Porphene and Porphite as Porphyrin Analogs of Graphene and Graphite: Article No. 6308

Thomas Magnera, Paul Dron, Jared Bozzone, Milena Jovanovic, Igor Roncevic, Edward Tortorici, Wei Bu, Elisa Miller, Charles Rogers, Josef Michl

Research output: Contribution to journalArticlepeer-review

2 Scopus Citations

Abstract

Two-dimensional materials have unusual properties and promise applications in nanoelectronics, spintronics, photonics, (electro)catalysis, separations, and elsewhere. Most are inorganic and their properties are difficult to tune. Here we report the preparation of Zn porphene, a member of the previously only hypothetical organic metalloporphene family. Similar to graphene, these also are fully conjugated two-dimensional polymers, but are composed of fused metalloporphyrin rings. Zn porphene is synthesized on water surface by two-dimensional oxidative polymerization of a Langmuir layer of Zn porphyrin with K2IrCl6, reminiscent of known one-dimensional polymerization of pyrroles. It is transferable to other substrates and bridges um-sized pits. Contrary to previous theoretical predictions of metallic conductivity, it is a p-type semiconductor due to a predicted Peierls distortion of its unit cell from square to rectangular, analogous to the appearance of bond-length alternation in antiaromatic molecules. The observed reversible insertion of various metal ions, possibly carrying a fifth or sixth ligand, promises tunability and even patterning of circuits on an atomic canvas without removing any p centers from conjugation.
Original languageAmerican English
Number of pages13
JournalNature Communications
Volume14
DOIs
StatePublished - 2023

Bibliographical note

See NREL/JA-5900-81516 for paper as published in ChemRxiv

NREL Publication Number

  • NREL/JA-5900-87884

Keywords

  • nanoelectronics
  • optoelectronics
  • organic materials
  • porphene
  • solar-photochemistry

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