Enhancement of electro-optic activity by introduction of a benzyloxy group to conventional donor-π-acceptor molecules

被引:45
作者
Piao, Xianqing [1 ]
Zhang, Xianming [1 ,4 ]
Inoue, Shinichiro [1 ,2 ]
Yokoyama, Shiyoshi [1 ]
Aoki, Isao [2 ]
Miki, Hideki [2 ]
Otomo, Akira [2 ]
Tazawa, Hidehisa [3 ]
机构
[1] Kyushu Univ, Inst Mat Chem & Engn, Kasuga, Fukuoka 8168580, Japan
[2] Natl Inst Informat & Commun Technol, Nishi Ku, Kobe, Hyogo 6512492, Japan
[3] Sumitomo Elect Ind Ltd, Sake Ku, Yokohama, Kanagawa 2448588, Japan
[4] Liaoning Univ, Dept Phys, Shenyang 110036, Peoples R China
关键词
Electro-optic; Nonlinear optics; Chromophore; Poling; FTC; Donor; CHROMOPHORES; POLYMER; TRANSPORT; DESIGN; CHARGE;
D O I
10.1016/j.orgel.2011.03.010
中图分类号
T [工业技术];
学科分类号
08 ;
摘要
In this work, we investigated the enhancement of the electro-optic response by introducing benzyloxy group as an additional donor part on conventional donor-pi-acceptor molecules. This new type donor exhibited a strong solvatochromic effect, indicating an extra donation to the pi-conjugated bridge, which shifted the charge-transfer absorption of the chromophores to the lower energy region. Furthermore, the simple modification on the donor moiety resulted in about 2-fold improvement in the first hyperpolarizability and macroscopic electro-optic coefficient (r(33)) over the benchmark 2-dicyanomethylen-3-cyano-4-{2-[E-(4-N,N-di(2-acetoxyethyl)-amino)-phenylene-(3,4-dibutyl)thien-5]-E-vinyl}-5,5-dimethyl-2,5-dihydrofuran (FTC) counterparts. An r(33) above 100 pm/V is ultimately achieved in conventional guest-host system. (C) 2011 Elsevier B. V. All rights reserved.
引用
收藏
页码:1093 / 1097
页数:5
相关论文
共 22 条
  • [1] Boyd RW, 2008, NONLINEAR OPTICS, 3RD EDITION, P1
  • [2] Large electro-optic activity and enhanced thermal stability from diarylaminophenyl-containing high-β nonlinear optical chromophores
    Cheng, Yen-Ju
    Luo, Jingdong
    Hau, Steven
    Bale, Denise H.
    Kim, Tae-Dong
    Shi, Zhengwei
    Lao, David B.
    Tucker, Neil M.
    Tian, Yanqing
    Dalton, Larry R.
    Reid, Philip J.
    Jen, Alex K-Y.
    [J]. CHEMISTRY OF MATERIALS, 2007, 19 (05) : 1154 - 1163
  • [3] Electro-optic property of chromophore-terminated trifunctional dendrimer in a guest-host system
    Cho, Min Ju
    Lee, Sang Kyu
    Jin, Jung-Il
    Choi, Dong Hoon
    Dalton, Larry R.
    [J]. THIN SOLID FILMS, 2006, 515 (04) : 2303 - 2309
  • [4] Charge transport in organic semiconductors
    Coropceanu, Veaceslav
    Cornil, Jerome
    da Silva Filho, Demetrio A.
    Olivier, Yoann
    Silbey, Robert
    Bredas, Jean-Luc
    [J]. CHEMICAL REVIEWS, 2007, 107 (04) : 926 - 952
  • [5] Theory-inspired development of new nonlinear optical materials and their integration into silicon photonic circuits and devices
    Dalton, Larry R.
    Lao, David
    Olbricht, Benjamin C.
    Benight, Stephanie
    Bale, Denise H.
    Davies, Joshua A.
    Ewy, Todd
    Hammond, Scott R.
    Sullivan, Philip A.
    [J]. OPTICAL MATERIALS, 2010, 32 (06) : 658 - 668
  • [6] Rational enhancement of second-order nonlinearity:: Bis-(4-methoxyphenyl)hetero-aryl-amino donor-based chromophores:: Design, synthesis, and electrooptic activity
    Davies, Joshua A.
    Elangovan, Arumugasamy
    Sullivan, Philip A.
    Olbricht, Benjamin C.
    Bale, Denise H.
    Ewy, Todd R.
    Isborn, Christine M.
    Eichinger, Bruce E.
    Robinson, Bruce H.
    Reid, Philip J.
    Li, Xiaosong
    Dalton, Larry R.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (32) : 10565 - 10575
  • [7] Synthesis of chromophores with extremely high electro-optic activity. 1. Thiophene-bridge-based chromophores
    He, MQ
    Leslie, TM
    Sinicropi, JA
    [J]. CHEMISTRY OF MATERIALS, 2002, 14 (11) : 4662 - 4668
  • [8] Highly efficient electro-optic polymers through improved poling using a thin TiO2-modified transparent electrode
    Huang, Su
    Kim, Tae-Dong
    Luo, Jingdong
    Hau, Steven K.
    Shi, Zhengwei
    Zhou, Xing-Hua
    Yip, Hin-Lap
    Jen, Alex K. -Y.
    [J]. APPLIED PHYSICS LETTERS, 2010, 96 (24)
  • [9] Pyrroline chromophores for electro-optics
    Jang, Sei-Hum
    Luo, Jingdong
    Tucker, Neil M.
    Leclercq, Amalia
    Zojer, Egbert
    Haller, Marnie A.
    Kim, Tae-Dong
    Kang, Jae-Wook
    Firestone, Kimberly
    Bale, Denise
    Lao, David
    Benedict, Jason B.
    Cohen, Dawn
    Kaminsky, Werner
    Kahr, Bart
    Bredas, Jean-Luc
    Reid, Philip
    Dalton, Larry R.
    Jen, Alex K. -Y.
    [J]. CHEMISTRY OF MATERIALS, 2006, 18 (13) : 2982 - 2988
  • [10] Recent progress in developing highly efficient and thermally stable nonlinear optical polymers for electro-optics
    Luo, JD
    Liu, S
    Haller, M
    Kang, JW
    Kim, TD
    Jang, SH
    Chen, BQ
    Tucker, N
    Li, HX
    Tang, HZ
    Dalton, LR
    Liao, Y
    Robinson, BH
    Jen, AKY
    [J]. ORGANIC PHOTONIC MATERIALS AND DEVICES VI, 2004, 5351 : 36 - 43