bis(3,5-dibromophenyl)diphenylsilane

• 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: bis(3,5-dibromophenyl)diphenylsilane
• 英文别名: bis(3,5-dibromophenyl)-diphenylsilane
• 化学式: C₂₄H₁₆Br₄Si
• 分子量: 652.093
• InChiKey: YJVYEIRMDIAUCN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.11
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  N-苯基-1-萘胺 、 bis(3,5-dibromophenyl)diphenylsilane 在 palladium diacetate 三叔丁基膦 、 sodium t-butanolate 作用下， 以 xylene 为溶剂， 反应 5.0h， 以79%的产率得到bis(3,5-bis(1-naphthylphenylamino)phenyl)diphenylsilane
  参考文献：
  名称：

  Optimization of High-Performance Blue Organic Light-Emitting Diodes Containing Tetraphenylsilane Molecular Glass Materials

  摘要：

  Molecular glass material (4-(5-(4-(diphenylamino)phenyl)-2-oxadiazolyl)phenyl)triphenylsilane (Ph3Si(PhTPAOXD)) was used as the blue light-emitting material in the fabrication of high-performance organic light-emitting diodes (OLEDs). In the optimization of performance, five types of OLEDs were constructed from Ph3Si(PhTPAOXD): device 1, ITO/NPB/Ph3Si(PhTPAOXD)/Alq(3)/Mg:Ag, where NPB and Alq(3) are 1,4-bis(1-naphylphenylamino)biphenyl and tris(8-hydroxyquinoline)aluminum, respectively; device II, ITO/NPB/Ph3Si(PhTPAOXD)/TPBI/Mg:Ag, where TPBI is 1,3,5-tris(N-phenylbenzimidazol-2-yl)benzene; device III, ITO/Ph2Si(Ph(NPA)(2))(2)/Ph3Si(PhTPAOXD)/TPBI/Mg:Ag, where Ph2Si(Ph(NPA)(2))(2) is bis(3,5-bis(1-naphylphenylamino)phenyl)-diphenyisilane, a newly synthesized tetraphenylsilane-containing triarylamine as hole-transporting material; device IV, ITO/Ph2Si(Ph(NPA)(2))(2)/NPB/Ph3Si(PhTPAOXD)/TPBI/Mg:Ag; device V, ITO/CuPc/NPB /Ph3Si(PhTPAOXD)/Alq(3)/LiF/Al, where CuPc is Cu(II) phthalocyanine. Device performances, including blue color purity, electroluminescence (EL) intensity, current density, and efficiency, vary drastically by changing the device thickness (100-600 Angstrom of the light-emitting layer) and materials for hole-transporting layer (NPB and/or Ph2Si(Ph(NPA)(2))(2)) or electron-transporting material (Alq(3) or TPBI), One of the superior OLEDs is device IV, showing maximum EL near 19 000 cd/m(2) with relatively low current density of 674 mA/cm(2) (or near 3000 cd/m(2) at 100 mA/cm(2)) and high external quantum efficiency of 2.4% (1.1 Im/W or 3.1 cd/A). The device possesses good blue color purity with EL emission maximum (lambda(max)(EL)) at 460 nm, corresponding to (0.16, 0.18) of blue color chromaticity on CIE coordinates. In addition, the device is reasonably stable and sustains heating over 100 degreesC with no loss of luminance on the basis of the annealing data for device V. Formation of the exciplex at the interface of NPB and Ph3Si(PhTPAOXD) layers is verified by EL and photoluminescence (PL) spectra studies on the devices with a combination of different charge transporting materials. The EL due to the exciplex (lambda(max)(EL) at 490-510 nm) can be properly avoided by using a 200 Angstrom layer of Ph3Si(PhTPAOXD) in device 1, which limits the charge-recombination zone away from the interface area.

  DOI：

  10.1021/ja0255150
• 作为产物：
  描述：

  1,3,5-三溴苯 、 二苯二氯硅烷 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 以54%的产率得到bis(3,5-dibromophenyl)diphenylsilane
  参考文献：
  名称：

  SimCP3-SimCP2的高级同系物，作为溶液处理的用于蓝色磷光有机发光二极管的小分子主体材料。

  摘要：

  我们克服了9,9'，9''，9'''，9''''，9'''''-（（苯基硅烷三基）三（苯-5,3,1-三基）的合成困难六（9H-咔唑）（SimCP3）是先前已知的SimCP2的高级同系物，是蓝色磷光掺杂剂的固溶处理的高三重态间隙能量主体材料。制备并测试了一系列基于蓝色磷光掺杂铱（III）双（4,6-二氟苯基吡啶并）吡啶甲酸FIrpic的有机发光二极管，以证明溶液加工的SimCP3在器件制造中的有效性。

  DOI：

  10.3390/molecules21101315

文献信息

• 含硅多苯基单分子树脂及其光刻胶组合物
  申请人：中国科学院理化技术研究所

  公开号：CN112142769B

  公开（公告）日：2022-02-01

  本发明公开了一类含硅的多苯基单分子树脂，具有如下分子结构：其中，式(I)中R0、Ra1～Ra12相同或不同，式(II)中R0、Rb1～Rb18相同或不同，均各自独立地表示氢原子、羟基、烷氧基或酸敏感性取代基，条件是每个苯环上至少有一个取代基不为氢原子，R0表示氢原子、羟基、烷氧基或酸敏感性取代基，式(I)中的Rx和Ry相同或不同，各自独立表示烷基、环烷基、苯基或取代苯基，式(II)中Rz表示烷基、环烷基、苯基或取代苯基。本发明中含硅多苯基单分子树脂在各种极性溶剂中都具有很好的溶解性，适于制成薄膜，同时，具有很高的玻璃化转变温度，能够很好的满足光刻工艺的要求。本发明还公开了包括上述含硅多苯基单分子树脂的光刻胶组合物，并制得不同厚度的用于光刻的光刻胶涂层。
• 基于多硫鎓盐的单分子树脂及其光刻胶组合物
  申请人：中国科学院理化技术研究所

