CN1810113B - Haloxyfop-methyl micro emulsion and its preparation process and application - Google Patents

Haloxyfop-methyl micro emulsion and its preparation process and application Download PDF

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Publication number
CN1810113B
CN1810113B CN 200510025889 CN200510025889A CN1810113B CN 1810113 B CN1810113 B CN 1810113B CN 200510025889 CN200510025889 CN 200510025889 CN 200510025889 A CN200510025889 A CN 200510025889A CN 1810113 B CN1810113 B CN 1810113B
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haloxyfop
methyl
water
weight concentration
microemulsion
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CN1810113A (en
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张一宾
钱振官
沈国辉
杨巍民
顾保权
杨国璋
钱虹
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SHANGHAI PESTICIDE RESEARCH INSTITUTE
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SHANGHAI PESTICIDE RESEARCH INSTITUTE
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Abstract

The haloxyfop-methyl micro emulsion consists of haloxyfop-methyl 5-20 wt%, emulsifier 5-40 wt%, co-solvent 0-10 wt%, antifreezing agent 0-10 wt% and water 10-80 wt%. The herbicide is used in cropland of rape, soybean, etc. to prevent and kill annual and perennial gramineous weeds effectively. It has the advantages of obvious herbicidal effect, safety to human body and animal, environment friendship, low cost, etc.

