Synergistic weeding and plant growth regulation composition containing trifluralin and flumetralin and application thereof

Abstract

The invention discloses a synergistic weeding and plant growth regulation composition containing trifluralin and flumetralin and application thereof, and belongs to the technical field of green agriculture. The composition comprises the following components in parts by mass: 5-30 parts of trifluralin, 5-30 parts of flumetralin, 30-70 parts of a solvent, 5-15 parts of an emulsifier, 2-5 parts of silicone oil and 1-5 parts of a specific structure stabilizer. The stabilizer is of a structure as shown in a formula 1, and the stability of the preparation is improved through triple mechanisms of ultraviolet absorption, free radical quenching and metal chelation. During preparation, a stable system is formed through solvent dissolution, homogenization treatment and pH adjustment. Application shows that after the composition is diluted 500-2000 times, the germination inhibition rate on grassy weeds such as barnyard grass and digitaria sanguinalis and quinoa broadleaf weeds reaches 90% or above, and the synergistic interaction is remarkable; meanwhile, the growth of lateral branches of crops such as cotton is promoted, the yield is increased by 8-15.3%, and the phytotoxicity risk rating is 0-1 level. The stabilizer enables the decomposition rate of effective components to be lower than 1.5% after 14 days of thermal storage at 54 DEG C and the retention rate of 4000LX illumination to be as high as 99.9%, and solves the problem of layering oxidation of a traditional preparation.

Description

TECHNICAL FIELD

[0001] The present application relates to the technical field of green agriculture, in particular to a synergistic herbicidal and plant growth regulating composition containing trifluralin and dinitram. BACKGROUND

[0002] In agricultural production, weeds are one of the important factors leading to crop yield reduction. They compete with crops for nutrients, water and sunlight, seriously affecting the growth and development of crops, and reducing the yield and quality of crops. Traditional weed control methods mainly rely on single herbicide varieties, but long-term use of single herbicide is prone to weed resistance, leading to gradually declining herbicidal effect, and may cause phytotoxicity to crops, affecting the normal growth of crops.

[0003] Trifluralin is a commonly used soil treatment herbicide, which can inhibit the growth of weeds and achieve the effect of controlling annual grasses and broadleaf weeds. However, the effect of trifluralin alone is not good for some difficult-to-control weeds, and there is a risk of phytotoxicity in the use process, which may inhibit the root system of crops and affect the growth and development of crops. Dinitram is a new type of plant growth regulator and herbicide with unique physiological activity, which can regulate the growth and development of plants, and also has inhibitory effect on some weeds. However, the herbicidal effect of dinitram alone also has certain limitations, which is difficult to meet the comprehensive demand for weed control in agricultural production.

[0004] In addition, most of the existing herbicide compositions have poor stability. During storage and use, the components are prone to stratification, precipitation, oxidation and denaturation, which affects the efficacy of herbicides. Moreover, some compositions have low safety to crops, which may cause phytotoxicity to crops during use, affecting the yield and quality of crops.

[0005] Therefore, it is an urgent problem in the field of agricultural production to develop a herbicidal and plant growth regulating composition with synergistic effect, improved herbicidal effect, enhanced safety to crops and good stability. Based on this background, the present application proposes a synergistic herbicidal and plant growth regulating composition containing trifluralin and dinitram, aiming to overcome the shortcomings of the prior art and provide an efficient, safe and stable herbicidal solution for agricultural production. SUMMARY

[0006] The application aims at solving the problems in the prior art, and provides a synergistic herbicidal and plant growth regulating composition containing fluometuron and dinitram, and application thereof, aiming at overcoming the shortcomings of traditional single herbicide, such as easy to cause weed resistance, poor herbicidal effect, low safety to crops, poor stability and the like. The composition has the dual functions of herbicidal and plant growth regulating by reasonably matching fluometuron and dinitram, significantly improves the control effect on annual grasses and broadleaf weeds, reduces the risk of phytotoxicity, and enhances the safety to crops such as cotton, tobacco and vegetables. In addition, the stabilizer is introduced into the composition, which effectively improves the storage stability, prevents the weakening or loss of activity of the effective molecules caused by oxygen, ultraviolet and the like, ensures the stable exertion of the maximum efficacy, and provides an efficient, safe and stable herbicidal solution for agricultural production.

