Hybrid polymer networks of carbene and thiol ene

Thiol/ene-based resorbable elastomers display tough elongation but lack adhesion to soft tissues. Carbene-based bioadhesives (e.g. CaproGlu) allow soft tissue adhesion, but the covalent crosslinks limit extensibility after photoactivation. Herein thiol/ene resorbable elastomers are combined with a c...

Full description

Bibliographic Details
Main Authors: Djordjevic, Ivan, Wicaksono, Gautama, Singh, Juhi, Singh, Manisha, Ellis, Elizabeth G., Alraddadi, Maher A, Dove, Andrew P., Steele, Terry W. J.
Other Authors: School of Materials Science and Engineering
Format: Journal Article
Language:English
Published: 2022
Subjects:
Online Access:https://hdl.handle.net/10356/162855
_version_ 1826114051834380288
author Djordjevic, Ivan
Wicaksono, Gautama
Singh, Juhi
Singh, Manisha
Ellis, Elizabeth G.
Alraddadi, Maher A
Dove, Andrew P.
Steele, Terry W. J.
author2 School of Materials Science and Engineering
author_facet School of Materials Science and Engineering
Djordjevic, Ivan
Wicaksono, Gautama
Singh, Juhi
Singh, Manisha
Ellis, Elizabeth G.
Alraddadi, Maher A
Dove, Andrew P.
Steele, Terry W. J.
author_sort Djordjevic, Ivan
collection NTU
description Thiol/ene-based resorbable elastomers display tough elongation but lack adhesion to soft tissues. Carbene-based bioadhesives (e.g. CaproGlu) allow soft tissue adhesion, but the covalent crosslinks limit extensibility after photoactivation. Herein thiol/ene resorbable elastomers are combined with a carbene bioadhesive into a 3-component hybrid network by exploiting tunable photoactivation of each macromolecule independently or simultaneously. Dual crosslinking was monitored by photorheometry, where 405 nm initiates formation of a thiol/ene elastomeric network, followed by 365 nm activation of diazirine-grafted polycaprolactone tetrol (CaproGlu). Dynamic shear moduli, gelation point, elongation at break, and lap shear stress of the hybrid polymer network are evaluated with respect to absorbed light energy dose. Surface-exposed unreacted CaproGlu enables adhesion of the hybrid network to various substrates, as well as intermolecular crosslinking within the transparent matrix. The network morphology and functional group conversion is evaluated through scanning electron microscopy and infrared spectroscopy, respectively. For the first time, we demonstrate hybrid thiol/ene/diazirine double sided bioadhesives with tunable dynamic moduli in the range of 10–800 kPa and 160 kPa lap-shear adhesion strength.
first_indexed 2024-10-01T03:33:12Z
format Journal Article
id ntu-10356/162855
institution Nanyang Technological University
language English
last_indexed 2024-10-01T03:33:12Z
publishDate 2022
record_format dspace
spelling ntu-10356/1628552023-03-05T16:28:31Z Hybrid polymer networks of carbene and thiol ene Djordjevic, Ivan Wicaksono, Gautama Singh, Juhi Singh, Manisha Ellis, Elizabeth G. Alraddadi, Maher A Dove, Andrew P. Steele, Terry W. J. School of Materials Science and Engineering School of Chemical and Biomedical Engineering Interdisciplinary Graduate School (IGS) NTU Institute for Health Technologies Engineering::Materials::Biomaterials Science::Chemistry::Organic chemistry::Polymers Hybrid Polymer Network Diazirine-Grafted Polycaprolactone Light Curing Crosslinked Elastomer Double Sided Adhesive. Thiol/ene-based resorbable elastomers display tough elongation but lack adhesion to soft tissues. Carbene-based bioadhesives (e.g. CaproGlu) allow soft tissue adhesion, but the covalent crosslinks limit extensibility after photoactivation. Herein thiol/ene resorbable elastomers are combined with a carbene bioadhesive into a 3-component hybrid network by exploiting tunable photoactivation of each macromolecule independently or