2,7-二溴-9,9-双(4-辛氧基苯基)芴 | 634558-40-0

• 物质功能分类: 化学试剂 - 有机试剂 - 多环化合物
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2,7-二溴-9,9-双(4-辛氧基苯基)芴
• 英文名称: 2,7-dibromo-9,9-bis(4-(octyloxy)phenyl)-9H-fluorene
• 英文别名: 2,7-Dibromo-9,9-bis[4-(octyloxy)phenyl]-9H-fluorene；2,7-dibromo-9,9-bis(4-octoxyphenyl)fluorene
• CAS: 634558-40-0
• 化学式: C₄₁H₄₈Br₂O₂
• 分子量: 732.639
• InChiKey: DWRFFSUOCZQEOZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.8
• 重原子数：
  45
• 可旋转键数：
  18
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,7-二溴-9,9-双(4-辛氧基苯基)芴 在 copper(l) iodide 、 一水合肼 作用下， 以 乙醇 、 N,N-二甲基乙酰胺 为溶剂， 反应 48.0h， 生成
  参考文献：
  名称：

  유기전계발광소자용 화합물 및 이를 포함하는 유기전계발광소자

  摘要：

  본 발명은 유기전계발광소자용 화합물 및 이를 포함하는 유기전계발광소자에 관한 것으로, 구체적으로 정공수송 특성이 우수한 유도체 모노머인 구조식 1로 표시되는 화합물과 다양한 방향족 아릴렌 화합물을 중합하여 유기전계발광소자에 포함시킴으로써, 정공전달 기능이 크게 향상키며, 이를 포함한 유기전계발광소자는 가교를 통해 추가적인 다층박막 형성이 용이하고, 발광효율, 구동전압 및 휘도 특성을 향상시키는 유기전계발광소자용 화합물 및 이를 포함하는 유기전계발광소자에 관한 것이다.

  公开号：

  KR102536151B1
• 作为产物：
  描述：

  2,7-二溴-9-芴酮 在 盐酸 、 potassium carbonate 、 potassium iodide 、 zinc(II) chloride 作用下， 以 丙酮 为溶剂， 生成 2,7-二溴-9,9-双(4-辛氧基苯基)芴
  参考文献：
  名称：

  Alkoxyphenyl-substituted polyfluorene: a stable blue-light-emitting polymer with good solution processability

  摘要：

  为了抑制长波辐射的发射，我们合成了一种新的烷氧基苯基取代聚（芴）。这种聚合物能发出纯蓝光，其特性在热退火或电致发光器件正常工作时不会发生变化。

  DOI：

  10.1039/b309006j

文献信息

• Synthesis of New Fluorene-Based Copolymers Containing an Anthracene Derivative and Their Applications in Polymeric Light-Emitting Diodes
  作者：Kyoungmi Lee、Jong-Hwa Park、Moo-Jin Park、Jonghee Lee、Hong-Ku Shim

  DOI：10.1166/jnn.2011.3709

  日期：2011.5.1

  We report the synthesis of copolymers containing fluorene and highly soluble anthracene derivatives, of general formula, poly9,9′-bis-(4-octoloxy-phenyl)-fluorene-2,7-diyl-co-9,10-bis-(decy-1-ynyl)-anthracene-2,6-diyl}s (PFAnts). The PFAnts were synthesized via Suzuki coupling and the feed ratios of the anthracene derivative (Ant) were 1, 5, 10, 30, and 50 mol % of the total amount of monomer. PFAnts showed well-defined high molecular weights and were more soluble in conventional organic solvents. The photoluminescence spectra of PFAnts shifted to longer wavelengths with increases in Ant proportion and the PFAnts emitted various colors varying from greenish-blue to orange. The highest occupied molecular orbital and lowest unoccupied molecular orbital energy levels trended toward enhanced hole and electron recombination balance as the Ant proportion increased, due to the better electron-accepting ability of the anthracene moiety compared to the fluorene moiety. Polymeric light-emitting diodes with the configurations ITO/PEDOT:PSS(40 nm)/polymer(60 nm)/Ca(10 nm)/Al(100 nm) (Device A) and ITO/PEDOT:PSS(40 nm)/polymer(60 nm)/Balq(40 nm)/LiF(1 nm)/Al(100 nm) (Device B) were fabricated using the polymers as emissive layers. Especially, Device B with PFAnt01 exhibited the highest measured maximum brightness of 1760 cd/m2 at 14 V, a maximum current efficiency of 1.66 cd/A, and a maximum external quantum efficiency of 0.70%.

