WO2011030094A2 - Mélanges fongicides - Google Patents
Mélanges fongicides Download PDFInfo
- Publication number
- WO2011030094A2 WO2011030094A2 PCT/GB2010/001685 GB2010001685W WO2011030094A2 WO 2011030094 A2 WO2011030094 A2 WO 2011030094A2 GB 2010001685 W GB2010001685 W GB 2010001685W WO 2011030094 A2 WO2011030094 A2 WO 2011030094A2
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- WO
- WIPO (PCT)
- Prior art keywords
- fungicide
- composition according
- plants
- salt
- composition
- Prior art date
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Classifications
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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
- 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
- A01N47/40—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 a double or triple bond to nitrogen, e.g. cyanates, cyanamides
- A01N47/42—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 a double or triple bond to nitrogen, e.g. cyanates, cyanamides containing —N=CX2 groups, e.g. isothiourea
- A01N47/44—Guanidine; Derivatives thereof
Definitions
- the present invention relates to agrochemical compositions comprising fungicides.
- the invention also relates to the preparation of the compositions, and the use of the compositions in agriculture or horticulture for preventing infestation of plants, harvested food crops, seeds or non living materials, by phytopathogenic micro-organisms, particularly fungi.
- PB polymeric biguanide
- specific fungicides provide a fungicidal effect significantly greater than that expected merely from the combination of the individual components.
- composition comprising a PB or salt thereof and a fungicide selected from the group consisting of a phenyl amide (acylalanine) fungicide, a strobilurin fungicide, Mandipropamid, a triazole fungicide, bion, cyprodinil and a carboxamide (SDHI inhibitor) fungicide.
- a fungicide selected from the group consisting of a phenyl amide (acylalanine) fungicide, a strobilurin fungicide, Mandipropamid, a triazole fungicide, bion, cyprodinil and a carboxamide (SDHI inhibitor) fungicide.
- PB polymeric biguanide or a salt thereof, which is in its free base form has a recurring polymer unit represented by the formula:
- X and Y which may be the same or different, represent bridging groups - (CH 2 ) n and (CH 2 )m respectively, n and m having values from 3 to 12, or X and Y represent other bridging groups in which, taken together, the total number of carbon atoms directly interposed (as defined herein) between the pairs of nitrogen atoms linked by X and Y is from 10 to 16, and wherein the polymeric biguanide comprises a mixture of polymers in which the individual polymer chains are of different lengths, the number of individual polymer units:
- R is hydrogen or a substituted or unsubstituted aliphatic, cycloaliphatic, araliphatic or aromatic hydrocarbon radical containing from 1 to 18 carbon atoms and R 2 is a substituted or unsubstituted aliphatic, cycloaliphatic, araliphatic or aromatic hydrocarbon radical containing from 1 to 18 carbon atoms.
- the PB may be a polymeric biguanide or a salt thereof which, in its free base form, has a recurring polymer unit represented by the formula:
- X and Y are hexamethylene, hereinafter "PHMB”.
- compositions can be used in the agricultural sector and related fields of use e.g. as a combined active ingredient for controlling plant pests or on non-living materials for control of spoilage microorganisms or organisms potentially harmful to man.
- the compositions are distinguished by excellent activity at low rates of application, by being well tolerated by plants and by being environmentally safe. They may exhibit useful curative, preventive and systemic properties and may be used for protecting numerous cultivated plants.
- the compositions can be used to inhibit or destroy the pests that occur on plants or parts of plants (fruit, blossoms, leaves, stems, tubers, roots) of different crops of useful plants, while at the same time protecting also those parts of the plants that grow later e.g. from phytopathogenic microorganisms.
- phenylamide fungicide is preferably Metalaxyl, Benalaxyl or
- Mefenoxam is also known as Metalaxyl M and is a Metalaxyl preparation enriched in the R enantiomer, which inter alia exhibits improved soil degradation characteristics in comparison with the racemate.
