Bulky Isopropyl Group Loaded Tetraaryl Pyrene Based Azo-Linked Covalent Organic Polymer for Nitroaromatics Sensing and CO2 Adsorption

Abstract

An azo-linked covalent organic polymer, Py-azo-COP, was synthesized by employing a highly blue-fluorescent pyrene derivative that is multiply substituted with bulky isopropyl groups. Py-azo-COP was investigated for its sensing and gas adsorption properties. Py-azo-COP shows selective sensing toward the electron-deficient polynitroaromatic compound picric acid among the many other competing analogs that were investigated. Apart from its chemosensing ability, Py-azo-COP (surface area 700 m2 g-1) exhibits moderate selectivity toward adsorption of CO2 and stores up to 8.5 wt % of CO2 at 1 bar and 18.2 wt % at 15.5 bar at 273 K, although this is limited due to the electron-rich ?N?N- linkages being flanked by isopropyl groups. Furthermore, the presence of a large number of isopropyl groups imparts hydrophobicity to Py-azo-COP, as confirmed by the increased adsorption of toluene compared to that of water in the pores of the COP.