Pesticidal compositions, their use and herbicides
By mixing cyhalofop-butyl with cyclohexenone compound 168 in a specific ratio to form a pesticide composition, the problem of resistant weeds in rice fields was solved, achieving efficient weed control while remaining safe for rice.
Patent Information
- Application Number
- CN202310649961.4
- Authority / Receiving Office
- CN · China
- Patent Type
- Patents(China)
- Current Assignee / Owner
- Priority Date
- 2020-04-10
- Filing Date
- 2021-01-29
- Publication Date
- 2026-01-02
- Estimated Expiration
- 2041-01-29
AI Technical Summary
Grass weeds such as barnyard grass, goosegrass, and crabgrass in rice paddies have developed resistance to existing herbicides, and cyclohexenone herbicides cause phytotoxicity to rice when used at high concentrations.
Cyfluthrin and cyclohexenone herbicide compound 168 are used in a specific weight ratio to form a pesticide composition for weed control.
It effectively controls resistant weeds, reduces pesticide use, improves safety for rice, and significantly enhances weed control.
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Figure CN116806829B_ABST
Abstract
Description
[0001] This application is a divisional application of the invention patent application with the application number 202110128846.3 and the application date of January 29, 2021, and the invention name of "Pesticide composition and its application and herbicide". TECHNICAL FIELD
[0002] The present application relates to the field of pesticides, in particular to a pesticide composition, the application of the pesticide composition in controlling weeds and a herbicide. BACKGROUND
[0003] In rice fields, grass weeds such as barnyard grass, leafflower, crabgrass, and leafflower are seriously harmful. At present, the prevention and control methods mainly include closed treatment and stem and leaf spraying treatment, and the stem and leaf spraying treatment is the main means. However, these weeds have developed resistance to conventional pesticides such as quinclorac, penoxsulam, and metoxadiazone, making it more difficult to control and increasing the cost of control.
[0004] Cyhalofop-butyl (English name) is the only highly safe herbicide for rice in the aryloxyphenoxypropionic acid ester class, which is a systemic herbicide mainly absorbed by plant stems and leaves. It can effectively control leafflower, barnyard grass, and crabgrass. Due to its ability to control only young barnyard grass and crabgrass, and the development of resistance to leafflower, its application is limited to some extent.
[0005] Compound 168 (English name: (R)-2-(1-(2-(4-chlorophenoxy)propoxyimino)-butyl)-5-(2-(ethylthio)propyl)-3-hydroxycyclohex-2-enone) is also a cyclohexenone herbicide, which is an ACCase inhibitor. It is mainly used for controlling barnyard grass, crabgrass, leafflower, and golden dogtail grass in rice fields. Its structural formula is:
[0006] SUMMARY
[0007] One of the purposes of the present application is to overcome the defects in the prior art that barnyard grass, leafflower, crabgrass, and leafflower in rice fields have developed resistance to aryloxyphenoxypropionic acid ester herbicides such as cyhalofop-butyl.
[0008] The second purpose of the present application is to overcome the defects in the prior art that the use of cyclohexenone herbicide compound 168 in rice fields has an unsatisfactory effect on broadleaf weeds and sedge weeds, and when the concentration is increased, the use of the herbicide to control weeds (especially grass weeds) is prone to cause phytotoxicity to crops such as rice.
[0009] The inventors of the present application found in research that the use of cyhalofop-butyl in combination with a cyclohexenone herbicide compound 168 at a weight ratio of (0.5-70):1 can overcome the defects of cyhalofop-butyl alone in controlling weeds (especially grass weeds), and can prevent the defects of cyclohexenone herbicides in causing phytotoxicity to crops such as rice, and can effectively control the harmful weeds such as large age Sida, crabgrass and resistant barnyardgrass, double-spike Paspalum, which cannot be controlled by cyhalofop-butyl alone in the prior art. Based on this, the inventors of the present application completed the technical solution of the present application.
