CN109864067B - Weeding composition and application - Google Patents

Weeding composition and application Download PDF

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CN109864067B
CN109864067B CN201711253707.3A CN201711253707A CN109864067B CN 109864067 B CN109864067 B CN 109864067B CN 201711253707 A CN201711253707 A CN 201711253707A CN 109864067 B CN109864067 B CN 109864067B
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weeds
methyl
herbicide
composition
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CN109864067A (en
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马宏娟
崔东亮
杨吉春
关爱莹
刘长令
卢政茂
王正航
林长福
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Shenyang Sinochem Agrochemicals R&D Co Ltd
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Abstract

The invention relates to a herbicide composition and an application method thereof, wherein a component A is a compound shown as the following structural formula I:

Description

Weeding composition and application
Technical Field
The invention belongs to the field of agricultural herbicides, and relates to a weeding composition and application thereof.
Background
WO2016095768 reports isoxazoline-containing uracil compounds of the general formula I:
Figure BDA0001492265000000011
the compound of the general formula I has good herbicidal activity, can effectively control weeds of cockspur grass, green bristlegrass, cyperus heterophyllus, cyperus rotundus, crabgrass, hispid arthraxon, abutilon, zinnia, redroot amaranth, purslane, cocklebur, black nightshade, cassia tora, field watermelon seedlings, wild soybeans and other different leaf stages, and can obtain good herbicidal effect under low dosage.
Acetolactate synthase (ALS) inhibitor herbicides are various in types, mainly comprise sulfonylurea herbicides, imidazolinone herbicides, pyrimidotriazole herbicides and salicylic acid pyrimidine herbicides, are widely applied to different crop fields, are used for preventing and removing various weeds, and are preferred compatible herbicides in mixed agent research.
No report is found on the composition of the isoxazoline-containing urea pyridine compound on weeds.
Disclosure of Invention
The invention aims to provide a herbicide composition.
In order to achieve the purpose, the technical scheme of the invention is as follows:
a weeding composition comprises an active component A and a component B, wherein the component A is a compound shown as a structural formula I; the component B is selected from acetolactate synthase (ALS) inhibitor herbicides; the weight ratio of the two active components A to the component B is 1: 80-80: 1;
Figure BDA0001492265000000012
in formula I:
R1is selected from methyl;
R2、R3can be the same or different and is respectively selected from hydrogen, fluorine or chlorine;
R4selected from CO2R6
R5Selected from hydrogen, methyl, ethyl, tert-butyl or trifluoromethyl;
R6selected from hydrogen, methyl, ethyl, n-propyl, n-butyl, isopropyl, isobutyl, tert-butyl, trifluoroethyl, allyl, propargyl, methoxyethyl, ethoxyethyl, 2-tetrahydrofurylidene or 3-tetrahydrofurylidene.
Further preferably, component a, formula I:
R1is selected from methyl;
R2selected from fluorine;
R3selected from chlorine;
R4selected from CO2R6
R5Is selected from methyl;
R6selected from hydrogen, methyl, ethyl, n-propyl, n-butyl, isopropyl, isobutyl, tert-butyl, trifluoroethyl, allyl, propargyl, methoxyethyl, ethoxyethyl, 2-tetrahydrofurylidene or 3-tetrahydrofurylidene;
further preferably, component B is selected from chlorsulfuron, metsulfuron, tribenuron-methyl, nicosulfuron, ethametsulfuron, chlorimuron-ethyl, bensulfuron-methyl, pyrazosulfuron-ethyl, cinosulfuron, sulfometuron-methyl, flucetosulfuron, amidosulfuron, sulfometuron-methyl, trifloxysulfuron, mesosulfuron-methyl, flucarbazone-methyl, iodosulfuron-methyl sodium salt, imazapyr, imazethapyr, imazaquin, imazamox hydrochloride, florasulam, penoxsulam, pyroxsulam, pyriftalid, pyribenzoxim, pyriftalid or pyriminobac-methyl;
further preferably, the weight ratio of the component A to the component B is 1: 40-40: 1.
Still more preferably, component a, formula I:
R1is selected from methyl;
R2selected from fluorine;
R3selected from chlorine;
R4selected from CO2C2H5、CO2C3H7Or CO2C4H9
R5Is selected from methyl;
the component B is sulfometuron-methyl, penoxsulam or florasulam;
the weight ratio of the component A to the component B is 1: 5-5: 1.
In the definitions of the compounds of the general formula I given above, the terms used are generally defined as follows:
halogen: refers to fluorine, chlorine, bromine or iodine. Alkyl groups: straight-chain or branched alkyl groups, such as methyl, ethyl, propyl, isopropyl, n-butyl or tert-butyl. Halogenated alkyl groups: straight-chain or branched alkyl groups in which the hydrogen atoms may be partially or completely substituted with halogen atoms, for example, chloromethyl, dichloromethyl, trichloromethyl, fluoromethyl, difluoromethyl, trifluoromethyl and the like.
