Composition comprising a eutectic mixture of boscalid and a strobilurin fungicide

文档序号:554658 发布日期:2021-05-14 浏览:22次 中文

阅读说明:本技术 包含啶酰菌胺和嗜球果伞素杀真菌剂的低共熔混合物的组合物 (Composition comprising a eutectic mixture of boscalid and a strobilurin fungicide ) 是由 苏贾塔·东迪拉姆·德赛 帕雷什·维塔尔达斯·塔拉提 加德夫·拉耶尼肯特·施洛夫 维克拉姆·拉耶 于 2019-07-13 设计创作,主要内容包括:本发明涉及一种啶酰菌胺和嗜球果伞素杀真菌剂的低共熔混合物。本发明还提供了包含啶酰菌胺和嗜球果伞素杀真菌剂的低共熔混合物的农用化学品组合物,以及使用所述组合物控制植物病原性真菌的方法。(The present invention relates to a eutectic mixture of boscalid and a strobilurin fungicide. The present invention also provides an agrochemical composition comprising a eutectic mixture of boscalid and a strobilurin fungicide, and a method for controlling phytopathogenic fungi using the same.)

1. A eutectic mixture of boscalid and a strobilurin fungicide.

2. The eutectic mixture according to claim 1, wherein the strobilurin fungicide is selected from azoxystrobin, picoxystrobin, trifloxystrobin and fluoxastrobin.

3. An agrochemical composition comprising a eutectic mixture of boscalid and a strobilurin fungicide.

4. The agrochemical composition according to claim 3, wherein said composition comprises between 10-90% by weight of boscalid and 90-10% by weight of a strobilurin fungicide.

5. An agrochemical composition according to claim 3, wherein the strobilurin fungicide is selected from azoxystrobin, picoxystrobin, trifloxystrobin and fluoxastrobin.

6. A method of preparing a eutectic mixture of boscalid and a strobilurin fungicide, which comprises subjecting boscalid and a strobilurin fungicide to solution crystallization, dry grinding, solvent drop grinding techniques or spray drying techniques.

7. The method of claim 6, wherein the method comprises:

a. preparing a concentrated solution of boscalid and a strobilurin fungicide in one or more solvents;

b. optionally evaporating the solvent; and

c. trituration or precipitation with an anti-solvent to obtain a eutectic mixture.

8. The method of claim 6, wherein the method comprises:

a. preparing a concentrated solution of boscalid and a strobilurin fungicide in one or more solvents;

b. the solvent was evaporated.

9. The process according to claims 7 and 8, wherein the solvent is selected from aliphatic alcohols, ketones, esters, ethers, polar protic solvents, polar aprotic solvents, halogenated solvents, aliphatic hydrocarbons or aromatic hydrocarbons.

10. The process according to claims 7 and 8, wherein the anti-solvent is selected from aliphatic or aromatic hydrocarbon solvents.

11. The method of claim 6, wherein the method comprises:

a. blending boscalid and a strobilurin fungicide;

b. optionally incorporating a solvent into the admixture; and

c. grinding or crushing or milling the admixture to obtain the eutectic mixture.

12. A eutectic mixture of boscalid and azoxystrobin.

13. The eutectic according to claim 12, wherein said eutectic has an endothermic peak at 103.5 ± 3 ℃.

14. An agrochemical composition comprising a eutectic mixture of boscalid and azoxystrobin.

15. The agrochemical composition according to claim 14, wherein said composition comprises between 10-90% boscalid and 90-10% azoxystrobin by weight.

16. The agrochemical composition according to claim 14, wherein said eutectic mixture has an endothermic peak at 103.5 ± 3 ℃.

17. A eutectic mixture of boscalid and fluoxastrobin.

18. The eutectic according to claim 17, wherein said eutectic has an endothermic peak at 97 ± 3 ℃.

19. An agrochemical composition comprising a eutectic mixture of boscalid and fluoxastrobin.

20. The agrochemical composition according to claim 19, wherein said composition comprises between 10-90% boscalid and 90-10% fluoxastrobin by weight.

21. The agrochemical composition according to claim 19, wherein said eutectic mixture has an endothermic peak at 97 ± 3 ℃.

22. A method for formulating an agrochemical composition comprising a eutectic mixture of boscalid and a strobilurin fungicide, which comprises preparing a eutectic mixture of boscalid and a strobilurin fungicide with or without the addition of agrochemically acceptable excipients and further processing the mixture into a suitable form.

23. The method of claim 22, wherein the agrochemical composition is formulated as a granular composition.

24. The agrochemical composition according to claim 3, wherein said composition further comprises one or more other active ingredients.

25. The agrochemical composition according to claim 24, wherein said active ingredient is a fungicide.

26. The agrochemical composition according to claim 24, wherein said active ingredient is a combination of two or more additional fungicides.

27. The agrochemical composition according to claim 25, wherein said fungicide is selected from the group consisting of a multi-site contact fungicide, a conazole fungicide, and a succinate dehydrogenase inhibitor.

28. A method of controlling or controlling fungi, the method comprising contacting the fungi or the locus thereof with a fungicidally effective amount of a composition comprising a eutectic mixture of boscalid and a strobilurin fungicide.

29. The method of claim 28 wherein the strobilurin fungicide is selected from azoxystrobin, pyrimethanil, trifloxystrobin and fluoxastrobin.

The technical field is as follows:

the present invention relates to a composition comprising a eutectic mixture of boscalid and a strobilurin fungicide. The present invention also relates to a method for formulating a composition comprising a eutectic mixture of boscalid and a strobilurin fungicide, and to a method for controlling phytopathogenic fungi using said composition.

Background art:

boscalid is a fungicide known as a succinate dehydrogenase inhibitor. Boscalid is a fungicide that moves across and up the membranes in plant leaves, providing a prophylactic and, in some cases, a therapeutic effect. Boscalid inhibits spore germination, germ tube elongation, and is also effective against all other stages of fungal development. Boscalid is used for controlling alternaria wilt, botrytis, powdery mildew, purpura, rust, leaf spot, target spot, gray mold and stem rot.

In order to broaden the activity spectrum and to enhance the effect of fungal control, succinate dehydrogenase inhibitors such as boscalid are often combined with other classes of fungicidal active ingredients. One important class of fungicides is the quinone outside inhibitors (Q)oI)。

The strobilurin is QoI inhibiting fungicides by mitochondrial respiration in QoAt site I with cytochrome bc1The complex binds to inhibit fungal respiration. These fungicides act by inhibiting the ability of the fungus to breathe normally. Strobilurin chemicals have a very specific target site or mode of action (MOA). Strobilurins are known to control fungi, such as powdery mildew (Erysiphe graminis), Puccinia on temperate cereals(Puccinia spp.), Pyrococcus glumae (Leptosphaeria nodorum), Sphaeria gracilis (Septoria tritici) and the fungi Pyrenophora teres (Pyrenophora teres), Pyrenophora oryzae (Pyricularia oryzae) on rice and Rhizoctonia solani (Rhizoctonia solani); grapevine peronospora destructor (Plasmopara viticola) and Uncinula necator (Uncinula necator) on grapevine; cucumber powdery mildew (Sphaerotheca fuliginea) and cucumber downy mildew (Pseudoperonospora cubensis) on cucurbitaceae plants; phytophthora infestans (Phytophthora infestans) and Alternaria solani (Alternaria solani) on potatoes and tomatoes; groundnut fungus (Mycosphaerella arachidis), Rhizoctonia solani (Rhizoctonia solani) and sclerotinia rolfsii (sclerotirotum rolfsii) on peanuts; streptozoctonia (Monilinia spp.) and Cladosporium carpopophilum on peach; pythium spp and Rhizoctonia solani on turf (Rhizoctonia solani); mycosphaerella spp (Mycosphaerella spp.) on bananas; pecan asteroidium nigricans (Cladosporium caryigenum) on pecans; citrus sphaerotheca on citrus (Elsino)fawcettii), anthrax (Colletotrichum spp.) and citrus sphaerotheca (Guignardia citricarpa); anthrax (Colletotrichum spp.) and camelina rust (Hemileia vastatrix) on coffee.

