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Polymerizable salicylic aldehyde complex containing quaternary ammonium salt and preparation method thereof

A technology of quaternary ammonium salt and salicylaldehyde, applied in the preparation of organic compounds, carboxylate salts, copper organic compounds, etc., can solve the problem of low biocidal activity

Inactive Publication Date: 2012-11-07
HUAIHAI INST OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In the 1990s, it was replaced by environmentally friendly tin-free self-polishing antifouling coatings. This type of antifouling coating is also the framework for continuing to use organic tin self-polishing antifouling coatings. The film-forming material is still a (meth)acrylic hydrolyzable copolymer. The best is to use non-tin biocidal active substances such as copper, zinc, silicon, benzaldehyde, quinone, boron salt, quaternary ammonium salt or quaternary phosphorus salt. Cuprous, cuprous thiocyanate, chlorothalonil (tetrachloroisophthalonitrile) and other antifouling agents are used
Professionals are well aware that salicylaldehyde and its complexes with some metal ions are also powerful bactericidal and antibacterial agents, and its bactericidal and antibacterial effect has a synergistic effect with quaternary ammonium salts. The use of polished polyacrylic acid copolymer coatings in marine antifouling coatings has not been reported

Method used

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  • Polymerizable salicylic aldehyde complex containing quaternary ammonium salt and preparation method thereof
  • Polymerizable salicylic aldehyde complex containing quaternary ammonium salt and preparation method thereof
  • Polymerizable salicylic aldehyde complex containing quaternary ammonium salt and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Example 1 Preparation of polymerizable salicylaldehyde / copper complex PQSC-1 containing quaternary ammonium salt

[0039] Step 1, the preparation of QS-1 quaternary ammonium salt replacing salicylaldehyde

[0040]

[0041] Weigh 70 grams of N,N-dimethylbenzylamine and 80 grams of 5-chloromethyl salicylaldehyde and dissolve them in 100 grams of ethyl acetate respectively to obtain the acetic acid of N,N-dimethylbenzylamine Ethyl ester solution and ethyl acetate solution of 5-chloromethyl salicylaldehyde, at room temperature, add the ethyl acetate solution of 5-chloromethyl salicylaldehyde to N,N-dimethylbenzylamine ethyl acetate solution After stirring and reacting for 4 hours, the temperature was raised to 60-65° C. and continued to stir and react for 6 hours. The reaction system was allowed to stand and naturally cooled to room temperature, filtered to obtain a white crystalline substance, recrystallized, and dried to obtain 132 grams of QS-1 type quaternary ammoni...

Embodiment 2

[0048] Example 2 Preparation of polymerizable salicylaldehyde / copper complex PQSC-2 containing quaternary ammonium salt

[0049]

[0050] According to the method and operation steps of Example 1, the N,N-dimethylbenzylamine in Example 1 was replaced with tributylamine to prepare the polymerizable salicylaldehyde / copper complex PQSC-2 containing quaternary ammonium salt.

Embodiment 3

[0051] Example 3 Preparation of polymerizable salicylaldehyde / copper complex PQSC-3 containing quaternary ammonium salt

[0052]

[0053] According to the method and operation steps of Example 1, the N,N-dimethylbenzylamine in Example 1 is replaced by N,N-dimethyldodecylamine, and the polymerizable salicylic acid containing quaternary ammonium salt is obtained Aldehyde / copper complex PQSC-3.

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Abstract

The invention provides a polymerizable salicylic aldehyde complex containing a quaternary ammonium salt in a molecular structure. The polymerizable salicylic aldehyde complex containing the quaternary ammonium salt can be used for copolymerization reaction on styrene, acrylic ester, acrylonitrile, vinyl acetate or acrylic amide to form series resin with a macromolecular side chain bonded with two sterilizing and antibacterial substances including a salicylic aldehyde complex and the quaternary ammonium salt; and the resin and inorganic ions in seawater are subjected to ion exchange reaction to sequentially release the two sterilizing and antibacterial substances including the salicylic aldehyde complex and the quaternary ammonium salt, so as to generate the effect of preventing pollution on marine organisms and the surface layer self-cleaning effect.

Description

technical field [0001] The invention relates to a polymerizable functional complex, in particular to a polymerizable salicylaldehyde complex containing quaternary ammonium salt in the molecule, which is used for the preparation of functional polymer materials and belongs to the field of functional polymer materials. technical background [0002] For many centuries, people have been exploring and researching anti-biofouling technologies and methods for marine vessels and marine facilities in seawater. At present, the most effective way is coating. In the 1970s, organic tin self-polishing antifouling coatings were born. Compared with traditional antifouling coatings, the advantages of organic tin self-polishing antifouling coatings are that organic tin compounds have broad-spectrum bactericidal properties, stable exudation rate of antifouling agents, long antifouling period, low poisonous concentration, and Smoothes the surface of the hull as the antifouling agent seeps out a...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F1/08C07F3/06C07F15/04C07F13/00C07C223/02C07C221/00C07C57/04C07C51/41A01P1/00C08F220/06C09D133/02C09D5/16
Inventor 李善忠刘亚波李健南唐皖李忠良孙扬朱鹏飞李金鹏关云来张田林
Owner HUAIHAI INST OF TECH
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