TY - JOUR
T1 - Effect of dihydropyrazine on structures and charge transport properties of N-heteropentacenes matters
T2 - A theoretical investigation
AU - Chen, Xian Kai
AU - Zou, Lu Yi
AU - Fan, Jian Xun
AU - Zhang, Shou Feng
AU - Ren, Ai Min
N1 - Funding Information:
This work was supported by the Natural Science Foundation of China (Nos. 20973078 and 21173099) and Fundamental Research Funds for the Central Universities, as well as Project No. 20121029 Supported by Graduate Innovation Fund of Jilin University.
PY - 2012/12
Y1 - 2012/12
N2 - A family of N-heteropentacenes acted as promising candidates for organic semiconductor materials is of immense interest. It should be attributed to the following reasons that (1) the positions, numbers and valence-states of N atom in N-heteropentacenes can effectively tune their electronic structure, stability, solubility, and molecular stacking; (2) diverse intermolecular interaction and π-stacking motifs appear in their crystals. The effect of the position and number of the 6-π-pyrazine on their structures and charge-transport properties has been systematically investigated in our previous work (J. Phys. Chem. C 115 (2011) 21416). Therefore, in this work, the study on the role of 8-π-dihydropyrazine with another valence-state N atoms is our focus. Density functional theory, Marcus electron transfer theory and Brownian diffusion assumption coupled with kinetic Monte-Carlo simulation are applied into this investigation. Our theoretical results indicate that in contrast with pyrazine, dihydropyrazine introduced is more helpful for promoting p-type organic semiconductor materials. For molecule 4, hole mobility of its single crystal theoretically reach 0.71 cm2 V-1 s-1, and coupled with its fine hole-injection ability, it should be a promising candidate for p-type organic semiconductor materials. Although the lowest triplet-state energies of the molecules studied are very small, introduction of dihydropyrazine is very helpful for increasing the energies.
AB - A family of N-heteropentacenes acted as promising candidates for organic semiconductor materials is of immense interest. It should be attributed to the following reasons that (1) the positions, numbers and valence-states of N atom in N-heteropentacenes can effectively tune their electronic structure, stability, solubility, and molecular stacking; (2) diverse intermolecular interaction and π-stacking motifs appear in their crystals. The effect of the position and number of the 6-π-pyrazine on their structures and charge-transport properties has been systematically investigated in our previous work (J. Phys. Chem. C 115 (2011) 21416). Therefore, in this work, the study on the role of 8-π-dihydropyrazine with another valence-state N atoms is our focus. Density functional theory, Marcus electron transfer theory and Brownian diffusion assumption coupled with kinetic Monte-Carlo simulation are applied into this investigation. Our theoretical results indicate that in contrast with pyrazine, dihydropyrazine introduced is more helpful for promoting p-type organic semiconductor materials. For molecule 4, hole mobility of its single crystal theoretically reach 0.71 cm2 V-1 s-1, and coupled with its fine hole-injection ability, it should be a promising candidate for p-type organic semiconductor materials. Although the lowest triplet-state energies of the molecules studied are very small, introduction of dihydropyrazine is very helpful for increasing the energies.
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U2 - 10.1016/j.orgel.2012.08.035
DO - 10.1016/j.orgel.2012.08.035
M3 - Article
AN - SCOPUS:84867237797
VL - 13
SP - 2832
EP - 2842
JO - Organic Electronics: physics, materials, applications
JF - Organic Electronics: physics, materials, applications
SN - 1566-1199
IS - 12
ER -