CN115211432B - Bactericide containing pyraclostrobin and bupirimate and preparation method thereof - Google Patents
Bactericide containing pyraclostrobin and bupirimate and preparation method thereof Download PDFInfo
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- CN115211432B CN115211432B CN202111076319.9A CN202111076319A CN115211432B CN 115211432 B CN115211432 B CN 115211432B CN 202111076319 A CN202111076319 A CN 202111076319A CN 115211432 B CN115211432 B CN 115211432B
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- bupirimate
- pyraclostrobin
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- 239000005742 Bupirimate Substances 0.000 title claims abstract description 64
- DSKJPMWIHSOYEA-UHFFFAOYSA-N bupirimate Chemical compound CCCCC1=C(C)N=C(NCC)N=C1OS(=O)(=O)N(C)C DSKJPMWIHSOYEA-UHFFFAOYSA-N 0.000 title claims abstract description 64
- 239000005869 Pyraclostrobin Substances 0.000 title claims abstract description 56
- HZRSNVGNWUDEFX-UHFFFAOYSA-N pyraclostrobin Chemical compound COC(=O)N(OC)C1=CC=CC=C1COC1=NN(C=2C=CC(Cl)=CC=2)C=C1 HZRSNVGNWUDEFX-UHFFFAOYSA-N 0.000 title claims abstract description 56
- 230000000844 anti-bacterial effect Effects 0.000 title claims abstract description 40
- 239000003899 bactericide agent Substances 0.000 title claims abstract description 36
- 238000002360 preparation method Methods 0.000 title abstract description 13
- 239000002904 solvent Substances 0.000 claims abstract description 46
- 239000004480 active ingredient Substances 0.000 claims abstract description 34
- 239000003995 emulsifying agent Substances 0.000 claims abstract description 28
- 229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 claims abstract description 22
- 239000002612 dispersion medium Substances 0.000 claims abstract description 18
- 229920000056 polyoxyethylene ether Polymers 0.000 claims abstract description 18
- 229940051841 polyoxyethylene ether Drugs 0.000 claims abstract description 18
- ZLWPAELISNYYGM-UHFFFAOYSA-N azanium;2-dodecylbenzenesulfonate Chemical compound [NH4+].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O ZLWPAELISNYYGM-UHFFFAOYSA-N 0.000 claims abstract description 16
- 150000002191 fatty alcohols Chemical class 0.000 claims abstract description 11
- 239000002994 raw material Substances 0.000 claims abstract description 11
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 claims description 50
- ONJQDTZCDSESIW-UHFFFAOYSA-N polidocanol Chemical compound CCCCCCCCCCCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO ONJQDTZCDSESIW-UHFFFAOYSA-N 0.000 claims description 18
- DMAXMXPDVWTIRV-UHFFFAOYSA-N 2-(2-phenylethyl)phenol Chemical compound OC1=CC=CC=C1CCC1=CC=CC=C1 DMAXMXPDVWTIRV-UHFFFAOYSA-N 0.000 claims description 15
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical group CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims description 15
- 238000002156 mixing Methods 0.000 claims description 14
- WAEVWDZKMBQDEJ-UHFFFAOYSA-N 2-[2-(2-methoxypropoxy)propoxy]propan-1-ol Chemical compound COC(C)COC(C)COC(C)CO WAEVWDZKMBQDEJ-UHFFFAOYSA-N 0.000 claims description 13
- 238000000034 method Methods 0.000 claims description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 12
- 239000002609 medium Substances 0.000 claims description 7
- 239000000203 mixture Substances 0.000 claims description 6
- 239000004530 micro-emulsion Substances 0.000 abstract description 19
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract description 10
- 229920000642 polymer Polymers 0.000 abstract description 7
- 230000007774 longterm Effects 0.000 abstract description 4
- 239000000463 material Substances 0.000 abstract description 4
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 abstract description 3
- 230000000694 effects Effects 0.000 description 31
- 239000003814 drug Substances 0.000 description 18
- 230000002265 prevention Effects 0.000 description 17
- 201000010099 disease Diseases 0.000 description 13
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 13
- 241000219095 Vitis Species 0.000 description 12
- 235000009754 Vitis X bourquina Nutrition 0.000 description 12
- 235000012333 Vitis X labruscana Nutrition 0.000 description 12
- 235000014787 Vitis vinifera Nutrition 0.000 description 12
- 238000009833 condensation Methods 0.000 description 12
- 230000005494 condensation Effects 0.000 description 12
- 241000221785 Erysiphales Species 0.000 description 11
- 238000012360 testing method Methods 0.000 description 11
- 241000196324 Embryophyta Species 0.000 description 9
- 241000510928 Erysiphe necator Species 0.000 description 7
- 210000004027 cell Anatomy 0.000 description 7
- 238000010790 dilution Methods 0.000 description 7
- 239000012895 dilution Substances 0.000 description 7
- 239000012467 final product Substances 0.000 description 6
- 230000008569 process Effects 0.000 description 6
- 230000006378 damage Effects 0.000 description 5
- 229940079593 drug Drugs 0.000 description 4
- 238000005189 flocculation Methods 0.000 description 4
- 230000016615 flocculation Effects 0.000 description 4
- 238000011835 investigation Methods 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 239000007921 spray Substances 0.000 description 4
