Back to Search
Start Over
Oligo(3-hexylthiophene)-functionalized dicyano-ethylene substituted quinacridone derivatives: synthesis, characterizations and applications as acceptors in photovoltaic devices.
- Source :
-
New Journal of Chemistry . Sep2012, Vol. 36 Issue 9, p1788-1797. 10p. - Publication Year :
- 2012
-
Abstract
- A series of regioregular head-to-tail oligo(3-hexylthiophene)-functionalized dicyano-ethylene substituted quinacridone derivatives DCN-Tn-QA (n = 1–3) were designed and synthesized. These linear π-conjugated donor–acceptor–donor (D–A–D) molecules with different length of the oligothiophene chain have been achieved in good yields via iterative iodination and Suzuki cross-coupling reactions followed by Knoevenagel condensations. Their photophysical and electrochemical properties, as well as density functional theory (DFT) calculations, were systematically investigated. The compounds of DCN-Tn-QA (n = 1–3) with an intense absorption range from 350–750 nm, suitable LUMO levels at around −4.0 eV and considerable film formation properties, were suitable for application in organic solar cells (OSCs) as acceptors. The organic bulk heterojunction (BHJ) solar cell based on the blend film of P3HT/DCN-T2-QA (1 : 1, w/w) (P3HT = poly(3-hexylthiophene)) showed a power conversion efficiency (PCE) of 0.51% under the illumination of AM.1.5, 100 mW cm−2. Compared with P3HT/PCBM (PCBM = [6,6]-phenyl-C61-butyric acid methyl ester), the blend film of P3HT/DCN-T2-QA displayed a stronger response to the solar spectrum in the long wavelength range from 665–750 nm. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 11440546
- Volume :
- 36
- Issue :
- 9
- Database :
- Academic Search Index
- Journal :
- New Journal of Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 100901790
- Full Text :
- https://doi.org/10.1039/c2nj40306d