CN106035353B - A kind of Synergistic herbicide compositions containing ring pyrrole fluorine humulone and sulfamide compound - Google Patents
A kind of Synergistic herbicide compositions containing ring pyrrole fluorine humulone and sulfamide compound Download PDFInfo
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- CN106035353B CN106035353B CN201610454199.4A CN201610454199A CN106035353B CN 106035353 B CN106035353 B CN 106035353B CN 201610454199 A CN201610454199 A CN 201610454199A CN 106035353 B CN106035353 B CN 106035353B
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- synergistic herbicide
- pyrrole fluorine
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- 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
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- 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
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/56—1,2-Diazoles; Hydrogenated 1,2-diazoles
Abstract
The present invention relates to technical field of pesticide, more particularly to a kind of Synergistic herbicide compositions containing ring pyrrole fluorine humulone and sulfamide compound, the sulfamide compound of the Synergistic herbicide compositions is florasulam, the one or two of Flumetsulam, and the weight ratio of active ingredient in the composition is 1% 90%.The Herbicidal combinations can effectively prevent and kill off the broad leaved weeds such as annual gramineous weeds and clearvers, shepherd's purse, Descurainia sophia, ox chickweed such as the common amur foxtail in farmland, Alopecurus, big fringe amur foxtail, it is notable that the multiple resistances weed control efficacies such as Descurainia sophia, shepherd's purse, corn gromwell, ox chickweed, amur foxtail, the Alopecurus of resistance are generated to ALS and ACCase inhibitor, have many advantages, such as that dosage is few, effect is good, environmental pollution is small.
Description
Technical field
The invention belongs to technical field of pesticide, and in particular to one kind contains ring pyrrole fluorine humulone and the double fluorine of sulfamide compound
Sulphur grass amine, the Synergistic herbicide compositions of Flumetsulam.
Background technology
Wheat is the important cereal crops in China, solve the people have enough to eat and wear and sociopolitical stabilization in play to close weight
The effect wanted, with the continuous improvement of agricultural production mechanization level, by the use of herbicide come control of weed in wheat field,
As step indispensable in agricultural production process instantly.But use single variety or single effect long-term continuous high dose
The chemical herbicide of mode, the problems such as be easy to causeing weeds drug resistance and resistance evolution.The reasonable compounding or mixed of herbicidal compounds
It is to solve with having many advantages, such as that expanding weeds composes, improves preventive effect, delays weeds drug resistance and drug-fast generation and develop
One of maximally efficient method of the above problem.
Sulfamide compound florasulam, Flumetsulam are that the 1980s is public by DOW of America agricultural sciences
The herbicide kind of research and development is taken charge of, as typical ALS inhibitor class herbicide, by preventing plant cell mitosis, finally
Cause Plant death.Such herbicide selective is stronger, is mainly used for preventing and kill off the common broad leaved weed of wheat paddock such as clearvers, shepherd's purse
Dish, ox chickweed, Descurainia sophia, corn gromwell etc., but it is poor to broad leaved weeds inhibitions such as purslane, wartwort, lamb's-quarters and small lamb's-quarters, to standing grain
Undergraduate course weeds are almost without inhibitory action.In addition, sulfamide compound florasulam, flumetsulam are to some kind wheats
Fresh weight and plant height have certain inhibitory action, and then can influence wheat yield.
Ring pyrrole fluorine humulone is HPPD class herbicides, by the activity for inhibiting HPPD p-hydroxybenzene pyruvic acid (HPP) is made to be converted into urine
Nigrotic acid process is obstructed, and can not normally be synthesized so as to cause tocopherol and plastoquinone, is influenced carotenogenesis in target body, is led
Blade is caused to whiten.Ring pyrrole fluorine humulone solves the problems, such as the resistance and multiresistance of ALS and ACCase inhibitor, can effectively solve to resist
The parts such as the grassy weeds and ox chickweed broad leaved weeds such as amur foxtail, the Alopecurus of property and multiresistance.
Sulfamide compound and ring pyrrole fluorine humulone are subjected to science compounding, realizes and expands herbicide controlling spectrum, it is miscellaneous to solve multiresistance
Grass reduces Pesticide use amount, realizes that safe and environment-friendly, efficient Weed-control effect is pesticide field worker's problem to be solved.
