compound also is known.
When described reactive compound is present in the composition of the present invention with specific weight ratio, show its synergistic effect significantly.But the weight ratio of described reactive compound can change in wide relatively scope.Generally, the Carbox amide of the general formula of a weight (I) join about 0.1 to about 10 parts of weight, preferred about 0.2 to about 5 parts of weight groups (II) compound.
But in case of necessity, above-mentioned weight ratio can be adjusted according to the degree of the infringement that is caused by insect and crop disease.
Have outstanding antifungal and insecticidal properties according to composition of the present invention, just and can be used for kill pests and fungi by blocking as blade dispenser, applying drug underwater, soil treatment, soil with dispenser or the processing of seedling case.
To the crops plant-less toxicity of cultivation and the toxicity very low to the warm blooded animal tool, thereby they can be used to control effectively fungal disease and insect, especially hexapeopoda pest and rice blast according to composition of the present invention, with protection crops, especially paddy rice.Described composition generally has the activity of killing to the sensitivity and the drug-fast bacteria of whole plants vegetative period or a certain vegetative stage.
Can be used to control different insects according to composition of the present invention, preferred kill insects, for example coleoptera is (as Lissorhoptrus oryzophilus, Echinocinemus squameus, Oulema oryzae), Lepidoptera is (as Chilo suppressalis, Cnaphalocrocismedinalis, Naranga aenescens, Pamara guttata), prop up the wing class (as Nephotettixcincticeps, Nilaparvata lugens, Laodelphax striatellus, Sogatella furcifera, Nezara spp) and wing order (as Gryl-lotalpa africana, insect Locustamigratoriamigratoriodes).
In addition, can be used for controlling various plant pathogenic fungis, for example Archimycetes subclass, algae shape Gammaproteobacteria, Ascomycetes, Basidiomycetes, fungi imperfect and by other fungus-caused various crop diseases according to composition of the present invention.
Be particularly useful for rice blast on the anti-paddy rice (Pyriculariaoryzae) according to composition of the present invention.
Can be with according to the composition of the reactive compound of the present invention preparation mixture of the compound of the Carbox amide of (I) and group (II) in groups.In addition, also may prepare preparation that contains group (I) reactive compound and another preparation that contains group (II) reactive compound respectively, so that two kinds of preparations that prepared can be mixed on the spot before use.
This class preparation comprises: solution, wettable powder agent, emulsion, supensoid agent, powder agent, foaming agent, paste agent, granule, tablet, aerosol, the dipping reactive compound is natural and synthetic material, micro-capsule, the preparation that is used in the coated composition on the seed and uses with burner, for example stifling groove (cans) of fumigation tube (cartridge) and stifling screwed pipe and cold mist of ultra low volume (ULV) and hot mist preparation.
Can produce these preparations in accordance with known methods, for example, mix described reactive compound, promptly use liquid or liquid gas or solid diluent or carrier, optional surfactant, i.e. emulsifier, dispersant and/or the blowing agent of using by using incremental agent.When making water as incremental agent, for example, also can be with an organic solvent as secondary solvent.
Generally, liquid diluent or carrier can comprise aromatic hydrocarbon for example dimethylbenzene, toluene and Fluhyzon, chlorination aromatic hydrocarbon and chlorinated aliphatic hydrocarbon be chlorobenzene, vinyl chloride and carrene for example, aliphatic or clicyclic hydrocarbon be cyclohexane or paraffin such as mineral oil fractions for example, alcohols is n-butanol or ethylene glycol and their ether and ester for example, ketone is acetone, MEK, methylisobutylketone or cyclohexanone for example, or intensive polar solvent for example dimethyl formamide and methyl-sulfoxide and water.
So-called liquefied gas diluent or carrier refers under normal temperature and normal pressure it is the liquid of gaseous state, and aerosol propellants for example is as halogenated hydrocarbon and butane, propane, nitrogen and carbonic acid gas.
Operable solid diluent has for example for example high dispersive silicic acid, aluminium and silicate of kaolin, carclazyte, talcum powder, chalk, quartz, Attagel, bentonite or diatomite and powdery manmade materials of powdery natural materials.
