CN1121814C - Fungicidal compositions - Google Patents
Fungicidal compositions Download PDFInfo
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- CN1121814C CN1121814C CN98108413A CN98108413A CN1121814C CN 1121814 C CN1121814 C CN 1121814C CN 98108413 A CN98108413 A CN 98108413A CN 98108413 A CN98108413 A CN 98108413A CN 1121814 C CN1121814 C CN 1121814C
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- Prior art keywords
- formula
- reactive compound
- fungi
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- composition
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Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
- A01N43/78—1,3-Thiazoles; Hydrogenated 1,3-thiazoles
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/30—Derivatives containing the group >N—CO—N aryl or >N—CS—N—aryl
-
- 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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- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention relates to fungicidal compositions, characterized in that they comprises as active ingredients a combination of A) 2',6'-dibromo-2-methyl-4'-trifluoromethoxy-4-trifluoromethyl-1,3-thi-azol-5-carboxyanilide of the formula Formula (I) (thifluzamide) and B) 1-(1-methyl-1-phenylethyl)-3-p-tolylurea of the formula Formula (II) (dymuron) wherein the weight ratio of the active compound of the formula (I) to the active compound of the formula (II) is between 1:0.1 and 1:3. And to the methods of combating fungi.
Description
The present invention relates to have the novel composition of fungicide performance.Said composition comprises 2 ', 6 '-two known bromo-2-methyl-4 '-trifluoromethoxy-4-Trifluoromethyl-1s, 3-thiazole-5-formyl (N-phenyl) amine (carboxyanilide) and known 1-(1-methyl isophthalic acid-phenethyl)-3-p-methylphenyl urea.
Knew 2 ' already; 6 '-two bromo-2-methyl-4 '-trifluoromethoxy-4-Trifluoromethyl-1s; 3-thiazole-5-formyl (N-phenyl) amine (common name: thiophene fluorine bacterium amine) have Fungicidally active (referring to the flat 4-15228 of JP-A (Japanese Laid-Open Patent Application) and " the Britain crop protection committee; insect and disease " [BritishCrop Protection Conference; Pests and Diseases] 1992,429-432).But if thiophene fluorine bacterium amine is applied to the rice seedling bed, then in some cases, it has poisoning to paddy rice.
In addition, 1-(1-methyl isophthalic acid-phenethyl)-3-p-methylphenyl urea (common name: diuron) can be as the weed killer herbicide of paddy field, and sugarcane grass and fescue (cow hair) had herbicidal effect had been described already.Know that also daimuron can adopt and be used as safener, reduce sulfonylurea herbicide poisoning (referring to: the clear 48-35454 of JP-A (Japanese Laid-Open Patent Application)).
Now know, comprise following composition demonstrates extraordinary Fungicidally active and excellence as the novel composition of active component plant tolerance:
A) 2 ' of following formula, 6 '-two bromo-2-methyl-4 '-trifluoromethoxy-4-Trifluoromethyl-1s, 3-thiazole-5-formyl (N-phenyl) amine
(thiophene fluorine bacterium amine)
With
B) 1-of following formula (1-methyl isophthalic acid-phenethyl)-3-p-methylphenyl urea
(daimuron).
Surprising is, the present composition not only demonstrates strong Fungicidally active, and demonstrates poisoning much lower when using separately than thiophene fluorine bacterium amine.This point can not be expected, because daimuron is that prior art is still unknown as the safener of fungicide.
The present composition can be used for preventing and treating the fungi on the agricultural, and does not damage raise crop.Said composition is particularly suitable for preventing and treating the fungi of paddy field.
When reactive compound was present in the present composition with specific weight ratio, these reactive compounds had outstanding especially excellent fungicidal effect and good plant tolerance.Yet the weight ratio of reactive compound can change in wide relatively scope.Usually, to formula (I) compound of 1 part of weight, about 0.1 to the 3 part of weight of dispensing, formula (II) compound of preferred 0.5 to 1.5 part of weight.