The content of the invention
The purpose of the present invention is：The double fluorine sulphurs of the characteristic of coupling collar pyrrole fluorine humulone and in the prior art sulfonamides herbicide
The technological deficiency of careless amine, Flumetsulam provides a kind of compound synergic containing ring pyrrole fluorine humulone and sulfamide compound and removes
Careless composition is realized and expands wheat paddock herbicide controlling spectrum, reduces Pesticide use amount, improves the purpose of security.
In order to realize above-mentioned technical purpose, the present invention is achieved through the following technical solutions：
A kind of Synergistic herbicide compositions containing ring pyrrole fluorine humulone and sulfamide compound, it is characterised in that：Include
Active components A and active ingredient B are imitated, wherein active components A is ring pyrrole fluorine humulone：Activity
Ingredient B is one or both of florasulam, Flumetsulam.
Wherein, the mass ratio of active components A and active ingredient B are 1-100:1-100；Preferably, effective active composition A
Mass ratio with B is 10-50:1-5；It is highly preferred that the mass ratio of effective active composition A and B are 20-40:1-2.It is being limited
Mass ratio in the range of, active components A and active ingredient B mixtures obtain synergistic technique effect.
Active components A and B account for the 1-90% of total composition, preferably 5-80% in the Herbicidal combinations.In general, this hair
Bright Herbicidal combinations include the active ingredient of 1-90 parts by weight and the pesticide conven-tional adjuvants of 10-99 parts by weight, and auxiliary agent, which refers to, to be helped
In carrier, surfactant, safener of active ingredient application etc..
The carrier is pesticide industry often with substance, such as clay, silicate, water, alcohols, silica, resin.
The surfactant may include emulsifier, dispersant or wetting agent, be that pesticide industry often uses substance, such as poly- third
The salt of olefin(e) acid, lignosulfonates, the salt of phenolsulfonic acid or naphthalene sulfonic acids, the polymer of alkylphenol or aryl phenol, sulphation
Fatty alcohol glycol ether, laruyl alcohol polyglycol ether acetal, sorbitol ester, lignin sulfite waste liquor and protein, denaturation
Albumen, polyvinylamine, polyvinylpyrrolidone and its copolymer.A kind of surfactant is at least needed to exist, to be conducive to live
Property ingredient in water scattered and be conducive to enable them to correctly be applied to plant.
The Herbicidal combinations also containing various other components, as protecting colloid, adhesive, thickener, thixotropic agent,
Bleeding agent, stabilizer, chelating agent, dyestuff, colorant and polymer.
The composition of the present invention can be used through dilution or directly before use by user.It, which is prepared, to be added by common
Work method prepare, i.e., after active material is mixed with liquid flux or solid carrier, add surfactant such as dispersant, surely
Determine one or more of agent, wetting agent, adhesive, antifoaming agent etc..
The specific preparation of the Herbicidal combinations is missible oil, suspending agent, microemulsion, suspension emulsion, aqueous emulsion, dispersible oil are outstanding
Floating agent, wettable powder or water dispersible granules.
Comprising following constituent content when wettable powder is made in composition：Active components A 2~60%, active ingredient B 1
~45%, dispersant 3~9%, wetting agent 1~15%, filler surplus.
Composition includes following constituent content when water dispersible granules are made：Active components A 1~75%, active ingredient B1~
65%th, dispersant 1~15%, wetting agent 2~10%, disintegrant 1~10%, binding agent 1~10%, filler surplus.
Composition includes following constituent content when suspending agent is made：Active components A 0.5~50%, active ingredient B0.5~
50%th, dispersant 1~10%, wetting agent 1~12%, antifoaming agent 0.1~5%, binding agent 0.5~2%, antifreeze 0.5~6
%, deionized water add to 100%.
Composition includes following constituent content when suspension emulsion is made：Active components A 0.5~55%, active ingredient B 0.5
~46%, emulsifier 3~9%, dispersant 4~10%, antifoaming agent 0.1~3%, thickener 0.2~4%, antifreeze 0.1~
10%th, stabilizer 0.1~4%, water add to 100%.