Some of the compounds of formula I may be illustrated by the specific compounds listed in Table 1, but the invention is not limited to these compounds. Compounds in the tables R1=CH3And the other groups are shown in table 1.
Figure BDA0001492265000000021
TABLE 1
Figure BDA0001492265000000022
Figure BDA0001492265000000031
Use of the herbicidal composition of claim 1 for controlling weeds.
The weeds are grassy weeds, broadleaf weeds, cyperaceae weeds, algae, ferns and woody shrubs.
The herbicide comprises the weeding composition as an effective weeding component, and the weeding composition accounts for 0.1-95 wt%.
The application of a herbicide for preparing a preparation for preventing and killing weeds.
The herbicidal compositions of the present invention are applied to the locus where undesirable vegetation is present or expected to be present, and may be applied selectively or non-selectively to the locus where undesirable vegetation is present or expected to be present. In particular, the fertilizer can be applied to soil in which the undesirable vegetation lives, stems and leaves of the undesirable vegetation, or burnout before the emergence of seedlings before planting or after sowing of crops, and post-emergence treatment of tolerant crops and non-tolerant crops.
The weeding composition is applied to non-cultivated land, orchards, rubber gardens, idle cultivated land, rubber gardens, eucalyptus forests, fir forests, fire-proof roads, lawns, railways, highways, airports and warehouse places.
The tolerant and non-tolerant crops are selected from rice, maize, legume crops, oilseed rape, vegetables, cotton, sugar beet, small grain crops, soybeans, peanuts, sugar cane, sunflowers, cultivated crops, woody plants. The orchard comprises an apple orchard, a peach orchard, a grape orchard, a pear orchard, a tea orchard, a mulberry orchard and a citrus orchard. The undesirable vegetation includes grasses, broadleaf weeds, sedges, algae, ferns, and woody shrubs.
The invention has the following advantages:
1. the weeding composition has very obvious synergistic effect between two active ingredients, so that the dosage of each active ingredient is reduced;
2. the weeding composition of the invention has the advantages that the two active components are mixed for use, the weeding spectrum is expanded, the use amount and the use frequency are reduced, the generation of resistant weeds resistance is prevented, and the resistant weeds are prevented and removed;
3. the weeding composition disclosed by the invention has the advantages that the complementation of different action mechanisms is utilized, the adaptability to adverse environments such as drought and low temperature in the field is increased, and the weeding is more efficient;
4. the weeding composition provided by the invention expands the application suitable period, and particularly has enhanced continuous inhibition and prevention and removal effects on weeds with larger leaf ages; meanwhile, the herbicide has very high control effect on glyphosate-tolerant weeds such as erigeron breviscapus, cynodon dactylon, eleusine indica and the like;
5. the herbicide stem leaf spray treatment can be used for preventing and removing most weeds in places such as non-cultivated lands, orchards, idle cultivated lands, rubber gardens, eucalyptus forests, fire-proof roads, lawns, railways, highways, airports, warehouses and the like.
Detailed Description
The synergistic effect of the herbicidal compositions of the present invention on grasses and broadleaf weeds is further illustrated by the following examples, but the present invention is by no means limited thereto. The active components of the weeding composition are a component A and a component B, wherein the component A is a compound shown in a formula I, and the component B is one of acetolactate synthase (ALS) inhibitor herbicides. The percentage of all the mixture ratios is weight percentage, and the active components are calculated by effective content.
Examples of measurement of biological Activity
Example 1 the active ingredient of the herbicidal composition of the present invention was used as component a and separately compounded with component B to measure the indoor combined action of weeds, component a exemplified by compounds a-3, a-4, a-5 in the general formula I compound table 1, and component B exemplified by one of B1 sulfometuron, B2 penoxsulam, B3 florasulam.
The combined effect of the composition on weeds was confirmed by an indoor potting test.