The present composition demonstrates excellent Fungicidally active, and can for example pass through foliage applying, under water or immerse and use, soil treatment, soil mixes to be used or the rice seedling bed processing, is used to prevent and treat plant pathogenic fungi.
The present composition mainly can be prevented and treated disease fungus, as Plasmodiophoromycetes, Oomycete, Chytridiomycetes, by closing Gammaproteobacteria, Ascomycetes, Basidiomycetes and Fungi Imperfecti.Particularly, the present composition is suitable for preventing and treating down the cereal disease of dependent of dead military hero: Thanatephorus, Rhizoctonia, handle rust genus, corticium, Ustilago etc.
Under the required concentration of controlling plant diseases, plant demonstrates good tolerability to the present composition, therefore makes the acrial part, asexual propagation material, seed and the soil that use the present invention to handle plant become possibility.
The present composition can change into regular dosage form, as wetting powder, emulsion, tablet, suspending agent, pulvis, foaming agent, paste, granule, aerosol, be wrapped in the trickle capsule in the polymer and be used for the coated composition of seed and change into other dosage form such as the ULV preparation.In addition, the present composition can be before will using at once, mixes with the optional daimuron bucket that processes by the optional thiophene fluorine bacterium amine that processes to prepare.
These type agent can be produced with known mode itself, for example, the combination of reactive compound or reactive compound is mixed with filler (being liquid flux, pressurized liquefied gas and/or solid carrier), and the optional surfactant (being emulsifier and/or dispersant and/or foaming agent) that uses mixes optional then pressing mold.
As liquid flux, suitable mainly contains: aromatic hydrocarbon, as dimethylbenzene, toluene or Fluhyzon; Chloro aromatic hydrocarbon or chlorinated aliphatic hydrocarbon are as chlorobenzene class, polyvinyl chloride-base or carrene; Aliphatic hydrocarbon is as cyclohexane; Or alkane, for example mineral oil fraction; Alcohols, as butanols or glycol, with and ether and ester; Ketone is as acetone, MEK, methyl iso-butyl ketone (MIBK) or cyclohexanone; Intensive polar solvent is as dimethyl formamide or methyl-sulfoxide; And water.Using under the situation of water as solvent, for example can use organic solvent as secondary solvent.
As the liquefied gas filler, can use under normal temperature and the atmospheric pressure is the liquid of gas, aerosol propellant for example is as halogenated hydrocarbons and butane, propane, nitrogen and carbonic acid gas.
As solid carrier, the suitable synthetic mineral matter that the natural mineral matter that for example grinds such as kaolin, clay, talcum, chalk, quartz, Attagel, montmorillonite or diatomite is arranged and grind is as high dispersive silica, alumina and silicate.
Solid carrier as granule, natural mineral matter such as calcite, marble, float stone, sepiolite and the dolomite that for example crushing and classification are arranged that are fit to, and the synthetic particle of organic and inorganic powder and following organic particle: wood sawdust, coconut husk, corncob and tobacco stem.
As having that emulsifier and/or foaming agent are fit to: for example nonionic and anionic emulsifier, as polyoxyethylene fatty acid ester, polyoxyethylene aliphatic alcohol ether, for example, the alkaryl polyglycol ether, alkylsulfonate, alkyl sulfate, arylsulphonate and albumin hydrolysate.
Dispersant comprises for example lignin sulfite waste liquor and methylcellulose.
Can use the natural and synthetic polymer of adhesive such as carboxymethyl cellulose and powdery, particle or latex form in the preparation, as gum Arabic, polyvinyl alcohol and polyvinyl acetate; And natural phospholipid, as cephalin and lecithin, and synthetic phospholipid.Other adhesive can be mineral oil and vegetable oil.
Also may use colouring agent, as inorganic pigment, for example iron oxide, titanium oxide and Prussian blue, and organic dyestuff are as the salt of alizarin dyes, azo dyes and metal phthalocyanine dyestuff and micronutrient such as iron, manganese, boron, copper, cobalt, molybdenum and zinc.
Usually contain 0.1 to 95% reactive compound by weight in the preparation, preferred 0.5 to 90%.
