有机化学 ›› 2014, Vol. 34 ›› Issue (1): 210-214.DOI: 10.6023/cjoc201307045 上一篇    下一篇

研究简报

一种推拉型A-D-A蒽衍生物的合成、多光子吸收及荧光性质

王彬彬, 钱鹰   

  1. 东南大学化学化工学院 南京 211189
  • 收稿日期:2013-07-29 修回日期:2013-09-12 发布日期:2013-09-25
  • 通讯作者: 钱鹰 E-mail:yingqian@seu.edu.cn
  • 基金资助:

    国家自然科学基金(No. 61178057)资助项目.

Synthesis, Multiphoton Absorption and Fluorescence Properties of a Push-Pull A-D-A Anthracene

Wang Binbin, Qian Ying   

  1. School of Chemistry and Chemical Engineering, Southeast University, Nanjing 211189
  • Received:2013-07-29 Revised:2013-09-12 Published:2013-09-25
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 61178057).

一种推拉型A-D-A蒽衍生物9,10-二{4-{2-NN-二{4-{4-[5-(4-叔丁基苯基)-1,3,4-噁二唑-2]苯乙烯基}苯基}胺基}苯乙烯基}蒽(An-BPOAS)由四碘代芳香化合物9,10-二{4-[NN-二(4-碘苯基)氨基]苯乙烯基}蒽(An-BIPAS)与芳基乙烯通过钯催化Heck偶联反应制备. 用飞秒Ti:sapphire激光测定了9,10-二芳基蒽树形分子An-BPOAS的多光子吸收系数和多光子诱导荧光光谱. 在1300 nm飞秒激光激发下,An-BIPAS和An-BPOAS的三光子荧光峰分别位于553和539 nm. 1300 nm飞秒激光激发下采用非线性透过率法测得An-BIPAS和An-BPOAS的三光子吸收系数分别为0.3×10-5和1.5×10-5 cm3/GW2. 测定了树形分子An-BPOAS的线性吸收和荧光性质. 实验测定了不同pH值化合物An-BPOAS在DMF/H2O混合溶液中的荧光光谱. 化合物An-BPOAS具有良好的荧光性能,可作为性能良好的双光子及三光子吸收及荧光材料.

关键词: 9,10-二芳基蒽衍生物, Heck 反应, 荧光性质, 多光子荧光, 多光子吸收系数

A acceptor-donor-acceptor push-pull anthracene, 9,10-bis{4-{2-N,N-bis-{4-{4-[5-(4-tert-butylphenyl)-1,3,4-oxadiazol-2-yl]-styryl}phenyl}amino}styryl}anthracene (An-BPOAS) was synthesized by Heck reaction of 9,10-bis{4-[N,N-(4-iodophenyl)amino]styryl}anthracene (An-BIPAS) with aryl ethene. The multiphoton absorption and multiphoton induced fluorescence properties of An-BPOAS were measured using a femtosecond Ti:sapphire laser. When pumped with 1300 nm femtosecond laser irradiation, chromophores An-BPOAS and An-BIPAS show fluorescence at 539 and 553 nm, three-photon absorption cross-sections determined by nonlinear transmission method are 1.5×10-5 cm3/GW2 for An-BPOAS and 0.3×10-5 cm3/GW2 for An-BIPAS. The linear absorption and fluorescence properties of An-BPOAS were measured. The fluorescent behaviour of An-BPOAS in different pH was studied.

Key words: 9,10-diaryl anthracene derivatives, Heck reaction, fluorescence properties, multiphoton absorption, multiphoton induced fluorescence