弓型Bola两亲化合物的合成及其自组装液晶相研究  

Synthesis and self assembly liquid crystalline property of bent bolaamphiphiles

作　　者：卜伟[1] 高红飞[1] 董星[1] 贺庆烨[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）》2013年第4期523-529,共7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(2010CD018);云南大学研究生科研课题(ynuy201120);国家科技支撑项目(2012BAE06B00)

摘　　要：以Suzuki和Sonogashira偶联反应为关键步骤合成带内外取向烷氧基侧链的弓型噻吩Bola两亲性化合物14和15,产物结构经1H NMR、13C NMR及元素分析得到证实;化合物的液晶行为采用偏光显微镜(POM)进行了研究,化合物光谱性质采用紫外和荧光光谱进行了测试.研究结果表明,两化合物均为柱相液晶,烷氧基侧链的内外取向对化合物的液晶相态的稳定性有明显的影响,建立了分子组装形成柱相可能的模型.根据化合物的荧光光谱推断它们可以作为潜在的蓝光材料,根据化合物的紫外光谱计算的能隙范围,推断它们可以作为有机半导体材料.Novel bent bolaamphiphiles 14 and 15 containing of a large bent conjugated aromatic core and two polar 1,2 - diol groups in both terminal positions as well as flexible internal or external lateral alky chains attached on the central of the rigid core have been synthesized via Pd - catalyzed Suzuki and Sonogasira coupling reactions as key steps. The structure of the compounds were identified by I H NMR, 13C NMR and elemental analysis. The mesogenic behavior of 14 and 15 was investigated by polarizing optical microscopy（POM）. UV spectral properties and fluorescence spectra of these two compounds were tested. The result showed that both compounds represented columnar phases. The orientation of the lateral alky chain had a significant impact on the mesomorphism stability. The possible model of columnar phases was set up. They can be used as a potential blue material according to the fluorescence spectra of the compound inferred. Based on the range of the UV spectrum of the compound calculated energy gap, it inferred that they can be used as an organic semiconductor material.

关 键 词：Bola两亲化合物 液晶相 合成 自组装 弓型分子 

分 类 号：O623.76[理学—有机化学]