9,9,9',9'-tetrahexylbifluoren-2-ylboronic acid | 483363-26-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 9,9,9',9'-tetrahexylbifluoren-2-ylboronic acid
• 英文别名: 9,9-dihexyl-7-(9,9-dihexylfluoren-2-yl)fluoren-2-ylboronic acid；(9,9,9’,9’-tetrahexyl-9H,9’H-2,2’-bifluoren-7-yl)boronic acid；(9,9,9’,9’-tetrahexyl-2,2’-bifluoren-7-yl)boronic acid；[7-(9,9-Dihexylfluoren-2-yl)-9,9-dihexylfluoren-2-yl]boronic acid；[7-(9,9-dihexylfluoren-2-yl)-9,9-dihexylfluoren-2-yl]boronic acid
• CAS: 483363-26-4
• 化学式: C₅₀H₆₇BO₂
• 分子量: 710.892
• InChiKey: MFSURECCSCNELX-UHFFFAOYSA-N

物化性质

• 沸点：
  823.3±75.0 °C(Predicted)
• 密度：
  1.07±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  13.45
• 重原子数：
  53
• 可旋转键数：
  22
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  9,9,9',9'-tetrahexylbifluoren-2-ylboronic acid 以 neat (no solvent) 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and Properties of Monodisperse Oligofluorene-Functionalized Truxenes:  Highly Fluorescent Star-Shaped Architectures

  摘要：

  This paper describes the strategy toward novel monodisperse, well-defined, star-shaped oligofluorenes with a central truxene core and from monofluorene to quaterfluorene arms. Introduction of solubilizing n-hexyl groups at both fluorene and truxene moieties results in highly soluble, intrinsically two-dimensional nanosized macromolecules T1-T4. The radius for the largest oligomer of ca. 3.9 nm represents one of the largest known star-shaped conjugated systems. Cyclic voltammetry experiments reveal reversible or quasi-reversible oxidation and reduction processes (E-ox = +0.74 to 0.80 V, E-red = -2.66 to 2.80 eV vs Fc/Fc(+)), demonstrating excellent electrochemical stability toward both p- and n-doping, while the band gaps of the oligomers are quite high (E-g(CV) = 3.20-3.40 eV). Close band gaps of 3.05-3.29 eV have been estimated from the electron absorption spectra. These star-shaped macromolecules demonstrate good thermal stability (up to 400-420 degreesC) and improved glass transition temperatures with an increase in length of the oligofluorene arms (from T-g = 63 degreesC for T1 to 116 degreesC for T4) and show very efficient blue photoluminescence (lambda(PL) = 398-422 nm) in both solution (Phi(PL) = 70-86%) and solid state (PhiPL = 43-60%). Spectroelectrochernical experiments reveal that compounds T1-T4 are stable electrochromic systems which change their color reversibly from colorless in the neutral state (similar to340-400 nm) to colored (from red to purple color; similar to500-600 nm) in the oxidized state.

  DOI：

  10.1021/ja039228n
• 作为产物：
  描述：

  9,9-dihexyl-2-iodo-9H-fluorene 在 bis-triphenylphosphine-palladium(II) chloride 、 正丁基锂 、 sodium carbonate 作用下， 以 四氢呋喃 、 乙醇 、 水 、 甲苯 为溶剂， 生成 9,9,9',9'-tetrahexylbifluoren-2-ylboronic acid
  参考文献：
  名称：

  Photo- and Electroluminescence from Organoplatinum(II) Complexes Bearing Oligofluorene-Based Cyclometalated Ligands

  摘要：

  To develop phosphorescent materials for organic light-emitting diodes (OLEDs), novel organoplatinum(II) complexes bearing oligofluorene-based cyclometalated ligands were synthesized. These materials exhibited intense reddish orange photoluminescence (PL) and thus were applied as emitting dopants to OLEDs. The fabricated OLEDs showed electroluminescence identical to PL of the corresponding dopants. A non-doped device was also successfully fabricated using the developed complex as an emitting layer.

  DOI：

  10.1080/15421406.2015.1095857

文献信息

• Monodisperse fluorene oligomers exhibiting strong dipolar coupling interactions
  作者：Rémi Anémian、Jean-Christophe Mulatier、Chantal Andraud、Olivier Stéphan、Jean-Claude Vial

  DOI：10.1039/b201414a

  日期：2002.7.11

  Well-defined fluorene oligomers (n = 1 to 6) were prepared step by step using Suzuki and Yamamoto couplings, while absorption and photoluminescence properties evidenced very large dipolar coupling interactions between fluorene moieties.

