CN1528764A - Herbicide O,O-dimethyl-1-(2,4-dichlorphenoxyacethoxy ethyl phosphate ester and weeding composition thereof - Google Patents

Herbicide O,O-dimethyl-1-(2,4-dichlorphenoxyacethoxy ethyl phosphate ester and weeding composition thereof Download PDF

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CN1528764A
CN1528764A CNA2003101112326A CN200310111232A CN1528764A CN 1528764 A CN1528764 A CN 1528764A CN A2003101112326 A CNA2003101112326 A CN A2003101112326A CN 200310111232 A CN200310111232 A CN 200310111232A CN 1528764 A CN1528764 A CN 1528764A
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weeds
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贺红武
谭孝松
王今红
刘钊杰
彭浩
陈婷
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Huazhong Normal University
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Huazhong Normal University
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Abstract

The invention describes a herbicide, O, O-demethyl-1-(2, 4-dichlorophenoxy)ethylphosphate (HW02), processing stems and leaves as well as weeding combination, containing an active compound and a compound selected from the compounds: tribenuron, thifensulfuron, methsulfuron, chlorsulfuron, bensulfuron, isoproturon, fluroxypyr, quinclorac, mefenacet ,alachlor, aetochlor, butachlor and metolachlor. The herbicide and its combination are applied to effectively prevent and cure various weeds in dry land, especially cornfield and rice paddy as well as garden, tea garden and lawn. It also describes their preparation and weed processing method as well as application to processing stems and leaves.

Description

Herbicide O, O-dimethyl-1-(2,4 dichloro benzene oxygen acetoxy) ethyl phosphonate and herbicidal composition thereof
Technical field
The present invention relates to herbicide O, O-dimethyl-1-(2,4-Dichlorophenoxy acetoxyl group) ethyl phosphonate (HW02) and its herbicidal composition, and they handle the field weeding that weedicide is used for gramineous crops such as wheat paddock and/or rice terrace as cauline leaf, and the weeding that is used for tea place, orchard, lawn.
Background technology
The present inventor is in the research in early stage, studied and invented the substituted phenoxyl acetyloxy hydrocarbyl phosphonate category-A (He Hongwu etc. that a class has weeding activity, Chinese invention patent, the patent No.: ZL 97109095.5, international monopoly Main classification number: CO7F 9/38), find that this compounds has all shown weeding activity and plant growth regulating activity preferably on different degree, particularly this compounds has significant inhibitory effect to dicotyledonous and monocotyledonous growth, can be used as the weedicide application and development.And under study for action, the present inventor finds that also this compounds has the good restraining effect to the plant pyruvate dehydrogenase system.Have not yet to see with the pyruvate dehydrogenase system report of the commercialization weedicide that is target.
Category-A
Summary of the invention
The objective of the invention is to further explore the weedicide that exploitation has new texture, new target drone enzyme, provide a class to have the new herbicides of using value and the composition of weedicide thereof.
For the weedicide of development structure novelty, the inventor selects O from the compound with category-A structure, and O-dimethyl-1-(2,4 dichloro benzene oxygen acetoxy) ethyl phosphonate (research and development code name HW02 hereinafter is called HW02) carries out applied research as weedicide.Simultaneously in order to enlarge the herbicidal spectrum of HW02, reduce using dosage, the inventor is on the basis of the research for application and development of HW02, herbicidal composition to HW02 is studied, propose this compound and form, and further study them as the new weeding activity of weedicide application and new range of application as the preparation and the herbicidal composition thereof of weedicide.
The weedicide that is used for the cauline leaf processing of the present invention is the O by formula (1) expression, O-dimethyl-1-(2,4 dichloro benzene oxygen acetoxy) ethyl phosphonate (HW02).
Figure A20031011123200051
The herbicidal formulations that is used for the cauline leaf processing of the present invention is the compound (activeconstituents) by formula (1) expression, with liquid vehicle commonly used on the agricultural, or the missible oil made of solid carrier, other extenders, tensio-active agent, auxiliary or suspension agent, wettable powder, suspension emulsion, its active ingredient accounts for 0.5~95% of herbicidal formulations total mass in the described preparation.Be preferably 1~80%.
The present inventor discovers independent employing active constituent HW02, or above-mentioned herbicidal formulations can the effectively preventing wheat paddock, the weeds of rice terrace, also can be used for preventing and treating the weeds on orchard, tea place, lawn.The consumption of its active constituent HW02 is 0.005~2kg/ha.
