CN112841198B - Herbicidal compositions comprising benzyl pyrimidinecarboxylates and microtubule assembly/VLCFA inhibitors and uses thereof - Google Patents

Herbicidal compositions comprising benzyl pyrimidinecarboxylates and microtubule assembly/VLCFA inhibitors and uses thereof Download PDF

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CN112841198B
CN112841198B CN201911317861.1A CN201911317861A CN112841198B CN 112841198 B CN112841198 B CN 112841198B CN 201911317861 A CN201911317861 A CN 201911317861A CN 112841198 B CN112841198 B CN 112841198B
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composition
herbicidal composition
weight ratio
benzyl
pyrimidinecarboxylate
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CN112841198A (en
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彭学岗
金涛
赵德
张景远
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Jiangsu Qingyuan Nongguan Weed Control Co ltd
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Jiangsu Qingyuan Nongguan Weed Control Co ltd
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Abstract

The invention belongs to the field of pesticides, and particularly relates to a weeding composition containing pyrimidine benzyl carboxylate compounds and a microtubule assembly/VLCFA inhibitor and application thereof. The herbicidal combinationThe composition comprises an active ingredient A and an active ingredient B with herbicidally effective amounts, wherein the active ingredient A is

Description

Herbicidal compositions comprising benzyl pyrimidinecarboxylates and microtubule assembly/VLCFA inhibitors and uses thereof
The application is a divisional application of a Chinese invention patent application with the application date of 2019, 11 and 12 months and the application number of 201911099429.X, and the invention name of the invention is 'weeding composition containing pyrimidine benzyl carboxylate compounds and application thereof'.
Technical Field
The invention belongs to the field of pesticides, and particularly relates to a weeding composition containing pyrimidine benzyl carboxylate compounds and a microtubule assembly/VLCFA inhibitor and application thereof.
Background
Chemical weeding is the most economic and effective means in preventing and removing weeds in farmlands, but the problems of drug resistance and resistance evolution of weeds and the like are easily caused by using a single variety or a single action mode of chemical herbicide continuously at a high dose for a long time. The reasonable compounding or mixing of the herbicide compound has the advantages of expanding the weed spectrum, improving the control effect, delaying the occurrence and development of drug resistance and drug resistance of weeds and the like, and is one of the most effective methods for solving the problems. For example, patent CN108774179A discloses a substituted pyrimidine-4-carboxylic acid derivative and its use as herbicide, and there is still a need to develop a herbicidal composition with high safety, broad herbicidal spectrum, synergistic effect and solving the problem of resistant weeds.
Disclosure of Invention
In order to solve the above problems in the prior art, the present invention provides a herbicidal composition comprising a pyrimidine benzyl carboxylate compound and a microtubule assembly/VLCFA inhibitor, and use thereof. The composition can effectively prevent and kill Cyperaceae weeds such as Cyperus rotundus L and the like, gramineous weeds such as crabgrass, barnyard grass, eleusine indica, green dog tail and the like, and broadleaf weeds such as Amaranthus retroflexus L, purslane, maize grass, rhizoma alismatis and the like, and has the characteristics of expanding a weed control spectrum, reducing the application amount, generating a synergistic effect, solving resistant weeds and the like.
A herbicidal composition comprising a benzyl pyrimidinecarboxylate compound and a microtubule assembly/VLCFA inhibitor, comprising a herbicidally effective amount of active ingredient A and active ingredient B, wherein,
the active ingredient A is
Figure BDA0002326327300000011
The active ingredient B is selected from one or more of the following compounds and salts/esters thereof:
microtubule assembly inhibitors: butralin (CAS:33629-47-9), pendimethalin (CAS:40487-42-1), trifluralin (CAS:1582-09-8), dithiopyr (CAS:97886-45-8), diacyl-ammonium (CAS: 16118-49-3);
VLCFA inhibitors: butachlor (CAS:23184-66-9), pretilachlor (CAS:51218-49-6), mefenacet (CAS:73250-68-7), anilofos (CAS:764249-01-0), flufenacet (CAS:142459-58-3), xaflufen (CAS:447399-55-5), metolachlor (CAS:178961-20-1), acetochlor (CAS:34256-82-1), and mepiquat (CAS: 24151-93-7).
