CN1178449A - Mixed herbicidal compositions - Google Patents
Mixed herbicidal compositions Download PDFInfo
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- CN1178449A CN1178449A CN 96192552 CN96192552A CN1178449A CN 1178449 A CN1178449 A CN 1178449A CN 96192552 CN96192552 CN 96192552 CN 96192552 A CN96192552 A CN 96192552A CN 1178449 A CN1178449 A CN 1178449A
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Abstract
Homogeneous herbicidal compositions were prepared by dissolving a water-insoluble ester of fluroxypyr or triclopyr in an aqueous solution of an alkali metal or amine salt of an herbicidal acid, such as 2,4-D, MCPA, or dicamba.
Description
The present invention relates to pesticide field, relate in particular to such composition pesticide preparation, said preparation is the form used with conventional spray application be convenient to.Many agricultural chemicals, particularly weed killer herbicide all are water-insoluble, therefore for making the composition pesticide land for growing field crops easy to use, will add multiple auxiliary agent and carrier usually in the prescription, comprise especially organic solvent.But, people recognize that gradually organic solvent is that environment institute is unacceptable, and in the last few years, people did not contain organic solvent or are only to contain on the pesticidal preparations of low amount organic solvent to have paid great efforts at least in preparation.
In the last few years, people used at two or more compatibilities with weeding active compound and had also made trial, and wished that the composition that provided by this is more more extensive than being used alone the activity that compound reaches on activity of weeding.
US-A-46 378 30 is patent applications of relevant a kind of herbicidal concentrates, wherein mention some above-mentioned needs, and provide a kind of concentrate, this concentrate to contain the salt of benzene oxycarboxylic acid weed killer herbicide and the alkanoate of ioxynil or Brominal (especially caprylate).Can obviously find out from the disclosed content of this part application, ioxynil ester that certain is specific and bromoxynil ester and benzene oxycarboxylic acid salt are miscible, be considered to very astonishing, and in fact, it is found that most weed killer herbicide esters are not miscible with benzene oxycarboxylic acid salt in this way.
Studying in great detail of being done after US-A-4637830 shows, general formed weed killer herbicide ester, as fluroxypyr and the spirit of pyrrole fluorine chlorine standing grain, with the hydrochlorate of weed killer herbicide be not miscible, it is impossible therefore such two kinds of weed killer herbicides being processed into single-phase Aquo-composition together.
WO-94/24866 is the patent application of relevant preparation herbicidal composition, but said composition is missible oil, aqueous emulsion, wetting powder or the dispersible granule that contains the fluroxypyr derivative.Fluroxypyr exists with the form of ester, and this ester is in a liquid state at 25 ℃.In order to produce combination product, can also contain other multiple weed killer herbicide in the composition, and wherein mention benzene oxycarboxylic acid and ester thereof.But, do not mention the salt of weed killer herbicide acid in the literary composition, also hint not, perhaps the fluroxypyr ester of aqueous solution form rather than emulsion or missible oil (being non-water) form is provided is possible.
We confirm now, the dissimilar weed killer herbicide ester of the alkanoate structure of other many kinds and ioxynil and Brominal can be dissolved in the salt of acid weed killer herbicide, particularly the salt of benzene oxycarboxylic acid weed killer herbicide so just provides holding conditions stable single-phase composite.Surprisingly, above-mentioned ester has at 25 ℃ and is in a liquid state rather than solid-state this common character.Because the alkanoate structure dissmilarity of above-mentioned weed killer herbicide ester and ioxynil and Brominal can not illustrate in advance from US-A-4637830 and adopt these specific weed killer herbicide esters can obtain stable Aquo-composition.
