9,10[1',2']-benzeno-4-ethynyl-9,10-dihydro-1-octyloxyanthracene | 402489-18-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 9,10[1',2']-benzeno-4-ethynyl-9,10-dihydro-1-octyloxyanthracene
• 英文别名: 3-Ethynyl-6-octoxypentacyclo[6.6.6.02,7.09,14.015,20]icosa-2,4,6,9,11,13,15,17,19-nonaene
• CAS: 402489-18-3
• 化学式: C₃₀H₃₀O
• 分子量: 406.568
• InChiKey: WQCPYSYRNCQZTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  31
• 可旋转键数：
  9
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  9,10[1',2']-benzeno-4-ethynyl-9,10-dihydro-1-octyloxyanthracene 、 1,4-二碘苯 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 二异丙胺 作用下， 以 甲苯 为溶剂， 反应 15.0h， 以54%的产率得到1,4-bis(9',10'[1'',2'']-benzeno-4'-ethynyl-9',10'-dihydro-1'-octyloxyanthracenyl)benzene
  参考文献：
  名称：

  Using “Internal Free Volume” to Increase Chromophore Alignment

  摘要：

  Triptycenes have general applicability for increasing the alignment of fluorescent and dichroic dyes in LC hosts. Dyes containing varying numbers of triptycenes were synthesized to study the effect of free-volume alignment of triptycenes on the alignment of dyes. These dyes were designed such that multiple triptycenes could be incorporated and the triptycene-free volume is coincident to the aspect ratio of the dye, allowing a cooperative effect to increase their overall average alignment. With increasing triptycene incorporation, a stepwise increase in the alignment parameters of each dye was seen. It was also found that the attachment of one triptycene group has a negligible effect on the optical switching response times of the dyes. This can be a powerful tool for designing dyes with higher alignments for a variety of applications including guest-host reflective LCDs and holographic data storage.

  DOI：

  10.1021/ja017499x
• 作为产物：
  描述：

  triptycene-1,4-diol 在 bis-triphenylphosphine-palladium(II) chloride copper(l) iodide 、 sodium hydride 、 potassium carbonate 、 二异丙胺 作用下， 以 四氢呋喃 、 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 51.5h， 生成 9,10[1',2']-benzeno-4-ethynyl-9,10-dihydro-1-octyloxyanthracene
  参考文献：
  名称：

  Using “Internal Free Volume” to Increase Chromophore Alignment

  摘要：

  Triptycenes have general applicability for increasing the alignment of fluorescent and dichroic dyes in LC hosts. Dyes containing varying numbers of triptycenes were synthesized to study the effect of free-volume alignment of triptycenes on the alignment of dyes. These dyes were designed such that multiple triptycenes could be incorporated and the triptycene-free volume is coincident to the aspect ratio of the dye, allowing a cooperative effect to increase their overall average alignment. With increasing triptycene incorporation, a stepwise increase in the alignment parameters of each dye was seen. It was also found that the attachment of one triptycene group has a negligible effect on the optical switching response times of the dyes. This can be a powerful tool for designing dyes with higher alignments for a variety of applications including guest-host reflective LCDs and holographic data storage.

  DOI：

  10.1021/ja017499x

文献信息

• Polymers with high internal free volume
  申请人：——

  公开号：US20020150697A1

  公开（公告）日：2002-10-17

  Shape-persistent organic materials, including polymers, with large degrees of interior free volume are described, along with behaviors and phenomena enabled by their unique properties. One class of such a material is built up from triptycene base moieties wherein three benzene rings are bridged together about a [2.2.2] tricyclic ring system. These units can be assembled into discreet molecules and polymers. These materials and/or formulations thereof with liquid crystals or polymers are useful for the complexation of chemicals and/or polymers; they have very low dielectric constants for use as coatings in dielectric circuits, they provide additional ordering mechanisms in liquid crystals, and they display unusual mechanical responses when subjected to electrochemical, chemical, or mechanical stimuli.

  本文介绍了具有大量内部自由体积的形状稳定有机材料，包括聚合物，以及由其独特性质所启用的行为和现象。其中一类这样的材料是由三苯基环基团组成的，其中三个苯环通过一个[2.2.2]三环系统桥接在一起。这些单元可以组装成离散的分子和聚合物。这些材料和/或与液晶或聚合物的配方对于化学物质和/或聚合物的络合非常有用；它们具有非常低的介电常数，可用作介电电路的涂层，它们为液晶提供额外的排序机制，并在受到电化学、化学或机械刺激时显示出不寻常的机械响应。
• COMPOSITION COMPRISING IPTYCENE POLYMERS WITH HIGH INTERNAL VOLUME
  申请人：MASSACHUSETTS INSTITUTE OF TECHNOLOGY

  公开号：EP1313785B1

  公开（公告）日：2009-04-01
• US6783814B2
  申请人：——

  公开号：US6783814B2

  公开（公告）日：2004-08-31
• US7494698B2
  申请人：——

  公开号：US7494698B2

  公开（公告）日：2009-02-24
• Using “Internal Free Volume” to Increase Chromophore Alignment
  作者：Timothy M. Long、Timothy M. Swager

  DOI：10.1021/ja017499x

  日期：2002.4.1

  Triptycenes have general applicability for increasing the alignment of fluorescent and dichroic dyes in LC hosts. Dyes containing varying numbers of triptycenes were synthesized to study the effect of free-volume alignment of triptycenes on the alignment of dyes. These dyes were designed such that multiple triptycenes could be incorporated and the triptycene-free volume is coincident to the aspect ratio of the dye, allowing a cooperative effect to increase their overall average alignment. With increasing triptycene incorporation, a stepwise increase in the alignment parameters of each dye was seen. It was also found that the attachment of one triptycene group has a negligible effect on the optical switching response times of the dyes. This can be a powerful tool for designing dyes with higher alignments for a variety of applications including guest-host reflective LCDs and holographic data storage.