Ultrasound responsive organogels based on cholesterol-appended quinacridone derivatives with mechanochromic behaviors  

作　　者：DOU ChuanDong LI Di ZHANG HongYu GAO HongZe ZHANG JingYing WANG Yue 

机构地区：[1]State Key Laboratory of Supramolecular Structure and Materials,College of Chemistry,Jilin University,Changchun 130012,China [2]Fundamental Department,Chinese People's Armed Police Force Academy,Langfang 065000,China

出　　处：《Science China Chemistry》2011年第4期641-650,共10页中国科学（化学英文版）

基　　金：supported by the National Natural Science Foundation of China (50773027 and 50733002);the National Basic Research Development Program (2009CB939700);111 Project (B06009)

摘　　要：A series of cholesterol-appended quinacridone (QA) derivatives 1a-1d have been synthesized,in which 1b and 1c could form stable organogels in a wide range of organic solvents upon ultrasound irradiation.Field emission scanning electronic microscope (FESEM) and transmission electron microscopy (TEM) of xerogels or precipitates indicated that 1b and 1c formed 1D fibrous nanostructure,while 1a assembled into 3D flower-like microstructures.The ultrasound-induced organogel process was characterized by kinetic UV-vis and photoluminescence spectroscopic methods suggesting the formation of ?-? aggregates in the gel state.Experimental results demonstrated that the ultrasound could promote molecules to contact frequently in the solution and induce semistable initial aggregates,which propagate to form nano/micro superstructures.The aggregation model was optimized by semiempirical AM1 calculation suggesting the hierarchical self-assembly process.In addition,the formed xerogel film exhibited mechanochromic property,and the phase transition process was accompanied by the fluorescence changes between yellowish green and orange.A series of cholesterol-appended quinacridone （QA） derivatives 1a-1d have been synthesized,in which 1b and 1c could form stable organogels in a wide range of organic solvents upon ultrasound irradiation.Field emission scanning electronic microscope （FESEM） and transmission electron microscopy （TEM） of xerogels or precipitates indicated that 1b and 1c formed 1D fibrous nanostructure,while 1a assembled into 3D flower-like microstructures.The ultrasound-induced organogel process was characterized by kinetic UV-vis and photoluminescence spectroscopic methods suggesting the formation of ？-？ aggregates in the gel state.Experimental results demonstrated that the ultrasound could promote molecules to contact frequently in the solution and induce semistable initial aggregates,which propagate to form nano/micro superstructures.The aggregation model was optimized by semiempirical AM1 calculation suggesting the hierarchical self-assembly process.In addition,the formed xerogel film exhibited mechanochromic property,and the phase transition process was accompanied by the fluorescence changes between yellowish green and orange.

关 键 词：STIMULI-RESPONSIVE ORGANOGEL QUINACRIDONE aggregation mechanochromism 

分 类 号：O648.17[理学—物理化学] TQ253.26[理学—化学]