Therefore, first aspect of the present invention provides a kind of herbicidal composition, and said composition is stable, a homogeneous phase aqueous concentrates, and this concentrate contains a kind of weed killer herbicide salt and a kind of water-insoluble weed killer herbicide,
Weed killer herbicide salt wherein is
3,6-two chloro-O-Anisic Acids (dicamba),
2,4 dichloro benzene ethoxyacetic acid (2,4-drips),
2-methyl-4-tomatotone (2 first, 4 chlorine),
2-(2-methyl-4-chlorophenoxy) propionic acid (Vi par (CMPP)),
2-(2,4 dichloro benzene oxygen base) propionic acid (2,4-drips propionic acid),
4-(2-methyl-4-chlorophenoxy) butyric acid (Thistrol),
4-(2,4 dichloro benzene oxygen base) butyric acid (2, the 4-Embutox),
2,4-chloro-2-methylphenoxy propionic acid (Vi par (mecoprop))
Or sodium salt, sylvite, ammonia, dimethylamine, diethylamine, triethylamine, MEA, diethanol amine or the triethanolamine salt of ((3,5, the 6-trichloro-2-pyridyl) oxygen) acetate (Triclopyr);
The water-insoluble weed killer herbicide of sending out wherein is the ester of a kind of fluroxypyr or Triclopyr, is in a liquid state at 25 ℃.
The weed killer herbicide salt that is used for concentrate of the present invention can contain arbitrarily
O-Anisic Acid (dicamba),
2,4 dichloro benzene ethoxyacetic acid (2,4-drips),
2-methyl-4-tomatotone (2 first, 4 chlorine),
2-(2-methyl-4-chlorophenoxy) propionic acid (Vi par (CMPP)),
2-(2,4 dichloro benzene oxygen base) propionic acid (2,4-drips propionic acid),
4-(2-methyl-4-chlorophenoxy) butyric acid (Thistrol),
4-(2,4 dichloro benzene oxygen base) butyric acid (2, the 4-Embutox),
2,4-chloro-2-methylphenoxy propionic acid (Vi par (mecoprop))
Or ((3,5, the 6-trichloro-2-pyridyl) oxygen) acetate (Triclopyr) is as its anionicsite.Most preferably 2,4-drips, 2 first, 4 chlorine and Triclopyr.
Counter ion counterionsl gegenions can be sodium salt, sylvite, ammonia, dimethylamine, diethylamine, triethylamine, MEA, diethanol amine or triethanolamine salt, preferred dimethylamine, triethylamine, monoethanolamine and sylvite.
The weed killer herbicide salt consumption that is adopted influences that the solvability of ester influences to some extent in the composition.Usually, used weed killer herbicide salt is many more, and the solvability of ester is big more.The content of salt can account for composition weight percent 1 to 99, be preferably percent 15 to 80, more preferably percent 40 to 70.
The ester that the used water-insoluble weed killer herbicide of the present invention is a kind of fluroxypyr or Triclopyr, this ester is in a liquid state at 25 ℃.Preferably, this ester is a C
6-C
12Alkanol or C
6-C
12The formed ester of alkoxy chain triacontanol.The liquid ester, particularly Ye Tai C of especially preferred fluroxypyr
6-C
12Alkanol or C
6-C
12The alkoxy chain triacontanol fluroxypyr ester.Described as WO-94/24866, especially preferred is the ester of 1-butoxy-2-propyl group, 1-butoxy-2-butyl, 1-(1-methoxyl group-2-propoxyl group)-2-propyl group, 1-(1-butoxy-2-propoxyl group)-2-propyl group, 1-(1-(1-methoxyl group-2-propoxyl group)-2-propoxyl group)-2-propyl group, 1-(1-(1-butoxy-2-propoxyl group)-2-propoxyl group)-2-propyl group and 2-ethylhexyl.
Adopt method known in the art, method described in EP-A-441457, can prepare fluroxypyr ester of the present invention at an easy rate, this method relates to the preparation of methyl esters or ethyl ester, be with 4-amino-3 with methyl chloroacetate or ethyl ester, the salt of 5-two chloro-6-fluoro-2-pyridine alcohol carries out alkyl and replaces, and carries out transesterification with required alcohol then and gets.
Preferably contain 1% to 50% liquid ester by weight in the concentrate prescription of the present invention, more preferably 2.5%-40% most preferably is 5%-30%.The water-insoluble liquid ester is preferably 1: 12 to 1: 1 with the ratio of weed killer herbicide salt, more preferably 1: 10 to 1: 5, most preferably is about 1: 8.
