2-bromo-6,11-bis[(9,9-dimethyl-9H-fluoren-2-yl)ethynyl]-13,13-dimethyl-13H-indeno[1,2-b]anthracene

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 2-bromo-6,11-bis[(9,9-dimethyl-9H-fluoren-2-yl)ethynyl]-13,13-dimethyl-13H-indeno[1,2-b]anthracene
• 英文别名: 7-Bromo-14,21-bis[2-(9,9-dimethylfluoren-2-yl)ethynyl]-10,10-dimethylpentacyclo[11.8.0.03,11.04,9.015,20]henicosa-1(21),2,4(9),5,7,11,13,15,17,19-decaene；7-bromo-14,21-bis[2-(9,9-dimethylfluoren-2-yl)ethynyl]-10,10-dimethylpentacyclo[11.8.0.03,11.04,9.015,20]henicosa-1(21),2,4(9),5,7,11,13,15,17,19-decaene
• 化学式: C₅₇H₄₁Br
• 分子量: 805.857
• InChiKey: AONYNLXDRFSVLC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16.4
• 重原子数：
  58
• 可旋转键数：
  4
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  2,7-二溴-9,9-二甲基芴 在 正丁基锂 、 tin(II) chloride dihdyrate 作用下， 以 四氢呋喃 、 对二甲苯 为溶剂， 反应 13.0h， 生成 2-bromo-6,11-bis[(9,9-dimethyl-9H-fluoren-2-yl)ethynyl]-13,13-dimethyl-13H-indeno[1,2-b]anthracene
  参考文献：
  名称：

  Synthesis and characterization of solution processable 6,11-dialkynyl substituted indeno[1,2-b]anthracenes

  摘要：

  Twelve indene-fused dialkynyl substituted anthracene derivatives (indenoanthracenes) were synthesized and their optical, electrochemical and thermal properties were described. These small molecules possess high quantum yields, thermal and photoxidative stabilities, and solubility in common organic solvents. Indenoanthracenes (57-92%) were prepared in two steps from four different indenoanthraquinones obtained via a highly selective and practical benzocyclobutendione based methodology. The photophysical properties of indenoanthracenes were investigated by UV-vis and fluorescence spectroscopies. From spectroscopic data of indenoanthracenes, quantum yields (Phi(f), 0.28-0.71) and optical HOMO-LUMO energy gaps were determined. Electrochemistry of indenoanthracenes was studied and electrochemical HOMO-LUMO energy gaps were also determined from the onset oxidation and reduction potentials. Density functional theory calculations were performed to obtain the geometry optimized structures and HOMO-LUMO energy levels. Fluorenylethynyl substituted indenoanthracene was employed as an emitting layer in a solution processed OLED device and the maximum current efficiency and luminance were found to be 1.02 cd/A and 1284 cd/m(2), respectively. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.08.024

文献信息

• Synthesis and characterization of solution processable 6,11-dialkynyl substituted indeno[1,2-b]anthracenes
  作者：Baris Yucel、Kadem Meral、Duygu Ekinci、Gülşah Yaman Uzunoğlu、Nurcan Şenyurt Tüzün、Süheyla Özbey、Canan Kazak、Yavuz Ozdemir、Bahar Sanli、Gülru Kayık、Metin Dağdeviren

  DOI：10.1016/j.dyepig.2013.08.024

  日期：2014.1

  Twelve indene-fused dialkynyl substituted anthracene derivatives (indenoanthracenes) were synthesized and their optical, electrochemical and thermal properties were described. These small molecules possess high quantum yields, thermal and photoxidative stabilities, and solubility in common organic solvents. Indenoanthracenes (57-92%) were prepared in two steps from four different indenoanthraquinones obtained via a highly selective and practical benzocyclobutendione based methodology. The photophysical properties of indenoanthracenes were investigated by UV-vis and fluorescence spectroscopies. From spectroscopic data of indenoanthracenes, quantum yields (Phi(f), 0.28-0.71) and optical HOMO-LUMO energy gaps were determined. Electrochemistry of indenoanthracenes was studied and electrochemical HOMO-LUMO energy gaps were also determined from the onset oxidation and reduction potentials. Density functional theory calculations were performed to obtain the geometry optimized structures and HOMO-LUMO energy levels. Fluorenylethynyl substituted indenoanthracene was employed as an emitting layer in a solution processed OLED device and the maximum current efficiency and luminance were found to be 1.02 cd/A and 1284 cd/m(2), respectively. (C) 2013 Elsevier Ltd. All rights reserved.