CN1112390A - Synergist for inhibiting growth of undesirable plants in culture of rice - Google Patents

Synergist for inhibiting growth of undesirable plants in culture of rice Download PDF

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Publication number
CN1112390A
CN1112390A CN94120076A CN94120076A CN1112390A CN 1112390 A CN1112390 A CN 1112390A CN 94120076 A CN94120076 A CN 94120076A CN 94120076 A CN94120076 A CN 94120076A CN 1112390 A CN1112390 A CN 1112390A
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alkoxyl
weed killer
formula
alkyl
halogen
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CN1239078C (en
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H-H·舒伯特
T·纳卡耶马
K·鲍俄
H·比林戈
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Bayer CropScience AG
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Hoechst Schering Agrevo GmbH
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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N47/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/28Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/36Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N47/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/28Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/34Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the groups, e.g. biuret; Thio analogues thereof; Urea-aldehyde condensation products

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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)
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  • General Health & Medical Sciences (AREA)
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Abstract

The invention relates to a herbicide including substituted N-phenoxyl sulfonyl-N 1-(4, 6-double substituted pyrimidine-2-radical)-carbamide, 2-fluorine, and 4-cyan phenoxyphenoxy propionate, and having cooperation (synergistic) function when one or a plurality of rice herbicide(s) is (are) required.

Description

Synergist for inhibiting growth of undesirable plants in culture of rice
The invention belongs to the plant protection product field that can be used to eliminate unifacial leaf and broadleaf weed.German patent application P 3816704.2(EP-A-0342569) .P 3816703.4(EP-A-0342568) and P 3909053.1(EP-A-0388771) the phenoxy group sulfonylureas of the heterocyclic substituted that can be used to eliminate multiple unifacial leaf and broadleaf weed disclosed.They promptly can also can be used on the leaf as the Herbicidal agent, and have also shown extra high selectivity in unifacial leaf crops such as cereal, corn and paddy rice.
P3933543.7 and P4031799.4 and P4209475.5 disclose the composition that the main injurious weed of cereal and paddy rice is had the Herbicidal synergistic effect.
Yet, in paddy rice, there are some very important economically monocotyledon weeds can not remove in the best way with above-mentioned composition itself, for example Cyperus, arrowhead genus, Eleocharis, sugarcane grass belong to as spending evening, the barnyard grass grass belongs to or the like.
Present available biological test is identified herbicidal active compounds surprisingly, when they and above-mentioned individualized compound use jointly herbicidal effect is had very obvious synergistic effect, thereby has surpassed the known composition by P 3933543.7 and P 4209475.5.
Theme of the present invention is a weed killer herbicide, it is characterized in that containing effective dose
A) the compound or its salt class of general formula (I)
Figure 941200760_IMG4
In the formula
a 1) R 1For ethyoxyl, propoxyl group or isopropoxy and
R 2Be halogen, NO 2, CF 3, CN, C 1-C 4Alkyl, C 1-C 4Alkoxyl, C 1-C 4Alkylthio or (C 1-C 4-alkoxyl)-carbonyl and
N is 0,1,2 or 3, perhaps
a 2) R 1Halogen, methoxyl group, ethyl or the propyl group on 2 of phenyl always,
R 2Be (the C on 6 in the benzene village 1-C 4Alkoxyl) and n=1
And at a 1) and a 2) all situations under
R 3Be hydrogen, saturated or undersaturated C 1-C 8-alkyl or C 1-C 4Alkoxyl,
R 4, R 5Be hydrogen, halogen, C independently of one another 1-C 4Alkyl, C 1-C 4Alkoxyl, C 1-C 4Alkylthio, wherein back three substituting groups are not replace or by halogen, C 1-C 4Alkoxyl or C 1-C 4-alkylthio replaces,
Y be O or S and
E is CH or N,
And contain the formula II compound (DEH-112,2-fluoro-4-cyano-benzene oxygen phenoxypropionic acid ester, B) or its esters,
Figure 941200760_IMG5
R in the formula 6Be hydrogen or (C 1-C 6)-alkyl.
Can use the component of the known water rice herbicides of one or more different types of structure when needing as other.What Special Significance was arranged is sulfonylureas, urea, acid amides, cyclohexanedione, thiocarbamate or chloracetanilide.
