Use of tolfenpyrad as a growth regulator for crops

CN122744360APending Publication Date: 2026-09-15GAUNGXI TIANYUAN BIOCHEM
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Patent Information

Application Number
CN202611184059.X
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2026-08-05
Publication Date
2026-09-15

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Abstract

This invention relates to the field of pesticides, specifically to the application of phosmet or its pesticide-acceptable salts in the preparation of growth regulators that promote crop growth and / or pesticides that inhibit plant pathogens. This invention discloses the application of phosmet-S-body or its pesticide-acceptable salts in the preparation of growth regulators that promote crop growth and / or pesticides that inhibit plant pathogens. Research has shown that phosmet-S-body has excellent potential for regulating crop growth, especially for rice, peppers, tomatoes, and wheat. It can increase the height of pepper rhizomes, branching, and flowering of pepper buds, increase the height of tomato rhizomes, and promote tillering in wheat, while simultaneously inhibiting plant pathogens, achieving multiple uses with one pesticide and possessing excellent commercial potential.
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Description

Technical Field

[0001] This invention relates to the field of pesticides, specifically to the application of chlorofluorocarbons as a growth regulator for crops. Background Technology

[0002] Plant and / or crop growth regulators are a class of artificially synthesized or extracted compounds that have physiological activities similar to natural plant hormones. They are agricultural fine chemicals that can regulate plant growth and development at low doses. However, existing artificially synthesized growth regulators have problems such as being difficult to degrade.

[0003] N-[diethoxyphosphono-(2-fluorophenyl)methyl]-4-methyl-1,3-benzothiazol-2-amine (trade name: toxic fluoride) has the CAS number 882182-49-2, and its structural formula is shown below: .

[0004] Currently, reports on the application of phosmet mainly focus on the field of antiviral pesticides. Phosmet's pesticide registration primarily focuses on treating viral infections in crops such as black-streaked dwarf virus, stripe leaf blight, tobacco mosaic virus, and rough dwarf virus. However, as a well-regarded, low-toxicity pesticide already recognized by the market, there is still room for further research and development to meet market demand. Summary of the Invention

[0005] To address the needs of existing technologies, the present invention aims to provide the application of phosmet-S or its pesticide-acceptable salt in the preparation of growth regulators that promote crop growth and / or inhibit plant pathogens. Research has revealed that phosmet-S has excellent potential for regulating crop growth, particularly for rice, peppers, tomatoes, and wheat. Specifically, phosmet-S can promote the growth of these crops, increasing the height of pepper rhizomes, branching, and flowering; increasing the height of tomato rhizomes; and increasing wheat tillering. Simultaneously, it effectively inhibits plant pathogens, achieving multiple uses with a single agent and possessing excellent commercial potential.

[0006] To achieve the above objectives, the present invention provides the following technical solution.

[0007] In a first aspect, the present invention provides the use of fluorophos-S body or its phytochemically acceptable salt in the preparation of growth regulators that promote crop growth and / or pesticides that inhibit plant pathogens; .

[0008] In one embodiment, the crop is selected from at least one of rice, chili peppers, tomatoes, and wheat.

[0009] In one embodiment, the pathogen is a fungus or oomycete, preferably selected from at least one of the following: rice sheath blight pathogen, peanut white mold pathogen, melon vine blight pathogen, pepper blight pathogen, and wheat stem rot pathogen; more preferably, *Rhizoctonia solani* (…). Rhizoctonia solani ), neatly arranged small sclerotia ( Sclerotium rolfsii ), Cucurbitacinus ( Mycosphaerella melonis ), Phytophthora capsici ( Phytophthora capsici ) and Fusarium pseudograss ( Fusarium pseudograminearum At least one of the following.

[0010] Preferably, the fluoride-S body can be used to control plant diseases, wherein the plant diseases are preferably at least one of rice sheath blight, peanut white mold, melon vine blight, pepper blight, and wheat stem rot; preferably, it is produced by Rhizoctonia solani (… Rhizoctonia solani Rice sheath blight caused by *Sclerotinia sclerotiorum* (Sclerotinia sclerotiorum) Sclerotium rolfsii Peanut white mold disease caused by *Cyclocarya paliurus* (a type of bacteria) Mycosphaerella melonis Melon vine blight caused by Phytophthora capsici ( ) Phytophthora capsici Pepper blight caused by and Fusarium pseudomonetum ( Fusarium pseudograminearum At least one of the diseases caused by blight in chili peppers.

[0011] In one embodiment, the growth regulator promotes crop seed germination, seedling growth, root and stem branching, or flower bud flowering.

[0012] In one embodiment, the toxic fluoride-S body can promote the growth of rice seed roots and / or rice seed germination.

[0013] In one embodiment, the toxic fluoride-S body can promote the growth of the rootstock of chili pepper plants.

[0014] In one embodiment, the toxic fluoride-S body can promote branching in chili peppers.

[0015] In one embodiment, the toxic fluoride-S body can promote the flowering of chili pepper buds.

[0016] In one embodiment, the fluorophos-S body can promote the growth of tomato roots and stems.