[0007] To achieve the above object, the technical scheme adopted by the application is: a synergistic herbicidal and plant growth regulating composition containing fluometuron and dinitram, comprising the following components in mass fraction: fluometuron 5-30 parts, dinitram 5-30 parts, solvent 30-70 parts, emulsifier 5-15 parts, silicon oil 2-5 parts, stabilizer 1-5 parts.

[0008] The stabilizer is a compound with the structure shown in formula 1.

[0009]

[0010] Z1 is selected from O, S and N;

[0011] R1 is selected from H, D, alkyl with 1-5 carbon atoms, deuterated alkyl with 1-5 carbon atoms, alkoxy with 1-5 carbon atoms, aryl with 6-15 carbon atoms, heteroaryl with 4-10 carbon atoms, deuterated aryl with 6-15 carbon atoms, and deuterated heteroaryl with 4-10 carbon atoms;

[0012] or R1 is selected from aryl with 6-15 carbon atoms, heteroaryl with 4-10 carbon atoms, deuterated aryl with 6-15 carbon atoms, and deuterated heteroaryl with 4-10 carbon atoms, which are substituted by alkyl with 1-5 carbon atoms, deuterated alkyl with 1-5 carbon atoms, and alkoxy with 1-5 carbon atoms;

[0013] R2 is selected from null, hydrogen, alkyl with 1-5 carbon atoms, deuterated alkyl with 1-5 carbon atoms, and aryl with 6-15 carbon atoms;

[0014] or R2 is selected from aryl with 6-15 carbon atoms, which is substituted by alkyl with 1-5 carbon atoms, deuterated alkyl with 1-5 carbon atoms, and alkoxy with 1-5 carbon atoms;

[0015] The is a single bond or null.

[0016] Further, the D represents deuterium.

[0017] Further, the structure of trifluralin is: The CAS number in SciFinder database is: 1582-09-8, and the name of trifluralin by systematic nomenclature in organic chemistry is: 2,6-dinitro-N,N-dipropyl-4-(trifluoromethyl)aniline.

[0018] Further, the structure of fluchloralin is: The CAS number in SciFinder database is: 62924-70-3, and the name of fluchloralin by systematic nomenclature in organic chemistry is: N-(2-chloro-6-fluorobenzyl)-N-ethyl-2,6-dinitro-4-(trifluoromethyl)aniline.

[0019] Further, the website of SciFinder database is: https: / / scifinder-n.cas.org / .

[0020] Further, when Z1 is O, S, is null, R2 is null; when Z1 is N, is a single bond, and R2 is a substituent other than null.

[0021] Further, the R1 is selected from: methyl, ethyl, propyl, tert-butyl, methoxy, ethoxy, deuterated methyl, deuterated ethyl, deuterated propyl, deuterated tert-butyl, phenyl, naphthyl, biphenyl, deuterated phenyl, deuterated naphthyl, deuterated biphenyl, furanyl, thienyl;

[0022] or R1 is selected from: phenyl, naphthyl, biphenyl, deuterated phenyl, deuterated naphthyl, deuterated biphenyl, furanyl, thienyl, substituted with methyl, ethyl, propyl, tert-butyl, methoxy, ethoxy, deuterated methyl, deuterated ethyl, deuterated propyl, deuterated tert-butyl.

[0023] Further, the R2 is selected from: methyl, ethyl, propyl, tert-butyl, deuterated methyl, deuterated ethyl, deuterated propyl, deuterated tert-butyl, phenyl, naphthyl, biphenyl, deuterated phenyl, deuterated naphthyl;

[0024] or R2 is selected from: phenyl, naphthyl, biphenyl, deuterated phenyl, deuterated naphthyl, substituted with methyl, ethyl, propyl, tert-butyl, deuterated methyl, deuterated ethyl, deuterated propyl, deuterated tert-butyl.