In view of the improvements that would be expected to effectively control phytopathogenic fungi by combining succinate dehydrogenase inhibitors with strobilurin fungicides, there is a need to explore and develop stable compositions of the active ingredients of both groups.

It should be noted that boscalid undergoes an uninhibitable morphological change when contacted with water or a solvent. It has also been observed that specific techniques, cumbersome and expensive procedures are often required to prepare boscalid formulations suitable for commercial production as well as for the intended application. Such formulations also create stability problems upon prolonged storage.

Therefore, there is a need to develop stable compositions of boscalid together with a strobilurin fungicide that eliminate the disadvantages of the known formulations.

Surprisingly, the inventors of the present invention have found that it is possible to prepare a composition comprising a eutectic mixture of boscalid and a strobilurin fungicide, which does not undergo any morphological changes, is stable and highly suitable for the intended use for controlling phytopathogenic fungi.

Object of the Invention

It is an object of the present invention to provide a composition comprising a eutectic mixture of boscalid and a strobilurin fungicide.

It is another object of the present invention to provide a composition comprising a eutectic mixture of boscalid and azoxystrobin.

It is another object of the present invention to provide a composition comprising a eutectic mixture of boscalid and fluoxastrobin.

It is another object of the present invention to provide a method for preparing a eutectic mixture of boscalid and a strobilurin fungicide.

It is another object of the present invention to provide a method for preparing a fungicidal composition comprising a eutectic mixture of boscalid and a strobilurin fungicide.

The invention content is as follows:

a eutectic mixture comprising boscalid and a strobilurin fungicide.

The present invention provides an agrochemical composition comprising a eutectic mixture of boscalid and a strobilurin fungicide.

The present invention provides an agrochemical composition comprising a eutectic mixture of boscalid and a strobilurin fungicide, wherein the composition comprises between 10% to 90% by weight of a boscalid fungicide and 90% to 10% by weight of a strobilurin fungicide.

A eutectic mixture comprising boscalid and azoxystrobin.

The present invention also provides an agrochemical composition comprising a eutectic mixture of boscalid and azoxystrobin.

The present invention also provides an agrochemical composition comprising a eutectic mixture of boscalid and azoxystrobin, wherein the composition comprises between 10% and 90% boscalid and 90% to 10% azoxystrobin by weight.

A eutectic mixture of boscalid and azoxystrobin, wherein the eutectic mixture is characterized by a DSC having an onset temperature of 100 ± 3 ℃ and an endothermic peak at 103.5 ± 3 ℃.

The present invention also provides an agrochemical composition comprising a eutectic mixture of boscalid and azoxystrobin, wherein the eutectic mixture is characterized by a DSC having an onset temperature of 100 ± 3 ℃ and an endothermic peak of 103.5 ± 3 ℃.

A eutectic mixture comprising boscalid and fluoxastrobin.

The present invention also provides an agrochemical composition comprising a eutectic mixture of boscalid and fluoxastrobin.

The present invention also provides an agrochemical composition comprising a eutectic mixture of boscalid and fluoxastrobin, wherein the composition comprises between 10% and 90% boscalid and 90% to 10% fluoxastrobin by weight.

A eutectic mixture of boscalid and fluoxastrobin, wherein the eutectic mixture is characterized by a DSC having an onset temperature of 92 ± 3 ℃ and an endothermic peak at 97 ± 3 ℃.

The present invention also provides an agrochemical composition comprising a eutectic mixture of boscalid and fluoxastrobin, wherein the eutectic mixture is characterized by a DSC having an onset temperature of 92 ± 3 ℃ and an endothermic peak of 97 ± 3 ℃.

A eutectic mixture of boscalid and fluoxastrobin, wherein the eutectic mixture is characterized by a DSC having an onset temperature of 100 ± 3 ℃ and an endothermic peak at 107 ± 3 ℃.

The present invention also provides an agrochemical composition comprising a eutectic mixture of boscalid and fluoxastrobin, wherein the eutectic mixture is characterized by a DSC having an onset temperature of 100 ± 3 ℃ and an endothermic peak of 107 ± 3 ℃.

The present invention relates to a method for formulating an agrochemical composition comprising a eutectic mixture of boscalid and a strobilurin fungicide.

The invention also relates to a method for preparing a eutectic mixture of boscalid and a strobilurin fungicide.

The present invention also provides a method for controlling phytopathogenic fungi, which comprises applying to a plant or its habitat, plant seed or soil a fungicidally effective amount of a composition comprising a eutectic mixture of boscalid and a strobilurin fungicide.

Description of the drawings:

the invention may be understood with reference to the following drawings:

FIG. 1: DSC thermogram of boscalid.

FIG. 2: DSC thermogram of azoxystrobin.

FIG. 3: DSC thermograms of boscalid and azoxystrobin at a ratio% of 60: 40.

FIG. 4: phase diagram of eutectic mixture of boscalid and azoxystrobin

FIG. 5: DSC thermogram of example 2.

FIG. 6: DSC thermogram of example 3.

FIG. 7: DSC thermogram of example 8.

FIG. 8: example 2 DSC thermogram after 9 months storage.

FIG. 9: DSC thermogram of fluoxastrobin.

FIG. 10: DSC thermogram of a mixture of boscalid and fluoxastrobin at a ratio of 30:70 (example 9)

FIG. 11: DSC thermogram of a mixture of boscalid and fluoxastrobin at a ratio of 25:75 (example 10)

Detailed Description

The inventors of the present invention have surprisingly found that it is possible to successfully prepare a eutectic mixture of boscalid and a strobilurin compound which is stable and highly suitable for the intended use for controlling phytopathogenic fungi.

Furthermore, the inventors of the present invention have observed that such compositions do not suffer from uncontrolled morphological changes when preparing compositions comprising eutectic mixtures of boscalid and strobilurin compounds, and also note that the compositions remain stable during long-term storage.

For the purposes of the present invention, boscalid refers to 2-chloro-N- (4' -chlorobiphenyl-2-yl) nicotinamide, salts and derivatives thereof and polymorphs. Throughout the specification, the term "boscalid" includes known polymorphic forms of the molecule, namely boscalid anhydride modified I, boscalid anhydride modified II and boscalid hydrate forms.

