11-[(1,2,3,4,5-pentaphenylsilolyl)oxy]-1-undecyne | 473932-32-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 11-[(1,2,3,4,5-pentaphenylsilolyl)oxy]-1-undecyne
• 英文别名: 1,2,3,4,5-Pentakis-phenyl-1-undec-10-ynoxysilole；1,2,3,4,5-pentakis-phenyl-1-undec-10-ynoxysilole
• CAS: 473932-32-0
• 化学式: C₄₅H₄₄OSi
• 分子量: 628.929
• InChiKey: GAQNYODMXBRPPX-UHFFFAOYSA-N

物化性质

• 沸点：
  711.6±60.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.92
• 重原子数：
  47
• 可旋转键数：
  15
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1,4-dilithio-1,2,3,4-tetraphenylbutadiene 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 11-[(1,2,3,4,5-pentaphenylsilolyl)oxy]-1-undecyne
  参考文献：
  名称：

  Silole-Containing Polyacetylenes. Synthesis, Thermal Stability, Light Emission, Nanodimensional Aggregation, and Restricted Intramolecular Rotation

  摘要：

  We synthesized three substituted polyacetylenes carrying 1,2,3,4,5-pentaphenylsilolyl (PS) pendants, i.e., -[HC=C(PS)](n)- (1), -{HC=C[(CH2)(9)OPS]}(n)- (2) and -(C6H5)C=C[(CH2)(9)OPS]} (n)- (3), and succeeded in turning polymers 2 and 3 from weak luminophors into strong emitters by external stimuli of aggregation and cooling. The silolylacetylene monomers HCequivalent toCPS (10), HCequivalent toC(CH2)(9)OPS (11), and C(6)H(5)Cequivalent toC(CH2)(9)OPS (12) were polymerized by NbCl5- and WCl6-Ph4Sn catalysts, which gave high molecular weight polymers in high yields (M-w up to similar to70 x 10(3) Da and yield up to similar to80%). The structures and properties of the polymers were characterized and evaluated by IR, UV, NMR, DSC, TGA, PL, EL, and nanoparticle size analyses. The polymers were thermally stable and lost little weights when heated to similar to350 degreesC. Whereas all the polymers were practically nonluminescent when molecularly dissolved, polymers 2 and 3 became emissive when aggregated in poor solvents or when cooled to low temperatures. Restricted intramolecular rotation or twisting of the silole chromophores in the solid nanoaggregates or at the low temperatures may be responsible for the aggregation- or cooling-induced emission. A multilayer electrolumineseence device using 3 as an active layer emitted a blue light of 496 nm with maximum brightness, current efficiency, and external quantum yield of 1118 cd/m(2), 1.45 cd/A, and 0.55%, respectively.

  DOI：

  10.1021/ma0213504

文献信息

• Silole-Containing Polyacetylenes. Synthesis, Thermal Stability, Light Emission, Nanodimensional Aggregation, and Restricted Intramolecular Rotation
  作者：Junwu Chen、Zhiliang Xie、Jacky W. Y. Lam、Charles C. W. Law、Ben Zhong Tang

  DOI：10.1021/ma0213504

  日期：2003.2.1

  We synthesized three substituted polyacetylenes carrying 1,2,3,4,5-pentaphenylsilolyl (PS) pendants, i.e., -[HC=C(PS)](n)- (1), -HC=C[(CH2)(9)OPS]}(n)- (2) and -(C6H5)C=C[(CH2)(9)OPS]} (n)- (3), and succeeded in turning polymers 2 and 3 from weak luminophors into strong emitters by external stimuli of aggregation and cooling. The silolylacetylene monomers HCequivalent toCPS (10), HCequivalent toC(CH2)(9)OPS (11), and C(6)H(5)Cequivalent toC(CH2)(9)OPS (12) were polymerized by NbCl5- and WCl6-Ph4Sn catalysts, which gave high molecular weight polymers in high yields (M-w up to similar to70 x 10(3) Da and yield up to similar to80%). The structures and properties of the polymers were characterized and evaluated by IR, UV, NMR, DSC, TGA, PL, EL, and nanoparticle size analyses. The polymers were thermally stable and lost little weights when heated to similar to350 degreesC. Whereas all the polymers were practically nonluminescent when molecularly dissolved, polymers 2 and 3 became emissive when aggregated in poor solvents or when cooled to low temperatures. Restricted intramolecular rotation or twisting of the silole chromophores in the solid nanoaggregates or at the low temperatures may be responsible for the aggregation- or cooling-induced emission. A multilayer electrolumineseence device using 3 as an active layer emitted a blue light of 496 nm with maximum brightness, current efficiency, and external quantum yield of 1118 cd/m(2), 1.45 cd/A, and 0.55%, respectively.