CN1071049A - The weed killer herbicide that is used for the rice control of weeds - Google Patents

The weed killer herbicide that is used for the rice control of weeds Download PDF

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Publication number
CN1071049A
CN1071049A CN 91109711 CN91109711A CN1071049A CN 1071049 A CN1071049 A CN 1071049A CN 91109711 CN91109711 CN 91109711 CN 91109711 A CN91109711 A CN 91109711A CN 1071049 A CN1071049 A CN 1071049A
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compound
methyl
effective amount
sulphur
grand
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S·H·张
C·C·格雷曼
J·F·马加纳
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EIDP Inc
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EI Du Pont de Nemours and Co
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Abstract

The present invention relates to a kind of method of in the process of growth of rice plants, preventing and treating undesirable plant.This method is to mix 2-[[(4-chloro-6-methoxy pyrimidine-2-yl of using effective dose individually or with other weed killer herbicides) amino carbonyl] amino-sulfonyl] ethyl benzoate.

Description

The weed killer herbicide that is used for the rice control of weeds
The present invention relates to a kind of in the rice plants process of growth method of control undesirable plant, this method be use separately or with some sulfonyl urea compounds of other weed killer herbicide compounding application effective dosies.
The noval chemical compound that can effectively control the undesirable plant growth has demand always.Under modal situation, seeking such compound is in such as cotton, rice, corn, wheat and Soybean and Other Crops (only lifting several examples), optionally controls weed growth.Weed growth in these crops will cause heavy losses as not adding control, reduces farmer's income, increases consumer's cost.Especially need to find some can in the process of plantation rice, optionally control the compound of undesirable plant growth.Millions of people's diet all depends on the harvest yield of rice in the world, and rice is a kind of chief crop concerning them.Have many above-mentioned purpose products that are used for to sell on the market, but that people still seek is more effective, cost is lower and the product of environmental sound constantly.
" sulfonylurea " weed killer herbicide is the extremely strong class weed killer herbicide of finding recent years of effectiveness.Many structural variations are arranged in this class weed killer herbicide, but they are generally all by a sulfonylureas bridge (SO 2NHCONH-) connect two aromatic rings or hetero-aromatic ring and constitute.
United States Patent (USP) 4,547,215 and 4,645,530 disclose chemical compounds I and their application in soybean individually and with other weed killer herbicides.But unexposed any application to rice.
Japanese patent application 63(1988) 83138 discloses and chemical compounds I and the another kind of weed killer herbicide that is used for rice mixed and be applied to rice.
The present invention includes a kind of method of control undesirable plant growth in rice class crop, this method is after rice transplanting or germinateing, and gives the formula I compound of crop applying herbicidally effective amount.
Figure 911097112_IMG2
After rice transplanting or germinateing, give the formula I compound of rice class crop applying effective dose, especially broad leaved weed is controlled to make undesirable plant in this crop.This compound can share to widen the control of weeds spectrum with weed killer herbicide with other rice, described other rice have 2 with the example of weed killer herbicide, 4-dichlorphenoxyacetic acid, methylbenzene sulphur grand (bensulfuron methyl), methyl first sulphur grand (Metsulfuron methyl), diethyl thiocarbamic acid S-[(4-chlorphenyl) methyl] ester, N-ethyl-N-(1, the 2-dimethyl) propyl dithiocarbamate carbamic acid S-benzyl ester or 1-(α, α-Er Jiajibianji)-3-p-methylphenyl urea.
Therefore, following method is other embodiments of the present invention, and these schemes or make weeds control more effective perhaps make crop patience better.
1. the method for a control undesirable plant growth in rice class crop, this method is after rice transplanting or germinateing, and gives the mixture of the 2,4 dichlorophenoxyacetic acid of the formula I compound of this crop applying effective dose and herbicidally effective amount.
2. control the method that undesirable plant is grown for one kind in rice class crop, this method is after rice transplanting or germinateing, and gives the formula I compound of this crop applying effective dose and the grand mixture of methylbenzene sulphur of herbicidally effective amount.
3. in rice class crop, control the method that undesirable plant is grown for one kind, this method is after rice strain rice transplanting or germinateing, and gives the formula I compound of this crop applying herbicidally effective amount and the diethyl thiocarbamic acid S-[(4-chlorphenyl of herbicidally effective amount) methyl] mixture of ester (Thiobencarb).
4. in rice class crop, control the method that undesirable plant is grown for one kind, this method is after rice strain rice transplanting or germinateing, give the formula I compound of this crop applying herbicidally effective amount and the N-ethyl-N-(1 of herbicidally effective amount, the 2-dimethyl) mixture of propyl dithiocarbamate carbamic acid S-benzyl ester (Esprocarb).
