CN104106569B - A kind of Clodinafop-propargyl microemulsion and preparation method thereof and application process - Google Patents
A kind of Clodinafop-propargyl microemulsion and preparation method thereof and application process Download PDFInfo
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- CN104106569B CN104106569B CN201410370769.2A CN201410370769A CN104106569B CN 104106569 B CN104106569 B CN 104106569B CN 201410370769 A CN201410370769 A CN 201410370769A CN 104106569 B CN104106569 B CN 104106569B
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- clodinafop
- propargyl
- microemulsion
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- JBDHZKLJNAIJNC-LLVKDONJSA-N clodinafop-propargyl Chemical group C1=CC(O[C@H](C)C(=O)OCC#C)=CC=C1OC1=NC=C(Cl)C=C1F JBDHZKLJNAIJNC-LLVKDONJSA-N 0.000 title claims abstract description 108
- 239000004530 micro-emulsion Substances 0.000 title claims abstract description 66
- 238000002360 preparation method Methods 0.000 title claims abstract description 25
- 238000000034 method Methods 0.000 title claims abstract description 17
- 230000008569 process Effects 0.000 title claims abstract description 9
- 238000000593 microemulsion method Methods 0.000 title abstract description 6
- 239000003995 emulsifying agent Substances 0.000 claims abstract description 37
- 239000002270 dispersing agent Substances 0.000 claims abstract description 29
- 239000003381 stabilizer Substances 0.000 claims abstract description 27
- 239000002904 solvent Substances 0.000 claims abstract description 26
- 239000000203 mixture Substances 0.000 claims abstract description 21
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 18
- COYBRKAVBMYYSF-UHFFFAOYSA-N heptan-2-yl [(5-chloroquinolin-8-yl)oxy]acetate Chemical group C1=CN=C2C(OCC(=O)OC(C)CCCCC)=CC=C(Cl)C2=C1 COYBRKAVBMYYSF-UHFFFAOYSA-N 0.000 claims abstract description 15
- -1 polyoxyethylene Polymers 0.000 claims description 43
- 229920000570 polyether Polymers 0.000 claims description 42
- 241000196324 Embryophyta Species 0.000 claims description 31
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 30
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 28
- HVLLSGMXQDNUAL-UHFFFAOYSA-N triphenyl phosphite Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)OC1=CC=CC=C1 HVLLSGMXQDNUAL-UHFFFAOYSA-N 0.000 claims description 28
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 18
- 238000003756 stirring Methods 0.000 claims description 18
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims description 14
- LRWZZZWJMFNZIK-UHFFFAOYSA-N 2-chloro-3-methyloxirane Chemical compound CC1OC1Cl LRWZZZWJMFNZIK-UHFFFAOYSA-N 0.000 claims description 14
- MUHFRORXWCGZGE-KTKRTIGZSA-N 2-hydroxyethyl (z)-octadec-9-enoate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCCO MUHFRORXWCGZGE-KTKRTIGZSA-N 0.000 claims description 14
- 239000002202 Polyethylene glycol Substances 0.000 claims description 14
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 14
- 150000001412 amines Chemical class 0.000 claims description 14
- 150000001450 anions Chemical group 0.000 claims description 14
- 229920001400 block copolymer Polymers 0.000 claims description 14
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 14
- 239000000194 fatty acid Substances 0.000 claims description 14
- 229930195729 fatty acid Natural products 0.000 claims description 14
- IXQGCWUGDFDQMF-UHFFFAOYSA-N o-Hydroxyethylbenzene Natural products CCC1=CC=CC=C1O IXQGCWUGDFDQMF-UHFFFAOYSA-N 0.000 claims description 14
- 229920001223 polyethylene glycol Polymers 0.000 claims description 14
- 150000002148 esters Chemical class 0.000 claims description 13
- 238000002156 mixing Methods 0.000 claims description 13
- 229920006197 POE laurate Polymers 0.000 claims description 9
- 230000000857 drug effect Effects 0.000 claims description 9
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 claims description 7
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 claims description 7
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 7
- 239000003814 drug Substances 0.000 claims description 7
- 239000007788 liquid Substances 0.000 claims description 7
- 239000001301 oxygen Substances 0.000 claims description 7
- 229910052760 oxygen Inorganic materials 0.000 claims description 7
- 229920000056 polyoxyethylene ether Polymers 0.000 claims description 7
- 229940051841 polyoxyethylene ether Drugs 0.000 claims description 7
- 238000005204 segregation Methods 0.000 claims description 7
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 5
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 5
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 claims description 5
- 235000019387 fatty acid methyl ester Nutrition 0.000 claims description 5
- 229940049964 oleate Drugs 0.000 claims description 5
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 5
- 230000015572 biosynthetic process Effects 0.000 claims description 3
- 238000001514 detection method Methods 0.000 claims description 3
- 238000004062 sedimentation Methods 0.000 claims description 3
- 238000005507 spraying Methods 0.000 claims description 3
- 238000012546 transfer Methods 0.000 claims description 3
- 230000002363 herbicidal effect Effects 0.000 abstract description 24
- 230000000694 effects Effects 0.000 abstract description 8
- 239000000575 pesticide Substances 0.000 abstract description 6
- 230000012010 growth Effects 0.000 abstract description 5
- 238000010790 dilution Methods 0.000 abstract description 4
- 239000012895 dilution Substances 0.000 abstract description 4
- 238000009472 formulation Methods 0.000 abstract description 4
