Dianthraceno[a,e]pentalenes: Synthesis, crystallographic structures and applications in organic field-effect transistors
Type
Article
KAUST Department
Chemical Science ProgramHomogeneous Catalysis Laboratory (HCL)
KAUST Catalysis Center (KCC)
Physical Science and Engineering (PSE) Division
Date
2015Permanent link to this record
http://hdl.handle.net/10754/563934Metadata
Show full item recordAbstract
Two soluble and stable dianthraceno[a,e]pentalenes with two (DAP1) and six (DAP2) phenyl substituents were synthesized. Both compounds possess a small energy band gap and show amphoteric redox behaviour due to intramolecular donor-accepter interactions. X-ray crystallographic analysis revealed that DAP2 has a closely packed structure with multi-dimensional [C-H⋯π] interactions although there are no π-π interactions between the dianthraceno[a,e]pentalene cores. As a result, solution-processed field effect transistors based on DAP2 exhibited an average hole mobility of 0.65 cm2 V-1 s-1. Under similar conditions, DAP1 showed an average field effect hole mobility of 0.001 cm2 V-1 s-1. This journal isSponsors
This work was financially supported by the NUS Start-Up Grant (R-143-000-486-133) and MOE AcRF grants (R-143-000510-112 and R-143-000-573-112) (C. C.), the NUS-IMRE Molecular Material Center (J. X.), and KAUST (K. W. H.).Publisher
Royal Society of Chemistry (RSC)Journal
Chem. Commun.Relations
Is Supplemented By:- [Dataset]
Dai, G., Chang, J., Zhang, W., Bai, S., Huang, K.-W., Xu, J., & Chi, C. (2014). CCDC 1008484: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/cc12vdr2. DOI: 10.5517/cc12vdr2 HANDLE: 10754/624338 - [Dataset]
Dai, G., Chang, J., Zhang, W., Bai, S., Huang, K.-W., Xu, J., & Chi, C. (2014). CCDC 1008483: Experimental Crystal Structure Determination [Data set]. Cambridge Crystallographic Data Centre. https://doi.org/10.5517/cc12vdq1. DOI: 10.5517/cc12vdq1 HANDLE: 10754/624337