Acta Chimica Sinica ›› 2005, Vol. 63 ›› Issue (15): 1415-1420. Previous Articles     Next Articles

Original Articles

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)
  • 收稿日期:2001-12-17 修回日期:2005-05-20 出版日期:2005-08-15 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 Online:2005-08-15 Published:2010-12-10
  • Contact: FANG Qi

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