CN114097784A - Missible oil containing s-metolachlor and sulfentrazone and preparation method thereof - Google Patents
Missible oil containing s-metolachlor and sulfentrazone and preparation method thereof Download PDFInfo
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- CN114097784A CN114097784A CN202111527232.9A CN202111527232A CN114097784A CN 114097784 A CN114097784 A CN 114097784A CN 202111527232 A CN202111527232 A CN 202111527232A CN 114097784 A CN114097784 A CN 114097784A
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- CN
- China
- Prior art keywords
- metolachlor
- sulfentrazone
- emulsifier
- emulsifiable concentrate
- cosolvent
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- OORLZFUTLGXMEF-UHFFFAOYSA-N sulfentrazone Chemical compound O=C1N(C(F)F)C(C)=NN1C1=CC(NS(C)(=O)=O)=C(Cl)C=C1Cl OORLZFUTLGXMEF-UHFFFAOYSA-N 0.000 title claims abstract description 22
- WVQBLGZPHOPPFO-LBPRGKRZSA-N (S)-metolachlor Chemical compound CCC1=CC=CC(C)=C1N([C@@H](C)COC)C(=O)CCl WVQBLGZPHOPPFO-LBPRGKRZSA-N 0.000 title claims abstract description 15
- 239000005617 S-Metolachlor Substances 0.000 title claims abstract description 15
- 238000002360 preparation method Methods 0.000 title claims abstract description 13
- 239000003995 emulsifying agent Substances 0.000 claims abstract description 20
- 239000004495 emulsifiable concentrate Substances 0.000 claims abstract description 14
- 239000004480 active ingredient Substances 0.000 claims abstract description 13
- 239000002904 solvent Substances 0.000 claims abstract description 11
- 239000006184 cosolvent Substances 0.000 claims abstract description 10
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 16
- 229940051841 polyoxyethylene ether Drugs 0.000 claims description 13
- 229920000056 polyoxyethylene ether Polymers 0.000 claims description 13
- DMAXMXPDVWTIRV-UHFFFAOYSA-N 2-(2-phenylethyl)phenol Chemical compound OC1=CC=CC=C1CCC1=CC=CC=C1 DMAXMXPDVWTIRV-UHFFFAOYSA-N 0.000 claims description 9
- WVQBLGZPHOPPFO-UHFFFAOYSA-N 2-chloro-N-(2-ethyl-6-methylphenyl)-N-(1-methoxypropan-2-yl)acetamide Chemical compound CCC1=CC=CC(C)=C1N(C(C)COC)C(=O)CCl WVQBLGZPHOPPFO-UHFFFAOYSA-N 0.000 claims description 9
- 239000003814 drug Substances 0.000 claims description 8
- 229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 claims description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- 239000004359 castor oil Substances 0.000 claims description 4
- 235000019438 castor oil Nutrition 0.000 claims description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 claims description 4
- 150000002191 fatty alcohols Chemical class 0.000 claims description 4
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims description 4
- 238000002156 mixing Methods 0.000 claims description 4
- OOCMUZJPDXYRFD-UHFFFAOYSA-L calcium;2-dodecylbenzenesulfonate Chemical compound [Ca+2].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O.CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O OOCMUZJPDXYRFD-UHFFFAOYSA-L 0.000 claims description 3
- QYDYPVFESGNLHU-UHFFFAOYSA-N elaidic acid methyl ester Natural products CCCCCCCCC=CCCCCCCCC(=O)OC QYDYPVFESGNLHU-UHFFFAOYSA-N 0.000 claims description 3
- 238000010438 heat treatment Methods 0.000 claims description 3
- QYDYPVFESGNLHU-KHPPLWFESA-N methyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC QYDYPVFESGNLHU-KHPPLWFESA-N 0.000 claims description 3
- 229940073769 methyl oleate Drugs 0.000 claims description 3
- 238000003756 stirring Methods 0.000 claims description 3
- 239000003225 biodiesel Substances 0.000 claims description 2
- YRIUSKIDOIARQF-UHFFFAOYSA-N dodecyl benzenesulfonate Chemical compound CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 YRIUSKIDOIARQF-UHFFFAOYSA-N 0.000 claims description 2
- 229940071161 dodecylbenzenesulfonate Drugs 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 238000004321 preservation Methods 0.000 claims description 2
- HXDXZZNFARDZLT-UHFFFAOYSA-N 2-dodecylbenzenesulfonic acid;2-(2-hydroxyethylamino)ethanol Chemical compound OCCNCCO.CCCCCCCCCCCCC1=CC=CC=C1S(O)(=O)=O HXDXZZNFARDZLT-UHFFFAOYSA-N 0.000 claims 1
- 229910052500 inorganic mineral Inorganic materials 0.000 claims 1
- 239000011707 mineral Substances 0.000 claims 1
- 235000015096 spirit Nutrition 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 15
