Active compound compositions with acaricidal properties

Abstract

The present invention relates to active compound compositions having acaricidal properties, comprising a compound of formula (I) as shown below and at least one active compound selected from component (B); said compositions having excellent acaricidal properties. Active compound compositions having acaricidal properties, comprising a compound of formula (I) and at least one active compound selected from component (B) of the following: (1) Bifenazate and / or (2) Clofentezine.

Description

Technical Field

[0001] The present invention relates to an active compound composition having acaricidal properties, comprising a compound of formula (I) shown below and at least one active compound selected from component (B); said composition having excellent acaricidal properties. Background Technology

[0002] The compound of formula (I) and its preparation method are known in WO2013157229A1, and its insecticidal activity has been described.

[0003]

[0004] However, the acaricidal efficacy of known compounds at low doses is not always satisfactory. Therefore, there is an urgent need for new active compound compositions with improved properties.

[0005] It has now been discovered that an active compound composition comprises a compound of formula (I) and at least one active compound selected from component (B) of the following:

[0006] (1) Bifenazate, a phenylhydrazine derivative known from WO93 / 10083

[0007] and / or

[0008] (2) Clofentezine, a mite growth inhibitor that affects chitin synthase 1.

[0009] A preferred embodiment involves a composition comprising a compound of formula (I) and biphenylhydrazine ester.

[0010] Another preferred embodiment involves a composition comprising a compound of formula (I) and tetradifon.

[0011] In particular, the active compound composition has very good acaricidal properties. Summary of the Invention

[0012] The purpose of this invention is to provide an active compound composition with acaricidal properties to address the above-mentioned shortcomings.

[0013] Surprisingly, the acaricidal efficacy of the active compound composition of the present invention is significantly higher than the sum of the efficacies of the individual active ingredients, exhibiting an unexpected and genuine synergistic effect, rather than merely a complementary / additive effect.

[0014] The active compound composition with acaricidal properties is achieved by the following technical solution:

[0015] An active compound composition with acaricidal properties comprises a compound of formula (I) and at least one active compound selected from component (B) of the following: bifenazate and / or clofentezine. The synergistic effect is particularly significant when the active compounds in the active compound composition of the present invention are present in a certain weight ratio. Typically, the compositions of the present invention comprise a compound of formula (I) and an active compound of component (B) in preferred, more preferred, and particularly preferred mixing ratios as described below, wherein the active compound of component (B) is selected from bifenazate and / or clofentezine.

[0016] The preferred mixing ratio of the compound of formula (I) and the active compound of component (B) is 100:1 to 1:100, for example 50:1 to 1:50, or 20:1 to 1:20.

[0017] A more preferred mixing ratio of the compound of formula (I) and the active compound of component (B) is 10:1 to 1:50, or 10:1 to 1:30, or 10:1 to 1:20, or even 5:1 to 1:20, or 1:1 to 1:20, or 1:1 to 1:10.

[0018] The active compound composition with acaricidal properties comprises a compound of formula (I) and biphenylhydrazine ester, wherein the weight ratio of the compound of formula (I) and biphenylhydrazine ester is 20:1 to 1:20.

[0019] The active compound composition with acaricidal properties comprises a compound of formula (I) and tetradifon, wherein the weight ratio of the compound of formula (I) and tetradifon is 10:1 to 1:10.

[0020] The present invention further relates to the use of the active compound compositions of the present invention having acaricidal properties in the prevention and / or treatment of pest infestations of plants, plant parts and / or their surrounding environment.

[0021] The active compound composition with acaricidal properties is used for the prevention and / or treatment of acaricide pests.

[0022] The active compound composition with acaricidal properties is used for the prevention and / or treatment of spider mite pests.

[0023] The active compound composition with acaricidal properties is used for the prevention and / or treatment of malariae pests.

[0024] The active compound composition with acaricidal properties is used for the prevention and / or treatment of pests of the Tardiidae family.

[0025] The active compound composition with acaricidal properties is used for the prevention and / or treatment of two-spotted spider mites, citrus psyllids, apple psyllids, cotton spider mites, and Kanzawa spider mites.

