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Synthesis and study of N,N′-disubstituted derivatives of pyromellitic diimide

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New N, N′-bis(4,6-dimethylpyrimidin-2-yl)- and N, N′-bis(2,3,5,6-tetrafluorophenyl)-substituted pyromellitic diimides were synthesized. Their properties were studied in comparison with the previously synthesized N, N′-bis(4-fluorophenyl)pyromellitic diimide. Thermogravimetry, UV spectroscopy, cyclic voltammetry, and quantum… Click to show full abstract

New N, N′-bis(4,6-dimethylpyrimidin-2-yl)- and N, N′-bis(2,3,5,6-tetrafluorophenyl)-substituted pyromellitic diimides were synthesized. Their properties were studied in comparison with the previously synthesized N, N′-bis(4-fluorophenyl)pyromellitic diimide. Thermogravimetry, UV spectroscopy, cyclic voltammetry, and quantum chemical calculations in the framework of the density functional theory were used to characterize the synthesized compounds. The introduction of the pyrimidine cycle significantly decreases the energy of the lowest unoccupied molecular orbital. The highest occupied molecular orbitals in all compounds synthesized are deep-lying (about −7 eV).

Keywords: study disubstituted; pyromellitic diimide; disubstituted derivatives; bis; synthesis study; derivatives pyromellitic

Journal Title: Russian Chemical Bulletin
Year Published: 2020

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