The special case of following compounds as this combination proposed, but not limited:
C1,AC-014
C2,Anilofos
C3, bentazon
C4,Bensulfuron-Methyl
C5,Benzofenap
C6,Bromobutide
C7, Machete
C8,Butenachloz
C9,Cinmethylin
C10,Cinosulfuron
C11, α-chloro-N-(3-methoxyl group-2-thienyl)-methyl-2 ', 6 '-dimythyl acetanilide (NKS-850)
C12, Daimuron(1-(1-methyl isophthalic acid-phenethyl)-and 3-is right-tolyl urea)
C13,1-diethylamino formyl-3-(2,4,6-trimethylbenzene sulfonyl-1,2,4-triazole (CH-900)
C14,Dimepiperate
C15, penta Kusatsu
C16,Dithiopyr
C17,DPX-47
C18,Esprocarb
C19,4-ethoxy benzene-2 ', 3 '-dihydro chlorine anilide (HW-52)
C20, Fenoxaprop-ethyl or Fenoxaprop-P-ethyl
C21,Imazosulfuron
C22, JC-940(1-(2-benzyl chloride base)-3-(a, the a-dimethyl benzyl)-urea
C23,MCPB
C24,Mefenacet
C25,Molinate
C26, the naphthoxy Phenylpropionamide
C27,Piperophos
C28,Pretilachlor
C29, Stam F-34
C30,Pyrazosulfuron-ethyl
C31,Pyrazoxyfen
C32,Pyrazolate
C33,Quinchlorac
C34, symetryne
C35,Sulcotrione(Chlormesulone,ICI-A0051)
C36,Thiobencarb
C37,2,4-D
Also other rice herbicide and composition of the present invention can be used jointly.
Compd A is disclosed by the described German patent application of beginning.The compound of formula B is disclosed by European patent application EP 0302203.
In the described formula of compd A and B, do not specify its stereochemical structure.Have stereoisomer as possible, this formula promptly comprises all geometric isomers, enantiomer and diastereoisomer and their mixture.
Compound D PX-47=DPX-A8947, N-(((4-6-dimethoxypyridin-2-yl)-amino carboxyl)-1-methyl-4-(2-methyl-2H-tetrazolium-5-yl)-structural formula of 1-H-pyrazoles-5-sulfonamide is as follows:
Compd A C-014,1-(2-(cyclopropyl carbonyl phenyl)-and sulfonyl (Sulfomoyl)-3-(4,6-dimethoxy-pyrimidine-2-base) structural formula of urea is:
This formula is open by the US patent 5,009,699 of 90.6.22.
Compound JC940 is disclosed by Japanese patent application J-60087254.
Compound I mazosulfuron(TH-913) see example 1 by patent application EP-A-0238070() disclosed.
Compound N SK-850(α-chloro-N-(3-methoxyl group-2-thienyl)-methyl-2 ', 6 '-dimethylated phenyl methyl ketone amine) by M.Ogasawara etc. in " Weed Research " (Tokyo), 1989, the 131-137 page or leaf is disclosed.
Compound H W-52(4-ethoxybenzene-2,3-dihydro chlorine anilide) by N.Ichizen etc. in " Weed Research " (Tokyo), 1990, the 261-267 page or leaf is disclosed.
Compound C H-900(1-diethylamino formoxyl-3-(2,4,6-trimethylphenyl sulfonyl)-1,2, the 4-triazole) described by EP-332133.
Compound S ulcotrione(Chlosmesulone, 2-(2-chloro-4-mesyl benzoyl)-thiacyclohexane-1, the 3-diketone) see 13 pages of compound 51A by EP 0298680() open.Other compound of C class is described in " The PesticideManual ", Bntish Crop Protection Council, and the 9th edition, in 1991.
The weed killer herbicide of the present invention that particularly importantly contains formula (I) compound or its salt is in the formula
a 1) R 1For ethyoxyl, propoxyl group or isopropoxy and
R 2Be positioned on 6, implication with aforementioned and
N be 0 or 1 or
At a 1) and a 2) under all situations
R 3Be hydrogen, C 1-C 4Alkyl, particularly hydrogen or methyl,
R 4, R 5Be halogen, C 1-C 4Alkyl, C 1-C 4Alkoxyl or C 1-C 4Alkylthio, wherein back three substituting groups are not replace or by halogen, C 1-C 4Alkoxyl or C 1-C 4What alkylthio replaced,
Y be O and
E is CH.
