2,7-diphenyl-4b-aza-12b-boradibenzo[g,p]chrysene | 1396175-52-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,7-diphenyl-4b-aza-12b-boradibenzo[g,p]chrysene
• 英文别名: 5,23-Diphenyl-1-aza-14-borahexacyclo[12.12.0.02,7.08,13.015,20.021,26]hexacosa-2(7),3,5,8,10,12,15,17,19,21(26),22,24-dodecaene；5,23-diphenyl-1-aza-14-borahexacyclo[12.12.0.02,7.08,13.015,20.021,26]hexacosa-2(7),3,5,8,10,12,15,17,19,21(26),22,24-dodecaene
• CAS: 1396175-52-2
• 化学式: C₃₆H₂₄BN
• 分子量: 481.404
• InChiKey: TZLUYGMEJVRMLS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.93
• 重原子数：
  38
• 可旋转键数：
  2
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-溴联苯 在 potassium phosphate 、 tris-(dibenzylideneacetone)dipalladium(0) 、 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 正丁基锂 、 potassium tert-butylate 作用下， 以 正己烷 、 二氯甲烷 、 甲苯 、 乙腈 为溶剂， 反应 46.0h， 生成 2,7-diphenyl-4b-aza-12b-boradibenzo[g,p]chrysene
  参考文献：
  名称：

  POLYCYCLIC AROMATIC COMPOUND

  摘要：

  公开号：

  EP2752418B1

文献信息

• Triplet-Energy Control of Polycyclic Aromatic Hydrocarbons by BN Replacement: Development of Ambipolar Host Materials for Phosphorescent Organic Light-Emitting Diodes
  作者：Sigma Hashimoto、Toshiaki Ikuta、Kazushi Shiren、Soichiro Nakatsuka、Jingping Ni、Masaharu Nakamura、Takuji Hatakeyama

  DOI：10.1021/cm503102d

  日期：2014.11.11

  In this work, we achieved the triplet-energy control of polycyclic aromatic hydrocarbons (PAHs) by replacing the Carbon-Carbon (CC) unit with a Boron-Nitrogen (BN) unit. Time-dependent density functional theory calculations suggested that the insertion of the BN unit may cause localization of the singly occupied molecular orbitals 1 and 2 (SOMO1/SOMO2) in the triplet state, which in turn can reduce the exchange interaction and dramatically increase the high singlettriplet excitation energy (E-T). The PAH containing the BN unit, 4b-aza-12b-boradibenzo[g,p]chrysene, showed a large ET value and ambipolar carrier-transport abilities. The introduction of a phenyl substituent on 4b-aza-12b-boradibenzo[g,p]chrysene slightly reduced the E-T values and the carrier-transport abilities, but increased the glass-transition temperatures. On the basis of these findings, we successfully built phosphorescent organic light-emitting diodes using the BN compounds as host materials, which exhibit a superior performance over the device using a representative host material, 4,4'-bis(N-carbazolyl)-1,1'-biphenyl, not only in terms of efficiency but also in terms of device lifetime. This study demonstrated the potential of BN-embedded polycyclic aromatics in organic electronics and showed a novel strategy to achieve triplet-energy control of aromatic compounds.
• POLYCYCLIC AROMATIC COMPOUND
  申请人：Kyoto University

  公开号：EP2752418B1

  公开（公告）日：2017-11-29