TY - JOUR
T1 - D-π-A-π-D Structured Diketopyrrolopyrrole-Based Electron Donors for Solution-Processed Organic Solar Cells
AU - Yadagiri, Bommaramoni
AU - Narayanaswamy, Kamatham
AU - Srinivasa Rao, Ravulakollu
AU - Bagui, Anirban
AU - Datt, Ram
AU - Gupta, Vinay
AU - Singh, Surya Prakash
N1 - Funding Information:
We gratefully acknowledge SUNRISE program for financial support. K.N. and B.Y. thank University Grants Commission (UGC), Government of India, for giving the junior and senior research fellowship. S.P.S. thanks DST Indo-Poland project DST/INT/POL/P-26/2016.
Publisher Copyright:
© 2018 American Chemical Society.
PY - 2018/10/17
Y1 - 2018/10/17
N2 - Solution-processable D-π-A-π-D structured two organic small molecules bearing thienyl diketopyrrolopyrrole (TDPP) and furanyl diketopyrrolopyrrole (FDPP) as central acceptor units and cyano on the π-bridge and phenothiazine as the terminal donor units, coded as TDPP-PTCN and FDPP-PTCN, are designed and synthesized. The C-H arylation and Suzuki coupling protocols have been adopted for synthesizing the molecules. Solution-processed organic solar cells (OSCs) were constructed with these molecules as the donors and phenyl-C71-butyric acid methyl ester as the acceptor yielding power conversion efficiencies (PCE) of 4.0% for FDPP-PTCN and 5.2% for TDPP-PTCN, which is the highest PCE reported so far from the small molecular DPP-phenothiazine-based architecture for solution-based OSCs. The effect of heteroatom substitution on thermal stability and optoelectronic and photovoltaic performances is also systematically investigated herein. This work demonstrates that replacement of oxygen with sulfur in these kinds of small molecules remarkably improves the photovoltaic performance of OSCs.
AB - Solution-processable D-π-A-π-D structured two organic small molecules bearing thienyl diketopyrrolopyrrole (TDPP) and furanyl diketopyrrolopyrrole (FDPP) as central acceptor units and cyano on the π-bridge and phenothiazine as the terminal donor units, coded as TDPP-PTCN and FDPP-PTCN, are designed and synthesized. The C-H arylation and Suzuki coupling protocols have been adopted for synthesizing the molecules. Solution-processed organic solar cells (OSCs) were constructed with these molecules as the donors and phenyl-C71-butyric acid methyl ester as the acceptor yielding power conversion efficiencies (PCE) of 4.0% for FDPP-PTCN and 5.2% for TDPP-PTCN, which is the highest PCE reported so far from the small molecular DPP-phenothiazine-based architecture for solution-based OSCs. The effect of heteroatom substitution on thermal stability and optoelectronic and photovoltaic performances is also systematically investigated herein. This work demonstrates that replacement of oxygen with sulfur in these kinds of small molecules remarkably improves the photovoltaic performance of OSCs.
UR - http://www.scopus.com/inward/record.url?scp=85055141491&partnerID=8YFLogxK
U2 - 10.1021/acsomega.8b01515
DO - 10.1021/acsomega.8b01515
M3 - Article
AN - SCOPUS:85055141491
SN - 2470-1343
VL - 3
SP - 13365
EP - 13373
JO - ACS Omega
JF - ACS Omega
IS - 10
ER -