- 238000003860 storage Methods 0.000 abstract description 4
- 238000009333 weeding Methods 0.000 abstract description 4
- 230000001804 emulsifying effect Effects 0.000 abstract description 3
- 238000005516 engineering process Methods 0.000 abstract description 3
- 239000004615 ingredient Substances 0.000 abstract description 3
- 241000209140 Triticum Species 0.000 description 18
- 235000021307 Triticum Nutrition 0.000 description 18
- 244000025254 Cannabis sativa Species 0.000 description 16
- 240000001592 Amaranthus caudatus Species 0.000 description 15
- 235000009328 Amaranthus caudatus Nutrition 0.000 description 15
- 239000004009 herbicide Substances 0.000 description 15
- 230000003449 preventive effect Effects 0.000 description 15
- 235000007320 Avena fatua Nutrition 0.000 description 9
- 235000004535 Avena sterilis Nutrition 0.000 description 9
- 241001647031 Avena sterilis Species 0.000 description 8
- 241001550934 Sclerochloa Species 0.000 description 8
- 239000004563 wettable powder Substances 0.000 description 8
- 230000007613 environmental effect Effects 0.000 description 7
- 238000004519 manufacturing process Methods 0.000 description 5
- 239000002253 acid Substances 0.000 description 4
- 239000006184 cosolvent Substances 0.000 description 4
- 239000006185 dispersion Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- 102000000452 Acetyl-CoA carboxylase Human genes 0.000 description 3
- 108010016219 Acetyl-CoA carboxylase Proteins 0.000 description 3
- 108010018763 Biotin carboxylase Proteins 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 230000009286 beneficial effect Effects 0.000 description 3
- 230000008901 benefit Effects 0.000 description 3
- 239000000428 dust Substances 0.000 description 3
- 239000004094 surface-active agent Substances 0.000 description 3
- 231100000419 toxicity Toxicity 0.000 description 3
- 230000001988 toxicity Effects 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
- 239000002552 dosage form Substances 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 238000002663 nebulization Methods 0.000 description 2
- 239000002689 soil Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- SXERGJJQSKIUIC-UHFFFAOYSA-N 2-Phenoxypropionic acid Chemical class OC(=O)C(C)OC1=CC=CC=C1 SXERGJJQSKIUIC-UHFFFAOYSA-N 0.000 description 1
- 239000005995 Aluminium silicate Substances 0.000 description 1
- 241000209764 Avena fatua Species 0.000 description 1
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 1
- 241000209082 Lolium Species 0.000 description 1
- 206010068052 Mosaicism Diseases 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 150000001345 alkine derivatives Chemical class 0.000 description 1
- 235000012211 aluminium silicate Nutrition 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 210000004027 cell Anatomy 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 235000005822 corn Nutrition 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- QGBSISYHAICWAH-UHFFFAOYSA-N dicyandiamide Chemical compound NC(N)=NC#N QGBSISYHAICWAH-UHFFFAOYSA-N 0.000 description 1
- 230000004136 fatty acid synthesis Effects 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 238000005338 heat storage Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 238000005286 illumination Methods 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 230000010534 mechanism of action Effects 0.000 description 1
- 230000002503 metabolic effect Effects 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- WYMSBXTXOHUIGT-UHFFFAOYSA-N paraoxon Chemical compound CCOP(=O)(OCC)OC1=CC=C([N+]([O-])=O)C=C1 WYMSBXTXOHUIGT-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 230000005080 plant death Effects 0.000 description 1
- 230000008635 plant growth Effects 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- BGRYSGVIVVUJHH-UHFFFAOYSA-N prop-2-ynyl propanoate Chemical compound CCC(=O)OCC#C BGRYSGVIVVUJHH-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 210000003765 sex chromosome Anatomy 0.000 description 1
- 229920001169 thermoplastic Polymers 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 230000005945 translocation Effects 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000004562 water dispersible granule Substances 0.000 description 1
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- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention discloses a kind of Clodinafop-propargyl microemulsion and preparation method thereof and application process, belong to technical field of pesticide, its composition and mass percent be: clodinafop-propargyl 5%-20%, safener 1-5%, solvent 15-40%, stabilizer 1-4%, emulsifying agent 10-24%, dispersant with high efficiency 1-5%, surplus is water. Present invention is generally directed to the clodinafop-propargyl safety issue to crop, add cloquintocetmexyl as safener, to guarantee the growth simultaneously facilitating crop of weeding. It is simultaneous for the problems of stability in storage of clodinafop-propargyl and safener, with the addition of the component of stabilizer, to ensure that formulation ingredients has effect duration of 2 years and safener is not significantly degraded, additionally, this microemulsion is cornfield herbicidal, using temperature below 10 DEG C, low temperature dispersity and the dilution stability of preparation are particularly important, with the addition of the component of efficient emulsifying dispersant for this. Preparation technology of the present invention is simple, and formula is reasonable, environmentally friendly, and Clodinafop-propargyl microemulsion stability is high.