5. in rice class crop, control the method that undesirable plant is grown for one kind, this method is after rice strain rice transplanting or germinateing, give the formula I compound and the 1-(α of herbicidally effective amount of this crop applying herbicidally effective amount, α-Er Jiajibianji)-mixture of 3-p-methylphenyl urea (sand-grass is swelled).
6. in rice class crop, control the method that undesirable plant is grown for one kind; this method is after rice strain rice transplanting or germinateing; give the formula I compound of this crop applying herbicidally effective amount and the 2-[[(4-methoxyl group-6-methyl isophthalic acid of herbicidally effective amount; 3,5-triazine-2-yl) amino carbonyl] amino-sulfonyl] methyl benzoate (Ally
Figure 911097112_IMG3
) mixture.
Formula I compound is known in the art, and its chemical name is: amino carbonyl 2-[[(4-chloro-6-methoxy pyrimidine-2-yl)] amino-sulfonyl] ethyl benzoate.Its popular name is: ethyl chloride wood grand (Chloriumuron ethyl).
Formula I compound can be used United States Patent (USP) 4,394,506,4,547,215 and 4,645, and 530 methods of specifically addressing prepare.
Discussed as " practicality " part, compound of the present invention is effective especially to control broad leaved weed and nutgrass flatsedge, if with 2,4-dichlorphenoxyacetic acid (2,4-drips) (it be suitable for agricultural ester or salt), methylbenzene sulphur is grand, methyl first sulphur is grand, sulphur benzene card (Thiobencarb), like to pounce on card (Esprocarb) or the grand mixing of sand-grass, and is then especially effective.2,4-drips and ester and salt are known in the control of weeds field.It some esters comparatively commonly used are made by 2-propyl alcohol, n-butanol, butoxy ethanol and 6-methyl isophthalic acid-enanthol.It some salt comparatively commonly used is sodium salt, diethanolamine salt, diethyl amine salt, dimethylamine salt, ethanolamine salt, methylamine salt and triethanolamine salt.Listed ester and salt are not restrictive.
The grand chemical full name of methylbenzene sulphur is 2-[[[[[(4,6-dimethoxy-2-pyrimidine radicals) amino] carbonyl] amino] sulfonyl] methyl] methyl benzoate, E.I.Du Pont Company is with Londax
Figure 911097112_IMG4
The trade name of weed killer herbicide is sold for carry out control of weeds in rice.It specifically is disclosed in United States Patent (USP) 4,420, in 325, and can prepare with wherein said conventional method.
The grand chemical full name of methyl first sulphur is 2-[[(4-methoxyl group-6-methyl isophthalic acid, 3, and 5-triazine-2-yl) amino carbonyl] amino-sulfonyl] methyl benzoate.It is with Ally Trade name sell, and be disclosed in United States Patent (USP) 4,383, in 113.
2, chemical full name that 4-drips is 2,4 dichlorophenoxyacetic acid.The more detailed description of relevant this known compound is seen C.A.Registry No.[94-75-7].
Chemical full name of sulphur benzene card is diethyl thiocarbamic acid S-[(4-chlorphenyl) methyl] ester.About the more detailed description of this known compound is seen C.A.[28249-77-6] and United States Patent (USP) 3,914,270.
Chemical full name that love is pounced on card is N-ethyl-N-(1, the 2-dimethyl) propyl dithiocarbamate carbamic acid S-benzyl ester.The more detailed description of relevant this known compound is disclosed in Shibuya Index(1988) on the 4th edition the 119th page.
The grand chemical full name of sand-grass is 1-(α, α-Er Jiajibianji)-3-p-methylphenyl urea.The more detailed description of relevant this known compound is disclosed in Shibuya Index(1988) on the 4th edition the 123rd page.
Preparation
The useful preparation of formula I compound can prepare with conventional method.These preparations comprise pulvis, granula, pill, solution, suspending agent, emulsion, wetting powder, missible oil etc.Wherein there are many preparations directly to use.Spray agent can be scattered in the suitable medium, uses with several sprayed volume that rise to several hectolitres of per hectare.High concentration composition is mainly as the intermediate for further preparation usefulness.Put it briefly, these preparations contain the 1-99%(weight of having an appointment) active component and following (a) and (b) at least one composition: (a) about 0.1%-20% surfactant; (b) about 5%-99% solid or liquid diluent.More particularly, the general proportions of contained each composition is as follows in these preparations:
Percetage by weight
Active component thinner surfactant
Wetting powder 20-90 0-74 1-10
Oil-suspending agent, emulsion, molten 5-50 40-95 0-15
Liquid (comprising missible oil)
Aqueous suspension agent 10-50 40-84 1-20
Pulvis 1-25 70-99 0-5
Granula and pill 1-95 5-99 0-15
High concentration composition 90-99 0-10 0-2
Certainly, the content of active component can be lower or higher, and this depends on the desired use and the physical property thereof of compound.The ratio of wishing surfactant and active component sometimes is higher, and this can realize by surfactant being infiltrated mix in the preparation or by bucket.
