2,7-dicyano-2'-diphenylamino-9,9'-spirobifluorene | 876173-77-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2,7-dicyano-2'-diphenylamino-9,9'-spirobifluorene
• 英文别名: 2-(N-phenylanilino)-9,9'-spirobi[fluorene]-2',7'-dicarbonitrile
• CAS: 876173-77-2
• 化学式: C₃₉H₂₃N₃
• 分子量: 533.632
• InChiKey: RWJFAZHGELRCFD-UHFFFAOYSA-N

物化性质

• 熔点：
  262-264 °C
• 沸点：
  731.5±60.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  42
• 可旋转键数：
  3
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  50.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,7-dicyano-2'-diphenylamino-9,9'-spirobifluorene 在 sodium azide 、 ammonium chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 N,N-diphenyl-2',7'-bis(2H-tetrazol-5-yl)-9,9'-spirobi[fluorene]-2-amine
  参考文献：
  名称：

  Synthesis, Structures, and Photoinduced Electron Transfer Reaction in the 9,9‘-Spirobifluorene-Bridged Bipolar Systems

  摘要：

  A series of 9,9'-spirobifluorene-bridged bipolar compounds DnAm bearing various n:m ratios for triarylamine (D) versus 1,3,4-oxadiazole-conjugated oligoaryl moiety (A) have been synthesized to investigate the corresponding photoinduced electron transfer (PET) property. The excitation behaviors were probed by steady-state absorption, emission, fluorescence solvatochromism, and femtosecond fluorescence up-conversion spectroscopy. The overall reaction dynamics can be rationalized by the rate of PET, in combination with solvent relaxation dynamics. It was found that the rate of PET is dependent on the anchored D/A ratio. The rate of D1A1 and D2A1 was resolved to be similar to 2.44 x 10(12) and 2.32 x 10(12) s(-1), respectively, while it is irresolvable in D1A2 and D2A2 (> 6.6 x 1011 s-1). In another approach, based on the comprehensive X-ray data, cyclicvoltammetry, and absorption/emission spectra, the rate of photoinduced electron transfer was also qualitatively estimated. Fair comparisons were made between experimental and theoretical approaches to gain detailed insight into the PET for the titled systems.

  DOI：

  10.1021/jo0512047
• 作为产物：
  描述：

  2,7-二溴-9,9'-螺二芴 在 palladium diacetate 三叔丁基膦 、 溴 、 三氯化铁 、 二苯胺 、 sodium t-butanolate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 24.5h， 生成 2,7-dicyano-2'-diphenylamino-9,9'-spirobifluorene
  参考文献：
  名称：

  Synthesis, Structures, and Photoinduced Electron Transfer Reaction in the 9,9‘-Spirobifluorene-Bridged Bipolar Systems

  摘要：

  A series of 9,9'-spirobifluorene-bridged bipolar compounds DnAm bearing various n:m ratios for triarylamine (D) versus 1,3,4-oxadiazole-conjugated oligoaryl moiety (A) have been synthesized to investigate the corresponding photoinduced electron transfer (PET) property. The excitation behaviors were probed by steady-state absorption, emission, fluorescence solvatochromism, and femtosecond fluorescence up-conversion spectroscopy. The overall reaction dynamics can be rationalized by the rate of PET, in combination with solvent relaxation dynamics. It was found that the rate of PET is dependent on the anchored D/A ratio. The rate of D1A1 and D2A1 was resolved to be similar to 2.44 x 10(12) and 2.32 x 10(12) s(-1), respectively, while it is irresolvable in D1A2 and D2A2 (> 6.6 x 1011 s-1). In another approach, based on the comprehensive X-ray data, cyclicvoltammetry, and absorption/emission spectra, the rate of photoinduced electron transfer was also qualitatively estimated. Fair comparisons were made between experimental and theoretical approaches to gain detailed insight into the PET for the titled systems.

  DOI：

  10.1021/jo0512047

文献信息

• MATERIALS FOR ORGANIC ELECTROLUMINESCENT DEVICES
  申请人：Pflumm Christof

  公开号：US20130207046A1

  公开（公告）日：2013-08-15

  The present invention relates to compounds of the formula (1) which are suitable for use in electronic devices, in particular organic electroluminescent devices, and to electronic devices which comprise these compounds.

  本发明涉及公式（1）的化合物，该化合物适用于电子设备，特别是有机电致发光器件，并且涉及包含这些化合物的电子设备。
• MATERIALIEN FÜR ORGANISCHE ELEKTROLUMINESZENZVORRICHTUNGEN
  申请人：Merck Patent GmbH

  公开号：EP2616428B1

  公开（公告）日：2014-12-24
• US9312495B2
  申请人：——

  公开号：US9312495B2

  公开（公告）日：2016-04-12
• US9947874B2
  申请人：——

  公开号：US9947874B2

  公开（公告）日：2018-04-17
• [DE] MATERIALIEN FÜR ORGANISCHE ELEKTROLUMINESZENZVORRICHTUNGEN<br/>[EN] MATERIALS FOR ORGANIC ELECTROLUMINESCENT DEVICES<br/>[FR] MATÉRIAUX POUR DISPOSITIFS ÉLECTROLUMINESCENTS ORGANIQUES
  申请人：MERCK PATENT GMBH

  公开号：WO2012034627A1

  公开（公告）日：2012-03-22

  Die vorliegende Erfindung betrifft Verbindungen gemäß Formel (1), welche sich für die Verwendung in elektronischen Vorrichtungen, insbesondere organischen Elektrolumineszenzvorrichtungen, eignen, sowie elektronische Vorrichtungen, welche diese Verbindungen enthalten.