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Acrylate functional monomer and preparation method thereof

A technology of acrylate and functional monomers, which is applied in the field of acrylate functional monomers and acrylates, can solve the problems of single biocidal and antibacterial effects, complex production technology, and expensive raw materials, and achieve low cost, abundant sources, and reduced drug resistance. Effect

Active Publication Date: 2017-06-20
HUAIHAI INST OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the above-mentioned technology has the defects of single biocidal and antibacterial effect, expensive raw materials and complicated production technology.

Method used

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  • Acrylate functional monomer and preparation method thereof
  • Acrylate functional monomer and preparation method thereof
  • Acrylate functional monomer and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] Embodiment 1 Acrylic acid-[3-formyl-4-(chloride N, N-dimethyl-N-benzyl ammonium methyl)] the preparation of phenyl ester

[0031]

[0032] Acrylic acid-[3-formyl-4-(N,N-dimethyl-N-benzylammoniomethyl)]phenyl chloride

[0033] Step 1, the preparation of N, N-dimethyl-N-benzyl-N-(3-formyl-4-hydroxybenzyl) ammonium chloride

[0034] Weigh 20 grams of N, N-dimethylbenzylamine and 40 grams of 5-chloromethyl salicylaldehyde respectively, dissolve them in 80 grams of ethyl acetate respectively, and dissolve N, N-dimethylbenzylamine ethyl acetate at room temperature The ester solution was added to 5-chloromethyl salicylaldehyde ethyl acetate solution, stirred for 4 hours, the solid was filtered out, washed with ethyl acetate, and dried to obtain N,N-dimethyl-N-chloride Benzyl-N-(3-formyl-4-hydroxybenzyl)ammonium 42.8 g, yield 93.2%.

[0035] Step 2, the preparation of acrylic acid-[3-formyl-4-(chlorinated N, N-dimethyl-N-benzyl ammonium methyl)] phenyl ester

[0036] 30 g...

Embodiment 2

[0037]The preparation of embodiment 2 methacrylic acid-[3-formyl-4-(chlorination N, N-dimethyl-N-n-octyl ammonium base methyl)] phenyl ester

[0038]

[0039] Methacrylate-[3-formyl-4-(N,N-dimethyl-N-n-octylammoniomethyl)]phenyl chloride

[0040] According to the method and operation steps of Example 1, the N,N-dimethylbenzylamine in step 1 of Example 1 was replaced with N,N-dimethyl n-octylamine, and the acryloyl chloride in step 2 was replaced with methyl Acryloyl chloride to obtain [3-formyl-4-(N,N-dimethyl-N-n-octylammoniomethyl)]phenyl methacrylate.

Embodiment 3

[0041] Embodiment 3 The preparation of methacrylic acid-[3-formyl-4-(chlorinated N, N-dimethyl-N-allyl ammonium base methyl)] phenyl ester

[0042]

[0043] [3-Formyl-4-(N,N-dimethyl-N-allylammoniomethyl)]phenyl methacrylate

[0044] According to the method and operation steps of Example 1, the N,N-dimethylbenzylamine in Step 1 of Example 1 was replaced with N,N-Dimethallylamine, and the acryloyl chloride in Step 2 was replaced with methacrylic Acyl chloride to obtain [3-formyl-4-(N,N-dimethyl-N-allylammoniomethyl)]phenyl methacrylate.

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Abstract

The invention provides an acrylate functional monomer which is used for manufacturing a self-polished marine anti-fouling paint film forming agent. The acrylate functional monomer is characterized in that a chemical structure contains quaternary ammonium cations or quaternary phosphonium cations and benzaldehyde functional groups, so that the acrylate functional monomer has a killing and antibacterial synergistic effect and can be used for effectively lowering the pesticide resistance of bacteria and microbes. The acrylate functional monomer can be subjected to a hydrolysis reaction, regenerated organic acids and salicylaldehyde also have killing and antibacterial actions, and salicylaldehyde can also selectively chelate and absorb Cu<2+>, Zn<2+>, Ni<2+>, Hg<2+> and the like in seawater, so that new killing and antibacterial actions are generated.

Description

technical field [0001] The invention relates to an acrylate, in particular to an acrylate containing a quaternary ammonium cation or a quaternary phosphonium cation and benzaldehyde, which is used as an acrylate functional monomer and belongs to the field of functional polymer materials. [0002] technical background [0003] Since humans have engaged in marine activities, they have been continuously exploring technologies and methods for preventing and controlling biofouling of marine vessels and marine engineering facilities. So far, the most popular and effective antifouling method is the tributyltin acrylate polymer self-polishing antifouling coating that appeared in the 1970s. The antifouling mechanism of tributyltin acrylate polymer is to release tributyltin ions through the side chain hydrolysis reaction of polyacrylic acid organotin ester, which produces biological toxicity and poisons marine microorganisms; in addition, the remaining polyacrylic acid main chain is wa...

Claims

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Application Information

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IPC IPC(8): C07C223/02C07C221/00C07F9/54A01N37/06A01N57/22A01P1/00
CPCA01N37/06A01N57/22C07C223/02C07F9/5456
Inventor 马娟娟郑艺忠胡关明樊变花李艳秋吴雨晏张田林
Owner HUAIHAI INST OF TECH
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