The typical solid thinner is described in people's such as Watkins " no matter insecticide dust dilution agent and carrier handbook second edition (Dorland Books, Caldwell, New Jersey), but also can use other solid are mineral or industrial products.The preferred stronger thinner of water imbibition concerning wetting powder, the bigger thinner of preferred density concerning pulvis.Typical liquid diluent and solvent are described in " solvent guide " second edition (Interscience, New York, 1985) of Marsden.The preferred dissolution degree is lower than 0.1% with suspension concentrate, and concentrated solution is preferably under 0 ℃ stable to being separated." McCutcheon detergent and emulsifier year comment " (MCPublishing Corp., Ridgewood, New Jersey) and " surfactant complete works " (Chemical Publishing Co. of Sisely and Wood, Inc., New York, 1964), many surfactants and recommended use thereof have been listed.All preparations all can contain a small amount of additive to reduce foaming, caking, burn into growth of microorganism etc.
It is known preparing these method for compositions.Simple each composition that mixes can make solution.The fine powder solid composite prepares by mixing, and normally grinds in hammer-mill or fluid energy mill.Suspending agent prepares (referring to the United States Patent (USP) 3,060,084 of for example Littler) with wet grinding.The method that granula and pill can be used in spray active substance on the preformed particulate vector prepares, also can prepare with agglomeration technique (referring to J.E.Browning, " agglomeration ", Chemical Engineering, on December 4th, 1967, the 147th page reaches each page later on; " Perry chemical industry handbook the 5th edition, McGraw-Hill, New York, each page after 1973, the 8-57 pages or leaves reach).
The further data of relevant preparing process, referring to for example:
H.M.Loux United States Patent (USP) on February 15th, 3,235,361,1966, the 6th hurdle the 16th walks to the 7th hurdle the 19th row, and embodiment 10 to 41;
The United States Patent (USP) of R.W.Luckenbaugh on March 14th, 3,309,192,1967, the 5th hurdle the 43rd walks to the 7th hurdle the 62nd row, and embodiment 8,12,15,39,41,52,53,58,132,138-140,162-164,166,167 and 169-182;
The United States Patent (USP) 2,891,855 of H.Gysin and E.Knusli, on June 23 nineteen fifty-nine, the 3rd hurdle the 66th walks to the 5th hurdle the 17th row, and embodiment 1-4;
G.c.Klingman " control of weeds " (" Weed Control as a Science ", John Wiley and Sons, Inc., New York, 1961, the 81-96 pages or leaves);
J.D.Fryer and S.A.Evans " control of weeds handbook the 5th edition (" Weed Control Handbook ", Blackwell Scientific Publications, Oxford, 1968, the 101-103 pages or leaves).
Embodiment 1
Wetting powder
2,4 dichlorophenoxyacetic acid sodium 60%
2-[[(4-chloro-6-methoxy pyrimidine-2-yl) 1%
Amino carbonyl] amino-sulfonyl] ethyl benzoate
Dodecylphenol polyglycol ether 2%
Sodium lignosulfonate 4%
Sodium silicoaluminate 6%
Sodium carbonate 2%
Imvite (calcination) 25%
Fully mix each composition.In mixer, liquid surfactant is sprayed onto on the solid constituent.In hammer-mill, grind to form basically all at the particle below 100 microns, and then mix this material and, pack then by No. 50 U.S. sieves (aperture is 0.3mm).
Embodiment 2
Wetting powder
2-[[(4-chloro-6-methoxy pyrimidine-2-yl) 40%
Amino carbonyl] amino-sulfonyl] ethyl benzoate
Sodium docusate 1.5%
Sodium lignosulfonate 3%
Low viscosity methylcellulose 1.5%
Attagel 54%
Fully mix each composition and, make particle mean size, mix once more and, pack then by No. 50 U.S. sieves (aperture is 0.3mm) less than 15 microns by the gas grinding machine.
Embodiment 3
Granula
The wetting powder 25% of embodiment 2
Gypsum 64%
Potassium sulphate 11%
In rotary blender, mix each composition, and spray water thereon to finish granulation.When most of materials have all reached 1.0-0.42mm(18 to 40 U.S. sieve) required scope after, take out particle, carry out drying and screening.The crushing of excessive material is obtained being in another batch materials in the required scope.These particles contain 10% active component.
Embodiment 4
Oil-suspending agent
2-[[(4-chloro-6-methoxy pyrimidine-2-yl) amino 25%
Carbonyl] amino-sulfonyl] ethyl benzoate
Polyoxyethylene sorbitol six oleates 5%
Senior fatty hydrocarbon ils 70%
Each one-tenth is placed in grinds together in the sand mill, reduce to about below 5 microns up to the granularity of solid particle.The thickness suspending agent of gained can directly be used, but is preferably in oil dilution back or uses after the emulsification in water.