Operable particulate solid carrier has for example for example sawdust, cocoa husk, corncob and tobacco stick of the artificial particle of calcite, marble, float stone, sepiolite and dolomite and inorganic and organic dust and organic substance particle of the crushing and the natural rock of classification.
Can be as having of emulsifier and/or blowing agent non-ionic and anion emulsifier for example polyoxyethylene fatty acid ester, polyoxyethylene aliphatic alcohol ester such as alkylaryl polyglycol ether, at sulphonic acid ester, alkyl sulfate, aromatic yl sulphonate and albumin hydrolysate.Dispersant comprises for example lignin sulfite waste liquor and methylcellulose.
Adhesive for example carboxymethyl cellulose and natural and synthetic polymer (for example gum Arabic, polyvinyl alcohol and polyvinyl acetate) can be in the preparation of the concentrate form after powder, particle or the emulsification.
Also may use for example inorganic pigment such as iron oxide, titanium oxide and Prussia orchid and organic dyestuff alizarin dyes, azo dyes or metal phthalocyanine dyestuff and the micronutrient salt of iron, magnesium, boron, copper, cobalt, molybdenum and zinc for example for example of colouring agent.
General described preparation can contain the reactive compound of 0.1-95% (weight), preferred 0.5-90% (weight).
Can make common commodity dosage form or by the ready-to-use dosage form of described common formulation preparation according to the composition of reactive compound of the present invention.
According to reactive compound of the present invention can be randomly with other known activity material for example insecticide, miticide, nematocide, weedicide, bird protective agent, plant growth regulator, chemical fertilizer and/or the be used for reagent that improves soil be present in above-mentioned preparation.
The example of described other insecticide includes machine phosphorus insecticide, amino methyl insecticide, dinitromethane agricultural chemicals, nitroguanidine insecticide, dicyandiamide insecticide, carboxylate insecticide, chlorohydrocarbon insecticide and by the insect killing substance of microorganisms.
In addition, can share with synergist according to composition of the present invention.They can use by common commodity dosage form.Itself may not have activity described synergist, but can strengthen the effect of described reactive compound.
Composition according to described reactive compound of the present invention can use or press the type of service use of diluting preparation through further, for example ready-to-use solution, emulsion, suspension, powder agent, paste, granule and tablet by its preparation.They can use by well-established law, for example by water down, dipping, spraying, efflorescence, atomizing, gasification, wet pouring, suspension, dressing, dust, scattering, dry application medicine, wet dispenser, wet type dispenser, grouting dispenser or crust dispenser.
When the different piece of plant was arrived in dispenser, the described activity compound concentration in the used form can change within a large range.General its concentration is 0.0001-10% (weight), preferred 0.001-5% (weight).
In handling kind of subprocess, the amount of reactive compound can/1 kilogram of seed of from 0.001 to 50 gram, preferably 1 kilogram of seed of from 0.01 to 10 gram.
In the process of handling soil, the activity compound concentration of generally executing agents area is 0.00001-0.1% (weight), preferred 0.0001-0.02% (weight).
To more specifically explain the present invention with reference to embodiment hereinafter, still, should not be considered as them is restrictions to any way of scope of the present invention.
Biological test
Test compound:
The I group:
I-A:N-[1-(4-chlorphenyl)-ethyl]-2,2-two chloro-1-ethyls-3-methyl ring propyl formamide
I-B:N-(R)-[1-(4-chlorphenyl)-ethyl]-2, the mixture of diastereomers (I-1/I-2) of 2-two chloro-1-ethyls-3t-methyl isophthalic acid r-ring propyl formamide.
I-C:N-(R)-[1-(4-chlorphenyl)-ethyl]-(1S)-2,2-two chloro-1-ethyls-3t-methyl isophthalic acid r-encircles propyl formamide.
