Abstract
Unlike the well known silicon phthalocyanine polymers, which are only bridged polymers, the first silicon-phthalocyanine network polymer [PcSiCl2] x 6 was prepared from commercially available precursors. Based on previous modeling studies, elemental composition allowed for determination of both the shape and the content of Pc units in the prepared polymer. The two-dimensional network structure was found to offer an extension of the conjugation of the 18-π electron system of the phthalocyanine and facilitate the charge mobility across the material. This was found to enhance the conductivity and dielectric properties of the material, relative to the analogue materials, by supporting the hoping conduction mechanism. Differential scanning calorimetry was used to follow the non-oxidative thermal degradation of the prepared polymeric material. An interesting phenomenon, water effusion, was detected and proved to play a role in the conduction mechanism. Electrical and dielectric measurements were carried out at different frequencies. The polymer has extremely high values of the permittivity ε′ and dielectric loss ε″ at lower frequencies that decrease gradually with increasing frequency. The relaxation peak at lower frequencies showed without doubt that the moisture enhances the conductivity.
Similar content being viewed by others
References
N. McKeown, Capital 9, Science of synthesis, vol. 17 (Thieme Chemistry, Rochdale, 2005)
C. Leznoff, A. Lever, Phthalocyanines: properties and applications, vol. 1 (VCH Publishers, New York, 1989). references cited therein
C.S. Marvell, J.H. Rassweiler, J. Am. Chem. Soc. 80, 1197–1199 (1958)
N. Phougat, P. Vasudevan, H.S. Nalwa, Materials and processing, in Chapter 8 in handbook of low and high dielectric constant materials and their applications, vol. 1, ed. by H.S. Nalwa (Academic Press, Hitachi, 1999)
C. Boscornea, St Tomas, L.G. Hinescu, C. Tarabasaanu-Mihaila, J. Mater. Process. Technol. 119, 344–347 (2001)
D. Boston, J. Bailar, Inorg. Chem. 11, 1578–1583 (1972)
L. Kreja, A. Plewka, Electrochim. Acta 25, 1283–1286 (1980)
H. Nalwa, J. Sinha, P. Vasudevan, Makromol. Chem. 182, 811–815 (1981)
B. Achar, G. Fohlen, J. Parker, J. Polym. Sci. Polym. Lett. Ed. 20, 1785–1789 (1982)
D. Wöhrle, E. Preußner, Makromol. Chem. 186, 2189–2207 (1985)
P.C. Lo, S. Wang, A. Zeug, M. Meyer, B. Roeder, D. Ng, Tetrahedron Lett. 44, 1967–1970 (2003)
N. Akdemir, E. Agar, S. Sasmaz, I.E. Guemruekcueoglu, T. Celebi, Dyes Pigments 69, 1–6 (2006)
P. Stihler, B. Hauschel, M. Hanack, Chem. Ber. 130, 801 (1979)
B.N. Achar, G.M. Fohlen, K.S. Lokesh, T.M. Mohan Kumar, Int. J. Mass Spectrom. 243, 199–204 (2005)
B.N. Achar, K.S. Lokesh, J. Organomet. Chem. 689, 2601–2605 (2004)
Wael Darwish, Thesis Dr. rer. Nat., Philipps University, Marburg, Germany. (http://deposit.ddb.de/cgi-bin/dokserv?idn=980818613). Accessed March, 2006
J.F. Van der Pol, J.W. Zwikker, Recl. Trav. Chim. Pays-Bas 109, 208–215 (1990)
M. Mella, E. Fasani, A. Albini, J. Org. Chem. 57, 3051–3057 (1992)
C.J. Norrel, H.A. Pohl, M. Thompson, K.D. Berlin, J. Polym. Sci. Polym. Phys. Edn. 12, 913 (1974)
N. Kobayashi, H. Lam, W. Andrew Nevin, P. Jandaa, C.C. Leznoff, T. Koyama, A. Monden, H. Shira, J. Am. Chem. Soc. 116, 879–890 (1994)
