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Novel Benzidine and o-Phenylenediamine Copolymer–Matrix Microcomposites

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Abstract

Poly(benzidine-co-o-phenylenediamine)/bentonite composites were fabricated utilizing several bentonite percentages by a facile oxidative copolymerization. The composites were clarified by means of FT-IR and UV–Vis absorption spectra of both poly(benzidine-co-o-phenylenediamine) emeraldine base, and poly(benzidine-co-o-phenylenediamine)/bentonite composite. The conjunction of o-phenylenediamine monomer with polybenzidine skeleton in the existence of bentonite was proven. TGA analyses under non-oxidative condition were studied. Moreover, at different magnifications, SEM of bentonite composite was examined having micrometric particle sizes in the range of 0.24–0.80 μm. A comparison of XRD patterns of the synthesized polymer and composite was discussed.

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References

  1. A. Okada, M. Kawasumi, A. Usuki, Y. Kojima, T. Kurauchi, O. Kamigaito, Nylon 6-clay hybrid. Mater. Res. Soc. Symp. Proc. 171, 45–50 (1990)

    Article  CAS  Google Scholar 

  2. A. Usuki, M. Kawasumi, Y. Kojima, A. Okada, T. Kurauchi, O. Kamigaito, Swelling behavior of montmorillonite cation exchanged for ω-amino acids by ε-caprolactam. J. Mater. Res. 8, 1174–1178 (1993)

    Article  CAS  Google Scholar 

  3. T.D. Fornes, P.J. Yoon, H. Keskkula, D.R. Paul, Nylon 6 nanocomposites: the effect of matrix molecular weight. Polymer 42, 9929–9940 (2001)

    Article  CAS  Google Scholar 

  4. A. Okada, Y. Fukushima, M. Kawasumi, S. Inagaki, A. Usuki, S. Sugiyama, T. Kurauchi, O. Kamigatio, Composite material and its preparation, (assigned to Toyota Motor Co., Japan). United States Patent No. 4,739,007 (1987)

  5. R.A. Vaia, H. Ishii, E.P. Giannelis, Synthesis and properties of two-dimensional nanostructures by direct intercalation of polymer melts in layered silicates. Chem. Mater. 5, 1694–1696 (1993)

    Article  CAS  Google Scholar 

  6. V. Mehrotra, E.P. Giannelis, Conductingmolecularmultilayers: intercalation of conjugated polymers in layered media. Mater. Res. Soc.Symp. Proc. 171, 39–44 (1990)

    Article  CAS  Google Scholar 

  7. S. Pavlidou, C.D. Papaspyrides, A review on polymer-layered silicate nanocompopsites. Prog. Polym. Sci. 32, 1119–1198 (2008)

    Article  Google Scholar 

  8. S.S. Ray, A new possibility for microstructural investigation of clay-based polymer nanocomposite by focused ion beam tomography. Polymer 51, 3966–3970 (2010)

    Article  CAS  Google Scholar 

  9. A.S. Al-Hussaini, K.R. Eltabie, M.E.E. Rashad, One-pot modern fabrication and characterization of TiO2@terpoly(aniline, anthranilic acid and o-phenylenediamine) core-shell nanocomposites via polycondensation. Polymer 101, 328–337 (2016)

    Article  CAS  Google Scholar 

  10. M.S. Zoromba, A.A.M. Belal, A.S. Al-Hussaini, From copolymer precursor to metal oxides nanoparticles: synthesis and characterization of doped copper and cobalt copolymer via in situ and ex situ copolymerization. J. Macromol. Sci. A 52(5), 394–400 (2015)

    Article  CAS  Google Scholar 

  11. A.S. Al-Hussaini, A.M. Elias, M.A. Abd El-Ghaffar, New poly(aniline-co-o-phenylenediamine)/kaolinite microcomposites for water decontamination. J. Polym. Environ. 25, 35–45 (2017)

    Article  CAS  Google Scholar 

  12. A.S. Al-Hussaini, New polymeric based materials: terpoly(aniline, diphenyl amine, and o-anthranilic acid)/kaolinite composites. Polym. Adv. Technol. 27, 1604–1608 (2016)

    Article  CAS  Google Scholar 

  13. A.S. Al-Hussaini, Inexpensive fabrication and characterization of crystalline poly(o-anthranilic acid-co-o-phenylenediamine) emeraldine base/bentonite nanocomposites. Polym. Plast. Technol. Eng. 55(13), 1386–1392 (2016)

    Article  CAS  Google Scholar 

  14. A.S. Al-Hussaini, Modified non-conventional synthesis of new terpoly(aniline, o-anthranilic acid and o-phenylenediamine)/bentonite composites. Polym. Plast. Technol. Eng. 54(1), 61–67 (2015)