- 239000000203 mixture Substances 0.000 abstract description 10
- 239000012752 auxiliary agent Substances 0.000 abstract description 6
- 238000009472 formulation Methods 0.000 abstract description 6
- 239000000575 pesticide Substances 0.000 abstract description 4
- 230000001804 emulsifying effect Effects 0.000 abstract description 3
- 241000196324 Embryophyta Species 0.000 description 18
- 238000011282 treatment Methods 0.000 description 15
- 244000068988 Glycine max Species 0.000 description 12
- 235000010469 Glycine max Nutrition 0.000 description 12
- 239000003921 oil Substances 0.000 description 12
- 238000000034 method Methods 0.000 description 10
- 238000012360 testing method Methods 0.000 description 8
- 238000005507 spraying Methods 0.000 description 7
- 230000000694 effects Effects 0.000 description 5
- 239000000839 emulsion Substances 0.000 description 5
- 239000007788 liquid Substances 0.000 description 5
- 238000012986 modification Methods 0.000 description 4
- 230000004048 modification Effects 0.000 description 4
- 230000008569 process Effects 0.000 description 4
- 239000002689 soil Substances 0.000 description 4
- -1 2-ethyl-6-methylphenyl Chemical group 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 230000000857 drug effect Effects 0.000 description 3
- 239000004009 herbicide Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000005034 decoration Methods 0.000 description 2
- 239000002552 dosage form Substances 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 230000002363 herbicidal effect Effects 0.000 description 2
- 238000002844 melting Methods 0.000 description 2
- 230000008018 melting Effects 0.000 description 2
- 238000011056 performance test Methods 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 230000002269 spontaneous effect Effects 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000000375 suspending agent Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- 230000002195 synergetic effect Effects 0.000 description 2
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
- 240000006995 Abutilon theophrasti Species 0.000 description 1
- 240000006740 Cichorium endivia Species 0.000 description 1
- 241000233838 Commelina Species 0.000 description 1
- 240000004230 Cyperus compressus Species 0.000 description 1
- 235000001602 Digitaria X umfolozi Nutrition 0.000 description 1
- 235000017898 Digitaria ciliaris Nutrition 0.000 description 1
- 235000005476 Digitaria cruciata Nutrition 0.000 description 1
- 235000006830 Digitaria didactyla Nutrition 0.000 description 1
- 235000005804 Digitaria eriantha ssp. eriantha Nutrition 0.000 description 1
- 235000010823 Digitaria sanguinalis Nutrition 0.000 description 1
- 206010059866 Drug resistance Diseases 0.000 description 1
- 244000239348 Echinochloa crus galli var. praticola Species 0.000 description 1
- 244000025670 Eleusine indica Species 0.000 description 1
- 235000014716 Eleusine indica Nutrition 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 241000607479 Yersinia pestis Species 0.000 description 1
- 238000005054 agglomeration Methods 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 235000003733 chicria Nutrition 0.000 description 1
- BIKACRYIQSLICJ-UHFFFAOYSA-N cloransulam-methyl Chemical group N=1N2C(OCC)=NC(F)=CC2=NC=1S(=O)(=O)NC1=C(Cl)C=CC=C1C(=O)OC BIKACRYIQSLICJ-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000012141 concentrate Substances 0.000 description 1
- 239000002872 contrast media Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 238000010494 dissociation reaction Methods 0.000 description 1
- 230000005593 dissociations Effects 0.000 description 1
- PNJUHWYLFGZTIK-UHFFFAOYSA-N dodecyl benzenesulfonate;2-(2-hydroxyethylamino)ethanol Chemical compound OCCNCCO.CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 PNJUHWYLFGZTIK-UHFFFAOYSA-N 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 230000035558 fertility Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- IIYFAKIEWZDVMP-UHFFFAOYSA-N linear paraffin C13 Natural products CCCCCCCCCCCCC IIYFAKIEWZDVMP-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- HNXNKTMIVROLTK-UHFFFAOYSA-N n,n-dimethyldecanamide Chemical compound CCCCCCCCCC(=O)N(C)C HNXNKTMIVROLTK-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000000361 pesticidal effect Effects 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000003495 polar organic solvent Substances 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000009331 sowing Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 150000003456 sulfonamides Chemical class 0.000 description 1