The weed cultivation method comprises the following steps: sowing quantitative seed Abutilon Abutili and Setaria viridis respectively in paper cup with diameter of 7cm and containing nutrient soil, covering soil, pressing, spraying water, and culturing in greenhouse. Grassy weeds grow to 5-7 leaf stage, broad leaf weeds grow to 6-8 leaf stage, stem leaves are treated by spraying, and the experiment is repeated for 3 times. After the treatment, the liquid medicine is naturally dried, is managed in a greenhouse according to a conventional method, and visual control effect investigation is carried out 30 days after the treatment according to the condition that weeds are inhibited or killed (see tables 2 to 7).
The preparation method of the medicament comprises the following steps: all the test reagent samples are original medicines, and acetone is firstly used: dissolving dimethyl formyl (1: 2, V/V) mixed solvent, preparing mother liquor with a certain concentration by using 1 per thousand of Tween 80 water, and then preparing treatment solutions with different dosages according to a test scheme.
The combination effect of the proposed composition is evaluated by the Gowing method.
Theoretical value
Figure BDA0001492265000000051
In the formula:
x is the weed control effect when the dosage of the herbicide component A is P;
y represents the weed control effect when the dosage of the herbicide component B is Q;
E0theoretical control when the amount of the herbicide component A is P + theoretical control when the amount of the herbicide component B is Q;
e, the actual measurement control effect of the herbicide component A and the herbicide component B after being mixed according to the proportion is obtained.
When E-E0>When 10, the effect is synergistic; when E-E0<At-10, antagonism is indicated; when E-E0When the value is within. + -. 10, the addition is observed.
TABLE 2 Combined action of combination of component A with B1 on weeds
Figure BDA0001492265000000052
TABLE 3 Combined action of combination of Components A and B2 on weeds
Figure BDA0001492265000000053
Figure BDA0001492265000000061
TABLE 4 Combined action of combination of Components A and B3 on weeds
Figure BDA0001492265000000062
The test results (Table 2, Table 3, Table 4) show that the combination of component A-3 with B1, B2 and B3, respectively, shows obvious addition or synergistic effect on broadleaf Abutilon and grassy weed cockspur grass.
Example 11 determination of the combined action of component A separately compounded with component B on non-glyphosate resistant or tolerant and resistant or tolerant weeds Using the active ingredients of the herbicidal compositions of the invention
The test targets are erigeron breviscapus and eleusis indica taken from different regions, according to the earlier research results, erigeron breviscapus taken from Shenyang of Liaoning and eleusis indica taken from Zhengzhou of Henan are sensitive to glyphosate, and erigeron breviscapus taken from Changde of Hunan and eleusis indica taken from Hudong have certain resistance or drug resistance to glyphosate.
TABLE 5 Combined action of combination of Components A and B1 on glyphosate resistant or tolerant weeds
Figure BDA0001492265000000063
Figure BDA0001492265000000071
TABLE 6 Combined action of combination of Components A and B2 on glyphosate resistant or tolerant weeds
Figure BDA0001492265000000072
TABLE 7 Combined action of combination of Components A and B3 on glyphosate resistant or tolerant weeds
Figure BDA0001492265000000073
The results of the tests (table 5, table 6, table 7) show that the combination of component a with B1, B2 and B3, respectively, is a significant synergistic effect on the combined action of the non-glyphosate resistant or tolerant weeds and the glyphosate resistant or tolerant weeds erigeron breviscapus and eleusine indica.
Examples of the determination of herbicidal Activity in the field
Example 2 application of herbicides according to the invention to idle citrus orchard sites for the control of undesirable vegetation. The test plots were in Meijiacun, a double-harbor street in Koroken, Anhui, Quzhou, City, and the plot was flat, and the soil type was paddy field soil. The field weeds comprise erigeron breviscapus, black nightshade herb, twotooth achyranthes root, endive, perfoliate knotweed herb, Chinese holly root, flaccid knotweed herb, crab grass, green bristlegrass herb, hispid arthraxonite herb, copperleaf herb, wintercherry herb, rubus parvifolius, hirsute hirsutus, Indian mockstrawberry herb, nutgrass flatsedge, windflower herb, sticktight, revolute vegetable, Chinese lobelia herb, meadowrue root and rose, and the like. Various weeds are disclosed in colonies. The main weeds are erigeron breviscapus, black nightshade, achyranthes bidentata, endive, perfoliate knotweed herb, pokeberry root, flaccid knotweed herb, large crabgrass, green bristlegrass herb, windflower herb and wintercherry herb, and most of the weeds are in the middle and later stages of vigorous growth.
Visual control of weeds by the herbicide composition was investigated 15 days after the treatment.
TABLE 8 control of citrus orchard weeds with herbicide formulation (% control 15 days after treatment)
Figure BDA0001492265000000081
Figure BDA0001492265000000091

