CN107787964A - It is a kind of using cyhalofop-butyl as microemulsion of active ingredient and preparation method thereof - Google Patents
It is a kind of using cyhalofop-butyl as microemulsion of active ingredient and preparation method thereof Download PDFInfo
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- CN107787964A CN107787964A CN201710279458.9A CN201710279458A CN107787964A CN 107787964 A CN107787964 A CN 107787964A CN 201710279458 A CN201710279458 A CN 201710279458A CN 107787964 A CN107787964 A CN 107787964A
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- cyhalofop
- butyl
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
- A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/22—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing ingredients stabilising the active ingredients
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION 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
- A01N39/00—Biocides, pest repellants or attractants, or plant growth regulators containing aryloxy- or arylthio-aliphatic or cycloaliphatic compounds, containing the group or, e.g. phenoxyethylamine, phenylthio-acetonitrile, phenoxyacetone
- A01N39/02—Aryloxy-carboxylic acids; Derivatives thereof
- A01N39/04—Aryloxy-acetic acids; Derivatives thereof
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- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Toxicology (AREA)
- Dispersion Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention belongs to technical field of pesticide, and in particular to a kind of using cyhalofop-butyl as microemulsion of active ingredient and preparation method thereof.Cyhalofop-butyl microemulsion provided by the invention, including following component and its mass percent：Cyhalofop-butyl 10~20%, emulsifying agent 10~20%, solvent 15~25%, synergist 0.5~2%, antifreezing agent 2~5%, water 35~55%.The present invention is by adding a small amount of synergist, it is excellent that the microemulsion of offer enters water emulsification dispersiveness, good fluidity, modest viscosity, transparency temperature scope is larger, and thermal storage stability is good, there is significant preventive effect to the weeds such as Paspalum distichum and peacock barnyard grass, dosage is small, and rapid-action, and guarantor's yield for rice is high.
Description
Technical field
The invention belongs to technical field of pesticide, more particularly to a kind of microemulsion and its system using cyhalofop-butyl as active ingredient
Preparation Method.
Background technology
Chemical entitled (R) -2- [4 (4- cyano group -2- fluorophenoxies) benzene oxygen of cyhalofop-butyl (cyhalofop-butyl)
Base]-butyl propionate, developed by LG-DOW agricultural sciences company, belong to fragrant phenoxy phenoxy propionic acid uptake and translocation herbicide.Cyanogen
Fluorine grass ester stops aliphatic acid synthesis, the growth division of cell can not be normally carried out, film by suppressing second phthalein CoA carboxylase enzyme
The structures containing fat such as system are destroyed, and finally result in Plant death.In rice body, cyhalofop-butyl can be degraded quickly to be auxiliary to acetyl
Two acid-state of enzyme A carboxylation kinase inactives, thus there is the security of height to rice.Cyhalofop-butyl is that fragrant phenoxy phenoxy propionic acid removes
The only kind to rice with tight security in careless agent.Various planting types (such as dry rice seedling, watery ricenursery, live, rice transplanting,
Rice transplanting etc.) rice by seedling stage to jointing stage using cyhalofop-butyl all without produce poisoning.Cyhalofop-butyl not only has to moleplant seed
There is good preventive effect, lady's-grass, green bristlegrass, eleusine indica etc. can also be prevented and treated, there is preferable preventive effect to part barnyard grass, but to double fringes
The preventive effect of ditch millet and peacock barnyard grass is not ideal enough.It is slower to be absorbed into weeds Mortality Ratio from cyhalofop-butyl, generally require 3 weeks it is left
It is right.
The formulation of cyhalofop-butyl includes emulsifiable concentrate and microemulsion.Emulsifiable concentrate is by cyhalofop-butyl, emulsifying agent and organic solvent
The formulations of pesticide obtained Deng mixing, used organic solvent is more, larger to the wasting of resources, and easily environment is caused
Pollution, relative usage amount is larger, causes the loss of pesticide active ingredient more.China was once once limiting and is issuing emulsifiable concentrates for agricultural chemicals product
Certificate of approval.Chinese patent application CN 102845425 discloses a kind of agent for removing grass in paddy field using cyhalofop-butyl as active component
Agent, including cyhalofop-butyl, emulsifying agent and organic solvent, the dosage of organic solvent are big.