Composition includes following constituent content when aqueous emulsion is made：Active components A 2%~42%, active ingredient B 1%
~48%, solvent 2%~12%, emulsifier 1%~10%, dispersant 1%~10%, emulsifier 0.5%~5%, antifreeze
0.1%~10%, antifoaming agent 0.1%~5%, thickener 0.1%~5%, deionized water add to 100%.
Composition includes following constituent content when microemulsion is made：Active components A 0.5%~45%, active ingredient B
0.5%~55%, emulsifier 2%~10%, solvent 3%~15%, antifreeze 2%~10%, stabilizer 0.5%~5%, go
Ionized water adds to 100%.
In further preferred form of implementation, the composition contains safener C, the safener C and is selected from pyrazoles solution
Careless ester, cloquintocetmexyl, isoxadifen, cyclopropyl-sulfonylamide, naphthalic anhydride, chlorine oxalene peace, R-28725, AD-67, CGA-
154281st, CGA-43089, CGA-43089, Hoe-70542, benoxacor, flurazole, BAS-145138, MON-13900, quinoline
One or more in derivative, 2,4-D, new Antidote T and gibberellin.
The Herbicidal combinations of the present invention can be applied to by the method for spraying on pending plant leaf blade, pass through field medicine
Effect experiments have shown that, in the 3 leaf phase of wheat to period of seedling establishment, weeds 1-4 leaves not grade phases, wheat has no poisoning disease from dispenser to maturity period
Shape, to wheat safety.The preventive effect of weeds reaches more than 90% in 45 days, and with the increase of dosage, preventive effect substantially increases, and can control
Clearvers, Descurainia sophia, shepherd's purse, corn gromwell in fabrication growth period, Veronica, purslane, lamb's-quarters, wartwort, big fringe amur foxtail, ox
The generality weeds such as chickweed, amur foxtail, and can effectively prevent and kill off the multiple anti-medicine such as Descurainia sophia, ox chickweed, amur foxtail, Alopecurus
Property weeds, on second stubble crop without influence.
The advantageous effect that the present invention realizes：
1st, it is small can effectively to prevent and kill off clearvers, Descurainia sophia, shepherd's purse, corn gromwell etc. for Synergistic herbicide compositions of the present invention
Wheatland common weed, and can effectively prevent and kill off big fringe amur foxtail, amur foxtail, Alopecurus that florasulam cannot kill etc. one
Year raw grassy weed.
2nd, Synergistic herbicide compositions of the present invention, to ALS and ACCase inhibitor generate multiple resistance Descurainia sophia,
The weeds such as ox chickweed, Alopecurus, preventive effect are notable.
3rd, Synergistic herbicide compositions of the present invention reduce sulfonamides herbicide florasulam, flumetsulam
The dosage of amine, it is more preferable to Safe to wheat.
4th, Herbicidal combinations of the present invention select new herbicides ring pyrrole fluorine humulone to be answered for effective active composition
Match somebody with somebody, delayed weeds drug resistance and drug-fast generation and development.
Specific embodiment
With reference to specific embodiment, the present invention will be further described, but these examples are not intended to limit the model of the present invention
It encloses.In addition any change that those of ordinary skill in the related art are the present invention without departing from the essence of the present invention, all will
Equivalence falls in claims of the present invention limited range.
1st, embodiment
1.1) 36% ring pyrrole fluorine humulone florasulam missible oil
Formula composition is：+ 5% detergent alkylate sulphur of 35%+5% dimethyl sulfoxide (DMSO) of ring pyrrole fluorine+1% florasulam of humulone
Sour+10% phenethyl phenol polyethenoxy ether+100# aromatic solvent naphthas of calcium are supplied.
Process equipment：Vacuum pump, batching kettle, storage tank.
Process：All materials are put into batching kettle, stirring and dissolving after chemical examination is qualified, is transferred to fully transparent
Storage tank is filling.
1.2) the 27% dispersible oil-suspending agent of ring pyrrole fluorine humulone florasulam
Formula composition is：+ 5% phenethyl phenol polyoxyethylene phosphonate of 25%+2% florasulam of ring pyrrole fluorine humulone
+ 10%+1.5% organobentonite of castor oil polyoxyethylene ether of+5% polyoxyethylene carboxylate of triethanolamine salt+methyl oleate
It supplies.
