CN100345482C - Fangicide mixtures based on oxime ether derivatives - Google Patents

Fangicide mixtures based on oxime ether derivatives Download PDF

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CN100345482C
CN100345482C CNB018207901A CN01820790A CN100345482C CN 100345482 C CN100345482 C CN 100345482C CN B018207901 A CNB018207901 A CN B018207901A CN 01820790 A CN01820790 A CN 01820790A CN 100345482 C CN100345482 C CN 100345482C
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plant
formula
mixture
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CN1481214A (en
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T·格罗特
E·阿默曼
R·施蒂尔勒
G·洛伦兹
S·施特拉特曼
K·舍尔贝格尔
E·哈登
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BASF SE
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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
    • A01N37/44—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
    • A01N37/50—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 the nitrogen atom being doubly bound to the carbon skeleton

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  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
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Abstract

The invention relates to fungicide mixtures containing, as active constituents and in a synergistically active quantity, A) oxime ether derivatives of formula (I) wherein the substituents have the following designations: X represents NH or oxygen; R<1> and R<3> independently represent hydrogen, cyano, alkyl, cyclopropyl or halogenalkyl; and R<2> and R<4> independently represent hydrogen, alkyl, alkenyl, alkynyl, halogenalkyl, halogenalkenyl or halogenalkynyl, and B) at least one compound of formula (II) wherein the substituents and the index have the following designations: R<1> and R<2> independently represent alkyl; R<3>, R<4> and R<5> independently represent hydrogen or alkyl; R<6> represents halogen, alkyl or halogenalkyl; n represents 2, 3 or 4; and the radicals R<6> can be different. The invention also relates to a method for controlling pathogenic fungi using mixtures of compounds (I) and (II), and the use of compounds (I) and (II) for producing such mixtures.

Description

Fungicidal mixture based on oxime ether derivatives
The present invention relates to Fungicidal mixture, the following compound that comprises cooperative effective quantity is as active component:
A) oxime ether derivatives of formula I:
Wherein:
X is NH or oxygen;
R 1, R 3Be hydrogen, cyano group, C independently of each other 1-C 4-alkyl, cyclopropyl or C 1-C 4-haloalkyl;
R 2, R 4Be hydrogen, C independently of each other 1-C 4-alkyl, C 3-C 6-alkenyl, C 3-C 6-alkynyl, C 1-C 4-haloalkyl, C 3-C 6-halogenated alkenyl or C 3-C 6-halo alkynyl;
With
B) compound of at least a formula II:
Figure C0182079000042
Wherein:
R 1, R 2Be C independently of each other 1-C 6-alkyl;
R 3, R 4, R 5Be hydrogen or C independently of each other 1-C 4-alkyl;
R 6Be halogen, C 1-C 4-alkyl or C 1-C 4-haloalkyl;
N is 2,3 or 4, wherein radicals R 6Can be different.
The purpose of this invention is to provide the Fungicidal mixture that especially fungal disease in the rice is had good Fungicidally active, the effectiveness of this Fungicidal mixture surpasses the effectiveness of each component self in the mixture.
We find that this purpose realizes by the desired mixture of claim 1 according to the present invention.
Formula I compound itself is known and describes [referring to WO 97/15552] in the literature.
The fungicide of formula II is known equally and describes [referring to EP-A 262 393] in the literature.
Because the two keys of its C=C and C=N, the preparation of Compound I may produce the E/Z isomer mixture, and described mixture can for example become the unification compound by crystallization or chromatography in a usual manner.
Yet, if synthetic obtain isomer mixture, not necessarily need usually to separate, because each isomer can be in preparation process or transformed (for example under the effect of light, acid or alkali) in use mutually in some cases.Similarly conversion also may take place after use, takes place handling in the plant or in harmful fungoid to be prevented and treated or animal pest when for example handling plant.