Microemulsion is to be dispersed in by the auxiliary agent such as active ingredient and emulsifying agent, dispersant, antifreezing agent in water, is formed transparent
Or close to transparent homogeneous liquid.With the increasingly raising of people's environmental consciousness, the pollution problem for agricultural chemicals is increasingly paid close attention to,
The matrixing trend of pesticide water is imperative.Microemulsion replaces a large amount of organic solvents with water, does not include solid packing in formulation, greatly
The big pressure alleviated to environment, is a kind of effective green pesticide form and investment of production is few, and control is simple, processing safety
Good, flash-point is high, nonflammable, and storage and transport volatility are small, alleviate agricultural chemicals stink, meet the direction of Agrochemicals.
The preparation of microemulsion and the relation of active ingredient are very big, the agricultural chemicals of different cultivars stability in an aqueous medium and
Required surfactant is often different.Chinese patent application CN 101911933 disclose a kind of cyhalofop-butyl microemulsion and its
Preparation method, microemulsion include cyhalofop-butyl, solvent, cosolvent, emulsifying agent and water, but in terms of stability and preventive effect are not provided
Experimental data.The formula of cyhalofop-butyl microemulsion, it is generally difficult to which the problem of holding its physical stability, existing mainly includes：(1)
The emulsion or dilution that microemulsion is formed after being diluted with water will consider to store at too high, too low temperature and using possible potential
The problem of；(2) microemulsion using nonionic surfactant as key component can produce cloud point or lamination；(3) easily go out
Existing phase inversion phenomenon and precipitation crystal.
Therefore it provides a kind of physical stability is good, and the significant cyhalofop-butyl microemulsion of preventive effect is significant.
The content of the invention
To solve problems of the prior art, inventor by lot of experiments to the auxiliary agent of cyhalofop-butyl microemulsion into
Point and dosage screen and has been optimized, by adding a small amount of synergist, there is provided microemulsion to enter water emulsification dispersiveness excellent, flow
Dynamic property is good, and modest viscosity, transparency temperature scope is larger, and thermal storage stability is good, miscellaneous to moleplant seed, Paspalum distichum and peacock barnyard grass etc.
Grass has significant preventive effect, and dosage is small, and rapid-action, and guarantor's yield for rice is high.
The purpose of the present invention will be further described in detail below reflect and description.
The present invention provides a kind of microemulsion using cyhalofop-butyl as active ingredient, including following component and its quality percentage
Than：Cyhalofop-butyl 10~20%, emulsifying agent 10~20%, solvent 15~25%, synergist 0.5~2%, antifreezing agent 2~5%,
Water 35~55%.
Using above-mentioned technical proposal, by adding a small amount of synergist, while system physical stability is strengthened, pass through
The preventive effect that the test of pesticide effectiveness demonstrates provided microemulsion significantly increases.
Preferably, the microemulsion using cyhalofop-butyl as active ingredient, including following component and its mass percent：
Cyhalofop-butyl 12~18%, emulsifying agent 12~18%, solvent 16~22%, synergist 0.5~2%, antifreezing agent 2~5%, water 36
~50%.
Preferably, the synergist is selected from the one or more of trisiloxanes, azone and silicone.Inventor passes through a large amount of real
Test screening and obtain above-mentioned builder ingredient and dosage, in the system of the present invention, above-mentioned builder ingredient can reduce surface tension,
By reducing the surface tension of medicament, promote osmotic absorption, anti-volatilization, while system physical stability is strengthened, pass through medicine
The preventive effect that effect experiment demonstrates provided microemulsion significantly increases.
