CN112438270B - Metamifop emulsifiable concentrate and preparation method thereof - Google Patents
Metamifop emulsifiable concentrate and preparation method thereof Download PDFInfo
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- CN112438270B CN112438270B CN202011506268.4A CN202011506268A CN112438270B CN 112438270 B CN112438270 B CN 112438270B CN 202011506268 A CN202011506268 A CN 202011506268A CN 112438270 B CN112438270 B CN 112438270B
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- metamifop
- emulsifiable concentrate
- polyoxyethylene ether
- solvent
- safener
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- ADDQHLREJDZPMT-AWEZNQCLSA-N (S)-metamifop Chemical compound O=C([C@@H](OC=1C=CC(OC=2OC3=CC(Cl)=CC=C3N=2)=CC=1)C)N(C)C1=CC=CC=C1F ADDQHLREJDZPMT-AWEZNQCLSA-N 0.000 title claims abstract description 81
- 239000004495 emulsifiable concentrate Substances 0.000 title claims abstract description 50
- 238000002360 preparation method Methods 0.000 title claims abstract description 10
- 229940051841 polyoxyethylene ether Drugs 0.000 claims abstract description 40
- 229920000056 polyoxyethylene ether Polymers 0.000 claims abstract description 40
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical group CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 claims abstract description 38
- 239000002904 solvent Substances 0.000 claims abstract description 37
- 239000003995 emulsifying agent Substances 0.000 claims abstract description 35
- 239000002131 composite material Substances 0.000 claims abstract description 27
- 239000006184 cosolvent Substances 0.000 claims abstract description 26
- XFRVVPUIAFSTFO-UHFFFAOYSA-N 1-Tridecanol Chemical compound CCCCCCCCCCCCCO XFRVVPUIAFSTFO-UHFFFAOYSA-N 0.000 claims abstract description 20
- -1 styryl phenol Chemical compound 0.000 claims abstract description 20
- YRIUSKIDOIARQF-UHFFFAOYSA-N dodecyl benzenesulfonate Chemical compound CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 YRIUSKIDOIARQF-UHFFFAOYSA-N 0.000 claims abstract description 19
- 229940071161 dodecylbenzenesulfonate Drugs 0.000 claims abstract description 19
- 239000000203 mixture Substances 0.000 claims abstract description 6
- 150000001875 compounds Chemical class 0.000 claims abstract description 3
- 238000003756 stirring Methods 0.000 claims description 11
- 241000196324 Embryophyta Species 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 8
- 235000010823 Digitaria sanguinalis Nutrition 0.000 claims description 5
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 4
- 235000014716 Eleusine indica Nutrition 0.000 claims description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- XSIFPSYPOVKYCO-UHFFFAOYSA-N butyl benzoate Chemical compound CCCCOC(=O)C1=CC=CC=C1 XSIFPSYPOVKYCO-UHFFFAOYSA-N 0.000 claims description 4
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 claims description 4
- HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 claims description 4
- 239000000463 material Substances 0.000 claims description 4
- 235000001602 Digitaria X umfolozi Nutrition 0.000 claims description 3
- 235000017898 Digitaria ciliaris Nutrition 0.000 claims description 3
- 235000005476 Digitaria cruciata Nutrition 0.000 claims description 3
- 235000006830 Digitaria didactyla Nutrition 0.000 claims description 3
- 235000005804 Digitaria eriantha ssp. eriantha Nutrition 0.000 claims description 3
- 238000001914 filtration Methods 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- RWNUSVWFHDHRCJ-UHFFFAOYSA-N 1-butoxypropan-2-ol Chemical compound CCCCOCC(C)O RWNUSVWFHDHRCJ-UHFFFAOYSA-N 0.000 claims description 2
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 claims description 2
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 claims description 2
