Journal of Industrial and Engineering Chemistry, Vol.68, 364-371, December, 2018
Polymerization of aniline using a peroxidase-mimetic catalyst
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Enzyme polymerization is a benign process exploiting the unique activity of enzymes. In this study, a peroxidase-mimetic catalyst is demonstrated as an alternative to horseradish peroxidase (HRP) for the polymerization of aniline. The mimetic catalyst successfully catalyzes the polymerization of aniline monomers to produce polyaniline (PANI) in an aqueous solution. The PANI produced is rich of para-structure that is generally observed when HRP is used as a catalyst. Compared to HRP, the peroxidase-mimetic catalyst shows a considerably higher catalytic activity at neutral and weak basic conditions (pH >6.5) and at temperatures over 45 °C, at which HRP is denatured.
- Molapo KM, Ndangili PM, Ajayi RF, Mbambisa G, Mailu SM, Njomo N, Masikini M, Baker P, Iwuoha EI, Int. J. Electrochem. Sci., 7, 11859 (2012)
- Masters JG, Sun Y, MacDiarmid AG, Epstein AJ, Synth. Met., 715, 41 (1991)
- Baker CO, Huang X, Nelson W, Kaner RB, Chem. Soc. Rev., 46, 1510 (2017)
- Focke WW, Wnek GE, J. Electroanal. Chem. Interfacial Electrochem., 256, 343 (1988)
- Genies EM, Hany P, Santier CJ, J. Appl. Electrochem., 18, 285 (1988)
- Zanzola E, Dennison CR, Battistel A, Peljo P, Vrubel H, Amstutz V, Girault HH, Electrochim. Acta, 235, 664 (2017)
- Jelle BP, Hagen G, J. Electrochem. Soc., 140(12), 3560 (1993)
- Sapurina IY, Shishov MA, Handbook of New Polymers for Special Applications, InTech, pp.251 2012.
- Chandrakanthi N, Careem MA, Polym. Bull., 44(1), 101 (2000)
- Zhao BZ, Neoh KG, Kang ET, J. Appl. Polym. Sci., 86(8), 2099 (2002)
- Santiago EI, Pereira EC, Bulhoes LOS, Synth. Met., 98, 87 (1998)
- Lahav M, Durkan C, Gabai R, Katz E, Willner I, Welland ME, Angew. Chem.-Int. Edit., 40, 4095 (2001)
- Kumar NA, Baek JB, Chem. Commun., 50, 6298 (2014)
- Kumar S, Sen A, Kumar S, Augustine S, Yadav BK, Mishra S, Malhotra BD, Appl. Phys. Lett., 108, 203702 (2016)
- Higashimura H, Kobayashi S, Handbook of Encyclopedia of Polymer Science and Technology, vol. 10, Wiley, New York, pp.740 2004.
- Abu Thabit NY, J. Chem. Educ., 93, 1606 (2016)
- Palaniappan S, Polym. Adv. Technol., 13, 54 (2002)
- Lin KY, Hu LW, Chen KL, Siao MD, Ji WF, Yang CC, Yeh JM, Chiu KC, Eur. Polym. J., 88, 311 (2017)
- Shan J, Han L, Bai F, Cao S, Polym. Adv. Technol., 14, 330 (2003)
- Samuelson LA, Anagnostopoulos A, Alva KS, Kumar J, Tripathy SK, Macromolecules, 31(13), 4376 (1998)
- Bilici A, Gecibesler IH, Coga Y, Kaya I, Ind. Eng. Chem. Res., 56(33), 9266 (2017)
- Pasti I, Milojevic-Rakic M, Junker K, Bajuk-Bogdanovic D, Walde P, Ciric-Marjanovic G, Electrochim. Acta, 258, 834 (2017)
- Wang Q, Ma K, Yu Z, Ding J, Hu Q, Liu Q, Sun H, Wen D, Liu Q, kong J, New J. Chem., 42, 13536 (2018)
- Kobayashi S, Uyama H, Kimura S, Chem. Rev., 101(12), 3793 (2001)
- Akita M, Tsutsumi D, Kobayashi M, Kise H, Biosci. Biotechnol. Biochem., 65, 1581 (2001)
- Chance B, Science, 104, 204 (1949)
- Mao L, Luo S, Huang Q, Lu J, Sci. Rep., 3, 3126 (2013)
- Roy S, Fortier JM, Nagarajan R, Tripathy S, Kumar J, Samuelson LA, Bruno FF, Biomacromolecules, 3(5), 937 (2002)