Preferably, the synergist is trisiloxanes and silicone with 2~4：Mixture of 1 weight than composition.
Preferably, the emulsifying agent is selected from phenethyl phenol polyethenoxy ether, APES, polyoxyethylene nonyl phenyl second
Alkene ether, alkylbenzenesulfonate, alkylnaphthalene sulfonate, calcium dodecyl benzene sulfonate, alkyl phenol formaldehyde resin polyoxyethylene ether and fat
One or more in fat acid APEO.
Preferably, the solvent be selected from ethanol, methanol, cyclohexanone, n-butanol, ethyl acetate and dimethyl sulfoxide one kind or
It is a variety of.
It is highly preferred that one or more of the solvent in ethanol, cyclohexanone and n-butanol.
Preferably, the antifreezing agent in ethylene glycol, propane diols, glycerine, isopropanol, polyethylene glycol and urea one
Kind is a variety of.
Preferably, the wet concentration is from running water, distilled water or deionized water.
In addition, the present invention also provides the preparation method using cyhalofop-butyl as the microemulsion of active ingredient, comprise the following steps：
After cyhalofop-butyl is dissolved with solvent, emulsifying agent, synergist and antifreezing agent are added while stirring, after mixing, then by water slowly
Add, be sufficiently stirred, the microemulsion using cyhalofop-butyl as active ingredient is made.
Compared with prior art, beneficial effects of the present invention include：(1) by adding a small amount of synergist, body is enhanced
The physical stability of system, transparency temperature scope is larger, and thermal storage stability is good, miscellaneous to moleplant seed, Paspalum distichum and peacock barnyard grass etc.
Grass has significant preventive effect, and dosage is small, and rapid-action, and guarantor's yield for rice is high；(2) using water as main matrix, reduce
The use of organic solvent, environmentally friendly, nonflammable, flash-point is high, and security is good；(3) preparation method is simple, and cost is low.
Embodiment
Below by way of the description of embodiment, the present invention is described in further detail, but it is to this hair that this, which is not,
Bright limitation, those skilled in the art are according to the basic thought of the present invention, and various modifications may be made or improves, as long as but not
Depart from the basic thought of the present invention, within the scope of the present invention.
Embodiment 1
Cyhalofop-butyl microemulsion includes following component and its mass percent：Cyhalofop-butyl 10%, ethyl acetate 16%, fat
Fat acid polyoxyethylene ester 18%, trisiloxanes 2%, glycerine 4%, surplus are water.
Preparation method：Cyhalofop-butyl active compound is dissolved with solvent, after cyhalofop-butyl active compound fully dissolves, while stirring
Emulsifying agent, synergist and antifreezing agent are added, is slowly added into, is sufficiently stirred after the mixing of above-mentioned system, then by water, be made with cyanogen fluorine
Careless ester is the microemulsion of active ingredient.The synergist is trisiloxanes, and the emulsifying agent is polyoxyethylene carboxylate, described
Solvent is ethyl acetate, and the antifreezing agent is glycerine.
Embodiment 2 to embodiment 6, and comparative example 1 is prepared to comparative example 2 according to the preparation method of embodiment 1.
Embodiment 2
Cyhalofop-butyl microemulsion includes following component and its mass percent：Cyhalofop-butyl 12%, ethanol 4%, n-butanol
14%th, alkyl polyoxyethylene ether 6%, NPE 8%, azone 1%, propane diols 3%, surplus are water.
Embodiment 3
Cyhalofop-butyl microemulsion includes following component and its mass percent：Cyhalofop-butyl 15%, cyclohexanone 15%, ethanol
5%th, phenethyl phenol polyethenoxy ether 5% and aliphatic acid polyethenoxy ether 10%, trisiloxanes 2%, ethylene glycol 5%, surplus are
Water.
