CN115943960A - Neonicotinoid compound insecticide and preparation method thereof - Google Patents

Neonicotinoid compound insecticide and preparation method thereof Download PDF

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CN115943960A
CN115943960A CN202211149623.6A CN202211149623A CN115943960A CN 115943960 A CN115943960 A CN 115943960A CN 202211149623 A CN202211149623 A CN 202211149623A CN 115943960 A CN115943960 A CN 115943960A
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insecticide
neonicotinoid
parts
compound
methyl
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苑志军
徐海燕
毕强
张芝平
于静静
张晓玲
于邦威
王大中
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Shanghai Shengnong Pesticide Co Ltd
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Shanghai Shengnong Pesticide Co Ltd
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Abstract

The invention relates to the field of A01N43/00, in particular to a neonicotinoid compound insecticide and a preparation method thereof, wherein the preparation raw materials at least comprise the following components in parts by weight: 5-40 parts of 4-p-phenoxy phenoxymethyl compound and 1-40 parts of neonicotinoid insecticide; also comprises 10-40 parts of auxiliary agent and carrier to make up to 100 parts. By introducing 2-chloro-5- ((4-phenoxyphenoxy) methyl) pyridine or 2-chloro-5- ((4-phenoxyphenoxy) methyl) thiazole and neonicotinoid insecticides dinotefuran, thiacloprid, nitenpyram and thiamethoxam as effective active ingredients, a synergistic effect can be generated, a long-term effective control effect on pests such as broad bean aphids, cotton long-tube aphids, cucumber aphids and thrips is achieved, the generation of drug resistance of the pests is delayed, and the use times and the use amount are reduced.

Description

Neonicotinoid compound insecticide and preparation method thereof
Technical Field
The invention relates to the field of A01N43/00, in particular to a neonicotinoid compound insecticide and a preparation method thereof.
Background
The neonicotinoid insecticide mainly acts on the nervous system of insects, has a nerve blocking effect on synaptic receptors of pests, enlarges the potential difference of a diaphragm after spontaneous discharge, and finally reduces the stimulation of the synaptic diaphragm, so that the stimulation of axon touch diaphragm potential channels of nerves disappears, and the pests are paralyzed and die. The neonicotinoid compounds are novel insecticides with high efficiency, safety and high selectivity, and can be developed rapidly in markets at home and abroad. As disclosed in the chinese application patent CN201410259242.2, a nitenpyram soluble granule and a preparation method thereof, specifically, a neonicotinoid insecticide nitenpyram is used as a core drug component, and the nitenpyram soluble granule is prepared together with a filler, a wetting agent and a synergist to obtain the soluble granule; however, with the extended, large area application of neonicotinoid insecticides, it has now been found that many pests develop resistance to neonicotinoid insecticides. Chinese application patent CN103563961B discloses a composite insecticidal composition containing thiacloprid and methoxyfenozide and application thereof, specifically controlling the weight ratio of the effective components of the thiacloprid and the methoxyfenozide to be 0.1-80: 0.5-80, so as to delay the drug resistance of pests, but the main action object is vegetable diamond back moth, and the targeted research on pests such as broad bean aphid, cotton long-tube aphid, cucumber aphid, thrips and the like is not carried out.
Disclosure of Invention
In order to solve the problems, the invention provides a neonicotinoid compound insecticide which comprises the following raw materials in parts by weight: 5-40 parts of 4-p-phenoxy phenoxymethyl compound and 1-40 parts of neonicotinoid insecticide.
As a preferable technical scheme, the neonicotinoid insecticide is one of dinotefuran, thiacloprid, nitenpyram and thiamethoxam.
As a preferred technical scheme, the 4-p-phenoxy phenoxymethyl compound is 2-chloro-5- ((4-phenoxy) methyl) thiazole or 2-chloro-5- ((4-phenoxy) methyl) pyridine.
As a preferable technical scheme, the mass ratio of the 4-p-phenoxy methyl compound to the neonicotinoid insecticide is (10-20): (2.5-10), based on the system of the invention, the mass ratio of the introduced 4-p-phenoxy methyl compound to the neonicotinoid insecticide is controlled to be (10-20): (2.5-10), especially when the 4-p-phenoxy phenoxymethyl compound is 2-chloro-5- ((4-phenoxy) methyl) thiazole or 2-chloro-5- ((4-phenoxy) methyl) pyridine, the 2-chloro-5- ((4-phenoxy) methyl) thiazole or 2-chloro-5- ((4-phenoxy) methyl) pyridine and the neonicotinoid insecticide can generate a synergistic effect, the cooperation of different insecticidal mechanisms plays an insecticidal role, so that the multi-site control of pests is realized, the generation of the drug resistance of the pests is slowed, and the use times of the pesticide are reduced.