- Metalaxyl is known from the fourteenth edition of the Pesticide Manual, under entry 535, Metalaxyl M (Mefenoxam) from entry 536 and Benalaxyl from entry 56.
- the PHMB is preferably in the form of a salt, in particular the salt of an organic acid. Whilst many salts are contemplated, in particular the benzoate, oleate and citrate salts are preferred.
- the PHMB and fungicide present in the composition preferably exhibit a synergistic effect with respect to each other - meaning that for a given degree of fungal control less active ingredient needs to be employed - which provides the farmer with advantages in terms of lower costs and ease of application but is also less of an environmental burden.
- the present inventive compositions may also contain other active ingredients, for example, other fungicides, insecticides, herbicides, plant growth regulators, nematicides and/or acaricides, as are all well know to the skilled man.
- the present invention also includes a method of controlling plant pathogens comprising application to a plant or a locus of the pathogen the present inventive compositions comprising a PB and selected fungicide.
- the invention also includes the use of a PB; particularly a PHMB or a salt thereof, or a fungicide selected from the group consisting of a phenyl amide (acylalanine) fungicide, a strobilurin fungicide, Mandipropamid, a triazole fungicide, bion, cyprodinil and a carboxamide (SDHI inhibitor) fungicide in the preparation of the present inventive compositions.
- a PB particularly a PHMB or a salt thereof
- a fungicide selected from the group consisting of a phenyl amide (acylalanine) fungicide, a strobilurin fungicide, Mandipropamid, a triazole fungicide, bion, cyprodinil and a carboxamide (SDHI inhibitor) fungicide in the preparation of the present inventive compositions.
- the PB is a PHMB and/or the fungicide is a phenylamide (acylalanine) fungicide.
- compositions as dressing agents for the treatment of plant propagation material, e.g., seed, such as fruits, tubers or grains, or plant cuttings (for example rice), for the protection against fungal infections as well as against phytopathogenic fungi occurring in the soil.
- plant propagation material e.g., seed, such as fruits, tubers or grains, or plant cuttings (for example rice)
- the propagation material can be treated with a composition before planting: seed, for example, can be dressed before being sown.
- the compositions according to the invention can also be applied to grains (coating), either by impregnating the seeds in a liquid formulation or by coating them with a solid formulation.
- the compositions can also be applied to the planting site when the propagation material is being planted, for example, to the seed furrow during sowing.
- the invention relates also to such methods of treating plant propagation material and to the plant propagation material so treated.
- compositions according to present invention can be used for controlling fungi in related areas, for example in the protection of technical materials, including wood and wood related technical products, in food storage, and in hygiene
- target crops and/or useful plants to be protected by the present inventive compositions typically comprise the following species of plants: cereal (wheat, barley, rye, oat, rice, maize, sorghum and related species); beet (sugar beet and fodder beet); pomes, drupes and soft fruit (apples, pears, plums, peaches, almonds, cherries, strawberries, raspberries and blackberries); leguminous plants (beans, lentils, peas, soybeans); oil plants (rape, mustard, poppy, olives, sunflowers, coconut, castor oil plants, cocoa beans, groundnuts); cucumber plants (pumpkins, cucumbers, melons); fibre plants (cotton, flax, hemp, jute); citrus fruit (oranges, lemons, grapefruit, mandarins); vegetables (spinach, lettuce, asparagus,
- the useful plants and / or target crops in accordance with the invention include conventional as well as genetically enhanced (for example herbicide and/or insecticide resistant) or engineered varieties.
- locus of a plant as used herein is intended to embrace the place at which the plants are growing, where the plant propagation materials of the plants are sown or where the plant propagation materials of the plants will be placed into the soil.
- An example for such a locus is a field, in which crop plants are growing.
