1,1,2-triphenyl-2-(p-octyloxyphenyl)ethylene | 1417802-31-3

• 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: 1,1,2-triphenyl-2-(p-octyloxyphenyl)ethylene
• 英文别名: 1-Octoxy-4-(1,2,2-triphenylethenyl)benzene；1-octoxy-4-(1,2,2-triphenylethenyl)benzene
• CAS: 1417802-31-3
• 化学式: C₃₄H₃₆O
• 分子量: 460.659
• InChiKey: UVVNXRWHWFDEKL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.4
• 重原子数：
  35
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1,1,2-triphenyl-2-(p-octyloxyphenyl)ethylene 在 三溴化硼 、 水 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以81.5%的产率得到1-（4-羟基苯）-1,2,2-三苯乙烯
  参考文献：
  名称：

  Optical Properties and Photo-Oxidation of Tetraphenylethene-Based Fluorophores

  摘要：

  AbstractWe report the optical properties of tetraphenylethene (TPE) and other TPE derivatives functionalised with an octyl group (TPE‐OCT) and polyethyleneglycol group (TPE‐PEG) in the side chain. We compared TPE‐OCT and TPE‐PEG with TPE in both organic solvents and under aqueous conditions. All materials exhibit aggregation‐induced emission, however, uncommonly, TPE‐PEG seems to aggregate in aqueous solution with enhanced photoluminescence quantum efficiency (PLQE) relative to that in organic solvents. All three materials can be photo‐oxidised in solution to their diphenylphenanthrene derivative by irradiation with UV light (at both ≈1 and ≈5 mW cm−2), with a subsequent enhancement in PL efficiency. The electron‐donating ether group increases the rate of oxidation relative to bare TPE and also photo‐oxidation was shown to be solvent and concentration dependent. Finally, photo‐oxidation was also demonstrated in the aggregate state.

  DOI：

  10.1002/chem.201202715
• 作为产物：
  描述：

  4-(octyloxy)benzophenone 在 正丁基锂 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 正己烷 、 甲苯 为溶剂， 反应 12.5h， 生成 1,1,2-triphenyl-2-(p-octyloxyphenyl)ethylene
  参考文献：
  名称：

  Optical Properties and Photo-Oxidation of Tetraphenylethene-Based Fluorophores

  摘要：

  AbstractWe report the optical properties of tetraphenylethene (TPE) and other TPE derivatives functionalised with an octyl group (TPE‐OCT) and polyethyleneglycol group (TPE‐PEG) in the side chain. We compared TPE‐OCT and TPE‐PEG with TPE in both organic solvents and under aqueous conditions. All materials exhibit aggregation‐induced emission, however, uncommonly, TPE‐PEG seems to aggregate in aqueous solution with enhanced photoluminescence quantum efficiency (PLQE) relative to that in organic solvents. All three materials can be photo‐oxidised in solution to their diphenylphenanthrene derivative by irradiation with UV light (at both ≈1 and ≈5 mW cm−2), with a subsequent enhancement in PL efficiency. The electron‐donating ether group increases the rate of oxidation relative to bare TPE and also photo‐oxidation was shown to be solvent and concentration dependent. Finally, photo‐oxidation was also demonstrated in the aggregate state.

  DOI：

  10.1002/chem.201202715

文献信息

• Optical Properties and Photo-Oxidation of Tetraphenylethene-Based Fluorophores
  作者：Matthew P. Aldred、Chong Li、Ming-Qiang Zhu

  DOI：10.1002/chem.201202715

  日期：2012.12.7

  AbstractWe report the optical properties of tetraphenylethene (TPE) and other TPE derivatives functionalised with an octyl group (TPE‐OCT) and polyethyleneglycol group (TPE‐PEG) in the side chain. We compared TPE‐OCT and TPE‐PEG with TPE in both organic solvents and under aqueous conditions. All materials exhibit aggregation‐induced emission, however, uncommonly, TPE‐PEG seems to aggregate in aqueous solution with enhanced photoluminescence quantum efficiency (PLQE) relative to that in organic solvents. All three materials can be photo‐oxidised in solution to their diphenylphenanthrene derivative by irradiation with UV light (at both ≈1 and ≈5 mW cm−2), with a subsequent enhancement in PL efficiency. The electron‐donating ether group increases the rate of oxidation relative to bare TPE and also photo‐oxidation was shown to be solvent and concentration dependent. Finally, photo‐oxidation was also demonstrated in the aggregate state.