Saturated or unsaturated alkyl and alkoxyl refer to the alkyl and the alkoxyl that are equivalent to straight chain or side chain is arranged, and halogen refers to F, Cl, Br and I, preferred F and Cl.
The compound of formula (I) can form salt, wherein-and SO 2The hydrogen of-NH group is replaced by a cation that is suitable for agricultural.This salt is generally slaine, and particularly alkali metal salt, alkali salt are alkylating ammonium salt or organic amine salt when needing.
Preferred weed killer herbicide contains that one or more compound is as compd A among formula A1, A2 and the A3, and its formula is as follows:
Figure 941200760_IMG8
Figure 941200760_IMG9
Several special cases of desired active material admixture are proposed here, but not limited:
1.A1+B
2.A1+B+C10(NSK?850)
3.A1+B+C11(CH?900)
4.A1+B+C25(Pretilachlos)
These invention compositions have presented extraordinary elimination effect to many important economically lists and dicotyledonous harmful plants when it uses together.The living all the year round weeds of the very difficult elimination that is gone out by rhizome, root piece or other persistor government official also can be removed well by this active compound composition.No matter before inserting kind, germinate before or these materials of back sprinkling that germinate, same effect is all arranged.Specifically propose list and broadleaf weed plant that several available weed killer herbicides of the present invention are eliminated, but thisly do not limited particular types of the present invention for example.
The Echinochloa and the Cyperus of class for example year given birth in the monocotyledon weed aspect, all the year round the non-hibernating eggs class aspect Cyperus of perennation for example.Available active compounds of the present invention such as weeds that occur under the specific breeding condition of paddy rice such as arrowhead genus, Waterplantain, yew grass genus, Monochoria, Eleocharis, sugarcane grass genus, Cyperus are removed well.
On herbicide spray ground before germination with invention, not the germination that suppresses weed seed fully then, be exactly long to bud-leaf not regrowth during the stage when weeds, cross three and after all around, finally die.
If this active compound executed uses in green plants part or the process after germination in the pouring water of rice cropping, can stop weeds production very soon equally after the dispenser.Growth conditions when weeds remain on dispenser is perhaps die after a period of time or soon or slowly, therefore, can remove very early and enduringly the disadvantageous weed competition of crops with neoteric weed killer herbicide in this way.
Although the weed killer herbicide of invention has excellent activity of weeding to list and broadleaf weed, the crops paddy rice is not subjected to too big infringement or not undermined.Owing to this reason, this weed killer herbicide is particularly suitable for selective elemination undesired plants growth in paddy rice.
Aspect sphere of action and action intensity, they all are better than known weed killer herbicide and Herbicidal combinations, and consumption is very little.Other advantage of new compositions is continual dauer effect (lasting many weeks), thereby no longer needs to connect the weeds of using the new germination of weed killer herbicide elimination.Because a dispenser can be eliminated emulative weed growth.Can save second operating process.
Can reach with active compound of the present invention and to surpass based on the desired herbicide effect of single component effect.The raising of this effect can obviously reduce the consumption of concrete active substance.The combination of this weed killer herbicide also can be accelerated speed of action.In actual weeding, these performances provide tangible advantage to the user.People are marked down, rapid, a small amount of work of cost reaches and eliminates weeds enduringly, thereby makes the crops harvest better.
Find in addition, in a series of active compounds, have a kind of tangible protection or detoxication, that is to say, will reduce or avoid used active substance to pay effect fully the phytotoxicity of crops such as paddy rice.
A: the B mixing ratio can change in relative broad range, usually between 1: 1 to 1: 40.The vegetative stage of component of mixture, weeds, kind scope and the weather conditions of weeds are depended in the selection of mixing ratio.
The mixing ratio of preferred employing A: B is 1: 5 to 1: 30.Preferred 10 to the 100g/ hectares (g/ha) of the consumption of weed killer herbicide A in active compound, the consumption of B is 50 to 600g/ hectares.Because C group compound partly relates to different structure kinds, its consumption differs greatly, and according to used active substance, this amount can restrain to 3kg A Si/hectare (As/ha) scope several.
Active compound composition of the present invention promptly can be used as two component mix preparations, and dilute with water uses in a usual manner thereafter, also can dilute each component of separately preparing together by water and make alleged canned mixture.
According to predetermined biology and/or chemistry-physical parameter, compd A can be mixed with different forms with B or their mixture with the composition of C.
