Preparation method of quaternary ammonium salt type hydrophilic ultraviolet curing resin

A curing resin and hydrophilic technology, applied in polyether coatings, coatings, etc., can solve problems affecting continuous anti-fog performance, low polymerization activity, residue, etc., achieve excellent hydrophilic performance, simple preparation, and hydrophilic Good results

Active Publication Date: 2017-05-31
SHANGHAI WEIKAI CHEM +1
6 Cites 2 Cited by

AI-Extracted Technical Summary

Problems solved by technology

However, the polymerization activity of allyloxy monomers is much lower than that of acrylate monomers, so a large amount of unreacted allyloxy nonylphenoxy propanol polyoxyethylene ether will remain
Although the residual allyloxynonylphenoxypropanol polyoxyethylene ether can also undergo photopolymerization in the ...
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Abstract

The invention provides a preparation method of quaternary ammonium salt type hydrophilic ultraviolet curing resin. The preparation method comprises the following steps: performing Michael addition reaction on binary polyether amine and acryloyloyloxyethyl trimethylammonium chloride at room temperature to obtain a double-end secondary amino compound intermediate; and performing Michael addition reaction on the double-end secondary amino compound intermediate and polyfunctionality acrylic ester at 40-45 DEG C to obtain the quaternary ammonium salt type hydrophilic ultraviolet curing resin. The method provided by the invention has the following advantages: (1) the quaternary ammonium salt type hydrophilic ultraviolet curing resin is easily prepared by two-step Michael addition reaction in short time at relatively low temperature; and (2) due to a quaternary ammonium salt structure fixed by a chemical bond on a crosslinking network formed by photo-curing, the quaternary ammonium salt type hydrophilic ultraviolet curing resin can guarantee excellent initial and continuous anti-fog property of a film after being applied to anti-fog coating.

Application Domain

Polyether coatings

Technology Topic

Addition reactionAcrylate +10

Image

  • Preparation method of quaternary ammonium salt type hydrophilic ultraviolet curing resin
  • Preparation method of quaternary ammonium salt type hydrophilic ultraviolet curing resin

Examples

  • Experimental program(5)
  • Comparison scheme(4)
  • Effect test(1)

Example Embodiment

[0030] Example 1
[0031] This embodiment relates to a method for preparing a quaternary ammonium salt type hydrophilic ultraviolet curable resin, which specifically includes the following steps:
[0032] Add ethanol (70 g), polymerization inhibitor p-hydroxyanisole (0.14 g), polyetheramine D400 (2.30 g, 5 mmol) and 80% acryloxyethyl trimethyl ammonium chloride aqueous solution (24.2 g, 10 mmol), reacted at room temperature for 1.5 hours, FT-IR could not detect 810 cm- 1 At the absorption peak of the double bond, the first step is complete. Then add ethoxy dipentaerythritol hexaacrylate (EO96mol) (48.02g, 10mmol), heat up to 45℃ and react for 3 hours, FT-IR can not detect 3400-3300cm- 1 At the absorption peak of the secondary amine, the reaction is terminated and a light yellow transparent liquid is obtained. Then, it was precipitated with n-hexane, and then vacuum dried at 50° C. for 12 hours to obtain a quaternary ammonium salt type hydrophilic ultraviolet curable resin with a functionality of 10.

Example Embodiment

[0033] Example 2
[0034] This embodiment relates to a method for preparing a quaternary ammonium salt type hydrophilic ultraviolet curable resin, which specifically includes the following steps:
[0035] Add ethanol (78g), polymerization inhibitor p-hydroxyanisole (0.16g), polyetheramine D400 (2.30g, 5mmol) and 80% acryloxyethyl trimethyl ammonium chloride aqueous solution (24.2 g, 10 mmol), reacted at room temperature for 1.5 hours, FT-IR could not detect 810 cm- 1 At the absorption peak of the double bond, the first step is complete. Then add ethoxypentaerythritol tetraacrylate (EO120mol) (56.32g, 10mmol), heat up to 45℃ and react for 3 hours, FT-IR can not detect 3400-3300cm- 1 At the absorption peak of the secondary amine, the reaction is terminated and a light yellow transparent liquid is obtained. Then, it was precipitated with n-hexane, and then vacuum dried at 50°C for 12 hours to obtain a quaternary ammonium salt type hydrophilic ultraviolet curable resin with a functionality of 6.

Example Embodiment

[0036] Example 3
[0037] This embodiment relates to a method for preparing a quaternary ammonium salt type hydrophilic ultraviolet curable resin, which specifically includes the following steps:
[0038] Add ethanol (70g), polymerization inhibitor p-hydroxyanisole (0.14g), polyetheramine ED-600 (2.64g, 5mmol) into a 250ml four-necked flask equipped with mechanical stirring, thermometer and nitrogen introduction device. ) And 80% acryloxyethyl trimethylammonium chloride aqueous solution (24.2g, 10mmol), reacted at room temperature for 1.5 hours, FT-IR could not detect 810cm- 1 At the absorption peak of the double bond, the first step is complete. Then add ethoxy dipentaerythritol hexaacrylate (EO96mol) (48.02g, 10mmol), heat up to 45℃ and react for 3 hours, FT-IR can not detect 3400-3300cm- 1 At the absorption peak of the secondary amine, the reaction is terminated, and a light yellow transparent liquid is obtained, which is then precipitated with n-hexane, and then vacuum dried at 50°C for 12 hours to obtain a quaternary ammonium salt type hydrophilic ultraviolet curable resin with a functionality of 10.

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