1.3) the 22% dispersible oil-suspending agent of ring pyrrole fluorine humulone Flumetsulam
Formula composition is：+ 8% nonyl of 20%+5% maleic di-sec-octyl sodium sulfonate of ring+2% Flumetsulam of pyrrole fluorine humulone
+ 2.5%+15% soya-bean oil of organobentonite of+7% castor oil polyoxyethylene ether of base phenol polyethenoxy ether+methyl oleate is supplied.
Above-mentioned dispersible oil-suspending agent process equipment：Mixing kettle, colloid mill, sand mill, cutter etc..
Above-mentioned dispersible oil-suspending agent process：All materials are put into mixing kettle, colloid mill is crossed after being stirred,
Afterwards into sand mill three-level sanding, finally sheared in cutter uniformly, after chemical examination is qualified, it is filling to be transferred to storage tank.
2nd, fresh weight inhibits experiment
2.1 experiment condition
2.1.1 for examination target
Alopecurus (Alopecurus japonicus), shepherd's purse (Capsella bursa-pastoris), ox chickweed
(Malachium aquaticum), Shandong Province Tai'an proving ground wheat paddock is picked up from.
Above-mentioned weeds use pot-culture method culture, with 180 х 140mm plastic nutrition bowls, are placed in enamel tray, built-in from agriculture
The topsoil for backing through and air-drying sieving is adopted in field, and soil moisture initial stage is controlled 20%, selects the homogeneous ruderal species of full seed
Son, with 25 DEG C of warm water impregnate 6 it is small when, the vernalization in 28 DEG C of biochemical cultivation cases (dark) is uniform by the weed seed just to have showed money or valuables one carries unintentionally
Soil surface is placed in, then earthing 0.7cm.Chemicals treatment is placed on culture in controllable heliogreenhouse, periodically in enamel tray
A certain amount of water is added in, keeps ground moistening.
2.1.2 condition of culture
It is carried out in controllable heliogreenhouse, 18~30 DEG C of temperature, natural lighting, relative humidity 57%~72%.
Soil types is loam, the content of organic matter 1.63%, pH=7.1, alkali-hydrolyzable nitrogen 84.3mg/kg, rapid available phosphorus
38.5mg/kg, available potassium 82.1mg/kg.
2.1.3 instrument and equipment
3WP-2000 type walking spray towers, Nanjing Agricultural Machinery Inst., Ministry of Agriculture.GA110 type a ten thousandth electronics day
Flat (Germany)；ZDR2000 intelligent datas recorder (Hangzhou Ze great Instrument Ltd.)；SPX type Intelligent biochemistry incubators (Ningbo
Jiangnan instrument plant).
2.2 experimental design
2.2.1 reagent
Required active ingredient B is commercially available active compound, and active components A prevents Co., Ltd's life for Qingdao resistant weed former clearly
Production.
Active compound makees solvent using dimethylformamide, is diluted with 0.1% emulsifier T-80 aqueous solutions of content, current existing dilute
It releases.
2.2.2 test process
Dosage is set
It, should be from two kinds of medicaments in definite active components A ring pyrrole fluorine humulone and when active ingredient B each groups distribution ratio or content
The measurements such as action character and its virulence, it is also contemplated that the main purpose of usage of the formula.This research on the basis of prerun early period,
If active components A, active ingredient B are applied alone and mix dosage and be shown in Table lattice respectively.To be free of medicament, containing same solvent and emulsifier
Water is as blank control.
Experiment repeats
Often processing is repeated 4 times, and often handles 3 basins every time, and weed seed 20 is sowed per basin, often handles totally 60 plants.
2.2.3 processing mode
Experiment shares medicine 1 time.It treats 1 heart stage of 2 leaf of weeds, thinning, keep 15 plants of weeds in per basin, often processing retains 45 plants,
Culture is then proceeded to shepherd's purse, ox chickweed 3-4 leaf phases, 1 heart stage of 3 leaf of Alopecurus is handled.
2.3 test method
Using pot-culture method.Weeds culture is shown in 2.1, reference《Farm-chemical indoor determination test rule herbicide》It carries out, adopts
With cauline leaf process method.
