9-(9,9-二甲基芴-2-基)-9H-咔唑 | 866100-16-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: 9-(9,9-二甲基芴-2-基)-9H-咔唑
• 英文名称: 9-(9,9-dimethyl-9H-fluoren-2-yl)-9H-carbazole
• 英文别名: 9-(9,9-dimethylfluoren-2-yl)carbazole
• CAS: 866100-16-5
• 化学式: C₂₇H₂₁N
• 分子量: 359.47
• InChiKey: YMLGKCHMIGILKV-UHFFFAOYSA-N

物化性质

• 熔点：
  138.0 to 142.0 °C
• 沸点：
  552.0±43.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  28
• 可旋转键数：
  1
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  9-(9,9-二甲基芴-2-基)-9H-咔唑 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 生成 5-(9-(9,9-dimethylfluoren-2-yl)carbazol-6-yl)-thiophene-2-carbaldehyde
  参考文献：
  名称：

  咔唑染料中辅助受体和π桥对光伏性能的影响

  摘要：

  基于苯，呋喃和噻吩π桥，在有或没有苯并噻二唑辅助受体的情况下，已经合成了六种N-二甲基芴基咔唑染料。基于苯并噻二唑的掺入和π桥的种类，系统地研究了它们的光物理性质和光伏性能。苯并噻二唑的存在拓宽了吸收光谱并有利于光收集能力，这有利于获得更好的IPCE光谱并因此改善了J SC。另外，苯并噻二唑对π桥对光电转换效率的影响也起作用。在没有苯并噻二唑的咔唑染料中，带有噻吩桥的染料实现了最佳的光伏性能4.14％，而带有苯并噻二唑染料的呋喃桥在AM 1.5G条件下的最佳电池效率为4.96％（N719染料在相同条件下为6.57％）。

  DOI：

  10.1016/j.jphotochem.2016.08.033
• 作为产物：
  描述：

  9,9-二甲基-2-溴芴 、 咔唑 在 palladium diacetate 、 caesium carbonate 、 tri tert-butylphosphoniumtetrafluoroborate 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 反应 15.0h， 以84%的产率得到9-(9,9-二甲基芴-2-基)-9H-咔唑
  参考文献：
  名称：

  咔唑染料中辅助受体和π桥对光伏性能的影响

  摘要：

  基于苯，呋喃和噻吩π桥，在有或没有苯并噻二唑辅助受体的情况下，已经合成了六种N-二甲基芴基咔唑染料。基于苯并噻二唑的掺入和π桥的种类，系统地研究了它们的光物理性质和光伏性能。苯并噻二唑的存在拓宽了吸收光谱并有利于光收集能力，这有利于获得更好的IPCE光谱并因此改善了J SC。另外，苯并噻二唑对π桥对光电转换效率的影响也起作用。在没有苯并噻二唑的咔唑染料中，带有噻吩桥的染料实现了最佳的光伏性能4.14％，而带有苯并噻二唑染料的呋喃桥在AM 1.5G条件下的最佳电池效率为4.96％（N719染料在相同条件下为6.57％）。

  DOI：

  10.1016/j.jphotochem.2016.08.033

文献信息

• A new N-fluorenyl carbazole host material: Synthesis, physical properties and applications for highly efficient phosphorescent organic light emitting diodes
  作者：Min-Gi Shin、K. Thangaraju、Seul-ong Kim、Jong-Won Park、Yun-Hi Kim、Soon-Ki Kwon

  DOI：10.1016/j.orgel.2011.02.014

  日期：2011.5

  higher triplet energy of 2.72 eV. The phosphorescent organic light emitting diode using BDFC as host, ITO/di-[4-(N,N-ditolyl-amino)-phenyl]cyclohexane (TAPC)/host: fac-tris(2-phenylpyridine)-iridium [Ir(ppy)3] (5%)/1,3,5-tris(m-pyrid-3-yl-phenyl)benzene (TmPyPB)/LiF/Al, shows the effective confinement of triplet excitons and efficient energy transfer to the guest emitter in the emissive layer, resulted in

  合成了一种新的N-芴基咔唑材料9,9'-双-（9,​​9-二甲基-9H-芴-2-基）-9H，9'H- [3,3']联咔唑（BDFC）通过溴化，乌尔曼和山本偶合反应并经各种光谱学研究证实。热重分析和差示扫描量热法研究显示出494.7°C的热稳定性（ΔT 5％）和177.8°C的高玻璃化转变温度（T g）。BDFC的光物理和电化学研究表明，在408 nm处有光致发光，带隙为3.01 eV，三重态能量为2.72 eV。使用BDFC作为主体的磷光有机发光二极管，ITO / di- [4-（N，N-ditolyl-氨基）-苯基]环己烷（TAPC）/主体：fac-tris（2-苯基吡啶）-铱[Ir（ppy）3 ]（5％）/ 1,3,5-tris（m-pyrid-3 -苯基-苯基）苯（TmPyPB）/ LiF / Al，有效地限制了三重态激子，并有效地将能量转移到了发光层中的客体发射极，从而使器件效率更高，分别为56
• Π(PI)-conjugated compound, organic electroluminescence element material, light-emitting material, light-emitting thin film, organic electroluminescence element, display device, and illumination device
  申请人：Konica Minolta, Inc.