[0017] In one embodiment, the toxic fluoride-S body can promote wheat seedling tillering; preferably, the wheat seedlings are in the greening stage of the vegetative growth period.

[0018] In one embodiment, when the crop is rice, the application concentration of the toxic fluoride-S body is 125~500ppm; preferably 125ppm, 150ppm, 200ppm, 250ppm, 300ppm, 350ppm, 400ppm, 450ppm, 500ppm or any two of the above values.

[0019] In one embodiment, when the crop is chili pepper, the application concentration of the fluorophos-S body is 150~500ppm; preferably 150ppm, 200ppm, 250ppm, 300ppm, 350ppm, 400ppm, 450ppm, 500ppm or any two of the above values, more preferably 150~300ppm.

[0020] In one embodiment, when the crop is tomato, the application concentration of the fluorophos-S body is 150~500ppm; preferably 150ppm, 200ppm, 250ppm, 300ppm, 350ppm, 400ppm, 450ppm, 500ppm or any two of the above values, more preferably 300~500ppm.

[0021] In one embodiment, when the crop is wheat, the application concentration of the toxic fluoride-S body is 100-200 ppm; preferably 200 ppm.

[0022] In one embodiment, when the fluorophos-S body is used to inhibit plant pathogens, the application concentration of the fluorophos-S body is 100~200 ppm, for example, 100 ppm, 110 ppm, 120 ppm, 130 ppm, 140 ppm, 150 ppm, 160 ppm, 166 ppm, 170 ppm, 180 ppm, 190 ppm, 200 ppm or any of the aforementioned values.

[0023] In one embodiment, the toxic fluoride-S system regulates endogenous growth factors in plants.

[0024] In one embodiment, the pesticide-acceptable salt is selected from at least one of hydrochloride, hydrobromide, sulfate, phosphate, acetate, citrate, tartrate, fumarate, maleate, methanesulfonate, benzenesulfonate, sodium salt, potassium salt, calcium salt, magnesium salt, meglumine salt, lysine salt, and arginine salt.

[0025] In a second aspect, the present invention provides a growth regulator comprising the active ingredient described in the first aspect as fluorophos-S or a pesticide-acceptable salt thereof, and pesticide-acceptable excipients.

[0026] In one embodiment, the toxic fluoride-S body is the sole active ingredient in the growth regulator.

[0027] In one embodiment, the pesticide excipients include at least one of emulsifiers, wetting agents, and solvents.

[0028] In one embodiment, the emulsifier is selected from at least one of castor oil polyoxyethylene ether, calcium dodecylbenzene sulfonate, and lauryl alcohol polyoxyethylene ether, more preferably a combination of castor oil polyoxyethylene ether, calcium dodecylbenzene sulfonate, and lauryl alcohol polyoxyethylene ether, such as a combination of castor oil polyoxyethylene ether BY125, lauryl alcohol polyoxyethylene ether AEO-5, and calcium dodecylbenzene sulfonate.

[0029] In one embodiment, the wetting agent is an alkyl glycoside, more preferably an alkyl glycoside APG810.

[0030] In one embodiment, the solvent is an organic solvent, preferably selected from at least one of amide solvents and solvent oil 150#, more preferably a combination of amide solvents and solvent oil 150#, such as a combination of N,N-dimethylacetamide and solvent oil 150#.

[0031] In one embodiment, based on the total mass of the growth regulator as 100%, the content of the toxic fluoride-S body is 5-30%, the content of the emulsifier is 5-20%, and the content of the wetting agent is 0.5-2% (e.g., 0.5%, 1%, 1.5%, 2% or any range between the aforementioned values).

[0032] In one embodiment, based on the total mass of the growth regulator being 100%, the content of the toxic fluorophos-S body is 10-15%, the content of the emulsifier is 8-10%, the content of the wetting agent is 0.5-1.5%, and the remainder is made up with solvent (for example, the content of N,N-dimethylacetamide is 20%, and the remainder is solvent oil 150#).

[0033] Preferably, based on the total mass of the growth regulator, the content of the fluorophos-S body is 10%, the content of the emulsifier is 10% (e.g., 6% castor oil polyoxyethylene ether BY125, 2% calcium dodecylbenzenesulfonate, and 2% lauryl alcohol polyoxyethylene ether AEO-5), the content of the wetting agent is 0.5-1.5% (e.g., 0.5%, 1%, and 1.5% alkyl glycosides), and the balance is made up with solvent, wherein the solvent comprises 20% N,N-dimethylacetamide and the balance is solvent oil 150#.

[0034] In one embodiment, the growth regulator is a liquid formulation, preferably an ultra-low volume liquid.

[0035] In one embodiment, the growth regulator promotes crop seed germination, seedling growth, root and stem branching, or flower bud flowering.

[0036] In one embodiment, the crop is selected from at least one of rice, chili peppers, tomatoes, and wheat.

[0037] In one embodiment, the growth regulator has any of the following effects: Promotes the growth of rice seed rhizomes and / or rice seed germination; And / or, promote the growth of the rootstock of chili plants; And / or, promote branching in chili peppers; And / or, to promote flowering of chili pepper buds; And / or, promote the growth of tomato roots and stems; And / or, to promote tillering in wheat seedlings.

