Synthesis and Optical/Electrochemical Properties of Conjugated Polymers with Diphenyl and Thiophene in Main Chain

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Abstract:

Two thiophene derivatives 4,4'-di (thiophen-2-yl) biphenyl and 4,4'-di (thiophen-2-yl) -2-nitrobiphenyl ,which were used as monomers for preparing poly (4,4'-di (thiophen-2-yl) biphenyl) (DPBT) and poly (4,4'-di (thiophen-2-yl)-2-nitrobiphenyl) (DPNT) by ferric chloride oxidation polymerization, were synthesized via Suzuki reaction with 4,4'-dibromobiphenyl as the raw material. UV-vis absorption spectra, fluorescence spectra, photoluminescence spectra and electrochemical properties of the polymers were recorded and used for calculating the band-gap (Eg), HOMO orbital energy (EHOMO) and LUMO orbital energy (ELUMO) of the polymers. The calculation results indicated that attaching an electron-withdrawing group such as-NO2 to the main chain can lower band-gap and increase the maximum absorption wavelength.

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497-501

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October 2014

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© 2014 Trans Tech Publications Ltd. All Rights Reserved

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[1] X. Zhang, T.T. Steckler, R.R. Dasari, S. Ohira, W.J. Potscavage, S.P. Tiwari, S. Coppee, S. Ellinger, S. Barlow, J.L. Bredas, B. Kippelen, J.R. Reynods, S.R. Marder, Dithienopyrrole-based donor-acceptor copolymers: Low band-gap materials for charge transport, photovoltaics and electrochromism[J]. J Mater Chem, 2010, 20: 123-134.

DOI: 10.1039/b915940a

Google Scholar

[2] Y. Yao,Y. Liang,V. Shrotriya,S. Xiao,L. Yu,Y. Yang, Plastic near-infrared photodetectors utilizing low band gap polymer[J]. Adv Mater, 2007, 19: 3979-3983.

DOI: 10.1002/adma.200602670

Google Scholar

[3] M.M. Wienk, M. Turbiez, J. Gilot, R.A.J. Janssen, Narrow-bandgapdikeot-pyrrolo-pyrrole polymer solar cells: The effect of processing on the performance[J]. Adv Mater, 2008, 20: 2556-2560.

DOI: 10.1002/adma.200800456

Google Scholar

[4] B.C. Thompson, L.G. Madrigal, M.R. Pinto, T.S. Kang, K.S. Schanze, J.R. Reynolds. Donor-acceotor copolymers for red and near-infrared-emitting polymer light-emitting diodes[J]. J PolymSci, Part A: PolymChem, 2005, 43: 1417-1431.

DOI: 10.1002/pola.20578

Google Scholar

[5] G. Li, V. Shrotriya, Y. Yao et al. Manipulating regioregular poly(3-hexylthiophene): [6, 6]-phenyl-C61-butyric acid methyl ester blends-route towards high efficiency polymer solar cells[J]. J. Mater. Chem., 2007, 17: 3126-3140.

DOI: 10.1039/b703075b

Google Scholar

[6] Z. C. Smith, R. H. Pawle, S. W. Thomas et al. Photoinduced Aggregation of Polythiophenes[J]. ACS Macro Lett., 2012, 1 (7): 825–829.

DOI: 10.1021/mz300216s

Google Scholar

[7] S.V. Mierloo, A. Hadipour, M.J. Spijkman, B. Ruttens, J. Haen et al, Chem. Mater, 2012, 24: 587-593.

Google Scholar

[8] M. Wang, X.W. Liu, P. Li, X.H. Fei, Y.J. Cao, Chem. soc, 2011, 133: 9638-9641.

Google Scholar

[9] T.B. Yang, M. Wang, C.H. Duan, X.W. Hu, L. Huang, J.B. Peng, F. Huang, X. Gong, Energy Environ. Sci, 2012, 5: 8208-8214.

Google Scholar

[10] J. Cao, J.W. Kampf, M.D. Curtis, Synthesis and characterization of bis (3, 4 –ethylene -dioxythiophene) - (4, 4'-dialkyl-2, 2'-bithiazole) co-oligomers for electronic applications[J]. Chem mater, 2003, 15: 404-411.

DOI: 10.1021/cm020774+

Google Scholar

[11] E. Wang, M. Wang, L. Wang, C. Duan, J. Zhang, W. Cai, C. He, H. Wu, Y. Cao. Macromolecules. 2009, 42(13): 4410–4415.

DOI: 10.1021/ma900601y

Google Scholar