CN115669652A - Novel efficient pyrethroid insecticide aerosol - Google Patents

Novel efficient pyrethroid insecticide aerosol Download PDF

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CN115669652A
CN115669652A CN202210823452.4A CN202210823452A CN115669652A CN 115669652 A CN115669652 A CN 115669652A CN 202210823452 A CN202210823452 A CN 202210823452A CN 115669652 A CN115669652 A CN 115669652A
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aerosol
cyano
tetrafluorobenzyl
vinyl
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吴孝举
姜友法
王宝林
田大军
贾炜
章超
王燚
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Jiangsu Yangnong Chemical Co Ltd
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Jiangsu Yangnong Chemical Co Ltd
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Abstract

The invention discloses a novel efficient pyrethroid insecticide aerosol which comprises the following components in percentage by weight: 0.01 to 2 percent of component A, 0.01 to 2 percent of component B, 0.1 to 70 percent of component C and 26 to 99.88 percent of component D; the component A is a compound shown as a formula I; the component B is a mixture formed by mixing any one, two or more than two of propoxur, famoxadone and pyrethroid insecticides in any proportion; the component C is a solvent; saidThe component D is a propellant; the insecticidal aerosol composition has the advantages of high knockdown speed and high mortality rate on pests such as mosquitoes, flies, german cockroaches and the like.

Description

Novel efficient pyrethroid insecticide aerosol
Technical Field
The invention relates to an insecticidal aerosol, in particular to a novel high-efficiency pyrethroid insecticidal aerosol which is used for preventing and controlling sanitary pests such as mosquitoes, flies, german cockroaches and the like.
Background
The pyrethroid compound shown in the formula I is a novel sanitary insecticide and has good basic activity for preventing and controlling sanitary pests; the pyrethroid compound shown in the formula I can be prepared according to the following reaction scheme:
Figure BDA0003743096870000011
wherein R is methyl or ethyl, M is sodium or potassium and R1 is hydrogen.
For example, methyl 3-formyl-2, 2-dimethylcyclopropanecarboxylate (CAS number 62138-41-4) as a starting material is subjected to condensation reaction with acetonitrile at 60 ℃ for 4 hours under the action of sodium ethoxide, then the mixture is neutralized to pH 8 by adding alkene hydrochloric acid, ethyl acetate and water are added for liquid separation, and the oil layer is desolventized to obtain an intermediate methyl 3- (2-cyano-1-vinyl) -2, 2-dimethylcyclopropanecarboxylate.
Adding 2,3,5, 6-tetrafluorobenzyl alcohol, a catalytic amount of tetraisopropyl titanate and a toluene solvent into the obtained 3- (2-cyano-1-vinyl) -2, 2-dimethyl cyclopropane carboxylic acid methyl ester, slowly heating until a byproduct methanol is extracted by reflux, controlling in a gas phase, cooling to 0-5 ℃ after the raw materials are completely converted, dropwise adding a small amount of water, separating liquid, and desolventizing to obtain the pyrethroid compound shown in the formula I.
The pyrethroid compound with the corresponding configuration can be obtained by taking cyclopropane carboxylic acid esters with different single configurations as starting materials, for example, (1R, 3R) -3-formyl-2, 2-dimethyl cyclopropane carboxylic acid methyl ester (CAS number 27335-33-7) is taken as a starting material to be synthesized, the product of the chrysanthemic acid part 1R,3R is obtained, then distributed crystallization is carried out, double-bond CN group Z, E isomers are separated, and single 2,3,4, 5-tetrafluorobenzyl- (1R, 3R) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethyl cyclopropyl carboxylic ester or 2,3,4, 5-tetrafluorobenzyl- (1R, 3R) -3- [ (1E) -2-cyano-1-vinyl ] -2, 2-dimethyl cyclopropyl carboxylic ester can be obtained. With methyl (1R, 3S) -3-formyl-2, 2-dimethylcyclopropanecarboxylate (CAS number 55701-02-5), 2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- (-2-cyano-1-vinyl) -2, 2-dimethylcyclopropylcarboxylate or 2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylate or 2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1E) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylate can be obtained.