Description
Technical field
The invention belongs to technical field of pesticide, more particularly, it relates to a kind of Clodinafop-propargyl microemulsion and preparation method thereof and application process.
Background technology
The chemical name of clodinafop-propargyl (clodinafop-propargyl) is (R)-2-[4-(the fluoro-2-pyridyloxy of the chloro-3-of 5-) phenoxy group] propanoic acid propargyl ester, and structural formula isIt is the new and effective herbicide of a kind of chirality, fluorine-containing, fragrant phenoxy propionic acid class, is the corn ground post-emergence herbicide of Ciba-Geigy company exploitation, is mainly used in the annual gramineous weeds such as Control Wild oat, amur foxtail, rye grass and Herba Setariae Viridis. Trade name is Topic, Celio, top, alkynes oxalic acid etc., sterling is white crystals body, fusing point 59.5 DEG C, and relative density is 1.37 (20 DEG C), in water, dissolubility is 4.0mg/L (20 DEG C), and in toluene, acetone and ethanol, dissolubility is bigger. It is relatively stable in acid medium, hydrolysis in alkaline medium, is easy to decompose, is quickly degraded to free acid phenyl and pyridine moiety enters soil and mineralizer, on succession crop without impact in soil under illumination. The mechanism of action of clodinafop-propargyl suppresses the activity of acetyl-CoA carboxylase (ACCase) with being characterized as being, it it is a kind of Uptake and translocation herbicide, absorbed by the blade of plant and sheath, phloem conducts, accumulate in the separate living tissue of plant, suppress acetyl-CoA carboxylase, fatty acid synthesis is made to stop, the growth division of cell can not be normally carried out, film system is logical to be waited containing fat structural deterioration, finally resulting in Plant death, research finds that clodinafop-propargyl class herbicide enters after in plant and is first hydrolyzed into acid, then plays herbicide effect more as the acid.In performance, it is little that clodinafop-propargyl herbicide shows as toxicity; Consumption is few; Drug effect is high; Metabolic capacity is strong; The growth of multiple weed seed can be suppressed. First Application is in Switzerland, South Africa and Chile, and existing more than 50 country comes into operation at present.
The dosage form of clodinafop-propargyl class herbicide in the market is mainly wettable powder. The formulations of pesticide that wettable powder obtains through comminution by gas stream after mainly being mixed by clodinafop-propargyl, auxiliary agent (surfactant, thickening agent etc.) and solid packing (Kaolin, fine particle calcium carbonate and kieselguhr) etc. Owing to the granule of wettable powder is relatively thicker, thus being in use the surface being attached to weeds with bigger solid particle, not easily absorbed by weeds, pesticide active ingredient runs off more, thus relative usage can increase, it is easy to environment. The comminution by gas stream that wettable powder adopts in the course of processing simultaneously, can produce airborne dust in process of production, also endanger Producer while contaminated environment. Wettable powder is in use also due to produce airborne dust and cause the secondary pollution to environment simultaneously. For solving these weak points of clodinafop-propargyl wettable powder, China Patent Publication No. CN102428921A discloses a kind of clodinafop-propargylwater water dispersible granule and preparation method thereof. This invention overcome clodinafop-propargyl wettable powder not environmentally with the problem such as dust drift, but the clodinafop-propargyl of preparation still uses with graininess, is not easily absorbed by weeds, and utilization rate is not low. Therefore the clodinafop-propargyl herbicide researching and developing a kind of emulsus dosage form is significant.
Through patent retrieval, Chinese Patent Application No.: 201010151613.7 disclose the patent document of a kind of Clodinafop-propargyl microemulsion and preparation method thereof, its microemulsion composition according to weight ratio is: clodinafop-propargyl is 1-50%, solvent 1-20%, cosolvent 1-20%, emulsifying agent 5-30%, water 50-90%. Preparation method is: first by weight percentage solvent, cosolvent and clodinafop-propargyl are uniformly mixed under the rotating speed of 50-200 rev/min, then the emulsifying agent of proportion requirement is put into, it is stirred for uniformly, it is eventually adding water and continues stirring 1-2 hour, can becoming the solution product of homogeneous transparent, this invention efficiency improves the service efficiency of medicament.
China Patent No.: 201310117910.3 disclose the patent document of the production method of a kind of Clodinafop-propargyl microemulsion, and its composition of raw materials counts by weight percentage: include clodinafop-propargyl 12-18%, solvent 5-10%, cosolvent 22-28%, surfactant 10-15%, surplus are water; By step 1: clodinafop-propargyl, solvent, cosolvent mixing; Step 2: the mixing of surfactant and water; Step 3: the mixing of the mixture of step 1 and the mixture of step 2 finally prepares finished product Clodinafop-propargyl microemulsion. This invention has the advantages such as technique is simple, reaction condition is gentle, pollution-free waste discharge, good product quality.
