Synthesis and characterization of novel AZO chromophore with multi hydroxyl groups

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• 作者：Jian Zhou ; Hui Yang ; Xiaobing Li ; Min Wang
• 刊名：Journal of Materials Science: Materials in Electronics
• 出版年：2016
• 出版时间：March 2016
• 年：2016
• 卷：27
• 期：3
• 页码：2189-2194
• 全文大小：568 KB
• 参考文献：1.J. Liu, W. Gao, I. Kityk, X. Liu, Z. Zhen, Dyes Pigment. 122, 74 (2015)CrossRef
  2.S. Mathew, A. Yella, P. Gao, R. Humphry-Baker, B. Curchod, N. Ashari-Astani, I. Tavernelli, U. Rothlisberger, M. Nazeeruddin, M. Gratzel, Nat. Chem. 6, 242 (2015)CrossRef
  3.Y. Chi, P. Chou, Chem. Soc. Rev. 39, 638 (2010)CrossRef
  4.F. He, Y. Tang, S. Wang, Y. Li, D. Zhu, J. Am. Chem. Soc. 127, 12343 (2005)CrossRef
  5.X. Huang, I. Ei-Sayed, W. Qian, M. Ei-Sayed, J. Am. Chem. Soc. 128, 2115 (2006)CrossRef
  6.C. Ouyang, J. Zhou, M. Wang, L. Guo, A. Cao, J. Mater. Sci.: Mater. Electron. (2015). doi:10.​1007/​s10854-015-3656-1
  7.O. Canbin, X. Li, A. Cao, Mater. Lett. 161, 193 (2015)CrossRef
  8.C. Walker, K. Lukyanov, I. Yampolsky, A. Mishin, A. Bommarius, A. Duraj-Thatte, B. Azizi, L. Tolbert, K. Solntsev, Curr. Opin. Chem. Biol. 27, 64 (2015)CrossRef
  9.J. Jiang, E. Yang, K. Reddy, D. Niedzwiedzki, C. Kirmaier, D. Bocian, D. Holten, J. Lindsey, New J. Chem. 39, 5694 (2015)CrossRef
  10.Z. Guo, L. Guo, H. Chen, Res. Chem. Intermed. 41, 2277–2283 (2015)CrossRef
  11.L. Guo, X. Li, Z. Guo, J. Mater. Sci.: Mater. Electron. 26, 6837–6842 (2015)
  12.C. Zhang, C. Wang, L. Dalton, H. Zhang, W. Steier, Macromolecules 34, 253 (2001)CrossRef
  13.J. Liu, X. Liu, Z. Zhen, J. Incl. Phenom. Macrocycl. Chem. 68, 253–260 (2010)CrossRef
  14.H. Huang, J. Liu, Z. Zhen, L. Qiu, X. Liu, G. Lakshminarayana, S. Tkaczyk, I. Kityk, Mater. Lett. 75, 233 (2012)CrossRef
  15.J. Liu, W. Hou, S. Feng, L. Qiu, X. Liu, Z. Zhen, J. Phys. Org. Chem. 24, 439 (2010)CrossRef
  16.L. Guo, Z. Guo, H. Chen, J. Mater. Sci.: Mater. Electron. 25, 3633 (2014)
  17.L. Dokladalove, F. Bures, W. Kuznik, I. Kityk, A. Wojciechowski, T. Mikysek, N. Almonasy, M. Ramaiyan, Z. Padelkova, J. Kulhanek, M. Ludwig, Org. Biomol. Chem. 12, 5517 (2014)CrossRef
  18.A. Wojciechowski, K. Ozga, A. Reshak, R. Miedzinski, I. Kityk, J. Berdowski, Z. Tylczynski, Mater. Lett. 64, 1957 (2010)CrossRef
  19.M. Mortazavi, A. Knoesen, S. Kowel, J. Opt. Soc. Am. B 6, 733–741 (1989)CrossRef
  
• 作者单位：Jian Zhou (1)
  Hui Yang (2)
  Xiaobing Li (3)
  Min Wang (1)
  
  1. Institute of Quality Standards and Testing Technology for Agro-Products/Key Laboratory of Agro-Product Quality and Safety, Chinese Academy of Agriculture Sciences, Beijing, 100081, People’s Republic of China
  2. Department of Polymer Science and Engineering, Zhejiang University, Hangzhou, 310027, People’s Republic of China
  3. Institute of Basic Medicine, SAMS, Jinan, 250062, Shandong Province, People’s Republic of China
  
• 刊物类别：Chemistry and Materials Science
• 刊物主题：Chemistry
  Optical and Electronic Materials
  Characterization and Evaluation Materials
  
• 出版者：Springer New York
• ISSN：1573-482X

文摘

Novel organic second order nonlinear optical chromophore with 4,4′-(5-(bis(2-hydroxyethyl)amino)-1,3-phenylene)bis(oxy)dibutan-1-ol as electron donor and azo thiophene as π-electronic bridge was synthesized and characterized by 1H NMR spectra and mass spectra. After the introduction of four hydroxyl groups to the electron donor, the solubility of chromophore Z1 in water was improved greatly (0.5 g). Else, the solubility of chromophore Z1 in common organic solvents was still very good. The thermal decomposition temperature was above 250 °C, which was high enough for its application in both the preparation of optoelectronic devices and Second harmonic generation imaging. Electro-optical films prepared by chromophore Z1 showed us the largest second-order nonlinear optical coefficient was about 85 pm/V, which was large enough for the detection of second harmonic generation signal in water solution. Else, the photochemical stability of chromophore Z1 was also studied; the advantage of chromophore with azo bond was very obvious for improving the photochemical stability of organic second order nonlinear optical chromophores.