Synthesis and Two-Photon Absorption Properties of Symmetrical Chromophores Derived from 2,3,5-Trisubstituted Quinoxaline Units

被引:13
|
作者
Lin, Tzu-Chau [1 ]
Chien, Wei [1 ]
Liu, Che-Yu [1 ]
Tsai, Ming-Yu [1 ]
Huang, Yu-Jheng [1 ]
机构
[1] Natl Cent Univ, Dept Chem, Photon Mat Res Lab, 300 Jhong Da Rd, Jhongli 32001, Taiwan
关键词
Two-photon absorption; Chromophores; Fluorescence; Nonlinear optics; Quinoxaline; POWER-LIMITING PROPERTIES; SMALL DENDRITIC CHROMOPHORES; PHOTOPHYSICAL PROPERTIES; COOPERATIVE ENHANCEMENT; OPTICAL-PROPERTIES; ABSORBING CHROMOPHORES; CONJUGATED DENDRIMERS; NONLINEAR ABSORPTION; 3-PHOTON ABSORPTION; CHARGE-TRANSFER;
D O I
10.1002/ejoc.201300345
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A set of symmetrically substituted multibranched chromophores composed of three quinoxaline-based congeners has been synthesized and experimentally shown to possess strong and widely dispersed two-photon absorptivities in the visible to near-IR region under the irradiation of femtosecond and nanosecond laser pulses. The electronic properties of the central bridges incorporated into the final structures are closely connected to the molecular two-photon activities of these model compounds. Effective optical-power attenuation and stabilization behaviors in the nanosecond time domain of these dye molecules were also investigated. The structural motif of these compounds provides a useful approach for the molecular design of strong two-photon absorbing material systems with the potential for quick-responsive and broadband optical-control related applications, particularly for long-duration laser pulses in the near-IR region.
引用
收藏
页码:4262 / 4269
页数:8
相关论文
共 50 条
  • [1] Synthesis and Two-Photon Absorption Properties of Star-Shaped Chromophores Derived from Functionalized Fluorene Units
    Lin, Tzu-Chau
    Liu, Che-Yu
    Huang, Bor-Rong
    Lin, Ja-Hon
    Shen, Yu-Kai
    Wu, Cheng-Yu
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 2013 (03) : 498 - 508
  • [2] Theoretical investigation of two-photon absorption and fluorescence properties of cypridina luciferin-based derivatives: 2,3,5-trisubstituted pyrazine compounds
    Sun, Ying
    Liu, Xiao-Ting
    Guo, Jing-Fu
    Ren, Ai-Min
    Wang, Dan
    JOURNAL OF PHYSICAL ORGANIC CHEMISTRY, 2013, 26 (10) : 822 - 833
  • [3] Synthesis and characterization of novel symmetrical two-photon chromophores derived from bis(triphenylaminotetrathienoacenyl) and fused-thiophene units
    Vegiraju, Sureshraju
    Liu, Yi-You
    Prabakaran, Kumaresan
    Ni, Jen-Shyang
    Ezhumalai, Yamuna
    Yu, Hsien-Cheng
    Yau, Shueh Lin
    Lin, Jiann T.
    Chen, Ming-Chou
    Lin, Tzu-Chau
    RSC ADVANCES, 2015, 5 (67): : 54003 - 54010
  • [4] Synthesis of 2,3,5-trisubstituted furans from α-formylaroylketene dithioacetals
    Sasikala, K. A.
    Kalesh, K. A.
    Anabha, E. R.
    Pillai, P. Madhavan
    Asokan, C. V.
    Devaky, K. S.
    TETRAHEDRON LETTERS, 2011, 52 (14) : 1667 - 1669
  • [5] Degenerate Two-Photon Absorption and Effective Optical-Power-Limiting Properties of Multipolar Chromophores Derived from 2,3,8-Trisubstituted Indenoquinoxaline
    Lin, Tzu-Chau
    Guo, Fang-Ling
    Li, May-Hui
    Liu, Che-Yu
    CHEMISTRY-AN ASIAN JOURNAL, 2013, 8 (09) : 2102 - 2110
  • [6] Two-photon absorption properties of chromophores in polyelectrolytes
    Hatshan, Mohammad
    Guda, Rama Krishna
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2015, 249
  • [7] An efficient synthesis of 2,3,5-trisubstituted furans from α,β-unsaturated ketones
    Brown, CD
    Chong, JM
    Shen, LX
    TETRAHEDRON, 1999, 55 (50) : 14233 - 14242
  • [8] The synthesis, photophysical properties and two-photon absorption of triphenylamine multipolar chromophores
    Qian, Ying
    Meng, Kang
    Lu, Chang-Gui
    Lin, Bao-ping
    Huang, Wei
    Cui, Yi-Ping
    DYES AND PIGMENTS, 2009, 80 (01) : 174 - 180
  • [9] STEREOSELECTIVE SYNTHESIS OF 2,3,5-TRISUBSTITUTED PYRROLIDINES USING METATHESIS-DERIVED β-AMINOALLYLSILANES
    McElhinney, Alison D.
    Marsden, Stephen P.
    HETEROCYCLES, 2009, 79 : 417 - 422
  • [10] Emergence of 2,3,5-trisubstituted tetrahydrofuran natural products and their synthesis
    Fernandes, Rodney A.
    Gorve, Dnyaneshwar A.
    Pathare, Ramdas S.
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2020, 18 (36) : 7002 - 7025