CN1126450C - Novel fungicide compositions containing 2-imidazoline-5-ketone - Google Patents
Novel fungicide compositions containing 2-imidazoline-5-ketone Download PDFInfo
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- CN1126450C CN1126450C CN97191529A CN97191529A CN1126450C CN 1126450 C CN1126450 C CN 1126450C CN 97191529 A CN97191529 A CN 97191529A CN 97191529 A CN97191529 A CN 97191529A CN 1126450 C CN1126450 C CN 1126450C
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Abstract
The present invention relates to a fungicide composition which comprises compound (I) and compound (II), wherein the compound (I) can be (4-S)4-methyl-2-methylthio-4-phenyl-1-phenylamino-2-imidazoline-5-keton, and the compound (II) is N-[3'-(1'-chloro-3'-methyl-2'- oxopentane)]-3, 5- dichloro-4-methylbenzamide. The ratio of the compound (I) to the compound (II) is between 0.01 and 50, and the optimal ratio is between 0.1 and 10. The present invention also relates to a method for preventing fungi with phytosis from harming crops in a treating or controlling mode, which is characterized in that the fungicide composition with no phytotoxicity and effective dose is applied to the hollow part of plants to be treated.
Description
The present invention relates to be used for especially the new fungicide composite that contains 2-imidazoline-5-ketone of cover crop.It also relates to and is used to resist the method for mycosis with cover crop.
Disclose in the known particularly European patent application EP 551048 of people, the derivative that plays the 2-imidazoline-5-ketone of fungicidal action can prevent to cause the fungi growth and the growth of phytopathy, and these phytopathogenic fungies can corrode maybe and may corrode crops.
International Patent Application WO 96/03044 also provides some known fungicide composites for people, and it contains the 2-imidazoline-5-ketone that combines with one or more active substances and epiphyte pharmaceutical.
Yet people always wish to improve the Pesticidal products that effectiveness is arranged so that the agricultural tillage personnel can resist the mycosis that is harmful to crop, particularly downy mildew.
In addition, people generally wish to spread whitely at crop chemicals dosage on every side for the fungi that prevents to corrode crop reduces, and particularly reduce the using dosage of chemicals.
Finally, people wish to increase the quantity of being arranged the antimycotic agricultural chemicals of use by the agricultural tillage personnel all the time, so that the farming personnel can find out the best agricultural chemicals that is suitable for being particularly useful as between these antimycotic agricultural chemicals.
One object of the present invention is to provide a novel germicide composition that is applicable to the problems referred to above.
Another object of the present invention is to recommend a kind of novel germicide composition that is applicable to effective prevention and treatment Solanaceae disease.
Another object of the present invention is to recommend a kind of novel germicide composition that improves effect that has, to resist Solanaceae downy mildew and/or alternaric bacteria.
A further object of the present invention is to recommend a kind of new fungicide composite that improves effect, to resist downy mildew viny and/or powder spore bacterium and/or grape spore.
Found owing to reached some above-mentioned purposes whole or in part at present according to microbicide compositions of the present invention.
The present invention at first relates to the microbicide compositions that contains a compound (I), and its chemical formula is:
In the formula:
-M represents oxygen atom or sulphur atom;
-n is 0 or 1 integer;
-Y is fluorine or chlorine atom or methyl;
With a compound (II), promptly N-[3 '-(1 '-chloro-3 '-methyl-2 '-the oxo pentane)]-3,5-two chloro-4-methyl benzamides, its general zoxamide by name (zoxamide);
The ratio of compound (I)/compound (II) is between 0.01 and 50, preferably between 0.1 and 10.
Particularly help preventing and treating the downy mildew of Solanaceae (for example potato or tomato) and resisting downy mildew viny and powder spore bacterium according to composition of the present invention.
Compound (I) is well-known by patent application EP629616 particularly,
The compound (II) of effect fungicide and its are applied in the European patent application EP 600629 sets forth.
The ratio of compound (I)/compound (II) is definite according to the weight ratio of two kinds of compounds.All ratios to two kinds of compounds is the same, will be set forth in this article subsequently, is not pointed out clearly in being different from the prescribed limit of this ratio.