Possibility as the preparation pattern for example can be considered: (WP) dusts, water soluble powder (SP), water-soluble concentrate, emulsifiable concentrate (EC), the aqueous solution (SL), emulsion (EW) is as oil-in-water and water-in-oil emulsion, solution that can spray or emulsion, oil or aqueous-based dispersions, suspension-concentrates (SC), (suspension emulsion), oil mixcibility solution, capsule suspension body (CS), dust agent (DP), seed disinfectant, ground or spread and use particle, particulate, spray, the particle (GR) of absorption and adsorption particle form, water-soluble granular (SG), water-dispersible granule (WG), the ULV preparation, microcapsules or wax.
These single preparation types are known in principle, for example at Winnacker-K ü chlei, " Chemische Technologie ", Band 7, C, Hauser Verlag M nchen, 4.Aufl.1986; Van Valkenburg, " Pesticides Formulations ", Morcel Dekker H.Y.2nd Ed.1972-73; Described in the K.Martens, " Spray Drying Handbook, " 3rd Ed.1979, GGoodwin Ltd.London.
Necessary formulation auxiliary agents such as inert material, surfactant, solvent and other additive are known equally, for example be described in the following document: WatKins, " Handbook of Insecticide Dust Diluents and Carriers ", 2nd Ed, Dacland Books, Caldwell N.J; H.V.Olphen, " Introduction to Clay Colloid Chemisty ", 2nd Ed., J.Wiley Sons, N.Y., Marsden, " Sowents Guide ", 2nd Ed, Interscience, N.Y.1950; McCutcheon ' s, " Detergents and Emulsifiers Annual ", Mc Publ.Gocp., Ridgewood N.J.; Sisley and Wood, " Encyclopedia of Surface Active Agents ", Chem.Publ.Co.Inc., H.Y.1964; Sch
Figure 941200760_IMG10
Nfeldt, Grenzfl ā chenaktive
Figure 941200760_IMG11
Thylenoxidaddukte ", Wiss.Verlagrgesell., Stuttgait 1976; Winnacker-K ü chler, " Chemische Tednolgie ", Band 7, G.Hauser Verlag M ü nchen, 4 Aufl.1986.
Based on these preparations, also can prepare the composition that contains other pesticidal active substance, for example contain other weed killer herbicide, fungicide or insecticide, and chemical fertilizer and/or growth regulator, for example make finished product preparation or as canned mixture.
Dust is can homodisperse preparation in water; except that active substance and a kind of dilution or inert material; also contain ion and or the surfactant (wetting agent, dispersant) of nonionic type; the for example ethylating alkyl phenol of polyoxy, the ethylating fatty alcohol of polyoxy or fatty amine, poly alkyl alcohol ethylene glycol sulphate, alkylsulfonate, alkyl benzene sulfonate, this quality sodium sulfonate, 2; 2 '-dinaphthyl methane-6,6 '-sodium disulfonate, nekal or oleoyl N-methyltaurine sodium.Dust in order to prepare, herbicidal active compounds is for example levigate and simultaneously or after this mix mutually with formulation auxiliary agents in conventional equipment such as hammer mill, sandblast mill and aerodynamic flow grinder.
By active substance being dissolved in a kind of organic solvent such as butanols, cyclohexanol, dimethyl formamide, mixed xylenes or high boiling point aromatic substance or hydrocarbon or the mixed organic solvents, and add one or more ion and/or nonionic surface active agent (emulsifier), make emulsible concentrate.Can use as emulsifier: alkyl aryl sulphonic acid calcium salt such as calcium dodecyl benzene sulfonate or nonionic emulsifier such as fatty acid polyethylene glycol ester, alkylaryl polyglycol ether, fatty alcohol polyglycol ether, expoxy propane-oxirane-condensation product, alkyl, polyether, fatty acid esters of sorbitan, polyoxyethylene sorbitan fatty acid ester or polyoxyethylene dehydration sorb sugar ester.
By taking off soil and pyrophyllite or diatomite and grind active substance and make dust agent with the solid of segmentation such as talcum, natural clay such as kaolin, class.
Suspending concentrate is water base or oil base.They can be for example make to other type of preparation as above-mentioned by interpolation surfactant with commercially available usually pearl mill wet-milling and when needing.
