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化学学报
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化学学报 ›› 2005, Vol. 63 ›› Issue (15): 1415-1420. 上一篇    下一篇

研究论文

两个具有强双光子荧光的有机硼化合物

曹笃霞1 2，刘志强ac，王东1，方奇*ac   

  1. (1山东大学晶体材料国家重点实验室 济南 250100)
    (2济南大学材料科学与工程学院 济南 250022)
    (3中国科学院上海有机化学研究所有机氟化学重点实验室 上海 200032)
  • 投稿日期:2001-12-17 修回日期:2005-05-20 发布日期:2010-12-10
  • 通讯作者: 方奇

Two Organoboron Compounds with Strong Two-photon Excited Fluorescence

CAO Du-Xia1,2, LIU Zhi-Qiang13, WANG Dong1, FANG Qi*1,3   

  1. (1 State Key Laboratory of Crystal Materials, Shandong University, Jinan 250100)
    (2 College of Materials Science and Engineering, Jinan University, Jinan 250022)
    (3 Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032)
  • Received:2001-12-17 Revised:2005-05-20 Published:2010-12-10
  • Contact: FANG Qi

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被引次数

17

以二米基硼为电子受体, 苯乙烯基噻吩为共轭桥, 合成了两个新的稳定的有机硼化合物: 反式,反式-2-二米基 硼-5-{2-[4-(2-噻吩乙烯基)苯基]乙烯基}噻吩(1)和反式,反式-1,4-二-[2-(5-二米基硼噻吩)乙烯基]苯(2). 前者为不对称结构的偶极分子, 后者为对称的A-π-A型四极分子. 对称性不同的化合物表现出不同的双光子吸收性质. 对于偶极分子1, 单双光子吸收达到的激发态能级接近, 而对于四极分子2, 双光子吸收达到的激发态则比单光子吸收所达到的激发态高出0.35 eV. 在波长为710到 900 nm范围的飞秒脉冲激光激发下, 化合物1和2在THF溶液中都可以发出很强的绿色上转换荧光 (1, λmax＝505 nm; 2, λmax＝513 nm). 用双光子荧光法测得A-π-A型化合物2在775 nm处的双光子吸收截面达1340 GM.

关键词: 有机硼化合物, 双光子吸收, 上转换荧光

Two new stable organoboron compounds with dimesitylboryl group as electron acceptor and styrylthiophene as conjugated bridge have been synthesized, which are named trans,trans-2-dimesityl- boryl-5-(2-(4-(2-(thien-2-yl)vinyl)phenyl)vinyl)thiophene (1) and trans,trans-1,4-bis[2-(5-dimesitylborylthien-2-yl)vinyl]benzene (2). The former is asymmetrical dipolar molecule and the latter is symmetrical A-π-A type quadrupolar molecule. The compounds with different symmetry exhibit different two-photon absorption properties. To dipolar molecule 1, the energy levels of the excited states by single- and two-photon absorption processes are very close, but to quadrupolar molecule 2, the level of the excited state by two-photon absorption is about 0.35 eV higher than that by single-photon absorption. Pumped by laser pulses from 710 to 900 nm in femtosecond regime, both compounds 1 and 2 showed strong green up-converted fluorescence in THF solution with λmax＝505 nm for 1 and λmax＝513 nm for 2. Under the excitation of 775 nm light, the two-photon absorption cross-section of 2 was measured to be 1340 GM by two-photon fluorescence method.

Key words: organoboron compound, two-photon absorption, up-converted fluorescence