Description

Haloxyfop-methyl micro emulsion and its production and application
Technical field
The invention belongs to pesticide field, be specifically related to a kind of microemulsion and preparation method thereof of haloxyfop-methyl with as herbicide applications.
Background technology
Haloxyfop-methyl (haloxyfop-R-methyl), its molecular structure is:
Figure A20051002588900031
The former medicine of haloxyfop-methyl is a liquid, light fragranced, density 1.372 gram per centimeters 3, boiling point>280 ℃, distribution coefficient K OwLog P=4.00 (20 ℃).Henry constant 1.1 * 10 -3Pa m 3Mol -1Solvability 9.08mg/L in the water in the time of 25 ℃; Solvability in the organic solvent in the time of 20 ℃: acetone, carrene, dimethylbenzene, toluene, methyl alcohol, cyclohexanone all>1Kg/L.Aqueous solution DT 50(20 ℃) are 100d (PH5), 48d (PH7), 52d (PH9).
Haloxyfop-methyl is a kind of selectivity herbicide after seedling, it is by suppressing acetyl-CoA carboxylase in the plant corpus, cause the fatty acid biosynthesis block to kill weeds, be mainly used in crop Tanakas' such as preventing and kill off rape, soybean, cotton, peanut, beet, tobacco annual and perennial grassy weed such as wild oat, barnyard grass grass, lady's-grass, green foxtail, eleusine indica, wild broomcorn millet, annual bluegrass, moleplant seed, amur foxtail, perennial ryegrass, downy brome, Hordeum, quackgrass, reed, Bermuda grass, false Chinese sorghum.
At present, haloxyfop-methyl has obtained promoting widely and using at home, and particularly as herbicide used in rape field, its consumption surpasses 50%.The formulation that haloxyfop-methyl is sold at home at present and used is 10.8% missible oil.Haloxyfop-methyl missible oil is owing to will add organic chemistry solvents such as a large amount of toluene or dimethylbenzene man-hour adding, these solvents have also entered in the surrounding enviroment such as soil, crops, underground water and atmosphere when using in the farmland, very easily cause soil compaction, lose fertilizer, also might cause people, animal contact back to poison, thereby chemical nuisance residual quantity exceed standard and influence the healthy and safe of people and animals in the food agricultural produce that is processed to form after also might causing in addition.In a word, a large amount of uses of haloxyfop-methyl missible oil might bring severe contamination to ecotope, cause various adverse consequencess.Because in recent years, oil appreciates significantly, causes the price rising all the way of organic solvent, causes the production cost of cream preparation constantly to rise simultaneously, and original low this advantage of farming is all gone.
Summary of the invention
Purpose of the present invention just is to overcome the above-mentioned shortcoming of current haloxyfop-methyl missible oil, thereby a kind of safety and environmental protection is provided and the haloxyfop-methyl micro emulsion of cost advantage is arranged again.
Another object of the present invention is to provide the preparation method of haloxyfop-methyl micro emulsion.
Another purpose of the present invention is to provide the application of haloxyfop-methyl micro emulsion.
For achieving the above object, the present invention is achieved in that
Microemulsion of the present invention mainly comprises following component:
A. weight concentration is 5%~20% haloxyfop-methyl;
B. weight concentration is 5%~40% emulsifier;
C. weight concentration is 0%~10% cosolvent;
D. weight concentration is 0%~10% antifreezing agent;
E. weight concentration is 10%~80% water.
Microemulsion of the present invention can prepare by following method:
Former medicine of haloxyfop-methyl and emulsifier are mixed in proportion, are stirred into the homogeneous oil phase, add the cosolvent mixing again after, add water while stirring, evenly get final product.
The used emulsifier of the present invention is alkyl benzene sulfonate calcium salt, styrene polyoxyethylene ether ammonium sulfate salt, benzylbiphenyl phenol polyethenoxy ether, phenethyl phenol polyethenoxy ether (n=15-30), phenethyl phenol polyethenoxy polyethenoxy ether, polyoxyethylene nonylphenol ether, alkylphenol polyoxyethylene formaldehyde condensation products, xenol APEO, farming breast 300 #, Nongru-700 #Etc. single agent or composite dose.Cosolvent is single agent such as methyl alcohol, ethanol, DMF, pyrrolidinyl ketone or composite dose.Antifreezing agent is single agent such as ethylene glycol, propane diols, glycerine, polyethylene glycol, sorbierite or composite dose.Water is natural water, running water, demineralized water or distilled water.
Also can add the stabilizing agent that weight concentration is 0%-5% in the microemulsion of the present invention, stabilizing agent is that weight concentration is PH buffer solution, 3-chloro-1,2 epoxy prapane, butyl glycidyl ether, phenyl glycidyl ether, cresyl glycidyl ether, polyethylene glycol diglycidyl ether, sorb sodium alkoxide etc. such as 0.1% aqueous citric acid solution, the benzoic acid aqueous solution, sodium bicarbonate aqueous solution, biphosphate sodium water solution.
Microemulsion of the present invention can be used for preventing and kill off rape, Soybean and Other Crops Tanaka's weeds: as annual gramineous weed and perennial grassy weeds such as barnyard grass grass, lady's-grass, eleusine indica, moleplant seed, annual bluegrass, amur foxtail, wild oat, net grass, caput grass.
Microemulsion of the present invention, production and processing, storing and use are all fool proof convenient, because its carrier is without organic solvent but water not only significantly reduces the pollution to environment, and reduced cost, also highly significant of herbicidal effect simultaneously.
Embodiment
Further specified the present invention in order to illustrate better below by embodiment.
Experiment material:
Emulsifier calcium dodecyl benzene sulfonate, phenethyl phenol polyethenoxy ether, styrene polyoxyethylene ether ammonium sulfate salt, C 20Alkyl sodium carbonate salt, benzylbiphenyl phenol polyethenoxy ether, alkylphenol polyoxyethylene formaldehyde condensation products, polyoxyethylene nonylphenol ether, xenol APEO and farming breast 500 #, Nongru-700 #Be the commercially available prod.
Cosolvent methyl alcohol, ethanol, DMF and pyrrolidinyl ketone are the commercially available prod.
Antifreeze glycol, glycerine, propane diols, polyethylene glycol and sorbierite are the commercially available prod.
Stabilizing agent 3-chloro-1,2 epoxy prapane, butyl glycidyl ether, polyethylene glycol diglycidyl ether and phenyl glycidyl ether are the commercially available prod.
Commercially available content is that 94% the former medicine of haloxyfop-methyl is for liquid.
Embodiment 1