Emulsion, O/w emulsion (EW) for example, can be for example by means of agitator, colloid mill and/or the static mixer surfactant when using water-containing organic solvent and needing as above to other formulation described such preparation.
Particle can make by active substance being sprayed onto on the absorbability particle shape inert material, also can be coated onto the active substance concentrate on carrier such as sand, kaolin or the granular inert material surface with adhesive such as polyvinyl alcohol, Sodium Polyacrylate or mineral oil.Also can make suitable actives matter in mode common in the fertilizer granulation-mix with chemical fertilizer when needing-granulation.
Water-dispersible granule usually can be according to a conventional method as atomized drying, fluid bed make, disk granulation, with high-speed mixer mix, no solid, inert material extruding manufacturing.
This agrochemical formulations generally contains 0.1 to 99%(weight), 2 to 95%(weight particularly) active substance A or B and the C when needing.The concentration of active substance A, B and C can be different in various formulations.
Active material concentration in dusting for example is about 10 to 95%(weight), the remainder until 100% is become to be grouped into by common preparation.Active substance in the emulsifiable concentrate is about 1 to 85%(weight), preferred 5 to 80%(weight).The dust-like preparation contains 1 to the 25%(weight of having an appointment), 5 to 20%(weight in most cases) active substance, but hydrojet contains about 0.2 to 25%(weight), preferred 2 to 20%(weight) active substance.In particle such as water-dispersible granule, activity substance content depends on that partly reactive compound is liquid or solid and with what granulation aid and filler.Usually, the content in water-dispersible granule is 10 to 90%(weight).Directly spreading spreading in the irrigation water, activity substance content general preferred 1 to 10% with in the particle.
Also contain common adhesive, wetting agent, dispersant, emulsifier, bleeding agent, preservative, antifreezing agent, solvent, filler, carrier, pigment, defoamer, evaporation suppressor and pH value and viscosity modifier when needing in the described active substance preparation in addition.
During use, dilute the preparation of commercial form when needing in a usual manner, for example, but to emulsification dope thing, dispersion liquid and the water-dispersible granule dilute with water of dusting.Dust-like preparation, ground are spread with particle and spray liquid and are no longer diluted with other inert substance as last.
According to external condition such as temperature, humidity, used weed killer herbicide kind etc., the required consumption of compd A and B changes.The necessary consumption of the rice herbicide of Jia Ruing (C) changes with external condition equally in addition.
The following examples are used for explaining the present invention:
A. declare the agent example
A) 10 weight portions active compound composition of the present invention and 90 weight portions are pulverized as mixed being incorporated in the hammer-mill of the talcum of inert material, obtained a kind of dust agent.
B) with 25 weight portion active substance A+B, 64 weight portions as containing of inert material kaolinic quartz, 10 this quality of weight portion potassium sulfonates and 1 weight portion mix to be incorporated in the rod mill as the oleoyl N-methyltaurine sodium of wetting and dispersant and grind, obtain a kind ofly in water, easily disperseing, wettable powder.
C) with 20 weight portion active substance A+B and 6 weight portion alkyl phenol polyglycol ethers (
Figure 941200760_IMG12
Tnton X207), the different three decyl alcohol polyglycol ethers (8EO) of 3 weight portions and 71 weight portion paraffin mineral oil (boiling spread is for example about more than 255 to 277 ℃) mix and are incorporated in that to be ground to fineness in the table grinder be below 5 microns, obtain a kind of dispersion liquid concentrate that easily disperses in water.
D) oily 15 weight portion active substance A+B, 75 weight portion cyclohexanone obtain a kind of emulsifiable concentrate as solvent and the ethylating nonyl phenol of 10 weight portion oxygen as emulsifier.
E) with 75 weight portion active substance A+B,
10 weight portion calcium lignosulfonates,
5 weight portion NaLSs,
3 weight account polyethylene alcohol and
7 weight portion kaolin
Mix,, and in a fluid bed, spray water and carry out granulation as granulation liquid to this powder with a bar type barreling mill, obtain a kind of can be in water dispersed particles.
F) make 25 weight portion active substance A+B,
5 weight portions 2,2 '-dinaphthyl methane-6,6 '-sodium disulfonate,
2 weight portion oleoyl N-methyltaurine sodium,
1 weight account polyethylene alcohol
17 weight calcium carbonate and
50 weight parts waters
Homogenizing and precomminution in a colloid mill are then ground in a pearl mill, and make the suspension that obtains like this in a spray tower by means of an one-component nozzle atomizing and dry, obtain a kind of can be in water dispersed particles.
