Abstract
In this study, Schiff bases containing azomethine (–HC=N–) compounds were synthesized from the condensation reaction of 4-aminophenol and 2-aminophenol and 5-methyl-2-furaldehyde. Orange-colored Schiff bases, 4-[(5-methyl- 2-furyl) methyleneamino] phenol (4MFMAP) and 2-[(5-methyl-2-furyl) methyleneamino] phenol (2MFMAP) turned to poly-4-[(5-methyl-2-furyl) methyleneamino] phenol (P-4MFMAP) and poly-2-[(5-methyl-2-furyl) methyleneamino] phenol (P-2MFMAP) polyazomethine derivatives by NaOCl oxidant in alkaline aqueous medium. In addition, poly-2-[(5-methyl-2-furyl) methyleneamino] phenol cobalt (II) and copper (II) complexes were synthesized. FTIR and NMR measurements for structural analysis of the synthesized compounds, UV–Vis analysis for optical properties, electrical conductivity measurements, and thermal analysis with the TG–DTA techniques were determined. The yield of P-4MFMAP and P-2MFMAP was found to be 84.6% and 78.6 as follows [4MFMAP] = 0.066, [KOH] = 0.198 [NaOCl] = 0.066 mol L−1 at 60 °C for 3 h and [2MFMAP] = 0.066, [KOH] = 0.132 [NaOCl] = 0.066 mol L−1 at 70 °C for 3 h, respectively.
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F. Kolcu, I. Kaya, J. Macromol. Sci. Part A Pure Appl. Chem. 53, 438–451 (2016)
O.O. Ajani, C.A. Obafemi, O.C. Nwinyi, D.A. Akinpelu, Bioinorg. Med. Chem. 18, 214 (2010)
M.A.S. Aslam, S.U. Mahmood, M. Shahid, A. Saeed, J. Iqbal, Eur. J. Med. Chem. 46, 5473–5479 (2011)
Z. Cui, Y. Li, Y. Ling, Eur. J. Med. Chem. 45, 5576–5584 (2010)
M. Asif, A. Husain, J. Appl. Chem. Hindawi Publishing Corporation, 1–7 (2013)
M. Razaeivala, H. Keypour, Coord. Chem. Rev. 280, 203–253 (2014)
T. Eren, M. Kose, N. Kurtoglu, G. Ceyhan, V. McKee, M. Kurtoglu, Inorg. Chim. Acta 430, 268–279 (2015)
C. Racles, V. Cozan, M. Cazacu, High Perform. Polym. 15, 231–242 (2003)
L. Marin, V. Cozan, M. Bruma, V.C. Grigoras, Eur. Polym. J. 42(5), 1173–1182 (2006)
U. Shukla, K.V. Rao, A.K. Rakshit, J. Appl. Poly. Sci. 88, 153–160 (2003)
F.R. Diaz, J. Moreno, L.H. Tagle, G.A. East, D. Radic, Synth. Met. 100, 187–193 (1999)
K.I. Aly, A.A. Khalaf, I.A. Alkskas, Eur. Polym. J. 39, 1035 (2003)
A. El-Shekeil, S.A. Al-Aghbari, Polym. Int. 53, 777–788 (2004)
I. Kaya, A. Bilici, J. Macromol. Sci. Part A 43(4–5), 719–733 (2006)
I. Kaya, A. Bilici, J. Appl. Polym. Sci. 104, 3417–3426 (2007)
I. Kaya, M. Yıldırım, Eur. Polym. J. 43, 127–138 (2007)
M. Yıldırım, I. Kaya, Polymer 50, 5653–5660 (2009)
Y. Yao, Q.T. Zhang, J.M. Tour, Macromolecules 31, 8600–8606 (1998)
G.D. Sharma, S.G. Sandogaker, M.S. Roy, Thin Solid Films 278, 129–134 (1996)
S. Padhye, G.B. Kauffman, Coord. Chem. Rev. 63, 127–160 (1985)
L.F. Wang, Y. Zhu, Z.Y. Yang, J.G. Wu, Q. Wang, Polyhedron 10, 2477–2481 (1991)
A. Bolos, G.S. Nikolov, I. Ekateriniadou, A. Kortsaris, D.A. Kyriakidis, Met. Based Drugs 5, 323–333 (1998)
L.T. Yıldırım, R. Kurtaran, H. Namli, A.D. Azaz, O. Atakol, Polyhedron 26, 4187–4194 (2007)
V.E. Kuzmin, A.G. Artemenko, R.N. Lozytska, A.S. Fedtchouk, V.P. Lozitsky, E.N. Muratov, A.K. Mescheriakov, SAR QSAR Environ. Res. 16, 219–320 (2005)
W. Liu, C. Qing, X. Chen, Q. Ye, Y. Yu, S. Hou, Chem. Pharm. Bull. 56, 659–662 (2008)
R.S. Leite, R.O. Macedo, S.M. Torres, C.C.N. Batista, L.O. Baltazar, S.A.L. Neto, F.S. Souza, J. Therm. Anal. Calorim. 111, 2117–2123 (2013)
B. Tita, E. Marian, A. Fulias, T. Jurca, D. Tita, J. Therm. Anal. Calorim. 112, 367–374 (2013)
G.L. Perpetuo, D.A. Galico, R.A. Fugito, R.A.E. Castro, M.E.S. Eusebio, O. Treu-Filho, A.C.M. Silva, G. Bannach, J. Therm. Anal. Calorim. 111, 2019–2028 (2013)
I. Kaya, M. Yıldırım, M. Kamacı, Euro. Polym. J. 45, 1586–1598 (2009)
A.H. Kianfar, M. Dostani, Spectrochim. Acta Part A 82, 69–73 (2011)
A.H. Kianfar, M. Bahramian, H.R. Khavasi, Spectrochim. Acta Part A 94, 302–307 (2012)
A.H. Kianfar, V. Sobhani, M. Dostani, M. Shamsipur, M. Roushani, Inorg. Chim. Acta 365, 108–112 (2011)
K. Colladet, M. Nicolas, L. Goris, L. Lutsen, D. Vanderzande, Thin Solid Films 451, 7–11 (2004)
I. Kaya, M. Yıldırım, A. Aydın, D. Senol, React. Funct. Polym. 70, 815–826 (2010)
I. Kaya, B.S. Sandal, H. Karaer, J. King Saud Univ.—Sci. (2017). doi:10.1016/j.jksus.2017.06.008
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Kaya, İ., Orta, İ.E., Özdemir, E. et al. Synthesis, characterization, optimum reaction conditions, and some polymer–metal complexes of poly(phenoxy-imine)s containing furan ring. J IRAN CHEM SOC 15, 35–46 (2018). https://doi.org/10.1007/s13738-017-1205-y
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DOI: https://doi.org/10.1007/s13738-017-1205-y