An In-Situ Cyanidation Strategy To Access Tetracyanodiacenaphthoanthracene Diimides with High Electron Mobilities Exceeding 10 cm2 V-1 s-1
© 2023 Wiley-VCH Verlag GmbH..
A family of novel highly π-extended tetracyano-substituted acene diimides, named as tetracyanodiacenaphthoanthracene diimides (TCDADIs), have been synthesized using a facile four-fold Knoevenagel condensation strategy. Unlike conventional cyano substitution reactions, our approach enables access to a large π-conjugated backbone with the in-situ formation of four cyano substitutents at room temperature while avoiding extra cyano-functionalization reactions. TCDADIs decorated with different N-alkyl substituents present good solubility, near-coplanar backbones, good crystallinity, and low-lying lowest unoccupied molecular orbital energies of -4.33 eV, all of which contribute to desirable electron-transport performance when applied in organic field-effect transistors (OFET). The highest electron mobility of an OFET based on a 2-hexyldecyl-substituted TCDADI single crystal reaches 12.6 cm2 V-1 s-1 , which is not only among the highest values for the reported n-type organic semiconductor materials (OSMs) but also exceeds that of most n-type OSMs decorated with imide units.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2023 |
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| Erschienen: |
2023 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:62 |
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| Enthalten in: |
Angewandte Chemie (International ed. in English) - 62(2023), 34 vom: 21. Aug., Seite e202307695 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Wu, Zeng [VerfasserIn] |
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| Links: |
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| Themen: |
Acene Diimides |
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| Anmerkungen: |
Date Revised 17.08.2023 published: Print-Electronic Citation Status PubMed-not-MEDLINE |
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| doi: |
10.1002/anie.202307695 |
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| funding: |
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| Förderinstitution / Projekttitel: |
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| PPN (Katalog-ID): |
NLM35895844X |
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| 245 | 1 | 3 | |a An In-Situ Cyanidation Strategy To Access Tetracyanodiacenaphthoanthracene Diimides with High Electron Mobilities Exceeding 10 cm2 V-1 s-1 |
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| 520 | |a © 2023 Wiley-VCH Verlag GmbH. | ||
| 520 | |a A family of novel highly π-extended tetracyano-substituted acene diimides, named as tetracyanodiacenaphthoanthracene diimides (TCDADIs), have been synthesized using a facile four-fold Knoevenagel condensation strategy. Unlike conventional cyano substitution reactions, our approach enables access to a large π-conjugated backbone with the in-situ formation of four cyano substitutents at room temperature while avoiding extra cyano-functionalization reactions. TCDADIs decorated with different N-alkyl substituents present good solubility, near-coplanar backbones, good crystallinity, and low-lying lowest unoccupied molecular orbital energies of -4.33 eV, all of which contribute to desirable electron-transport performance when applied in organic field-effect transistors (OFET). The highest electron mobility of an OFET based on a 2-hexyldecyl-substituted TCDADI single crystal reaches 12.6 cm2 V-1 s-1 , which is not only among the highest values for the reported n-type organic semiconductor materials (OSMs) but also exceeds that of most n-type OSMs decorated with imide units | ||
| 650 | 4 | |a Journal Article | |
| 650 | 4 | |a Acene Diimides | |
| 650 | 4 | |a Electron Transport | |
| 650 | 4 | |a Organic Field-Effect Transistors | |
| 650 | 4 | |a n-Type Organic Semiconductors | |
| 700 | 1 | |a Liu, Wentao |e verfasserin |4 aut | |
| 700 | 1 | |a Yang, Xin |e verfasserin |4 aut | |
| 700 | 1 | |a Li, Wenhao |e verfasserin |4 aut | |
| 700 | 1 | |a Zhao, Lingli |e verfasserin |4 aut | |
| 700 | 1 | |a Chi, Kai |e verfasserin |4 aut | |
| 700 | 1 | |a Xiao, Xuetao |e verfasserin |4 aut | |
| 700 | 1 | |a Yan, Yongkun |e verfasserin |4 aut | |
| 700 | 1 | |a Zeng, Weixuan |e verfasserin |4 aut | |
| 700 | 1 | |a Liu, Yunqi |e verfasserin |4 aut | |
| 700 | 1 | |a Chen, Huajie |e verfasserin |4 aut | |
| 700 | 1 | |a Zhao, Yan |e verfasserin |4 aut | |
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