The biology agent
1. the herbicide effect before germinateing
In the plastic basin that husky clay is housed that the seed or the rhizome of list and broadleaf weed is sprinkling upon a 9cm diameter, and cover soil.Cultivate the weeds that occur in the paddy rice plantation in water saturated soil, pouring in basin wherein makes water logging to soil surface or exceed several millimeters.
(water consumption can be scaled 600 to 800l/ hectares and be administered on the blinding surface with different dosage, perhaps executes in the irrigation water of paddy rice as suspension or emulsion with the single-activity component of making the active compound composition of the present invention of wettable powder or emulsion concentrates and the corresponding preparation in parallel test.
After the processing basin is placed in the greenhouse, and remains under the weeds better growing conditions.After 3 to 4 all test periods, relatively carry out the visual assessment of plant damage or growth infringement according to test plant upgrowth situation and untreated reference substance.Weed killer herbicide of the present invention all has herbicide effect before the good germination to the weeds of wide range.
In all cases, all found difference between the effect of effect that composition is estimated and test.The composition effect that calculates, can expect theoretically calculates with S, R, Colby formula: the calculating that herbicidal composition synergy and antagonism are imitated, Weeds 15,20-22 page or leaf (1967).
The formula of bi-component combination is:
E=X+Y- (X.Y)/100
Formula for the combination of three kinds of herbicidal activity materials is:
E=X+Y+Z+ (X、Y、Z、)/100 - (XY+XZ+YZ)/100
In the formula
The damage %(that X=is caused by the weed killer herbicide A of Xkg/ha consumption wherein ha is a hectare, down with);
The damage % that Y=is caused by the weed killer herbicide B of Ykg/ha consumption;
The damage % that Z=is caused by the weed killer herbicide C of Zkg/ha consumption;
E=is by X+Y(or Z) the weed killer herbicide A+B(or the C of kg/ha consumption) can expect the damage that causes.
If actual damage is greater than calculating expected value, then the effect of this combination greater than add with, that is to say to have a kind of synergy.
The effect of expectation was calculated in viewed effect when the herbicide effect of active compound composition of the present invention was higher than based on each one-component of independent use by Colby.Therefore, this active substance combination be have synergistic.
2. herbicide effect after (growth) germinates
The seed and the rhizome of list and broadleaf weed are placed in the plastic basin that sandy clay is housed, on earth mulch, and in the greenhouse, remain under the better growing conditions.The weeds that occur in the paddy rice plantation are remained in the basin, put into the water that is higher than native surperficial 3cm in the basin, in experimental period, cultivate.Insert kind of about two to three weeks of back, be in two test plants to the tri-lobed attitude.
Dust making or the present composition and the corresponding single active substance in parallel test of emulsion concentrates are sprayed onto the green plants part with different dosage (water consumption is scaled 300 to 600l/ha), in the greenhouse, under the best growing condition, place the effect of about 3 to 4 weeks back assessment preparation, carry out the vision contrast with untreated object of reference.For the weeds that occur in the paddy rice plantation, active substance directly added in the irrigation water (being similar to alleged particle uses) or be sprayed onto on the plant or in the irrigation water.Concerning the important weeds economically of wide region, preparation of the present invention also has good herbicidal effect after germination.Press the Colby method and calculate, preparation of the present invention has collaborative (synergy) effect.
3. but crops endurance
In the greenhouse further in the test, be sprinkling upon the seeds of a large amount of crops and weeds in the sand and cover soil.Paddy rice is cultivated on planting in water saturated soil.
Part basin is immediately as processing as described in 1, and remaining puts into the greenhouse, after plant grows two to three true leaves just with active compound composition processing of the present invention, and as described in 2 the single-activity mass treatment with various dose so that contrast.For paddy rice, dispenser is partly undertaken by active substance or its preparation are poured in the irrigation water.
In the greenhouse, placed for 2 weeks after the medication.Determine by visual assessment that then active compound composition of the present invention uses, even under the high activity dosages of substance various crops are not had injury yet before germination and after germinateing.They protect gramineous crop such as water wheat and paddy rice.Has very high selectivity when therefore, active compound composition of the present invention is used for eliminating the undesired plants growth in crops.