Embodiment 5
Aqueous suspension agent
2-[[(4-chloro-6-methoxy pyrimidine-2-yl) amino 25%
Carbonyl] amino-sulfonyl] ethyl benzoate
Aquation Attagel 3%
Rough Lignosite 10%
Sodium dihydrogen phosphate 0.5%
Water 61.5%
Each one-tenth is placed in grinds together in ball mill or the three-stage roll mill, reduce to below 10 microns up to the diameter of solid particle.
Embodiment 6
Wetting powder
2-[[(4-chloro-6-methoxy pyrimidine-2-yl) amino 95%
Carbonyl] amino-sulfonyl] ethyl benzoate
Sodium docusate 0.5%
Sodium lignosulfonate 1.5%
Synthetic thin silica 3.0%
Mix each composition and in hammer-mill, grind, obtain granularity nearly all at the particle below 100 microns.Make this material by No. 50 U.S. sieves (0.3mm), then packing.
Embodiment 7
Granula
The wetting powder 8% of embodiment 6
The wetting powder 2% of embodiment 2
Attagel particle 90%
(20-40 order U.S. sieve)
In mixer in the hybrid particles, the slurries of wetting powder are sprayed onto on the particle surface.After adding slurries, from mixer, take out particle, carry out drying and packing.
Embodiment 8
Oil-suspending agent
2,4 dichlorophenoxyacetic acid butoxyethyl acetate 24.6%
2-[[(4-chloro-6-methoxy pyrimidine-2-yl) amino 0.4%
Carbonyl] amino-sulfonyl] ethyl benzoate
Polyoxyethylene sorbitol six oleates 5%
Senior fatty hydrocarbon ils 70%
Each composition is ground in sand mill together, be reduced to about below 5 microns up to solid particle.The thickness suspending agent that makes can directly be used, and looses or uses after the emulsification in water but be preferably in oil content.
Embodiment 9
The extruding pill
2-[[(4-chloro-6-methoxy pyrimidine-2-yl) amino 25%
Carbonyl] amino-sulfonyl] ethyl benzoate
Anhydrous sodium sulfate 10%
Rough Lignosite 5%
Negel 1%
Calcium/magnesium bentonite 59%
Mix each composition, grind, use about 12% water-wet then with hammer-mill.This mixture is squeezed into the cylinder of the about 3mm of diameter, and is cut into the long pill of about 3mm.These pills can directly use after drying, also can make it pass through No. 20 U.S. sieves (aperture is 0.84mm) dried pill crushing.Can the granule packaging of staying on No. 40 U.S. sieves (aperture is 0.42mm) is standby, fine grained is then recycling.
Embodiment 10
Granula
2-[[(4-chloro-6-methoxy pyrimidine-2-yl) amino 10%
Carbonyl] amino-sulfonyl] ethyl benzoate
2-[[[[(4,6-dimethoxy-2-pyrimidine radicals) amino] 50%
Carbonyl] amino-sulfonyl] methyl] methyl benzoate
Wetting agent 1%
Dispersant 2%
Rough lignosulphonates 10%
(containing the natural carbohydrate of 5-20%)
Attagel 27%
Mixing is also ground each composition, makes it pass through 100 mesh sieves.Then this material is added in the fluid bed granulation device, regulates air-flow and make slowly fluidisation of material, thin water smoke is sprayed onto on the fluidisation material.Proceed fluidisation and spraying, up to the particle that makes desired particle size range.Stop the spraying but proceed fluidisation, can heat also and can not heat, reduce to desired level up to water content, generally be lower than 1%.Give off material then, be sized to desired particle size range (being generally the 14-100 order, i.e. the 1410-149 micron), and package spare.
Embodiment 11
Wetting powder
2-[[(4-chloro-6-methoxy pyrimidine-2-yl) amino 80%
Carbonyl] amino-sulfonyl] ethyl benzoate
Negel 2%
Sodium lignosulfonate 2%
Synthetic amorphous silica 3%
Kaolin 13%
Mix each composition, in hammer-mill, grind then, obtain average grain diameter less than 25 microns particle.This material is mixed once more and, pack then by No. 50 U.S. sieves (aperture is 0.3mm).
Embodiment 12
Wetting powder
2-[[(4-chloro-6-methoxy pyrimidine-2-yl) amino 4%
Carbonyl] amino-sulfonyl] ethyl benzoate
2-[[[[(4,6-dimethoxy-2-pyrimidine radicals) amino] 36%
Carbonyl] amino] sulfonyl] methyl] methyl benzoate
Sodium docusate 1.5%
Sodium lignosulfonate 3%
Low viscosity methylcellulose 1.5%
Attagel 54%
Fully mix each composition and also it is ground by gas, make particle mean size, mix once more and, pack then by No. 50 U.S. sieves (aperture is 0.3mm) less than 15 microns.
All compounds of the present invention all can be prepared by identical mode.
