CN112236038A - Fungicidal compositions having carbendazim and tebuconazole and methods of using such compositions - Google Patents

Fungicidal compositions having carbendazim and tebuconazole and methods of using such compositions Download PDF

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Publication number
CN112236038A
CN112236038A CN201980018168.6A CN201980018168A CN112236038A CN 112236038 A CN112236038 A CN 112236038A CN 201980018168 A CN201980018168 A CN 201980018168A CN 112236038 A CN112236038 A CN 112236038A
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Prior art keywords
plants
xanthan gum
pesticide composition
composition
tebuconazole
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詹姆斯·蒂莫西·布里斯托
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Jiangsu Rotam Chemical Co Ltd
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Jiangsu Rotam Chemical Co Ltd
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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647Triazoles; Hydrogenated triazoles
    • A01N43/6531,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N47/00Biocides, 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
    • A01N47/08Biocides, 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
    • A01N47/10Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/18Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, directly attached to a heterocyclic or cycloaliphatic ring

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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

A pesticidal composition comprising a diol compound, xanthan gum, carbendazim and tebuconazole is provided. Also provided are methods for protecting plants from fungal attack or for treating plants that have been attacked by fungi, comprising applying the pesticide composition to such plants, plant parts and their surroundings.

Description

Fungicidal compositions having carbendazim and tebuconazole and methods of using such compositions
Cross Reference to Related Applications
The present application claims priority from a number 201821010551 priority patent application entitled "fungicidal compositions with carbendazim and tebuconazole and methods of using such compositions" filed on 2018, 3, month 22, the disclosure of which is incorporated herein by reference.
Technical Field
The present invention relates to fungicidal compositions having carbendazim and tebuconazole, and methods of using such compositions.
Background
Many agricultural pesticides (including insecticides, fungicides, herbicides, acaricides, and plant growth regulators) are formulated as suspending agents. Such liquid compositions typically comprise one or more adjuvants aimed at improving one or more properties of the composition, such as storage stability, ease of handling, pesticidal efficacy against the target organism.
Chemical control is an important means of preventing and treating agricultural fungal infestations. However, the current chemicals do not show satisfactory effects on certain kinds of fungal diseases. In addition, many fungal diseases have developed resistance to commonly used pesticides due to the long-term use of pesticides. Therefore, there is an urgent need to develop new methods for controlling these diseases and pesticidal compositions containing them.
Carbendazim belongs to the benzimidazole. Benzimidazoles are a class of systemic fungicides that exhibit both protective and therapeutic effects. Benzimidazoles are taken up by the leaves and roots of plants, mainly by apical transport, and act by inhibiting β -tubulin assembly. Tebuconazole effectively controls fungal attack by inhibiting a specific enzyme, C14-demethylase, which plays a role in the production of sterols. Sterols, such as ergosterol, are essential for membrane structure and function and are thus critical for functional cell wall development of fungi.
Combinations of two pesticides have been used in the prior art. However, there is still a risk of developing resistant subpopulations and the effect is still less satisfactory.
Accordingly, pesticide compositions having improved properties are constantly being sought.
Disclosure of Invention
The present inventors have surprisingly found that the adjuvant combination of a diol compound with xanthan gum can greatly and significantly improve the efficacy of the active ingredient combination of carbendazim and tebuconazole.
In a first aspect, the present invention relates to an adjuvant composition comprising,
(a) one or more diol compounds of formula (I)
Figure BDA0002673211790000021
Wherein R1 and R2 are independently selected from H and (C1-C20) alkyl, and
(b) xanthan gum.
In a second aspect, the present invention relates to a pesticide composition comprising:
(a) one or more diol compounds of formula (I)
Figure BDA0002673211790000022
Wherein R1 and R2 are independently selected from H and (C1-C20) alkyl,
(b) a xanthan gum,
(c) an effective amount of carbendazim, and
(d) an effective amount of tebuconazole.
In a third aspect, the present invention relates to a method for protecting a plant from fungal attack or for treating a plant that has been attacked by fungi, said method comprising applying the above-described pesticide composition to such a plant, part of a plant and/or its surroundings. In some preferred embodiments, the plant is a crop.
As used herein, "plant" refers to all plants and plant populations, such as desired and undesired wild or crop plants.
As used herein, "plant part" refers to all parts and organs of a plant, such as shoots, leaves, needles, stems, fruit bodies, fruits, seeds, roots, tubers and rhizomes. Harvested material, as well as vegetative and reproductive propagation material, such as cuttings, tubers, meristems, rhizomes, offsets, seeds, single and multiple plant cells and any other plant tissue, are also included.
The word "surroundings" refers to the place where the plant is growing, where the plant propagation material of the plant is sowing or where the plant propagation material of the plant will be sowing.