The term "eutectic mixture" is defined as a mixture of two or more components that do not normally interact to form new compounds, but rather inhibit each other's crystallization process at a rate that results in a system with a melting point lower than either component. The phase diagram depicting the onset of melting temperature of the eutectic mixture (using differential scanning calorimetry-DSC thermogram) and excess of the two components at different% of the two components shows the melting mode of the composition according to the invention. The point at which all components in the mixture exist at equilibrium is called the eutectic point.

The term eutectic mixture is also to be understood as including mixtures according to the invention in which the ratio of the two components reduces the melting point to a minimum. However, the mixture should also include other ratios having melting points above the melting point of the eutectic mixture, but below the melting point of the individual components, with at least a portion of the active ingredients mixed at the eutectic point.

In one embodiment, the present invention provides a eutectic mixture comprising boscalid and a strobilurin fungicide.

In one embodiment, the present invention provides an agrochemical composition comprising a eutectic mixture of boscalid and a strobilurin fungicide.

In one embodiment of the present invention, there is provided an agrochemical composition comprising a eutectic mixture of boscalid and a strobilurin fungicide; and at least one agrochemically acceptable excipient, wherein the formation of said eutectic mixture inhibits the crystallization process of boscalid and the strobilurin fungicide.

In one embodiment, the composition comprises boscalid in a form selected from boscalid anhydrate-modified I, boscalid anhydrate-modified II, and boscalid hydrate form.

In one embodiment, the composition according to the invention comprises a strobilurin fungicide selected from the group consisting of azoxystrobin, pyraclostrobin, trifloxystrobin, picoxystrobin, fluoxastrobin, maidenfen (mandestrobin), pyribencarb, coumoxystrobin, enestroburin, flucetostrobin, pyraoxystrobin, triclopyricarb, dimoxystrobin, fenamidote, metominostrobin, dimoxystrobin, metominostrobin and kresoxim-methyl.

In a preferred embodiment, the composition according to the invention comprises a strobilurin fungicide selected from the group consisting of azoxystrobin, pyraclostrobin, trifloxystrobin, fluoxastrobin and picoxystrobin.

In one embodiment of the invention, the composition comprises between 10% and 90% by weight of boscalid and 90% to 10% by weight of strobilurin fungicide.

In one embodiment of the invention, the composition comprises between 50% and 80% by weight of boscalid and 50% to 20% by weight of strobilurin fungicide.

In one embodiment of the invention, the composition comprises between 50% and 80% boscalid and 50% to 20% of a strobilurin fungicide, by weight of active ingredient.

In one embodiment, the present invention provides a eutectic mixture of boscalid and azoxystrobin.

In one embodiment, the present invention provides a eutectic mixture comprising boscalid and azoxystrobin in a molar ratio of 1.5: 1.

In one embodiment of the present invention, an agrochemical composition comprising a eutectic mixture of boscalid and azoxystrobin is provided.

In one embodiment of the invention, the composition comprises between 10% and 90% boscalid and 90% to 10% azoxystrobin by weight.

In certain embodiments of the present invention, the composition comprises between 50% to 80% boscalid and 50% to 20% azoxystrobin by weight.

In certain embodiments of the present invention, the composition comprises between 50% to 80% boscalid and 50% to 20% azoxystrobin, by weight of the active ingredient.

In one embodiment, the present invention provides a eutectic mixture comprising about 60% boscalid and about 40% azoxystrobin, by weight of the active ingredient.

In one embodiment, the composition comprises about 60% boscalid and about 40% azoxystrobin, by weight of the active ingredients.

In one embodiment, the composition comprises boscalid and azoxystrobin in a molar ratio of from 1:9 to 9: 1.

In one embodiment, the composition comprises boscalid and azoxystrobin in a molar ratio of from 1:5 to 5: 1.

In one embodiment, the composition comprises boscalid and azoxystrobin in a molar ratio of from 1:3 to 3: 1.

In a preferred embodiment, the composition comprises boscalid and azoxystrobin in a molar ratio of 1.5: 1.

In one embodiment, the present invention provides a eutectic mixture comprising boscalid and azoxystrobin in a molar ratio of 1.5: 1.

In one embodiment, the composition comprising a eutectic mixture of boscalid and azoxystrobin is characterized by a DSC having an onset temperature of 100 ± 3 ℃ and an endothermic peak at 103 ± 3 ℃.

In one embodiment, the present invention provides a eutectic mixture comprising boscalid and azoxystrobin, which is characterized by a DSC having an onset temperature of 100 ± 3 ℃ and an endothermic peak at 103 ± 3 ℃.

In one embodiment, the composition comprising a eutectic mixture of boscalid and azoxystrobin is characterized by a DSC having an onset temperature of 100 ± 3 ℃ and an endothermic peak between 103 ℃ and 106 ℃.

In one embodiment, the present invention provides a eutectic mixture comprising boscalid and azoxystrobin, the eutectic mixture being characterized by a DSC having an onset temperature of 100 ± 3 ℃ and an endothermic peak between 103 ℃ and 106 ℃.

In a preferred embodiment, the composition comprising a eutectic mixture of boscalid and azoxystrobin is characterized by a DSC having an onset temperature of 100 ± 3 ℃ and an endothermic peak at 103.5 ℃.

In one embodiment, the present invention provides a eutectic mixture comprising boscalid and azoxystrobin, which eutectic mixture is characterized by a DSC having an onset temperature of 100 ± 3 ℃ and an endothermic peak at 103.5 ℃.

In one embodiment, the present invention provides a eutectic mixture of boscalid and fluoxastrobin.

In one embodiment of the present invention, an agrochemical composition comprising a eutectic mixture of boscalid and fluoxastrobin is provided.

In one embodiment of the invention, the composition comprises between 10% and 90% boscalid and 90% to 10% fluoxastrobin by weight.

In certain embodiments of the present invention, the composition comprises between 50% to 80% boscalid and 50% to 20% fluoxastrobin by weight.

In certain embodiments of the present invention, the composition comprises between 50% to 80% boscalid and 50% to 20% fluoxastrobin, by weight of active ingredient.

In one embodiment, the present invention provides a eutectic mixture comprising about 60% boscalid and about 40% fluoxastrobin, by weight of the active ingredient.

In one embodiment, the composition comprises about 60% boscalid and about 40% fluoxastrobin, by weight of the active ingredients.

In one embodiment, the composition comprises boscalid and fluoxastrobin in a molar ratio of 1:9 to 9: 1.

In one embodiment, the composition comprises boscalid and fluoxastrobin in a molar ratio of from 1:5 to 5: 1.

In one embodiment, the composition comprises boscalid and fluoxastrobin in a molar ratio of 1:3 to 3: 1.

In one embodiment, the composition comprises boscalid and fluoxastrobin in a molar ratio of 1.5: 1.

In one embodiment, the present invention provides a eutectic mixture comprising boscalid and fluoxastrobin in a molar ratio of 1: 3.

In one embodiment, the composition comprising a eutectic mixture of boscalid and fluoxastrobin is characterized by a DSC having an onset temperature of 92 ± 3 ℃ and an endothermic peak at 97 ± 3 ℃.

In one embodiment, the present invention provides a eutectic mixture comprising boscalid and fluoxastrobin, characterized by a DSC having an onset temperature of 100 ± 3 ℃ and an endothermic peak at 107 ± 3 ℃.

