Triazole fungicide green emulsifiable concentrate and preparation method thereof

Abstract

The present application relates to the technical field of pesticides, and particularly relates to a triazole fungicide green emulsion and a preparation method thereof.The triazole fungicide green emulsion provided by the present application comprises: a natural low eutectic solvent and a triazole fungicide raw drug dispersed in the natural low eutectic solvent; the mass percentage of the triazole fungicide raw drug is 0.9-50.0%; and the natural low eutectic solvent is composed of pinol, menthol, decyl alcohol and decanoic acid.The natural low eutectic solvent is used in the preparation of the triazole fungicide green emulsion, so that the use of traditional organic solvents can be reduced, and great social and economic benefits can be achieved in the field of green pesticides.

Description

Technical Field

[0001] This invention relates to the field of pesticide technology, and in particular to green emulsifiable concentrates of triazole fungicides and their preparation methods. Background Technology

[0002] Triazole fungicides, as pesticides, are a class of broad-spectrum fungicides with sustained-release and systemic activity. They exhibit fungicidal activity against a variety of pathogenic fungi and can be used to control a wide range of plant diseases. However, because the active ingredients in triazole pesticides are mostly poorly soluble in water, they are usually processed into pesticide formulations with practical value and high performance, such as emulsifiable concentrates and suspension concentrates, by adding various adjuvants, depending on the properties of their active ingredients and the application scenario.

[0003] Emulsifiable concentrates (ECs) have long held an important position in my country's pesticide formulations due to their wide applicability to pesticide technicals, relatively low processing costs, high biological activity, and ability to distribute their active ingredients evenly on crop surfaces, exhibiting good wetting and adhesion properties and high control efficacy. However, the solvents used in EC formulations are mainly volatile organic compounds (such as benzene, toluene, and xylene), which can cause serious harm and pollution to humans and the environment.

[0004] Therefore, the traditional solvent system of emulsifiable concentrates can no longer meet the current requirements for the safety and greenness of pesticide formulations. Strictly limiting the use of harmful organic solvents, finding green and environmentally friendly alternative solvents, and developing green emulsifiable concentrate products with low volatile organic compound content and environmental and ecological safety are the development trends of green pesticide formulation systems.

[0005] Natural eutectic solvents are eutectic systems formed from complexes of primary metabolites or renewable components (such as amino acids, sugar alcohols, sugars, and organic acids) through hydrogen bonds, ionic interactions, or other intermolecular forces. They are currently widely used in various fields, such as biocatalysis, extraction of active plant components, increasing drug solubility, and drug delivery, and have shown potential for non-aqueous liquid drug delivery in the pharmaceutical field. However, no reports have been found of natural eutectic solvents for the preparation of triazole fungicides. Summary of the Invention

[0006] In order to overcome the shortcomings of the prior art, the present invention provides a natural eutectic solvent as a solvent for triazole pesticides.

[0007] Based on this, the first aspect of the present invention provides a bactericidal composition comprising: a natural eutectic solvent and a triazole bactericide technical material dispersed in the natural eutectic solvent; wherein the triazole bactericide technical material has a mass percentage of 0.9 to 50.0%; and wherein the natural eutectic solvent is a combination of terpineol, menthol, or decanol with decanoic acid.

[0008] In the bactericidal composition provided by the present invention, the natural eutectic solvent is composed of terpineol and decanoic acid in a molar ratio of 1:1, or of menthol and decanoic acid in a molar ratio of 1:1, or of decyl alcohol and decanoic acid in a molar ratio of 1:1.

[0009] In the bactericidal composition provided by the present invention, the triazole bactericide technical material includes one or more of the following: triadimefon, cyproconazole, hexaconazole, tebuconazole, difenoconazole, propiconazole, and flusilazole.

[0010] From a chemical structure perspective, natural eutectic solvents composed of terpineol and decanoic acid in a 1:1 molar ratio, or menthol and decanoic acid in a 1:1 molar ratio, or decanol and decanoic acid in a 1:1 molar ratio, can be used as solvents for all triazole technical materials.

[0011] In the bactericidal composition provided by the present invention, the technical grade of the triazole bactericide is triadimefon, cyproconazole, hexaconazole, tebuconazole, difenoconazole, or propiconazole.

[0012] As a specific embodiment of the present invention, in the bactericidal composition provided by the present invention...

[0013] When the technical grade of the triazole fungicide is triadimefon, its mass percentage is 1.4-16.0%;

[0014] When the technical grade of the triazole fungicide is cyproconazole, its mass percentage is 2.0%–26.0%.