Embodiment 4
Cyhalofop-butyl microemulsion includes following component and its mass percent：Cyhalofop-butyl 15%, cyclohexanone 15%, ethanol
5%th, phenethyl phenol polyethenoxy ether 5% and aliphatic acid polyethenoxy ether 10%, trisiloxanes 1.5%, silicone 0.5%, second two
Alcohol 5%, surplus are water.
Embodiment 5
Cyhalofop-butyl microemulsion includes following component and its mass percent：Cyhalofop-butyl 15%, cyclohexanone 15%, ethanol
5%th, phenethyl phenol polyethenoxy ether 5% and aliphatic acid polyethenoxy ether 10%, silicone 2%, ethylene glycol 5%, surplus are water.
Embodiment 6
Cyhalofop-butyl microemulsion includes following component and its mass percent：Cyhalofop-butyl 18%, cyclohexanone 14%, positive fourth
Alcohol 8%, calcium dodecyl benzene sulfonate 10%, Nonyl pheno 5%, silicone 2%, urea 4%, surplus are water.
Comparative example 1
Cyhalofop-butyl microemulsion includes following component and its mass percent：Cyhalofop-butyl 15%, cyclohexanone 15%, ethanol
5%th, phenethyl phenol polyethenoxy ether 5% and aliphatic acid polyethenoxy ether 10%, ethylene glycol 5%, surplus are water.
The difference of comparative example 1 and embodiment 4 is：Without trisiloxanes and silicone.
Comparative example 2
Cyhalofop-butyl microemulsion includes following component and its mass percent：Cyhalofop-butyl 15%, cyclohexanone 15%, ethanol
5%th, phenethyl phenol polyethenoxy ether 5% and aliphatic acid polyethenoxy ether 10%, disecoctylmaleate sodium sulfonate 2%,
Ethylene glycol 5%, surplus are water.
The difference of comparative example 2 and embodiment 4 is：Without trisiloxanes and silicone, the maleic acid di-secondary containing equivalent
Dioctyl sodium sulfosuccinate.
The physicochemical property and study on the stability of the microemulsion of test example one
Transparency temperature scope is tested：10mL cyhalofop-butyl microemulsions are taken in 25mL test tubes, are stirred up and down with stirring rod, in
Cool gradually on ice bath, untill becoming turbid or freezing, the temperature of this turning point is transparency temperature lower limit t1, then test tube is put
In water-bath, slowly heated with 2 DEG C per minute of speed, temperature when record becomes turbid, i.e. transparency temperature upper limit t2, then thoroughly
Bright temperature range is t1-t2.
Freeze-stable is tested：20mL cyhalofop-butyl microemulsions are taken in ampoule bottle, -20 DEG C place 18h after take out in
20 DEG C of placement 6h, observed after repeating above-mentioned experiment 3 times.
Heat storage stability is tested：20mL cyhalofop-butyl microemulsions are taken in ampoule bottle, after being placed 14 days in (54 ± 2) DEG C,
Sample is observed, while using the degradation rate of high performance liquid chromatography detection cyhalofop-butyl.
The microemulsion of embodiment 1 to embodiment 6, comparative example 1 to comparative example 2 is light yellow transparent liquid, no visible particle
And suspension, it is separated into transparent homogeneous liquid rapidly in water；In addition, respectively to embodiment 1 to embodiment 6, comparative example 1 to
The microemulsion of comparative example 2 carries out the investigation of transparency temperature scope, freeze-stable, heat storage stability etc., as a result as shown in table 1.
The transparency temperature scope and stability result of 1 different microemulsions of table
As known from Table 1, the transparency temperature scope of microemulsion provided by the invention is larger, freeze-stable and heat storage stability
Preferably, especially the transparency temperature scope of embodiment 4 is -10~60 DEG C, heat storage degradation rate only 1.09%, is significantly better than comparative example
1 (being not added with synergist) and comparative example 2 (addition quickly penetrating agent commonly used in the art), also superior to embodiment 1,2,3,5,6.Can
See, the synergist used in the present invention has weight to the transparency temperature scope and enhancing stability that expand cyhalofop-butyl microemulsion
Want meaning.
