CN112715566B - Herbicide for sealing lawn weeds before germination and preparation method thereof - Google Patents
Herbicide for sealing lawn weeds before germination and preparation method thereof Download PDFInfo
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- CN112715566B CN112715566B CN202110123587.5A CN202110123587A CN112715566B CN 112715566 B CN112715566 B CN 112715566B CN 202110123587 A CN202110123587 A CN 202110123587A CN 112715566 B CN112715566 B CN 112715566B
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- herbicide
- lawn
- triazolopyrimidine
- weeds
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- 239000004009 herbicide Substances 0.000 title claims abstract description 30
- 230000002363 herbicidal effect Effects 0.000 title claims abstract description 25
- 241000404546 Soliva Species 0.000 title claims abstract description 18
- 230000035784 germination Effects 0.000 title claims abstract description 11
- 238000002360 preparation method Methods 0.000 title description 5
- 238000007789 sealing Methods 0.000 title description 3
- 241000196324 Embryophyta Species 0.000 claims abstract description 18
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract description 13
- -1 triazolopyrimidine sulfonamides Chemical class 0.000 claims abstract description 11
- 125000004076 pyridyl group Chemical group 0.000 claims abstract description 8
- NGBMMSDIZNGAOK-UHFFFAOYSA-N 2h-triazolo[4,5-d]pyrimidine-5-sulfonamide Chemical compound NS(=O)(=O)C1=NC=C2NN=NC2=N1 NGBMMSDIZNGAOK-UHFFFAOYSA-N 0.000 claims abstract description 7
- 229940124530 sulfonamide Drugs 0.000 claims abstract description 7
- 230000000903 blocking effect Effects 0.000 claims abstract description 4
- 239000003814 drug Substances 0.000 claims description 25
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- 239000003795 chemical substances by application Substances 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- QZXATCCPQKOEIH-UHFFFAOYSA-N Florasulam Chemical group N=1N2C(OC)=NC=C(F)C2=NC=1S(=O)(=O)NC1=C(F)C=CC=C1F QZXATCCPQKOEIH-UHFFFAOYSA-N 0.000 claims description 5
- 125000006282 2-chlorobenzyl group Chemical group [H]C1=C([H])C(Cl)=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 4
- 239000012467 final product Substances 0.000 claims description 2
- 238000003756 stirring Methods 0.000 claims description 2
- 230000000694 effects Effects 0.000 abstract description 12
- 244000052363 Cynodon dactylon Species 0.000 abstract description 11
- 241000981595 Zoysia japonica Species 0.000 abstract description 7
- 230000005923 long-lasting effect Effects 0.000 abstract description 5
- 241000044541 Paspalum vaginatum Species 0.000 abstract description 2
- 230000009044 synergistic interaction Effects 0.000 abstract description 2
- 239000000203 mixture Substances 0.000 description 13
- 238000009472 formulation Methods 0.000 description 12
- 230000000052 comparative effect Effects 0.000 description 9
- 229940079593 drug Drugs 0.000 description 9
- 241001520823 Zoysia Species 0.000 description 7
- 238000005507 spraying Methods 0.000 description 5
- 244000025254 Cannabis sativa Species 0.000 description 4
- 238000001514 detection method Methods 0.000 description 3
- 239000003112 inhibitor Substances 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- 239000002689 soil Substances 0.000 description 3
- KIEDNEWSYUYDSN-UHFFFAOYSA-N clomazone Chemical compound O=C1C(C)(C)CON1CC1=CC=CC=C1Cl KIEDNEWSYUYDSN-UHFFFAOYSA-N 0.000 description 2
- 238000013329 compounding Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000012452 mother liquor Substances 0.000 description 2
- 150000004395 organic heterocyclic compounds Chemical class 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- VTNQPKFIQCLBDU-UHFFFAOYSA-N Acetochlor Chemical compound CCOCN(C(=O)CCl)C1=C(C)C=CC=C1CC VTNQPKFIQCLBDU-UHFFFAOYSA-N 0.000 description 1
- 108010000700 Acetolactate synthase Proteins 0.000 description 1
- 206010059866 Drug resistance Diseases 0.000 description 1
- 244000058871 Echinochloa crus-galli Species 0.000 description 1