In a preferred embodiment, the composition comprising a eutectic mixture of boscalid and fluoxastrobin is characterized by a DSC having an onset temperature of 92 ± 3 ℃ and an endothermic peak at 97 ℃ to 100 ℃.

In a preferred embodiment, the composition comprising a eutectic mixture of boscalid and fluoxastrobin is characterized by a DSC having an onset temperature of 100 ± 3 ℃ and an endothermic peak at 107 ℃ to 109 ℃.

In one embodiment, the present invention provides a method of preparing a eutectic mixture of boscalid and a strobilurin fungicide.

In one embodiment, the present invention provides a method for preparing a eutectic mixture of boscalid and a strobilurin fungicide, which comprises subjecting boscalid and a strobilurin fungicide to solution crystallization, dry grinding, solvent drop grinding techniques or spray drying techniques.

In one embodiment, the present invention provides a method for preparing a eutectic mixture of boscalid and strobilurin, comprising the steps of:

a. preparing a concentrated solution of boscalid and a strobilurin fungicide in one or more solvents;

b. optionally evaporating the solvent; and

c. trituration or precipitation with an anti-solvent to obtain a eutectic mixture.

In one embodiment, the present invention provides a method for preparing a eutectic mixture of boscalid and strobilurin, comprising the steps of:

a. preparing a concentrated solution of boscalid and a strobilurin fungicide in one or more solvents;

b. the solvent is evaporated to effect crystallization, thereby obtaining a eutectic mixture.

In one embodiment, the solvent in step a) is selected from aliphatic alcohols, ketones, esters, ethers, polar protic solvents, polar aprotic solvents, halogenated solvents, aliphatic hydrocarbons or aromatic hydrocarbons.

In one embodiment of the invention, the anti-solvent may be an aliphatic or aromatic hydrocarbon.

In one embodiment, in step (b), the solvent is partially evaporated.

In one embodiment, in step (b), the solvent is completely evaporated.

In one embodiment of the invention, the anti-solvent in step c) is selected from aliphatic or aromatic hydrocarbon solvents.

In one embodiment, the present invention provides a method for preparing a eutectic mixture of boscalid and a strobilurin fungicide, the method comprising the steps of:

a. blending boscalid and a strobilurin fungicide;

b. optionally incorporating a solvent into the admixture; and

c. grinding or crushing or milling the admixture to obtain the eutectic mixture.

In one embodiment, the temperature at which step (a), step (b) or step (c) of the process is carried out is not limited.

In another embodiment, step (a), step (b) or step (c) of the method is carried out at a temperature below the melting point of boscalid and the strobilurin fungicide.

The invention also provides a method for preparing a composition comprising a eutectic mixture of boscalid and a strobilurin fungicide.

In one embodiment, there is provided a method for preparing a composition comprising a eutectic mixture of boscalid and a strobilurin fungicide, which comprises preparing a eutectic mixture of boscalid and a strobilurin fungicide with or without the addition of agrochemically acceptable excipients, and further processing the mixture into a suitable form.

In one embodiment, a method is provided for preparing a granular composition comprising a eutectic mixture of boscalid and a strobilurin fungicide.

In one embodiment of the present invention, a granular composition comprising a eutectic mixture of boscalid and a strobilurin fungicide is prepared by a method comprising the steps of:

(a) preparing a eutectic mixture of boscalid and a strobilurin fungicide, optionally with agrochemically acceptable excipients;

(b) optionally adding one or more other agrochemicals;

(c) optionally grinding and pulverizing; and

(d) granulating the mixture to obtain a granular composition.

In one embodiment of the present invention, a granular composition comprising a eutectic mixture of boscalid and a strobilurin fungicide is prepared by a method comprising the steps of:

(a) preparing a eutectic mixture of boscalid and a strobilurin fungicide having at least one agrochemically acceptable excipient;

(b) optionally adding one or more other agrochemicals;

(c) grinding and crushing; and

(d) granulating the mixture to obtain a granular composition.

The step of granulating the mixture is not particularly limited. Suitable granulation processes are the conventional processes described in the granulation art, such as spray drying, fluid bed granulation, agglomeration, pan granulation, especially extrusion granulation.

In one embodiment of the present invention, a granular composition comprising a eutectic mixture of boscalid and a strobilurin fungicide is prepared by a method comprising the steps of:

(a) mixing boscalid and a strobilurin fungicide with at least one agrochemically acceptable excipient;

(b) grinding and crushing; and

(c) granulating the mixture to obtain a granular composition.

In one embodiment, the mixing of step (a) comprises milling.

In one embodiment of the present invention, the eutectic mixture is prepared by grinding boscalid and a strobilurin fungicide.

In one embodiment, the eutectic mixture is prepared by milling boscalid with a strobilurin fungicide.

In one embodiment, the eutectic mixture is prepared by melting boscalid and a strobilurin fungicide.

In one embodiment, the eutectic mixture is prepared by crystallizing boscalid and a strobilurin fungicide from one or more suitable solvents.

In one embodiment, the solvent suitable for preparing the eutectic mixture of boscalid and strobilurin fungicide is selected from alcohols, esters, ethers, ketones, aldehydes, halogenated hydrocarbons, aromatic hydrocarbons, aliphatic hydrocarbons, amides and water or mixtures thereof.

In one embodiment, the eutectic mixture is prepared by granulating a mixture of boscalid and a strobilurin fungicide.

In one embodiment, the granulation method is not particularly limited, and may be performed by spray drying, fluidized bed granulation, agglomeration, pan granulation, and extrusion granulation.

In one embodiment, the eutectic mixture is prepared by granulating a mixture of boscalid and a strobilurin fungicide, wherein the strobilurin fungicide is selected from azoxystrobin, pyraclostrobin, trifloxystrobin, picoxystrobin, fluoxastrobin, meprobamate, pyribencarb, coumoxystrobin, enestrobin, fluoxastrobin, pyraoxystrobin, pyraclostrobin, triclopyr, triclosan, dimoxystrobin, alkene oxime amine, metominostrobin, orysastrobin, or kresoxim-methyl.

In one embodiment, the eutectic mixture is prepared by granulating a mixture of boscalid and azoxystrobin.

The fungicidal compositions according to the invention may also comprise other suitable agrochemical excipients, such as auxiliary adjuvants/surfactants, such as wetting agents, spreading agents, penetration aids, dispersing agents, carriers, binders, inert ingredients, pH adjusting agents, suspending agents, spray droplet modifiers, pigments, antioxidants, UV protectants, compatibilizers, antifoaming agents, chelating agents, neutralizing agents, corrosion inhibitors, dyes, odorants, fertilizers, micronutrients, emollients, lubricants and the like.

Agrochemical compositions comprising a eutectic mixture of boscalid and a strobilurin fungicide may be prepared as dispersible granules, wettable powders, dry flowables, emulsions, dispersions, suspension concentrates, encapsulants in polymeric materials, oil dispersions, emulsifiable concentrates, microemulsions, concentrate flowables or suspoemulsions.

The composition according to the invention may also comprise one or more other active ingredients. The other active ingredient may be selected from fungicides, insecticides or herbicides.

In one embodiment, the additional active ingredient is a fungicide. In this embodiment, the composition of the invention comprises a third fungicide.

In one embodiment, the additional fungicide can be a combination of two or more fungicides. In this embodiment, the composition of the invention comprises a third and a fourth fungicide.

