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Preparation of 8-hydroxyquinoline complexes and application of 8-hydroxyquinoline complexes in prevention and treatment of plant diseases

A technology of hydroxyquinoline zinc and complexes, which is applied in plant growth regulators, botany equipment and methods, chemicals for biological control, etc., and can solve problems such as increased resistance of pathogenic bacteria, environmental pollution, and excessive drug residues , to achieve the effects of high bactericidal activity, high product purity and simple synthesis process

Inactive Publication Date: 2020-11-17
LANZHOU UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] Chemical control has the characteristics of quick effect, convenience and high economic benefit. It is one of the main control measures for agricultural fungal diseases at present. Sex increase problem is getting worse

Method used

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  • Preparation of 8-hydroxyquinoline complexes and application of 8-hydroxyquinoline complexes in prevention and treatment of plant diseases
  • Preparation of 8-hydroxyquinoline complexes and application of 8-hydroxyquinoline complexes in prevention and treatment of plant diseases
  • Preparation of 8-hydroxyquinoline complexes and application of 8-hydroxyquinoline complexes in prevention and treatment of plant diseases

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] Synthesis of 8-hydroxyquinoline zinc complex (Ya)

[0019]

[0020] For the synthesis method, please refer to the reference method: Polyhedron 154(2018) 65-76. The specific synthesis operation is as follows: Synthesis of 8-hydroxyquinoline zinc complex (Ya) (Chemical formula III): Weigh 8-hydroxyquinoline (10mmol) Place it in a 100mL three-necked flask equipped with a condenser and a magnetic stirrer, dissolve it with 50mL of absolute ethanol, heat the solution to 70℃ in a water bath, weigh out zinc acetate dihydrate (5mmol) and dissolve it in 10mL of deionized water. The zinc acetate solution was slowly added dropwise (about 0.5h) to the ethanol solution of 8-hydroxyquinoline in a constant pressure dropping funnel, the reaction was magnetically stirred for 2h, and the reaction was stopped. A large amount of yellow-green solid precipitated out, filtered with suction, and the crude product was used separately Repeated washing with absolute ethanol and deionized water, vacuu...

Embodiment 2

[0023] Synthesis of 2-methyl-8-hydroxyquinoline zinc complex (Yb):

[0024] The experimental procedure is the same as in Example 1, except that 2-methyl-8-hydroxyquinoline is used instead of 8-hydroxyquinoline.

[0025]

[0026] Yb yellow-green solid, yield 97.6%; 1 H NMR(400MHz,DMSO-d6)δ8.28(d,J=8.4Hz,2H), 7.49(d,J=8.4Hz,2H), 7.28(t,J=7.9Hz,2H), 6.95-6.86 (m,2H),6.75-6.66(m,2H),2.94(s,6H).FTIR(KBr)ν / cm-1:3050.6(Ar-H);3036.0(-CH3);1605.2,1591.3,1567.6 , 1507.2 (quinoline ring skeleton vibration); 1462.4, 1377.7 (-CH3); 832.5, 750.0 (Ar-H); 509.7, 468.6 (Zn-N, Zn-O).

Embodiment 3

[0028] Synthesis of 5-chloro-8-hydroxyquinoline zinc complex (Yc):

[0029] The experimental procedure is the same as in Example 1, except that 5-chloro-8-hydroxyquinoline is used instead of 8-hydroxyquinoline.

[0030]

[0031] Yc yellow solid, yield 85.0%; 1 H NMR(400MHz,DMSO-d6)δ8.97(m,J=9.0Hz,2H),8.83(m,2H),7.69(m,2H),7.59(d,J=9.5Hz,2H),6.61 (d,2H).FTIR(KBr)ν / cm-1:3046.7(Ar-H);1595.2,1572.5,1491.6,1455.9(quinoline ring skeleton vibration);1380.9(CO);782.6,736.9(Ar-H ); 531.0, 499.4 (Zn-N, Zn-O).

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Abstract

The invention relates to the technical field of chemical pesticides, and discloses application of any compound of 8-hydroxyquinoline zinc complexes (Ya)-(Yj) in preparation of drugs for preventing orresisting sclerotinia rot of colza, botrytis cinerea, wheat scab and rice blast. Due to the fact that 8-hydroxyquinoline has wide biological activity, the complexes show huge potential in an antifungal aspect, and elemental zinc (Zn<2+>) has good bactericidal performance. The 8-hydroxyquinoline zinc complexes organically combine the biological activity of 8-hydroxyquinoline and the biological activity of Zn<2+>, and an activity test shows that the complexes show remarkable antibacterial activity can be developed as agricultural bactericides.

Description

Technical field [0001] The invention belongs to the technical field of chemical pesticides, and discloses a new use of 8-hydroxyquinoline zinc complexes, and specifically relates to the preparation of 8-hydroxyquinoline zinc complexes for the prevention and treatment of rape sclerotinia disease, tomato gray mold, and wheat The application of scab and rice blast medicine. Background technique [0002] Chemical control has the characteristics of quick-acting, convenient and high economic benefits. It is one of the main prevention and control measures for agricultural fungal diseases. However, due to the long-term use and incorrect use of chemical pesticides, the resulting drug residues, environmental pollution and pathogen resistance are exceeded. The problem of increased sex is getting worse. Therefore, research and development of new efficient and novel framework pesticides to prevent and control plant diseases has become an important topic for plant protection workers, and it i...

Claims

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Application Information

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IPC IPC(8): A01N43/42A01P3/00
CPCA01N43/42
Inventor 刘映前尹晓丹黄晓玲孙钰杨冠洲李俊采朱佳凯刘华
Owner LANZHOU UNIVERSITY
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