新型含硼有机光电功能材料的设计与合成

项目名称： 新型含硼有机光电功能材料的设计与合成

项目编号： No.50803033

项目类型： 青年科学基金项目

立项/批准年度： 2009

项目学科： 金属学与金属工艺

项目作者： 刘志强

作者单位： 山东大学

项目金额： 20万元

中文摘要： 有机光电功能材料是当前材料科学研究的热点之一。三价硼由于有空的p轨道，所以是天然的电子受体基团，但是稳定性不足的特点限制了有机硼(III)化合物的光电功能材料意义。实践证明，利用体积较大的芳香性基团的位阻效应保护硼是比较成功的方案，米基(mesityl)是最常用的硼保护基。 本项目突破常规的将二米基硼直接连接共轭体系上的做法，采用三氟甲基取代米基上的甲基，以及将超级米基保护的硼原子直接嵌入硼咯(borole)类共轭结构的方案，旨在合成全新有机硼化合物，并重点考察其发光能力和电化学性质，以开发其用于有机电致发光和/或有机场效应材料的价值。 本课题还利用有机硼化合物是天然的强Lewis酸，可与氟离子、氰根离子等典型Lewis碱发生作用的特点，设计合成具有双光子荧光的水溶性有机硼化合物并实现对氟离子和氰根离子进行高选择性高灵敏性的检测。

中文关键词： 有机硼；光电功能材料；荧光；探针

英文摘要： Organic boron compounds play important roles in modern optoelectronic materials. Trivalent boron is inherently electron-deficient and isoelectronic with a carbocation. When connected with a πystem, trivalent boron will behave as a strong πcceptor through p-πconjugation. However, the p orbital is readily attacked by nucleophiles such as water, which results in poor stability of normal trivalent organoboranes. It was found that the addition of two bulky groups (normally mesityl, mesityl = 2,4,6-trimethylphenyl) offered enough steric hindrance to protect the boron center from nucleophilic attack. In this project, we developed several groups novel compounds: dimesitylboryl substituted quasi-quadrupolar and octupolar deriveated plyl-thiophene syatem and trifluoromethyl subsitituted mesityl boron derivatives, and some novel borole compound. Their single and two-photon absorption (TPA) and emission properties were primarily investigated. Both these compounds exhibit good photo- and thermo-stability, and strong fluorescence in common solvents with high quantum yields under single or two-photon excitation. In addition, considering organoboron compounds are natural strong Lewis acid and can react with typical Lewis alkali such as fluoride and cyanide anions. This research project also devoted to the design and synthesis of water soluble organoboron compounds with two-photon fluorescence, which can recognize fluoride and cyanide with high selectivity and sensitivity.

英文关键词： Organoboron compounds; photo-eltetronic materials; fluorescence;Chemosensor