Detailed Description
The term "alkyl" as used herein is to be understood as a substituted or unsubstituted straight or branched chain hydrocarbon group, preferably having 1, 2, 3, 19 and 20 carbon atoms, such as methyl, ethyl, propyl, isopropyl, 1-butyl, 2-methylpropyl and tert-butyl groups. Correspondingly, alkyl groups having a larger carbon atom range are to be understood as straight-chain or branched saturated hydrocarbon radicals containing a number of carbon atoms corresponding to this range.
Diol compounds are well known compounds. In one embodiment, a diol compound having the formula (I):
Figure BDA0002673211790000031
wherein R1 and R2 are independently selected from H and (C1-C20) alkyl, wherein C1-C20 alkyl may be unsubstituted or substituted.
In some preferred embodiments, R1, R2 are independently H or (C1-C10) alkyl, both of which are unsubstituted. More preferably, R1 and R2 are H or (C1-C5) alkyl, both of which are unsubstituted. Most preferably, R1 is CH3And R2 is H. Compounds with unsubstituted R1 and R2 are preferred.
Preferably, the number of carbons in R1 and R2 is not the same. The total number of carbons in R1 and R2 ranges from 0 to 20, preferably ranges from 0 to 10, more preferably ranges from 0 to 5, still more preferably less than 3, and most preferably the total number of carbons in R1 and R2 is equal to 1.
Preferably, formula (I) is
Figure BDA0002673211790000041
Xanthan gum is a well-known compound having CAS number 11138-66-2. Xanthan gum is a polysaccharide that has a wide range of uses, including as a common food additive. In the agrochemical industry, it is known as a thickener.
The adjuvant composition comprises a non-zero amount of one or more diol compounds and a non-zero amount of xanthan gum. As used herein, "non-zero amount" refers to an amount greater than 0.
In one embodiment, the adjuvant composition comprises, on a gram per liter (g/L) basis:
(a) greater than or equal to about 1g/L, more preferably from about 1g/L to about 150g/L, even more preferably from about 1g/L to about 100g/L, yet more preferably from about 10g/L to about 80g/L or from about 15g/L to about 75g/L, and most preferably from about 45g/L to about 55 g/L; and
(b) greater than or equal to about 0.1g/L, more preferably from about 0.1g/L to about 20g/L, even more typically from about 0.1g/L to about 10g/L, and still more typically from about 0.5g/L to about 5g/L or from about 1.5g/L to about 5g/L, and most preferably from about 2.5g/L to about 3.5 g/L.
In some embodiments, the adjuvant composition comprises:
about 45g/L to about 55g/L of one or more diol compounds and about 2.5g/L to about 3.5g/L xanthan gum; preferably, the first and second electrodes are formed of a metal,
about 50g/L of one or more diol compounds and about 3g/L xanthan gum.
The pesticide composition according to the invention is suitable for the following crop plants: cereals (wheat, barley, rye, oats, maize, rice, sorghum, triticale and related crops); fruits such as pomes, stone fruits and soft fruits such as apples, grapes, pears, plums, peaches, papayas, almonds, pistachios, cherries, and berries (e.g., strawberries, raspberries and blackberries), bell peppers, peppers; leguminous plants (soybeans, lentils, peas, soybeans, dried beans (dry beans)); oil plants (rape, mustard, sunflower); cucurbitaceae (cucurbitaceae, cucumber, melon); sugar cane; fiber plants (cotton, flax, hemp, jute); citrus species, such as calamondin, mandarin orange (citrus citron), citrus hybrids including chironja, tangelo, tangor, grapefruit, mandarin, lemon, lime, grapefruit, and satsuma mandarin; vegetables (spinach, lettuce, asparagus, cabbage, carrot, onion, tomato, potato, red pepper); coffee; along with ornamentals (flowers (e.g., roses), shrubs, broad-leaved trees, and evergreens (e.g., conifers)). Preferably, the compositions of the present invention are applied to cereals, fibrous plants, legumes and vegetables. More preferably, the composition is applied to cereals and vegetables.
The pesticidal compositions of the present invention may be used to control a wide variety of phytopathogenic fungi, for example,
cercospora species (Cercospora spp.), anthrax species (Colletotrichum spp.), Derex species (Dreschlera spp.), Erysiphe species (Erysiphe spp.), Helminthosporium species (Exserohilum spp.), Microphyllum species (Microphylla spp.), Phaeothrix species (Phaeothrix spp.), phaeothrix spp.), phaeotrichia species (Phaeotrichia spp.), phakopsorospora species (Phakopsora spp.), Phaeophyceae species (Phaeophypa spp.), Phaeophyceae species (Puccinia spp.), Septoria species (Septoria spp.), Sporotrichum (Cercospora kii), Cercospora kii (Cercospora spp.), Microphylla (Exchersonia spp.), Microphyllospora spp.), Microphyllum species (Microphyllospora spp.), Microphyllum trichoderma spp.), Microphyllum species (Microphyllum spp.), Microphyllum trichoderma spp.), Microphyllum sp, Microphyllum trichoderma spp., Microphyllum niphysum (Microphyllum niphysum, Microphyllum niphysum strain (Microphyllum niphysum, Microphyllum sp), Microphyllum nivale (Micro, Puccinia recondite, Septoria fulva (Septoria globosa), and Septoria tritici (Septoria tritici).
As used herein, the term "effective amount" with respect to the relative amounts of carbendazim and tebuconazole in a pesticidal composition refers to the relative amounts of carbendazim and tebuconazole that are effective to prevent and/or control fungal attack when the pesticidal composition is applied to a plant, part of a plant and/or its surrounding environment at a given rate of application.
The pesticide is a carbendazim and tebuconazole fungicide and the pesticide composition is a fungicidal composition comprising fungicidally effective amounts of carbendazim and tebuconazole.
In one embodiment, the pesticide composition comprises, on a gram per liter (g/L) basis, the pesticide composition:
