tetraoctyl 5,5'-([2,1,3]benzothiadiazole-4,7-diylbis(ethyne-2,1-diyl))bis(2-bromoterephthalate) | 1215875-40-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻二唑类
• 英文名称: tetraoctyl 5,5'-([2,1,3]benzothiadiazole-4,7-diylbis(ethyne-2,1-diyl))bis(2-bromoterephthalate)
• CAS: 1215875-40-3
• 化学式: C₅₈H₇₄Br₂N₂O₈S
• 分子量: 1119.11
• InChiKey: ZUUJNUOQRHBUBE-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  tetraoctyl 5,5'-([2,1,3]benzothiadiazole-4,7-diylbis(ethyne-2,1-diyl))bis(2-bromoterephthalate) 、 4'-(4-乙炔基苯基)-2,2':6',2''-三联吡啶 在 copper(l) iodide 、 四(三苯基膦)钯 作用下， 以 四氢呋喃 为溶剂， 以30%的产率得到tetraoctyl 5,5'-([2,1,3]benzothiadiazole-4,7-diylbis(ethyne-2,1-diyl))bis(2-((4-([2,2':6',2'']-terpyridine-4'-yl)phenyl)ethynyl)-terephthalate)
  参考文献：
  名称：

  Synthesis and Characterization of New Self-Assembled Metallo-Polymers Containing Electron-Withdrawing and Electron-Donating Bis(terpyridine) Zinc(II) Moieties

  摘要：

  A series of rigid pi-conjugated bis(terpyridines) (M1-M7) bearing electron-acceptor spacer units in 4'-position was synthesized in moderate to high yields by Pd-0-catalyzed Sonogashira cross-coupling reactions. The compounds were fully characterized by NMR spectroscopy, MALDI-TOF mass spectrometry, elemental analysis and their photophysical properties were discussed in detail. These new bis(terpyridines) were applied for the self-assembly reaction with Zn-II ions to form metallo-homo polymers (P1-P7). Broadened NMR signals and UV-vis titration experiments confirmed the successful polymerization. The electro-optical properties of the materials were investigated in detail. Band gaps up to 2.08 eV and bright blue to orange photoluminescence with quantum yields of 18 to 66% were observed strongly depending on the nature of the pi-conjugated bis(terpyridine) system. In combination with electron-donor ditopic terpyridine ligands (MD1 and MD2), two Zn-II random copolymers (R1 and R2) were synthesized. These materials were investigated by UV-vis absorption and photoluminescence experiments in dilute solution and in the solid state, prepared by spin-coating from DMF Solutions. Thereby, random copolymer R2 featured an energy transfer from the donor to the acceptor part in dilute solution.

  DOI：

  10.1021/ma902110v