[0015] When the technical grade of the triazole fungicide is hexaconazole, its mass percentage is 0.9-10.0%;

[0016] When the technical grade of the triazole fungicide is tebuconazole, its mass percentage content is 2.0%–26.0%.

[0017] When the technical grade of the triazole fungicide is difenoconazole, its mass percentage is 1.9-26.0%;

[0018] When the technical grade of the triazole fungicide is propiconazole, its mass percentage content is 4.0% to 50.0%.

[0019] More preferably, when the technical grade of the triazole fungicide is triadimefon, its mass percentage content is 1.48-15.25%;

[0020] When the technical grade of the triazole fungicide is cyproconazole, its mass percentage content is 2.53-24.81%.

[0021] When the technical grade of the triazole fungicide is hexaconazole, its mass percentage content is 0.99-9.91%;

[0022] When the technical grade of the triazole fungicide is tebuconazole, its mass percentage content is 2.53-24.81%;

[0023] When the technical grade of the triazole fungicide is difenoconazole, its mass percentage content is 2.53-24.81%;

[0024] When the technical grade of the triazole fungicide is propiconazole, its mass percentage content is 4.76-50.00%.

[0025] Secondly, the present invention provides a method for preparing the above-mentioned triazole bactericidal composition, comprising: adding the triazole bactericidal technical material to the eutectic solvent and dissolving it to form a transparent homogeneous solution. More specifically, the triazole bactericidal technical material is added to the eutectic solvent and vortexed and sonicated until a transparent homogeneous solution is formed.

[0026] Thirdly, the triazole bactericide emulsifiable concentrate provided by the present invention is composed of triazole bactericide technical, natural eutectic solvent, emulsifier and isopropanol; the natural eutectic solvent is composed of terpineol and decanoic acid in a molar ratio of 1:1, or menthol and decanoic acid in a molar ratio of 1:1, or decyl alcohol and decanoic acid in a molar ratio of 1:1.

[0027] In this invention, the emulsifier is styrene-based phenol polyoxyethylene ether (agricultural emulsion 601), Tween-80, alkylphenol polyoxyethylene ether 100 (TX-100), or rhamnolipid.

[0028] The triazole fungicide emulsifiable concentrate provided by this invention contains 0.9-50.0% triazole fungicide technical, 10-15% emulsifier, 15-20% isopropanol, and the remainder is a natural eutectic solvent.

[0029] Preferably, when the technical grade of the triazole fungicide is triadimefon, its mass percentage content is 1.4-16.0%;

[0030] When the technical grade of the triazole fungicide is cyproconazole, its mass percentage is 2.0%–26.0%.

[0031] When the technical grade of the triazole fungicide is hexaconazole, its mass percentage is 0.9-10.0%;

[0032] When the technical grade of the triazole fungicide is tebuconazole, its mass percentage content is 2.0%–26.0%.

[0033] When the technical grade of the triazole fungicide is difenoconazole, its mass percentage is 1.9-26.0%;

[0034] When the technical grade of the triazole fungicide is propiconazole, its mass percentage content is 4.0% to 50.0%.

[0035] Fourthly, the present invention provides a method for preparing the above-mentioned triazole fungicide emulsifiable concentrate, comprising: weighing the triazole fungicide technical material, dissolving it in a natural eutectic solvent, adding an emulsifier and isopropanol and mixing them evenly, and finally adding a natural eutectic solvent to make up to 100%.

[0036] According to those skilled in the art, the present invention also provides the application of a natural eutectic solvent in the preparation of triazole pesticide formulations, wherein the natural eutectic solvent is used as a solvent for triazole pesticides, and the natural eutectic solvent is composed of terpineol and decanoic acid in a molar ratio of 1:1, or of menthol and decanoic acid in a molar ratio of 1:1, or of decyl alcohol and decanoic acid in a molar ratio of 1:1.

[0037] Preferably, the triazole pesticide formulation is an emulsifiable concentrate, a microemulsion, or an emulsifiable concentrate.

[0038] The beneficial effects of this invention are as follows:

[0039] The bactericidal composition provided by the present invention contains a natural eutectic solvent and a triazole bactericidal active ingredient dispersed in the natural eutectic solvent. By screening the natural eutectic solvent, the present invention obtains a bactericidal composition with good dissolution effect and good thermal storage stability.

