RNA-inspired phosphate diester dynamic covalent networks

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Samenvatting

Neighboring group assisted rearrangement substantially increases relaxation rates in dynamic covalent networks, allowing easier (re)processing of these materials. In this work, we introduce a dynamic covalent network with anionic phosphate diesters as the sole dynamic group, incorporating β-hydroxy groups as a neighboring group, mimicking the self-cleaving backbone structure of RNA. The diester-based networks have slightly slower dynamics, but significantly better hydrolytic (and thermal) stability than analogous phosphate triester-based networks. Catalysis by the β-hydroxy group is vital for fast network rearrangement to occur, while the nature of the counterion has a negligible effect on the relaxation rate. Variable temperature 31P solid-state NMR demonstrated a dissociative bond rearrangement mechanism to be operative.

Originele taal-2Engels
Pagina's (van-tot)4294-4302
Aantal pagina's9
TijdschriftPolymer Chemistry
Volume14
Nummer van het tijdschrift37
DOI's
StatusGepubliceerd - 7 okt. 2023

Bibliografische nota

Funding Information:
This research is financially supported by the Dutch Ministry of Education, Culture and Science (Gravity Program 024.005.020 – Interactive Polymer Materials IPM) and the Dutch Research Council (NWO, project no. 731.016.202). The authors thank Diederik van Luijk for the fruitful discussions regarding synthesis.

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