- 238000009333 weeding Methods 0.000 description 1
- 238000004260 weight control Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
Classifications
-
- 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
- A01N37/22—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof the nitrogen atom being directly attached to an aromatic ring system, e.g. anilides
-
- 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
-
- 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention relates to the technical field of pesticides, and particularly relates to missible oil containing s-metolachlor and sulfentrazone and a preparation method thereof. The missible oil comprises an active ingredient, an emulsifier, a cosolvent and a solvent; the active ingredients consist of s-metolachlor and sulfentrazone. The emulsifiable concentrate improves the stability of the preparation formulation by optimizing the auxiliary agent, meets the water quality of different areas, and has the advantages of good emulsifying dispersibility and high stability.
Description
Technical Field
The invention relates to the technical field of pesticides, and particularly relates to missible oil containing s-metolachlor and sulfentrazone and a preparation method thereof.
Background
S-metolachlor (S-metolachlor), chemical name: 2-chloro-N- (2-ethyl-6-methylphenyl) -N- [ (1R) -2-methoxy-1-methylethyl ] acetamide belongs to amide selective preemergence herbicides, is suitable for soil treatment after sowing or before transplanting of dry land crops, and can prevent and kill annual gramineous weeds, partial dicotyledonous weeds and annual sedge weeds.
Sulfentrazone (cloransulam-methyl), chemical name: methyl 3-chloro-2- (5-ethoxy-7-fluoro [1,2,4] triazolo [1,5-c ] pyrimidine-2-yl sulfonyl) aminobenzoate belongs to sulfonamide herbicides and is mainly used for controlling broadleaf weeds by spraying stem leaves of soybean fields.
Herbicide varieties containing a single active component often have different degrees of defects in agricultural pest control, such as: the weeding spectrum is narrow, the weeds are easy to generate drug resistance after continuous use, and the environmental pollution is aggravated by a plurality of times of use. At present, in the prior art, a plurality of patents such as CN108235985A, CN109561687A, CN107920529A, CN109566632A, CN108235985A and the like disclose the combination of metolachlor and sulfentrazone, and the synergistic effect of the active components in the composition is proved, so that the herbicidal spectrum can be enlarged, and the weed resistance can be delayed.
However, the existing compositions of metolachlor and sulfentrazone in the market are all suspension emulsion, and do not have emulsion dosage form, and compared with emulsion dosage form, the suspension emulsion has the advantages of poorer quality stability, higher processing technology requirement, higher production cost, easy influence by environmental change in the marine transportation process, easy occurrence of phenomena of agglomeration, creaming, large particle size, water precipitation and the like at high temperature, crystallization risk at low temperature and serious influence on drug effect.
Disclosure of Invention
In view of the above, the invention provides missible oil containing s-metolachlor and sulfentrazone and a preparation method thereof. The emulsifiable concentrate improves the stability of the preparation formulation by optimizing the auxiliary agent, meets the water quality of different areas, and has the advantages of good emulsifying dispersibility and high stability.
In order to achieve the above object, the present invention provides the following technical solutions:
the invention provides missible oil containing s-metolachlor and sulfentrazone, which comprises an active ingredient, an emulsifier, a cosolvent and a solvent; the active ingredients consist of s-metolachlor and sulfentrazone.
