Physically crosslinked polyacrylates by quadruple hydrogen bonding side chains

Verjans, Jente;André, Alexis;Sedlačík, Tomáš;Aksakal, Resat;Hoogenboom, Richard;et.al.
(2024) Journal of Materials Chemistry B — Vol. 12, n° 47, p. 12378-12389 (2024)

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Authors
  • Verjans, JenteSupramolecular Chemistry Group, Centre of Macromolecular Chemistry (CMaC), Department of Organic and Macromolecular Chemistry, Ghent University, B-9000 Ghent, Belgium.
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  • André, AlexisUCL; Soft Matter, Rheology and Technology (SMaRT), Department of Chemical Engineering, Katholieke Universiteit Leuven, B-3001 Leuven, Belgium
    Author
  • Sedlačík, Tomášorcid-logoSupramolecular Chemistry Group, Centre of Macromolecular Chemistry (CMaC), Department of Organic and Macromolecular Chemistry, Ghent University, B-9000 Ghent, Belgium.
    Author
  • Aksakal, Resatorcid-logoPolymer Chemistry Research Group, Centre of Macromolecular Chemistry (CMaC), Department of Organic and Macromolecular Chemistry, Ghent University, B-9000 Ghent, Belgium
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  • Van Ruymbeke, Evelyneorcid-logoUCLouvain
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  • Hoogenboom, Richardorcid-logoSupramolecular Chemistry Group, Centre of Macromolecular Chemistry (CMaC), Department of Organic and Macromolecular Chemistry, Ghent University, B-9000 Ghent, Belgium
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Abstract
Dynamic polymer materials can be obtained by introducing supramolecular interactions between the polymer chains. Here we report on the preparation and mechanical properties of poly(methyl acrylate)(PMA) and poly(n-butyl acrylate) (PBA) funcionalized with ureidopyrimidinone (UPy) in the side chains. In contrast to the traditional UPy with a methyl group, the selected UPy motif contained a branched alkyl side chain, which enhances solubility, compatibility with the polymer matrix and potentially prevents stacking of UPy dimers. Low molar mass PMA and PBA were synthesized via Cu(0)-mediated radical polymerization and allyl bonds were introduced with different degrees of functionalization by stoichiometrically controlled transesterification with allyl alcohol. The allyl esters served as functional handles for UPy attachment via UV-initiated radical thiol–ene coupling. The PMA–UPy materials displayed a more glassy appearance, in contrast to the rubbery PBA–UPy polymer networks, associated to its higher glass transition temperature. The mechanical properties of the resulting hydrogen bonded polymer networks were assessed by thermogravimetric analysis, differential scanning calorimetry, dynamic mechanical thermal analysis and tensile testing, followed by rheological analysis of the network dynamics. Furthermore, the effect of associative groups on the linear viscoelastic response is discussed based on a modified sticky Rouse model indicating the absence of significant aggregation or phase separation of the UPY units.
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Verjans, J., André, A., Sedlačík, T., Aksakal, R., Van Ruymbeke, E., & Hoogenboom, R. (2024). Physically crosslinked polyacrylates by quadruple hydrogen bonding side chains. Journal of Materials Chemistry B, 12(47), 12378-12389. https://doi.org/10.1039/d4tb01702a (Original work published 2024)