In one embodiment, the composition of the invention comprises a third and a fourth fungicide selected from the group consisting of multi-site contact fungicides, conazole fungicides, and succinate dehydrogenase inhibitors.

In one embodiment, the third fungicide can be a multi-site contact fungicide.

In one embodiment, the multi-site contact fungicide may be selected from

(i) Copper fungicides selected from copper oxychloride, copper sulfate, copper hydroxide and tribasic copper sulfate (bordeaux mixture);

(ii) elemental sulfur;

(iii) a dithiocarbamate fungicide selected from the group consisting of amobam, arsine, thiram oxide, morcarb, thiabendazole, copper oxychloride, disulfiram, ferbam, metam, sodium metiram, thiram, arsine, ziram, dazomet, thioneb, metiram, mancopper, mancozeb, maneb, metiram, zineb and zineb;

(iv) a phthalimide fungicide selected from folpet, captan and captafol;

(v) chlorothalonil;

(vi) a sulfonamide fungicide selected from dichlofluanid and tolylfluanid;

(vii) a biguanide fungicide selected from dodine, dioctylguanamine and biguanamine;

(viii) a carbendazim;

(ix) dithianon; and

(x) Combinations thereof;

in one embodiment, the third fungicide is mancozeb.

In one embodiment, the third fungicide mancozeb is used in an amount to provide 0.5kg/ha to 5.0kg/ha to the field.

In one embodiment, the third fungicide mancozeb is used in an amount to provide 1.0kg/ha to 3.0kg/ha to the field.

In one embodiment, the multisite fungicide is chlorothalonil.

In one embodiment, the third fungicide may be a conazole-based fungicide selected from climbazole, clotrimazole, imazalil, oxpoconazole, prochloraz manganese salt, triflumizole, azaconazole, bitertanol, bromconazole, cyproconazole, benzchlorotriazole, difenoconazole, diniconazole-M, epoxiconazole, fenbuconazole, triflumizole, fluquinconazole, flusilazole, flutriafol, furconazole, hexaconazole, amidazole, ipconazole, metconazole, myclobutanil, penconazole, propiconazole, prothioconazole, quinconazole, simeconazole, tebuconazole, tetraconazole, triadimefon, triadimenol, triticonazole, uniconazole, pefurazoate and uniconazole-P.

In one embodiment, the third fungicide may be a second succinate dehydrogenase inhibitor selected from the group consisting of mebutazine, flutolanil, mefuramide, carboxin, oxycarboxin, thifluzamide, bixafen, fluxapyroxad, furametpyr, isopyrazam, fluxapyroxad, penthiopyrad, fluxafen, penthiopyrad and sedaxane.

In one embodiment, the third fungicide is a multi-site contact fungicide and the fourth fungicide may be a conazole-based fungicide selected from climbazole, clotrimazole, imazalil, oxpoconazole, prochloraz manganese salt, triflumizole, azaconazole, bitertanol, bromconazole, cyproconazole, benzchlorotriazole, difenoconazole, diniconazole-M, epoxiconazole, fenbuconazole, triflumizole, fluquinconazole, flusilazole, flutriafol, furconazole, hexaconazole, amidazole, ipconazole, metconazole, myclobutanil, tebuconazole, propiconazole, prothioconazole, quinconazole, simeconazole, tebuconazole, tetraconazole, triadimefon, triadimenol, triticonazole, uniconazole, pefurazoate and uniconazole-P.

In one embodiment, the third fungicide is mancozeb, and the fourth fungicide may be a conazole-based fungicide selected from climbazole, clotrimazole, imazalil, oxpoconazole, prochloraz manganese salt, triflumizole, azaconazole, bitertanol, bromconazole, cyproconazole, benzchlorotriazole, difenoconazole, diniconazole-M, epoxiconazole, fenbuconazole, triflumizole, fluquinconazole, flusilazole, flutriafol, furconazole, hexaconazole, amidazole, ipconazole, metconazole, myclobutanil, tebuconazole, propiconazole, prothioconazole, quinconazole, simeconazole, tebuconazole, tetraconazole, triadimefon, triadimenol, triticonazole, uniconazole, imazalil, and uniconazole-P.

In one embodiment, the third fungicide may be a multi-site contact fungicide and the fourth fungicide may be a second succinate dehydrogenase inhibitor selected from the group consisting of mephacoln, flutolanil, mefuramide, carboxin, oxycarboxin, thifluzamide, bixafen, fluxapyroxad, furametpyr, isopyrazam, fluxapyroxafen, penthiopyrad and sedaxane.

In one embodiment, the third fungicide may be mancozeb and the fourth fungicide may be a second succinate dehydrogenase inhibitor selected from the group consisting of mefenoxanil, flutolanil, mefuramide, carboxin, oxycarboxin, thifluzamide, bixafen, fluxapyroxad, furametpyr, isopyrazam, fluxafen, penthiopyrad and epoxiconazole.

In one embodiment, the third fungicide may be mancozeb and the fourth fungicide may be fluopyram.

In one embodiment, the third fungicide may be mancozeb and the fourth fungicide may be thifluzamide.

In one embodiment, the third fungicide may be mancozeb and the fourth fungicide may be bixafen.

In one embodiment, the third fungicide can be mancozeb and the fourth fungicide can be fluxapyroxad.

In one embodiment, the third fungicide may be mancozeb and the fourth fungicide may be isopyrazam.

In one embodiment, the third fungicide may be mancozeb and the fourth fungicide may be penthiopyrad.

In one embodiment, the third fungicide can be mancozeb and the fourth fungicide can be cyprodinil.

In one embodiment, the third fungicide is a multi-site contact fungicide and the fourth fungicide is a conazole fungicide selected from the group consisting of prothioconazole, tebuconazole, cyproconazole, epoxiconazole, metconazole and tebuconazole.

In one embodiment, the third fungicide is mancozeb and the fourth fungicide is prothioconazole.

In one embodiment, the third fungicide is mancozeb and the fourth fungicide is tebuconazole.

In one embodiment, the third fungicide is mancozeb and the fourth fungicide is cyproconazole.

In one embodiment, the third fungicide is mancozeb and the fourth fungicide is epoxiconazole.

In one embodiment, the third fungicide is mancozeb and the fourth fungicide is metconazole.

The composition according to the invention may be prepared as a premix or by tank mixing with other active substances, or alternatively may be sold as a multi-part kit containing a eutectic mixture of boscalid and a strobilurin fungicide and other ingredients which may be mixed prior to spraying, or may be sold as a ready-to-use multi-part mixed kit comprising a eutectic mixture of boscalid and a strobilurin fungicide in one part and other active substances or suitable agrochemical excipients in another part.

Compositions comprising the eutectic mixture of boscalid and a strobilurin fungicide of the present invention are suitable for controlling or controlling fungi.

The present invention provides a method of controlling phytopathogenic fungi, which comprises applying to a plant or its habitat, plant seed or soil a fungicidally effective amount of a composition comprising a eutectic mixture of boscalid and a strobilurin fungicide.

Accordingly, there is provided a method of controlling or controlling fungi, which comprises applying to a plant or its habitat, plant seed or soil a fungicidally effective amount of a composition comprising a eutectic mixture of boscalid and a strobilurin fungicide.

