WO2019179310A1

WO2019179310A1 - Fungicidal compositions having carbendazim and tebuconazole and methods for using such compositions

Info

Publication number: WO2019179310A1
Application number: PCT/CN2019/077086
Authority: WO
Inventors: James Timothy Bristow
Original assignee: Jiangsu Rotam Chemistry Co., Ltd
Priority date: 2018-03-22
Filing date: 2019-03-06
Publication date: 2019-09-26
Also published as: CN112236038A

Abstract

A pesticide composition comprising a diol compound, xanthan gum, carbendazim and tebuconazole is provided. A method for protecting a plant from fungal infestation or for treating a plant already having fungal infestation comprising applying the pesticide composition to such a plant, plant parts, and their surroundings is also provided.

Description

FUNGICIDAL COMPOSITIONS HAVING CARBENDAZIM AND TEBUCONAZOLE AND METHODS FOR USING SUCH COMPOSITIONS

CROSS REFERENCE TO RELATED APPLICATIONS

This application claims the priority of IN Patent Application No. 201821010551, filed on March 22, 2018 and titled with “FUNGICIDAL COMPOSITIONS HAVING CARBENDAZIM AND TEBUCONAZOLE AND METHODS FOR USING SUCH COMPOSITIONS” , and the disclosures of which are hereby incorporated by reference.

FIELD

This invention relates to a fungicidal composition having carbendazim and tebuconazole, and methods for using such compositions.

BACKGROUND

Many agricultural pesticides, including insecticides, fungicides, herbicides, miticides and plant growth regulators, are formulated as suspension concentrates. The liquid compositions typically comprises one or more adjuvants intended to improve one or more properties of the composition, such as storage stability, ease of handling, pesticide efficacy against target organisms.

Chemical control is an important way for preventing and treating fungal infestations in agriculture. However, current chemicals show unsatisfactory effects to certain kinds of fungal diseases. Furthermore, many fungal diseases have developed resistance to commonly used pesticides due to a long term use of the pesticides. Therefore, there is an urgent need to develop new methods and pesticide composition containing them to control these diseases.

Carbendazim belongs to benzimidazoles. Benzimidazoles are a class of systemic fungicides exhibiting both protective and curative actions. The benzimidazoles are absorbed through the leaves and roots of the plant, with translocation principally acropetally, and function by inhibition of the beta-tubulin assembly. Tebuconazole is effective in controlling fungal infestations by inhibiting one specific enzyme, C14-demethylase, which plays a role in sterol production. Sterols, such as ergosterol, are needed for membrane structure and function, making them essential for the development of functional cell walls by the fungi.

The combination of the two pesticides are used in the prior art. However, there is still a risk of development of resistant subpopulations and the efficacy is still not so satisfied.

Therefore, there is a continuing interest in seeking a pesticide composition that exhibits improved properties.

SUMMARY

The inventor found surprisingly that the adjuvant combination of a diol compound and xanthan gum can increase greatly and significantly the efficacy of the active ingredient combination of carbendazim and tebuconazole.

In a first aspect, the present invention is directed to an adjuvant composition comprising,

(a) one or more diol compounds of formula (I)

wherein R1 and R2 are independently selected from the group consisting of H and a (C1-C20) alkyl, and

(b) xanthan gum.

In a second aspect, the present invention is directed to a pesticide composition, comprising:

(a) one or more diol compounds of formula (I)

wherein R1 and R2 are independently selected from the group consisting of H and a (C1-C20) alkyl,

(b) xanthan gum,

(c) an effective amount of carbendazim, and

(d) an effective amount of tebuconazole.

In a third aspect, the present invention is directed to a method for protecting a plant from fungal infestation or for treating a plant already having fungal infestations, comprising applying the above described pesticide composition to such a plant, plant parts and/or their surroundings. In some preferred embodiments, the plant is a crop.

"Plant" as used herein, refers to all plant and plant populations such as desired and undesired wild plants or crop plants.

"Plant parts" as used herein, refers to all parts and organs of plants, such as shoot, leaves, needles, stalks, stems, fruit bodies, fruits, seeds, roots, tubers and rhizomes. Harvested materials, and vegetative and generative propagation materials, for example, cutting, tubers, meristem tissue, rhizomes, offsets, seeds, single and multiple plant cells and any other plant tissues, are also included.

The word “surroundings” refers to the place on which the plants are growing, the place on which the plant propagation materials of the plants are sown or the place on which the plant propagation materials of the plants will be sown.