Preferably, the dosage of each component is as follows by mass percent:
in the active ingredients, the mass ratio of the metolachlor to the sulfentrazone is (1-8): 1.
preferably, the dosage of each component is as follows by mass percent:
preferably, the dosage of each component is as follows by mass percent:
preferably, the emulsifier is one or more of phenethyl phenol polyoxyethylene ether, phenethyl phenol polyoxyethylene polyoxypropylene ether, dodecyl benzene sulfonate, castor oil polyoxyethylene ether, fatty alcohol polyoxyethylene ether or alkylphenol polyoxyethylene polyoxypropylene ether.
Preferably, the emulsifier is one or more of phenethyl phenol polyoxyethylene ether, phenethyl phenol polyoxyethylene polyoxypropylene ether, calcium dodecyl benzene sulfonate, dodecyl benzene sulfonate diethanolamine salt, castor oil polyoxyethylene ether or fatty alcohol polyoxyethylene ether.
More preferably, the emulsifier is a combination of three emulsifiers, and consists of a first emulsifier calcium dodecyl benzene sulfonate, a second emulsifier phenethyl phenol polyoxyethylene polyoxypropylene ether and a third emulsifier isomeric tridecane fatty alcohol polyoxyethylene ether. The first emulsifier, the second emulsifier and the third emulsifier are preferably mixed in a ratio of 1-6: 1-9: 1, more preferably 1 to 6: 4-9: 1, and more preferably 1: 9: 1. 6: 4: 1. 4: 5: 1. 3: 6: 1. 2: 7: 1. 5: 8: 1. 6: 7: 1 or 5: 8: 0.5, most preferably 5: 8: 1 mass ratio.
According to the invention, by selecting the auxiliary agent preferably, the stability of the product is improved, the product can tolerate the high and low temperature range of-10 ℃ to 54 ℃, and the influence of environmental change in the transportation process is effectively solved; meanwhile, the invention can tolerate different water qualities such as C water, D water, 3WHO water and the like, meets the use requirements of different countries and regions, and is beneficial to large-scale popularization and application; and the invention has excellent drug effect.
Preferably, the cosolvent is one or more of methyl oleate, biodiesel or solvent oil. Preferably methyl oleate.
Preferably, the solvent is one or more of ethanol, acetone, N-dimethyl decanamide or cyclohexanone. N, N-dimethyldecanamide is preferred.
The invention also provides a preparation method of the missible oil, which comprises the following steps: uniformly mixing the solvent, the cosolvent and the active ingredients, and heating and preserving heat until the original medicine is completely dissolved; finally, adding the emulsifier and stirring uniformly.
Preferably, the temperature for heat preservation is 45-55 ℃.
The invention has the following beneficial effects:
1) the pesticide composition provided by the invention has the advantages of simple processing technology of the emulsifiable concentrate, good product stability, convenience in use and excellent pesticide effect.
2) The invention carries out a large amount of screening work on the assistant system, finally obtains the system with the best matching degree among the components, improves the stability of the preparation formulation, simultaneously meets the water quality of different areas, and has the advantages of good emulsifying dispersibility and high stability.
Detailed Description
The invention discloses missible oil containing s-metolachlor and sulfentrazone and a preparation method thereof, and a person skilled in the art can realize the missible oil by properly improving process parameters by referring to the content. It is expressly intended that all such similar substitutes and modifications which would be obvious to one skilled in the art are deemed to be included in the invention. While the methods and applications of this invention have been described in terms of preferred embodiments, it will be apparent to those of ordinary skill in the art that variations and modifications in the methods and applications described herein, as well as other suitable variations and combinations, may be made to implement and use the techniques of this invention without departing from the spirit and scope of the invention.
S-metolachlor: the pure product is colorless liquid, and the industrial product is brown oily liquid. Melting point: -61.1 ℃, boiling point: 334 ℃, relative density (water ═ 1): 1.117, saturated vapor pressure: 1.8mPa (25 ℃). Solubility: water of solubility 488mg/L (25 ℃), miscible with benzene, xylene, toluene, octanol and dichloromethane, hexane, dimethylformamide, methanol, dichloroethane, and insoluble in ethylene glycol, propanol and petroleum ether.
