[1] Qian Ying, Huang Wei, Lu Zhifeng, Meng Kang, et al. Multi-branched carbazole derivatives for two-photon absorptionand two-photon excited fluorescence [J]. Journal of Southeast University (English Edition), 2008, 24 (2): 234-237. [doi:10.3969/j.issn.1003-7985.2008.02.022]

Copy

Multi-branched carbazole derivatives for two-photon absorptionand two-photon excited fluorescence()

Share：

Journal of Southeast University (English Edition)[ISSN:1003-7985/CN:32-1325/N]

Volumn:

24

Issue:

2008 2

Page:

234-237

Research Field:

Chemistry and Chemical Engineering

Publishing date:

2008-06-03

Info

Title:

Multi-branched carbazole derivatives for two-photon absorptionand two-photon excited fluorescence

Author(s):

Qian Ying¹;  Huang Wei²;  Lu Zhifeng¹;  Meng Kang¹;  Lü Changgui²;  Cui Yiping²

¹School of Chemistry and Chemical Engineering, Southeast University, Nanjing 211189, China
²School of Electronic Science and Engineering, Southeast University, Nanjing 210096, China

Keywords:

two-photon absorption;  two-photon excited fluorescence;  multi-branched chromophores;  carbazole derivatives

PACS:

O626.24

DOI:

10.3969/j.issn.1003-7985.2008.02.022

Abstract:

Carbazole-core multi-branched chromophores 9-ethyl-3, 6-bis(2-{4-[5-(4-tert-butyl-phenyl)-[1, 3, 4]oxadiazol-2-yl]-phenyl}-vinyl)-carbazole(3)and 9-ethyl-3-(2-{4-[5-(4-tert-butyl-phenyl)-[1, 3, 4]oxadiazol-2-yl]-phenyl}-vinyl)-carbazole(2)are synthesized through Wittig reaction and characterized by nuclear magnetic resonance(NMR)and infrared(IR).The two-photon absorption properties of chromophores are investigated.These chromophores exhibit large two-photon absorption cross-sections and strong blue two-photon excited fluorescence.The cooperative enhancement of two-photon absorption(TPA)in the multi-branched structures is observed.This enhancement is partly attributed to the electronic coupling between the branches.The electronic push-pull structures in the arm and their cooperative effects help the extended charge transfer for TPA.

References:

[1] Chung S J, Lin T C, Kim K S, et al.Two-photon absorption and excited-state energy-transfer properties of a new multibranched molecule[J].Chem Mater, 2001, 13(11):4071-4076.
[2] Kato S, Matsumoto T, Shigeiwa M, et al.Novel 2, 1, 3-benzothiadiazole-based red-fluorescent dyes with enhanced two-photon absorption cross-sections[J].Chem Eur J, 2006, 12(8):2303-2317.
[3] Bhaskar A, Ramakrishna G, Haley M M, et al.Building sym-metric two-dimensional two-photon materials[J].J Am Chem Soc, 2006, 128(43):13972-13973.
[4] Huang P, Shen J, Pu S, et al.Synthesis and characterization of new fluorescent two-photon absorption chromophores[J].J Mater Chem, 2006, 16(9):850-857.
[5] Yang W J, Kim D Y, Kim C H, et al.Triphenylamine derivatives with large two-photon cross-sections[J].Org Lett, 2004, 6(9):1389-1392.
[6] Wang Y, He G S, Prasad P N, et al.Ultrafast dynamics in multibranched structures with enhanced two-photon absorption[J].J Am Chem Soc, 2005, 127(29):10128-10129.
[7] Zheng Q, He G S, Baev A, et al.Experimental and quantum chemical studies of cooperative enhancement of three-photon absorption, optical limiting, and stabilization behaviors in multibranched and dendritic structures[J].J Phys Chem B, 2006, 110(30):14604-14610.
[8] Zheng Q, He G S, Prasad P N.π-conjugated dendritic nanosized chromophore with enhanced two-photon absorption[J].Chem Mater, 2005, 17(24):6004-6011.
[9] Chung S J, Kim K S, Lin T C, et al.Cooperative enhancement of two-photon absorption in multi-branched structures[J].J Phys Chem B, 1999, 103(49):10741-10745.
[10] Lee H J, Sohn J, Hwang J, et al.Triphenylamine-cored bifunctional organic molecules for two-photon absorption and photorefraction[J].Chem Mater, 2004, 16(3):456-465.
[11] He G S, Lin T, Cui Y P, et al.Two-photon excited intramolecular energy transfer and light-harvesting effect in novel dendritic systems[J].Opt Lett, 2003, 28(10):768-770.
[12] Lei H, Huang Z L, Wang H Z, et al.Two-photon absorption spectra of new organic compounds[J].Chem Phys Lett, 2002, 352(2):240-244.
[13] He G S, Xu G C, Prasad P N, et al.Two-photon absorption and optical-limiting properties of novel organic compounds[J].Opt Lett, 1995, 20(5):435-437.
[14] He G S, Bhawalker J D, Zhao C F, et al.Optical limiting effect in a two-photon absorption dye doped solid matrix[J].Appl Phys Let, 1995, 67(17):2433-2435.
[15] Sutherland R, Brant M C, Heinrichs J, et al.Excited-state characterization and effective three-photon absorption model of two-photon-induced excited-state absorption in organic push-pull charge-transfer chromophores[J].J Opt Soc Am B, 2005, 22(9):1939-1948.
[16] Drobizhev M, Rebane A, Suo Z, et al.One-, two- and three-photon spectroscopy of conjugated dendrimers:cooperative enhancement and coherent domains [J].Journal of Luminescence, 2005, 111(2):291-305.
[17] Slepkov A D, Hegmann F A, Tykwinski R R, et al.Two-photon absorption in two-dimensional conjugated quadrupolar chromophores[J].Opt Lett, 2006, 31(22):3315-3317.
[18] Rumi M, Ehrlich J E, Heikal A A, et al.Structure-property relationships for two-photon absorbing chromophores:bis-donor diphenylpolyene and bis(styryl)benzene derivatives[J].J Am Chem Soc, 2000, 122(39):9500-9510.

Memo

Memo:

Biography: Qian Ying(1969—), female, doctor, professor, yingqian@seu.edu.cn.
Foundation items: The National Natural Science Foundation of China(No.60678042), the Natural Science Foundation of Jiangsu Province(No.BK2006553), the Pre-Research Project of the National Natural Science Foundation supported by Southeast University(No.9207041399).
Citation: Qian Ying, Huang Wei, Lu Zhifeng, et al. Multi-branched carbazole derivatives for two-photon absorption and two-photon excited fluorescence[J].Journal of Southeast University(English Edition), 2008, 24(2):234-237.

Common functions