[0038] In one embodiment, when the crop is rice, the application concentration of the growth regulator is 125-500 ppm; preferably 125 ppm, 150 ppm, 200 ppm, 250 ppm, 300 ppm, 350 ppm, 400 ppm, 450 ppm, 500 ppm or any two of the above values.

[0039] In one embodiment, when the crop is chili pepper, the application concentration of the growth regulator is 150-500 ppm; preferably 150 ppm, 200 ppm, 250 ppm, 300 ppm, 350 ppm, 400 ppm, 450 ppm, 500 ppm or any two of the above values, more preferably 150-300 ppm.

[0040] In one embodiment, when the crop is tomato, the application concentration of the growth regulator is 150-500 ppm; preferably 150 ppm, 200 ppm, 250 ppm, 300 ppm, 350 ppm, 400 ppm, 450 ppm, 500 ppm or any two of the above values, more preferably 300-500 ppm.

[0041] In one embodiment, when the crop is wheat, the application concentration of the growth regulator is 100-200 ppm; preferably 200 ppm.

[0042] In one embodiment, when the fluorophos-S body is used to inhibit plant pathogens, the application concentration of the fluorophos-S body is 100~200 ppm, for example, 100 ppm, 110 ppm, 120 ppm, 130 ppm, 140 ppm, 150 ppm, 160 ppm, 166 ppm, 170 ppm, 180 ppm, 190 ppm, 200 ppm or any of the aforementioned values.

[0043] In one embodiment, the growth regulator, specifically the toxic fluoride-S body, has a synergistic effect with the excipients.

[0044] Preferably, the toxic fluoride-S body has a synergistic effect with the wetting agent.

[0045] The beneficial effects of this invention are as follows: Research has revealed that toxic phosphonium-S-body possesses excellent potential for regulating crop growth, particularly for rice, peppers, tomatoes, and wheat. Specifically, the inventors have found that toxic phosphonium-S-body regulates the growth of these crops by modulating endogenous growth factors, thereby promoting increased root and stem height and / or seed germination in rice, increased root and stem height in pepper plants, branching in peppers, flowering in pepper buds, increased root and stem height in tomatoes, and tillering in wheat. As a plant immunomodulator, toxic phosphonium exhibits growth-regulating effects. Furthermore, the embodiments of this invention verify that toxic phosphonium-S-body has excellent inhibitory effects on plant pathogens, effectively achieving multiple uses from a single agent. Moreover, toxic phosphonium has been verified to be a low-toxicity compound, and its new applications meet the requirements of green pesticides. Attached Figure Description

[0046] Figure 1 The effects of chlorpyrifos on rice seeds under moist culture conditions in petri dishes were investigated. In 1a, the effects of the blank group and chlorpyrifos-S were compared. In 1b, the effects of chlorpyrifos-R and chlorpyrifos-S were compared. In 1c, the effects of the COS group and chlorpyrifos-S were compared. Figure 2 To compare the effects of toxic phosphonium on rice seeds under nutrient soil planting conditions after germination, 2a is a comparison of the effects of the blank group and toxic phosphonium-S body, 2b is a comparison of the effects of the COS group and toxic phosphonium-S body, 2c is a comparison of the effects of toxic phosphonium-R body and toxic phosphonium-S body, and 2d is a comparison of the effects of toxic phosphonium-S body and toxic phosphonium-R body. Figure 3 The regulatory effects of different concentrations of fluoride on rice seeds under moist culture conditions in petri dishes; Figure 4 The effect of phosphonium-S on the plant height of peppers was shown in Figure 4a, which showed the effect of phosphonium-S at a concentration of 500 ppm for 7 days, and Figure 4b showed the effect of the control group for 7 days. Figure 5To compare the effects of toxic phosphonium-S-body on regulating chili pepper plant height with commercially available products, 5a and 5d represent the effects of toxic phosphonium-S-body at 500 ppm before and 14 days after administration, respectively; 5b and 5e represent the effects of kasugamycin lactone before and 14 days after administration, respectively; and 5c and 5f represent the effects of the control group before and 14 days after administration, respectively. Figure 6 A diagram showing the effect of fluoride-S on the growth regulation of chili peppers; Figure 7 A diagram showing the effect of fluoride-S on the growth regulation of tomatoes; Figure 8 A diagram illustrating the effect of fluoride-S on wheat growth; Figure 9 The diagram shows the antibacterial effect of fluorophos-S. Detailed Implementation

[0047] To make the objectives, technical solutions, and advantages of the embodiments of the present invention clearer, the technical solutions in the embodiments of the present invention will be clearly and completely described below. Obviously, the described embodiments are only some embodiments of the present invention, not all embodiments. Based on the embodiments of the present invention, all other embodiments obtained by those skilled in the art without creative effort are within the scope of protection of the present invention. Unless otherwise expressly stated, throughout the specification and claims, the term "comprising" or its variations such as "including" or "comprising of" will be understood to include the stated elements or components, without excluding other elements or other components.

