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Organophosphorus insecticide containing multi-fluorine butene and preparation method and application thereof

A technology of fluorobutene and organophosphorus, which is applied in the field of organophosphorus insecticides and its preparation, can solve the problems of high human toxicity, impact on agricultural production safety, and easy production of antibodies, and achieve low toxicity, good insecticidal effect, and increased active effect

Inactive Publication Date: 2013-12-11
SHANDONG UNITED PESTICIDE IND CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, its shortcomings are more obvious: the residues of organophosphorus insecticides and fluorine atom-containing insecticides are more toxic to humans; pests are prone to produce antibodies, which affects the safety of agricultural production

Method used

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  • Organophosphorus insecticide containing multi-fluorine butene and preparation method and application thereof
  • Organophosphorus insecticide containing multi-fluorine butene and preparation method and application thereof
  • Organophosphorus insecticide containing multi-fluorine butene and preparation method and application thereof

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preparation example Construction

[0018] A preparation method of an organophosphorus insecticide containing polyfluorobutenes, comprising the following steps: with According to the molar ratio of 1:0.8-1.2, add it to the solvent in turn, then add the acid-binding agent, stir and react for 22-26h, and remove the solvent by distillation at a vacuum of 0.088-0.10kPa, then add water and stir evenly, and let it stand for 22-26 hours After 24 hours, the upper layer oily substance is obtained, and the upper layer oily substance is a kind of organophosphorus insecticide containing polyfluorobutenes shown in general formula I, wherein: R 1 = O or S; R 2 =H, F, Cl or Br.

[0019] Its general reaction formula is:

[0020] .

[0021] The solvent is methanol, ethanol, propanol, N,N-dimethylformamide, N,N-dimethylacetamide or dimethyl sulfoxide.

[0022] The acid-binding agent sodium carbonate, potassium carbonate, pyridine or triethylamine.

[0023] Table 1 Structural measurement analysis of a polyfluorobutene-co...

Embodiment 1

[0027] The compound of serial number 1 in preparation table 1 comprises the following steps:

[0028] In 1000 ml of N,N-dimethylformamide solvent, add 1 mole, 1 mole, 1 mole of triethylamine, stirred at room temperature for 24 hours, distilled off N,N-dimethylformamide under a vacuum of 0.098KPa, the maximum distillation temperature was not higher than 80 degrees, added 1000 ml of water, stirred, Stand still for 24 hours, the oil layer obtained is a kind of organophosphorus insecticide containing polyfluorobutenes, and it is 95% by HPLC analysis.

[0029] Its structural formula is:

[0030]

Embodiment 2

[0032] The compound of serial number 2 in the preparation table 1 comprises the following steps:

[0033] In 1000 ml of propanol solvent, add 1 mole, 1 mole, 0.8 moles of potassium carbonate, stirred at normal temperature for 26 hours, distilled off propanol at a vacuum of 0.10KPa, the maximum distillation temperature was not higher than 80 degrees, added 1000 milliliters of water, stirred, and stood for 26 hours to obtain the oil layer as An organophosphorus insecticide containing polyfluorobutenes, with an HPLC analysis of 95.5%.

[0034] Its structural formula is:

[0035]

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Abstract

The invention provides an organophosphorus insecticide containing multi-fluorine butene and a preparation method and application of the organophosphorus insecticide. The organophosphorus insecticide containing multi-fluorine butane has a structural formula I shown in the specification, wherein R1=O or S, and R2=H, F, Cl or Br. The preparation method includes the following steps: adding 1 mol of A, 1 mol of B and 1 mol of triethylamine into 1000ml of N,N-dimethylformamide solvent, stirring for 24h, distilling under the vacuum degree of 0.098KPa and at the highest distillation temperature not higher than 80 DEG C to remove N,N-dimethylformamide, then adding 1000ml of water, stirring, and standing for 24h to obtain an oil layer, namely the organophosphorus insecticide containing multi-fluorine butane, wherein the purity of multi-fluorine butane is 95% under analysis of through high performance liquid chromatography (HPLC). The organophosphorus insecticide is used for preventing and controlling agricultural pests such as lepidoptera, coleopteran, homoptera, orthoptera pests and mites, and nematode diseases, and has the characteristics of high insecticidal activity and low resistance of pests.

Description

technical field [0001] The invention belongs to the technical field of insecticides, and in particular relates to an organophosphorus insecticide containing polyfluorobutenes, a preparation method and application thereof. Background technique [0002] Pests and diseases in agricultural production are a major factor that threatens agricultural safety. At present, a large number of compounds have been invented for the prevention and control of pests and diseases in agriculture. Organophosphorus insecticides have become the main insecticides due to their strong insecticidal ability. Compounds containing fluorine atoms have higher activity among insecticidal compounds, and better insecticidal effect. However, its shortcomings are obvious: the residues of organophosphorus insecticides and fluorine atom-containing insecticides are more toxic to humans; pests are prone to produce antibodies, which affects the safety of agricultural production. Contents of the invention [0003]...

Claims

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Application Information

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IPC IPC(8): A01N57/12A01P7/04A01P7/02A01P5/00C07F9/173
CPCC07F9/20C07F9/177
Inventor 唐剑峰刘杰潘光明牛芳
Owner SHANDONG UNITED PESTICIDE IND CO LTD
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