3,7-dibromo-N-nonylphenoxazine | 1287709-51-6

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: 3,7-dibromo-N-nonylphenoxazine
• 英文别名: 3,7-dibromo-10-nonylphenoxazine
• CAS: 1287709-51-6
• 化学式: C₂₁H₂₅Br₂NO
• 分子量: 467.244
• InChiKey: BZXQAGRPBNFUQY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.6
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  异丙醇频哪醇硼酸酯 、 3,7-dibromo-N-nonylphenoxazine 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以64%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：

  Comparative Study of Alternating Low-band-Gap Benzothiadiazole Co-oligomers

  摘要：

  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。

  DOI：

  10.1007/s10895-011-0851-1

文献信息

• Phenoxazine Based Units- Synthesis, Photophysics and Electrochemistry
  作者：Anna Nowakowska-Oleksy、Jadwiga Sołoducho、Joanna Cabaj

  DOI：10.1007/s10895-010-0701-6

  日期：2011.1

  A few new phenoxazine-based conjugated monomers were synthesized, characterized, and successfully used as semiconducting materials. The phenoxazine-based oligomers have low ionization potentials or high-lying HOMO levels (~4.7 eV), which were estimated from cyclic voltammetry. Conjugated oligomers offer good film—forming, mechanical and optical properties connected with their wide application. These results demonstrate that phenoxazine-based conjugated mers are a promising type of semiconducting and luminescent structures able to be used as thin films in organic electronics.

  合成了一些新的基于苯并噻唑的共轭单体，并对其进行了表征，成功地应用于半导体材料。这些基于苯并噻唑的低聚物具有低电离势或高的HOMO能级（约4.7 eV），这一点是通过循环伏安法估算得出的。共轭低聚物提供了良好的成膜性、机械性能和光学性能，适用于广泛的应用。这些结果表明，基于苯并噻唑的共轭聚合物是一种有前景的半导体和发光结构，能够作为有机电子学中的薄膜使用。
• The Synthesis and Characterization of -3,4-Ethylenedioxythiophene Derivatives with Electroactive Features
  作者：Kamila Olech、Jadwiga Sołoducho、Katarzyna Laba、Przemyslaw Data、Mieczyslaw Lapkowski、Szczepan Roszak

  DOI：10.1016/j.electacta.2014.07.084

  日期：2014.9

  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.