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- PLUHAVSIMCXBEX-UHFFFAOYSA-N azane;dodecyl benzenesulfonate Chemical compound N.CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 PLUHAVSIMCXBEX-UHFFFAOYSA-N 0.000 description 3
- 230000003902 lesion Effects 0.000 description 3
- 239000000575 pesticide Substances 0.000 description 3
- 238000001556 precipitation Methods 0.000 description 3
- 238000011160 research Methods 0.000 description 3
- 238000004062 sedimentation Methods 0.000 description 3
- 239000000375 suspending agent Substances 0.000 description 3
- 231100000674 Phytotoxicity Toxicity 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- 208000027418 Wounds and injury Diseases 0.000 description 2
- 238000000540 analysis of variance Methods 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 208000014674 injury Diseases 0.000 description 2
- 210000003470 mitochondria Anatomy 0.000 description 2
- 230000002688 persistence Effects 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 230000029058 respiratory gaseous exchange Effects 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 230000001954 sterilising effect Effects 0.000 description 2
- 238000004659 sterilization and disinfection Methods 0.000 description 2
- 230000002195 synergetic effect Effects 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 1
- 208000035143 Bacterial infection Diseases 0.000 description 1
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 1
- 240000000560 Citrus x paradisi Species 0.000 description 1
- 229940122135 Deaminase inhibitor Drugs 0.000 description 1
- 206010059866 Drug resistance Diseases 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- 206010039509 Scab Diseases 0.000 description 1
- 235000010724 Wisteria floribunda Nutrition 0.000 description 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- OIRDTQYFTABQOQ-KQYNXXCUSA-N adenosine Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O OIRDTQYFTABQOQ-KQYNXXCUSA-N 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- BTBJBAZGXNKLQC-UHFFFAOYSA-N ammonium lauryl sulfate Chemical compound [NH4+].CCCCCCCCCCCCOS([O-])(=O)=O BTBJBAZGXNKLQC-UHFFFAOYSA-N 0.000 description 1
- OIRDTQYFTABQOQ-UHFFFAOYSA-N ara-adenosine Natural products Nc1ncnc2n(cnc12)C1OC(CO)C(O)C1O OIRDTQYFTABQOQ-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 230000030833 cell death Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 238000003795 desorption Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000003113 dilution method Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- GVGUFUZHNYFZLC-UHFFFAOYSA-N dodecyl benzenesulfonate;sodium Chemical compound [Na].CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 GVGUFUZHNYFZLC-UHFFFAOYSA-N 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 230000000857 drug effect Effects 0.000 description 1
- 210000004602 germ cell Anatomy 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000011707 mineral Substances 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 238000011056 performance test Methods 0.000 description 1
- -1 phenylhydroxy group Chemical group 0.000 description 1
- 239000003880 polar aprotic solvent Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- DCKVNWZUADLDEH-UHFFFAOYSA-N sec-butyl acetate Chemical compound CCC(C)OC(C)=O DCKVNWZUADLDEH-UHFFFAOYSA-N 0.000 description 1
- 238000010008 shearing Methods 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- 235000015096 spirit Nutrition 0.000 description 1
- 238000013112 stability test Methods 0.000 description 1
- 238000012430 stability testing Methods 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
Classifications
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/24—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing the groups, or; Thio analogues thereof
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
- A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/30—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 characterised by the surfactants
-
- 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
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
-
- 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)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The application belongs to the technical field of A01P, and particularly relates to a bactericidal material containing pyraclostrobin and bupirimate and a preparation method thereof. The bactericide containing pyraclostrobin and bupirimate comprises the following raw materials in parts by weight: 5-50% of active ingredient, 3-30% of emulsifying agent, 20-50% of solvent and the balance of dispersion medium to 100%; the active ingredients comprise pyraclostrobin and bupirimate. The bactericidal material of pyraclostrobin and bupirimate prepared by the application, especially when the bactericidal material exists in the form of microemulsion, uses the combined emulsifying agent of dodecyl benzene sulfonic acid ammonium salt, fatty alcohol polyoxyethylene ether and polymer containing benzene hydroxyl polyoxyethylene polyoxypropylene formaldehyde, can solve the problem that bupirimate is unstable at the temperature of more than 37 ℃, ensures the effectiveness of bupirimate in long-term use and improves the use value of bupirimate.