The pyrethroid compound has the advantages of high efficiency, low toxicity, low residue and the like, has good insecticidal activity for preventing and controlling sanitary pests such as mosquitoes, flies, german cockroaches and the like, and is widely applied for many years. However, with the use of the pesticide for many years, sanitary pests such as mosquitoes, flies or Blattella germanica and the like generate resistance to part of traditional pesticides, so that the control effect is reduced.
Disclosure of Invention
The invention aims to solve the technical problem of the prior art and provides a novel high-efficiency pyrethroid insecticide aerosol which takes a pyrethroid compound shown in a formula (I) as a main component and has very good control effect on sanitary pests such as mosquitoes, flies, german cockroaches, american cockroaches, bugs, ants, fleas and the like, and also provides a preparation method of the insecticide aerosol and application of the insecticide aerosol in the aspect of controlling the sanitary pests.
In order to achieve the purpose, the invention adopts the following technical scheme:
a novel high-efficiency pyrethroid insecticide aerosol comprises the following components in percentage by weight: 0.01 to 2 percent of component A, 0.01 to 2 percent of component B, 0.1 to 70 percent of component C and 26 to 99.88 percent of component D;
the component A is a compound shown in a formula I, namely 2,3,4, 5-tetrafluorobenzyl-3- [ -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropyl carboxylic acid ester;
the component B is a mixture formed by mixing any one, two or more than two of propoxur, famoxadone and pyrethroid insecticides in any proportion;
the component C is a solvent; the component D is a propellant;
Figure BDA0003743096870000021
in the technical scheme, the component A shown in the formula I has stereoisomerism due to asymmetric carbon atoms of the chrysanthemic acid part, and the component A is a mixture formed by mixing any one of all the stereoisomerism, two or more of all the stereoisomerism in the compound shown in the formula I in any proportion.
In the above technical scheme, component A shown in formula I is preferably 2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylic acid ester; namely, a compound in which the three-membered ring of the chrysanthemic acid moiety has a 1R, trans-form structure.
In the technical scheme, the component B is preferably any one of, two of or a mixture of more than two of propoxur, famoxadone, tetramethrin, phenothrin, cyphenothrin, permethrin, cypermethrin, beta-cypermethrin, deltamethrin, alpha-cypermethrin, cyfluthrin, beta-cyhalothrin, metofluthrin, tetramethrin, transfluthrin and tefluthrin in any proportion.
In the technical scheme, the solvent is a C8-18 alkane solvent; water; dodecylbenzene, dodecylbenzene; amide solvents such as N, N-dimethyl pelargonide; gamma-butyrolactone; monoester solvents such as methyl oleate, isopropyl tridecanoate, isopropyl myristate, isopropyl palmitate, isopropyl phenylacetate, ethyl phenylacetate and n-butyl myristate; diester solvents such as diisopropyl glutarate, diisopropyl adipate and diisobutyl adipate; tri-ester solvents such as tributyl citrate and acetyl tributyl citrate; alcohol ether solvents such as triethylene glycol monobutyl ether, diethylene glycol monobutyl ether and propylene glycol methyl ether; any one, two or more than two of C2-8 alcohol solvents are mixed in any proportion to form a mixture.
In the above embodiment, the C8-18 alkane solvent is preferably any one of D60 (Exxon Mobil petrochemical Co.), D80 (Exxon Mobil petrochemical Co.), D100 (Exxon Mobil petrochemical Co.), D110 (Exxon Mobil petrochemical Co.), isopar-E (Exxon Mobil petrochemical Co.), isopar-G (Exxon Mobil petrochemical Co.), isopar-H (Exxon Mobil petrochemical Co.), isopar-L (Exxon Mobil petrochemical Co.), isopar-M (Exxon Mobil petrochemical Co.), octane, nonane, squalane, undecane, dodecane, tridecane, tetradecane, pentadecane, and hexadecane, or a mixture of two or more thereof mixed in any proportion.