In one embodiment, there is provided a method of controlling or managing fungi, the method comprising applying to a plant or its habitat, plant seed or soil a fungicidally effective amount of a composition comprising a eutectic mixture of boscalid and a strobilurin fungicide, wherein the strobilurin fungicide is selected from azoxystrobin, pyraclostrobin, trifloxystrobin, picoxystrobin, fluoxastrobin, meperidate, pyribencarb, coumoxystrobin, enestroburin, trifloxystrobin, pyraclostrobin, clorstrobin, dimoxystrobin, metominostrobin, orysastrobin or kresoxim-methyl.

In one embodiment, there is provided a method of controlling or managing fungi comprising applying to a plant or its habitat, plant seed or soil a fungicidally effective amount of a composition comprising a eutectic mixture of boscalid and azoxystrobin.

In one embodiment, there is provided a method of controlling or managing fungi, which comprises applying to a plant or its habitat, plant seed or soil a fungicidally effective amount of a composition comprising a eutectic mixture of boscalid and fluoxastrobin.

The following are preferred embodiments of the present invention, which are exemplary and non-limiting:

a eutectic mixture comprising boscalid and a strobilurin fungicide.

An agrochemical composition comprising a eutectic mixture of boscalid and a strobilurin fungicide.

An agrochemical composition comprising a eutectic mixture of boscalid and a strobilurin fungicide, wherein the composition comprises between 10% and 90% by weight of boscalid fungicide and 90% to 10% by weight of strobilurin fungicide.

A eutectic mixture comprising boscalid and azoxystrobin.

An agrochemical composition comprising a eutectic mixture of boscalid and azoxystrobin.

An agrochemical composition comprising a eutectic mixture of boscalid and azoxystrobin, wherein the composition comprises between 10% and 90% boscalid fungicide and 90% to 10% azoxystrobin by weight.

A eutectic mixture of boscalid and azoxystrobin, wherein the eutectic mixture is characterized by a DSC having an onset temperature of 100 ± 3 ℃ and an endothermic peak at 103.5 ± 3 ℃.

A composition comprising a eutectic mixture of boscalid and azoxystrobin, wherein the eutectic mixture is characterized by a DSC having an onset temperature of 100 ± 3 ℃ and an endothermic peak at 103.5 ± 3 ℃.

A eutectic mixture comprising boscalid and fluoxastrobin.

An agrochemical composition comprising a eutectic mixture of boscalid and fluoxastrobin.

An agrochemical composition comprising a eutectic mixture of boscalid and fluoxastrobin, wherein the composition comprises between 10% and 90% boscalid fungicide and 90% to 10% fluoxastrobin by weight.

A eutectic mixture of boscalid and fluoxastrobin, wherein the eutectic mixture is characterized by a DSC having an onset temperature of 92 ± 3 ℃ and an endothermic peak at 97 ± 3 ℃.

A composition comprising a eutectic mixture of boscalid and fluoxastrobin, wherein the eutectic mixture is characterized by a DSC having an onset temperature of 92 ± 3 ℃ and having an endothermic peak at 97 ± 3 ℃.

A eutectic mixture of boscalid and fluoxastrobin, wherein the eutectic mixture is characterized by a DSC having an onset temperature of 100 ± 3 ℃ and having an endothermic peak at 107 ± 3 ℃.

A composition comprising a eutectic mixture of boscalid and fluoxastrobin, wherein the eutectic mixture is characterized by a DSC having an onset temperature of 100 ± 3 ℃ and having an endothermic peak at 107 ± 3 ℃.

A method for formulating an agrochemical composition comprising a eutectic mixture of boscalid and a strobilurin fungicide.

A method for preparing a eutectic mixture of boscalid and a strobilurin fungicide, which comprises processing a predetermined ratio of boscalid and the strobilurin fungicide together.

A method of controlling phytopathogenic fungi, which comprises applying to a plant or its habitat, plant seed or soil a fungicidally effective amount of a composition comprising a eutectic mixture of boscalid and a strobilurin fungicide.

A eutectic mixture comprising boscalid and a strobilurin fungicide.

An agrochemical composition comprising a eutectic mixture of boscalid and a strobilurin fungicide.

An agrochemical composition comprising a eutectic mixture of boscalid and a strobilurin fungicide; and at least one agrochemically acceptable excipient, wherein the formation of said eutectic mixture inhibits the crystallization process of boscalid and the strobilurin fungicide.

A composition comprising between 10-90% by weight of boscalid and 90-10% by weight of a strobilurin fungicide, wherein at least a portion of the fungicide mixture is in the form of a eutectic mixture.

A composition comprising between 50-80% by weight of boscalid and 50-20% of a strobilurin fungicide, wherein at least a portion of the fungicide mixture is in the form of a eutectic mixture.

A composition comprising between 50-80% boscalid and 50-20% of a strobilurin fungicide, by weight of active ingredient, wherein at least a portion of the fungicide mixture is in the form of a eutectic mixture.

A eutectic mixture of boscalid and azoxystrobin.

An agrochemical composition comprising a eutectic mixture of boscalid and azoxystrobin.

A composition comprising between 10-90% by weight boscalid and 90-10% azoxystrobin, wherein at least a part of the fungicide mixture is in the form of a eutectic mixture.

A composition comprising between 50-80% by weight boscalid and 50-20% azoxystrobin, wherein at least a part of the fungicide mixture is in the form of a eutectic mixture.

A composition comprising between 50% and 80% boscalid and 50% to 20% azoxystrobin by weight of the active ingredient, wherein at least a part of the fungicide mixture is in the form of a eutectic mixture.

A eutectic mixture comprising about 60% boscalid and about 40% azoxystrobin, by weight of the active ingredient.

A composition comprising about 60% boscalid and about 40% azoxystrobin, by weight of the active ingredient, wherein the fungicide mixture is in the form of a eutectic mixture.

A eutectic mixture comprising about 37.5% boscalid and about 25% azoxystrobin, by weight of the active ingredient.

A composition comprising about 37.5% boscalid and about 25% azoxystrobin, by weight of the active ingredient, wherein the fungicide mixture is in the form of a eutectic mixture.

A composition comprising boscalid and azoxystrobin in a molar ratio of 1:9 to 9:1, wherein at least a portion of the fungicide mixture is in the form of a eutectic mixture.

A composition comprising boscalid and azoxystrobin in a molar ratio of from 1:5 to 5:1, wherein at least a part of the fungicide mixture is in the form of a eutectic mixture.

A composition comprising boscalid and azoxystrobin in a molar ratio of from 1:3 to 3:1, wherein at least a part of the fungicide mixture is in the form of a eutectic mixture.

A composition comprising boscalid and azoxystrobin in a molar ratio of 1.5:1, wherein the fungicide mixture is in the form of a eutectic mixture.

A eutectic mixture comprising boscalid and azoxystrobin in a molar ratio of 1.5: 1.

A composition comprising a eutectic mixture of boscalid and azoxystrobin, characterized in that DSC has an onset temperature of 100 ± 3 ℃ and an endothermic peak at 103 ± 3 ℃.

A eutectic mixture comprising boscalid and azoxystrobin, characterized in that DSC has an onset temperature of 100 ± 3 ℃ and an endothermic peak at 103 ± 3 ℃.