Weed killer herbicide salt component in the composition can be the mixture of two or more weed killer herbicide salt.Similarly, can use two or more water-insoluble liquid herbicide esters.If when using more than one weed killer herbicide salt or more than one weed killer herbicide esters, the total amount of used salt or water-insoluble ester is preferably as implied above.
Available a kind of cosolvent improves the dilution properties of active substance.Suitable cosolvent be can be miscible with water material, for example propylene glycol, propylenediethers and pyrrolidones.Also can use and the not miscible solvent of water, especially that itself and a kind of and water is miscible solvent combines use (particularly being used in combination with the di-alcohols solvent).To improve the solvability of the lower ester of solvability, solvability especially at low temperatures.The not miscible solvent of suitable and water is disclosed among the WO-94/24866.Cosolvent content can account for 1% to 20% of composition weight.
Also available one or more surfactants improve dilution properties.Can adopt the combination of acceptable surfactant on any agricultural or surfactant.The surfactant example that can be used for one or more liquid esters of the present invention comprises that alkylaryl sulfonate (as calcium dodecyl benzene sulfonate), alkyl phenol-alkylene oxide addition compound product are (as nonyl phenol-C
18-ethoxylate), alcohol-alkylene oxide addition compound product is (as tridecanol-C
16-ethoxylate), the block copolymer of the dialkyl of sulfo-succinic acid (as sulfo-succinic acid two 2-ethylhexyl sodium), sorbitol ester (as the sorbitol oleate), polyglycerol fatty acid alkylene ester (as poly-glycol stearate), oxirane and expoxy propane and mono phosphoric acid ester alkyl and dialkyl salt (as di(2-ethylhexyl)phosphate 2-ethylhexyl potassium).Some special cases comprise the alkali metal salt of sulfo-dialkyl succinate, and its commodity are called Anonaid
TMOr Empimin
TM, and the ethoxylate of fatty alcohol, its commodity are called Atlox
TMThe mixture of common preferred ion type surfactant and nonionic surface active agent.Some special cases comprise the mixture of calcium dodecyl benzene sulfonate and oxirane and propylene oxide block copolymer, and its trade name has multiple, comprises Altox
TMAnd Tensiofix
TMAcceptable surfactant has satisfied the use needs of agriculture articles for use at least one country on the agricultural.EO/PO block copolymer (the MAKON NI-10 of especially preferred nonyl benzene
TM) and C
13-C
15Ethoxylate (the Syneronic A2 of alcohol
TM).
General surfactant concentrations is percent 1 to 20, and more preferably percent 5 to 20.
Alternatively, can contain other agricultural in the present invention's prescription and go up acceptable assistant, these auxiliary agents are also usually as agriculture articles for use composition, and are like that as antifoaming agent, compatilizer, chelating agent, neutralizer and buffer, corrosion inhibitor, dyestuff, spices, penetrant, spreader-sticker, dispersant, thickener, antifreezing agent, bactericide, crop wet goods.
Also can contain antifreezing agent in the aqueous formulation, as propane diols, ethanol, propyl alcohol, ethylene glycol, glycerine, urea and ammonium chloride.Usually preferred propane diols.Only otherwise can make product generation destabilization or without detriment to product efficacy, acceptable antifreezing agent all can be used on here on any agricultural.
Can be used for preparing dry weed killer herbicide product according to Aquo-composition of the present invention, for example can provide spray drying process to be prepared.This spray-dired product only needs that in use it is dissolved in water and gets final product.The composition that contains the sylvite of weed killer herbicide acid is particularly suitable for atomized drying.
Therefore, as mentioned above, the scope of the invention also comprises by the weed killer herbicide with the dry drying that obtains of composition spray.
According to the preparation method who carries out sprayed composition of the present invention, be with according to concentrate dilute with water of the present invention, or will be water-soluble according to spray-dired composition of the present invention.
The scope of the invention also comprises control or prevents the method for weed growth that this method is included in the zone of weed growth and uses according to composition of the present invention.
The preferred a large amount of embodiments of the present invention have more detailed description in the following example.
General preparation method
By simple mixing,, prepare the binary composition Herbicidal combinations that comprises water-insoluble weed killer herbicide ester and weed killer herbicide salt until obtaining a homogeneous liquid.Temperature is risen to up to 60 ℃, can quicken the carrying out of mixed process.