As a preferable technical scheme, the neonicotinoid compound insecticide further comprises 10-40 parts of an auxiliary agent and 100 parts of a carrier in parts by weight.
As a preferable technical scheme, the carrier is at least one of N, N-dimethylformamide, soft water, water-soluble starch and solvent oil; preferably, the solvent oil is solvent oil 150#, and/or 200#.
As a preferable technical scheme, the auxiliary agent at least comprises at least one of an emulsifier, a wetting agent, a dispersing agent, an antifreezing agent, a defoaming agent, a thickening agent, a disintegrating agent, a capsule wall material and a pH regulator;
as a preferable technical scheme, the emulsifier is one of alkylphenol polyoxyethylene ether, tristyryl polyoxyethylene polyoxypropylene ether, tristyryl polyoxyethylene ether phosphate and propylene glycol block polyether. Preferably, the alkylphenol polyoxyethylene is octylphenol polyoxyethylene.
In a preferred embodiment, the dispersant is at least one of a polycarboxylate dispersant, a lignosulfonate, and a naphthalene sulfonic acid formaldehyde condensate.
As a preferable technical solution, the wetting agent is at least one of dioctyl sodium sulfosuccinate, calcium dodecylbenzene sulfonate and sodium dodecyl sulfate.
Based on the system, one or more combinations of specific emulsifying agents, dispersing agents and wetting agents are introduced, so that the provided neonicotinoid compound pesticide has excellent high and low temperature stability and storage stability.
As a preferable technical scheme, the antifreezing agent is at least one of ethylene glycol, propylene glycol and glycerol; preferably, the antifreeze is ethylene glycol; based on the system, the antifreeze glycol is introduced, so that the stability of the composite pesticide under the low-temperature condition is improved, and the storage and use requirements in the low-temperature environment are met.
As a preferable technical scheme, the pH regulator is at least one of citric acid, phosphoric acid and glacial acetic acid; preferably, the pH regulator is glacial acetic acid, and the pH value of the system is regulated, so that the provided neonicotinoid compound pesticide has proper pH value.
As a preferable technical scheme, the capsule wall materials are urea and formaldehyde. The mass ratio of the urea to the formaldehyde is (5-9): (4-8).
As a preferred technical scheme, the defoaming agent is an organic silicon defoaming agent.
As a preferable technical scheme, the thickener is at least one of xanthan gum, polyvinyl alcohol, hydroxymethyl cellulose, hydroxyethyl cellulose and methyl cellulose; preferably, the thickener is xanthan gum.
On the other hand, the invention provides a preparation method of the neonicotinoid compound insecticide, which is prepared by mixing 4-p-phenoxy methyl compound, neonicotinoid insecticide, auxiliary agent and carrier according to parts by weight.
Has the beneficial effects that:
1. the invention provides a neonicotinoid compound pesticide and a preparation method thereof, which have long-term effective control effect on pests such as broad bean aphids, cotton long pipe aphids, cucumber aphids, thrips and the like, delay the generation of drug resistance of the pests and reduce the use times and the use amount.
2. Based on the system, the mass ratio of the introduced 4-p-phenoxy methyl compound to the neonicotinoid insecticide is controlled to be (10-20): (2.5-10), especially when the 4-p-phenoxy phenoxymethyl compound is 2-chloro-5- ((4-phenoxy) methyl) thiazole or 2-chloro-5- ((4-phenoxy) methyl) pyridine, the 2-chloro-5- ((4-phenoxy) methyl) thiazole or 2-chloro-5- ((4-phenoxy) methyl) pyridine and the neonicotinoid insecticide can generate a synergistic effect, the cooperation of different insecticidal mechanisms plays an insecticidal role, so that the multi-site control of pests is realized, the generation of the drug resistance of the pests is slowed, and the use times of the pesticide are reduced.
3. Based on the system, one or more of specific emulsifying agent, dispersing agent and wetting agent are introduced to provide the neonicotinoid compound pesticide with excellent high and low temperature stability and storage stability.
Detailed Description
Example 1
In one aspect, embodiment 1 of the present invention provides a neonicotinoid compound insecticide, which is prepared from, by weight, 20 parts of a 4-p-phenoxy methyl compound, 5 parts of a neonicotinoid insecticide, 15 parts of an auxiliary agent, and N, N-dimethylformamide in an amount up to 100 parts.
Wherein the 4-p-phenoxy phenoxymethyl compound is 2-chloro-5- ((4-phenoxy) methyl) pyridine.
The neonicotinoid insecticide is dinotefuran.
