TY - JOUR
T1 - Side-Chain Engineering of Benzodithiophene-Bridged Dimeric Porphyrin Donors for All-Small-Molecule Organic Solar Cells
AU - Piradi, Venkatesh
AU - Zhang, Guangjun
AU - Li, Tengfei
AU - Zhang, Ming
AU - Peng, Qiang
AU - Zhan, Xiaowei
AU - Zhu, Xunjin
N1 - Funding Information:
This work was supported by the Hong Kong Baptist University (FRG2-17-18-068, RC-ICRS/1617/02C-CHE, RC-ICRS-18-19-01A, RC-IRMS/16/17/02CHEM). Portions of this research were carried out at Beamline 7.3.3 and 11.0.1.2 at the Advanced Light Source, and Molecular Foundry, Lawrence Berkeley National Laboratory, which was supported by the DOE, Office of Science, and Office of Basic Energy Sciences. M.Z. is grateful for the support of the Beijing National Laboratory of Molecular Science (BNLMS201902).
Publisher copyright:
© 2020 American Chemical Society
PY - 2020/9/16
Y1 - 2020/9/16
N2 - Two new A-D-A small-molecule donors (C8T-BDTDP and C8ST-BDTDP) are prepared from benzodithiophene (BDT)-linked dimeric porphyrin (DP), which differ in side chains of BDT linkers with 4,8-bis[5-(2-ethylhexyl)thiophen-2-yl]benzo[1,2-b:4,5-b′]dithiophene (C8T-BDT) for the former and 4,8-bis{5-[(2-ethylhexyl)thio]-2-thienyl}benzo[1,2-b:4,5-b′]dithiophene (C8ST-BDT) for the latter. Both dimeric porphyrin donors show strongly UV-visible to near-infrared absorption. Compared to C8T-BDTDP, C8ST-BDTDP with an alkylthiothienyl-substituted BDT linker exhibits more intense absorption bands in the film and a lower highest occupied molecular orbital energy level. The blend film of the electron acceptor 6TIC with the respective dimeric porphyrin donor displays a broad photon response from 400 to 900 nm, unfortunately, with an absorption valley at ca. 600 nm. The device based on C8ST-BDTDP/6TIC demonstrates a promising power conversion efficiency (PCE) of 10.39% with a high short-circuit current density (JSC) of 19.53 mA cm-2, whereas the device based on C8T-BDTDP/6TIC shows a slightly lower PCE of 8.73% with a JSC of 17.75 mA cm-2. The better performance for C8ST-BDTDP/6TIC is mainly attributed to efficient charge dissociation and transportation because of the smooth surface morphology and highly ordered crystalline packing.
AB - Two new A-D-A small-molecule donors (C8T-BDTDP and C8ST-BDTDP) are prepared from benzodithiophene (BDT)-linked dimeric porphyrin (DP), which differ in side chains of BDT linkers with 4,8-bis[5-(2-ethylhexyl)thiophen-2-yl]benzo[1,2-b:4,5-b′]dithiophene (C8T-BDT) for the former and 4,8-bis{5-[(2-ethylhexyl)thio]-2-thienyl}benzo[1,2-b:4,5-b′]dithiophene (C8ST-BDT) for the latter. Both dimeric porphyrin donors show strongly UV-visible to near-infrared absorption. Compared to C8T-BDTDP, C8ST-BDTDP with an alkylthiothienyl-substituted BDT linker exhibits more intense absorption bands in the film and a lower highest occupied molecular orbital energy level. The blend film of the electron acceptor 6TIC with the respective dimeric porphyrin donor displays a broad photon response from 400 to 900 nm, unfortunately, with an absorption valley at ca. 600 nm. The device based on C8ST-BDTDP/6TIC demonstrates a promising power conversion efficiency (PCE) of 10.39% with a high short-circuit current density (JSC) of 19.53 mA cm-2, whereas the device based on C8T-BDTDP/6TIC shows a slightly lower PCE of 8.73% with a JSC of 17.75 mA cm-2. The better performance for C8ST-BDTDP/6TIC is mainly attributed to efficient charge dissociation and transportation because of the smooth surface morphology and highly ordered crystalline packing.
KW - benzodithiophene
KW - dimeric porphyrin donor
KW - non-fullerene acceptor
KW - organic solar cells
KW - side-chain engineering
UR - http://www.scopus.com/inward/record.url?scp=85091191367&partnerID=8YFLogxK
U2 - 10.1021/acsami.0c11410
DO - 10.1021/acsami.0c11410
M3 - Journal article
C2 - 32812417
AN - SCOPUS:85091191367
SN - 1944-8244
VL - 12
SP - 41506
EP - 41514
JO - ACS Applied Materials and Interfaces
JF - ACS Applied Materials and Interfaces
IS - 37
ER -