[0010] In order to achieve the above-mentioned purposes, the present application provides a new pesticide composition and a herbicide, which have excellent control effect on weeds in crops, especially grass weeds, and high safety.
[0011] In order to achieve the above-mentioned purposes, the present application provides a new pesticide composition and a herbicide, which have excellent control effect on weeds in crops, especially grass weeds, and high safety.
[0012]
[0013] The present application provides a new pesticide composition and a herbicide, which have excellent control effect on weeds in crops, especially grass weeds, and high safety.
[0014] The present application provides a new pesticide composition and a herbicide, which have excellent control effect on weeds in crops, especially grass weeds, and high safety.
[0015] The present application provides a new pesticide composition and a herbicide, which have excellent control effect on weeds in crops, especially grass weeds, and high safety.
[0016] Compared with the prior art, the present application provides a pesticide composition and a herbicide, which can ensure good weed control effect under the premise of reducing the amount of pesticides, thereby saving costs.
[0017] In particular, the present application provides a pesticide composition and a herbicide, which can effectively control the harmful weeds such as large age Sida, crabgrass and resistant barnyardgrass, double-spike Paspalum, which cannot be controlled by cyhalofop-butyl alone in the prior art. DETAILED DESCRIPTION
[0018] The endpoints of the ranges and any values disclosed herein are not limited to the precise values recited as exactly that endpoint. Any of the endpoints of a range or any value between a recited endpoint value and an independently recited endpoint value are included in the range. Any single value, or combination of values, in a range are included in the range.
[0019] As mentioned above, the first aspect of the present application provides a pesticide composition, which comprises a herbicidal effective amount of component A and component B, wherein the weight ratio of the component A and the component B is 1:(0.5-70), the component A is compound 168 represented by formula (I), the component B is cyhalofop-butyl represented by formula (II), and the pesticide composition optionally comprises component C represented by formula (III).
[0020]
[0021] The components in the pesticide composition provided by the present application can be mixed and stored or stored separately, and the composition of the present application includes storing the components forming the pesticide composition separately and mixing and using them in the form of tank mixing.
[0022] Preferably, in the pesticide composition, the weight ratio of the component A and the component B is 1:(1-60); more preferably, 1:(1.02-50).
[0023] The inventors of the present application have found that, in particular, the application of the pesticide composition comprising the component A and the component B with a mass ratio of 1:(1.02-50) to control weeds in rice fields forms the pesticide composition of the present application, which has a broad-spectrum effect on the weeds in the rice fields and is very safe to rice.
[0024] Preferably, in the pesticide composition, the weight ratio of the component A and the component C is 1:(0.1-1).
[0025] In fact, the component C in the herbicidal composition of the present application has no good control effect on weeds, but due to the limitations of existing processes, the purity of the component A obtained under the premise of controlling costs is difficult to reach 100%, and basically contains a certain amount of component C. Therefore, the herbicidal composition of the present application optionally contains component C, and the inventors of the present application have found that when the weight ratio of the component C and the component A is not higher than 0.5:1, the herbicidal composition of the present application all has excellent weed control effect and high safety to crops.
[0026] As described above, the second aspect of the present application provides the use of the aforementioned pesticide composition in controlling weeds.
[0027] Preferably, the weeds are grass weeds.
[0028] Preferably, the grass weeds are one or more of Euphorbia humifusa, Digitaria sanguinalis, Echinochloa crus-galli, Setaria viridis, Phragmites australis, Leptocarpus scariosus, Paspalum conjugatum and Eleusine indica.
[0029] As described above, the third aspect of the present application provides a herbicide, which is composed of an active ingredient and an adjuvant, wherein the active ingredient comprises the pesticide composition of the first aspect.
[0030] Preferably, the content of the active ingredient is preferably 5-100% by weight, more preferably 15-98% by weight, based on the total weight of the herbicide.
[0031] Preferably, in the herbicide, the adjuvant is at least one of emulsifiers, dispersants, wetting agents, spreading agents, stabilizers, antifoaming agents, synergists, penetrants, sticking agents, safeners, carriers and fillers.
