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Synthesis of Norbornadiene-Containing Polyamide Based Polymer
Corresponding Author(s) : Muzaffer Mutlu
Asian Journal of Chemistry,
Vol. 28 No. 12 (2016): Vol 28 Issue 12
Abstract
Synthesis of polyamide-based polymer containing norbornadiene was aimed in this study. Aromatic group containing cyclopentadiene was synthesized primarily. Cyclopentadiene was converted to cyclopentadienyl anion through the reaction with metallic sodium. Substituent containing aryl group was linked to the 5-position of cyclopentadiene by reacting the resulting anion with halide compound. Diethyl 7-arylmethyl-2,5-norbornadiene-2,3-dicarboxylate monomer was synthesized by [4 + 2] (Diels Alder) cycloaddition reaction of substitute obtained this way with cyclopentadiene diethyl 2-butyndioate. By activating this synthesized monomer with diaminoethane, targeted polyamide-based polymer containing norbornadiene was reached. Changes in functional group in the polymerization reaction were monitored by FTIR spectroscopy technique. Moreover, in order to clarify the structure of the polymer obtained, IR and 1H NMR spectra were recorded.
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- J.J. Zou, B. Zhu, L. Wang, X. Zhang and Z. Mi, J. Mol. Catal. Chem., 286, 63 (2008); doi:10.1016/j.molcata.2008.01.045.
- J. Filley, A. Miedaner, M. Ibrahim, R.M. Nimlos and M.D. Blake, J. Photochem. Photobiol. A, 139, 17 (2001); doi:10.1016/S1010-6030(00)00424-X.
- T. Nishikubo, A. Kameyama, K. Kishi and Y. Mochizuki, J. Polym. Sci. A Polym. Chem., 32, 2765 (1994); doi:10.1002/pola.1994.080321417.
- Y. Konno, A. Kameyama, T. Nishikubo and T. Nagai, J. Polym. Sci. A Polym. Chem., 39, 2683 (2001); doi:10.1002/pola.1245.
- N. Kawatsuki, H. Takatsuka, T. Yamamoto and O. Sangen, Polym. Chem. Ed., 36, 1521 (1998); doi:10.1002/(SICI)1099-0518(19980730)36:10<1521::AID-POLA5>3.0.CO;2-T.
- N. Kawashima, A. Kameyama, T. Nishikubo and T. Nagai, J. Polym. Sci. A Polym. Chem., 39, 1764 (2001); doi:10.1002/pola.1154.
- M. Sampei, A. Kameyama and T. Nishikubo, Kobunshi Ronbunshu, 55, 407 (1998); doi:10.1295/koron.55.407.
References
J.J. Zou, B. Zhu, L. Wang, X. Zhang and Z. Mi, J. Mol. Catal. Chem., 286, 63 (2008); doi:10.1016/j.molcata.2008.01.045.
J. Filley, A. Miedaner, M. Ibrahim, R.M. Nimlos and M.D. Blake, J. Photochem. Photobiol. A, 139, 17 (2001); doi:10.1016/S1010-6030(00)00424-X.
T. Nishikubo, A. Kameyama, K. Kishi and Y. Mochizuki, J. Polym. Sci. A Polym. Chem., 32, 2765 (1994); doi:10.1002/pola.1994.080321417.
Y. Konno, A. Kameyama, T. Nishikubo and T. Nagai, J. Polym. Sci. A Polym. Chem., 39, 2683 (2001); doi:10.1002/pola.1245.
N. Kawatsuki, H. Takatsuka, T. Yamamoto and O. Sangen, Polym. Chem. Ed., 36, 1521 (1998); doi:10.1002/(SICI)1099-0518(19980730)36:10<1521::AID-POLA5>3.0.CO;2-T.
N. Kawashima, A. Kameyama, T. Nishikubo and T. Nagai, J. Polym. Sci. A Polym. Chem., 39, 1764 (2001); doi:10.1002/pola.1154.
M. Sampei, A. Kameyama and T. Nishikubo, Kobunshi Ronbunshu, 55, 407 (1998); doi:10.1295/koron.55.407.