But these patents all do not take into account the clodinafop-propargyl herbicide safety issue to crop, life-time service can to the toxic effect of this season crop and succession crop, not taking into account the stable storage sex chromosome mosaicism of clodinafop-propargyl herbicide, long-time storage can make the drug effect of clodinafop-propargyl substantially reduce simultaneously; On the other hand, clodinafop-propargyl microemulsion is a kind of conventional cornfield herbicidal, uses temperature substantially below 10 DEG C, and low temperature dispersity and the dilution stability of preparation are particularly important, above patent these problems of solution all not yet in effect.
1. the problem solved
For the safety issue that existing clodinafop-propargyl herbicide exists, stability problem and low temperature dispersity problem, the present invention provides a kind of Clodinafop-propargyl microemulsion and preparation method thereof and application process, Clodinafop-propargyl microemulsion adds cloquintocetmexyl as safener, to guarantee the growth simultaneously facilitating crop of weeding. It is simultaneous for the problems of stability in storage of clodinafop-propargyl and safener, with the addition of the component of stabilizer, to ensure that formulation ingredients has effect duration of 2 years and safener is not significantly degraded, the herbicide of the present invention its be mainly used in the part grassy weed prevented and kill off in wheat paddock, to most of important annual gramineous weeds such as wild oat, amur foxtail, hard grass, grass, caput grass, efficient emulsifying dispersant in preparation enhances low temperature dispersity and the dilution stability of clodinafop-propargyl, thus ensure that the drug effect of herbicide.It is wide that a kind of Clodinafop-propargyl microemulsion provided by the invention has prevention and treatment range, and low toxicity, preventive effect is stable, and holding effect is long, and safety is good.
2. technical scheme
In order to solve the problems referred to above, the technical solution adopted in the present invention is as follows.
A kind of Clodinafop-propargyl microemulsion, its composition and mass percent be: clodinafop-propargyl 5-20%, safener 1-5%, solvent 15-40%, stabilizer 1-4%, emulsifying agent 10-24%, dispersant with high efficiency 1-5%, surplus is water.
Preferably, the purity of described clodinafop-propargyl is 93%.
Preferably, described safener is cloquintocetmexyl.
Preferably, described solvent is the combination in any of ethylene glycol, fatty acid methyl ester, diethylene glycol dimethyl ether and butyl.
Preferably, described stabilizer is the compositions of fatty amine polyethers, triphenyl phosphite and epoxychloropropane, and its mass percent is: fatty amine polyethers 10-20%, triphenyl phosphite 0-50%, and surplus is epoxychloropropane.
Preferably, described emulsifying agent is the compositions of anion emulsifier, aliphatic alcohol polyether, alkylphenol polyoxyethylene phosphate ester, isomeric alcohol polyethenoxy ether, triphen ethyl phenol polyoxyethylene ether, isomery alcohol polyethers and non-ionic block copolymer, its mass percent is: anion emulsifier 2-10%, aliphatic alcohol polyether 5-10%, alkylphenol polyoxyethylene phosphate ester 12-25%, isomeric alcohol polyethenoxy ether 10-20%, triphen ethyl phenol polyoxyethylene ether 5-15%, isomery alcohol polyethers 3-15%, surplus is non-ionic block copolymer.
Preferably, described dispersant with high efficiency is polyethylene glycol monooleate, polyoxyethylene oleate, fatty acid ester, and its mass percent is: polyethylene glycol monooleate 10-20%, polyoxyethylene laurate 20-30%, and surplus is fatty acid ester.
The preparation method of a kind of Clodinafop-propargyl microemulsion, the steps include:
(A) fatty amine polyethers, triphenyl phosphite and epoxychloropropane mixing and stirring are made stabilizer, wherein fatty amine polyethers 10-20%, triphenyl phosphite 0-50%, surplus is epoxychloropropane;
(B) polyethylene glycol monooleate, polyoxyethylene oleate, fatty acid ester mixing and stirring are made dispersant with high efficiency, wherein polyethylene glycol monooleate 10-20%, polyoxyethylene laurate 20-30%, surplus is fatty acid ester;
(C) anion emulsifier, aliphatic alcohol polyether, alkylphenol polyoxyethylene phosphate ester, isomeric alcohol polyethenoxy ether, triphen ethyl phenol polyoxyethylene ether, isomery alcohol polyethers and non-ionic block copolymer mixing and stirring are made emulsifying agent, wherein anion emulsifier 2-10%, aliphatic alcohol polyether 5-10%, alkylphenol polyoxyethylene phosphate ester 12-25%, isomeric alcohol polyethenoxy ether 10-20%, three phenethyl segregation oxygen vinyl Ether 5-15%, isomery alcohol polyethers 3-15%, surplus is non-ionic block copolymer;
(D) successively the dispersant with high efficiency obtained in the stabilizer obtained in solvent, the former medicine of clodinafop-propargyl, safener, step (A) and step (B) is added in batching kettle, under the rotating speed of 50-150 rev/min, stirring and dissolving becomes clear homogeneous liquid, wherein solvent 15-40%, clodinafop-propargyl 5-20%, safener 1-5%, stabilizer 1-4%, dispersant with high efficiency 1-5%;
(E) emulsifying agent obtained in step (C) and water are added in the homogeneous liquid obtained in step (D), continue to stir formation Clodinafop-propargyl microemulsion with the rotating speed of 50-150 rev/min;
(F) take the Clodinafop-propargyl microemulsion detection drug effect obtained in step (E), after qualified, transfer in sedimentation still and stand 24h;
(G) the Clodinafop-propargyl microemulsion subpackage warehouse-in that will obtain in step (F).