Add haloxyfop-methyl 50.0 grams (folding hundred) and emulsifier calcium dodecyl benzene sulfonate 80 grams and 30 gram farming breasts 300 in 1000 ml beakers #Be stirred into the homogeneous oil phase, add 30 gram antifreeze glycols again, add the water of 810 grams altogether behind the mixing while stirring, after evenly, promptly be mixed with the haloxyfop-methyl micro emulsion that content is 5% (weight concentration), packed products.
Embodiment 2
Add haloxyfop-methyl 80.0 grams (folding hundred) and emulsifier alkylphenol polyoxyethylene formaldehyde condensation products 100 grams and 30 gram Nongru-700s in 1000 ml beakers #Be stirred into the homogeneous oil phase, add 50 gram antifreezing agent polyethylene glycol and stabilizing agent polyethylene glycol diglycidyl ethers, 35 grams and weight concentration again and be 0.1% the benzoic acid aqueous solution 15 grams, add the water of 690 grams altogether behind the mixing while stirring, after evenly, promptly be mixed with the haloxyfop-methyl micro emulsion that content is 8% (weight concentration), packed products.
Embodiment 3
Add haloxyfop-methyl 108.0 grams (folding hundred) and emulsifier phenethyl phenol polyethenoxy ether 150 grams and 60 gram Nongru-700s in 1000 ml beakers #Be stirred into the homogeneous oil phase, add 50 gram cosolvent methyl alcohol, 60 gram antifreezing agent glycerine and stabilizing agent 3-chloro-1 again, 2-expoxy propane 35 grams and weight concentration are 0.1% aqueous citric acid solution 15 grams, add the water of 522 grams altogether behind the mixing while stirring, after evenly, promptly be mixed with the haloxyfop-methyl micro emulsion that content is 10.8% (weight concentration), packed products.
Embodiment 4
Add haloxyfop-methyl 130.0 grams (folding hundred) and emulsifier polyoxyethylene nonylphenol ether 120 grams and 60 gram farming breasts 300 in 1000 ml beakers #Be stirred into the homogeneous oil phase, add 80 gram cosolvent DMF, 70 gram antifreezing agent sorbierites and stabilizing agent phenyl glycidyl ether 45 grams and weight concentration again and be 0.1% sodium bicarbonate aqueous solution 15 grams, add the water of 480 grams altogether behind the mixing while stirring, after evenly, promptly be mixed with the haloxyfop-methyl micro emulsion that content is 13% (weight concentration), packed products.
Embodiment 5
Adding haloxyfop-methyl 150.0 grams (folding hundred) and emulsifier styrene polyoxyethylene ether ammonium sulfate salt 200 grams are stirred into the homogeneous oil phase in 1000 ml beakers, add 80 gram cosolvent ethanol again, add the water of 570 grams altogether behind the mixing while stirring, after evenly, promptly be mixed with the haloxyfop-methyl micro emulsion that content is 15% (weight concentration), packed products.
Embodiment 6
Adding haloxyfop-methyl 170.0 grams (folding hundred) and emulsifier xenol APEO 400 grams are stirred into the homogeneous oil phase in 1000 ml beakers, add 80 gram cosolvent pyrrolidinyl ketone and 100 gram antifreezing agent glycerine again, add the water of 250 grams altogether behind the mixing while stirring, after evenly, promptly be mixed with the haloxyfop-methyl micro emulsion that content is 17% (weight concentration), packed products.
Embodiment 7
Add haloxyfop-methyl 200.0 grams (folding hundred) and emulsifier C in 1000 ml beakers 20Alkyl sodium carbonate salt 250 grams and 150 gram benzylbiphenyl phenol polyethenoxy ethers are stirred into the homogeneous oil phase, add 100 gram antifreezing agent propane diols and stabilizing agent butyl glycidyl ethers, 65 grams and weight concentration again and be 0.1% biphosphate sodium water solution 15 grams, add the water of 220 grams altogether behind the mixing while stirring, after evenly, promptly be mixed with the haloxyfop-methyl micro emulsion that content is 20% (weight concentration), packed products.
Embodiment 8
Respectively get 43.2 milliliters of (active ingredients: 2.16 grams) of sample among the embodiment 1,27 milliliters of (active ingredients: 2.16 grams) of sample among the embodiment 2,20 milliliters of (active ingredients: 2.16 grams) of sample among the embodiment 3,16.62 milliliters of (active ingredients: 2.16 grams) of sample among the embodiment 4,14.4 milliliters of (active ingredients: 2.16 grams) of sample among the embodiment 5,12.71 milliliters of (active ingredients: 2.16 grams) of sample among the embodiment 6, (trade name: haloxyfop-r-methyl) 20 milliliters (active ingredient: 2.16 restrain) be medicament in contrast for 10.8 milliliters (active ingredient: 2.16 restrain) of sample and commercially available 10.8% haloxyfop-methyl missible oil among the embodiment 7.
The medicament of above-mentioned amount is dissolved in respectively in 30 literss of water, and it is standby to be stirred well to even back.It is corresponding to choose 9 careless phases, weather, soil condition and environmental conditions, and area is the field of doing experiment, 1 mu rape field, and wherein 1 treatment region only sprays clear water as the blank district.Be in the 5-7 leaf phase when the field growth of rape phase, weeds in field is in the 2-4 leaf during phase, get above-mentioned 8 soups that prepared respectively, the HD400 knapsack sprayer of producing with Singapore Li Nong Co., Ltd (30 liters/mu of Fan spray heads, pressure 45 handkerchiefs, injection rate 1250 ml/min, amount of liquid medicine) even spraying.
After behind the spray medicine 30 days, 60 days and 90 days, respectively investigate the remaining weeds strain in field number 1 time, the gained result is calculated as follows each treatment region strain preventive effect.
Computing formula:
Experimental result is carried out variance analysis with SPSS (Statistics Package for Social Science) for Windows8.0 statistical software.
Result of the test sees Table 1.
Table 1, microemulsion are prevented and kill off the control efficiency (%) of rape field weed
Figure G05125889X20050629D000051
From table, can see that microemulsion preventive effect of the present invention is suitable to the control efficiency of weeds with existing formulation missible oil, the two no significant difference under the same terms.
Microemulsion of the present invention is compared with existing medicament, has the following advantages:
1, materialization property is stable, and the flash-point height does not fire and do not explode, and production, storing and use are all very safe;
2, not with an organic solvent, environmental pollution little, to people and animals and ecological environment security;
3, the particle of microemulsion whey liquid is ultra tiny, good penetrability, and plant absorptivity height, medicament easily plays a role, and herbicidal effect is remarkable;
4, take water as carrier, cost significantly reduces, and the cost of material of average micro-emulsion form per ton is lower about 2000 yuans than existing missible oil.

