Photoelectron Properties and Paramagnetism of Polyimides Based on N,N,N’,N’-substituted p-Phenilenediamine and Dianhydrides

https://doi.org/10.23939/chcht09.04.445
Received: March 11, 2015
Revised: May 21, 2015
Accepted: September 02, 2015
Authors: 

Der Liaw, Ying Huang, Cheng Chang, Boris Rumyantsev, Tat’yana Lozinova, Vitaly Zubov, Anatoly Olkhov, Victor Bagratashvili, Gennady Zaikov and Anatoly Ischenko

Der Liaw-1, Ying Huang-1, Cheng Chang-1, Boris Rumyantsev-2, Tat’yana Lozinova-2, Vitaly Zubov-3, Anatoly Olkhov-4, Victor Bagratashvili-5, Gennady Zaikov-2 and Anatoly Ischenko-3

  1. Department of Chemical Engineering, National Taiwan University of Science and Technology, Taipei 10607, Taiwan
  2. Emanuel Institute of Biochemical Physics, RAS, Moscow 119991, Russia
  3. Moscow Lomonosov State University of Fine Chemical Technologies, Moscow 119571, Russia
  4. Plekhanov Russian University of Economics, Moscow 117997, Russia aolkhov72@yandex.ru aischenko@yasenevo.ru
  5. Institute on Laser and Information Technologies, RAS, Troitsk, Moscow 142190, Russia

The photoelectric characteristics and paramagnetic properties of newly synthesized polyimides (PI) have been investigated using the electrophotographic method and an ESR signal study. The polyimides based on N,N,N',N'-substituted p-phenylenediamine and dianhydrides, were prepared via polycondensation. The polymers exhibit excellent solubility in common organic solvents, and have high thermal stability. The PI films exhibit photoelectric sensitivity in the UV, and visible spectral regions. The mechanism of photogeneration has been investigated. Paramagnetism of the air stored PI samples has been determined by the air oxidized PI donor fragments (stable radicals). PI ESR spectra in a solid state and solution have been investigated as well as the effect of light excitation on those spectra.

[1] Beaujuge P., Vasilyeva S., Ellinger S. et al.: Macromolecules, 2009, 42, 3694.
[2] Han F., Higuchi M. and Kurth D.: Adv. Mater., 2007, 19, 3928.
[3] Udum Y., Yildiz E., Gunbas G. and Toppare L.: J. Polym. Sci. A, 2008, 46, 3723.
[4] Thompson B., Kim Y., McCarley T. and Reynolds J.: J. Am. Chem. Soc., 2006, 128, 12714.
[5] Michinobu T., Kumazawa H., Otsuki E. et al.: J. Polym. Sci. A, 2009, 47, 3880.
[6] Elschner A., Heuer H., Jonas F. et al.: Adv. Mater., 2001, 13, 1811.
[7] Winter A., Friebe C., Chiper M. et al.: J. Polym. Sci. A, 2009, 47, 4083.
[8] Forrest S.: Nature, 2004, 428, 911.
[9] Liao L., Cirpan A., Chu Q. et al.: J. Polym. Sci. A, 2007, 45, 2048.
[10] Yu G., Gao J., Hummelen J., Wudl F. and Heeger A.: Science, 1995, 270, 1789.
[11] Kitamura M. and Arakawa Y.: Appl. Phys. Lett., 2009, 95, 023503.
[12] Dimitrakopoulos C. and Malenfant P.: Adv. Mater., 2002, 14, 99.
[13] Liu P., Wu Y., Pan H. et al.: Chem. Mater., 2009, 21, 2727.
[14] Roberts M., LeMieux M., Sokolov A. and Bao Z.: Nano Lett., 2009, 9, 2526.
[15] Durben S., Nickel D., Kruger R. et al.: J. Polym. Sci. A, 2008, 46, 8179.
[16] Segura J., Martin N. and Guldi D.: Chem. Soc. Rev., 2005, 34, 31.
[17] Chang Y., Hsu S., Su M. and Wei K.: Adv. Mater., 2009, 21, 2093.
[18] Zhou E., Tan Z., He Y. et al.: J. Polym. Sci. A, 2007, 45, 629.
[19] Ling Q., Liaw D., Zhu C. et al.: Prog. Polym. Sci., 2008, 33, 917.
[20] Ling Q., Liaw D., Teo E., et al.: Polymer, 2007, 48, 5182.
[21] Scherf U. and List E.: Adv. Mater., 2002, 14, 477.
[22] Naga N., Tagaya N., Noda H. et al.:  J. Polym. Sci. A, 2008, 46, 4513.
[23] Wang B., Shen F., Lu P. et al.: J. Polym. Sci. A, 2008, 46, 3120.
[24] Xu Y., Guan R., Jiang J. et al.:  J. Polym. Sci. A, 2008, 46, 453.
[25] Ranger M., Rondeau D. and Leclerc M.: Macromolecules, 1997, 30, 7686.
[26] Janietz S., Bradley D., Grell M. et al.: Appl. Phys. Lett., 1998, 73, 2453.
[27] Kotov B., Berendyaev V., Rumyantsev B. et al.:  Doklady Ros.Acad.Nauk: Phys. Chem., 1999, 367, 183.
[28] Rumyantsev B., Berendyaev V., Tsegel’skaya A. and Kotov B.: Mol. Cryst. Liq. Cryst., 2002, 384, 61.
[29] Rumyantsev B., Berendyaev V., Golub A. et al.: J. High Energy Chem., 2008, 42, 61.
[30] Mal’tsev E., Berendyaev V., Brusentseva M. et al.:  Polymer Intern., 1997, 42, 404.
[31] Muhlbacher D., Brabec C., Sariciftsi N. et al.:  Synth. Metals, 2001, 121, 1550.
[32] Rumyantsev B. and Berendyaev V.: Russ. Chem. Phys., 2014, 33, 1.
[33] Marjanovich N., Singh T., Deunler G. et al.: Organic Electronics, 2006, 7, 188.
[34] Wu H., Wang K., Liaw D. et al.: J. Polym. Sci. A, 2010, 48, 1469.
[35] Chang C., Wang K., Jiang J. et al.:  Polymer, 2010, 51, 4493.
[36] Grenishin S.: Electrophotographicheskyi Process. Nauka, Moskva 1970.
[37] Rumyantsev B., Berendyaev V., Vasilenko N. et al.:  Polym. Sci. A, 1997, 39, 506.
[38] Rumyantsev B., Berendyaev V. and Kotov B.: Russ. J. Phys. Chem., 1999, 73, 538.
[39] Chang C., Wang K., Jiang J. et al.: Polymer, 2010, 51, 4493.
[40] Rumyantsev B., Berendyaev V., Liaw D. et al.: Russ. Polymers, 2011, 12, 9.