Frontiers of Chemical Science and Engineering
>> 2018,
Volume 12,
Issue 2
doi:
10.1007/s11705-017-1683-6
RESEARCH ARTICLE
Novel 1,2,3-triazole-based compounds: Iodo effect on their gelation behavior and cation response
Key Laboratory of Systems Bioengineering (Ministry of Education), School of Chemical Engineering and Technology, Tianjin University, Tianjin 300350, China
Accepted: 2017-10-31
Available online: 2018-05-09
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Abstract
Two new series of 1,2,3-triazole derivatives, with and without iodo substitution, were synthesized and their gelation properties were measured. It was found that the iodo substitution at position 5 of triazole ring could greatly enhance the gelation ability. Scanning electron microscopy and X-ray diffraction reveal that the structures of the organogels from iodo and hydrogenous gelators are totally different. Iodo gels are selectively responsive to the stimuli of Hg , whereas hydrogenous gels can respond to Hg and Cu . Moreover, the reversible gel-sol transition of hydrogenous gels can be controlled by redox reaction or tuned with suitable chemicals. The single crystal analysis of reference compound ( ) suggests that there are intermolecular and intramolecular non-classical hydrogen bonding interactions but no π-π interaction in hydrogenous gelator. The great difference between the two series of compounds results from the iodo effect and implies the existence of halogen bonding interaction in the iodo compounds.
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