The auxiliary agent comprises 5 parts of emulsifier and 10 parts of wetting agent in parts by weight; the emulsifier is polyoxyethylene octylphenol ether, and the wetting agent is sodium dioctyl sulfosuccinate.
The carrier is N, N-dimethylformamide.
According to the weight parts, 2-chloro-5- ((4-phenoxyphenoxy) methyl) pyridine and dinotefuran are added into N, N-dimethylformamide, and are stirred and dissolved completely, then octyl phenol polyoxyethylene ether and dioctyl sodium sulfosuccinate are added, and the mixture is stirred at a high speed to form a uniform solution, so that the soluble liquid type neonicotinoid compound insecticide is obtained.
Example 2
Embodiment 2 of the present invention provides a neonicotinoid compound insecticide and a preparation method thereof, and the specific implementation manner is the same as that of embodiment 1. Except that the 4-p-phenoxyphenoxyphenoxymethyl compound is 2-chloro-5- ((4-phenoxyphenoxy) methyl) thiazole.
Example 3
The embodiment 3 of the invention provides a neonicotinoid compound insecticide, and the preparation raw materials comprise, by weight, 10 parts of 4-p-phenoxy methyl compound, 2.5 parts of neonicotinoid insecticide, 16.6 parts of assistant and 100 parts of carrier complement.
Wherein the 4-p-phenoxy phenoxymethyl compound is 2-chloro-5- ((4-phenoxy) methyl) pyridine.
The neonicotinoid insecticide is thiacloprid.
The auxiliary agent comprises 7 parts by weight of emulsifier, 2 parts by weight of dispersant, 3 parts by weight of antifreeze, 4 parts by weight of pH regulator, 0.5 part by weight of defoamer and 0.1 part by weight of thickener;
the emulsifier is the combination of triphenylethylene polyoxyethylene ether phosphate and propylene glycol block polyether; the mass ratio of the tristyryl polyoxyethylene ether phosphate to the propylene glycol block polyether is 4.
The dispersant is sodium lignosulfonate.
The antifreezing agent is ethylene glycol;
the pH regulator is glacial acetic acid;
the defoaming agent is an organic silicon defoaming agent;
the thickening agent is xanthan gum.
The carrier comprises 20 parts of solvent oil 150 and soft water in balance by weight.
In another aspect, embodiment 3 of the present invention provides a method for preparing a neonicotinoid complex insecticide, comprising mixing 2-chloro-5- ((4-phenoxyphenoxy) methyl) pyridine tristyryl polyoxyethylene ether phosphate and mineral spirit No. 150 in parts by weight to form a homogeneous oil phase; and shearing and sanding the soft water, the propylene glycol block polyether, the sodium lignosulfonate, the ethylene glycol, the glacial acetic acid, the organic silicon defoaming agent and the xanthan gum to form a suspension, thus obtaining the suspension type neonicotinoid compound pesticide.
Example 4
Embodiment 4 of the present invention provides a neonicotinoid compound insecticide and a preparation method thereof, and the specific implementation manner is the same as embodiment 3. Except that the 4-p-phenoxyphenoxyphenoxyphenoxymethyl compound was 2-chloro-5- ((4-phenoxyphenoxy) methyl) thiazole.
Example 5
Embodiment 5 of the present invention provides a neonicotinoid compound insecticide, which comprises, by weight, 10 parts of a 4-p-phenoxy methyl compound, 10 parts of a neonicotinoid insecticide, 23 parts of an auxiliary agent, and a carrier in an amount up to 100 parts.
Wherein the 4-p-phenoxy phenoxymethyl compound is 2-chloro-5- ((4-phenoxy) methyl) pyridine.
The neonicotinoid insecticide is thiamethoxam.
The auxiliary agent comprises 8 parts by weight of emulsifier, 2 parts by weight of wetting agent, 4 parts by weight of dispersant, 13 parts by weight of capsule wall material, 1 part by weight of pH regulator and 1 part by weight of thickener;
the emulsifier is the combination of triphenylethylene polyoxyethylene ether phosphate and propylene glycol block polyether; the mass ratio of the tristyryl polyoxyethylene ether phosphate to the propylene glycol block polyether is 5.
The wetting agent is calcium dodecyl benzene sulfonate.
The dispersant is a polycarboxylate dispersant.
The capsule wall material is urea and formaldehyde; the mass ratio of the urea to the formaldehyde is 7.
The pH regulator is glacial acetic acid;
the thickening agent is xanthan gum.
The carrier comprises 200#20 parts of solvent oil and the balance of soft water in parts by weight.