    Article  CAS  Google Scholar 

  15. A.S. Al-Hussaini, W. Eldars, Non-conventional synthesis and antibacterial activity of poly(aniline-co-o-phenylenediamine)/bentonite nanocomposites. Des. Monomers Polym. 17(5), 458–465 (2014)

    Article  CAS  Google Scholar 

  16. A.S. Al-Hussaini, M. Zoromba, Sh., New crystalline aniline and o-anthranilic acid copolymer/kaolinite composites. Polym. Plast. Technol. Eng. 53, 1021–1027 (2014)

    Article  CAS  Google Scholar 

  17. A.S. Al-Hussaini, In situ oxidative copolymerization and characterization of new poly(benzidine-co-o-phenylenediamine)/kaolinite microcomposites. Polym. Sci. Ser. B 59(3), 372–378 (2017)

    Article  CAS  Google Scholar 

  18. B.C. Roy, M.D. Gupta, J.K. Ray, Studies on conducting polymers. 1. Aniline-Initiated polymerization of nitroanilines. Macromolecules 28, 1727–1732 (1995)

    Article  CAS  Google Scholar 

  19. E.M. Genies, P. Noel, Oxidation of 2,5-dimethylaniline in NH4F, 2.35 HF medium characteristics of the resulting conducting polymer. J. Electroanal. Chem. 296, 473–490 (1990)

    Article  CAS  Google Scholar 

  20. D.C. Trivedi, H.S. Nalwa, in Organic Conductive Molecules Polymers, 2nd edn. Wiley, New York, 1997), p. 537

    Google Scholar 

  21. A.S. Al-Hussaini, W. Eldars, Cheap synthesis, characterization and antibacterial efficacy of new copoly(o-nitroaniline-co-o-phenylenediamine) emeraldine base/bentonite composites. Inorg. Organomet. Polym. Mater. 26(3), 691–701 (2016)

    Article  CAS  Google Scholar 

  22. Zoromba, M. Sh.; Al-Hussaini, A. S., Terpolymers as precursors for CuO nanoparticles synthesis. J. Appl. Polym. Sci. 131(23), 12333–12338 (2014).

    Article  Google Scholar 

  23. L.W. Shackelette, J.F. Wolf, S. Gould, R.H. Baughman, Structure and properties of polyaniline as modeled by single-crystal oligomers. J. Chem. Phys. 88, 3955–3961 (1988)

    Article  Google Scholar 

  24. Challier, T.; Slade, R. C. T., Nanocomposite materials: polyaniline-intercalated layered double hydroxides. J. Mat. Chem. 4, 367–372 (1994).

    Article  CAS  Google Scholar 

  25. A. Mostafaei, F. Nasirpouri, Epoxy/polyaniline-ZnO nanorods hybrid nanocomposite coatings: synthesis, characterization and corrosion protection performance of conducting paints. Prog. Org. Coat. 77, 146–159 (2014)

    Article  CAS  Google Scholar 

  26. A.B. Dehkordi, J. Moghaddam, A. Mostafaei, An optimization study on the leaching of zinc cathode melting furnace slag in ammonium chloride by Taguchi design and synthesis of ZnO nanorods via precipitation methods. Mater. Res. Bull. 48, 4235–4247 (2013)

    Article  Google Scholar 

  27. A. Muslim, D. Malik, A.A. Rexit, Effects of monomer concentration on the structure and properties of polybenzidine micro rods. Polym. Sci. Ser. B 54, 518–524 (2012)

    Article  CAS  Google Scholar 

  28. U. Bogdanovic, V.V. Vodnik, S.P. Ahrenkiel, M. Stoiljkovic, G. Ciric-Marjanovic, J.M. Nedeljkovic, Interfacial synthesis and characterization of gold/polyaniline nanocomposites. Synth. Methods 195, 122–131 (2014)

    Article  CAS  Google Scholar 

  29. M.N. Kumar, M. Nagabhooshanam, M. Anand Rao, M. Bhagvanth Rao, Preparation and characterization of doped polybenzidine. Cryst. Res. Technol. 36, 309–317 (2001)

    Article  CAS  Google Scholar 

  30. E. Ekinci, M. Ozden, M.H. Turkdemir, E. Karagözler, Preparation and properties of polybenzidine film-coated electrode as an H2O2 selective polymeric material. J. Appl. Polym. Sci. 70, 2227–2234 (1998)