Used weed killer herbicide ester has following fusing point in embodiment and the Comparative Examples:
Fusing point
Fluroxypyr butoxy propyl diester＜25 ℃
Triclopyr butoxy ethyl ester＜25 ℃
Fluroxypyr 1-butoxy-2-butyl ester＜25 ℃
Fluroxypyr 1-methoxyl group-2-propoxyl group-2-propyl diester＜25 ℃
Fluroxypyr 1-methoxyl group-2-propoxyl group-2-propoxyl group-2-propyl diester＜25
Pyrrole fluorine chlorine standing grain spirit ethoxyethyl group ester (racemic) 57 ℃
58 ℃ of fluroxypyr 1-methylheptyl esters
125 ℃ of fluroxypyr methyl ester
2,45 ℃ of (4-cyano group-2-fluorophenoxy) phenoxy group priopianate
Pyrrole fluorine chlorine standing grain spirit methyl ester (R-isomer) 25 ℃
Prepared composition sees below.
Embodiment
In the following example, " wet basis " refers to the consumption of various compositions, is benchmark with various (comprising water) the commodity preparation that is used for preparing them." dry basis " refers to the equal dry weight of same composition.Term DMA refers to dimethylamine salt.
Embodiment 1Wet basis dry basis fluroxypyr butoxy propyl diester 116g/L 116g/L2,4-drip concentrate (trade name DMA-6) 810g/L 542g/L water and add to 1L 506g/L
Embodiment 2Fluroxypyr butoxy propyl diester 116g/L 116g/L2,4-drip concentrate (trade name DMA-6) 810g/L 542g/L glycol ether (Dowanol PnB) 116g/L 116g/L water and add to 1L 390g/L
Embodiment 3Fluroxypyr butoxy propyl diester 116g/L 116g/L2,4-drip concentrate (trade name DMA-6) 810g/L 542g/LDowanol PnB 116g/L 116g/L surfactant MAKON NI-10 35g/L 35g/L surfactant Synperonic A2 35g/L 35g/L water and add to 1L 320g/LEmbodiment 4Fluroxypyr butoxy propyl diester 134g/L2 first 4 chlorine dimethylamine salt concentrate 768g/L 514g/L (trade name MCPA 750D) water surplus are to 1L
Embodiment 5 Wet basis Dry basisTriclopyr butoxy ethyl ester 100g/L2,4-drip concentrate (trade name DMA-6) 900g/L 602g/L
Embodiment 6Fluroxypyr 2-ethylhexyl 100g/L2,4-drip concentrate (trade name DMA-6) 900g/L 602g/L
Embodiment 7Fluroxypyr butoxy propyl diester 100g/L Triclopyr triethylamine salt (commodity preparation-Garlon 3A) 900g/L 400g/L
Embodiment 8Fluroxypyr tripropylene glycol monomethyl ether 130g/L2,4-drip concentrate (trade name DMA-6) 870g/L 528g/L
Embodiment 9Triclopyr butoxy ethyl ester 25g/L Triclopyr triethylamine salt (commodity preparation Garlon 3A) 975g/L 433g/L
Embodiment 10Fluroxypyr butoxy propyl diester 100g/L2 first 4 chloropropionic acids (Mecoprop) 640D (DMA salt) 900g/L 477g/L
Embodiment 11Fluroxypyr butoxy propyl diester 100g/L2 first 4 chlorine 400K (sylvite) 975g/L 328g/L
Embodiment 12Fluroxypyr dipropylene glycol monomethyl ether 110g/L (DMA salt-trade name DMA-6) 2,4-drips concentrate 890g/L 600g/L
Embodiment 13Fluroxypyr 1-butoxy-2-butyl ester 100g/L (DMA salt-trade name DMA-6) 2,4-drips concentrate 900g/L 600g/L
All embodiment all makes transparent homogeneous phase concentrate, is still stable after this concentrate is preserved at least and spent the night.
Example 1,2,3 and 4 is carried out accelerated aging test, in-10 ℃ to 54 ℃ scopes, keep stable and reach 12 months.