[0025] Further, the structure of formula 1 is selected from the structures shown in formula 2, formula 3, or formula 4;

[0026]

[0027]

[0028] Further, the stabilizer is selected from any one of the compounds shown in the following structures:

[0029]

[0030]

[0031]

[0032]

[0033] Further, the synthesis method of the stabilizer is as follows:

[0034]

[0035] Step 1: raw material 1 and raw material 2 are subjected to Suzuki coupling reaction to generate intermediate 1;

[0036] Step 2: raw material 3 and intermediate 1 are subjected to Suzuki coupling reaction to generate intermediate 2;

[0037] Step 3: in the light-shielding reaction system, intermediate 2, raw material 4, toluene and magnet are added, the reaction bottle is placed in the heating magnetic stirrer, the stirring is started, concentrated sulfuric acid is added dropwise, after the dropwise addition is completed, the heating is started to perform esterification reaction, and the stabilizer is obtained.

[0038] Further, the emulsifier is at least one of castor oil polyoxyethylene ether, alkylphenol polyoxyethylene ether or fatty acid polyoxyethylene ester.

[0039] Further, the solvent is toluene, ethyl acetate and water in the ratio of (5-8):(5-8):1.

[0040] A preparation method of a synergistic herbicidal and plant growth regulating composition containing fluometuron and dymron, comprising the following steps:

[0041] S1. The fluometuron and the dymron are added into the solvent in proportion, and stirred until completely dissolved;

[0042] S2. The emulsifier, stabilizer and silicone oil are added, and subjected to homogenization treatment at 70-80℃ for 10-30 minutes;

[0043] S3. The pH value is adjusted to 5.0-7.0 to obtain a uniform and stable composition;

[0044] The citric acid or phosphoric acid is used to adjust the pH value in S3.

[0045] The application of a synergistic herbicidal and plant growth regulating composition containing trifluralin and dymron to cotton, tobacco or vegetables, and annual grasses or broadleaf weeds.

[0046] Further, the synergistic herbicidal and plant growth regulating composition containing trifluralin and dymron belongs to green agricultural technology, and can be used for preventing weed growth after seedling cultivation and growth regulation after seedling planting.

[0047] Further, the synergistic herbicidal and plant growth regulating composition containing trifluralin and dymron is diluted 500-2000 times and sprayed on the surface of crops or soil.

[0048] Trifluralin belongs to dinitroaniline herbicides, which can interfere with the cell division of root tip meristem by inhibiting tubulin polymerization. Dymron is a plant growth regulator herbicide, which can interfere with gibberellin metabolism by inhibiting cytochrome P450 enzyme system. Trifluralin can prevent annual grasses (such as barnyard grass and green bristlegrass), and dymron is more effective on broadleaf weeds (such as amaranth and gooseweed) and some difficult-to-control weeds. The synergistic effect of the two can expand the weed control spectrum and maintain high efficiency on weeds of larger age. Different action targets can reduce the probability of developing multiple resistances of weeds and prolong the service life of the pesticide. Dymron can promote the development of crop lateral branches by inhibiting apical dominance, and the temporary inhibition of crop roots by trifluralin can be offset by the growth regulation effect of dymron, thereby reducing the risk of phytotoxicity.

[0049] Toluene is a high-polarity aromatic solvent in the solvent system, which can effectively dissolve trifluralin and dymron. Ethyl acetate is a cosolvent and penetration enhancer, which can improve the penetration of leaf wax layer. Water can prevent stratification during storage by adjusting viscosity, and the three-phase equilibrium forms a microemulsion system to improve bioavailability. Emulsifiers provide interfacial film stability and reduce surface tension, which is beneficial to the spreading of active ingredients on the leaf surface. Silicone oil has the functions of defoaming and anti-drift agent.