- NQBXSWAWVZHKBZ-UHFFFAOYSA-N 2-butoxyethyl acetate Chemical compound CCCCOCCOC(C)=O NQBXSWAWVZHKBZ-UHFFFAOYSA-N 0.000 claims description 2
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 claims description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 claims description 2
- MRABAEUHTLLEML-UHFFFAOYSA-N Butyl lactate Chemical compound CCCCOC(=O)C(C)O MRABAEUHTLLEML-UHFFFAOYSA-N 0.000 claims description 2
- DICUPLXUNISGAQ-UHFFFAOYSA-N Isooctyl acetate Chemical compound CC(C)CCCCCOC(C)=O DICUPLXUNISGAQ-UHFFFAOYSA-N 0.000 claims description 2
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 2
- 239000001089 [(2R)-oxolan-2-yl]methanol Substances 0.000 claims description 2
- 239000001191 butyl (2R)-2-hydroxypropanoate Substances 0.000 claims description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims description 2
- BSYVTEYKTMYBMK-UHFFFAOYSA-N tetrahydrofurfuryl alcohol Chemical compound OCC1CCCO1 BSYVTEYKTMYBMK-UHFFFAOYSA-N 0.000 claims description 2
- 240000003176 Digitaria ciliaris Species 0.000 claims 1
- 244000058871 Echinochloa crus-galli Species 0.000 claims 1
- 239000000575 pesticide Substances 0.000 abstract description 9
- 230000007613 environmental effect Effects 0.000 abstract description 3
- 238000005516 engineering process Methods 0.000 abstract description 2
- 238000012545 processing Methods 0.000 abstract description 2
- 239000002994 raw material Substances 0.000 abstract description 2
- 239000004480 active ingredient Substances 0.000 abstract 1
- 231100000053 low toxicity Toxicity 0.000 abstract 1
- 230000000052 comparative effect Effects 0.000 description 17
- 240000007594 Oryza sativa Species 0.000 description 11
- 235000007164 Oryza sativa Nutrition 0.000 description 11
- 235000009566 rice Nutrition 0.000 description 10
- 239000000839 emulsion Substances 0.000 description 9
- PLCMVACJJSYDFV-UHFFFAOYSA-N 1,3-oxazole-2-carboxamide Chemical compound NC(=O)C1=NC=CO1 PLCMVACJJSYDFV-UHFFFAOYSA-N 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- 241000192043 Echinochloa Species 0.000 description 4
- 238000005507 spraying Methods 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 244000025670 Eleusine indica Species 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 230000002363 herbicidal effect Effects 0.000 description 3
- 239000004009 herbicide Substances 0.000 description 3
- 239000003090 pesticide formulation Substances 0.000 description 3
- CYJRNFFLTBEQSQ-UHFFFAOYSA-N 8-(3-methyl-1-benzothiophen-5-yl)-N-(4-methylsulfonylpyridin-3-yl)quinoxalin-6-amine Chemical compound CS(=O)(=O)C1=C(C=NC=C1)NC=1C=C2N=CC=NC2=C(C=1)C=1C=CC2=C(C(=CS2)C)C=1 CYJRNFFLTBEQSQ-UHFFFAOYSA-N 0.000 description 2
- 244000152970 Digitaria sanguinalis Species 0.000 description 2
- 230000009286 beneficial effect Effects 0.000 description 2
- 238000001514 detection method Methods 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 238000004945 emulsification Methods 0.000 description 2
- 230000001804 emulsifying effect Effects 0.000 description 2
- ITGSCCPVERXFGN-UHFFFAOYSA-N isoxadifen Chemical compound C1C(C(=O)O)=NOC1(C=1C=CC=CC=1)C1=CC=CC=C1 ITGSCCPVERXFGN-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 230000002195 synergetic effect Effects 0.000 description 2
- 238000004383 yellowing Methods 0.000 description 2
- IXMXRDJORWUZAJ-CQSZACIVSA-N (2R)-2-[2-[(4-chloro-1,3-benzoxazol-2-yl)oxy]phenoxy]-N-(2-fluorophenyl)-N-methylpropanamide Chemical compound ClC1=CC=CC2=C1N=C(O2)OC1=C(O[C@@H](C(=O)N(C2=C(C=CC=C2)F)C)C)C=CC=C1 IXMXRDJORWUZAJ-CQSZACIVSA-N 0.000 description 1
- MJUVRTYWUMPBTR-MRXNPFEDSA-N 1-(2,2-difluoro-1,3-benzodioxol-5-yl)-n-[1-[(2r)-2,3-dihydroxypropyl]-6-fluoro-2-(1-hydroxy-2-methylpropan-2-yl)indol-5-yl]cyclopropane-1-carboxamide Chemical compound FC=1C=C2N(C[C@@H](O)CO)C(C(C)(CO)C)=CC2=CC=1NC(=O)C1(C=2C=C3OC(F)(F)OC3=CC=2)CC1 MJUVRTYWUMPBTR-MRXNPFEDSA-N 0.000 description 1
