Synthesis and characterization of new electron-withdrawing moiety thieno[2,3-c]pyrrole-4,6-dione-based molecules for small molecule solar cells

New conjugated small molecules 5,5′-bis{5-Octyl-2-(2,2′-bithiophen-5-yl)-4H-thieno[2,3-c]pyrrole-4,6-dione}-3,3′-di-octylsilylene-2,2′-bithiophene DTS(BTTPD)2 and 5,5′-bis{5-Octyl-2-(2,5-thiophenyl)-4H-thieno[2,3-c]pyrrole-4,6-dione}-3,3′-di-octylsilylene-2,2′-bithiophene DTS(TTPD)2 of the acceptor–...

Full description

Saved in:
Bibliographic Details
Published in:Dyes and pigments 2013-04, Vol.97 (1), p.141-147
Main Authors: Fu, Lei, Pan, Hongbin, Larsen-Olsen, Thue T., Andersen, Thomas R., Bundgaard, Eva, Krebs, Frederik C., Chen, Hong-Zheng
Format: Article
Language:English
Subjects:
Conjugated small molecules
Coupling (molecular)
Energy conversion efficiency
Energy gaps (solid state)
Esters
New electron-withdrawing moiety
Organic solar cells
Photovoltaic cells
Power conversion efficiency
Solar cells
Solution processability
Thieno[2,3-c]pyrrole-4,6-dione
Volatile organic compounds
Voltage
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:New conjugated small molecules 5,5′-bis{5-Octyl-2-(2,2′-bithiophen-5-yl)-4H-thieno[2,3-c]pyrrole-4,6-dione}-3,3′-di-octylsilylene-2,2′-bithiophene DTS(BTTPD)2 and 5,5′-bis{5-Octyl-2-(2,5-thiophenyl)-4H-thieno[2,3-c]pyrrole-4,6-dione}-3,3′-di-octylsilylene-2,2′-bithiophene DTS(TTPD)2 of the acceptor–π–donor–π–acceptor type end-capped with thieno[2,3-c]pyrrole-4,6-dione (TPD) units for small molecule solar cells have been prepared through coupling of dithienosilole and TPD units bridged with thienylene and bithienylene. They are soluble in common organic solvents and show an interesting absorption. These small molecules have very similar optical band gaps (1.87 eV and 1.92 eV) and fairly close highest occupied molecular orbital energy levels (−5.52 to −5.55 eV). The best solar cells using DTS(TTPD)2 as an electron donor and [6,6]-phenyl-C61-butyric acid methyl ester (PC61BM) as an electron acceptor demonstrated efficient performance with an obviously high open-circuit voltage (VOC) of 0.97 V and a power conversion efficiency of 1.20% after annealing and using MoO3 as electron-blocking layer. The solar cells based on DTS(BTTPD)2 and PC61BM blend also exhibited a high VOC of 0.97 V under optimized conditions. [Display omitted] ► A new electron-withdrawing moiety TPD was applied in organic solar cells. ► Two new conjugated small molecules end-capped with TPD were synthesized. ► DTS(BTTPD)2 and DTS(TTPD)2 are soluble with a low band gap and crystallinity in solid state. ► Solar cells under different optimized conditions were fabricated and tested in air.
ISSN:0143-7208
1873-3743
DOI:10.1016/j.dyepig.2012.12.009