[0050] The core mechanism of the stabilizer is derived from the synergistic effect of the multifunctional groups and the space in the molecular structure. As shown in formula 1, the series of compounds take aromatic ring / heteroaromatic ring as the core skeleton, and an electronic delocalization system is constructed through the heteroatom (O / S / N) at Z1 position. The conjugated π bond can effectively absorb ultraviolet quantum, reduce the photosensitive decomposition of trifluralin and fluazuron. When Z1 is N, the steric hindrance effect of the R2 substituent group (alkyl / deuterated alkyl) can hinder the propagation of free radical chain reaction, and the lone pair electrons of N atom can chelate metal ions to inhibit the catalytic oxidation process. The deuterated alkyl (such as -CD3, -C2D5, -C4D9) in the R1 substituent group significantly enhances the thermodynamic stability of C-D bond through isotopic effect, and preferentially captures active oxygen free radicals in high temperature environment. The polysubstitution mode (such as ortho-bis-methyl or deuterated benzene ring) on the aromatic ring forms an intramolecular synergistic protective layer, which can not only prevent hydrolysis by coating the active ingredients through hydrophobic interaction, but also stabilize the excited state of the molecule through hyperconjugation effect. This three-dimensional protective system realizes all-round stable protection of the herbicidal active ingredients through multiple mechanisms such as physical shielding, electron transfer and free radical quenching.

[0051] Compared with the prior art, the beneficial effects of the present application are:

[0052] 1. Significantly improve the herbicidal effect: through the synergistic ratio of trifluralin and fluazuron, the germination inhibition rate of the composition on annual grass weeds (such as barnyard grass, crabgrass) and broadleaf weeds (such as gooseweed) is significantly improved (Table 2 shows that the inhibition rate is more than 90%), which effectively expands the control spectrum and solves the problem of limited effect of single herbicide and weed resistance.

[0053] 2. Enhance crop safety and yield: the growth regulation effect of fluazuron offsets the potential inhibition of trifluralin on crop roots, reduces the risk of phytotoxicity (the phytotoxicity evaluation in Table 3 is mostly 0-1 level), and promotes the development of lateral branches of crops such as cotton, with an increase of 8%-15.3% in the number of cotton bolls after application.

[0054] 3. Excellent storage stability: the innovative addition of stabilizer in the composition significantly improves the thermal storage stability and light stability (Table 3 shows that the decomposition rate of active ingredients is as low as 1.2%, and the light retention rate is as high as 99.9%), effectively solving the problems of easy delamination and denaturation of existing herbicides during storage, and prolonging the service life of the product. BRIEF DESCRIPTION OF DRAWINGS

[0055] Figure 1 The synthesis steps of the stabilizer in the synergistic herbicidal and plant growth regulating composition containing trifluralin and fluazuron described in the present application. DETAILED DESCRIPTION

[0056] The technical solutions of the present application will be clearly and completely described below with reference to the drawings in the present application. Obviously, the described embodiments are only some of the embodiments of the present application, rather than all the embodiments. Based on the embodiments in the present application, all other embodiments obtained by those of ordinary skill in the art without creative effort belong to the scope of the present application.

[0057] A synergistic herbicidal and plant growth regulating composition containing trifluralin and dinitramine, wherein the mass parts of trifluralin include: 5 parts, 6 parts, 7 parts, 8 parts, 9 parts, 10 parts, 11 parts, 12 parts, 13 parts, 14 parts, 15 parts, 16 parts, 17 parts, 18 parts, 19 parts, 20 parts, 21 parts, 22 parts, 23 parts, 24 parts, 25 parts, 26 parts, 27 parts, 28 parts, 29 parts, 30 parts.

[0058] A synergistic herbicidal and plant growth regulating composition containing trifluralin and dinitramine, wherein the mass parts of dinitramine include: 5 parts, 6 parts, 7 parts, 8 parts, 9 parts, 10 parts, 11 parts, 12 parts, 13 parts, 14 parts, 15 parts, 16 parts, 17 parts, 18 parts, 19 parts, 20 parts, 21 parts, 22 parts, 23 parts, 24 parts, 25 parts, 26 parts, 27 parts, 28 parts, 29 parts, 30 parts.

