CN104304258A - Mixed herbicide containing diflufenican and sulfentrazone and preparation method thereof - Google Patents

Mixed herbicide containing diflufenican and sulfentrazone and preparation method thereof Download PDF

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Publication number
CN104304258A
CN104304258A CN201410497228.6A CN201410497228A CN104304258A CN 104304258 A CN104304258 A CN 104304258A CN 201410497228 A CN201410497228 A CN 201410497228A CN 104304258 A CN104304258 A CN 104304258A
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sulfentrazone
diflufenican
herbicide
mixed herbicide
mixed
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CN201410497228.6A
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CN104304258B (en
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石振龙
黄娟
张宝俊
邢刚
彭永强
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Nanjing Huazhou Pharmaceutical Co Ltd
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Nanjing Huazhou Pharmaceutical Co Ltd
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Abstract

The invention belongs to the technical field of chemical synthesis and provides a mixed herbicide containing diflufenican and sulfentrazone as active components and its preparation method and use. A mass ratio of diflufenican to sulfentrazone in the mixed herbicide is 1-70: 1-20. The total mass of diflufenican and sulfentrazone is 6-75% that of the mixed herbicide. The mixed herbicide can prevent and remove various gramineous weed and broadleaf weed in the wheat field. The mixed herbicide has the advantages of high weeding activity, wide weeding spectrum, lasting action, high safety, high efficiency, wide spectrum, good environmental compatibility and good safety to human and animals and can be used as a high-quality chemical herbicide for wheat.