Because its biologically active, preferred R wherein 1And R 3Be hydrogen, cyano group, cyclopropyl, methyl, ethyl, 1-Methylethyl or CF 3Compound I.
Especially preferred R wherein 1And R 3Be C 1-C 4The Compound I of-alkyl.
In addition, especially preferred R wherein also 1Compound I for methyl.
In addition, preferred R wherein also 1Be CF 3Compound I.
In addition, preferred R wherein also 2And R 4Compound I for hydrogen, cyclopropyl, methyl, ethyl or isopropyl.
In addition, preferred R wherein also 4Compound I for methyl.
In addition, preferred R wherein also 4Compound I for ethyl or isopropyl.
Preferred equally especially wherein X is the oxime ether derivatives of the formula I of NH.
Other preferred Compound I are listed among the WO 97/15552, during the document clearly is incorporated herein as a reference.
In view of fungicidal action to harmful fungoid such as Pyricularia oryzae (Pyricularia oryzae), in phenoxy group carboxylic acid amides II, preferably have following substituent those, wherein in all cases preferably alone or in combination:
If R 1And R 2Difference then has radicals R 1And R 2Carbon atom preferably have the R configuration.
Preferred R wherein 1Be methyl and R 2Phenoxy group carboxylic acid amides II for ethyl, n-pro-pyl or isopropyl; Especially preferred R wherein 1Be methyl and R 2Compound I I for isopropyl.
In addition, preferred R wherein also 3Phenoxy group carboxylic acid amides for the formula II of methyl or hydrogen.R 3Be preferably hydrogen especially.
Preferred R wherein 4And R 5Phenoxy group carboxylic acid amides for the formula II of hydrogen or methyl.
Equally especially preferred R wherein 4Be hydrogen and R 5Phenoxy group carboxylic acid amides for the formula II of methyl.
If R 4And R 5Difference then has radicals R 4And R 5Carbon atom preferably have the R configuration.
Preferred wherein two asymmetric centers be configured as R, the formula II compound of R.The invention still further relates to other non-enantiomer mixtures R that in this is synthetic, obtains, S; R, S and S, R; S, S and S, S.
In addition, also preferably wherein index n be 2 or 3, the phenoxy group carboxylic acid amides of 2 formula II especially.
R 6Preferred meaning be halogen and C 1-C 4-alkyl, especially fluorine, chlorine or methyl.
In addition, preferred R wherein also 6Phenoxy group carboxylic acid amides for the formula II of chlorine.
In addition, preferred radicals R wherein also 6Be positioned at the phenoxy group carboxylic acid amides of 2 and 4 s' formula II.
In view of it is used, Compound I and the II shown in the preferred especially following table 1 and 2.
Table 1
The oxime ether derivatives of formula I
Figure C0182079000061
Sequence number R 1 R 2 R 3 R 4 X
I-1 H H H H NH
I-2 H CH 3 H CH 3 NH
I-3 CH 3 H CH 3 H NH
I-4 CH 3 CH 3 CH 3 CH 3 NH
I-5 CH 3 Ring C 3H 5 CH 3 Ring C 3H 5 NH
I-6 CH 3 CH 2CH 3 CH 3 CH 2CH 3 NH
I-7 CH 3 CH(CH 3) 2 CH 3 CH(CH 3) 2 NH
I-8 CH 3 CH 2CH＝CH 2 CH 3 CH 2CH＝CH 2 NH
I-9 CF 3 H CF 3 H NH
I-10 CF 3 CH 3 CF 3 CH 3 NH
