Divanillin-Based Polyazomethines: Toward Biobased and Metal-Free π-Conjugated Polymers

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Abstract
Divanillin was synthesized in high yield and purity using Laccase from Trametes versicolor. It was then polymerized with benzene-1,4-diamine and 2,7-diaminocarbazole to form polyazomethines. Polymerizations were performed under microwave irradiation and without transition-metal-based catalysts. These biobased conjugated polyazomethines present a broad fluorescence spectrum ranging from 400 to 600 nm. Depending on the co-monomer used, polyazomethines with molar masses of around 10 kg·mol–1 and with electronic gaps ranging from 2.66 to 2.85 eV were obtained. Furthermore, time-dependent density functional theory (TD-DFT) calculations were performed to corroborate the experimental results.
Funding Information
  • Agence Nationale de la Recherche (ANR-10-IDEX-0003-02)
  • R?gion Nouvelle Aquitaine
  • SOLVAY COMPANY

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