[KSCI] Korea Science Citation Index Service

http://dx.doi.org/10.7317/pk.2015.39.2.300

Quantitative Analysis of Grafted Methacrylate Groups by Michael Addition Reaction between Primary and Secondary Amino Groups on the Silica Nanoparticle Surface with 3-(Acryloyloxy)-2-Hydroxypropyl Methacrylate

Lee, Sangmi (Department of Chemical Engineering, Keimyung University)
Ha, KiRyong (Department of Chemical Engineering, Keimyung University)

Publication Information

Polymer(Korea) / v.39, no.2, 2015 , pp. 300-310 More about this Journal

Abstract

In this study, we modified silica nanoparticles with N-[3-(trimethoxysilyl)propyl]ethylenediamine (TPED) silane coupling agent, which has one primary and one secondary amino groups in a molecule, to introduce amino groups on the silica surface. After modification of silica, we used 3-(acryloyloxy)-2-hydroxypropyl methacrylate (AHM) to introduce methacrylate groups by Michael addition reaction. We found about 30% of N-H groups on the TPED modified silica surface reacted with acrylate groups of AHM compared to about 85% of reaction between N-H groups of pure TPED with acrylate groups of pure AHM. This lower degree of Michael addition reaction for heterogeneous reaction between N-H groups on the solid TPED modified silica and liquid AHM compared to homogeneous reaction between pure liquid TPED and pure liquid AHM may be caused by lower mobility of grafted amino groups of TPED moiety and higher steric hindrance caused by solid silica particles.

Keywords

silica; Michael addition reaction; hydrolysis; silanization; methacrylate group;

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Times Cited By KSCI : 2 (Citation Analysis)

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