In the above technical solution, the C2-8 alcohol solvent is preferably one or a mixture of two or more of ethanol, isopropanol, n-propanol, n-butanol, sec-butanol, tert-butanol, n-pentanol and isomers thereof, n-hexanol and isomers thereof, n-heptanol and isomers thereof, and n-octanol and isomers thereof, which are mixed in any ratio.
In the above technical scheme, the propellant is any one of liquefied petroleum gas, propane and butane, dimethyl ether or compressed air.
The novel high-efficiency pyrethroid pesticide aerosol can be added with a synergist (such as PBO and the like), an aromatic and an antioxidant (such as BHA, BHT, antioxidant 1135, antioxidant 1076 and the like) according to the use requirement.
The invention also provides application of the novel high-efficiency pyrethroid insecticide aerosol in the aspect of preventing and controlling sanitary pests.
In the technical scheme, the sanitary pests refer to mosquitoes, flies, german cockroaches, american cockroaches, bugs, ants, fleas, bees and the like.
In the above technical scheme, the sanitary insect pests preferably refer to culex pallens, culex fatigues, culex tritaeniorhynchus, aedes albopictus, aedes aegypti, anopheles sinensis, aedes infestans, midge, houseflies, city flies, chrysomyia megacephala, lucilia sericata, lucilia cuprina, lucilia glauca, latrine flies, metafly toilet, german cockroach, periplaneta americana, bed bugs, ants, fleas, bees, hornets, bovines, bumblebees, wasps, and the like.
The preparation method of the novel high-efficiency pyrethroid insecticide aerosol is as follows: mixing the component A, the component B and the solvent (and the synergist, the aromatic and the bactericide which are selected according to the situation) in the proportion at room temperature or under heating, adding the mixture into a tank provided with a control valve, and adding the propellant into the tank under the pressure through the control valve to obtain the composite fuel.
The novel high-efficiency pyrethroid pesticide aerosol is characterized in that when in use: the valve of the control valve is opened, high-speed airflow is generated under the pressure action of the propellant, and the vaporization energy of the propellant is utilized to disperse and atomize the effective component liquid medicine in the tank to form small fog drops which are suspended in the air and contacted with sanitary pests such as mosquitoes, flies, cockroaches and the like, so that the aim of quickly controlling and killing the pests is fulfilled.
The pyrethroid compound shown in the formula (I), particularly 2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropyl carboxylic ester is used as a main component of the insecticidal aerosol, and the insecticidal aerosol has the characteristics of high knockdown and death-causing activity and low toxicity, is high in activity, can reduce the usage amount of active ingredients in unit area, accords with the national policy of synergy and reduction, is developed into an aerosol formulation for the first time, is low in drug resistance of a mediator organism, and improves the control effect of a disease-vector organism. The pesticide aerosol has the characteristics of quick knockdown and high lethality to sanitary pests such as culex pipiens pallens, houseflies, german cockroaches and the like, and has better control effect than a control medicament.
Detailed Description
The following detailed description of the embodiments of the present invention is provided, but the present invention is not limited to the following descriptions:
the preparation method of the dosage form in each embodiment of the invention comprises the following steps: mixing the component A, the component B and the solvent (and the synergist, the aromatic and the bactericide which are selected according to the situation) in the proportion at room temperature, adding the mixture into a tank provided with a control valve, and adding the propellant into the tank under the pressure action through the control valve to obtain the composite.
The invention will now be illustrated with reference to specific examples:
formulation example 1:0.36% of 2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylate permethrin aerosol
2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropanecarboxylate 0.06g, permethrin 0.3g, D11044.64g, and propylbutane 55g, and an aerosol was prepared by the above-mentioned method.
Formulation example 2:0.36% of 2,3,4, 5-tetrafluorobenzyl- (1R, 3R) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylate-permethrin aerosol
2,3,4, 5-tetrafluorobenzyl- (1R, 3R) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropanecarboxylate 0.06g, permethrin 0.3g, D11044.64g, and propylbutane 55g, and an aerosol was prepared by the above-mentioned method.