Description
Technical Field
The application belongs to the technical field of A01P, and particularly relates to a bactericidal material containing pyraclostrobin and bupirimate and a preparation method thereof.
Background
Pyraclostrobin and bupirimate are taken as a medicament for treating injury of fungus to crops, and have good effects in treating powdery mildew, scab and the like, but in a specific use process, the single use of one medicament can possibly cause drug resistance of crops, so that the crops are irreversibly damaged.
In order to reduce the influence of the bacterial diseases on crops, chinese patent publication No. CN104522012A discloses a bactericidal composition containing pyraclostrobin and bupirimate, wherein the bactericidal composition prepared by pyraclostrobin and bupirimate under different proportions and different dosage forms in the published patent shows different effects, and particularly the stability effect of the bactericidal composition is a problem to be solved when the bactericidal composition is used as a microemulsion.
Disclosure of Invention
In order to solve the technical problems, the first aspect of the application provides a bactericide containing pyraclostrobin and bupirimate, which comprises the following raw materials in parts by weight: 5-50% of active ingredient, 3-30% of emulsifying agent, 20-50% of solvent and the balance of dispersion medium to 100%; the active ingredients comprise pyraclostrobin and bupirimate.
In some preferred embodiments, the weight ratio of pyraclostrobin to bupirimate is 1: (1-10).
Further preferably, the amount of the active ingredient is 20-30% of the total weight of the preparation raw materials.
Further preferably, the amount of the active ingredient is 25% of the total weight of the preparation raw material.
Further preferably, the weight ratio of the pyraclostrobin to the bupirimate is 1:4.
pyraclostrobin as a bactericide can inhibit respiration of mitochondria to cause cell death, but when pyraclostrobin is used alone, the pesticide usage amount and the application days need to be strictly controlled, otherwise, the pesticide damage can be caused by influencing crops after the result; in order to ensure the sterilization effect of the pesticide and simultaneously reduce the harm of the phytotoxicity to crops or applicators to the greatest extent, the applicant finds through a great amount of creative experimental researches that under the condition that pyraclostrobin exists, the addition of bupirimate can improve the control effect of the pyraclostrobin on powdery mildew, and especially the weight ratio of pyraclostrobin to bupirimate is 1:4, the applicant speculates that the cause of this phenomenon is because, under conditions of a relative humidity of 80% or more, a better control effect is exhibited on grape powdery mildew: when powdery mildew bacteria infects the surfaces of grape leaves, bupirimate exists, the bupirimate acts as an adenine nucleoside deaminase inhibitor and can be quickly absorbed by the grape leaves, the absorbed bupirimate can be combined with germ cells on the surfaces of the grape leaves to inhibit the formation of germ spores, and at the moment, pyraclostrobin can also be absorbed on the surfaces of the grape leaves to inhibit the action of germ mitochondria, further inhibit the respiration of cells and deactivate the cells.
Under the synergistic effect of the two active ingredients, the grape powdery mildew is prevented and treated by more than 80 percent; however, in addition, the applicant found that when pyraclostrobin is used alone, the amount of the pyraclostrobin to be used needs to be increased, but the increase in the amount of the medicament causes injury to the applicator; in addition, if bupirimate is used alone, the bupirimate can greatly reduce the sterilization effect when being used for powdery mildew in a high stage after rain.
In some preferred embodiments, the emulsifier comprises at least one of ammonium dodecylbenzenesulfonate, sodium dodecylbenzenesulfonate, ammonium dodecylsulfate, fatty alcohol polyoxyethylene ether, polyoxyethylene polyoxypropylene polymer containing benzene hydroxyl groups, polyoxyethylene polyoxypropylene formaldehyde polymer containing benzene hydroxyl groups.
