In order to study the effect of bromine substituents on the fluorescence properties of polythiophene derivatives and quantitatively tuned the optical properties of polythiophene derivatives,polythiophene (3-decyl thiophene)-co-poly (3-bromothiophene)(P3DT-co-P3BrT) was prepared by chemical oxidation method.The products were characterized by infrared (FT-IR),nuclear magnetic (NMR),X-ray diffraction (XRD) and transmission electron microscope (TEM).The optical properties of P3DT-co-P3BrT were studied by UV-Vis and photoluminescence (PL).The results showed that the bandwidth of P3DT-co-P3BrT was wider,and the bromine substituents on the thiophene ring had a significant effect on the fluorescence intensity and quantum yield of P3DT-co-P3BrT.With the increase of P3BrT content,the fluorescence blue shift of P3DT-co-P3BrT was related to the electron absorption induction effect of bromine and the structure-based D-π-A effect.
Dong Yanmao, Tang Xiaolei, Zhou Yanhui
. Synthesis and photoluminescence property of poly(3-decylthiophene-co-3-bromothiophene)[J]. New Chemical Materials, 2021
, 49(5)
: 154
-158
.
DOI: 10.19817/j.cnki.issn 1006-3536.2021.05.035
[1] Gondek E,Kityk I V,Daniel A.Photovoltaic effect in single layer 1H-pyrazolo 3,4-b quinoline and 1H-pyrazolo 3,4-b quioxaline/poly(3-decylthiophene) polymer cells[J].Zeitschrift Fur Naturforschung Section a-a Journal of Physical Sciences,2009,64(9-10):632-638.
[2] Manuelli A,Persano L,Pisignano D.Flexible organic field-effect transistors based on electrospun conjugated polymer nanofibers with high bending stability[J].Organic Electronics,2014,15(5):1056-1061.
[3] Bolognesi A,Catellani M,Destri S,et al.Evidence of chain planarity in polyalkylthiophene-low-temperature structural-analysis of poly(3-decylthiophene)[J].Makromolekulare Chemie-Rapid Communications,1991,12(1):9-14.
[4] Bubeck C,Kaltbeitzel A,Grund A,et al.Resonant degenerate 4-wave-mixing and scaling laws for saturable absorption in thin-films of conjugated polymers and rhodamine-6g[J].Chemical Physics,1991,154(2):343-348.
[5] Neher D,Wolf A,Leclerc M,et al.Optical 3rd-harmonic generation in substituted poly(phenylacetylenes) and poly(3-decylthiophenes)[J].Synthetic Metals,1990,37(1-3):249-253.
[6] Millefilorini S,Kozma E,Catellani M,et al.Dithienothiophene based polymer as electron donor in plastic solar cells[J].Thin Solid Films,2008,516(20):7205-7208.
[7] Oztemiz S,Beaucage G,Ceylan O,et al.Synthesis,characterization and molecular weight studies of certain soluble poly(3-alkylthiophene) conducting polymers[J].Journal of Solid State Electrochemistry,2004,8(11):928-931.
[8] Hanna R,Leclerc M.Synthesis and characterization of new processible conducting copolymers derived from thiophenes[J].Chemistry of Materials,1996,8(7):1512-1518.
[9] Oztemiz S,Beaucage G,Ceylan O,et al.Synthesis,characterization and molecular weight studies of certain soluble poly(3-alkylthiophene) conducting polymers[J].Journal of Solid State Electrochemistry,2004,8(11):928-931.
[10] Zhang J C,Zheng X,Chen M,et al.Synthesis and application of solar cells of poly(3-decylthiophene)/N/titanium dioxide hybrid[J].Express Polymer Letters,2011,5(5):401-408.
[11] Dong Y,Lu J,Yan F,et al.Optical study of poly(3-decylthiophene)/CdS nanocomposites[J].Polymer Composites,2009,30(6):723-730.
[12] Stein P C,Botta C,Bolognesi A,et al.NMR-study of the structural defects in poly(3-alkylthiophene)s-influence of the polymerization method[J].Synthetic Metals,1995,69(1-3):305-306.
[13] Efimov I,Hillman A R.Correlation of viscoelastic properties with solvation of regioregular poly(3-ddecylthiophene) films[J].Analytical Chemistry,2006,78(11):3616-3623.
[14] Prosa T J,Winokur M J,McCullough R D.Evidence of a novel side chain structure in regioregular poly(3-alkylthiophenes)[J].Macromolecules,1996,29(10):3654-3656.
[15] Louarn G,Trznadel M,Zagorska M,et al.Spectroscopic studies of regioregular poly(3-decylthiophene)[J].Synthetic Metals,1997,84(1-3):579-580.
[16] Luzny W.X-ray-diffraction and computer modeling study of the structure and conformation of poly(3-decylthiophene)[J].Acta Crystallographica Section B-Structural Science,1995,51:255-260.
[17] Hapip A I A,Abd Wahab F,Sulaiman K.Influence of poly(3-alkylthiophene)(P3ATs) structure on P3AT/Gaq3 films for organic solar cells[J].Materials Research Innovations,2011,15:198-201.
[18] Luzny W,Zagorska M.Effect of uniaxial stretching on structural properties of poly(3-alkylthiophenes)[J].Acta Physica Polonica A,1997,92(3):491-500.
[19] Donuru V R,Vegesna G K,Velayudham S,et al.Synthesis and optical properties of red and deep-red emissive polymeric and copolymeric BODIPY dyes[J].Chemistry of Materials,2009,21(10):2130-2138.
[20] Back J W,Song E A,Lee K J,et al.Structures and properties of poly(3-alkylthiophene) thin-films fabricated though vapor-phase polymerization[J].Journal of Nanoscience and Nanotechnology,2012,12(2):1461-1465.
[21] Zhang J C,Yu W,Li Q Y,et al.Electronic structure effect of polythiophene derivatives and nano N-Zn-Ag/TiO2 on performance of organic thin film solar cell[J].Chemical Research in Chinese Universities,2013,29(5):998-1002.