- 231100000674 Phytotoxicity Toxicity 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 235000021466 carotenoid Nutrition 0.000 description 1
- 150000001747 carotenoids Chemical class 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- WYEHFWKAOXOVJD-UHFFFAOYSA-N diflufenican Chemical compound FC1=CC(F)=CC=C1NC(=O)C1=CC=CN=C1OC1=CC=CC(C(F)(F)F)=C1 WYEHFWKAOXOVJD-UHFFFAOYSA-N 0.000 description 1
- 230000000857 drug effect Effects 0.000 description 1
- 230000036541 health Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- NWMAWVQSKNLCRO-UHFFFAOYSA-N n-phenylpyrimidine-2-sulfonamide Chemical compound N=1C=CC=NC=1S(=O)(=O)NC1=CC=CC=C1 NWMAWVQSKNLCRO-UHFFFAOYSA-N 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 230000029553 photosynthesis Effects 0.000 description 1
- 238000010672 photosynthesis Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- NVBFHJWHLNUMCV-UHFFFAOYSA-N sulfamide Chemical compound NS(N)(=O)=O NVBFHJWHLNUMCV-UHFFFAOYSA-N 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- YWBFPKPWMSWWEA-UHFFFAOYSA-O triazolopyrimidine Chemical compound BrC1=CC=CC(C=2N=C3N=CN[N+]3=C(NCC=3C=CN=CC=3)C=2)=C1 YWBFPKPWMSWWEA-UHFFFAOYSA-O 0.000 description 1
- 238000009333 weeding Methods 0.000 description 1
- 239000004563 wettable powder Substances 0.000 description 1
Images
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
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- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention discloses a herbicide for blocking lawn weeds before germination, which comprises organic heterocycles, triazolopyrimidine sulfonamides and substituted pyridyl acylanilides. According to the invention, the organic heterocyclic ring, the triazolopyrimidine sulfonamide and the substituted pyridyl acylaniline are compounded, so that the three have a synergistic interaction effect, and the weed control rate before germination of lawn weeds can be obviously improved. The herbicide of the invention has long lasting period and wide application range, and is suitable for lawns such as bermuda grass, zoysia japonica, paspalum vaginatum and the like.
Description
Technical Field
The invention relates to a herbicide, in particular to a herbicide for closing lawn weeds before germination.
Background
The chemical control of lawn weeds is to utilize chemical herbicide to eliminate weeds on lawn. Herbicides are of many types and can be classified into pre-emergent herbicides and post-emergent herbicides according to their action characteristics. The pre-emergence herbicide can be only used before emergence of the weeds or during emergence of the weeds, and is basically ineffective after emergence of the weeds; post-emergence herbicides are generally applied after emergence of the weeds and are essentially ineffective against weeds that have not yet emerged in the soil.
At present, the special herbicide for the lawn has few varieties, few formulas, less selectivity and insufficient diversity; whether the farmland crop herbicide is available on the lawn or not, how to use the herbicide is less in related research reports; a few herbicides are applied to lawns for many years, generate serious drug resistance, have poor weeding effect and short duration.
Disclosure of Invention
The purpose of the invention is as follows: the invention aims to provide the herbicide with wide weed control spectrum, good control effect and long duration for closing lawn weeds before germination; the second object of the present invention is to provide a process for the preparation of such herbicides.
The technical scheme is as follows: the herbicide for blocking lawn weeds before germination comprises organic heterocyclic rings, triazolopyrimidine sulfonamides and substituted pyridyl acylanilides.
Further, the concentration of the organic heterocyclic compound is 0.1g/L-0.3g/L, the concentration of the triazolopyrimidine sulfonamide is 0.0025g/L-0.01g/L, and the concentration of the substituted pyridylanilide compound is 0.3g/L-0.9 g/L.
Further, the organic heterocyclic compound is 2- (2-chlorobenzyl) -4, 4-dimethyl isoxazol-3-ketone.