[0040] This invention prepares a green emulsifiable concentrate of triazole fungicide using triazole fungicide technical and a natural eutectic solvent as active ingredients. The natural eutectic solvent in the green emulsifiable concentrate formulation can effectively replace common volatile organic compounds such as benzene, toluene, and xylene in triazole fungicide emulsifiable concentrate formulations. It is a novel green triazole emulsifiable concentrate formulation with good stability, dispersibility, and bioactivity, reducing the emission of volatile organic compounds and their harm to the environment and human health. Attached Figure Description

[0041] To more clearly illustrate the technical solutions in this invention or the prior art, the drawings used in the description of the embodiments or the prior art will be briefly introduced below. Obviously, the drawings described below are some embodiments of this invention. For those skilled in the art, other drawings can be obtained from these drawings without creative effort.

[0042] Figure 1 It refers to the solubility of natural eutectic solvents with different molar ratios. Detailed Implementation

[0043] To make the objectives, technical solutions, and advantages of this invention clearer, the technical solutions of this invention will be clearly and completely described below with reference to the accompanying drawings. Obviously, the described embodiments are only some, not all, of the embodiments of this invention. All other embodiments obtained by those skilled in the art based on the embodiments of this invention without creative effort are within the scope of protection of this invention.

[0044] Unless otherwise specified in the examples, the techniques or conditions described in the literature in this field, or the product instructions, shall be followed. Reagents or instruments whose manufacturers are not specified are all conventional products that can be purchased through legitimate channels.

[0045] In the examples, the content of the active ingredients of each original drug is 100%.

[0046] Example 1: Triadimefon technical grade dissolved in a natural eutectic solvent

[0047] This embodiment provides a bactericidal composition consisting of triadimefon technical, terpineol, and decanoic acid.

[0048] Weigh out 0.015 g and 0.18 g of triadimefon technical material respectively, and add them to 1 g of natural eutectic solvent, wherein the molar ratio of terpineol to decanoic acid in the natural eutectic solvent is 1:1. Vortex sonicate until completely dissolved to form a transparent homogeneous solution, which is the bactericidal composition.

[0049] The triadimefon technical content in the bactericidal composition, by weight percentage, is 1.48% and 15.25%, respectively.

[0050] The thermal storage stability of the two prepared bactericidal compositions was tested, and the results are shown in Table 1.

[0051] Example 2: Triadimefon technical grade dissolved in a natural eutectic solvent

[0052] This embodiment provides a bactericidal composition consisting of triadimefon technical, menthol, and decanoic acid.

[0053] Weigh out 0.015 g and 0.18 g of triadimefon technical material respectively, and add them to 1 g of natural eutectic solvent, wherein the molar ratio of menthol to decanoic acid in the natural eutectic solvent is 1:1. Vortex and sonicate until completely dissolved to form a transparent homogeneous solution, which is the bactericidal composition.

[0054] The triadimefon technical content in the bactericidal composition, by weight percentage, is 1.48% and 15.25%, respectively.

[0055] The thermal storage stability of the two prepared bactericidal compositions was tested, and the results are shown in Table 1.

[0056] Example 3: Triadimefon technical grade dissolved in a natural eutectic solvent

[0057] This embodiment provides a bactericidal composition consisting of triadimefon technical, decyl alcohol, and decanoic acid.

[0058] Weigh out 0.015 g and 0.18 g of triadimefon technical material respectively, and add them to 1 g of natural eutectic solvent, wherein the molar ratio of decyl alcohol to decanoic acid in the natural eutectic solvent is 1:1. Vortex and sonicate until completely dissolved to form a transparent homogeneous solution, which is the bactericidal composition.

[0059] The triadimefon technical content in the bactericidal composition, by weight percentage, is 1.48% and 15.25%, respectively.

[0060] The thermal storage stability of the two prepared bactericidal compositions was tested, and the results are shown in Table 1.

[0061] Example 4: Dissolving cyazofamid technical grade in a natural eutectic solvent

[0062] This embodiment provides a bactericidal composition consisting of cyproconazole technical, terpineol, and decanoic acid.

[0063] Weigh out 0.026g and 0.33g of cyazofamid technical grade, respectively, and add them to 1g of natural eutectic solvent, wherein the molar ratio of terpineol to decanoic acid in the natural eutectic solvent is 1:1. Vortex and sonicate until completely dissolved to form a transparent homogeneous solution, which is the bactericidal composition.

