1,3,5-tris(7-bromo-9,9-dioctyl-9H-fluoren-2-yl)benzene | 1268633-81-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 1,3,5-tris(7-bromo-9,9-dioctyl-9H-fluoren-2-yl)benzene
• 英文别名: 1,3,5-tris(7-bromo-9,9-di-n-octylfluoren-2-yl)benzene；1,3,5-Tri-(7-bromo-9,9-di-n-octylfluoren-2-yl)benzene；2-[3,5-bis(7-bromo-9,9-dioctylfluoren-2-yl)phenyl]-7-bromo-9,9-dioctylfluorene
• CAS: 1268633-81-3
• 化学式: C₉₃H₁₂₃Br₃
• 分子量: 1480.71
• InChiKey: CIPMLORTWVOHQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  39.1
• 重原子数：
  96
• 可旋转键数：
  45
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.55
• 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：

  3,6-二叔丁基咔唑 、 1,3,5-tris(7-bromo-9,9-dioctyl-9H-fluoren-2-yl)benzene 在 copper(l) iodide 、 18-冠醚-6 、 potassium carbonate 作用下， 以 邻二氯苯 为溶剂， 反应 24.0h， 以39.4%的产率得到9-{7-[3,5-bis(7-bromo-9,9-dioctyl-9H-fluoren-2-yl)phenyl]-9,9-dioctyl-9H-fluoren-2-yl}-3,6-di-tert-butyl-9H-carbazole
  参考文献：
  名称：

  Conjugated polymers containing trifluoren-2-ylamine, trifluoren-2-ylbenzene and trifluoren-2-yltriazine for electroluminescence

  摘要：

  A series of light-emitting conjugated polymers (LEPs) based on building blocks of electron-donating trifluoren-2-ylamine (TFA), electrically neutral 1,3,5-trifluoren-2-ylbenzene (TFB), and electron-withdrawing 2,4,6-trifluoren-2-yltriazine (TFT) were successfully synthesized via palladium-catalyzed Suzuki cross-coupling polycondensation. Their structure-property relationships were thoroughly studied. For P1 containing electron-withdrawing backbone and electron-donating pendants, their photophysical properties in solution are strongly dependent on the solvent polarity due to the intense intramolecular charge-transfer (ICT) interaction. In addition, their emission colors and energy levels could be effectively tuned by changing the structure of the main chain as well as the substituent at the pendent fluorene of TFT, TFB, and TFA. To evaluate their electroluminescence properties, double-layer devices with a configuration of ITO/PEDOT:PSS (40 nm)/emitting layer (EML) (70-80 nm)/TPBI (30 nm)/CsF (1.5 nm)/Al were fabricated, where the developed polymers were used as an EML and TPBI (2,2',2 ''-(1,3,5-benzenetriyl)-tris-(1-phenyl-1H-benzimidazole)) was used as an electron-transport and hole-block layer. Deep-blue light emission was achieved for the device based on P1d, a polymer based on TFT and the second generation (G2) of carbazole dendrimer pendant, that shows a maximum current efficiency (CE) of 1.26 cd A(-1), corresponding to external quantum efficiency (EQE) of 1.27%, with Commission Internationale de L'Eclairage (CIE) coordinates of (0.16, 0.14). In comparison, due to the intense ICT interaction between the main chain and the side chain, light-green emission was achieved for the device based on Plc, a polymer based on TFT and bis(9,9-dioctyl-9H-fluoren-2-yl)amine pendant, giving the highest maximum CE of 4.10 cd A(-1), corresponding to EQE of 2.45%, with CIE coordinates of (0.24,0.51), although either of the main chain and the side chain emits blue light. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2012.11.050
• 作为产物：
  描述：

  1-(7-bromo-9,9-dioctyl-9H-fluoren-2-yl)ethanone 在 盐酸 、 原甲酸三乙酯 作用下， 以 苯 为溶剂， 反应 4.0h， 以69%的产率得到1,3,5-tris(7-bromo-9,9-dioctyl-9H-fluoren-2-yl)benzene
  参考文献：
  名称：

  Synthesis and luminescent properties of branched oligophenylenefluorenes

  摘要：

  The spectrophotometric and luminescence studies on branched oligophenylenefluorenes have shown that the incorporation of n-octyl groups to the 9-position of the fluorene moiety does not interrupt the conjugation of internodal luminophore moieties, and there is also no aggregation or excimer emission both for functionalized and nonfunctionalized macromolecules in solution.