[0026] The active compound composition with acaricidal properties is used for the prevention and / or treatment of acaricides in citrus, pome, stone fruit, vegetables, cotton, soybeans, and grapes.

[0027] The active compound compositions of the present invention exhibit excellent activity, particularly against arachnid pests (Acari). They are also active against commonly susceptible and resistant species, as well as against all or single developmental stages.

[0028] The animal pests are particularly preferred to be from the order Acari, and more particularly from the families Eriophyidae, Tarsonemidae, and Tetranychidae.

[0029] Eriophyidae includes species such as the tomato gall mite, citrus gall mite, flexneri gall mite, peach silver foil gall mite, citrus bud gall mite, tulip gall mite, pear leaf rust mite, grape leaf rust mite, lychee gall mite, pear gall mite, black tea gall mite, tea gall mite, and citrus rust mite.

[0030] Tarsonemidae, for example, the tea tarsonemidae;

[0031] Tetranychidae family includes species such as the citrus short-haired mite, oval short-haired mite, Oswald short-haired mite, purple short-haired mite, hornbeam oriental spider mite, Wei's oriental spider mite, leaf walnut oriental spider mite, Yuma oriental spider mite, citrus red spider mite, elm red spider mite, cinnabar spider mite, Turkish red spider mite, hawthorn red spider mite, Kanzawa's spider mite, coffee small claw mite, holly small claw mite, Mexican small claw mite, avocado spider mite, avocado brown small claw mite, and cotton spider mite.

[0032] The present invention also relates to a method for controlling mite infestation of plants, plant parts and / or the surrounding environment by applying the active compound composition of the present invention to plants, plant parts and / or the surrounding environment.

[0033] The present invention also relates to the use of the active compound composition of the present invention for treating plants or parts thereof, said plants being selected from citrus, pome, stone fruit, tropical fruit, nuts, berries, vegetables, cotton, soybean, grape, tea, coffee, corn, rice and ornamental plants.

[0034] Examples of citrus fruits include oranges, lemons, grapefruits, and limes.

[0035] Examples of pome fruits include apples, loquats, and pears.

[0036] Vegetables include leafy vegetables such as kale, spinach, arugula, and lettuce; stem vegetables such as cabbage; flowering vegetables such as broccoli, cauliflower, artichoke, and purslane; shoot vegetables such as asparagus, bamboo shoots, potatoes, and sweet potatoes; root vegetables such as carrots, parsnip, beets, and radishes; bulb vegetables such as onions, garlic, and scallions; tomatoes, cucumbers, zucchini and squash, peppers (Solanaceae, eggplant; green beans and peas).

[0037] Examples of drupes include peaches, nectarines, plums, apricots, and cherries.

[0038] Examples of tropical fruits include bananas, dates, dragon fruit, durian, avocado, figs, guavas, jackfruit, kiwifruit, lychees, mangoes, mangosteens, passion fruit, papayas, pineapples, persimmons, pomegranates, rambutans, and star fruit.

[0039] Examples of nuts include hazelnuts, almonds, Brazil nuts, cashews, macadamia nuts, peanuts, pecans, pine nuts, pistachios, and walnuts.

[0040] Examples of berries include blackberries, blueberries, cranberries, gooseberries, grapes, raspberries, and strawberries.

[0041] Examples of ornamental plants include roses, chrysanthemums, and tulips.

[0042] Plants should be understood to refer to all stages of development, such as seeds, seedlings, young (immature) plants, and mature plants.

[0043] Plant parts should be understood to mean all parts and organs of a plant, both above and below ground, such as buds, leaves, flowers, and roots. Examples given include leaves, needles, stems, trunks, flowers, fruiting bodies, fruits, and seeds, as well as tubers, roots, and rhizomes. Plant parts also include harvested plants or harvested plant parts, as well as asexual and sexual propagation materials, such as seedlings, tubers, rhizomes, cuttings, and seeds.

