发光学报, 2014, 35 (2): 156, 网络出版: 2014-02-18
两种新型芴衍生物的合成、晶体结构及光谱性能
Synthesis, Crystal Structure and Spectroscopic Properties of Two Fluorene-based Derivatives
芴衍生物 合成 晶体结构 薄膜 光谱性能 fluorene-based derivatives synthesis crystal structure film spectroscopic properties
摘要
合成了两种新型芴衍生物:2,7-二(3,5-二(三氟甲基)苯基)-9,9-二乙基芴(1)和2,7-二(4-氟苯基)-9,9-二乙基芴(2)。通过元素分析、红外光谱(IR)、核磁共振氢谱(1H NMR)以及单晶X射线衍射对其结构进行了表征。化合物1属于单斜晶系,P21/c空间群;化合物2属于三斜晶系,P-1空间群。通过紫外-可见吸收和荧光光谱研究了化合物的发光性能。结果表明:在CH2Cl2溶液和固态薄膜中,化合物1、2在350~400 nm波段有吸收峰,归属于π-π*电荷跃迁;化合物1、2的光学带隙Eg分别为3.31 eV和3.30 eV,并且均有强烈的蓝色荧光发射现象(激发波长为330 nm),在二氯甲烷中的荧光量子效率分别为0.62和0.61,固态荧光寿命分别为6.39 ns和9.00 ns。
Abstract
Two new types of fluorene derivatives, 2,7-bis(3,5-bis(trifluoromethyl)phenyl)-9,9-diethyl fluorene (C33H22F12, Mr=646.51, compound 1) and 2,7-bis(4-fluorophenyl) -9,9-diethyl fluorene (C29H24F2, Mr=410.48, compound 2) were synthesized and characterized by elemental analysis, IR spectra and single-crystal X-ray diffraction. Compound 1 belonged to monoclinic crystal system, space group P21/c, and compound 2 was of triclinic with space group P-1. Their optoelectric properties were measured by UV-Vis absorption spectra and fluorescence spectra. The results show that compound 1 and 2 have low-energy absorption bands ranging from 350 nm to 400 nm in dichloromethane solution or solid film, which can be assigned to the π-π* charge transfer transitions. The optical band gaps (Eg) of 1 and 2 are estimated to be 3.31 eV and 3.30 eV, respectively. The title compounds exhibite strong blue photoluminescence under 330 nm excitation at room temperature. The fluorescence quantum yields in CH2Cl2 of compound 1 and 2 are 0.62 and 0.61, and solid-state lifetimes are 6.39 ns and 9.00 ns, respectively.
赵亚云, 刘志鹏, 赵秀华, 张洁, 李星. 两种新型芴衍生物的合成、晶体结构及光谱性能[J]. 发光学报, 2014, 35(2): 156. ZHAO Ya-yun, LIU Zhi-peng, ZHAO Xiu-hua, ZHANG Jie, LI Xing. Synthesis, Crystal Structure and Spectroscopic Properties of Two Fluorene-based Derivatives[J]. Chinese Journal of Luminescence, 2014, 35(2): 156.