[0064] The biomass percentages of cyproconazole technical in the fungicidal composition were 2.53% and 24.81% respectively.

[0065] The thermal storage stability of the two prepared bactericidal compositions was tested, and the results are shown in Table 1.

[0066] Example 5: Dissolving cyprodinil technical grade in a natural eutectic solvent

[0067] This embodiment provides a bactericidal composition consisting of cyazofamid technical, menthol, and decanoic acid.

[0068] Weigh out 0.026g and 0.33g of cyazofamid technical grade, respectively, and add them to 1g of natural eutectic solvent, wherein the molar ratio of menthol to decanoic acid in the natural eutectic solvent is 1:1. Vortex and sonicate until completely dissolved to form a transparent homogeneous solution, which is the bactericidal composition.

[0069] The biomass percentages of cyproconazole technical in the fungicidal composition were 2.53% and 24.81% respectively.

[0070] The thermal storage stability of the two prepared bactericidal compositions was tested, and the results are shown in Table 1.

[0071] Example 6: Dissolving cyprodinil technical grade in a natural eutectic solvent

[0072] This embodiment provides a bactericidal composition consisting of cyazofamid technical, decyl alcohol, and decanoic acid.

[0073] Weigh out 0.026g and 0.33g of cyazofamid technical grade, respectively, and add them to 1g of natural eutectic solvent, wherein the molar ratio of decyl alcohol to decanoic acid in the natural eutectic solvent is 1:1. Vortex and sonicate until completely dissolved to form a transparent homogeneous solution, which is the bactericidal composition.

[0074] The biomass percentages of cyproconazole technical in the fungicidal composition were 2.53% and 24.81% respectively.

[0075] The thermal storage stability of the two prepared bactericidal compositions was tested, and the results are shown in Table 1.

[0076] Example 7: Hexaconazole technical grade dissolved in a natural eutectic solvent

[0077] This embodiment provides a bactericidal composition consisting of hexaconazole technical, terpineol, and decanoic acid.

[0078] Weigh out 0.01g and 0.11g of hexaconazole technical material respectively, and add them to 1g of natural eutectic solvent, wherein the molar ratio of terpineol to decanoic acid in the natural eutectic solvent is 1:1. Vortex and sonicate until completely dissolved to form a transparent homogeneous solution, which is the bactericidal composition.

[0079] The hexaconazole technical content in the bactericidal composition, by weight percentage, is 0.99% and 9.91%, respectively.

[0080] The thermal storage stability of the two prepared bactericidal compositions was tested, and the results are shown in Table 1.

[0081] Example 8: Hexaconazole technical grade dissolved in a natural eutectic solvent

[0082] This embodiment provides a bactericidal composition consisting of hexaconazole technical, menthol, and decanoic acid.

[0083] Weigh out 0.01g and 0.11g of hexaconazole technical material respectively, and add them to 1g of natural eutectic solvent, wherein the molar ratio of menthol to decanoic acid in the natural eutectic solvent is 1:1. Vortex and sonicate until completely dissolved to form a transparent homogeneous solution, which is the bactericidal composition.

[0084] The hexaconazole technical content in the bactericidal composition, by weight percentage, is 0.99% and 9.91%, respectively.

[0085] The thermal storage stability of the two prepared bactericidal compositions was tested, and the results are shown in Table 1.

[0086] Example 9: Hexaconazole technical grade dissolved in a natural eutectic solvent

[0087] This embodiment provides a bactericidal composition consisting of hexaconazole technical, decyl alcohol, and decanoic acid.

[0088] Weigh out 0.01g and 0.11g of hexaconazole technical material respectively, and add them to 1g of natural eutectic solvent, wherein the molar ratio of decyl alcohol to decanoic acid in the natural eutectic solvent is 1:1. Vortex and sonicate until completely dissolved to form a transparent homogeneous solution, which is the bactericidal composition.

[0089] The hexaconazole technical content in the bactericidal composition, by weight percentage, is 0.99% and 9.91%, respectively.

[0090] The thermal storage stability of the two prepared bactericidal compositions was tested, and the results are shown in Table 1.

[0091] Example 10: Tebuconazole technical grade dissolved in a natural eutectic solvent

[0092] This embodiment provides a bactericidal composition consisting of tebuconazole technical, terpineol, and decanoic acid.

[0093] Weigh out 0.026g and 0.33g of tebuconazole technical material respectively, and add them to 1g of natural eutectic solvent, wherein the molar ratio of terpineol to decanoic acid in the natural eutectic solvent is 1:1. Vortex and sonicate until completely dissolved to form a transparent homogeneous solution, which is the bactericidal composition.