The II group:
II-A:5-amino-1-(2,6-dichlor-4-trifluoromethyl-phenyl)-4-(trifluoromethyl-sulfinyl)-1H-pyrazoles-3-nitrile
II-B:N-(6-chloro-3-picolyl)-N-ethyl-N '-methyl-2-nitro ethenylidene diamines
II-C:1-(2-chloro-thiazole-5-ylmethyl)-3-methyl-2-nitroguanidine
II-D:1-(2-chloro-thiazole-5-ylmethyl)-3,5-dimethyl-2-nitro imino group-six hydrogen-1,3,5-triazines
II-E:N-(3-methoxyl group-2-methyl-benzoyl)-N '-(3, the 5-dimethylbenzoyl)-N '-tert-butyl group hydrazine
Embodiment 1
The active ingredient composition formula:
Each described reactive compound: 5-25 part by weight
Carrier: the mixture of the diatomite/kaolin of 70-90 part (1: 5) by weight
Emulsifier: 5 parts polyoxyethylene alkyl phenyl ether by weight
Reactive compound, carrier and the emulsifier of above-mentioned amount pulverized and mixed the wetting powder of the described reactive compound of each part of formation.Then, will claim the wetting powder of quantitative above-mentioned formation to mix and dilute with water in advance.
The applying drug underwater test
Process of the test
It is in 12 centimetres the white footpath porcelain jar that three strain rice seedlings (ASHAHI kind) are planted each some diameter of getting ready.Make described rice shoot in not growth down of water logging.Early stage in tillering of described paddy rice, the solution of measuring each active compound doses of concentration in advance is added in the described porcelain jar through the water surface with pipette, on the leaf of avoiding making this solution touch paddy rice and stem.After three days, cover each porcelain jar with metal cap, and with 10 brown plant-hoppers (Nilaparvata lungens) four the length of time worm pupa be inoculated in each porcelain jar.In inoculation two days later, measure insect mortality.
Handling the back 20 days with described reactive compound, being sprayed onto on each porcelain jar the suspension of blastopore (Pyricularia oryzat) with each porcelain jar being placed temperature with known method is to reach 24 hours in the transfer room of 23-25 ℃ of relative atmospheric humidity 100%.Then each porcelain jar is transferred to temperature and be in 20-28 ℃ the glass greenhouse.After 7 days, determine the gradient of infection of paddy rice in each porcelain jar in described inoculation, so that calculate control rate (%) according to following evaluation criterion.Also study phytotoxic degree.
| Gradient of infection | The regional percentage that disease spreads in porcelain jar (%) |
| 0 | 0 |
| 0.5 | ＜2 |
| 1 | 2-＜5 |
| 2 | 5-＜10 |
| 3 | 10-＜20 |
| 4 | 20-＜40 |
| 5 | ≥40 |
Calculate control rate according to following formula:
Wherein,
A represent untreated areas gradient of infection and
B represents the gradient of infection of processing region.
In this test, each test region is made up of three porcelain jars.The results are shown in Table 1 for it.
In all detections of any test region less than phytotoxicity.Table 1
| Test compound | The concentration of active ingredient (kg/ha) | Effect | |
| The lethality of brown plant-hopper (%) | Rice blast control rate (%) | ||
| I-A+II-A | 1+1 | 100 | 77 |
| +II-B | 1+1 | 65 | 80 |
| +II-C | 1+1 | 100 | 83 |
| +II-D | 1+1 | 100 | 90 |
| I-B+II-A | 0.5+1 | 100 | 90 |
| +II-B | 0.5+1 | 70 | 90 |
| +II-C | 0.5+1 | 100 | 93 |
| +II-D | 0.5+1 | 100 | 100 |
| I-C+II-A | 0.5+1 | 100 | 97 |
| +II-B | 0.5+1 | 75 | 97 |
| +II-C | 0.5+1 | 100 | 100 |
| +II-D | 0.5+1 | 100 | 100 |
| II-A | 1 | 100 | 0 |
| II-B | 1 | 50 | 0 |
| II-C | 1 | 100 | 0 |
| II-D | 1 | 100 | 0 |
| I.-A | 1 | 0 | 67 |
| I.-B | 0.5 | 0 | 83 |
| I.-C | 0.5 | 0 | 87 |
| Be untreated | - | 0 | 0 |
Embodiment 2
The foliage application test
(1) control brown plant-hopper (Nilaparvata lugens)
The prescription of test compound:
Each reactive compound: 30-40 part by weight
Carrier: the mixture of the diatomite/kaolin of 55-65 part (1: 5) by weight
Emulsifier: 5 parts polyxyethylated basic ether by weight
Reactive compound, carrier and the emulsifier of above-mentioned amount are pulverized and are mixed the wetting powder of each part of formation reactive compound.Then, will claim the wetting powder of quantitative above-mentioned formation to mix and dilute with water in advance.
