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Synthesis and Physicochemical Characterization of New Polythiophenes Based on Three Different Monomers

  • Karla K. Guzmán-Rabadán (a1), Marco A. Ramírez-Gómez (a1), Marisol Güizado-Rodríguez (a1), Jorge A. Guerrero-Álvarez (a2), Víctor Barba (a2), Miguel A. Basurto-Pensado (a1), Rosario Galindo (a3), Mario Rodríguez (a3) and José L. Maldonado (a3)...

The chemical synthesis of the copolymers poly(3-HT-co-EDOT-co-fluorene) and poly(3-HT-co-EDOT-co-TDR1) is reported. The first copolymer is derived of 3-hexylthiophene (3-HT), 3,4-ethylenedioxythiophene (EDOT) and 2,2'- (9,9-dioctyl-9H-fluorene-2,7-diyl) bisthiophene (fluorene). The second copolymer is derived of 3-hexylthiophene (3-HT), 3,4-ethylenedioxythiophene (EDOT) and (E)-2-(ethyl(4-((4-nitrophenyl)diazenyl)phenyl)amino)ethyl 2-(thiophen-3-yl)acetate (TDR1). Their physicochemical characterization by 1H NMR, FT-IR, DSC-TGA, GPC, UV-vis, cyclic voltammetry was carried out. These copolymers combine the high electron density and low oxidation potential of EDOT with the high charge mobility and processability of 3-HT. These are candidates for applications as active or barrier layer in electronic devices (bulk heterojuntion organic solar cells) or as functional membranes (e.g., sensors).

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1. Alcazar, D., Wang, F., Swager, T. M., Thomas, E. L., Macromolecules 41, 9863 (2008).
2. Ng, S. C., Ding, M., Chan, H. S. O., Yu, W. L., Macromol. Chem. Phys. 202, 8 (2001).
3. Zagórska, M., Kulszewicz-Bajer, I., Proń, A., Raimond, P., Kajzar, F., Attias, A.-J., Synth. Met. 102, 1141 (1999).
4. Samyn, C., Verbiest, T., Persoons, A., Macromol. Rapid. Comun. 21, 1 (2000).
5. Della-Casa, C., Fraleoni, A., Costa-Bizzarri, P., Lanzi, M., Synth. Met. 124, 467 (2001).
6. Abd-EI-Aziz, A. S., Afifi, T. H., Budakowski, W. R., Friesen, K. J., Todd, E. K., Macromolecules 35 (24), 8929 (2002).
7. Lanzi, M., Paganin, L., Costa-Bizarri, P., Della-Casa, C., Fraleoni, A., Macromol. Rapid Commun. 23, 630 (2002).
8. Della-Casa, C., Costa-Bizzarri, P., Lanzi, M., Paganin, L., Bertinelli, F., Pizzoferrato, R., Sarcinelli, F., Casalboni, M., Synth. Met. 138, 409 (2003).
9. Lanzi, M., Paganin, L., Costa-Bizzarri, P., Eur. Polym. J. 40, 2117 (2004).
10. Della-Casa, C., Fraleoni-Morgera, A., Lanzi, M., Costa-Bizzarri, P., Paganin, L., Bertinelli, F., Schenetti, L., Mucci, A., Casalboni, M., Sarcinelli, F., Quatela, A., Eur. Polym. J. 41, 2360 (2005).
11. Gonҫalves, V. C., Balogh, D. T., Eur. Polym. J. 42, 3303 (2006).
12. Lanzi, M., Bertinelli, F., Paganin, L., Costa-Bizzarri, P., Cesari, G., Macromol. Chem. Phys. 207, 1253 (2006).
13. Caruso, U., Diana, R., Fort, A., Panunzi, B., Roviello, A., Macromol. Symp. 234, 87 (2006).
14. Batista, R. M. F., Costa, S. P. G., Belsley, M., Raposo, M. M. M., Tetrahedron 63, 9842 (2007).
15. Kim, D. W., Choi, J. J., Lim, J.-S., Lee, Ch., Mol. Cryst. Liq. Cryst. 463, 43/[325]-53/[335] (2007).
16. Ma, X., Liang, R., Yang, F., Zhao, Z., Zhang, A., Song, N., Zhou, Q., Zhang, J., J. Mater. Chem. 18, 1756 (2008).
17. Shi, Z., Zhang, X., Cui, Z., J. of Nonlinear Optical Physics & Materials 17(3), 243 (2008).
18. Zhang, B.-z., Zhao, X.-y., J. Mater. Sci. 44, 2765 (2009).
19. Sonmez, G., Shen, C. K. F., Rubin, Y., Wudl, F., Angew. Chem. Int. Ed. 43, 1498 (2004).
20. Dore, K., Dubus, S., Ho, H. A., Levesque, I., Leclerc, M., J. Am. Chem. Soc. 126, 4240 (2004).
21. Villers, D., Jobin, D., Soucy, C., Cossement, D., Chahine, R., Breau, L., Belanger, D., J. Electrochem. Soc. A 150, 747 (2003).
22. Tüken, T., Yazici, B., Erbil, M., Prog. Org. Coat. 51, 205 (2004).
23. Ong, B. S., Wu, Y. L., Liu, P., Gardner, S., Adv. Mater. 17, 1141 (2005).
24. Yang, H. C., Shin, T. J., Yang, L., Cho, K., Ryu, C. Y., Bao, Z. N., Adv. Funct. Mater. 15, 671 (2005).
25. Ong, B. S., Wu, Y., Liu, P., Gardner, S., J. Am. Chem. Soc. 126, 3378 (2004).
26. Breggren, M., Inganas, O., Rasmusson, J., Gustafsson, G., Andersson, M. R., Wennerstrom, O., Hjertberg, T., Nature 372, 444 (1994).
27. Ahn, S. H., Czae, M., Kim, E. R., Lee, H., Han, S. H., Noh, J., Hara, M., Macromolecules 34, 2522 (2001).
28. Brabec, C., J. Sol. Energy Mater. Sol. Cells 83, 273 (2004).
29. Zhang, Y., Tajima, K., Hirota, K., Hashimoto, K., J. Am. Chem. Soc. 130, 7812 (2008).
30. Ohshimizu, K., Ueda, M., Macromolecules 41, 5289 (2008).
31. Wang, H.-S., Su, M.-S., Wei, K.-H., J. Polym. Sci. Polym. Chem. 48, 3331 (2010).
32. Li, Y., Xue, L., Xia, H., Xu, B., Wen, S., Tian, W., J. Polym. Sci. Polym. Chem. 46, 3970 (2008).
33. Miozzo, L., Battaglini, N., Braga, D., Kergoat, L., Suspène, C., Yassar, A., J. Polym. Sci. Polym. Chem., 50, 534 (2012).
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