取代位置对四苯乙烯-咪唑异构体性质的影响实验设计  

Design of innovative experimental training on the effect of substitution position on properties of tetraphenyl-imidazole isomers

作　　者：张然 韩松 王启立[1] 吴祝武 江海深[1] 倪中海[1] 赵云[1] ZHANG Ran;HAN Song;WANG Qili;WU Zhuwu;JIANG Haishen;NI Zhonghai;ZHAO Yun(School of Chemical Engineering and Technology,China University of Mining and Technology,Xuzhou 221100,China;Laboratory and Equipment Management Department,China University of Mining and Technology,Xuzhou 221100,China)

机构地区：[1]中国矿业大学化工学院,江苏徐州221100 [2]中国矿业大学实验室与设备管理处,江苏徐州221100

出　　处：《实验技术与管理》2024年第9期158-167,共10页Experimental Technology and Management

基　　金：江苏省高等教育教改研究“重中之重”课题(2023JSJG027);江苏省学位与研究生教育教学改革课题重大课题(JGKT24_A010);集萃研究生教育教学改革专项面上项目(2023JCJG013);中国矿业大学实验技术研究与开发重大课题(S2023Z001)。

摘　　要：异构体是化学研究的一个核心问题,其结构与性质关系的研究对功能材料的发展具有显著推动作用。基于教师前期科研成果,设计了一个创新实验,将这一领域的相关研究融入应用化学创新实践课程。该实验制备合成了对位和间位连接的具有聚集诱导发光特性的四苯乙烯-咪唑异构体,又通过材料结构表征、光物理化学性能、电化学性质、理论计算等多种研究手段探究了结构与性质之间的关系。该创新实验的开展不仅有助于培养学生的科学创新思维和科学探索能力,提升他们分析问题、解决问题的能力,同时还能为学生今后在该领域的进一步深入研究提供宝贵的实践经验。[Objective]Isomers have gained increasing attention from researchers across the world mainly due to their widespread applications in medicinal,materials sciences,and optoelectronics fields.Isomers with the same atomic bond structure but different geometrical atomic positions in space do not always possess similar properties,even if they have the same functional groups.Thus,they can be utilized as model compounds to investigate the relationship between the structure and its properties,facilitating the development of functional materials.However,the research on the structural-property relationships of isomers has not been integrated into undergraduate experimental teaching.As a result,students’understanding of isomers is largely confined to a perceptual cognition level.To facilitate a visual comprehension of the core chemical principle governing the structural properties,foster the integration of research and teaching,and broaden pathways for cultivating high-caliber talents,an innovative experiment was designed based on the previous research achievements in isomers.[Methods]In this experiment,the para-and meta-linked tetraphenylethylene-imidazole isomers,TPEBM and TPEmBM,were synthesized based on a two-step reaction involving the condensation cyclization of amine aldehyde and the Buchwald-Hartwig C-N coupling.The isomers exhibit aggregation-induced emission(AIE)properties,which are characterized by weak fluorescence in dilute solutions but significantly enhanced fluorescence in the aggregated state,a topic that has been increasingly studied by researchers across the world.The structures of the isomers were evaluated using nuclear magnetic resonance(NMR),high-resolution mass spectrometry(HRMS),and single-crystal X-ray diffraction analysis.The optoelectronic properties were assessed using instruments such as UV-Vis spectrophotometers,fluorescence spectrophotometers,differential scanning calorimeters,and electrochemical workstations.The differences in the properties of the isomers were analyzed,and Gaussian theoret

关 键 词：创新性实验 实验教学 异构体 功能材料 光电性能 

分 类 号：G64[文化科学—高等教育学] O6-3[文化科学—教育学]