In some preferred embodiments, the emulsifier comprises ammonium dodecylbenzenesulfonate, fatty alcohol polyoxyethylene ether, and a polymer of benzene-hydroxyl-containing polyoxyethylene polyoxypropylene formaldehyde.
In some preferred embodiments, the polymer of the phenylhydroxy group-containing polyoxyethylene polyoxypropylene formaldehyde is a phenethyl phenol polyoxyethylene polyoxypropylene and formaldehyde condensate.
In some preferred embodiments, the fatty alcohol-polyoxyethylene ether is selected from at least one of AEO-3, AEO-5, AEO-7, AEO-9, AEO-20.
In some preferred embodiments, the fatty alcohol-polyoxyethylene ether has an HLB value of from 10 to 16.
Further preferably, the HLB value of the fatty alcohol-polyoxyethylene ether is 12.5.
Further preferably, the fatty alcohol-polyoxyethylene ether is AEO-9.
In the experimental process, the applicant finds that different molecular chains of the fatty alcohol-polyoxyethylene ether added into the system have great influence on the pourability of the prepared bactericide, and when the used fatty alcohol-polyoxyethylene ether is AEO-9, the better pourability effect can be ensured when the fatty alcohol-polyoxyethylene ether is used, the use is convenient, and the reason why the phenomenon appears is presumed to be probably because: in the system, when the microemulsion is prepared, the active ingredients are easy to generate flocculation phenomenon when being in a dispersion medium, and along with the use of fatty alcohol polyoxyethylene ether with different chain lengths, different shearing forces can be generated in the system, and flocculation and sedimentation components can be decomposed into smaller units, so that the free energy of the system is reduced, the system is ensured to have proper viscosity under the condition of promoting stable thermodynamic want-to-read, and better effect is shown when the system is poured.
In addition, the applicant found that when the added fatty alcohol polyoxyethylene ether is AEO-5 in the system, the fatty alcohol chain segment in the system is shorter, so that the dispersing effect is greatly reduced when the fatty alcohol chain segment is compounded with other emulsifying agents; however, when the molecular chain segment of the added fatty alcohol-polyoxyethylene ether is longer, the hydrophilic effect of the fatty alcohol-polyoxyethylene ether in the system is enhanced, so that the desorption effect is caused, and further, the stability and the dumping effect of the system are adversely affected.
In some preferred embodiments, the weight ratio of the dodecylbenzene sulfonic acid ammonium salt, the fatty alcohol polyoxyethylene ether and the benzene hydroxyl-containing polyoxyethylene polyoxypropylene formaldehyde polymer is (1-5): (2-8): (10-20).
In some preferred embodiments, the weight ratio of dodecylbenzenesulfonic acid ammonium salt, AEO-9, phenethylphenol polyoxyethylene polyoxypropylene and formaldehyde condensate is (1-5): (2-8): (10-20).
Further preferably, the weight ratio of the dodecylbenzene sulfonic acid ammonium salt, AEO-9, phenethylphenol polyoxyethylene polyoxypropylene and formaldehyde condensation is 3:5:17.
in the experimental process, the applicant finds that when the dosage of the active ingredients is 25% of the total weight of the preparation raw materials, the phenomenon that the prevention effect is reduced when the microemulsion is used under the conditions of high temperature and high humidity in summer possibly exists, because the bupirimate has instability at 37 ℃ or higher, and in order to solve the problem, the applicant finds that the stability of a system can be greatly improved by adding the emulsifier through a great number of creative experimental researches, and especially when the dodecyl benzene sulfonate ammonium salt, AEO-9, phenethyl phenol polyoxyethylene polyoxypropylene and formaldehyde condensation compound emulsifier are used, the applicant speculates that the phenomenon is caused: in the system, along with the condensation addition of dodecyl benzene sulfonic acid ammonium salt, AEO-9, phenethyl phenol polyoxyethylene polyoxypropylene and formaldehyde, hydrophilic groups existing in the system face a dispersion medium, lipophilic groups face a solvent and active ingredient particles, and the addition of dodecyl benzene sulfonic acid ammonium salt ionizes the active ingredient in the system to form an electric double layer, so that bupirimate is wrapped between the electric double layers, and due to the synergistic effect of phenethyl phenol polyoxyethylene polyoxypropylene and formaldehyde condensation and AEO-9, a stable protective film can be formed on the surface of the active ingredient to prevent the active ingredient from sedimentation and flocculation, so that the storage stability of bupirimate is improved, and the microemulsion prepared by the application has higher bactericidal activity.
