Abstract
Alizarin-series dyes (alizarin, alizarin red S, alizarin yellow GG, or mordant orange) are grafted onto shape memory polyurethane (PU) through an allophanate bonding, and the photoluminescence and the low-temperature flexibility of the resulting PUs are tested. The PU is mainly composed of 4,4′-methylenebis(phenylisocyanate) (MDI), poly (tetramethyleneglycol) (PTMG), and 1,4-butanediol (BD), and the dye is connected, through another MDI, to the carbamate moiety of the PU chain. The PUs with different dye contents are characterized, and their shape recovery and photoluminescence properties are compared. With respect to the tensile mechanical properties, the maximum stress increases up to 50 MPa, and the strain remains above 1000 % even after the dye is grafted onto the PU. The shape recovery is as high as 99 %, and the shape retention improves as the dye content increases. Finally, the photoluminescence of the PUs is demonstrated by the luminescent light emission test, and the dye-grafted PU shows excellent low-temperature flexibility compared with that of linear PU.
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T. Takahashi, N. Hayashi, and S. Hayashi, J. Appl. Polym. Sci., 60, 1061 (1996).
L. W. Chen and J. R. Lin, J. Appl. Polym. Sci., 69, 1575 (1998).
B. S. Lee, B. C. Chun, Y. C. Chung, K. I. Sul, and J. W. Cho, Macromolecules, 34, 6431 (2001).
G. Rabani, H. Luftmann, and A. Kraft, Polymer, 47, 4251 (2006).
M. Y. Razzaq, M. Anhalt, L. Frormann, and B. Weidenfeller, Mater. Sci. Eng. A, 471, 57 (2007).
J. Hu, Z. Yang, L. Yeung, F. Ji, and Y. Liu, Polym. Int., 54, 854 (2005).
Z. Yang, J. Hu, Y. Liu, and L. Yeung, Mater. Chem. Phys., 98, 368 (2006).
B. C. Chun, T. K. Cho, M. H. Chong, and Y. C. Chung, J. Mat. Sci., 42, 9045 (2007).
H. Meng and J. Hu, J. Intell. Mater. Sys. Struct., 21, 859 (2010).
S. Rana, J. W. Cho, and I. Kumar, J. Nanosci. Nanotech., 10, 5700 (2010).
Y. C. Jung, H. J. Yoo, Y. A. Kim, J. W. Cho, and M. Endo, Carbon, 48, 1598 (2010).
Y. C. Chung, J. W. Choi, S. H. Lee, and B. C. Chun, Bull. Kor. Chem. Soc., 32, 2988 (2011).
T. Moriguchia, K. Yanoa, S. Nakagawab, and F. Kajib, J. Coll. Inter. Sci., 260, 19 (2003).
A. Denizli, R. Say, and E. Pişkin, React. Funct. Polym., 55, 99 (2003).
K. Ihara, S. I. Hasegawa, and K. Naito, Talanta, 75, 944 (2008).
S. M. Abdel Azeem, W. A. A. Arafa, and M. F. El-Shahat, J. Hazard. Mat., 182, 286 (2010).
S. A. Ahmed, Carbo. Polym., 83, 1470 (2011).
R. Saxena, A. K. Singh, and S. S. Sambi, Anal. Chim. Acta, 295, 199 (1994).
H. B. Liu, Q. Yan, C. Wang, X. Liu, C. Wang, X. H. Zhou, and S. J. Xiao, Coll. Surf. A: Phys. Eng. Asp., 386, 131 (2011).
C. Freij-Larsson and B. Wesslen, J. Appl. Polym. Sci., 50, 345 (1993).
K. Tan and S. K. Obendorf, J. Mem. Sci., 274, 150 (2006).
J. G. Archambault and L. John, Coll. Surf. B: Biointer., 39, 9 (2004).
M. K. Hur, J. M. Kwak, and T. Hur, Polymer (Korea), 20, 392 (1996).
Z. S. Petrovic, I. Javni, and V. J. Divjakovic, J. Polym. Sci. Pol. Phys., 36, 221 (1998).
V. Sekkar, S. Gopalakrishnan, and K. A. Devi, Eur. Polym. J., 39, 1281 (2003).
S. R. Jane, V. Sekkar, and V. N. Krishinamurthy, J. Appl. Polym. Sci., 62, 2317 (1996).
Y. C. Chung, J. W. Choi, H. M. Chung, and B. C. Chun, Bull. Kor. Chem. Soc., 33, 692 (2012).
H. Wang and C. Gen, J. Appl. Polym. Sci., 84, 797 (2002).
T. Buruiana, E. C. Buruiana, A. Airinei, and I. Grecu, Eur. Polym. J., 37, 343 (2001).
G. Bayramoglu, E. Yalcn, and M. Y. Arca, Coll. Surf. A: Phys. Eng. Aspects, 264, 195 (2005).
A. Silva, R. E. F. Boto, R. M. El-Shishtawy, and P. Almeida, Eur. Polym. J., 42, 2270 (2006).
P. Cerruti, F. Borbone, A. Carella, M. Malinconico, P. Mormile, L. Petti, M. Rippa, A. Roviello, and P. Laurienzo, Polymer, 50, 1645 (2009).
H. Yu Yang, X. M. Zhang, L. J. Duan, M. Y. Zhang, G. H. Gao, and H. X. Zhang, J. Polym. Res., 19, 9973 (2012).
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Chung, YC., Choi, J.W., Lee, H.L. et al. The characterization and effects of the alizarin series dyes grafted to polyurethane copolymers on the photoluminescence and low temperature flexibility. Fibers Polym 15, 8–17 (2014). https://doi.org/10.1007/s12221-014-0008-3
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DOI: https://doi.org/10.1007/s12221-014-0008-3