bis(4'-octylbiphenyl-4-yl)ethanedione | 906001-86-3

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: bis(4'-octylbiphenyl-4-yl)ethanedione
• 英文别名: 1,2-bis(4'-octylbiphenyl-4-yl)ethan-1,2-dione；1,2-Bis[4-(4-octylphenyl)phenyl]ethane-1,2-dione
• CAS: 906001-86-3
• 化学式: C₄₂H₅₀O₂
• 分子量: 586.858
• InChiKey: MIVRGVYLVTWPSA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.3
• 重原子数：
  44
• 可旋转键数：
  19
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  bis(4'-octylbiphenyl-4-yl)ethanedione 、 3,6-二溴-1,2-苯二胺 在 溶剂黄146 作用下， 反应 12.0h， 以83%的产率得到5,8-dibromo-2,3-bis(4'-octylbiphenyl-4-yl)quinoxaline
  参考文献：
  名称：

  Alternating quinoxaline/oligothiophene copolymers—synthesis and unexpected absorption properties

  摘要：

  新型交替喹啉/寡聚噻吩供体–受体共聚物的光学和电子性质显示出吸收和光致发光，以及HOMO/LUMO能级对共聚物主链中寡聚噻吩段长度的意外独立性。

  DOI：

  10.1039/b700271h
• 作为产物：
  描述：

  4-N-辛基苯硼酸 在 四(三苯基膦)钯 sodium carbonate 作用下， 以 乙醇 、 二氯甲烷 、 苯 为溶剂， 生成 bis(4'-octylbiphenyl-4-yl)ethanedione
  参考文献：
  名称：

  Self-Assembled Fluorescent Hexaazatriphenylenes That Act as a Light-Harvesting Antenna

  摘要：

  In this paper we report the self-assembling nature of fluorescent hexaazatriphenylenes (HATs) 6a-d with six alkyl/alkoxy-chain-containing biphenyl groups and their application to light-harvesting antennae. In a nonpolar solvent and the film state, the HAT derivatives form one-dimensional aggregates with an H-type parallel stacking mode, which were analyzed by H-1 NMR, UV-vis, and steady-state and time-resolved fluorescence spectroscopy. When HAT derivative 7 with six perylenediimide moieties is incorporated into the one-dimensional aggregates, an efficient energy transfer takes place from the self-assembled HAT moiety as a light-harvesting antenna to the perylenediimide moiety as an energy acceptor. Further, when HAT derivative 8 with six triphenylamino moieties is newly added to the light-harvesting system, an intermolecular electron transfer occurs subsequently between the electron-accepting perylenediimide molecule and the electron-donating triphenylamino molecule.

  DOI：

  10.1021/jo060768n

文献信息

• Alternating quinoxaline/oligothiophene copolymers—synthesis and unexpected absorption properties
  作者：Argiri Tsami、Torsten W. Bünnagel、Tony Farrell、Markus Scharber、Stelios A. Choulis、Christoph J. Brabec、Ullrich Scherf

  DOI：10.1039/b700271h

  日期：——

  The optical and electronic properties of novel, alternating quinoxaline/oligothiophene donor–acceptor copolymers show an unexpected independence of absorption and photoluminescence, as well as of the HOMO/LUMO energy levels, on the length of the oligothiophene segments in the copolymer main chain.

  新型交替喹啉/寡聚噻吩供体–受体共聚物的光学和电子性质显示出吸收和光致发光，以及HOMO/LUMO能级对共聚物主链中寡聚噻吩段长度的意外独立性。
• Self-Assembled Fluorescent Hexaazatriphenylenes That Act as a Light-Harvesting Antenna
  作者：Tsutomu Ishi-i、Koh-ichi Murakami、Yusuke Imai、Shuntaro Mataka

  DOI：10.1021/jo060768n

  日期：2006.7.1

  In this paper we report the self-assembling nature of fluorescent hexaazatriphenylenes (HATs) 6a-d with six alkyl/alkoxy-chain-containing biphenyl groups and their application to light-harvesting antennae. In a nonpolar solvent and the film state, the HAT derivatives form one-dimensional aggregates with an H-type parallel stacking mode, which were analyzed by H-1 NMR, UV-vis, and steady-state and time-resolved fluorescence spectroscopy. When HAT derivative 7 with six perylenediimide moieties is incorporated into the one-dimensional aggregates, an efficient energy transfer takes place from the self-assembled HAT moiety as a light-harvesting antenna to the perylenediimide moiety as an energy acceptor. Further, when HAT derivative 8 with six triphenylamino moieties is newly added to the light-harvesting system, an intermolecular electron transfer occurs subsequently between the electron-accepting perylenediimide molecule and the electron-donating triphenylamino molecule.