The present composition can with other reactive compound such as fungicide, insecticide, miticide and weed killer herbicide and chemical fertilizer and plant growth regulator makes up or fusion is used.
Can be used as the following compounds that has that active component mentions for example, these compounds can with present composition combination or fusion.
Fungicidal compounds:
N-(R)-[1-(4-chloro-phenyl)-ethyl]-(1S)-2,2-two chloro-1-ethyls-3t-methyl isophthalic acid r-cyclopropane carboxamide and N-(R)-[1-(4-chloro-phenyl)-ethyl]-(1R)-2,2-two chloro-1-ethyls-3t-methyl isophthalic acid r-cyclopropane carboxamide (common name: carpropamide), the 5-methyl isophthalic acid, 2,4-triazol-[3,4-b] benzothiazole (common name: tricyclazole), 3-allyloxy-1,2-[4-morpholinodithio-1,1-dioxide (common name: allyl isothiazole)
Desinsection or kill the mite compound:
Imidacloprid), 2-isopropyl phenyl-N-methyl carbamate (common name: unden), O 1-(6-chloro-3-picolyl)-N-nitroimidazole alkane-2-ylidene amines (common name:; O-diethyl-S-2-(ethylmercapto group)-diethyldithioposphoric acid ester (common name: second is mixed phosphine), 1; two (carbamoyl the sulfenyl)-2-(N, N-dimethylamino) of 3--propane hydrochloride salt (common name: cartap) etc.
The composition of reactive compound of the present invention can use by further dilution with its former state or with its preparation or type of service prepared therefrom, and described type of service for example has i.e. solution, missible oil, emulsion, suspending agent, wetting powder, soluble powder, tablet and the granule of usefulness.
They use with conventional method, for example pour, spread fertilizer over the fields, spray or disperse or apply, be used for thousand methods handle the pulvis of seed, be used to handle seed solution, be used to handle seed water solube powder, be used for aqueous dispersion pulvis of slurry treatment or the like.
Reactive compound of the present invention is that the composition of Guardian and daimuron can use with the form of composition (it comprises two kinds of active components), and perhaps reactive compound can be respectively with different dosage form, or simultaneously or use successively.
When handling plant part, the concentration of the reactive compound in the type of service can change in quite wide scope, but this concentration range can be by weight 1 to 0.0001% usually, and preferably by weight 0.5 to 0.001%.In addition, handling kind of a period of the day from 11 p.m. to 1 a.m, the per kilogram seed preferably uses 0.001 to 50 gram reactive compound.
When handling the rice seedling bed, be fit to use by weight 0.00001 to 0.1%, preferred 0.0001 to 0.02% reactive compound by weight.
Moreover in above-mentioned processing, what be fit to usually is that every kind of reactive compound amount of application is as follows: the amount of application of thiophene fluorine bacterium amine is 1 to 7 gram/are, preferred 2 to 4 gram/ares; And the amount of application of daimuron is 0.1 to 10 gram/are, preferred 0.2 to 7 gram/are.
The good fungicidal action of the following example explanation present composition.In an embodiment, " part " is weight portion.
Biologic test Embodiment 1 Prevent and treat the root of banded sclerotial blight (Rhizotonia solani Kuhn) and handle the effect test that alleviates with poisoning Active agent preparations
25 parts of water are joined in the mixture of 10 parts of thiophene fluorine bacterium amine, 30 parts of bentonites (montmorillonite), 58 parts of talcums and 2 parts of lignosulphonates, and this mixture is thoroughly mediated.With the mode granulation of the product of gained, form the particle of 10 to 40 order sizes with extruding granulator.Particle is dry under 40 to 50 ℃ temperature.
For daimuron, prepare particle in a like fashion.
