Synthesis, Characterization and Electrical Properties of Novel Steric Phthalocyanine Polymers

Qiang Liang; Peng Zhao; Je-Wan Woo; Yong-Sung Park; Lihong Niu; Fushi Zhang

Macromolecular Research, Vol.18, No.2, 113-119, February, 2010

DOI10.1007/s13233-009-0059-2 Export Citation

Synthesis, Characterization and Electrical Properties of Novel Steric Phthalocyanine Polymers

Qiang Liang^†, Peng Zhao¹, Je-Wan Woo¹, Yong-Sung Park¹, Lihong Niu², and Fushi Zhang²

Department of Chemistry, Normal College of Qingdao University, 266071, Qingdao, P. R. China
¹Department of Industrial Chemistry, College of Natural Science, Sangmyung University, Seoul, 110-743, Korea
²The Key Lab of Organic Photoelectrons and Molecular Engineering of Ministry of Education, Department of Chemistry, Tsinghua University, 100084, Beijing, P. R. China

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Two novel steric polymeric phthalocyanines, with copper (CuPPc) and aluminum hybrid zinc (Al/ZnPPc) as the central atoms, were synthesized by the cyclic condensation of tetrahedral tetra-phthalonitriles. The IR and UV-VIS spectra of the synthesized polymers indicated a moderate degree of polymerization, somewhere between the monomeric phthalocyanine and planar covalent polymer. Good thermal stability and a high metallic content of CuPPc and Al/ZnPPc were verified by TGA and ICA-AAS methods. The metallic atoms were distributed uniformly and exhibited different binding features with -CN, -O, -N in the polymer, as indicated by EDS and XPS analysis. High electrical conductivity was observed before and after iodine doping compared to the normal polymeric phthalocyanine.

Keywords:polyphthalocyanines;cyclopolymerization;ESCA/XPS;network

[References]

Yoshida Y, Nakamura M, Tanaka S, Hiromitsu I, Fujita Y, Yoshino K, Synth. Met., 156, 1213 (2006)
Sorokin AB, Quignard F, Valentin R, Mangematin S, Appl. Catal. A: Gen., 309(2), 162 (2006)
Bohrer FI, Sharoni A, Colesniuc C, Park J, Schuller IK, Kummel AC, Trogler WC, J. Am. Chem. Soc., 129(17), 5640 (2007)
Zhao P, Niu LH, Huang L, Zhang FS, J. Electrochem. Soc., 10, C515 (2008)
Guo M, Yan XZ, Kwon Y, Hayakawa T, Kakimoto M, Goodson T, J. Am. Chem. Soc., 128, 148 (2006)
Torres G, Vazquez P, Agullo-Lopez F, Torres T, Chem. Rev., 104, 3723 (2003)
Kadish KM, Smith KM, Guillard R, The Porphyrin Handbook, Academic Press, San Diego, 2003, Vol 102-103.
Woehrle D, Schulte B, Makromol. Chem., 189, 1229 (1988)
Woehrle D, Adv. Polym. Sci., 50, 45 (1983)
McKeown NB, J. Mater. Chem., 10, 1979 (2000)
Hohol MD, Urban MW, Polymer, 34, 1995 (1993)
Lee PPS, Ngai T, Cheng Y, Chi W, Ng DKP, J. Polym. Sci. A: Polym. Chem., 43(4), 837 (2005)
Nohr RS, Kuznesof PM, Wynne KJ, Kenney ME, Siebenman PG, J. Am. Chem. Soc., 103, 4371 (1981)
Huang JD, Wang SQ, Lo PC, Fong WP, Ko WH, Ng DKP, New. J. Chem., 28, 348 (2004)
Chen HZ, Wang M, Yang SL, Thin Solid Films, 357(2), 208 (1999)
Sakai Y, Ueda M, Yahagi A, Tanno N, Polymer, 43(12), 3497 (2002)
Bilgin A, Yac C, Yldz U, Macromol. Chem. Phys., 206, 2257 (2005)
Bilgin A, Mendi A, Yidiz U, Polymer, 47(26), 8462 (2006)
Clarkson GJ, Cook A, Mckeown NB, Treacher KE, Aliadib Z, Macromolecules, 29(3), 913 (1996)
Zhou RN, Tang LG, Geckeler KE, Gopel W, Macromol. Chem. Phys., 195, 2409 (1994)
Nevin WA, Liu W, Greenberg S, Hempstead MR, Marcuccio MS, Melnik M, Leznoff CC, Lever ABP, Inorg. Chem., 26, 891 (1987)
Wanger CD, Riggs WM, Davis LE, Handbook of X-ray Photoelectron Spectroscopy, Perkin-Elmer Corp, Minnesota, 1978.
Carniato S, Dufour G, Luo Y, Agren H, Phys. Rev. B, 66, 045105 (2002)
Gumus G, Ozturk RZ, Ahsen V, J. Chem. Soc.-Dalton Trans., 16, 2485 (1992)
Abdurrahmanoglu S, Altyndal A, Bulut M, Bekaroglu O, Polyhedron, 25, 3639 (2006)
Suga T, Isoda S, Kobayashi T, J. Porphyrins. Phthalocyanine, 3, 397 (1999)
Alkan C, Aras L, Gunduz G, J. Polym. Sci. A: Polym. Chem., 44(19), 5692 (2006)
Alkan C, Aras L, Gunduz G, J. Appl. Polym. Sci., 106(1), 378 (2007)
Capobianchi A, Pennesi G, Paoletti AM, Rossi G, Caminiti R, Sadun C, Ercolani C, Inorg. Chem., 35(16), 4643 (1996)