In the context of the present specification, if the abbreviated forms of the common name of the active compounds are used, all customary derivatives, such as esters and salts, and also isomers, in particular optical isomers, in particular one or more commercially available forms, are included in each case. If the generic name denotes esters or salts, all other customary derivatives, such as other esters and salts, free acids and neutral compounds, and also isomers, in particular optical isomers, in particular one or more commercially available forms, are also included in each case. The chemical name given for a compound means at least one compound covered by the generic name, with compounds generally being preferred. In the case of sulfonamides, such as sulfonylureas, salts also include those formed by exchange of cations with hydrogen atoms in the sulfonamide group. For example, 2-methyl-4-chloro derivatives include, but are not limited to: 2 methyl 4 chloro sodium salt, potassium salt, dimethyl ammonium salt, isopropyl amine salt, etc., and 2 methyl 4 chloromethyl ester, ethyl ester, isooctyl ester, ethyl thioester, etc.; 2,4-D derivatives include, but are not limited to: 2,4-D salts such as sodium salt, potassium salt, dimethylammonium salt, triethanolamine salt, isopropylamine salt, choline and the like, and 2,4-D esters such as methyl ester, ethyl ester, butyl ester, isooctyl ester and the like.
Wherein A, B is in a weight ratio of 1: 500-200: 1 and 1: 400-150: 1 in the weeding composition; preferably 1: 300-100: 1 and 1: 200-80: 1; more preferably 1:150 to 50:1 and 1:120 to 30: 1; further preferably 1: 100-20: 1 and 1: 80-15: 1; further preferred are 1:50 to 10:1, 1:30 to 5:1, 1:10 to 4:1 and 1:5 to 1: 1.
The weight percentage of A and B in the weeding composition accounts for 1-95% of the total weight, and preferably 10-80%.
The weeding composition also comprises conventional auxiliaries which comprise a carrier and a surfactant.
The term "carrier" herein denotes an organic or inorganic, natural or synthetic substance. They facilitate the application of the active ingredient, the carrier being generally inert and must be agriculturally acceptable, in particular for the treated plant. The carrier may be a solid, such as a clay, natural or synthetic silicate, silica, resin, wax, solid fertilizer, or the like; or liquids such as water, alcohols, ketones, petroleum distillates, aromatic or waxy hydrocarbons, chlorinated hydrocarbons, liquefied gases, etc.
Surfactants may include emulsifying, dispersing or wetting agents, which may be ionic or non-ionic. Examples which may be mentioned are salts of polyacrylic acids, lignosulphonates, salts of phenolsulphonic or naphthalenesulphonic acids, polymers of ethylene oxide with aliphatic alcohols or with aliphatic acids or with aliphatic amines and substituted phenols, in particular alkylphenols or arylphenols, sulphosuccinates, taurine derivatives, in particular taurine alkyl esters, and phosphoric esters of alcohols or polyhydroxyethylated phenols, alkylsulfonates, alkylarylsulphonates, alkylsulfates, lauryl ether sulphates, fatty alcohol sulphates, and sulphated hexadec, heptadeca-and octadecanols and sulphated fatty alcohol glycol ethers, and furthermore condensates of naphthalene or naphthalenesulphonic acids with phenol and formaldehyde, polyoxyethylene octylphenyl ether, ethoxylated isooctylphenol, octylphenol or nonylphenol, alkylphenyl polyglycol ethers, tributylphenyl polyglycol ether, tristearylphenyl polyglycol ether, polystearylphenyl polyglycol ether, Alkylaryl polyether alcohols, alcohol and fatty alcohol/ethylene oxide condensates, ethoxylated castor oil, polyoxyethylene alkyl ethers, ethoxylated polyoxypropylene, lauryl alcohol polyglycol ether acetal, sorbitol esters, lignosulfite waste liquors, and also proteins, denatured proteins, polysaccharides (e.g. methylcellulose), hydrophobically modified starches, polyvinyl alcohols, polycarboxylates, polyalkoxylates, polyvinylamines, polyvinylpyrrolidone and copolymers thereof. At least one surfactant is required to be present to facilitate dispersion of the active ingredients in water and to facilitate their proper application to the plant.
The compositions may also contain various other components such as protective colloids, binders, thickeners, thixotropic agents, penetrants, stabilizers, chelating agents, dyes, colorants, and polymers.