I-11 CF 3 CH(CH 3) 2 CF 3 CH(CH 3) 2 NH
I-12 CN H CH 3 H NH
I-13 CN CH 3 CH 3 CH 3 NH
I-1 H H H H O
I-2 H CH 3 H CH 3 O
I-3 CH 3 H CH 3 H O
I-4 CH 3 CH 3 CH 3 CH 3 O
I-5 CH 3 Ring C 3H 5 CH 3 Ring C 3H 5 O
I-6 CH 3 CH 2CH 3 CH 3 CH 2CH 3 O
I-7 CH 3 CH(CH 3) 2 CH 3 CH(CH 3) 2 O
I-8 CH 3 CH 2CH＝CH 2 CH 3 CH 2CH＝CH 2 O
I-9 CF 3 H CF 3 H O
I-10 CF 3 CH 3 CF 3 CH 3 O
I-12 CN H CH 3 H O
I-13 CN CH 3 CH 3 CH 3 O
Table 2
R wherein 1-R 6The phenoxy group carboxylic acid amides of formula II of implication shown in each row of table 2 of combination
Figure C0182079000071
Sequence number R 1 R 2 R 3 R 4 R 5 (R 6) n
II-1 CH 3 CH 3 H H CH 3 2，3，4-Cl 3
II-2 CH 3 CH 2CH 3 H H CH 3 2，3，4-Cl 3
II-3 CH 3 CH 2CH 2CH 3 H H CH 3 2，3，4-Cl 3
II-4 CH 3 CH(CH 3) 2 H H CH 3 2，3，4-Cl 3
II-5 CH 3 CH 3 CH 3 H CH 3 2，3，4-Cl 3
II-6 CH 3 CH 2CH 3 CH 3 H CH 3 2，3，4-Cl 3
II-7 CH 3 CH 2CH 2CH 3 CH 3 H CH 3 2，3，4-Cl 3
II-8 CH 3 CH(CH 3) 2 CH 3 H CH 3 2，3，4-Cl 3
II-9 CH 3 CH 3 H H CH 3 2，4-Cl 2
II-10 CH 3 CH 2CH 3 H H CH 3 2，4-Cl 2
II-11 CH 3 CH 2CH 2CH 3 H H CH 3 2，4-Cl 2
II-12 CH 3 CH(CH 3) 2 H H CH 3 2，4-Cl 2
II-13 CH 3 CH 3 CH 3 H CH 3 2，4-Cl 2
II-14 CH 3 CH 2CH 3 CH 3 H CH 3 2，4-Cl 2
II-15 CH 3 CH 2CH 2CH 3 CH 3 H CH 3 2，4-Cl 2
II-16 CH 3 CH(CH 3) 2 CH 3 H CH 3 2，4-Cl 2
Special preferred compound I-4 and II-12 (common name: mixture fenoxanil).
In the definition of beginning Compound I of being given and II, use the collective term of representing following groups usually:
Halogen: fluorine, chlorine, bromine and iodine;
Alkyl: have the straight chain or the branched-alkyl of 1-4 carbon atom, for example C 1-C 4-alkyl is as methyl, ethyl, propyl group, 1-Methylethyl, butyl, 1-methyl-propyl, 2-methyl-propyl and 1,1-dimethyl ethyl;
Haloalkyl: have the straight chain or the branched-alkyl of 1-4 carbon atom, wherein the some or all of hydrogen atoms in these groups can be replaced by the top halogen atom of mentioning, for example C 1-C 2-haloalkyl, as chloromethyl, dichloromethyl, trichloromethyl, methyl fluoride, difluoromethyl, trifluoromethyl, chlorine methyl fluoride, dichloro one methyl fluoride, a chlorodifluoramethyl-, 1-fluoro ethyl, 2-fluoro ethyl, 2,2-two fluoro ethyls, 2,2,2-trifluoroethyl, 2-chloro-2-fluoro ethyl, 2-chloro-2,2-two fluoro ethyls, 2,2-two chloro-2-fluoro ethyls, 2,2,2-three chloroethyls and pentafluoroethyl group;
Cycloalkyl: have 3-6 ring carbon member's monocycle alkyl, for example cyclopropyl, cyclobutyl, cyclopenta and cyclohexyl;
Alkenyl: have 3-6 carbon atom and at straight chain or branched chain thiazolinyl, for example C of two keys of any position 3-C 6-alkenyl is as 1-acrylic, 2-acrylic, 1-methyl ethylene, 1-cyclobutenyl, 2-cyclobutenyl, 3-cyclobutenyl, 1-methyl isophthalic acid-acrylic, 2-methyl isophthalic acid-acrylic, 1-methyl-2-acrylic and 2-methyl-2-acrylic;
Alkynyl: have 3-6 carbon atom and at straight chain or branching alkynyl, for example C of three key of any position 3-C 6-alkynyl is as 2-propynyl, 2-butynyl, 3-butynyl and 1-methyl-2-propynyl.
