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Solution‐processable transmissive‐to‐green switching electrochromic polyamides bearing 2,7‐bis(diphenylamino)naphthalene units

ABSTRACT

A new 2,7‐bis(diphenylamino)naphthalene‐based diamine monomer, N,N′‐bis(4‐aminophenyl)‐N,N′‐bis(4‐methoxyphenyl)‐2,7‐naphthalenediamine, was synthesized and polymerized with various aromatic dicarboxylic acids via the phosphorylation polyamidation reaction leading to a new series of redox‐active and electrochromic aromatic polyamides. The polyamides exhibited high solubility in many polar aprotic solvents, good film‐forming ability, and high thermal stability. They also showed stable electrochemical stability and anodically green coloring when oxidized. The two arylamino centers showed a weak electronic interaction via the 2,7‐naphthalenediyl bridge, and thus they started to oxidize almost at the same time. No intervalence charge transfer (IVCT) absorption was observed during the oxidation processes of these polyamides. © 2017 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2017

New organosoluble and redox active aromatic polyamides were prepared from N,N′‐bis(4‐aminophenyl)‐N,N′‐bis(4‐methoxyphenyl)‐2,7‐naphthalenediamine with aromatic dicarboxylic acids via phosphorylation condensation. These polyamides could be readily solution‐cast into free‐standing polymeric films with good thermal stability. All the polyamides showed reversible electrochemical oxidation accompanied by strong color changes from colorless neutral state to green oxidized state.

Authors:   Sheng‐Huei Hsiao, Jhong‐Syuan Han
Journal:   Journal of Polymer Science Part A: Polymer Chemistry
Year:   2017
Pages:   n/a
DOI:   10.1002/pola.28510
Publication date:   15-Feb-2017
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