R.D. Joyner, M.E. Kenney, Inorg. Chem. 1, 236 (1962)
M.K. Lowery, A.J. Starshak, J.N. Esposito, P.C. Krueger, M.E. Kenney, Inorg. Chem. 4, 128 (1965)
B.L. Wheeler, G. Nagasubramanian, A.J. Bard, L.A. Schechtman, D.R. Dininny, M.E. Kenney, J. Am. Chem. Soc. 106, 7404 (1984)
D. Wöhrle, B. Schulte, Makromol. Chem. 186, 2229–2245 (1985)
R. Bannehr, N. Jaeger, G. Meyer, D. Wöhrle, Makromol. Chem. 182, 2633–2639 (1981)
J.H. Tian, I.J. Wang, Dyes Pigm. 29, 181–190 (1995)
V. Iliev, A. Mihaylova, J. Photochem. Photobiol. A. Chemistry 149, 23–30 (2002)
Lukasz Lapok, Thesis-Dr. rer. Nat., Bremen University, Germany, pages 187 and 188 (http://d-nb.info/987483811/34). Accessed September (2006)
V. Mantareva, I. Angelov, V. Kussovski, R. Dimitrov, L. Lapok, D. Woehrle, Eur. J. Med. Chem. 46, 4430 (2011)
D. Wöhrle, U. Huendorf, Makromol. Chem. 186, 2177–2178 (1985)
D.L. Ledson, M.V. Twigg, Inorg. Chim. Acta 13, 43 (1975)
S. Gaspard, M. Verdaguer, R. Viovy, J. Chem. Res. (S), 271 (1979)
B.D. Berezin, Coordination compounds of porphyrins and phthalocyanines (Wiley, New York, 1981)
L.K. Lee, N.H. Sabelli, P.R. LeBerton, J. Phys. Chem. 86, 3926 (1982)
A.B.P. Lever, S. Licoccia, K. Magnell, P.C. Minor, B.S. Ramaswamy, Adv. Chem. Ser. 201, 237 (1982)
Y. Peng, F. Huang, J. Weng, B. Huang, X. Ma, J. Coord. Chem. 61, 1503–1512 (2008)
W. Darwish, E. Seikel, R. Kaesmarker, K. Harms, J. Sundermeyer, Dalton Trans. 40, 1787–1794 (2011)
U. Keppeler, M. Hanack, Chem. Ber. 119, 3363 (1986)
L. Zhi, T. Gorelik, R. Friedlein, J. Wu, U. Kolb, W.R. Salaneck, K. Muellen, Small 1, 798–801 (2005)
L. Grzadziel, M. Krzywiecki, H. Peisert, T. Chasse, J. Szuber, Thin Solid Films 519, 2187–2192 (2011)
X. Yan, H. Wang, D. Yan, Thin Solid Films 515, 2655 (2006)
I. Zhivkov, S. Nespurek, F. Schauer, Adv. Mater. Opt. Electron. 9, 175 (1999)
H.R. Kerp, E.E. van Faassen, Sol. Energy Mater. Sol. Cells 63, 15–21 (2000)
J. Sangoro, G. Turky, M. Abdel Rehim, C. Jacob, S. Naumov, A. Ghoneim, J. Aerger, F. Kremer, Macromolecules 42, 1648 (2009)
G. Turky, J. Sangoro, M. Abdel Rehim, F. Kremer, J. Polym. Sci. 48, 1651 (2010)
G. Turky, S. Shaaban, A. Schoenhals, J. Appl. Polym. Sci. 113, 2477 (2009)
B. Roling, A. Happe, K. Funke, M.D. Ingram, Phys. Rev. Lett. 78, 2160 (1997)
D.L. Sidebottom, Phys. Rev. Lett. 82, 3653 (1999)
H. Namikawa, J. Non-Cryst. Solids 18, 173 (1975)
C. CIacob, J.R. Sangoro, A. Serghei, S. Naumov, Y. Korth, J. Kaerger, C. Friedrich, F. Kremer, J. Chem. Phys. 129, 234511 (2008)
D. Zielniok, H. Eckert, C. Cramer, Phys. Rev. Lett. 100, 3590 (2008)
B.N. Achar, P.K. Jayasree, Indian J. Chem. 38A, 1164 (1999)
Acknowledgments
We are grateful for the financial support of (National Research Centre, Dokki, Giza, Egypt) within the In-house research project number 914-01-02.
Author information
Authors and Affiliations
Corresponding author
Electronic supplementary material
Below is the link to the electronic supplementary material.
Rights and permissions
About this article
Cite this article
Darwish, W., Turky, G. Dielectric Response in the First Silicon Phthalocyanine Network Polymer. J Inorg Organomet Polym 24, 347–354 (2014). https://doi.org/10.1007/s10904-013-9962-2
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10904-013-9962-2