[0032] Preferably, the dosage form of the herbicide of the present application is at least one of wettable powders, soluble powders, emulsifiable concentrates, aqueous suspensions, dispersible oil suspensions, emulsions, microemulsions and water-dispersible granules.
[0033] The following provides several preferred embodiments of the herbicide of the present application: Embodiment 1:
[0035] The dosage form of the herbicide of the present application is emulsifiable concentrates, and the content of the active ingredient is 1-60% by weight, preferably 5-40% by weight, based on the total weight of the herbicide. Embodiment 2:
[0037] The dosage form of the herbicide of the present application is emulsions, and the content of the active ingredient is 1-50% by weight, preferably 5-35% by weight, based on the total weight of the herbicide. Embodiment 3:
[0039] The dosage form of the herbicide of the present application is oil suspensions, and the content of the active ingredient is 1-40% by weight, preferably 5-35% by weight, based on the total weight of the herbicide.
[0040] The method of how to form the dosage forms such as emulsifiable concentrates, emulsions and oil suspensions is not particularly limited in the present application, and those skilled in the art can refer to the methods provided in Modern Pesticide Formulation Processing Technology (Liu Guangwen, ed., Chemical Industry Press) to form various dosage forms provided in the present application.
[0041] The component B of the present application can be other active forms of the aforementioned substances, for example, can be in the form of ester or salt thereof, etc.
[0042] Preferably, the herbicide of the present application is in the form of tank mix, which is prepared by mixing each component of the pesticide composition forming the active ingredient separately and present-ly using.
[0043] The present application will be described in detail by way of examples below.
[0044] In the following examples, the various raw materials used are commercially available, unless otherwise specified.
[0045] Preparation method of (R)-2-(4-chloro-phenoxy)-propylamine:
[0046] P-chlorophenol (0.515 mol), potassium carbonate (0.5 mol) and petroleum ether (500 ml) were added to a reaction flask for refluxing and water separation, after 30 min, (S)-methyl chloropropionate (0.5 mol) was added dropwise, after the dropwise addition was completed, the reaction was continued at 65°C for 12 h, after HPLC detection showed that the content of methyl chloropropionate was less than 1 wt%, water (100 ml) was added, after stirring and standing, the layers were separated, the organic phase was washed with water twice, and the petroleum ether was removed under reduced pressure to obtain methyl 2-p-chlorophenoxypropionate.
[0047] Sodium borohydride (1 mol), anhydrous calcium chloride (0.05 mol), toluene (500 ml) and ethanol (500 ml) were added to a reaction flask, after mixing, the previously prepared methyl 2-p-chlorophenoxypropionate (0.5 mol) was added dropwise, after the dropwise addition was completed, the reaction was continued at 30°C for 4 h, after HPLC detection showed that the content of 2-p-chlorophenoxypropionate was less than 1 wt%, 20 wt% aqueous ammonium chloride solution (1 mol in pure substance) was added for hydrolysis reaction, the hydrolysis temperature was 30°C, the hydrolysis time was 1 h, after the reaction was completed, the layers were separated, the organic phase was extracted with toluene twice, and after washing and removing the solvent, (R) 2-(4-chlorophenoxy)-propanol was obtained.
[0048] 2-(4-chloro-phenoxy)-propanol (0.5 mol), triethylamine (0.585 mol) and toluene (500 ml) were added to a reaction flask, then methanesulfonyl chloride (0.6 mol) was added dropwise, after the dropwise addition was completed, the reaction was continued at 30°C for 3 h, after HPLC detection showed that the content of 2-(4-chloro-phenoxy)-propanol was less than 1 wt%, water was added and stirred to separate the layers, and after removing the toluene from the organic phase, methylsulfonic acid [2-(4-chloro-phenoxy)-propyl] ester was obtained.
