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化学学报
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化学学报 ›› 2008, Vol. 66 ›› Issue (13): 1577-1582. 上一篇    下一篇

研究论文

聚集诱导发光新材料9,10-双[2-(1-甲基-1H-吡咯-2-基)乙烯基]蒽的 合成及性能

薛云娜 柴生勇* 别国军 刘 波 甘 宁   

  1. (西安近代化学研究所 西安 710065)
  • 投稿日期:2007-11-30 修回日期:2008-02-15 发布日期:2008-07-14
  • 通讯作者: 柴生勇

ynthesis and Properties of a Novel Aggregation-induced Emitter 9,10-Bis[2-(1-methyl-1H-pyrrol-2-yl)vinyl]anthracene

XUE, Yun-Na CHAI, Sheng-Yong* BIE, Guo-Jun LIU, Bo GAN, Ning   

  1. (Xi’an Modern Chemistry Research Institute, Xi’an 710065)
  • Received:2007-11-30 Revised:2008-02-15 Published:2008-07-14
  • Contact: CHAI, Sheng-Yong

PDF

824

被引次数

20

合成并全面表征了一种新的蒽烯类化合物9,10-双[2-(1-甲基-1H-吡咯-2-基)乙烯基]蒽(MPVAn). 该化合物具有显著的聚集诱导发光特性. 它在溶液态时几乎不发光, 但在固态时的光致发光强度达到溶液态的数百倍. 为了确定标题化合物的聚集诱导发光机制, 研究了它在不同溶液粘度及温度下的光致发光行为, 结果表明聚集态发光增强是由于分子内转动受阻所致. 它的粉末在420 nm光的激发下发射纯的黄光, 峰值为562 nm, 半峰宽为66 nm. 采用紫外-可见吸收光谱及循环伏安法研究了化合物的电子性能, 其HOMO和LUMO能级分别为－4.78和－2.28 eV.

关键词: 蒽衍生物, 聚集诱导发光, 机制, 荧光, 电子性能

The novel anthrene, 9,10-bis(2-(1-methyl-1H-pyrrol-2-yl)vinyl)anthracene (MPVAn), was synthesized and fully characterized, which shows a significant aggregation-induced emission (AIE) phenomenon. In solution, it hardly emitted fluorescence. But in solid state, its fluorescence intensity reached hundreds times of that in solution. In order to understand the AIE mechanism, the photoluminescence behavior of this compound at different solution viscosity and temperature was investigated. The results show that the AIE enhancement is due to restricted intramolecular rotation. Excited at 420 nm, the powder emitted a pure yellow fluorescence peaked at 562 nm with a full width at half-maximum of 66 nm. Electronic properties were investigated by UV-Vis absorption and cyclic voltammetry. The highest occupied molecular orbital and the lowest unoccupied molecular orbital were found to be －4.78 and －2.28 eV respectively.

Key words: anthracene derivative, aggregation-induced-emission, machenism, fluorescence, electronic property