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Frontiers of Optoelectronics

Front. Optoelectron.    2016, Vol. 9 Issue (1) : 99-105     https://doi.org/10.1007/s12200-015-0519-6
RESEARCH ARTICLE
Synthesis and optical properties of soluble low bandgap poly (pyrrole methine) with alkoxyl substituent
Baoming LI(),Enkai PENG,Leilei YE,Zhiyin WU
College of Material Science and Engineering, Fuzhou University, Fuzhou 350108, China
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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- in frared (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.

Keywords poly (pyrrole methine)      low bandgap      Urbach energy      third-order nonlinear optical property     
Corresponding Author(s): Baoming LI   
Just Accepted Date: 23 July 2015   Online First Date: 01 September 2015    Issue Date: 18 March 2016
 Cite this article:   
Baoming LI,Enkai PENG,Leilei YE, et al. Synthesis and optical properties of soluble low bandgap poly (pyrrole methine) with alkoxyl substituent[J]. Front. Optoelectron., 2016, 9(1): 99-105.
 URL:  
http://journal.hep.com.cn/foe/EN/10.1007/s12200-015-0519-6
http://journal.hep.com.cn/foe/EN/Y2016/V9/I1/99
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Baoming LI
Enkai PENG
Leilei YE
Zhiyin WU
Fig.1  Synthetic route to PHPDTBE and its intermediates
solvent (polarity) benzene (3.0) CH2Cl2 (3.4) THF (4.2) CHCl3 (4.4) DMF (6.4) DMSO (7.2)
solubility/(g·mL-1) 0.48 0.54 0.61 0.70 insoluble insoluble
Tab.1  solubility of PHPDTBE in various solvents
Fig.2  UV-Visible absorption spectra of PHPDTBA solution, PHPDTBE solution and PHPDTBE film
Fig.3  Optical bandgap of PHPDTBE
Fig.4  Urbach energy of PHPDTBE
Fig.5  Schematic representation for experimental setup for the DFWM technique, where If, Ib, Ip and Is were forward pump beam intensity, backward pump beam intensity, probe beam intensity and signal beam intensity, individually; S was the sample; α was the intersection angle of forward pump beam and probe beam, which was about 5°
sample χ(3)/ (10-8esu) n2/ (10-7esu) γs/(10-26esu)
PHPDTBE solution 2.05 3.63 2.16
PHPDTBE film 3.49 4.72
Tab.2  Third-order NLO properties of PHPDTBE solution and film studied at 532 nm
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