Abstract
This work reports synthesis and characterization of heterocyclic functionalized polymers, poly(triazole-etherimidazole) s (PTAEI), from a dialkyne-terminated compound, 3-(4,5-bis(4-(propargyloxy)phenyl)-1H-imidazol-2-yl)-9-ethyl-9H-carbazole, by using click reaction. PTAEIs were characterized and their properties such as solubility, thermal, mechanical, photophysical and metal ions adsorption were investigated. These polymers had weight average molar masses (M w) in the range of 19100–26700 g/mol, exhibited excellent solubility in polar aprotic solvents and formed low-colored flexible thin films by solution casting method. They exhibited good thermal stability with glass transition temperatures (T g) between 160 °C and 211 °C and 10% weight loss temperatures (T 10%) in the range of 308–426 °C. Nanocomposites of PTAEIs with epoxide-terminated Fe3O4 showed that strong interfacial interaction between inorganic particles and the polymer matrix contributed to the enhanced thermal and mechanical properties. The photoluminescence intensity of the PTAEIs increased and the spectra red shifted with increasing Fe3O4 content. The PTAEIs and nanocomposites were tested for their extraction capability of metal ions from aqueous solutions either individually or in the mixture.
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Tornoe, C.W., Christensen, C. and Meldal, M., J. Org. Chem., 2002, 67: 3057
Rostovtsev, V.V., Green, L.G., Fokin, V.V. and Sharpless, K.B., Angew. Chem., 2002, 114: 2708
Bock, V.D., Hiemstra, H. and Van Maarseveen, J.H., Eur. J. Org. Chem., 2006, 2006: 51
Li, H.K., Sun, J.Z., Qin, A.J. and Tang, B.Z., Chinese J. Polym. Sci., 2012, 30(1): 1
Meldal, M. and Tornøe, C.W., Chem. Rev., 2008, 108: 2952
Hein, J.E. and Fokin, V.V., Chem. Soc. Rev., 2010, 39: 1302
Hsiao, S.H., Liou, G.S., Kung, Y.C. and Lee, Y.J., Eur. Polym. J., 2010, 46: 1355
Garcıa, J.M., Garcıa, F.C., Serna, F. and de la Pena, J.L., Prog. Polym. Sci., 2010, 35: 623
Liaw, D.J., Hsu, P.N., Chen, W.H. and Lin, S.L., Macromolecules, 2002, 35: 4669
Yue, K., He, J., Liu, C., Huang, M., Dong, X.H., Guo, K., Ni, P., Wesdemiotis, C., Quirk, R.P., Cheng, S.Z.D. and Zhang, W.B., Chinese J. Polym. Sci., 2013, 31(1): 71
Hsiao, S.H., Chen, C.W. and Liou, G.S., J. Polym. Sci., Part A: Polym. Chem., 2004, 42: 3302
Ghaemy, M., Nasr, F.H., Alizadeh, R. and Taghavi, M., Macromol. Res., 2012, 20: 614
Ghaemy, M., Aghakhani, B., Taghavi, M., Amini Nasab, S.M. and Mohseni, M., React. Funct. Polym., 2013, 73: 555
Ghaemy, M., Qasemi, S., Ghassemi, K. and Bazzar, M., J. Polym. Res., 2013, 20: 278
Raj, V., Madheswari, D. and Ali, M.M., J. Appl. Polym. Sci., 2011, 119: 2824
Liou, G.S., Hsiao, S.H., Huang, N.K. and Yang, Y.L., Macromolecules, 2006, 39: 5337
Ghaemy, M., Hassanzadeh, M., Taghavi, M. and Amini Nasab, S.M., J. Fluorine. Chem., 2012, 142: 29
Bazzar, M., Ghaemy, M. and Alizadeh, R., React. Funct. Polym., 2013, 73: 492
Gómez-Valdemoro, A., San-José, N., Garcia, F.C., De La Pena, J.L., Serna, F. and Garcia, J.M., Polym. Chem., 2010, 1: 1291
Uzun, L., Kara, A., Osman, B., Yilmaz, E., Besirli, N. and Denizli, A., J. Appl. Polym. Sci., 2009, 114: 2246
Kumar, A. and Pandey, P.S., Tetrahedron Lett., 2009, 50: 5842
Chang, K.C., Su, I.H., Senthilvelan, A. and Chung, W.S., Org. Lett., 2007, 9: 3363
Zou, H., Wu, S. and Shen, J., Chem. Rev., 2008, 108: 3893
Agag, T., Koga, T. and Takeichi, T., Polymer, 2001, 42: 3399
Kango, S., Kalia, S., Celli, A., Njuguna, J., Habibi, Y. and Kuma, R., Prog. Polym. Sci., 2013, 38: 1232
Ouerghui, A., Elamari, H., Ghammouri, S., Slimi, R., Meganem, F. and Girard, C., React. Funct. Polym., 2014, 74: 37
Hu, J., Irene, M.C. and Chen, G., Langmuir, 2005, 21: 11173
Rahmani, A., Zavvar Mousavi, H. and Fazli, M., Desalination, 2010, 253: 94
Liu, J.F., Zhao, Z.S. and Jiang, G.B., Environ. Sci. Technol., 2007, 42: 6949
Tian, Y., Shi, W., Luo, J., Ma, F., Mi, H. and Lei, Y., J. Polym. Sci., Part A: Polym. Chem., 2013, 51: 3636
Taghavi, M., Ghaemy, M., Amini Nasab, S.M. and Hassanzadeh, M., Polymer, 2013, 54: 3828
Wu, Y.C. and Kuo, S.W., Polymer, 2010, 51: 3948
Yao, S.H., Ahn, Y., Wang, X., Fu, J., Van Stryland, E.W., Hagan, D.J. and Belfield, K.D., J. Org. Chem., 2010, 75: 3965
Seckin, T., Vural, S. and Koytepe, S., Polym. Bull., 2010, 64: 115
Ryu, B.Y. and Emrick, T., Macromolecules, 2011, 44: 5693
Liou, G.S. and Chang, C.W., Macromolecules, 2008, 41: 1667
Li, M., Xu, L.Q., Wang, L., Wu, Y.P., Li, J., Neoh, K.G. and Kang, E.T., Polym. Chem., 2011, 2: 1312
Ghaemy, M., Hassanzadeh, M., Amini Nasab, S. M. and Taghavi, M., Polym. J., 2013, 45: 622
Van Krevelen, D.W. and Hoftyzer, P.J. Properties of Polymers, 4rd ed., Amsterdam, Elsevier Scientic Publishing, 2008
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Ghaemy, M., Shabzendedar, S. & Taghavi, M. Synthesis and characterization of heterocyclic functionalized polymers by click reaction: Preparation of magnetic nanocomposites and studies on their thermal, mechanical, photophysical and metal ions removal properties. Chin J Polym Sci 33, 301–317 (2015). https://doi.org/10.1007/s10118-015-1583-5
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DOI: https://doi.org/10.1007/s10118-015-1583-5