- plant propagation material is understood to denote generative parts of the plant, such as seeds, which can be used for the multiplication of the latter, and vegetative material, such as cuttings or tubers, for example potatoes. There may be mentioned for example seeds (in the strict sense), roots, fruits, tubers, bulbs, rhizomes and parts of plants. Germinated plants and young plants which are to be transplanted after germination or after emergence from the soil, may also be mentioned. These young plants may be protected before transplantation by a total or partial treatment by immersion. Preferably "plant propagation material” is understood to denote seeds.
- the compositions of the invention may be used in unmodified form or, preferably, together with the adjuvants conventionally employed in the art of formulation. To this end they may be conveniently formulated in known manner as emulsifiable
- compositions concentrates, coatable pastes, directly sprayable or dilutable solutions or suspensions, dilute emulsions, wettable powders, soluble powders, dusts, granulates, and also encapsulations e.g. in polymeric substances.
- the methods of application such as spraying, atomising, dusting, scattering, coating or pouring, are chosen in accordance with the intended objectives and the prevailing circumstances.
- the compositions may also contain further adjuvants such as stabilizers, antifoams, viscosity regulators, binders or tackifiers as well as fertilizers, micronutrient donors or other formulations for obtaining special effects.
- Suitable carriers and adjuvants can be solid or liquid and are substances useful in formulation technology, e.g. natural or regenerated mineral substances, solvents, dispersants, wetting agents, tackifiers, thickeners, binders or fertilizers.
- Such carriers are for example described in WO 97/33890.
- compositions can be applied to the crop area or plant to be treated, simultaneously or in succession with further compounds.
- further compounds can be e.g.
- fertilizers or micronutrient donors or other preparations which influence the growth of plants. They can also be selective herbicides or non-selective herbicides as well as insecticides, fungicides, bactericides, nematicides, molluscicides or mixtures of several of these preparations, if desired together with further carriers, surfactants or application promoting adjuvants customarily employed in the art of formulation.
- Said fungicidal compositions for controlling or protecting against phytopathogenic microorganisms, and at least one of the above-mentioned adjuvants can be mixed with other fungicides.
- Mixing components which are particularly preferred are: azoles, pyrimidinyl carbinoles, morpholies, anilinopyrimidines, pyrroles, phenylamides, benzimidazoles, dicarboximides, carboamides, strobilurines, dithiocarbamates, n- halomethylthiotetrahydrophthalimides, copper-compounds, nitrophenol-derivatives, organo-phosphorus-derivates, and triazolopyrimidine derivatives.
- controlling or preventing means reducing infestation by phytopathogenic or spoilage microorganisms or organisms potentially harmful to man, especially fungal organisms, to such a level that an improvement is demonstrated.
- a preferred method of controlling or preventing an infestation of crop plants by phytopathogenic microorganisms, especially fungal organisms, which comprises the application of the present inventive compositions is foliar application.
- the frequency of application and the rate of application will depend on the risk of infestation by the corresponding pathogen.
- the compositions can also penetrate the plant through the roots via the soil (systemic action) by drenching the locus of the plant with a liquid formu ⁇ ation, or by applying the compounds in solid form to the soil, e.g. in granular form (soil application). In crops of water rice such granulates can be applied to the flooded rice field.
- the compositions may also be applied to seeds (coating) by impregnating the seeds or tubers either with a liquid formulation of the fungicide or coating them with a solid formulation.
- the agrochemical formulations and/or compositions will usually contain from 0.1 to 99% by weight, preferably from 0.1 to 95% by weight, of the fungicidal constituents, 99.9 to 1 % by weight, preferably 99.8 to 5% by weight, of a solid or liquid adjuvant, and from 0 to 25% by weight, preferably from 0.1 to 25% by weight, of a surfactant.
- Advantageous rates of application may be from 5g to 2kg of active ingredient (a.i.) per hectare (ha), preferably from 10g to 1 kg a.i. /ha, most preferably from 20g to
- 600g a.i./ha When used as seed drenching agent, convenient dosages are from 10mg to 1 g of active substance per kg of seeds.