Process of the test
Some diameters that the rice seedling culture transferring that three plant height degree are about 15 centimetres is got ready to each are in the about 13 centimetres porcelain jar.After described rice shoot was taken root 10 days, be added in the described porcelain jar with the solution of spray gun with each part reactive compound of measuring concentration in advance of each jar 20 ml vols.Behind air-dry described solution, cover each porcelain jar with metal cap, and with 10 brown plant-hoppers (Nilaparvata lugens) four the length of time worm pupa be inoculated in each porcelain jar.After inoculation three days, measure insect mortality.
(2) control rice-leaf hopper (Cnaphalocrocis medinalis)
According to testing (1) similarly method, the solution of each part reactive compound is executed in the paddy rice of described culture transferring with above-mentioned control brown plant-hopper.Behind air-dry described solution, the blade-section of every strain paddy rice is cut into the section of about 4 centimeter length.The described blade of 5-8 section is put on the wet filter paper in the vessel, and with 10 two the length of time worm pupa or rice leaf roll moth (Cnaphalocrocismedinalis) be released in each vessel.After four days, measure insect mortality.
(3) control rice blast (Pyricularia oryzae)
Process of the test
Paddy rice (ASHAHI kind) is planted in the biscuiting porcelain jar of 12 centimetres of each diameters.,, the solution of measuring each part activate of concentration in advance is applied in the described porcelain jar during phase at described paddy rice 3-4 blade by per three jars of amounts of using 50 milliliters.At second day, with the suspension spray (twice) to each porcelain jar of blastopore (Pyricularia oryzal), and with each porcelain jar place temperature be 25 ℃ with in relative atmospheric humidity is 100% greenhouse, so that infect.After inoculation 7 days, determine the gradient of infection of paddy rice in each porcelain jar according to following evaluation criterion, so that calculate control rate (%).
| Gradient of infection | The regional percentage that disease spreads in porcelain jar (%) |
| 0 | 0 |
| 0.5 | ＜2 |
| 1 | 2-＜5 |
| 2 | 5-＜10 |
| 3 | 10-＜20 |
| 4 | 20-＜40 |
| 5 | ≥40 |
Calculate control rate according to following formula:
Wherein
The degree that A representative is infected in untreated areas and
The degree that the B representative is infected in processing region.
In this test, each pilot region is made up of three porcelain jars.The results are shown in Table in 2 of described test (1), (2) and (3).
Do not detect phytotoxicity at any pilot region.Table 2
| Test compound | The concentration of active ingredient (ppm) | Effect | ||
| The lethality of brown plant-hopper (%) | Standing grain leaf leaf roller lethality (%) | Rice blast control rate (%) | ||
| I-A+II-A | 20+50 | 100 | 100 | 70 |
| +II-B | 20+50 | 100 | - | 73 |
| +II-C | 20+50 | 100 | - | 73 |
| +II-D | 20+50 | 100 | - | 75 |
| +II-E | 20+50 | - | 100 | 80 |
| I-B+II-A | 20+50 | 100 | 100 | 95 |
| +II-B | 20+50 | 100 | - | 97 |
| +II-C | 20+50 | 100 | - | 100 |
| +II-D | 20+50 | 100 | - | 100 |
| +II-E | 20+50 | - | 100 | 100 |
| I-C+II-A | 20+50 | 100 | 100 | 95 |
| +II-B | 20+50 | 100 | - | 97 |
| +II-C | 20+50 | 100 | - | 100 |
| +II-D | 20+50 | 100 | - | 100 |
| +II-E | 20+50 | - | 100 | 100 |
| II-A | 50 | 100 | 100 | 0 |
| II-B | 50 | 100 | - | 0 |
| II-C | 50 | 100 | - | 0 |
| II-D | 50 | 100 | - | 0 |
| II-E | 50 | - | 100 | 0 |
| I.-A | 20 | 0 | 0 | 43 |
| I.-B | 20 | 0 | 0 | 87 |
| I.-C | 20 | 0 | 0 | 90 |
| Be untreated | - | 0 | 0 | 0 |
Embodiment 3
The seedling box Processing Test
The preparation of described test compound
The talcum powder of the bentonite (montmorillonite) of the described reactive compound of 2 parts (weight), 30 parts (weight), 66 parts (weight) and the lignin sulfonic acid saline solution of 2 parts (weight) are mixed, then, the mixture that obtains is fully mixed with the water of 25 parts (weight).Described mixed product is granulated, form 10-40 purpose particle, dry under 40-50 ℃ of temperature.
