摘要
A new organic small-molecule family comprising tetracyanoquinodimethane-substituted quinoidal dithioalky(SR)terthiophenes (DSTQs) (DSTQ-6 (1); SR = SC6H13, DSTQ-10 (2); SR = SC10H21, DSTQ-14 (3); SR = SC10H21) was synthesized and contrasted with a nonthioalkylated analogue (DRTQ-14 (4); R = C14H29). The physical, electrochemical, and electrical properties of these new compounds are thoroughly investigated. Optimized geometries obtained from density functional theory calculations and single-crystal X-ray diffraction reveal the planarity of the SR-containing DSTQ core. DSTQs pack in a slipped π-πstacked two-dimensional arrangement, with a short intermolecular stacking distance of 3.55 Å and short intermolecular S···N contacts of 3.56 Å. Thin-film morphological analysis by grazing incident X-ray diffraction reveals that all DSTQ molecules are packed in an edge-on fashion on the substrate. The favorable molecular packing, the high core planarity, and very low lowest unoccupied molecular orbital (LUMO) energy level (-4.2 eV) suggest that DSTQs could be electron-transporting semiconductors. Organic field-effect transistors based on solution-sheared DSTQ-14 exhibit the highest electron mobility of 0.77 cm2 V-1 s-1 with good ambient stability, which is the highest value reported to date for such a solution process terthiophene-based small molecular semiconductor. These results demonstrate that the device performance of solution-sheared DSTQs can be improved by side chain engineering.
原文 | ???core.languages.en_GB??? |
---|---|
頁(從 - 到) | 25081-25091 |
頁數 | 11 |
期刊 | ACS Applied Materials and Interfaces |
卷 | 12 |
發行號 | 22 |
DOIs | |
出版狀態 | 已出版 - 3 6月 2020 |
指紋
深入研究「Solution-Processable Quinoidal Dithioalkylterthiophene-Based Small Molecules Pseudo-Pentathienoacenes via an Intramolecular S···S Lock for High-Performance n-Type Organic Field-Effect Transistors」主題。共同形成了獨特的指紋。資料集
-
CCDC 1916104: Experimental Crystal Structure Determination
Vegiraju, S. (貢獻者), Amelenan Torimtubun, A. A. (貢獻者), Lin, P.-S. (貢獻者), Tsai, H.-C. (貢獻者), Lien, W.-C. (貢獻者), Chen, C.-S. (貢獻者), He, G.-Y. (貢獻者), Lin, C.-Y. (貢獻者), Zheng, D. (貢獻者), Huang, Y.-F. (貢獻者), Wu, Y.-C. (貢獻者), Yau, S.-L. (貢獻者), Lee, G.-H. (貢獻者), Tung, S.-H. (貢獻者), Wang, C.-L. (貢獻者), Liu, C.-L. (貢獻者), Chen, M.-C. (貢獻者) & Facchetti, A. (貢獻者), Cambridge Crystallographic Data Centre, 2020
DOI: 10.5517/ccdc.csd.cc229vt2, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc229vt2&sid=DataCite
資料集
-
CCDC 1916105: Experimental Crystal Structure Determination
Vegiraju, S. (貢獻者), Amelenan Torimtubun, A. A. (貢獻者), Lin, P.-S. (貢獻者), Tsai, H.-C. (貢獻者), Lien, W.-C. (貢獻者), Chen, C.-S. (貢獻者), He, G.-Y. (貢獻者), Lin, C.-Y. (貢獻者), Zheng, D. (貢獻者), Huang, Y.-F. (貢獻者), Wu, Y.-C. (貢獻者), Yau, S.-L. (貢獻者), Lee, G.-H. (貢獻者), Tung, S.-H. (貢獻者), Wang, C.-L. (貢獻者), Liu, C.-L. (貢獻者), Chen, M.-C. (貢獻者) & Facchetti, A. (貢獻者), Cambridge Crystallographic Data Centre, 2020
DOI: 10.5517/ccdc.csd.cc229vv3, http://www.ccdc.cam.ac.uk/services/structure_request?id=doi:10.5517/ccdc.csd.cc229vv3&sid=DataCite
資料集