    Article  CAS  Google Scholar 

  31. F. D’Eramo, A.H. Arevalo, J.J. Silber, L. Sereno, Preparation and electrochemical behavior of conducting films obtained by electropolymerization of benzidine in aqueous media. J. Electroanal. Chem. 382, 85–95 (1995)

    Article  Google Scholar 

  32. F. D’Eramo, J.J. Silber, A.H. Arevalo, L. Sereno, Electrochemical detection of silver ions and the study of metal-polymer interactions on a polybenzidine film electrode. J. Electroanal. Chem. 494, 60–68 (2000)

    Article  Google Scholar 

  33. D. Posadas, M.J. Rodriguez Presa, M.I. Florit, Apparent formal redox potential distribution in electroactive arylamine-derived polymers. Electrochim. Acta 46, 4075–4081 (2001)

    Article  CAS  Google Scholar 

  34. X. Lu, W. Zhang, C. Wang, One-dimensional conducting polymer nanocomposites: synthesis, properties and applications. Prog. Polym. Sci. 36, 671–712 (2011)

    Article  CAS  Google Scholar 

  35. A. Bekhoukh, A. Zehhaf, A. Benyoucef, S. Bousalem, M. Belbachir, nanoparticules mass effect of ZnO on the properties of poly(4-chloroaniline)/zinc oxide nanocomposites. Inorg. Organomet. Polym. Mater. 27, 13–20 (2017)

    Article  CAS  Google Scholar 

  36. C. Paluszkiewicz, M. Holtzer, A. Bobrowski, FTIR analysis of bentonite in moulding sands. J. Mol. Struct. 880, 109–114 (2008)

    Article  CAS  Google Scholar 

  37. P. Savitha, D.N. Sathyanarayana, Synthesis and characterization of soluble conducting poly(o-/m-toluidine-co-o-nitroaniline). Synth. Methods 145, 113 (2004)

    Article  CAS  Google Scholar 

  38. A.J. Epstein, J.M. Ginder, F. Zuo, W.R. Bigelow, W.S. Woo, D.B. Tanner, A.F. Ritcher, W.S. Huang, A.G. MacDiarmid, Insulator-to-metal transition in polyaniline. Synth. Methods 18, 303–309 (1987)

    Article  CAS  Google Scholar 

  39. S. Stafstrom, J.L. Bredas, A.J. Epstein, H.S. Woo, D.B. Tanner, W.S. Huang, A.G. MacDiarmid, Polaron lattice in highly conducting polyaniline: theoretical and optical studies. Phys. Rev. Lett. 59, 1464–1467 (1987)

    Article  CAS  Google Scholar 

  40. I. Radja, H. Djelad, E. Morallon, A. Benyoucef, Characterization and electrochemical properties of conducting nanocomposites synthesized from p-anisidine and aniline with titanium carbide by chemical oxidative method. Synth. Methods 202, 25–32 (2015)

    Article  CAS  Google Scholar 

  41. A. Ray, A.G. MacDiarmid, J.M. Ginder, A.J. Epstein, Optical studies of polyanilines: effect of alkyl ring substitution and solvent environment. Mater. Res. Soc. Symp. Proc. 173, 353–357 (1990)

    CAS  Google Scholar 

  42. F. Chouli, I. Radja, E. Morallon, A. Benyoucef, A novel conducting nanocomposite obtained by p-anisidine and aniline with titanium(IV) oxide nanoparticles: synthesis, characterization, and electrochemical properties. Polym. Compos. 38, E254–E260 (2017)

    Article  CAS  Google Scholar 

  43. A.S. Al-Hussaini, Synthesis and characterization of new thermally stable polymers as new high-performance engineering plastics. High Perform. Polym. 26(2), 166–174 (2014)

    Article  Google Scholar 

  44. A.S. Al-Hussaini, M. Klapper, T. Pakula, K. Müllen, Poly(imino ketone)s as new high-performance polymers. Macromolecules 37(22), 8269–8277 (2004)

    Article  CAS  Google Scholar 

  45. P. Carty, in Polymeric Materials Encyclopedia, ed. by J.C. Salamone (CRC, New York, 1996), p. 2422

    Google Scholar 

  46. S. Madakbaş, Z. Türk, F. Şen, M.V. Kahraman, Thermal and morphological properties of organo modified nanoclay/polyethylene terephthalate composites. Inorg. Organomet. Polym. Mater. 27, 31–36 (2017)

    Article  Google Scholar 

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Al-Hussaini, A.S. Novel Benzidine and o-Phenylenediamine Copolymer–Matrix Microcomposites. J Inorg Organomet Polym 28, 871–879 (2018). https://doi.org/10.1007/s10904-017-0777-4

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