The fungi that particularly is harmful to crop (particularly solanaceous crops) for some, especially be harmful to the downy mildew of Solanaceae, these compositions of the present invention improve separately and effect isolation of compound (I) and compound (II) usually in tangible mode, keep the avirulence of plant simultaneously with respect to crop.Cause the improvement of action spectrum thus and reduce the possibility of the using dosage separately of various active materials, back one characteristic is because the ecological widely former thereby particular importance that seems of connotation.
People are preferably by fungicide composite of the present invention, and compound (I) is that M is a sulphur atom in the formula (I), and the compound of n=0 also claims (4-S) 4-methyl-2-sulphomethyl-4-phenyl-2-imidazoline-5-ketone, its general Fenamidone by name (fenamidone).
By Fungicidal composition of the present invention, the ratio of compound (I)/compound (II) is selected advantageously to produce the mode of synergy (synergistic effect).People are known to deliver at 1967 15 phase 20-22 of weeding magazine page or leaf, the relevant synergistic file of determining by Colby S.R particularly, its title be " the collaborative and antergic reaction calculating of herbicidal compounds, the formula that uses in this document is:
E＝X-Y-XY/100
Wherein, the E mating reaction of representing to be used for two kinds of fungicides (for example dosage equals x and y respectively) of prescribed dose requires percentage to suppress mycotic expectation.X is by the observed mycotic inhibition percentage of a prescribed dose (equal'sing x) compound (I).Y represents to suppress percentage by the observed mycosis of a prescribed dose (equal'sing y) compound (II).When observed inhibition percentage is greater than E by the mating reaction of two kinds of fungicides, synergy has been described.
People also understand because of the definite synergy of the application of Tammes method, and consulting and being published in Dutch 1964 70 phases of plant pathology 73-80 page head is " the how synergistic graphic representation of isomery clay in the insecticide ".
The scope of the ratio of above-claimed cpd (I)/compound (II) is confined to the scope that the present invention can reach anything but, but, would rather quote from indicating mode, be engaged in industry personnel and might carry out complementary testing other numerical value fully with the dosage ratio of finding these two kinds of compounds, thus the synergy of observing two kinds of compounds.
According to the composition that contains compound (I) and compound (II) of the present invention, can be observed very obvious synergistic (synergy) performance.
According to another modification of the present composition, compound (the I)/ratio of compound (II) is advantageously between 0.01 and 10, and is preferable between 0.2 and 5, more preferably be between 0.3 and 3.
According to composition of the present invention, except compound (I) and compound (II), also contain and be suitable for agricultural inert carrier and perhaps be suitable for agricultural surfactant.Press described, the appointed compound of representing by the active material term (I) and the composition (chemical combination) of compound (II), represented percentage except opposite proposition, is the percentage of w/w.
In the narration of this paper, term " carrier " refers to organic substance or inorganic substances, natural or synthetic material, and being combined with of active material and above-mentioned substance helps crop or the dispenser of soil ground.This carrier is inertia normally, and it is necessary for agricultural and accepts, and particularly processed crop is accepted.Carrier can be solid (particularly: clay, natural or synthetic silicate, silica, resin, wax, solid fertilizer), or liquid (particularly: water, alcohols, ketone, petroleum distillate, aromatic hydrocarbon or alkane, chlorinated hydrocabon, liquefied gas).
Surfactant can be the emulsifier of ionic or nonionic, dispersant or lubricant.People can exemplify polyacrylate; lignosulphonates; phenolsulfonate or naphthalene sulfonate; the condensation polymer of oxirane and fatty alcohol or fatty acid or fatty amine; fortified phenol (particularly alkyl phenol or aryl phenol); sulfosuccinate ester salt, taurine derivatives (particularly alkyltaurate), the phosphate of alcohol or polyoxyethylene phenol.Because active material and/or inert carrier are all water insoluble, and the catalytic agent that applies is water, so need at least a surfactant.
These compositions can also contain other batching of any kind of, for example, and colloid protective agent, adhesive, thickener, thixotropic agent, bleeding agent, stabilizing agent, sequestering agent, pigment, colouring agent, polymer.
More generally say, can be by composition of the present invention corresponding to the conventional art of agrochemistry prescription in conjunction with solid-state or liquid additive.
The staff in present technique field is familiar with pesticide application technology, and these technology can be conveniently used in the scope of the invention.People for example can quote and spray.