Embodiment 14
The spray-dried fine powder that makes of the composition of embodiment 11.This fine powder is easily water-soluble again, makes composition again.
In greenhouse test with the composition sprayed of embodiment 3 on multiple weeds.
Being tried the weeds kind is:
A. to 2,4-drips responsive weeds (fluroxypyr does not have inhibitory action to it): corn poppy and red heart lamb's-quarters.
B. to the weeds (2,4-drips does not have inhibitory action to it) of fluroxypyr sensitivity: clearvers.
C. the Maruta cotula that two kinds of compositions is all had tolerance.
D. crops: wheat (cultivar avalon), barley (cultivar Igri).
Plant grows under greenhouse experiment, and the temperature of cultivating and testing is minimum to be 12 ℃, is up to 20 ℃.Seed is sowed at first in the dish that contains the peat soil compost, then (in cotyledon to the leaf phase) be transplanted in 7 * 7 * 8 centimetres the basin that contains same peat soil compost.Every basin one strain plant, each processing are established 5 basins and repeat, and be vegetative period during processing:
Clearvers 2 impeller blades
Maruta cotula 7-8 sheet leaf
Corn poppy 6-8 sheet leaf
4 leaves of red heart lamb's-quarters
Wheat and barley 1-1 be 1/2 leaf again
The preparation of embodiment 3 is mixed with required dosage with running water, and the sprinkling amount is 200 liters/hectare.
After handling and treating whole blade dryings, then all plants are placed in the greenhouse at random.Water in basin with irrigating under the basin.
By the range estimation comparison process plant and the plant of being untreated, plant is estimated.The two difference suppresses % with average range estimation and represents (table 1).Weeds are gathered in down together, blade is weighed.The result represents in average fresh weight (with gram), or represents with fresh weight decreased average %.The evaluations of crops is undertaken by measuring plant height, in centimetre.
The result carries out statistical calculations with multiple analysis of range.
Combination preparation at least with use two kinds of components the same effective respectively.
The comparative example
Prepare other various preparations with other weed killer herbicide ester.
The comparative example 1 Wet basis Dry basisPyrrole fluorine chlorine standing grain spirit ethoxyethyl group ester (racemic) 100g/L2,4-drips DMA 900g/L 602g/L
The comparative example 2Pyrrole fluorine chlorine standing grain spirit 1-methylheptyl ester 100g/L2,4-drips DMA 900g/L 602g/L
The comparative example 3Fluroxypyr methyl ester 80g/L2,4-drip DMA 920g/L 615g/L
The comparative example 4 Wet basis Dry basis2, (4-cyano group-2-fluorophenoxy) phenoxy group priopianate 100g/L2,4-drips DMA 900g/L 602g/L
The comparative example 5Pyrrole fluorine chlorine standing grain spirit methyl ester 25g/L2,4-drips DMA 975g/L
Although some composition can be mixed with clear solution among the comparative example 1 to 5 when being heated to 60 ℃, none can still keep stable after storage is spent the night.Generally, crystallization at room temperature can take place, precipitates or be separated in these compositions.
The present composition is particularly useful for removing broad leaved weed, for example Brassicas kind, Kochia kind, Boreava species, Cirsium kind, Matricaria, Salsola, Stellaria, Polygonum, these weed growths are in various crops, especially cereal crop, for example spring wheat and winter wheat, spring barley and winter barley and rye.
The present invention fills a prescription and has reduced the consumption of organic solvent, or has got rid of with an organic solvent, and organic solvent is that environment institute is unwanted.