Term " partially or completely halogenation " is meant that some or all of hydrogen atoms can be replaced by identical or different above-mentioned halogen atom in the group of sign like this.
During mixture, preferably use pure active component I and II in preparation, can be to the active component of wherein sneaking into other antagonism harmful fungoids or other insects such as insect, spider or nematode, or have the active component or the fertilizer of herbicide effect or growth regulating effect.
The mixture of Compound I and at least a Compound I I can be simultaneously, i.e. associating or use separately and the plant pathogenic fungi of wide region is had significant activity, described fungi especially is selected from Ascomycetes (Ascomycetes), Basidiomycetes (Basidiomycetes), Phycomycetes (Phycomycetes) and deuteromycetes (Deuteromycetes) fungi.Therefore in them some play systemic action and also can be used as the blade face and soil effect fungicide uses.
Fungicidal mixture of the present invention comprises oxime ether derivatives and at least a formula II compound of at least a formula I of cooperative effective quantity; Usually, active component I and II are with 20: 1-1: 30 mixing ratio exists.Particularly preferred mixing ratio is 1: 1-1: 30.Under certain conditions, at the cooperative interaction that also can be observed outside this scope between formula I and the II compound.
They are even more important to a large amount of fungies of control in various crops such as cotton, vegetable variety (for example cucumber, beans, tomato, potato and cucurbitaceous plant), barley, dogstail, oat, banana, coffee, corn, fruit variety, rice, rye, soybean, grape vine, wheat, ornamental plants, sugarcane and various seed.
They are particularly suitable for preventing and treating the following plants pathogenic epiphyte: the Blumeria graminis (powdery mildew) in the cereal class, two spore powdery mildews (Erysiphe cichoracearum) in the cucurbitaceous plant and monofilament shell (Sphaerotheca fuliginea), apple mildew bacterium in the apple (Podosphaera leucotricha), grape snag shell (Uncinula necator) in the grape vine, handle rest fungus (Puccinia) in the cereal class belongs to, cotton, rhizoctonia in rice and the lawn (Rhizoctonia) belongs to, smut in cereal class and the sugarcane (Ustilago) belongs to, Venturia inaequalis (scab) in the apple, length in cereal class and the rice spore (Helminthosporium) of wriggling belongs to, wheat glume blight bacterium (Septoria nodorum) in the wheat, strawberry, vegetables, Botrytis cinerea (gray mold) in ornamental plants and the grape vine, peanut tail spore (Cercospora arachidicola) in the peanut, eye spot bacterium (Pseudocercosporellaherpotrichoides) in wheat and the barley, Pyricularia oryzae in rice and the lawn (Pyricularia oryzae), phytophthora infestans in potato and the tomato (Phytophthora infestans), grape in the grape vine is given birth to single shaft mould (Plasmopara viticola), false downy mildew (Pseudoperonospora) in lupulus and the cucumber belongs to, chain lattice spore (Alternaria) in vegetables and the fruit belongs to, and the ball chamber bacterium (Mycosphaerella) in the banana belongs to and Neurospora (Fusarium) and wheel branch spore (Verticillium) genus.
Preferred especially mixture of the present invention can be used to prevent and treat Pyricularia oryzae.
Compound I and at least a Compound I I can be simultaneously (promptly together or separately) or use successively, and the order under using separately is usually to preventing and treating the result without any influence.