Preferably, described safener is cloquintocetmexyl, and the former medicine of clodinafop-propargyl is purity be mass fraction is the clodinafop-propargyl of 93%.
The application process of a kind of Clodinafop-propargyl microemulsion, its step is for spraying to weeds after Clodinafop-propargyl microemulsion is diluted 200-400 times.
3. beneficial effect
Compared to prior art, the invention have the benefit that
(1) present invention adopts the environmental type dicyandiamide solution of environmentally safe close friend, partial solvent is replaced with water, active ingredient exists with molecularity, compare with wettable powder better effects if, more environmental protection with cream, safer, more economical, environment and life is safer, and blending before spraying is easier to simultaneously, good dispersion;
(2) present invention with the addition of cloquintocetmexyl as safener, is effectively improved the safety to crop, it is ensured that the growth simultaneously facilitating crop of weeding, uses safer;
(3) present invention with the addition of the component of stabilizer, to ensure that formulation ingredients has effect duration of 2 years and safener is not significantly degraded, additionally, this microemulsion is cornfield herbicidal, for using temperature below 10 DEG C, low temperature dispersity and the dilution stability of preparation are particularly important, with the addition of the component of efficient emulsifying dispersant for this, making herbicide remain under cryogenic be uniformly dispersed, drug effect is high;
(4) in a kind of Clodinafop-propargyl microemulsion preparation method of the present invention, first solvent, the former medicine of clodinafop-propargyl, safener, stabilizer with dispersant with high efficiency to are added stirring and dissolving in batching kettle and become clear homogeneous liquid, make the substantially stabilized dissolving of clodinafop-propargyl in a solvent, it is subsequently adding emulsifying agent and water, stirring obtains clodinafop-propargyl microemulsion, more stable, dispersibility is better, improves the drug effect of clodinafop-propargyl;
(5) a kind of Clodinafop-propargyl microemulsion preparation technology in the present invention is simple, and formula is reasonable, it is easy to manufacture, environmentally friendly, the toxicity of production and user is relatively low, hence it is evident that improve the safety to crop, the dispersion of the product especially prepared is better;
(6) application process of the Clodinafop-propargyl microemulsion of the present invention is in use, most of important annual gramineous weeds such as wild oat, amur foxtail, hard grass, grass, caput grass there is stable preventive effect, after Clodinafop-propargyl microemulsion being diluted, weeds are sprayed simultaneously, it is beneficial to the concentration controlling clodinafop-propargyl, can large area spray, the suitability is strong, and the dispersant with high efficiency in formula overcomes the shortcoming that in nebulization, Clodinafop-propargyl microemulsion dispersion is uneven.
Detailed description of the invention
Below in conjunction with specific embodiment, the present invention is further described below.
Embodiment 1
A kind of Clodinafop-propargyl microemulsion, its composition and percentage by weight be: clodinafop-propargyl 5%, cloquintocetmexyl 1%, solvent ethylene glycol 15%, stabilizer 1%, emulsifying agent 10%, dispersant with high efficiency 1%, surplus is water.
In order to obtain above-mentioned substance, the preparation method of a kind of Clodinafop-propargyl microemulsion, the steps include:
(A) fatty amine polyethers, triphenyl phosphite and epoxychloropropane mixing and stirring are made stabilizer, wherein fatty amine polyethers 10%, triphenyl phosphite 50%, surplus is epoxychloropropane;
(B) polyethylene glycol monooleate, polyoxyethylene oleate, fatty acid ester mixing and stirring are made dispersant with high efficiency, wherein polyethylene glycol monooleate 10%, polyoxyethylene laurate 20%, surplus is fatty acid ester;
(C) anion emulsifier, aliphatic alcohol polyether, alkylphenol polyoxyethylene phosphate ester, isomeric alcohol polyethenoxy ether, triphen ethyl phenol polyoxyethylene ether, isomery alcohol polyethers and non-ionic block copolymer mixing and stirring are made emulsifying agent, wherein anion emulsifier 2%, aliphatic alcohol polyether 5%, alkylphenol polyoxyethylene phosphate ester 12%, isomeric alcohol polyethenoxy ether 10%, three phenethyl segregation oxygen vinyl Ether 5%, isomery alcohol polyethers 3%, surplus is non-ionic block copolymer;
(D) successively the dispersant with high efficiency obtained in the stabilizer obtained in solvent ethylene glycol, the former medicine of clodinafop-propargyl, cloquintocetmexyl, step (A) and step (B) is added in batching kettle, under the rotating speed of 50-150 rev/min, stirring and dissolving becomes clear homogeneous liquid, wherein ethylene glycol 15%, clodinafop-propargyl 5%, cloquintocetmexyl 1%, stabilizer 1%, dispersant with high efficiency 1%;
(E) emulsifying agent obtained in step (C) and water are added in the homogeneous liquid obtained in step (D), continue to stir formation Clodinafop-propargyl microemulsion with the rotating speed of 50-150 rev/min;
(F) take the Clodinafop-propargyl microemulsion detection drug effect obtained in step (E), after qualified, transfer in sedimentation still and stand 24h;
(G) the Clodinafop-propargyl microemulsion subpackage warehouse-in that will obtain in step (F). The Clodinafop-propargyl microemulsion transparency that this technique prepares is good, has excellent thermoplastic polymer and cold heat storage stability.