[0044] The acaricidal active compound composition of the present invention has a significantly higher acaricidal efficacy than the sum of the efficacies of each active ingredient, exhibiting an unpredictable and genuine synergistic effect, rather than merely a complementary / additive effect. Detailed Implementation

[0045] The present invention will be further described below with reference to specific embodiments:

[0046] preparation

[0047] The present invention also relates to formulations comprising the active compound composition of the present invention as pesticides. Conventional formulation forms include, for example, emulsion concentrates (EC), water-soluble liquids (SL), emulsions in water (EW), suspension concentrates (SC, SE, FS, OD), water-dispersible granules (WG), granules (GR), and capsule concentrates (CS);

[0048] These formulations preferably contain adjuvants, such as one or more inert fillers and / or surfactants. The adjuvants used impart certain physical, technical and / or biological properties to the formulations of the active compound compositions of the present invention.

[0049] Suitable inert fillers are known in the art and are commercially available.

[0050] Examples of suitable liquid inert materials are aromatic hydrocarbons, such as xylene and toluene; aliphatic hydrocarbons, such as cyclohexane, alkanes, petroleum fractions, mineral oils, and vegetable oils; alcohols, such as isopropanol, butanol, or ethylene glycol, and their ethers and esters; ketones, such as methyl ethyl ketone, methyl isobutyl ketone, or cyclohexanone; strongly polar solvents, such as dimethyl sulfoxide; carbonates, such as propylene carbonate, butyl carbonate, diethyl carbonate, or dibutyl carbonate; and water.

[0051] Examples of suitable solid inert materials include kaolin, clay, talc, chalk, quartz, palygorskite, montmorillonite or diatomaceous earth, finely dispersed silica, alumina and natural or synthetic silicates; resins; waxes and / or solid fertilizers.

[0052] Suitable surfactants include emulsifiers and / or foaming agents, dispersants, or wetting agents with ionic or nonionic properties. Examples include polyacrylates; lignin sulfonates; phenol sulfonates or naphthalene sulfonates; condensates of ethylene oxide with fatty alcohols or fatty acids or fatty amines, substituted phenols (preferably alkylphenols or arylphenols); salts of sulfosuccinates; taurine derivatives (preferably alkyl taurine esters); hydroxyethyl sulfonate derivatives; phosphate esters of polyethoxylated alcohols or phenols; fatty acid esters of polyols; and derivatives of compounds containing sulfate, sulfonate, and phosphate groups, such as alkylaryl polyethylene glycol ethers, alkyl sulfonates, alkyl sulfates, and aryl sulfonates.

[0053] Optionally, the formulation may contain other adjuvants, such as fragrances, protective colloids, binders, thickeners, thixotropic agents, penetrants, stabilizers, chelating agents, humectants, and spreading agents.

[0054] The formulation preferably comprises 1% to 98% by weight of the active compound composition of the present invention, or particularly preferably 5% to 80% by weight, and more preferably 10% to 60% by weight, based on the weight of the formulation.

[0055] The formulation can be prepared in a known manner, for example by mixing the active compound composition of the present invention with an adjuvant such as a liquid carrier, a solid carrier, and / or other adjuvants (e.g., surfactants). The formulation is prepared in a suitable device or before or during application.

[0056] Crop protection

[0057] Compound (I) and component (B) can be applied in any desired order, in any combination, consecutively or simultaneously. Additionally, in cases where compound (I) and component (B) are applied simultaneously, they can be applied as a composition comprising compound (I) and component (B). Compound (I) and component (B) can be obtained as, for example, a premixed, concentrated, or formulation mixture of a single formulation compound (or product); compound (I) and component (B) can also be used in tank-mix, ready-to-use, spray, or slurry form.

[0058] The present invention also relates to a method for controlling mite infestation of plants, plant parts and / or the surrounding environment by applying the active compound composition of the present invention to plants, plant parts and / or the surrounding environment.

[0059] Treatment of plants and plant parts with the active compound composition of the present invention is carried out directly or by applying it to the surrounding environment using conventional treatment methods. These conventional treatment methods include, for example, impregnation, spraying, atomization, irrigation, evaporation, dusting, misting, sowing, foaming, coating, spreading, injection, watering, and drip irrigation.

