Synthesis and optical properties of NLO chromophores containing an indoline donor and azo linker

被引:41
作者
Ashraf, Mohamed [1 ]
Teshome, Ayele [2 ]
Kay, Andrew J. [1 ]
Gainsford, Graeme J. [1 ]
Bhuiyan, M. Delower H. [1 ]
Asselberghs, Inge [2 ]
Clays, Koen [2 ]
机构
[1] Ind Res Ltd, Photon, Lower Hutt 5040, New Zealand
[2] Univ Leuven, Dept Chem, B-3001 Louvain, Belgium
关键词
Nonlinear optics; Chromophore synthesis; Hyperpolarizability; Hyper-Raleigh scattering; Azo dyes; Solvatochromism; HIGH-FREQUENCY DEMODULATION; MULTIPHOTON FLUORESCENCE; MODULATED CONJUGATION; HYPERPOLARIZABILITIES;
D O I
10.1016/j.dyepig.2012.04.022
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A suite of new nonlinear optical chromophores containing an indoline donor and azo linker has been Synthesized in high yields. The methodology used allows for the incorporation of various acceptor systems, the ready isolation of the target compounds and access to materials with excellent thermal stabilities (viz = T-d 220-270 degrees C), The first hyperpolarizabilities of the compounds were measured by hyper-Raleigh scattering and all were found to have an excellent response. The highest value measured was 1640 x 10(-30) esu in DMF at 800 nm for a chromophore containing the well-known TCF acceptor system. Based on data obtained in this and other studies, there is evidence that chromophores containing indoline donors are capable of providing compounds with molecular NLO responses higher than those containing donors derived from N,N-disubstituted anilines. (c) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码:455 / 464
页数:10
相关论文
共 42 条
  • [1] A distinctive example of the cooperative interplay of structure and environment in tuning of intramolecular charge transfer in second-order nonlinear optical chromophores
    Abbotto, A
    Beverina, L
    Bradamante, S
    Facchetti, A
    Klein, C
    Pagani, GA
    Redi-Abshiro, M
    Wortmann, R
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2003, 9 (09) : 1991 - 2007
  • [2] [Anonymous], 1987, Nonlinear Optical Properties of Organic a. Molecules and Crystals
  • [3] [Anonymous], SPIE P
  • [4] [Anonymous], ORGANIC THIN FILMS P
  • [5] [Anonymous], SPIE P
  • [6] [Anonymous], HDB OPTICS
  • [8] PATTERNS IN HYDROGEN BONDING - FUNCTIONALITY AND GRAPH SET ANALYSIS IN CRYSTALS
    BERNSTEIN, J
    DAVIS, RE
    SHIMONI, L
    CHANG, NL
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1995, 34 (15) : 1555 - 1573
  • [9] Synthesis, linear & non linear optical (NLO) properties of some indoline based chromophores
    Bhuiyan, M. Delower H.
    Ashraf, Mohamed
    Teshome, Ayele
    Gainsford, Graeme J.
    Kay, Andrew J.
    Asselberghs, Inge
    Clays, Koen
    [J]. DYES AND PIGMENTS, 2011, 89 (02) : 177 - 187
  • [10] Synthesis, characterization, linear and non-linear optical (NLO) properties of some Schiff's bases
    Bhuiyan, M. Delower H.
    Teshome, Ayele
    Gainsford, Graeme J.
    Ashraf, Mohamed
    Clays, Koen
    Asselberghs, Inge
    Kay, Andrew J.
    [J]. OPTICAL MATERIALS, 2010, 32 (06) : 669 - 672