Photoisomerization behavior of bisbenzylidene and 1,3,4-oxadiazole-based liquid crystalline polyesters
R. Balamurugan
Department of Chemistry, Anna University, Chennai 600 025, Tamil Nadu, India
Search for more papers by this authorCorresponding Author
P. Kannan
Department of Chemistry, Anna University, Chennai 600 025, Tamil Nadu, India
Department of Chemistry, Anna University, Chennai 600 025, Tamil Nadu, India===Search for more papers by this authorR. Balamurugan
Department of Chemistry, Anna University, Chennai 600 025, Tamil Nadu, India
Search for more papers by this authorCorresponding Author
P. Kannan
Department of Chemistry, Anna University, Chennai 600 025, Tamil Nadu, India
Department of Chemistry, Anna University, Chennai 600 025, Tamil Nadu, India===Search for more papers by this authorAbstract
Photoisomerization behavior of bisbenzylideneacetone/cycloheptanone and 1,3,4-oxadiazole containing nematic liquid crystalline polyesters under UV irradiation was investigated. Solubility, carbonyl group absorption band in FTIR, optical microscopy observation, as well as DSC analysis through existence of liquid crystallinity after irradiation were proved this phenomenon. Fluorescence spectra revealed blue-emission maxima with Stokes shift in the range of 46–49 nm. Band gap energy calculated from absorption spectra are in the range of 3.18–3.41 eV. Structure–property relationships were probed by correlating the spacer length with development of mesophase formation, thermal, and optical properties. Optical property of polymers disclosed photoisomerization processes. © 2010 Wiley Periodicals, Inc. J Appl Polym Sci, 2010
Supporting Information
Additional Supporting Information may be found in the online version of this article.
Filename | Description |
---|---|
APP_31742_sm_Suppinfo.doc660 KB | Supporting Information. |
Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.
References
- 1
Penny, S.; Barny, P. L.
Liq Cryst
2000,
27,
329.
10.1080/026782900202778 Google Scholar
- 2 Ichimura, K. Supramol Sci 1996, 3, 67.
- 3 Rehab, A.; Salahuddin, N. Polymer 1999, 40, 2197.
- 4 Ichimura, K. Chem Rev 2000, 100, 1847.
- 5 Tomita, H.; Kudo, K.; Ichimura, K. Liq Cryst 1996, 20, 171.
- 6
A. I. Isayev; T. Kyu; S. Z. D. Cheng, Eds.
Liquid Crystalline Polymer Systems: Technological Advances. ACS Symposium Series No 632;
ACS:
Washington, DC,
1996.
10.1021/bk-1996-0632 Google Scholar
- 7 Lakowicz, J. R. Principles of Fluorescence Spectroscopy; Plenum Press: New York, 1986.
- 8 M. A. Winnik, Ed. Photophysical and Photochemical Tools in Polymer Science (Conformation, Dynamics, Morphology). NATO ASI series; Reidel: Dordrecht, 1986.
- 9 Itagaki, H.; Horie, K.; Mita, I. Prog Polym Sci 1990, 15, 361.
- 10
Huang, H. W.; Horie, K.; Masatoshi, T.; Watanabe, J.
Macromol Chem Phys
1998,
199,
1851.
10.1002/(SICI)1521-3935(19980901)199:9<1851::AID-MACP1851>3.0.CO;2-S CAS Web of Science® Google Scholar
- 11 Strukelj, M.; Papadimitrakopoulos, F.; Miller, T. M.; Rothberg, L. J. Science 1995, 267, 1969.
- 12 Ahn, J. H.; Wang, C.; Pearson, C.; Bryce, M. R.; Petty, M. C. Appl Phys Lett 2004, 85, 1283.
- 13 Bao, Z..; Peng, Z.; Galvin, M. E.; Chandross, E. A. Chem Mater 1998, 10, 1201.
- 14 Chen, Z.. K.; Meng, H.; Lai, Y. H.; Huang, W. Macromolecules 1999, 32, 4351.
- 15 Pei, Q.; Yang, Y. Chem Mater 1995, 7, 1568.
- 16 Peng, Z.; Bao, Z.; Galvin, M. E. Chem Mater 1998, 10, 2086.
- 17 Kulkarni, A. P.; Tonzola, C. J.; Babel, A.; Jenekhe, S. A. Chem Mater 2004, 16, 4556.
- 18 Hughes, G.; Bryce, M. R. J Mater Chem 2005, 15, 94.
