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

R Soc Open Sci. 2018 Jul 25;5(7):180207. doi: 10.1098/rsos.180207. eCollection 2018 Jul.

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.

Keywords: amine indicator; donor–acceptor Stenhouse adducts; polycarbonate; secondary amine.

Associated data

  • figshare/10.6084/m9.figshare.c.4158311