- Plant growth and selection 2 week old tomato (var. Outdoor Girl) plants were grown in 1.5 inch diameter mini pots in John Innes potting compost No. 3 (50:50 peat:No.3), in a controlled environment room (day time temperature 21°C 60% Relative Humidity; night time temperature 17°C 95% Relative Humidity; 16 hours day length; l OOumol). Plants of similar size, with the first true leaves nearly fully expanded were selected for use in each test (approx 2 weeks post sowing).
- Pathogen production Sporangia of Phytophthora infestans were produced on tomato leaves. Tomato plants var 'Ailsa Craig' were grown in 5 inch diameter pots and the lower leaves from 6 week old plants were utilised. Leaves were laid in plastic seed trays, abaxial surface upwards, on damp blotting paper, and sprayed with a sporangial suspension at 750 sporangia per ml, using a Devilbiss hand held spray gun at 10psi until fine droplets formed. The trays were placed into thick gauge clear plastic bags and sealed.
- Test design Each synergy experiment consisted of the following treatments: untreated inoculated controls (sprayed with de-ionised water alone); five rates each of PHMB salt- only and partner compound-only treatments (solo treatments); and 19 treatments comprising mixtures of PHMB and the partner compound at these rates in different combinations. The combinations were created to give five different ratios of PHMB-salt to partner compound, applied at different rates (Fig. 1 ). 7 replicate plants were used for each treatment (28 for untreated, inoculated controls).
- the compounds and mixtures were applied to the first true leaves of the plants to maximum retention, using an air-pressure powered hand held Devilbiss spray-gun, set to 10psi. After application, the plants were left to dry, randomised, and then incubated in a controlled environment room (day time temperature 21°C 60% Relative Humidity; night time temperature 17°C 95% Relative Humidity; 16 hours day length; l OOpmol) at 17°C overnight.
- sporangia of Phytophthora infestans isolated number K3067
- de-ionised water at a concentration of 500 sporangia/ml.
- inoculum was applied to maximum retention using a spray-gun at 10psi. Plants were placed overnight in darkness at 100% relative humidity and 22°C to encourage spore germination, and after 24 hours were returned to the controlled environment room (day time temperature 21°C 60% Relative Humidity; night time temperature 17°C 95% Relative Humidity; 16 hours day length; 100 ⁇ ) for a further four days until assessment.
- the percentage disease coverage (percentage of the leaf area covered by disease lesions) was assessed as an average for both of the first two true leaves of each plant, 4-5 days after inoculation. Two independent assessments were made, and mean values for the two assessments were used to generate the values for synergy calculations. The percentage disease coverage was converted to a % disease coverage relative to control (PRCO) by comparing to the disease levels obtained to the untreated, inoculated control plants. Synergistic action was determined by use of the Colby formula + P 2 - ([Pi x ⁇ ⁇ ] / 100), Pi and P 2 being the scores for the compound-only treatments at the appropriate rates).
- PHMB-Benzoate and mefenoxam Comparison of observed and expected (as calculated using the Colby formula) levels of disease control demonstrate that synergistic action has occurred between PHMB-Benzoate and mefenoxam.
- Table 1 synergy was apparent in every mixture rate involving Mefenoxam at 0.44ppm or less. It is likely that synergy was obscured at higher rates because of the greater than anticipated disease control on the Mefenoxam-only control treatments at 1.0 and 0.67ppm.
- Table 1 Summary of results for the PHMB Benzoate-Mefenoxam synergy test.
- PHMB Citrate and Mefenoxam Synergistic action was also observed in testing with PHMB-Citrate and mefenoxam (Table 2). In this case, the level of disease control observed in the test was lower throughout, resulting in lower 'expected' scores via the Colby formula. This allowed clear synergy to be observed across all mixture rates and ratios.