Claims (16)
1. herbicidal composition, said composition are aqueous solution concentrate one stable, homogeneous phase, and this concentrate contains a kind of weed killer herbicide salt and a kind of water-insoluble weed killer herbicide,
Weed killer herbicide salt wherein is
3,6-two chloro-O-Anisic Acids (dicamba),
2,4 dichloro benzene ethoxyacetic acid (2,4-drips),
2-methyl-4-tomatotone (2 first, 4 chlorine),
2-(2-methyl-4-chlorophenoxy) propionic acid (Vi par (CMPP)),
2-(2,4 dichloro benzene oxygen base) propionic acid (2,4-drips propionic acid),
4-(2-methyl-4-chlorophenoxy) butyric acid (Thistrol),
4-(2,4 dichloro benzene oxygen base) butyric acid (2, the 4-Embutox),
2,4-chloro-2-methylphenoxy propionic acid (Vi par (mecoprop))
Or sodium salt, sylvite, ammonia, dimethylamine, diethylamine, triethylamine, MEA, diethanol amine or the triethanolamine salt of ((3,5, the 6-trichloro-2-pyridyl) oxygen) acetate (Triclopyr);
Water-insoluble weed killer herbicide wherein is the ester of a kind of fluroxypyr or Triclopyr, is in a liquid state at 25 ℃.
2. according to the composition of claim 1, water-insoluble weed killer herbicide wherein is fluroxypyr or Triclopyr and C
6-C
12Alkanol or C
6-C
12The formed ester of alkoxy chain triacontanol.
3. according to desired composition among aforementioned claim arbitrary, water-insoluble weed killer herbicide wherein is a kind of ester of fluroxypyr.
4. according to the composition of claim 3, water-insoluble weed killer herbicide wherein is the ester of 1-butoxy-2-propyl group, 1-butoxy-2-butyl, 1-(1-methoxyl group-2-propoxyl group)-2-propyl group, 1-(1-butoxy-2-propoxyl group)-2-propyl group, 1-(1-(1-methoxyl group-2-propoxyl group)-2-propoxyl group)-2-propyl group, 1-(1-(1-butoxy-2-propoxyl group)-2-propoxyl group)-2-propyl group or 2-ethylhexyl.
5. according to desired composition among aforementioned claim arbitrary, weed killer herbicide salt wherein is 2, and 4-drips or 2 first, 4 chlorine, and the water-insoluble weed killer herbicide is a Triclopyr.
6. according to desired composition among aforementioned claim arbitrary, weed killer herbicide salt wherein is dimethylamine salt, triethylamine salt, sylvite or ethanolamine salt.
7. according to desired composition among aforementioned claim arbitrary, weed killer herbicide salt content composition weight wherein percent 1 to 99.
8. according to the desired composition of claim 5, wherein weed killer herbicide salt content account for composition weight percent 15 to 80.
9. according to the desired composition of claim 5, wherein weed killer herbicide salt content account for composition weight percent 40 to 70.
10. according to desired composition among aforementioned claim arbitrary, water-insoluble weed killer herbicide content wherein with composition weight percent 1 to 50.
11. desired according to Claim 8 composition, water-insoluble weed killer herbicide content wherein account for composition weight percent 2.5 to 40.
12. according to the desired composition of claim 9, water-insoluble weed killer herbicide content wherein account for composition weight percent 5 to 30.
13. the weed killer herbicide of a drying, it obtains carrying out atomized drying according to desired composition among aforementioned claim arbitrary.
14. according to the desired weed killer herbicide of claim 13, weed killer herbicide salt wherein is sylvite.
15. a herbicidal composition that can be used for spraying prepares by diluting according to desired composition among claim 1 to 12 arbitrary, or by making according to the composition of claim 13 or 14 is water-soluble.