In some preferred embodiments, the solvent is selected from at least one of N, N-dimethylformamide, N-dimethylacetamide, tripropylene glycol methyl ether, mineral spirits, tetrahydrofuran, methyl acetate, butyl acetate, sec-butyl acetate.
Further preferably, the solvent comprises N, N-dimethylacetamide, tripropylene glycol methyl ether and solvent oil.
In some preferred embodiments, the solvent oil is selected from at least one of S-100 solvent oil, S-150 solvent oil, S-200 solvent oil.
Further preferably, the solvent oil is S-200 solvent oil.
Further preferably, the weight ratio of the N, N-dimethylacetamide, tripropylene glycol methyl ether and S-200 solvent oil is (1-5): 1:1.
more preferably, the weight ratio of the N, N-dimethylacetamide, tripropylene glycol methyl ether and S-200 solvent oil is 2:1:1.
in the experimental process, the applicant finds that the selection of the solvent has a great influence on the stability and the transparency of the microemulsion when the microemulsion is prepared, and the applicant finds that when N, N-dimethylacetamide, tripropylene glycol methyl ether and S-200 solvent oil are added as the solvents in a body through a great number of creative experimental researches, the precipitation of solids can be avoided, the microemulsion is ensured to have better transparency, and the reason for the phenomenon is presumably because: the N, N-dimethylacetamide exists as a strong polar aprotic solvent, which can be better in intersolubility with tripropylene glycol methyl ether and has better dissolution performance with water as a dispersion medium, so that a foundation is provided for the formation of a relatively stable thermal stability state of an active ingredient in the water dispersion medium, and in addition, the phenomenon that the color of the microemulsion is deepened due to the existence of the S-200 solvent oil is avoided due to the interaction of the N, N-dimethylacetamide and the S-200 solvent oil added into a system, so that the bearing capacity of the prepared microemulsion on temperature or storage conditions is improved.
In addition, the applicant found that the reduced content of added N, N-dimethylacetamide caused precipitation of solids during long-term storage, resulting in a color change of the microemulsion, which affects the efficacy thereof.
The second aspect of the application provides a preparation method of a bactericide of pyraclostrobin and bupirimate, which comprises the following steps:
mixing the active ingredients in a solvent, adding an emulsifying agent and a dispersing medium, and uniformly mixing to obtain the final product.
The beneficial effects are that: compared with the bactericides in the prior art, the bactericide of pyraclostrobin and bupirimate prepared by the application has the following advantages:
1. the bactericidal product of pyraclostrobin and bupirimate prepared by the application, especially when in the presence of microemulsion, can ensure that the bactericidal product shows better control effect on grape powdery mildew under the condition that the relative humidity is more than 80 percent, and the control effect is more than 80 percent;
2. the bactericidal substance of pyraclostrobin and bupirimate prepared by the application, especially when the bactericidal substance exists in the form of microemulsion, uses fatty alcohol polyoxyethylene ether AEO-9, can ensure better dumping effect when the bactericidal substance is in use, improves the stability of the microemulsion, and avoids flocculation, sedimentation and other phenomena in the long-term storage process;
3. the bactericidal substance of pyraclostrobin and bupirimate prepared by the application, especially when the bactericidal substance exists in the form of microemulsion, uses the combined emulsifying agent of dodecyl benzene sulfonic acid ammonium salt, fatty alcohol polyoxyethylene ether and polymer containing benzene hydroxyl polyoxyethylene polyoxypropylene formaldehyde, can solve the problem that bupirimate is unstable at the temperature of more than 37 ℃, ensures the effectiveness of bupirimate in long-term use and improves the use value of bupirimate;
4. the bactericidal substance of pyraclostrobin and bupirimate prepared by the application, especially when the bactericidal substance exists in the form of microemulsion, uses N, N-dimethylacetamide, tripropylene glycol methyl ether and S-200 solvent oil as solvents, has better transparency, and does not generate solid precipitate in the use process.
Drawings
FIG. 1 is a chart showing average disease control of powdery mildew of grape according to example 1 of the present application;
FIG. 2 is a chart showing the classification of diseases after 3 times of administration for preventing and treating powdery mildew of grape in example 1 of the present application;
FIG. 3 shows the index table of the grading disease 14 days after 3 times of the drug for preventing and treating grape powdery mildew in example 1 of the present application.
Detailed Description
Examples
Example 1
The bactericide containing pyraclostrobin and bupirimate comprises the following raw materials in parts by weight: 25% of active ingredient, 25% of emulsifying agent, 40% of solvent and the balance of dispersion medium to 100%.
