9,10-bis(diphenylmethylene)-9,10-dihydroanthracene | 97765-22-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 9,10-bis(diphenylmethylene)-9,10-dihydroanthracene
• 英文别名: 9,10-dibenzhydrylidene-9,10-dihydro-anthracene；9,10-Dibenzhydryliden-9,10-dihydro-anthracen；Tetraphenyl-anthrachinodimethan；Tetraphenylanthrachinodimethan；9,10-Dibenzhydrylideneanthracene
• CAS: 97765-22-5
• 化学式: C₄₀H₂₈
• 分子量: 508.662
• InChiKey: FOMBPKAPJZRPGJ-UHFFFAOYSA-N

物化性质

• 熔点：
  309.4-310.0 °C
• 沸点：
  583.9±50.0 °C(Predicted)
• 密度：
  1.170±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  10.8
• 重原子数：
  40
• 可旋转键数：
  4
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  9,10-bis(diphenylmethylene)-9,10-dihydroanthracene 在 sodium 、 苯甲醇 作用下， 生成 9,10-dibenzhydrylanthracene
  参考文献：
  名称：

  Padova, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1909, vol. 148, p. 292

  摘要：

  DOI：
• 作为产物：
  描述：

  蒽醌 在 四(三苯基膦)钯 、 potassium carbonate 、 三苯基膦 作用下， 以 水 、 甲苯 为溶剂， 生成 9,10-bis(diphenylmethylene)-9,10-dihydroanthracene
  参考文献：
  名称：

  单晶场效应晶体管的扭曲四苯并co衍生物：堆积与迁移率之间的相关性

  摘要：

  合成并表征了一系列在4、7、12、17位上被四个氟，氯或甲基取代的扭曲的四苯并[a，d，j，m]酮（TBC）。除了一个带有甲基取代基的分子，其π-π堆积发生了位移，其余的都显示了π-π界面的堆积，并具有较小的平行位移。对于所有衍生物，在单晶中观察到沿堆叠方向的一维生长。对单晶场效应晶体管的晶体堆积和计算的电子耦合/迁移率与测得的场效应迁移率的系统比较显示出良好的相关性。

  DOI：

  10.1021/cm301190c

文献信息

• 双(二芳基亚甲基)-二氢并苯类化合物的聚集 诱导发光和聚集促进光致变色
  申请人：唐本忠

  公开号：CN107001926B

  公开（公告）日：2020-04-14

  本发明提供一系列新的具有聚集诱导发光特性的多环分子双(二芳基亚甲基)‑二氢并苯类化合物及其在有机光致变色材料中的应用。
• 2,3:4,5:8,9:10,11-Tetrabenzoperylene and 1,2:3,4:7,8:9,10-tetrabenzocoronene
  作者：E. Clar、B.A. McAndrew

  DOI：10.1016/0040-4020(72)80174-1

  日期：1972.1

  Tetrabenzoperylene (IV) was synthesized in order to see whether it has fixed double bonds suitable for a double diene synthesis with maleic anhydride. This was found to be the case. From the double adduct (VI) tetrabenzocoronene (VIIIa) was obtained. It cannot have superaromaticity as shown in VIIIb. Attempts to obtain tetrabenzocoronene by photocyclization from IX gave diphenyltribenzopyrene (X).

  合成四苯并per（IV），以查看其是否具有适合与马来酸酐合成双二烯的固定双键。发现情况就是如此。从双加合物（VI）获得四苯并co烯（VIIIa）。如VIIIb所示，它不能具有超芳香性。尝试通过光环化从IX获得四苯并co，得到二苯基三苯并py（X）。
• Staudinger, Chemische Berichte, 1908, vol. 41, p. 1359
  作者：Staudinger

  DOI：——

  日期：——
• Synthesis, Self-Assembly, and Charge Transporting Property of Contorted Tetrabenzocoronenes
  作者：Xiaojie Zhang、Xiaoxia Jiang、Kai Zhang、Lu Mao、Jing Luo、Chunyan Chi、Hardy Sze On Chan、Jishan Wu

  DOI：10.1021/jo101701k

  日期：2010.12.3

  A facile route has been developed for the preparation of a new family of contorted 1.2,3.4,7.8,9.10-tetrabenzocoronenes (TBCs). A two-step cyclization reaction, i.e., oxidative photocyclization followed by FeCl3-mediated intramolecular cyclodehydrogenation, was carried out on the olefin precursors to obtain the final TBC compounds. These new TBC molecules have contorted conformation due to steric overcrowding as disclosed by single-crystal crystallographic analysis. Nevertheless, they showed extended pi-conjugation compared with coronene and exhibited strong aggregation in solution. The thermal behavior and self-assembly of TBC-C8 in solid were studied by a combination of thermogravimetric analysis (TGA), differential scanning calorimetry (DSC), powder X-ray diffraction (XRD), scanning electron microscope (SEM), and transmission electron microscope (TEM). Compound TBC-C8 showed very good thermal and photostability and exhibited long-range ordered pi-stacking in the bulk state. Moreover, uniform nanofibers with tens of micrometer length are formed in the drop-casted thin films. TBC-C8 also possesses a desirable HOMO energy level (-5.10 eV), which allows efficient charge injection from electrodes such as gold electrode. The charge carrier mobilities were determined by using the space-charge limited-current (SCLC) technique and high average hole mobility of 0.61 cm(2) V-1 s(-1) was obtained for TBC-C8.
• Hypercrosslinked porous organic polymers based on tetraphenylanthraquinone for CO2 uptake and high-performance supercapacitor
  作者：Mohamed Gamal Mohamed、Xian Zhang、Tharwat Hassan Mansoure、Ahmed F.M. EL-Mahdy、Chih-Feng Huang、Martin Danko、Zhong Xin、Shiao-Wei Kuo

  DOI：10.1016/j.polymer.2020.122857

  日期：2020.9

  We successfully synthesized two different kinds of hyper-crosslinked porous organic polymers (CPOPs) based on tetraphenylanthraquinone units by a reaction of 9,10-bis(diphenylmethylene)- 9,10-dihydroanthracene (An-4Ph) as the building unit with formaldehyde dimethyl acetal and 2,4,6-trichloro-1,3,5-triazine as two external crosslinkers by using a simple and friendly one-step Friedel-Crafts polymerization in the presence anhydrous FeCl3 as a catalyst to afford An-CPOP-1 and An-CPOP-2 as a black solid with high yield, respectively. Fourier-transform infrared (FTIR) and NMR spectroscopy were confirmed the chemical structures of the synthesized monomers and the corresponding polymers. Both An-CPOP-1 and An-CPOP-2 showed amorphous character, outstanding thermal stability, and high BET surface area (up to 1000 m(2)/g) with micropomsity and mesoporosity architectures based on XRD, TGA analyses and N-2 adsorption/desorption measurements. Interestingly, TEM and SEM images revealed that An-CPOP-1 had regular tubular nanotubes structure without using template or surfactant or carbonization at the elevated temperature. The as-prepared An-CPOP-2 exhibited a high specific capacitance of 98.4 F g(-1) at a current density of 0.5 A g(-1) and excellent cycling stability (95.3% capacitance retention over 2000 cycles), which could be used as good material for energy storage application.