[0094] The tebuconazole technical content in the bactericidal composition, by weight percentage, is 2.53% and 24.81%, respectively.

[0095] The thermal storage stability of the two prepared bactericidal compositions was tested, and the results are shown in Table 1.

[0096] Example 11: Tebuconazole technical grade dissolved in a natural eutectic solvent

[0097] This embodiment provides a bactericidal composition consisting of tebuconazole technical, menthol, and decanoic acid.

[0098] Weigh out 0.026g and 0.33g of tebuconazole technical material respectively, and add them to 1g of natural eutectic solvent, wherein the molar ratio of menthol to decanoic acid in the natural eutectic solvent is 1:1. Vortex and sonicate until completely dissolved to form a transparent homogeneous solution, which is the bactericidal composition.

[0099] The tebuconazole technical content in the bactericidal composition, by weight percentage, is 2.53% and 24.81%, respectively.

[0100] The thermal storage stability of the two prepared bactericidal compositions was tested, and the results are shown in Table 1.

[0101] Example 12: Tebuconazole technical grade dissolved in a natural eutectic solvent

[0102] This embodiment provides a bactericidal composition consisting of tebuconazole technical, decyl alcohol, and decanoic acid.

[0103] Weigh out 0.026g and 0.33g of tebuconazole technical material respectively, and add them to 1g of natural eutectic solvent, wherein the molar ratio of decyl alcohol to decanoic acid in the natural eutectic solvent is 1:1. Vortex and sonicate until completely dissolved to form a transparent homogeneous solution, which is the bactericidal composition.

[0104] The tebuconazole technical content in the bactericidal composition, by weight percentage, is 2.53% and 24.81%, respectively.

[0105] The thermal storage stability of the two prepared bactericidal compositions was tested, and the results are shown in Table 1.

[0106] Example 13: Difenoconazole technical grade dissolved in a natural eutectic solvent

[0107] This embodiment provides a bactericidal composition consisting of difenoconazole technical, terpineol, and decanoic acid.

[0108] Weigh out 0.026 g and 0.33 g of difenoconazole technical material respectively, and add them to 1 g of natural eutectic solvent, wherein the molar ratio of terpineol to decanoic acid in the natural eutectic solvent is 1:1. Vortex and sonicate until completely dissolved to form a transparent homogeneous solution, which is the bactericidal composition.

[0109] The difenoconazole technical content in the bactericidal composition, by weight percentage, is 2.53% and 24.81%, respectively.

[0110] The thermal storage stability of the two prepared bactericidal compositions was tested, and the results are shown in Table 1.

[0111] Example 14: Difenoconazole technical grade dissolved in a natural eutectic solvent

[0112] This embodiment provides a bactericidal composition consisting of difenoconazole technical, menthol, and decanoic acid.

[0113] Weigh out 0.026 g and 0.33 g of difenoconazole technical material respectively, and add them to 1 g of natural eutectic solvent, wherein the molar ratio of menthol to decanoic acid in the natural eutectic solvent is 1:1. Vortex and sonicate until completely dissolved to form a transparent homogeneous solution, which is the bactericidal composition.

[0114] The difenoconazole technical content in the bactericidal composition, by weight percentage, is 2.53% and 24.81%, respectively.

[0115] The thermal storage stability of the two prepared bactericidal compositions was tested, and the results are shown in Table 1.

[0116] Example 15: Difenoconazole technical grade dissolved in a natural eutectic solvent

[0117] This embodiment provides a bactericidal composition consisting of difenoconazole technical, decyl alcohol, and decanoic acid.

[0118] Weigh out 0.026 g and 0.33 g of difenoconazole technical material respectively, and add them to 1 g of natural eutectic solvent, wherein the molar ratio of decyl alcohol to decanoic acid in the natural eutectic solvent is 1:1. Vortex and sonicate until completely dissolved to form a transparent homogeneous solution, which is the bactericidal composition.

[0119] The difenoconazole technical content in the bactericidal composition, by weight percentage, is 2.53% and 24.81%, respectively.

[0120] The thermal storage stability of the two prepared bactericidal compositions was tested, and the results are shown in Table 1.

[0121] Example 16: Propiconazole technical grade dissolved in a natural eutectic solvent

[0122] This embodiment provides a bactericidal composition consisting of propiconazole technical, terpineol, and decanoic acid.