The active ingredients are pyraclostrobin and bupirimate, and the weight ratio of the pyraclostrobin to bupirimate is 1:4, a step of;
the emulsifier is dodecyl benzene sulfonic acid ammonium salt, AEO-9, phenethyl phenol polyoxyethylene polyoxypropylene and formaldehyde condensation, and the weight ratio is 3:5:17;
dodecyl benzene sulfonic acid ammonium salt purchased from Jiangsu province sea-ampere petrochemical plant;
AEO-9, HLB value 12.5, purchased from Jiangsu province Haian petrochemical plant;
the condensation of phenethyl phenol polyoxyethylene polyoxypropylene and formaldehyde is purchased from Jiangsu qingyu chemical engineering Co., ltd;
the solvent is N, N-dimethylacetamide, tripropylene glycol methyl ether and S-200 solvent oil, and the weight ratio is 2:1:1, a step of;
the dispersion medium is water.
The preparation method of the bactericide of pyraclostrobin and bupirimate comprises the following steps:
mixing the active ingredients in a solvent, adding an emulsifying agent and a dispersing medium, and uniformly mixing to obtain the final product.
Example 2
The bactericide containing pyraclostrobin and bupirimate comprises the following raw materials in parts by weight: 25% of active ingredient, 25% of emulsifying agent, 40% of solvent and the balance of dispersion medium to 100%.
The active ingredients are pyraclostrobin and bupirimate, and the weight ratio of the pyraclostrobin to bupirimate is 1:4, a step of;
the emulsifier is dodecyl benzene sulfonic acid ammonium salt, AEO-15, phenethyl phenol polyoxyethylene polyoxypropylene and formaldehyde condensation, and the weight ratio is 3:5:17;
dodecyl benzene sulfonic acid ammonium salt purchased from Jiangsu province sea-ampere petrochemical plant;
AEO-15, HLB value 15-16, purchased from Jiangsu province Haian petrochemical plant;
the condensation of phenethyl phenol polyoxyethylene polyoxypropylene and formaldehyde is purchased from Jiangsu qingyu chemical engineering Co., ltd;
the solvent is N, N-dimethylacetamide, tripropylene glycol methyl ether and S-200 solvent oil, and the weight ratio is 2:1:1, a step of;
the dispersion medium is water.
The preparation method of the bactericide of pyraclostrobin and bupirimate comprises the following steps:
mixing the active ingredients in a solvent, adding an emulsifying agent and a dispersing medium, and uniformly mixing to obtain the final product.
Example 3
The bactericide containing pyraclostrobin and bupirimate comprises the following raw materials in parts by weight: 25% of active ingredient, 25% of emulsifying agent, 40% of solvent and the balance of dispersion medium to 100%.
The active ingredients are pyraclostrobin and bupirimate, and the weight ratio of the pyraclostrobin to bupirimate is 1:4, a step of;
the emulsifier is AEO-9, phenethyl phenol polyoxyethylene polyoxypropylene and formaldehyde condensation, and the weight ratio is 5:17;
AEO-9, HLB value 12.5, purchased from Jiangsu province Haian petrochemical plant;
the condensation of phenethyl phenol polyoxyethylene polyoxypropylene and formaldehyde is purchased from Jiangsu qingyu chemical engineering Co., ltd;
the solvent is N, N-dimethylacetamide, tripropylene glycol methyl ether and S-200 solvent oil, and the weight ratio is 2:1:1, a step of;
the dispersion medium is water.
The preparation method of the bactericide of pyraclostrobin and bupirimate comprises the following steps:
mixing the active ingredients in a solvent, adding an emulsifying agent and a dispersing medium, and uniformly mixing to obtain the final product.
Example 4
The bactericide containing pyraclostrobin and bupirimate comprises the following raw materials in parts by weight: 25% of active ingredient, 25% of emulsifying agent, 40% of solvent and the balance of dispersion medium to 100%.
The active ingredients are pyraclostrobin and bupirimate, and the weight ratio of the pyraclostrobin to bupirimate is 1:4, a step of;
the emulsifier is dodecyl benzene sulfonic acid ammonium salt, AEO-9, phenethyl phenol polyoxyethylene polyoxypropylene and formaldehyde condensation, and the weight ratio is 3:5:17;
dodecyl benzene sulfonic acid ammonium salt purchased from Jiangsu province sea-ampere petrochemical plant;
AEO-9, HLB value 12.5, purchased from Jiangsu province Haian petrochemical plant;
the condensation of phenethyl phenol polyoxyethylene polyoxypropylene and formaldehyde is purchased from Jiangsu qingyu chemical engineering Co., ltd;
the solvent is N, N-dimethylacetamide, tripropylene glycol methyl ether and S-200 solvent oil, and the weight ratio is 1:1:1, a step of;
the dispersion medium is water.