[0059] A synergistic herbicidal and plant growth regulating composition containing trifluralin and dinitramine, wherein the mass parts of solvent include: 30 parts, 31 parts, 32 parts, 33 parts, 34 parts, 35 parts, 36 parts, 37 parts, 38 parts, 39 parts, 40 parts, 41 parts, 42 parts, 43 parts, 44 parts, 45 parts, 46 parts, 47 parts, 48 parts, 49 parts, 50 parts, 51 parts, 52 parts, 53 parts, 54 parts, 55 parts, 56 parts, 57 parts, 58 parts, 59 parts, 60 parts, 61 parts, 62 parts, 63 parts, 64 parts, 65 parts, 66 parts, 67 parts, 68 parts, 69 parts, 70 parts.

[0060] A synergistic herbicidal and plant growth regulating composition containing trifluralin and dinitramine, wherein the mass parts of emulsifier include: 5 parts, 6 parts, 7 parts, 8 parts, 9 parts, 10 parts, 11 parts, 12 parts, 13 parts, 14 parts, 15 parts.

[0061] A synergistic herbicidal and plant growth regulating composition containing trifluralin and dinitramine, wherein the mass parts of silicon oil include: 2 parts, 3 parts, 4 parts, 5 parts.

[0062] A synergistic herbicidal and plant growth regulating composition containing trifluralin and dinitramine, wherein the mass parts of stabilizer include: 1 part, 2 parts, 3 parts, 4 parts, 5 parts.

[0063] Synthesis example 1

[0064] Synthesis of stabilizer 1

[0065]

[0066] First step: under nitrogen atmosphere, 20 g of raw material 1, 32.66 g of raw material 2 and 27.91 g of anhydrous potassium carbonate were added into the phase system in turn, dissolved in 200 ml of mixed solution of toluene, ethanol, water (volume ratio 2:1:1). After replacing nitrogen twice, 0.23 g of tetrakis(triphenylphosphine)palladium was added into the phase system under nitrogen protection, and nitrogen was replaced twice again. After heating to 75°C reflux reaction for 10 hours, the heating was turned off, and the temperature was cooled to room temperature. Then, the solid was obtained by rotary evaporation at 70°C under negative pressure. 100 ml of ethanol was added, and the solution was stirred and dissolved at 90°C. Then, the solid was obtained by crystallization at -5°C. After filtration, the solid was purified by column chromatography, and a mixture of petroleum ether and dichloromethane was used as the eluent. Finally, 27.87 g of intermediate 1 was obtained. MS [MS+H + ]: 577.

[0067] Second step: under nitrogen atmosphere, 27.87 g of intermediate 1, 12.29 g of raw material 3 and 20.03 g of anhydrous potassium carbonate were added into the phase system in turn, dissolved in 200 ml of mixed solution of toluene, ethanol, water (volume ratio 2:1:1). After replacing nitrogen twice, 0.16 g of tetrakis(triphenylphosphine)palladium was added into the phase system under nitrogen protection, and nitrogen was replaced twice again. After heating to 75°C reflux reaction for 10 hours, the heating was turned off, and the temperature was cooled to room temperature. Then, the solid was obtained by rotary evaporation at 70°C under negative pressure. 100 ml of ethanol was added, and the solution was stirred and dissolved at 90°C. Then, the solid was obtained by crystallization at -5°C. After filtration, the solid was purified by column chromatography, and a mixture of petroleum ether and dichloromethane was used as the eluent. Finally, 19.46 g of intermediate 2 was obtained. MS [MS+H + ]: 618.