In these compositions, people can quote solid-state or fluid composition usually.
Form as solid-state composition; people can be for example for the pulvis (active material content can reach 100%) and the granule of spraying or dusting is used; particularly these pulvis and granule are by extruding; compress; soaking into of granulating carrier; begin in addition granulation or granulating (under the certain situation of back, the active material content of these granulating is included between 1 and 80%) from powder.
Composition also can be powder form and use for dusting; People can adopt the active material that contains 50 grams, the silica of 10 gram segmentations, 10 gram organic pigments and 970 gram talcum powder; People are mixed and grind these compositions, then, use this mixture with dusting.
Form as fluid composition or the fluid composition that during dispenser, constitutes, but people's solution application, particularly be dissolvable in water the powder concentrate in the water, emulsible concentrate, emulsion, suspension-concentrates, aerosol, wetting powder (pulvis that pulverizing forms), paste, dispersibility granule.
Emulsible concentrate or solubility emulsion often contain the active substance of 10-80%, are used for the emulsion of dispenser or the active material that solution contains 0.01-20%.
For example, except solvent, emulsible concentrate as belong to need to contain be suitable for above-mentioned as stabilizing agent, surfactant, bleeding agent, anticorrosive, 2～20% additive of dyestuff or adhesive.
Initial from these concentrates, people's dilutable water is to obtain the emulsifier of desired concn.
Suspension-concentrates also can be used for for spray pesticide, they are in order to obtain stable fluid agricultural chemicals, produce with coprecipitation mode not, usually contain 10～75% active material, 0.5～15% surfactant, 0.1～10% thixotroping lining, 0～10% useful additives, as pigment, colouring agent, defoamer, anticorrosive, stabilizing agent, bleeding agent and adhesive and as carrier, water or organic liquid (active substance is insoluble or sl. sol. in water): some solid organic materials or mineral salt may be dissolved in the carrier, help to prevent precipitation or are used as the water antifreezing agent.
Wetting powder (pulverizing pulvis) is usually made to contain 20～95% active material, except solid-state carrier, they contain 0～5% lubricant usually, 3～10% dispersant needs as belonging to, and contains one or more stabilizing agents of 0～10% and/or other additive (as pigment, colouring agent, bleeding agent, gluing or anti-caking agent, dyestuff etc..).
In order to obtain to pulverize pulvis or Wettable Powder, mixed equably active material in corresponding agitator and additive, and use flour mill or other corresponding cracker to be pulverized.Thereby obtain to pulverize pulvis, its Castor Oil and suspension are favourable; Thereby can under the situation of all concentration of needs, make it be the state that is suspended in the water.
For substituting wetting powder, can prepare paste.The situation of producing of these pastes and mode and purposes are similar to wetting powder or pulverize pulvis.
But dispersible granule is made by the composition of cohesion wetting powder type normally in the granulating equipment that is suitable for.
As mentioned above, according to the present invention, for example the composition of liquid dispersed agent and emulsifier can dilute wetting powder or emulsible concentrate obtains by means of water, is to be included in total scope of the present invention.Emulsifier can be Water-In-Oil or oil-in-water type, and they can have the thick denseness as " salad dressing ".
Usually contain 0.5 to 95% the compound (I) and the combination of compound (II) according to fungicide composite of the present invention.
Related concentrate composition that is to say the composition of commercial product binding compounds (I) and compound (II) also to relate to the diluted composition that is applied to pending crop.Under one situation of back, dilute with water or can be initial from the commercial concentrating agents composition that contains compound (I) and compound (II) (this mixture appellation " is prepared to use " or is also had English appellation " to prepare to mix ") carry out the perhaps mixture of in addition preparing immediately by means of two kinds of commercial concentrating agents compositions that contain compound (I) and compound (II) separately (English appellation " canned mixing ").
Finally, the present invention relates to the treatment of crop and prevent and treat method,, it is characterized in that people are applied to the fungicide composite of the plant-less toxicity of effective quantity on the pending plant according to the present invention with causing the fungi of phytopathy to be struggled.