The preparation method of the bactericide of pyraclostrobin and bupirimate comprises the following steps:
mixing the active ingredients in a solvent, adding an emulsifying agent and a dispersing medium, and uniformly mixing to obtain the final product.
Example 5
The bactericide containing pyraclostrobin and bupirimate comprises the following raw materials in parts by weight: 25% of active ingredient, 25% of emulsifying agent, 40% of solvent and the balance of dispersion medium to 100%.
The active ingredients are pyraclostrobin and bupirimate, and the weight ratio of the pyraclostrobin to bupirimate is 1:4, a step of;
the emulsifier is dodecyl benzene sulfonic acid ammonium salt and AEO-9, and the weight ratio is 3:5, a step of;
dodecyl benzene sulfonic acid ammonium salt purchased from Jiangsu province sea-ampere petrochemical plant;
AEO-9, HLB value 12.5, purchased from Jiangsu province Haian petrochemical plant;
the solvent is N, N-dimethylacetamide, tripropylene glycol methyl ether and S-200 solvent oil, and the weight ratio is 2:1:1, a step of;
the dispersion medium is water.
The preparation method of the bactericide of pyraclostrobin and bupirimate comprises the following steps:
mixing the active ingredients in a solvent, adding an emulsifying agent and a dispersing medium, and uniformly mixing to obtain the final product.
Performance test:
1. and (3) testing the field efficacy:
1. and (3) test design:
the test sample comprises the bactericidal substance containing pyraclostrobin and bupirimate prepared in the embodiment 1 of the application, and three different dilution times are carried out on the bactericidal substance, wherein the dilution times are 2500 times, 1667 times and 1000 times respectively, and the corresponding effective component content is 100 mg/kg, 150 mg/kg and 250 mg/kg, which are recorded as A, B, C;
the comparative test is:
30% pyraclostrobin suspending agent (purchased, commonly sold on the market), dilution factor 2500 times, active ingredient 120 mg/kg, recorded as D;
25% bupirimate microemulsion (purchased, commonly marketed), dilution factor 700, active ingredient 357 mg/kg, noted E;
and (5) clean water.
The test types are arranged into the following table;
2. cell arrangement:
the cells are arranged according to random group, and the cells are provided with protection rows, and the schematic diagram is as follows
C1 | A1 | F1 | D1 | E1 | B1 |
D2 | B2 | E2 | F2 | C2 | A2 |
F3 | D3 | C3 | B3 | A3 | E3 |
E4 | C4 | D4 | A4 | B4 | F4 |
Cell area 26m 2 Repeating for 4 times;
3. the application method comprises the following steps:
1) Period and method of administration:
crop: grape variety: red Fuji, grape fruit expansion period, powdery mildew initial stage and field occasional spot when applied for 1 st time; the liquid medicine is prepared by adopting a secondary dilution method, and is uniformly sprayed by a sprayer.
2) Applicator device
Spraying by using a Linong HD400 type sprayer, wherein the spraying pressure is 0.2-0.3MPa, the diameter of a spray hole is 1mm, the flow rate is 730ml/min, and the corrected error is within 10%.
3) Time and frequency of application
2021, 6, 9, 1 st spray; 2021, 6, 16, 2 nd spray; 2021, 6, 23, 3 rd spray; the drug was co-administered 3 times.
4) Capacity of use
About 4 liters of water is used per cell, and about 1538 liters of water is used per hectare;
5) Weather condition watch during administration
4. Investigation method, time and times
1) Investigation time and times
The disease is happened in the field before the medicine, the radix before the medicine is not used for investigation, the medicine is investigated for 1 time after 3 times of medicine for 7 days, the prevention effect of the medicine is evaluated, the medicine is investigated for 1 time after 3 times of medicine for 14 days, and the efficacy persistence is evaluated. The specific time is as follows: 2021, 6, 30, 2021, 7.