[0068] Third step: 19.46 g of intermediate 2, 3.71 g of raw material 4, 200 ml of toluene were added into a light-proof reactor, and the reaction bottle was placed in a heating magnetic stirrer. After stirring was started, 3.09 g of 80% concentrated sulfuric acid was added dropwise. After the addition was completed, the heating was turned on to 60°C for esterification reaction for 1 h. The pH was adjusted to neutral with 0.1 mol / L sodium bicarbonate solution, and then the liquid was separated. The aqueous layer was washed with toluene for 3 times, and then the organic phase was combined and rotary evaporated at 50°C under negative pressure. The solid after rotary evaporation was purified by column chromatography, and a mixture of petroleum ether and ethyl acetate was used as the eluent. Finally, 19.31 g of stabilizer 1 was obtained. MS [MS+H + ]: 730. 1HNMR (deuterated chloroform) δ 3.34 (2H, d, J = 6.8 Hz), 3.65 (3H, s), 3.78-3.89 (6H, 3.83 (s), 3.84 (s)), 5.11 (2H, s), 5.99 (1H, d, J = 15.8 Hz), 6.58 (1H, d, J = 8.5 Hz), 6.95-7.19 (4H, 7.02 (dd, J = 8.9, 0.5 Hz), 7.02 (dd, J = 8.7, 0.4 Hz), 7.10 (m, J = 15.8, 6.8 Hz), 7.12 (dd, J = 8.9, 1.9 Hz)), 7.30 (1H, dd, J = 8.7, 1.8 Hz), 7.40-7.65 (3H, 7.48 (m, J = 8.8, 8.3, 1.8 Hz), 7.48 (m, J = 8.5, 8.3, 1.5 Hz), 7.59 (dd, J = 1.8, 0.4 Hz)), 7.73-7.95 (5H, 7.79 (dd, J = 8.5, 0.6 Hz), 7.80 (m, J = 8.8, 1.5, 0.5 Hz), 7.83 (dd, J = 1.9, 0.5 Hz), 7.84 (dd, J = 8.9, 0.5 Hz), 7.88 (dd, J = 8.9, 2.0 Hz)), 8.02-8.22 (4H, 8.09 (d, J = 8.9 Hz), 8.09 (m, J = 2.0, 0.5 Hz), 8.10 (dd, J = 8.9, 0.6 Hz), 8.16 (m, J = 8.5, 1.8, 0.5 Hz)).

[0069] The stabilizer synthesized in Synthesis Example 2-12, referring to the preparation method of Synthesis Example 1, changing the raw material 3 therein, and the rest of the feeding equivalent ratio, post-treatment, etc. are the same as those of Synthesis Example 1, the specific structure of raw material 3, the structure of stabilizer, MS [MS+H + ] are shown in Table 1.

[0070] Table 1.

[0071]

[0072] Example 1

[0073] Preparation of a synergistic herbicidal and plant growth regulating composition containing fluometuron and dinitramine:

[0074] S1. Add 5 parts of fluometuron and 8 parts of dinitramine to the 50 parts of solvent (toluene, ethyl acetate and water at 5:8:1) in proportion, stir until completely dissolved;

[0075]

[0076] S2. Add 8 parts of castor oil polyoxyethylene ether, 3 parts of stabilizer (synthesis example 1) and 3 parts of silicone oil, and homogenize at 70-80°C for 10-30 minutes;

[0077] S3. Adjust the pH to 7.0 with 0.1 mol / l citric acid to obtain a uniform and stable synergistic herbicidal and plant growth regulating composition containing fluometuron and dinitram.

[0078] Examples 2-12

[0079] A synergistic herbicidal and plant growth regulating composition containing fluometuron and dinitram prepared in Examples 2-12 was prepared according to the preparation method in Example 1, and the stabilizer therein was replaced with those in Synthesis Examples 2-12, respectively, while the rest remained unchanged.

[0080] Comparative Example 1

[0081] A composition containing fluometuron and dinitram prepared in Comparative Example 1 was prepared according to the preparation method in Example 1, and the stabilizer therein was not added, while the rest remained unchanged.

[0082] Comparative Example 2

[0083] A composition containing fluometuron and dinitram prepared in Comparative Example 2 was prepared according to the preparation method in Example 1, and the stabilizer therein was replaced with vitamin C, while the rest remained unchanged.

[0084] Comparative Example 3

[0085] A composition containing fluometuron and dinitram prepared in Comparative Example 3 was prepared according to the preparation method in Example 1, and the stabilizer therein was replaced with butylated hydroxyanisole (BHA), while the rest remained unchanged.

