Title Glycine-glutamic-acid-based organogelators and their fluoride anion responsive properties
Authors Teng, Mingjun
Kuang, Guichao
Jia, Xinru
Gao, Min
Li, Yan
Wei, Yen
Affiliation Peking Univ, Beijing Natl Lab Mol Sci, Key Lab Polymer Chem & Phys, Minist Educ,Coll Chem & Mol Engn, Beijing 100871, Peoples R China.
Drexel Univ, Dept Chem, Philadelphia, PA 19104 USA.
Keywords FLUORESCENT ORGANOGELS
SUPRAMOLECULAR GELS
INDUCED GELATION
LIQUID-CRYSTAL
SOFT MATERIALS
BEHAVIOR
STIMULI
CHEMOSENSOR
DERIVATIVES
MODULATION
Issue Date 2009
Publisher 材料化学杂志
Citation JOURNAL OF MATERIALS CHEMISTRY.2009,19,(31),5648-5654.
Abstract Novel low-molecular-weight organogelators (LMOGs) 1 and 2 derived from glycine-glutamic-acids (GGA) based dipeptide were synthesized. The difference on the chemical structures between 1 and 2 resulted in some interesting variations on their gelling behavior and fluoride anion (F(-)) responsive properties. Gelator 1 could gel aromatic solvents effectively, while gelator 2 possessed excellent gelation ability in protic solvents. Upon the addition of 0.5 equiv. F(-), the toluene gel of 1 transformed into solution due to the disruption of the intermolecular hydrogen-bonding, whereas the alcohol gel of 2 was stable and preserved even by introducing 20 equiv. F(-). Interestingly, 2 could be regarded as an efficient receptor for F(-) in acetonitrile (MeCN) solution. After the addition of F(-), the fluorescent emission band of 2 red-shifted from 360 to 420 nm with the emission intensity enhanced drastically; the intensity of the CD signal decreased and almost disappeared after addition of 2 equiv. F(-). These changes were due to the conformational change and hydrogen-bonding interaction between urea groups and F(-). The results indicated that GGA-based 1 and 2 might represent potential sensor materials for the naked-eye detection of F(-).
URI http://hdl.handle.net/20.500.11897/151367
ISSN 0959-9428
DOI 10.1039/b904263f
Indexed SCI(E)
EI
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