[0123] Weigh out 0.05g and 1g of propiconazole technical material respectively, and add them to 1g of natural eutectic solvent, wherein the molar ratio of terpineol to decanoic acid in the natural eutectic solvent is 1:1. Vortex and sonicate until completely dissolved to form a transparent homogeneous solution, which is the bactericidal composition.

[0124] The propiconazole technical content in the bactericidal composition, by weight percentage, is 4.76% and 50%, respectively.

[0125] The thermal storage stability of the two prepared bactericidal compositions was tested, and the results are shown in Table 1.

[0126] Example 17: Propiconazole technical grade dissolved in a natural eutectic solvent

[0127] This embodiment provides a bactericidal composition consisting of propiconazole technical, menthol, and decanoic acid.

[0128] Weigh out 0.05g and 1g of propiconazole technical material respectively, and add them to 1g of natural eutectic solvent, wherein the molar ratio of menthol to decanoic acid in the natural eutectic solvent is 1:1. Vortex and sonicate until completely dissolved to form a transparent homogeneous solution, which is the bactericidal composition.

[0129] The propiconazole technical content in the bactericidal composition, by weight percentage, is 4.76% and 50%, respectively.

[0130] The thermal storage stability of the two prepared bactericidal compositions was tested, and the results are shown in Table 1.

[0131] Example 18: Propiconazole technical grade dissolved in a natural eutectic solvent

[0132] This embodiment provides a bactericidal composition consisting of propiconazole technical, decyl alcohol, and decanoic acid.

[0133] Weigh out 0.05g and 1g of propiconazole technical material respectively, and add them to 1g of natural eutectic solvent, wherein the molar ratio of decyl alcohol to decanoic acid in the natural eutectic solvent is 1:1. Vortex and sonicate until completely dissolved to form a transparent homogeneous solution, which is the bactericidal composition.

[0134] The propiconazole technical content in the bactericidal composition, by weight percentage, is 4.76% and 50%, respectively.

[0135] The thermal storage stability of the two prepared bactericidal compositions was tested, and the results are shown in Table 1.

[0136] Thermal storage stability test of active ingredients in natural eutectic solvents. Equal masses of Examples 1 to 18 were placed in glass bottles, sealed, and stored at 54±2℃ for two weeks. After cooling to room temperature, the active ingredient content of the samples whose mass remained unchanged before and after storage was tested. The results are shown in Table 1.

[0137] Table 1. Results of thermal storage stability determination of triazole active ingredients in natural eutectic solvents.

[0138]

[0139]

[0140] Example 19

[0141] This embodiment provides a method for preparing triazolone green emulsifiable concentrate, the steps of which are as follows:

[0142] Weigh out the following by weight percentage: 15% of triadimefon technical grade, 12% of emulsifier (using Nongru 601), 20% of isopropanol, and 53% of natural eutectic solvent (terpineol and decanoic acid in a 1:1 molar ratio) of triadimefon emulsifiable concentrate.

[0143] The triadimefon technical material is dissolved in terpineol:decanoic acid in a 1:1 ratio, then an emulsifier and isopropanol are added and mixed well. Finally, terpineol:decanoic acid in a 1:1 ratio is added to make up to 100%, thus obtaining the triadimefon green emulsifiable concentrate of the present invention.

[0144] Example 20

[0145] This embodiment provides a method for preparing triazolone green emulsifiable concentrate, the steps of which are as follows:

[0146] Weigh out the following by weight percentage: 15% of triadimefon technical grade, 12% of emulsifier (using Nongru 601), 20% of isopropanol, and 53% of natural eutectic solvent (menthol and decanoic acid in a 1:1 molar ratio) of triadimefon emulsifiable concentrate.

[0147] The triadimefon technical material is dissolved in menthol:decanoic acid at a ratio of 1:1, then an emulsifier and isopropanol are added and mixed well. Finally, menthol:decanoic acid at a ratio of 1:1 is added to make up to 100%, thus obtaining the triadimefon green emulsifiable concentrate of the present invention.

[0148] Example 21

[0149] This embodiment provides a method for preparing triazolone green emulsifiable concentrate, the steps of which are as follows:

[0150] Weigh out the following by weight percentage: 15% of triadimefon technical grade, 12% of emulsifier (using Nongru 601), 20% of isopropanol, and 53% of natural eutectic solvent (decanol and decanoic acid in a 1:1 molar ratio) of triadimefon emulsifiable concentrate.

