4,6-bis(diphenylphosphoryl)dibenzothiophene | 1356194-12-1

• 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: 4,6-bis(diphenylphosphoryl)dibenzothiophene
• 英文别名: 4,6-Bis(diphenylphosphoryl)dibenzothiophene
• CAS: 1356194-12-1
• 化学式: C₃₆H₂₆O₂P₂S
• 分子量: 584.615
• InChiKey: HXRYURLCOSPKFD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  41
• 可旋转键数：
  6
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  62.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4,6-bis(diphenylphosphoryl)dibenzothiophene 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以40%的产率得到4,6-bis(diphenylphosphinoyl)dibenzothiophene-5,5-dioxide
  参考文献：
  名称：

  基于相容​​性优化的高效高效的蓝色热活化延迟荧光二极管的二苯并噻吩基氧化膦主体和电子传输材料

  摘要：

  热活化延迟荧光（TADF）有机发光二极管源于适用于TADF染料的高性能主体材料和载流子传输材料的开发，具有最佳的特性和相互作用，使得同时提高性能和简化装置结构成为可能。在这项工作中，通过使用双[4-（9,9-二甲基-9,10-二氢ac啶）苯基]砜（DMAC - DPS）作为蓝色发射器，成功实现了具有简化的四层结构的高效蓝色TADF二极管， 4,6-双（二苯基）二苯并噻吩（DBTDPO）作为宿主，和4,6-双（二苯基）二苯并噻吩砜（46DBSODPO）作为电子传输层。之间的兼容性DBTDPO和DMAC - DPS和DBTDPO和46DBSODPO在构型，极性，能级和界面相互作用方面进行了优化，从而在掺杂之前和之后均保持了约0.25 nm的不变粗糙度，超过85％的高光致发光量子产率，并减少了界面激基复合物发射。与类似物28DBSODPO和37DBSODPO相比，具有约3.0 eV的相似的三线态激发能（T

  DOI：

  10.1021/acs.chemmater.5b02012
• 作为产物：
  描述：

  4,6-Bis(diphenylphosphino)dibenzothiophene 在 双氧水 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以1.75 g的产率得到4,6-bis(diphenylphosphoryl)dibenzothiophene
  参考文献：
  名称：

  Short-Axis Substitution Approach Selectively Optimizes Electrical Properties of Dibenzothiophene-Based Phosphine Oxide Hosts

  摘要：

  Two dibenzothiophene (DBT)-based phosphine oxide hosts, named 4-diphenylphosphoryl dibenzothiophene (DBTSPO) and 4,6-bis(diphenylphosphoryl) dibenzothiophene (DBTDPO), were prepared by short-axis substitution with the aim to selectively adjust electrical properties. The combined effects of short-axis substitution and the involvement of electron-donating S atom in conjugation effectively suppress the influence of electron-withdrawing diphenylphosphine oxide (DPPO) moieties on the frontier molecular orbitals and the optical properties. Therefore, DBTSPO and DBTDPO have the nearly same hole injection ability and the excited energy levels, while more electron transporting DPPOs and the symmetrical configuration endow DBTDPO with enhanced electron-injecting/transporting ability. As the result, on the basis of this short-axis substitution effect, the selective adjustment of electrical properties was successfully realized. With the high first triplet energy level (T-1) of 290 eV, the suitable energy levels of the highest occupied molecular orbital and the lowest unoccupied molecular orbital of -6.05 and -2.50 eV and the improved carrier -transporting ability, DBTDPO supported its blue- and white emitting phosphorescent organic light emitting diodes as the best low-voltage-driving devices reported so far with the lowest driving voltages of 2.4 V for onset and <3.2 V at 1000 cd m(-2) (for indoor lighting) accompanied with the high efficiencies of >30 lm W-1 and excellent efficiency stability.

  DOI：

  10.1021/ja308273y

文献信息

• 四元大共轭芳香膦氧主体材料及其合成方法
  申请人：黑龙江大学

  公开号：CN103864845B

  公开（公告）日：2016-08-17

  四元大共轭芳香膦氧主体材料及其合成方法，它涉及一种机电致发光材料及其合成方法。本材料结构如下：合成方法：一、酯的合成；二、溴代芳香膦氧化合物的合成；三、得到四元大共轭芳香膦氧主体材料。本发明器件包括衬底、阳极导电层、空穴注入层、空穴传输层a、空穴传输层b、空穴传输/电子阻挡层、发光层、电子传输层、电子注入层、阴极导电层；本发明以多功能化修饰的芳香单膦氧为主体材料制备的电致磷光器件将电致磷光器件的启亮电压降低到2.4V，具有良好的热力学稳定性和相稳定性，裂解温度为505℃～558℃，同时提高了有机电致发光材料的发光效率和亮度，本发明主要应用于有机电致磷光二极管器件中。
• PHOTOELECTRIC CONVERSION DEVICE AND SOLAR CELL USING THE SAME
  申请人：AKIYAMA Seiji

  公开号：US20120211082A1

  公开（公告）日：2012-08-23

  There is provides a photoelectric conversion device material which can be used as an electrode buffer material for a solar cell or the like and can improve durability while maintaining the interaction with an electrode and mobility; a photoelectric conversion device using the photoelectric conversion device material; and a solar cell using the photoelectric conversion device. A photoelectric conversion device containing a buffer layer and an active layer, wherein the buffer layer contains a compound represented by the following general formula (I), the active layer contains an n-type semiconductor, and the n-type semiconductor is a compound having a solubility in toluene of 0.5% by weight or more at 25° C. and having an electron mobility of 1.0×10 −6 cm 2 /Vs or more.

