Precise Synthesis of End-Functionalized Oligo(2,5-dialkoxy-1,4-phenylene vinylene)s with Controlled Repeat Units via Combined Olefin Metathesis and Wittig-Type Coupling

被引:18
作者
Abdellatif, Mohamed Mehawed [1 ]
Nomura, Kotohiro [1 ,2 ]
机构
[1] Tokyo Metropolitan Univ, Dept Chem, Fac Sci & Engn, Hachioji, Tokyo 1920397, Japan
[2] Japan Sci & Technol Agcy JST, Adv Catalyt Transformat Carbon Utilizat ACT C, Kawaguchi, Saitama 3320012, Japan
基金
日本科学技术振兴机构;
关键词
ALL-TRANS OLIGOMERS; CONJUGATED POLYMERS; MOLECULAR-WEIGHT; PV-OLIGOMERS; POLY(ETHYLENE GLYCOL); BAND-GAP; MOLYBDENUM; POLYMERIZATION; POLY(MACROMONOMER)S; SUGARS;
D O I
10.1021/ol400397p
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The precise synthesis of chemically, analytically pure oligo(2,5-dialkoxy-1,4-phenylene vinylene)s [OPVs, alkoxy = O(CH2)(2)OSiiPr(3)] with strictly controlled repeat units (up to 15 repeat units) and well-defined end groups has been achieved by a combined olefin metathesis reaction of 2,5-dialkon-1,4 divinylbenzene or their derivatives with a molybdenum-alkylidene complex and the subsequent Wittig-type cleavage with their dicarboxaldehyde analogues. The effects of the repeat units and the end functional groups toward their UV-vis and the fluorescence spectra have been clearly demonstrated.
引用
收藏
页码:1618 / 1621
页数:4
相关论文
共 57 条
  • [11] [Anonymous], MACROMOLECULAR ENG
  • [12] Recent advances in ADMET polymerization
    Baughman, TW
    Wagener, KB
    [J]. METATHESIS POLYMERIZATION, 2005, 176 : 1 - 42
  • [13] Synthesis of Poly(3-dodecyl-2,5-thienylene vinylene) by Solid-State Metathesis Polycondensation
    Delgado, Paula A.
    Liu, David Y.
    Kean, Zachary
    Wagener, Kenneth B.
    [J]. MACROMOLECULES, 2011, 44 (24) : 9529 - 9532
  • [14] Electroluminescence in conjugated polymers
    Friend, RH
    Gymer, RW
    Holmes, AB
    Burroughes, JH
    Marks, RN
    Taliani, C
    Bradley, DDC
    Dos Santos, DA
    Brédas, JL
    Lögdlund, M
    Salaneck, WR
    [J]. NATURE, 1999, 397 (6715) : 121 - 128
  • [15] Fumitomo H., 1997, ACCOUNTS CHEM RES, V30, P430
  • [16] Synthesis of Light-Emitting Conjugated Polymers for Applications in Electroluminescent Devices
    Grimsdale, Andrew C.
    Chan, Khai Leok
    Martin, Rainer E.
    Jokisz, Pawel G.
    Holmes, Andrew B.
    [J]. CHEMICAL REVIEWS, 2009, 109 (03) : 897 - 1091
  • [17] Tunable Optical Properties of Chromophores Derived from Oligo(p-phenylene vinylene)
    Guerlin, Audrey
    Dumur, Frederic
    Dumas, Eddy
    Miomandre, Fabien
    Wantz, Guillaume
    Mayer, Cedric R.
    [J]. ORGANIC LETTERS, 2010, 12 (10) : 2382 - 2385
  • [18] Kraft A, 1998, ANGEW CHEM INT EDIT, V37, P402, DOI 10.1002/(SICI)1521-3773(19980302)37:4<402::AID-ANIE402>3.0.CO
  • [19] 2-9
  • [20] Precise Synthesis of Poly(fluorene-2,7-vinylene)s Containing Oligo(thiophene)s at the Chain Ends: Unique Emission Properties by the End Functionalization
    Kuwabara, Shingo
    Yamamoto, Nobuhiro
    Sharma, Prabhuodeyara M. Veeresha
    Takamizu, Kenji
    Fujiki, Michiya
    Geerts, Yves
    Nomura, Kotohiro
    [J]. MACROMOLECULES, 2011, 44 (10) : 3705 - 3711