The efficiency test of the microemulsion of test example two
For Example 1 to the microemulsion of embodiment 6, comparative example 1 to comparative example 2, the dosage of embodiment 1 is 60g/ respectively
Mu, the dosage of embodiment 2 is 50g/ mus, and the dosage of embodiment 3 to embodiment 5 is 40g/ mus, and the dosage of embodiment 6 is
33g/ mus, the field efficiency test of rice weed is carried out, if eight processing and a blank, four repetitions, totally 36 cells, small
Area is arranged by random district's groups.Moleplant seed, lady's-grass, Paspalum distichum and peacock barnyard grass are chosen as subjects weeds, is investigated 15 after medicine
The Weed-control effect of it and 30 days, experimental result are shown in Table 2 and table 3.Guarantor's yield during rice harves is investigated, experimental result is shown in Table 4.
Table 2 is the microemulsion of active ingredient to 15 days preventive effects after weeds medicine using cyhalofop-butyl
Table 3 is the microemulsion of active ingredient to 30 days preventive effects after weeds medicine using cyhalofop-butyl
It was found from table 2 and table 3, microemulsion (embodiment 1 to embodiment 6) provided by the invention is after medicine in 15 days and 30 days
There is good preventive effect to weeds such as moleplant seed, lady's-grass, Paspalum distichum and peacock barnyard grasses, wherein it is optimal with the preventive effect of embodiment 4, to thousand
After gold, lady's-grass, peacock barnyard grass and annual gramineae total weed medicine the preventive effect of 15 days be up to 96.15%, 93.18%,
89.24%th, 94.13% and 92.69%, the preventive effect of 30 days is up to 97.26%, 96.12%, 92.46%, 94.35% and after medicine
95.72%.It is right and 15 days of comparative example 1 (being not added with synergist) and 30 days preventive effects are substantially less than embodiment 1 to embodiment 6
The preventive effect of Paspalum distichum and peacock barnyard grass is not ideal enough, and 15 days preventive effects of device to hole ditch millet are only 64.78%；(the addition ability of comparative example 2
The conventional quickly penetrating agent in domain) 15 days and 30 days preventive effects be better than comparative example 1, but be not so good as embodiment 1 to the preventive effect of embodiment 6,
The preventive effect of device to hole ditch millet is not ideal enough.
Microemulsion of the table 4 using cyhalofop-butyl as active ingredient is used for guarantor's yield of rice
| Sample | Per mu yield (kg) | Protect yield (%) |
| Embodiment 1 | 426.8 | 29.5 |
| Embodiment 2 | 431.2 | 30.9 |
| Embodiment 3 | 432.4 | 31.3 |
| Embodiment 4 | 442.7 | 34.4 |
| Embodiment 5 | 428.5 | 30.0 |
| Embodiment 6 | 435.1 | 32.1 |
| Comparative example 1 | 387.4 | 17.6 |
| Comparative example 2 | 406.2 | 23.3 |
| Water | 329.5 | / |
From table 4, after microemulsion provided by the invention (embodiment 1 to embodiment 6), per mu yield significantly improves, and protects production
Rate is up to 29.5%~34.4%, and guarantor's yield of comparative example 1 (being not added with synergist) is 17.6%, (the addition this area of comparative example 2
Conventional quickly penetrating agent) guarantor's yield be 23.3%.
In summary, microemulsion provided by the invention has into water emulsification dispersiveness is excellent, good fluidity, modest viscosity and storage
The advantages of stability is good is deposited, has good preventive effect to weeds such as moleplant seed, lady's-grass, Paspalum distichum and peacock barnyard grasses, it is rapid-action, it is used for
Guarantor's yield of rice.
Above content is to combine specific preferred embodiment further description made for the present invention, it is impossible to is assert
The specific implementation of the present invention is confined to these explanations.For general technical staff of the technical field of the invention,
On the premise of not departing from present inventive concept, some simple deduction or replace can also be made, should all be considered as belonging to the present invention's
Protection domain.
