A facile avenue to conductive polymer brushes via cyclopentadiene-maleimide Diels-Alder ligation

Yameen, B., Rodriguez-Emmenegger, C., Preuss, C. M., Pop-Georgievski, O., Verveniotis, E., Trouillet, V., Rezek, B., & Barner-Kowollik, C. (2013) A facile avenue to conductive polymer brushes via cyclopentadiene-maleimide Diels-Alder ligation. Chemical Communications, 49(77).

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Cyclopentadienyl end-capped poly(3-hexylthiophene) was employed to fabricate conductive surface tethered polymer brushes via a facile route based on cyclopentadiene-maleimide Diels-Alder ligation. The efficient nature of the Diels-Alder ligation was further combined with a biomimetic polydopamine- assisted functionalization of surfaces, making it an access route of choice for P3HT surface immobilization. © 2013 The Royal Society of Chemistry.

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ID Code: 99369
Item Type: Journal Article
Refereed: Yes
Additional Information: Cited By :13 Export Date: 5 September 2016 CODEN: CHCOF Correspondence Address: Barner-Kowollik, C.; Preparative Macromolecular Chemistry, Institut für Technische Chemie und Polymerchemie, Karlsruhe Institute of Technology (KIT), Engesserstr. 18, 76128 Karlsruhe, Germany; email: christopher.barner-kowollik@kit.edu Chemicals/CAS: maleimide, 541-59-3 Funding Details: Helmholtz Association References: Stuart, M.A.C., Huck, W.T.S., Genzer, J., Müller, M., Ober, C., Stamm, M., Sukhorukov, G.B., Minko, S., (2010) Nat. Mater., 9, p. 101; Barbey, R., Lavanant, L., Paripovic, D., Schuwer, N., Sugnaux, C., Tugulu, S., Klok, H.-A., (2009) Chem. Rev., 109, p. 5437; Okamoto, K., Luscombe, C.K., (2011) Polym. Chem., 2, p. 2424; Kiriy, A., Senkovskyy, V., Sommer, M., (2011) Macromol. Rapid Commun., 32, p. 1503; Huddleston, N.E., Sontag, S.K., Bilbrey, J.A., Sheppard, G.R., Locklin, J., (2012) Macromol. Rapid Commun., 33, p. 2115; Kang, S., Ono, R.J., Bielawski, C.W., (2013) J. Am. Chem. Soc., 135, p. 4984; Yang, L., Sontag, S.K., Lajoie, T.W., Li, W., Huddleston, N.E., Locklin, J., You, W., (2012) ACS Appl. Mater. Interfaces, 4, p. 5069; Hains, A.W., Ramanan, C., Irwin, M.D., Liu, J., Wasielewski, M.R., Marks, T.J., (2010) ACS Appl. Mater. Interfaces, 2, p. 175; Nambiar, S., Yeow, J.T.W., (2011) Biosens. Bioelectron., 26, p. 1825; Janata, J., Josowicz, M., (2003) Nat. Mater., 2, p. 19; Kimura, M., Sakai, R., Sato, S., Fukawa, T., Ikehara, T., Maeda, R., Mihara, T., (2012) Adv. Funct. Mater., 22, p. 469; Lin, P., Yan, F., (2012) Adv. Mater., 24, p. 34; Guimard, N.K., Gomez, N., Schmidt, C.E., (2007) Prog. Polym. Sci., 32, p. 876; Ghezzi, D., Antognazza, M.R., Maccarone, R., Bellani, S., Lanzarini, E., Martino, N., Mete, M., Benfenati, F., (2013) Nat. Photonics, 7, p. 400; Wallace, G., Moulton, S., Clark, G., (2009) Science, 324, p. 185; Yang, K., Xu, H., Cheng, L., Sun, C., Wang, J., Liu, Z., (2012) Adv. Mater., 24, p. 5586; Senkovskyy, V., Tkachov, R., Beryozkina, T., Komber, H., Oertel, U., Horecha, M., Bocharova, V., Kiriy, A., (2009) J. Am. Chem. Soc., 131, p. 16445; Khanduyeva, N., Senkovskyy, V., Beryozkina, T., Bocharova, V., Simon, F., Nitschke, M., Stamm, M., Kiriy, A., (2008) Macromolecules, 41, p. 738; Goldmann, A.S., Glassner, M., Inglis, A.J., Barner-Kowollik, C., (2013) Macromol. Rapid Commun., 34, p. 810; Yameen, B., Zydziak, N., Weidner, S.M., Bruns, M., Barner-Kowollik, C., (2013) Macromolecules, 46, p. 2606; Lynge, M.E., Van Der Westen, R., Postmab, A., Städler, B., (2011) Nanoscale, 3, p. 4916; Lee, H., Dellatore, S.M., Miller, W.M., Messersmith, P.B., (2007) Science, 318, p. 426; Pop-Georgievski, O., Popelka, S., Houska, M., Chvostová, D., Proks, V., Rypáček, F., (2011) Biomacromolecules, 12, p. 3232; Pop-Georgievski, O., Neykova, N., Proks, V., Houdkova, J., Ukraintsev, E., Zemek, J., Kromka, A., Rypaček, F., (2013) Thin Solid Films, , 10.1016/j.tsf.2012.11.128; Luo, R., Tang, L., Zhong, S., Yang, Z., Wang, J., Weng, Y., Tu, Q., Huang, N., (2013) ACS Appl. Mater. Interfaces, 5, p. 1704; Paoprasert, P., Spalenka, J.W., Peterson, D.L., Ruther, R.E., Hamers, R.J., Evans, P.G., Gopalan, P., (2010) J. Mater. Chem., 20, p. 2651
Keywords: cyclopentadiene derivative, maleimide, maleimide derivative, polymer, article, catalyst, Diels Alder reaction, ellipsometry, immobilization, ligation, molecular weight, observational study, potential difference, X ray photoelectron spectroscopy, Cycloaddition Reaction, Cyclopentanes, Indoles, Maleimides, Polymers, Surface Properties, Thiophenes
DOI: 10.1039/c3cc44683b
ISSN: 13597345
Divisions: Current > Schools > School of Chemistry, Physics & Mechanical Engineering
Current > Institutes > Institute for Future Environments
Current > QUT Faculties and Divisions > Science & Engineering Faculty
Deposited On: 22 Sep 2016 04:50
Last Modified: 29 Sep 2016 04:50

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