The phytopathogenic fungi of crop can be overcome by aftermentioned method particularly, and these fungies that cause plant are as follows:
-du?groupe?des[oomycetes]
-Phytophthora [Alternaria] is for example invaded epidemic disease mould [Alternaria so lani] (for example downy mildew of Solanaceae downy mildew and particularly potato or tomato)
-Peronosporaceae [Peronosporacees], grape single shaft mould [Plasmopara viticola] Portugal hydrogen downy mildew particularly, [Plasmopora halstedei] sunflower downy mildew, [Pseudoperonospora sp] false Peronosporaceae (particularly Curcurbitaceae and hop downy mildew), [Bremia lactucae] (downy mildew of lettuce), [Peronosporatabacinae] tobacco Peronosporaceae (tobacco downy mildew), [Peronospora parasitica] parasitic Peronosporaceae (cabbage downy mildew)
-[du?groupe?des?adelomycetes]：
-[Alternaria] Alternaria belongs to, [Alternaria solani] Solanaceae Alternaria bacterium for example, (the interlinkage spore of Solanaceae Alternaria bacterium, particularly tomato and potato)
-[du genre Guignardia] be [(Guignardia bidwelli] (black rot of vine grape) particularly
-[Oidium] oidium, grape powder spore bacterium [Unncinula necator] vegetable growing powder spore bacterium for example, for example [Erysiple polygoni] (Cruciferae powder spore bacterium); [Leveillula taurica], [Erysiphecichoracearum], [Sphaerotheca fuligene] " (Curcurbitaceae, powder spore bacterium of compound tomato); [Erysiphe communis] (powder spore bacterium of beet and cabbage); [Erysphe pisi] (powder spore bacterium of pea clover); [Erysiphe polyphage] (powder spore bacterium of Kidney bean and cucumber); [Erysiphe umbelliferaram] (the powder spore bacterium of umbelliferous powder spore bacterium, particularly carrot ' [Sphaerotheca humuli] (hop power spore bacterium).
By " people " understand connotation of the present invention to the dispenser of pending plant.The fungicide composite of target of the present invention can the dispenser by means of following different disposal method:
-will contain the aerial part of the spray liquid of one of described composition described plant,
-granula or pulvis be spread in to plough go up and be combined in watering around the plant, and granula or pulvis sprayed or spread upon on the trees.
Is preferred processing method with spray liquid in the aerial part of pending crop.
By " effective dose and plant-less toxicity ", people understand and can sufficiently control or kill appearance according to the consumption of the present composition and maybe may appear at fungi on the crop, and described crop can not carried any phytotoxicity symptom secretly.By fungi of the present invention to be killed, agrotype, the character of weather conditions and the compound (II) that contains in fungicide composite can change the composition consumption in broad range.The said composition consumption is in the scope that can reach and carries out systematic test afterwards and determined on ploughing by operating personnel.
Under the usual conditions of the practical application of agricultural, be included between the 10 and 500 gram/hectares by the consumption of fungicide composite of the present invention dosage corresponding to compound (I), between the 20 and 300 preferable gram/hectares, can provide good achievement usually.
By the present invention, advantageously comprise between 50 and 500 gram/hectares preferable being included between 100 and 300 gram/public affairs pass through corresponding to the fungicide consumption of compound (II) dosage.
Following embodiment provides for the present invention says something purely, and does not have any limitation.
In an embodiment, people understand compound (I) and refer to (4-S) 4-methyl-2-sulphomethyl-4-phenyl-1-phenylamino-2-imidazoline-5-ketone.
Embodiment 1
Contain the compound (I) of defence potato downy mildew (it is mould to invade people's epidemic disease) and the field test of compound (II):
Use contains the composition and compound (II) composition that is suspension concentrating agents 240 grams per liters of the compound (I) of 500 grams per liters that are the suspension concentrating agents.
Mix above-mentioned two compositions and equal 1 and 1.5 so that obtain the ratio of compound (I)/compound (II).
After the water diluted mixture thing with 800 gram/hectares, mixture is applied on the potato arable land, after 40 days, the cultivation stem tuber.
Dispenser dosage is:
The ratio of-150 gram/hectare compound (I)/150 gram/hectare compounds (II) is 1.
The ratio of-150 gram/hectare compound (I)/100 gram/hectare compounds (II) is 1.5.
Repeated dispenser 6 times in per 7 days.
After the 1st dispenser 2 days, invade the mould spore of epidemic disease to pollute by pulverizing.