After the rudiment 21 days, the Fungicidal carboxamides compounds (I) by applying each part 50 gram particle shapes equably and the Pesticidal compound of each part 25 gram particle shapes were handled the described rice seedlings in each seedling box (2 centimetres of 30 cm x, 60 cm x).After the dispenser, the three strain rice seedlings and the culture transferring that take out band soil are in the porcelain jar of 1/10000a, to place in the greenhouse to each area., contain antimony bronze (Plastic metal) cover cap with high tin and live each porcelain jar, and 10 brown plant-hoppers (Nilaparvata lungens) worm pupa in four length of time is discharged in each porcelain jar after three days at culture transferring.Two days later, measure described insect mortality.
In addition, behind culture transferring the 21st day, described rice seedlings are always when growth and variable color satisfactorily, the suspension of blastopore (Pyricularia oryzae) is sprayed in each porcelain jar with known method, and each porcelain jar is placed temperature is 23-25 ℃, and atmospheric humidity is to reach 24 hours in 100% the transfer room relatively.After inoculation 7 days, determine the gradient of infection of rice seedlings in each porcelain jar according to following evaluation criterion, so that calculate control rate (%).Also studied the phytotoxicity degree.
| Gradient of infection | The regional percentage that disease spreads in porcelain jar (%) |
| 0 | 0 |
| 0.5 | ＜2 |
| 1 | 2-＜5 |
| 2 | 5-＜10 |
| 3 | 10-20 |
| 4 | 20-＜40 |
| 5 | ≥40 |
Calculate control rate according to following formula:
Wherein,
The degree that A representative is infected in untreated areas and
The degree that the B representative is infected in processing region.
It the results are shown in Table in 3.
Fail test plants toxicity at any pilot region.Table 3
| Test compound | The concentration of active ingredient (g/box) | Effect | |
| The lethality of brown plant-hopper (%) | Rice blast control rate (%) | ||
| I-A+II-A | 1+0.5 | 100 | 77 |
| +II-B | 1+0.5 | 100 | 77 |
| +II-C | 1+0.5 | 100 | 80 |
| +II-D | 1+0.5 | 100 | 80 |
| I-B+II-A | 1+0.5 | 100 | 90 |
| +II-B | 1+0.5 | 100 | 93 |
| +II-C | 1+0.5 | 100 | 95 |
| +II-D | 1+0.5 | 100 | 90 |
| I-C+II-A | 1+0.5 | 100 | 97 |
| +II-B | 1+0.5 | 100 | 97 |
| +II-C | 1+0.5 | 100 | 100 |
| +II-D | 1+0.5 | 100 | 100 |
| II-A | 0.5 | 100 | 0 |
| II-B | 0.5 | 100 | 0 |
| II-C | 0.5 | 100 | 0 |
| II-D | 0.5 | 100 | 0 |
| I.-A | 1 | 0 | 53 |
| I.-B | 1 | 0 | 83 |
| I.-C | 1 | 0 | 85 |
| Be untreated | - | 0 | 0 |
Embodiment 4 (wetting powder)
With the sodium alkyl benzene sulfonate of the Fungicidal carboxamides compounds (I) of the Pesticidal compound II-C of 25 parts (weight), 25 parts (weight), 45 parts of (weight) powdered diatomite/Powdered carclazytes (1: 5), 2 parts (weight) and the Negel of 3 parts (weight)-formaldehyde condensation products pulverizing and mixing, form wetting powder.
