Phenylethynylene-substituted poly(triphenylamine vinylene): Post-modification synthesis and (spectro)electrochemical properties

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• 作者：Loredana Vacareanu ; Teofilia Virag (Ivan) ; Mircea Grigoras
• 关键词：poly(triphenylamine vinylene)s ; UV ; vis spectroscopy ; cyclic voltammetry ; spectroelectrochemical behaviour
• 刊名：Macromolecular Research
• 出版年：2016
• 出版时间：March 2016
• 年：2016
• 卷：24
• 期：3
• 页码：249-260
• 全文大小：929 KB
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• 作者单位：Loredana Vacareanu (1)
  Teofilia Virag (Ivan) (1)
  Mircea Grigoras (1)
  
  1. “P. Poni” Institute of Macromolecular Chemistry, Electroactive Polymers Department, 41A Gr. Ghica Voda Alley, 700487, Iasi, Romania
  
• 刊物类别：Chemistry and Materials Science
• 刊物主题：Chemistry
  Physical Chemistry
  Polymer Sciences
  Characterization and Evaluation of Materials
  Soft and Granular Matter, Complex Fluids and Microfluidics
  Nanochemistry
  Nanotec
  
• 出版者：The Polymer Society of Korea, co-published with Springer
• ISSN：2092-7673

文摘

Phenylethynylene-substituted poly(triphenylamine vinylene) were synthesised in two steps by Wittig polycondensation reaction between 4,4'-diformyl-triphenylamine and bis(4-formyl phenyl)-N,N'-iodo-phenylamine in the presence of a phosphonium salt. The iodine-substituted poly(triphenylamine vinylene) were subsequently subjected to coupling reactions with phenylacetylene obtaining conjugated new structures and properties. The structures were confirmed by C13 and 1H nuclear magnetic resonance (NMR) and Fourier transform infrared spectroscopy (FTIR) spectroscopy. The attachment of phenylethynyl substituent to the backbone of the polymers influences the optical and electrochemical properties which were analysed by ultraviolet-visible (UV-Vis) and fluorescence spectroscopy. Having triphenylamine units along the backbone, the obtained polymers exhibit electrochemical activity and their redox characteristics were investigated by running cyclic voltammetry for polymer films deposited on working electrode surface. The electrochemical data were used to estimate their highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) energy levels and the band gap energy values (Eg). The polymers films change their colour while the potential is swept on the positive anodic domain, and this may be due to various oxidation states that undergo the polymers. The in situ UV-Vis vs. applied potential spectra were also recorded.