simultaneously. Dual crosslinking was monitored by photorheometry, where 405 nm initiates formation of a thiol/ene elastomeric network, followed by 365 nm activation of diazirine-grafted polycaprolactone tetrol (CaproGlu). Dynamic shear moduli, gelation point, elongation at break, and lap shear stress of the hybrid polymer network are evaluated with respect to absorbed light energy dose. Surface-exposed unreacted CaproGlu enables adhesion of the hybrid network to various substrates, as well as intermolecular crosslinking within the transparent matrix. The network morphology and functional group conversion is evaluated through scanning electron microscopy and infrared spectroscopy, respectively. For the first time, we demonstrate hybrid thiol/ene/diazirine double sided bioadhesives with tunable dynamic moduli in the range of 10–800 kPa and 160 kPa lap-shear adhesion strength. Agency for Science, Technology and Research (A*STAR) Ministry of Education (MOE) Nanyang Technological University Submitted/Accepted version This work is funded by Institute of Advanced Studies Birmingham Visiting Fellowship, ‘Strong Elastomeric Bioadhesives Towards Tendon Repair’; Ministry of Education Tier 1 Grant RT07/20: Fiber-optic orthopaedic implants for bone-implant adhesion, Ministry of Education Tier 2 Grant (MOE2018-T2-2-114): CaproGlu, Double sided wet-tissue adhesives, NTUitive POC (Gap) Fund NGF/2018/05: Aesthetic Applications of CaproGlu Bioadhesives, and A*STAR IAF PP Grant (H19/01/ a0/0II9): CathoGlu Bioadhesives-preventing catheter extravasation and skin infections. 2022-11-11T02:26:28Z 2022-11-11T02:26:28Z 2022 Journal Article Djordjevic, I., Wicaksono, G., Singh, J., Singh, M., Ellis, E. G., Alraddadi, M. A., Dove, A. P. & Steele, T. W. J. (2022). Hybrid polymer networks of carbene and thiol ene. European Polymer Journal, 178, 111502-. https://dx.doi.org/10.1016/j.eurpolymj.2022.111502 0014-3057 https://hdl.handle.net/10356/162855 10.1016/j.eurpolymj.2022.111502 2-s2.0-85136136031 178 111502 en RT07/20 MOE2018-T2-2-114 NGF/2018/05 H19/01/ a0/0II9 European Polymer Journal © 2022 Elsevier Ltd. All rights reserved. This paper was published in European Polymer Journal and is made available with permission of Elsevier Ltd. application/pdf application/pdf
spellingShingle Engineering::Materials::Biomaterials
Science::Chemistry::Organic chemistry::Polymers
Hybrid Polymer Network
Diazirine-Grafted Polycaprolactone
Light Curing
Crosslinked Elastomer
Double Sided Adhesive.
Djordjevic, Ivan
Wicaksono, Gautama
Singh, Juhi
Singh, Manisha
Ellis, Elizabeth G.
Alraddadi, Maher A
Dove, Andrew P.
Steele, Terry W. J.
Hybrid polymer networks of carbene and thiol ene
title Hybrid polymer networks of carbene and thiol ene
title_full Hybrid polymer networks of carbene and thiol ene
title_fullStr Hybrid polymer networks of carbene and thiol ene
title_full_unstemmed Hybrid polymer networks of carbene and thiol ene
title_short Hybrid polymer networks of carbene and thiol ene
title_sort hybrid polymer networks of carbene and thiol ene
topic Engineering::Materials::Biomaterials
Science::Chemistry::Organic chemistry::Polymers
Hybrid Polymer Network
Diazirine-Grafted Polycaprolactone
Light Curing
Crosslinked Elastomer
Double Sided Adhesive.
url https://hdl.handle.net/10356/162855
work_keys_str_mv AT djordjevicivan hybridpolymernetworksofcarbeneandthiolene
AT wicaksonogautama hybridpolymernetworksofcarbeneandthiolene
AT singhjuhi hybridpolymernetworksofcarbeneandthiolene
AT singhmanisha hybridpolymernetworksofcarbeneandthiolene
AT elliselizabethg hybridpolymernetworksofcarbeneandthiolene
AT alraddadimahera hybridpolymernetworksofcarbeneandthiolene
AT doveandrewp hybridpolymernetworksofcarbeneandthiolene
AT steeleterrywj hybridpolymernetworksofcarbeneandthiolene