This technique prepares microemulsion, function admirable, safety and environmental protection, and low temperature dispersity is good, easy to use, and herbicide remains to be uniformly dispersed under cryogenic, and drug effect is high; Environmentally friendly, the toxicity of production and user is relatively low, hence it is evident that to improve the safety to crop; Most of important annual gramineous weeds such as wild oat, amur foxtail, hard grass, grass, caput grass there is stable preventive effect, after Clodinafop-propargyl microemulsion being diluted, weeds are sprayed simultaneously, it is beneficial to the concentration controlling clodinafop-propargyl, can large area spray, the suitability is strong, and the dispersant with high efficiency in formula overcomes the shortcoming that in nebulization, Clodinafop-propargyl microemulsion dispersion is uneven. During use, after Clodinafop-propargyl microemulsion is diluted 320 times, weeds are sprayed, the herbicidal effect of this product is measured. The part grassy weed in wheat paddock can be prevented and kill off, most of important annual gramineous weeds such as wild oat, amur foxtail, hard grass, grass, caput grass are had stable preventive effect. Winter wheat 50 grams/acre during use, spring wheat 80 grams/acre, the wherein preventive effect 28 days more than 90% to amur foxtail. It is important that after Pesticide use, cloquintocetmexyl can improve crop safety, weeding simultaneously facilitate plant growth.
Embodiment 2
With embodiment 1, institute is the difference is that Clodinafop-propargyl microemulsion, and its composition and percentage by weight be: clodinafop-propargyl 8%, cloquintocetmexyl 2.1%, solvent fatty acid methyl ester 20%, stabilizer 3%, emulsifying agent 15%, dispersant with high efficiency 3%, surplus is water.
A kind of preparation method of Clodinafop-propargyl microemulsion, its step with embodiment 1, institute the difference is that:
Stabilizer in step (A) is fatty amine polyethers 20%, triphenyl phosphite 5%, and surplus is epoxychloropropane;
Dispersant with high efficiency in step (B) is polyethylene glycol monooleate 15%, polyoxyethylene laurate 30%, and surplus is fatty acid ester;
Emulsifying agent in step (C) is anion emulsifier 10%, aliphatic alcohol polyether 8%, alkylphenol polyoxyethylene phosphate ester 25%, isomeric alcohol polyethenoxy ether 15%, three phenethyl segregation oxygen vinyl Ether 5%, isomery alcohol polyethers 15%, surplus is non-ionic block copolymer;
Solvent in step (D) is fatty acid methyl ester.
This technique prepare 8% microemulsion, function admirable, safety and environmental protection, low temperature dispersity is good, easy to use, and the herbicidal effect of this product is measured. Winter wheat 50 grams/acre, spring wheat 80 grams/acre, the preventive effect 28 days more than 90% to amur foxtail.
This technique prepares microemulsion, function admirable, safety and environmental protection, and low temperature dispersity is good, easy to use, during use, after Clodinafop-propargyl microemulsion is diluted 400 times, weeds is sprayed, the herbicidal effect of this product is measured.The part grassy weed in wheat paddock can be prevented and kill off, most of important annual gramineous weeds such as wild oat, amur foxtail, hard grass, grass, caput grass are had stable preventive effect. Winter wheat 50 grams/acre during use, spring wheat 80 grams/acre, the wherein preventive effect 28 days more than 90% to amur foxtail.
Embodiment 3
With embodiment 1, institute is the difference is that Clodinafop-propargyl microemulsion, and its composition and percentage by weight be: clodinafop-propargyl 15%, cloquintocetmexyl 4.1%, solvent diethylene glycol dimethyl ether 30%, stabilizer 2%, emulsifying agent 20%, dispersant with high efficiency 4%, surplus is water.
A kind of preparation method of Clodinafop-propargyl microemulsion, its step with embodiment 1, institute the difference is that:
Stabilizer in step (A) is fatty amine polyethers 15%, triphenyl phosphite 50%, and surplus is epoxychloropropane;
Dispersant with high efficiency in step (B) is polyethylene glycol monooleate 20%, polyoxyethylene laurate 25%, and surplus is fatty acid ester;
Emulsifying agent in step (C) is anion emulsifier 8%, aliphatic alcohol polyether 10%, alkylphenol polyoxyethylene phosphate ester 20%, isomeric alcohol polyethenoxy ether 20%, three phenethyl segregation oxygen vinyl Ether 15%, isomery alcohol polyethers 10%, surplus is non-ionic block copolymer;
Solvent in step (D) is diethylene glycol dimethyl ether.
