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Photocrosslinking of polyacrylamides using [2+2] photodimerisation of monothiomaleimides
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Aljuaid, Mohammed, Houck, Hannes A., Efstathiou, Spyridon, Haddleton, David M. and Wilson, Paul (2022) Photocrosslinking of polyacrylamides using [2+2] photodimerisation of monothiomaleimides. Macromolecules, 55 (19). pp. 8495-8504. doi:10.1021/acs.macromol.2c01710 ISSN 0024-9297.
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WRAP-Photocrosslinking-of-polyacrylamides-using-2-2-photodimerisation-of-monothiomaleimides-Wilson-2022.pdf - Accepted Version - Requires a PDF viewer. Available under License Creative Commons Attribution 4.0. Download (1595Kb) | Preview |
Official URL: https://doi.org/10.1021/acs.macromol.2c01710
Abstract
The [2+2] photocycloaddition of monothiomaleimides (MTM) has been exploited for the photocrosslinking of polyacrylamides. Polymer scaffolds composed of dimethylacrylamide (DMA) and varying amounts of D,L-homocysteine thiolactone acrylamide(5, 10, and 20 mol%) were synthesised via free radical polymerisation (FRP), whereby the latent thiol-functionality was exploited to incorporate MTM motifs. Subsequent exposure to UV light (λ= 365 nm, 15 mWcm-2) triggered intermolecular crosslinking via the photodimerisation of MTM side chains, thus resulting in the formation of polyacrylamide gels. The polymer scaffolds were characterised using Fourier transform infrared spectroscopy (FT-IR), UV-Visible spectroscopy(UV-Vis), 1H NMR, and size exclusion chromatography(SEC), confirming the occurrence of the [2+2] photocycloaddition between the MTM moieties. The mechanical and physical properties of the resulting gels containing various MTM mol% were evaluated by rheology, compression testing, and swelling experiments. In addition, scanning electron microscopy (SEM) was used to characterise the xerogel morphology of5 and 10 mol% MTM hydro-and organo-gels. The macro-porous morphology obtained for the hydrogels was attributed to phase separation due to the difference insolubility of the PDMA modified with thiolactone side chains, provided that a more homogeneous morphology was obtained when the photo-gels were prepared in DMF as the solvent.
| Item Type: | Journal Article | ||||||||||||||||||
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| Subjects: | T Technology > TP Chemical technology | ||||||||||||||||||
| Divisions: | Faculty of Science, Engineering and Medicine > Science > Chemistry | ||||||||||||||||||
| Library of Congress Subject Headings (LCSH): | Crosslinking (Polymerization), Polyacrylamide, Dimerization | ||||||||||||||||||
| Journal or Publication Title: | Macromolecules | ||||||||||||||||||
| Publisher: | American Chemical Society | ||||||||||||||||||
| ISSN: | 0024-9297 | ||||||||||||||||||
| Official Date: | 11 October 2022 | ||||||||||||||||||
| Dates: |
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| Volume: | 55 | ||||||||||||||||||
| Number: | 19 | ||||||||||||||||||
| Page Range: | pp. 8495-8504 | ||||||||||||||||||
| DOI: | 10.1021/acs.macromol.2c01710 | ||||||||||||||||||
| Status: | Peer Reviewed | ||||||||||||||||||
| Publication Status: | Published | ||||||||||||||||||
| Reuse Statement (publisher, data, author rights): | This document is the Accepted Manuscript version of a Published Work that appeared in final form in Macromolecules, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see [insert ACS Articles on Request author-directed link to Published Work, see ACS Articles on Request]. | ||||||||||||||||||
| Access rights to Published version: | Open Access (Creative Commons) | ||||||||||||||||||
| Copyright Holders: | American Chemical Society | ||||||||||||||||||
| Date of first compliant deposit: | 14 September 2022 | ||||||||||||||||||
| Date of first compliant Open Access: | 14 September 2022 | ||||||||||||||||||
| RIOXX Funder/Project Grant: |
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