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Difenoconazole copper complex as well as preparation method and application thereof

A technology of difenoconazole and metroconazole copper, which is applied in the direction of botany equipment and methods, copper organic compounds, applications, etc., can solve the problems of apple yield and quality impact, fruit tree failure, etc., to improve biological activity and reduce Dosage, the effect of expanding the bactericidal spectrum

Inactive Publication Date: 2015-04-29
NORTHWEST UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The application of triazole fungicides during the growth of apple trees is also prone to resistance, especially when some common triazole fungicides (thiram, carbendazim and thiophanate-methyl) are applied alone in places with severe spotted leaf fall It has been useless, and the yield and quality of apples have been seriously affected. In some places, fruit trees have even failed to harvest.

Method used

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  • Difenoconazole copper complex as well as preparation method and application thereof
  • Difenoconazole copper complex as well as preparation method and application thereof
  • Difenoconazole copper complex as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Example 1 Complex (1) [Cu(C 19 h 17 Cl 2 N 3 o 3 ) 2 (CH 3 COO) 2 (H 2 O)] 2H 2 Synthesis of O

[0028] Dissolve 0.22mmol (0.0894g) of difenoconazole in 10mL of absolute ethanol, dissolve 0.1mmol (0.0100g) of copper acetate in 5mL of distilled water, slowly add the aqueous solution of copper acetate into the ligand solution, and stir at room temperature 1h, filter, collect the filtrate in a beaker, and after standing at room temperature for a week, blue blocky crystals appear. Elemental analysis (C 42 h 46 C l4 N 6 o 13 Cu): Calculated (%): C, 48.13; H, 4.42; N, 8.02; Found (%): C, 48.09; H, 4.41; N, 7.99.

[0029] Such as figure 1 As shown, the main infrared characteristic absorption peak of complex 1 is 3141cm -1 (ν =C–H ), 1598cm -1 (ν C=N ), 1470cm -1 (ν C=C ), 1232cm -1 (ν Ar–O–Ar ), 1133 cm -1 (ν C–N ), 1052cm -1 (ν R–O–R ), the stretching vibration absorption peaks of =C–H, C=N, C–N in the ligand are 3101cm -1 、1591cm -1 、1130 cm ...

Embodiment 2

[0032] Example 2 Complex (2) [Cu(C 19 h 17 Cl 2 N 3 o 3 ) 2 (COOH) 2 ]·H 2 Synthesis of O

[0033] Dissolve 0.11mmol (0.0447g) of difenoconazole in 10mL of absolute ethanol, dissolve 0.1mmol (0.0113g) of copper formate in 5mL of distilled water, slowly add the aqueous solution of copper formate into the ligand solution, and stir at room temperature 1h, filter, collect the filtrate in a beaker, and after standing at room temperature for three weeks, blue blocky crystals appear. Elemental analysis (C 40 h 38 C l4 N 6 o 11 Cu): Calculated (%): C, 48.82; H, 3.89; N, 8.54; Found (%): C, 48.79; H, 3.81; N, 8.49.

[0034] Such as image 3 As shown, the main infrared characteristic absorption peak of complex (2) is 3151cm -1 (ν =C–H ), 1602cm -1 (ν C=N ), 1472cm -1 (ν C=C ), 1230cm -1 (ν Ar–O–Ar ), 1133 cm -1 (ν C–N ), 1053cm -1 (ν R–O–R ), the stretching vibration absorption peaks of =C–H, C=N, C–N in the ligand are 3101cm -1 、1591cm -1 、1130 cm -1 . ...

Embodiment (3)

[0037] Embodiment (3) Complex (3) Cu(C 19 h 17 Cl 2 N 3 o 3 ) 2 (NO 3 ) 2 Synthesis

[0038] Dissolve 0.11mmol (0.0447g) of difenoconazole in 10mL of absolute ethanol, and dissolve 0.1mmol (0.0121g) of copper nitrate in 5mL of distilled water. Slowly add the aqueous solution in which copper nitrate is dissolved into the ligand solution, and stir at room temperature 1h, filter, collect the filtrate in a beaker, and after standing at room temperature for three weeks, blue blocky crystals appear. Elemental analysis (C 38 h 34 C l4 N 8 o 12 Cu): Calculated (%): C, 45.64; H, 3.43; N, 11.20; Found (%): C, 45.59; H, 3.41; N, 11.19.

[0039] Such as Figure 5 As shown, the main infrared characteristic absorption peak of complex (3) is 3139cm -1 (ν =C–H ), 1605cm -1 (ν C=N ), 1472cm -1 (ν C=C ), 1230cm -1 (ν Ar–O–Ar ), 1133 cm -1 (ν C–N ), 1002cm -1 (ν R–O–R ), the stretching vibration absorption peaks of =C–H, C=N, C–N in the ligand are 3101cm -1 、1591cm -...

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Abstract

The invention discloses a difenoconazole copper complex shown as a general formula (I): Cu(C19H17Cl2N3O3)2(L)2.nH2O(1), in which C19H17Cl2N3O3 is difenoconazole, L is an acetate radical, a formate radical or a nitrate radical, and n is 0, 1 or 3. The synthesized difenoconazole copper complex has higher activity of inhibiting common fungi on crops than the difenoconazole, thereby being higher in the biological activity, wider in the bactericidal spectrum and smaller in the drug dose.

Description

technical field [0001] The invention relates to a difenoconazole copper complex and a preparation method and application thereof, belonging to the technical field of chemical pesticides. Background technique [0002] Triazole fungicides are high-efficiency, broad-spectrum, long-lasting, low-toxicity, safe, and have good systemic, protective and therapeutic effects, as well as certain plant growth regulating activity. Most of the triazole fungicides are systemic fungicides, which have strong biological activity against pathogenic bacteria, are harmless to plants, and are easy to use. A disease, the effect is excellent. Based on this, the research on triazole fungicides has become an important milestone in the development of pesticide fungicides. [0003] Drug resistance, also known as drug resistance, refers to the resistance of microorganisms, parasites, and tumor cells to chemotherapy drugs. Once drug resistance occurs, the chemotherapy effect of drugs will be significant...

Claims

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Application Information

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IPC IPC(8): C07D405/06A01N43/653A01P3/00
CPCC07F1/08A01N43/653A01N55/02
Inventor 雷鸽娟宁永霞李婕惠亮亮步怀宇谢钢
Owner NORTHWEST UNIV
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