Embodiment 5 (granule)
The talcum powder of the bentonite (montmorillonite) of the Fungicidal carboxamides compounds (I) of the Pesticidal compound II-D of 3 parts (weight), 3 parts (weight), 30 parts (weight), 62 parts (weight) and this quality azochlorosulfonate acid liquid of 2 parts (weight) are mixed, then, the mixture that obtains is fully mixed with the water of 25 parts (weight).Described mixed product is granulated, form 10-40 purpose particle, dry under 40-50 ℃ of temperature.
Claims (6)
1. the composition of antifungal and desinsection, it is characterized in that they comprise the Carbox amide and (2) 5-amino-1-(2,6-dichlor-4-trifluoromethyl phenyl)-4-(trifluoromethyl sulphinyl the base)-1H-pyrazoles-3-nitrile of the following general formula of (1) at least a tool (I);
Wherein,
Z represents the chlorine atom,
R
1Represent ethyl or isopropyl,
R
2Represent hydrogen atom or methyl and
R
3Represent hydrogen atom;
Wherein the weight ratio of group (1) reactive compound and group (2) reactive compound is 1: 0.1 to 1: 10.
2. according to the composition of claim 1, wherein said Carbox amide is to be selected from N-[1-(4-chlorphenyl)-ethyl]-2,2-two chloro-1-ethyls-3-methyl ring propyl formamide, N-[1-(4-chlorphenyl)-ethyl]-2,2-two chloro-1-isopropyl ring propyl formamides, N-(R)-[1-(4-chlorphenyl)-ethyl]-2,2 two chloro-1-ethyls-3t-methyl isophthalic acid r-ring propyl formamide mixture of diastereomers, N-(R)-[1-(4-chlorphenyl)-ethyl]-2,2-two chloro-1-isopropyl ring propyl formamide mixture of diastereomers, N-(R)-[1-(4-chlorphenyl)-ethyl]-(1S)-2,2-two chloro-1-ethyls-3t-methyl isophthalic acid r-ring propyl formamide and N-(R)-[1-(4-chlorphenyl)-ethyl]-(1S)-2, the compound of 2-two chloro-1-isopropyl ring propyl formamides.
3. according to the composition of claim 1, wherein said Carbox amide is N-(R)-[1-(4-chloro-phenyl)-ethyl]-(1S)-2 of the following general formula of tool (I-1), N-(R)-[1-(4-chloro-phenyl)-ethyl]-(1R)-2 of 2-two chloro-1-ethyls-3t-methyl isophthalic acid r-ring propyl formamide or following general formula (I-2), 2-two chloro-1-ethyls-3t-methyl isophthalic acid r-ring propyl formamide or their mixture:
4. the method for antimycotic and insect is characterized in that using composition according to the reactive compound of claim 1 on fungi and/or insect and/or its site.
5. according to the reactive compound of claim 1 antimycotic and insect and purposes.