[0048] Furthermore, to better illustrate the present invention, numerous specific details are provided in the following detailed embodiments. Those skilled in the art should understand that the present invention can be practiced without certain specific details. In some embodiments, materials, elements, methods, and means well known to those skilled in the art are not described in detail in order to highlight the spirit of the invention.

[0049] The present application will be further illustrated by the following examples, but the disclosure is not limited thereto.

[0050] Unless otherwise specified, all components in the following examples are commercially available, and other additives are also commercially available products.

[0051] The 98% racemic fluorophosphate used in the examples (hereinafter referred to as fluorophosphate-Rac, which contains 50% fluorophosphate R-body and 50% fluorophosphate S-body) was provided by Guangxi Tianyuan Biochemical Co., Ltd. (registration certificate is PD20160339, i.e. 98% fluorophosphate technical). The 91.3% toxic fluoride-S-body technical grade and the 92.7% toxic fluoride-R-body technical grade were provided by Guizhou University. The synthesis method refers to patent application publication number CN120923549A, a one-pot multi-component preparation method for chiral toxic fluoride compounds. The invention is further described in detail below through examples.

[0052] Application Example 1: Experiment on the regulation of rice seeds with fluoride and phosphorus Test reagents: Reagent 1: Tolphon-S, Reagent 2: Tolphon-R, Reagent 3: Tolphon-Ras Control reagent: Reagent 4: 85% amino oligosaccharide technical grade (purchased from Weifang Huano Biotechnology Co., Ltd.) Blank control: Equal volume of water + DMSO Seed germination treatment: 1) Select 120-200 rice seeds of uniform size, disinfect them by soaking them in 4% NaCl solution for 30 minutes, then wash them 3 times with deionized water, and dry the surface moisture with absorbent paper.

[0053] 2) Weigh out drug 1 (1.10g), drug 2 (1.08g), drug 3 (1.02g) and drug 4 (1.18g) respectively, put them in a basin, dissolve them in 20mL of dimethyl sulfoxide (the ratio of drug to solvent is 1mg:20μL), and then add 2000mL of deionized water to dilute them into a drug solution with a concentration of 500ppm. 3) Weigh out 120 seeds from step 1) and add them to the respective solutions from step 2) to soak for 24 hours. Ensure that the solutions completely submerge the seeds.

[0054] Cultivation Method 1 (Petroleum Dish Method): Place 30 seeds per petri dish (9cm in diameter) lined with two layers of filter paper and incubate at 25℃ (add a certain amount of deionized water to the petri dish periodically to maintain humidity). Observe the plant height after 7 days of cultivation and take the average value. See the results below. Figure 1 See Table 1.

[0055] Cultivation Method 2 (Nutrient Soil Method): Soaked seeds were sown in pots filled with nutrient soil. Each treatment was repeated 5 times, with 15 germinated seeds per replicate. The plants were cultivated at room temperature. Eight days after treatment, the plants were pulled up, roots were washed, and plant height and root length were measured. The average values ​​were taken. See [link to results]. Figure 2 And Table 2.

[0056] A control group (CK) without added chemicals was used, which was a blank control consisting of seeds soaked in 20 mL of dimethyl sulfoxide and 2000 mL of deionized water for 24 h. Each treatment was repeated 4 times, and the average value was taken.

[0057] Relative growth rate = (Treatment area plant height - Blank control area plant height) / Blank control area plant height × 100%.

[0058] Table 1. Results of the effect of fluoride phosphorus treatment on rice seed conditioning under moist culture conditions in petri dishes.

[0059] Note: Different lowercase letters in the same column indicate significant differences between groups. P <0.05), meaning there was no significant difference for the same letters.

[0060] Table 2. Results of the experiment on the effect of fluoride-phosphorus treatment on rice seeds under nutrient soil planting conditions after germination.

[0061] Note: Different lowercase letters in the same column indicate significant differences between groups. P <0.05), meaning there was no significant difference for the same letters.

[0062] As shown in Tables 1 and 2, at a concentration of 500 ppm, the toxicoxin-S variant exhibited excellent growth-regulating effects on rice using both detection methods. Its shoot length (upper plant height) was significantly superior to other isomers, and it also outperformed other amino oligosaccharides with similar antiviral mechanisms. The toxicoxin-S variant significantly promoted plant height growth in rice seeds.

[0063] This indicates that the toxic fluoride-S body has a better growth-regulating effect and can be used as a growth regulator. The difference was significant at the 0.05 level in the analysis of variance.

[0064] Application Example 2: Experiment on the promotion of rice seed growth by different concentrations of agents Test reagents: Reagent 1: Tolphon-S, Reagent 2: Tolphon-R, Reagent 3: Tolphon-Ras Control reagent: Reagent 4: 85% amino oligosaccharide technical grade Blank control 1: DMSO Tween water treatment Blank control 2: Water treatment Seed germination treatment: 1) Select rice seeds of uniform size, disinfect them by soaking them in 4% NaCl solution for 30 minutes, then wash them 3 times with deionized water, and dry the surface moisture with absorbent paper.