(a) greater than or equal to about 1g/L, more preferably from about 1g/L to about 150g/L, even more preferably from about 1g/L to about 100g/L, yet more preferably from about 10g/L to about 80g/L or from about 15g/L to about 75g/L, and most preferably from about 45g/L to about 55g/L,
(b) greater than or equal to about 0.1g/L, more preferably from about 0.1g/L to about 20g/L, even more typically from about 0.1g/L to about 10g/L, and still more typically from about 0.5g/L to about 5g/L or from about 1.5g/L to about 5g/L, most preferably from about 2.5g/L to about 3.5g/L of xanthan gum;
(c) an effective amount of carbendazim; and
(d) an effective amount of tebuconazole.
An effective amount of carbendazim refers to an amount of carbendazim of greater than or equal to about 5g/L, more preferably from about 5g/L to about 800g/L, even more typically from about 10g/L to about 600g/L, and still more typically from about 25g/L to about 400g/L or from about 50g/L to about 200g/L, most preferably from about 100g/L to about 150 g/L.
An effective amount of tebuconazole refers to an amount of tebuconazole greater than or equal to about 5g/L, more preferably from about 5g/L to about 800g/L, even more typically from about 10g/L to about 600g/L, and still more typically from about 25g/L to about 400g/L or from about 50g/L to about 200g/L, most preferably from about 100g/L to about 150 g/L.
The weight ratio of the diol compound of formula (I) to xanthan gum in the adjuvant or pesticide composition ranges 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 glycol compound to tebuconazole ranges from about 1: 1 to about 1: 10, more preferably from about 1: 1 to about 1: 5, more preferably from about 1: 1 to about 1: 4, and most preferably about 1: 2.5.
The weight ratio of glycol compound to carbendazim ranges from about 1: 1 to about 1: 10, more preferably from about 1: 1 to about 1: 5, more preferably from about 1: 1 to about 1: 4, and most preferably about 1: 2.5.
Diol compound: xanthan gum: the weight ratio of tebuconazole plus carbendazim is about 17: 1: 83.
In one embodiment, the pesticidal composition is spray applied to the foliage of the target plant at an application rate of from about 1 gram per hectare (g/ha) to about 1000g/ha of carbendazim, preferably from about 100 g/ha to about 800g/ha of carbendazim, more preferably from about 150 g/ha to about 600g/ha of carbendazim.
In one embodiment, the pesticidal composition is spray applied to the foliage of the target plants at an amount of from about 1 gram per hectare (g/ha) to about 1000g/ha of tebuconazole, preferably from about 100 grams per hectare (g/ha) to about 800g/ha of tebuconazole, more preferably from about 150 grams per hectare (g/ha) to about 600g/ha of tebuconazole.
The adjuvants and pesticidal compositions of the present invention may each optionally further comprise one or more agriculturally acceptable adjuvants, such as dispersants, emulsifiers, pH adjusters, pigments, film formers and/or fillers.
In one embodiment, the pesticide composition further comprises a fertilizer, an herbicide, an insecticide, and/or a nematicide.
The adjuvant composition of the present invention may be prepared by combining and mixing the components of such a composition.
The pesticidal composition of the present invention can be prepared by mixing the respective ingredients together. In one embodiment, the pesticidal composition is prepared by combining and mixing the adjuvant composition of the present invention, a pesticidal compound, and water. Alternatively, the pesticide composition is prepared by combining and mixing the individual components of the adjuvant composition, the pesticide and water.
The pesticidal composition of the present invention may be formulated in liquid or solid form, preferably in water dispersible granules (WG), aqueous Suspension (SC), Wettable Powder (WP) and suspended seed coating (FS), most preferably in Suspension (SC).
The compositions according to the invention are particularly advantageous for protecting crops from attack or for treating crops which have been attacked by fungi.
Examples
Example 1
Suspension Concentrate (SC) formulations were prepared by mixing the finely ground active ingredients with adjuvants according to table 1.
Young wheat plants were sprayed with a conidia suspension of Septoria tritici (Septoria tritici) and incubated at 20 ℃ and 100% relative atmospheric humidity for 48 hours. Then, the samples shown in Table 1 were sprayed thereto. Severity was assessed after 15 days in a greenhouse at 15 ℃ and 80% relative atmospheric humidity (table 1).
Table 1.
Figure BDA0002673211790000071
Example 2
Suspension Concentrate (SC) formulations were prepared by mixing the finely ground active ingredients with adjuvants according to table 2.
Young cotton plants were sprayed with a conidia suspension of cotton anthracnose pathogen (Colletotrichum Gossypii) and incubated at 20 ℃ and 100% relative atmospheric humidity for 48 hours. Then, the samples shown in Table 2 were sprayed thereto. Severity was assessed after 15 days in a greenhouse at 15 ℃ and 80% relative atmospheric humidity (table 2).
Table 2.
Figure BDA0002673211790000081
Example 3
Suspension Concentrate (SC) formulations were prepared by mixing the finely ground active ingredients with adjuvants according to table 3.
Young cotton plants were sprayed with a conidia suspension of cotton anthracnose pathogen (Colletotrichum Gossypii) and incubated at 20 ℃ and 100% relative atmospheric humidity for 48 hours. Then, the samples shown in Table 3 were sprayed thereto. Severity was assessed after 15 days in a greenhouse at 15 ℃ and 80% relative atmospheric humidity (table 3).
Table 3.
Figure BDA0002673211790000082
Figure BDA0002673211790000091
All publications, patents and patent applications cited in this specification are herein incorporated by reference as if each such 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 (11)