[0086] Performance test:

[0087] 1. Using the culture dish method, the seeds of barnyard grass, crabgrass and goosefoot were evenly spread on agar medium containing 0.001 g / ml of the composition liquid prepared in Examples and Comparative Examples (diluted 1000 times), and incubated at 25°C for 7 days. The germination inhibition rate was recorded.

[0088] 2. Plant growth regulating effect test: The composition liquid prepared in Examples and Comparative Examples (diluted 1000 times) was applied to cotton at the present budding stage, and the number of cotton buds and bolls was counted 14 days after application (yield increase %). The phytotoxicity was evaluated according to the 0-5 level standard (0 level: no phytotoxicity; 5 level: plant death).

[0089] 3. Heat storage stability: The composition liquid prepared in Examples and Comparative Examples was stored at 54±2°C for 14 days, and the decomposition rate of fluometuron and dinitram was determined (HPLC method).

[0090] 4. Light stability: The composition prepared in the examples and comparative examples was stored under 4000 LX light intensity for 14 days, and the effective ingredient retention rate was determined.

[0091] Table 2. Seed germination inhibition rate (%) of barnyard grass, crabgrass and gooseweed by the composition prepared in the examples and comparative examples.

[0092] Pre-emergence inhibition rate of barnyard grass (%) Pre-emergence inhibition rate of large crabgrass (%) Pre-emergence inhibition rate of pigweed (%) Example 1 91 89 92 Example 2 95 93 94 Example 3 89 87 91 Example 4 94 92 93 Example 5 95 94 95 Example 6 90 88 92 Example 7 96 95 95 Example 8 92 90 93 Example 9 88 86 90 Example 10 94 93 94 Example 11 90 89 91 Example 12 96 95 96 Comparative Example 1 88 79 83 Comparative Example 2 81 75 78 Comparative Example 3 85 80 83

[0093] Table 3. Effect of the composition prepared in the examples and comparative examples on the boll number yield of cotton buds, phytotoxicity evaluation data, heat storage stability data, and light stability data.

[0094]

[0095]

[0096] The data in Tables 2 and 3 show that the synergistic herbicidal composition of the present application containing fluometuron and fluazuron has significantly better germination inhibition effect on barnyard grass, crabgrass and gooseweed than the comparative examples after adding specific stabilizers, and can effectively improve the boll number yield of cotton buds, reduce the risk of phytotoxicity, and significantly improve the heat storage stability and light stability of the composition, proving that the composition exhibits excellent performance in synergistic herbicidal effect, crop safety and storage stability.

[0097] Although embodiments of the present application have been shown and described, it is to be understood that various changes, modifications, substitutions and alterations can be made to these embodiments without departing from the principles and spirit of the present application, the scope of which is defined by the appended claims and their equivalents.

Claims

1. A synergistic herbicidal and plant growth regulating composition containing fluroxypyr and flubendiamide, characterized in that, The product contains the following components in the indicated mass ratios: 5-30 parts of trifluralin, 5-30 parts of flufenoxuron, 30-70 parts of solvent, 5-15 parts of emulsifier, 2-5 parts of silicone oil, and 1-5 parts of stabilizer. The stabilizer is a compound with the structure shown in Formula 1; Z1 is selected from: O, S, N; R1 is selected from: H, D, alkyl with 1-5 carbon atoms, deuterated alkyl with 1-5 carbon atoms, alkoxy with 1-5 carbon atoms, aryl with 6-15 carbon atoms, heteroaryl with 4-10 carbon atoms, deuterated aryl with 6-15 carbon atoms, and deuterated heteroaryl with 4-10 carbon atoms. Or R1 is selected from: alkyl groups having 1-5 carbon atoms, deuterated alkyl groups having 1-5 carbon atoms, aryl groups having 6-15 carbon atoms substituted with alkoxy groups having 1-5 carbon atoms, heteroaryl groups having 4-10 carbon atoms, deuterated aryl groups having 6-15 carbon atoms, and deuterated heteroaryl groups having 4-10 carbon atoms; The R2 is selected from: empty, hydrogen, alkyl with 1-5 carbon atoms, deuterated alkyl with 1-5 carbon atoms, and aryl with 6-15 carbon atoms; Or R2 is selected from: alkyl groups having 1-5 carbon atoms, deuterated alkyl groups having 1-5 carbon atoms, or aryl groups having 6-15 carbon atoms substituted with alkoxy groups having 1-5 carbon atoms; The It can be a single key or empty.

