Hydroxylamine-Anchored Covalent Aromatic Polymer for CO<sub>2</sub> Adsorption and Fixation into Cyclic Carbonates

Abstract

Hydroxylamine-anchored covalent aromatic polymer (CAP-DAP) was synthesized from <i>p</i>-terphenyl and 1,3,5-benzene tricarbonyl chloride, followed by subsequent functionalization with 1,3-diamino-2-propanol for CO<sub>2</sub> capture and metal-free catalysis in CO<sub>2</sub>–epoxide cycloaddition reactions. The novel CAP-DAP material was characterized using various analytical techniques. It showed very good CO<sub>2</sub> adsorption capacity of 153 mg/g along with a high (CO<sub>2</sub>/N<sub>2</sub>) selectivity of 86 at 273 K/1 bar, in contrast to bare CAP, which exhibited moderate CO<sub>2</sub> adsorption of 136 mg/g with a CO<sub>2</sub>/N<sub>2</sub> selectivity of 47. CAP-DAP also displayed high catalytic activity for CO<sub>2</sub>–epoxide cycloaddition reactions under mild and solvent-free conditions. The synergistic effect between metal-free CAP-DAP and tetrabutylammonium bromide (<i>n</i>-Bu<sub>4</sub>NBr) enabled a high epoxide conversion of 98% coupled with an excellent product selectivity of 99% at 60 °C, 1 bar CO<sub>2</sub>, and a reaction time of 12 h. Faster reaction kinetics with reaction times <6 h was possible at 80 °C. The catalyst also showed excellent reusability and no leaching of active species was observed from the spent catalyst. Based on experimental results, a plausible reaction mechanism for CO<sub>2</sub>–epoxide cycloaddition reaction over CAP-DAP catalyst has been proposed

    Similar works

    Full text

    thumbnail-image

    Available Versions