2) Investigation method
10 new shoots are investigated in each district, 5 th leaves of each shoot are investigated from top to bottom, 6 leaves are investigated, and total leaf number and leaf number of each stage of diseases are recorded;
the blade grading method comprises the following steps:
level 0: no disease spots;
stage 1: the area of the disease spots accounts for less than 5% of the whole leaf area;
3 stages: the area of the lesion accounts for 6% -10% of the whole leaf area;
5 stages: the area of the lesion accounts for 11% -20% of the whole leaf area;
7 stages: the area of the lesion accounts for 21% -40% of the whole leaf area;
stage 9: the area of the disease spots accounts for more than 40% of the whole leaf area.
3) Drug effect calculation method
5. Analysis of experimental results
The data in the table are mean values of 4 replicates, analysis of variance is treated by DPS (v 7.05 edition), letters indicate significance of differences (uppercase 0.01 level, lowercase 0.05 level)
The bactericide prepared in the embodiment 1 of the application is diluted 1000 times, 1667 times and 2500 times to prevent and treat powdery mildew of grape, the prevention effect is 84.3 percent, 80.1 percent and 75.8 percent in turn after 7 days after 3 times of medicine, and the prevention effect is 79.7 percent, 75.8 percent and 71.5 percent in turn after 14 days after 3 times of medicine.
The control test shows that the 30% pyraclostrobin suspending agent is diluted 2500 times, and the control effect is 72.7% and 66.1% respectively after 7 days and 14 days after 3 times of administration.
The 25% bupirimate microemulsion is diluted 700 times for comparison test, and the prevention effect is 79.4% and 74.7% respectively after 7 days and 14 days after 3 times of administration.
The statistical data of 7 days after 3 times of medicine is used for analysis of variance, the difference between 1667 times of dilution and 1000 and 2500 times of prevention effect of the bactericide prepared in the embodiment 1 of the application is not obvious, and compared with a comparison test, each dose of the test agent is equivalent to 700 times of prevention effect of 25% bupirimate microemulsion, the 1000 times of prevention effect of the bactericide prepared in the embodiment 1 of the application is obviously higher than the 2500 times of prevention effect of 30% pyraclostrobin suspending agent, and meanwhile, the 1667 times of dilution and 2500 times of the bactericide prepared in the embodiment 1 of the application are equivalent to the prevention effect of the bactericide.
Test results show that the bactericidal composition prepared in the embodiment 1 of the application can prevent and treat powdery mildew of grape, the prevention effect is improved along with the reduction of dilution multiple, the prevention effect is 75.8-84.3% after 3 times of administration for 7 days, the disease index is controlled below 10.8 and is far lower than that of a clear water control disease index 44.7, the damage of the powdery mildew of grape is reduced, and the prevention effect is good; the prevention effect is still maintained to be above 71.5% after 14 days of 3 times of administration, and the good persistence is shown. Grape grew normally during the test period and no phytotoxicity symptoms were observed. The bactericide prepared in the embodiment 1 of the application can be used for preventing and treating powdery mildew of grape.
Meanwhile, the average disease of the grape powdery mildew prevention and treatment is shown in figure 1, the grading disease 7 days after the 3 times of the drug for the grape powdery mildew prevention and treatment is shown in figure 2, and the grading disease 14 days after the 3 times of the drug for the grape powdery mildew prevention and treatment is shown in figure 3.
2. Stability test:
the bactericides prepared in examples 1 to 5 were used for stability testing, and the test method was referred to GB/T1603-2001; the emulsion stability is considered to be acceptable if no crystallization or precipitation of the emulsion or solid is observed during the period of 1 hour at 30 ℃. The experimental results are recorded in the following table.
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Claims (2)
1. The bactericide containing pyraclostrobin and bupirimate is characterized by comprising the following raw materials in percentage by weight: 25% of active ingredient, 25% of emulsifying agent, 40% of solvent and the balance of dispersion medium to 100%;
the active ingredients are pyraclostrobin and bupirimate, and the weight ratio of the pyraclostrobin to bupirimate is 1:4, a step of;
the emulsifier is dodecyl benzene sulfonic acid ammonium salt, fatty alcohol polyoxyethylene ether AEO-9, phenethyl phenol polyoxyethylene polyoxypropylene and formaldehyde condensate, and the weight ratio is 3:5:17;
the solvent is N, N-dimethylacetamide, tripropylene glycol methyl ether and S-200 solvent oil, and the weight ratio is 2:1:1, a step of;
the dispersion medium is water.
2. A method for preparing the bactericidal composition containing pyraclostrobin and bupirimate according to claim 1, which is characterized by comprising the following steps:
mixing the effective components in solvent, adding emulsifying agent and dispersing medium, and mixing.
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