Claims (10)
- A kind of 1. microemulsion using cyhalofop-butyl as active ingredient, it is characterised in that：Including following component and its mass percent： Cyhalofop-butyl 10~20%, emulsifying agent 10~20%, solvent 15~25%, synergist 0.5~2%, antifreezing agent 2~5%, water 35 ~55%.
- 2. the microemulsion according to claim 1 using cyhalofop-butyl as active ingredient, it is characterised in that：Including following component And its mass percent：Cyhalofop-butyl 12~18%, emulsifying agent 12~18%, solvent 16~22%, synergist 0.5~2%, prevent Freeze agent 2~5%, water 36~50%.
- 3. the microemulsion according to claim 1 or 2 using cyhalofop-butyl as active ingredient, it is characterised in that：The synergy Agent is selected from the one or more of trisiloxanes, azone and silicone.
- 4. the microemulsion according to claim 3 using cyhalofop-butyl as active ingredient, it is characterised in that：The synergist is Trisiloxanes and silicone are with 2~4：Mixture of 1 weight than composition.
- 5. the microemulsion according to claim 1 or 2 using cyhalofop-butyl as active ingredient, it is characterised in that：The emulsification Agent is selected from phenethyl phenol polyethenoxy ether, APES, NPE, alkylbenzenesulfonate, alkyl One kind in naphthalene sulfonate, calcium dodecyl benzene sulfonate, alkyl phenol formaldehyde resin polyoxyethylene ether and aliphatic acid polyethenoxy ether It is or a variety of.
- 6. the microemulsion according to claim 1 or 2 using cyhalofop-butyl as active ingredient, it is characterised in that：The solvent One or more selected from ethanol, methanol, cyclohexanone, n-butanol, ethyl acetate and dimethyl sulfoxide.
- 7. the microemulsion according to claim 6 using cyhalofop-butyl as active ingredient, it is characterised in that：The solvent is selected from One or more in ethanol, cyclohexanone and n-butanol.
- 8. the microemulsion according to claim 1 or 2 using cyhalofop-butyl as active ingredient, it is characterised in that：It is described antifreeze One or more of the agent in ethylene glycol, propane diols, glycerine, isopropanol, polyethylene glycol and urea.
- 9. the microemulsion according to claim 1 or 2 using cyhalofop-butyl as active ingredient, it is characterised in that：The wet concentration From running water, distilled water or deionized water.
- 10. the preparation method according to claim 1 using cyhalofop-butyl as the microemulsion of active ingredient, it is characterised in that： Comprise the following steps：After cyhalofop-butyl is dissolved with solvent, emulsifying agent, synergist and antifreezing agent are added while stirring, is mixed Afterwards, then by water it is slowly added into, is sufficiently stirred, the microemulsion using cyhalofop-butyl as active ingredient is made.
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1568694A (en) * | 2003-07-15 | 2005-01-26 | 沈阳化工研究院 | Weed removal combination |
| CN101530082A (en) * | 2008-03-14 | 2009-09-16 | 北京绿色农华植保科技有限责任公司 | Preparation method of cyhalofop-butyl microemulsion |
| CN101911933A (en) * | 2010-09-15 | 2010-12-15 | 新沂市永诚化工有限公司 | Cyhalofop-butyl microemulsion and preparation method thereof |
-
2017
- 2017-04-25 CN CN201710279458.9A patent/CN107787964B/en active Active
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1568694A (en) * | 2003-07-15 | 2005-01-26 | 沈阳化工研究院 | Weed removal combination |
| CN101530082A (en) * | 2008-03-14 | 2009-09-16 | 北京绿色农华植保科技有限责任公司 | Preparation method of cyhalofop-butyl microemulsion |
| CN101911933A (en) * | 2010-09-15 | 2010-12-15 | 新沂市永诚化工有限公司 | Cyhalofop-butyl microemulsion and preparation method thereof |
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