Photo-Crosslinked Coumarin-Containing Bis-Urea Amphiphile Hydrogels

Jie Liu; Xianwen Lou; Maaike J.G. Schotman; Patricia P. Marín San Román; Rint P. Sijbesma

doi:10.3390/gels8100615

Photo-Crosslinked Coumarin-Containing Bis-Urea Amphiphile Hydrogels

Jie Liu, Xianwen Lou, Maaike J.G. Schotman, Patricia P. Marín San Román, Rint P. Sijbesma (Corresponding author)

Research output: Contribution to journal › Article › Academic › peer-review

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Abstract

The design of photo-responsive supramolecular hydrogels based on coumarin dimerization and de-dimerization is described. The photo-responsive coumarin unit is chemically incorporated into an oligo(ethylene glycol) (OEG) bis-urea amphiphile that is capable of co-assembling with non-functionalized OEG amphiphile, to form supramolecular fibers. UV light with two different wavelengths (365 nm and 254 nm) is employed to induce a photo-reversible dimerization and de-dimerization process of coumarin units, respectively. The co-assembled solutions could be photo-crosslinked to induce a sol-to-gel transition through dimerization of coumarin with 365 nm UV light, and de-dimerization occurs with 254 nm UV light, to provide a weaker gel. In this system, the mechanical strength of supramolecular hydrogels can be tuned using the irradiation time, providing precise control of gelation in a supramolecular hydrogelator.

Original language	English
Article number	615
Number of pages	13
Journal	Gels
Volume	8
Issue number	10
DOIs	https://doi.org/10.3390/gels8100615
Publication status	Published - Oct 2022

Bibliographical note

Funding Information:
This research was funded by the Dutch Ministry of Education, Culture, and Science (Gravity program 024.001.035) and was supported by the Netherlands Cardiovascular Research Initiative: an initiative with support of the Dutch Heart Foundation, CVON2014-27 REMAIN.

Keywords

bis-urea amphiphile
coumarin
photo-crosslinking
supramolecular hydrogels

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title = "Photo-Crosslinked Coumarin-Containing Bis-Urea Amphiphile Hydrogels",

abstract = "The design of photo-responsive supramolecular hydrogels based on coumarin dimerization and de-dimerization is described. The photo-responsive coumarin unit is chemically incorporated into an oligo(ethylene glycol) (OEG) bis-urea amphiphile that is capable of co-assembling with non-functionalized OEG amphiphile, to form supramolecular fibers. UV light with two different wavelengths (365 nm and 254 nm) is employed to induce a photo-reversible dimerization and de-dimerization process of coumarin units, respectively. The co-assembled solutions could be photo-crosslinked to induce a sol-to-gel transition through dimerization of coumarin with 365 nm UV light, and de-dimerization occurs with 254 nm UV light, to provide a weaker gel. In this system, the mechanical strength of supramolecular hydrogels can be tuned using the irradiation time, providing precise control of gelation in a supramolecular hydrogelator.",

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note = "Funding Information: This research was funded by the Dutch Ministry of Education, Culture, and Science (Gravity program 024.001.035) and was supported by the Netherlands Cardiovascular Research Initiative: an initiative with support of the Dutch Heart Foundation, CVON2014-27 REMAIN. ",

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doi = "10.3390/gels8100615",

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AU - Marín San Román, Patricia P.

AU - Sijbesma, Rint P.

N1 - Funding Information: This research was funded by the Dutch Ministry of Education, Culture, and Science (Gravity program 024.001.035) and was supported by the Netherlands Cardiovascular Research Initiative: an initiative with support of the Dutch Heart Foundation, CVON2014-27 REMAIN.

PY - 2022/10

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N2 - The design of photo-responsive supramolecular hydrogels based on coumarin dimerization and de-dimerization is described. The photo-responsive coumarin unit is chemically incorporated into an oligo(ethylene glycol) (OEG) bis-urea amphiphile that is capable of co-assembling with non-functionalized OEG amphiphile, to form supramolecular fibers. UV light with two different wavelengths (365 nm and 254 nm) is employed to induce a photo-reversible dimerization and de-dimerization process of coumarin units, respectively. The co-assembled solutions could be photo-crosslinked to induce a sol-to-gel transition through dimerization of coumarin with 365 nm UV light, and de-dimerization occurs with 254 nm UV light, to provide a weaker gel. In this system, the mechanical strength of supramolecular hydrogels can be tuned using the irradiation time, providing precise control of gelation in a supramolecular hydrogelator.

AB - The design of photo-responsive supramolecular hydrogels based on coumarin dimerization and de-dimerization is described. The photo-responsive coumarin unit is chemically incorporated into an oligo(ethylene glycol) (OEG) bis-urea amphiphile that is capable of co-assembling with non-functionalized OEG amphiphile, to form supramolecular fibers. UV light with two different wavelengths (365 nm and 254 nm) is employed to induce a photo-reversible dimerization and de-dimerization process of coumarin units, respectively. The co-assembled solutions could be photo-crosslinked to induce a sol-to-gel transition through dimerization of coumarin with 365 nm UV light, and de-dimerization occurs with 254 nm UV light, to provide a weaker gel. In this system, the mechanical strength of supramolecular hydrogels can be tuned using the irradiation time, providing precise control of gelation in a supramolecular hydrogelator.

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Photo-Crosslinked Coumarin-Containing Bis-Urea Amphiphile Hydrogels

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