3,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-nonylphenoxazine | 1327236-68-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 3,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-nonylphenoxazine
• 英文别名: 3,7-bis(4,4,5,5-tetramethyl-2,1,3-dioxaborolan-2-yl)-N-nonylphenoxazine；10-Nonyl-3,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxazine；10-nonyl-3,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxazine
• CAS: 1327236-68-9
• 化学式: C₃₃H₄₉B₂NO₅
• 分子量: 561.378
• InChiKey: VTNBWDRNAUJOCI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.28
• 重原子数：
  41
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  49.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3,7-dibromo-N-nonylphenoxazine 、 频那醇硼烷 在 bis-triphenylphosphine-palladium(II) chloride 、 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 48.0h， 以42%的产率得到3,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-N-nonylphenoxazine
  参考文献：
  名称：

  The Synthesis and Characterization of -3,4-Ethylenedioxythiophene Derivatives with Electroactive Features

  摘要：

  We report the synthesis of conjugated oligomers based on electron withdrawing 3,4-ethylenedioxythiophene (EDOT) in the case of which band gaps are tuned by the insertion of alkylated diphenylamine or phenoxazine/phenothiazine units. The structures and properties of synthesized compounds were characterized by H-1 NMR, C-13 NMR, UV-Vis absorption, and fluorescence spectroscopy as well as electrochemical measurements. The luminescence spectra demonstrate that copolymers are good chromophores. Also the electrical properties confirm the applicability of these novel aryl-based pi-conjugated oligomers for the development of various electrical and electrochemical devices. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.electacta.2014.07.084

文献信息

• Comparative Study of Alternating Low-band-Gap Benzothiadiazole Co-oligomers
  作者：Anna Nowakowska-Oleksy、Joanna Cabaj、Kamila Olech、Jadwiga Sołoducho、Szczepan Roszak

  DOI：10.1007/s10895-011-0851-1

  日期：2011.7

  The benzothiadiazole – arylene alternating conjugated oligomers have been designed and synthesized via Suzuki coupling reaction. The structures and properties of the conjugated oligomers were characterized by 1HNMR, 13CNMR, UV–vis absorption spectroscopy, photoluminescence (PL) spectroscopy. The luminescent measurements demonstrate that polybenzothiadiazoles are good chromophores able to form thin films by Langmuir-Blodgett (LB) technique, making them suitable for further applications. Also the electrical properties of obtained films confirm the good potential of these novel aryl-based π-conjugated polymers for the development of various electrical and electrochemical solid-state devices.

  设计并合成了苯并硫二噻唑-芳烃交替共轭低聚物，通过铃木偶联反应进行合成。通过1HNMR、13CNMR、紫外-可见吸收光谱和光致荧光（PL）光谱对共轭低聚物的结构和性能进行了表征。荧光测量表明，聚苯并硫二噻唑是一种良好的染料，能够通过兰姆尔-布洛杰特（LB）技术形成薄膜，使其适合进一步应用。同时，所得到薄膜的电学性能确认了这些新型基于芳烃的π-共轭聚合物在各种电气和电化学固态器件开发中的良好潜力。