- DMAXMXPDVWTIRV-UHFFFAOYSA-N 2-(2-phenylethyl)phenol Chemical compound OC1=CC=CC=C1CCC1=CC=CC=C1 DMAXMXPDVWTIRV-UHFFFAOYSA-N 0.000 description 1
- 102000000452 Acetyl-CoA carboxylase Human genes 0.000 description 1
- 108010016219 Acetyl-CoA carboxylase Proteins 0.000 description 1
- 241001553700 Euphorbia lathyris Species 0.000 description 1
- 241000238631 Hexapoda Species 0.000 description 1
- 231100000674 Phytotoxicity Toxicity 0.000 description 1
- 241000607479 Yersinia pestis Species 0.000 description 1
- 239000011324 bead Substances 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 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 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 239000008233 hard water Substances 0.000 description 1
- 230000005923 long-lasting effect Effects 0.000 description 1
- 239000004005 microsphere Substances 0.000 description 1
- 238000010899 nucleation Methods 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 238000009333 weeding Methods 0.000 description 1
- 238000009736 wetting Methods 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/74—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3
- A01N43/76—1,3-Oxazoles; Hydrogenated 1,3-oxazoles
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
- A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
Landscapes
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Dispersion Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention relates to metamifop emulsifiable concentrate and a preparation method and application thereof, belonging to the field of pesticide preparations. The active ingredient is metamifop, and the composition comprises the following raw materials in percentage by weight: 1 to 30 percent of metamifop, 1 to 40 percent of compound emulsifier, 1 to 20 percent of cosolvent, 0.05 to 10 percent of safener and the balance of solvent. The composite emulsifier is composed of dodecyl benzene sulfonate, styryl phenol polyoxyethylene ether and isomeric tridecanol polyoxyethylene ether, the weight ratio of the dodecyl benzene sulfonate, the styryl phenol polyoxyethylene ether and the isomeric tridecanol polyoxyethylene ether is 1:1-10:2-20, the cosolvent is acetophenone, and the safener is 2-methoxy-N- [ [4- [ [ (methylamino) carbonyl ] amino ] phenyl ] sulfonyl ] benzamide. The metamifop emulsifiable concentrate prepared by the invention has the advantages of stable property, simple processing technology, low toxicity, environmental protection, high safety and the like, and has good social and ecological benefits.
Description
The technical field is as follows:
the invention belongs to the field of pesticide formulations, and particularly relates to metamifop missible oil as well as a preparation method and application thereof
Technical Field
The emulsifiable concentrate is a formulation in pesticide preparations. The homogeneous transparent oily liquid is prepared through dissolving original pesticide in organic solvent, adding emulsifier, diluting with water to form stable emulsion and spraying. The missible oil is the formulation with the highest use efficiency at the present stage.
Compared with other pesticide formulations, the missible oil has the following characteristics: the processing technology is simple, and the transparent and homogeneous oily liquid generally has good chemical and physical stability, is not easy to decompose, turbid, delaminate, precipitate and the like under the closed condition at normal temperature, and has good storage stability. The pesticide which can be processed into emulsifiable solution has a plurality of varieties and a wide application range, is a very important formulation in the pesticide in China, and has the characteristics of long lasting period and high biological activity compared with other pesticide formulations.
