苯并[1,2-b:4,3-b']二噻吩Bola两亲化合物的合成及性能研究  

Synthesis and Properties of Benzo[1,2-b: 4,3-b']dithiophene Bolaamphiphiles

作　　者：刘启静[1] 程慧芳[1] 武娜[1] 高红飞[1] 黎太浩 黄旦翔 谭晓平[1] 程晓红[1] 

机构地区：[1]教育部自然资源药物化学重点实验室,云南大学化学科学与工程学院,云南昆明650091

出　　处：《云南大学学报（自然科学版）》2014年第6期891-895,共5页Journal of Yunnan University(Natural Sciences Edition)

基　　金：国家自然科学基金(21274119;21074105;20973133);云南省自然科学基金(2013FA007);云南大学研究生科研课题资助项目(ynuy201395);云南省博士研究生学术新人奖资助项目

摘　　要：通过Pd催化的Sonogasira偶联反应为关键步骤合成了以苯并[1,2-b:4,3-b']二噻吩为中心核的弓形Bola两亲性化合物.产物结构经1H NMR、13C NMR及元素分析的检测得到证实.化合物的紫外光谱证实弓形芳香核间的π-π堆积形式为J聚集结构,由循环伏安和紫外光谱计算的能隙范围推测该化合物可以作为有机半导体材料,荧光光谱推测它可以作为潜在的蓝光材料.同时,化合物较大的Stokes位移值表明该化合物在荧光标识材料方面有潜在的应用.此外,高斯计算模拟量化结果显示了该化合物有近乎理想的平面共轭结构,有利于制备高电子迁移率的光电器件.Benzo[1,2-b： 4,3-b＇]dithiophene bolaamphiphiles have been synthesized via Pd-catalyzed Sonogashira coupling reaction as key steps. The structures of the compounds were identified by1 H NMR,13 C NMR and elemental analysis. UV spectraconfirmed the formation of π-stacked aggregates in solid state with J-type parallel stacking mode. The range of energy gap calculated both from CV curve and UV spectrum implied that the compound could be used as a semiconductor material. It could also be used as a potential blue material according to its fluorescence spectrum of the compound inferred. The large Stokes shift indicated that it had great potential applications in fluorescent marking materials. In addition,Gaussian simulation calculation results showed that the compound had an ideal planar conjugated structure which could be suitable for high electron mobility devices fabrication.

关 键 词：苯并[1 2-b:4 3-b']二噻吩 弓形 Bola两亲 半导体 

分 类 号：O623.76[理学—有机化学]