Copyright (c) 2016 AJC
This work is licensed under a Creative Commons Attribution 4.0 International License.
Thermal Stability of LED Molecules Triphenylamine-Based Aromatic Polyamides: Spectral and Electrochemistry Applications
Corresponding Author(s) : Azhar Kamil Rashid
Asian Journal of Chemistry,
Vol. 28 No. 9 (2016): Vol 28 Issue 9
Abstract
By using the aromatic nucleophilic displacement reaction of 4-fluorobenzonitrile with three aniline-derivatives using sodium hydride as the base synthesized new dinitriles intermediates (A-CN), (B-CN) and (C-CN). After alkaline hydrolysis of these resultants three di acid monomers e.g., 4,4'-dicarboxy-4''-ethylenetriphenylamine (A-OH), 4,4'-dicarboxy-4''-isopentyl-triphenylamine (B-OH), 4'-dicarboxy-4''-phenoxy-triphenylamine (C-OH) were obtained. A series of poly(amine-amide)s were prepared by the phosphorylation poly-condensation reaction with different aromatic diamines. The chemical structures of all the resultant compounds and poly(amine-amide)s were identified by FTIR, 1H and 13C NMR techniques. These aromatic poly(amine-amide)s exhibited excellent thermal stability with high glass transition temperatures (Tg). Solutions diluted in N-methyl pyrrolidone of these polyamides appeared a strong UV-visible absorption in the blue region. These polymers exhibited cyclic voltammetry of the resulting polyamides films cast onto an ITO-coated glass substrate in dry acetonitrile containing 0.1 M of tetrabutylammonium perchlorate as an electrolyte exhibited one oxidation redox couples.
Keywords
Download Citation
Endnote/Zotero/Mendeley (RIS)BibTeX
- C.W. Tang and S.A. VanSlyke, Appl. Phys. Lett., 51, 913 (1987); doi:10.1063/1.98799.
- C.W. Tang, S.A. Van Slyke and C.H. Chen, J. Appl. Phys., 65, 3610 (1989); doi:10.1063/1.343409.
- C.K. Adachi, K. Nagai and N. Tamoto, Appl. Phys. Lett., 66, 2679 (1995); doi:10.1063/1.113123.
- J. Lu, A.R. Hlil, Y. Sun, A.S. Hay, T. Maindron, J.-P. Dodelet and M. D’Iorio, Chem. Mater., 11, 2501 (1999); doi:10.1021/cm9902063.
- J.F. Yarn, High Performance Polymers, Sage Publications, New York (2008).
- A.P. Kulkarni, C.J. Tonzola, A. Babel and S.A. Jenekhe, J. Mater. Chem., 16, 4556 (2004); doi:10.1021/cm049473l.
- W. Brütting, Physics of Organic Semiconductors, Wiley-VCH (2005).
- N. Karl, Organic Semiconductors, In: Festkörperprobleme, vol. 14, pp. 261-290 (1974).
- H. Klauk, Organic Electronics: Materials, Manufacturing, and Applications Wiley VCH (2006).
- M.Pope, H.P.Kallmann and P.Magnante, J. Chem. Phys., 38, 2042 (1963); doi:10.1063/1.1733929.
- W.Helfrich and W.G.Schneider, Phys. Rev. Lett., 14, 229 (1965); doi:10.1103/PhysRevLett.14.229.
- C.K. Chiang, C.R. Fincher, Y.W. Park, A.J. Heeger, H. Shirakawa, E.J. Louis, S.C. Gau and A.G. MacDiarmid, Phys. Rev. Lett., 39, 1098 (1977); doi:10.1103/PhysRevLett.39.1098.
- T.A. Skotheim, Handbook of Conducting Polymers, Marcel Dekker, New York (1986).
- C.W.Tang, Appl. Phys. Lett., 48, 183 (1986); doi:10.1063/1.96937.
- H. Koezuka, A. Tsumura and T. Ando, Synth. Met., 18, 699 (1987); doi:10.1016/0379-6779(87)90964-7.
- J.H. Burroughes, C.A. Jones and R.H. Friend, Nature, 335, 137 (1988); doi:10.1038/335137a0.
- G. Horowitz, D. Fichou, X. Peng, Z. Xu and F. Garnier, Solid State Commun., 72, 381 (1989); doi:10.1016/0038-1098(89)90121-X.
- C.W. Tang, S.A. VanSlyke and C.H. Chen, J. Appl. Phys., 65, 3610 (1989); doi:10.1063/1.343409.
