Photocrosslinking of Polyacrylamides Using [2+2] Photodimerisation of Monothiomaleimides. Aljuaid, M., Houck, H. A., Efstathiou, S., Haddleton, D. M., & Wilson, P. MACROMOLECULES, 55(19):8495–8504, October, 2022. doi abstract bibtex The [2 + 2] photocycloaddition of monothiomalei-mides (MTMs) has been exploited for the photocrosslinking of polyacrylamides. Polymer scaffolds composed of dimethylacryla-mide and varying amounts of D,L-homocysteine thiolactone acrylamide (5, 10, and 20 mol %) were synthesized via free-radical polymerization, whereby the latent thiol functionality was exploited to incorporate MTM motifs. Subsequent exposure to UV light (lambda = 365 nm, 15 mW cm-2) triggered intermolecular crosslinking via the photodimerization of MTM side chains, thus resulting in the formation of polyacrylamide gels. The polymer scaffolds were characterized using Fourier transform infrared spectroscopy, UV- visible spectroscopy, 1H NMR spectroscopy, and size exclusion chromatography, 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 was used to characterize the xerogel morphology of 5 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 in solubility 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.
@article{aljuaid_photocrosslinking_2022,
title = {Photocrosslinking of {Polyacrylamides} {Using} [2+2] {Photodimerisation} of {Monothiomaleimides}},
volume = {55},
issn = {0024-9297},
doi = {10.1021/acs.macromol.2c01710},
abstract = {The [2 + 2] photocycloaddition of monothiomalei-mides (MTMs) has been exploited for the photocrosslinking of polyacrylamides. Polymer scaffolds composed of dimethylacryla-mide and varying amounts of D,L-homocysteine thiolactone acrylamide (5, 10, and 20 mol \%) were synthesized via free-radical polymerization, whereby the latent thiol functionality was exploited to incorporate MTM motifs. Subsequent exposure to UV light (lambda = 365 nm, 15 mW cm-2) triggered intermolecular crosslinking via the photodimerization of MTM side chains, thus resulting in the formation of polyacrylamide gels. The polymer scaffolds were characterized using Fourier transform infrared spectroscopy, UV- visible spectroscopy, 1H NMR spectroscopy, and size exclusion chromatography, 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 was used to characterize the xerogel morphology of 5 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 in solubility 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.},
number = {19},
urldate = {2022-10-24},
journal = {MACROMOLECULES},
author = {Aljuaid, Mohammed and Houck, Hannes A. and Efstathiou, Spyridon and Haddleton, David M. and Wilson, Paul},
month = oct,
year = {2022},
pages = {8495--8504},
}
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Subsequent exposure to UV light (lambda = 365 nm, 15 mW cm-2) triggered intermolecular crosslinking via the photodimerization of MTM side chains, thus resulting in the formation of polyacrylamide gels. The polymer scaffolds were characterized using Fourier transform infrared spectroscopy, UV- visible spectroscopy, 1H NMR spectroscopy, and size exclusion chromatography, 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 was used to characterize the xerogel morphology of 5 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 in solubility 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.","number":"19","urldate":"2022-10-24","journal":"MACROMOLECULES","author":[{"propositions":[],"lastnames":["Aljuaid"],"firstnames":["Mohammed"],"suffixes":[]},{"propositions":[],"lastnames":["Houck"],"firstnames":["Hannes","A."],"suffixes":[]},{"propositions":[],"lastnames":["Efstathiou"],"firstnames":["Spyridon"],"suffixes":[]},{"propositions":[],"lastnames":["Haddleton"],"firstnames":["David","M."],"suffixes":[]},{"propositions":[],"lastnames":["Wilson"],"firstnames":["Paul"],"suffixes":[]}],"month":"October","year":"2022","pages":"8495–8504","bibtex":"@article{aljuaid_photocrosslinking_2022,\n\ttitle = {Photocrosslinking of {Polyacrylamides} {Using} [2+2] {Photodimerisation} of {Monothiomaleimides}},\n\tvolume = {55},\n\tissn = {0024-9297},\n\tdoi = {10.1021/acs.macromol.2c01710},\n\tabstract = {The [2 + 2] photocycloaddition of monothiomalei-mides (MTMs) has been exploited for the photocrosslinking of polyacrylamides. Polymer scaffolds composed of dimethylacryla-mide and varying amounts of D,L-homocysteine thiolactone acrylamide (5, 10, and 20 mol \\%) were synthesized via free-radical polymerization, whereby the latent thiol functionality was exploited to incorporate MTM motifs. Subsequent exposure to UV light (lambda = 365 nm, 15 mW cm-2) triggered intermolecular crosslinking via the photodimerization of MTM side chains, thus resulting in the formation of polyacrylamide gels. The polymer scaffolds were characterized using Fourier transform infrared spectroscopy, UV- visible spectroscopy, 1H NMR spectroscopy, and size exclusion chromatography, 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 was used to characterize the xerogel morphology of 5 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 in solubility 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.},\n\tnumber = {19},\n\turldate = {2022-10-24},\n\tjournal = {MACROMOLECULES},\n\tauthor = {Aljuaid, Mohammed and Houck, Hannes A. and Efstathiou, Spyridon and Haddleton, David M. and Wilson, Paul},\n\tmonth = oct,\n\tyear = {2022},\n\tpages = {8495--8504},\n}\n\n","author_short":["Aljuaid, M.","Houck, H. A.","Efstathiou, S.","Haddleton, D. 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