Copyright (c) 2014 AJC
This work is licensed under a Creative Commons Attribution 4.0 International License.
Liquid-Crystal Aromatic Polyesters Containing Azo and Sulfone Units
Corresponding Author(s) : Yong Sheng Niu
Asian Journal of Chemistry,
Vol. 26 No. 22 (2014): Vol 26 Issue 22
Abstract
Two novel aromatic polyesters containing azo and sulfone units were synthesized by poly-condensation of 4,4'-azobenzene-dicarbonyl chloride with dihydroxydiphenyl sulfones at low temperature. The synthesized polymers exhibited good solubility, inherent viscosity (reaches 1.05 dL g-1), high glass transition temperature (above 200 °C) and thermal stability (£ 5 % weight loss at 348 °C), which were characterized by Fourier transform infrared spectroscopy. The liquid crystalline and photoisomerization properties were observed by polarizing optical microscope and an ultraviolet-visible spectrophotometer.
Keywords
Download Citation
Endnote/Zotero/Mendeley (RIS)BibTeX
- P. Morgan, Macromolecules, 3, 536 (1970); doi:10.1021/ma60017a013.
- Z. Ping, W. Linbo and L. Bo-Geng, Polym. Degrad. Stab., 94, 1261 (2009); doi:10.1016/j.polymdegradstab.2009.04.015.
- P.N. Honkhambe, N.S. Bhairamadgi, M.V. Biyani, P.P. Wadgaonkar and M.M. Salunkhe, Eur. Polym. J., 46, 709 (2010); doi:10.1016/j.eurpolymj.2009.12.028.
- S. Bose, M. Mukherjee, C.K. Das and A.K. Saxena, Polym. Compos., 31, 543 (2010); doi:10.1002/pc.20840.
- G.S. Liou, S.H. Hsiao, H.M. Huang, C.-W. Chang and H.-J. Yen, J. Polym. Res., 14, 191 (2007); doi:10.1007/s10965-006-9097-z.
- S.H. Hsiao and H.W. Chiang, J. Polym. Res., 12, 211 (2005); doi:10.1007/s10965-004-1870-2.
- G.S. Liou and Y.T. Chern, J. Polym. Sci. A Polym. Chem., 37, 645 (1999); doi:10.1002/(SICI)1099-0518(19990301)37:5<645::AID-POLA15>3.0.CO;2-O.
- D.J. Liaw, B.Y. Liaw, J.J. Hsu and Y.-C. Cheng, J. Polym. Sci. A Polym. Chem., 38, 4451 (2000); doi:10.1002/1099-0518(20001215)38:24<4451::AID-POLA140>3.0.CO;2-Q.
- Y. Zhang, S. Pei, Y. Wang, Z. Cui, N. Li, Y. Zhu, H. Zhang and Z. Jiang, Dyes Pigments, 99, 1117 (2013); doi:10.1016/j.dyepig.2013.08.004.
- G. Eastmond, J. Paprotny and R. Irwin, Polymer, 40, 469 (1999); doi:10.1016/S0032-3861(98)00228-6.
- J. Fitch, V. Reddy, P. Youngman, G.A. Wohlfahrt and P.E. Cassidy, Polymer, 41, 2301 (2000); doi:10.1016/S0032-3861(99)00508-X.
- B. Liu, G. Wang, W. Hu, Y. Jin, C. Chen, Z. Jiang, W. Zhang, Z. Wu and Y. Wei, J. Polym. Sci. A Polym. Chem., 40, 3392 (2002); doi:10.1002/pola.10434.
- D.J. Liaw, B.Y. Liaw and M.Q. Jeng, Polymer, 39, 1597 (1998); doi:10.1016/S0032-3861(97)00337-6.
- M. Bellomo, G. Di Pasquale, A. La Rosa, A. Pollicino and G. Siracusa, Polymer, 37, 2877 (1996); doi:10.1016/0032-3861(96)87654-3.
- A. Natansohn and P. Rochon, Chem. Rev., 102, 4139 (2002); doi:10.1021/cr970155y.
- S. Hvilsted, C. Sánchez and R. Alcalá, J. Mater. Chem., 19, 6641 (2009); doi:10.1039/b900930m.
- A.S. Matharu, S. Jeeva, P.R. Huddleston and P.S. Ramanujam, J. Mater. Chem., 17, 4477 (2007); doi:10.1039/b705648f.