Metamifop (metamifop), chemical name (R) -2- { (4-chloro-1, 3-benzoxazol-2-yloxy) phenoxy } -2' -fluoro-N-methylpropionanilide, cas accession No.: 256412-89-2.
Metamifop belongs to aryloxy phenoxy propionate herbicides, and the action mechanism of the metamifop is to inhibit the biosynthesis of acetyl coenzyme A carboxylase. After the herbicide is applied, the sensitive weeds have green leaves and growth is inhibited, and the weeds die after 2 weeks. The herbicide is mainly used for preventing and killing most annual gramineous weeds such as barnyard grass, large crabgrass, moleplant seeds, eleusine indica and the like in rice transplanting fields and direct seeding fields, and has a great development prospect.
The metamifop needs to be used after three leaves of rice are one heart, and serious phytotoxicity can be caused at low temperature or when the leaves are too old. The safener 2-methoxy-N- [ [4- [ [ (methylamino) carbonyl ] amino ] phenyl ] sulfonyl ] benzamide is creatively added, so that the safety of the metamifop to the rice can be greatly improved, and the safener has higher economic value.
Disclosure of Invention
The invention aims to provide metamifop emulsifiable concentrate with high efficiency, environmental protection and high safety, and a preparation method and application thereof
In order to achieve the purpose, the invention adopts the technical scheme that:
(1) on the one hand, the metamifop emulsifiable concentrate with high efficiency, environmental protection and high safety is provided, and comprises the following components in percentage by weight: 1-30% of metamifop, 1-40% of composite emulsifier, 1-20% of cosolvent, 0.05-10% of safener and the balance of solvent.
(2) The composite emulsifier is composed of dodecyl benzene sulfonate, styryl phenol polyoxyethylene ether and isomeric tridecanol polyoxyethylene ether, and the weight ratio of the dodecyl benzene sulfonate, the styryl phenol polyoxyethylene ether and the isomeric tridecanol polyoxyethylene ether is 1:1-10: 2-20.
(3) Preferably, the efficient, environment-friendly and safe metamifop emulsifiable concentrate consists of the following components in percentage by weight: 10% of metamifop, 10-35% of composite emulsifier, 5-10% of cosolvent, 0.5% of safener and the balance of solvent; the weight ratio of the calcium dodecyl benzene sulfonate, the phenethyl phenol polyoxyethylene ether and the isomeric tridecanol polyoxyethylene ether in the composite emulsifier is 1:5:6
(4) Preferably, the efficient, environment-friendly and safe metamifop emulsifiable concentrate consists of the following components in percentage by weight: 20% of metamifop, 10-25% of composite emulsifier, 10-20% of cosolvent, 1% of safener and the balance of solvent; the weight ratio of dodecyl benzene sulfonate, styryl phenol polyoxyethylene ether and isomeric tridecanol polyoxyethylene ether in the composite emulsifier is 1:4: 7.
(5) Preferably, the cosolvent is acetophenone, so that the stability of the pesticide raw material in an organic solvent and water is improved.
(6) Preferably, the safener is 2-methoxy-N- [ [4- [ [ (methylamino) carbonyl ] amino ] phenyl ] sulfonyl ] benzamide.
(7) Preferably, the solvent comprises one or more of cyclohexanone, butyl lactate, butyl acetate, dimethyl sulfoxide, N-dimethyl pelargonide, N-methyl pyrrolidone, solvent oil S-150, ethylene glycol butyl ether acetate, 1, 4-butyrolactone, diethylene glycol butyl ether, isooctyl acetate, N-dimethyl formamide, isophorone, solvent oil S-200, propylene glycol butyl ether, ethanol, tetrahydrofurfuryl alcohol, solvent oil S-100A, ethylene glycol monobutyl ether and butyl benzoate, and the preferred solvent is solvent oil S-150.