Formulation example 3:0.36% of 2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylate cypermethrin aerosol
2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropyl carboxylate 0.06g, cypermethrin 0.3g, D11044.66g, and propane butane 55g, by the above method.
Formulation example 4:2.06% of 2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylate-cypermethrin aerosol
2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylic acid ester 0.06g, fenpropathrin 2g, D8047.94g, and compressed air 50g, and an aerosol was prepared in the above-mentioned manner.
Formulation example 5:2.16% of 2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylate permethrin aerosol
2,3,4,5-Tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2,2-dimethylcyclopropylcarboxylate 1.96g, permethrin 0.2g, isopar-E52.84 g, and propane-butane 45g, an aerosol was prepared in the manner described above.
Formulation example 6:2.2% of 2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylate permethrin aerosol
2,3,4,5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylic acid ester 0.2g, permethrin 2g, isopar-E32.8g, isopar-L20 g, and propylbutane 45g, and an aerosol was obtained by the above-mentioned method.
Formulation example 7:0.36% of 2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylate permethrin aerosol
2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropanecarboxylate 0.06g, permethrin 0.3g, ethanol 44.64g, and propylbutane 55g, and an aerosol was prepared by the above-described method.
Formulation example 8:0.41% of 2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylate permethrin aerosol
2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropyl carboxylate 0.01g, permethrin 0.4g, ethanol 23.59g, n-butanol 21g, liquefied petroleum gas 55g, and an aerosol was prepared by the above method.
Formulation example 9:0.66% of 2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylate-phenylate-permethrin aerosol
2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylic acid ester 0.06g, phenothrin 0.2g, permethrin 0.4g, D8023.34g, tridecane 10g, isopar-M10 g, piperonyl butoxide 1g, and propylbutane 55g, and an aerosol was obtained by the above-mentioned method.
Formulation example 10:0.36%2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylic acid ester-oxazolidinone aerosol
2,3,4, 5-Tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropyl carboxylate 0.06g, oxadixone 0.3g, D11044.64g, and propane butane 55g, an aerosol was prepared as described above.
Formulation example 11:0.36% of 2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylate permethrin aerosol
2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropanecarboxylate 0.06g, permethrin 0.3g, isopropanol 14.64g, water 30g, and propane-butane 55g, and an aerosol was prepared by the above-described method.
Formulation example 12:0.56% of 2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylate permethrin aerosol
2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylic acid ester 0.16g, permethrin 0.4g, n-butanol 4.44g, ethanol 15g, water 30g, and propane-butane 50g, and an aerosol was prepared by the above-described method.
Formulation example 13:1.36% of 2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylate permethrin aerosol
2,3,4, 5-Tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropyl carboxylate 0.36g, permethrin 1g, n-heptanol 3.44g, sodium benzoate 0.2g, ethanol 20g, water 30g, dimethyl ether 45g, an aerosol was prepared by the above method.
Formulation example 14:0.84% of 2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylic acid ester propoxur cypermethrin aerosol
2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropyl carboxylic acid ester 0.04g, propoxur 0.4g, cypermethrin 0.4g, D8023.16g, D11021g and propane butane 55g, and the aerosol is prepared according to the method.
Formulation example 15:0.68% of 2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylic acid ester propoxur aerosol
2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylic acid ester 0.08g, propoxur 0.6g, D6024.32g, D8025g, and propylbutane 50g, and an aerosol was obtained by the above-mentioned method.
Formulation example 16:0.58% of 2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylate deltamethrin aerosol
2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylic acid ester 0.08g, deltamethrin 0.5g, tridecane 29.42g, D11020g, and propylbutane 50g, and an aerosol was obtained by the above-mentioned method.