  公开号：US11358951B2

  公开（公告）日：2022-06-14

  In order to provide a novel π-conjugated compound capable of increasing the light-emission efficiency of an organic electroluminescence element, for example, this π-conjugated compound has a structure indicated by general formula (1). (In general formula (1): Z1-Z6 each independently indicate a hydrogen atom, a deuterium atom, an electron-donating group D, or an electron-withdrawing group A; at least out of two among Z1-Z6 is an electron-donating group D and the other is an electron-withdrawing group A; and at least one ortho position combination Z1 and Z2, Z2 and Z3, Z3 and Z4, Z4 and Z5, Z5 and Z6, or Z6 and Z1 among Z1-Z6 is one combination out of an electron-donating group D and an electron-donating group D, an electron-withdrawing group A and an electron-withdrawing group A, or an electron-donating group D and an electron-withdrawing group A.)

  为了提供一种新型π共轭化合物，该化合物能够提高有机电致发光元件的发光效率，例如，该π共轭化合物具有通式（1）所示的结构。 (在通式（1）中：Z1-Z6各自独立地表示一个氢原子、一个氘原子、一个电子供能基团D或一个电子取能基团A；Z1-Z6中至少有两个是电子供能基团D，另一个是电子取能基团A；Z1-Z6 中至少有一个正位组合 Z1 和 Z2、Z2 和 Z3、Z3 和 Z4、Z4 和 Z5、Z5 和 Z6 或 Z6 和 Z1 是一个电子供能基团 D 和一个电子供能基团 D、一个电子取能基团 A 和一个电子取能基团 A 或一个电子供能基团 D 和一个电子取能基团 A 中的一个组合。)
• ORGANIC MULTICOLOR LIGHT-EMITTING APPARATUS
  申请人：SONY CORPORATION

  公开号：US20160276602A1

  公开（公告）日：2016-09-22

  An organic electroluminescence multicolor light-emitting apparatus including: a substrate; and a first light-emitting device and a second light-emitting device being arranged in parallel relative to the surface of the substrate; wherein the first light-emitting device includes, between an anode and a cathode, a first organic layer, a second organic layer and a third organic layer in this sequence from the anode side in a direction perpendicular to the surface of the substrate, the second light-emitting device includes, between an anode and a cathode, a second organic layer and a third organic layer in this sequence from the anode side in a direction perpendicular to the surface of the substrate, the first organic layer includes a first emitting dopant, the third organic layer includes a second emitting dopant, and the second organic layers independently comprise any one of compounds represented by the following formulas (1) to (6).
• II(PI)-CONJUGATED COMPOUND, ORGANIC ELECTROLUMINESCENCE ELEMENT MATERIAL, LIGHT-EMITTING MATERIAL, LIGHT-EMITTING THIN FILM, ORGANIC ELECTROLUMINESCENCE ELEMENT, DISPLAY DEVICE, AND ILLUMINATION DEVICE
  申请人：Konica Minolta, Inc.

  公开号：US20180170914A1

  公开（公告）日：2018-06-21

  In order to provide a novel π-conjugated compound capable of increasing the light-emission efficiency of an organic electroluminescence element, for example, this π-conjugated compound has a structure indicated by general formula (1). (In general formula (1): Z 1 -Z 6 each independently indicate a hydrogen atom, a deuterium atom, an electron-donating group D, or an electron-withdrawing group A; at least out of two among Z 1 -Z 6 is an electron-donating group D and the other is an electron-withdrawing group A; and at least one ortho position combination Z 1 and Z 2 , Z 2 and Z 3 , Z 3 and Z 4 , Z 4 and Z 5 , Z 5 and Z 6 , or Z 6 and Z 1 among Z 1 -Z 6 is one combination out of an electron-donating group D and an electron-donating group D, an electron-withdrawing group A and an electron-withdrawing group A, or an electron-donating group D and an electron-withdrawing group A.)
• POLYMER COMPOUND, COMPOSITION INCLUDING THE POLYMER COMPOUND, AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE POLYMER COMPOUND
  申请人：Samsung Electronics Co., Ltd.

  公开号：US20180182968A1

  公开（公告）日：2018-06-28

  A polymer compound including a first repeating unit represented by Formula 1 and a second repeating unit represented by Formula 3: wherein in Formulae 1 and 3, groups and variables are the same as described in the specification.