16. the method controlling or prevent weed growth, this method are included in the composition of the Zoned application of weed growth according to claim 15.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN 96192552 CN1178449A (en) | 1995-03-15 | 1996-03-08 | Mixed herbicidal compositions |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB9505204.9 | 1995-03-15 | ||
| CN 96192552 CN1178449A (en) | 1995-03-15 | 1996-03-08 | Mixed herbicidal compositions |
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| Publication Number | Publication Date |
|---|---|
| CN1178449A true CN1178449A (en) | 1998-04-08 |
Family
ID=5128340
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|---|---|---|---|
| CN 96192552 Pending CN1178449A (en) | 1995-03-15 | 1996-03-08 | Mixed herbicidal compositions |
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Cited By (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100423641C (en) * | 2007-03-16 | 2008-10-08 | 青海省畜牧兽医科学院 | Recompounded Langdu preventing and killing herbicide |
| CN102318632A (en) * | 2011-07-18 | 2012-01-18 | 广西田园生化股份有限公司 | Synergistic weeding composition containing fluroxypyr |
| CN102740696A (en) * | 2010-01-29 | 2012-10-17 | 陶氏益农公司 | Synergistic herbicidal composition containing aminopyralid and 2,4-dichlorophenoxyacetic acid |
| CN103229678A (en) * | 2013-05-21 | 2013-08-07 | 江苏胜田农业科技发展有限公司 | Method for rapidly drying rice in field |
| CN102186339B (en) * | 2008-10-29 | 2014-03-12 | 陶氏益农公司 | Stable emulsifiable concentrates containing first herbicidal carboxylic acid salt and second herbicidal carboxylic acid ester |
| CN104365659A (en) * | 2014-11-17 | 2015-02-25 | 南京华洲药业有限公司 | Mixed herbicide containing glufosinate ammonium |
| CN104920368A (en) * | 2015-06-25 | 2015-09-23 | 江苏省农业科学院 | Pesticide composite comprising fluroxypyr and benzobicyclon and application of pesticide composite in prevention of lemnaceae plants |
| CN107912438A (en) * | 2016-10-11 | 2018-04-17 | 四川利尔作物科学有限公司 | Herbicidal combinations and its application |
| CN110839632A (en) * | 2018-08-20 | 2020-02-28 | 四川利尔作物科学有限公司 | Weeding composition |
| CN111202073A (en) * | 2020-03-08 | 2020-05-29 | 安徽喜田生物科技有限公司 | Herbicidal composition containing triclopyr and 2-methyl-4-chloro and application thereof |
-
1996
- 1996-03-08 CN CN 96192552 patent/CN1178449A/en active Pending
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN100423641C (en) * | 2007-03-16 | 2008-10-08 | 青海省畜牧兽医科学院 | Recompounded Langdu preventing and killing herbicide |
| CN102186339B (en) * | 2008-10-29 | 2014-03-12 | 陶氏益农公司 | Stable emulsifiable concentrates containing first herbicidal carboxylic acid salt and second herbicidal carboxylic acid ester |
| CN102740696B (en) * | 2010-01-29 | 2015-08-12 | 陶氏益农公司 | Containing the acid of chlorine Fampridine and the synergistic herbicidal compositions of 2,4-dichlorophenoxyacetic acid |
| CN102740696A (en) * | 2010-01-29 | 2012-10-17 | 陶氏益农公司 | Synergistic herbicidal composition containing aminopyralid and 2,4-dichlorophenoxyacetic acid |
| CN104542600A (en) * | 2010-01-29 | 2015-04-29 | 陶氏益农公司 | Synergistic herbicidal composition containing aminopyralid and 2,4-dichlorophenoxyacetic acid |
| CN102318632A (en) * | 2011-07-18 | 2012-01-18 | 广西田园生化股份有限公司 | Synergistic weeding composition containing fluroxypyr |
| CN103229678A (en) * | 2013-05-21 | 2013-08-07 | 江苏胜田农业科技发展有限公司 | Method for rapidly drying rice in field |
| CN103229678B (en) * | 2013-05-21 | 2014-09-17 | 江苏胜田农业科技发展有限公司 | Method for rapidly drying rice in field |
| CN104365659A (en) * | 2014-11-17 | 2015-02-25 | 南京华洲药业有限公司 | Mixed herbicide containing glufosinate ammonium |
| CN104920368A (en) * | 2015-06-25 | 2015-09-23 | 江苏省农业科学院 | Pesticide composite comprising fluroxypyr and benzobicyclon and application of pesticide composite in prevention of lemnaceae plants |
| CN107912438A (en) * | 2016-10-11 | 2018-04-17 | 四川利尔作物科学有限公司 | Herbicidal combinations and its application |
| CN110839632A (en) * | 2018-08-20 | 2020-02-28 | 四川利尔作物科学有限公司 | Weeding composition |
| CN111202073A (en) * | 2020-03-08 | 2020-05-29 | 安徽喜田生物科技有限公司 | Herbicidal composition containing triclopyr and 2-methyl-4-chloro and application thereof |
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