The herbicidal composition further comprises at least one safener, preferably one or more of isoxadifen (CAS: 163520-33-0), cyprosulfamide (CAS: 221667-31-8), mefenpyr (CAS: 135590-91-9), cloquintocet (CAS: 99607-70-2), gibberellic acid (CAS: 7-06-5), furilazole (CAS: 121776-33-8), metacamifen (CAS: 129531-12-0).
The compositions of the present invention may be diluted or used directly by the user prior to use. The formulation can be prepared by conventional processing methods, i.e., mixing the active substance with a liquid solvent or solid carrier, and adding one or more surfactants such as dispersants, stabilizers, wetting agents, binders, defoamers, etc.
The specific preparation of the weeding composition is dispersible oil suspending agent, water suspending agent, suspending emulsion, wettable powder, missible oil, water dispersible granule (dry suspending agent), emulsion in water and microemulsion.
In short, the compositions of the present invention may be mixed with solid and liquid additives conventionally used in prior art formulations. The amount of the effective ingredient to be used varies depending on external conditions such as temperature, humidity, the nature of the herbicide to be used, and the like. It may vary widely, for example between 0.001 and 1.0kg/ha, or more of active substance, but preferably between 0.005 and 750g/ha, in particular between 0.005 and 500 g/ha.
The invention also provides an application of the weeding composition in weed control; and to provide a method of controlling unwanted plant growth comprising applying the herbicidal composition to a plant, part of a plant, plant seed, or area where a plant is growing.
In addition, the compositions according to the invention can be applied by spraying to the foliage of the plants to be treated, i.e. to the weeds, in particular to surfaces infested or susceptible to infestation by weeds.
When the herbicidal composition of the present invention is applied, an unexpected synergistic effect is obtained, and the herbicidal activity is more remarkable than the expected sum of the activities using individual herbicides, and the activities of the individual herbicides. The synergistic effect is manifested by reduced application rates, a broader spectrum of weed control, and a faster and longer lasting herbicidal action, which are desirable in the practice of weed control. These new compositions are clearly superior to existing herbicides in terms of the properties described, achieving reduced use and being more environmentally friendly.
The synergistic herbicidal composition of the invention also has the following advantages:
(1) the composition of the invention is environment-friendly and is easy to degrade in the environment.
(2) The weeding composition has low cost and convenient use, and has great economic and social benefits when being popularized and applied.
All patents, patent applications, and publications mentioned or cited herein are incorporated by reference in their entirety to the same extent as if individually incorporated.
Detailed Description
The following examples are not intended to limit the invention, but merely to illustrate how the invention may be carried out. These examples show particularly significant effectiveness against certain weeds. Examples are as follows:
A) examples of the embodiments
1.40.4% A-butralin (0.4+40) emulsifiable concentrate
0.4 percent of A, 40 percent of butralin, 10 percent of N-methyl pyrrolidone, 10 percent of calcium dodecyl benzene sulfonate, 10 percent of cardanol polyoxyethylene ether, 2 percent of castor oil polyoxyethylene ether and 100# solvent oil
2.40.4% A-pendimethalin (0.4+40) emulsifiable concentrate
0.4 percent of A, 40 percent of pendimethalin, 10 percent of N-methyl pyrrolidone, 8 percent of calcium dodecyl benzene sulfonate, 12 percent of cardanol polyoxyethylene ether, 2 percent of nonylphenol polyoxyethylene ether formaldehyde condensate and 100# solvent oil
3.40.4% A.trifluralin (0.4+40) emulsifiable concentrate
0.4 percent of A, 40 percent of trifluralin, 15 percent of N-methyl pyrrolidone, 9 percent of calcium dodecyl benzene sulfonate, 13.5 percent of cardanol polyoxyethylene ether and 100# solvent oil for foot supplement
4.30.4% A.dithiopyr (0.4+30) emulsifiable concentrate