- Table 2 Summary of results for the PH B Citrate- efenoxam synergy test.
- Plant growth and selection 2 week old tomato (var. Outdoor Girl) plants were grown as indicated above.
- Pathogen production Sporangia of Phytophthora infestans were produced as indicated above.
- Test design Each synergy experiment consisted of the following treatments: untreated inoculated controls; five rates each of PHMB-only and mefenoxam-only treatments (solo treatments); and 19 treatments comprising mixtures of PHMB and mefenoxam at these rates in different combinations. The combinations were created to give five different ratios of PHMB to partner compound, applied at different rates (Fig. 2). 7 replicate plants were used for each treatment (28 for untreated, inoculated controls).
- PHMB free base was dissolved in methanol and mefenoxam in acetone to give l OOOppm stock solutions, and treatment solutions (solo and mixtures) were produced from these stock solutions diluted in de-ionised water to give the desired rates (the pH of the water was checked before use to ensure that it was not acidic, and that the PHMB free base would not be forming salts within the treatment formulation).
- the rates of the solo treatments were selected as the rates required to produce an anticipated level of disease control spanning 60-30%, based on prior experiments and siting tests.
- the compounds and mixtures were applied to the first true leaves of the plants to maximum retention, using an air-pressure powered hand held Devilbiss spray-gun, set to 10psi. After application, the plants were left to dry, randomised, and then incubated in the dark in a controlled environment room at 17°C overnight. One day after chemical application, the plants were inoculated with sporangia of Phytophthora infestans (isolate number K3067), in de-ionised water at a concentration of 500 sporangia/ml. As with the chemical application, inoculum was applied to maximum retention using a spray-gun at 10psi. Plants were placed overnight in darkness at 100% relative humidity and 22°C to encourage spore germination, and after 24 hours were returned to the a 21 °C controlled environment room for a further four days until assessment.
- the percentage disease coverage (percentage of the leaf area covered by disease lesions) was assessed as an average for both of the first two true leaves of each plant, 5 days after inoculation. Two independent assessments were made. The percentage disease coverage was converted to percent disease coverage relative to control (PRCO) by comparing to the disease levels obtained to the untreated, inoculated control plants.
- PRCO percent disease coverage relative to control
- Table 3 Summary of results for the PH B free base-mefenoxam synergy test.
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- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
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- General Health & Medical Sciences (AREA)
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Abstract
L'invention porte sur une composition comprenant un biguanide polymère (PB) ou un sel de celui-ci et un fongicide choisi dans le groupe constitué par un fongicide phénylamide (acylalanine), un fongicide strobilurine, le mandipropamide, un fongicide triazole, le bion, le cyprodinil et un fongicide carboxamide (inhibiteur de SDHI).
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
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GB0915759A GB0915759D0 (en) | 2009-09-09 | 2009-09-09 | Puzzle board |
GB0915759.9 | 2009-09-09 | ||
GBGB1006684.3A GB201006684D0 (en) | 2010-04-21 | 2010-04-21 | Improvements in or relating to organic compounds |
