Bisacenaphthopyrazinoquinoxaline derivatives: Synthesis, physical properties and applications as semiconductors for n-channel field effect transistors

Tong, Chenhua; Chang, Jingjing; Tan, Junmin; Dai, Gaole; Huang, Kuo-Wei; Chan, Hardysze; Chi, Chunyan

Bisacenaphthopyrazinoquinoxaline derivatives: Synthesis, physical properties and applications as semiconductors for n-channel field effect transistors

Type

Article

Authors

Tong, Chenhua
Chang, Jingjing
Tan, Junmin
Dai, Gaole
Huang, Kuo-Wei

Chan, Hardysze
Chi, Chunyan

KAUST Department

Biological and Environmental Sciences and Engineering (BESE) Division
Chemical Science Program
Homogeneous Catalysis Laboratory (HCL)
KAUST Catalysis Center (KCC)
Physical Science and Engineering (PSE) Division

Date

2013

Abstract

Several bisacenaphthopyrazinoquinoxaline (BAPQ) based derivatives 1-3 were synthesized by condensation between the acenaphthenequinones and 1,2,4,5-tetraaminobenzene tetrahydrochloride. Their optical, electrochemical and self-assembling properties are tuned by different substituents. Among them, compound 3 possesses a homogeneously distributed low-lying LUMO due to the peripheral substitution with four cyano groups. The corresponding n-channel field effect transistors showed a field effect electron mobility of 5 × 10-3 cm2 V-1 s-1. © 2013 The Royal Society of Chemistry.

Citation

Tong, C., Chang, J., Tan, J. M., Dai, G., Huang, K.-W., Chan, H. S. O., & Chi, C. (2013). Bisacenaphthopyrazinoquinoxaline derivatives: synthesis, physical properties and applications as semiconductors for n-channel field effect transistors. Organic & Biomolecular Chemistry, 11(34), 5683. doi:10.1039/c3ob40982a

Acknowledgements

This work was financially supported by the Singapore MOE AcRF grants R-143-000-510-112 and NUS Start Up grant R-143-000-486-133 (C. C.) and KAUST (K.-W. H.).