[0065] 2) Weigh out reagent 1 (1.10g), reagent 2 (1.08g), reagent 3 (1.02g), and reagent 4 (1.18g) respectively, place them in a basin, and dissolve them in 20mL of dimethyl sulfoxide (the ratio of drug to solvent is 1mg:20μL). Dilute reagent 1 and reagent 4 with 2000mL, 4000mL, and 8000mL of deionized water respectively to obtain solutions with concentrations of 500ppm, 250ppm, and 125ppm. Dilute reagent 2 and reagent 3 with 2000mL of deionized water to obtain solutions with concentrations of 500ppm respectively. 3) Weigh out 120 seeds from step 1 and add them to the respective solutions from step 2) to soak for 24 hours. The solutions should completely submerge the seeds.

[0066] 4) Place 30 seeds per dish in a 9cm diameter petri dish lined with two layers of filter paper and incubate at 25℃ (add a certain amount of deionized water to the petri dish periodically to maintain humidity). Investigate plant height after 5 days of incubation. Results are shown in Table 3. Figure 3 .

[0067] Relative growth rate = (Treatment area plant height - Blank control area plant height) / Blank control area plant height × 100%.

[0068] Table 3. Survey results on rice growth

[0069] Note: Different lowercase letters in the same column indicate significant differences between groups. P <0.05), meaning there was no significant difference for the same letters.

[0070] As shown in the table above, phorate-S-form at concentrations (125-500 ppm) effectively regulated rice plant height, demonstrating significantly better growth regulation than other isomers of phorate and other antiviral agents such as amino oligosaccharides. Specifically, 125 ppm was superior for rice in this experiment. This indicates that low concentrations of phorate-S-form have a better growth-regulating effect on rice seeds and can be used as a growth regulator.

[0071] Application Example 3: Effects of fluoride-S on various growth indicators of chili peppers Test reagent 1: Toxifen-S system Test reagent 2: Toxifen-R body Test reagent 3: Toxifen-Rac (Registration Certificate PD20160339) Control reagent 1: 85% amino oligosaccharide technical grade Control drug 2: 6% oligosaccharide-chain protein WP, registration certificate PD20171725 Control reagent 3: 0.01% 28-homobrassinolide aqueous solution, registration certificate: PD20261951 Blank control 1: Water treatment Experimental methods: The technical grade pesticide was dissolved in DMSO and then diluted with 0.1% deionized water to the concentrations shown in Table 4. The solution was then sprayed onto potted chili pepper plants. For commercially available formulations, the solution was directly diluted with deionized water to the recommended concentration for spraying. Data were collected and analyzed at 7, 14, and 30 days after application. Treatments were also performed, and the growth of potted chili pepper and tomato plants was observed. The results are shown in Tables 4, 5, and 6. Figure 4 , Figure 5 , Figure 6 , Figure 7 .

[0072] Table 4. Results of the experiment on the effects of various growth indicators on peppers and tomatoes.

[0073] Note: Different lowercase letters in the same column indicate significant differences between groups. P <0.05), meaning there was no significant difference for the same letters.

[0074] As shown in the table above, the effects of phosmet-S on the growth regulation of peppers varied at different concentrations, but all were better than no application. A concentration of 500 ppm showed the best effect on plant height regulation. A concentration of 150 ppm showed the best effect on branching and flowering regulation. The recommended application concentration is 150-500 ppm for optimal results.

[0075] (2) Comparison of the effects of fluoride-S-type on pepper growth regulation with other isomers and regulators Table 5. Growth-regulating effects of different fluorophos isomers on chili peppers.

[0076] Flufenoxam-S has a good regulatory effect on pepper growth, with effects not much different from the regulator brassinolide, resulting in increased plant height, branching, and flowering.

[0077] The results of the experiment on the regulation of pepper growth after 30 days of drug administration are shown in Table 6.

[0078] Table 6 Results of the experiment on the effect of fluoride on the growth regulation of peppers

[0079] Further experimental results showed that phosphonium S-form had a good growth-regulating function on both peppers and tomatoes, with plant height growth significantly better than that of the similar antiviral agent 6% oligosaccharide-chain protein WP, and also better than phosphonium racemic mixture. It was comparable to the regulator 28-homobrassinolide. Therefore, this further demonstrates that phosphonium S-form has a relatively good growth-regulating effect.

[0080] Application Example 4: Experiment on the Effects of Phosphorus Flufenoxuron on Various Growth Indicators of Wheat Test reagent: fluoride-S system Reference reagent: Racemic fluorophos-Rac, Registration Certificate: PD20160339 5% Amino Oligosaccharide AS, Registration Certificate: PD20140232 0.01% 28-Homobrassinolide Aqueous Solution, Registration Certificate: PD20261951 Blank control: Water treatment.

