1-((9,9-diethyl-9H-fluoren-2-yl)ethynyl)pyrene | 1369762-91-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 1-((9,9-diethyl-9H-fluoren-2-yl)ethynyl)pyrene
• 英文别名: 1-[2-(9,9-Diethylfluoren-2-yl)ethynyl]pyrene
• CAS: 1369762-91-3
• 化学式: C₃₅H₂₆
• 分子量: 446.591
• InChiKey: AAWQCCDAAFULFL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.6
• 重原子数：
  35
• 可旋转键数：
  4
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  1-溴芘 、 9,9-diethyl-2-ethynyl-9H-fluorene 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三苯基膦 作用下， 生成 1-((9,9-diethyl-9H-fluoren-2-yl)ethynyl)pyrene
  参考文献：
  名称：

  The use of a polarity matching and high-energy exciton generating host in fabricating efficient purplish-blue OLEDs from a sky-blue emitter

  摘要：

  我们在这篇论文中揭示了一项新发现，即利用极性匹配和高能激子产生宿主的有机发光二极管（OLED），使用天蓝色发射器产生紫蓝色发射。作为天蓝色发射体，1-((9,9-二乙基-9H-芴-2-基)乙炔基)芘的CIExy坐标为(0.190, 0.241)，外部量子效率为3.5%，在100 cd m-2条件下的功率效率为1.2 lm W-1。由此产生的紫蓝色发射使色彩饱和度超过 100%。之所以能产生异常明显的蓝移，可能是因为掺杂浓度较低，可防止发射体分离导致的浴色偏移；极性匹配的宿主可进一步分散发射体；高效的宿主和客体能级配对可在宿主上产生激子，从而触发短波长发射。此外，宿主还能产生更高能量的激子，以促进触发更短波长的发射。高效率的原因可能是低掺杂浓度防止了浓度淬灭引起的效率衰减，宿主上产生的激子促进了有效的宿主-宿主能量转移，以及所采用的宿主具有有效的宿主-宿主能量转移效应。值得注意的是，这种新方法也适用于其他淡蓝色发光体，只要它们的分子结构没有立体阻碍，就能产生非常理想的深蓝色光。

  DOI：

  10.1039/c2jm32216a

文献信息

• Pyrene-Fluorene Hybrids Containing Acetylene Linkage as Color-Tunable Emitting Materials for Organic Light-Emitting Diodes
  作者：K. R. Justin Thomas、Neha Kapoor、M. N. K. Prasad Bolisetty、Jwo-Huei Jou、Yu-Lin Chen、Yung-Cheng Jou

  DOI：10.1021/jo300285v

  日期：2012.4.20

  New blue- to yellow-emitting materials have been developed by incorporating fluorene-based chromophores on pyrene core with acetylene linkage and using multifold palladium-catalyzed cross-coupling reactions. Both mono- and tetrasubstituted derivatives have been synthesized and characterized. The tetrasubstituted derivatives displayed red-shifted emission when compared to the monosubstituted derivative indicative of an extended conjugation in the former. End-capping with a diphenylamine unit further red-shifted the absorption and emission profiles and imparted a weak dipolar character to the molecules. Amine-containing derivatives displayed positive solvatochromism in the fluorescence spectra indicating a more polar excited state due to an efficient charge migration from the diphenylamine donor to the pyrene pi-acceptor. All of the derivatives were tested as emitting dopants with host material 4,4'-bis(9H-carbazol-9-yl)biphenyl (CBP) in a multilayered OLED and found to exhibit bright blue or yellow electroluminescence. The device utilizing 1,3,6,8-tetrasubstituted pyrene derivative as a dopant emitter displayed highest maximum luminescence 4630 cd/m(2) with power efficiency 3.8 lm/W and current efficiency 7.1 cd/A at 100 cd/m(2) attributable to the proper alignment of energy levels that led to the efficient harvesting of excitons. All of the devices exhibited color purity over a wide range of operating voltages.