Fungicide imazalil ionic liquid, preparation method and application thereof

A technology of ionic liquid and imazalil, applied in the direction of fungicides, botany equipment and methods, applications, etc., can solve the problems of limited development speed, high cost, and long drug development cycle of new fungicides

Active Publication Date: 2022-04-01
HUNAN PLANT PROTECTION INST
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Imazalil belongs to DMIs fungicides. The Fungicide Resistance Action Committee (FRAC) has positioned ergosterol biosynthesis inhibitors DMIs fungicides as low to medium resistance risk agents, but due to unreasonable long-term use, some plants Pathogens will also develop a high level of resistance or resistance to some DMIs fungicides, especially Penicillium citri has developed significant resistance
[0005] At present, imazalil is mainly used in the control of citrus penicillium and crop anthracnose. It has been reported that pathogenic fungi such as anthracnose from various hosts have developed resistance to various fungicides such as DMIs. How to overcome or Delaying the emergence and development of pathogenic bacteria's resistance to it, so as to prolong its service life, is an important problem in the problem of plant pathogenic bacteria's resistance to pesticides
At the same time, due to the long drug development cycle and high cost of new fungicides, their development speed is greatly limited.

Method used

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  • Fungicide imazalil ionic liquid, preparation method and application thereof
  • Fungicide imazalil ionic liquid, preparation method and application thereof
  • Fungicide imazalil ionic liquid, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Embodiment one The synthesis of imazalil ionic liquid

[0033] Weigh 0.297g of the original drug imazalil into a 50mL three-neck bottle, add 20mL of methanol to fully dissolve imazalil; add relevant anionic ligands (acetic acid, nonanoic acid, oleic acid, salicylic acid, benzoic acid) , The reaction was stirred at 60-70°C, and the reaction was followed by thin chromatography separation until the reaction was complete. The reaction compound is removed by a rotary evaporator to remove methanol, and the related imazalil ionic liquid can be obtained.

[0034] Six kinds of anionic ligands mentioned above were selected, and six kinds of imazalil ionic ligands were synthesized by acid-base neutralization reaction. Among them, number 1 is imazalil; number 2 is imazalil-acetic acid ionic liquid; number 3 is imazalil-nonanoic acid ionic liquid; number 4 is imazalil-oleic acid ionic liquid; number 5 is imazalil - Benzoic acid ionic liquid; number 6 is imazalil-salicylic acid ion...

Embodiment 2

[0039] Embodiment two characterization of imazalil ionic liquid

[0040] Take an appropriate amount of the imazalil ionic liquid prepared in Example 1 and put it in an NMR tube, add 600 μL of deuterated chloroform, and use a nuclear magnetic resonance instrument Bruker Avance DPX 300 MHz to carry out the characterization of the proton nuclear magnetic resonance spectrum, and analyze the structural characteristics of the imazalil ionic liquid .

[0041] The obtained imazalil ionic liquid was characterized by proton nuclear magnetic resonance spectrum by nuclear magnetic resonance instrument. From the data of the hydrogen spectrogram in Table 2, it can be seen that the active hydrogen of the carboxyl group located in the high field in all paired ions disappeared, and the imazalil in the synthetic product was -Acetic acid ionic liquid, imazalil-nonanoic acid ionic liquid and imazalil-oleic acid ionic liquid N-CH-N hydrogen spectrum shift on the imidazole ring moved to the high fi...

Embodiment 3

[0045] Example 3: Determination of Sensitivity of Pepper Anthracnose Pathogenic Bacteria to Imazalil

[0046] 1. Preparation of culture medium

[0047] PDA medium: Potato dextrose agar medium without antibiotics purchased from Suleibao Company, weighed 46g, dissolved in 1L ddH2O, autoclaved at 121°C for 20min, and set aside.

[0048] 2. Preparation of drug-containing medium

[0049] Completely dissolve imazalil with a mixed solution of methanol and water to prepare imazalil mother solution with a concentration of 5.0 mg / mL. To the 200mL PDA medium cooled to about 55°C, add the corresponding volume of 5mg / L imazalil, mix well, and prepare to contain 0.5mg / L, 1.0mg / L, 2.0mg / L, 4.0mg / L , 8.0mg / L and 16.0mg / L imazalil PDA plates.

[0050] 3. Determination of sensitivity of pepper anthracnose pathogen to imazalil

[0051] Sensitivity assays were performed using the growth rate method. The test strains HHBY48 (C.acutatum), YYGXZ07 (C.brevisporum), HBLF01 (C.capsici), CZHP03 (C....

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Abstract

The invention relates to the field of pesticides, specifically the fungicide imazalil ionic liquid, its preparation method and application. The imazalil ionic liquid is the ionic liquid prepared by the acid-base neutralization reaction of imazalil and organic acid, more specifically the ligand of fatty acid and acid containing benzene ring. The experimental results showed that the tested imazalil ionic liquid exhibited different synergistic antibacterial activities on the tested strains, and the highest synergistic effect reached 47.19%, with broad application prospects.

Description

technical field [0001] The invention belongs to the field of chemical pesticides in plant protection, and in particular relates to the fungicide imazalil ionic liquid, its preparation method and application. Background technique [0002] Ionic liquid is a kind of salt composed entirely of organic ions with a melting point lower than 100°C. It is generally in a molten state at room temperature. lower salt. Ionic liquids can optimize the physical and chemical properties of the matrix itself, such as melting point, solubility, surface tension, etc., by selecting different anion and cation pairs (different alkyl chain lengths, different ion types, etc.). In recent years, scientists have used the active ingredients of medicines as the basis to mix different types of paired anions / cations, which can not only ensure the activity of the original medicine but also improve the physical and chemical properties of its defects. The impact of natural ionic liquids on the sustainable deve...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): A01N43/50C07D233/60C07C53/10C07C53/126C07C57/12C07C63/08C07C65/10C07C51/41A01P3/00
CPCA01N43/50C07D233/60C07C53/10C07C53/126C07C57/12C07C63/08C07C65/10
Inventor 谭新球张卓陈岳满益龙曹永松郑立敏欧阳超刘思珍史晓斌李成刚张德咏刘勇
Owner HUNAN PLANT PROTECTION INST
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