[0151] The triadimefon technical grade was dissolved in decyl alcohol:decanoic acid in a 1:1 ratio, and then an emulsifier and isopropanol were added and mixed. Finally, the mixture was made up to 100% with decyl alcohol:decanoic acid in a 1:1 ratio to obtain the triadimefon green emulsifiable concentrate of the present invention.

[0152] High-performance liquid chromatography (HPLC) was used to analyze the content of active pesticide components in formulations. Chromatographic conditions were as follows: column: C18 column; detector: UV detector; flow rate: 1 mL / min; injection volume: 5 μL; quantification method: external standard method. The detection wavelengths were as follows: triadimefon: 276 nm; mobile phase: methanol / water = 80 / 20 (V / V); tebuconazole: 220 nm; mobile phase: methanol / water = 80 / 20 (V / V); hexaconazole: 225 nm; mobile phase: methanol / water = 80 / 20 (V / V); tebuconazole: 220 nm; mobile phase: methanol / water = 80 / 20 (V / V); difenoconazole: 236 nm; mobile phase: acetonitrile / water = 70 / 30 (V / V); propiconazole: 276 nm; mobile phase: acetonitrile / water = 70 / 30 (V / V).

[0153] Experimental determination of quality control indicators for triadimefon emulsifiable concentrates. The emulsifiable concentrates obtained in Examples 19-21 were subjected to conformity tests for various quality control indicators. Their emulsification and dispersibility, dilution stability, and thermal storage stability were measured, and the results are shown in Table 2.

[0154] Indoor bioactivity assay of triadimefon emulsifiable concentrate. The EC50 of the emulsifiable concentrates obtained in Examples 19-21 was determined by mycelial growth inhibition method. 50The results are shown in Table 2.

[0155] Table 2 shows the quality control indicators and in vitro bioactivity results of the prepared triazolone green emulsifiable concentrate.

[0156]

[0157] Comparative Example 1: Different natural eutectic solvents as solvents

[0158] In this comparative example, a natural eutectic solvent with a molar ratio of choline chloride to oxalic acid of 1:1 was used to dissolve triadimefon technical. 0.02g of triadimefon technical was weighed and added to 1g of natural eutectic solvent. Vortex sonication revealed that no transparent homogeneous solution could be formed.

[0159] Comparative Example 2: Different natural eutectic solvents as solvents

[0160] In this comparative example, a natural eutectic solvent with a molar ratio of choline chloride to malonic acid of 1:1 was used to dissolve triadimefon technical. 0.02 g of triadimefon technical was weighed and added to 1 g of natural eutectic solvent. Vortex sonication revealed that no transparent homogeneous solution could be formed.

[0161] Comparative Example 3: Different natural eutectic solvents as solvents

[0162] In this comparative example, a choline chloride to lactic acid molar ratio of 1:1 was used as a natural eutectic solvent to dissolve triadimefon technical. 0.02g of triadimefon technical was weighed and added to 1g of natural eutectic solvent. Vortex sonication revealed that no transparent homogeneous solution could be formed.

[0163] Comparative Example 4: Different natural eutectic solvents as solvents

[0164] This comparative example used molar ratios of terpineol:decanoic acid, menthol:decanoic acid, and decanol:decanoic acid as natural eutectic solvents at ratios of 3:1, 2:1, and 1:1 to dissolve triadimefon technical. 0.33 g of triadimefon technical was weighed and added to 1 g of the natural eutectic solvent. After vortexing and sonication, the solubility was measured. The results showed significant differences in the solubility of the natural eutectic solvents with different molar ratios. Figure 1 .

[0165] Comparative Example 5: Different natural eutectic solvents as solvents

[0166] In this comparative example, natural eutectic solvents were prepared using molar ratios of terpineol:decanoic acid, menthol:decanoic acid, and decanol:decanoic acid, but none of them could synthesize natural eutectic solvents.

[0167] Comparative Example 6: Different natural eutectic solvents as solvents

[0168] In this comparative example, terpineol, menthol, or decanol were used as one component, and oxalic acid, malonic acid, succinic acid, palmitic acid, myristic acid, or lauric acid were used as the other component in a molar ratio of 1:1. It was found that none of them could synthesize a natural eutectic solvent.