- J.H. Burroughes, D.D.C. Bradley, A.R. Brown, R.N. Marks, K. Mackay, R.H. Friend, P.L. Burns and A.B. Holmes, Nature, 347, 539 (1990); doi:10.1038/347539a0.
- G.S. Liou and H.J. Yen, Polym. Sci. Part A: Polym. Chem., 44, 6094 (2006); doi:10.1002/pola.21708.
- Y. Oishi, H. Takado, M. Yoneyama, M. Kakimoto, and Y. Imai, J. Polym. Sci. A Polym. Chem., 28, 1963 (1990); doi:10.1002/pola.1990.080280708.
- V.V. Rozhkov, M. Khajehpour and S.A. Vinogradov, Inorg. Chem., 42, 4253 (2003); doi:10.1021/ic034257k.
- D.M. de Leeuw, M.M.J. Simenon, A.R. Brown and R.E.F. Einerhand, Synth. Met., 87, 53 (1997); doi:10.1016/S0379-6779(97)80097-5.
References
C.W. Tang and S.A. VanSlyke, Appl. Phys. Lett., 51, 913 (1987); doi:10.1063/1.98799.
C.W. Tang, S.A. Van Slyke and C.H. Chen, J. Appl. Phys., 65, 3610 (1989); doi:10.1063/1.343409.
C.K. Adachi, K. Nagai and N. Tamoto, Appl. Phys. Lett., 66, 2679 (1995); doi:10.1063/1.113123.
J. Lu, A.R. Hlil, Y. Sun, A.S. Hay, T. Maindron, J.-P. Dodelet and M. D’Iorio, Chem. Mater., 11, 2501 (1999); doi:10.1021/cm9902063.
J.F. Yarn, High Performance Polymers, Sage Publications, New York (2008).
A.P. Kulkarni, C.J. Tonzola, A. Babel and S.A. Jenekhe, J. Mater. Chem., 16, 4556 (2004); doi:10.1021/cm049473l.
W. Brütting, Physics of Organic Semiconductors, Wiley-VCH (2005).
N. Karl, Organic Semiconductors, In: Festkörperprobleme, vol. 14, pp. 261-290 (1974).
H. Klauk, Organic Electronics: Materials, Manufacturing, and Applications Wiley VCH (2006).
M.Pope, H.P.Kallmann and P.Magnante, J. Chem. Phys., 38, 2042 (1963); doi:10.1063/1.1733929.
W.Helfrich and W.G.Schneider, Phys. Rev. Lett., 14, 229 (1965); doi:10.1103/PhysRevLett.14.229.
C.K. Chiang, C.R. Fincher, Y.W. Park, A.J. Heeger, H. Shirakawa, E.J. Louis, S.C. Gau and A.G. MacDiarmid, Phys. Rev. Lett., 39, 1098 (1977); doi:10.1103/PhysRevLett.39.1098.
T.A. Skotheim, Handbook of Conducting Polymers, Marcel Dekker, New York (1986).
C.W.Tang, Appl. Phys. Lett., 48, 183 (1986); doi:10.1063/1.96937.
H. Koezuka, A. Tsumura and T. Ando, Synth. Met., 18, 699 (1987); doi:10.1016/0379-6779(87)90964-7.
J.H. Burroughes, C.A. Jones and R.H. Friend, Nature, 335, 137 (1988); doi:10.1038/335137a0.
G. Horowitz, D. Fichou, X. Peng, Z. Xu and F. Garnier, Solid State Commun., 72, 381 (1989); doi:10.1016/0038-1098(89)90121-X.
C.W. Tang, S.A. VanSlyke and C.H. Chen, J. Appl. Phys., 65, 3610 (1989); doi:10.1063/1.343409.
J.H. Burroughes, D.D.C. Bradley, A.R. Brown, R.N. Marks, K. Mackay, R.H. Friend, P.L. Burns and A.B. Holmes, Nature, 347, 539 (1990); doi:10.1038/347539a0.
G.S. Liou and H.J. Yen, Polym. Sci. Part A: Polym. Chem., 44, 6094 (2006); doi:10.1002/pola.21708.
Y. Oishi, H. Takado, M. Yoneyama, M. Kakimoto, and Y. Imai, J. Polym. Sci. A Polym. Chem., 28, 1963 (1990); doi:10.1002/pola.1990.080280708.
V.V. Rozhkov, M. Khajehpour and S.A. Vinogradov, Inorg. Chem., 42, 4253 (2003); doi:10.1021/ic034257k.
D.M. de Leeuw, M.M.J. Simenon, A.R. Brown and R.E.F. Einerhand, Synth. Met., 87, 53 (1997); doi:10.1016/S0379-6779(97)80097-5.