According to the weight parts, 2-chloro-5- ((4-phenoxyphenoxy) methyl) pyridine is dissolved in solvent oil 200#, tristyryl polyoxyethylene polyoxypropylene ether, urea and formaldehyde are added, the mixture is stirred uniformly, the pH value is adjusted by glacial acetic acid to form a microcapsule oil phase, thiamethoxam, propylene glycol block polyether, calcium dodecylbenzene sulfonate, polycarboxylate dispersant, xanthan gum and soft water are subjected to homogeneous shearing and sanding to obtain a suspension phase, and finally the oil phase is slowly added into the water phase under the condition of low-speed stirring to obtain the microcapsule suspension type neonicotinoid compound insecticide.
Example 6
Embodiment 6 of the present invention provides a neonicotinoid compound insecticide and a preparation method thereof, and the specific implementation manner is the same as that in embodiment 5. Except that the 4-p-phenoxyphenoxyphenoxymethyl compound is 2-chloro-5- ((4-phenoxyphenoxy) methyl) thiazole.
Example 7
In one aspect, embodiment 7 of the invention provides a neonicotinoid compound insecticide, which comprises the following raw materials, by weight, 20 parts of a 4-p-phenoxy methyl compound, 10 parts of a neonicotinoid insecticide, 12 parts of a dispersant, 8 parts of sodium dodecyl sulfate, and a carrier which is complemented to 100 parts.
Wherein the 4-p-phenoxy phenoxymethyl compound is 2-chloro-5- ((4-phenoxy) methyl) pyridine.
The neonicotinoid insecticide is nitenpyram.
The dispersing agent is a naphthalene sulfonic acid formaldehyde condensate D-425 which is sourced from Nolon auxiliary agent company.
The wetting agent is sodium dodecyl sulfate.
The carrier is water-soluble starch.
In another aspect, embodiment 7 of the present invention provides a method for preparing a neonicotinoid compound insecticide, wherein 2-chloro-5- ((4-phenoxyphenoxy) methyl) pyridine, nitenpyram, a naphthalene sulfonic acid formaldehyde condensate, sodium dodecyl sulfate, and water-soluble starch are uniformly mixed in parts by weight, pulverized by an airflow pulverizer, and secondarily mixed to obtain a soluble powdery neonicotinoid compound insecticide.
Example 8
Embodiment 8 of the present invention provides a neonicotinoid compound insecticide and a preparation method thereof, and the specific implementation manner thereof is the same as that of embodiment 7. Except that the 4-p-phenoxyphenoxyphenoxymethyl compound is 2-chloro-5- ((4-phenoxyphenoxy) methyl) thiazole.
Comparative example 1
The invention provides a neonicotinoid compound insecticide and a preparation method thereof, and the specific implementation manner is the same as that of example 1, except that sodium dioctyl sulfosuccinate is replaced by sodium dodecyl sulfate.
Comparative example 2
The invention provides a neonicotinoid compound insecticide and a preparation method thereof in a comparative example 2, and the specific implementation mode is the same as that in example 3, except that the emulsifier is tristyryl polyoxyethylene ether phosphate and the dispersant is sodium hexametaphosphate.
Performance test method
1. Low temperature stability; the neonicotinoid compound insecticides prepared in the examples and the comparative examples are stored for 7 days at 0 ℃, the appearance of the compound insecticide is observed, and if the appearance of the compound insecticide is not obviously changed, the low-temperature stability of the compound insecticide is marked as qualified; if the composite insecticide has delamination and precipitation on the appearance, the low-temperature stability of the composite insecticide is recorded as unqualified, and the results are shown in table 1.
2. Heat storage stability: the neonicotinoid compound insecticide prepared in the examples and the comparative examples is sealed in a 50mL glass bottle, stored in a thermostat at 54 +/-2 ℃ for 14 days, taken out, placed in a dryer, cooled to room temperature, and the content change rate of the active ingredients before and after the product is stored thermally (see the following formula for calculation) is measured, and if the content change rate of the active ingredients is less than or equal to 3%, the thermal storage stability of the compound insecticide is marked as qualified; if the content change rate of the active ingredients is more than 3 percent, the heat storage stability of the composite pesticide is not qualified, and the results are shown in table 1.
The rate of change in the content of active ingredient = (the content of active ingredient before hot storage-the content of active ingredient after hot storage)/the content of active ingredient before hot storage × 100%.
