CN1030001A - Synergistic herbicide compositions and preparation method thereof - Google Patents

Synergistic herbicide compositions and preparation method thereof Download PDF

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CN1030001A
CN1030001A CN 88102565 CN88102565A CN1030001A CN 1030001 A CN1030001 A CN 1030001A CN 88102565 CN88102565 CN 88102565 CN 88102565 A CN88102565 A CN 88102565A CN 1030001 A CN1030001 A CN 1030001A
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composition
amino
compound
chloro
monoacetylaniline
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乔安娜·肯-辛·苏
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Zeneca Inc
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ICI Americas Inc
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Abstract

A kind of Synergistic herbicide compositions and using method thereof, said composition contain (a) 2-(2 '-nitro-4 '-chloromethane sulfonyl-benzoyl base)-4,4-dimethyl-hydroresorcinol; (b) a kind of following compound or its mixture: the 4-amino-6-tert-butyl group-3-(methyl mercapto)-1,2,4-triazine-5 (4H)-ketone, α, α, α-three fluoro-2,6-dinitro-N, N-dipropyl-para-totuidine, 3-amino-2, the 5-dichlorobenzoic acid, 2-chloro-2 ', 6 '-diethyl-N-(methoxy)-monoacetylaniline and 3-(3, the 4-dichlorophenyl)-1-methoxyl group-1-methylurea.