Embodiment 13
The extruding pill
2-[[(4-chloro-6-methoxy pyrimidine-2-yl) amino 1%
Carbonyl] amino-sulfonyl] ethyl benzoate
2-[[[[4,6-dimethoxy-2-pyrimidine radicals) amino] 24%
Carbonyl] sulfamide groups] methyl] methyl benzoate
Anhydrous sodium sulfate 10%
Rough Lignosite 5%
Negel 1%
Calcium/magnesium bentonite 59%
Mix each composition, grind, use about 12% water-wet then with hammer-mill.This mixture is squeezed into the cylinder of the about 3mm of diameter, and is cut into the long pill of about 3mm.These pills can directly use after drying, also can make it pass through No. 20 U.S. sieves (aperture is 0.84mm) dried pill crushing.Can the granule packaging of staying on No. 40 U.S. sieves (aperture is 0.42mm) is standby, fine grained is then recycling.
Embodiment 14
Wetting powder
2-[[(4-chloro-6-methoxy pyrimidine-2-yl) amino 65%
Carbonyl] amino-sulfonyl] ethyl benzoate
Dodecylphenol polyglycol ether 2%
Sodium lignosulfonate 4%
Sodium silicoaluminate 6%
Imvite (calcination) 23%
Fully mix each composition.In mixer, liquid surfactant is sprayed onto on the solid constituent.In hammer-mill, grind to form basically all at the particle below 100 microns, and then mix this material and, pack then by No. 50 U.S. sieves (aperture is 0.3mm).
Embodiment 15
Wetting powder
2,4 dichlorophenoxyacetic acid sodium 49.5%
2-[[(4-chloro-6-methoxy pyrimidine-2-yl) amino 0.5%
Carbonyl] amino-sulfonyl] ethyl benzoate
Negel 2%
Low viscosity methylcellulose 2%
Diatomite 46%
Each composition is mixed,, carry out the gas mill then, obtain particle diameter and substantially all be the particle below 10 microns with the hammer-mill corase grind.Product is mixed once more, then packing.
Embodiment 16
Wetting powder
Diethyl thiocarbamic acid S-[(4-chlorphenyl) methyl] ester 60%
2-[[(4-chloro-6-methoxy pyrimidine-2-yl) amino 1%
Carbonyl] amino-sulfonyl] ethyl benzoate
Dodecylphenol polyglycol ether 2%
Sodium lignosulfonate 4%
Sodium silicoaluminate 6%
Sodium carbonate 2%
Imvite (calcination) 25%
Fully mix each composition, in mixer, liquid surfactant is sprayed onto on the solid constituent.In hammer-mill, grind to form basically all at the particle below 100 microns, and then mix this material and, pack then by No. 50 U.S. sieves (aperture is 0.3mm).
Embodiment 17
Wetting powder
N-ethyl-N-(1, the 2-dimethyl) propyl dithiocarbamate 60%
Carbamic acid S-benzyl ester
2-[[(4-chloro-6-methoxy pyrimidine-2-yl) amino 1%
Carbonyl] amino-sulfonyl] ethyl benzoate
Dodecylphenol polyglycol ether 2%
Sodium lignosulfonate 4%
Sodium silicoaluminate 6%
Sodium carbonate 2%
Imvite (calcination) 25%
Fully mix each composition, in mixer, liquid surfactant is sprayed onto on the solid constituent.In hammer-mill, grind to form basically all at the particle below 100 microns, and then mix this material and, pack then by No. 50 U.S. sieves (aperture is 0.3mm).
Embodiment 18
Wetting powder
1-(α, α-Er Jiajibianji)-3-p-methylphenyl urea 60%
2-[[(4-chloro-6-methoxy pyrimidine-2-yl) amino 1%
Carbonyl] amino-sulfonyl] ethyl benzoate
Dodecylphenol polyglycol ether 2%
Sodium lignosulfonate 4%
Sodium silicoaluminate 6%
Sodium carbonate 2%
Imvite (calcination) 25%
Fully mix each composition, in mixer, liquid surfactant is sprayed onto on the solid constituent.In hammer-mill, grind to form basically all at the particle below 100 microns, and then mix this material and, pack then by No. 50 U.S. sieves (aperture is 0.3mm).
Embodiment 19
Wetting powder
2-[[(4-chloro-6-methoxy pyrimidine-2-yl) amino 4%
Carbonyl] amino-sulfonyl] ethyl benzoate
2-[[(4-methoxyl group-6-methyl isophthalic acid, 3,5-triazine 36%
-2-yl) amino carbonyl] amino-sulfonyl] methyl benzoate
Sodium docusate 1.5%
Sodium lignosulfonate 3%
Low viscosity methylcellulose 1.5%
Attagel 54%
Fully mix each composition and also it is ground by gas, make particle mean size, mix once more and, pack then by No. 50 U.S. sieves (aperture is 0.3mm) less than 15 microns.
