N-(4-(9H-carbazol-9-yl)phenyl)-4-bromo-N-(4-bromophenyl)aniline | 1219104-72-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-(4-(9H-carbazol-9-yl)phenyl)-4-bromo-N-(4-bromophenyl)aniline
• 英文别名: 4-(9h-Carbazol-9-yl)-4',4''-dibromotriphenylamine；N,N-bis(4-bromophenyl)-4-carbazol-9-ylaniline
• CAS: 1219104-72-9
• 化学式: C₃₀H₂₀Br₂N₂
• 分子量: 568.31
• InChiKey: ORXQMLPEWCMHJY-UHFFFAOYSA-N

物化性质

• 沸点：
  680.2±55.0 °C(Predicted)
• 密度：
  1.45±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.6
• 重原子数：
  34
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  8.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-(4-(9H-carbazol-9-yl)phenyl)-4-bromo-N-(4-bromophenyl)aniline 、 Diphenylphosphine oxide 在 2,2'-联吡啶 、 nickel(II) chloride hexahydrate 、 锌 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 36.0h， 以45%的产率得到(((4-(9H-carbazol-9-yl)phenyl)azanediyl)bis(1,4-phenylene))bis(diphenylphosphine oxide)
  参考文献：
  名称：

  Systematic study of TCTA-based star-shaped host materials by optimizing ratio of carbazole/ diphenylphosphine oxide: achieving both low efficiency roll-off and turn-on voltage for blue PHOLEDs

  摘要：

  通过逐渐调整周边基团的D/A比例，设计并合成了一种高效蓝色电致发光器件的新星爆主体材料。

  DOI：

  10.1039/c4tc00951g
• 作为产物：
  描述：

  三苯胺 在 tris-(dibenzylideneacetone)dipalladium(0) 、 N-溴代丁二酰亚胺(NBS) 、 三叔丁基膦 、 sodium t-butanolate 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 36.0h， 生成 N-(4-(9H-carbazol-9-yl)phenyl)-4-bromo-N-(4-bromophenyl)aniline
  参考文献：
  名称：

  KR20230033042A

  摘要：

  公开号：

文献信息

• [EN] ORGANIC LIGHT EMITTING MATERIALS<br/>[FR] MATERIAUX ELECTROLUMINESCENTS ORGANIQUES
  申请人：AGENCY SCIENCE TECH & RES

  公开号：WO2011008168A1

  公开（公告）日：2011-01-20

  The present invention provides a blue light emitting compound having (1) a backbone portion, which backbone portion includes a hole transporting portion comprising a triarylamine group; (2) a side chain portion attached to the backbone portion, which side chain portion includes an electron transporting portion comprising an electron deficient aryl group; and (3) a spacer portion located between the hole transporting portion and the electron transporting portion.

  本发明提供了一种蓝光发射化合物，具有（1）骨架部分，该骨架部分包括一个包含三芳基胺基团的传输孔部分；（2）连接到骨架部分的侧链部分，该侧链部分包括一个包含电子亏缺芳基团的电子传输部分；以及（3）位于传输孔部分和电子传输部分之间的间隔部分。
• Novel fluorene-based light-emitting copolymers containing cyanophenyl pendants and carbazole-triphenylamines: Synthesis, characterization and their PLED application
  作者：Ying Lin、Zhi-Kuan Chen、Teng-Ling Ye、Yan-Feng Dai、Dong-Ge Ma、Zhun Ma、Qin-De Liu、Yu Chen

  DOI：10.1016/j.polymer.2010.01.024

  日期：2010.3

  A series of novel blue light-emitting copolymers PCC-1, PCC-2, and PCC-3, composed of different ratios of electron-withdrawing segments (spirobifluorene substituted with cyanophenyl groups) and electron-donating segments (carbazole-triphenylamines), has been synthesized and characterized In order to investigate the effect of hole/electron charge transporting segments, two reference polymers PSF and PCF, containing only one charge transporting moiety in the polymer backbone, were also synthesized. Incorporation of the rigid spirobifluorene units substituted with cyanophenyl groups into the polymer backbone improved not only the thermal stabilities but also the photoluminescence efficiencies. The polymers except PSF possess similar hole injection barriers but different hole transporting abilities With the device configuration of ITO/PEDOT.PSS/polymers PBD/CsF/Ca/Al, PCC-2 showed the best performance with the lowest turn-on voltage of 3.1 V. the highest luminance of 6369 cd/m(2), the highest current efficiency of 1 97 cd/A, and the best power efficiency of 140 1m/w (C) 2010 Elsevier Ltd. All rights reserved
• Thermally Cross-Linkable Styrene-Based Host Materials for Solution-Processed Organic Light-Emitting Diodes
  作者：Jae-Ho Jang、Hea Jung Park、Ji-Ho Kang、Jeong Yong Park、Min Chul Suh、Do-Hoon Hwang

  DOI：10.1166/jnn.2019.16688

  日期：2019.8.1

  Thermally cross-linkable host materials, DV-TPACZ, DV-TPADBCZ, and TV-TPBI, were designed and synthesized for solution-processed organic light-emitting diodes (OLEDs). The synthesized styrene-functionalized host materials were thermally cross-linked by curing at 150-200 degrees C without using a polymerization initiator. Excellent solvent resistance was observed for all cured host films. They exhibited low highest occupied molecular orbital energy levels of 5.4-5.7 eV, which indicated a low hole injection barrier from the hole transport layer to the emissive layer. A solution-processed red phosphorescent OLED with 5 wt% (MPHMO)(2)Ir (tmd) dopant in the thermally cross-linkable DV-TPACZ host exhibited a current efficiency of 5.3 cd/A, power efficiency of 3.2 Im/W, and external quantum efficiency of 3.6%.
• ARYLAMINE-FLUORENE ALTERNATING COPOLYMER, ELECTROLUMINESCENCE DEVICE MATERIAL, AND ELECTROLUMINESCENCE DEVICE USING THE POLYMER
  申请人：SAMSUNG ELECTRONICS CO., LTD.

  公开号：US20210288258A1

  公开（公告）日：2021-09-16

  The present disclosure provides a technique capable of improving durability (particularly luminescence life-span) of an electroluminescence. In order to solve the above problems, the present disclosure provides an arylamine-fluorene alternating copolymer having a structural unit (A) represented by Chemical Formula (1).
• Systematic study of TCTA-based star-shaped host materials by optimizing ratio of carbazole/ diphenylphosphine oxide: achieving both low efficiency roll-off and turn-on voltage for blue PHOLEDs
  作者：Biao Pan、Hong Huang、Xiao Yang、Jiangjiang Jin、Shaoqing Zhuang、Guangyuan Mu、Lei Wang

  DOI：10.1039/c4tc00951g

  日期：——

  New starburst host materials for an efficient blue electrophosphorescent device were designed and synthesized by gradually tuning the D/A ratio of the peripheral groups.

  通过逐渐调整周边基团的D/A比例，设计并合成了一种高效蓝色电致发光器件的新星爆主体材料。