[0081] Experimental Methods: The experiment was conducted in a wheat field in Tanghe County, Nanyang City, Henan Province. Before the wheat reached the greening stage, an electric backpack sprayer was used to apply a 200 ppm concentration of water diluted with 15 L. Four treatments were administered, each covering 1200 square meters. Each treatment was randomly assigned to a block design with three replicates. Fifteen days after application, the plant height and tillering of the wheat were measured, and the average values ​​are recorded in Table 7 below. Figure 8 .

[0082] Calculation formula: Relative growth (cm) = Average plant height of treatment group - Average plant height of blank control group Effective tillering rate (%) = Number of effective tillers / Total number of tillers * 100 Table 7. Field performance of fluoride S-type phosmet against wheat viral diseases and its growth-regulating effects.

[0083] Field trial results showed that chlorofluorocarbons S-type had a good effect on increasing wheat plant height and effective tillering, which was significantly better than other chlorofluorocarbon isomers and control antiviral agents and regulators, and had a better growth regulating effect.

[0084] Application Example 5: Experimental Study on the Effects of Flufenoxuron-S on Fungal Diseases To verify the antifungal effect of fluoridated phosphonate-S, plate inhibition experiments were conducted on the pathogens of rice sheath blight, peanut white mold, melon vine blight, pepper blight, and wheat stem rot. Among them, the rice sheath blight pathogen, *Rhizoctonia solani* (… Rhizoctonia solani (Shibu Town, Nanning City, Guangxi Zhuang Autonomous Region), Peanut white mold pathogen - (Sclerotium moniliforme ( Sclerotium rolfsii (Shuangding Town, Nanning City, Guangxi Zhuang Autonomous Region), Melon vine blight pathogen - Melon coccidioidomyces ( Mycosphaerella melonis (Shuangyang District, Changchun City, Jilin Province), Phytophthora capsici ( Phytophthora capsici (Qingzhen City, Guiyang City, Guizhou Province), Wheat stem rot fungus - Fusarium pseudobulb ( Fusarium pseudograminearum(Tanghe County, Nanyang City, Henan Province) were all isolated in the laboratory.

[0085] The specific operation was as follows: Using the mycelial growth rate method, 1000 ppm and 1660 ppm of phosmet-S and phosmet racemic mixtures were first prepared. Then, the mixture was thoroughly mixed with PDA medium at a ratio of 1 ml:9 ml, and poured into blank culture dishes. An equal amount of DMSO was added to the blank control to obtain drug-containing culture media of 100 ppm and 166 ppm of phosmet-S and phosmet racemic mixtures. The isolated and purified pathogens were then punched into 6 mm diameter blocks, which were inoculated into the center of the drug-containing PDA medium plates. The plates were then inverted and placed in a constant temperature incubator at 25℃ until the pathogen colony diameter in the blank control group reached 3 / 4 of the plate (2-3 days for rice sheath blight, 3 days for peanut white mold, 6 days for melon vine blight, 6 days for pepper phytophthora, and 6 days for wheat stem rot). The colony diameter was measured using the cross-hatching method. Each treatment was replicated three times. The results are shown in Table 8. Figure 9 .

[0086] The calculation formula is: Inhibition rate (%) = (Coronary diameter of control group - Colony diameter of treatment group) / Colony diameter of control group * 100 Table 8. In-plate antibacterial effect of different isomers of fluorophos technical (DMSO dissolution)

[0087] Preliminary in-plate experiments showed that the direct inhibitory activity of flufenoxuron S-form against fungal diseases was significantly better than that of the existing racemic form of the technical grade drug. Therefore, flufenoxuron can be used to regulate growth while also reducing the occurrence of fungal diseases.

[0088] Application Example 6: Experiment on the Effects of Flufenoxuron on Rice Germination Test reagents: Reagent 1 (91.3% phoxim-S-body technical grade, provided by Guizhou University); Reagent 2 (92.7% phoxim-R-body technical grade, provided by Guizhou University); Reagent 3 (98% phoxim technical grade (i.e. phoxim-Rac), registration certificate PD20160339).

[0089] Seed germination treatment: 1) Select rice seeds of uniform size, disinfect them by soaking them in 4% NaCl solution for 30 minutes, then wash them 3 times with deionized water, and dry the surface moisture with absorbent paper.

[0090] 2) Weigh out drug 1 (1.10g), drug 2 (1.08g) and drug 3 (1.02g) respectively, put them in a basin, dissolve them in 20mL of dimethyl sulfoxide (the ratio of drug to solvent is 1mg:20μL), and then add 2000mL of deionized water to dilute them into a drug solution with a concentration of 500ppm. 3) Weigh out 120 seeds from step 1 and add them to the respective solutions from step 2) to soak for 24 hours. The solutions should completely submerge the seeds.

[0091] 4) Place the soaked seeds in petri dishes (9cm in diameter) lined with two layers of filter paper, with 30 seeds per dish, and incubate them in a 25℃ incubator (add a certain amount of deionized water to the petri dishes regularly to keep them moist). Check the seed germination status daily.

[0092] A control group (CK) without added chemicals was used, which was a blank control consisting of seeds soaked in 20 mL of dimethyl sulfoxide and 2000 mL of deionized water for 24 h. Each treatment was repeated 4 times, and the average value was taken.