All compounds of the present invention all can be prepared by identical mode.
Practicality
Compound of the present invention can be used to prevent and treat the weeds in the rice, and both can be used for the rice transplanting rice or basined irrigation rice, also can be used for directly sowing rice.This compound is applied to crop behind bud, spraying time can be rice transplanting or germinateed 7 days after when need not that to rice class crop harvesting weeds are carried out chemical control till.This compound can be used with the blade spraying agent with enough water as solvent, evenly distributes so that handle agricultural chemicals.This spray can contain various additives, helps to handle penetrating of agricultural chemicals like this.
This compound is effective especially to control broad leaved weed and cyperus weeds, and can share to widen the control of weeds spectrum with weed killer herbicide with other rice.The compounds of this invention and methyl first sulphur swell when share effective especially to the weeds in the rice.
When share with methyl first sulphur is grand, the grand useful especially ratio of The compounds of this invention and methyl first sulphur is 2: 1 to 10: 1.The compounds of this invention can also mix with weed killer herbicide with other rice; these weed killer herbicides comprise sulphur benzene card; like to pounce on card; sand-grass is grand; fourth grass lock; molinate; 5-[[[[(4; 6-dimethoxy-2-pyrimidine radicals) amino] carbonyl] amino] sulfonyl]-1-methyl isophthalic acid H-pyrazoles-4-Ethyl formate; naphthalene benzene peace (naproanilide); Bentazon; hot first quinoline (cinmethylin); chloromethane oxygen Buddhist nun (chloromethoxynil); Kui chlorine gram (quinchlorac); pretilachlor; 2 first, 4 chlorine; Stam F-34; diflufenican Song Cao Evil; pyrazolate; methylbenzene sulphur is grand; 2; 4-dichlorphenoxyacetic acid (2,4-drips) and be suitable for agricultural ester class or salt.
The rate of application of The compounds of this invention can be 2-32 gram/hectare (preferred 8-24 gram/hectare), the environmental condition when depending on the vegetative stage, crop varieties of weeds, crop and the weeds that will prevent and treat and dispenser.Those of ordinary skill can be selected the rate of application that should use in each case.
The following example has clearly confirmed practicality independent and The compounds of this invention mixing.
Embodiment
In some rice growing areas of Southeast Asia, Europe and the U.S., use 2-[[(4-chloro-6-methoxy pyrimidine-2-yl for rice (rice transplanting rice and directly sowing rice) with the form (use hand pressure sprayer) of spray) amino carbonyl] amino-sulfonyl] ethyl benzoate and with the mixture that shows compound down.
List in the percentile form of control, level of reaction is a benchmark with the yardstick of 0-100, and wherein 0=does not have effect, and 100=controls fully.Listing weeds, to cover percentile form be benchmark with the yardstick of 0-100 also, and wherein 0=controls fully, and 100=is without any control action.
These data have clearly illustrated that the practicality of The compounds of this invention.In suitable form, listed the details of each dispenser.Listed data derive from field experiment, rather than the test of standard greenhouse.
Table 1
Chemical compounds I and methyl first sulphur swell in Malay herbicide action
Handle rate of application % control or infringement
GAl/HA BL SE EC rice
Methyl first sulphur is grand
+ Compound I 4,+12 100 67 100 0
Methyl first sulphur is grand
+ Compound I 4,+16 100 67 67 3
Methyl first sulphur is grand
+ Compound I 4,+20 100 96 83 3
Methyl first sulphur is grand
+ Compound I 4,+24 95 94 67 10
Methyl first sulphur is grand
+ 2,4-drips sodium salt 4+,500 72 63 00
1. use with the blade spraying form after sowing 15 days.
2. handle after 28 days and evaluate.
3. main weeds is: broad leaved weed (BL, Sagittaria guyanensis, Monochoria vaginalis), nutgrass flatsedge (SE, Scripus grossus), barnyard grass (EC).
Table 2
Chemical compounds I and methyl first sulphur swell in Malay herbicide action
Handle rate of application % control or infringement
GAl/HA BL SE EC rice
Methyl first sulphur is grand
+ Compound I 4,+12 94 17 57 0
Methyl first sulphur is grand
+ Compound I 4,+16 100 47 100 0
Methyl first sulphur is grand
+ Compound I 4,+20 100 90 67 0
Methyl first sulphur is grand
+ Compound I 4,+24 100 78 67 0
Methyl first sulphur is grand
+ 2,4-drips sodium salt 4+,500 47 300
Be untreated 0000
1. use with the blade spraying form after sowing 20 days.
2. handle after 28 days and evaluate.
3. main weeds is: broad leaved weed (BL, Sagittaria guyanensis, Monochoria vaginalis), nutgrass flatsedge (SE, Scripus grossus), barnyard grass (EC).
