多芳基吡咯衍生物的发光性质及其应用  

Emission Properties and Application of Multiaryl-substituted Pyrroles

作　　者：刘派[1] 陈笛笛[2] 冯霄[3] 石建兵[2] 佟斌[2] 董宇平[2] 

机构地区：[1]北京理工大学生命科学学院,北京100081 [2]北京理工大学材料科学与工程学院,北京100081 [3]北京理工大学化学学院,北京100081

出　　处：《影像科学与光化学》2015年第6期441-460,共20页Imaging Science and Photochemistry

基　　金：国家重点基础研究发展计划(973)(2013CB834704);国家自然科学基金(51328302;21404010;51073026;51061160500);北京理工大学研究生科技创新活动专项计划(2015CX10031)

摘　　要：荧光分子在良溶剂中基本不发光或发光较弱,而在聚集状态下发光较强的现象,称为聚集诱导发光(Aggregation-induced emission,AIE)现象,这与传统的聚集导致猝灭(Aggregation-caused quenching,ACQ)现象相反。本文研究了多苯基吡咯衍生物的结构与发光性能的关系。通过比较吡咯衍生物的单晶结构和发光性质发现扭曲的结构可以限制共轭发光基团的分子内旋转(RIR),这是产生AIE现象的主要原因。羧酸化的吡咯衍生物可以对Al 3+实时、选择性检测。由DMF诱导的三苯基吡咯羧酸衍生物(TPPA)重结晶在固态时出现可控的荧光发射,它具备很好的温度选择性,响应迅速,并可以循环利用,这证明TPPA可以作为一种热响应材料用于温度监控设备中。The luminogenic molecules are nonemissive when dissolved in good solvents but become highly luminescent when aggregated in the solid state, thus behaving exactly opposite to the conventional ACQ luminophores. Aggregation-induced emission （AIE） was coined for this unusual phenomenon. The relationship between the structures and light emission properties of multiaryl-substituted pyrrole derivatives was firstly studied in this review. On comparison of the optical properties and single-crystal structures of these pyrrole derivatives, it is suggested that the more twisted configuration which prevented parallel orientation of conjugated chromophores combined with the restricted intramolecular rotation （RIR） effect was the main cause of the AIE phenomenon. The carboxylated-functionalized derivatives can be used to sensitively, selectively and real-time detect AP＋ ion. The detection mechanism exhibited an aggregation-induced emission （AIE） characteristic. Triphenylpyrrole containing carboxylic acid （TPPA） was found to have a controllable fluorescence in the solid state when it is crystallized from dimethyl formamide （DMF）. The rapid response, high selectivity, good reversibility and solvent-free procedure make TPPA a thermo-responsive material for use in temperature monitoring devices. Induced by DMF,Triphenylpyrrole acid （TPPA） derivatives can recrystallizate with good selectivity of temperature, quick response, and can be recycled.

关 键 词：聚集诱导发光 多苯基吡咯衍生物 化学传感器 

分 类 号：O626.13[理学—有机化学]