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Computational study of novel pentacene derivatives: Prediction of structural, electronic, and optical properties
Author(s) -
Petralia Salvatore,
Forte Giuseppe
Publication year - 2023
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.4443
Subject(s) - hyperpolarizability , pentacene , chemistry , stacking , acceptor , ab initio , computational chemistry , absorption (acoustics) , amine gas treating , absorption spectroscopy , chemical physics , photochemistry , molecule , organic chemistry , materials science , polarizability , thin film transistor , electrode , quantum mechanics , composite material , physics , condensed matter physics
Several properties of a series of novel disubstituted pentacenes, in which the substituents are donor and acceptor groups, were investigated by using the ab initio methods. In particular, the role of different substitution positions for acceptor group was explored. Calculations predict that pentacene derivatives were highly soluble and oxidatively stable than the unsubstituted pentacene. Simulated absorption spectra show that 9‐nitropentacen‐2‐amine ( PD2 ) exhibits three absorption bands in the ultraviolet and visible regions. In general, substituents have important impact on the first hyperpolarizability value, and a remarkable enhancement of static second hyperpolarizability is revealed in this study; however, further investigations are required to confirm this finding. Molecular dynamics simulations of the solid state suggest that a material based on 9‐nitropentacen‐2‐amine and 10‐nitropentacen‐2‐amine could exhibit low resistivity due to the potential amount of π–π stacking. The results emphasize the potential of using the herein studied pentacene‐based compounds, with particular reference to PD2 , for future applications in the optoelectronic and photonic fields.