Carried out observed result after the 7th dispenser in 22 days.For this reason, estimate that in order sight mode (is not relatively handled and the splat that polluted) pollutes C (or degree of corrosion), pollute C and have corresponding to what disease was corroded and having black splotch and representing it (representing) with % by the part of leaf surface.
Press Abbott formula computational efficiency E.
People obtain and have synergistic excellent effect.
Adjoining leaf is handled by the mancozebe by 1600 gram/hectares the efficient that is about half is provided.
Claims (10)
1. fungicide composite comprises following formula: compound (I):
Wherein:
-M represents oxygen atom or sulphur atom;
-n is 0 or 1 integer;
-Y is the fluorine or chlorine atom, or methyl
And compound (II): N-[3 '-(1 '-chloro-3 '-methyl-2 '-the oxo pentane)]-3,5-two chloro-4-methyl benzamides,
The ratio of compound (I)/compound (II) is between 0.1 and 10.
2. fungicide composite according to claim 1 is characterized in that compound (I) is (4S) 4-methyl-2-sulphomethyl-4-phenyl-1-phenylamino-2-imidazoline-5-ketone.
3. fungicide composite according to claim 1 and 2 is characterized in that the ratio 0.3-3 of compound (I)/compound (II).
4. fungicide composite according to claim 1 and 2, its feature also contain in said composition and are suitable for agricultural inert carrier and are suitable for agricultural surfactant.
5. fungicide composite according to claim 1 and 2 is characterized in that it contains 0.5 to 95% the compound (I) and the combination of compound (II).
6. a method of resisting the phytopathogenic fungi damage to crops on an arable land is characterized in that the described composition of claim 1 is applied on the described arable land.
7. resist the method for phytopathogenic fungi damage to crops with treatment and controlling mode for one kind, it is characterized in that the Fungicidal composition of the effective dose of the arbitrary described plant-less toxicity of claim 1-5 is sprayed onto on the pending plant.
8. method according to claim 7 is characterized in that fungicide composite is the aerial part that is applied to pending plant by the sprinkling of liquid.
9. according to claim 7 or 8 described methods, it is characterized in that Fungicidal composition corresponding to the dosage of compound (I) dosage between 10 and 500 gram/hectares,
10. method according to claim 9 is characterized in that Fungicidal composition is between 20 to the 300 gram/hectares corresponding to the dosage of compound (I) dosage.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN97191529A CN1126450C (en) | 1997-12-30 | 1997-12-30 | Novel fungicide compositions containing 2-imidazoline-5-ketone |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN97191529A CN1126450C (en) | 1997-12-30 | 1997-12-30 | Novel fungicide compositions containing 2-imidazoline-5-ketone |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1239402A CN1239402A (en) | 1999-12-22 |
| CN1126450C true CN1126450C (en) | 2003-11-05 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN97191529A Expired - Fee Related CN1126450C (en) | 1997-12-30 | 1997-12-30 | Novel fungicide compositions containing 2-imidazoline-5-ketone |
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0600629A1 (en) * | 1992-12-01 | 1994-06-08 | Rohm And Haas Company | N-acetonylbenzamides and their use as fungicides |
| WO1996003044A1 (en) * | 1994-07-22 | 1996-02-08 | Rhone Poulenc Agrochimie | Fungicidal composition including a 2-imidazoline-5-one |
| EP0753258A2 (en) * | 1995-07-12 | 1997-01-15 | Rohm And Haas Company | Synergistic fungicidal compositions of N-acetonyl-benzamides |
-
1997
- 1997-12-30 CN CN97191529A patent/CN1126450C/en not_active Expired - Fee Related
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0600629A1 (en) * | 1992-12-01 | 1994-06-08 | Rohm And Haas Company | N-acetonylbenzamides and their use as fungicides |
| WO1996003044A1 (en) * | 1994-07-22 | 1996-02-08 | Rhone Poulenc Agrochimie | Fungicidal composition including a 2-imidazoline-5-one |
| EP0753258A2 (en) * | 1995-07-12 | 1997-01-15 | Rohm And Haas Company | Synergistic fungicidal compositions of N-acetonyl-benzamides |
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| Publication number | Publication date |
|---|---|
| CN1239402A (en) | 1999-12-22 |
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