15% Clodinafop-propargyl microemulsion that this technique prepares, properties of product are excellent, and preventive effect is good, and cost performance is high, it is contemplated that can produce good economic benefit after putting on market.
During use, after Clodinafop-propargyl microemulsion is diluted 200 times, weeds are sprayed, the herbicidal effect of this product is measured. The part grassy weed in wheat paddock can be prevented and kill off, most of important annual gramineous weeds such as wild oat, amur foxtail, hard grass, grass, caput grass are had stable preventive effect. Winter wheat 51 grams/acre during use, spring wheat 83 grams/acre, the wherein preventive effect 28 days more than 93% to amur foxtail. It is important that after Pesticide use, through sunlight according to shining 35 days, residual clodinafop-propargyl decomposed 100%, reduce the clodinafop-propargyl pollution to environment.
Embodiment 4
With embodiment 1, institute is the difference is that Clodinafop-propargyl microemulsion, and its composition and percentage by weight be: clodinafop-propargyl 20%, cloquintocetmexyl 5%, solvent butyl 40%, stabilizer 4%, emulsifying agent 24%, dispersant with high efficiency 5%, surplus is water.
A kind of preparation method of Clodinafop-propargyl microemulsion, its step with embodiment 1, institute the difference is that:
Stabilizer in step (A) is fatty amine polyethers 20%, triphenyl phosphite 50%, and surplus is epoxychloropropane;
Dispersant with high efficiency in step (B) is polyethylene glycol monooleate 18%, polyoxyethylene laurate 23%, and surplus is fatty acid ester;
Emulsifying agent in step (C) is anion emulsifier 5%, aliphatic alcohol polyether 7%, alkylphenol polyoxyethylene phosphate ester 18%, isomeric alcohol polyethenoxy ether 12%, three phenethyl segregation oxygen vinyl Ether 8%, isomery alcohol polyethers 8%, surplus is non-ionic block copolymer;
Solvent in step (D) is butyl.
This technique prepares microemulsion, function admirable, safety and environmental protection, and low temperature dispersity is good, easy to use, during use, after Clodinafop-propargyl microemulsion is diluted 350 times, weeds is sprayed, the herbicidal effect of this product is measured. The part grassy weed in wheat paddock can be prevented and kill off, most of important annual gramineous weeds such as wild oat, amur foxtail, hard grass, grass, caput grass are had stable preventive effect.Winter wheat 49 grams/acre during use, spring wheat 82 grams/acre, the wherein preventive effect 28 days more than 90% to amur foxtail.
Embodiment 5
With embodiment 1, institute is the difference is that Clodinafop-propargyl microemulsion, and its composition and percentage by weight be: clodinafop-propargyl 10%, cloquintocetmexyl 3%, solvent 30%, stabilizer 2%, emulsifying agent 15%, dispersant with high efficiency 2%, surplus is water.
A kind of preparation method of Clodinafop-propargyl microemulsion, its step with embodiment 1, institute the difference is that:
Stabilizer in step (A) is fatty amine polyethers 10%, triphenyl phosphite 0%, and surplus is epoxychloropropane;
Dispersant with high efficiency in step (B) is polyethylene glycol monooleate 20%, polyoxyethylene laurate 30%, and surplus is fatty acid ester;
Emulsifying agent in step (C) is anion emulsifier 2%, aliphatic alcohol polyether 10%, alkylphenol polyoxyethylene phosphate ester 12%, isomeric alcohol polyethenoxy ether 20%, three phenethyl segregation oxygen vinyl Ether 5%, isomery alcohol polyethers 15%, surplus is non-ionic block copolymer;
Solvent in step (D) be ethylene glycol, fatty acid methyl ester, diethylene glycol dimethyl ether and butyl 1:1:1:1 in mass ratio preparation mixture.
This technique prepares microemulsion, function admirable, safety and environmental protection, and low temperature dispersity is good, easy to use, during use, after Clodinafop-propargyl microemulsion is diluted 280 times, weeds is sprayed, the herbicidal effect of this product is measured. The part grassy weed in wheat paddock can be prevented and kill off, most of important annual gramineous weeds such as wild oat, amur foxtail, hard grass, grass, caput grass are had stable preventive effect. Winter wheat 48 grams/acre during use, spring wheat 85 grams/acre, the wherein preventive effect 28 days more than 90% to amur foxtail.
Claims (7)
1. a Clodinafop-propargyl microemulsion, its composition and mass percent be: clodinafop-propargyl 5-20%, safener 1-5%, solvent 15-40%, stabilizer 1-4%, emulsifying agent 10-24%, dispersant with high efficiency 1-5%, surplus is water, and described solvent is the combination in any of ethylene glycol, fatty acid methyl ester, diethylene glycol dimethyl ether and butyl; Described stabilizer is the compositions of fatty amine polyethers, triphenyl phosphite and epoxychloropropane, and its mass percent is: fatty amine polyethers 10-20%, triphenyl phosphite 0-50%, and surplus is epoxychloropropane; Described dispersant with high efficiency is polyethylene glycol monooleate, polyoxyethylene oleate, fatty acid ester, and its mass percent is: polyethylene glycol monooleate 10-20%, polyoxyethylene laurate 20-30%, and surplus is fatty acid ester.