- G. Iftime, F.L. Labarthet, A. Natansohn and P. Rochon, J. Am. Chem. Soc., 122, 12646 (2000); doi:10.1021/ja001244m.
- S. Xie, A. Natansohn and P. Rochon, Chem. Mater., 5, 403 (1993); doi:10.1021/cm00028a003.
- D.M. Junge and D.V. McGrath, J. Am. Chem. Soc., 121, 4912 (1999); doi:10.1021/ja990387+.
- V. Shevchenko, A. Sidorenko, V. Bliznyuk, I.M. Tkachenko and O.V. Shekera, Polym. Sci. Ser. A, 55, 1 (2013); doi:10.1134/S0965545X12100045.
- J. Huang, S. Beckemper, S. Wu, J. Shen, Q. Zhang, K. Wang and A. Gillner, Phys. Chem. Chem. Phys., 13, 16150 (2011); doi:10.1039/c1cp21098j.
- P. Srinivasan, M. Srinivasan and V. Mahadevan, J. Polym. Sci. A Polym. Chem., 20, 1145 (1982); doi:10.1002/pol.1982.170200423.
- J.A. Delaire and K. Nakatani, Chem. Rev., 100, 1817 (2000); doi:10.1021/cr980078m.
- M.C. Larciprete, D. Dini, R. Ostuni, C. Sibilia, M. Bertolotti, X. Alvarez-Mico, R. Gomez-Bombarelli, M. Cappeddu, M. Scalora and M.J. Bloemer, J. Mater. Sci., 42, 7866 (2007); doi:10.1007/s10853-007-1657-z.
- J. Yao, Y. You, Y. Lei, L. Dong, C. Xiong and Z. Sun, J. Polym. Res., 16, 455 (2009); doi:10.1007/s10965-008-9248-5.
- M. Lequan, R.M. Lequan and K.C. Ching, J. Mater. Chem., 1, 997 (1991); doi:10.1039/jm9910100997.
- G. Iftime, F.L. Labarthet, A. Natansohn, P. Rochon and K. Murti, Chem. Mater., 14, 168 (2002); doi:10.1021/cm010461z.
- A. Belyaev, A. Vershinin, K. Gromov and L.L. Kuznetsov, Russ. J. Appl. Chem., 79, 425 (2006); doi:10.1134/S1070427206030189.
- T. Hasegawa, K. Igarashi and N. Taniguchi, US Patent 7189880 (2007).
- M.Y. Qiu, J.C. Zhang and W.Y. Shi, Asian J. Chem., 24, 2295 (2012).
- N.S. Al-Muaikel, Eur. Polym. J., 39, 1025 (2003); doi:10.1016/S0014-3057(02)00304-X.
References
P. Morgan, Macromolecules, 3, 536 (1970); doi:10.1021/ma60017a013.
Z. Ping, W. Linbo and L. Bo-Geng, Polym. Degrad. Stab., 94, 1261 (2009); doi:10.1016/j.polymdegradstab.2009.04.015.
P.N. Honkhambe, N.S. Bhairamadgi, M.V. Biyani, P.P. Wadgaonkar and M.M. Salunkhe, Eur. Polym. J., 46, 709 (2010); doi:10.1016/j.eurpolymj.2009.12.028.
S. Bose, M. Mukherjee, C.K. Das and A.K. Saxena, Polym. Compos., 31, 543 (2010); doi:10.1002/pc.20840.
G.S. Liou, S.H. Hsiao, H.M. Huang, C.-W. Chang and H.-J. Yen, J. Polym. Res., 14, 191 (2007); doi:10.1007/s10965-006-9097-z.
S.H. Hsiao and H.W. Chiang, J. Polym. Res., 12, 211 (2005); doi:10.1007/s10965-004-1870-2.
G.S. Liou and Y.T. Chern, J. Polym. Sci. A Polym. Chem., 37, 645 (1999); doi:10.1002/(SICI)1099-0518(19990301)37:5<645::AID-POLA15>3.0.CO;2-O.
D.J. Liaw, B.Y. Liaw, J.J. Hsu and Y.-C. Cheng, J. Polym. Sci. A Polym. Chem., 38, 4451 (2000); doi:10.1002/1099-0518(20001215)38:24<4451::AID-POLA140>3.0.CO;2-Q.