Be used for the herbicidal composition that cauline leaf is handled; it is characterized in that comprising HW02 (a) and a kind of following compound (b) that is selected from: 2-[4-methoxyl group-6-methyl isophthalic acid as active ingredient; 3; 5-triazine-2-base (methyl) carbamyl amino-sulfonyl] methyl benzoate (popular name: tribenuron-methyl); 3-(4-methoxyl group-6-methyl isophthalic acid; 3; 5-triazine-2-base carbamyl amino-sulfonyl) thiophene-2-carboxylic acid methyl esters (popular name: thifensulfuronmethyl); 2-[(4-methoxyl group-6-methyl isophthalic acid; 3; 5-triazine-2-yl) ureido sulfuryl] methyl benzoate (popular name: metsulfuronmethyl); 1-(2-chloro-phenyl-sulphonyl)-3-(4-methoxyl group-6-methyl isophthalic acid; 3; 5-triazine-2-yl) urea (popular name: chlorine sulphur is grand); 2-[[(4; 6-dimethoxypyridin-2-yl) amino carbonyl amino] the alkylsulfonyl methyl] methyl benzoate (popular name: benbbensulfuronmethyl); 3-(4-isopropyl phenyl)-1; 1-dimethyl urea (popular name: isoproturon); 4-amino-3; 5-two chloro-6-fluoro-pyridine-2-fluoroacetic acid (popular names: fluroxypyr); 3; 7-two chloro-8-Quinoline Carboxylic Acid (popular names: quinclorac); 2-[4-morpholinodithio-2-base oxygen-N-exalgine (popular name: mefenacet); alpha-chloro-2 '; 6 '-diethyl-N-methoxymethyl acetanilide N (popular name: alachlor); 2 '-ethyl-6 '-methyl-N-(ethoxyl methyl)-2-chloro acetanilide (popular name: acetochlor); N-fourth oxygen methyl-α-chloro-2 '; 6 '-the diethyl acetanilide N (popular name: Butachlor technical 92), 2-ethyl-6-methyl-N-(1 '-methyl-2 '-methoxyethyl) chloro acetanilide (popular name: metolachlor).Component in the said composition (a) is 1: 0.001~100 with the weight ratio of component (b).
Described weeding said composition goes up liquid vehicle commonly used with agricultural, or solid carrier, other extenders, tensio-active agent, auxiliary make herbicidal composition preparation missible oil or suspension agent, wettable powder, suspension emulsion,
This herbicidal composition and herbicidal composition preparation can the effectively preventing wheat paddocks, the weeds of rice terrace, also can be used for preventing and treating the weeds on orchard, tea place, lawn.Its consumption is that total consumption of component (a) and component (b) is 0.005~2kg/ha
The present inventor also finds, compares with the situation that above-mentioned active constituent uses separately, and the weeding activity of herbicidal composition of the present invention increases synergistically.Therefore, they can reduce amount of application, and widen and kill the grass spectrum, and can optionally prevent and treat various weeds, adopt particularly that active constituent HW02 and tribenuron-methyl, metsulfuronmethyl, chlorine sulphur swell, the weeds of the mixture of thifensulfuronmethyl, isoproturon in all can the effectively preventing wheat paddock; But the weeds in the equal effectively preventing rice terrace of the mixture that adopts active constituent HW02 and benbbensulfuronmethyl, quinclorac, mefenacet, fluroxypyr, isoproturon, Butachlor technical 92; The weeds of adopting active constituent HW02 and alachlor, acetochlor, Butachlor technical 92, metolachlor or above-mentioned other weedicide can effectively prevent and kill off orchard, tea place bare place, in addition, adopt the mixture of active constituent HW02 and the fluroxypyr weeds in can the effectively preventing Gramineae lawn.
But weedicide provided by the invention and herbicidal formulations, herbicidal composition and the various weeds of herbicidal composition preparation effectively preventing, simultaneously crop had selectivity, can the effectively preventing wheat paddock and/or the main weeds of rice terrace, also can prevent and treat orchard, tea place and/or be main weeds in the lawn of level ground grass with the grass.