Table 3
Chemical compounds I and methyl first sulphur swell in Malay herbicide action
Handle rate of application % control or infringement
GAl/HA BL SE EC rice
Methyl first sulphur is grand
+ Compound I 4,+12 100 100 00
Methyl first sulphur is grand
+ Compound I 4,+16 100 100 40 0
Methyl first sulphur is grand
+ Compound I 4,+20 100 100 33 0
Methyl first sulphur is grand
+ Compound I 4,+24 100 100 57 0
Methyl first sulphur is grand
+ 2,4-drips sodium salt 4+,500 96 64 13 0
Be untreated 0000
1. use with the blade spraying form after sowing 20 days.
2. handle after 28 days and evaluate.
3. main weeds is: broad leaved weed (BL, Sagittaria guyanensis, Monochoria vaginalis), nutgrass flatsedge (SE, Scripus grossus), barnyard grass (EC).
4.GAI/HA=the active component that per hectare is used gram number
Table 4
Chemical compounds I and methyl first sulphur swell in Malay herbicide action
Handle rate of application time % weeds covering output
GAI/HA (DAS) BL EC SC amounts to KG/HA
Methyl first sulphur grand 4 15 1.8 42.0 7.5 51.3 658
Compound I 16 15 0.5 15.0 0.0 15.5 1602
Methyl first sulphur is grand
+ Compound I 2+8 15 0.5 6.5 0.0 7.0 2837
Methyl first sulphur is grand
+ Compound I 4,+16 15 3.0 4.3 0.3 7.6 3494
Methyl first sulphur is grand
+ Compound I 8,+32 15 0.0 1.8 0.0 1.8 3557
Methyl first sulphur grand 4 20 0.5 57.5 5.0 63.0 865
Handle rate of application time % weeds covering output
GAl/HA (DAS) BL EC SC amounts to KG/HA
Compound I 16 20 1.0 28.0 0.5 29.5 2040
Methyl first sulphur is grand
+ Compound I 2+8 20 3.8 35.8 0.0 39.6 1484
Methyl first sulphur is grand
+ Compound I 4,+16 20 7.8 14.5 1.5 23.8 3383
Methyl first sulphur is grand
+ Compound I 8,+32 20 0.8 8.0 0.0 8.0 2749
Be untreated 67.0 18.0 8.5 93.5 582
1. after sowing 15 or 20 days with the dispenser of blade spraying form.
2. 60 days post-evaluation weeds of dispenser cover percentage.
3.BL=Monochoria vaginalis, ditch wintercherry, Sagittaria guyanensis
The EC=barnyard grass
SC=Scripus juncoides
Table 5
Chemical compounds I and methyl first sulphur swell in Malay herbicide action
Handle rate of application time % weeds covering output
GAl/HA (DAS) BL SC EC amounts to T/HA
Methyl first sulphur grand 8 15 0257 5.7
Compound I 32 15 0000 5.8
Methyl first sulphur is grand
+ Compound I 4,+16 15 0000 5.9
Methyl first sulphur is grand
+ Compound I 4,+24 15 0000 5.7
Methyl first sulphur is grand
+ Compound I 6,+32 15 1001 6.2
Methyl first sulphur is grand
+ Compound I 6,+24 15 0000 5.5
Methyl first sulphur is grand
+ Compound I 10,+40 15 0000 5.7
Methyl first sulphur grand 8 20 86 38 52 5.2
Compound I 32 20 0224 5.8
Handle rate of application time weeds covering output
GAl/HA (DAS) BL SC EC amounts to T/HA
Methyl first sulphur is grand
+ Compound I 4,+16 20 0235 5.8
Methyl first sulphur is grand
+ Compound I 4,+32 20 0123 5.8
Methyl first sulphur is grand
+ Compound I 4,+64 20 0000 5.3
Methyl first sulphur is grand
+ Compound I 8,+32 20 0112 5.7
Methyl first sulphur is grand
+ Compound I 12,+48 20 0000 5.4
Be untreated 30 21 21 72 5.2
1. after sowing 15 or 20 days with the dispenser of blade spraying form.
2. 40 days post-evaluation weeds of dispenser cover percentage.
3.BL=Monochoria vaginalis, ditch wintercherry
The EC=barnyard grass
SC=Scripus juncoides
T/HA=metric ton/hectare
Table 6
Chemical compounds I and methyl first sulphur swell in Malay herbicide action
Handle rate of application % weeds and cover output
GAl/HA BL EC SC amounts to KG/HA
Methyl first sulphur is grand
+ 2,4-drips sodium salt 4+,500 0.00 3.00 0.00 3.00 3806
Methyl first sulphur is grand
+ Compound I 4,+16 0.00 1.25 0.25 1.50 4035
2,4-drips sodium salt 1,000 5.0 4.25 1.25 10.50 3750
Be untreated 32.50 1.75 2.25 36.50 3708
1. after sowing 20 days with the dispenser of blade spraying form.
2. 40 days post-evaluation weeds of dispenser cover percentage.