A composition comprising a eutectic mixture of boscalid and azoxystrobin, characterized in that the DSC has an onset temperature of 100 ± 3 ℃ and an endothermic peak between 102 ℃ and 106 ℃.

A eutectic mixture comprising boscalid and azoxystrobin, characterized in that the DSC has an onset temperature of 100 ± 3 ℃ and an endothermic peak between 102 ℃ and 106 ℃.

A composition comprising a eutectic mixture of boscalid and azoxystrobin, characterized by a DSC having an onset temperature of 100.07 ℃ and an endothermic peak at 103.5 ℃.

A eutectic mixture comprising boscalid and azoxystrobin, characterized by a DSC having an onset temperature of 100.07 ℃ and an endothermic peak at 103.5 ℃.

A eutectic mixture comprising boscalid and azoxystrobin, characterized by having a DSC thermogram as shown in figure 3.

A composition comprising boscalid and azoxystrobin, characterized by having a DSC thermogram as shown in figure 3.

A eutectic mixture comprising boscalid and azoxystrobin, characterized by having a phase diagram as shown in figure 4.

A composition comprising boscalid and azoxystrobin, characterized by having a phase diagram as shown in figure 4.

A eutectic mixture of boscalid and fluoxastrobin.

An agrochemical composition comprising a eutectic mixture of boscalid and fluoxastrobin.

A composition comprising between 10-90% by weight boscalid and 90-10% fluoxastrobin, wherein at least a portion of the fungicide mixture is in the form of a eutectic mixture.

A composition comprising between 50-80% by weight boscalid and 20-50% fluoxastrobin, wherein at least a portion of the fungicide mixture is in the form of a eutectic mixture.

A composition comprising 20-50% by weight boscalid and between 50-80% fluoxastrobin, wherein at least a portion of the fungicide mixture is in the form of a eutectic mixture.

A composition comprising between 50% and 80% boscalid and 50% to 20% fluoxastrobin, by weight of active ingredient, wherein at least a portion of the fungicide mixture is in the form of a eutectic mixture.

A composition comprising 20-50% boscalid and between 50-80% fluoxastrobin, by weight of the active ingredients, wherein at least a portion of the fungicide mixture is in the form of a eutectic mixture.

A eutectic mixture comprising about 25% boscalid and about 75% fluoxastrobin, by weight of the active ingredient.

A composition comprising about 25% boscalid and about 75% fluoxastrobin, by weight of active ingredient, wherein the fungicide mixture is in the form of a eutectic mixture.

A eutectic mixture comprising about 50% boscalid and about 50% fluoxastrobin, by weight of the active ingredient.

A composition comprising about 50% boscalid and about 50% fluoxastrobin, by weight of active ingredient, wherein at least a portion of the fungicide mixture is in the form of a eutectic mixture.

A eutectic mixture comprising about 60% boscalid and about 40% fluoxastrobin, by weight of the active ingredient.

A composition comprising about 60% boscalid and about 40% fluoxastrobin, by weight of active ingredient, wherein at least a portion of the fungicide mixture is in the form of a eutectic mixture.

A eutectic mixture comprising about 75% boscalid and about 25% fluoxastrobin, by weight of the active ingredient.

A composition comprising about 75% boscalid and about 25% fluoxastrobin, by weight of active ingredient, wherein at least a portion of the fungicide mixture is in the form of a eutectic mixture.

A composition comprising boscalid and fluoxastrobin in a molar ratio of 1:9 to 9:1, wherein at least a portion of the fungicide mixture is in the form of a eutectic mixture.

A composition comprising boscalid and fluoxastrobin in a molar ratio of 1:5 to 5:1, wherein at least a portion of the fungicide mixture is in the form of a eutectic mixture.

A composition comprising boscalid and fluoxastrobin in a molar ratio of 1:3 to 3:1, wherein at least a portion of the fungicide mixture is in the form of a eutectic mixture.

A composition comprising boscalid and fluoxastrobin in a molar ratio of 1.5:1, wherein at least a portion of the fungicide mixture is in the form of a eutectic mixture.

A eutectic mixture comprising boscalid and fluoxastrobin in a molar ratio of 1: 3.

A composition comprising a eutectic mixture of boscalid and fluoxastrobin, characterized by a DSC having an onset temperature of 92 ± 3 ℃ and an endothermic peak at 97 ± 3 ℃.

A eutectic mixture comprising boscalid and fluoxastrobin, characterized by a DSC having an onset temperature of 92 ± 3 ℃ and an endothermic peak at 97 ± 3 ℃.

A composition comprising a eutectic mixture of boscalid and fluoxastrobin, characterized by a DSC having an onset temperature of 92 ± 3 ℃ and an endothermic peak between 94 ℃ and 100 ℃.

A composition comprising a eutectic mixture of boscalid and fluoxastrobin, characterized by a DSC having an onset temperature of 92 ± 3 ℃ and an endothermic peak at 97 ℃ to 99 ℃.

A composition comprising a eutectic mixture of boscalid and fluoxastrobin, characterized by a DSC having an onset temperature of 100 ± 3 ℃ and an endothermic peak between 104 ℃ and 110 ℃.

A composition comprising a eutectic mixture of boscalid and fluoxastrobin, characterized by a DSC having an onset temperature of 100 ± 3 ℃ and an endothermic peak at 107 ℃ to 108 ℃.

A eutectic mixture comprising boscalid and fluoxastrobin, characterized by having a DSC thermogram as shown in fig. 10 and fig. 11.

A composition comprising boscalid and fluoxastrobin, characterized by having a DSC thermogram as shown in figure 10 and figure 11.

A eutectic mixture comprising boscalid, a strobilurin fungicide and a third fungicide.

A eutectic mixture comprising boscalid, a strobilurin fungicide, at least one third fungicide and at least one fourth fungicide.

An agrochemical composition comprising a eutectic mixture of boscalid and a strobilurin fungicide and a third fungicide.

An agrochemical composition comprising a eutectic mixture of boscalid and a strobilurin fungicide, at least one third fungicide and at least one fourth fungicide.

The invention will now be described with reference to the following specific examples. It should be noted that the following examples illustrate rather than limit the invention, and that those skilled in the art will be able to design many alternative embodiments without departing from the scope of the invention.

Example 1: the eutectic mixture of boscalid and azoxystrobin according to the present invention was prepared as follows:

boscalid and azoxystrobin were ground in an agate mortar at different ratios as shown in table 1 and the mixture was thoroughly ground. The resulting mixture was analyzed by DSC.

Table 1: boscalid-azoxystrobin mixtures in different ratios

Method for detecting eutectic mixture

The eutectic mixture was detected by recording DSC.

The endothermic peak of boscalid was recorded between 144 ℃ and 148 ℃ (onset temperature 144.71 ℃, Δ H83.65J/g) [ fig. 1 ]. The endothermic peak of azoxystrobin was recorded between 112 ℃ and 118 ℃ (onset temperature 114.34.2 ℃, Δ H86.19J/g) [ fig. 2 ]. For different ratios of boscalid: a mixture of azoxystrobin was subjected to DSC. The results show that boscalid: at a ratio of azoxystrobin of 60:40, a eutectic was formed showing a single endothermic peak (eutectic) at 103.5 ℃ (fig. 3). In all other ratios, two different endothermic curves were observed, one from melting of the eutectic and the other from melting of the excess components, which is shown in the phase diagram (fig. 4).

