4'-(diphenylamino)-[1,1'-biphenyl]-3,4-dicarboitrile | 1133466-03-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4'-(diphenylamino)-[1,1'-biphenyl]-3,4-dicarboitrile
• 英文别名: 4,4'-diphenylamino-biphenyl-3,4-dicarbonitrile；4-[4-(N-phenylanilino)phenyl]benzene-1,2-dicarbonitrile
• CAS: 1133466-03-1
• 化学式: C₂₆H₁₇N₃
• 分子量: 371.441
• InChiKey: SOKVIJJEGOZWEA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  29
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4'-(diphenylamino)-[1,1'-biphenyl]-3,4-dicarboitrile 在 zinc(II) chloride 作用下， 以 N,N-二甲基乙醇胺 为溶剂， 以25%的产率得到
  参考文献：
  名称：

  Electrochromic Polymeric Films Derived from (Diphenylamino)phenyl-substituted Metallophthalocyanines

  摘要：

  我们合成了用四种三苯基胺装饰的铜酞菁和锌酞菁，并通过两种外围三苯基胺之间的氧化连接形成了一层绿色薄膜。沉积在 ITO 电极上的薄膜可在绿色、红棕色和蓝色之间进行可逆电致变色切换。

  DOI：

  10.1246/cl.2009.82
• 作为产物：
  描述：

  3-iodophthalonitrile 、 4-硼酸三苯胺 在 四(三苯基膦)钯 作用下， 生成 4'-(diphenylamino)-[1,1'-biphenyl]-3,4-dicarboitrile
  参考文献：
  名称：

  Electrochromic Polymeric Films Derived from (Diphenylamino)phenyl-substituted Metallophthalocyanines

  摘要：

  我们合成了用四种三苯基胺装饰的铜酞菁和锌酞菁，并通过两种外围三苯基胺之间的氧化连接形成了一层绿色薄膜。沉积在 ITO 电极上的薄膜可在绿色、红棕色和蓝色之间进行可逆电致变色切换。

  DOI：

  10.1246/cl.2009.82

文献信息

• Optical, electrochemical and third-order nonlinear optical studies of triphenylamine substituted zinc phthalocyanine
  作者：Narra Vamsi Krishna、Puliparambil Thilakan Anusha、S. Venugopal Rao、L. Giribabu

  DOI：10.1142/s1088424616500838

  日期：2016.8

  Zinc phthalocyanine possessing triphenylamine at its peripheral position has been synthesized and its optical, emission, electrochemical and third-order nonlinear optical (NLO) properties were investigated. Soret band was broadened due to the presence of triphenylamine moiety. Electrochemical properties indicated that both oxidation and reduction processes were ring centered. Emission spectra were recorded in different solvents and the fluorescence yields obtained were in the range of 0.02–0.17 while the time-resolved fluorescence data revealed radiative lifetimes of typically few ns. Third-order NLO properties of this molecule have been examined using the Z-scan technique with picosecond (ps) and femtoseocnd (fs) pulses. Closed and open aperture Z-scan data were recorded with 2 ps/1 50 fs laser pulses at a wavelength of 800 nm and NLO coefficients were extracted from both the data. Our data clearly suggests the potential of this molecule for photonics applications.

  研究人员合成了外围位置含有三苯胺的锌酞菁，并对其光学、发射、电化学和三阶非线性光学（NLO）特性进行了研究。由于三苯胺分子的存在，索雷特波段变宽。电化学特性表明，氧化和还原过程均以环为中心。在不同溶剂中记录了发射光谱，获得的荧光产率在 0.02-0.17 之间，而时间分辨荧光数据显示辐射寿命通常为几毫微秒。利用皮秒（ps）和飞秒（fs）脉冲的 Z 扫描技术研究了这种分子的三阶 NLO 特性。利用波长为 800 纳米的 2 ps/1 50 fs 激光脉冲记录了封闭和开放孔径 Z 扫描数据，并从这两个数据中提取了 NLO 系数。我们的数据清楚地表明了这种分子在光子学应用方面的潜力。
• Soluble tetratriphenylamine Zn phthalocyanine as Hole Transporting Material for Perovskite Solar Cells
  作者：Esmaiel Nouri、Jonnadula Venkata Suman Krishna、Challuri Vijay Kumar、Vassilios Dracopoulos、Lingamallu Giribabu、Mohammad Reza Mohammadi、Panagiotis Lianos

  DOI：10.1016/j.electacta.2016.11.052

  日期：2016.12

  Perovskite solar cells have been constructed under the standard procedure by employing soluble tetratriphenylamine-substituted Zn phthalocyanine as hole transporting material. Solution processed device construction was carried out under ambient conditions of 50-60% ambient humidity. Triphenylamine substitution played the double role of imparting solubility to the core metal phthalocyanine as well as to introduce electron-rich ligands, which could enhance the role of Zn phthalocyanine as hole transporter. Indeed, the obtained material was functional. The present data highlight tetratriphenylamine-substituted Zn phthalocyanine as hole transporting material but also highlight the importance of the presence of a buffer layer between the perovskite layer and the hole transporting layer. Thus the efficiency of the cells was 9.0% in the absence but increased to 13.65% in the presence of Al2O3 buffer layer. (C) 2016 Elsevier Ltd. All rights reserved.
• Electrochromic Polymeric Films Derived from (Diphenylamino)phenyl-substituted Metallophthalocyanines
  作者：Mutsumi Kimura、Kazumasa Yasuta、Naoya Adachi、Yoko Tatewaki、Tadashi Fukawa、Hirofusa Shirai

  DOI：10.1246/cl.2009.82

  日期：2009.1.5

  Copper and zinc phthalocyanines decorated with four triphenylamines were synthesized and a green film was formed by oxidative linkage between two peripheral triphenylamines. The film deposited onto an ITO electrode exhibited a reversible electrochromic switching among green, red-brown, and blue.

  我们合成了用四种三苯基胺装饰的铜酞菁和锌酞菁，并通过两种外围三苯基胺之间的氧化连接形成了一层绿色薄膜。沉积在 ITO 电极上的薄膜可在绿色、红棕色和蓝色之间进行可逆电致变色切换。