[0169] Finally, it should be noted that the above embodiments are only used to illustrate the technical solutions of the present invention, and not to limit them; although the present invention has been described in detail with reference to the foregoing embodiments, those skilled in the art should understand that modifications can still be made to the technical solutions described in the foregoing embodiments, or equivalent substitutions can be made to some of the technical features; and these modifications or substitutions do not cause the essence of the corresponding technical solutions to deviate from the spirit and scope of the technical solutions of the embodiments of the present invention.

Claims

1. A bactericidal composition, characterized in that, include: A natural eutectic solvent and a triazole fungicide technical material dispersed in the natural eutectic solvent; The natural eutectic solvent is composed of terpineol and decanoic acid in a molar ratio of 1:1, or menthol and decanoic acid in a molar ratio of 1:1, or decyl alcohol and decanoic acid in a molar ratio of 1:

1. The technical grade of the triazole fungicide is triadimefon, cyproconazole, hexaconazole, tebuconazole, difenoconazole, or propiconazole; When the technical grade of the triazole fungicide is triadimefon, its mass percentage content is 1.4~16.0%; When the technical grade of the triazole fungicide is cyproconazole, its mass percentage content is 2.0~26.0%; When the technical grade of the triazole fungicide is hexaconazole, its mass percentage content is 0.9-10.0%; When the technical grade of the triazole fungicide is tebuconazole, its mass percentage content is 2.0~26.0%; When the technical grade of the triazole fungicide is difenoconazole, its mass percentage is 1.9~26.0%; When the technical grade of the triazole fungicide is propiconazole, its mass percentage content is 4.0~50.0%.

2. The method for preparing the bactericidal composition according to claim 1, characterized in that, include: The triazole fungicide technical material is added to the eutectic solvent and dissolved to form a transparent homogeneous solution.

3. A triazole fungicide emulsifiable concentrate, characterized in that, It is composed of triazole fungicide technical, natural eutectic solvent, emulsifier and isopropanol; the natural eutectic solvent is composed of terpineol and decanoic acid in a molar ratio of 1:1, or menthol and decanoic acid in a molar ratio of 1:1, or decyl alcohol and decanoic acid in a molar ratio of 1:1; When the technical grade of the triazole fungicide is triadimefon, its mass percentage content is 1.4~16.0%; When the technical grade of the triazole fungicide is cyproconazole, its mass percentage content is 2.0~26.0%; When the technical grade of the triazole fungicide is hexaconazole, its mass percentage content is 0.9-10.0%; When the technical grade of the triazole fungicide is tebuconazole, its mass percentage content is 2.0~26.0%; When the technical grade of the triazole fungicide is difenoconazole, its mass percentage is 1.9~26.0%; When the technical grade of the triazole fungicide is propiconazole, its mass percentage content is 4.0~50.0%.

4. The triazole fungicide emulsifiable concentrate according to claim 3, characterized in that, The emulsifiable concentrate of the triazole fungicide contains 10-15% emulsifier by mass, 15-20% isopropanol by mass, and the remainder is a natural eutectic solvent.

5. The method for preparing the triazole bactericide emulsifiable concentrate according to claim 3 or 4, characterized in that, include: Weigh out the technical grade triazole fungicide, dissolve it in a natural eutectic solvent, add emulsifier and isopropanol, mix well, and then add natural eutectic solvent to bring the total to 100%.

6. The application of natural eutectic solvents in the preparation of triazole pesticide formulations, characterized in that, The natural eutectic solvent is used as a solvent for triazole pesticides. The natural eutectic solvent is composed of terpineol and decanoic acid in a molar ratio of 1:1, or menthol and decanoic acid in a molar ratio of 1:1, or decyl alcohol and decanoic acid in a molar ratio of 1:

1. The triazole pesticide contains triazole fungicide technical grade, which is triadimefon, cyproconazole, hexaconazole, tebuconazole, difenoconazole, or propiconazole. When the technical grade of the triazole fungicide is triadimefon, its mass percentage content is 1.4~16.0%; When the technical grade of the triazole fungicide is cyproconazole, its mass percentage content is 2.0~26.0%; When the technical grade of the triazole fungicide is hexaconazole, its mass percentage content is 0.9-10.0%; When the technical grade of the triazole fungicide is tebuconazole, its mass percentage content is 2.0~26.0%; When the technical grade of the triazole fungicide is difenoconazole, its mass percentage is 1.9~26.0%; When the technical grade of the triazole fungicide is propiconazole, its mass percentage content is 4.0~50.0%.

7. The application according to claim 6, characterized in that, The triazole pesticide formulations are emulsifiable concentrates and microemulsions.

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