Chemical formation, characterization and properties of polycarbazole
V. Raj,
D. Madheswari,
M. Mubarak Ali,
Corresponding Author
V. Raj
Department of Chemistry, Periyar University, Salem-636 011, Tamil Nadu, India
Department of Chemistry, Periyar University, Salem-636 011, Tamil Nadu, India===Search for more papers by this authorD. Madheswari
Department of Chemistry, Govt. Arts College for Women, Salem-6363 008, Tamil Nadu, India
Search for more papers by this authorM. Mubarak Ali
Department of Chemistry, Periyar University, Salem-636 011, Tamil Nadu, India
Search for more papers by this authorV. Raj,
D. Madheswari,
M. Mubarak Ali,
Corresponding Author
V. Raj
Department of Chemistry, Periyar University, Salem-636 011, Tamil Nadu, India
Department of Chemistry, Periyar University, Salem-636 011, Tamil Nadu, India===Search for more papers by this authorD. Madheswari
Department of Chemistry, Govt. Arts College for Women, Salem-6363 008, Tamil Nadu, India
Search for more papers by this authorM. Mubarak Ali
Department of Chemistry, Periyar University, Salem-636 011, Tamil Nadu, India
Search for more papers by this authorAbstract
Polycarbazole (PCz) was synthesized by chemical polymerization of carbazole in acetonitrile medium using ammonium persulfate as oxidant. The selection of solvent, concentration of the monomer, composition of the solvent, polymerization time, temperature, and pH were optimized to obtain better quality and yield of the polycarbazole. The synthesized polycarbazole was characterized by various techniques such as UV–Visible, FTIR, 1H-NMR, 13C-NMR, COSY, NOESY, and XRD spectroscopy. The solubility of the polycarbazole was tested in various solvents. The thermodynamic stability of the polycarbazole was examined by DSC and TGA-DTA analysis. © 2009 Wiley Periodicals, Inc. J Appl Polym Sci, 2010
References
- 1 Pei, Q.; Yu, G.; Zhang, C.; Yang, Y.; Heeger, A. J. Science 1995, 269, 1086.
- 2 Herold, M.; Gmeiner, J.; Schwore, M. Acta Polym 1994, 451, 392.
- 3 Burroughes, J. H.; Bradley, D. D. C.; Brown, A. R.; Marks, R. N.; Mackay, K.; Friend, R. H.; Burn, P. L.; Holmes, A. B. Nature 1990, 347, 539.
- 4 Braun, D.; Heeger, A. J. Appl Phys Lett 1991, 58, 1982.
- 5 Burn, P. L.; Holmes, A. B.; Kraft, A.; Bradley, D. D. C.; Brown, A. R.; Friend, R. H.; Gywer, R. W. Nature 1992, 356, 47.
- 6 Feast, W. J.; Tsibouklis, J.; Pouwer, K. L.; Groenemdale, L.; Meijer, E. W. Polymer 1996, 37, 5017.
- 7
Kraf, A.;
Grimsdale, A. C.;
Holmes, A. B.
Angew Chem Int Ed
1998,
37,
402.
10.1002/(SICI)1521-3773(19980302)37:4<402::AID-ANIE402>3.0.CO;2-9 PubMed Web of Science® Google Scholar
- 8 Segura, J. L. Acta Polym 1998, 49, 319.
- 9 Ranger, M.; Leclerc, M. M. Can J Chem 1998, 8, 1571.
- 10 Donnat-Bouillud, A.; Mazerolle, L.; Gagnon, P.; Goldemberg, L.; Petty, M. C.; Leclerc, M. Chem Mater 1997, 9, 2815.
- 11 Larmat, F.; Reynolds, J. R.; Reinhardt, B. A.; Brott, L. L.; Clarson. S. J. J Polym Sci Part A: Polym Chem 1997, 35, 3627.
- 12 Long, X.; Malinowski, A.; Bradley D. D. C.; Inbasekaran, M.; Woo, E. P. Chem Phys Lett 1977, 272, 6.
