1,6-Bis[2-(2,5-didodecoxyphenyl)ethynyl]pyrene | 1255535-70-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 1,6-Bis[2-(2,5-didodecoxyphenyl)ethynyl]pyrene
• 英文别名: 1,6-bis[2-(2,5-didodecoxyphenyl)ethynyl]pyrene
• CAS: 1255535-70-6
• 化学式: C₈₀H₁₁₄O₄
• 分子量: 1139.78
• InChiKey: QQBZOBGPJRHUCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  31.3
• 重原子数：
  84
• 可旋转键数：
  52
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  芘 在 bis-triphenylphosphine-palladium(II) chloride 、 potassium iodate 、 copper(l) iodide 、 硫酸 、 水 、 碘 、 溶剂黄146 、 三乙胺 、 三苯基膦 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 51.0h， 生成 1,6-Bis[2-(2,5-didodecoxyphenyl)ethynyl]pyrene
  参考文献：
  名称：

  Synthesis and property studies of linear and kinked poly(pyreneethynylene)s

  摘要：

  A series of fluorescent conjugated polymers, poly(pyreneethynylene)s, have been designed and synthesized to investigate the effect of shape of polymer backbone on physical properties. Polymers with linear and kinked backbone were synthesized using 1,6- and 1,8-disubstituted pyrene. The target copolymers were designed to incorporate various spacer units, such as, alkoxyphenyl, carbazole and fluorene on the polymer backbone. Characterization of the target compounds was achieved by NMR, IR, GPC and MALDI-TOF mass spectrometry. Detailed investigation on their optical, electrochemical and thermal properties revealed significant contribution of the geometry of polymer backbone towards physical properties. Kinked backbone of cisoid-polymers was found to result in lower optical band gap, less negative E-HOMO and higher thermal stability as compared to their linear analogues, most probably due to the coiling of polymer chains. Comparison of the physical properties of the polymers with those of the model compounds suggested similar extent of conjugation through 1,6- and 1,8-position of pyrene. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2010.09.012

文献信息

• Synthesis and property studies of linear and kinked poly(pyreneethynylene)s
  作者：Jhinuk Gupta、Sajini Vadukumpully、Suresh Valiyaveettil

  DOI：10.1016/j.polymer.2010.09.012

  日期：2010.10

  A series of fluorescent conjugated polymers, poly(pyreneethynylene)s, have been designed and synthesized to investigate the effect of shape of polymer backbone on physical properties. Polymers with linear and kinked backbone were synthesized using 1,6- and 1,8-disubstituted pyrene. The target copolymers were designed to incorporate various spacer units, such as, alkoxyphenyl, carbazole and fluorene on the polymer backbone. Characterization of the target compounds was achieved by NMR, IR, GPC and MALDI-TOF mass spectrometry. Detailed investigation on their optical, electrochemical and thermal properties revealed significant contribution of the geometry of polymer backbone towards physical properties. Kinked backbone of cisoid-polymers was found to result in lower optical band gap, less negative E-HOMO and higher thermal stability as compared to their linear analogues, most probably due to the coiling of polymer chains. Comparison of the physical properties of the polymers with those of the model compounds suggested similar extent of conjugation through 1,6- and 1,8-position of pyrene. (C) 2010 Elsevier Ltd. All rights reserved.