  我们报道了包含氟烯和高溶解性蒽衍生物的共聚物的合成，通式为聚9,9′-双-(4-辛氧基苯)-氟烯-2,7-二基-co-9,10-双-(癸-1-炔基)-蒽-2,6-二基}s（PFAnts）。PFAnts 通过铃木偶联法合成，蒽衍生物（Ant）的投料比例分别为总单体量的 1%、5%、10%、30% 和 50%。PFAnts 显示出明确的高分子量，并在常规有机溶剂中更具溶解性。PFAnts 的光致发光光谱随着 Ant 比例的增加而向长波长方向移动，发出从青蓝色到橙色的多种颜色。由于与氟烯基相比，蒽基具有更好的电子接受能力，最高占据分子轨道和最低未占据分子轨道的能级随着 Ant 比例的增加而趋向于增强孔和电子复合平衡。使用这些聚合物作为发光层，制备了配置为 ITO/PEDOT:PSS(40 nm)/聚合物(60 nm)/Ca(10 nm)/Al(100 nm)（装置 A）和 ITO/PEDOT:PSS(40 nm)/聚合物(60 nm)/Balq(40 nm)/LiF(1 nm)/Al(100 nm)（装置 B）的聚合物发光二极管。特别是，装置 B 中的 PFAnt01 在 14 V 时测得最高亮度为 1760 cd/m²，最大电流效率为 1.66 cd/A，以及最大外量子效率为 0.70%。
• Blue organic light emitting devices with improved colour purity and efficiency through blending of poly(9,9-dioctyl-2,7-fluorene) with an electron transporting material
  作者：Jin H. Ahn、Changsheng Wang、Igor F. Perepichka、Martin R. Bryce、Michael C. Petty

  DOI：10.1039/b700047b

  日期：——

  Organic light emitting devices (OLEDs) containing a single blended layer of poly(9,9-dioctyl-2,7-fluorene) (PFO) or poly[9,9-bis(4-octyloxyphenyl)-2,7-fluorene] (PFOPh) and an electron transporting material 2,7-bis[2-(4-tert-butylphenyl)-1,3,4-oxadiazol-5-yl]-9,9-dihexylfluorene (DFD) have been fabricated. The long-wavelength emission (>480 nm) observed for pure PFO and PFOPh structures was reduced significantly and a pure blue emission, with Commission Internationale de l'Eclairage (CIE) colour coordinates (0.157, 0.037), could be achieved. The blended-layer devices also possessed considerably higher efficiencies than the pure PFO, pure PFOPh or the pure DFD structures. It is suggested that the presence of DFD results in an improved balance of charge carriers and provides a micro-encapsulation environment for the polymer chains, hindering the formation of fluorenone defects and their red-shifted emission.

  有机发光器件（OLED）含有聚（9,9-二辛基-2,7-芴）（PFO）或聚[9,9-双（4-辛氧基苯基）-2,7-芴]（PFOPh）单混合层和电子传输材料 2,7-双[2-（4-叔丁基苯基）-1,3,4-恶二唑-5-基]-9,9-二己基芴（DFD）。在纯 PFO 和 PFOPh 结构中观察到的长波长发射（>480 nm）显著减少，并可实现纯蓝色发射，符合国际照明委员会（CIE）色坐标（0.157, 0.037）。混合层器件的效率也大大高于纯 PFO、纯 PFOPh 或纯 DFD 结构。这表明，DFD 的存在改善了电荷载流子的平衡，为聚合物链提供了微胶囊环境，阻碍了芴酮缺陷的形成及其红移发射。
• Isolation of π-conjugated system through polyfluorene from electronic coupling with side-chain substituents by cardo structures
  作者：Hyeonuk Yeo、Kazuo Tanaka、Yoshiki Chujo

