Degradable, Ultraviolet-Crosslinked Pressure-Sensitive Adhesives Made from Thioester-Functional Acrylate Copolymers.

Autor: Abu Bakar R; School of Mathematics & Physics and School of Chemistry & Chemical Engineering, University of Surrey, Guildford, GU2 7XH, UK.; Malaysian Rubber Board, 50450, Kuala Lumpur, Malaysia., Hepburn KS; School of Chemistry & Chemical Engineering, University of Surrey, Guildford, GU2 7XH, UK., Keddie JL; School of Mathematics & Physics, University of Surrey, Guildford, GU2 7XH, UK., Roth PJ; School of Chemistry & Chemical Engineering, University of Surrey, Guildford, GU2 7XH, UK.
Jazyk: angličtina
Zdroj: Angewandte Chemie (International ed. in English) [Angew Chem Int Ed Engl] 2023 Aug 21; Vol. 62 (34), pp. e202307009. Date of Electronic Publication: 2023 Jul 13.
DOI: 10.1002/anie.202307009
Abstrakt: Pressure-sensitive adhesives (PSAs) are made from soft, irreversibly lightly crosslinked polymers. Even after removal from surfaces, they retain insoluble networks which pose problems during the recycling of glass and cardboard. Herein, degradable PSAs are presented that provide the required performance in use but have networks that can be degraded after use. A series of copolymers was prepared through radical copolymerization of n-butyl acrylate, 4-acryloyloxy benzophenone (ABP) photo-crosslinker, and dibenzo[c,e]oxepin-5(7H)-thione (DOT) to provide degradable backbone thioesters. The optimum tack and peel strengths were found for molar contents of 0.05 mol% ABP and 0.25 mol% DOT. Degradation of the backbone thioesters through aminolysis or thiolysis led to the full dissolution of the networks, loss of adhesive properties of films (decreases in the measured tack and peel strengths), and the quick detachment of model labels from a substrate. Inclusion of DOT into PSAs offers a viable route toward degradable and recyclable packaging labels.
(© 2023 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH.)
Databáze: MEDLINE
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