Example 2: a composition comprising a eutectic mixture of boscalid (anhydride-modified I) and azoxystrobin according to the invention was prepared as follows:

table 2: boscalid-azoxystrobin aqueous dispersionGranular composition

Boscalid and azoxystrobin were weighed, ground in an agate mortar, and the mixture was ground thoroughly. The mixture was then milled in a jet mill along with the listed ingredients to obtain the desired particle size. Water was added to the powdered mixture to prepare a dough. The granules are prepared by subjecting the dough to a granulator. The granules were dried using a dryer and then sieved. The particles were analyzed by DSC. A DSC endotherm was observed at 104.5 ℃. (FIG. 5).

Example 3: a composition comprising a eutectic mixture of boscalid (anhydride-modified II) and azoxystrobin according to the invention was prepared as follows:

table 4: boscalid-azoxystrobin water dispersible granule composition

Boscalid and azoxystrobin were weighed and then ground in a jet mill along with the ingredients listed to obtain the desired particle size and the composition was prepared according to the procedure of example 2. The particles were analyzed by DSC. A DSC endotherm was observed at 105.89 ℃. (FIG. 6).

Details of various inventive compositions according to the present invention comprising a eutectic mixture of boscalid and azoxystrobin are given in table 4. The composition was prepared according to the procedure of example 2.

Different formulations were prepared using different ratios of boscalid and azoxystrobin. Details of the weight ratios of the various components are set forth in table 4 below:

table 3: inventive compositions according to the invention comprising a eutectic mixture of boscalid and azoxystrobin

Stability of the formulations according to the invention

The boscalid-azoxystrobin compositions prepared according to the invention were tested for stability on storage according to the BIS specification. The samples were kept at room temperature (27 ± 2 ℃) for real-time stability of the formulation. The inventors have observed that the compositions prepared according to the invention are stable and that no morphological changes of the compositions are observed. After 9 months of storage, the DSC of example 2 showed an endothermic peak at 105.3 ℃ corresponding to the eutectic mixture (figure 8), demonstrating the stability of the composition.

Example 9: the eutectic mixture of boscalid and fluoxastrobin according to the present invention was prepared as follows (dry milling method):

boscalid and fluoxastrobin were ground in an agate mortar at different ratios as shown in table 5 and the mixture was thoroughly ground. The resulting mixture was analyzed by DSC.

Table 5: boscalid-fluoxastrobin mixtures in different ratios

Method for detecting eutectic mixture

The eutectic mixture was detected by recording DSC.

The endothermic peak of boscalid was recorded between 144 ℃ and 148 ℃ (onset temperature 144.71 ℃, Δ H83.65J/g) [ fig. 1 ]. The endothermic peak of fluoxastrobin was recorded between 104 ℃ and 114 ℃ (onset temperature 105.82 ℃, Δ H72.04J/g) [ fig. 9 ]. For different ratios of boscalid: DSC was performed on a mixture of fluoxastrobin. The results show that boscalid: at a ratio of fluoxastrobin of 30:70, a eutectic mixture formed showing a single endothermic peak (eutectic point) at 97.7 ℃ (fig. 10).

Example 10: the eutectic mixture of boscalid and fluoxastrobin according to the present invention is prepared as follows (solvent evaporation method):

boscalid (1.005g, 1.02 mol) and fluoxastrobin (4.029g, 3.0 mol) were stirred in acetone (20ml) at 50 ℃ to 55 ℃ until dissolved and the solution was held at this temperature for 15 minutes. The solvent portion was evaporated and the concentrated solution was allowed to stand for 18 hours to facilitate crystallization. The crystalline solid was dried under vacuum to obtain 4.9g of a eutectic mixture (boscalid: fluoxastrobin: 25: 75). The crystals were analyzed by DSC. A DSC endotherm was observed at 107.5 ℃. (FIG. 11).

Example 11: a composition comprising a eutectic mixture of boscalid (anhydride modification II) and fluoxastrobin according to the present invention was prepared as follows:

table 6: boscalid-fluoxastrobin water dispersible granule composition

Reference sample number Composition (I) %w/w
1. Boscalid 15
2. Fluoxastrobin 45
3. Dispersing agent 10
4. Wetting agent 3
5. Inert ingredient 23.5
6. Polymeric surfactants 3.5
Total of 100.00

Boscalid and fluoxastrobin were taken and the composition was prepared according to the procedure of example 2.

Details of various inventive compositions according to the present invention comprising a eutectic mixture of boscalid and fluoxastrobin are given in table 7. The composition was prepared according to the procedure of example 2.

Different formulations were prepared using different ratios of boscalid and fluoxastrobin. Details of the weight ratios of the various components are set forth in table 7 below:

table 7: inventive compositions according to the invention comprising a eutectic mixture of boscalid and fluoxastrobin

Research on field test

The scheme is as follows: a field test was performed using a composition of a eutectic mixture of boscalid and azoxystrobin prepared according to the present invention as a fungicide. The composition is optionally mixed with other tank mix aids and applied to tomatoes (early blight), peppers (powdery mildew), onions (blight) and grapes (powdery mildew) at an application rate of 500kg/ha to 600 kg/ha. The dose of a commercially conventional formulation of pyraclostrobin 12.8% + boscalid 25.2% WG-Visma was 600 ml/h. The dose of the commercially conventional formulation of azoxystrobin 250SC-Amistar was 562.5 ml/h. The observations at 10 and 14 days after treatment are summarized in the table below, demonstrating the biological efficacy of the compositions.

And (3) field test: study of fungal control of tomato (early blight), pepper (powdery mildew), onion (blight) and grape (powdery mildew).

Different doses of the formulation comprising a eutectic mixture of boscalid and azoxystrobin (example 2) were tested against fungal control in tomato, pepper, onion and grapes, as well as market samples for pyraoxystrobin + boscalid wg (visma) and azoxystrobin (AMISTAR). The fungi include Alternaria solani (Alternaria solani) of tomato, levulina taurica (levulinla taurica) of pepper, stolonicera vesiculosa (stemphyllium vesicocarium) of onion and levulina taurica (levulina taurica) of grape.

Table 8: fungal control after application%

It has been observed from the above results that the formulation comprising the eutectic mixture of boscalid and azoxystrobin prepared according to example 2 shows good fungal control at a lower application rate of 400 kg/ha. It has been noted that at any given rate of administration, the formulation comprising a eutectic mixture of boscalid and azoxystrobin exhibited higher bioefficacy and higher consistency than VISMA (pyraclostrobin 12.8% + boscalid 25.2% WG, commercial sample) and AMISTAR (azoxystrobin 250SC, commercial sample). More specifically, it has been observed that formulations comprising a eutectic mixture of boscalid and azoxystrobin exhibited better bioefficacy at a lower application rate of 500.0kg/ha than VISMA at an application rate of 600kg/ha and AMISTAR at an application rate of 562.5 kg/ha. It was therefore concluded that a formulation comprising a eutectic mixture of boscalid and azoxystrobin can be effectively used as a fungicide at a lower dose with better biological efficacy compared to other conventional boscalid and/or strobilurin based formulations.

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