Sulfentrazone: the pure product is a brown yellow solid. Melting point of 121-123 deg.C, relative density of 1.34(20 deg.C), and vapor pressure of 1.3 × 10-4Pa (25 ℃), a dissociation constant pKa 6.56. Soluble in most polar organic solvents such as acetone, with a solubility in water of 11mg/L (pH 6), 0.78(pH 7), 16(pH 7.5) at 25 ℃. The half life period in soil is 110-280 d.
The Chinese and English names of the active ingredients and part of the auxiliary agents are as follows:
unless otherwise specified, the following percentages are by weight.
The raw material medicines or auxiliary materials used in the invention can be purchased from the market.
The invention is further illustrated by the following examples:
examples 1 to 10, comparative example 1
The formulations of the examples and comparative examples are as follows:
TABLE 1
The preparation method comprises the following steps: uniformly mixing a solvent, a cosolvent and active ingredients, and heating and preserving heat to 45-55 ℃ until the original medicine is completely dissolved; finally, adding the emulsifier and stirring uniformly.
Test example 1 Performance test
The properties of the emulsifiable concentrates prepared in the above examples and comparative examples were measured, and the results are shown in Table 2 below. Wherein, the stability of the emulsion is detected according to a GB/T1603-1979 determination method, and the spontaneous dispersibility in water is detected according to the GB/T32775-2016 determination method.
TABLE 2 Missible oil product containing the combination of metolachlor and sulfentrazone
As is clear from Table 2, in examples 7, 8, 9 and 10, the spontaneous dispersibility in water was slightly poor, and a small amount of precipitation occurred upon storage at-10 ℃; the quality of the examples 1,2, 3, 4, 5 and 6 is better, and the preferable auxiliary agent, cosolvent and solvent play a key role in the product quality.
Example 11
The mass percentage of the emulsifier was adjusted on the basis of the formulation (group a) of example 1, the formulation was as follows:
TABLE 3
Test example 2 performance test the performance of the emulsifiable concentrate prepared in example 11 was tested, and the results are shown in table 4 below.
TABLE 4 Missible oil product Properties containing the combination of the effective ingredients s-metolachlor and sulfentrazone
Drug effect test of metolachlor and sulfentrazone compound preparation for preventing and controlling weeds in soybean field in field
The test is carried out in the Danjiang city of Heilongjiang province, the soil type is black soil, and the fertility is good. The contrast agent is 960g/L metolachlor missible oil and 50% sulfentrazone suspending agent. The total number of 4 treatments are respectively as follows: treatment 1: spraying clear water, and blank control; and (3) treatment 2: s-metolachlor-sulfentrazone emulsifiable concentrates obtained in examples 1 and 7; and (3) treatment: 960g/L metolachlor missible oil; and (4) treatment: 50% of sulfentrazone suspending agent.
In the examples 1 and 7, the concentrate metolachlor-sulfentrazone emulsifiable concentrate is subjected to stem and leaf spraying treatment according to the effective component dosage of 800 g/hectare, the treatment 3 is subjected to stem and leaf spraying treatment according to the effective component dosage of 1300 g/hectare, and the treatment 4 is subjected to stem and leaf spraying treatment according to the effective component dosage of 540 g/hectare.
Spraying stem and leaf after the first three compound leaves of the soybean to prevent and kill weeds in soybean field, such as broadleaf weeds, e.g. dayflower, piemarker, endive, etc., and grassy weeds, e.g. crabgrass and cockspur grass. Applying the composition with industrial-agricultural-16 knapsack hand sprayer for 1 time, and mixing with 750kg of water per hectareAnd (5) liquid medicine, and uniformly spraying the liquid medicine in the cell according to the converted liquid medicine amount. The random block arrangement is adopted, 4 times of repetition are carried out, and the area of a cell is 50m2(5m×10m)。
50 days after the application, the influence of each treatment on the fresh weight control effect of the weeds and the safety of the soybeans is investigated.