Further, the triazolopyrimidine sulfonamide agent is 2',6' -difluoro-5-methoxy-8-fluoro [1,2,4] triazolo [1,5-c ] pyrimidine-2-sulfonanilide.
Further, the substituted pyridinylanilide medicament is 2',4' -difluoro- [2- (3-trifluoromethylphenoxy) ] -3-pyridinylanilide.
The preparation method of the herbicide for sealing lawn weeds before germination comprises the following steps:
(1) adding organic heterocycles, triazolopyrimidine sulfonamides and substituted pyridylanilides respectively into a container;
(2) adding water into the container, and uniformly stirring to obtain the final product.
Further, in the step (1), the capacity of the container is 100-200 ml.
Further, in the step (2), the container is added with water to 100-150 ml.
Has the advantages that: compared with the prior art, the invention has the following remarkable advantages:
(1) according to the invention, the organic heterocyclic ring, the triazolopyrimidine sulfonamide and the substituted pyridyl acylaniline are compounded, so that the three have a synergistic interaction effect, and the weed control rate before germination of lawn weeds can be obviously improved.
(2) The herbicide of the invention has long lasting period and wide application range, and is suitable for lawns such as bermuda grass, zoysia japonica, paspalum vaginatum and the like.
Drawings
FIG. 1 is a schematic illustration of the effect of the formulation of the present invention on the grass coverage of Bermuda grass;
FIG. 2 is a schematic diagram showing the effect of the formulation of the present invention on the color of Bermuda grass;
FIG. 3 is a schematic illustration of the effect of the agents of the present invention on stolon expansion in Bermuda grass;
FIG. 4 is a graph showing the effect of the formulation of the present invention on the control of Bermuda grass weeds;
FIG. 5 is a schematic representation of the grassy weeds of Bermuda grass 70 days after the formulation of the present invention is applied;
FIG. 6 is a schematic representation of Bermuda grass weeds 70d after control application;
FIG. 7 is a schematic representation of weeds in a Bermuda grass blank control lawn 70 days after application;
FIG. 8 is a graph showing the effect of the formulation of the present invention on grass coverage on zoysia japonica;
FIG. 9 is a graph showing the effect of the formulation of the present invention on the color of zoysia japonica turfgrass;
FIG. 10 is a graph showing the effect of the agents of the present invention on stolon expansion of zoysia lawn grass;
FIG. 11 is a graph showing the effect of the formulations of the present invention on the control of zoysia japonica turf weeds;
FIG. 12 is a plot of zoysia lawn weeds at 70 days post-application of the formulations of the present invention;
FIG. 13 is a plot of zoysia lawn weeds at 70d post-application of the control;
FIG. 14 is a plot of weed status in a zoysia japonica blank control turf 70 days after application.
Detailed Description
The technical scheme of the invention is further explained by combining the attached drawings.
The herbicide is compounded with 3 kinds of organic heterocyclic ring, triazolopyrimidine sulfamide and substituted pyridyl anilide.
The organic heterocyclic medicament is 2- (2-chlorobenzyl) -4, 4-dimethyl isoxazole-3-ketone, has a molecular formula of C12H14ClNO2, and belongs to a photosynthesis inhibitor. The original drug is colorless transparent to light brown viscous liquid with the concentration of 480 g/L.
The triazolopyrimidine sulfonamide medicament is 2',6' -difluoro-5-methoxy-8-fluoro [1,2,4] triazolo [1,5-C ] pyrimidine-2-sulfonanilide, has a molecular formula of C12H8F3N5O3S, and is an acetolactate synthase inhibitor. The raw medicine is 50g/L suspending agent.
The substituted pyridyl acylaniline medicament is 2',4' -difluoro- [2- (3-trifluoromethylphenoxy) ] -3-pyridyl acylaniline, has a molecular formula of C19H11F5N2O2, and belongs to a carotenoid biosynthesis inhibitor. The original drug is 50% wettable powder.