0.4 percent of A, 30 percent of dithiopyr, 10 percent of N-methyl pyrrolidone, 10 percent of calcium dodecyl benzene sulfonate, 10 percent of cardanol polyoxyethylene ether, 2 percent of castor oil polyoxyethylene ether and 100# solvent oil
5.30.2% A-butachlor (0.2+30) emulsifiable concentrate
0.2 percent of A, 30 percent of butachlor, 5 percent of butachlor, 4 percent of calcium dodecyl benzene sulfonate, 6 percent of phenethylphenol polyoxyethylene ether and 100# solvent oil
6.30.4% A pretilachlor (0.4+30) emulsifiable concentrate
0.4 percent of A, 30 percent of butachlor, 5 percent of pretilachlor, 4.5 percent of calcium dodecyl benzene sulfonate, 5.5 percent of phenethyl phenol polyoxyethylene ether and 100# solvent oil are used for supplementing enough
7.30.4% A mefenacet (0.4+30) water suspension
0.4% of A, 30% of mefenacet, 3% of polycarboxylate dispersant, 1.5% of propylene glycol block polyether, 1% of fatty alcohol-polyoxyethylene ether, 0.14% of xanthan gum, 1.5% of magnesium aluminum silicate, 3% of ethylene glycol, 0.1% of defoaming agent and deionized water
8.20.4% emulsifiable concentrate of anilofos A-anilofos (0.4+20)
0.4% of A, 20% of anilofos, 10% of ethanol, 5% of calcium dodecyl benzene sulfonate, 6% of cardanol polyoxyethylene ether and 100# solvent oil for supplementing feet
9.10.4% flufenacet A (0.4+10) water suspension
0.4% of A, 10% of flufenacet, 3% of polycarboxylate dispersant, 1.5% of propylene glycol block polyether, 1% of fatty alcohol-polyoxyethylene ether, 0.2% of xanthan gum, 1.8% of magnesium aluminum silicate, 3% of ethylene glycol, 0.1% of defoaming agent and deionized water for supplementing
10.10.4% aqueous suspension of a. sulfone pyraflufen-ethyl (0.4+10)
0.4% of A, 10% of Sulfuron pyrazoxazole, 3% of phenethylphenol polyoxyethylene ether phosphate triethanolamine salt, 1.5% of propylene glycol block polyether, 1% of fatty alcohol polyoxyethylene ether, 0.2% of xanthan gum, 2.2% of magnesium aluminum silicate, 3% of ethylene glycol, 0.1% of defoaming agent and deionized water
11.40.2% A-S-metolachlor (0.2+40) emulsifiable concentrate
0.2 percent of A, 40 percent of s-metolachlor, 5 percent of cyclohexanone, 5 percent of calcium dodecyl benzene sulfonate, 7 percent of cardanol polyoxyethylene ether and 100# solvent oil for supplementing feet
12.50.2% A.acetochlor (0.2+50) emulsifiable concentrate
0.2 percent of A, 50 percent of acetochlor, 5 percent of cyclohexanone, 4.8 percent of calcium dodecyl benzene sulfonate, 6.2 percent of cardanol polyoxyethylene ether and 100# solvent oil for supplementing feet
The missible oil processing equipment comprises: mixing kettles, storage tanks and the like.
The processing process of the missible oil comprises the following steps: and putting all the materials into a mixing kettle, stirring and mixing until all the materials are completely dissolved, transferring to a storage tank for filling after the materials are qualified in the test.
The processing equipment of the aqueous suspending agent comprises: mixing kettles, colloid mills, sand mills, shearing machines and the like.
The processing process of the aqueous suspending agent comprises the following steps: putting all materials into a mixing kettle, stirring and mixing, passing through a colloid mill, then entering a sand mill for three-stage sand milling, finally uniformly shearing in a shearing machine, and transferring to a storage tank for filling after the test is qualified.
B) Test of drug efficacy
Soil sealing treatment:
1) test conditions
1.1) test target
Alisma orientale and barnyard grass are collected from the Heilongjiang sentinel farm.
1.2) culture conditions
The method is carried out in a controllable sunlight greenhouse, the temperature is 20-30 ℃, the natural illumination is carried out, and the relative humidity is 57-72%.
The soil type is loam, the organic matter content is 1.63%, the pH value is 7.1, the alkaline hydrolysis nitrogen is 84.3mg/kg, the quick-acting phosphorus is 38.5mg/kg, and the quick-acting potassium is 82.1 mg/kg. The test soil was quantitatively loaded at 3/4 points of the pot and then poured from the bottom of the pot to completely wet the soil to saturation. And (3) accelerating germination of the weed seeds to be tested until the weed seeds are exposed to the white, then uniformly and quantitatively sowing the seeds on the surface, covering the seeds with 0.5-1cm of soil according to the size of the seeds, and reserving the seeds for 72 hours after sowing.
