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Salicylic metal complex containing quaternary ammonium cation and preparation method thereof

A technology of quaternary ammonium cations and metal complexes, which is applied in the field of fine chemicals to achieve high biological activity, convenient deployment and use, and synergistic and efficient biological activity effects

Inactive Publication Date: 2014-04-02
HUAIHAI INST OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Aiming at the defects and deficiencies that the existing salicylic acid metal complexes or quaternary ammonium salt antibacterial agents cannot meet the needs of various application occasions, the present invention combines the quaternary ammonium salts and salicylic acid metal complexes through chemical bonds to give full play to their respective advantages , resulting in a synergistic effect, resulting in higher biological activity and more complete efficacy

Method used

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  • Salicylic metal complex containing quaternary ammonium cation and preparation method thereof
  • Salicylic metal complex containing quaternary ammonium cation and preparation method thereof
  • Salicylic metal complex containing quaternary ammonium cation and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] Embodiment 1Zn (QAS-HSal) 3 Preparation of -1

[0040]

[0041] Step 1, the preparation of QAS-Sa-1

[0042]

[0043] Weigh 13 grams of N,N-dimethylbenzylamine and 20 grams of 5-chloromethyl salicylaldehyde and dissolve them in 50 grams of ethyl acetate respectively to obtain the acetic acid of the N,N-dimethylbenzylamine Ethyl acetate solution and ethyl acetate solution of 5-chloromethyl salicylaldehyde, at room temperature, add the ethyl acetate solution of 5-chloromethyl salicylaldehyde to the ethyl acetate solution of N,N-dimethylbenzylamine After stirring and reacting for 4 hours, the temperature was raised to 60-65° C., and stirring was continued for 6 hours. The reaction system was left to stand, cooled naturally to room temperature, and filtered to obtain a beige crystalline substance. After recrystallization and drying, 29.8 g of QAS-Sa-1 was obtained with a yield of 96.8% and a melting point of 162-163°C.

[0044] Step 2, preparation of QAS-Sal-1

[...

Embodiment 2

[0049] Embodiment 2Cr (QAS-HSal) 3 Preparation of -1

[0050]

[0051] According to the method and operating steps of Example 1, the zinc chloride in Step 3 of Example 1 was replaced with chromium chloride to obtain purple-brown Cr(QAS-HSal) 3 -1, confirmed by elemental analysis as hexahydrated chromium salicylate complex containing quaternary ammonium cations.

Embodiment 3

[0052] Embodiment 3La(QAS-HSal) 2 Preparation of -1

[0053]

[0054] According to the method and operating steps of Example 1, the zinc chloride in the step three of Example 1 was replaced with lanthanum chloride to obtain white powder La(QAS-HSal) 3 -1, confirmed by elemental analysis that the molecular formula is C 51 h 61 Cl 3 LaN 3 o 11 , with the La(QAS-HSal) 3 -1 structure matches.

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Abstract

The invention provides a salicylic metal complex containing quaternary ammonium cation in a molecular structure, which aims at (1) improving water solubility of salicylic metal complex by virtue of water solubility and surface activity feature of quaternary ammonium salt, and facilitating blending and application of the salicylic metal complex as a bioactivity reagent; (2) by virtue of positive charge characteristics of quaternary ammonium salt, promoting the salicylic metal complex to contact bacteria, fungi or cells and effect quickly; (3) producing cooperative and efficient bioactivity and effects by virtue of bioactivities of quaternary ammonium salt and salicylic metal complex, such as double bactericidal activity, anti-microbial activity and bacteriostatic activity.

Description

technical field [0001] The invention relates to a metal complex of salicylic acid, in particular to a complex of salicylic acid containing quaternary ammonium cations in molecular structure and transition metals or rare earth metals, and belongs to the field of fine chemicals. technical background [0002] Salicylic acid is easy to form stable complexes with transition metal ions or rare earth ions. A large number of studies have confirmed that the complexes of salicylic acid and transition metal ions or rare earth ions have diverse biological effects, such as good anti-inflammatory and antibacterial , bactericidal, anticancer, anticoagulant, analgesic effects. Moreover, the transition metal or rare earth complexes have different degrees of improvement in efficacy compared with the original ligands, while the toxic side effect is reduced. In addition, salicylic acid and its derivatives also have various pharmacological effects such as sterilization, anti-inflammatory, analg...

Claims

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Application Information

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IPC IPC(8): C07F3/06C07F11/00C07F5/00A01P1/00A01P3/00A61P31/04A61P31/10
Inventor 马娟娟李京昊朱彩艳张田林
Owner HUAIHAI INST OF TECH
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