9,9'-[2,2'-bis(trifluoromethyl)biphenyl-4,4'-diyl]bis(9H-carbazole) | 733038-91-0

• 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
• 英文名称: 9,9'-[2,2'-bis(trifluoromethyl)biphenyl-4,4'-diyl]bis(9H-carbazole)
• 英文别名: 4,4'-bis(9-carbazolyl)-2,2'-bis(trifluoromethyl)biphenyl；2,2'-Bis(trifluoromethyl)-4,4'-di(9H-carbazole-9-yl)biphenyl；9-[4-[4-carbazol-9-yl-2-(trifluoromethyl)phenyl]-3-(trifluoromethyl)phenyl]carbazole
• CAS: 733038-91-0
• 化学式: C₃₈H₂₂F₆N₂
• 分子量: 620.596
• InChiKey: OXQMDZZMJLEJAA-UHFFFAOYSA-N

物化性质

• 熔点：
  232 °C
• 沸点：
  711.9±60.0 °C(Predicted)
• 密度：
  1.33±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  11.5
• 重原子数：
  46
• 可旋转键数：
  3
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  9.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2,2'-二(三氟甲基)二氨基联苯 在 盐酸 、 18-冠醚-6 、 铜 、 potassium carbonate 、 sodium nitrite 作用下， 以 水 、 邻二氯苯 为溶剂， 反应 24.0h， 生成 9,9'-[2,2'-bis(trifluoromethyl)biphenyl-4,4'-diyl]bis(9H-carbazole)
  参考文献：
  名称：

  A series of CBP-derivatives as host materials for blue phosphorescent organic light-emitting diodes

  摘要：

  我们报道了一系列具有优越热学和电子特性的CBP衍生物，作为蓝色电致磷光有机发光二极管的宿主材料。我们系统地改变了联苯单元在2位和2′位，以及咔唑基团在3位和6位的取代模式。与结晶母体化合物CBP相比，所有甲基和三氟甲基取代的衍生物均表现出非晶态行为。在联苯的2位和2′位的取代导致了苯环的扭曲。因此，分子的共轭程度受到限制，这导致其激发态能量增大，约为2.95 eV，而CBP为2.58 eV。在活性3位和6位的咔唑基团上进行甲基取代使得材料对氧化具有电化学稳定性。

  DOI：

  10.1039/c0jm03321a

文献信息

• Solution-processible Fluorinated Carbazole Derivative for Phosphorescent Organic Light-emitting Diodes
  作者：Ziyi Ge、Teruaki Hayakawa、Shinji Ando、Mitsuru Ueda、Toshiyuki Akiike、Hidetoshi Miyamoto、Toru Kajita、Masa-aki Kakimoto

  DOI：10.1246/cl.2008.294

  日期：2008.3.5

  A fluorinated carbazole, 9,9'-[2,2'-bis(trifluoromethyl)-biphenyl-4,4'-diyl]bis(9H-carbazole) (6FCBP) was prepared, which exhibited better solubility compared to the well-known hole-transporting material 4,4'-bis(carbazol-9-yl)biphenyl (CBP). 6FCBP was employed to fabricate OLEDs by spin coating or vacuum deposition with excellent performance.

  制备了氟化咔唑，9,9'-[2,2'-双（三氟甲基）-联苯-4,4'-二基]双（9H-咔唑）（6FCBP），与孔相比，它表现出更好的溶解性。已知的空穴传输材料 4,4'-双(咔唑-9-基)联苯 (CBP)。6FCBP 用于通过旋涂或真空沉积制备具有优异性能的 OLED。
• ORGANIC ELECTROLUMINESCENT ELEMENT, DISPLAY DEVICE AND LIGHTING DEVICE
  申请人：Yasukawa Noriko

  公开号：US20090091253A1

  公开（公告）日：2009-04-09

  The first object of the present invention is to provide a blue phosphorescent light-emitting organic electroluminescent (EL) device driven at low voltage, and a display and illuminating device each using such an organic EL device. The second object of the present invention is to provide an organic EL device having long life, and an illuminating device and display each using such an organic EL device. Each organic EL device comprises an electrode and at least one organic layer on a substrate, and at least one of the organic layers is a light-emitting layer containing a host compound and a phosphorescent compound. In order to accomplish the first object, the host compound has an HOMO of from −7.20 to −5.42 eV and an LUMO of from −2.30 to −0.50 eV, and the phosphorescent compound is represented by the general formula (1). In order to accomplish the second object, the host compound is an electron-transporting host compound having an excited triplet energy T 1 of not less than 2.7 eV, and the phosphorescent compound has an HOMO of from −5.15 to −3.50 eV and an LUMO of from −1.25 to +1.00 eV.
• CN114854397
  申请人：——

  公开号：——

  公开（公告）日：——
• A series of CBP-derivatives as host materials for blue phosphorescent organic light-emitting diodes
  作者：Pamela Schrögel、Aušra Tomkevičienė、Peter Strohriegl、Sebastian T. Hoffmann、Anna Köhler、Christian Lennartz

  DOI：10.1039/c0jm03321a

  日期：——

  We report a series of CBP-derivatives with superior thermal and electronic properties for the use as host materials for blue electrophosphorescent organic light emitting diodes. We applied a systematic variation of the substitution pattern in the 2- and 2′-position of the biphenyl unit and the 3- and 6-position of the carbazole moieties. In contrast to the crystalline parent compound CBP, all methyl and trifluoromethyl substituted derivatives show amorphous behaviour. Substitution in the 2- and 2′-position of the biphenyl causes a twisting of the phenyl rings. Hence, the degree of conjugation of the molecules is limited which leads to enlarged triplet energies of approximately 2.95 eV compared to 2.58 eV for CBP. The methyl substitution at the active 3- and 6-position of the pendant carbazole units yields materials with an electrochemically stable behaviour against oxidation.

  我们报道了一系列具有优越热学和电子特性的CBP衍生物，作为蓝色电致磷光有机发光二极管的宿主材料。我们系统地改变了联苯单元在2位和2′位，以及咔唑基团在3位和6位的取代模式。与结晶母体化合物CBP相比，所有甲基和三氟甲基取代的衍生物均表现出非晶态行为。在联苯的2位和2′位的取代导致了苯环的扭曲。因此，分子的共轭程度受到限制，这导致其激发态能量增大，约为2.95 eV，而CBP为2.58 eV。在活性3位和6位的咔唑基团上进行甲基取代使得材料对氧化具有电化学稳定性。