Synthesis of Ultrahighly Electron-Deficient Pyrrolo[3,4-d]pyridazine-5,7-dione by Inverse Electron Demand Diels–Alder Reaction and Its Application as Electrochromic Materials
Neo, Wei Teng
Cho, Ching Mui
Yang, Shuo Wang
Date of Issue2014
School of Materials Science and Engineering
A new electron acceptor 6-alkylpyrrolo[3,4-d]pyridazine-5,7-dione (PPD) with a very low LUMO level has been synthesized via a challenging inverse electron demand Diels–Alder reaction between thiophene and furan-decorated tetrazine substrates and an electron-deficient 1-alkyl-1H-pyrrole-2,5-dione unit. The PPD monomer has been incorporated into a series of donor–acceptor-type conjugated polymers as electrochromic materials with good optical contrast, fast switching speed, and high coloration efficiency.
© 2014 American Chemical Society.