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Synthesis, Characterization and Property Study of Polythiophenes with Dioxane Group as Electroluminescence Materials

Author: JiangYuJiao
Tutor: ZhongGuoLun
School: Zhejiang University
Course: Polymer Chemistry and Physics
Keywords: Polythiophene derivatives 1,3-Dioxane group Luminescent properties Band gaps
CLC: O633.5
Type: Master's thesis
Year: 2012
Downloads: 132
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Abstract


As a kind of novel conducting conjugated polymer materials, polythiophene derivatives have occupied prime position due to their advantages including high conducting efficiency, excellent optical and electrical properties and good stability in environment. They have promising applications in optical, electricity, photoelectric conversion and electro-optical conversion.Poly(3-bromothiophene)(PBrT), poly(3-bromo-4-methylthiophene)(PBrMT) and poly(3,4-dibromothiophene)(PBBrT) were synthesized respectively from3-bromothiophene,3-bromo-4-methylthiophene and3,4-dibromothiophene by using FeCl3as an oxidative catalyst. Then the reaction time and catalyst amount are improved and the chemical structures of the polymers were characterized by1H NMR and FTIR.Then, in the presence of Ni(dppp)Cl2, PBrT, PBrMT and PBBrT could react with Grignard reagents to afford PDT, PDMT and PBDT respectively. The replacement rate of thiophene backbone replaced with1,3-dioxane-2-ylethyl was determined by Volhard titration. The chemical structure and molecular weight of the polymers were characterized by1H NMR, FTIR and GPC respectively. The thermostability of PDT, PDMT and PBDT was tested by TGA and showed that all the polymers have excellent thermal stability.The UV-Vis and photoluminescence(PL) spectroscopy of PDT, PDMT and PBDT in chloroform solution and spin-coating film were studied. The results indicated three polymers have good optical performance in chloroform. The maximan emission wavelengths of PDT and PDMT in spin-coatibng film were red shifted than that of in chloroform, which because of the more compact arrangement of main polymer chain in film. In addition we haven’t found the photoluminescence properties of PBDT. The polymer light-emitting diodes of double layer (ITO/PEDOT:PSS/Polymer/Al) of PDT and PDMT were fabricated to characterize current density-voltage curves and electroluminescence spectroscopy. It is indicated that the turn-on voltages of PDT and PDMT was about8V. The peaks of electroluminescence emission of PDT and PDMT were573nm and508nm respectively.The energy levels were calculated based on the UV-Vis absorption spectra and cyclic voltammetry curves, and it’s concluded that the band gaps were2.68eV,3.05eV and2.79eV, respectively. Moreover, all of the three polymers had an excellent electronic transmission performance and high hole injection potential barrier, so a hole transporting layer was introduced when made electroluminescence devices.The optical performance of PDT、PDMT and PBDT were compared. The maximan absorption and emission wavelength of PDMT was blue shifted than that for PDT due to its methyl-substitution at4-position of thiophene ring, which increased the distortion of main chain. In addition, the absorption and emission wavelengths of PBDT were red shifted than that for PDT and PDMT, which is due to the electronic effect of the1,3-dioxane-2-ylethyl.

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CLC: > Mathematical sciences and chemical > Chemistry > Polymer chemistry ( polymer ) > Miscellaneous Chain Polymers > Heterocyclic polymer chain (chain polymer containing heterocyclic )
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