The result of optional test is described with form below:
Table 1: to the herbicide effect of ECCR;
In 2,5 leaf growth conditions dispensers;
Evaluation in 15 days after the dispenser
Damage %
Weed killer herbicide dosage [ga.i/ha]
Measure and press Colby calculating
A1 12 0
B 38 0
75 10
150 70
C2 38 70
75 80
150 90
300 90
A1+B 12+38 0 (0)
12+75 30 (10)
12+150 70 (70)
A1+B+C2 12+38+75 90 (80)
12+75+75 90 (82)
12+150+75 90 (94)
Abbreviation:
A.i=active substance (in pure active substance)
ECCR=barnyard grass grass Cruss galli
A1=1-[(2-ethoxy phenoxy group) sulfonyl]-3-(4,6-dimethoxypyridin base)-urea is as 20% dust
B=DEH112 is as 10% emulsifiable concentrate
C2=Anilofos is as 10% dust
Damage %=0-100: not damaged-infringement fully
Table 2: to the herbicide effect of ECCR;
In three leaf vegetative stage dispensers;
Evaluation in 12 days after the dispenser
Damage %
Weed killer herbicide dosage [ga.i/ha]
Measure and press Colby calculating
A1 12 0
B 38 0
75 10
150 30
C2 38 40
75 50
150 60
300 70
A1+B 12+38 0 (0)
12+75 30 (10)
12+150 30 (30)
A1+B+C2 12+38+38 70 (40)
12+75+38 85 (46)
12+150+38 85 (58)
12+38+75 85 (50)
12+75+75 90 (55)
12+150+75 90 (65)
12+38+150 95 (60)
12+75+150 95 (64)
12+150+150 95 (72)
Abbreviation: a.i=active substance (in pure active substance)
ECCR=barnyard grass grass Cruss galli
A1=1-[(2-ethoxy phenoxy group) sulfonyl]-3-(4,6-dimethoxy-pyrimidine radicals)-urea is as 10% dust
B=DEH112 is as 10% emulsifiable concentrate
C2=Anilofos is as 10% dust
Damage %=0-100: not damaged-infringement fully
Table 3: but to transplanting the crop endurance of paddy rice;
Dispenser: transplanted back 0 day
Evaluation: transplanted back 15 days
Bud is heavy
Weed killer herbicide dosage [ga.i/ha]
Mean value SD plant injury
A1 24 87 6 0
48 82 8 0
B 100 95 3 0
200 114 4 0
400 105 10 0
C2 450 97 15 0
900 101 20 0
1350 76 9 10G
A1+B 24+100 89 6 0
24+200 84 1 0
24+400 89 2 0
48+100 83 8 0
48+200 84 8 0
48+400 79 2 0
A1+B+C2 24+200+450 73 6 0
24+400+450 76 6 0
48+200+900 79 6 0
48+400+900 86 4 0
Abbreviation:
A.i=active substance (in pure active substance)
Rice transplantation=Paddy Rice(Vai: Nihonbare)
A1=1-[(2-ethoxy phenoxy group) sulfonyl]-3-(4,6-dimethoxy-pyrimidine radicals)-urea is as 20% dust
B=DEH112 is as 10% emulsifiable concentrate
C2=Anilofos is as 10% dust
The G=growth inhibition
0-1-: do not have-suppress fully
Bud weigh=is as the criterion with untreated rice plants, the weight evaluation of the crops paddy rice of representing with %
The SD=standard error of the mean

Claims (10)

1, weed killer herbicide is characterized in that containing effective dose
A) compound or its salt of general formula (I)
Figure 941200760_IMG1
In the formula
a 1) R 1For ethyoxyl, propoxyl group or isopropoxy and
R 2Be halogen, NO 2, CF 3, CN, C 1-C 4Alkyl, C 1-C 4Alkoxyl, C 1-C 4Alkylthio group or (C 1-C 4Alkoxyl)-carbonyl and n be 0,1,2 or 3 or
a 2) R 1Be halogen, methoxyl group, ethyl or the propyl group on 2 of phenyl,
R 2Be (the C on 6 of phenyl 1-C 4Alkoxyl)-carbonyl and n=1
And at a 1)-a 2) all situations under
R 3Be hydrogen, saturated or undersaturated C 1-C 8Alkyl or C 1-C 4Alkoxyl,
R 4, R 5Be hydrogen, halogen, C independently of one another 1-C 4Alkyl, C 1-C 4Alkoxyl, C 1-C 4Alkylthio group, wherein back three substituting groups are not replace or by halogen, C 1-C 4Alkoxyl or C 1-C 4What alkylthio group replaced,
Y be O or S and
E is CH or N, and contains
B) a kind of compd B of formula (II) or its salt
In the formula
R 6Be hydrogen or (C 1-C 6)-alkyl.
