Synthesis of Optically and Redox Active Polyenaminones from Diamines and α,α'-Bis[(dimethylamino)methylidene]cyclohexanediones

Urša Štanfel; Tomaž Kotnik; Sebastijan Ričko; Uroš Grošelj; Bogdan Štefane; Klemen Pirnat; Ema Žagar; Boštjan Genorio; Jurij Svete

doi:10.3390/polym14194120

Synthesis of Optically and Redox Active Polyenaminones from Diamines and α,α'-Bis[(dimethylamino)methylidene]cyclohexanediones

Polymers (Basel). 2022 Oct 1;14(19):4120. doi: 10.3390/polym14194120.

Authors

Urša Štanfel¹, Tomaž Kotnik¹, Sebastijan Ričko¹, Uroš Grošelj¹, Bogdan Štefane¹, Klemen Pirnat², Ema Žagar³, Boštjan Genorio¹, Jurij Svete¹

Affiliations

¹ Faculty of Chemistry and Chemical Technology, University of Ljubljana, Večna Pot 113, 1000 Ljubljana, Slovenia.
² National Institute of Chemistry, Department of Materials Chemistry, Hajdrihova 19, 1000 Ljubljana, Slovenia.
³ National Institute of Chemistry, Department of Polymer Chemistry and Technology, Hajdrihova 19, 1000 Ljubljana, Slovenia.

Abstract

New oligo- and polyenaminones with M_w ~ 7-50 KDa were prepared in high yields by transaminative amino-enaminone polymerization of regioisomeric bis[(dimethylamino)methylidene]cyclohexanediones with alkylene and phenylenediamines. The polymers obtained are practically insoluble in aqueous and organic solvents and exhibit film-forming properties, UV light absorption at wavelengths below 500 nm, and redox activity. These properties indicate a promising application potential of these polymers, which could find use in optical and optoelectronic applications and in energy storage devices.

Keywords: UV shielding; bis-enaminones; diamines; polyenaminones; redox activity; transaminative polymerisation.

Abstract

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