Claims (5)

1. A herbicidal composition characterized by: the active component of the weeding composition consists of a component A and a component B, wherein the component A is a compound shown as a structural formula I; the component B is sulfometuron-methyl, penoxsulam or florasulam; the weight ratio of the component A to the component B is 1: 5-5: 1;
Figure 543972DEST_PATH_IMAGE002
formula I
In formula I:
R1is selected from methyl;
R2selected from fluorine;
R3selected from chlorine;
R4selected from CO2C2H5、CO2C3H7Or CO2C4H9
R5Selected from methyl.
2. Use of a herbicidal composition according to claim 1, characterized in that: the application of the composition in weed control.
3. Use of a herbicidal composition according to claim 2, characterized in that: the weeds are grassy weeds, broadleaf weeds, cyperaceae weeds, algae, ferns and woody shrubs.
4. A herbicide characterized by: the weeding composition comprises the effective weeding component as claimed in claim 1, and the weeding composition accounts for 0.1-95% in weight percentage.
5. Use of a herbicide as claimed in claim 4, characterized in that: the herbicide is used for preparing a preparation for preventing and removing weeds.
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Publication number Priority date Publication date Assignee Title
CN114557358A (en) * 2018-10-20 2022-05-31 南通江山农药化工股份有限公司 Herbicide composition containing pyriminobac and application thereof
GB201907231D0 (en) * 2019-05-22 2019-07-03 Syngenta Crop Protection Ag Herbicidal composition
CN115462385A (en) * 2019-10-23 2022-12-13 沈阳中化农药化工研发有限公司 Herbicidal composition containing phenyl isoxazolines with optical activity and application
CN117567451A (en) * 2019-11-07 2024-02-20 青岛清原化合物有限公司 Aromatic compound containing substituted isoxazoline, preparation method thereof, weeding composition and application
CA3135347A1 (en) * 2020-01-16 2021-07-22 Qingdao Kingagroot Chemical Compound Co., Ltd. A fused-ring substituted aromatic compound, preparation method, herbicidal composition and use thereof
CN114431243B (en) * 2020-11-04 2022-12-06 沈阳中化农药化工研发有限公司 Weeding composition and application
CN114431241B (en) * 2020-11-04 2022-12-13 沈阳中化农药化工研发有限公司 Herbicide composition and application thereof
WO2022095908A1 (en) * 2020-11-04 2022-05-12 沈阳中化农药化工研发有限公司 Herbicide composition and use thereof
WO2023272463A1 (en) * 2021-06-29 2023-01-05 沈阳中化农药化工研发有限公司 Dispersible oil suspension of herbicide composition and preparation method therefor

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Publication number Priority date Publication date Assignee Title
CN105753853A (en) * 2014-12-16 2016-07-13 沈阳中化农药化工研发有限公司 Isoxazoline-containing uracil compound and use thereof

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105753853A (en) * 2014-12-16 2016-07-13 沈阳中化农药化工研发有限公司 Isoxazoline-containing uracil compound and use thereof

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