Description

A kind of mixed herbicide and preparation method comprising diflufenican and sulfentrazone
Technical field
The invention belongs to technical field of pesticide, relate to a kind of mixed herbicide including diflufenican and sulfentrazone two kinds of active ingredients, and the preparation method and application of this kind of mixed herbicide.
Background technology
Diflufenican (diflufenican), chemical name: N-(2,4-difluorophenyl)-2-[(3-trifluoromethyl) phenoxy group]-3-pyridine anilide.This medicine belongs to herxheimer-liked reaction inhibitor, and absorb carotenoid content in the weeds plant of medicament and decline, cause Destruction of Chlorophyll and cell rupture, weeds show as young shoot decolouring or white, and last plant wilt is dead.Be mainly used in corn, soybean and wheatland and prevent and kill off multiple annual gramineous weed and some broad leaved weed.Especially to be clearvers, Veronica removal effect obvious.
Sulfentrazone (sulfentrazone), chemical name: 2 ', 4 '-two chloro-5 '-(4-difluoromethyl-4,5-dihydro-3-methyl-5-oxygen-1H-1,2,4-triazol-1-yl) methylsulfonylphenylamine.Triazolineone weed killer herbicide, proporphyrinogen oxidase inhibitor.By suppressing proporphyrinogen oxidase in chlcrophyll biosynthesis process, be produce excessive protoporphyrin IX in plant cell, the latter is sensitising agent, cause producing active oxygen in cell, cell membrane, tonoplast etc. is finally caused to break, cellular content depths, withered dead.Soil half life period 110-280 days, cauline leaf process, soil treatment.Can prevent and treat lead a cow, Amaranthus retroflexus, acalypha copperleaf, lamb's-quarters, datura, guest continent knotweed, lady's-grass, green foxtail, Siberian cocklebur, eleusine indica, earth almona, annual broadleaf weed, grassy weed and the nutgrass flatsedge etc. such as the rhizome of nutgrass flatsedge.
Current weeding for wheat agent limit by safety, herbicide spectrum is also limited, be used alone the generation that a kind of weed killer herbicide single dose can not control weeds of wheat completely effectively, moreover some weed killer herbicide is due to water-soluble large or the field lasting period is oversize, consumption is excessive or dispenser is uneven all easily causes residual hazard.
Summary of the invention
It is limited that the object of the invention is to solve simple weed killer herbicide herbicide spectrum in prior art, and security hidden trouble, provides one mixed herbicide efficiently and safely.
1. the invention provides a kind of mixed herbicide including diflufenican and sulfentrazone, this mixed herbicide with diflufenican and sulfentrazone for principle active component, wherein, the mass ratio of diflufenican and amicarbazone is 1-70:1-20, and diflufenican and sulfentrazone gross mass mass percent in weed killer herbicide is 6-75%.
2. the invention provides a kind of mixed herbicide, wherein, the mass ratio of diflufenican and sulfentrazone is 15-70:5, and diflufenican and sulfentrazone gross mass mass percent in weed killer herbicide is 20-75%.
3. the invention provides a kind of mixed herbicide, wherein, the mass ratio of diflufenican and sulfentrazone is 50-70:5-20, and diflufenican and sulfentrazone gross mass mass percent in weed killer herbicide is 70-75%.
4. the invention provides a kind of mixed herbicide, wherein, the mass ratio of diflufenican and sulfentrazone is 40-50:10-20, and diflufenican and sulfentrazone gross mass mass percent in weed killer herbicide is 50-70%.
5. the invention provides a kind of mixed herbicide, wherein, the mass ratio of diflufenican and sulfentrazone is 40-70:5-10, and diflufenican and sulfentrazone gross mass mass percent in weed killer herbicide is 50-75%.
6. the invention provides a kind of mixed herbicide, wherein, the mass ratio of diflufenican and sulfentrazone is 15-50:5-20, and diflufenican and sulfentrazone gross mass mass percent in weed killer herbicide is 20-70%; Preferably, the mass ratio of diflufenican and sulfentrazone is 15-40:5-10, and diflufenican and sulfentrazone gross mass mass percent in weed killer herbicide is 20-50%.
7. the invention provides a kind of mixed herbicide, wherein, this mixed herbicide also comprises the agricultural agent that can add in agricultural formulations.
Agricultural agent, can comprise inert liquid carrier, solid carrier, surfactant, bonding agent, dispersant, spreading agent, sticker, antifreezing agent, anticaking agent, anti-decomposition agent etc.
Wherein inert liquid carrier can be monohydric alcohol, polyalcohol, ketone, ethers, fat hydrocarbon, halogenated hydrocarbon etc., as vegetable oil; Above inert liquid carrier can one or more be used in combination.Solid carrier can be natural mineral matter class, inorganic salts, starch, cellulose etc., as ammonium sulfate, diatomite, kaolin; Above solid carrier can one or more be used in combination.
Surfactant can in water, demonstrate gelation or the surfactant of swellability, can be fatty acid ester, alkyl ether, acetylenediol, polyoxy acetylene castor-oil plant wet goods non-ionic surface active agent, as anion surfactants such as alkylphenol polyoxyethylene, the rare block compound of polyoxyethylene polyoxy third or alkyl sulfate, lignosulfonates, soaps, as cationic surfactants such as sodium lignin sulfonate, neopelex or laurylamine hydrochloride, acetic acid stearylamines.Above surfactant can one or more be used in combination.
Other, as bonding agent, dispersant, spreading agent, sticker, antifreezing agent, anticaking agent, anti-decomposition agent etc., if dispersant is if di-2-ethylhexylphosphine oxide bitter edible plant sodium sulfonate, thickener are as white carbon, be not particularly limited, the material that can realize identical function of any this area, can mix or in single application and the present invention.
8. above-mentioned 7 mixed herbicides provided, its formulation is missible oil, suspending agent, aqueous emulsion, microemulsion, wetting powder, water dispersible granules.
