2-(9,9-diethylfluoren-2-yl)pyridine | 947262-99-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 2-(9,9-diethylfluoren-2-yl)pyridine
• CAS: 947262-99-9
• 化学式: C₂₂H₂₁N
• 分子量: 299.415
• InChiKey: UESULMJCPJXAPJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(9,9-diethylfluoren-2-yl)pyridine 以 乙二醇乙醚 、 氯仿 、 水 为溶剂， 反应 36.0h， 生成
  参考文献：
  名称：

  Aggregation-induced phosphorescence emission (AIPE) behaviors in Pt^II(C^N)(N-donor ligand)Cl-type complexes through restrained D_2d deformation of the coordinating skeleton and their optoelectronic properties

  摘要：

  已合成一系列四配位的Pt^II(C^N)(N-供体配体)Cl型配合物，展示了聚集诱导磷光发射（AIPE）行为和令人印象深刻的OLED器件效率。

  DOI：

  10.1039/d0tc05527a
• 作为产物：
  描述：

  2-溴-9,9-二乙基芴 在 四(三苯基膦)钯 、 正丁基锂 、 sodium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 2-(9,9-diethylfluoren-2-yl)pyridine
  参考文献：
  名称：

  水溶性铱 (III) 配合物作为单光子、双光子和荧光寿命成像的多色探针

  摘要：

  荧光显微镜成像提供了一种不可或缺的方法来以亚细胞分辨率可视化组织中的形态学细节。在目前可用的各种显像剂中，基于重金属络合物的探针为活细胞成像提供了强大的工具，这主要是由于其出色的光物理特性，包括明显的斯托克斯位移、高光致发光效率和相对较长的磷光信号发射寿命。在此，我们设计并合成了七种水溶性阳离子铱 (III) 溶剂化配合物 ( 1  −  7) 用于活细胞成像。这些铱 (III) 配合物的发射颜色可以在 PBS 缓冲液（磷酸盐缓冲盐水）中从绿色调整为红色。特别是，已经实现了用于活细胞细胞质染色的多色磷光成像。更重要的是，双光子激发成像和荧光寿命成像显微镜也已成功应用于复合物7。

  DOI：

  10.1016/j.jorganchem.2023.122697

文献信息

• 含氮单齿配体及C^N双齿配体的铂(II)配合 物的磷光聚集诱导发光材料
  申请人：山西绿普光电新材料科技有限公司

  公开号：CN111233936B

  公开（公告）日：2021-07-30

  含氮单齿配体及C^N双齿配体的铂(II)配合物的磷光聚集诱导发光材料，分子架构通式为：本发明以平面构型铂(II)配合物为架构，设计合成Pt(C^N)NCl类型的磷光AIE分子，其中C^N为2‑苯基吡啶类双齿配体，N为含氮单齿配体，Cl为氯单齿配体；在此基础之上，调控C^N双齿配体及含氮单齿配体的尺寸调控其磷光AIE行为，利用聚集态下，基态平面配位架构到激发态下四面体架构转变受阻实现新磷光AIE特性；此外，通过分子间的作用，阻碍配体上的基团转动，也可以抑制磷光配合物激发态的非辐射衰减增加聚集态发光能力，从而达到AIE性质的实现，再对两种配体进行功能化修饰，从而显著提高铂(II)配合物AIE性能调控的空间。
• A versatile color tuning strategy for iridium(III) and platinum(II) electrophosphors by shifting the charge-transfer states with an electron-deficient core
  作者：Gui-Jiang Zhou、Qi Wang、Wai-Yeung Wong、Dongge Ma、Lixiang Wang、Zhenyang Lin

  DOI：10.1039/b814507e

  日期：——

  By fusing an electron-deficient ring system with the phenyl ring of a 2-phenylpyridine (ppy)-type ligand, a new and synthetically versatile strategy for the phosphorescence color tuning of cyclometalated iridium(III) and platinum(II) metallophosphors has been established. Two robust red electrophosphors with enhanced electron-injection/electron-transporting features were prepared by using an electron-trapping fluoren-9-one chromophore in the ligand design. The thermal, photophysical, redox and electrophosphorescent properties of these complexes are reported. These exciting results can be attributed to a switch of the metal-to-ligand charge-transfer (MLCT) character of the transition from the pyridyl groups in the traditional IrIII or PtII ppy-type complexes to the electron-deficient ring core, and the spectral assignments corroborate well with the electrochemical data as well as the time-dependent density functional theory (TD-DFT) calculations. The electron-withdrawing character of the fused ring results in much more stable MLCT states, inducing a substantial red-shift of the triplet emission energy from yellow to red for the IrIII complex and even green to red for the PtII counterpart. Electrophosphorescent organic light-emitting devices (OLEDs) doped with these red emitters fabricated by using vacuum evaporation technique have been realized with reasonable performance.