Example 1
6g of 2',4' -difluoro- [2- (3-trifluoromethylphenoxy) ] -3-pyridine anilide raw drug, 1ml of 2',6' -difluoro-5-methoxy-8-fluoro [1,2,4] triazole [1,5-c ] pyrimidine-2-sulfonyl aniline raw drug and 6ml of 2- (2-chlorobenzyl) -4, 4-dimethylisoxazol-3-ketone raw drug are added into a container, water is added to 100ml, the mixture is fully shaken to be used as mother liquor, 4 parts of mother liquor are taken and added with 40-60kg of water, spraying can be carried out, and before spraying, the soil of a terrace must be kept wet.
The tests were performed on bermuda grass and zoysia japonica turfs, respectively. The preparation is processed into the formula medicament of the invention by adopting a random block design, and the serial number is Y7500; pre-emergent herbicide acetochlor which is widely used in production is taken as a reference medicament and is numbered Y2000; spraying equal amount of clear water as a blank Control (CK); repeating for 4 times; cell area 2 × 2m 2; each cell leaves a 1m wide aisle. In the test, the lawn bed soil is kept moist before spraying the pesticide immediately the next day after the turf is removed. When spraying medicine, the height of the spray head from the ground is not more than 50cm, and the periphery of each cell is surrounded by a baffle plate with the height of 50cm so as to prevent the liquid medicine from entering the adjacent cells by mistake.
As shown in fig. 1 to 7, on bermudagrass lawn, lawn grass coverage, lawn grass color and weed number were observed at 14 th, 28 th, 42 th, 56 th and 70 th days after application, and lawn grass stolon expansion was observed at 14 th to 42 th days after application, and the results showed that: the amount of lawn weeds treated by the formula agent is obviously less than that of agent control and blank control; compared with the medicament control, the color of the turfgrass has no significant change, and after the application of the medicament for 42 days, the coverage of the turfgrass has no significant difference compared with the medicament control and the blank control; the stolon expansion rate was significantly higher than the drug control and blank control.
As shown in fig. 8-14, on zoysia lawns, the grass color was no longer significantly different after 28d application compared to the control, and the turf grass coverage and stolon expansion rate were not significantly different compared to the drug control.
Therefore, the lawn weed closed herbicide with long lasting period has the characteristics of wide weed control spectrum, long lasting period and the like.
Comparative example 1
In this comparative example, 9g of a crude 2',4' -difluoro- [2- (3-trifluoromethylphenoxy) ] -3-pyridineanilide drug and 2ml of a crude 2',6' -difluoro-5-methoxy-8-fluoro [1,2,4] triazolo [1,5-c ] pyrimidine-2-sulfonanilide drug were charged into a vessel, and the other raw materials, the compounding ratio, the operation procedure and the detection method were the same as those in example 1. The results show that: in comparative example 1, the number of annual gramineous weeds was significantly greater than that of the treatment with the formulation of the present invention, and the phytotoxicity was more severe than that of the treatment with the formulation of the present invention, and there was no significant difference among others.
Comparative example 2
In this comparative example, 2ml of 2',6' -difluoro-5-methoxy-8-fluoro [1,2,4] triazolo [1,5-c ] pyrimidine-2-sulfonanilide starting material and 9ml of 2- (2-chlorobenzyl) -4, 4-dimethylisoxazol-3-one starting material were charged in a vessel, and the other raw materials, compounding ratios, operation procedures and detection methods were the same as those in example 1. The results show that: the amount of barnyard grass in comparative example 2 was significantly greater than that treated with the formulation of the present invention, and the duration of the treatment was 7 to 10 days shorter than that treated with the formulation of the present invention, and there was no significant difference among others.
Comparative example 3
In this comparative example, 9g of 2',4' -difluoro- [2- (3-trifluoromethylphenoxy) ] -3-pyridinylanilide and 9ml of 2- (2-chlorobenzyl) -4, 4-dimethylisoxazol-3-one were put in a container, and the other raw materials, ratios, operation steps and detection methods were the same as those in example 1. The results show that: comparative example 3 the control rate of the traditional Chinese medicine formula on broad-leaved weeds is lower than that of the formula of the invention, and the drug effect is unstable when the traditional Chinese medicine formula is used at low temperature in winter; compared with the formula medicament treatment of the invention, the health indexes of other turfgrass have no obvious difference.
