2,5-Bis(7-ethynyl-9,9-dihexylfluoren-2-yl)-1,3,4-oxadiazole | 1014671-74-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 2,5-Bis(7-ethynyl-9,9-dihexylfluoren-2-yl)-1,3,4-oxadiazole
• 英文别名: 2,5-bis(7-ethynyl-9,9-dihexylfluoren-2-yl)-1,3,4-oxadiazole
• CAS: 1014671-74-9
• 化学式: C₅₆H₆₆N₂O
• 分子量: 783.153
• InChiKey: OYDFOTHRLGFQOC-UHFFFAOYSA-N

物化性质

• 沸点：
  859.7±75.0 °C(Predicted)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  19.4
• 重原子数：
  59
• 可旋转键数：
  24
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  38.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  9,9-二己基-2,7-二溴代芴 在 吡啶 、 甲醇 、 copper(l) iodide 、 sodium azide 、 palladium diacetate 、 potassium carbonate 、 氯化铵 、 二异丙胺 、 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 生成 2,5-Bis(7-ethynyl-9,9-dihexylfluoren-2-yl)-1,3,4-oxadiazole
  参考文献：
  名称：

  Synthesis, Light-Emitting, and Two-Photon Absorption Properties of Platinum-Containing Poly(arylene-ethynylene)s Linked by 1,3,4-Oxadiazole Units

  摘要：

  A series of soluble and thermally stable group 10 platinum(II) polyyne polymers of the type [-C equivalent to C- P1(PBu3)(2)-C equivalent to C-Ar-Ox-Ar-](n) (where Ox = 1,3,4-oxadiazole, Ar = p-C6H4 or 2,7-dihexy]-9.9-fluorene) and [-C equivalent to C-Pt(PBu3)(2)-C equivalent to C-Ar-Ox-Ar-Ox-Ar](n) (where Ar = 2,7-dihexy]-9.9-fluorene) along with their corresponding dinuclear model compounds [Ph-P1(PEt3)(2)-C equivalent to C-Ar-l(2)-Ox-(where Ar = p-C6H4 or 2,7-dihexy1-9,9-fluorene) and [Ph-Pt(PEt3)(2)-C equivalent to C-Ar-Ox-](2)-Ar- (where Ar = 2,7-dihexyl-9,9-fluorene) were prepared and characterized. The regiochemical structure of the polymers has been ascertained by single-crystal X-ray analysis on the model compound [Ph-Pt(PEt3)(2)-C equivalent to C-p-C6H4-l(2)-Ox- The photophysical properties (absorption, excitation, emission, and nanosecond transient absorption spectra) of these metalated compounds in 2MeTHF at 298 and 77 K are reported. These findings are correlated by density functional theory (DFT) calculations. Geometry optimizations predict totally planar molecules for these metalated complexes and polymers, allowing better pi-conjugation across the main chain. The ligands are strongly fluorescent but become also phosphorescent when the Pt atom is introduced in the backbone of the conjugated organometa Hie complexes and polymers. These emissions arc assigned to pi pi* transitions in all cases involving the Ptd(xy) orbitals. These Pt compounds exhibit two-photon absorption (2PA), and their 2PA cross sections (sigma 2) have been determined. The potential of exploiting such metallopolymers for the design of electrophosphorescent polymer light-emitting devices (PLEDs) and their use as single-dopant for white PLEDs have also been discussed.

  DOI：

  10.1021/ma1009319

文献信息

• Synthesis, Light-Emitting, and Two-Photon Absorption Properties of Platinum-Containing Poly(arylene-ethynylene)s Linked by 1,3,4-Oxadiazole Units
  作者：Thomas Goudreault、Ze He、Yanhe Guo、Cheuk-Lam Ho、Hongmei Zhan、Qiwei Wang、Keith Yat-Fung Ho、Ka-Leung Wong、Daniel Fortin、Bing Yao、Zhiyuan Xie、Lixiang Wang、Wai-Ming Kwok、Pierre D. Harvey、Wai-Yeung Wong

  DOI：10.1021/ma1009319

  日期：2010.10.12

  A series of soluble and thermally stable group 10 platinum(II) polyyne polymers of the type [-C equivalent to C- P1(PBu3)(2)-C equivalent to C-Ar-Ox-Ar-](n) (where Ox = 1,3,4-oxadiazole, Ar = p-C6H4 or 2,7-dihexy]-9.9-fluorene) and [-C equivalent to C-Pt(PBu3)(2)-C equivalent to C-Ar-Ox-Ar-Ox-Ar](n) (where Ar = 2,7-dihexy]-9.9-fluorene) along with their corresponding dinuclear model compounds [Ph-P1(PEt3)(2)-C equivalent to C-Ar-l(2)-Ox-(where Ar = p-C6H4 or 2,7-dihexy1-9,9-fluorene) and [Ph-Pt(PEt3)(2)-C equivalent to C-Ar-Ox-](2)-Ar- (where Ar = 2,7-dihexyl-9,9-fluorene) were prepared and characterized. The regiochemical structure of the polymers has been ascertained by single-crystal X-ray analysis on the model compound [Ph-Pt(PEt3)(2)-C equivalent to C-p-C6H4-l(2)-Ox- The photophysical properties (absorption, excitation, emission, and nanosecond transient absorption spectra) of these metalated compounds in 2MeTHF at 298 and 77 K are reported. These findings are correlated by density functional theory (DFT) calculations. Geometry optimizations predict totally planar molecules for these metalated complexes and polymers, allowing better pi-conjugation across the main chain. The ligands are strongly fluorescent but become also phosphorescent when the Pt atom is introduced in the backbone of the conjugated organometa Hie complexes and polymers. These emissions arc assigned to pi pi* transitions in all cases involving the Ptd(xy) orbitals. These Pt compounds exhibit two-photon absorption (2PA), and their 2PA cross sections (sigma 2) have been determined. The potential of exploiting such metallopolymers for the design of electrophosphorescent polymer light-emitting devices (PLEDs) and their use as single-dopant for white PLEDs have also been discussed.