Facile synthesis of highly efficient phenyltetraene-based nonlinear optical chromophores for electrooptics

被引:91
作者
Luo, JD
Cheng, YJ
Kim, TD
Hau, S
Jang, SH
Shi, ZW
Zhou, XH
Jen, AKY [1 ]
机构
[1] Univ Washington, Dept Mat Sci & Engn, Seattle, WA 98195 USA
[2] Univ Washington, Dept Chem, Seattle, WA 98195 USA
关键词
D O I
10.1021/ol060178b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A facile synthetic route has been developed to convert an electron-rich, sterically hindered dialkylaminodienone into a conjugated dialkylaminotrienal with good yield. The derived dialkylaminotetraene-type nonlinear optical chromophores possess an all-trans conformation and can be functionalized with fluoro-dendron to provide proper shape modification for poling. Polymers doped with two examples of these chromophores in high concentrations have been poled to afford ultra-large electrooptic coefficients (r(33)) of 208 and 262 pm/N, respectively, at the measuring wavelength of 1.31 mu m.
引用
收藏
页码:1387 / 1390
页数:4
相关论文
共 45 条
  • [21] Ma H, 2002, ADV FUNCT MATER, V12, P565, DOI 10.1002/1616-3028(20020916)12:9<565::AID-ADFM565>3.0.CO
  • [22] 2-8
  • [23] Highly efficient and thermally stable nonlinear optical dendrimer for electrooptics
    Ma, H
    Chen, BQ
    Sassa, T
    Dalton, LR
    Jen, AKY
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (05) : 986 - 987
  • [24] LARGE 1ST HYPERPOLARIZABILITIES IN PUSH-PULL POLYENES BY TUNING OF THE BOND-LENGTH ALTERNATION AND AROMATICITY
    MARDER, SR
    CHENG, LT
    TIEMANN, BG
    FRIEDLI, AC
    BLANCHARDDESCE, M
    PERRY, JW
    SKINDHOJ, J
    [J]. SCIENCE, 1994, 263 (5146) : 511 - 514
  • [25] Design and synthesis of chromophores and polymers for electro-optic and photorefractive applications
    Marder, SR
    Kippelen, B
    Jen, AKY
    Peyghambarian, N
    [J]. NATURE, 1997, 388 (6645) : 845 - 851
  • [26] RELATION BETWEEN BOND-LENGTH ALTERNATION AND 2ND ELECTRONIC HYPERPOLARIZABILITY OF CONJUGATED ORGANIC-MOLECULES
    MARDER, SR
    PERRY, JW
    BOURHILL, G
    GORMAN, CB
    TIEMANN, BG
    MANSOUR, K
    [J]. SCIENCE, 1993, 261 (5118) : 186 - 189
  • [27] MARKS TJ, 1995, ANGEW CHEM INT EDIT, V34, P155, DOI 10.1002/anie.199501551
  • [28] Measurement of the electro-optic properties of poled polymers at λ=1.55 μm by means of sandwich structures with zinc oxide transparent electrode
    Michelotti, F
    Belardini, A
    Larciprete, MC
    Bertolotti, M
    Rousseau, A
    Ratsimihety, A
    Schoer, G
    Mueller, J
    [J]. APPLIED PHYSICS LETTERS, 2003, 83 (22) : 4477 - 4479
  • [29] On the measurement of the electro-optic properties of poled side-chain copolymer films with a modified Teng-Man technique
    Michelotti, F
    Nicolao, G
    Tesi, F
    Bertolotti, M
    [J]. CHEMICAL PHYSICS, 1999, 245 (1-3) : 311 - 326
  • [30] Nalwa H.S., 2001, Advanced Functional Molecules and Polymers: Synthesis