DETAILED DESCRIPTION

As used herein, the terminology "alkyl"is to be understood as a straight-chain or branched hydrocarbon radical which is substituted or unsubstituted, preferably having 1, 2, 3…, 19, and 20 carbon atoms, for example methyl, ethyl, propyl, isopropyl, 1-butyl, 2-butyl, 2-methylpropyl and tert-butyl radicals. Correspondingly, alkyl radicals having a greater range of carbon atoms are to be understood as straight-chain or branched saturated hydrocarbon radicals which contain a number of carbon atoms which corresponds to this range.

Diol compounds are generally known compounds. In one embodiment, the diol compounds having a formula (I) :

in which R1 and R2 are independently selected from the group consisting of H and a (C1-C20) alkyl, wherein the C1-C20 alkyl may be unsubstituted or substituted.

In some preferred embodiments, R1, R2 are independently H or (C1-C10) alkyl, each of which is unsubstituted. More preferably, R1 and R2 are H or (C1-C5) alkyl, each of which is unsubstituted. Most preferably, R1 is CH ₃ and R2 is H. Compounds with unsubstituted R1 and R2 are preferred.

Preferably, the number of carbon in R1 and R2 is not the same. The total number of carbon in R1 and R2 is ranged from 0 to 20, preferably ranged from 0 to 10, more preferably ranged from 0 to 5, still more preferably less than 3, most preferably the total number of carbon in R1 and R2 is equal to 1.

Preferably, the formula (I) is

Xanthan gum is generally known compounds having CAS number of 11138-66-2. Xanthan gum is a polysaccharide with a wide variety of uses, including as a common food additive. In the agrochemical industry, it is known as thickening agent.

The adjuvant composition comprises a non-zero amount of the one or more diol compounds and a non-zero amount of xanthan gum. As used herein, “non-zero amount” means an amount greater than 0.

In one embodiment, the adjuvant composition comprises, based on gram per liter (g/L) of the adjuvant composition:

(a) greater than or equal to about 1 g/L, more preferably from about 1 g/L to about 150 g/L, even more preferably from about 1 g/L to about 100 g/L, still more preferably from about 10 g/L to about 80 g/L or from about 15 g/L to about 75 g/L, most preferably from about 45 g/L to about 55 g/L, of one or more diol compounds; and

(b) greater than or equal to about 0.1 g/L, more preferably from about 0.1 g/L to about 20 g/L, even more typically from about 0.1 g/L to about 10 g/L, and still more typically from about 0.5 g/L to about 5 g/L or from about 1.5 g/L to about 5 g/L, most preferably from about 2.5 g/L to about 3.5 g/L, of xanthan gum.

In some embodiments, the adjuvant composition comprises:

about 45 g/L to about 55 g/L of one or more diol compounds and about 2.5 g/L to about 3.5 g/L of xanthan gum; preferably,

about 50 g/L of one or more diol compounds and about 3 g/L of xanthan gum.

The pesticide compositions according to the present invention are suitable for following plants of the crops: cereals (wheat, barley, rye, oats, corn, rice, sorghum, triticale and related crops) ; fruit, such as pomes, stone fruit and soft fruit, such as apples, grapes, pears, plums, peaches, papayas, almonds, pistachio, cherries, and berries, for example strawberries, raspberries and blackberries, bell pepper, red pepper; leguminous plants (beans, lentils, peas, soybeans, dry beans) ; oil plants (rape, mustard, sunflowers) ; cucurbitaceae (marrows, cucumbers, melons) ; sugarcane; fibre plants (cotton, flax, hemp, jute) ; citrus, such as calamondin, citrus citron, citrus hybrids (includes chironja, tangelo, tangor) , grapefruit, kumquat, lemon, lime, mandarin (tangerine) , sour orange, sweet orange, pummelo, and satsuma mandarin; vegetables (spinach, lettuce, asparagus, cabbages, carrots, onions, tomatoes, potatoes, paprika) ; coffee; as well as ornamentals (flowers, such as rose, shrubs, broad-leaved trees and evergreens, such as conifers) . Preferably, the composition of the present invention is applied on cereals, fibre plants, leguminous plants and vegetables. More preferably, the composition is applied on cereals and vegetables.

The pesticide compositions of the present invention can be used to control a very wide variety of phytopathogenic fungi, for examples,

Cercospora spp., Colletotrichum spp., Dreschlera spp., Erysiphe spp., Exserohilum spp., Microsphaera spp., Phaeoisariopsis spp., Phakopsora spp., Phakospsora spp., Puccinia spp., Septoria spp., Cercospora kikuchii, Cercospora sp., Colletotrichum gossypii, Dreschlera triticirepentis, Erysiphe diffusa, Exserohilum turcicum, Microsphaera diffusa, Phaeoisariopsis griseola, Phakopsora pachyrhizi, Phakospsora pachyrizhizi, Puccinia recondite, Septoria glycines and Septoria tritici.

