期刊
TETRAHEDRON
卷 71, 期 14, 页码 2079-2088出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2015.02.050
关键词
Low-molecular-weight organogel; Gelator; Phenylboronic acid; Alkyl chain; Glucose-sensitive
资金
- National Natural Science Foundation of China [21272176, 21202122]
- Science and Technology Project of Zhejiang Province [2013C33188]
- Opening Foundation of Zhejiang Provincial Top Key Discipline [WZUCK004]
- Innovation Fund Project for Graduate Student of Wenzhou University
A series of phenylboronic acid (PBA)-based low-molecular-weight gelators with different hydrocarbon chain lengths (C2-C11) were designed and synthesized. These gelators gelated five solvents efficiently at relatively low concentration with interesting aggregates of nanofibers, thin films, spherical thin shells, and microspheres piled with nanofibers. The gelation ability increased with the chain length increasing up to C11, which has the lowest critical gelation concentration (CGC) of 0.19 wt %. FTIR and H-1 NMR measurements suggested that van der Waals of alkyl chains, H-bonding, and pi-pi stacking interactions had an important contribution in gelation process and self-assembly. For all the gelators, their glucose-response increased along with the increasing concentration of glucose solution. However, the recognition and responsive rate to glucose were weakened gradually with the alkyl chain length increasing for the gelators. Therefore, glucose-sensitivity of these PBA-based organogels could be modulated through alkyl chain length. (C) 2015 Elsevier Ltd. All rights reserved.
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