The investigation method comprises the following steps: each cell is fixed with 4 points, each point is 0.25m2Investigating the fresh weight of the un-withered weeds in the area and calculating the control effect, wherein the calculation formula is as follows:
control effect (%). ratio (fresh weight of weed in control area-fresh weight of weed in treatment area) × 100%/fresh weight of weed in control area
The control results for weeds in soybean fields are shown in table 5 below:
TABLE 5 field test results of the efficacy of each treatment agent in controlling weeds in soybean fields
The test results in the table 5 show that the metolachlor and the sulfentrazone can effectively control annual and perennial weeds in the soybean field after being compounded, the control effect on annual and perennial weeds in the soybean field 50 days after the application is obviously superior to that of 2 control medicaments, and the synergistic effect is shown. The control effect of the embodiment 1 using the preferable auxiliary agent and the preferable proportion is obviously better than that of the embodiment 7. According to the observation of the whole field test process, the soybean grows well within the test dosage range, and the pesticide damage phenomenon does not occur in each treatment agent, which indicates that the soybean is safe to the soybean.
The foregoing is only a preferred embodiment of the present invention, and it should be noted that, for those skilled in the art, various modifications and decorations can be made without departing from the principle of the present invention, and these modifications and decorations should also be regarded as the protection scope of the present invention.
Claims (8)
1. An emulsifiable concentrate containing s-metolachlor and sulfentrazone is characterized by comprising an active ingredient, an emulsifier, a cosolvent and a solvent; the active ingredients consist of s-metolachlor and sulfentrazone.
2. An emulsifiable concentrate as claimed in claim 1, wherein the amount of each component is, in mass percent:
20 to 70 percent of active ingredients
9 to 16 percent of emulsifier
5 to 10 percent of cosolvent
The solvent is complemented to 100%;
in the active ingredients, the mass ratio of the metolachlor to the sulfentrazone is (1-8): 1.
3. an emulsifiable concentrate as claimed in claim 1, wherein the emulsifier is one or more selected from phenethyl phenol polyoxyethylene ether, phenethyl phenol polyoxyethylene polyoxypropylene ether, dodecylbenzene sulfonate, castor oil polyoxyethylene ether, fatty alcohol polyoxyethylene ether and alkylphenol polyoxyethylene polyoxypropylene ether.
4. An emulsifiable concentrate as claimed in claim 1, wherein the emulsifier is one or more selected from phenethyl phenol polyoxyethylene ether, phenethyl phenol polyoxyethylene polyoxypropylene ether, calcium dodecylbenzene sulfonate, dodecylbenzene sulfonic acid diethanolamine salt, castor oil polyoxyethylene ether or fatty alcohol polyoxyethylene ether.
5. An emulsifiable concentrate as claimed in claim 1, wherein the solvent is one or more of ethanol, acetone, N-dimethyldecanamide or cyclohexanone.
6. An emulsifiable concentrate as claimed in claim 1 wherein the cosolvent is one or more of methyl oleate, biodiesel and mineral spirits.
7. A process for preparing an emulsifiable concentrate as claimed in any one of claims 1 to 6, which comprises: uniformly mixing the solvent, the cosolvent and the active ingredients, and heating and preserving heat until the original medicine is completely dissolved; finally, adding the emulsifier and stirring uniformly.
8. The preparation method according to claim 7, wherein the temperature of the heat preservation is 45-55 ℃.
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| CN108235985A (en) * | 2016-12-23 | 2018-07-03 | 山东润博生物科技有限公司 | A kind of suspension emulsion containing sulfentrazone and S-metolachlor and preparation method thereof |
| CN109561687A (en) * | 2016-08-05 | 2019-04-02 | 江苏龙灯化学有限公司 | The preparation method and its usage of sulfentrazone novel formulation |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN109561687A (en) * | 2016-08-05 | 2019-04-02 | 江苏龙灯化学有限公司 | The preparation method and its usage of sulfentrazone novel formulation |
| CN108235985A (en) * | 2016-12-23 | 2018-07-03 | 山东润博生物科技有限公司 | A kind of suspension emulsion containing sulfentrazone and S-metolachlor and preparation method thereof |
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| CN117099791A (en) * | 2023-10-23 | 2023-11-24 | 山东潍坊润丰化工股份有限公司 | Dispersible liquid containing metolachlor and prometryn and preparation method thereof |
| CN117099791B (en) * | 2023-10-23 | 2024-01-30 | 山东潍坊润丰化工股份有限公司 | Dispersible liquid containing metolachlor and prometryn and preparation method thereof |
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