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Cationic Ring Opening polymerization of ε-caprolactam by a Montmorillonite Clay Catalyst

Laboratoire de chimie des polymères, Département de Chimie, Faculté des Sciences, Université d’Oran, BP 1524 El’Menouer Oran 31000, Algeria

Received: 3 Oct 2013; Revised: 28 Feb 2014; Accepted: 1 Mar 2014; Available online: 12 Mar 2014; Published: 30 Apr 2014.
Editor(s): Istadi Istadi
Open Access Copyright (c) 2014 by Authors, Published by BCREC Group
Creative Commons License This work is licensed under a Creative Commons Attribution-ShareAlike 4.0 International License.
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Abstract
The ring opening bulk polymerization of ε-caprolactam catalyzed by Maghnite-H+ was reported. Maghnite-H+ is a montmorillonite silicate sheet clay was prepared through a straight forward proton exchange process. The effect of the amount of catalyst, and temperature was studied. Increasing Maghnite-H+ proportion and temperature produced the increase in ε-caprolactam conversion. The kinetics indicated that the polymerization rate is first order with respect to monomer concentration. Mechanism studies showed that monomer inserted into the growing chains with the acyl–oxygen bond scission rather than the break of alkyl–oxygen bond. © 2014 by Authors, Published by BCREC Group. This is an open access article under the CC BY-SA License (https://creativecommons.org/licenses/by-sa/4.0)
Keywords: Maghnite-H+, Montmorillonite; ε-Caprolactam; Ring opening polymerization