9. the preparation method of mixed herbicide that provides of above-mentioned any one of 1-6, comprise: diflufenican and sulfentrazone are mixed according to both certainty ratios, add agricultural agent, carry out stirring and evenly mixing, form creamy, suspension, water and milk shape, microemulsion, wettable powdery, aqueous dispersion are granular.
Set ratio refers to the ratio set forth in method described in above-mentioned any one of 1-6, the kind of the plant removed as required, needs the herbicidal effect setting reached.According to the difference of the agricultural agent added, the mixed herbicide formulation of formation can be missible oil, suspending agent, aqueous emulsion, microemulsion, wetting powder, water dispersible granules.
10. the mixed herbicide that above-mentioned any one of 1-7 provides is preventing and kill off the application in wheat paddock in various grass family, sedge family and broad leaved weed.
Grass family, sedge family and broad leaved weed comprise: lady's-grass, barnyard grass, eleusine indica, annual bluegrass, amur foxtail, green foxtail, the rhizome of nutgrass flatsedge, kyllinga brevifolia, cyperus iria, difformed galingale herb, alternanthera philoxeroides, Horseweed Herb, white clover, it is recklessly appropriate, Tufted Cerastium, creeping oxalis, hairy tare, pale reddish brown order place, clover, pale persicaria, sheep hoof, class humid euphorbia, greater plantain, argy wormwood, sweet vernal grass, green amaranth, shepherd's purse, benbie, common vetch, chickweed, short leaf kyllinga brevifolia, rise lady's-grass, digitaria violascens Link, ball sequence grasswort, bulbil red-spotted stonecrop, gland paint mushroom grass, piemarker, lamb's-quarters, tattooing is harvested, clearvers, Mandala, Amaranthus retroflexus, pineapple weed, corn radish, knotweed, summer cypress, black nightshade, white dead nettle, Veronica, flowerofanhour root or herb, Siberian cocklebur, elegance and talent dish, penny cress, Chufa etc.
Beneficial effect:
1, activity of weeding is high.Diflufenican belongs to herxheimer-liked reaction inhibitor, and absorb carotenoid content in the weeds plant of medicament and decline, cause Destruction of Chlorophyll and cell rupture, weeds show as young shoot decolouring or white, and last plant wilt is dead.Sulfentrazone (sulfentrazone) is proporphyrinogen oxidase inhibitor.By suppressing proporphyrinogen oxidase in chlcrophyll biosynthesis process, be produce excessive protoporphyrin IX in plant cell, the latter is sensitising agent, cause producing active oxygen in cell, cell membrane, tonoplast etc. is finally caused to break, cellular content depths, withered dead.That is, herbicidal composition of the present invention can kill weeds by two kinds of different approaches, greatly can improve the removing activity of weed killer herbicide.
2, herbicidal spectrum is wide, and after lasting period long diflufenican mixes with sulfentrazone, action compensating, herbicidal spectrum is wider, and weed killer herbicide of the present invention has the double action in leaf surface treatment and feud, extends the lasting period of medicament.
3, safety is high.Herbicidal composition of the present invention, is applied to wheat crop, and it can prevent and kill off various grass family, sedge family and broad leaved weed in wheat crop, under the prerequisite that improve drug effect, has very high safety to wheat crop.
Therefore, in sum, mixed herbicide provided by the invention has high-efficiency broad spectrum, reduces pesticide usage amount, reduces residue of pesticide, Environmental compatibility is good, to advantages such as person poultry safeties, is the wheat crop chemical herbicide of high-quality.
Embodiment
Below in conjunction with embodiment, the present invention will be further described, and the experimental technique of unreceipted actual conditions in the following example, usually according to the known approaches of this area.
Embodiment 1
Preparation production method conveniently, measure with the mixed herbicide mass percent finally obtained, get diflufenican 70%, sulfentrazone 5%, adds agricultural agent: di-2-ethylhexylphosphine oxide bitter edible plant sodium sulfonate 6%, sodium lignin sulfonate 5%, blending and mixing, and constantly kaolin is added in whipping process, make whole mixture quality ratio reach 100%, and according to general step, form diflufenican, sulfentrazone mixing quality than the wettable powdery mixed herbicide being 75%.
Embodiment 2
Preparation production method conveniently, measure with the mixed herbicide mass percent finally obtained, get diflufenican 15%, sulfentrazone 5%, add agricultural agent: alkylphenol polyoxyethylene 3%, castor oil polyoxyethylene ether 2%, xanthans 0.1%, dimethylbenzene 20%, ethylene glycol 5%, blending and mixing, and constantly water is added in whipping process, make whole mixture quality ratio reach 100%, and according to general step, form diflufenican, sulfentrazone mixing quality than the water and milk shape mixed herbicide being 20%.
Embodiment 3
Preparation production method conveniently, measure with the mixed herbicide mass percent finally obtained, get diflufenican 50%, sulfentrazone 20%, adds agricultural agent: sodium lignin sulfonate 5%, lauryl sulfate 2%, ammonium sulfate 5%, blending and mixing, and constantly kaolin is added in whipping process, make whole mixture quality ratio reach 100%, and according to general step, form diflufenican, sulfentrazone mixing quality mixed herbicide more granular than the aqueous dispersion being 70%.
Embodiment 4
Preparation production method conveniently, measure with the mixed herbicide mass percent finally obtained, get diflufenican 40%, sulfentrazone 10%, add agricultural agent: dioctyl succinate disulfonate acid 0.5%, sodium lignin sulfonate 2.5%, xanthans 0.15%, glycerine 5%, polysiloxanes 0.2%, blending and mixing, and constantly water is added in whipping process, make whole mixture quality ratio reach 100%, and according to general step, form diflufenican, sulfentrazone mixing quality than the suspension mixed herbicide being 50%.