For example, the dicotyledons that can effectively prevent and treat is: veronica Veronica didyma Tenore, Tender Catchweed Bedstraw Herb Galiumaparine L.Var.tenerum (Gren.Et Godr) Rc bb; Shepherd's purse Capsella bursa-pastoris (L.) Medic; Descurainia sophia (l.) webb ex prantl Descurainia Sophia (L.) Schur; Chickweed Stellaria media (L.) Cyr.; Ox chickweed Mala chiumaquaticnm (L.) Fries; Lamb's-quarters Chen opodium album (L.); Herba Trigonotidis peduncularis Trigonotis peduncularis (TreV.) Benth; Herba Viviae Sativae Vicia sativa L.; Lyrate hemistepta herb Hemistepta lyrata Bge; Herb of Common Nipplewort Lapsana apoqonoidesMaxim; Carolina Cranesbill Herb Geranium Carolinianum L.; Benbie Lamium amplexi-caule L.; Rape Brassica napus L. or Brassica canpestris (April is climing); Three-coloured amaranth Amaranthus retroflerus L.; Purslane Portulaca oleracea; Piemarker Abutilon theophrasti; Amaranthus retroflexus Amaran thus retroflexus; Pharbitis nilChoisy Ipomoea heperacea; Europe sinapsis alba Sinapis alba; Setose thistle Cirsium japonicum DC; Field thistle Cephalanoplos segetum; Root of bidentate achyranthes Achyranthes bidentata Bl.; Herba Acalyphae Acalypha australis L.; Bird sword certain kind of berries Cayratiajoponica; Mock-strawberry Duchesen indica Focke; Humulus grass Humulus scandens Merr (hemp scale); Herba Oxalidis Corniculatae Oxalis eornidilta; Re-pack and return Polygonum perfoliatum L.; Mazus japonicus Mazusjaponicus; Bitter duty physalis angulata; Rhizoma Cyperi Cyperus rotundus; Wild crowndaisy chrysanthemum (wild pool wormwood artemisia another name) Erigeronbonariensis; Sweet wormwood Artemisia annua; Armstrong Polygonum aviculare; Herba Kummerowiae Striatae Kummerowia striata; Carpet weed Molliugo pentaphylla; Wild amaranth Amaranthus viridis; Eclipta prostrata Eclipta prostrata; Pale persicaria Polygonum lapathifolium; Horseweed Herb Conyza canadensis; Herba Erigerontis Annui Erigeron annuus; Clover Medicago sativa; Herba Polygoni Amphibii Polygonum amphibium; Argy wormwood Artemisia vulgaris; Mexicana Rotalaindica; Procumbent Falsepimpernel Lindernia procumbens; Water peanut Alternanthera philoxeroides; Recessed amaranth Amaranthus ascendens.
Monocotyledon weed has: barnyard grass grass Echinochloa crusgalli Beava; Lady's-grass Digitaria Sanguinalis scop; Amur foxtail Alopecurus aequalis; Japan amur foxtail Alopecurus japonicus steud; Herba Setariae Viridis Setariaviridis; Bermuda grass Cynodon dactylon; Herba Eleusines Indicae Eleusine indica; Semen Euphorbiae Leptochloa chinesis; Hispid arthraxon Arthraxon hispidus; Yard grass Eleusine indica; Cogongrass grass Imperata cyllndrlca; Herba Cyperi Difformis Cyperus difformis; Spit Mi Shacao Cyperus iria; Shortleaf Kyllinga Herb Kyllinga brevifolia; Annual bluegrass Poa cnnua; Sheathed Monochoria Monochoria vaginalis; Herba potamogetonis distincti Potamogeton distinctus; Short arrowhead Sagittaria pygmaea; Herba Caricis Phacotae (spitting Mi Shacao) Cyperus iria; Herba Eleocharitis acicularis Eleocharis yokoscensis; Rise lady's-grass Digitariaadscendens; Meadow pine Equisetum arvenense.
In the present invention, though according to the weeds of required control, the position of using is different with condition and other factors, and component (a) can change to some extent with the ratio of mixture of component (b), it normally by weight 1: 0.001 to 100 scope.
Herbicidal composition of the present invention can be that the form of missible oil, wettable powder or suspension agent is used usually with the preparation, also can be used as suspension emulsion uses, above-mentioned preparation can be by mixing active ingredient with liquid vehicle, solid carrier or other extender, if desired, in this mixture, add tensio-active agent or other auxiliary and prepare.In such preparation, component (a) is 0.5~95% of a total mass with the common content of component (b), preferred 1~80%.
The liquid vehicle that is used in the preparation can comprise water, methyl alcohol, ethanol, acetone, butanone, methylethylketone, ring ethyl ketone, toluene, dimethylbenzene, ethylbenzene, methylnaphthalene, hexane, hexanaphthene, kerosene, ethyl acetate, butylacetate, acetonitrile, isopropyl cyanide, diox, diisopropyl ether, dimethyl formamide, N,N-DIMETHYLACETAMIDE and methylene dichloride, ethylene dichloride, trieline.
Solid carrier comprises diatomite, wilkinite, kaolinite, talcum, gac, white carbon black and other inorganic mineral, flint, the lime carbonate of following fine powder or particle form; Tensio-active agent or wetting agent can be selected the mixture of the suitable nonionic with well emulsify, dispersion and wet characteristic, positively charged ion and/or anion surfactant, for example: alkyl sulfonates, the alkyl sulfuric ester class, the alkylaryl sulphonate class, alkylaryl ethers and polyoxyethylene deriv class thereof, the polyoxyethylene glycol ethers, polyol ester class and sugar alcohol derivant.
Other auxiliary comprises tackiness agent and dispersion agent, as gelatin, flour starch, derivatived cellulose, lignin derivative, montmorillonite and synthetic polymer polyvinyl alcohol, polyacrylic acid etc., and stablizer PAP (acid p isopropylbenzoic acid base ester), BHT (2,6 di tert butyl 4 methyl phenol), BHA (2-/3-tertiary butyl-4-methoxyphenol), vegetables oil, mineral oil, lipid acid and fatty acid ester.