(8) On the other hand, the invention also provides a preparation method of the metamifop emulsifiable concentrate, which comprises the following steps: adding metered metamifop, a safener 2-methoxy-N- [ [4- [ [ (methylamino) carbonyl ] amino ] phenyl ] sulfonyl ] benzamide, a cosolvent acetophenone and a solvent into a blending kettle, stirring for dissolving, adding a metered emulsifier, stirring until the materials are completely and uniformly dissolved, filtering, and detecting to obtain the metamifop missible oil.
(9) On the other hand, the invention also provides the metamifop emulsifiable concentrate which is applied to preventing and treating gramineous weeds and improving the safety of rice.
(10) Further, the grassy weeds are barnyard grass and large crabgrass.
The invention has the following beneficial effects:
the invention optimizes the components and the proportion of the emulsifier, and the screened composite emulsifier has good emulsifying effect and wetting effect and stable emulsion performance.
2, the invention selects the special latent solvent, the prepared missible oil can automatically disperse in water, and the stability is good.
3, compared with the method of adding no safener, the method selects the specific safener, and greatly improves the safety of the medicament.
Compared with the single emulsifier, the invention has more obvious synergistic effect.
The specific implementation mode is as follows:
the invention will be further illustrated by the following examples, which are not intended to limit the invention thereto
Embodiments are described. It will be appreciated by those skilled in the art that the present invention encompasses all alternatives, modifications, and equivalents as may be included within the scope of the claims.
The preparation method comprises the steps of adding metered metamifop, a safener 2-methoxy-N- [ [4- [ [ (methylamino) carbonyl ] amino ] phenyl ] sulfonyl ] benzamide, a cosolvent acetophenone and a solvent into a blending kettle, stirring for dissolving, adding a metered emulsifier, stirring until the materials are completely and uniformly dissolved, filtering, and obtaining the metamifop missible oil after the detection is qualified. In the examples below, all percentages are by weight unless otherwise indicated.
1. Detailed description of the preferred embodiments
Example 110% Oxazolecarboxamide emulsifiable concentrate
The 10% metamifop emulsifiable concentrate comprises the following components in percentage by weight: 10% of metamifop, 20% of composite emulsifier, 10% of cosolvent acetophenone, 0.5% of safener 2-methoxy-N- [ [4- [ [ (methylamino) carbonyl ] amino ] phenyl ] sulfonyl ] benzamide and solvent oil S-150 in balance. Wherein the weight ratio of the composite emulsifier to the dodecyl benzene sulfonate, the styryl phenol polyoxyethylene ether and the isomeric tridecanol polyoxyethylene ether is 1:5: 6.
Example 220% Oxazolecarboxamide emulsifiable concentrate
The 20% metamifop emulsifiable concentrate comprises the following components in percentage by weight: 20% of metamifop, 20% of composite emulsifier, 15% of cosolvent acetophenone, 1% of safener 2-methoxy-N- [ [4- [ [ (methylamino) carbonyl ] amino ] phenyl ] sulfonyl ] benzamide and the balance of solvent oil S-150. Wherein the composite emulsifier is dodecyl benzene sulfonate, styryl phenol polyoxyethylene ether and isomeric tridecanol polyoxyethylene ether with the weight ratio of 1:4:7
Example 315% Oxazolecarboxamide emulsifiable concentrate
The 15% metamifop emulsifiable concentrate comprises the following components in percentage by weight: 15% of metamifop, 20% of composite emulsifier, 12% of cosolvent acetophenone, 0.75% of safener 2-methoxy-N- [ [4- [ [ (methylamino) carbonyl ] amino ] phenyl ] sulfonyl ] benzamide, and the balance of solvent naphtha S-150. Wherein the composite emulsifier is dodecyl benzene sulfonate, styryl phenol polyoxyethylene ether and isomeric tridecanol polyoxyethylene ether with the weight ratio of 1:4:8
To further illustrate the beneficial effects of the present invention, the related comparative example is set up by taking the metamifop emulsifiable concentrate of example 1 as an example only.
