<p>Since the traditional approaches for 3,3’-diamino-4,4’-azofurazan (DAAF) synthesis are not environment-friendly and economical enough, the development of green and low-cost approaches for the synthesis of DAAF is valuable and significant. Herein, the electrochemical synthesis of DAAF from the oxidation of 3 4-diaminofurazan (DAF) was studied in different electrode and electrolyte systems. It was found that the pH of alkaline aqueous electrolyte, the solvent of electrolyte and electrode play important role in DAF oxidation into DAAF. In an electrochemical cell with graphite sheet anode, Pt wire cathode and DAF/ <sup>n</sup>Bu<sub>4</sub>NBF<sub>4</sub>/acetonitrile electrolyte, the optimal DAAF yield of 63% and faradic efficiency above 60% (at 1.80&#xa0;V vs. Ag/AgCl) were achieved. Mechanism investigations revealed that the electrochemical synthesis of DAAF in such an electrochemical cell is originated from the direct oxidation of DAF on graphite anode, not involving radical pathway.</p> Graphical Abstract <p></p>

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Electrochemical Synthesis of 3,3′-Diamino-4,4′-azofurazan in Different Electrode and Electrolyte Systems

  • Huichao He,
  • Xiaoxue Fu,
  • Yujie Guo,
  • Gaili Ke

摘要

Since the traditional approaches for 3,3’-diamino-4,4’-azofurazan (DAAF) synthesis are not environment-friendly and economical enough, the development of green and low-cost approaches for the synthesis of DAAF is valuable and significant. Herein, the electrochemical synthesis of DAAF from the oxidation of 3 4-diaminofurazan (DAF) was studied in different electrode and electrolyte systems. It was found that the pH of alkaline aqueous electrolyte, the solvent of electrolyte and electrode play important role in DAF oxidation into DAAF. In an electrochemical cell with graphite sheet anode, Pt wire cathode and DAF/ nBu4NBF4/acetonitrile electrolyte, the optimal DAAF yield of 63% and faradic efficiency above 60% (at 1.80 V vs. Ag/AgCl) were achieved. Mechanism investigations revealed that the electrochemical synthesis of DAAF in such an electrochemical cell is originated from the direct oxidation of DAF on graphite anode, not involving radical pathway.

Graphical Abstract