3,6-bis-biphenyl-4-yl-9-[1,1',4',1'']terphenyl-4-yl-9H-carbazole | 1235568-91-8

• 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: 3,6-bis-biphenyl-4-yl-9-[1,1',4',1'']terphenyl-4-yl-9H-carbazole
• 英文别名: 3,6-Bis(4-phenylphenyl)-9-[4-(4-phenylphenyl)phenyl]carbazole
• CAS: 1235568-91-8
• 化学式: C₅₄H₃₇N
• 分子量: 699.894
• InChiKey: IBZBTTBIWWKGSP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.8
• 重原子数：
  55
• 可旋转键数：
  7
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  9-(4-溴苯基)咔唑 在 四(三苯基膦)钯 、 potassium carbonate 、 溶剂黄146 作用下， 以 氯仿 、 水 、 甲苯 为溶剂， 反应 40.0h， 生成 3,6-bis-biphenyl-4-yl-9-[1,1',4',1'']terphenyl-4-yl-9H-carbazole
  参考文献：
  名称：

  New carbazole-based host material for low-voltage and highly efficient red phosphorescent organic light-emitting diodes

  摘要：

  设计、合成了一种用于红色发射体的新型咔唑基主体材料 BBTC，并用磷光有机发光二极管 (PHOLED) 进行了表征。分子设计策略是保持咔唑大的三重态能量和良好的空穴传输能力，同时提高形态和电化学稳定性，咔唑的C3和C6位被联苯基封闭，C9位被三联苯基封端。红色 PHOLED 在发射层中采用传统掺杂材料双(1-苯基异喹啉)(乙酰丙酮)铱(III) ((piq)2Ir(acac))，显示出接近 100% 的内量子效率（对应于19.3%），效率滚降降低。我们将这些结果归因于 BBTC 良好的空穴迁移率以及从空穴传输层到发射层中的 BBTC 主体的低空穴注入势垒所带来的良好电子空穴平衡。此外，由于其良好的空穴传输性能，其可以用作有机发光器件中的空穴传输层，从而实现器件的低电压操作。

  DOI：

  10.1039/c2jm15138c

文献信息

• 카바졸계 화합물 및 이를 이용한 유기 전계 발광 소자
  申请人：SAMSUNG ELECTRONICS CO., LTD. 삼성전자주식회사(119981042713) Corp. No ▼ 130111-0006246BRN ▼124-81-00998

  公开号：KR101594131B1

  公开（公告）日：2016-02-15

  카바졸의 3-, 6- 위치에 비페닐 유도체가 치환되고, 9- 위치인 질소 원자에 트리페닐 유도체가 치환되어 있는 구조를 가지는 카바졸계 화합물 및 상기 화합물이 유기막에 도입된 유기 전계 발광 소자가 제공된다. 상기 화합물은 습식 및 건식 도포가 용이하고, 이를 이용하여 형성된 유기막을 포함하는 유기 전계 발광 소자는 색순도가 우수하고, 내부 및 외부 발광 효율이 증가되며, 소자의 열적, 광학적 및 전기적 안정성이 우수하다.

  卡巴唑类化合物具有在卡巴唑的3-和6-位置被双苯基取代，并且在9-位置的氮原子上被三苯基取代的结构，以及将该化合物引入有机薄膜的有机电致发光器件。该化合物易于湿法和干法涂覆，利用其形成的含有有机薄膜的有机电致发光器件具有优异的色纯度，内部和外部发光效率提高，器件的热学、光学和电学稳定性优越。
• CARBAZOLE COMPOUNDS AND ORGANO-ELECTROLUMINESCENT DEVICES USING THE SAME
  申请人：Lyu Yi-yeol

  公开号：US20100181900A1

  公开（公告）日：2010-07-22

  A carbazole compound represented by Formula 1: wherein X 1 , X 2 and X 3 are each independently selected from the group consisting of a hydrogen atom, a substituted or unsubstituted C 1 -C 20 alkyl group, a substituted or unsubstituted C 1 -C 20 alkoxy group, a substituted or unsubstituted C 6 -C 30 aryl group, a substituted or unsubstituted C 6 -C 30 arylalkyl group, a substituted or unsubstituted C 2 -C 30 heteroaryl group, a substituted or unsubstituted C 3 -C 20 cycloalkyl group and a substituted or unsubstituted C 5 -C 30 heterocycloalkyl group; and l, m and n are each independently an integer from 0 to 5.
• US8268458B2
  申请人：——

  公开号：US8268458B2

  公开（公告）日：2012-09-18
• New carbazole-based host material for low-voltage and highly efficient red phosphorescent organic light-emitting diodes
  作者：Jeonghun Kwak、Yi-Yeol Lyu、Hyunkoo Lee、Bonggoo Choi、Kookheon Char、Changhee Lee

  DOI：10.1039/c2jm15138c

  日期：——

  A new carbazole-based host material for red emitters, BBTC, was designed, synthesized and characterized with the phosphorescent organic light-emitting diodes (PHOLEDs). With the molecular design strategy of maintaining the large triplet energy and a good hole transporting ability of carbazole while increasing the morphological and electrochemical stability, the C3 and C6 positions of carbazole are blocked with biphenyl groups and the C9 position is terminated with a terphenyl group. Red PHOLEDs employing a conventional dopant material, bis(1-phenylisoquinoline)(acetylacetonate)iridium(III) ((piq)2Ir(acac)), in the emissive layer showed nearly 100% internal quantum efficiency (corresponding to the external quantum efficiency of 19.3%) with reduced efficiency roll-off. We attribute these results to the good electron–hole balance resulting from the good hole mobility of BBTC and low hole injection barrier from the hole transport layer to BBTC host in the emission layer. In addition, owing to its good hole transporting property, it can be utilized as a hole transport layer in organic light-emitting devices enabling low voltage operation of the devices.

  设计、合成了一种用于红色发射体的新型咔唑基主体材料 BBTC，并用磷光有机发光二极管 (PHOLED) 进行了表征。分子设计策略是保持咔唑大的三重态能量和良好的空穴传输能力，同时提高形态和电化学稳定性，咔唑的C3和C6位被联苯基封闭，C9位被三联苯基封端。红色 PHOLED 在发射层中采用传统掺杂材料双(1-苯基异喹啉)(乙酰丙酮)铱(III) ((piq)2Ir(acac))，显示出接近 100% 的内量子效率（对应于19.3%），效率滚降降低。我们将这些结果归因于 BBTC 良好的空穴迁移率以及从空穴传输层到发射层中的 BBTC 主体的低空穴注入势垒所带来的良好电子空穴平衡。此外，由于其良好的空穴传输性能，其可以用作有机发光器件中的空穴传输层，从而实现器件的低电压操作。