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Engineering star-shaped lactic acid oligomers to develop novel functional adhesives

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Abstract

Direct polycondensation of L-lactic acid with a comonomer allows tailoring the properties of the product from the very first step. The viscous L-lactic acid co-oligomers with star-shaped architectures obtained were modified with three different acrylate monomers. Regardless the functionalization agent, UV curing was fast and all materials were cell compatible and promoted cell adhesion. The physical properties of the three star-shaped films exhibited a consistent trend as swelling capacity, hydrolytic instability, and gel content decreased simultaneously. A higher network density increased crosslinking degree and gel content among the films with an isocyanate group. The methacrylic end group functionalized material, lowest molecular weight, consistently exhibited the higher hydrolytic instability. Comparison of physical properties of these films with the corresponding linear materials reported previously confirmed the influence of precursor molecular architecture on the final material. The methodology developed herein is prone to scale-up and lead to the industrial production of new bioadhesives.

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ACKNOWLEDGMENTS

The financial support from FCT for Grant No. SFRH/BD/42245/2007 and SFRH/BPD/86338/2012 is gratefully acknowledged. Sónia P. Miguel acknowledges a Ph.D. fellowship from FCT (SFRH/BD/109563/2015). The authors would also like to thank 73100, Lda. for the financial support.

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Authors and Affiliations

  1. CIEPQPF, Department of Chemical Engineering, University of Coimbra, Coimbra, P-3030 790, Portugal

    João M. C. Santos, Diana R. S. Travassos, Paula Ferreira, Dina S. Marques, Maria H. Gil & Cristina M. S. G. Baptista

  2. CICS-UBI, Health Sciences Research Center, University of Beira Interior, Covilhã, P-6200 506, Portugal

    Sónia P. Miguel, Maximiano P. Ribeiro & Ilidio J. Correia

  3. UDI-IPG-Research Unit for Inland Development, Polytechnic Institute of Guarda, Guarda, P-6300 559, Portugal

    Maximiano P. Ribeiro

Authors
  1. João M. C. Santos
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  2. Diana R. S. Travassos
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  3. Paula Ferreira
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  4. Dina S. Marques
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  5. Maria H. Gil
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  6. Sónia P. Miguel
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  7. Maximiano P. Ribeiro
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  8. Ilidio J. Correia
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  9. Cristina M. S. G. Baptista
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Correspondence to Cristina M. S. G. Baptista.

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Santos, J.M.C., Travassos, D.R.S., Ferreira, P. et al. Engineering star-shaped lactic acid oligomers to develop novel functional adhesives. Journal of Materials Research 33, 1463–1474 (2018). https://doi.org/10.1557/jmr.2018.73

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