6. the method for preparing antifungal and Pesticidal combination is characterized in that the composition according to the reactive compound of claim 1 is mixed with incremental agent and/or surfactant.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP157408/96 | 1996-05-30 | ||
| JP15740896A JP3810480B2 (en) | 1996-05-30 | 1996-05-30 | Bactericidal insecticidal composition |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB011330538A Division CN1192711C (en) | 1996-05-30 | 2001-09-10 | Compound of fungicide and insecticide |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1166917A CN1166917A (en) | 1997-12-10 |
| CN1084591C true CN1084591C (en) | 2002-05-15 |
Family
ID=15648985
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN97105511A Expired - Fee Related CN1084591C (en) | 1996-05-30 | 1997-05-30 | Composition for killing fungus and pest |
| CNB011330538A Expired - Fee Related CN1192711C (en) | 1996-05-30 | 2001-09-10 | Compound of fungicide and insecticide |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB011330538A Expired - Fee Related CN1192711C (en) | 1996-05-30 | 2001-09-10 | Compound of fungicide and insecticide |
Country Status (5)
| Country | Link |
|---|---|
| JP (1) | JP3810480B2 (en) |
| KR (1) | KR100478401B1 (en) |
| CN (2) | CN1084591C (en) |
| HK (1) | HK1051123A1 (en) |
| TW (1) | TW350759B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NZ551540A (en) * | 2002-03-08 | 2009-05-31 | Basf Ag | Fungicidal mixtures based on prothioconazole and containing an insecticide |
| JP6558488B1 (en) * | 2018-10-23 | 2019-08-14 | 住友化学株式会社 | Ester compounds and uses thereof |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4988734A (en) * | 1988-05-07 | 1991-01-29 | Bayer Aktiengesellschaft | Fungicidal stereoisomers of N-(R)-(1-aryl-ethyl)-1-alkyl-2,2,-dichloro-cyclopropanecarboxamides |
| CN1111476A (en) * | 1993-11-25 | 1995-11-15 | 日本拜耳农药株式会社 | Fungicidally active compositions |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6317813A (en) * | 1986-07-09 | 1988-01-25 | Daicel Chem Ind Ltd | Herbicide composition |
| JPH01180804A (en) * | 1988-01-05 | 1989-07-18 | Daicel Chem Ind Ltd | Herbicide composition |
| JP2546003B2 (en) * | 1988-12-27 | 1996-10-23 | 武田薬品工業株式会社 | Guanidine derivative, its production method and insecticide |
| JP2832482B2 (en) * | 1990-03-19 | 1998-12-09 | 日本バイエルアグロケム株式会社 | Insecticidal fungicide composition |
| JP2973370B2 (en) * | 1990-10-15 | 1999-11-08 | 日本バイエルアグロケム株式会社 | Combined fungicide |
| JP2990541B2 (en) * | 1991-02-14 | 1999-12-13 | 日本バイエルアグロケム株式会社 | Combined fungicide |
| JP3176418B2 (en) * | 1991-06-29 | 2001-06-18 | 日本バイエルアグロケム株式会社 | Agricultural and horticultural fungicides |
| MY121190A (en) * | 1992-09-10 | 2006-01-28 | Syngenta Participations Ag | Control of pests using 1,2,4-triazine derivatives. |
| JP4004555B2 (en) * | 1993-09-29 | 2007-11-07 | ダウ アグロサイエンシィズ エルエルシー | Insecticidal compound |
-
1996
- 1996-05-30 JP JP15740896A patent/JP3810480B2/en not_active Expired - Fee Related
-
1997
- 1997-05-27 KR KR1019970020969A patent/KR100478401B1/en not_active IP Right Cessation
- 1997-05-28 TW TW086107208A patent/TW350759B/en not_active IP Right Cessation
- 1997-05-30 CN CN97105511A patent/CN1084591C/en not_active Expired - Fee Related
-
2001
- 2001-09-10 CN CNB011330538A patent/CN1192711C/en not_active Expired - Fee Related
-
2003
- 2003-05-13 HK HK03103344A patent/HK1051123A1/en not_active IP Right Cessation
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4988734A (en) * | 1988-05-07 | 1991-01-29 | Bayer Aktiengesellschaft | Fungicidal stereoisomers of N-(R)-(1-aryl-ethyl)-1-alkyl-2,2,-dichloro-cyclopropanecarboxamides |
| CN1111476A (en) * | 1993-11-25 | 1995-11-15 | 日本拜耳农药株式会社 | Fungicidally active compositions |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1166917A (en) | 1997-12-10 |
| HK1051123A1 (en) | 2003-07-25 |
| CN1381175A (en) | 2002-11-27 |
| CN1192711C (en) | 2005-03-16 |
| KR970073341A (en) | 1997-12-10 |
| JPH09315906A (en) | 1997-12-09 |
| JP3810480B2 (en) | 2006-08-16 |
| KR100478401B1 (en) | 2005-07-18 |
| TW350759B (en) | 1999-01-21 |
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