Formulation example 17:1.24% of 2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylate propoxur-lambda-cyhalothrin aerosol
2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylic acid ester 0.04g, propoxur 0.8g, lambda-cyhalothrin 0.4g, pentadecane 23.76g, D11020g, and dimethyl ether 55g, and an aerosol was obtained by the above-mentioned method.
Formulation example 18:1.36% of 2,3,4, 5-tetrafluorobenzyl- (1S, 3R) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylate permethrin aerosol
2,3,4, 5-tetrafluorobenzyl- (1S, 3R) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropanecarboxylate 0.36g, permethrin 1g, ethanol 48.64g, dimethyl ether 50g, and an aerosol was prepared by the above-mentioned method.
Formulation example 19:1.24%2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylic acid ester propoxur methoxone aerosol
2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylic acid ester 0.04g, propoxur 0.6g, famoxadone 0.6g, dodecane 22.76g, D11025g, and propane butane 51g, and an aerosol was prepared by the above-described method.
Formulation example 20:0.84% of 2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylate-oxandrone-cypermethrin aerosol
2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylic acid ester 0.04g, famoxadone 0.3g, cypermethrin 0.5g, D8023.16g, D11020g, and compressed air 56g, and the aerosol was prepared by the above method.
Formulation example 21:2.2% of 2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylate permethrin aerosol
2,3,4,5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2,2-dimethylcyclopropylcarboxylate 2g, permethrin 0.2g, isopar-E31.8g, isopar-L21 g, and propylbutane 45g, and an aerosol was prepared by the above-mentioned method.
Formulation example 22:0.68% of 2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylate-tetrafluoromethothrin-phenothrin aerosol
2,3,4, 5-Tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropyl carboxylate 0.08g, tetrafluoromethylpyrethrin 0.3g, phenothrin 0.3g, tridecane 29.02g, D11020g, PBO 1g, BHT 0.3g, and propane-butane 49g, by the above method.
Formulation example 23:0.59% of 2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylate-cyhalothrin-deltamethrin aerosol
2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylic acid ester 0.09g, meperfluthrin 0.2g, deltamethrin 0.3g, tridecane 29.41g, D11020g, and propylbutane 50g, and an aerosol was obtained by the above-mentioned method.
Formulation example 24:0.73% of 2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylate-methofluthrin-permethrin aerosol
2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylic acid ester 0.03g, methoxybenzathiazine 0.2g, permethrin 0.5g, tridecane 29.27g, D11020g, and propylbutane 50g, and an aerosol was obtained by the above-mentioned method.
Formulation example 25:0.5% of 2,3,4, 5-tetrafluorobenzyl- (1S, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylate permethrin aerosol
2,3,4, 5-tetrafluorobenzyl- (1S, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylic acid ester 0.1g, permethrin 0.4g, D11044.5g, and propylbutane 55g, and an aerosol was prepared by the above-mentioned method.
Formulation example 26:0.02% of 2,3,4, 5-tetrafluorobenzyl- (1S, 3R) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylate-permethrin aerosol
2,3,4, 5-tetrafluorobenzyl- (1S, 3R) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylic acid ester 0.01g, permethrin 0.01g, D1100.1g, and compressed air 99.88g, and an aerosol was prepared in the above-mentioned manner.
Formulation example 27:4% of 2,3,4, 5-tetrafluorobenzyl- (1S, 3R) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylate permethrin aerosol
2,3,4, 5-tetrafluorobenzyl- (1S, 3R) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropanecarboxylate (2 g), beta-cypermethrin (2 g), ethanol (70 g), and propane-butane (26 g), and an aerosol was prepared by the above method.
Formulation example 28:0.5% of 2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylate-transfluthrin-cis-cypermethrin aerosol
2,3,4, 5-Tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropanecarboxylate 0.1g, transfluthrin 0.2g, cis-cypermethrin 0.2g, diisopropyl adipate 44.5g, and propane-butane 55g, by the above method.