TABLE 1,
Item Example 1 Example 2 Example 3 Example 4 Example 5
Stability at Low temperature Qualified Qualified Qualified Qualified Qualified
Stability in Heat storage Qualified Qualified Qualified Qualified Qualified
Item Example 6 Example 7 Example 8 Comparative example 1 Comparative example 2
Stability at Low temperature Qualified Qualified Qualified Qualified Fail to be qualified
Stability in Heat storage Qualified Qualified Qualified Fail to be qualified Fail to be qualified
3. And (3) determining the co-toxicity coefficients of 2-chloro-5- ((4-phenoxyphenoxy) methyl) pyridine or 2-chloro-5- ((4-phenoxyphenoxy) methyl) thiazole and dinotefuran on the broad bean aphids in different proportions.
The indoor bioassay method comprises the following steps: dissolving the test medicament into mother liquor by using acetone, and diluting the mother liquor into liquid medicine with 5 concentration gradients by using distilled water according to the pre-test result. A number of 50mL Erlenmeyer flasks were taken and 30mL of water was added to each Erlenmeyer flask. Soaking fresh broad bean seedlings which are not contacted with any medicament in prepared liquid medicine for 10s, taking out, airing, inserting the broad bean seedlings into a conical flask containing water, selecting healthy and active broad bean aphid adults with consistent size, inoculating the healthy and active broad bean aphid adults onto the broad bean seedlings in the conical flask, (sealing with absorbent cotton to prevent aphids from falling into water to influence investigation so as to keep the vitality of the broad bean seedlings), inoculating 50 heads into each flask, repeating each concentration for 3 times, and treating with distilled water as a control. Placing the conical flask in an artificial intelligent climate incubator, detecting the number of dead insects under a stereoscopic microscope at the temperature of 23 +/-1 ℃ and the relative humidity of 70% in a light period of 16L: 8D, and touching the dead insects with a writing brush to judge the dead insects to be dead. And (3) carrying out statistical processing on the data obtained by the test by using a data processing system to obtain a toxicity regression equation, lethal middle concentration, correlation coefficient and the like, and calculating a co-toxicity coefficient (CTC) by using a Sun cloud Pepper co-toxicity coefficient method.
The judgment standard of the synergistic effect of the two effective components after compounding is as follows: the synergistic effect is obtained when the CTC is more than 120, the antagonistic effect is obtained when the CTC is less than 80, and the additive effect is obtained when the CTC is 80-120.
The lethal middle concentration, toxicity regression equation, correlation coefficient and co-toxicity coefficient of each treatment on the broad bean aphids are shown in tables 2 and 3:
table 2, indoor toxicity test results of 2-chloro-5- ((4-phenoxyphenoxy) methyl) pyridine and dinotefuran at different ratios to aphid of broad bean.
Figure BDA0003855913030000081
As can be seen from the data in Table 2, when 2-chloro-5- ((4-phenoxyphenoxy) methyl) pyridine and dinotefuran are compounded according to the different proportions, the proportion of the co-toxicity coefficient of more than 120 is A: B =1 and is 8-8, which shows that the formulas achieve obvious synergistic effects. When the ratio of the 2-chloro-5- ((4-phenoxyphenoxy) methyl) pyridine to the dinotefuran is 4.
Table 3, results of indoor toxicity measurements of 2-chloro-5- ((4-phenoxyphenoxy) methyl) thiazole and dinotefuran at different ratios to aphid.
Figure BDA0003855913030000091
As can be seen from the data in Table 3, when 2-chloro-5- ((4-phenoxyphenoxy) methyl) thiazole and dinotefuran are compounded according to different proportions, the proportion of the co-toxicity coefficient which is more than 120 is A: B = 1-8. When the ratio of the 2-chloro-5- ((4-phenoxyphenoxy) methyl) thiazole to the dinotefuran is 4.
4. And (3) determining the co-toxicity coefficient of the 2-chloro-5- ((4-phenoxyphenoxy) methyl) pyridine or the 2-chloro-5- ((4-phenoxyphenoxy) methyl) thiazole and the thiacloprid to the cotton long tube aphid in different proportions.
The indoor bioassay adopts a leaf soaking method: dissolving the test medicament into mother liquor by using acetone, and diluting the mother liquor into liquor with 5 concentration gradients by using distilled water according to the pre-test result. Collecting fresh cotton leaves which have consistent sizes and are never contacted with any medicament on cotton plants in a greenhouse, cleaning and airing; soaking cotton leaves in the medicinal liquid with different concentrations for 10s, taking out, and naturally drying in the shade. Wrapping cotton leaf stalks with wet absorbent cotton, putting a culture dish with wet filter paper (each piece of filter paper is preferably dripped with 3 drops of distilled water) paved at the bottom of the culture dish with the back surface of a cotton leaf upward, selecting healthy and active cotton long-tube aphids without wings to be connected to the cotton leaves in the culture dish with a writing brush, sealing the dish opening with a preservative film, pricking 10-20 small holes with needles, inserting 50 heads into each dish, repeating each concentration for 3 times, and treating the distilled water as a control. The culture dish is placed in an artificial intelligent climate incubator, the temperature is 23 +/-1 ℃, the relative humidity is 70%, the light period is 16L: 8D, the dead number of the insects is checked under a microscope after the insects are applied for 48 hours, and the dead insects are regarded as dead when the insects are touched by a brush pen. And (3) carrying out statistical processing on the data obtained by the test by using a data processing system to obtain a toxicity regression equation, lethal middle concentration, correlation coefficient and the like, and calculating a co-toxicity coefficient (CTC) by using a Sun cloud Pepper co-toxicity coefficient method.
