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New stimuli-responsive polymers derived from morpholine and pyrrolidine

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Abstract

The preparation of three new ionizable monomers: N-ethyl morpholine metacrylate (EMM), N-ethyl morpholine methacrylamide (EMA) and N-ethyl pyrrolidine metacrylamide (EPA) and their respective homopolymers poly-EMM, poly-EMA and poly-EPA prepared by radical polymerization in solution, is described. The systems have been characterized by NMR and FTIR spectroscopic techniques, determined their glass transition temperatures by DSC and their respective pKs. Moreover, crosslinked samples were prepared by bulk polymerization using N,N-methylene bisacrylamide (BAam) and the trifunctional 1,3,5-triacryloylhexa-hydro-1,3,5-triazine (135-T) as crosslinkers. The studies of swelling kinetics were carried out in different pH buffer solutions (2, 7.4 and 10) in a thermostatic bath at 37 °C showing hydration degrees that go from 2,600% to about 200% depending on the pH and on the crosslinker used. The systems seem to be suitable for the preparation of smart hydrogels for drug delivery and Tissue Engineering.

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Acknowledgements

Financial support from EU project SURFACET, the NoE, EXPERTISSUES, the CICYT project MAT 2004-01654 and the Fundación Domingo Martínez are acknowledged. D. Velasco thanks the grant I3P from the CSIC.

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Authors and Affiliations

  1. Department of Biomaterials, Institute of Polymer Science and Technology, CSIC, Juan de la Cierva 3, 28006, Madrid, Spain

    Diego Velasco, Carlos Elvira & Julio San Román

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  1. Diego Velasco
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  2. Carlos Elvira
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  3. Julio San Román
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Correspondence to Julio San Román.

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Velasco, D., Elvira, C. & San Román, J. New stimuli-responsive polymers derived from morpholine and pyrrolidine. J Mater Sci: Mater Med 19, 1453–1458 (2008). https://doi.org/10.1007/s10856-007-3315-z

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  • DOI: https://doi.org/10.1007/s10856-007-3315-z

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