Command-Destruct Thermosets via Photoinduced Thiol-Catalyzed ß-Scission of Acyclic Benzylidene Acetals

24 July 2020, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

Photoinduced thiol-catalyzed hydrogen abstraction and ß-scission of acyclic benzylidene acetals is demonstrated as a new route to “command-destruct” polymer thermosets. Using this approach, we show that poly(thioether acetal) networks synthesized via thiol-ene photopolymerization rapidly degrade to alkyl benzoate byproducts when triggered with light, transitioning from solid to liquid within seconds. The light-driven construction and destruction processes, accessible via distinct differences in kinetics, are readily amendable for photopatterning, additive/subtractive manufacturing and wavelength-selective applications.

Keywords

Photopolymerization
photodegradation
thiol-ene
acetal
Photoinduced

Supplementary materials

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Walker Patton SI ChemRxiv
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Supplementary Video 1
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Supplementary Video 2
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