[0049] Methyl 2-(4-chloro-phenoxy)-propyl- sulfonate (0.5 mol), acetyloxime acid (0.85 mol), DMSO (600 ml) were added into a reaction flask, after stirring and dissolving, sodium hydroxide (2 mol) was added, the reaction was carried out at 60°C for 10 h, after HPLC detection showed that methyl 2-(4-chloro-phenoxy)-propyl-sulfonate had no change, DMSO was distilled off, the residual organic phase in the flask was dissolved with water, extracted with dichloromethane for three times, and dichloromethane was removed to obtain N-[2-(4-chloro-phenoxy)-propoxy]acetamide.
[0050] N-[2-(4-chloro-phenoxy)-propoxy]acetamide (0.5 mol), ethanol (100 ml) were added into a reaction flask, 30 wt% hydrochloric acid (1 mol in terms of hydrogen ion) was added dropwise, the reaction was carried out at 30°C for 5 h, after HPLC detection showed that the content of N-[2-(4-chloro-phenoxy)-propoxy]acetamide was less than 1 wt%, ethanol in the system was removed, 30 wt% NaOH was added to adjust the pH value to 14, extracted with dichloromethane for two times, and dichloromethane was removed to obtain (R)-2-(4-chloro-phenoxy)-propylamine, the optical purity was ≥95%.
[0051] Preparation method of (S)-2-(4-chloro-phenoxy)-propylamine:
[0052] The preparation method of (R)-2-(4-chloro-phenoxy)-propylamine was similar, except that (S)-methyl chloropropionate was replaced by (R)-methyl chloropropionate to obtain (S)-2-(4-chloro-phenoxy)-propylamine, the optical purity was ≥95%.
[0053] 2-(1-butyryl)-5-(2-ethylmercapto propyl)-1,3-cyclohexanedione: purchased from Shandong Xinda Agrochemical Co., Ltd.
[0054] Mass spectrometer: icpms-2030, produced by Shimadzu.
[0055] 400M nuclear magnetic resonance: produced by Bruker.
[0056] Automatic polarimeter: WZZ-2S, produced by Shanghai Yidian.
[0057] The raw materials used in the following examples are as follows:
[0058] Component A:
[0059] Compound 168: synthesized in the laboratory, and the synthesis route is as follows:
[0060]
[0061] The specific synthesis method is: 5.5 g of (R)-2-(4-chloro-phenoxy)-propylamine, 7.3 g of 2-(1-butyryl)-5-(2-ethylmercapto propyl)-1,3-cyclohexanedione and 100.0 ml of petroleum ether are added to a reaction bottle, and the system is kept at 35°C for 6 h. 100.0 ml of saturated brine is added to the system, and the aqueous phase is adjusted to pH = 1 or so with 20 wt% hydrochloric acid. After stirring sufficiently, the layers are separated, the organic phase is washed with brine until neutral, the solvent is removed, and a yellow viscous liquid is obtained. It is determined by mass spectrometry, 400M nuclear magnetic resonance and automatic polarimeter that the optical purity of component A is greater than 95%.
[0062] Component B:
[0063] Cyhalofop-butyl: purchased from Jiangsu Zhongqi Science and Technology Co., Ltd.
[0064] Component C: synthesized in the laboratory, and the synthesis route is as follows:
[0065]
[0066] The specific synthesis method is: 5.5 g of (R)-2-(4-chloro-phenoxy)-propylamine, 7.3 g of 2-(1-butyryl)-5-(2-ethylmercapto propyl)-1,3-cyclohexanedione and 100.0 ml of petroleum ether are added to a reaction bottle, and the system is kept at 35°C for 6 h. 100.0 ml of saturated brine is added to the system, and the aqueous phase is adjusted to pH = 1 or so with 20 wt% hydrochloric acid. After stirring sufficiently, the layers are separated, the organic phase is washed with brine until neutral, the solvent is removed, and a yellow viscous liquid is obtained. It is determined by mass spectrometry, 400M nuclear magnetic resonance and automatic polarimeter that the optical purity of component A is greater than 95%.