  DOI：

  10.1016/j.mencom.2011.01.004

文献信息

• Branched oligophenylenes containing octylphenotiazine and dioctylfluorene groups and phen-1,3,5-triyl branching center
  作者：A. I. Kovalev、E. S. Martyanova、M. N. Sycheva、I. B. Suntsova、N. S. Kushakova、I. A. Abramov、I. A. Khotina

  DOI：10.1007/s11172-018-2236-y

  日期：2018.8

  A series of branched oligophenylenes containing the dioctylfluorene and octylphenothiazine moieties was synthesized using the Suzuki reaction applied within the framework of the A2 + B2 + B3 approach. 1,3,5-tris(7-Bromo-9,9-di-n-octylfluoren-2-yl)benzene and 1,3,5-tris- (4-bromophenyl)benzene were used as the branching co-monomers. It was shown that the fluorescence spectra of co-oligomers containing

  使用在 A2 + B2 + B3 方法框架内应用的 Suzuki 反应合成了一系列包含二辛基芴和辛基吩噻嗪部分的支链低聚亚苯基。1,3,5-三(7-溴-9,9-二正辛基芴-2-基)苯和1,3,5-三-(4-溴苯基)苯用作支化共聚单体. 结果表明，与不含吩噻嗪部分的共聚低聚物的光谱相比，含有吩噻嗪部分的共聚低聚物的荧光光谱向长波长区域移动。
• Synthesis and luminescent properties of branched oligophenylenefluorenes
  作者：Aleksei I. Kovalev、Aleksei V. Shapovalov、Evgeniya V. Sukhorukova、Alexander M. Sergeev、Alexander S. Peregudov、Alexander L. Rusanov、Irina A. Khotina

  DOI：10.1016/j.mencom.2011.01.004

  日期：2011.1

  The spectrophotometric and luminescence studies on branched oligophenylenefluorenes have shown that the incorporation of n-octyl groups to the 9-position of the fluorene moiety does not interrupt the conjugation of internodal luminophore moieties, and there is also no aggregation or excimer emission both for functionalized and nonfunctionalized macromolecules in solution.
• Aromatic compound
  申请人：Kobayashi Satoshi

  公开号：US20070063190A1

  公开（公告）日：2007-03-22

  An aromatic compound of the following formula (1), (2), (5) or (6). wherein, Ar 1 and Ar 3 represent a tetra-valent aromatic hydrocarbon group or a tetra-valent heterocyclic group, and Ar 2 , Ar 4 , Ar 5 , Ar 6 and Ar 7 represent a tri-valent aromatic hydrocarbon group or a tri-valent heterocyclic group, A 1 represents -Z 1 -, -Z 2 -Z 3 - or -Z 4 =Z 5 -, wherein Z 1 , Z 2 and Z 3 represent O, S or the like and Z 4 and Z 5 represent N, B, P or the like, X 1 , X 2 , X 3 , X 4 , X 9 , X 10 , X 11 , and X 12 represent a halogen atom or the like.
• AROMATIC COMPOUND
  申请人：KOBAYASHI Satoshi

  公开号：US20100256396A1

  公开（公告）日：2010-10-07

  An aromatic compound of the following formula (1), (2), (5) or (6), wherein, Ar 1 and Ar 3 represent a tetra-valent aromatic hydrocarbon group or a tetra-valent heterocyclic group, and Ar 2 , Ar 4 , Ar 5 , Ar 6 and Ar 7 represent a tri-valent aromatic hydrocarbon group or a tri-valent heterocyclic group, A 1 represents —Z 1 —, —Z 2 —Z 3 — or —Z 4 ═Z 5 —, wherein Z 1 , Z 2 and Z 3 represent O, S or the like and Z 4 and Z 5 represent N, B, P or the like, X 1 , X 2 , X 3 , X 4 , X 9 , X 10 , X 11 , and X 12 represent a halogen atom or the like.
• US7842941B2
  申请人：——

  公开号：US7842941B2

  公开（公告）日：2010-11-30