12,16-Dioxapentacyclo[15.8.0.02,11.03,8.020,25]pentacosa-1(17),2(11),3,5,7,9,18,20,22,24-decaene

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 12,16-Dioxapentacyclo[15.8.0.02,11.03,8.020,25]pentacosa-1(17),2(11),3,5,7,9,18,20,22,24-decaene
• 化学式: C₂₃H₁₈O₂
• 分子量: 326.395
• InChiKey: JWVMTBZUYURCHH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  25
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  12,16-Dioxapentacyclo[15.8.0.02,11.03,8.020,25]pentacosa-1(17),2(11),3,5,7,9,18,20,22,24-decaene 在 硝酸 、 溶剂黄146 作用下， 反应 16.0h， 以4%的产率得到2,2'-(1,3-propylenedioxy)-6,6'-dinitro-1,1'-binaphthalene
  参考文献：
  名称：

  Synthesis and characterization of optically active cyclic 6,6′-dinitro-1,1′-binaphthyl-2,2′-diethers

  摘要：

  A series of racemic and enantiomerically pure 6,6'-dinitro-1,1'-binaphthyl-2,2'-diethers 1 have been synthesized by the nitration of the corresponding cyclic ethers and both the reactivity of nitration and the (chir)optical properties proved to be very sensitive for the chain length of the ether bridge. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0957-4166(97)00185-7
• 作为产物：
  描述：

  2-萘酚 在 iron(III) chloride 、 potassium carbonate 作用下， 以 水 、 丙酮 为溶剂， 反应 9.0h， 生成 12,16-Dioxapentacyclo[15.8.0.02,11.03,8.020,25]pentacosa-1(17),2(11),3,5,7,9,18,20,22,24-decaene
  参考文献：
  名称：

  桥联联芳基双醌的合成及联芳基二面角对光化学性能的影响

  摘要：

  一系列桥接biarylbisquinones，QBINOLs的1 - 4，以及它们的相应的单体，QNaphs 5 - 6，被设计以证明联芳构象上的分子的光致和电化学特性的影响。所有目标化合物都是由相应的萘基或联萘基衍生物的甲硅烷基烯醇醚与p的Diels-Alder反应合成的-苯醌。加入OMe辅助色素或形成二聚体结构会影响吸收光谱和能带隙（Eg），但不会影响分子的还原电位。通过缩短亚甲基桥来缩小QBINOL的二面角会限制桥接OR辅助色素的作用，因此导致较低的HOMO含量和较大的Eg。

  DOI：

  10.1016/j.tet.2016.02.001

文献信息

• Photodynamic Chiral Molecular Switches with Thermal Stability: From Reflection Wavelength Tuning to Handedness Inversion of Self-Organized Helical Superstructures
  作者：Yannian Li、Chenming Xue、Mengfei Wang、Augustine Urbas、Quan Li

  DOI：10.1002/anie.201306396

  日期：2013.12.16

  Three compounds that bear two axially chiral bridged binaphthyl units were developed as photodynamic chiral dopants for nematic liquid crystals. For compounds with suitable bridge lengths, a change in the dihedral angle induced a switch of the binaphthyl units from the cisoid to the transoid form upon UV irradiation, which led to an inversion of the handedness of the helices.

  好转：三种带有两个轴向手性桥联双萘基单元的化合物被开发为向列型液晶的光动力手性掺杂剂。对于具有适当桥长的化合物，二面角的变化在紫外线辐射下引起双萘基单元从顺式转变为反式形式，这导致了螺旋的旋性反转。
• Circular dichroism in excited triplet states. 2. Chiral dimer-like molecules in the binaphthyl and spirobifluorene series
  作者：Catherine Tetreau、Daniel Lavalette、Daniel Cabaret、Niall Geraghty、Zoltan Welvart

  DOI：10.1021/j100240a014

  日期：1983.8
• Sensitized photochemical switching for cholesteric liquid crystal displays
  申请人：Shukla Deepak

  公开号：US20070243342A1

  公开（公告）日：2007-10-18

  The present invention relates to photo-tunable dopant compositions comprising a photo-reactive chiral compound capable of undergoing a photochemical reaction resulting in the loss of chirality, and a triplet sensitizer. The present invention also relates to a display comprising a substrate, a liquid crystalline layer thereon, wherein the liquid crystalline layer comprises a nematic host, at least one chiral dopant, a photo-reacted compound, and a triplet sensitizer, and at least one transparent conductive layer. The present invention also relates to a method of tuning a cholesteric liquid crystal material comprising providing at least one mesogenic compound, at least one triplet sensitizer, and at least one photo-reactive chiral compound; combining the at least one mesogenic compound, at least one triplet sensitizer, and at least one photo-reactive chiral compound to form a mixture; and irradiating the mixture for a period of time.
• Sensitized Photochemical Switching for Cholesteric Liquid Crystal Displays
  申请人：Shukla Deepak

  公开号：US20100068418A1

  公开（公告）日：2010-03-18

  The present invention relates to photo-tunable dopant compositions comprising a photo-reactive chiral compound capable of undergoing a photochemical reaction resulting in the loss of chirality, and a triplet sensitizer. The present invention also relates to a display comprising a substrate, a liquid crystalline layer thereon, wherein the liquid crystalline layer comprises a nematic host, at least one chiral dopant, a photo-reacted compound, and a triplet sensitizer, and at least one transparent conductive layer. The present invention also relates to a method of tuning a cholesteric liquid crystal material comprising providing at least one mesogenic compound, at least one triplet sensitizer, and at least one photo-reactive chiral compound; combining the at least one mesogenic compound, at least one triplet sensitizer, and at least one photo-reactive chiral compound to form a mixture; and irradiating the mixture for a period of time.
• LIQUID CRYSTAL COMPOSITE, POLYMER/LIQUID CRYSTAL COMPOSITE MATERIAL, METHOD OF PRODUCING THE SAME, LIQUID CRYSTAL ELEMENT, AND LIQUID CRYSTAL DISPLAY DEVICE
  申请人：SHARP KABUSHIKI KAISHA

  公开号：US20190233729A1

  公开（公告）日：2019-08-01

  A liquid crystal composite according to the technology described herein includes liquid crystal molecules showing liquid crystal properties, a polymerizable monomer polymerized by an external stimulus, the polymerizable monomer having substantially no optical activity, and a chiral compound that is racemized by an external stimulus, the chiral compound having an optical activity.