[0067] The calcium dodecyl sulfonate used in the following is an emulsifier, purchased from Shandong Tiandao Company; styryl phenol polyoxyethylene ether is a dispersant, purchased from Haian Petrochemical; solvent oil is 150# solvent oil, purchased from Mobil Corporation; nonylphenol polyoxyethylene ether is a suspending agent, purchased from Shandong Tiandao Company; emulsifier 500# is an emulsifier, purchased from Shandong Tiandao Company; NP-10 is an emulsifier, purchased from Shandong Tiandao Company; methyl oleate is a solvent, purchased from Yihai Kerry.
[0068] The amount of raw materials in the following examples is weight parts, and each weight part represents 1 g, unless otherwise specified.
[0069] Example 1: 12.5% by weight of emulsifiable concentrate
[0070] Cyhalofop-butyl 10, compound 168 is 2.5, calcium dodecyl sulfonate 6, styryl phenol polyoxyethylene ether 6, and solvent oil is supplemented to 100.
[0071] The above components are added to a stirred tank and stirred uniformly to obtain an emulsifiable concentrate.
[0072] Comparative Example 1: 12.5% by weight emulsifiable concentrate
[0073] cyhalofop-R 10, clethodim 2.5, calcium dodecylsulfonate 6, styrylphenol polyoxyethylene 6, solvent oil to 100.
[0074] The above components were added to a stirring tank and stirred to obtain an emulsifiable concentrate.
[0075] Example 2: 20% by weight aqueous emulsion
[0076] cyhalofop-R 10, compound 168 10, calcium dodecylsulfonate 6, styrylphenol polyoxyethylene 6, nonylphenol polyoxyethylene 3, solvent oil 20, water to 100.
[0077] The oil phase materials in the above composition were added to the water phase and sheared by a shearing machine to obtain an aqueous emulsion.
[0078] Comparative Example 2: 20% by weight aqueous emulsion
[0079] fenoxaprop-P 10, compound 168 10, calcium dodecylsulfonate 6, styrylphenol polyoxyethylene 6, nonylphenol polyoxyethylene 3, solvent oil 20, water to 100.
[0080] The oil phase materials in the above composition were added to the water phase and sheared by a shearing machine to obtain an aqueous emulsion.
[0081] Example 3: 25% by weight emulsifiable concentrate
[0082] cyhalofop-R 20, compound 168 5, calcium dodecylsulfonate 6, styrylphenol polyoxyethylene 6, solvent oil to 100.
[0083] The above components were added to a stirring tank and stirred to obtain an emulsifiable concentrate.
[0084] Example 4: 8% by weight oil suspension
[0085] cyhalofop-R 6, compound 168 2, farm emulsion 500# 8, NP-10 9, methyl oleate to 100.
[0086] The above components were added to a shearing tank and sheared, and then ground in a sand mill to obtain an oil suspension.
[0087] Example 5: 25% by weight oil suspension
[0088] cyhalofop-R 20, compound 168 5, farm emulsion 500# 8, NP-10 9, methyl oleate to 100.
[0089] The above components were added into a shearing kettle, sheared, and ground in a sand mill to obtain the oil suspension agent.
[0090] Laboratory virulence assay
[0091] Test agents: cyhalofop-butyl technical material (95% by weight), compound 168 technical material (95% by weight).
[0092] Test targets: Echinochloa crusgalli (L.), Euphorbia lathyris L., Digitaria sanguinalis (L.); the crop was rice.
[0093] Agent dosage design:
[0094] Cyhalofop-butyl was used at a single dose of 150, 300, 600 g a.i. / ha; compound 168 was used at a single dose of 37.5, 75, 150 g a.i. / ha; cyhalofop-butyl and compound 168 were used at a dosage of 150+37.5, 150+75, 150+150, 300+37.5, 300+75, 300+150, 600+37.5, 600+75, 600+150 g a.i. / ha.
[0095] Cyhalofop-butyl and compound 168 were dissolved in acetone and diluted with 0.1% by weight T-80 aqueous solution to prepare a 5 g / L solution. The control treatment was added with 0.1 mL of acetone and 80 mL of 0.1% by weight T-80 aqueous solution.