Formulation example 29:0.6% of 2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylate permethrin aerosol
2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylic acid ester 0.2g, permethrin 0.4g, isopropyl myristate 29.4g, tributyl citrate 20g, and propylbutane 50g, and an aerosol was prepared by the above-described method.
Formulation example 30:0.36% of 2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylate propoxur aerosol
2,3,4, 5-tetrafluorobenzyl- (1R, 3S) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropyl carboxylate 0.06g, propoxur 0.3g, D11044.64g, and propane butane 55g, an aerosol was prepared by the above method.
Formulation example 31:0.36% of 2,3,4, 5-tetrafluorobenzyl-3- [ -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylate permethrin aerosol
2,3,4, 5-tetrafluorobenzyl-3- [ -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropanecarboxylate 0.06g, permethrin 0.3g, D11044.64g, propane butane 55g, according to the above method to prepare aerosol.
Control agent 1:0.6% tetramethrin-permethrin aerosol (commercially available, consisting of 0.3% tetramethrin +0.3% permethrin)
The drug effect verification test:
test agents: formulation examples 1, 2,3, 7, 9, 10, 11, 19, 30, 31 of the present invention and control agent 1
Testing insects: culex pipiens pallens, female imagoes not sucking blood 3-5 days after eclosion
Housefly, adult, male and female half of day 3-4 after eclosion
Blattella germanica, 10-15 days old adult, male and female half
The test method comprises the following steps: referring to GB/T13917.2-2009 pesticide registration sanitary insecticide indoor pesticide effect test and evaluation part 2: aerosol methods.
Mosquito and fly killing: a cylindrical device is used. The specific method is that test insects (30 houseflies or 30 mosquitoes) are put into a cylinder, after the test insects return to normal movement, an aerosol cylinder to be tested is in a horizontal shape, a nozzle is vertical downwards and is aligned to a pesticide spraying hole, a pesticide (1.0 +/-0.1G) is sprayed, and a rubber plug (G) is immediately used for plugging the round hole. And (3) drawing off the pulling plate (A) for 1min, immediately timing, and recording the number of knocked down test insects at regular intervals. Transferring the knocked down test insects to a clean insect breeding cage for 20min, recovering the breeding standard, feeding with 5% sugar water cotton balls, checking the number of dead insects for 24h, and counting the number of the non-knocked down test insects according to the number of live insects. The test should be repeated three times or more. At the end of each test, the test apparatus should be cleaned.
Cockroach: the cylinder device is adopted without a pulling plate. Placing Blattella germanica 20 only on the upper part of the inner wall, coating a circle of vaseline, sealing the bottom of a cylinder B with a 12-mesh iron screen, horizontally placing an aerosol cylinder after the tested insects return to normal activity, vertically aligning a nozzle with a spraying hole on the E downwards, spraying a medicament (1.0 +/-0.1G), immediately plugging the round hole with a rubber plug (G), starting timing, recording the number of the knocked down tested insects at regular intervals, carrying out standard feeding after 20min, transferring all the tested insects to a cleaning vessel, feeding by using a mixed feed block and a soaked cotton ball, and checking the number of dead insects for 72 h. The test should be repeated three times or more. At the end of each test, the test apparatus should be cleaned and the detailed results are shown in the following table:
TABLE 1 test results of the efficacy of the above aerosols against culex pipiens pallens, houseflies, and german cockroaches
Figure BDA0003743096870000101
As can be seen from Table 1, the aerosol of the present invention has a good killing effect on Culex pipiens, musca domestica, and Blattella germanica.
The above examples are only for illustrating the technical idea and technical features of the present invention, and the protection scope of the present invention is not limited thereby. All equivalent changes and modifications made according to the spirit of the present invention should be covered in the protection scope of the present invention.