  通过逐步Suzuki和Yamamoto偶联反应，制备了定义明确的芴寡聚物（n = 1到6），其吸收和光致发光性质表明芴基团之间存在非常大的偶极耦合相互作用。
• 4,5-Diazafluorene co-oligomers as electron-deficient light-emitting materials and selective fluorescence sensors for mercury(<scp>ii</scp>) cations
  作者：Sanjay Ghosh、Abdulaziz S. Alghunaim、Mohammed H. Al-mashhadani、Michal P. Krompiec、Megan Hallett、Igor F. Perepichka

  DOI：10.1039/c7tc05051h

  日期：——

  4,5-Diazafluorene co-oligomers combine improved electron affinity with strong fluorescence and can be used as electron transporting and light-emitting materials, as well as fluorescent sensors for Hg²⁺ cations.

  4,5-二氮杂芴共聚物具有提高的电子亲和力和强烈的荧光性能，可用作电子传输和发光材料，也可作为Hg²⁺阳离子的荧光传感器。
• Novel ruthenium(ii) and zinc(ii) complexes for two-photon absorption related applications
  作者：C. Girardot、G. Lemercier、J.-C. Mulatier、J. Chauvin、P. L. Baldeck、C. Andraud

  DOI：10.1039/b706715a

  日期：——

  Two new fluorene derivatized 1,10-phenanthroline ligands and related tris-chelate Ru(II) or Zn(II) coordination complexes have been synthesised. The linear and nonlinear (two-photon induced fluorescence) photophysical measurements have contributed to highlight the possibility to tune the absorption spectral range and excited lifetime, depending on ligand substitution and nature of the metal. More significantly, the observation of two-photon absorption (TPA) associated with long-lived metal-to-ligand charge-transfer (MLCT) excited states in the Ru(II)-based chromophores, opens a wide range of applications in the near infrared.

  合成了两种新的氟茁基化1,10-菲咯啉配体及相关的三齿配位的Ru(II)或Zn(II)配合物。线性和非线性（双光子诱导荧光）光物理测量揭示了根据配体取代和金属性质调节吸收光谱范围和激发寿命的可能性。更重要的是，在基于Ru(II)的色素中观察到与长寿命金属-配体电荷转移（MLCT）激发态相关的双光子吸收（TPA），为近红外领域的广泛应用打开了新局面。
• The effects of extended π-conjugation in bipyridyl ligands on the tunable photophysics, triplet excited state and optical limiting properties of Pt(<scp>ii</scp>) naphthalimidyl acetylide complexes
  作者：Senqiang Zhu、Hao Liu、Kunyan Wang、Qian Cheng、Zhenxing Ma、Rui Liu、Guangliang Song、Hongjun Zhu

  DOI：10.1039/c9dt02595b

  日期：——

  out on the Pt(II) diimine complexes, resulting in a remarkably strong reverse saturable absorption at 532 nm for nanosecond laser pulses. Otherwise, the high π-conjugation in the bipyridyl ligand increases the reverse saturable absorption. Therefore, these Pt(II) diimine complexes with high π-conjugation are excellent candidates for devices that require strong reverse saturable absorption.

  表现出长寿命三重态激发态寿命的Pt（II）配合物有望成为光功率限制材料。引进大π共轭的取代基可以切换三重激发态到一个长寿命的3 π，π*的状态。在这里，我们报告了通过π高共轭的四个Pt（II）二亚胺配合物在二亚胺配体上插入芳基。使用光谱技术研究了它们的光物理性质。所有配合物在其UV-Vis吸收光谱（最大峰范围为370至530 nm）中均显示出很强的地面吸收带，并具有长寿命发射和三重激发态。π-共轭取代基的插入引起基态吸收的明显红移和更长的发射寿命。在Pt（II）上进行了可见近红外区域的宽带瞬态吸收光谱和532 nm下的Z扫描特性）二亚胺络合物，导致纳秒激光脉冲在532 nm处具有非常强的反向饱和吸收。否则，联吡啶配体中的高π共轭增加了反向饱和吸收。因此，这些具有高π共轭作用的Pt（II）二亚胺配合物是要求强烈的反向饱和吸收的器件的极佳候选者。
• 星形菲并喔啉类衍生物、制备方法和应用及电 致发光器件
  申请人：TCL集团股份有限公司

  公开号：CN103508964B

  公开（公告）日：2016-06-01

  本发明公开了星形菲并喔啉类衍生物、其制备方法和应用及电致发光器件，该星形菲并喔啉类衍生物的分子结构式如下所示：其中，n为大于等于1的整数。该星形菲并喔啉类衍生物均含有不同长度的9,9-二取代芴基团，连接不同长度的芴基团可以很好地调整化合物的发光颜色以及溶解度。该星形菲并喔啉类衍生物均可用作蓝光荧光发光材料，具有高量子效率以及高热稳定性的优点。该星形菲并喔啉类衍生物通过旋涂法制成电致荧光发光器件的发光层，与真空蒸镀升华成膜制作工艺相比，成本更低。