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Synthesis and properties of novel organogelators functionalized with 5-iodo-1,2,3-triazole and azobenzene groups
Received date: 22 Apr 2016
Accepted date: 12 Jun 2016
Published date: 29 Nov 2016
Copyright
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.
Ziyan Li , Yaodong Huang , Dongli Fan , Huimin Li , Shuxue Liu , Luyuan Wang . Synthesis and properties of novel organogelators functionalized with 5-iodo-1,2,3-triazole and azobenzene groups[J]. Frontiers of Chemical Science and Engineering, 2016 , 10(4) : 552 -561 . DOI: 10.1007/s11705-016-1589-8
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