Abstract
Oxidative polymerization of p-phenylenediamine in a hydrochloric acid solution yields not a polyquinoxaline polymer as described in the literature but a modified poly(1,4-benzoquinonediimine-N,N′-diyl-1,4-phenylene) analogous to polyaniline known as pernigraniline. A new scheme of oxidative polymerization of p-phenylenediamine was suggested.
Similar content being viewed by others
References
Handbook of Conducting Polymers, Skorheim, T.A., Elsenbaumer, R.L., and Reynolds, J.R., Eds., 2nd ed., New York: Marcel Dekker, 1998, p. 823.
Wei, Y., Focke, W.W., Wnek, G.E., Ray, A., and MacDiarmid, A.G., J. Phys. Chem., 1989, vol. 93, p. 495. DOI:1021/j100338a095.
Strounina, E.V., Shepherd, R., Kane-Maguire, L.A.P., and Wallace, G.G., Synth. Met., 2003, vols. 135–136, p. 289. DOI: 10.1016/S0379-6779(02)00923-2.
Thiemann, C. and Brett, C.M.A., Synth. Met., 2001, vol. 125, no. 3, p. 445. DOI: 10.1016/S0379-6779(01)00502-1.
Cataldo, F., Eur. Polym J., 1996, vol. 32, p. 43. DOI: 10.1016/0014-3057(95)00118-2.
Li, Xin-Gui, Huang, Mei-Rong, Chen, Run-Feng, Jin, Yi, and Yang, Yu-Liang, J. Appl. Polym. Sci., 2001, vol. 81, p. 3107. DOI:10.1002/app.1762.
Lakard, B., Herlem, G., Lakard, S., and Fahys, B., J. Mol. Struct. (THEOCHEM), 2003, vol. 638, p. 177. DOI:10.1016/S0166-1280(03)00567-0.
Rani, M., Ramachandran, R., and Kabilan, S., Synth. Met., 2010, vol. 160, nos. 7–8, p. 678. DOI:10.1016/j.synthmet.2010.01.001.
Bellamy, L.J., The Infrared Spectra of Complex Molecules, New York: Wiley, 1958. Translated under the title Infrakrasnye spektry slozhnykh molekul, Moscow: Inostrannyaya Literatura, 1963, p. 97.
Günxler, H. and Gremlich, H.-U., IR Spectroscopy: An Introduction, New York: Wiley, 2002, p. 195.
Zeng, Xing-Rong and Ko, Tze-Man, Polymer, 1998, vol. 39, no. 5, p. 1187. DOI:10.1016/S0032-3861(97)00381-9.
Cao, Y., Synth. Met., 1990, vol. 35, p. 319. DOI: 10.1016/0379-6779(90)90216-8.
Yamamoto, T., Kim, S.-B., and Maruyama, T., Chem. Lett., 1996, p. 413. DOI:10.1246/cl.1996.413.
Permasiri, A.H. and Euler, W.B., Macromol. Chem. Phys., 1995, vol. 196, p. 3655. DOI:10.1002/macp.1995.021961118.
High Resolution Nuclear Magnetic Resonance Spectroscopy, Emsley, J.W., Feeney, J., and Sutcliffe, L.H., Eds., Oxford: Pergamon, 1965. Translated under the title Spektroskopiya yadernogo magnitnogo rezonansa vysokogo razresheniya, Moscow: Mir, 1969, vol. 2, p. 145.
Durgaryan, N.A., Arakelyan, R.H., and Durgaryan, A.H., in Conducting Polymers: Formation, Structure, Properties, and Application, Prague, 2011, SL02, p. 46.
Parini, V.P., Kazakova, Z.S., Okorokova, M.N., and Berlin A.A., Polym. Sci. USSR, 1962, vol. 3, p. 750. DOI:org/10.1016/0032-3950(62)90374-X.
Nithianandam, V.S., Kaleem, K., Chertok, F.S., and Erhan, J., Appl. Polym. Sci., 1991, vol. 42, p. 2899. DOI:10.1002/app.1991.070421106.
Albuquerque, J.E., Mattoso, L.H.C., Baligh, D.T., Faria, R.M., Masters, J.G., and MacDiarmid, A.G., Synth. Met., 2000, vol. 113, p. 19. DOI: org/10.1016/S0379-6779(99)00299-4.
MacDiarmid, A.G., Manohar, S.K., Masters, J.G., Sun, Y., Weiss, H., and Epstein, A.J., Synth. Met., 1991, vol. 41, p. 621. DOI:org/10.1016/0379-6779(91)91145-Z.
Kang, E.T., Neoh, K.G., and Tan, K.L., Surf. Interface Anal., 1993, no. 20, p. 833. DOI:10.1002/sia.740201006.
Martikyan, N.Sh., Durgaryan, N.A., Arakelyan, R.H., and Durgaryan, A.H., Abstracts of Papers, Second Int. Conf. of Young Chemists, Tbilisi (Georgia), April 21–23, 2012, p. 105.
Author information
Authors and Affiliations
Corresponding author
Additional information
Original Russian Text © A.A. Durgaryan, R.A. Arakelyan, N.A. Durgaryan, 2014, published in Zhurnal Obshchei Khimii, 2014, Vol. 84, No. 6, pp. 912–917.
Rights and permissions
About this article
Cite this article
Durgaryan, A.A., Arakelyan, R.A. & Durgaryan, N.A. Oxidative polymerization of p-phenylenediamine. Russ J Gen Chem 84, 1095–1100 (2014). https://doi.org/10.1134/S1070363214060073
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1070363214060073