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Synthesis and properties of novel organogelators functionalized with 5-iodo-1,2,3-triazole and azobenzene groups |
Ziyan Li,Yaodong Huang(),Dongli Fan,Huimin Li,Shuxue Liu,Luyuan Wang |
Key Laboratory of Systems Bioengineering (Ministry of Education), School of Chemical Engineering and Technology, Tianjin University, Tianjin 300350, China |
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Abstract Two series of 5-iodo-1,2,3-triazole derivatives containing azobenzene group(s) were synthesized and their gelling properties were tested. Those containing two azobenzene groups (B series) have better gelation performance than those containing one azobenzene group (A series). The microstructure of organogels and the driving force of gelation were investigated by scanning electron microscopy and 1H NMR, respectively. It was found that π-π stacking, van der Waals interaction, and dipole-dipole interaction were the main forces of gelation. All the tested organogels are photoresponsive and those from B series are smarter than that from A series. Henry δp-δh diagrams of compounds A1, A2, and B2 were constructed on the basis of their gelation performance and the Hansen solubility parameters of related solvents. The constructed Henry δp-δh diagrams can be used to estimate the behavior of three compounds in any untested solvent.
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Keywords
iodo triazole
azobenzene
photoresponsive organogel
gelator-solvent effect
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Corresponding Author(s):
Yaodong Huang
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Just Accepted Date: 19 August 2016
Online First Date: 14 November 2016
Issue Date: 29 November 2016
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