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Sulfonated aqueous UV polyurethane modified epoxy acrylate emulsion and its preparation method

A polyurethane modification, epoxy acrylic technology, applied in epoxy resin coatings, coatings, etc., can solve the problems of unstable storage, weak carboxyl electronegativity, poor oligomer hydrophilicity, etc., and achieve less side reactions. , The effect of flexible synthesis route and simple synthesis route

Inactive Publication Date: 2012-05-02
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Water-based epoxy acrylate resin mainly introduces carboxyl groups through acrylic acid ring-opening epoxy resin, and then esterifies maleic anhydride; water-based polyurethane acrylate mainly introduces carboxyl groups through dimethylolpropionic acid during the reaction process. These are basically carboxyl groups as hydrophilic groups. Compared with sulfonic acid groups, carboxyl groups are weaker in electronegativity, and the formed oligomers are not as hydrophilic as the latter, and the later storage is also unstable.

Method used

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  • Sulfonated aqueous UV polyurethane modified epoxy acrylate emulsion and its preparation method
  • Sulfonated aqueous UV polyurethane modified epoxy acrylate emulsion and its preparation method
  • Sulfonated aqueous UV polyurethane modified epoxy acrylate emulsion and its preparation method

Examples

Experimental program
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Effect test

Embodiment 1

[0043] (1) Under the protection of nitrogen, add hydroxyethyl acrylate HEA or hydroxypropyl acrylate HPA and dibutyltin dilaurate (DBTDL) dropwise to isophorone diisocyanate (IPDI), keep the reaction temperature at 40°C, monitor The concentration of -NCO in the system changes until the concentration of -NCO no longer changes, the molar ratio of HEA or HPA to diisocyanate is 1:1; the mass ratio of dibutyltin dilaurate to hydroxyethyl acrylate or hydroxypropyl acrylate is 0.9 : 100, to obtain the semi-adduct of diisocyanate;

[0044] (2) The ring-opening esterification reaction of epoxy resin E51 and tricarboxybenzenesulfonic acid under the effect of catalyst triphenylphosphine, the mol ratio of epoxy resin and tricarboxybenzenesulfonic acid is 2: 1, and the initial acid value is 208.8mgKOH / g resin, react at 120°C for 2h, then raise the temperature to 150°C, and continue to react for 3h. When the acid value dropped to 104.4mgKOH / g resin, the reaction was stopped to obtain epoxy...

Embodiment 2

[0054] (1) Under nitrogen protection, add hydroxyethyl acrylate HEA or hydroxypropyl acrylate HPA and dibutyltin dilaurate (DBTDL) dropwise to toluene diisocyanate (TDI), keep the reaction temperature at 45°C, and monitor the system - The concentration of NCO changes until the -NCO concentration does not change anymore, the molar ratio of HEA or HPA to diisocyanate is 1: 1.05; the mass ratio of dibutyltin dilaurate to hydroxyethyl acrylate or hydroxypropyl acrylate is 1.0: 100, Obtain the semi-adduct of diisocyanate;

[0055] (2) The ring-opening esterification reaction of epoxy resin E44 and tricarboxybenzenesulfonic acid under the effect of catalyst triphenylphosphine, the mol ratio of epoxy resin and tricarboxybenzenesulfonic acid is 1: 2, and the initial acid value is 433.6mgKOH / g resin, reacted at 125°C for 1.5h, then raised the temperature to 150°C, and continued to react for 3.5h. When the acid value dropped to 325.2mgKOH / g resin, the reaction was stopped to obtain epo...

Embodiment 3

[0059] (1) Under the protection of nitrogen, add hydroxyethyl acrylate HEA or hydroxypropyl acrylate HPA and dibutyltin dilaurate (DBTDL) dropwise to hexamethylene diisocyanate (HDI), keep the reaction temperature at 50°C, monitor The concentration of -NCO in the system changes until the concentration of -NCO no longer changes, the molar ratio of HEA or HPA to diisocyanate is 1:1; the mass ratio of dibutyltin dilaurate to hydroxyethyl acrylate or hydroxypropyl acrylate is 1.1 : 100, to obtain the semi-adduct of diisocyanate;

[0060] (2) The ring-opening esterification reaction of epoxy resin E51 and tricarboxybenzenesulfonic acid under the effect of catalyst triphenylphosphine, the mol ratio of epoxy resin and tricarboxybenzenesulfonic acid is 3: 1, and the initial acid value is 135.68mgKOH / g resin, reacted at 120°C for 2h, then raised the temperature to 150°C, and continued to react for 3.5h. When the acid value dropped to 33.92mgKOH / g resin, the reaction was stopped to obt...

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Abstract

The invention discloses a sulfonated aqueous UV polyurethane modified epoxy acrylate emulsion and its preparation method. The preparation method comprises the following steps of: adding dropwisely acrylic acid hydroxyl ethyl or hydroxypropyl acrylate and dibutyltin dilaurate into diisocyanate under the protection of nitrogen to obtain a diisocyanate semi-adduct after the reaction; performing a ring-opening esterification reaction between an epoxy resin and 5-sulfo-1,2,4-benzenetricarboxylic acid under the action of a catalyst to obtain epoxy 5-sulfo-1,2,4-benzenetricarboxylic acid ester; performing a reaction between the semi-adduct and epoxy 5-sulfo-1,2,4-benzenetricarboxylic acid ester under the action of a catalyst dibutyltin dilaurate at the temperature of 40-50 DEG C until 2274 cm<-1> absorption peak in the infrared spectrum of the mixture completely disappears, and adding triethylamine at room temperature for neutralization, so as to obtain the sulfonated aqueous UV polyurethanemodified epoxy acrylate emulsion. By a properly adjusted formula, the product with required performance can be obtained. The product provided by the invention has good stability and excellent film property, and can be used in aqueous UV curing coating and printing ink fields.

Description

technical field [0001] The invention relates to a water-based epoxy emulsion, in particular to a sulfonic acid-type water-based UV polyurethane modified epoxy acrylic emulsion and a synthesis method thereof. Background technique [0002] UV-curable coatings were first successfully developed by the German Bayer company and introduced to the market. They were quickly popularized in the market and attracted great attention from various countries. The development of our country has experienced a tortuous process. As early as the 1970s, some scientific research institutes in Based on limited data, Suheda Coatings Factory developed UV-curable coatings. UV-curable coatings have been widely used in the past 30 years due to their advantages such as fast curing speed, energy saving, high production efficiency, and good coating performance. However, with the rapid development of UV-curable coatings, some of its own disadvantages are increasingly exposed, which affects its application ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G18/58C08G59/14C09D163/10C08J3/03
Inventor 涂伟萍王邦清胡剑青王锋
Owner SOUTH CHINA UNIV OF TECH
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