Abstract
A facile approach for the single-step preparation of branched polythiophenes using a copper(II) catalyst via a dual initiation polymerization process is reported. The synthetic route of dual initiation polymerization involves both oxidative polymerization and metal-catalyzed radical polymerization. In this process, two kinds of polymerization can be performed concurrently as a one-pot reaction using a Cu2+/Cu+ switchable catalytic system. Differential scanning calorimetry and photoluminescence studies confirmed the formation of the π-conjugated polymer structure. Our results provide new insights on the various grafting of copolymers with polythiophene copolymers and functional branched chains using a single-step process. This process could lead the way for enhanced processability towards novel functionalized π-conjugated polymers
Article PDF
Similar content being viewed by others
Explore related subjects
Discover the latest articles, news and stories from top researchers in related subjects.Avoid common mistakes on your manuscript.
References
K. M. Coakley and M. D. McGehee, Chem. Mater., 16, 4533 (2004).
S. Günes, H. Neugebauer, and N. S. Sariciftci, Chem. Rev., 107, 1324 (2007).
G. Li, V. Shrotriya, J. Huang, Y. Yao, T. Moriarty, K. Emery and Y. Yang, Nat. Mater., 4, 864 (2005).
D. T. McQuade, A. E. Pullen, and T. M. Swager, Chem. Rev., 100, 2537 (2000).
L. Chen, D. W. McBranch, H.-L. Wang, R. Helgeson, F. Wudl and D. G. Whitten, Proc. Natl. Acad. Sci., 96, 12287 (1999).
H.-A. Ho and M. Leclerc, J. Am. Chem. Soc., 126, 1384 (2004).
Q. Pei, G. Yu, C. Zhang, Y. Yang, and A. J. Heeger, Science, 269, 1086 (1995).
H. Sirringhaus, R. Wilson, R. Friend, M. Inbasekaran, W. Wu, E. Woo, M. Grell, and D. Bradley, Appl. Phys. Lett., 77, 406 (2000).
L. Nyholm, G. Nyström, A. Mihranyan, and M. Strømme, Adv. Mater., 23, 3751 (2011).
T. A. Skotheim and J. Reynolds, Conjugated Polymers: Theory, Synthesis, Properties, and Characterization, CRC Press, Boca Raton, 2006.
M. Ballauff, Angew. Chem. Int. Ed. Engl., 28, 253 (1989).
J. W. P. Lin and L. P. Dudek, J. Polym. Sci., Polym. Chem. Ed., 18, 2869 (1980).
T. Yamamoto, K. Sanechika, and A. Yamamoto, J. Polym. Sci., Polym. Lett. Ed., 18, 9 (1980).
M. Kobayashi, J. Chen, T.-C. Chung, F. Moraes, A. Heeger, and F. Wudl, Synth. Met., 9, 77 (1984).
K. Kaneto, K. Yoshino, and Y. Inuishi, Solid State Commun., 46, 389 (1983).
Y. Wei, C. C. Chan, J. Tian, G. W. Jang, and K. F. Hsueh, Chem. Mater., 3, 888 (1991).
V. M. Niemi, P. Knuuttila, J. E. Österholm, and J. Korvola, Polymer, 33, 1559 (1992).
T. Olinga and B. François, Synth. Met., 69, 297 (1995).
M. R. Andersson, D. Selse, M. Berggren, H. Järvinen, T. Hjertberg, O. Inganäs, O. Wennerström, and J.-E. Österholm, Macromolecules, 27, 6503 (1994).
Y. S. Kim, H. J. Lee, P. Govindaiah, W. Son, W.-G. Koh, I. W. Cheong and J. H. Kim, Materials, 7, 195 (2014).
Y. S. Kim, S. M. Lee, P. Govindaiah, S. J. Lee, S. H. Lee, J. H. Kim and I. W. Cheong, Synth. Met., 175, 56 (2013).
J. W. Park, D. H. Lee, D. S. Chung, D.-M. Kang, Y.-H. Kim, C. E. Park, and S.-K. Kwon, Macromolecules, 43, 2118 (2010).
G. García, V. Timón, A. Hernández-Laguna, A. Navarro, and M. Fernández-Gómez, Phys. Chem. Chem. Phys., 13, 10091 (2011).
S. S. Balamurugan, G. B. Bantchev, Y. Yang, and R. L. McCarley, Angew. Chem., 117, 4950 (2005).
S. Das, D. P. Chatterjee, S. Samanta, and A. K. Nandi, RSC Adv., 3, 17540 (2013).
M. Wang, S. Zou, G. Guerin, L. Shen, K. Deng, M. Jones, G. C. Walker, G. D. Scholes and M. A. Winnik, Macromolecules, 41, 6993 (2008).
P. Govindaiah, Y. S. Kim, J. K. Hong, J. H. Kim, and I. W. Cheong, RSC Adv., 5, 93717 (2015).
S. Das, S. Samanta, D. P. Chatterjee, and A. K. Nandi, J. Polym. Sci., Part A: Polym. Chem., 51, 1417 (2013).
R. Ghosh, S. Das, D. P. Chatterjee, and A. K. Nandi, Langmuir, 32, 8413 (2016).
K. V. Bernaerts and F. E. Du Prez, Prog. Polym. Sci., 31, 671 (2006).
Z. Wang, Y. Wang, D. Xu, E. S.-W. Kong and Y. Zhang, Synth. Met., 160, 921 (2010).
C.-C. Wang, H. Tsai, H.-H. Shih, S. Jeon, Z. Xu, D. Williams, S. Iyer, T. C. Sanchez, L. Wang and M. Cotlet, ACS Appl. Mater. Interfaces, 2, 738 (2010).
Author information
Authors and Affiliations
Corresponding author
Electronic supplementary material
Rights and permissions
About this article
Cite this article
Hong, J.K., Kim, Y.S., Cho, W. et al. Single-step preparation of polythiophene bearing branched chains by dual initiation polymerization. Macromol. Res. 25, 243–248 (2017). https://doi.org/10.1007/s13233-017-5028-6
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s13233-017-5028-6