[0093] Survey Methodology: Observe and record the germination rate of each treatment on the 1st, 2nd and 3rd days. After 5 days of cultivation, count the germination potential and randomly select 10 plants to measure the bud length and root length.

[0094] The calculation formula is as follows: Germination rate = (Number of normally germinated seeds / Total number of seeds tested) × 100%; Germination potential = (Number of seeds that germinated normally within 5 days / Total number of seeds tested) × 100%; Table 9. Results of the experiment on the effects of fluoride on rice germination

[0095] As shown in Table 9, the germination rate of rice seedlings treated with agent 1 was higher than that of CK, agent 2, and agent 3 at 1-3 days and 5 days. Furthermore, the bud length and root length of rice seedlings at 5 days were significantly better than those of CK, agent 2, and agent 3.

[0096] Formulation Example 7: 10% Toxifenoxam Ultra-Low Volume Liquid Castor oil polyoxyethylene ether BY125, lauryl alcohol polyoxyethylene ether AEO-5, and calcium dodecylbenzene sulfonate were supplied by Nanjing Taihua Chemical Co., Ltd.; N,N-dimethylacetamide was supplied by Guangzhou Hankai Biotechnology Co., Ltd.; alkyl glycoside APG810 was supplied by Yangzhou Chenhua Technology Co., Ltd.; organosilicon 810 was supplied by Guangzhou Xike Chemical Technology Co., Ltd.; and solvent oil 150# was supplied by Jiangsu Hualunxing Juhe Chemical Sales Co., Ltd.

[0097] Prepare ultra-low volume liquid formulations of chlorofluorocarbons according to the components shown in Table 10 below, and add excipients to determine the ultra-low volume liquid formulations with excellent growth-promoting effects.

[0098] Table 10 Composition of ultra-low volume fluoride phosphate solution

[0099] Preparation method: Toxifen-S, N,N-dimethylacetamide, and emulsifier are placed in a mixing tank and stirred for 10 minutes. After complete dissolution, the remaining raw materials are added and mixed and stirred for another 30 minutes. After all indicators are qualified (refer to HG / T2467.20-2003 "Specifications for Writing Standards for Ultra-Low Volume Liquid Pesticides"), the mixture is packaged to obtain finished formulations 1-4 and control formulations 1-4.

[0100] Application Example 8: Effects of fluoride on rice germination Test reagents: Samples of formulations 1-4 and control formulations 1-4 prepared in Example 7 above.

[0101] Seed germination treatment: 1) Select rice seeds of uniform size, disinfect them by soaking them in 4% NaCl solution for 30 minutes, then wash them 3 times with deionized water, and dry the surface moisture with absorbent paper.

[0102] 2) Weigh 2.86g of each agent (1g of fluoride technical), put them in a basin, and then add 2000mL of deionized water to dilute them into a solution with a concentration of 500ppm.

[0103] 3) Weigh out 120 seeds from step 1 and add them to the respective solutions from step 2) to soak for 24 hours. The solutions should completely submerge the seeds.

[0104] 4) Place the soaked seeds in petri dishes (9cm in diameter) lined with two layers of filter paper, with 30 seeds per dish, and incubate them in a 25℃ incubator (add a certain amount of deionized water to the petri dishes regularly to keep them moist). Check the seed germination status daily.

[0105] Each treatment was repeated 4 times, and the average value was taken.

[0106] Survey Methodology: Observe and record the germination rate of each treatment on the 1st, 2nd and 3rd days. After 5 days of cultivation, count the germination potential and randomly select 10 plants to measure the bud length and root length.

[0107] The calculation formula is as follows: Germination rate = (Number of normally germinated seeds / Total number of seeds tested) × 100%; Germination potential = (Number of normally germinated seeds within 5 days / Total number of seeds tested) × 100%; Table 11 Results of the experiment on the effects of fluoride on rice germination

[0108] Studies have found that alkyl glycosides, when added as wetting agents to the ultra-low volume liquid formulation of phosmet, promote rice seed germination. Table 11 shows that the germination rates of rice treated with formulations 1 and 2 were higher than those of control formulations 1-3 from day 1 to day 3, and the germination potential, shoot length, and root length at day 5 were also superior to those of control formulations 1-3. In particular, the seed treatment with formulation 2 resulted in seeds entering the peak germination period at day 2, effectively shortening the time required for seed germination. The germination rate from day 1 to day 3 and the germination potential at day 5 of formulation 4 showed virtually no significant difference from control formulation 1. This indicates that more alkyl glycosides are not necessarily better; the optimal levels of all evaluation indicators are achieved when the alkyl glycoside content is 0.5-1.5%. At a content of 2%, the seed germination rate is only slightly higher than that of control formulation 1.

[0109] 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. The use of a toxic fluoride-S body or a pesticide-acceptable salt thereof in the preparation of growth regulators that promote crop growth and / or pesticides that inhibit plant pathogens; 。 2. The application according to claim 1, characterized in that, The crop is selected from at least one of rice, chili pepper, tomato, and wheat; And / or, the growth regulator has the effect of promoting crop seed germination, seedling growth, root and stem branching, or flower bud flowering; And / or, the plant pathogen is a fungus or oomycete, preferably selected from at least one of the following: rice sheath blight pathogen, peanut white mold pathogen, melon vine blight pathogen, pepper blight pathogen, and wheat stem base rot pathogen.

