Abstract

Novel substituted series of aromatic copolymers was obtained by one-spot, metal-free super acid-catalyzed one-step polymerization of substituted isatin and phenothiazine. The polymerization reaction was performed at room temperature in the presence of Bronsted superacid (trifluoromethanesulfonic acid) and methylene chloride which condenses the compounds consists of carbonyl group (aldehydes and ketones) and aromatic rings to yield the polymers. Super acid catalyst has several advantages including the reaction proceeding at room temperature and great synthetic versatility. The obtained polymers have good solubility in common organic solvents. The polymers were purified by repeated precipitations with methanol. Polymers (P1–P3) were completely characterized by FT-IR, 1H NMR, TGA, and UV–visible, fluorescence and cyclic voltammetry techniques. Polymers (P1–P3) possessed excellent thermal stability up to 300 °C and have absorbance and emission maximum at 557 and 630 nm, respectively. The optical and electrochemical properties of these polymers revealed that it could be one of the capable materials for applications in optoelectronic device and in the area of proton exchange membrane fuel cell.

Highlights

  • The development and establishment of various polymerization methods had their own merits and demerits in synthesizing polymers using different monomers and conditions

  • Polymerization of monomers using different methodologies such as free radical polymerization [3], cationic polymerization [4], anionic polymerization [5], nitroxide-mediated polymerization (NMP) [6], and atom transfer radical polymerization (ATRP) [7] was extensively studied and many review articles are well documented in that arena [8,9,10,11,12]

  • Among the various polymerization techniques, the super acid-catalyzed polymerization method is an efficient and facile route to polymerize the compounds with carbonyl group and aromatic rings, the resulted polymers used for various applications [18]

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Summary

Introduction

The development and establishment of various polymerization methods had their own merits and demerits in synthesizing polymers using different monomers and conditions. Keywords Isatin · Phenothiazine · Donor–acceptor · Super acid-catalyzed polymerization Among the various polymerization techniques, the super acid-catalyzed polymerization method is an efficient and facile route to polymerize the compounds with carbonyl group and aromatic rings, the resulted polymers used for various applications [18].

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