Embodiment 5
Preparation production method conveniently, measure with the mixed herbicide mass percent finally obtained, get diflufenican 60%, sulfentrazone 10%, adds agricultural agent: di-2-ethylhexylphosphine oxide bitter edible plant sodium sulfonate 5%, ammonium sulfate 3%, polyvinyl alcohol 2%, blending and mixing, and constantly kaolin is added in whipping process, make whole mixture quality ratio reach 100%, and according to general step, form diflufenican, sulfentrazone mixing quality mixed herbicide more granular than the aqueous dispersion being 70%.
Embodiment 6
Preparation production method conveniently, measure with the mixed herbicide mass percent finally obtained, get diflufenican 20%, sulfentrazone 5%, adds agricultural agent: calcium dodecyl benzene sulfonate 5%, alkylphenol polyoxyethylene 3%, blending and mixing, and 150# solvent naphtha is constantly added in whipping process, make whole mixture quality ratio reach 100%, and according to general step, form diflufenican, sulfentrazone mixing quality than the creamy mixed herbicide being 25%.
Embodiment 7
Preparation production method conveniently, measure with the mixed herbicide mass percent finally obtained, get diflufenican 5%, sulfentrazone 1%, add agricultural agent: calcium dodecyl benzene sulfonate 5%, castor oil polyoxyethylene ether 5%, 150# solvent naphtha 15%, cyclohexanone 5%, ethylene glycol 5%, blending and mixing, and constantly water is added in whipping process, whole mixture quality ratio is reached to 100%, and according to general step, forms diflufenican, sulfentrazone mixing quality than the microemulsion mixed herbicide being 6%.
Embodiment 8
Preparation production method conveniently, measure with the mixed herbicide mass percent finally obtained, get diflufenican 1%, sulfentrazone 9%, add agricultural agent: methyl naphthalene sulfonic acid sodium formaldehyde contracting thing 6%, polyoxyethylene nonylphenol ether 3%, xanthans 0.3%, propane diols 5%, polysiloxanes 0.2%, blending and mixing, and constantly water is added in whipping process, whole mixture quality ratio is reached to 100%, and according to general step, forms diflufenican, sulfentrazone mixing quality than the suspension mixed herbicide being 10%.
Embodiment 9
1) toxicity determination test
Utilize the preparation of diflufenican (A) and sulfentrazone (B) binary built in embodiment 1 ~ 4, measure its co-toxicity coefficient to Amaranthus retroflexus.
Test method: the seed of quantitative Amaranthus retroflexus is seeded in respectively highly in the Disposable paper cup of 9cm, 12 seeds are sowed in every glass, cultivate in illumination box, when Amaranthus retroflexus grows to 2 leaf phases and 4 leaf phase, make in crawler type the liquid to be measured composition spray spraying each concentration, each process repeats 2 times.Put into illumination box after process to cultivate at 27 DEG C, observe the preventive effect of each process to weeds every 5 days, record dead seedling number and plant height, after 30d, weigh the weeds fresh weight after each process, by the method that the nineteen sixties such as Sun Yunpei propose, calculate its toxicity regression curve and co-toxicity coefficient.Co-toxicity coefficient is greater than 120, shows that two kinds of active principles have synergistic effect, and co-toxicity coefficient is between 80-120, and show that two kinds of active principles are summation action, co-toxicity coefficient is less than 80, shows that two kinds of active principles have antagonism.Measurement result is as shown in table 1.
Table 1 toxicity measurement result
As can be seen from the above table, the co-toxicity coefficient after two kinds of active principles are composite is all greater than 120, illustrates that the present invention has obvious synergistic effect.
2) field control effectiveness test.
Reagent agent:
4 kinds of re-compounded binary herbicides in embodiment 1 ~ 4.
Contrast medicament:
50% diflufenican wetting powder (commercially available, Longdeng Chemical Co Ltd, Jiangsu provides), 40% sulfentrazone suspending agent (commercially available, Suzhou Fu Meishi plant protection Co., Ltd provides).
For studying thing: arbitrary Commercial wheat
Wheat seedling grows fine, robust plant, without other damage by disease and insect
Prevent and kill off object:
Green foxtail, clearvers two kinds of weeds.
Test method:
According to the area of experimental plot, the good various medicament of precise, after being watered dilution, utilizes knapsack sprayer, carries out even spraying, the Fan spray head selecting weed killer herbicide special of spraying.During spraying, liquid be noted evenly to spray application in experimental plot, the spray of anti-Zhiduo County, drain spray phenomenon.
After test, after medicine, 20d, 40d observe weeds death condition respectively, and the activity of weeding of more various medicament.
Embodiments of the invention preparation Herbicidal Testing Trials effect sees the following form 2 (after medicine 20d) and table 3 (after medicine 40d)
Table 2 field control effectiveness test result (after medicine 20d)
Table 3 field control effectiveness test result (after medicine 40d)
By table 2, table 3 is known, and Herbicidal combinations of the present invention has expansion herbicidal spectrum, improves activity of weeding, and has quick-acting and lasting effect.
Table 4 medicament is to the security survey result of crop
As shown in Table 4, the wheat in each process community grows fine, and has no any medicine spot, illustrates that various medicament is all safe to wheat.
Can know; above-described embodiment is only in order to illustrate the illustrative embodiments that inventive principle adopts; but the present invention is not limited only to this; those skilled in the art are not departing under real situation of the present invention; can make various improvement and change, these improve and change and also belong to protection scope of the present invention.