The kind that depends on required effect, the rate of application of mixture of the present invention especially are 0.01-8kg/ha, preferred 0.1-5kg/ha, especially 0.5-3.0kg/ha under the situation in the zone that is in agricultural cultivation.
The rate of application of Compound I is 0.01-2.5kg/ha, preferred 0.05-2.5kg/ha, especially 0.1-1.0kg/ha.
Correspondingly, under the situation of Compound I I, rate of application is 0.001-5kg/ha, preferred 0.005-2kg/ha, especially 0.01-1.0kg/ha.
For seed treatment, the rate of application of this mixture is generally the 0.001-250g/kg seed, preferred 0.01-100g/kg, especially 0.01-50g/kg.
If will prevent and treat plant pathogenic fungi, then Compound I and at least a Compound I I's is independent or co-administered by before or after the plant seeding or before or after plant emerges seed, plant or soil spraying or dusting being carried out.
Fungicidal synergistic mixtures of the present invention for example can be mixed with water-based, oiliness or other suspension that promptly sprays solution, powder and form of suspension or highly concentrate, dispersion, emulsion, oil dispersion, stick with paste, pulvis broadcasts sowing the form with material or granula, and can be by spraying, atomizing, dusting, broadcast sowing or water and use.Type of service depends on the purpose that is intended to; Under any circumstance all should guarantee the meticulous as far as possible and distribution equably of mixture of the present invention.
Preparaton prepares by known mode own, for example, active component prepares by being mixed with solvent and/or carrier, the words that need can be used emulsifier and dispersant, wherein also can use other organic solvents as secondary solvent when making water as thinner.The adjuvant that is suitable for this purpose mainly is: solvent such as arsol (as dimethylbenzene), chlorinating aromatic solvent (as chlorobenzene), alkane (as mineral oil fractions), alcohol (as methyl alcohol, butanols), ketone (as cyclohexanone), amine (as monoethanolamine, dimethyl formamide) and water; Carrier is as natural minerals (as kaolin, clay, talcum, chalk) that grinds and the synthetic mineral (as silica in small, broken bits, silicate) that grinds; Emulsifier such as nonionic emulsifier and anionic emulsifier (as polyoxyethylene aliphatic alcohol ether, alkylsulfonate and arylsulphonate); And dispersant such as lignin sulfite waste liquor and methylcellulose.
Suitable surfactant be aromatic sulfonic acid such as lignin-, phenol-, naphthalene-and the alkali metal salt of dibutyl naphthalene sulfonic acids and fatty acid, alkali salt and ammonium salt, alkyl-and alkylaryl sulfonates, alkyl, lauryl ether and aliphatic alcohol sulfate and sulphation 16-, 17-and the salt of octadecanol or fatty alcohol glycol ether, the condensation product of sulfonated naphthalene and derivative thereof and formaldehyde, the condensation product of naphthalene or naphthalene sulfonic acids and phenol and formaldehyde, polyoxyethylene octylphenol ether, the ethoxylation iso-octyl-, octyl group-or nonyl phenol, alkyl phenol polyglycol ether, tributyl phenyl polyglycol ether, alkyl aryl polyether alcohol, different tridecanol, fatty alcohol/ethylene oxide condensation product, ethoxylated castor oil, polyoxyethylene alkyl ether or polyoxypropylene alkyl ether, laruyl alcohol polyglycol ether acetic acid esters, sorbitol ester, lignin sulfite waste liquor or methylcellulose.
Powder, broadcast sowing material and pulvis and can mix or grind with solid carrier by mixture and prepare Compound I and at least a Compound I I or Compound I and at least a Compound I I.
Granula (for example coating granula, dipping granula or homogeneous phase granula) is usually by preparing active component and solid carrier adhesion.