1.3), instrumentation
Ten thousandth electronic balance type GA10 (germany); ZDR2000 intelligent data recorder (hangzhou ze large instruments ltd); SPX type intelligent biochemical incubator (Ningbo Jiangnan Instrument plant), pipettor and the like.
2) Design of experiments
2.1), reagents
2.1.1) test Agents
The raw medicines are all diluted by using an emulsifier T-80 aqueous solution with the content of 0.1 percent by using acetone as a solvent.
2.2) test treatment
2.2.1), dose setting
When determining the ratio or content of the components A and the active component B, the main purpose of the formula should be considered in consideration of the action characteristics of the two medicaments and the toxicity thereof. On the basis of preliminary experiments, A, B active ingredients are respectively used singly and mixed in different amounts. Water without drug, containing the same solvent and emulsifier was used as a blank.
2.2.2), test repetition
Each treatment was repeated 4 times, 3 pots each time, and 30 weed seeds were sown in each pot.
2) Test method
Before treatment, the mixture was irrigated and a 1-2cm aqueous layer was maintained. Taking quantitative liquid medicine by a pipettor, and respectively carrying out irrigation treatment from low dosage to high dosage according to experimental design, wherein the treatment is repeated for 4 times each time; after treatment, the cells were transferred to a greenhouse for conventional culture, and a 1-2cm water layer was maintained throughout the experiment.
3) Data investigation and statistical analysis
3.1) investigation method
The complete survival weed seedlings are cut off along the soil surface by a blade by adopting an absolute number survey method, and the fresh weight of the weeds is weighed by an analytical balance. For the weeds that have died, the fresh weight is zero.
3.2), investigation time and number of surveys
The investigation was carried out 21 days after the treatment, and the total number of the investigations was 1.
3.3) statistical analysis of data
The theoretical fresh weight inhibition rate (E0 ═ X + Y-X Y/100) of each treatment mixed combination is calculated by a Gowing method, and then compared with the actually measured inhibition rate (E), the combined action type of the two mixed combinations on the weeds is evaluated, and when the E-E0 value is more than 10 percent, the effect is synergistic, when the E-E0 value is less than-10 percent, the effect is antagonistic, and when the E-E0 value is between-10 percent and 10 percent, the effect is additive. And the optimal proportion is determined according to factors such as actual control effect, characteristics of the herbicide, balance of the formula and the like. Wherein X is the fresh weight inhibition rate when the dosage of the active component A is P; y is the fresh weight inhibition rate of the active component B when the dosage is Q.
The spray treatment is the same as the spray treatment of the stem leaves after seedling, so the detailed description is omitted.
The statistical results are shown in tables 1-12 below.
TABLE 1 evaluation of actual prevention and combination of Dibutralin with Alisma orientale (soil treatment)
Figure BDA0002326327300000061
TABLE 2 evaluation of actual prevention and combination of Alisma orientale by blending pendimethalin (soil treatment)
Figure BDA0002326327300000062
TABLE 3 evaluation of actual prevention and combination of Alisma orientale by Mixed trifluralin (soil treatment)
Figure BDA0002326327300000063
TABLE 4A evaluation of the actual control and combination of the effect of the mixed dithiopyr on Alisma orientale (soil treatment)
Figure BDA0002326327300000064
Table 5A evaluation of the actual control and Combined action of butachlor in combination on barnyard grass (soil treatment)
Figure BDA0002326327300000065
Table 6A evaluation of the actual control and combination of pretilachlor for barnyard grass (soil treatment)
Figure BDA0002326327300000066
Table 7A evaluation of the actual controlling effect and the combined action of the mixed mefenacet on barnyard grass (soil treatment)
Figure BDA0002326327300000067
Table 8A evaluation of the actual control and combination of anilofos with compounding of anilofos for barnyard grass (soil treatment)
Figure BDA0002326327300000071
Table 9A evaluation of the actual control and Combined action of the Mixed flufenacet on barnyard grass (soil treatment)
Figure BDA0002326327300000072
TABLE 10A evaluation of the actual control and combined action of the mixed xaflufen-pyrazole on barnyard grass (soil treatment)
Figure BDA0002326327300000073
Table 11A evaluation of the actual controlling effect and combined action of mixed s-metolachlor on barnyard grass (soil treatment)
Figure BDA0002326327300000074
Table 12A evaluation of the actual controlling effect and combined action of acetochlor in combination on barnyard grass (soil treatment)
Figure BDA0002326327300000075
C) Demonstration of field
The herbicidal compositions prepared in examples 1 to 12 were used for field weed effect tests. An exemplary promotional test was conducted in 2017 at the Shandong yellow island test point. The weeds in the field are mainly: barnyard grass, crab grass, green grass, goosegrass, redroot amaranth, purslane, millet grass, juncellaran, and the like.