3. The application according to claim 2, characterized in that, The toxic fluoride-S body can promote the growth of rice seed roots and stems; And / or, the toxic fluoride-S body can promote the growth of the rootstock of pepper plants; And / or, the toxic fluoride-S body can promote branching in chili peppers; And / or, the toxic fluoride-S body can promote the flowering of chili flower buds; And / or, the toxic fluoride-S body can promote the growth of tomato roots and stems; And / or, the toxic fluoride-S body can promote wheat seedling tillering.

4. The application according to claim 1 or 2, characterized in that, When the crop is rice, the application concentration of the toxic fluoride-S body is 125~500 ppm; And / or, when the crop is chili pepper, the application concentration of the toxic fluoride-S body is 150~500 ppm; preferably 150~300 ppm; And / or, when the crop is tomato, the application concentration of the toxic fluoride-S body is 150~500 ppm; preferably 300~500 ppm; And / or, when the crop is wheat, the application concentration of the toxic fluoride-S body is 100-200 ppm; preferably 200 ppm; And / or, when the flufenoxuron-S body is used to inhibit plant pathogens, the application concentration of the flufenoxuron-S body is 100~200 ppm.

5. The application according to claim 1, characterized in that, The toxic fluoride-S system regulates endogenous plant growth factors. And / or, the pesticide-acceptable salt is selected from at least one of hydrochloride, hydrobromide, sulfate, phosphate, acetate, citrate, tartrate, fumarate, maleate, methanesulfonate, benzenesulfonate, sodium salt, potassium salt, calcium salt, magnesium salt, meglumine salt, lysine salt, and arginine salt.

6. A growth regulator comprising an active ingredient, as described in any one of claims 1-5, chlorofluorocarbons-S or a pesticide-acceptable salt thereof, and pesticide-acceptable excipients.

7. The growth regulator according to claim 6, characterized in that, The toxic fluoride-S body is the only active ingredient in the growth regulator; And / or, the pesticide excipients include at least one of emulsifiers, wetting agents and solvents; Preferably, the emulsifier is selected from at least one of castor oil polyoxyethylene ether, calcium dodecylbenzene sulfonate and lauryl alcohol polyoxyethylene ether, more preferably a combination of castor oil polyoxyethylene ether, calcium dodecylbenzene sulfonate and lauryl alcohol polyoxyethylene ether; Preferably, the wetting agent is an alkyl glycoside, more preferably an alkyl glycoside APG810; Preferably, the solvent is an organic solvent, preferably selected from at least one of amide solvents and solvent oil 150#, more preferably a combination of amide solvents and solvent oil 150#, such as a combination of N,N-dimethylacetamide and solvent oil 150#; Preferably, based on the total mass of the growth regulator as 100%, the content of the toxic fluoride-S body is 5-30%, the content of the emulsifier is 5-20%, and the content of the wetting agent is 0.5-2%. Preferably, based on the total mass of the growth regulator as 100%, the content of the toxic fluoride-S body is 10-15%, the content of the emulsifier is 8-10%, the content of the wetting agent is 0.5-1.5%, and the balance is made up with solvent; And / or, the growth regulator is in the form of a liquid formulation, more preferably an ultra-low volume liquid formulation; And / or, the growth regulator has the effect of promoting crop seed germination, seedling growth, root and stem branching, or flower bud flowering; And / or, the crop is selected from at least one of rice, chili pepper, tomato and wheat.

8. The growth regulator according to claim 7, characterized in that, The growth regulator has any of the following effects: Promotes the growth of rice seed roots and stems; And / or, promote the growth of the rootstock of chili plants; And / or, promote branching in chili peppers; And / or, to promote flowering of chili pepper buds; And / or, promote the growth of tomato roots and stems; And / or, to promote tillering in wheat seedlings.

9. The growth regulator according to claim 7 or 8, characterized in that, When the crop is rice, the application concentration of the growth regulator is 125~500 ppm; And / or, when the crop is chili pepper, the application concentration of the growth regulator is 150-500 ppm; preferably 150-300 ppm; And / or, when the crop is tomato, the application concentration of the growth regulator is 150-500 ppm; preferably 300-500 ppm; And / or, when the crop is wheat, the application concentration of the growth regulator is 100-200 ppm; preferably 200 ppm; And / or, when the flufenoxuron-S body is used to inhibit plant pathogens, the application concentration of the flufenoxuron-S body is 100~200 ppm.

10. The growth regulator according to claim 6 or 7, characterized in that, In the growth regulator, the toxic fluoride-S body has a synergistic effect with the excipients; Preferably, the toxic fluoride-S body has a synergistic effect with the wetting agent.

Citation Information

Patent Citations

  • One-pot multi-component preparation method of chiral Dufulin compound

    CN120923549A