Comparative example 110% metamifop emulsifiable concentrate
The 10% metamifop emulsifiable concentrate comprises the following components in percentage by weight: 10% of metamifop, 20% of compound emulsifier, 10% of cosolvent acetophenone and the balance of solvent oil S-150. Wherein the composite emulsifier is dodecyl benzene sulfonate, styryl phenol polyoxyethylene ether and isomeric tridecanol polyoxyethylene ether with the weight ratio of 1:5:6
Comparative example 210% metamifop emulsifiable concentrate
The 10% metamifop emulsifiable concentrate comprises the following components in percentage by weight: 10% of metamifop, 20% of dodecyl benzene sulfonate, 10% of cosolvent acetophenone, 0.5% of safener 2-methoxy-N- [ [4- [ [ (methylamino) carbonyl ] amino ] phenyl ] sulfonyl ] benzamide, and the balance of solvent naphtha S-150.
Comparative example 310% metamifop emulsifiable concentrate
The 10% metamifop emulsifiable concentrate comprises the following components in percentage by weight: 10% of metamifop, 20% of styryl phenol polyoxyethylene ether, 10% of cosolvent acetophenone, 0.5% of safener 2-methoxy-N- [ [4- [ [ (methylamino) carbonyl ] amino ] phenyl ] sulfonyl ] benzamide, and the balance of solvent naphtha S-150.
Comparative example 410% metamifop emulsifiable concentrate
The 10% metamifop emulsifiable concentrate comprises the following components in percentage by weight: 10% of metamifop, 20% of isomeric tridecanol polyoxyethylene ether, 10% of cosolvent acetophenone, 0.5% of safener 2-methoxy-N- [ [4- [ [ (methylamino) carbonyl ] amino ] phenyl ] sulfonyl ] benzamide, and the balance of solvent naphtha S-150.
Comparative example 510% metamifop emulsifiable concentrate
The 10% metamifop emulsifiable concentrate comprises the following components in percentage by weight: 10% of metamifop, 5% of dodecyl benzene sulfonate, 10% of styryl phenol polyoxyethylene ether, 10% of cosolvent acetophenone, 0.5% of safener 2-methoxy-N- [ [4- [ [ (methylamino) carbonyl ] amino ] phenyl ] sulfonyl ] benzamide, and the balance of solvent naphtha S-150.
Comparative example 610% metamifop emulsifiable concentrate
The 10% metamifop emulsifiable concentrate comprises the following components in percentage by weight: 10% of metamifop, 6% of dodecyl benzene sulfonate, 15% of isomeric tridecanol polyoxyethylene ether, 10% of cosolvent acetophenone, 0.5% of safener 2-methoxy-N- [ [4- [ [ (methylamino) carbonyl ] amino ] phenyl ] sulfonyl ] benzamide, and the balance of solvent naphtha S-150.
Comparative example 710% Oxazolecarboxamide emulsifiable concentrate
The 10% metamifop emulsifiable concentrate comprises the following components in percentage by weight: 10% of metamifop, 6% of styryl phenol polyoxyethylene ether, 10% of isomeric tridecanol polyoxyethylene ether, 10% of cosolvent acetophenone, 0.5% of safener 2-methoxy-N- [ [4- [ [ (methylamino) carbonyl ] amino ] phenyl ] sulfonyl ] benzamide, and the balance of solvent naphtha S-150.
Comparative example 810% metamifop emulsifiable concentrate
The 10% metamifop emulsifiable concentrate comprises the following components in percentage by weight: 10% of metamifop, 20% of composite emulsifier, 10% of cosolvent acetophenone, 0.5% of safener 2-methoxy-N- [ [4- [ [ (methylamino) carbonyl ] amino ] phenyl ] sulfonyl ] benzamide and solvent oil S-150 in balance. Wherein the weight ratio of the composite emulsifier to the dodecylbenzene sulfonate, the styryl phenol polyoxyethylene ether and the isomeric tridecanol polyoxyethylene ether is 2:1: 3.