The present composition can also use above-mentioned processing technology, after activeconstituents being mixed in other preparation of branch, more such preparation is mixed and prepares.
Weedicide of the present invention that is processed into thus and herbicidal composition can former state be applied to plant, or are used for plant after water or other solvent cut, and weedicide of the present invention and herbicidal composition can also be used to mixing with other weedicide.In this case, the expection weeding activity can increase.Weedicide of the present invention and its herbicidal composition can also be used to using with sterilant, bactericide, plant-growth regulator, fertilizer, soil redeposition or other medicament.
Though the amount of application of weedicide of the present invention and herbicidal composition thereof can because of as ratio of mixture, weather condition, preparation type, time of application, the application process of the component (a) of activeconstituents and component (b), use the place and will and need the different of crop of protection change with the weeds of need control; but it is 0.005~2kg/ha in per hectare active compound component total amount normally, is preferably 0.008~1kg/ha.Under the situation of missible oil, wettable powder, suspension agent or other similar formulations, they are normally with its predetermined amount, with the per hectare water consumption are to use after 100 to 1000 liters the dilution proportion.
Embodiment
Preferred preparation is composed as follows:
The %=mass percent; Composition is represented the weedicide in component (a) and the component (b) and is selectively added required tackiness agent, stablizer or other relevant auxiliary agent etc.
Missible oil:
Active ingredient HW02 or composition 1~90%, preferred 5~40%
Tensio-active agent 1~30%, preferred 10~20%
Liquid carrier 5~94%, preferred 40~85%
Wettable powder:
Composition 0.5~90%, preferred 1~80%
Tensio-active agent 0.5~20%, preferred 1~15%
Solid carrier 9~98%, preferred 18~95%
Suspension agent:
Composition 1~90%, preferred 10~50%
Tensio-active agent 1~30%; Preferred 5~20%
Liquid is cut out body 5~94%, preferred 40~85%
Suspension emulsion:
Composition 1~90%, preferred 5~50%
Tensio-active agent 1~30%, preferred 10~20%
Liquid vehicle 5~94%, preferred 40~85%
Below will explain the present invention by following non-limiting example, only the present invention will be described for these embodiment, rather than limit the invention.
Example of formulations A:
Table 1 missible oil embodiment A 1~5
A-1?????A-2?????A-3?????A-4?????A-5
Active ingredient HW02 15% 18% 20% 25% 30%
Dodecyl phenenyl sulfate 8% 10% 12%
Tween 12.5% 15%
Ethylene glycol 2% 3%
Polyoxyethylene glycol phenolic group phosphoric acid ester 4% 2%
Dimethyl formamide 67.5%
Acetone 10%
C 9~C 12Aromatic hydrocarbons mixture 60% 68%
Dimethylbenzene 15% 51% 52%
With above-mentioned enriched material dilute with water, can prepare required concentration arbitrarily.
Table 2 missible oil embodiment A 6~A9
A-6??????A-7??????A-8???????A-9
Composition 5% 10% 25% 50%
Sodium dodecylbenzene sulfonate 6% 8% 10% 12%
Polyglycol ether 4% 2%
GREMAPHOR GS32 4%
Ring ethyl ketone 10% 20%
C 7~C 12Aromatic hydrocarbons mixture 85% 78% 55% 16%
Above-mentioned enriched material dilute with water can be prepared required concentration arbitrarily.
Table 3 wettable powder embodiment A 10~13
A-10?????A-11?????A-12??????A-13
Composition 5% 25% 40% 80%
Sodium lignosulfonate 2% 3%
Sodium Lauryl Sulphate BP/USP 3% 4% 4%
Diisobutyl benzene sulfonic acid sodium salt 5% 5% 6%
Octyl phenol polyglycol ether (7~8ml EO) 1% 2%
Polymolecularity silicic acid 1% 2% 3% 10%
Kaolin 88% 62% 49%
Compound and auxiliary agent thorough mixing are also ground this mixture to obtain wettable powder in the grinding machine that is fit to, this pulvis dilutable water obtains the suspension agent of any desired concn.
Table 4 suspension emulsion embodiment A 14~17
A-14?????A-15?????A-16????A-17
Composition 20% 30% 40% 46%
Alkyl naphthalene sulfonic acid hydrochlorate 8% 10%
Polyoxyethylene glycol phenolic group ether phosphate 2% 1%
Ethylene glycol 3%
Tween 10% 10%
Mineral thickener 1% 2%
Macromolecule thickener 1% 1% 2%
Above-mentioned various starting material are mixed through processing,, and make suspension emulsion as the emulsification of the levigate of solid materials and oily material.The another kind of preparation method that another kind is suitable for suspension emulsion of the present invention prepares suspension agent and emulsion respectively, then according to mixed.Also can be prepared as suspension agent earlier in addition, then with crude oil, emulsifying agent and various other auxiliary agent with the direct emulsification of high speed agitator in suspension agent, usually advantageously with the weedicide branch of different activities composition
Do not make preparation, and then directly be mixed and made into Herbicidal mixtures, can before using, just in water, directly mix the back in " bucket mixes " mode yet and use according to required blended ratio.
