2',7'-dibromo-2,7-bis(4'-cyanophenyl)-9,9'-spirobifluorene | 1206885-08-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 2',7'-dibromo-2,7-bis(4'-cyanophenyl)-9,9'-spirobifluorene
• 英文别名: 4,4'-(2',7'-dibromo-9,9'-spirobi[fluorene]-2,7-diyl)dibenzonitrile；2',7'-Dibromo-2,7-bis(4'-cyanophenyl)-9,9-spirobifluorene；4-[2',7'-dibromo-7-(4-cyanophenyl)-9,9'-spirobi[fluorene]-2-yl]benzonitrile
• CAS: 1206885-08-6
• 化学式: C₃₉H₂₀Br₂N₂
• 分子量: 676.409
• InChiKey: YFVWWXMIKDCJQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.4
• 重原子数：
  43
• 可旋转键数：
  2
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,7-bis(4'-cyanophenyl)-9,9'-spirobifluorene 在 iron(III) chloride 、 溴 作用下， 以 二氯甲烷 为溶剂， 以82.5%的产率得到2',7'-dibromo-2,7-bis(4'-cyanophenyl)-9,9'-spirobifluorene
  参考文献：
  名称：

  共轭共聚物包含氰基苯基取代的螺二芴和三咔唑-三苯胺重复单元，用于发蓝光的二极管

  摘要：

  一系列共轭蓝色发光共聚物PTC-1，PTC-2和PTC-3，合成了不同比例的吸电子链段（被氰基苯基取代的螺双芴）和给电子链段（三咔唑-三苯胺）。表征了这些聚合物的结构，并测量了它们的热，光物理，电化学和电致发光性能。在共聚物中掺入刚性螺二芴单元会导致在甲苯稀释溶液中出现蓝移的吸收峰。循环伏安法测量表明聚合物的带隙在2.77–2.94 eV的范围内。发现增加聚合物主链中的氰基苯基-螺二芴含量会降低共聚物的HOMO和LUMO能级，这对于电子注入/传输器件的聚合物层是有益的。OLED器件评估表明，当纯聚合物用作配置为ITO / PEDOT：PSS / polymers / CsF / Ca / Al的器件中的发射层时，所有聚合物都会发出天蓝色至深蓝色的光。通过将30 wt％的PBD掺杂到聚合物层中来优化器件。在掺杂的器件中，PTC-2表现出最佳性能，其开启电压为3.0 V，最大亮度为7257 cd

  DOI：

  10.1002/pola.23783

文献信息

• [EN] ORGANIC LIGHT EMITTING MATERIALS<br/>[FR] MATERIAUX ELECTROLUMINESCENTS ORGANIQUES
  申请人：AGENCY SCIENCE TECH & RES

  公开号：WO2011008168A1

  公开（公告）日：2011-01-20

  The present invention provides a blue light emitting compound having (1) a backbone portion, which backbone portion includes a hole transporting portion comprising a triarylamine group; (2) a side chain portion attached to the backbone portion, which side chain portion includes an electron transporting portion comprising an electron deficient aryl group; and (3) a spacer portion located between the hole transporting portion and the electron transporting portion.

  本发明提供了一种蓝光发射化合物，具有（1）骨架部分，该骨架部分包括一个包含三芳基胺基团的传输孔部分；（2）连接到骨架部分的侧链部分，该侧链部分包括一个包含电子亏缺芳基团的电子传输部分；以及（3）位于传输孔部分和电子传输部分之间的间隔部分。
• Novel fluorene-based light-emitting copolymers containing cyanophenyl pendants and carbazole-triphenylamines: Synthesis, characterization and their PLED application
  作者：Ying Lin、Zhi-Kuan Chen、Teng-Ling Ye、Yan-Feng Dai、Dong-Ge Ma、Zhun Ma、Qin-De Liu、Yu Chen

  DOI：10.1016/j.polymer.2010.01.024

  日期：2010.3

  A series of novel blue light-emitting copolymers PCC-1, PCC-2, and PCC-3, composed of different ratios of electron-withdrawing segments (spirobifluorene substituted with cyanophenyl groups) and electron-donating segments (carbazole-triphenylamines), has been synthesized and characterized In order to investigate the effect of hole/electron charge transporting segments, two reference polymers PSF and PCF, containing only one charge transporting moiety in the polymer backbone, were also synthesized. Incorporation of the rigid spirobifluorene units substituted with cyanophenyl groups into the polymer backbone improved not only the thermal stabilities but also the photoluminescence efficiencies. The polymers except PSF possess similar hole injection barriers but different hole transporting abilities With the device configuration of ITO/PEDOT.PSS/polymers PBD/CsF/Ca/Al, PCC-2 showed the best performance with the lowest turn-on voltage of 3.1 V. the highest luminance of 6369 cd/m(2), the highest current efficiency of 1 97 cd/A, and the best power efficiency of 140 1m/w (C) 2010 Elsevier Ltd. All rights reserved
• Conjugated copolymers comprised cyanophenyl-substituted spirobifluorene and tricarbazole-triphenylamine repeat units for blue-light-emitting diodes
  作者：Ying Lin、Zhi-Kuan Chen、Teng-Ling Ye、Yan-Feng Dai、Dong-Ge Ma、Zhun Ma、Qin-De Liu、Yu Chen

  DOI：10.1002/pola.23783

  日期：2010.1.15

  Incorporation of rigid spirobifluorene units into the copolymers led to blue‐shifted absorption peaks in dilute toluene solution. Cyclic voltammetric measurement indicated the bandgaps of the polymers were in the range of 2.77–2.94 eV. It was found that increasing cyanophenyl‐spirobifluorene content in the polymer backbone lowered both the HOMO and LUMO energy levels of the copolymers, which was beneficial

  一系列共轭蓝色发光共聚物PTC-1，PTC-2和PTC-3，合成了不同比例的吸电子链段（被氰基苯基取代的螺双芴）和给电子链段（三咔唑-三苯胺）。表征了这些聚合物的结构，并测量了它们的热，光物理，电化学和电致发光性能。在共聚物中掺入刚性螺二芴单元会导致在甲苯稀释溶液中出现蓝移的吸收峰。循环伏安法测量表明聚合物的带隙在2.77–2.94 eV的范围内。发现增加聚合物主链中的氰基苯基-螺二芴含量会降低共聚物的HOMO和LUMO能级，这对于电子注入/传输器件的聚合物层是有益的。OLED器件评估表明，当纯聚合物用作配置为ITO / PEDOT：PSS / polymers / CsF / Ca / Al的器件中的发射层时，所有聚合物都会发出天蓝色至深蓝色的光。通过将30 wt％的PBD掺杂到聚合物层中来优化器件。在掺杂的器件中，PTC-2表现出最佳性能，其开启电压为3.0 V，最大亮度为7257 cd