Understanding the electronic structure of larger azaacenes through DFT calculations
Although azapentacenes have been widely demonstrated as promising candidates for n-type organic semiconductor devices, the exploration of larger azaacenes is still a challenge. In particular, theoretical studies on the electronic structures of larger azaacenes and the influence of N substitution on...
| Main Authors: | , |
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| Other Authors: | |
| Format: | Journal Article |
| Language: | English |
| Published: |
2014
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| Online Access: | https://hdl.handle.net/10356/101005 http://hdl.handle.net/10220/19698 |
| _version_ | 1811691232651378688 |
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| author | Gao, Junkuo Zhang, Qichun |
| author2 | School of Materials Science & Engineering |
| author_facet | School of Materials Science & Engineering Gao, Junkuo Zhang, Qichun |
| author_sort | Gao, Junkuo |
| collection | NTU |
| description | Although azapentacenes have been widely demonstrated as promising candidates for n-type organic semiconductor devices, the exploration of larger azaacenes is still a challenge. In particular, theoretical studies on the electronic structures of larger azaacenes and the influence of N substitution on the ground states are still rare. Herein, we reported our investigation on the electronic ground-state characters of larger azaacenes through density functional theory (DFT) calculations. Our results indicated that larger azaacenes (fused aromatic rings larger than 6) would show open-shell singlet biradical characters and the introduction of more N atoms into the backbone of large acenes could favor their closed-shell ground states. Interestingly, azahexacenes with three or more N atoms (compounds N64–N68) and azaheptacenes (compound N74) with fourteen N atoms displayed closed-shell singlet ground states compared with the open-shell singlet diradical ground states for larger acenes. Our theoretical studies may guide the design and synthesis of larger azaacenes, which are the promising n-type organic semiconducting materials. |
| first_indexed | 2024-10-01T06:16:37Z |
| format | Journal Article |
| id | ntu-10356/101005 |
| institution | Nanyang Technological University |
| language | English |
| last_indexed | 2024-10-01T06:16:37Z |
| publishDate | 2014 |
| record_format | dspace |
| spelling | ntu-10356/1010052020-06-01T10:26:46Z Understanding the electronic structure of larger azaacenes through DFT calculations Gao, Junkuo Zhang, Qichun School of Materials Science & Engineering DRNTU::Engineering::Materials Although azapentacenes have been widely demonstrated as promising candidates for n-type organic semiconductor devices, the exploration of larger azaacenes is still a challenge. In particular, theoretical studies on the electronic structures of larger azaacenes and the influence of N substitution on the ground states are still rare. Herein, we reported our investigation on the electronic ground-state characters of larger azaacenes through density functional theory (DFT) calculations. Our results indicated that larger azaacenes (fused aromatic rings larger than 6) would show open-shell singlet biradical characters and the introduction of more N atoms into the backbone of large acenes could favor their closed-shell ground states. Interestingly, azahexacenes with three or more N atoms (compounds N64–N68) and azaheptacenes (compound N74) with fourteen N atoms displayed closed-shell singlet ground states compared with the open-shell singlet diradical ground states for larger acenes. Our theoretical studies may guide the design and synthesis of larger azaacenes, which are the promising n-type organic semiconducting materials. 2014-06-12T06:20:13Z 2019-12-06T20:31:55Z 2014-06-12T06:20:13Z 2019-12-06T20:31:55Z 2014 2014 Journal Article Gao, J., & Zhang, Q. (2014). Understanding the Electronic Structure of Larger Azaacenes through DFT Calculations. Israel Journal of Chemistry, 54(5-6), 699–702. 0021-2148 https://hdl.handle.net/10356/101005 http://hdl.handle.net/10220/19698 10.1002/ijch.201400003 en Israel journal of chemistry © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. |
| spellingShingle | DRNTU::Engineering::Materials Gao, Junkuo Zhang, Qichun Understanding the electronic structure of larger azaacenes through DFT calculations |
| title | Understanding the electronic structure of larger azaacenes through DFT calculations |
| title_full | Understanding the electronic structure of larger azaacenes through DFT calculations |
| title_fullStr | Understanding the electronic structure of larger azaacenes through DFT calculations |
| title_full_unstemmed | Understanding the electronic structure of larger azaacenes through DFT calculations |
| title_short | Understanding the electronic structure of larger azaacenes through DFT calculations |
| title_sort | understanding the electronic structure of larger azaacenes through dft calculations |
| topic | DRNTU::Engineering::Materials |
| url | https://hdl.handle.net/10356/101005 http://hdl.handle.net/10220/19698 |
| work_keys_str_mv | AT gaojunkuo understandingtheelectronicstructureoflargerazaacenesthroughdftcalculations AT zhangqichun understandingtheelectronicstructureoflargerazaacenesthroughdftcalculations |