- 13 Holzer, W.; Penzkofer, A.; Gong, S. H.; Bleyer, A.; Bradley, D. C. C. Adv Mater 1996, 8, 974.
- 14 Horowitz, G. Adv Mater 1998, 10, 365.
- 15 Horowitz, G.; Garnier, F.; Yassar, A.; Hajlaoui, R.; Kouki, F. Adv Mater 1996, 8, 177.
- 16 Mac Diarmid, A. G.; Chiang, J. C.; Halpern, M.; Huang, W. S.; Mu, S. L.; Somasiri, N. L.; Wu, W.; Yaniger, S. I. Mol Cryst Liq Cryst 1985, 121, 173.
- 17 Chiang, J. C.; Mac Diarmid, A. G. Synth Met 1986, 13, 193.
- 18 Huang, W. S.; Humphery, B. D.; Mac Diarmid, A. G. J Chem Soc Faraday Trans 1986, 82, 2385.
- 19 Genies, E. M.; Syed, A. A.; Tsintavis, C. Mol Cryst Liq Cryst 1985, 121, 181.
- 20 Pron, A.; Genoud, F.; Menardo, C.; Nechtschein, M. Synth Met 1988, 24, 193.
- 21 Armes, S. P.; Miller, J. F. Synth Met 1988, 22, 385.
- 22
Asturias, G. E.;
Mac Diarmid, A. G.;
Epstein, A. J.
ICSM'88. Synth Met
1989,
26,
E157.
10.1016/0379-6779(89)90291-9 Google Scholar
- 23 Andreatta, A.; Cao, Y.; Chiang, J. C.; Heeger, A. J.; Smith, P. Synth Met 1988, 26, 383.
- 24 Cao, Y.; Li, S.; Xue, Z.; Guo, D. Synth Met 1986, 16, 305.
- 25 Baird, D. G.; Smith, J. K. J Polym Sci Polym Chem Ed 1978, 16, 61.
- 26 Diaz, A. F.; Kanazawa, K. K.; Gardini, G. P. J Chem Soc Chem Commun 1979, 635.
- 27 Diaz, A. F.; Bargon, J. In Hand Book of Conducting Polymers; T. A. Skotheim, Ed.; Marcel-Dekker: New York, 1986; Vol. 1, p 82.
- 28 Ouyang, J.; Li, Y. Polymer 1997, 38, 3997.
- 29 Myers, R. E. J Electron Mater 1986, 15, 61.
- 30 Armes, S. P. Synth Met 1987, 20, 365.
- 31 Thieblemont, J. C.; Brun, A.; Marty, J.; Planche, M. F.; Calo, P. Polymer 1995, 36, 1605.
- 32 Nishino, K.; Fuimoto, M.; Ando, O.; Ono, H.; Murayama, T. J Appl Electrochem 1996, 26, 425.
- 33 Cassignol, C.; Oliver, P.; Ricard, A. J Appl Polym Sci 1998, 70, 1557.
- 34 Oh, E. J.; Jang, K. S.; Mac Diarmid, A. G. Synth Met 2002, 125, 267.
- 35 Jen, K. Y.; Miller, G. G.; Elsenbaumer, R. L. J Chem Soc Chem Commun 1986, 1346.
- 36 Elsenbaumer, R. L.; Jen, K. Y.; Obodi, R. Synth Met 1986, 15, 169.
- 37
Kaeriyama, K.;
Sato, M.;
Tanaka, S.
Synth Met
1987,
18,
229, 233.
10.1016/0379-6779(87)90885-X Google Scholar
- 38 Sato, M.; Tanaka, S.; Kaeriyama, K. J. J Chem Soc Chem Commun 1986, 873.
- 39 Bryce, M. R.; Chissel, A.; Kathirgamanathan, P.; Parker, D.; Smith, N. R. M. J Chem Soc Chem Commun 1987, 873.