As used herein, the terminology “effective amount” in reference to the relative amount of carbendazim and tebuconazole in a pesticide composition means the relative amount of carbendazim and tebuconazole that is effective to prevent and/or treat fungal infestation, when the pesticide composition is applied to the plant, plant parts and/or their surroundings at a given application rate.

The pesticides are carbendazim and tebuconazole fungicides and the pesticide composition is a fungicidal composition that comprises a fungicidally effective amount of carbendazim and tebuconazole.

In one embodiment, the pesticide composition comprises, based on gram per liter (g/L) of the pesticide composition:

(a) greater than or equal to about 1 g/L, more preferably from about 1 g/L to about 150 g/L, even more preferably from about 1 g/L to about 100 g/L, still more preferably from about 10 g/L to about 80 g/L or from about 15 g/L to about 75 g/L, most preferably from about 45 g/L to about 55 g/L, of one or more diol compounds,

(b) greater than or equal to about 0.1 g/L, more preferably from about 0.1 g/L to about 20 g/L, even more typically from about 0.1 g/L to about 10 g/L, and still more typically from about 0.5 g/L to about 5 g/L or from about 1.5 g/L to about 5 g/L, most preferably from about 2.5 g/L to about 3.5 g/L, of xanthan gum;

(c) an effective amount of carbendazim; and

(d) an effective amount of tebuconazole.

The effective amount of carbendazim means an amount greater than or equal to about 5 g/L, more preferably from about 5 g/L to about 800 g/L, even more typically from about 10 g/L to about 600 g/L, and still more typically from about 25 g/L to about 400 g/L or from about 50 g/L to about 200 g/L, most preferably from about 100 g/L to about 150 g/L, of carbendazim.

The effective amount of tebuconazole means an amount greater than or equal to about 5 g/L, more preferably from about 5 g/L to about 800 g/L, even more typically from about 10 g/L to about 600 g/L, and still more typically from about 25 g/L to about 400 g/L or from about 50 g/L to about 200 g/L, most preferably from about 100 g/L to about 150 g/L, of tebuconazole.

The weight ratio of the diol compound of formula (I) to xanthan gum in the adjuvant composition or the pesticide composition is ranged from about 100: 1 to about 1: 1, preferably from about 50: 1 to 1: 1, more preferably from about 25: 1 to about 10: 1, most preferably about 17: 1.

The weight ratio of the diol compounds to tebuconazole is ranged from about 1: 1 to about 1: 10, preferably from about 1: 1 to about 1: 5, more preferably from about 1: 1 to about 1: 4, most preferably about 1: 2.5.

The weight ratio of the diol compounds to carbendazim is ranged from about 1: 1 to about 1: 10, preferably from about 1: 1 to about 1: 5, more preferably from about 1: 1 to about 1: 4, most preferably about 1: 2.5.

The ratio in weight of the diol compound: xanthan gum: tebuconazole plus carbendazim is about 17: 1: 83.

In one embodiment, the pesticide composition is spray applied to foliage of a target plant at a rate of from about 1 gram/hectare (g/ha) to about 1000 g/ha of carbendazim, preferably from about 100 gram/hectare (g/ha) to about 800 g/ha of carbendazim, more preferably from about 150 gram/hectare (g/ha) to about 600 g/ha of carbendazim.

In one embodiment, the pesticide composition is spray applied to foliage of a target plant at a rate of from about 1 gram/hectare (g/ha) to about 1000 g/ha of tebuconazole, preferably from about 100 gram/hectare (g/ha) to about 800 g/ha of tebuconazole, more preferably from about 150 gram/hectare (g/ha) to about 600 g/ha of tebuconazole.

The adjuvant and pesticide compositions of the present invention may each, optionally, further comprise one or more agronomically acceptable adjuvant, for examples, a dispersing agent, an emulsifier, an pH regulator, a pigment, film-forming agent and/or a filler.

In one embodiment, the pesticide composition further comprises a fertilizer, a herbicide, an insecticide, and/or a nematicide.

The adjuvant composition of the present invention can be made by combining and mixing the components of such composition.

The pesticide composition of the present invention can be made by mixing the ingredients together. In one embodiment, the pesticide composition is made by combining and mixing the adjuvant composition of the present invention, pesticide compounds, and water. Alternatively, the pesticide composition is made by combining and mixing the separate components of the adjuvant composition, pesticides, and water.