[0060] Efficacy formula of the combination of two compounds

[0061] The expected efficacy of the given two-compound combination was calculated as follows (see Colby, SR, “Calculating Synergistic and antagonistic Responses of Herbicide Combinations”, Weeds 15, pp. 20-22, 1967):

[0062] if

[0063] X represents the efficacy of test compound A at a concentration of m ppm or mg / ha, expressed as a percentage of the untreated control group.

[0064] Y represents the efficacy of test compound B at a concentration of n ppm or ng / ha, expressed as a percentage of the untreated control group.

[0065] E represents the efficacy of a mixture of A and B, measured in ppm or ng / ha of m and n, as a percentage of the untreated control group.

[0066] but

[0067] E = X + Y (X * Y / 100)

[0068] If the observed efficacy of the composition is higher than the efficacy calculated as "E", then the composition has a synergistic effect in killing.

[0069] Example A: Acaricide Test Against Two-spotted Tetranychus

[0070] The technical grade compounds of formula (I), tetradifon, and bifenazate were dissolved in solvents to prepare single-agent stock solutions, which were then diluted with an aqueous solution containing 0.1% Tween-80 to the required concentration.

[0071] Healthy, active female adult mites of uniform size were selected for testing. Healthy, intact, and uniformly sized cotton leaves were used. The cotton leaves were punched into leaf discs with a diameter of 2 cm using a perforator. A moist sponge block was placed in the petri dish, followed by filter paper, and then leaf butterflies. Adult two-spotted spider mites were inoculated. Twenty female adult mites were inoculated onto each leaf disc.

[0072] The cotton leaves were treated using a POTTER spray tower. The spray volume per treatment was 2 ml. After treatment, the cotton leaves were placed at a temperature of (25±1)°C. o C. The mites were cultured in a constant-temperature room with a relative humidity of (70±10)% and a light ratio of L:D of 16:8. Each treatment was repeated three times. Adult mite mortality was observed after 2 days. The legs and mouthparts of the mites were touched with the tip of a small paintbrush; those without a reaction were considered dead. Water containing solvent and emulsifier served as a control.

[0073] The spider mite reduction rate and control effect of each treatment were calculated using the following formula:

[0074] Mite reduction rate (%) = (Number of live mites before application - Number of live mites after application) / Number of live mites before application * 100

[0075] Control efficacy (%) = (Reduction rate of live mites in the treated area - Reduction rate of live mites in the control area) / (100 - Reduction rate of live mites in the control area) * 100

[0076] Furthermore, the theoretical control effect (%) can be calculated using the Colby formula. When the actual control effect (%) is higher than the theoretical control effect (%), the composition of the present invention has a synergistic effect.

[0077] Table 1

[0078]

[0079] The excellent protective efficacy of the active compound compositions of the present invention is clearly evident from the examples in Table 1 above. Although the protective efficacy of individual active substances is weak, the compositions exhibit efficacy exceeding the sum of the individual effects. A synergistic effect exists when the effect of the active compound composition is greater than the sum of the protective effects of individually applied active compounds.

Claims

1. An active compound composition with acaricidal properties, characterized in that, The active component is a compound of formula (I) ， And an active compound selected from component (B) of the following: Bifenazate or Clofentezine; The weight ratio of the compound of formula (I) to the active compound of component (B) is 20:1 to 1:

20.

2. The active compound composition with acaricidal properties according to claim 1, characterized in that, The active compound composition comprises a compound of formula (I) and tetradifon, wherein the weight ratio of the compound of formula (I) to tetradifon is 10:1 to 1:

10.

3. The use of the active compound composition with acaricidal properties as described in claim 1 for the prevention and / or treatment of spider mite pests.

4. The use according to claim 3, wherein the active compound composition having acaricidal properties is used for the prevention and / or treatment of two-spotted spider mites, citrus red spider mites, apple red spider mites, cotton spider mites, and Kanzawa spider mites.

5. The use according to claim 3, wherein the active compound composition with acaricidal properties is used for the prevention and / or treatment of spider mite pests in citrus, pome, stone fruit, vegetables, cotton, soybean, and grape.

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