N -annulated perylene as an efficient electron donor for porphyrin-based dyes: Enhanced light-harvesting ability and high-efficiency Co(II/III)-based dye-sensitized solar cells

Handle URI:
http://hdl.handle.net/10754/563332
Title:
N -annulated perylene as an efficient electron donor for porphyrin-based dyes: Enhanced light-harvesting ability and high-efficiency Co(II/III)-based dye-sensitized solar cells
Authors:
Luo, Jie; Xu, Mingfei; Li, Renzhi; Huang, Kuo-Wei ( 0000-0003-1900-2658 ) ; Jiang, Changyun; Qi, Qingbiao; Zeng, Wangdong; Zhang, Jie; Chi, Chunyan; Wang, Peng; Wu, Jishan
Abstract:
Porphyrin-based dyes recently have become good candidates for dye-sensitized solar cells (DSCs). However, the bottleneck is how to further improve their light-harvesting ability. In this work, N-annulated perylene (NP) was used to functionalize the Zn-porphyrin, and four "push-pull"-type NP-substituted and fused porphyrin dyes with intense absorption in the visible and even in the near-infrared (NIR) region were synthesized. Co(II/III)-based DSC device characterizations revealed that dyes WW-5 and WW-6, in which an ethynylene spacer is incorporated between the NP and porphyrin core, showed pantochromatic photon-to-current conversion efficiency action spectra in the visible and NIR region, with a further red-shift of about 90 and 60 nm, respectively, compared to the benchmark molecule YD2-o-C8. As a result, the short-circuit current density was largely increased, and the devices displayed power conversion efficiencies as high as 10.3% and 10.5%, respectively, which is comparable to that of the YD2-o-C8 cell (η = 10.5%) under the same conditions. On the other hand, the dye WW-3 in which the NP unit is directly attached to the porphyrin core showed a moderate power conversion efficiency (η = 5.6%) due to the inefficient π-conjugation, and the NP-fused dye WW-4 exhibited even poorer performance due to its low-lying LUMO energy level and nondisjointed HOMO/LUMO profile. Our detailed physical measurements (optical and electrochemical), density functional theory calculations, and photovoltaic characterizations disclosed that the energy level alignment, the molecular orbital profile, and dye aggregation all played very important roles on the interface electron transfer and charge recombination kinetics. © 2013 American Chemical Society.
KAUST Department:
KAUST Catalysis Center (KCC); Chemical Science Program; Physical Sciences and Engineering (PSE) Division; HCL
Publisher:
American Chemical Society (ACS)
Journal:
Journal of the American Chemical Society
Issue Date:
8-Jan-2014
DOI:
10.1021/ja409291g
Type:
Article
ISSN:
00027863
Sponsors:
J.W. acknowledges financial support from the IMRE Core Funding (IMRE/13-1C0205) and MOE Tier 2 grant (MOE2011-T2-2-130). P.W. thanks the National 973 Program (No. 2011CBA00702) and the National Science Foundation of China (No. 51203150). K.-W.H. acknowledges financial support from KAUST.
Appears in Collections:
Articles; Physical Sciences and Engineering (PSE) Division; Chemical Science Program; KAUST Catalysis Center (KCC)

Full metadata record

DC FieldValue Language
dc.contributor.authorLuo, Jieen
dc.contributor.authorXu, Mingfeien
dc.contributor.authorLi, Renzhien
dc.contributor.authorHuang, Kuo-Weien
dc.contributor.authorJiang, Changyunen
dc.contributor.authorQi, Qingbiaoen
dc.contributor.authorZeng, Wangdongen
dc.contributor.authorZhang, Jieen
dc.contributor.authorChi, Chunyanen
dc.contributor.authorWang, Pengen
dc.contributor.authorWu, Jishanen
dc.date.accessioned2015-08-03T11:45:58Zen
dc.date.available2015-08-03T11:45:58Zen
dc.date.issued2014-01-08en
dc.identifier.issn00027863en
dc.identifier.doi10.1021/ja409291gen
dc.identifier.urihttp://hdl.handle.net/10754/563332en
dc.description.abstractPorphyrin-based dyes recently have become good candidates for dye-sensitized solar cells (DSCs). However, the bottleneck is how to further improve their light-harvesting ability. In this work, N-annulated perylene (NP) was used to functionalize the Zn-porphyrin, and four "push-pull"-type NP-substituted and fused porphyrin dyes with intense absorption in the visible and even in the near-infrared (NIR) region were synthesized. Co(II/III)-based DSC device characterizations revealed that dyes WW-5 and WW-6, in which an ethynylene spacer is incorporated between the NP and porphyrin core, showed pantochromatic photon-to-current conversion efficiency action spectra in the visible and NIR region, with a further red-shift of about 90 and 60 nm, respectively, compared to the benchmark molecule YD2-o-C8. As a result, the short-circuit current density was largely increased, and the devices displayed power conversion efficiencies as high as 10.3% and 10.5%, respectively, which is comparable to that of the YD2-o-C8 cell (η = 10.5%) under the same conditions. On the other hand, the dye WW-3 in which the NP unit is directly attached to the porphyrin core showed a moderate power conversion efficiency (η = 5.6%) due to the inefficient π-conjugation, and the NP-fused dye WW-4 exhibited even poorer performance due to its low-lying LUMO energy level and nondisjointed HOMO/LUMO profile. Our detailed physical measurements (optical and electrochemical), density functional theory calculations, and photovoltaic characterizations disclosed that the energy level alignment, the molecular orbital profile, and dye aggregation all played very important roles on the interface electron transfer and charge recombination kinetics. © 2013 American Chemical Society.en
dc.description.sponsorshipJ.W. acknowledges financial support from the IMRE Core Funding (IMRE/13-1C0205) and MOE Tier 2 grant (MOE2011-T2-2-130). P.W. thanks the National 973 Program (No. 2011CBA00702) and the National Science Foundation of China (No. 51203150). K.-W.H. acknowledges financial support from KAUST.en
dc.publisherAmerican Chemical Society (ACS)en
dc.titleN -annulated perylene as an efficient electron donor for porphyrin-based dyes: Enhanced light-harvesting ability and high-efficiency Co(II/III)-based dye-sensitized solar cellsen
dc.typeArticleen
dc.contributor.departmentKAUST Catalysis Center (KCC)en
dc.contributor.departmentChemical Science Programen
dc.contributor.departmentPhysical Sciences and Engineering (PSE) Divisionen
dc.contributor.departmentHCLen
dc.identifier.journalJournal of the American Chemical Societyen
dc.contributor.institutionInstitute of Materials Research and Engineering, ASTAR, 3 Research Link, Singapore, 117602, Singaporeen
dc.contributor.institutionState Key Laboratory of Polymer Physics and Chemistry, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, Changchun 130022, Chinaen
dc.contributor.institutionDepartment of Chemistry, National University of Singapore, 3 Science Drive 3, 117543, Singapore, Singaporeen
kaust.authorHuang, Kuo-Weien
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