Embodiment 18:
75% the tribenuron-methyl of getting the missible oil 90g of 25% HW02 and 0.4g is done outstanding agent and is stirred, and just can obtain 25.2% composite weedicide for use.
Embodiment 19:
75% the isoproturon wettable powder of getting the missible oil 75g of 20% HW02 and 35g fully stirs, and just can obtain 41% composite weedicide for use.
Embodiment 20:
Get the missible oil 60g of 25% HW02 and 10% metsulfuronmethyl wettable powder 4g and fully stir, just can obtain 24% composite weedicide for use.
Embodiment 21:
Get the missible oil 50g of 30% HW02 and 20% fluroxypyr missible oil 30g and stir fully, just can obtain 26% composite weedicide for use.
Embodiment 22:
After the missible oil 37.5g of 40% HW02 and 50% acetochlor ec 30g stir, can obtain 44% composite weedicide for use.
Embodiment 23:
The wettable powder 10g of the missible oil 90g of 25% HW02 and 50% quinclorac can obtain 27.5% composite weedicide for use after mixing fully.
Embodiment 24:
The wettable powder 26g of the missible oil 100g of 30% HW02 and 10% benbbensulfuronmethyl can obtain 25% composite weedicide for use after mixing fully.
Compound of the present invention and composition thereof are applicable to that agricultural goes up using method commonly used, comprise preemergence application, postemergence application, but postemergence application more is better than preemergence application in effect and security.Being described in the following examples of the selective herbicidal effect illustrative of compound of the present invention and composition thereof.
Experimental example B
The judgement criteria of weeding activity is: active 100% is that plant death or growth are suppressed fully, and active 0% for there not being the plant poisoning effect; When crop was not observed obvious poisoning, poisoning was designated as " not having injury "; When observing low poisoning, be designated as " low "; When observing the moderate poisoning, be designated as " in "; Maybe when observing the poisoning of height, be designated as height.
Embodiment B 1
With test plants under greenhouse experiment, in being the plastic tub of growth medium, cultivates in the standard soil of being equipped with, after emerging, until reaching postemergence application during the phase, the cream preparation (by embodiment A-3 preparation) of HW02 is distinguished dilute with water with its predetermined dose, use little atomizer, with each diluent even spraying on test plant, test assessment carried out after 2~4 weeks, checked weeding activity according to above-mentioned standard, the results are shown in table 5.
The weeding activity of table 5 HW02
Main weeds in the wheat dry land can be by the The compounds of this invention effectively preventing.
Embodiment B 2 (seedling aftertreatment)
Select representative farmland is the experimental plot piece with bare place unusedly, to the various weeds that grown up to in the field, the cream preparation (by embodiment A-2 preparation) of selecting HW02 for use is with its predetermined dosage, the difference dilute with water, use knapsack sprayer, on test plant, test assessment carried out after 1~2 week with each diluent even spraying, and it the results are shown in table 6.
The weeding activity of table 6 HW02
Controlling weeds Dosage g/ mu % is imitated in (strain) control Controlling weeds Dosage g/ mu % is imitated in (strain) control
7 days 15 days 7 days 15 days
The crow sword certain kind of berries ????32 ????21 ????18 ????100?????100 ????100?????100 ????76.9????61.5 The root of bidentate achyranthes ????25 ????21 ????18 ????100????100 ????100????100 ????20?????20
Herba Acalyphae ????21 ????18 ????100?????81.8 ????95.5????95.2 Shepherd's purse ????21 ????18 ????100????100 ????90?????100
Mock-strawberry ????32 ????100?????100 Mazus japonicus ????32 ????100????100
The edible wild herbs lotus ????32 ????92.9????100 Bitter duty ????32 ????100????100
The humulus grass ????25 ????18 ????100?????100 ????71.4????71.4 Re-pack and return ????25 ????100????100
Rhizoma Cyperi ????25 ????100????100
Field thistle ????25 ????100?????100 Wild pool wormwood artemisia ????18 ????100????84.6
Summer the branch amaranth ????18 ????100?????76.9 Wild crowndaisy chrysanthemum ????18 ????100????84.6
Herba Setariae Viridis ????32 ????50??????50 Herba Oxalidis Corniculatae ????32 ????52.2???56.5
Bermuda grass ????32 ????0???????0
Embodiment B 3~10
Under greenhouse experiment, with test plants sowing in the standard soil of being equipped with is the plastics casing of growth medium, cultivate emerge after, until reaching postemergence application during the phase, result according to shaker test, determine the amount of application of following test, and with the weedicide for preparing or Herbicidal mixtures with predetermined dosage dilute with water respectively, with little atomizer with each diluent even spraying on test plant, test assessment carried out after 2~4 weeks, the weeding activity of being checked the results are shown in table 7, table 8, table 9, table 10, table 11, table 12, table 13, table 14.