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  1. Zimmerman, J., Mark, H.F., Bikales, N.M. (1988). In: Encyclopedia of Polymer Science and Engineering, vol. 6: Wiley: 802–839, New York
  2. Bergshoef, M.M., Vancso, G.J. (1999). Transparent Nanocomposites with Ultrathin, Electrospun Nylon-4,6 Fiber Reinforcement. Advanced Materials. 11: 1362–1365
  3. Zhi, Y.W., Wei, X., Jin K.X., Yao, C.L., Qian, X.W., Wei, J.X. (2008). Flame retardant polyamide 6 by in situ polymerization of ɛcaprolactam in the presence of melamine derivatives. Chinese Chemical Letters, 19: 241-244
  4. Kudva, R. A., Keskkula, H., Paul, D. R. (2000). Properties of Compatibilized Nylon 6/ABS Blends: Part 1: Effect of ABS Type. Polymer, 41: 225-237
  5. Kohan, M.I. (Editor) (1995). Nylon plastics hand book. New York: Hanser
  6. Van Der Want, G. M., Kruissink, CH.A. (1959). A non-hydrolytic polymerization of ϵ-caprolactam. The polymerization initiated by hydrogen chloride. Journal of Polymer Science. 35: 119-138
  7. Doubrovszky, S., Geleji, F. (1965). The International Symposium. Preprint P 336. Schlack, P. (1965). Chemiefasern, 15: 64
  8. Mattiussi, A., Gechele, G.B. (1965). Molecular weight distribution in hydrolytic polycaprolactam. European Polymer Journal. 1: 147
  9. Stea, G., Gechele, G.B. (1965). Molecular weight distribution in anionic polycaprolactam. European Polymer Journal. 1: 213-225
  10. Burnett, G.M., Hay, J.N., McArthur, A.J. (1966). Paper read at the Symposium on the Chemistry of Polymerization Process, London. S.C.I. Monograph No. 20
  11. Geleji, F., Szafner, A., Holly, Z., Szollar, L. (1960). International Symposium on Macromolecular Chemistry, 487. Moscow
  12. Geleji, F., Szafner, A. (1962). On the mechanism of polymerization of caprolactam catalyzed by phosphoric acid. II. Journal of Polymer Science. 58: 955-975
  13. Geleji, F., Szafner, A., Holly, Z. (1963). Chemifaser Symposium, 273. Berlin
  14. Reinisch, G., Gohlke, U. (1968). TextilTechn, 19: 87
  15. Reinisch, G., Gohlke, U. (1972). Textiltechn, 23: 415
  16. Mizerovskh, L.N., Silant’eva, V.G., Paikachev, Y.S., Bykov, A.N. (1976). Vysokomol. Soyed. 5: 1082-1088
  17. Gechele, G.B., Stea, G., Manescalchi, F. (1968). Cationic polymerization of caprolactam. European Polymer Journal, 4: 505-513
  18. Harrane, A., Meghabar, R., Belbachir, M. (2002). A Protons Exchanged Montmorillonite Clay as an Efficient Catalyst for the Reaction of Isobutylene Polymerization. International Journal of Molecular Sciences. 3: 790-800
  19. Ferrahi, M.I., Belbachir, M. (2003). Polycondensation of Tetrahydrofuran with Phthalic Anhydride Induced By a Proton Exchanged Montmorillonite Clay. International Journal of Molecular Sciences. 4: 312-325
  20. Brown, D.R., Carpathica, G. (1994). Clays as catalyst and reagent supports. Geologica Carpathica Ser. Clays, 45: 45-56
  21. Laszlo, P. (1987). Preparative Chemistry Using Supported Reagents, Academic Press, San Diego
  22. Belbachir, M., Bensaoula, A. (2001). US Pa-tent. No 6, 274,527B1
  23. Wiloth, F. (1958). Makromolek. Chem, 27: 37
  24. Ballantine, J.A., Davies, M., Purnell, H. Rayanakorn, M., Thomas, J.M., Williams K.J. (1981). J. C. S. Chem. Commun., 427
  25. Hojabri, F. (1971). Gas-phase catalytic alkylation of aromatic hydrocarbons. Journal of Applied Chemistry and Biotechnology. 21: 87-89
  26. Iwamoto, R., Murase, H. (2003). Infrared spectroscopic study of the interactions of nylon-6 with water. Journal of Polymer Science Part B: Polymer Physics. 41: 1722–1729
  27. Jianxin, T., Nongyue, H., Libo, N., Pengfeng, X., Hong, C. (2004). Hydrolysis of microporous polyamide-6 membranes as substrate for in situ synthesis of oligonucleotides. Surface Science, 550: 26–34
  28. Harrane, A., Meghabar, R., Belbachir, M. (2006). Kinetics of the ring opening polymerization of ε-caprolactone catalysed by a proton exchanged montmorillonite clay. Reactive & Functional Polymers, 66: 1696–1702
  29. Odian, G. (1994). La Polymerisation: principes et Applications, Ed. Technica, 222–226. New York
  30. Zhong, Z.H., Ankone, M.J., Dijkstra, P.J., Birg, C., Feijenl, M.W. (2001). Calcium methoxide initiated ring-opening polymerization of ε-caprolactone and L-lactide. Polymer Bulletin, 46: 51-57
  31. Deshayes, G., Mercier, F.A., Degee, P., Verbruggen, I., Biesemans, M., Willem, R., Du-bois, P. (2003). Mechanistic Study of Bu2SnCl2-Mediated Ring-Opening Polymerization of ε-Caprolactone by Multinuclear NMR Spectroscopy. Chemistry A European Journal. 9: 4346-4352
  32. Luo, Y., Yao, Y., Shen, Q., Sun, J., Weng, L. (2002). Synthesis, characterization of homoleptic lanthanide amidinate complexes and their catalytic activity for the ring-opening polymerization of ε-caprolactone. Journal of Organometallic Chemistry, 662: 144-149
  33. Deshayes, G., Delcourt, C., Verbruggen, I., Trouillet-Fonti, L., Touraud, F., Fleury, E., Degée, P., Destarac, M., Willem, R., Dubois, P. (2008). Activation of the hydrolytic polymerization of ε-caprolactam by ester functions: Straightforward route to aliphatic polyesteramides. Reactive & Functional Polymers, 68: 1392–1407
  34. Davis, R.D., Jarrett, W.L., Mathias, L.J. (2001). Solution 13C NMR spectroscopy of polyamide homopolymers (nylons 6, 11, 12, 66, 69, 610 and 612) and several commercial co-polymers. Polymer, 42: 2621–2626
  35. Rick, D.D., Jeffery, W.G., David, L.V., (2003). Processing degradation of polyamide 6/ montmorillonite clay nanocomposites and clay organic modifier. Polymer Degradation and Stability, 79: 111-1121

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