3.BL=Monochoria vaginalis (main weeds)
The EC=barnyard grass
SC=Scripus juncoides and Fimbristylis milliaceae
Table 7
Chemical compounds I is in Colombian herbicide action
Handle control of rate of application % weeds or crop damage
G/HA AD EA IA IH PO rice
Compound I 8 100 100 100 83 93 0
16 100 67 80 87 97 0
32 100 100 100 93 100 0
Be untreated 000000
1. use with the blade spraying form after sowing 21 days
2. handle after 40 days and estimate
3. weeds are: AD=Amaranthus dubius
ED=Eclipta alba
IA=Ipomoea congesta
IH=Ipomoea hirta
The PO=kitchen garden
Table 8
Chemical compounds I is in the herbicide action of Thailand
Handle rate of application time % control rice output
G/HA (DAS) cusp flower KG/HA
Compound I 4 20 35 3.68
8 20 53 4.75
16 20 63 4.10
32 20 75 4.53
Compound I 4 30 30 3.33
8 30 57 4.68
16 30 53 4.53
32 30 53 4.33
Be untreated 0 2.58
1. after sowing 20 or 30 days with the dispenser of blade spraying form.
2. handle and carry out weeds control evaluation after 29-31 days.
Table 9
Chemical compounds I is in gondola herbicide action
Handle control of rate of application % weeds or crop damage
G/HA EC HR SM rice
Compound I 32 90 75 67 70
Molinate 3,640 73 0 17 2
Be untreated 0000
1. after sowing 28 days with the dispenser of blade spraying form.
2. handle after 24 days and evaluate.
3. weeds are: the EC=barnyard grass
HR=Heteranthera reniformis
SM=Scirpus maritimus
Table 10
Chemical compounds I in the Mississippi to the activity of rice
The vegetative stage % infringement output of crop when handling the rate of application processing
48 days LB/A of G/HA
The Compound I .56 3-4 leaf phase 12.5 5909
.98 27.5 5732
2.1 42.5 5014
4.2 65.0 4579
8.76 72.5 3723
.56 tillering stage 6.5 6781
.98 11.2 6287
2.1 15.0 7199
4.2 26.2 5465
8.76 37.5 6071
.56 6.3 6535
.98 shooting stage 7.5 6697
2.1 12.5 6116
4.2 18.8 6564
8.76 27.5 6235
Be untreated 0.0 6467
1. after sowing 30,63 or 73 days with the dispenser of blade spraying form.
2. handle after 47-57 days and damage evaluation.
3. rice varieties=Newbonnet
LB/A=pound/acre
Table 11
Chemical compounds I in the Texas to the activity of rice
Handle rate of application % infringement output
48 days LB/A of G/HA
Compound I .28 20.5 6225
1.05 23.0 6504
4.20 49.5 5626
17.50 94.0 2137
Be untreated 0.0 5994
1. after sowing 20 days with the dispenser of blade spraying form.
2. handle after 23 days and damage evaluation.
3. rice varieties=Gulfmont
LB/A=pound/acre

Claims (7)

1, a kind of method of control undesirable plant growth in rice class crop, this method is after rice transplanting or germinateing, and gives the formula I compound of this crop applying effective dose.
Figure 911097112_IMG1
2, the process of claim 1 wherein that formula I compound with herbicidally effective amount mixes with the 2,4 dichlorophenoxyacetic acid of herbicidally effective amount uses.
3, the process of claim 1 wherein the formula I compound of herbicidally effective amount and grand mixing of the methylbenzene sulphur of herbicidally effective amount are used.
4, the process of claim 1 wherein the formula I compound of herbicidally effective amount and the diethyl thiocarbamic acid S-[(4-chlorphenyl of herbicidally effective amount) methyl] ester mixes and uses.
5, the process of claim 1 wherein the formula I compound of herbicidally effective amount and the N-ethyl-N-(1 of herbicidally effective amount, 2-dimethyl) propyl dithiocarbamate carbamic acid S-benzyl ester mixes and to use.
6, the process of claim 1 wherein the formula I compound of herbicidally effective amount and the 1-(α of herbicidally effective amount, α-Er Jiajibianji)-3-p-methylphenyl urea mixes and to use.
7, the process of claim 1 wherein the formula I compound of herbicidally effective amount and grand mixing of the methyl first sulphur of herbicidally effective amount are used.
CN 91109711 1991-10-09 1991-10-09 The weed killer herbicide that is used for the rice control of weeds Pending CN1071049A (en)

Priority Applications (1)

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Application Number Priority Date Filing Date Title
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Publications (1)

Publication Number Publication Date
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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101175730B (en) * 2005-05-16 2011-05-25 杜邦公司 Method for preparing substituted pyrimidines

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101175730B (en) * 2005-05-16 2011-05-25 杜邦公司 Method for preparing substituted pyrimidines

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