The test method comprises the following steps:
soil treatment (S): before weed germination, a manual sprayer is used for adding water with the amount of 45 kg/667 m2The soil surface is uniformly sprayed.
The specific test agents and doses are detailed in table 13, with a cell area of 20 square meters, repeated 3 times per treatment. The control effect 20 days after application is shown in Table 13.
Figure BDA0002326327300000076
Table 13 shows exemplary field effects of the compounded compositions
Figure BDA0002326327300000077
Figure BDA0002326327300000081
Through a large number of tests and explorations, the invention unexpectedly discovers that the composition is used for preventing and removing main gramineous weeds, broadleaf weeds, cyperaceae weeds and the like, has a surprising and unexpected synergistic effect, is more obvious under a low dosage, can reduce the dosage, reduce the pollution to the environment, reasonably compounds and reduce the agricultural cost, is efficient on ALS and ACCase inhibitor resistant weeds, and has a good application prospect. Meanwhile, the herbicide composition shows good selectivity and excellent synergistic effect in wheat fields, corn fields, paddy fields, peanuts, sugarcane, sorghum, millet, potatoes, rape, soybeans, cotton, vegetables, bluegrass, tall fescue, zoysia japonica and other plants through tests, and can be developed into herbicide mixtures with wide market value.

Claims (12)

1. A herbicidal composition comprising a benzyl pyrimidinecarboxylate compound and a microtubule assembly/VLCFA inhibitor, comprising a herbicidally effective amount of active ingredient A and active ingredient B, wherein,
the active ingredient A is
Figure FDA0003301063740000011
The active ingredient B is selected from one or more of the following compounds: butralin, pendimethalin, trifluralin, dithiopyr, butachlor, pretilachlor, mefenacet, anilofos, flufenacet, xaflufen, metolachlor, acetochlor;
when B is butralin or pendimethalin, the weight ratio of A, B in the weeding composition is 1: 400-1: 10;
when B is butachlor, mefenacet, pretilachlor or anilofos, the weight ratio of A, B in the weeding composition is 1: 30-1: 1;
when B is trifluralin or dithiopyr, A, B in the weeding composition is 1: 30-1: 10 in weight ratio;
when B is flufenacet, pyroxasulfone, metolachlor or acetochlor, the weight ratio of A, B in the weeding composition is 1: 5-4: 1.
2. A herbicidal composition comprising a benzyl pyrimidinecarboxylate compound and a microtubule assembly/VLCFA inhibitor according to claim 1,
when B is butralin or pendimethalin, the weight ratio of A, B in the weeding composition is 1: 300-1: 30;
when B is butachlor, mefenacet, pretilachlor or anilofos, the weight ratio of A, B in the weeding composition is 1: 10-1: 5.
3. A herbicidal composition comprising a benzyl pyrimidinecarboxylate compound and a microtubule assembly/VLCFA inhibitor according to claim 1,
when B is butralin or pendimethalin, the weight ratio of A, B in the weeding composition is 1: 400-1: 25;
when B is butachlor or mefenacet, the weight ratio of A, B in the weeding composition is 1: 24-2: 3;
when B is pretilachlor or anilofos, the weight ratio of A, B in the weeding composition is 1: 16-1: 1;
when B is trifluralin, the weight ratio of A, B in the weeding composition is 1: 25;
when B is dithiopyr, the weight ratio of A, B in the weeding composition is 1: 20;
when B is flufenacet, the weight ratio of A, B in the herbicidal composition is 2: 1;
when B is the topramezone, the weight ratio of A, B in the weeding composition is 1: 1;
when B is s-metolachlor, the weight ratio of A, B in the herbicidal composition is 1: 2;
when B is acetochlor, the weight ratio of A, B in the herbicidal composition is 2: 3.
