Synthesis and Self-assembling of Coumarin-based Low-molecular Weight Organogelators  

作　　者：CHEN Guo-jun XUE Peng-chong LU Ran SONG Dong-po BAO Chun-yan XU Ting-hua ZHAO Ying-ying 

机构地区：[1]College of Chemistry, Jilin University, Changchun 130012, P. R. China

出　　处：《Chemical Research in Chinese Universities》2009年第2期178-182,共5页高等学校化学研究（英文版）

基　　金：Sypported by National Natural Science Foundation of China(No.20574027);Program for New Century Excellent Talents in University.

摘　　要：Four coumarin derivatives（4a-4d） with different alkoxy chains were synthesized. It was found that compound 4d showed a better gelation ability than the other compounds, for example, it could self-assemble into organogels in various organic fluids via ultrasound treatment or heating-cooling process, whereas compound 4c could only gel in a few mixed solvents and compounds 4a, 4b could not form organogel. The results from fluorescent and FT-IR spectra indicate that π-π interaction had an effect on the formation of the organogels of compound 4d besides H-bonding and van der Waals interaction, which were the driving forces for the self-assembling of compound 4c in gel state. The gel of compound 4d in toluene could emit strong fluorescence under UV irradiation and the [2＋2] cyclo-addition was suggested by ^1H NMR and fluorescence spectroscopy. This light-sensitive organogel might find application in optical materials.Four coumarin derivatives（4a-4d） with different alkoxy chains were synthesized. It was found that compound 4d showed a better gelation ability than the other compounds, for example, it could self-assemble into organogels in various organic fluids via ultrasound treatment or heating-cooling process, whereas compound 4c could only gel in a few mixed solvents and compounds 4a, 4b could not form organogel. The results from fluorescent and FT-IR spectra indicate that π-π interaction had an effect on the formation of the organogels of compound 4d besides H-bonding and van der Waals interaction, which were the driving forces for the self-assembling of compound 4c in gel state. The gel of compound 4d in toluene could emit strong fluorescence under UV irradiation and the [2＋2] cyclo-addition was suggested by ^1H NMR and fluorescence spectroscopy. This light-sensitive organogel might find application in optical materials.

关 键 词：COUMARIN ORGANOGELATOR SELF-ASSEMBLING [2＋2] Cyclo-addition 

分 类 号：O626.31[理学—有机化学] TB383[理学—化学]