The judgment standard of the synergistic effect of the two effective components after compounding is as follows: the synergistic effect is obtained when the CTC is more than 120, the antagonistic effect is obtained when the CTC is less than 80, and the additive effect is obtained when the CTC is 80-120.
The lethal middle concentration, toxicity regression equation, correlation coefficient and co-toxicity coefficient of each treatment to the long tube aphids are shown in tables 4 and 5:
table 4, indoor toxicity test results of different proportions of 2-chloro-5- ((4-phenoxyphenoxy) methyl) pyridine and thiacloprid for long tube aphid of cotton.
Figure BDA0003855913030000101
Figure BDA0003855913030000111
As can be seen from the data in table 4, when 2-chloro-5- ((4-phenoxyphenoxy) methyl) pyridine and thiacloprid are compounded according to the different proportions, the proportion of the co-toxicity coefficient greater than 120 is a: B =1: 8-8, which indicates that the formulas achieve obvious synergistic effects. When the ratio of the 2-chloro-5- ((4-phenoxyphenoxy) methyl) pyridine to the thiacloprid is 2.
Table 5, indoor toxicity test results of 2-chloro-5- ((4-phenoxyphenoxy) methyl) thiazole and thiacloprid in different ratios to myzus gossypii.
Figure BDA0003855913030000112
Figure BDA0003855913030000121
As can be seen from the data in Table 5, when 2-chloro-5- ((4-phenoxyphenoxy) methyl) pyridine and thiacloprid are compounded according to the different proportions, the proportion of the co-toxicity coefficient of more than 120 is A: B =1 and is 8-8, which shows that the formulas achieve obvious synergistic effect. When the ratio of the 2-chloro-5- ((4-phenoxyphenoxy) methyl) pyridine to the thiacloprid is 4.
5. And (3) determining the co-toxicity coefficient of the 2-chloro-5- ((4-phenoxyphenoxy) methyl) pyridine or the 2-chloro-5- ((4-phenoxyphenoxy) methyl) thiazole and the thiamethoxam on thrips in different proportions.
The indoor bioassay method comprises the following steps: adopting a leaf soaking method: diluting a reagent to be tested into 5 series concentrations by using 0.5% Tween 80 sterile water on the basis of a pre-test, beating fresh cabbage leaves without being used into round pieces with the diameter of 1cm by using a puncher, soaking the leaves in liquid medicine with each concentration for 10s respectively, taking out the leaves, naturally drying the leaves, placing the leaves into a culture dish (d =9 cm) on which filter paper is padded in advance, sucking the adult to be tested into the culture dish by using an insect sucker, repeating the steps for 3 times for each concentration every 20 times, and using the treatment of 0.5% Tween 80 sterile water-soaked leaves as a blank control. After covering the tube cover with a sealing film, the tube cover is placed under the conditions that the indoor temperature is 25 +/-1 ℃, the relative humidity is 75% +/-5%, and the light cycle (L/D) is 16/8h, the death number is checked after 48h, and the person who can not crawl is regarded as dead if the tip of the writing brush touches the worm body lightly. And (3) carrying out statistical treatment on the data obtained by the test by using a data processing system to obtain a toxicity regression equation, lethal middle concentration, correlation coefficient and the like, and solving a co-toxicity coefficient (CTC) by using a Sun Yunpei co-toxicity coefficient method.
The judgment standard of the synergistic effect of the two effective components after compounding is as follows: when the CTC is more than 120, the effect is synergistic, when the CTC is less than 80, the antagonistic effect is obtained, and when the CTC is 80-120, the additive effect is obtained.
The lethal middle concentration, toxicity regression equation, correlation coefficient and co-toxicity coefficient of each treatment on the broad bean aphids are shown in tables 6 and 7:
table 6, indoor toxicity test results of 2-chloro-5- ((4-phenoxyphenoxy) methyl) pyridine and thiamethoxam in different ratios to thrips.
