4,6-Bis(diphenylphosphino)dibenzothiophene | 133850-84-7

• 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(diphenylphosphino)dibenzothiophene
• 英文别名: Phosphine, 4,6-dibenzothiophenediylbis[diphenyl-；(6-diphenylphosphanyldibenzothiophen-4-yl)-diphenylphosphane
• CAS: 133850-84-7
• 化学式: C₃₆H₂₆P₂S
• 分子量: 552.616
• InChiKey: DJFFNRCXWVSLGV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.7
• 重原子数：
  39
• 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：
  28.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  二苯并噻吩 、 二苯基氯化膦 在 正丁基锂 、 四甲基乙二胺 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 33.0h， 以95%的产率得到4,6-Bis(diphenylphosphino)dibenzothiophene
  参考文献：
  名称：

  有机膦夹心碘化铜簇使电荷俘获成为可能

  摘要：

  基于双配体夹心碘化铜纳米团簇的分子 npn 异质结被构建为双极晶体管存储器中的电荷捕获器，具有大存储窗口和节能操作。层状结构的空间电子各向异性以及膦配体的空间和绝缘效应有效地阻碍了分子内电子通信，导致可调谐且可靠的电荷俘获作为真正的单分子器件的基础。

  DOI：

  10.1002/anie.202111320

文献信息

• 一种基于二苯并噻吩基团的功能性双膦铜簇 合物电致发光材料及制备方法和应用
  申请人：黑龙江大学

  公开号：CN106831865B

  公开（公告）日：2019-01-08

  一种基于二苯并噻吩基团的功能性双膦铜簇合物电致发光材料及制备方法和应用，它涉及一种电致发光材料及制备方法和应用。本发明的目的是要解决现有簇合物电致发光材料光漂白性强、载流子传输能力弱、发光稳定性差、自吸收强烈和分子发光猝灭的缺点。一种基于二苯并噻吩基团的功能性双膦铜簇合物电致发光材料的结构式为：方法：将功能性双膦配体、卤化亚铜和二氯甲烷混合，反应，再旋干，得到固体物质；使用二氯甲烷和石油醚的混合液为淋洗剂进行柱层析进行纯化，即完成。一种基于二苯并噻吩基团的功能性双膦铜簇合物电致发光材料作为发光层材料在电致发光器件中应用。本发明可获得一种基于二苯并噻吩基团的功能性双膦铜簇合物电致发光材料。
• Haenel, Matthias W.; Jakubik, Dieter; Rothenberger, Eveline, Chemische Berichte, 1991, vol. 124, # 8, p. 1705 - 1710
  作者：Haenel, Matthias W.、Jakubik, Dieter、Rothenberger, Eveline、Schroth, Gerhard

  DOI：——

  日期：——
• Bidentate phosphines of heteroarenes: 1,9-bis(diphenylphosphino)-dibenzothiophene and 4,6-bis(diphenylphosphino)dibenzothiophene
  作者：Matthias W. Haenel、Heike Fieseler、Dieter Jakubik、Barbara Gabor、Richard Goddard、Carl Krüger

  DOI：10.1016/s0040-4039(00)60357-x

  日期：1993.3

  Twofold lithiation of dibenzothiophene with n-butyllithium and N,N,N',N'-tetramethylethylenediamine (TMEDA) in boiling n-heptane followed by reaction with chlorodiphenylphosphine (Ph2PCl) yielded the title compounds 2 (colourless) and 3 (yellow). Both phosphines were characterised by single crystal X-ray structure analysis and C-13, H-1 shift correlated 2D NMR spectroscopy, based on which our previous assignment of the yellow compound to structure 2 has to be revised.
• 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.
• Organophosphine‐Sandwiched Copper Iodide Cluster Enables Charge Trapping
  作者：Jing Zhang、Mingchen Xie、Ying Xin、Chunmiao Han、Linghai Xie、Mingdong Yi、Hui Xu

  DOI：10.1002/anie.202111320

  日期：2021.11.15

  Molecular n-p-n heterojunction based on biligand-sandwiched copper iodide nanocluster is constructed as charge trapper in ambipolar transistor memories featuring large memory windows and energy-saving operation. Spatial electronic anisotropy of the lamellar structure and steric and insulating effects of phosphine ligands effectively hinder intramolecular electronic communications, leading to the tunable

  基于双配体夹心碘化铜纳米团簇的分子 npn 异质结被构建为双极晶体管存储器中的电荷捕获器，具有大存储窗口和节能操作。层状结构的空间电子各向异性以及膦配体的空间和绝缘效应有效地阻碍了分子内电子通信，导致可调谐且可靠的电荷俘获作为真正的单分子器件的基础。