2. a kind of Clodinafop-propargyl microemulsion according to claim 1, it is characterised in that: the purity of described clodinafop-propargyl is 93%.
3. a kind of Clodinafop-propargyl microemulsion according to claim 1, it is characterised in that: described safener is cloquintocetmexyl.
4. a kind of Clodinafop-propargyl microemulsion according to claim 1, it is characterized in that: described emulsifying agent is anion emulsifier, aliphatic alcohol polyether, alkylphenol polyoxyethylene phosphate ester, isomeric alcohol polyethenoxy ether, triphen ethyl phenol polyoxyethylene ether, the compositions of isomery alcohol polyethers and non-ionic block copolymer, its mass percent is: anion emulsifier 2-10%, aliphatic alcohol polyether 5-10%, alkylphenol polyoxyethylene phosphate ester 12-25%, isomeric alcohol polyethenoxy ether 10-20%, triphen ethyl phenol polyoxyethylene ether 5-15%, isomery alcohol polyethers 3-15%, surplus is non-ionic block copolymer.
5. the preparation method of a kind of Clodinafop-propargyl microemulsion described in claim 1, the steps include:
(A) fatty amine polyethers, triphenyl phosphite and epoxychloropropane mixing and stirring are made stabilizer, wherein fatty amine polyethers 10-20%, triphenyl phosphite 0-50%, surplus is epoxychloropropane;
(B) polyethylene glycol monooleate, polyoxyethylene oleate and fatty acid ester mixing and stirring are made dispersant with high efficiency, wherein polyethylene glycol monooleate 10-20%, polyoxyethylene laurate 20-30%, surplus is fatty acid ester;
(C) anion emulsifier, aliphatic alcohol polyether, alkylphenol polyoxyethylene phosphate ester, isomeric alcohol polyethenoxy ether, triphen ethyl phenol polyoxyethylene ether, isomery alcohol polyethers and non-ionic block copolymer mixing and stirring are made emulsifying agent, wherein anion emulsifier 2-10%, aliphatic alcohol polyether 5-10%, alkylphenol polyoxyethylene phosphate ester 12-25%, isomeric alcohol polyethenoxy ether 10-20%, three phenethyl segregation oxygen vinyl Ether 5-15%, isomery alcohol polyethers 3-15%, surplus is non-ionic block copolymer;
(D) successively the dispersant with high efficiency obtained in the stabilizer obtained in solvent, the former medicine of clodinafop-propargyl, safener, step (A) and step (B) is added in batching kettle, under the rotating speed of 50-150 rev/min, stirring and dissolving becomes clear homogeneous liquid, wherein solvent 15-40%, clodinafop-propargyl 5%-20%, safener 1-5%, stabilizer 1-4%, dispersant with high efficiency 1-5%;
(E) emulsifying agent obtained in step (C) and water are added in the homogeneous liquid obtained in step (D), continue to stir formation Clodinafop-propargyl microemulsion with the rotating speed of 50-150 rev/min;
(F) take the Clodinafop-propargyl microemulsion detection drug effect obtained in step (E), after qualified, transfer in sedimentation still and stand 24h;
(G) the Clodinafop-propargyl microemulsion subpackage warehouse-in that will obtain in step (F).
6. the preparation method of a kind of Clodinafop-propargyl microemulsion according to claim 5, it is characterised in that: described safener is cloquintocetmexyl, and the former medicine of clodinafop-propargyl is purity be mass fraction is the clodinafop-propargyl of 93%.
7. the application process of a kind of Clodinafop-propargyl microemulsion described in claim 1, its step is for spraying to weeds after Clodinafop-propargyl microemulsion is diluted 200-400 times.
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| WO2008032328A2 (en) * | 2006-09-14 | 2008-03-20 | Yissum Research Development Company Of The Hebrew University Of Jerusalem | Pesticide nanoparticles obtained from microemulsions and nanoemulsions |
| CN101803601A (en) * | 2010-04-21 | 2010-08-18 | 新沂市永诚化工有限公司 | Clodinafop-propargyl microemulsion and preparation method thereof |
| CN103193706A (en) * | 2013-04-08 | 2013-07-10 | 新沂市永诚化工有限公司 | Method for producing cloquintocet-mexyl |
| CN103190408A (en) * | 2013-04-08 | 2013-07-10 | 新沂市永诚化工有限公司 | Production method of clodinafop-propargyl microemulsion |
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| WO2008032328A2 (en) * | 2006-09-14 | 2008-03-20 | Yissum Research Development Company Of The Hebrew University Of Jerusalem | Pesticide nanoparticles obtained from microemulsions and nanoemulsions |
| CN101803601A (en) * | 2010-04-21 | 2010-08-18 | 新沂市永诚化工有限公司 | Clodinafop-propargyl microemulsion and preparation method thereof |
| CN103193706A (en) * | 2013-04-08 | 2013-07-10 | 新沂市永诚化工有限公司 | Method for producing cloquintocet-mexyl |
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