Donor–acceptor Stenhouse adduct-grafted polycarbonate surfaces: selectivity of the reaction for secondary amine on surface

Abstract

Donor–acceptor Stenhouse adducts (DASAs) are gaining attention from organic and material chemists due to their visible light-stimulated photochromic properties. In this report, we present a facile method for grafting coloured triene on polycarbonate surface, without involving any pre-treatments like plasma activation, etc. The chemoselectivity of carbonate with a primary amine and Meldrum's activated furan (MAF) with polymer bound secondary amine has been exploited to graft photoswitchable DASA on the polymer surface. Primary, secondary and tertiary amine-functionalized polycarbonate surfaces have been prepared to evaluate the reactivity of amine with MAF.