- Tierrablanca E, Romero-Garcia J, Roman P, Cruz-Silva R, Appl. Catal. A: Gen., 381(1-2), 267 (2010)
- Hu Q, Li L, Sun G, Li D, Kong J, Huang W, Zhang X, J. Mater. Chem. B, 5, 5937 (2017)
- Kim MC, Lee SY, Nanoscale, 7, 17063 (2015)
- Kim MC, Lee SY, Chem. Eur. J., 20, 17019 (2014)
- Jones JH, Wood ME, Synth. Commun., 16, 1515 (1986)
- Stober W, Fink A, J. Colloid Interface Sci., 26, 62 (1968)
- Bogush GH, Tracy MA, Zukoski CF, J. Noncryst. Solids, 104, 95 (1988)
- Zheng K, Boccaccini AR, Adv. Colloid Interface Sci., 249, 363 (2017)
- Lim CH, Yoo YJ, Process Biochem., 36(3), 233 (2000)
- Javadi HHS, Zuo F, Cromack KR, Angelopoulos M, MacDiamid AG, Epstein AJ, Synth. Met., 29, 409 (1989)
- Shen W, Deng H, Gao Z, RSC Adv., 4, 53257 (2014)
- MacDiarmid AG, Chiang JC, Richter AF, Epstein AJ, Synth. Met., 18, 285 (1987)
- Baker CO, Huang X, Nelson W, Kaner RB, Chem. Soc. Rev., 46, 1510 (2017)
- Yoon SB, Yoon EH, Kim KB, J. Power Sources, 196(24), 10791 (2011)
- Lim Y, Lee SY, J. Electrochem. Soc., 163(2), H9 (2016)
- Lim Y, Lee SY, J. Electrochem. Soc., 162(8), G48 (2015)
- Jin Z, Su Y, Dua Y, Synth. Met., 122, 237 (2001)
- Liu W, Kumar J, Tripathy S, Senecal KJ, Samuelson L, J. Am. Chem. Soc., 121(1), 71 (1999)
- Shen YP, Sun JZ, Wu JG, Zhou QY, J. Appl. Polym. Sci., 96(3), 814 (2005)
- Mallick K, Witcomb M, Scurrel M, Strydom A, J. Phys. D-Appl. Phys., 42, 9 (2009)
- Mendes LC, Falco APS, Pinho MS, Marques PO, Mater. Res., 14, 466 (2011)
- Cruz-Silva P, Romero-Garcia J, Angulo-Sanchez JL, Ledezma-Perez A, Arias-Marin E, Moggio I, Flores-Loyola E, Eur. Polym. J., 41, 1129 (2005)
- Akita M, Tsutsumi D, Kobayashi M, Kise H, Biosci. Biotechnol. Biochem., 65, 1581 (2001)
- Milton AJ, Monkman AP, J. Phys. D-Appl. Phys., 26, 1468 (1993)
- Srivastava A, Singh V, Dhand C, Kaur M, Singh T, Witte K, Scherer UW, Sensors, 6, 262 (2006)
- Xu F, Zheng G, Wu D, Liang Y, Li Z, Fu R, Phys. Chem. Chem. Phys., 12, 3270 (2010)
- Louarn G, Lapkowski M, Quillard S, Pron A, Buisson JP, Lefrant S, J. Phys. Chem., 100(17), 6998 (1996)
- Tang J, Jing X, Wang B, Wang F, Synth. Met., 24, 231 (1988)
- Lim CH, Yoo YJ, Process Biochem., 36(3), 233 (2000)
- Butoi B, Groza A, Dinca P, Balan A, Barna V, Polymers, 9, 732 (2017)
- Yin C, Gao L, Zhou F, Duan G, Polymers, 9, 544 (2017)
- Caramyshev AV, Evtushenko EG, Ivanov VF, Barcel AR, Roig MG, Shnyrov VL, van Huystee RB, Kurochkin IN, Vorobiev AK, Sakharov IY, Biomacromolecules, 6(3), 1360 (2005)
- Nicell JA, Bewtra JK, Biswas N, Pierre CCS, Taylor KE, Can. J. Civ. Eng., 20, 725 (1993)
- Kovacs JM, Mant CT, Hodges RS, Biopolymers, 84, 283 (2006)
- Chao Y, Fu D, J. Biol. Chem., 279, 17173 (2004)
- Khan KK, Mondal MS, Padhy L, Mitra S, Eur. J. Biochem., 257, 547 (1998)
- Bruice TC, Zipplies MF, Lee WA, Proc. Natl. Acad. Sci. U. S. A., 83, 4646 (1986)
- Nabid MR, Zamiraei Z, Sedghi R, Safari N, React. Funct. Polym., 69(5), 319 (2009)
- Wang S, Fang H, Wen Y, Cai M, Liu W, He S, Xu X, RSC Adv., 5, 57286 (2015)
- Pina DG, Shnyrova AV, Gavilanes F, Rodriguez A, Leal F, Roig MG, Sakharov IY, Zhadan GG, Villar E, Shnyrov VL, FEBS J., 268, 120 (2001)
- Li C, Zhou L, Wang C, Liu X, Liao K, RSC Adv., 5, 41994 (2015)
- Kim YJ, Uyama H, Kobayashi S, Macromolecules, 36(14), 5058 (2003)
- Kim YJ, Uyama H, Kobayashi S, Polym. J., 36, 992 (2004)