In conclusion, the formula of the herbicide has obvious synergistic effect of organic heterocycles, triazolopyrimidine sulfonamides and substituted pyridyl acylanilides, the herbicidal rate before germination of lawn weeds can be obviously improved by adding the organic heterocycles, the triazolopyrimidine sulfonamides and the substituted pyridyl acylanilides together, and meanwhile, the herbicide has long lasting period and wide application range.
Claims (4)
1. A herbicide for blocking lawn weeds before germination is characterized by comprising organic heterocycles, triazolopyrimidine sulfonamides and substituted pyridylanilides; the concentration of the organic heterocyclic ring is 0.1g/L-0.3g/L, the concentration of the triazolopyrimidine sulfonamide is 0.0025g/L-0.01g/L, and the concentration of the substituted pyridylanilide is 0.3g/L-0.9 g/L; the organic heterocyclic is 2- (2-chlorobenzyl) -4, 4-dimethyl isoxazole-3-ketone; the triazolopyrimidine sulfonamide agent is 2',6' -difluoro-5-methoxy-8-fluoro [1,2,4] triazolo [1,5-c ] pyrimidine-2-sulfonanilide; the substituted pyridyl acylanilide medicament is 2',4' -difluoro- [2- (3-trifluoromethylphenoxy) ] -3-pyridyl acylanilide.
2. A method of preparing the turf weed pre-emergence blocked herbicide of claim 1, comprising the steps of:
(1) adding organic heterocycles, triazolopyrimidine sulfonamides and substituted pyridylanilides respectively into a container;
(2) adding water into the container, and uniformly stirring to obtain the final product.
3. The method for preparing a lawn weed pre-emergence blocked herbicide as claimed in claim 2, wherein in step (1), the container has a capacity of 100-200 ml.
4. The method for preparing a lawn weed pre-emergence blocking herbicide as claimed in claim 2, wherein in step (2), the container is filled with water to 100-.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110123587.5A CN112715566B (en) | 2021-01-29 | 2021-01-29 | Herbicide for sealing lawn weeds before germination and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN202110123587.5A CN112715566B (en) | 2021-01-29 | 2021-01-29 | Herbicide for sealing lawn weeds before germination and preparation method thereof |
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| Publication Number | Publication Date |
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| CN112715566A CN112715566A (en) | 2021-04-30 |
| CN112715566B true CN112715566B (en) | 2021-08-31 |
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Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102791126A (en) * | 2010-03-03 | 2012-11-21 | 石原产业株式会社 | Method for reducing unwanted effects on grass |
| CN108124893A (en) * | 2018-02-02 | 2018-06-08 | 陕西上格之路生物科学有限公司 | A kind of ternary weeding composition containing diflufenican |
| CN108271793A (en) * | 2018-02-02 | 2018-07-13 | 陕西上格之路生物科学有限公司 | A kind of ternary weeding composition containing diflufenican |
| CN109042697A (en) * | 2018-08-15 | 2018-12-21 | 海利尔药业集团股份有限公司 | A kind of Wheat field weeding composition |
| CN110870481A (en) * | 2018-09-04 | 2020-03-10 | 青岛清原化合物有限公司 | Herbicidal composition containing heterocyclic amide compound and application thereof |
-
2021
- 2021-01-29 CN CN202110123587.5A patent/CN112715566B/en not_active Expired - Fee Related
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102791126A (en) * | 2010-03-03 | 2012-11-21 | 石原产业株式会社 | Method for reducing unwanted effects on grass |
| CN108124893A (en) * | 2018-02-02 | 2018-06-08 | 陕西上格之路生物科学有限公司 | A kind of ternary weeding composition containing diflufenican |
| CN108271793A (en) * | 2018-02-02 | 2018-07-13 | 陕西上格之路生物科学有限公司 | A kind of ternary weeding composition containing diflufenican |
| CN109042697A (en) * | 2018-08-15 | 2018-12-21 | 海利尔药业集团股份有限公司 | A kind of Wheat field weeding composition |
| CN110870481A (en) * | 2018-09-04 | 2020-03-10 | 青岛清原化合物有限公司 | Herbicidal composition containing heterocyclic amide compound and application thereof |
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