GB1006684.3 | 2010-04-21 |
Publications (2)
Publication Number | Publication Date |
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WO2011030094A2 true WO2011030094A2 (fr) | 2011-03-17 |
WO2011030094A3 WO2011030094A3 (fr) | 2011-10-27 |
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ID=43598444
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Application Number | Title | Priority Date | Filing Date |
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PCT/GB2010/001685 WO2011030094A2 (fr) | 2009-09-09 | 2010-09-06 | Mélanges fongicides |
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WO (1) | WO2011030094A2 (fr) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8080636B2 (en) | 2000-06-06 | 2011-12-20 | Bristol-Myers Squibb Company | BSL3 antibodies |
CN103202300A (zh) * | 2013-05-06 | 2013-07-17 | 青岛奥迪斯生物科技有限公司 | 一种含有氰烯菌酯与乙嘧酚磺酸酯的杀菌组合物 |
CN103210936A (zh) * | 2013-03-14 | 2013-07-24 | 河北省农林科学院植物保护研究所 | 一种杀菌组合物及其用途 |
CN103798258A (zh) * | 2013-03-14 | 2014-05-21 | 河北省农林科学院植物保护研究所 | 一种杀菌组合物及其用途 |
CN103975943A (zh) * | 2013-05-07 | 2014-08-13 | 江苏辉丰农化股份有限公司 | 具有增效作用的杀菌组合物 |
Citations (1)
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WO1997033890A1 (fr) | 1996-03-11 | 1997-09-18 | Novartis Ag | Derives de pyrimidine-4-one utilises comme pesticide |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
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DE4001117A1 (de) * | 1990-01-17 | 1991-07-18 | Bayer Ag | Fungizide wirkstoffkombinationen |
-
2010
- 2010-09-06 WO PCT/GB2010/001685 patent/WO2011030094A2/fr active Application Filing
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
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WO1997033890A1 (fr) | 1996-03-11 | 1997-09-18 | Novartis Ag | Derives de pyrimidine-4-one utilises comme pesticide |
Cited By (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8080636B2 (en) | 2000-06-06 | 2011-12-20 | Bristol-Myers Squibb Company | BSL3 antibodies |
US10400023B2 (en) | 2000-06-06 | 2019-09-03 | Bristol-Myers Squibb Company | B7-related nucleic acids and polypeptides useful for immunomodulation |
CN103210936A (zh) * | 2013-03-14 | 2013-07-24 | 河北省农林科学院植物保护研究所 | 一种杀菌组合物及其用途 |
CN103798258A (zh) * | 2013-03-14 | 2014-05-21 | 河北省农林科学院植物保护研究所 | 一种杀菌组合物及其用途 |
CN103202300A (zh) * | 2013-05-06 | 2013-07-17 | 青岛奥迪斯生物科技有限公司 | 一种含有氰烯菌酯与乙嘧酚磺酸酯的杀菌组合物 |
CN103975942A (zh) * | 2013-05-07 | 2014-08-13 | 江苏辉丰农化股份有限公司 | 具有增效作用的杀菌组合物 |
CN103975944A (zh) * | 2013-05-07 | 2014-08-13 | 江苏辉丰农化股份有限公司 | 具有增效作用的杀菌组合物 |
WO2014180020A1 (fr) * | 2013-05-07 | 2014-11-13 | 江苏辉丰农化股份有限公司 | Composition de stérilisation à synergisme |
CN103975943B (zh) * | 2013-05-07 | 2015-08-26 | 江苏辉丰农化股份有限公司 | 具有增效作用的杀菌组合物 |
EP2995200A4 (fr) * | 2013-05-07 | 2017-02-08 | Jiangsu Huifeng Agrochemical Co., Ltd. | Composition de stérilisation à synergisme |
AU2013388780B2 (en) * | 2013-05-07 | 2017-03-30 | Adama Huifeng (Jiangsu) Ltd. | Sterilization composition with synergism |
EA028248B1 (ru) * | 2013-05-07 | 2017-10-31 | Цзянсу Хойфын Агрокемикал Ко., Лтд. | Фунгицидный состав синергетического действия |
US9867373B2 (en) | 2013-05-07 | 2018-01-16 | Jiangsu Huifeng Agrochemical Co., Ltd. | Fungicidal composition having synergistic effect |
CN103975943A (zh) * | 2013-05-07 | 2014-08-13 | 江苏辉丰农化股份有限公司 | 具有增效作用的杀菌组合物 |
EP3566579A3 (fr) * | 2013-05-07 | 2020-01-08 | Jiangsu Huifeng Agrochemical Co., Ltd. | Composition fongicide ayant un effet synergique |
Also Published As
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WO2011030094A3 (fr) | 2011-10-27 |
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