- 19 Mikroyannidis, J. A.; Spiliopoulos, I. K.; Kasimis, T. S.; Kulkarni, A. P.; Jenekhe, S. A. Macromolecules 2003, 36, 9295.
- 20 Huang, W.; Meng, H.; Yu, W. L.; Pei, J.; Chen, Z.. K.; Lai, Y. H. Macromolecules 1999, 32, 118.
- 21 Balamurugan, R.; Kannan, P. J Polym Sci Part A: Polym Chem 2008, 46, 5760.
- 22 Shin, D. M.; Song, D. M.; Jung, K. H.; Moon, J. H. J Photosci 2001, 8, 9.
- 23 Furniss, B. S.; Hannaford, J.; Smith, P. W.; Tatchile, A. R. Vogel's Textbook of Practical Organic Chemistry, 5th ed.; ELBS: London, 1994.
- 24 Perrin, D. D.; Armarego, W. L. F. Purification of Laboratory Chemicals, 3rd ed.; Pergamon press: New York, 1988.
- 25
Camps, F.; Gasol, V.; Guerrero, A.
Synthesis
1987,
5,
511.
10.1055/s-1987-27988 Google Scholar
- 26
Bringmann, G.; Schneider, S.
Synthesis
1983,
2,
139.
10.1055/s-1983-30255 Google Scholar
- 27
Kang, S. K.; Kim, W. S.; Moon, B. H.
Synthesis
1985,
12,
1161.
10.1055/s-1985-31464 Google Scholar
- 28 Borden, D. S. J Appl Polym Sci 1978, 22, 239.
- 29 Seigrist, A. E.; Dunnenberger, E. M. Swiss Pat. 383,985 ( 1965); Chem Abstr 1965, 62, 14867c.
- 30 Percec, V.; Marian, N. H.; Sami, N.; Morrison, J. J.; Glodde, M.; Jan, S.; Peterca, M.; Brad Rosen, M.; Uchida, S.; Balagurusamy, V. S. K.; Monica, J. S.; Paul, A. H. Chem Eur J 2006, 12, 6216.
- 31 Tomlinson, R. V.; Tener, G. M. J Org Chem 1964, 29, 493.
- 32 Sakthivel, P.; Kannan, P. J Polym Sci Part A: Polym Chem 2004, 20, 5215.
- 33 Senthil, S.; Kannan, P. J Polym Sci Part A: Polym Chem 2001, 39, 2396.
- 34 Kannan, P.; Senthil, S.; Vijayakumar, R.; Marimuthu, R. J Appl Polym Sci 2002, 86, 3494.
- 35 Wu, S. L.; Chen, F. D. Liq Cryst 2003, 30, 991.
- 36 Kishikawa, K.; Harris, M. C.; Swager, T. M. Chem Mater 1999, 11, 867.
- 37 Dingemans, T. J.; Samulski, E. T. Liq Cryst 2000, 27, 131.
- 38 Chandrasekhar, S.; Nair, G. G.; Rao, D. S. S.; Praefcke, K.; Blunk, D. Liq Cryst 1998, 24, 67.
- 39 Sung, H. H.; Lin, H. C. Liq Cryst 2004, 31, 831.
- 40 Aly, K. I.; Khalaf, A. A.; Alkskas, I. A. Eur Polym J 2003, 39, 1035.
- 41 Morrison, R. D.; Boyd, R. N. Organic Chemistry; Prentice Hall India: New Delhi, 1953.
- 42 Guo, W.; Leu, W. T.; Hsiao, S. H.; Liou, G. S. Polym Degrad Stab 2006, 91, 21.
- 43 Oumi, M. D.; Maurice, D.; Gordon, M. H. Spectrochim Acta A Mol Biomol Spectrosc 1999, 55, 525.
- 44 Aizeshtat, Z..; Hausmann, M.; Pickholtz, Y.; Tal, D.; Blum, J. J Org Chem 1977, 42, 2386.
- 45 Gangadhara, K. Macromolecules 1995, 28, 806.
- 46 Wolf, M. O.; Fox, M. A. Langmuir 1996, 12, 955.
- 47 Sung, J. H.; Hirano, S.; Tsutsumi, O.; Kanazawa, A.; Shiono, T.; Ikeda, T. Chem Mater 2002, 14, 385.
- 48 Ikeda, T. J Mater Chem 2003, 13, 2037.
- 49 Wong, M. S.; Li, Z.. H.; Tao, Y.; D'ioro, M. Chem Mater 2003, 15, 1198.
- 50 Hsu, W. H.; Kazuyuki, H.; Masatoshi, T.; Watanabe, J. Polymer 1999, 40, 3013.