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N ‐isopropylacrylamide as a functional monomer for noncovalent molecular imprinting
Author(s) -
Hien Nguyen T.,
Ansell Richard J.
Publication year - 2012
Publication title -
journal of molecular recognition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.401
H-Index - 79
eISSN - 1099-1352
pISSN - 0952-3499
DOI - 10.1002/jmr.1163
Subject(s) - methacrylic acid , monomer , chemistry , molecularly imprinted polymer , molecular imprinting , acrylamide , hydrogen bond , polymer chemistry , polymer , selectivity , organic chemistry , molecule , catalysis
Although N ‐isopropylacrylamide (NIPAM) has previously been used in molecular imprinting, it has mostly been considered as an ‘inert’ monomer, or included for its temperature‐responsive nature, rather than as a functional monomer responsible for the interactions with the template at the recognition site. A comparative study of NIPAM and other traditional, functional monomers for the imprinting of a hydrogen bond donor template, bisphenol A (BPA), is reported. Nuclear magnetic resonance titration data suggest that NIPAM forms a stronger complex with BPA than either acrylamide or methacrylic acid but a weaker complex than vinylpyridine. Molecular imprinted polymers (MIPs) were prepared using each functional monomer and compared as stationary phases for the separation of BPA from structural analogues. The NIPAM‐containing MIP bound BPA with better selectivity than those prepared using acrylamide or methacrylic acid. Using NIPAM also reduces the nonspecific binding, which is found with MIPs using vinylpyridine as functional monomer. Copyright © 2011 John Wiley & Sons, Ltd.