2-[(4′-N,N-二甲胺基)苯乙烯基]-5-二米基硼-噻吩的合成、结构与光物理性质  

Synthesis,Structure and Photo-Physical Property of trans-2-[(4′-N,N-dimethylamino)styryl]-5-dimesitylborylthiophene

作　　者：刘志强[1] 方奇[1] 王东[1] 薛刚[1] 曹笃霞[1] 于文涛[1] 夏光明[1] 

机构地区：[1]山东大学晶体材料国家重点实验室,济南250100

出　　处：《化学学报》2003年第9期1449-1454,共6页Acta Chimica Sinica

基　　金：国家自然科学基金 (No.2 0 1 72 0 34);高等学校骨干教师资助计划;国家重点基础研究发展规划 (973计划 )资助项目

摘　　要：合成了以含硼 (Ⅲ )基团为电子受体 ,以二甲胺基为电子给体 ,以苯乙烯基噻吩为共轭桥的新化合物 2 [(4′ N ,N 二甲胺基 )苯乙烯基 ] 5 二米基硼 -噻吩trans 2 [(4′ N ,N dimethylamino)styryl] 5 dimesitylboryl thiophene (简写为DMASBT ,5 ) .X射线衍射方法测定其单晶结构表明 ,硼原子与π共轭桥之间的硼碳键相对于其它的硼碳键明显缩短 ,硼与π共轭桥之间存在除了σ键之外的p π共轭作用 .研究了它在不同溶剂中的光物理性质 ,发现它具有突出的溶致变色效应 .在极性较大的溶剂中 ,有较高的荧光量子产率和较长的荧光寿命 .激光实验发现 ,DMASBT在近红外波段 (75 0～ 85 0nm)有较强的非线性吸收 ,用波长为 80 0nm的红色飞秒激光激发时 ,DMASBT在四氢呋喃中发出波长为 5 5 9nm的强的绿色上转换荧光 .A new organic compound, trans-24( 4-N, N-dimethylamino) styryl ]-5-dimesitylborylthlophene (abbreviated as DMASBT, 5) with dimesitylboryl, dimethylamino and styryl-thiophene as electron acceptor, electron donor and conjugate bridge respectively, was synthesized. Its crystal structure determined by X-ray diffraction method indicates that the B-C bond between B atom and pi bridge is obviously shorter than those of between B atom and mesityl groups. This remarkably strengthened B-C bonding can be regarded as an evidence of additional p-pi conjugation between the B atom and 71 bridge. The photo-physical properties of 5 in various solvents were studied in details. With the increasing of the polarity of solvents, the emission band of 5 will be remarkably red-shifted, its quantum yield will be increased and the lifetime will be lengthened. 5 Shows strong nonlinear absorption in the NIR band (750 similar to 850 nm) in the laser experiments in THF solution. Especially when it was irradiated by a femto-second laser at 800 nm, a strong up-converted green fluorescence in THF was observed.

关 键 词：2-[(4′-N N-二甲胺基)苯乙烯基]-5-二米基硼-噻吩 合成 结构 光物理性质 上转换荧光 有机硼烷 

分 类 号：O626[理学—有机化学]