2.4 data surveys and statistical analysis
2.4.1 investigation method
Using absolute number investigation method, the survival whole strain seedling of weeds is cut off along soil surface with blade, is weighed with assay balance
Weeds fresh weight.It is based on zero by fresh weight for dead weeds.
2.4.2 data statistic analysis
The theoretical fresh weight inhibition rate (E0=X+Y-X*Y/100) of each processing hybrid combining, Ran Houyu are calculated with Gowing methods
Actual measurement inhibiting rate (E) compares, the mixed synergy type to weeds of both evaluations, makees when E-E0 values are more than 10% for synergy
With, less than -10% be antagonism, be addition between -10%~10%.It is and special according to actual preventive effect and herbicide
The factors such as point, the balance being formulated determine optimum proportioning.
X is fresh weight inhibition rate when active components A dosage is P in formula；Y is that fresh weight when active ingredient B dosages are Q inhibits
Rate.
1) Herbicidal combinations to the actual preventive effect of weeds as a result, statistical result see the table below
1 active components A of table is mixed with florasulam to the actual preventive effect of weeds and synergy effect
2 active components A of table is mixed with Flumetsulam to the actual preventive effect of weeds and synergy effect
Herbicidal combinations middle ring pyrrole fluorine humulone and sulfonamides chemical combination provided by the invention it can be seen from upper table 1, table 2
Object florasulam, Flumetsulam are compounded, and expand the herbicide controlling spectrum of wheat paddock common weed, and preventive effect is good, activity
It has significant synergies between ingredient.
3rd, Safe to wheat is tested
Florasulam is selected to inhibit significant Linmai No.2, Jining 13, Jinan 17 as safety testing target,
Carry out Safe to wheat experiment.
Test method：After 3 leaf of wheat, 1 heart, the weeds 3-5 leaf phases, hand sprayer, the amount of being watered 30L/667m2, using cauline leaf
Spraying even spraying, often processing are repeated 4 times, and Safe to wheat situation is shown in Table 3.
3 field demonstration Safe to wheat situation of table
Poisoning is classified：1 grade：Plant growth is normal, without any damage symptoms；
2 grades：The slight poisoning of crop, poisoning are less than 10%；
3 grades：The medium poisoning of crop can recover, not influence yield later；
4 grades：Chemical injury of crops is heavier, it is difficult to recover, cause the underproduction；
5 grades：Chemical injury of crops is serious, it is impossible to recover, cause Severe Reduction or total crop failure.
As can be seen from Table 3, the present composition is good to wheat paddock security, on the premise of effect is ensured, reduces sulphur
The usage amount of acetamide-group herbicides can effectively solve the problems, such as that sulfonamides herbicide is used alone and inhibit notable to wheat.
4th, crop field field preventive effect
45d after medicine, to the fresh weight preventive effect of various weeds.
4 field demonstration preventive effect of table
As can be seen from Table 4, the present composition is good to weeds of wheat broad weed-killing spectrum, preventive effect, and dosage is few, can be with
It effectively reduces sulfonamides herbicide and the problem of herbicide controlling spectrum is narrow, security is poor, dosage is high is used alone.
5th, to ALS and ACCase inhibitor resistant weed preventing iron tests
Ox chickweed (Malachium aquaticum), Alopecurus (Alopecurus japonicus) are selected in experiment
Seed deposits ALS inhibitor tribenuron-methyl and ACCase inhibitor fenoxapropPethyls in acquisition in 2015 and Shandong Province Tai'an
In the resistance to the action of a drug.
Test method：
Weed seed is unified into vernalization, by pretreatment for examination weed seed uniform broadcasting in soil surface.Dispenser is advanced
Seedling in the ranks, it is each to handle 4 basins examination material per basin final singling to 30 plants.Cauline leaf spraying treatment is carried out to weeds, investigates weeds aerial part
Fresh weight, calculate weeds fresh weight preventive effect (in table fresh weight preventive effect be 4 repetitions average value), the statistical test feelings after experiment 45 days
Condition.
5 resistant weed preventing iron test result of table
As can be seen from Table 5, after ring pyrrole fluorine humulone is mixed with amides compound, to ALS inhibitor tribenuron-methyl and
For ACCase inhibitor fenoxapropPethyl there is no cross resistance, Herbicidal combinations of the present invention can effectively prevent and kill off wheat paddock
Multiresistance weeds ox chickweed, Alopecurus.