Description

Synergistic herbicide compositions and preparation method thereof
In agricultural, the protection crops, make its avoid the infringement of weeds and other plant and grow up strong and sturdy be one often and the problem that runs into repeatedly.In order to address this problem, the researcher in the synthetic chemistry field has developed large quantities of chemicals and the chemical reagent that can effectively control this class weed growth.Disclose polytype chemical herbicide in the document, wherein on market, circulated greatly.
In some cases, it is more effective than independent use to be used in combination active weedicide.This result is referred to as " synergism (or synergy) effect " usually, because according to the effect of each known component, this combination demonstrates effect or the activity above people's expection.What the present invention found is a part of cyclohexanedione and other known compound that respectively has herbicide effect, when they are used in combination, has above-mentioned synergism.
The compound that is used to form Synergistic herbicide compositions of the present invention is well known in the art weed killer herbicide.Wherein a kind of compound is 2-(2 '-nitro-4 '-one chloro methylsulfonyl benzoyl)-4,4-dimethyl-hydroresorcinol.This compound is disclosed in the European patent of announcing on July 2nd, 1,986 186,118, and obtains the protection of this patent.The another kind of compound that is used for Synergistic herbicide compositions of the present invention be 2-chloro-2 ', 6 '-diethyl-N-(methoxy)-monoacetylaniline, its merchandising is called Lasso
Figure 881025658_IMG1
; Also have a kind of 3-of being amino-2, the 5-dichlorobenzoic acid is commonly called as and is chlorine peace this (Chloramben), and it is recorded and narrated respectively at United States Patent (USP) 3,014,063 and 3,174,842 and claims in.
Another compound that is used for Synergistic herbicide compositions of the present invention and method is 4-amino-6-tert-butyl group-3-(methyl sulfo-)-1,2, the 4-triazine-5(4H)-and ketone, be commonly called as into Mai Chuibujin (metribuzin); Also have a kind of α of being, α, α-three fluoro-2,6-dinitro-N, N-dipropyl-right-toluidines is commonly referred to as trifluoro woods (trifluralin); And 3-(3, the 4-dichlorophenyl)-1-methoxyl group-1-methylurea, be commonly referred to as profit and exert Ruan (linuron).
Have found that, use the reagent of the mixture that contains following component can demonstrate the synergistic effect of controlling noxious plant:
(a) have 2-(2 '-nitro-4 '-one chloro methylsulfonyl benzoyl of effective weeding amount)-4,4-dimethyl-1,3-cyclohexane;
(b) have a kind of following compound or its mixture of effective weeding amount; 4-amino-6-the tert-butyl group-3-(methyl mercapto)-1,2, the 4-triazine-5(4H)-ketone, α, α, α-three fluoro-2,6-dinitro-N, N-dipropyl-right-toluidines, 3-amino-2,5-dichlorobenzoic acid, 2-chloro-2 ', 6 '-diethyl-N-(methoxyl group-methyl)-monoacetylaniline, 3-(3,4-dichlorophenyl)-1-methoxyl group-1-methylurea.
The present invention is the method for control injurious weed on the other hand, and this method comprises the zone that synergist of the present invention is applied in needs control noxious plant.
What use here that the term of " synergism " and " synergy " expresses is to observe the resulting result of following situation, i.e. the compound action that the shown effect of the combination of weed killer herbicide is expected when using separately according to each weed killer herbicide.
" weed killer herbicide " speech refers to the compound of a kind of control or change plant growing herein." effectively weeding amount " speech is meant that the above-mentioned a kind of compound amount or the amount of being used in combination can reach the amount of control or change effect.Control and change effect comprise the variation of all organic growths, as kill, retarded development, and leaf burns, and downgrades etc." plant " speech comprises that all backs sprout plants herein, from seedling to plant.
Known compound as described above, that all synergistic compositions of the present invention all use with herbicide effect.One of them is 2-(2 '-nitro-4 '-one chloro methylsulfonyl benzoyl)-4,4-dimethyl-hydroresorcinol, this compound are described in the European patent of announcing on July 2nd, 1,986 186,118 and claims thereof.
The all visible U.S.'s science commercial firm weed killer herbicide handbook (the 5th edition, 1983) of other compound of Miao Shuing herein.For example: the 4-amino-6-tert-butyl group-3-(methyl mercapto)-1,2, the 317th page of visible this book of the description of 4-triazine-5(4H)-ketone; α, α, α-three fluoro-2,6-dinitro-N, N-dipropyl-para-totuidine are seen the 470th page; 3-amino-2,5-dichlorobenzoic acid are seen the 92nd page; 2-chloro-2 ', 6 '-diethyl-N-(methoxy)-monoacetylaniline sees the 12nd page; 3-3,4-dichlorophenyl)-1-methoxyl group-1-methylurea sees the 285th page.
Above-claimed cpd can be used for synergistic composition of the present invention effectively, and according to concrete combination, the ratio of compound (a) and (b) is with different.
The weeding test data
The synergism of the present composition is pressed following test determination:
(filling sandy loam in 22.86 * 15.24 * 10.16cm) the aluminium dish (several) is by 6 furrows of width extrusion of every box soil at 9 * 6 * 4 inches.Cover with soil after being inserted in the multiple weeds of furrow interpolation kind.
The weeds kind is as follows
Abbreviation is commonly called as the science title
SORHA Johnson grass seedling Sorghum halepense
The wild broomcorn millet Panicum of PANMIP milaceum
SORVU Shaoteroane Sorghum bicolor
The yellow fox-brush Setaria of SETLU lutescens
The green fox-brush Setaria of SETVI viridi
The annual morning glory Ipomoea of PHBPU parparea
ABUTH piemarker Aoutilon thsoph asti
The big fox-brush Setaria of SETFA faberi
XANST Siberian cocklebur Xanthium strumarium
CASOB Sicklepod Cassis obtusifolia
Red pigweed Amaranthus of AMARE retrofiexus
Do when testing before sprouting: the chemical solution of sowing of spraying on the same day.Being prepared as follows of chemical solution:
All compounds are technical grade.These compounds or use separately, or use with the Herbicidal synergistic compound, method is acetone and the water dilution above-claimed cpd with 1: 1, the spraying amount is 25 gallon/acre." applicating ratio " hurdle during the active constituent amount of application of every kind of compound sees Table.
Then above-mentioned box is put into the greenhouse, from top water spray, room temperature is 18 ℃-27 ℃.In each step, all keep moist in the box.
After above-mentioned processing, the growth inhibition that causes because of all factors of being injured by the every capable seedling of visual assessment.For sprouting preceding test, to handle and estimated afterwards in 28 days, undressed seedling box is as comparing.0 percent infringement or growth inhibition are equivalent to grow in suppressing box.Hundred-percent growth inhibition is equivalent to all kill.
Weed killer herbicide response each other by the evaluation of woods row formula (Limpel, people such as L.E., 1962, " with tetrachloro-p-phenylene's two dimethyl phthalates and composition control weeds thereof ", Proc.NEWCC, 16: 48-53):
E=X+Y- (XY)/100
Wherein E is an intended response
X represents observation or the growth inhibition percentage (O) when using weed killer herbicide separately,
Y represents observation or the growth inhibition percentage (O) when using second kind of weed killer herbicide separately.
When observation during greater than calculated value, response is synergy, and the synergy response is understood that total greater than each chemical treatment response of response each other, and the antagonism response then is opposite situation.
The note of table 1
E: expection is active
O: observation is active
*: synergistic activity
X-100: 2-(2 '-nitro-4 '-one chloromethane sulfonyl-benzoyl base)-2,2-dimethyl-hydroresorcinol
Sencor:4-amino-6-the tert-butyl group-3-(methyl mercapto)-1,2, the 4-triazine-5(4H)-ketone
Treflan: α, α, α-three fluoro-2,6-dinitro-N, N-dipropyl-para-totuidine
Amiben:3-amino-2, the 5-dichlorobenzoic acid
Lasso:2-chloro-2 ', 6 '-diethyl-N-(methoxy)-monoacetylaniline
Lorox:3-(3, the 4-dichlorophenyl)-1-methoxyl group-1-methylurea
Figure 881025658_IMG3
Figure 881025658_IMG5
Figure 881025658_IMG6
Table 1(is continuous)
Table 1(is continuous)
Figure 881025658_IMG9
Adopt the multiple combination of compound in the synergistic composition of the present invention, this is more effective to some weeds kind.For example, with 2-(2 '-nitro-4 '-one chloromethane sulfonyl-benzoyl base)-4, I change the bright gown lemon guarantor of  rank an ancient unit of weight equal to 20 or 24 *taels of silver principal columns of a hall ㄊ ┯ cap earth  to 4-dimethyl-hydroresorcinol with enumerating bucktooth Na: 2 to 1: 2), it is effective especially for Siberian cocklebur and annual morning glory.
Also list other good composition in the table 1.
The applicating ratio of the present composition depends on weeds to be controlled and required control degree.In general, the very effective usage amount of the present composition is every acre of compound as active component (a) and (b) sum is 0.01-50 pound (a 0.011-50 kilogram/hectare), is preferably 0.1-25 pound/acre (0.11-28 kilogram/hectare).
Above-claimed cpd can be used for synergistic composition of the present invention effectively, and compound (a) and ratio (b) are about 0.01: 1 to 20: 1, better are about 0.1: 1 to about 10: 1, better are about 2: 1 to about 1: 2.
Composition of the present invention (is sprouted preceding or the use of sprouting back) as weed killer herbicide when controlling the growth of noxious plant to demonstrate synergistic activity.This composition is generally allocated in preparation, except this active ingredient beyond the region of objective existence in the composition, also contains the active component of inertia or (being sometimes) in the preparation, perhaps dilutes carrier.The example of this class component or carrier has water, organic solvent, surfactant, oil, water-in-oil emulsion, wetting agent, dispersant and emulsifier.Herbicidal formulations is made generally in wettable powder, solution or emulsible concentrate.
Wettable powder is the composition of pulverizing, and it contains bead-type substrate and one or more surfactants that floods herbicides compounds, and surfactant can impel this powder to spread rapidly in water-bearing media, form stable, the suspension that can spray.Spendable kinds of surfactants is various, for example the alkali metal salt of the pure and mild sulfated fatty alcohol of long-chain fat; Sulfonate; The ester of long-chain fatty alcohol; And polyalcohol, the alcohol radical in this polyalcohol is that one of the ω that dissociates is substituted, than the polyethylene glycol of long-chain.
Above-mentioned Herbicidal combinations also can form solution and be applied to the leaf part with suitable solvent.The solvent that is usually used in herbicidal formulations comprises kerosene, fuel oil, and the oil that dimethylbenzene, boiling point surpass dimethylbenzene heats up in a steamer wound, and the oil aromatic series that is rich in methylated naphthalene heats up in a steamer wound.
The emulsifiable concentrate that most preferred preparation is made up of the oil solution and the emulsifier of this weed killer herbicide.Its dilute with water to be formed oil droplet suspension emulsion before using.Used emulsifier is the mixture of anionic and nonionic surface active agent normally.Emulsifiable concentrate can contain other additive, as diffusant and thickener.
Above-mentioned preparation can be applied to the controlled plant of desire by arbitrary conventional method, all can use before or after plant sprouts from soil.Said plant can be in and sprout the arbitrary developmental stage of back from the seedling to the plant.Any routine techniques be can adopt when using, ground spraying apparatus or aircraft nozzle atomizer for example used.For the technical staff of pesticide field, various other operation techniques all are familiar with.