Figure BDA0003855913030000131
As can be seen from the data in table 6, when 2-chloro-5- ((4-phenoxyphenoxy) methyl) pyridine and thiamethoxam are compounded according to the different proportions, the proportion of co-toxicity coefficient greater than 120 is a: B =1: 8-8, which indicates that the formulas achieve obvious synergistic effects. When the ratio of the 2-chloro-5- ((4-phenoxyphenoxy) methyl) pyridine to the thiamethoxam is 2.
Table 7, indoor toxicity test results of 2-chloro-5- ((4-phenoxyphenoxy) methyl) thiazole and thiamethoxam at different ratios to cucumber aphid.
Figure BDA0003855913030000132
Figure BDA0003855913030000141
As can be seen from the data in table 7, when 2-chloro-5- ((4-phenoxyphenoxy) methyl) thiazole and thiamethoxam are compounded according to the different proportions, the proportion of the co-toxicity coefficient greater than 120 is a: B =1: 8-8, which indicates that the formulas achieve obvious synergistic effects. When the ratio of the 2-chloro-5- ((4-phenoxyphenoxy) methyl) thiazole to the thiamethoxam is 1, the cotoxicity coefficient reaches 143.08, which is the highest value of the cotoxicity coefficients of all formulas, and the synergistic effect is most obvious.
6. Co-toxicity coefficients of 2-chloro-5- ((4-phenoxyphenoxy) methyl) pyridine or 2-chloro-5- ((4-phenoxyphenoxy) methyl) thiazole and nitenpyram at different ratios were determined for rice planthoppers.
The test method comprises the following steps: adopting a seedling soaking method: adding N, N-dimethylformamide into the original drug to prepare mother liquor (containing 10wt% of triton X-100), directly diluting the mother liquor with water to prepare a test drug solution, adopting a seedling soaking method for biological determination, soaking seeds in rice, accelerating germination and sowing until the seedling grows to 15mm high, soaking the rice seedlings with 15mm high in length for 30s every 3 times, drying for 5 minutes, taking out the rice seedlings with tweezers and placing the rice seedlings into a corresponding marked plastic cup, wrapping the roots of the rice seedlings with moist sterile paper at the bottom to ensure that no water is accumulated at the bottom, sucking 50 heads of the rice planthopper nymphs by using a pest sucker, transferring the rice seedlings into the rice seedlings treated with the drug solution, and sealing the cup openings by using gauze and rubber bands. The treated samples were raised at a temperature of 26 ℃ with a light culture period L: D =14, and mortality was counted after 96D (note that seedlings were moisturized daily to ensure no water accumulation). And (3) carrying out statistical processing on the data obtained by the test by using a data processing system to obtain a toxicity regression equation, lethal middle concentration, correlation coefficient and the like, and calculating a co-toxicity coefficient (CTC) by using a Sun cloud Pepper co-toxicity coefficient method.
The standard for judging the synergistic action after the two active ingredients are compounded is as follows: the synergistic effect is obtained when the CTC is more than 120, the antagonistic effect is obtained when the CTC is less than 80, and the additive effect is obtained when the CTC is 80-120.
The lethal middle concentration, toxicity regression equation, correlation coefficient and co-toxicity coefficient of each treatment to the rice planthopper are shown in tables 8 and 9:
table 8, indoor toxicity assay results for rice planthopper with different ratios of 2-chloro-5- ((4-phenoxyphenoxy) methyl) pyridine and nitenpyram.
Figure BDA0003855913030000151
From the data in table 8, when 2-chloro-5- ((4-phenoxyphenoxy) methyl) pyridine and nitenpyram are compounded according to the different proportions, the proportion of the co-toxicity coefficient greater than 120 is a: B =1: 8-8, which shows that the formulas achieve obvious synergistic effects. When the ratio of the 2-chloro-5- ((4-phenoxyphenoxy) methyl) pyridine to the fluoropyrafuranone is 2.
Table 9 co-toxicity coefficient determination of different ratios of 2-chloro-5- ((4-phenoxyphenoxy) methyl) thiazole and nitenpyram for rice planthopper.
Figure BDA0003855913030000152
Figure BDA0003855913030000161
As can be seen from the data in Table 9, when 2-chloro-5- ((4-phenoxyphenoxy) methyl) thiazole and nitenpyram are compounded according to the different proportions, the proportion of the co-toxicity coefficient of more than 120 is A: B =1 and 8-8, which shows that the formulas achieve obvious synergistic effects. When the ratio of the 2-chloro-5- ((4-phenoxyphenoxy) methyl) thiazole to the nitenpyram is 2.

Claims (10)

1. The neonicotinoid compound insecticide is characterized by at least comprising the following preparation raw materials in parts by weight: 5-40 parts of 4-p-phenoxy phenoxymethyl compound and 1-40 parts of neonicotinoid insecticide.