Table 7 Embodiment B 3 (seedling aftertreatment)
Weedicide and composition Dosage Weeding activity (inhibiting rate %) Poisoning Compound method
Lead a cow Three-coloured amaranth Wheat
G/ mu ????g/ha 15 days 15 days 15 days
??HW02 ????30 ????450 ????100 ????98 There is not injury Embodiment A-4
Tribenuron-methyl ????1.2 ????18 ????1.9 ????97 There is not injury It is suspension agent with dilution that the tribenuron-methyl of purchase 75% is done outstanding agent
The HW02+ tribenuron-methyl ????15+0.6 ????225+9 ????100 ????99 There is not injury Method with reference to embodiment 18
????225+0.3 ????337.5+4.5 ????100 ????100 There is not injury
Table 8 Embodiment B 4 (seedling aftertreatment)
Weedicide and composition Dosage Inhibiting rate % to weeds Poisoning Compound method
The barnyard grass grass Lead a cow Wheat
G/ mu ??g/ha 15 days 15 days 15 days
Figure A20031011123200141
Table 9 Embodiment B 5 (seedling aftertreatment)
Weedicide and composition Dosage Inhibiting rate % to weeds Poisoning Compound method
The barnyard grass grass Lead a cow Paddy rice
G/ mu ??g/ha 15 days 15 days 15 days
??HW02 ????30 ??450 ????75% ????100% There is not injury By embodiment A-3 preparation
Isoproturon ????70 ??1050 ????62.5% ????0% There is not injury Prepare with reference to embodiment A-13
The HW02+ isoproturon ????15+35 ??225+525 ????80% ????85.2% There is not injury By embodiment A-19 preparation
Table 10 Embodiment B 6 (seedling aftertreatment)
Weedicide and composition Dosage Inhibiting rate % to weeds Poisoning Compound method
The barnyard grass grass Lead a cow Paddy rice
G/ mu ????g/ha 15 days 15 days 15 days
??HW02 ????30 ????450 ????75% ????100% There is not injury By embodiment A-3 preparation
Mefenacet ????80 ????1200 ????100% ????100% There is not injury Prepare with reference to embodiment A-12
The HW02+ mefenacet ????15+40 ???225+600 ????97.5% ????100% There is not injury By embodiment A-16 preparation
The 7 seedling aftertreatments of table 11 Embodiment B
Weedicide and composition Dosage Inhibiting rate % to weeds Compound method
Lady's-grass The barnyard grass grass Lead a cow
G/ mu ????kg/ha 15 days 15 days 15 days
??HW02 ????30 ????0.45 ??100% ??75% ???100% Prepare according to embodiment A-4
Alachlor ????230 ????3.45 ??37.5% ??55% ???100% Embodiment preparation with reference to table 2
The HW02+ alachlor ????7.5+172.5 ????0.11+2.58 ??100% ??75% ???100% Prepare according to embodiment A-8
Table 12 Embodiment B 8 (seedling aftertreatment)
Weedicide and composition Dosage Inhibiting rate % to weeds Compound method
Lady's-grass The barnyard grass grass Lead a cow
G/ mu ????kg/ha 15 days 15 days 15 days
??HW02 ???30 ????0.45 ??100% ??75% ??100% Prepare according to embodiment A-4
Acetochlor ????125 ???1.87 ????62.5 ????75% ????40% Embodiment preparation with reference to table 2
The HW02+ acetochlor ????15+62.5 ???0.22+0.93 ????100% ????75% ??100% According to embodiment 22 preparations
Table 13 Embodiment B 9 (seedling aftertreatment)
Weedicide and composition Dosage Inhibiting rate % to weeds Compound method
Lady's-grass The barnyard grass grass Lead a cow
G/ mu ????kg/ha 15 days 15 days 15 days
??HW02 ??30 ????0.45 ??100% ??75% ??100% Prepare according to embodiment A-4
Metolachlor ??150 ????2.25 ??100% ??52% ??74% Embodiment preparation with reference to table 2
The HW02+ metolachlor ??15+75 ????0.22+1.1 ??87.5% ??82.5% ??85.6% By embodiment A-9 system system
Table 14 Embodiment B 10 (seedling aftertreatment)
Weedicide and composition Dosage Inhibiting rate % to weeds Compound method
Lady's-grass The barnyard grass grass Lead a cow
G/ mu ????g/ha 15 days 15 days 15 days
??HW02 ??30 ????450 ??100% ??75% ??100% Prepare according to embodiment A-4
Butachlor technical 92 ??80 ????1200 ??90% ??70% ??80% Prepare with reference to table 2 embodiment
The HW02+ Butachlor technical 92 ??15+40 ????220+600 ??100% ??80% ??100% Prepare with reference to example A-8
Embodiment B 11~12
It is the experimental plot piece that selection has the orchard of representing weeds, its weeds kind is mainly gramineous weeds such as lady's-grass, rises lady's-grass, Herba Eleusines Indicae, Herba Setariae Viridis, also have iron amaranth, recessed amaranth, wild pool wormwood artemisia, Eclipta prostrata, pale persicaria, small pod peanut etc. in addition, select weedicide (1) and herbicidal composition thereof for use, by its predetermined dosage dilute with water respectively, with knapsack sprayer with each diluent even spraying on weeds, test assessment was investigated after 1~3 week, the results are shown in table 15, table 16.