It by a large number of experiments and probes into, the weeding containing ring pyrrole fluorine humulone and sulfamide compound given by the present invention
Composition, preventing and kill off general common broad leaved weed and annual gramineous weed for farmland has notable synergistic effect, especially right
The weeds such as shepherd's purse, Descurainia sophia, ox chickweed, clearvers, big fringe amur foxtail, corn gromwell, amur foxtail, which have, significantly prevents and kill off effect, separately
Outside, the weeds such as ox chickweed, Alopecurus, the clearvers that multiple resistance is generated to ALS and ACCase inhibitor can be effectively prevented and kill off,
There is no cross resistance, preventive effect protrudes, and has notable synergistic effect, while while usage amount is reduced, improves to crop
Security, have good application prospect.
Claims (7)
1. a kind of Synergistic herbicide compositions containing ring pyrrole fluorine humulone and sulfamide compound, it is characterised in that：Including weeding
Effective active composition A and active ingredient B, wherein active components A be compound ring pyrrole fluorine humulone, active ingredient B be sulfonamide
One or both of class compound florasulam, Flumetsulam；
Wherein, the mass ratio of the ring pyrrole fluorine humulone and florasulam is 30: 4~60: 1；
The mass ratio of the ring pyrrole fluorine humulone and Flumetsulam is 15: 1~15: 8.
2. Synergistic herbicide compositions according to claim 1, it is characterised in that：It is total that the active components A and B account for composition
The 1-90% of amount.
3. Synergistic herbicide compositions according to claim 2, it is characterised in that：It is total that the active components A and B account for composition
The 5-80% of amount.
4. Synergistic herbicide compositions according to claim 1, it is characterised in that：The specific preparation of the Herbicidal combinations is
Missible oil, suspending agent, microemulsion, suspension emulsion, aqueous emulsion, dispersible oil-suspending agent, wettable powder or water dispersible granules.
5. Synergistic herbicide compositions according to claim 1, it is characterised in that：The composition further includes safener C, institute
It states safener C and is selected from mefenpyrdiethyl, cloquintocetmexyl, isoxadifen, cyclopropyl-sulfonylamide, naphthalic anhydride, chlorine oxalene peace, R-
28725th, AD-67, CGA-154281, CGA-43089, CGA-43089, Hoe-70542, benoxacor, flurazole, BAS-
145138th, the one or more in MON-13900,2,4-D, new Antidote T and gibberellin.
6. the Synergistic herbicide compositions as described in claim 1-5 any one, it is characterised in that：The composition is used to prevent agriculture
Field injurious weed.
7. Synergistic herbicide compositions according to claim 6, it is characterised in that：The farmland injurious weed be to ALS and
The multiresistance weeds that ACCase inhibitor class herbicides develop immunity to drugs.
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| CN113057169B (en) * | 2017-11-09 | 2022-07-01 | 青岛清原化合物有限公司 | Herbicidal composition containing bicyclopyrone and application thereof |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1997046530A1 (en) * | 1996-06-06 | 1997-12-11 | E.I. Du Pont De Nemours And Company | Herbicidal pyridinyl and pyrazolylphenyl ketones |
| CN105218449A (en) * | 2015-11-06 | 2016-01-06 | 青岛清原化合物有限公司 | Pyrazolone compound or its salt, preparation method, herbicidal composition and purposes |
| CN105638703A (en) * | 2016-03-15 | 2016-06-08 | 青岛清原化合物有限公司 | Application of weeding composition in barley fields |
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1997046530A1 (en) * | 1996-06-06 | 1997-12-11 | E.I. Du Pont De Nemours And Company | Herbicidal pyridinyl and pyrazolylphenyl ketones |
| CN105218449A (en) * | 2015-11-06 | 2016-01-06 | 青岛清原化合物有限公司 | Pyrazolone compound or its salt, preparation method, herbicidal composition and purposes |
| CN105638703A (en) * | 2016-03-15 | 2016-06-08 | 青岛清原化合物有限公司 | Application of weeding composition in barley fields |
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