Claims (7)

1, the Synergistic herbicide compositions that contains following mixture:
(a) has the 2-(2 '-nitro-4 '-one chloromethane sulfonyl-benzoyl base)-4 of herbicide effect amount, 4-dimethyl-1,3-cyclohexanedione;
(b) have following a kind of compound or its mixture of herbicide effect amount, the 4-amino-6-tert-butyl group-3-(methyl mercapto)-1,2,4-triazine-5 (4H)-ketone, a, a, a-three fluoro-2,6-dinitro-N, N-dipropyl-para-totuidine, 3-amido-2, the 5-dichlorobenzoic acid, 2-chloro-2 ', 6 '-diethyl-N-(methoxy)-monoacetylaniline, 3-(3, the 4-dichlorophenyl)-1-methoxyl group-1-methylurea.
2,, wherein also contain (C) a kind of inert diluent carrier according to the composition of claim 1.
3, according to the composition of claim 1 or 2, wherein (a): (b) weight ratio is 1: 8 to 2: 1.
4, according to each composition in the claim 1 to 3, wherein (b) is the 4-amino-6-tert-butyl group-3-(methyl mercapto)-1,2, the 4-triazine-5(4H)-ketone.
5, according to each composition in the claim 1 to 3, wherein (b) be 2-chloro-2 ', 6 '-diethyl-N-(methoxy)-monoacetylaniline.
6, according to each composition in the claim 1 to 3, wherein (b) is 3-(3, the 4-dichlorophenyl)-1-methoxyl group-1-methylurea.
7, a kind of method of controlling noxious plant, this method comprise to this plant uses each described Herbicidal combinations in the claim 1 to 6.
CN 88102565 1987-04-27 1988-04-26 Synergistic herbicide compositions and preparation method thereof Pending CN1030001A (en)

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US4249987A 1987-04-27 1987-04-27
US042,499 1987-04-27

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GB0022835D0 (en) * 2000-09-18 2000-11-01 Aventis Cropscience Sa New herbicidal composition

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