Y. Zhang, S. Pei, Y. Wang, Z. Cui, N. Li, Y. Zhu, H. Zhang and Z. Jiang, Dyes Pigments, 99, 1117 (2013); doi:10.1016/j.dyepig.2013.08.004.
G. Eastmond, J. Paprotny and R. Irwin, Polymer, 40, 469 (1999); doi:10.1016/S0032-3861(98)00228-6.
J. Fitch, V. Reddy, P. Youngman, G.A. Wohlfahrt and P.E. Cassidy, Polymer, 41, 2301 (2000); doi:10.1016/S0032-3861(99)00508-X.
B. Liu, G. Wang, W. Hu, Y. Jin, C. Chen, Z. Jiang, W. Zhang, Z. Wu and Y. Wei, J. Polym. Sci. A Polym. Chem., 40, 3392 (2002); doi:10.1002/pola.10434.
D.J. Liaw, B.Y. Liaw and M.Q. Jeng, Polymer, 39, 1597 (1998); doi:10.1016/S0032-3861(97)00337-6.
M. Bellomo, G. Di Pasquale, A. La Rosa, A. Pollicino and G. Siracusa, Polymer, 37, 2877 (1996); doi:10.1016/0032-3861(96)87654-3.
A. Natansohn and P. Rochon, Chem. Rev., 102, 4139 (2002); doi:10.1021/cr970155y.
S. Hvilsted, C. Sánchez and R. Alcalá, J. Mater. Chem., 19, 6641 (2009); doi:10.1039/b900930m.
A.S. Matharu, S. Jeeva, P.R. Huddleston and P.S. Ramanujam, J. Mater. Chem., 17, 4477 (2007); doi:10.1039/b705648f.
G. Iftime, F.L. Labarthet, A. Natansohn and P. Rochon, J. Am. Chem. Soc., 122, 12646 (2000); doi:10.1021/ja001244m.
S. Xie, A. Natansohn and P. Rochon, Chem. Mater., 5, 403 (1993); doi:10.1021/cm00028a003.
D.M. Junge and D.V. McGrath, J. Am. Chem. Soc., 121, 4912 (1999); doi:10.1021/ja990387+.
V. Shevchenko, A. Sidorenko, V. Bliznyuk, I.M. Tkachenko and O.V. Shekera, Polym. Sci. Ser. A, 55, 1 (2013); doi:10.1134/S0965545X12100045.
J. Huang, S. Beckemper, S. Wu, J. Shen, Q. Zhang, K. Wang and A. Gillner, Phys. Chem. Chem. Phys., 13, 16150 (2011); doi:10.1039/c1cp21098j.
P. Srinivasan, M. Srinivasan and V. Mahadevan, J. Polym. Sci. A Polym. Chem., 20, 1145 (1982); doi:10.1002/pol.1982.170200423.
J.A. Delaire and K. Nakatani, Chem. Rev., 100, 1817 (2000); doi:10.1021/cr980078m.
M.C. Larciprete, D. Dini, R. Ostuni, C. Sibilia, M. Bertolotti, X. Alvarez-Mico, R. Gomez-Bombarelli, M. Cappeddu, M. Scalora and M.J. Bloemer, J. Mater. Sci., 42, 7866 (2007); doi:10.1007/s10853-007-1657-z.
J. Yao, Y. You, Y. Lei, L. Dong, C. Xiong and Z. Sun, J. Polym. Res., 16, 455 (2009); doi:10.1007/s10965-008-9248-5.
M. Lequan, R.M. Lequan and K.C. Ching, J. Mater. Chem., 1, 997 (1991); doi:10.1039/jm9910100997.
G. Iftime, F.L. Labarthet, A. Natansohn, P. Rochon and K. Murti, Chem. Mater., 14, 168 (2002); doi:10.1021/cm010461z.
A. Belyaev, A. Vershinin, K. Gromov and L.L. Kuznetsov, Russ. J. Appl. Chem., 79, 425 (2006); doi:10.1134/S1070427206030189.
T. Hasegawa, K. Igarashi and N. Taniguchi, US Patent 7189880 (2007).
M.Y. Qiu, J.C. Zhang and W.Y. Shi, Asian J. Chem., 24, 2295 (2012).
N.S. Al-Muaikel, Eur. Polym. J., 39, 1025 (2003); doi:10.1016/S0014-3057(02)00304-X.