[Referenced By]

[1] Yoshida Y, Nakamura M, Tanaka S, Hiromitsu I, Fujita Y, Yoshino K, Synth. Met., 156, 1213 (2006)

[2] Sorokin AB, Quignard F, Valentin R, Mangematin S, Appl. Catal. A: Gen., 309(2), 162 (2006)

[3] Bohrer FI, Sharoni A, Colesniuc C, Park J, Schuller IK, Kummel AC, Trogler WC, J. Am. Chem. Soc., 129(17), 5640 (2007)

[4] Zhao P, Niu LH, Huang L, Zhang FS, J. Electrochem. Soc., 10, C515 (2008)

[5] Guo M, Yan XZ, Kwon Y, Hayakawa T, Kakimoto M, Goodson T, J. Am. Chem. Soc., 128, 148 (2006)

[6] Torres G, Vazquez P, Agullo-Lopez F, Torres T, Chem. Rev., 104, 3723 (2003)

[7] Kadish KM, Smith KM, Guillard R, The Porphyrin Handbook, Academic Press, San Diego, 2003, Vol 102-103.

[8] Woehrle D, Schulte B, Makromol. Chem., 189, 1229 (1988)

[9] Woehrle D, Adv. Polym. Sci., 50, 45 (1983)

[10] McKeown NB, J. Mater. Chem., 10, 1979 (2000)

[11] Hohol MD, Urban MW, Polymer, 34, 1995 (1993)

[12] Lee PPS, Ngai T, Cheng Y, Chi W, Ng DKP, J. Polym. Sci. A: Polym. Chem., 43(4), 837 (2005)

[13] Nohr RS, Kuznesof PM, Wynne KJ, Kenney ME, Siebenman PG, J. Am. Chem. Soc., 103, 4371 (1981)

[14] Huang JD, Wang SQ, Lo PC, Fong WP, Ko WH, Ng DKP, New. J. Chem., 28, 348 (2004)

[15] Chen HZ, Wang M, Yang SL, Thin Solid Films, 357(2), 208 (1999)

[16] Sakai Y, Ueda M, Yahagi A, Tanno N, Polymer, 43(12), 3497 (2002)

[17] Bilgin A, Yac C, Yldz U, Macromol. Chem. Phys., 206, 2257 (2005)

[18] Bilgin A, Mendi A, Yidiz U, Polymer, 47(26), 8462 (2006)

[19] Clarkson GJ, Cook A, Mckeown NB, Treacher KE, Aliadib Z, Macromolecules, 29(3), 913 (1996)

[20] Zhou RN, Tang LG, Geckeler KE, Gopel W, Macromol. Chem. Phys., 195, 2409 (1994)

[21] Nevin WA, Liu W, Greenberg S, Hempstead MR, Marcuccio MS, Melnik M, Leznoff CC, Lever ABP, Inorg. Chem., 26, 891 (1987)

[22] Wanger CD, Riggs WM, Davis LE, Handbook of X-ray Photoelectron Spectroscopy, Perkin-Elmer Corp, Minnesota, 1978.

[23] Carniato S, Dufour G, Luo Y, Agren H, Phys. Rev. B, 66, 045105 (2002)

[24] Gumus G, Ozturk RZ, Ahsen V, J. Chem. Soc.-Dalton Trans., 16, 2485 (1992)

[25] Abdurrahmanoglu S, Altyndal A, Bulut M, Bekaroglu O, Polyhedron, 25, 3639 (2006)

[26] Suga T, Isoda S, Kobayashi T, J. Porphyrins. Phthalocyanine, 3, 397 (1999)

[27] Alkan C, Aras L, Gunduz G, J. Polym. Sci. A: Polym. Chem., 44(19), 5692 (2006)

[28] Alkan C, Aras L, Gunduz G, J. Appl. Polym. Sci., 106(1), 378 (2007)

[29] Capobianchi A, Pennesi G, Paoletti AM, Rossi G, Caminiti R, Sadun C, Ercolani C, Inorg. Chem., 35(16), 4643 (1996)