Claims (7)

1. agricultural herbicide haloxyfop-methyl micro emulsion is characterized in that comprising following component:
A. weight concentration is 5%~20% haloxyfop-methyl;
B. weight concentration is 5%~40% emulsifier;
C. weight concentration is 0%~10% cosolvent;
D. weight concentration is 0%~10% antifreezing agent;
E. weight concentration is 10%~80% water;
Described emulsifier comprises but is not limited to: alkyl benzene sulfonate calcium salt, phenethyl phenol polyethenoxy ether, polyoxyethylene nonylphenol ether, alkylphenol polyoxyethylene formaldehyde condensation products, xenol APEO, farming breast 300 #, Nongru-700 #Or it is above several composite.
2. microemulsion according to claim 1 is characterized in that active principle wherein is a haloxyfop-methyl.
3. microemulsion according to claim 1 is characterized in that described cosolvent includes but not limited to: ethylene glycol, propane diols, glycerine, polyethylene glycol, sorbierite or above several composite.
4. microemulsion according to claim 1 is characterized in that described water is: natural water, running water, demineralized water or distilled water.
5. microemulsion according to claim 1, it is characterized in that adding weight concentration in microemulsion is the stabilizing agent of 0%-5%, stabilizing agent comprises but is not limited to: 3-chloro-1,2 epoxy prapane, butyl glycidyl ether, phenyl glycidyl ether, cresyl glycidyl ether, polyethylene glycol diglycidyl ether, sorb sodium alkoxide or weight concentration are 0.1% aqueous citric acid solution, the benzoic acid aqueous solution, sodium bicarbonate aqueous solution or biphosphate sodium water solution or above several composite.
6. the preparation method of the described microemulsion of claim 1, it is characterized in that may further comprise the steps: former medicine of haloxyfop-methyl and emulsifier are mixed in proportion, are stirred into the homogeneous oil phase, add the cosolvent mixing again after, add water while stirring, evenly get final product.
7. the described microemulsion of claim 1 is used for herbicide applications.
CN 200510025889 2005-05-18 2005-05-18 Haloxyfop-methyl micro emulsion and its preparation process and application Expired - Fee Related CN1810113B (en)

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Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1409965A (en) * 2002-11-15 2003-04-16 王正权 Herbicide composition containing KIH 9201
CN1568694A (en) * 2003-07-15 2005-01-26 沈阳化工研究院 Weed removal combination

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1409965A (en) * 2002-11-15 2003-04-16 王正权 Herbicide composition containing KIH 9201
CN1568694A (en) * 2003-07-15 2005-01-26 沈阳化工研究院 Weed removal combination

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