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Abstract

Poly (m-aminophenol) (PmAP) was synthesized from m-aminophenol (mAP) by ammonium persulfate (APS) as an oxidizing agent in aqueous HCl. Polymerization conditions were optimized by varying HCl concentration, amount of mAP and APS, temperature and time. The synthesized polymers were insoluble in organic solvents even after dedoping. The polymers were characterized by UV-VIS and Fourier transform infrared spectroscopy, thermogravimetric and elemental (CHNS) analyses. Four-probe DC electrical conductivity of the pelletized polymer was measured. The spectral results clearly indicated that the ladder structure was formed during the chemical polymerization of mAP in aqueous HCl. This structure was supported by elemental analysis. Thermal stability of the undoped and in-situ HCl doped polymers was measured. The highest conductivity of the synthesized polymer pellet was 1.0 × 10^-7 S cm^-1. A polymerization mechanism was proposed.

Keywords

poly-m-aminophenol poly-3-aminophenol polyaminophenol conducting polymer polymer of aniline derivatives

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References

Chandrakanthi, N. and Careem, M.A. (2000). Thermal Stability of Polyaniline, Polym. Bull., 44: 101-108.

Armes, S.P. and Miller, J.F. (1988). Optimum Reaction Conditions for the Polymerization of Aniline in Aqueous Solution by Ammonium Persulphate, Synth. Met., 22: 385-393.

Chiang, J.C. and MacDiarmid, A.G. (1986). ‘Polyaniline’: Protonic Acid Doping of the Emeraldine Form to the Metallic Regime, Synth . Met., 13: 193-205.

Dao, L.H. , Leclerc, M. , Guay , J. and Chevalier, J.W. (1989). Synthesis and Characterization of Substituted Poly(anilines), Synth. Met., 29: 377-382.

Leclerc, M. , Guay, J. and Dao , L.H. (1989). Synthesis and Characterization of Poly(alkylanilines), Macromolecules , 22: 649-653.

Yue, J. and Epstein, A.J. (1990). Synthesis Of Self-Doped Conducting Polyaniline, J. Am. Chem. Soc., 112: 2800-2801.

Kuo, C.T. , Chen, S.A. , Hwang, G.W. and Kuo , H.H. (1998). Field-effect Transistor with the Water-soluble Self-acid-doped Polyaniline Thin Films as Semiconductor, Synth. Met., 93: 155-160.

Gok, A. , Sari, B. and Talu, M. (2004). Synthesis and Characterization of Conducting Substituted Polyanilines, Synth . Met., 142: 41-48.

Yano, J. and Nagaoka, T. ( 1997). Association Constant of Conductive Poly(o-phenylenediamine) with Halogenide Ions, Synth. Met., 84: 271-272.

10.

Komura, T. , Funahasi, Y. , Yamaguti , T. and Takahasi, K. (1998). Dependence of Redox-kinetic Parameters at Poly(o-phenylenediamine)-modified Electrodes upon the Oxidation and Protonation Levels of the Polymer, J. Electroanal. Chem. , 446: 113-123.

11.

Gouette, M.A. and Leclerc, M. (1995). Structure-property Relationships in Poly(o-phenylenediamine) Derivatives, J. Electroanal. Chem. , 382: 17-23.

12.

Levin, O. , Kondratiev, V. and Malev, V. (2005). Charge Transfer Processes at Poly-o-phenylenediamine and Poly-o-aminophenol films, Electrochim. Acta, 50: 1573-1585.

13.

Taj, S. , Ahmed, M.F. and Sankarapapavinasam , S. ( 1992). Electro-oxidative Polymerization of m-aminophenol, Synth. Met., 52: 147-158.

14.

Rivas, B.L. , Sanchez, C.O. , Bernede, J.C. and Mollinie, P. (2002). Synthesis, Characterization, and Properties of Poly(2- and 3-aminophenol) and Poly(2- and 3-aminophenol)-Cu(II) Materials, Poly. Bull. , 49: 257-264.

15.

Salavagione, H.J. , Arias, J. , Garces , P. , Morallon, E. , Barbero, C. and Vazquez, J.L. (2004). Spectroelectrochemical Study of the Oxidation of Aminophenols on Platinum Electrode in Acid Medium , J. Electroanal. Chem., 565: 375-383.

16.

Sankarapapavinasam, S. (1993). Permeability and Electrocatalytic Properties of Film Prepared by Electropolymerization of m-aminophenol, Synth . Met., 58: 173-185.

17.

Konopelnik, O.I. , Aksimentyeva , O.I. and Grytsiv, M.Y. (2002). Electrochromic Transitions in Polyaminoarene Films Electrochemically Obtained on Transparent Electrodes, Mater. Sci., 20: 49-59.

18.

Sayyah, S.M. , Bahgat, A.A. and El-Salam, H.M.A. ( 2002). Kinetic Studies of the Aqueous Oxidative Polymerization of 3-hydroxyaniline and Characterization of the Polymer Obtained, Int. J. Polym. Mater., 51: 291-314.

19.

Salavagione, H.J. , Pardilla, J.A. , Perez, J.M. , Vazquez, J.L. , Morallon, E. , Miras, M.C. and Barbero, C. (2005). Study of Redox Mechanism of Poly(o-aminophenol) using in situ Techniques: Evidence of two Redox Processes , J. Electroanal. Chem., 576: 139-145.

20.

Sayyah, S.M. , Bahgat, A.A. , El-Salam, H.M.A. and Azooz, R.E. ( 2006). Electropolymerization Kinetics of o-aminophenol and Characterization of the Obtained Polymer Films , J. Appl. Polym. Sci., 99: 3093- 3109.

21.

Schöniger, W. (1955). Eine mikroanalytische Schnellbestimmung von Halogen in organischen Substanzen, Mikrochim. Acta, 43: 123-129.

22.

Schroder D.K. 1990 Semiconductor Material and Device Characterization, John Wiley & Sons, New York.

Optimization for the Chemical Synthesis of Conducting Poly (m-aminophenol) in HCl using Ammonium Persulfate

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