Claims (9)

1. A novel high-efficiency pyrethroid insecticide aerosol is characterized by comprising the following components in percentage by weight: 0.01 to 2 percent of component A, 0.01 to 2 percent of component B, 0.1 to 70 percent of component C and 26 to 99.88 percent of component D;
the component A is a compound shown in a formula I, namely 2,3,4, 5-tetrafluorobenzyl-3- [ -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropyl carboxylic acid ester;
the component B is a mixture formed by mixing any one, two or more than two of propoxur, famoxadone and pyrethroid insecticides in any proportion;
the component C is a solvent; the component D is a propellant;
Figure FDA0003743096860000011
2. the novel efficient pyrethroid insecticide aerosol as claimed in claim 1, characterized in that the component A is any one of all stereoisomers in the compound shown in the formula I, or a mixture of two or more of all stereoisomers in any proportion.
3. A novel highly potent pyrethroid aerosol as claimed in claim 2 wherein component a is 2,3,4, 5-tetrafluorobenzyl- (1r, 3s) -3- [ (1Z) -2-cyano-1-vinyl ] -2, 2-dimethylcyclopropylcarboxylate.
4. The novel efficient pyrethroid insecticide aerosol as claimed in claim 1, wherein the component B is any one or a mixture of two or more of propoxur, famoxadone, tetramethrin, phenothrin, cyphenothrin, permethrin, cypermethrin, beta-cypermethrin, deltamethrin, alpha-cypermethrin, cyfluthrin, beta-cyhalothrin, metofluthrin, permethrin, transfluthrin and transfluthrin mixed according to any proportion.
5. The novel high-efficiency pyrethroid insecticide aerosol as claimed in claim 1, characterized in that the solvent is C8-18 alkane solvent; water; dodecylbenzene, dodecylbenzene; amide solvents such as N, N-dimethyl pelargonamide; gamma-butyrolactone; monoester solvents such as methyl oleate, isopropyl tridecanoate, isopropyl myristate, isopropyl palmitate, isopropyl phenylacetate, ethyl phenylacetate and n-butyl myristate; diester solvents such as diisopropyl glutarate, diisopropyl adipate and diisobutyl adipate; tri-ester solvents such as tributyl citrate and acetyl tributyl citrate; alcohol ether solvents such as triethylene glycol monobutyl ether, diethylene glycol monobutyl ether and propylene glycol methyl ether; any one, two or more than two of C2-8 alcohol solvents are mixed in any proportion to form a mixture.
6. The novel high-efficiency pyrethroid according to claim 1, characterized in that the propellant is any one of liquefied petroleum gas, propane and butane, dimethyl ether or compressed air.
7. Use of a novel highly effective aerosol pyrethroid insecticide according to any one of claims 1 to 6 for the control of sanitary pests.
8. The use according to claim 7, wherein the sanitary pests are mosquitoes, flies, german cockroaches, american cockroaches, bed bugs, ants, fleas, bees.
9. The use of claim 8, wherein the sanitary insect pests are culex pallens, culex quinquefasciatus, aedes albopictus, aedes aegypti, anopheles sinensis, aedes infestans, chironomis, houseflies, musca domestica, chrysomyia megacephala, lucilia sericata, coppervirens, lucilia glauca, commondia lata, metacarpophalangeal flies, blatta germanica, periplaneta americana, bed bugs, ants, fleas, bees, hornets, bumblebees, wasps.
CN202210823452.4A 2021-07-30 2022-07-13 Novel efficient pyrethroid insecticide aerosol Pending CN115669652A (en)

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CN106689187A (en) * 2016-12-06 2017-05-24 南通功成精细化工有限公司 Sanitary insecticidal composition containing propoxur and application thereof
CN112088888A (en) * 2019-06-18 2020-12-18 江苏功成生物科技有限公司 Sanitary insecticidal composition containing oxadixic ketone and application thereof

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CN101646345A (en) * 2007-03-30 2010-02-10 住友化学株式会社 Pesticidal aerosol composition
CN102835416A (en) * 2009-06-04 2012-12-26 江苏扬农化工股份有限公司 Electric warming disinfestation tablets
CN101575291A (en) * 2009-06-25 2009-11-11 江苏扬农化工股份有限公司 Pyrethroid compound, preparation method and application thereof
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