- 40 Rughooputh, D. D. V.; Hotta, S.; Heeger, A. J.; Wudl, F. J Polym Sci Part B: Polym Phys 1987, 25, 1071.
- 41 Pei, Q.; Yang, Y. Chem Mater 1995, 7, 1568.
- 42 Kanbara, T.; Yamamoto, T. Macromolecules 1993, 26, 3464.
- 43 Siove, A.; Ades, D. Polymer 2004, 45, 4045.
- 44 Benazzi, T.; Ades, D.; Siove, A.; Romero, D. B.; Nuesch, F.; Zuppiroli, L. J Chem Phys 1998, 95, 1238.
- 45 Cloutex, E.; Olivero, C.; Ades, D.; Castex, M. C.; Siove, A. Polymer 2002, 43, 3489.
- 46 Maruyama, T.; Suganuma, H.; Yamamoto, T. Synth Met 1995, 74, 183.
- 47 Leclerc, M. J Polym Sci Part A: Polym Chem 2001, 39, 2867.
- 48
Nehr, D.
Macromol Rapid Commun
2001,
22,
1365.
10.1002/1521-3927(20011101)22:17<1365::AID-MARC1365>3.0.CO;2-B Google Scholar
- 49 Romero, D. B.; Schaer, M.; Leclerc, M.; Ades, D.; Siove, A.; Zuppiroli, L. Synth Met 1996, 80, 271.
- 50 Stephan, O.; Vial, J. C. Synth Met 1999, 106, 115.
- 51 Jin, S. H.; Sun, Y. K.; Sohn, B. H.; Kim, W. Eur Polym J 2000, 36, 957.
- 52 Bai, F.; Zheng, M.; Yu, G.; Zhu, D. Thin Solid Films 2000, 363, 118.
- 53 Ahn, T.; Song, Y. S.; Shim, H. K. Macromolecules 2000, 33, 6764.
- 54 Moshusiki, H.; Hasui, T.; Kawamoto, M.; Ikeda, T.; Adachi, C.; Taniguchi, Y.; Shirota, Y. Macromolecules 2003, 36, 3457.
- 55 Morin, J. F.; Leclerc, M. Macromolecules 2001, 34, 4680.
- 56 Morin, J. F.; Beaupre, S.; Leclerc, M.; Levesque, I.; D'loro, M. Appl Phys Lett 2002, 80, 341.
- 57 Morin, J. F.; Leclerc, M. Macromolecules 2002, 35, 2122.
- 58 Romero, D. B.; Niesh, F.; Benazzi, T.; Ades, D.; Siove, A.; Zuppiroli, L. Adv Mater 1997, 9, 1158.
- 59 Bacsa, W. S.; Schaer, M.; Zuppiroli, L.; Ades, D.; Siove, A. J Appl Phys 1998, 84, 5733.
- 60 A. R. Katritzky; J. M. Logowsji; K. T. Potts, Eds. Comprehensive Heterocyclic Chemistry; Bergamon: Oxford, 1984; Vol. 5.
- 61 Matreeva, E. S.; Callejak, R. D.; Martinez, E. S. Synth Met 1994, 67, 207.
- 62 Palaniappan, S.; Narayana, B. H. J Polym Sci Part A: Polym Chem 1994, 32, 2431.
- 63 Patil, S. F.; Bedekar, A. G.; Patil, R. C. Indian J Chem 1994, 33, 580.
- 64 Ding. L. Wang, S.; Gregory, R.V. Synth Met 1999, 104, 73.
- 65 Moon, Y. B.; Can, Y.; Smith, P.; Heeger, A. J. Polym Commun 1989, 30, 196.
- 66 Van der Pavw, L. J. Philips Res Rep 1958, 13, 1.
- 67 Van der Pavw, L. J. Philips Res Rep 1961, 16, 167.
- 68 Borkar, A. D.; Gupta, M. C. Indian J Chem 1990, 29A, 631.
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