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Synthesis and optical properties of soluble low bandgap poly (pyrrole methine) with alkoxyl substituent

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Abstract

A soluble low bandgap poly (pyrrole methine) with alkoxyl substituent, poly {(3-hexanoyl)pyrrole-[2,5-diyl(p-tetradecyloxybenzylidene)]} (PHPDTBE), was synthesized and characterized by 1H nuclear magnetic resonance (1H-NMR), Fourier transform-infrared (FT-IR), elemental analysis (EA) and gel permeation chromatography (GPC). PHPDTBE was readily soluble in weak polar organic solvents. The absorption peaks of PHPDTBE solution and film were located at around 458 and 484 nm, respectively. The optical bandgaps of PHPDTBE film for indirect allowed and direct allowed transitions were measured to be 1.66 and 2.35 eV, respectively. PHPDTBE film had few defects in the energy band and the Urbach energy of PHPDTBE film was calculated to be about 0.19 eV. The resonant third-order nonlinear optical susceptibilities of PHPDTBE solution and film measured by degenerate four-wave mixing (DFWM) technique at 532 nm were all in the order of 10–8 esu, which was about 1~3 orders of magnitude larger than that of the other ordinary π-conjugation polymers.

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Authors and Affiliations

  1. College of Material Science and Engineering, Fuzhou University, Fuzhou, 350108, China

    Baoming Li, Enkai Peng, Leilei Ye & Zhiyin Wu

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  1. Baoming Li
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  2. Enkai Peng
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  3. Leilei Ye
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  4. Zhiyin Wu
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Corresponding author

Correspondence to Baoming Li.

Additional information

Baoming Li received his B.S. degree in polymer materials science and engineering from Xi’an Jiaotong University (2000), M. S. degree in polymer materials science and engineering from Xi’an Jiaotong University (2002), and Ph.D. degree in physical electronics from Xi’an Jiaotong University (2006). Currently, he is engaged in researching and teaching in School of Materials Science and Engineering, Fuzhou University and his research direction is major in photoelectric functional π-conjugated polymers and devices. He has authored more than 50 papers in the field of third-order nonlinear optics, low bandgap π-conjugated polymers and photoelectric polymers.

Enkai Peng received his B.S. degree in materials science and engineering (2011) from Fuzhou University. Currently, he is studying for his M.S. degree at School of Materials Science and Engineering, Fuzhou University. His research interests include photoelectric functional polymer materials and electronic packaging materials, particular focuses on the improvement of the nonlinear optical properties of epoxy based nanocomposites.

Leilei Ye received her B.S. degree in materials science and engineering (2013) from Fuzhou University. Currently, she is a postgraduate student majoring in materials science. Her research interest is conductive polymer electrode materials for supercapacitors, which involves developing novel binary or ternary nanocomposites in order to explore the morphology and structure of the conductive polymer, particular focuses on the improvement of specific capacity and cyclic stability. She has authored 1 paper and 4 patents in the field of third-order nonlinear optics and π-conjugated polymers electrode materials.

Zhiyin Wu received his B.S. degree in materials processing and control engineering (2014) from Fujian University of Technology. Currently he is a postgraduate student of materials science and engineering, Fuzhou University. His research interest is molecular structure design and preparation of novel functional polymer, which involves the improvement of the solubility of π-conjugated polymer and the decrease of the optical bandgap of π-conjugated polymer.

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Li, B., Peng, E., Ye, L. et al. Synthesis and optical properties of soluble low bandgap poly (pyrrole methine) with alkoxyl substituent. Front. Optoelectron. 9, 99–105 (2016). https://doi.org/10.1007/s12200-015-0519-6

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  • DOI: https://doi.org/10.1007/s12200-015-0519-6

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