2, according to the weed killer herbicide of claim 1, it is characterized in that, contain the compound or its salt of formula (I), in the formula
a 1) R 1For ethyoxyl, propoxyl group or isopropoxy and
R 2Be positioned 6, implication with aforementioned and
N be 0 or 1 or
At a 1) and a 2) under all situations
R 3Be hydrogen, C 1-C 4Alkyl,
R 4, R 5Be halogen, C 1-C 4Alkyl, C 1-C 4Alkoxyl or C 1-C 4Alkylthio group, wherein back three substituting groups are not replace or by halogen, C 1-C 4Alkoxyl or C 1-C 4What alkylthio group replaced,
Y be O and
E is CH.
3, according to the weed killer herbicide of claim 1 or 2, it is characterized in that, contain a kind of compound or its salt among formula A1, A2 and the A3:
4, according to weed killer herbicides one or more of in the claim 1 to 3, it is characterized in that, except that common formulation auxiliary agents, contain 0.1-99%(weight) active substance A+B.
According to weed killer herbicides one or more of in the claim 1 to 4, it is characterized in that 5, the weight ratio that contains active substance A and B is 1: 1 to 1: 40.
6, the method for preparing one or more of described weed killer herbicides in the claim 1 to 5; it is characterized in that, a kind of compd A and a kind of compd B are made one of following dosage forms to be similar to frequently seen plants protectant compound method: dust, emulsifiable concentrate, the aqueous solution, emulsion, sprayable solution, oil or aqueous-based dispersions, suspension emulsion, suspending concentrate, oily mixcibility solution, capsule suspension body, particulate, sprinkling granula, absorption and absorption granula, dust agent, seed disinfectant, ground or spread with particle, water-dispersible granule, ULV-preparation, microcapsules or cerate.
7, eliminate the method for undesired plants, it is characterized in that, plant the one or more of described a kind of weed killer herbicides of claim 1 to 5 that herbicidally effective amount is used on ground to plant or its.
8, according to the method for claim 7, it is characterized in that selective elemination weeds in crops.
According to the method for claim 8, it is characterized in that 9, crops are paddy rice.
10, the one or more of described weed killer herbicides of claim 1 to 5 are used in the application of the weeds aspect in the selective elemination paddy rice.
CNB941200760A 1993-11-13 1994-11-11 Synergist for inhibiting growth of undesirable plants in culture of rice Expired - Lifetime CN1239078C (en)

Applications Claiming Priority (2)

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DE4338843 1993-11-13
DEP4338843.4 1993-11-13

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KR (1) KR100358303B1 (en)
CN (1) CN1239078C (en)
BR (1) BR9404429A (en)
DE (1) DE4440121A1 (en)
ES (1) ES2107346B1 (en)
IT (1) IT1276868B1 (en)

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DE3633363A1 (en) * 1986-10-01 1988-04-14 Bayer Ag Composition for selective weed control in rice
YU48354B (en) * 1987-11-27 1998-07-10 Ciba-Geigy Ag. SYNERGISTIC HERBICIDES AND PROCEDURE FOR THEIR PREPARATION
FR2648014B1 (en) * 1989-06-13 1993-06-11 Rhone Poulenc Agrochimie HERBICIDE COMBINATION BASED ON BROMOXYNIL OR ONE OF ITS DERIVATIVES WITH SYNERGISTIC EFFECT
DE3933543A1 (en) * 1989-10-07 1991-04-11 Hoechst Ag SYNERGISTIC HERBICIDES
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JPH07215808A (en) 1995-08-15
DE4440121A1 (en) 1995-05-18
ITMI942276A0 (en) 1994-11-10
IT1276868B1 (en) 1997-11-03
CN1239078C (en) 2006-02-01
ITMI942276A1 (en) 1996-05-10
KR100358303B1 (en) 2003-02-26
BR9404429A (en) 1995-10-17
KR950013368A (en) 1995-06-15
ES2107346B1 (en) 1998-07-01

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