The Novel Of New Organogelators Based On 1,2,3-Triazole Derivatives: Synthesis And Properties

In recent years,the synthesis and research of low molecular-weight organic gelators have been a hot topic.This paper designed a series of bilateral 1,2,3-triazole derivatives based on 1,2,3-triazole structure.The gel performance test proves that they have good gel properties and can form a stable gel in various organic solvents.And we explored their gel driving forces through some testing methods.Firstly,we synthesized bilateral 5-I-1,2,3-triazole and bilateral 5-H-1,2,3-triazole with benzene ring and biphenyl as the core structure,respectively.The test found that the gelling ability of iodo-triazole in both compounds were much better than that of hydrogen triazole.To explain this phenomenon,we performed the xerogel scanning electron microscopy and X-ray scattering(XRD)to explore their micro-structure,using infrared spectroscopy to explore their gel driving forces.By analyzing experimental data we found that the iodine atom in triazole can significantly affect the properties of these organogelators and the microscopic morphology of these organogelators,Through the analysis of the infrared spectrum data,we found the existence of halogen bonds in the iodo-triazole derivatives,which also reasonably explained the gelation difference between the iodide triazole and the hydrogen triazole.Secondly,in order to explore the composition of the halogen bond,we designed and synthesized the carbonyl-free bilateral iodine triazole and the corresponding bilateral hydrogen triazole,tested and compared their gel properties.It was found that the performance of the hydrogen triazole gel is better than iodo-triazole,and we speculate that this phenomenon is related to the change of the structure of the halogen bond.The micro-structures of their xerogels were tested by scanning electron microscopy and XRD diffraction.It was found that the micromorphology of the iodo-triazole derivatives was completely different from that of the hydrogen triazole derivatives,which further confirmed that there is a difference between the gelation drive force.Halogen bond,van der Waals forces and π-π stacking interaction as the gel driving forces in iodo-triazole were found by infrared spectroscopy and variable concentration nuclear magnetic resonance spectroscopy.Finally,the short chain of bilateral triazole derivative corresponding to the above compound and the bilateral triazole derivative with polyethanol as a side chain were synthesized to culture their single crystals,further confirming the presence of halogen bonds.Unexpectedly,the bilateral triazole derivative of the polyethanol side chain can form gel in acetonitrile solvent and the gel properties is very well,during the cultivation process.It has also been subjected to the xerogels scanning electron microscopy and XRD diffraction to explore its micro-structure.