TY - JOUR
T1 - Crosslinking of electrospun fibres from unsaturated polyesters by bis-triazolinediones (TAD)
AU - Chiaradia, Viviane
AU - Hanay, Saltuk B.
AU - KIMMINS, SCOTT DAVID
AU - de Oliveira, Débora
AU - Araújo, Pedro H.H.
AU - Sayer, Claudia
AU - Heise, Andreas
N1 - Funding Information:
This research received funding by Science Foundation Ireland (SFI), grant number 13/IA/1840. The APC was funded by Science Foundation Ireland, grant number 07/IN1/B1792. V.C., D.O., P.H.H.A. and C.S. received funding from CAPES (Coordena??o de Aperfei?oamento de Pessoal de N?vel Superior) PDSE 2016, grant number 88881.135318/2016-01 and CNPq (Conselho Nacional de Desenvolvimento Cient?fico e Tecnol?gico).
Funding Information:
Funding: This research received funding by Science Foundation Ireland (SFI), grant number 13/IA/1840. The APC was funded by Science Foundation Ireland, grant number 07/IN1/B1792. V.C., D.O., P.H.H.A. and C.S. received funding from CAPES (Coordenação de Aperfeiçoamento de Pessoal de Nível Superior) PDSE 2016, grant number 88881.135318/2016-01 and CNPq (Conselho Nacional de Desenvolvimento Científico e Tecnológico).
Publisher Copyright:
© 2019 by the authors.
Copyright:
Copyright 2019 Elsevier B.V., All rights reserved.
PY - 2019/11/1
Y1 - 2019/11/1
N2 - Crosslinking of an unsaturated aliphatic polyester poly(globalide) (PGl) by bistriazolinediones (bisTADs) is reported. First, a monofunctional model compound, phenyl-TAD (PTAD), was tested for PGl functionalisation. 1H-NMR showed that PTAD-ene reaction was highly efficient with conversions up to 97%. Subsequently, hexamethylene bisTAD (HM-bisTAD) and methylene diphenyl bisTAD (MDP-bisTAD) were used to crosslink electrospun PGl fibres via oneand two-step approaches. In the one-step approach, PGl fibres were collected in a bisTAD solution for in situ crosslinking, which resulted in incomplete crosslinking. In the two-step approach, a light crosslinking of fibres was first achieved in a PGl non-solvent. Subsequent incubation in a fibre swelling bisTAD solution resulted in fully amorphous crosslinked fibres. SEM analysis revealed that the fibres' morphology was uncompromised by the crosslinking. A significant increase of tensile strength from 0.3 ± 0.08 MPa to 2.7 ± 0.8 MPa and 3.9 ± 0.5 MPa was observed when PGI fibres were crosslinked by HM-bisTAD and MDP-bisTAD, respectively. The reported methodology allows the design of electrospun fibres from biocompatible polyesters and the modulation of their mechanical and thermal properties. It also opens future opportunities for drug delivery applications by selected drug loading.
AB - Crosslinking of an unsaturated aliphatic polyester poly(globalide) (PGl) by bistriazolinediones (bisTADs) is reported. First, a monofunctional model compound, phenyl-TAD (PTAD), was tested for PGl functionalisation. 1H-NMR showed that PTAD-ene reaction was highly efficient with conversions up to 97%. Subsequently, hexamethylene bisTAD (HM-bisTAD) and methylene diphenyl bisTAD (MDP-bisTAD) were used to crosslink electrospun PGl fibres via oneand two-step approaches. In the one-step approach, PGl fibres were collected in a bisTAD solution for in situ crosslinking, which resulted in incomplete crosslinking. In the two-step approach, a light crosslinking of fibres was first achieved in a PGl non-solvent. Subsequent incubation in a fibre swelling bisTAD solution resulted in fully amorphous crosslinked fibres. SEM analysis revealed that the fibres' morphology was uncompromised by the crosslinking. A significant increase of tensile strength from 0.3 ± 0.08 MPa to 2.7 ± 0.8 MPa and 3.9 ± 0.5 MPa was observed when PGI fibres were crosslinked by HM-bisTAD and MDP-bisTAD, respectively. The reported methodology allows the design of electrospun fibres from biocompatible polyesters and the modulation of their mechanical and thermal properties. It also opens future opportunities for drug delivery applications by selected drug loading.
KW - 3 October 2019
KW - Accepted: 29 October 2019
KW - Published: 4 November 2019
UR - http://www.scopus.com/inward/record.url?scp=85075560166&partnerID=8YFLogxK
U2 - 10.3390/polym11111808
DO - 10.3390/polym11111808
M3 - Article
AN - SCOPUS:85075560166
VL - 11
JO - Polymers
JF - Polymers
SN - 2073-4360
IS - 11
M1 - 1808
ER -