Synthesis and Luminescent Properties of Novel Polythiophene Derivatives with 1,3-Dioxane Group

Abstract:

Two novel polythiophenes with 1,3-dioxane group in the side chain named poly[3-(1,3-dioxane-2-ylethyl)thiophene] (PDT) and poly[3-(1,3-dioxane-2-ylethyl)-4-methyl- thiophene] (PDMT) were synthesized via oxidative polymerization firstly to form their precursor polymers and substitution secondly to obtain the target polymers in this paper. The chemical structures, molecular weights, thermal properties of the polymers were characterized by 1H NMR, FT-IR, GPC, and TGA respectively, indicating that both polymers had high molecular weight and good thermal stability. Meanwhile, the optical absorption and photoluminescence (PL) of both polymers were investigated and the results showed that the maximum absorption and emission wavelengths of PDMT were blue-shifted than that of PDT due to its methyl-substitution at 4-position in thiophene.

• Periodical: Materials Science Forum (Volumes 663-665)
• Pages: 268-271
• DOI: https://doi.org/10.4028/www.scientific.net/MSF.663-665.268
• Online since: November 2010
• Authors: Rong Li, Yu Jiao Jiang, Fei Chen, Hong Lei Mao, Yong Hong Wang, Guo Lun Zhong
• Keywords: 1,3-Dioxane, Blue Shift, Photoluminescence (PL), Polythiophene, UV-Vis Spectra

References

[1] W.K. Chan, Y. Chen, Z. Peng and L. Yu: J. Am. Chem. Soc. Vol. 115 (1993), p.11735.

[2] M.R. Andersson, M. Berggren, G. Gustafsson et al.: Synth. Met. Vol. 71 (1995), p.2183.

[3] X. Ma, G. Li, H. Xu, M. Wang and H. Chen: Thin Solid Films Vol. 515 (2006), p.2700.

[4] J.B. Chang and V. Liu: V. Subramanian et al.: J. App. Phys. Vol. 100 (2006), p.014506/1.

[5] G. Horowitz: Adv. Mater. Vol. 10 (1998), p.365.

[6] S. Varis, M. Ak, C. Tanyeli et al.: Solid State Sci. Vol. 8 (2006), p.1477.

[7] S. Varis, M. Ak, C. Tanyeli et al.: Eur. Polym. J. Vol. 42 (2006), p.2352.

[8] I. Osaka and R.D. McCullough: Acc. Chem. Res. Vol. 41 (2008), p.1202.

[9] E.E. Sheina, S.M. Khersonsky, E.G. Jones and R.D. McCullough: Chem. Mater. Vol. 17 (2005), p.3317.

[10] S.H. Ahn, M.Z. Czae, E. R. Kim et al.: Macromolecules Vol. 34 (2001), p.2522.

[11] W.L. Yu, H. Meng, J. Pei et al.: Macromolecules Vol. 31 (1998), p.4838.

[12] M. Pomerantz and M.L. Liu: Synth. Met. Vol. 101 (1999), p.95.

[13] A. Iraqi, J.A. Crayston and J.C. Walton: J. Mater. Chem. Vol. 8(1998), p.31.

[14] L. Zhai, R. L. Pilston, K.L. Zaiger, K.K. Stokes and R. D. McCullough: Macromolecules Vol. 36 (2003), p.61.

[15] Y.S. Hon, C.F. Lee, R.J. Chen and Y.F. Huang: Synth. Commun. Vol. 33 (2003), p.2829.

[16] X.F. Lin: Modern Methods of Spectroscopic Analysis (East China University of Science and Technology Publishing, China 2009).

[17] S.C. Ng, Y.F. Ma, H.S.O. Chan and Z.L. Dou: Synth. Met. Vol. 100 (1999), p.269.

[18] M.R. Andersson, M. Berggren, O. Inganäs et al.: Macromolecules Vol. 28 (1995), p.7525.