The pesticide composition of the present invention can be formulated in liquid or solid form, preferably as water-dispersible granule formulation (WG) , aqueous suspension concentrate (SC) , wettable powder (WP) and flowable suspension for seed treatment (FS) , most preferably as suspension concentrates (SC) .

The composition according to the invention is especially advantageous for protecting crops from infestation or for treating crops already having fungal infestation.

EXAMPLES

EXAMPLE 1

Suspension concentrates (SC) formulations were prepared by mixing finely ground active ingredient with auxiliaries according to Table 1.

Young wheat plants were sprayed with a conidial suspension of Septoria tritici, and incubated at 20 ℃ and 100 %relative atmospheric humidity for 48 hours. Then they were sprayed with samples as shown in Table 1. After staying in a greenhouse at 15 ℃ and 80 %relative atmospheric humidity for 15 days, severity was assessed (Table 1) .

Table 1.

EXAMPLE 2

Suspension concentrates (SC) formulations were prepared by mixing finely ground active ingredient with auxiliaries according to Table 2.

Young cotton plants were sprayed with a conidial suspension of Colletotrichum gossypii, and incubated at 20 ℃ and 100 %relative atmospheric humidity for 48 hours. Then they were sprayed with samples as shown in Table 2. After staying in a greenhouse at 15 ℃ and 80 %relative atmospheric humidity for 15 days, severity was assessed (Table 2) .

Table 2.

EXAMPLE 3

Suspension concentrates (SC) formulations were prepared by mixing finely ground active ingredient with auxiliaries according to Table 3.

Young cotton plants were sprayed with a conidial suspension of Colletotrichum gossypii, and incubated at 20 ℃ and 100 %relative atmospheric humidity for 48 hours. Then they were sprayed with samples as shown in Table 3. After staying in a greenhouse at 15 ℃ and 80 %relative atmospheric humidity for 15 days, severity was assessed (Table 3) .

Table 3.

All publications, patents and patent applications cited in this specification are herein incorporated by reference as if each individual publication or patent application were specifically and individually indicated to be incorporated by reference. Although the foregoing invention has been described in some detail by way of illustration and example for purposes of clarity of understanding, it will be readily apparent to those of ordinary skill in the art in light of the teachings of this invention that certain changes and modifications may be made thereto without departing from the spirit or scope of the appended claims.

Claims

A pesticide composition, comprising:

(a) one or more diol compounds of formula (I)

wherein R1 and R2 are independently selected from the group consisting of H and a (C1-C20) alkyl,

(b) xanthan gum,

(c) carbendazim, and

(d) tebuconazole.
The pesticide composition according to claim 1, wherein the weight ratio of the diol compound of formula (I) to xanthan gum is ranged from about 100: 1 to about 1: 1, preferably from about 25: 1 to about 10: 1.
The pesticide composition according to claim 1, which is in form of liquid and comprises about 45 g/L to about 55 g/L of diol compounds and about 2.5 g/L to about 3.5 g/L of xanthan gum; preferably, comprising about 50 g/L of diol compounds and about 3 g/L of xanthan gum.
The pesticide composition according to any one of claims 1 to 3, wherein the diol compound of formula (I) is
The pesticide composition according to any one of claims 1 to 4, further comprising one or more agriculturally acceptable adjuvant.
The pesticide composition according to claim 5, wherein the one or more agriculturally acceptable adjuvant is one or more of a dispersing agent, an emulsifier, an pH regulator, a filler, a pigment, film-forming agent or combinations thereof.
The pesticide composition according to any of claims 1 to 6, further comprising one or more of fertilizer, herbicide, insecticide, and nematicide.
The pesticide composition according to any of claims 1 to 7, formulated in liquid or solid form, preferably as water-dispersible granule formulation (WG) , aqueous suspension concentrate (SC) , wettable powder (WP) and flowable suspension for seed treatment (FS) , most preferably as suspension concentrates (SC) .
An adjuvant composition, comprising:

(a) one or more diol compounds of formula (I)

wherein R1 and R2 are independently selected from the group consisting of H and a (C1-C20) alkyl, and

(b) xanthan gum.
A method for protecting a plant from fungal infestation or for treating a plant already having fungal infestation, comprising applying the pesticide composition according to any one of claims 1 to 8 to such a plant, plant parts and/or their surroundings.
The method according to claim 10, wherein the plant is selected from the group consisting of cereals, citrus, coffee, cucurbitaceae, fiber plants, flowers, fruits, leguminous plants, sugarcane, tobacco, trees and vegetables.