Comparative example 910% metamifop emulsifiable concentrate
The 10% metamifop emulsifiable concentrate comprises the following components in percentage by weight: 10% of metamifop, 10% of cosolvent acetophenone, 0.5% of safener 2-methoxy-N- [ [4- [ [ (methylamino) carbonyl ] amino ] phenyl ] sulfonyl ] benzamide, and the balance of solvent naphtha S-150.
Comparative example 1010% metamifop emulsifiable concentrate
The 10% metamifop emulsifiable concentrate comprises the following components in percentage by weight: 10% of metamifop, 20% of composite emulsifier, 0.5% of safener 2-methoxy-N- [ [4- [ [ (methylamino) carbonyl ] amino ] phenyl ] sulfonyl ] benzamide and solvent oil S-150. Wherein the composite emulsifier is dodecyl benzene sulfonate, styryl phenol polyoxyethylene ether and isomeric tridecanol polyoxyethylene ether with the weight ratio of 1:5:6
Comparative example 1110% Oxazolecarboxamide emulsifiable concentrate
The 10% metamifop emulsifiable concentrate comprises the following components in percentage by weight: 10% of metamifop, 20% of composite emulsifier, 10% of cosolvent acetophenone, 0.5% of safener isoxadifen, and the balance of solvent oil S-150. Wherein the weight ratio of the composite emulsifier to the dodecyl benzene sulfonate, the styryl phenol polyoxyethylene ether and the isomeric tridecanol polyoxyethylene ether is 1:5: 6.
2. Main performance index test of metamifop missible oil
The main performance index test of the metamifop emulsifiable concentrates of the examples 1-3 and the comparative examples 1-10 is determined, and the emulsion stability determination reference GB/T1603-2001 is a pesticide emulsion stability determination method; the cold and hot storage stability determination methods refer to a GB/T19136-2003 pesticide low-temperature stability determination method and a GB/T19136-2003 hot storage stability determination method respectively, and specific data are detailed in Table 1.
The detection method of the emulsion dispersibility comprises the following steps: slowly adding 1mL of emulsifiable solution into a beaker filled with hard water at a height of 2cm from the water surface by using an injector, and observing the emulsified and dispersed state;
determination standard of water-entering emulsification dispersion state:
first-stage: can be rapidly and automatically dispersed evenly, and is blue or pale transparent emulsion when being slightly stirred;
and (2) second stage: can automatically disperse in white cloud and form blue semitransparent emulsion by slight stirring;
third-stage: dispersing in silk form, and stirring to obtain blue opaque emulsion;
and (4) fourth stage: sinking in white microsphere shape, and stirring to obtain white opaque emulsion;
and (5) fifth stage: sinking in oil bead shape, emulsifying while stirring, and layering after stopping stirring.
TABLE 1
As can be seen from Table 1, the invention selects a reasonable component system, has good emulsification effect under the synergistic effect of the components, and all performance indexes are qualified.
3. Test of field efficacy and safety
Reagent to be tested: metamifop emulsifiable concentrates of examples 1-3 and comparative examples 1-11;
control target: barnyard grass and crab grass. Safety: rice (Oryza sativa L.) with improved resistance to stress
The test method comprises the following steps: the test was carried out in the field, with 3 replicates per group treatment, a treatment area of about 60m2And 3 leaves of the rice are in the 1-heart stage in the pesticide application period, the growth vigor is good, the plants are robust, and other plant diseases and insect pests do not exist. The medicine application method adopts a knapsack electric sprayer to carry out uniform spraying, and no heavy spraying and no leakage spraying are realized. The growth of rice was observed after 7 days of application, and the death of weeds was observed 15 days after application, and the herbicidal activities of the agents were compared. The results are shown in Table 2.