[0096] Herbicidal activity test method: the stem-leaf spraying method (NY / T 1155.4-2006) was used. A pot with a height of 11 cm and a diameter of 9 cm was filled with a predetermined amount of soil to 3 / 4 of the pot, and 15-20 seeds of the test target weed were evenly sown on the surface of the soil in the pot, and then covered with about 1 cm of fine soil. The pot was placed in a greenhouse (temperature 22-28°C, humidity 97%, same below) for cultivation. When the weeds grew to the 3-5 leaf stage, stem-leaf spraying treatment was performed, 1 mL of pesticide solution was sprayed per pot. Each treatment was repeated 4 times, and a treatment without pesticide was set as a control. After treatment, the test materials were placed in the greenhouse for cultivation, and the growth of the target weeds was observed regularly. The results are shown in Tables 1-6.
[0097] Investigation method: after 30 days of test treatment, the target harm symptoms and growth inhibition were observed by eye, and the fresh weight of the aboveground part was weighed to calculate the fresh weight inhibition rate (%). Fresh weight inhibition rate (%) = (control fresh weight - treatment fresh weight) / control fresh weight x 100
[0098] Synergistic effect evaluation method: the herbicide synergistic effect evaluation method according to Gowing method (NY / T 1155.7-2006), the formula is: E 0=X+Y×(100-X) / 100, in the formula, X is the fresh weight inhibition rate of the target weed when using cyhalofop butyl alone; Y is the fresh weight inhibition rate of the target weed when using cyclohexenone herbicide alone; E 0 is the theoretical control effect of the target when cyhalofop butyl and cyclohexenone herbicide are mixed; E is the actual control effect of the target when cyhalofop butyl and cyclohexenone herbicide are mixed.
[0099] Evaluation criteria: when E-E 0>10%, it is indicated as synergistic effect, when E-E 0 is between ±10%, it is indicated as additive effect, and when E-E 0<-10%, it is indicated as antagonistic effect.
[0100] Table 1: indoor toxicity determination results of cyhalofop butyl and compound 168 on Echinochloa crusgalli
[0101]
[0102] Table 2: indoor toxicity determination results of cyhalofop butyl and compound 168 on Senna occidentalis
[0103]
[0104] Table 3: indoor toxicity determination results of cyhalofop butyl and compound 168 on Digitaria sanguinalis
[0105]
[0106] From the indoor toxicity determination results in Table 1, Table 2 and Table 3, it can be seen that cyhalofop butyl and compound 168 have synergistic effect on Echinochloa crusgalli, Senna occidentalis and Digitaria sanguinalis.
[0107] Indoor toxicity determination of safety to rice
[0108] Two-leaf-one-heart stage of rice
[0109] Compound 168 is set with 5 doses: 75, 150, 300, 450, 600 g.a.i. / ha
[0110] Compound 168 plus cyhalofop butyl is set with 6 doses: 75+300, 150+300, 300+300, 450+300, 600+300 g.a.i. / ha
[0111] Safety test method on rice: adopt stem and leaf spray method (NY / T 1155.4-2006): put a certain amount of soil to 3 / 4 of the pot with a height of 11 cm and a diameter of 9 cm, sow the tested target rice of each variety on the surface of the pot soil, cover with 1 cm of fine soil, and then place in the greenhouse for cultivation. When the rice grows to 2-leaf stage, spray 1 mL of pesticide solution per pot. Each treatment is repeated 4 times, and a treatment without pesticide is set as control. After treatment, the test materials are placed in the greenhouse for cultivation, and the growth of rice is observed regularly.
[0112] Investigation method: after 20 days of test treatment, observe the injury symptoms and growth inhibition of the target, measure the plant height of rice, and calculate the plant height inhibition rate (%).