Claims (10)

1. one kind includes the mixed herbicide of diflufenican and sulfentrazone, it is characterized in that: this mixed herbicide with diflufenican and sulfentrazone for principle active component, wherein, the mass ratio of diflufenican and sulfentrazone is 1-70:1-20, and diflufenican and sulfentrazone gross mass mass percent in weed killer herbicide is 6-75%.
2. mixed herbicide according to claim 1, is characterized in that: the mass ratio of diflufenican and sulfentrazone is 15-70:5, and diflufenican and sulfentrazone gross mass mass percent in weed killer herbicide is 20-75%.
3. mixed herbicide according to claim 1, is characterized in that: the mass ratio of diflufenican and sulfentrazone is 50-70:5-20, and diflufenican and sulfentrazone gross mass mass percent in weed killer herbicide is 70-75%.
4. mixed herbicide according to claim 1, is characterized in that: the mass ratio of diflufenican and sulfentrazone is 40-50:10-20, and diflufenican and sulfentrazone gross mass mass percent in weed killer herbicide is 50-70%.
5. mixed herbicide according to claim 1, is characterized in that: the mass ratio of diflufenican and sulfentrazone is 40-70:5-10, and diflufenican and sulfentrazone gross mass mass percent in weed killer herbicide is 50-75%.
6. mixed herbicide according to claim 1, is characterized in that: the mass ratio of diflufenican and sulfentrazone is 15-50:5-20, and diflufenican and sulfentrazone gross mass mass percent in weed killer herbicide is 20-70%; Preferably, the mass ratio of diflufenican and sulfentrazone is 15-40:5-10, and diflufenican and sulfentrazone gross mass mass percent in weed killer herbicide is 20-50%.
7. the mixed herbicide described in any one of claim 1-6, is characterized in that: this mixed herbicide also comprises the agricultural agent that can add in agricultural formulations.
8. mixed herbicide according to claim 7, is characterized in that the formulation of weed killer herbicide is missible oil, suspending agent, aqueous emulsion, microemulsion, wetting powder, water dispersible granules.
9. the preparation method of mixed herbicide described in any one of claim 1-6, it is characterized in that: diflufenican and sulfentrazone are mixed according to both certainty ratios, add agricultural agent, carry out stirring and evenly mixing, form creamy, suspension, water and milk shape, microemulsion, wettable powdery, aqueous dispersion are granular.
10. the mixed herbicide described in any one of claim 1-7 is preventing and kill off the application in wheat paddock in various grass family, sedge family and broad leaved weed.
CN201410497228.6A 2014-09-25 A kind of mixed herbicide including diflufenican and sulfentrazone and preparation method Active CN104304258B (en)

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CN104304258B CN104304258B (en) 2017-01-04

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108432766A (en) * 2018-03-29 2018-08-24 佛山市普尔玛农化有限公司 A kind of herbicide containing benzene flumetsulam and diflufenican
CN109122694A (en) * 2018-11-01 2019-01-04 山东省农业科学院植物保护研究所 A kind of binary herbicidal composition and its preparation and the application of humulone containing quinoline and sulfentrazone
WO2024083834A1 (en) * 2022-10-18 2024-04-25 Upl Mauritius Limited A method of controlling weeds

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1305346A (en) * 1998-06-16 2001-07-25 巴斯福股份公司 Herbicidal mixtures having synergistic effect
CN1332608A (en) * 1998-11-10 2002-01-23 辛根塔参与股份公司 Herbicidal composition

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1305346A (en) * 1998-06-16 2001-07-25 巴斯福股份公司 Herbicidal mixtures having synergistic effect
CN1332608A (en) * 1998-11-10 2002-01-23 辛根塔参与股份公司 Herbicidal composition

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108432766A (en) * 2018-03-29 2018-08-24 佛山市普尔玛农化有限公司 A kind of herbicide containing benzene flumetsulam and diflufenican
CN109122694A (en) * 2018-11-01 2019-01-04 山东省农业科学院植物保护研究所 A kind of binary herbicidal composition and its preparation and the application of humulone containing quinoline and sulfentrazone
WO2024083834A1 (en) * 2022-10-18 2024-04-25 Upl Mauritius Limited A method of controlling weeds

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