Test method
Filled with water paddy soils in the black vinyl plastics basin of 12 cm diameters.Basin is placed in the greenhouse, and water is added wherein, it is drenched fully to soil to be added in the soil water yield.Afterwards, stab out 3 centimetres hole at the middle body of the soil surface of every basin with finger.In every basin, be transplanted into the paddy rice (cultivar: Nipponbare), and use simultaneously the above-mentioned preparation of aequum of 15 centimetres of 5 plant heights to the root of rice strain.After basin covers with soil, add entry to 3 centimetres of the depth of waters, and during whole test, keep 3 centimetres of depth of waters afterwards.
After 22 days, estimate poisoning in chemical treatment to paddy rice.After 6 weeks of chemical treatment, with helping Mu Shi film lead fungi (Pellicularia sasakii) inoculation with the assistant of barley medium culture.Inoculate after 10 days, the paddy rice that catches an illness of every basin is classified and evaluation, and calculate the protection value with percentage.
0% protection value representative is infected, and the degree of infection is with the identical of untreated control sub-district or be higher than the latter, and 100% representative does not have infection.To the poisoning of paddy rice in %.Numeral:
0%=no poisoning
Less than the 10%=poisoning in acceptable scope
100%=damages result of the test fully and is shown in down in the tabulation 1.
Embodiment 2 The effect test that the poisoning of handling by the rice seedling bed alleviates Test method:
| Compound | Dosage (milligram ai/ root) | Poisoning (%) to paddy rice | Protection effect (%) to banded sclerotial blight |
| Thiophene fluorine bacterium amine (I)+daimuron (II) | 2+1.5 2+1 2+0.5 | 0 0 5 | 100 100 100 |
| Thiophene fluorine bacterium amine (I) | 2 | 50 | 100 |
| Daimuron (II) | 1.5 1 0.5 | 0 0 0 | 0 0 0 |
| The untreated control sub-district | - | 0 | 0 |
Obtain subject composition with being similar to the method for mentioning among the top embodiment 1.This composition is applied to rice seedlings equably, and (cultivar: Niigatawase), described rice seedlings are cultivated in the rice seedling bed according to the program of routine.The particle that is bonded on the blade face is blown off, water to the rice strain afterwards.These rice strains are transplanted with rice transplanter.
After the transplanting, the rice strain is positioned under the normal condition.Evaluation is to the poisoning of rice strain.
According to the mode identical poisoning is estimated with embodiment 1.
Result of the test is shown in Table 2.
Table 2
Example of formulations 1
| Compound | Dosage (milligram ai/ root) | Poisoning (%) to paddy rice | |
| After using 21 days | After using 54 days | ||
| Thiophene fluorine bacterium amine (I)+daimuron (II) | 2+1.5 2+1 2+0.5 | 0 0 5 | 0 0 0 |
| Thiophene fluorine bacterium amine (I) | 2 | 50 | 30 |
| Daimuron (II) | 1.5 1 0.5 | 0 0 0 | 0 0 0 |
| The untreated control sub-district | - | 0 | ?0 |
25 parts of water are joined 10 parts of thiophene fluorine bacterium amine.7.5 in the mixture of part daimuron, 30 parts of bentonites (montmorillonite), 50 parts of talcums and 2.5 parts of lignosulphonates, and this mixture thoroughly mediated.With the mode granulation of the product of gained, form the particle of 10 to 40 order sizes with extruding granulator.Particle is dry under 40 to 50 ℃ temperature.
Example of formulations 2
25 parts of water are joined in the mixture of 10 parts of thiophene fluorine bacterium amine, 2 parts of daimurons, 30 parts of bentonites (montmorillonite), 56 parts of talcums and 2 parts of lignosulphonates, and this mixture is thoroughly mediated.With the mode granulation of the product of gained, form the particle of 10 to 40 order sizes with extruding granulator.Particle is dry under 40 to 50 ℃ temperature.
Example of formulations 3
10 parts of thiophene fluorine bacterium amine, 10 parts of daimurons, 30 parts of lignosulphonates, 15 parts of bentonites and 35 parts of burnt diatomite are thoroughly mixed with water.With the product of gained by pushing through the mode granulation of 0.3 millimeter sieve.After with this product drying, obtain granular water-dispersible agent.