[0113] Plant height inhibition rate (%) = (control plant height - treatment plant height) / control plant height x 100, and the logarithmic value of the dose of the pesticide and the plant height inhibition rate of rice are subjected to regression analysis by DPS statistical software, to calculate the correlation coefficient, ED10 (the amount of herbicide when the plant height of rice is inhibited by 10%), and the 95% confidence interval, which are listed in Tables 4-5.
[0114] Table 4: Indoor toxicity determination of compound 168 alone on rice (plant height inhibition rate)
[0115]
[0116] Table 5: Toxicity determination results of compound 168 + cyhalofop-butyl (20 g.a.i / mu) on plant height inhibition of different rice varieties
[0117]
[0118] From the above indoor bioassay results, it can be seen that the use of compound 168 alone on rice will cause certain whitening and growth inhibition; while the use of compound 168 and cyhalofop-butyl in combination has additive and synergistic effects on weeds, and the safety of rice is at least increased by more than 1 times, and the safety is significantly improved, and the growth of rice is not affected at the active dose of herbicide.
[0119] Field efficacy test:
[0120] Test crop: direct-seeded rice
[0121] Application time: 15 days after sowing, 3-4 leaf stage of weeds
[0122] Test treatment:
[0123] 10% cyhalofop-butyl EC, 3000, 6000 mL / ha;
[0124] 10% by weight of compound 168 emulsifiable concentrate, 750, 1500 mL / ha;
[0125] Example 1 agent: 12.5% by weight of emulsifiable concentrate, 3000, 6000 mL / ha;
[0126] Example 2 agent: 20% by weight of emulsion in water, 750, 1500 mL / ha;
[0127] Example 3 agent: 25% by weight of emulsifiable concentrate, 1500, 3000 mL / ha;
[0128] Example 4 agent: 8% by weight of oil miscible flowable concentrate, 3000, 6000 mL / ha;
[0129] Example 5 agent: 25% by weight of oil miscible flowable concentrate, 1500, 3000 mL / ha;
[0130] Comparative example 1 agent: 12.5% by weight of emulsifiable concentrate, 3000, 6000 mL / ha;
[0131] Comparative example 2 agent: 20% by weight of emulsion in water, 750, 1500 mL / ha;
[0132] The plots where barnyard grass, leafflower, crabgrass, and double spike Paspalum occurred were selected, and each plot was divided into 20 m2, and each treatment was repeated 3 times. The stem and leaf spraying treatment was performed 15 days after sowing, and water was supplied 48 hours after application, and water was retained for 5-7 days.
[0133] After 30 days of treatment, the treated area and the control area were observed, the number of weeds was counted, and the plant control effect of the treated area was calculated.
[0134] After 30 days of treatment, the treated area and the control area were observed, the fresh weight control effect was calculated, and the safety of the drug to rice was evaluated by visual method according to the evaluation standard of Table 7.
[0135] The control effect of each agent on weeds and safety are listed in Table 6, and the fresh weight inhibition rate P(%) is used to represent the control effect in Table 6.
[0136] Table 6: Control effect and safety of each example and comparative example on weeds
[0137]
[0138] Table 7: Standard for evaluating the safety of the drug by visual method
[0139]
[0140] As can be seen from the results in Table 6, the mixture of cyhalofop-butyl and compound 168 has good control effect on gramineous weeds in rice field, and the synergistic effect between the agents is obvious.
[0141] The field efficacy results show that the compound 168 used alone will cause rice to produce phytotoxicity, mainly in the form of white stripes, and the plant height is shorter than the control.
[0142] However, from the results of the comparative examples, it can be seen that when cyhalofop-butyl is used in combination with a common cyclohexanone herbicide, alloxydim, it has obvious phytotoxicity to rice; and when the compound 168 of the present application is used in combination with the same compound of cyhalofop-butyl, fenoxaprop-p-ethyl, it also has obvious phytotoxicity to rice. However, the inventors of the present application found through creative research that when cyhalofop-butyl is used in combination with the compound 168, not only does it expand the herbicidal spectrum to grass weeds in the rice field, but it also has obvious synergistic effect, and more importantly, it is safe to rice, which has practical application value.