Table 15 Embodiment B 11
Weedicide and composition Dosage Herbicidal effect (inhibiting rate % Compound method
G/ mu ????g/ha 10 days 25 days
????HW02 ????30 ????450 ????91.4% ????99.1% Prepare according to embodiment A-4
Figure A20031011123200161
Table 16 Embodiment B 12
Weedicide and composition Dosage Herbicidal effect (inhibiting rate %) Compound method
G/ mu ????g/ha 10 days 25 days
?HW02 ???30 ????450 ????91.4% ????99.1% Prepare according to embodiment A-4
Fluroxypyr ???12 ????180 ????100% ????100% Buy 20% fluroxypyr EC
The HW02+ fluroxypyr ???15+6 ???225+90 ????98.1% ????99.6% According to embodiment 21 preparations
Embodiment B 13~14.
Selecting transfer seedling rice transplanting rice field is the experimental plot piece, and weeds in field is mainly monocotyledon weed barnyard grass grass, short arrowhead, Sheathed Monochoria, Herba Cyperi Difformis, Herba Eleocharitis acicularis etc., also has broadleaf weed such as mexicana and Procumbent Falsepimpernel etc. in addition.Select for use weedicide (1) and herbicidal composition thereof by its predetermined dosage dilute with water respectively, with knapsack sprayer with each diluent even spraying, emptying Tanaka's water layer before the medication, normally covered water after the dispenser in two days, investigate its herbicidal effect in 10 days after the dispenser, the results are shown in table 17, table 18.
Table 17 Embodiment B 13
Figure A20031011123200162
Table 18 Embodiment B 14

Claims (16)

1. be used for the weedicide that cauline leaf is handled, it is characterized in that O, O-dimethyl-1-(2,4 dichloro benzene oxygen acetoxy) ethyl phosphonate by formula (1) expression.
2. the described herbicide applications of claim 1 is characterized in that being used to prevent and treat wheat paddock and/or paddy field weed, and its consumption is 0.005~2kg/ha.。
3. the described herbicide applications of claim 1 is characterized in that being used to prevent and kill off the various weeds in orchard, tea place, and its consumption is 0.005~2kg/ha.。
4. the described herbicide applications of claim 1 is characterized in that being used for preventing and treating the weeds of Gramineae lawn, and its consumption is 0.005~2kg/ha.
5. be used for the herbicidal formulations that cauline leaf is handled, it is characterized in that with compound being that activeconstituents is gone up liquid vehicle commonly used with agricultural by claim 1 formula (1) expression, or the missible oil made of solid carrier, other extenders, tensio-active agent, auxiliary or suspension agent, wettable powder, suspension emulsion, its active ingredient accounts for 0.5~95% of herbicidal formulations total mass.
6. the application of the described herbicidal formulations of claim 5 is characterized in that being used to prevent and treat wheat paddock and/or paddy field weed, and its consumption is that the compound of formula (1) expression is 0.005~2kg/ha.
7. the application of the described herbicidal formulations of claim 5 is characterized in that being used to prevent and kill off the various weeds in orchard, tea place, and its consumption is that the compound of formula (1) expression is 0.005~2kg/ha.
8. the application of the described herbicidal formulations of claim 5 is characterized in that being used for preventing and treating the weeds of Gramineae lawn, and its consumption is that the compound of formula (1) expression is 0.005~2kg/ha.