4. A herbicidal composition according to any one of claims 1 to 3, which comprises benzyl pyrimidinecarboxylate and microtubule assembly/VLCFA inhibitor, wherein the percentage by mass of a and B in the herbicidal composition is 1-95% of the total amount.
5. The herbicidal composition comprising benzyl pyrimidinecarboxylate and microtubule assembly/VLCFA inhibitor as claimed in claim 4, wherein the percentage by mass of A and B in the herbicidal composition is 10-80% of the total amount.
6. A herbicidal composition comprising a benzyl pyrimidinecarboxylate compound and a microtubule assembly/VLCFA inhibitor according to any one of claims 1 to 3, wherein conventional adjuvants are further included in the herbicidal composition.
7. A herbicidal composition comprising a benzyl pyrimidinecarboxylate compound and a microtubule assembly/VLCFA inhibitor according to claim 6, wherein the conventional adjuvants comprise a carrier or a surfactant.
8. A herbicidal composition comprising a benzyl pyrimidinecarboxylate compound and a microtubule assembly/VLCFA inhibitor according to any one of claims 1 to 3, characterized in that the herbicidal composition further comprises at least one safener.
9. A herbicidal composition comprising benzyl pyrimidinecarboxylate and a microtubule assembly/VLCFA inhibitor according to claim 8, wherein the safener is selected from one or more of isoxadifen, cyprosulfamide, mefenpyr, cloquintocet, gibberellic acid, furilazole, metacamifen.
10. A herbicidal composition comprising benzyl pyrimidinecarboxylate compounds and microtubule assembly/VLCFA inhibitor as claimed in any one of claims 1 to 3, wherein the specific formulation of the herbicidal composition is dispersible oil suspension, aqueous suspension, suspoemulsion, wettable powder, emulsifiable concentrate, water dispersible granule, aqueous emulsion or microemulsion.
11. Use of a herbicidal composition comprising a benzyl pyrimidinecarboxylate compound and a microtubule assembly/VLCFA inhibitor as claimed in any one of claims 1 to 10 for controlling weeds.
12. A method for controlling unwanted vegetation which comprises applying to a plant, part of a plant, seed of a plant or area where a plant is growing a herbicidal composition comprising a benzyl pyrimidinecarboxylate compound and a microtubule assembly/VLCFA inhibitor as defined in any one of claims 1 to 10.
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WO2008073369A1 (en) * 2006-12-12 2008-06-19 E. I. Du Pont De Nemours And Company Herbicidal mixtures
EP2191720A1 (en) * 2008-11-29 2010-06-02 Bayer CropScience AG Herbicide-safener combination
TWI596088B (en) * 2011-01-25 2017-08-21 陶氏農業科學公司 Arylalkyl esters of 4-amino-6-(substituted phenyl)picolinates and 6-amino-2-(substituted phenyl)-4-pyrimidinecarboxylates and their use as herbicides
CN105208860B (en) * 2013-03-14 2018-05-01 美国陶氏益农公司 Use 6- aryl-pyridines carboxylic acid, 2- Arylpyrimidines carboxylic acid or its salt or ester prevention broad leaf crop
CN109526973B (en) * 2018-12-14 2023-01-24 青岛清原化合物有限公司 Ternary weeding composition containing xaflufen-ethyl and application thereof
CN109535070B (en) * 2018-12-27 2022-03-29 青岛清原化合物有限公司 Pyridyloxycarboxylate derivative, preparation method thereof, herbicidal composition and application
CN109964943B (en) * 2019-04-28 2021-05-28 江苏清原农冠杂草防治有限公司 Herbicidal compositions comprising pyrimidinyloximes and their use

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108774179A (en) * 2018-05-29 2018-11-09 青岛清原化合物有限公司 A kind of substituted pyrimidine -4- formic acid derivates and its Herbicidal combinations and purposes
CN108586357A (en) * 2018-07-05 2018-09-28 青岛清原化合物有限公司 Substituted pyrimidine formoxyl 9 oxime derivate and preparation method thereof, Herbicidal combinations and application

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