[0143] The above describes the preferred embodiments of the present application, but the present application is not limited thereto. Within the technical concept of the present application, various simple modifications can be made to the technical solutions of the present application, including the combination of various technical features in any other suitable manner, and these simple modifications and combinations should also be considered as disclosed by the present application, and all fall within the protection scope of the present application.
Claims
1. A pesticide composition comprising a herbicidal amount of component A and component B, wherein the weight ratio of component A to component B is 1:(0.5~60). Component A is compound 168 as shown in formula (I): Formula (I); Component B is cyhalofop-butyl as shown in formula (II): Formula (II); Optionally, the composition further contains component C as shown in formula (III): Formula (III) The weight ratio of component C to component A is not higher than 0.5:
1.
2. The composition according to claim 1, wherein, The weight ratio of component A to component B is 1:(1.02~60). Alternatively, the weight ratio of component A to component B is 1:(1~50).
3. The composition according to claim 1 or 2, wherein, The weight ratio of component A to component B is 1:(1~4).
4. The composition according to claim 1 or 2, wherein, The weight ratio of component A to component B is 1:1, 1:3, or 1:
4.
5. The use of the pesticide composition according to any one of claims 1-4 in the control of weeds.
6. The application according to claim 5, wherein, The weeds mentioned are grasses.
7. The application according to claim 6, wherein, The grassy weeds mentioned are one or more of the following: barnyard grass, crabgrass, barnyard grass, rice barnyard grass, foxtail grass, reed, paspalum notatum, and goosegrass.
8. The application according to claim 7, wherein, The grassy weeds mentioned are one or more of the following: barnyardgrass, crabgrass, resistant barnyardgrass, and double-spike paspalum.
9. A herbicide comprising an active ingredient and excipients, wherein the active ingredient is a pesticide composition according to any one of claims 1-4.
10. The herbicide according to claim 9, wherein, The herbicide is prepared by storing each component of the pesticide composition that forms the active ingredient separately and mixing them in a drum for immediate use.
11. The herbicide according to claim 9, wherein, Based on the total weight of the herbicide, the content of the active ingredient is 5-100% by weight.
12. The herbicide according to claim 11, wherein, Based on the total weight of the herbicide, the content of the active ingredient is 15-98% by weight.
13. The herbicide according to claim 9, wherein, The excipients are at least one of emulsifiers, dispersants, wetting agents, spreading agents, stabilizers, defoamers, synergists, penetrants, adhesives, safety agents, carriers, and fillers.
14. The herbicide according to claim 9, wherein, The herbicide formulation is selected from at least one of wettable powder, soluble powder, emulsifiable concentrate, aqueous suspension, dispersible oil suspension, water emulsion, microemulsion, and water-dispersible granules.
15. The herbicide according to claim 14, wherein, The herbicide is formulated as an emulsifiable concentrate, and the content of the active ingredient is 1-60% by weight, based on the total weight of the herbicide. Alternatively, the herbicide may be formulated as an emulsion, and the content of the active ingredient may be 1-50% by weight, based on the total weight of the herbicide. Alternatively, the herbicide may be formulated as an oil suspension, and the content of the active ingredient may be 1 to 40% by weight, based on the total weight of the herbicide.
16. The herbicide according to claim 15, wherein, The herbicide is in the form of an emulsifiable concentrate, and the content of the active ingredient is 5-40% by weight, based on the total weight of the herbicide.
17. The herbicide according to claim 15, wherein, The herbicide is formulated as an emulsion, and the content of the active ingredient is 5-35% by weight, based on the total weight of the herbicide.
18. The herbicide according to claim 15, wherein, The herbicide is formulated as an oil suspension, and the content of the active ingredient is 5-35% by weight, based on the total weight of the herbicide.
Citation Information
Patent Citations
Cyclohexenone ether compounds, their preparation, intermediates, and their use as herbicides.
TW232646B