Example of formulations 4
25 parts of water are joined in the mixture of 10 parts of thiophene fluorine bacterium amine, 5 parts of daimurons, 33 parts of bentonites (montmorillonite), 50 parts of talcums and 2 parts of lignosulphonates, and this mixture is thoroughly mediated.With the mode granulation of the product of gained, form the particle of 10 to 40 order sizes with extruding granulator.Particle is dry under 40 to 50 ℃ temperature.
Claims (7)
1. Fungicidal composition is characterized in that it comprises the combination of following active ingredients
A) 2 ' of following formula, 6 '-two bromo-2-methyl-4 '-trifluoromethoxy-4-Trifluoromethyl-1s, 3-thiazole-5-formyl (N-phenyl) amine
With
B) 1-of following formula (1-methyl isophthalic acid-phenethyl)-3-p-methylphenyl urea
The weight ratio of its Chinese style (I) reactive compound and formula (II) reactive compound is 1: 0.1～1: 3.
2. according to the composition of claim 1, it is characterized in that the weight ratio of formula (I) reactive compound and formula (II) reactive compound is 1: 0.5 to 1: 1.5.
3. the method for control fungi is characterized in that the active compound combinations according to claim 1 is applied to fungi and/or its dried rhizome of rehmannia of dwelling.
4. according to the method for claim 3, it is characterized in that active compound combinations is applied to the rice seedling bed.
5. the active compound combinations of claim 1 is used to prevent and treat the application of fungi.
6. the method for preparing Fungicidal composition is characterized in that the active compound combinations according to claim 1 is mixed with filler and/or surfactant.
7. the method for control fungi is characterized in that formula (I) reactive compound and formula (II) reactive compound are applied to fungi and/or its dried rhizome of rehmannia of dwelling successively, and the weight ratio of its Chinese style (I) reactive compound and formula (II) reactive compound is 1: 0.1～1: 3.
Applications Claiming Priority (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP13743897 | 1997-05-13 | ||
| JP137438/97 | 1997-05-13 | ||
| JP137438/1997 | 1997-05-13 | ||
| JP225622/97 | 1997-08-08 | ||
| JP22562297A JP4024352B2 (en) | 1997-05-13 | 1997-08-08 | Agricultural fungicide composition |
| JP225622/1997 | 1997-08-08 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1198887A CN1198887A (en) | 1998-11-18 |
| CN1121814C true CN1121814C (en) | 2003-09-24 |
Family
ID=26470751
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN98108413A Expired - Fee Related CN1121814C (en) | 1997-05-13 | 1998-05-12 | Fungicidal compositions |
Country Status (4)
| Country | Link |
|---|---|
| JP (1) | JP4024352B2 (en) |
| KR (1) | KR100488179B1 (en) |
| CN (1) | CN1121814C (en) |
| TW (1) | TW398958B (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0022786D0 (en) * | 2000-09-16 | 2000-11-01 | Johnson Matthey Plc | NOx-Trap composition |
| DE102004049041A1 (en) * | 2004-10-08 | 2006-04-13 | Bayer Cropscience Ag | Fungicidal drug combinations |
| CN102239852A (en) * | 2011-07-27 | 2011-11-16 | 南宁市德丰富化工有限责任公司 | Fungicide containing trifloxystrobin and thifluzamide |
-
1997
- 1997-08-08 JP JP22562297A patent/JP4024352B2/en not_active Expired - Lifetime
-
1998
- 1998-04-15 KR KR10-1998-0013507A patent/KR100488179B1/en not_active IP Right Cessation
- 1998-05-04 TW TW087106821A patent/TW398958B/en not_active IP Right Cessation
- 1998-05-12 CN CN98108413A patent/CN1121814C/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JP4024352B2 (en) | 2007-12-19 |
| TW398958B (en) | 2000-07-21 |
| KR19980086611A (en) | 1998-12-05 |
| JPH1129417A (en) | 1999-02-02 |
| KR100488179B1 (en) | 2005-07-18 |
| CN1198887A (en) | 1998-11-18 |
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