TABLE 2
As can be seen from Table 2, examples 1 to 3 (all with safeners added) of the present invention were safe to rice under the same conditions as the test, comparative example 1 showed dwarfing and yellowing of leaves of rice due to the absence of safeners, comparative example 11 showed that the safener isoxadifen was added, and also showed dwarfing and yellowing of leaves of rice. The weeding effects of the embodiments 1 to 3 of the invention on the crab grass and the barnyard grass are better than those of the comparative examples 2 to 10, and the invention has better popularization value.
While the foregoing is directed to the preferred embodiment of the present invention, it will be understood by those skilled in the art that various changes and modifications may be made without departing from the spirit and scope of the invention as defined in the appended claims.
Claims (8)
1. The metamifop emulsifiable concentrate is characterized by comprising the following components in percentage by weight: 1-30% of metamifop, 1-40% of composite emulsifier, 1-20% of cosolvent, 0.05-10% of safener and the balance of solvent. The composite emulsifier is composed of dodecyl benzene sulfonate, styryl phenol polyoxyethylene ether and isomeric tridecanol polyoxyethylene ether, the weight ratio of the dodecyl benzene sulfonate, the styryl phenol polyoxyethylene ether and the isomeric tridecanol polyoxyethylene ether is 1:1-10:2-20, the cosolvent is acetophenone, and the safener is 2-methoxy-N- [ [4- [ [ (methylamino) carbonyl ] amino ] phenyl ] sulfonyl ] benzamide.
2. The metamifop emulsifiable concentrate as claimed in claim 1, wherein: the composition comprises the following components in percentage by weight: 10% of metamifop, 10-35% of composite emulsifier, 5-20% of cosolvent, 0.5% of safener and the balance of solvent; the weight ratio of dodecyl benzene sulfonate, styryl phenol polyoxyethylene ether and isomeric tridecanol polyoxyethylene ether in the composite emulsifier is 1:5: 6.
3. The metamifop emulsifiable concentrate as claimed in claim 1, wherein: the composition comprises the following components in percentage by weight: 20% of metamifop, 10-25% of composite emulsifier, 10-20% of cosolvent, 1% of safener and the balance of solvent; the weight ratio of dodecyl benzene sulfonate, styryl phenol polyoxyethylene ether and isomeric tridecanol polyoxyethylene ether in the composite emulsifier is 1:4: 7.
4. An metamifop emulsifiable concentrate as claimed in any one of claims 1-3, characterized in that: the solvent comprises one or more of cyclohexanone, butyl lactate, butyl acetate, dimethyl sulfoxide, N-dimethyl pelargonide, N-methyl pyrrolidone, solvent oil S-150, ethylene glycol butyl ether acetate, 1, 4-butyrolactone, diethylene glycol butyl ether, isooctyl acetate, N-dimethylformamide, isophorone, solvent oil S-200, propylene glycol butyl ether, ethanol, tetrahydrofurfuryl alcohol, solvent oil S-100A, ethylene glycol monobutyl ether and butyl benzoate.
5. An metamifop emulsifiable concentrate as claimed in claim 4, wherein: the solvent is solvent oil S-150.
6. A process for the preparation of an metamifop emulsifiable concentrate as claimed in any one of claims 1-5, which comprises: adding the metered metamifop, the safener 2-methoxy-N- [ [4- [ [ (methylamino) carbonyl ] amino ] phenyl ] sulfonyl ] benzamide, the cosolvent acetophenone and the solvent into a blending kettle, stirring and dissolving, adding the metered compound emulsifier, stirring until the materials are completely and uniformly dissolved, filtering, and detecting to obtain the metamifop missible oil after the materials are qualified.
7. Use of an metamifop emulsifiable concentrate according to claims 1-5 for controlling grassy weeds.
8. The application of the metamifop emulsifiable concentrate as claimed in claim 7, wherein the grassy weeds are barnyard grass and crabgrass.
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| CN101779639A (en) * | 2010-02-25 | 2010-07-21 | 深圳诺普信农化股份有限公司 | Water emulsion agent for removing grass in paddy field and preparation method thereof |
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