2. The neonicotinoid compound insecticide of claim 1, wherein the neonicotinoid compound insecticide further comprises 10 to 40 parts by weight of an auxiliary and a carrier to make up to 100 parts by weight.
3. The neonicotinoid compound insecticide of claim 1 or 2, wherein the neonicotinoid insecticide is one of dinotefuran, thiacloprid, nitenpyram, and thiamethoxam.
4. The neonicotinoid complex insecticide of claim 3, wherein said 4-p-phenoxyphenoxyphenoxymethyl compound is 2-chloro-5- ((4-phenoxyphenoxy) methyl) thiazole or 2-chloro-5- ((4-phenoxyphenoxy) methyl) pyridine.
5. The anabasine complex insecticide of claim 2, wherein said carrier is at least one of N, N-dimethylformamide, soft water, water-soluble starch, and solvent oil.
6. The anabasine type composite pesticide as claimed in claim 2, wherein the auxiliary agent comprises at least one of an emulsifier, a wetting agent, a dispersant, an antifreeze, an antifoaming agent, a thickener, a disintegrant, and a pH adjuster.
7. The anabasine complex insecticide of claim 6, wherein said emulsifier is one of alkylphenol ethoxylates, tristyrylpolyoxyethylene polyoxypropylene ether, tristyrylpolyoxyethylene phosphate, and propylene glycol block polyether.
8. The neonicotinoid complex insecticide of claim 6, wherein said dispersant is at least one of a polycarboxylate dispersant, a lignosulfonate, and a naphthalene sulfonic acid-formaldehyde condensate.
9. The anabasine complex insecticide of claim 6, wherein said wetting agent is at least one of dioctyl sodium sulfosuccinate, calcium dodecylbenzene sulfonate, and sodium dodecylsulfate.
10. A method for preparing a neonicotinoid compound insecticide according to any one of claims 3 to 9, characterized in that the neonicotinoid compound insecticide is obtained by mixing 4-p-phenoxy phenoxymethyl compound, neonicotinoid insecticide, an auxiliary agent and a carrier in parts by weight.
CN202211149623.6A 2022-09-21 2022-09-21 Neonicotinoid compound insecticide and preparation method thereof Pending CN115943960A (en)

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Citations (7)

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DE2516331A1 (en) * 1974-04-18 1975-11-06 Ciba Geigy Ag Phenoxymethyl- and phenylthiomethyl-pyridine derivs - with insecticidal, acaricidal and plant-growth regulating activity
US4943584A (en) * 1987-04-21 1990-07-24 Basf Aktiengesellschaft (p-Phenoxyphenoxy)-methyl-five-membered hetaryls
US5151428A (en) * 1990-05-24 1992-09-29 Noriyasu Sakamoto Pyridine derivatives and their compositions for the control of insect pests
US5243087A (en) * 1990-05-24 1993-09-07 Sumitomo Chemical Company, Limited Pyridine derivatives, their production processes and their compositions for the control of insect pests
CN111518022A (en) * 2019-02-02 2020-08-11 华东理工大学 Aromatic (hetero) cyclic ether compound with insecticidal activity and preparation method and application thereof
CN112237193A (en) * 2019-07-16 2021-01-19 上海生农生化制品股份有限公司 Insecticidal composition and application thereof in pest control
CN112237196A (en) * 2019-07-16 2021-01-19 上海生农生化制品股份有限公司 Insecticidal composition and application thereof in pest control

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2516331A1 (en) * 1974-04-18 1975-11-06 Ciba Geigy Ag Phenoxymethyl- and phenylthiomethyl-pyridine derivs - with insecticidal, acaricidal and plant-growth regulating activity
US4943584A (en) * 1987-04-21 1990-07-24 Basf Aktiengesellschaft (p-Phenoxyphenoxy)-methyl-five-membered hetaryls
US5151428A (en) * 1990-05-24 1992-09-29 Noriyasu Sakamoto Pyridine derivatives and their compositions for the control of insect pests
US5243087A (en) * 1990-05-24 1993-09-07 Sumitomo Chemical Company, Limited Pyridine derivatives, their production processes and their compositions for the control of insect pests
CN111518022A (en) * 2019-02-02 2020-08-11 华东理工大学 Aromatic (hetero) cyclic ether compound with insecticidal activity and preparation method and application thereof
CN112237193A (en) * 2019-07-16 2021-01-19 上海生农生化制品股份有限公司 Insecticidal composition and application thereof in pest control
CN112237196A (en) * 2019-07-16 2021-01-19 上海生农生化制品股份有限公司 Insecticidal composition and application thereof in pest control

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