  DOI：10.1002/pola.26249

  日期：2012.11.1

  the electronic states of the substituents at the cardo carbons and the PF main chains should be less influenced by the introduction of EDG and/or EWG at the cardo structure. Furthermore, these preservation effects in the cardo‐PFs were observed in the film states even after the thermal treatment. We conclude that the electronic structures of the PF main chain are highly preserved from the correlations

  研究了通过聚芴（PFs）中的Cardo结构进行的电子耦合。合成了一系列芴单元，其在心碳处具有烷氧基苯基作为供电子基团（EDG）和/或苯甲酸烷基酯作为吸电子基团（EWG）。通过对含有这些芴单元的聚合物的光学性质的研究，发现在心碳结构上引入EDG和/或EWG对心碳和PF主链上的取代基的电子态的影响应较小。 。此外，即使在热处理后，也可以在薄膜状态下观察到Cardo-PFs的这些保存效果。我们得出的结论是，PF主链的电子结构由于与心碳碳原子上的取代基的相关性而得到高度保留。就我们所知，这是第一个示例，它调查了有关Cardo-PFs电子结构的系统信息，并通过在Cardo Carbon上引入EDG和EWGs提供了光学特性的保存效果。©2012 Wiley Periodicals，Inc. J Polym Sci A部分：Polym Chem，2012年
• Degenerate Multi-Photon Properties of Spirofluorene Derivatives
  作者：Namchul Cho、PatriceL. Baldeck、GuangS. He、Do-Hoon Hwang、ParasN. Prasad、Prém Prabhakaran、Tae-Dong Kim、Kwang-Sup Lee

  DOI：10.1166/jnn.2010.2975

  日期：2010.10.1

  Two- and three-photon absorption properties of the fluorene-based chromophores have been investigated. The two- and three-photon absorption cross-section are found to be increased with the strength of the electron donor groups in the order of N-ethylcarbazoyl (1), triphenylamino (2), and N,N-dibutylanilino (3) groups. This nonlinear absorption enhancement can be interpreted by the increase of intramolecular charge transfer facilitated by strong electron donors and the decreased detuning energy (ΔE). Furthermore, direct laser microfabrication by two-photon photopolymerization with compound 2 as a two-photon sensitizer was carried out. Laser exposure time-dependent lateral voxel size has also been studied.

  研究了芴基发色团的双光子和三光子吸收特性。研究发现，双光子和三光子吸收截面随电子供体基团强度的增加而增大，依次为 N-ethylcarbazoyl (1)、triphenylamino (2) 和 N,N-dibutylanilino (3)。这种非线性吸收增强可解释为强电子供体促进了分子内电荷转移的增加和失谐能（ΔE）的降低。此外，还利用化合物 2 作为双光子敏化剂，通过双光子光聚合直接进行了激光微制造。此外，还研究了激光照射时间与横向体素大小的关系。
• Synthesis of a novel fluorene-based conjugated polymer with pendent bulky caged adamantane moieties and its application in the detection of trace DNT explosives
  作者：HongFei Leng、WenHui Wu

  DOI：10.1016/j.reactfunctpolym.2012.01.002

  日期：2012.3

  A novel fluorene-based conjugated polymer with phenylene spacers and steric bulky adamantane moieties in side chains has been synthesized by palladium-catalyzed Suzuki coupling reactions. This design strategy offers several advantages for the detection of trace 2,4-dinitrotoluene (DNT) vapor. The incorporation of the two groups into polymer side chains could retain an effective conjugation length and prevent the pi-stacking of polymer chains. The detection of DNT vapor indicated that the polymer displayed higher fluorescence quenching sensitivity toward the explosives in films compared to reference polymers. The fluorescence quenching efficiency of the fluorescent polymer achieved 33.3% in 10 s and 71.1% in 60s. The pathways or cavities generated by the two spacers are beneficial for the rapid diffusion of explosive vapor into the film interiors and increase the fluorescence quenching efficiency of the film. (C) 2012 Elsevier Ltd. All rights reserved.