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 co...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, lodo gels are selectively responsive to the stimuli of Hg2＋, whereas hydrogenous gels can respond to Hg2＋ and Cu2＋. 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 （C2） 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.展开更多
Two series of 5-iodo-l,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 perf...Two series of 5-iodo-l,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-δb 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.展开更多
基金This work was supported by the Natural Science Foundation of Tianjin （No. 15JCYBJC20100）.
文摘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, lodo gels are selectively responsive to the stimuli of Hg2＋, whereas hydrogenous gels can respond to Hg2＋ and Cu2＋. 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 （C2） 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.
基金Acknowledgements This work was supported by the Natural Science Foundation of Tianjin （No. 15JCYBJC20100）.
文摘Two series of 5-iodo-l,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-δb 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.
