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

Published online by Cambridge University Press:  17 April 2018

João M.C. Santos ,
Diana R.S. Travassos ,
Paula Ferreira ,
Dina S. Marques ,
Maria H. Gil ,
Sónia P. Miguel ,
Maximiano P. Ribeiro ,
Ilidio J. Correia  and
Cristina M.S.G. Baptista Open the ORCID record for Cristina M.S.G. Baptista [Opens in a new window]
João M.C. Santos
Affiliation:
CIEPQPF, Department of Chemical Engineering, University of Coimbra, Coimbra P-3030 790, Portugal
Diana R.S. Travassos
Affiliation:
CIEPQPF, Department of Chemical Engineering, University of Coimbra, Coimbra P-3030 790, Portugal
Paula Ferreira
Affiliation:
CIEPQPF, Department of Chemical Engineering, University of Coimbra, Coimbra P-3030 790, Portugal
Dina S. Marques
Affiliation:
CIEPQPF, Department of Chemical Engineering, University of Coimbra, Coimbra P-3030 790, Portugal
Maria H. Gil
Affiliation:
CIEPQPF, Department of Chemical Engineering, University of Coimbra, Coimbra P-3030 790, Portugal
Sónia P. Miguel
Affiliation:
CICS-UBI, Health Sciences Research Center, University of Beira Interior, Covilhã P-6200 506, Portugal
Maximiano P. Ribeiro
Affiliation:
CICS-UBI, Health Sciences Research Center, University of Beira Interior, Covilhã P-6200 506, Portugal; and UDI-IPG-Research Unit for Inland Development, Polytechnic Institute of Guarda, Guarda P-6300 559, Portugal
Ilidio J. Correia
Affiliation:
CICS-UBI, Health Sciences Research Center, University of Beira Interior, Covilhã P-6200 506, Portugal
Cristina M.S.G. Baptista*
Affiliation:
CIEPQPF, Department of Chemical Engineering, University of Coimbra, Coimbra P-3030 790, Portugal
*
a)Address all correspondence to this author. e-mail: [email protected]
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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.

Keywords

L-lactic acidfunctional biomaterialbiocompatibility
Type
Article
Information
Journal of Materials Research , Volume 33 , Issue 10 , 28 May 2018 , pp. 1463 - 1474
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Copyright
Copyright © Materials Research Society 2018 

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