Programming Photodegradability into Vinylic Polymers via Radical Ring‐Opening Polymerization

Abstract: Incorporation of photolabile moieties into the polymer backbone holds promise to remotely‐control polymer degradation. However, suitable synthetic avenues are limited, especially for radical polymerizations. Here we report a strategy to program photodegradability into vinylic polymers by exploiting the wavelength selectivity of photocycloadditions for radical ring‐opening polymerization (rROP). Irradiation of coumarin terminated allylic sulfides with UVA light initiated intramolecular [2+2] photocycloaddition producing cyclic macromonomers. Subsequent RAFT‐mediated rROP with methyl acrylate yielded copolymers that inherited the photoreactivity of the cyclic parent monomer. Irradiation with UVB initiated efficient photocycloreversion of the coumarin dimers, causing polymer degradation within minutes under UVB light or days under sunlight exposure. Our synthetic strategy may pave the way to insert photolabile linkages into vinylic polymers, tuning degradation for specific wavelengths.

Location
Deutsche Nationalbibliothek Frankfurt am Main
Extent
Online-Ressource
Language
Englisch

Bibliographic citation
Programming Photodegradability into Vinylic Polymers via Radical Ring‐Opening Polymerization ; day:09 ; month:01 ; year:2023 ; extent:8
Angewandte Chemie ; (09.01.2023) (gesamt 8)

Creator
Do, Phuong T.
Poad, Berwyck L. J.
Frisch, Hendrik

DOI
10.1002/ange.202213511
URN
urn:nbn:de:101:1-2023011014064856012908
Rights
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Last update
15.08.2025, 7:33 AM CEST

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Associated

  • Do, Phuong T.
  • Poad, Berwyck L. J.
  • Frisch, Hendrik

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