  通过将一个缺电子的环体系与2-苯基吡啶（ppy）型配体的苯基环结合，建立了一种新的合成多样性策略，用于调节环金属化的铱（III）和铂（II）金属磷光体的磷光颜色。通过在配体设计中使用电子捕获的芴-9-酮染料，制备了两种具有增强电子注入/电子传输特性的坚固红色电致磷光体。这些复合物的热性能、光物理性质、氧化还原特性和电致磷光特性得到了报道。这些激动人心的结果可以归因于金属-配体电荷转移（MLCT）特性从传统的IrIII或PtII ppy型络合物中的吡啶基转移到缺电子的环核心的变化，光谱归属与电化学数据以及时间依赖密度泛函理论（TD-DFT）计算结果很好地相符。连接的环的吸电子特性导致更稳定的MLCT态，使IrIII络合物的三重态发射能量从黄色显著红移到红色，而PtII对应物则从绿色红移到红色。使用真空蒸发技术制造的掺杂这些红色发射体的电致磷光有机发光二极管（OLED）已实现了理想的性能。
• New platinum(II) complexes as triplet emitters for high-efficiency monochromatic pure orange electroluminescent devices
  作者：Gui-Jiang Zhou、Xing-Zhu Wang、Wai-Yeung Wong、Xiao-Ming Yu、Hoi-Sing Kwok、Zhenyang Lin

  DOI：10.1016/j.jorganchem.2007.04.013

  日期：2007.7

  New multi-component orange phosphorescent platinum complexes [Pt(L)(acac)] (Hacac = acetylacetone, HL = (9, 9-diethyl-7-pyridin-2-ylfluoren-2-yl)diphenylamine 1, (9, 9-diethyl-7-pyridin-2-ylfluoren-2-yl)di(p-tolyl)amine 2) were prepared and characterized by spectroscopic and X-ray crystallographic methods. We report the redox and photophysical properties of 1 and 2 and compare these results with the unsubstituted analogue [Pt(L)(acac)] (HL = 9, 9-diethyl-2-pyridin-2-ylfluorene 3). Efficient pure orange-emitting organic light-emitting devices (OLEDs) based on 1 were fabricated. The device performance with 3, 5-dicarbazolylbenzene (mCP) as the host can furnish maximium external quantum, current and power efficiencies of 4.65%, 11.75 cd/A and 5.27 lm/W at 7 V, respectively. The device with 4, 4 '-N, N '-dicarbazolebiphenyl (CBP) as the host can perform better with peak external quantum and current efficiencies of 6.64% and 15.41 cd/A at 7.5 V and a power efficiency of 7.07 lm/W at 6.5 V. Unlike the OLEDs made from other cyclometalated Pt(beta-diketonato) complexes in which the electroluminescence spectra generally displayed both the monomeric and excimeric emissions with different relative intensities upon variation of dopant concentration, our devices emit a strong pure orange light with stable CIE color coordinates. From a steric point of view, no evidence of low-energy aggregate emission is observed for a doping level up to 12 wt.%. The present work confers a good platform for the realization of robust triplet emitters in the fabrication of highly efficient monochromatic OLEDs through the design of multifunctional chelating ligands. (c) 2007 Elsevier B.V. All rights reserved.
• A yellow-emitting iridium complex for use in phosphorescent multiple-emissive-layer white organic light-emitting diodes with high color quality and efficiency
  作者：Xiao-Ming Yu、Gui-Jiang Zhou、Ching-Shan Lam、Wai-Yeung Wong、Xiu-Ling Zhu、Jia-Xin Sun、Man Wong、Hoi-Sing Kwok

  DOI：10.1016/j.jorganchem.2007.10.021

  日期：2008.4

  A cyclometalated iridium(III) complex containing 2-(9,9-diethylfluoren-2-yl) pyridine [Ir(Flpy)(3)] was prepared and used in the fabrication of both yellow and white organic light-emitting diodes (OLEDs). A hole-blocking material has been used as a hole barrier layer in-between different emission layers, helping the formation of the hole limitation region. With the proper position of a hole barrier layer and the construction of a four-emission-layer structure involving the use of [Ir(Flpy)(3)], the resulting WOLED shows sound device performance as well as very stable color even at high luminances. Such WOLEDs have been demonstrated to reveal superior white light color stability/efficiency trade-off optimization. The Commission Internationale de L'Eclairage (CIE) coordinate differences Delta x and Delta y are confined to +/- 0.015 when the luminance increases from 13 to 14806 cd/m(2). The color rendering index (CRI) of the device is also very good, which varies only from 86 to 87 by changing from the normal direction to 80 degrees off-normal at 12 V. The peak electrophosphorescence efficiency can reach as high as 24.6 cd/A at 168 cd/m(2) and it can still be kept at 17.2 cd/A at 10834 cd/m(2). Such outstanding performance renders this all-phosphor WOLED very attractive as a white light source for illumination applications, which typically demand high efficiency, high CRI, and stable color in high brightness work conditions. (C) 2007 Elsevier B.V. All rights reserved.
• Metal coordination compound, luminescence device and display apparatus
  申请人：CANON KABUSHIKI KAISHA

  公开号：EP1238981B1

  公开（公告）日：2005-06-15