  公开号：CN117659073A

  公开（公告）日：2024-03-08

  本发明提供了一系列基于多硫鎓盐的新型单分子树脂，即式(I)所示的化合物，其原料便宜易得，合成过程简单；将式(I)所示的化合物作为单组分非化学放大光刻胶，避免了化学放大光刻胶中产酸剂以及防酸扩散剂分布不均匀、酸扩散不均匀等的问题，所得到的图案具有高的分辨率和低的线边缘粗糙度。#imgabs0#
• SimCP3—An Advanced Homologue of SimCP2 as a Solution-Processed Small Molecular Host Material for Blue Phosphorescence Organic Light-Emitting Diodes
  作者：Yi-Ting Lee、Yung-Ting Chang、Cheng-Lung Wu、Jan Golder、Chin-Ti Chen、Chao-Tsen Chen

  DOI：10.3390/molecules21101315

  日期：——

  synthetic difficulty of 9,9',9'',9''',9'''',9'''''-((phenylsilanetriyl)tris(benzene-5,3,1-triyl))hexakis(9H-carbazole) (SimCP3) an advanced homologue of previously known SimCP2 as a solution-processed, high triplet gap energy host material for a blue phosphorescence dopant. A series of organic light-emitting diodes based on blue phosphorescence dopant iridium (III) bis(4,6-difluorophenylpyridinato)picolate

  我们克服了9,9'，9''，9'''，9''''，9'''''-（（苯基硅烷三基）三（苯-5,3,1-三基）的合成困难六（9H-咔唑）（SimCP3）是先前已知的SimCP2的高级同系物，是蓝色磷光掺杂剂的固溶处理的高三重态间隙能量主体材料。制备并测试了一系列基于蓝色磷光掺杂铱（III）双（4,6-二氟苯基吡啶并）吡啶甲酸FIrpic的有机发光二极管，以证明溶液加工的SimCP3在器件制造中的有效性。
• Optimization of High-Performance Blue Organic Light-Emitting Diodes Containing Tetraphenylsilane Molecular Glass Materials
  作者：Li-Hsin Chan、Rong-Ho Lee、Chia-Fen Hsieh、Hsiu-Chih Yeh、Chin-Ti Chen

  DOI：10.1021/ja0255150

  日期：2002.6.1

  Molecular glass material (4-(5-(4-(diphenylamino)phenyl)-2-oxadiazolyl)phenyl)triphenylsilane (Ph3Si(PhTPAOXD)) was used as the blue light-emitting material in the fabrication of high-performance organic light-emitting diodes (OLEDs). In the optimization of performance, five types of OLEDs were constructed from Ph3Si(PhTPAOXD): device 1, ITO/NPB/Ph3Si(PhTPAOXD)/Alq(3)/Mg:Ag, where NPB and Alq(3) are 1,4-bis(1-naphylphenylamino)biphenyl and tris(8-hydroxyquinoline)aluminum, respectively; device II, ITO/NPB/Ph3Si(PhTPAOXD)/TPBI/Mg:Ag, where TPBI is 1,3,5-tris(N-phenylbenzimidazol-2-yl)benzene; device III, ITO/Ph2Si(Ph(NPA)(2))(2)/Ph3Si(PhTPAOXD)/TPBI/Mg:Ag, where Ph2Si(Ph(NPA)(2))(2) is bis(3,5-bis(1-naphylphenylamino)phenyl)-diphenyisilane, a newly synthesized tetraphenylsilane-containing triarylamine as hole-transporting material; device IV, ITO/Ph2Si(Ph(NPA)(2))(2)/NPB/Ph3Si(PhTPAOXD)/TPBI/Mg:Ag; device V, ITO/CuPc/NPB /Ph3Si(PhTPAOXD)/Alq(3)/LiF/Al, where CuPc is Cu(II) phthalocyanine. Device performances, including blue color purity, electroluminescence (EL) intensity, current density, and efficiency, vary drastically by changing the device thickness (100-600 Angstrom of the light-emitting layer) and materials for hole-transporting layer (NPB and/or Ph2Si(Ph(NPA)(2))(2)) or electron-transporting material (Alq(3) or TPBI), One of the superior OLEDs is device IV, showing maximum EL near 19 000 cd/m(2) with relatively low current density of 674 mA/cm(2) (or near 3000 cd/m(2) at 100 mA/cm(2)) and high external quantum efficiency of 2.4% (1.1 Im/W or 3.1 cd/A). The device possesses good blue color purity with EL emission maximum (lambda(max)(EL)) at 460 nm, corresponding to (0.16, 0.18) of blue color chromaticity on CIE coordinates. In addition, the device is reasonably stable and sustains heating over 100 degreesC with no loss of luminance on the basis of the annealing data for device V. Formation of the exciplex at the interface of NPB and Ph3Si(PhTPAOXD) layers is verified by EL and photoluminescence (PL) spectra studies on the devices with a combination of different charge transporting materials. The EL due to the exciplex (lambda(max)(EL) at 490-510 nm) can be properly avoided by using a 200 Angstrom layer of Ph3Si(PhTPAOXD) in device 1, which limits the charge-recombination zone away from the interface area.