  提供了一种光电转换器件材料，可用作太阳能电池或类似器件的电极缓冲材料，可以提高耐久性，同时保持与电极的相互作用和移动性；使用该光电转换器件材料的光电转换器件；以及使用该光电转换器件的太阳能电池。光电转换器件包含缓冲层和活性层，其中缓冲层包含由下列通式（I）表示的化合物，活性层包含n型半导体，且该n型半导体在25℃时在甲苯中的溶解度为0.5%或更高，并具有1.0×10−6cm2/Vs或更高的电子迁移率。
• Dipole-Dipole Interaction Management for Efficient Blue Thermally Activated Delayed Fluorescence Diodes
  作者：Chunmiao Han、Zhen Zhang、Dongxue Ding、Hui Xu

  DOI：10.1016/j.chempr.2018.06.005

  日期：2018.9

  Thermally activated delayed fluorescence (TADF) diodes have emerged in recent years. However, blue devices still suffer from low luminance and serious efficiency roll-off, partially because of the utilization of unipolar host materials, which can suppress interaction-induced quenching at the cost of carrier flux unbalance. Herein, we demonstrate that the strong host excited-state dipole field can significantly worsen exciton quenching of blue TADF dopants through hostdopant dipole-dipole interactions. To integrate low excited-state polarity and ambipolar characteristics, we developed a donor-s-acceptor host with dramatically reduced excited-state dipole moments by one order of magnitude to only similar to 2 Debye, which gave rise to state-of-the-art external quantum efficiency beyond 20% from its devices, as well as record-low roll-off. Comparison between the device efficiencies of the hosts and various excited-state polarities revealed that the suppression of dipole-dipole interaction-induced quenching is the primary determinant of device performance for ambipolar blue TADF hosts.
• Short-Axis Substitution Approach Selectively Optimizes Electrical Properties of Dibenzothiophene-Based Phosphine Oxide Hosts
  作者：Chunmiao Han、Zhensong Zhang、Hui Xu、Shouzhen Yue、Jing Li、Pingrui Yan、Zhaopeng Deng、Yi Zhao、Pengfei Yan、Shiyong Liu

  DOI：10.1021/ja308273y

  日期：2012.11.21

  Two dibenzothiophene (DBT)-based phosphine oxide hosts, named 4-diphenylphosphoryl dibenzothiophene (DBTSPO) and 4,6-bis(diphenylphosphoryl) dibenzothiophene (DBTDPO), were prepared by short-axis substitution with the aim to selectively adjust electrical properties. The combined effects of short-axis substitution and the involvement of electron-donating S atom in conjugation effectively suppress the influence of electron-withdrawing diphenylphosphine oxide (DPPO) moieties on the frontier molecular orbitals and the optical properties. Therefore, DBTSPO and DBTDPO have the nearly same hole injection ability and the excited energy levels, while more electron transporting DPPOs and the symmetrical configuration endow DBTDPO with enhanced electron-injecting/transporting ability. As the result, on the basis of this short-axis substitution effect, the selective adjustment of electrical properties was successfully realized. With the high first triplet energy level (T-1) of 290 eV, the suitable energy levels of the highest occupied molecular orbital and the lowest unoccupied molecular orbital of -6.05 and -2.50 eV and the improved carrier -transporting ability, DBTDPO supported its blue- and white emitting phosphorescent organic light emitting diodes as the best low-voltage-driving devices reported so far with the lowest driving voltages of 2.4 V for onset and <3.2 V at 1000 cd m(-2) (for indoor lighting) accompanied with the high efficiencies of >30 lm W-1 and excellent efficiency stability.
• Dibenzothiophene-Based Phosphine Oxide Host and Electron-Transporting Materials for Efficient Blue Thermally Activated Delayed Fluorescence Diodes through Compatibility Optimization
  作者：Chaochao Fan、Chunbo Duan、Ying Wei、Dongxue Ding、Hui Xu、Wei Huang

  DOI：10.1021/acs.chemmater.5b02012

  日期：2015.7.28

  Thermally activated delayed fluorescence (TADF) organic light-emitting diodes arise from the development of high-performance host materials and carrier transporting materials fitting for TADF dyes with optimized respective properties and interplays, making simultaneous performance improvement and device structure simplification feasible. In this work, a highly efficient blue TADF diode with simplified

  热活化延迟荧光（TADF）有机发光二极管源于适用于TADF染料的高性能主体材料和载流子传输材料的开发，具有最佳的特性和相互作用，使得同时提高性能和简化装置结构成为可能。在这项工作中，通过使用双[4-（9,9-二甲基-9,10-二氢ac啶）苯基]砜（DMAC - DPS）作为蓝色发射器，成功实现了具有简化的四层结构的高效蓝色TADF二极管， 4,6-双（二苯基）二苯并噻吩（DBTDPO）作为宿主，和4,6-双（二苯基）二苯并噻吩砜（46DBSODPO）作为电子传输层。之间的兼容性DBTDPO和DMAC - DPS和DBTDPO和46DBSODPO在构型，极性，能级和界面相互作用方面进行了优化，从而在掺杂之前和之后均保持了约0.25 nm的不变粗糙度，超过85％的高光致发光量子产率，并减少了界面激基复合物发射。与类似物28DBSODPO和37DBSODPO相比，具有约3.0 eV的相似的三线态激发能（T