2. The synergistic herbicidal and plant growth regulating composition containing fluroxypyr and flubendiamide according to claim 1, characterized in that, When Z1 is O or S When Z1 is N, R2 is empty; when Z1 is N, R2 is a single bond, and is a substituent other than empty.

3. The synergistic herbicidal and plant growth regulating composition containing fluroxypyr and flubendiamide as described in claim 1, characterized in that, R1 is selected from: methyl, ethyl, propyl, tert-butyl, methoxy, ethoxy, deuterated methyl, deuterated ethyl, deuterated propyl, deuterated tert-butyl, phenyl, naphthyl, biphenyl, deuterated phenyl, deuterated naphthyl, deuterated biphenyl, furanyl, thiopheneyl; Or R1 is selected from: phenyl, naphthyl, biphenyl, deuterated phenyl, deuterated naphthyl, deuterated biphenyl, furanyl, thiophene, methyl, ethyl, propyl, deuterated methyl, deuterated ethyl, deuterated propyl, deuterated tert-butyl, phenyl, naphthyl, deuterated biphenyl, furanyl, thiophene.

4. The synergistic herbicidal and plant growth regulating composition containing fluroxypyr and flubendiamide according to claim 1, characterized in that, The R2 is selected from: methyl, ethyl, propyl, tert-butyl, deuterated methyl, deuterated ethyl, deuterated propyl, deuterated tert-butyl, phenyl, naphthyl, biphenyl, deuterated phenyl, deuterated naphthyl; Or R2 is selected from: phenyl, naphthyl, biphenyl, deuterated phenyl, deuterated naphthyl substituted with methyl, ethyl, propyl, tert-butyl, deuterated methyl, deuterated ethyl, deuterated propyl, deuterated tert-butyl.

5. A synergistic herbicidal and plant growth regulating composition containing fluroxypyr and flubendiamide according to any one of claims 1-2, characterized in that, The structure of Formula 1 is selected from the structure shown in Formula 2, Formula 3 or Formula 4; 6. A synergistic herbicidal and plant growth regulating composition containing fluroxypyr and flubendiamide according to any one of claims 1-5, characterized in that, The stabilizer is selected from any one of the compounds shown in the following structures; 7. The synergistic herbicidal and plant growth regulating composition containing fluroxypyr and flubendiamide according to claim 1, characterized in that, The emulsifier is at least one of castor oil polyoxyethylene ether, alkylphenol polyoxyethylene ether, or fatty acid polyoxyethylene ester.

8. The synergistic herbicidal and plant growth regulating composition containing fluroxypyr and flubendiamide according to claim 1, characterized in that, The solvent is toluene, ethyl acetate and water in a ratio of (5-8):(5-8):

1.

9. A method for preparing a synergistic herbicidal and plant growth regulating composition containing fluroxypyr and flubendiamide as described in any one of claims 1-8, characterized in that, Includes the following steps: S1. Add the trifluralin and the flutriafol to the solvent in a certain proportion and stir until completely dissolved; S2. Add the emulsifier, stabilizer and silicone oil, and homogenize at 70-80°C for 10-30 minutes; S3. Adjust the pH value to 5.0-7.0 to obtain a homogeneous and stable composition; Citric acid or phosphoric acid is used to adjust the pH value in S3.

10. The application of a synergistic herbicidal and plant growth regulating composition containing fluroxypyr and flubendiamide according to any one of claims 1-8, characterized in that, The plant is cotton, tobacco or vegetables, and the grass is an annual grass or broadleaf weed.

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