Filler or solid carrier for example are that ore deposit soil is as silica gel, silica, silicate, talcum, kaolin, 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; The product of plant origin such as flour, bark powder, wood powder and shuck powder; Cellulose powder or other solid carriers.
Preparaton comprises 0.1-95 weight % usually, one of among the Compound I of preferred 0.5-90 weight % and at least a Compound I I or the mixture of Compound I and at least a Compound I I.Active component is with 90-100%, and the purity of preferred 95-100% (according to NMR spectrum or HPLC) is used.
Corresponding preparaton is by with the mixture of antifungal effective dose or under situation about using separately, respectively with Compound I and at least a Compound I I processing harmful fungoid, its dried rhizome of rehmannia or want to prevent and treat plant, seed, soil, zone, material or the space of harmful fungoid and use of dwelling.
Use and before or after harmful fungoid infects, to carry out.
This class preparaton example that comprises active component is:
I.90 the solution of weight portion active component 10 weight portion N-Methyl pyrrolidone; This solution is suitable for using with the droplet form;
The mixture of the adduct of the adduct of II.20 weight portion active component, 80 weight portion dimethylbenzene, 10 weight portion 8-10mol ethylene oxides and 1mol oleic acid N-single ethanol amide, calcium salt, 5 weight portion 40mol ethylene oxides and the 1mol castor oil of 5 weight portion DBSA; By this solution fine dispersion is obtained dispersion in water;
The aqueous dispersion of the adduct of III.20 weight portion active component, 40 weight portion cyclohexanone, 30 weight portion isobutanols, 20 weight portion 40mol ethylene oxides and 1mol castor oil;
IV.20 weight portion active component, 25 weight portion cyclohexanol, 65 weight portion boiling points are the aqueous dispersion of the adduct of 210-280 ℃ mineral oil fractions and 10 weight portion 40mol ethylene oxides and 1mol castor oil;
V.80 the mixture that in hammer-mill, grinds from the sodium salt and the Powdered silica gel of 7 weight portions of the lignin sulfonic acid of sulfite waste liquor of the sodium salt of weight portion active component, 3 weight portion diisobutyl naphthalene-1-sulfonic acid, 10 weight portions; By being scattered in subtly, this mixture obtains the Spray Mixing thing in the water;
VI.3 weight portion active component and 97 weight % kaolinic homogeneous mixture in small, broken bits; This pulvis comprises 3 weight % active components;
VII.30 weight portion active component, the Powdered silica gel of 92 weight portions and 8 weight portions have sparged the homogeneous mixture of the lip-deep paraffin oil of this silica gel; This preparaton is given active component with good adhesiveness;
The stabilized aqueous dispersion of the sodium salt of VIII.40 weight portion active component, 10 weight portion phenolsulfonic acid/urea/formaldehyde condensation products, 2 weight portion silica gel and 48 weight parts waters; This dispersion can further be diluted;
The sodium salt of the calcium salt of IX.20 weight portion active component, 2 weight portion DBSA, 8 weight portion fatty alcohol polyglycol ethers, 20 weight portion phenolsulfonic acid/urea/formaldehyde condensation products and the stable oil dispersion of 88 weight portion paraffin mineral oil.
Application Example
The Synergistic active of mixture of the present invention can illustrate by following experiment:
Active component is mixed with 10% emulsion and is diluted with water to desired concn in the mixture of 63 weight % cyclohexanone and 27 weight % emulsifier separately or together.
Estimate by the leaf area percentage that mensuration infects.These percentages are changed into effectiveness.Use the Abbot formula by following calculating render a service ( W):
W＝(1-α)·100/β
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 the infect level of the level that infects of plant corresponding to the untreated control plant handled in 0 expression; Effectiveness is that 100 expression processing plants are infected.
The expection of mixture of active principles render a service use the Colby formula [R.S.Colby, " weeds " (Weeds) 15, 20-22 (1967)] determine and with the effectiveness that observes relatively.
