Jump to main content
Jump to site search


Nitrogen-doped star-shaped polycyclic aromatic hydrocarbons based on fused triazatruxenes: synthesis and optoelectronic properties

Author affiliations

Abstract

A new class of nitrogen-containing polycyclic aromatic hydrocarbons (N-PAHs) based on naphthalene-fused triazatruxenes, named as TATNaCn (n = 1–3), were successfully designed, synthesized and characterized. During the oxidative cyclodehydrogenation, multiple dehydrocyclization molecules can be effectively separated in a single reaction, implying a stepwise ring-closing process. A combination of thermal, optical, and electrochemical characterization of these stepwise ring-closed N-PAHs was conducted to explore the influence of the ring-fusing process on the optoelectronic characteristics of N-PAHs. The absorption bands of the fused products, TATNaCn, are red-shifted compared to those of the TATNa precursor, both in dilute solution and thin solid films, suggesting enlarged π-conjugation induced by the fused rings. Furthermore, the band-gap energies of these N-PAHs are facilely modulated by varying the number of closed rings, leading to tunable emission characteristics. This method of introducing triazatruxenes to construct N-PAHs provides general guidelines for exploring novel heteroatom-doped PAHs with facilely tunable optoelectronic properties.

Graphical abstract: Nitrogen-doped star-shaped polycyclic aromatic hydrocarbons based on fused triazatruxenes: synthesis and optoelectronic properties

Back to tab navigation

Supplementary files

Publication details

The article was received on 17 Jul 2017, accepted on 07 Oct 2017 and first published on 09 Oct 2017


Article type: Paper
DOI: 10.1039/C7NJ02597A
Citation: New J. Chem., 2017, Advance Article
  •   Request permissions

    Nitrogen-doped star-shaped polycyclic aromatic hydrocarbons based on fused triazatruxenes: synthesis and optoelectronic properties

    C. Liu, C. Cheng, Y. Jiang, W. Lai and W. Huang, New J. Chem., 2017, Advance Article , DOI: 10.1039/C7NJ02597A

Search articles by author

Spotlight

Advertisements