4-(9,9-diphenylacridin-10(9H)-yl)benzonitrile

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 4-(9,9-diphenylacridin-10(9H)-yl)benzonitrile
• 英文别名: 4-(9,9-Diphenylacridin-10-yl)benzonitrile
• 化学式: C₃₂H₂₂N₂
• 分子量: 434.54
• InChiKey: PNNMAMPGSVIURJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  34
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-溴苯腈 、 9,9-二苯基二氢吖啶 在 tris-(dibenzylideneacetone)dipalladium(0) 、 sodium t-butanolate 、 tri tert-butylphosphoniumtetrafluoroborate 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以83%的产率得到4-(9,9-diphenylacridin-10(9H)-yl)benzonitrile
  参考文献：
  名称：

  Blue Thermally Activated Delayed Fluorescence Molecule Having Acridane and Cyanobenzene Units

  摘要：

  开发了由9,9-二苯基氨基苯和苯腈单元组成的高效蓝色热激活延迟荧光（TADF）材料。我们发现，将9,9-二苯基氨基苯放置在苯腈的邻位，相较于元位和对位取代衍生物，提高了TADF过程。我们观察到2,6-双(9,9-二苯基氨基苯-10(9H)-基)苯腈（o-A2CN）具有高光致荧光量子产率（80%）和高反向跨系统交叉速率常数（1.2 × 10^6 s−1）的蓝色TADF发光。以o-A2CN作为发射体制造的有机发光二极管显示出优良的蓝色发光（CIEx, CIEy = 0.16, 0.16），并且具有高外部电致发光量子效率（15.9%）。

  DOI：

  10.1246/cl.160814

文献信息

• ORGANIC ELECTROLUMINESCENT MATERIAL AND ORGANIC OPTOELECTRONIC DEVICE
  申请人：Shanghai Tianma AM-OLED Co., Ltd.

  公开号：US20170263871A1

  公开（公告）日：2017-09-14

  A compound and an organic optoelectronic device are provided. The compound has the chemical formula (I): In the chemical formula (I): Ar is selected from N-substituted or unsubstituted C 6 to C 30 aryl; m denotes a positive integer and 1≦m≦8, n denotes a positive integer and 1≦n≦8, and A 1 is selected from chemical groups of the following chemical formula (II): In the chemical formula (II): R1 to R S are independently selected from hydrogen, deuterium, C 1 to C 30 alkyl, C 1 to C 30 heteroatom-substituted alkyl, C 6 to C 30 aryl, and C 2 to C 30 heteroaryl. X is selected from O, S, substituted or unsubstituted imino, substituted or unsubstituted methylene, and substituted or unsubstituted silylene, and a substituent is selected from hydrogen, deuterium, C 1 to C 30 alkyl, C 1 to C 50 heteroatom-substituted alkyl, C 6 to C30 aryl, and C 2 to C 30 heteroaryl.
• Blue Thermally Activated Delayed Fluorescence Molecule Having Acridane and Cyanobenzene Units
  作者：Hiroki Noda、Ryota Kabe、Chihaya Adachi

  DOI：10.1246/cl.160814

  日期：2016.12.5

  Highly efficient blue thermally activated delayed fluorescence (TADF) materials consisting of 9,9-diphenylacridan and benzonitrile units were developed. We found that placing 9,9-diphenylacridan in the ortho-position of benzonitrile enhanced the TADF process compared with results from meta- and para-substituted derivatives. We observed blue TADF emission with a high photoluminescence quantum yield (80%) and a high reverse intersystem crossing rate constant (1.2 × 106 s−1) for 2,6-bis(9,9-diphenylacridan-10(9H)-yl)benzonitrile (o-A2CN). An organic light-emitting diode fabricated using o-A2CN as an emitter showed good blue emission (CIEx, CIEy = 0.16, 0.16) with high external electroluminescence quantum efficiency (15.9%).

  开发了由9,9-二苯基氨基苯和苯腈单元组成的高效蓝色热激活延迟荧光（TADF）材料。我们发现，将9,9-二苯基氨基苯放置在苯腈的邻位，相较于元位和对位取代衍生物，提高了TADF过程。我们观察到2,6-双(9,9-二苯基氨基苯-10(9H)-基)苯腈（o-A2CN）具有高光致荧光量子产率（80%）和高反向跨系统交叉速率常数（1.2 × 10^6 s−1）的蓝色TADF发光。以o-A2CN作为发射体制造的有机发光二极管显示出优良的蓝色发光（CIEx, CIEy = 0.16, 0.16），并且具有高外部电致发光量子效率（15.9%）。