Colby formula: E=x+y-xy/100
E is that the expection of working concentration when being the mixture of the active components A of a and b and B renderd a service, represents with the % of untreated control,
X is the effectiveness of active components A when using with concentration a, represents with the % of untreated control,
Y is the effectiveness of active component B when using with concentration b, represents with the % of untreated control.
Application Example 1: to the protection activity of the rice blast that causes by Pyricularia oryzae (Pyricularia oryzae)
With the aqueous compositions of active component cultivar is sprayed to drip for the leaf of the potted plant rice sprouts of " Tai-Nong 67 ", wherein said preparation is by the stock solution preparation that comprises 10% active component, 85% cyclohexanone and 5% emulsifier.With the moisture spore suspension of Pyricularia oryzae plant was inoculated in second day.Then test plant is placed 22-24 ℃ of conditioning chamber to reach 6 days with the relative atmospheric humidity of 95-99%.Development of disease degree on the naked-eye observation leaf then.
Table A-independent active component
Embodiment Active component The concentration [ppm] of active component in spray liquid Render a service (% of untreated control)
1 Contrast (being untreated) (96% infects) 0
2 I-4 10 5 2.5 28 28 0
3 fenoxanil(II-12) 200 100 50 84 79 69
Table B-combination of the present invention
Embodiment Mixture of active principles concentration mixing ratio The effectiveness that observes The effectiveness of calculating *)
4 I-4+II-12 10+200ppm 1∶20 99 89
5 I-4+II-12 5+100ppm 1∶20 95 85
6 I-4+II-12 2.5+50ppm 1∶20 90 69
7 I-4+II-12 5+50ppm 1∶10 90 78
8 I-4+II-12 10+50ppm 1∶5 97 78
*) use the Colby formula to calculate
Result of the test shows that for all mixing ratios, the effectiveness that observes all is higher than the effectiveness of using Colby formula calculated in advance.

Claims (6)

1. Fungicidal mixture comprises following compound as active component:
A) oxime ether derivatives of formula I:
Figure C018207900002C1
Wherein:
X is NH;
R 1-R 4Be C independently of each other 1-C 4Alkyl;
With
B) compound of at least a formula II:
Figure C018207900002C2
Wherein:
R 1, R 2Be C independently of each other 1-C 6Alkyl;
R 3, R 4Be hydrogen;
R 5Be C 1-C 4Alkyl;
R 6Be chlorine;
N is 2,
Wherein component A and B are with 20: 1-1: 30 mixing ratio exists.
2. as the desired Fungicidal mixture of claim 1, wherein component A and B are with 1: 1-1: 30 mixing ratio exists.
3. as claim 1 or 2 desired Fungicidal mixtures, it is made into two parts, and a part is included in the Compound I in solid or the liquid-carrier, and another part is included at least a Compound I I in solid or the liquid-carrier.
4. method of preventing and treating the plant-pathogenic harmful fungoid, comprise with claim 1 or 2 desired Fungicidal mixtures and handle fungi, its plant, seed, soil, zone, material or space of dwelling the dried rhizome of rehmannia or wanting to prevent fungal attack, wherein using of Compound I and at least a Compound I I can be simultaneously, promptly carry out together or separately, or carry out successively.
5. as the desired method of claim 4, wherein handle with the described Compound I of 0.005-1kg/ha claim 1 in harmful fungoid, its plant, seed, soil, zone, material or space of dwelling the dried rhizome of rehmannia or wanting to prevent and treat harmful fungoid.
6. as the desired method of claim 4, wherein handle with the described at least a Compound I I of 0.01-1kg/ha claim 1 in harmful fungoid, its plant, seed, soil, zone, material or space of dwelling the dried rhizome of rehmannia or wanting to prevent and treat harmful fungoid.
CNB018207901A 2000-12-18 2001-12-14 Fangicide mixtures based on oxime ether derivatives Expired - Fee Related CN100345482C (en)

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WO2002049434A1 (en) 2002-06-27
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