Synthesis of functionalized organic second-order nonlinear optical chromophores for electrooptic applications

被引:55
作者
Thayumanavan, S
Mendez, J
Marder, SR [1 ]
机构
[1] CALTECH, Beckman Inst, Pasadena, CA 91125 USA
[2] CALTECH, Jet Prop Lab, Pasadena, CA 91125 USA
[3] Univ Arizona, Dept Chem, Tucson, AZ 85721 USA
关键词
D O I
10.1021/jo981707v
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The design and syntheses of functionalized second-order nonlinear optical chromophores, suitable for covalent incorporation into functionalized high-performance polymers, are described. The chromophores with hydroxy alkyl functionality have diarylamino groups as the donor moiety and a styryl thiophene moiety as the conjugated bridge. The triarylamine parts of the molecules were synthesized using palladium-catalyzed C-N bond forming reactions. The conjugated bridge was assembled using the Wittig reaction. The acceptor groups were installed in the last steps of the syntheses.
引用
收藏
页码:4289 / 4297
页数:9
相关论文
共 59 条
  • [41] SYNTHESIS AND REACTIONS OF CYANOVINYL-SUBSTITUTED BENZENEDIAZONIUM SALTS FOR NONLINEAR OPTICS
    SCHILLING, ML
    KATZ, HE
    COX, DI
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (23) : 5538 - 5540
  • [42] ELECTRO-OPTIC PHASE MODULATION AND OPTICAL 2ND-HARMONIC GENERATION IN CORONA-POLED POLYMER-FILMS
    SINGER, KD
    KUZYK, MG
    HOLLAND, WR
    SOHN, JE
    LALAMA, SJ
    COMIZZOLI, RB
    KATZ, HE
    SCHILLING, ML
    [J]. APPLIED PHYSICS LETTERS, 1988, 53 (19) : 1800 - 1802
  • [43] SINGER KD, 1991, APPL PHYS LETT, V69, P2568
  • [44] Novel thermally stable cross-linked nonlinear optical silica films prepared by a sol-gel process
    Sung, PH
    Hsu, TF
    Ding, YH
    Wu, AY
    [J]. CHEMISTRY OF MATERIALS, 1998, 10 (06) : 1642 - 1646
  • [45] TAMO K, 1991, COMPREHENSIVE ORGANI, V3
  • [46] Synthesis of unsymmetrical triarylamines for photonic applications via one-pot palladium-catalyzed aminations
    Thayumanavan, S
    Barlow, S
    Marder, SR
    [J]. CHEMISTRY OF MATERIALS, 1997, 9 (12) : 3231 - 3235
  • [47] THAYUMANAVAN S, UNPUB
  • [48] TWIEG RJ, 1994, P SOC PHOTO-OPT INS, V2, P2143
  • [49] EXCEPTIONALLY THERMALLY STABLE POLYIMIDES FOR 2ND-ORDER NONLINEAR-OPTICAL APPLICATIONS
    VERBIEST, T
    BURLAND, DM
    JURICH, MC
    LEE, VY
    MILLER, RD
    VOLKSEN, W
    [J]. SCIENCE, 1995, 268 (5217) : 1604 - 1606
  • [50] ELECTROOPTIC PROPERTIES OF SIDE-CHAIN POLYIMIDES WITH EXCEPTIONAL THERMAL STABILITIES
    VERBIEST, T
    BURLAND, DM
    JURICH, MC
    LEE, VY
    MILLER, RD
    VOLKSEN, W
    [J]. MACROMOLECULES, 1995, 28 (08) : 3005 - 3007