9. be used for the herbicidal composition that cauline leaf is handled; it is characterized in that comprising compound (a) and a kind of following compound (b) that is selected from: 2-[4-methoxyl group-6-methyl isophthalic acid as claim 1 formula (1) of activeconstituents; 3; 5-triazine-2-base (methyl) carbamyl amino-sulfonyl] methyl benzoate is tribenuron-methyl; 3-(4-methoxyl group-6-methyl isophthalic acid; 3; 5-triazine-2-base ammonia 1 basic formamido group alkylsulfonyl) the thiophene-2-carboxylic acid methyl esters is a thifensulfuronmethyl; 2-[(4-methoxyl group-6-methyl isophthalic acid; 3; 5-triazine-2-yl) ureido sulfuryl] methyl benzoate is metsulfuronmethyl; 1-(2-chloro-phenyl-sulphonyl)-3-(4-methoxyl group-6-methyl isophthalic acid; 3; 5-triazine-2-yl) urea is that chlorine sulphur is grand; 2-[[(4; 6-dimethoxypyridin-2-yl) amino carbonyl amino] the alkylsulfonyl methyl] methyl benzoate is benbbensulfuronmethyl; 3-(4-isopropyl phenyl)-1; the 1-dimethyl urea is an isoproturon; 4-amino-3; chloro-6-fluoro-pyridine-the 2-fluoroacetic acid is a fluroxypyr to 5-two; 3; 7-two chloro-8-Quinoline Carboxylic Acids are quinclorac; 2-[4-morpholinodithio-oxygen-the N-exalgine is a mefenacet to the 2-base; alpha-chloro-2 '; 6 '-diethyl-N-methoxymethyl acetanilide N is an alachlor; 2 '-ethyl-6 '-methyl-N-(ethoxyl methyl)-2-chloro acetanilide is an acetochlor; N-fourth oxygen methyl-α-chloro-2 '; 6 '-the diethyl acetanilide N is a Butachlor technical 92; 2-ethyl-6-methyl-N-(1 '-methyl-2 '-methoxyethyl) chloro acetanilide is metolachlor, component in the composition (a) is 1: 0.001~100 with the weight ratio of component (b).
10. the application of the described herbicidal composition of claim 9 is characterized in that being used to prevent and treat wheat paddock and/or paddy field weed, and its consumption is that total consumption of component (a) and component (b) is 0.005~2kg/ha.
11. the application of the described herbicidal composition of claim 9 is characterized in that being used to prevent and kill off the various weeds in orchard, tea place, its consumption is a component (a) and total consumption of component (b) is 0.005~2kg/ha.
12. the application of the described composition of claim 9 is characterized in that being used for preventing and treating the weeds of Gramineae lawn.Its consumption is that total consumption of component (a) and component (b) is 0.005~2kg/ha.
13. be used for the herbicidal composition preparation that cauline leaf is handled, it is characterized in that by described herbicidal composition of claim 9 and agricultural go up liquid vehicle commonly used or solid carrier, other extenders, tensio-active agent, auxiliary is made the herbicidal composition preparation, its composite preparation is a missible oil, or suspension agent, wettable powder, suspension emulsion, component (a) accounts for 0.5~95% of herbicidal composition preparation total mass with the total amount of component (b).
14. the application of the described herbicidal composition preparation of claim 13 is characterized in that being used to prevent and treat wheat paddock and/or paddy field weed, its consumption is that total consumption of component (a) and component (b) is 0.005~2kg/ha.
15. the application of the described herbicidal composition preparation of claim 13 is characterized in that being used to prevent and kill off the various weeds in orchard, tea place, its consumption is a component (a) and total consumption of component (b) is 0.005~2kg/ha.
16. the application of the described composite preparation of claim 13 is characterized in that being used for preventing and treating the weeds of Gramineae lawn.Its consumption is that total consumption of component (a) and component (b) is 0.005~2kg/ha.
CNA2003101112326A 2003-10-14 2003-10-14 Herbicide O,O-dimethyl-1-(2,4-dichlorphenoxyacethoxy ethyl phosphate ester and weeding composition thereof Pending CN1528764A (en)

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CN100375748C (en) * 2005-04-26 2008-03-19 华中师范大学 Substituted phenoxy-acetoxy-aromatic heterocyclic radical-alkyl ester phisphinic acid possessing bactericidal and herbicidal activity, and preparation
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CN100375748C (en) * 2005-04-26 2008-03-19 华中师范大学 Substituted phenoxy-acetoxy-aromatic heterocyclic radical-alkyl ester phisphinic acid possessing bactericidal and herbicidal activity, and preparation
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CN102578142A (en) * 2012-01-16 2012-07-18 华中师范大学 Binary compound herbicide in wheat field and using method thereof
CN104098603A (en) * 2013-04-02 2014-10-15 华中师范大学 O, O-dialkyl-alpha-(substituted phenoxybutyryloxy)alkyl phosphonate with herbicidal activity and preparation method thereof
CN104098603B (en) * 2013-04-02 2016-08-17 华中师范大学 There is the O of activity of weeding, O-dialkyl group-α-(substituted benzene oxygen butyryl acyloxy) alkyl phosphonate and preparation method
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CN110934149B (en) * 2018-09-21 2021-03-02 华中师范大学 Microemulsion preparation containing glyphosate herbicide and preparation method and application thereof
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CN115152785B (en) * 2022-08-08 2023-08-04 河南省农业科学院植物保护研究所 Weeding composition containing chloracyl phosphinate for alfalfa fields

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