1. A pesticide composition comprising:
(a) one or more diol compounds of formula (I)
Figure FDA0002673211780000011
Wherein R1 and R2 are independently selected from H and (C1-C20) alkyl,
(b) a xanthan gum,
(c) carbendazim, and
(d) tebuconazole.
2. The pesticide composition as set forth in claim 1 wherein the weight ratio of the diol compound of formula (I) to xanthan gum ranges from about 100: 1 to about 1: 1, preferably from about 25: 1 to about 10: 1.
3. The pesticide composition of claim 1, which is in liquid form and comprises about 45g/L to about 55g/L of the diol compound and about 2.5g/L to about 3.5g/L of xanthan gum; preferably, about 50g/L of the diol compound and about 3g/L of xanthan gum are included.
4. The pesticidal composition according to any one of claims 1 to 3, wherein the diol compound having the formula (I) is
Figure FDA0002673211780000012
5. The pesticide composition as set forth in any one of claims 1 to 4 further comprising one or more agriculturally acceptable adjuvants.
6. The pesticide composition of claim 5, wherein said one or more agriculturally acceptable adjuvants are one or more of: dispersants, emulsifiers, pH adjusters, fillers, pigments, film formers, or combinations thereof.
7. The pesticide composition of any one of claims 1 to 6, further comprising one or more of a fertilizer, an herbicide, an insecticide, and a nematicide.
8. The pesticidal composition according to any one of claims 1 to 7, formulated in liquid or solid form, preferably in the form of water dispersible granules (WG), aqueous Suspension (SC), Wettable Powder (WP) and suspended seed coating (FS), most preferably in the form of Suspension (SC).
9. An adjuvant composition comprising:
(a) one or more diol compounds of formula (I)
Figure FDA0002673211780000021
Wherein R1 and R2 are independently selected from H and (C1-C20) alkyl, and
(b) xanthan gum.
10. A method for protecting plants from fungal attack or for treating plants that have been attacked by fungi, which method comprises applying a pesticidal composition according to any one of claims 1 to 8 to such plants, parts of plants and/or their surroundings.
11. The method of claim 10, wherein the plant is selected from the group consisting of: cereals, citrus, coffee, cucurbits, fibrous plants, flowers, fruits, leguminous plants, sugar cane, tobacco, trees and vegetables.
CN201980018168.6A 2018-03-22 2019-03-06 Fungicidal compositions having carbendazim and tebuconazole and methods of using such compositions Pending CN112236038A (en)

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