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From Isoindigo to Dibenzonaphthyridinedione: A Building Block for Wide-Bandgap Conjugated Polymers with High Power Conversion Efficiency
Cai, Mian1,2; Bao, Xichang1; Wang, Xiao1; Zhang, Huanrui1; Qiu, Meng1; Yang, Renqiang1; Yang, Chunming3; Wan, Xiaobo1,2
2016-09-13
Source PublicationCHEMISTRY OF MATERIALS
Volume28Issue:17Pages:6196-6206
AbstractMost wide-bandgap (WBG) conjugated polymers with E-g > 2.2 eV exhibit low power conversion efficiency (PCE) due to their limited absorption window. Here we report the synthesis of a novel tetracyclic fused building block dibenzonaphthyridinedione (DBND) from isoindigo and its application as an acceptor building block for wide-bandgap copolymers with improved PCE. The Stille copolymerization of this building block with 5,5'-bis(trimethylstannyl)-2,2'-bithiophene (2T) and (E)-1,2-bis(5-(trirnethylstannyl)thiophen-2-yl)ethane (TVT) results in two WBG polymers PDBND-2T (E-g 2.32 eV) and PDBND-TVT (E-g 2.23 eV), respectively. Both polymers act as excellent donors in high-performance organic solar cells (OSCs). When blended with phenyl-C-71-butyric acid methyl ester (PC71BM), PDBND-2T based OSCs exhibit a PCE of 5.75%, which makes it the broadest bandgap OSCs with PCE over 5%. PDBDN-TVT based OSCs featured a high PCE up to 6.32%. Such efficiency is the highest reported to date for a conjugated polymer at such a broad bandgap. Moreover, without additives or annealing process, PDBND-TVT based OSCs exhibit an efficiency around 6.0% with a thick active layer (240 nm) and the performance shows little sensitivity to polymer:PC71BM weight ratios (range from 1:1.5 to 1:3), which makes PDBND-TVT a potential material for processable large-area tandem or ternary OSCs.
SubtypeArticle
WOS HeadingsScience & Technology ; Physical Sciences ; Technology
DOI10.1021/acs.chemmater.6b02225
WOS KeywordORGANIC SOLAR-CELLS ; FIELD-EFFECT TRANSISTORS ; MOLECULAR-WEIGHT ; ELECTRON-ACCEPTOR ; SELF-ORGANIZATION ; PERFORMANCE ; LAYER ; UNIT ; GAP ; PHOTOVOLTAICS
Indexed BySCI
Language英语
WOS Research AreaChemistry ; Materials Science
Funding Organization"100 talents" program from Chinese Academy of Sciences ; National Science Foundation of China(NSFC 51573204 ; Youth Innovation Promotion Association CAS(2016194) ; 21402220 ; 51573205)
WOS SubjectChemistry, Physical ; Materials Science, Multidisciplinary
WOS IDWOS:000383318500023
Citation statistics
Document Type期刊论文
Identifierhttp://ir.qibebt.ac.cn/handle/337004/8526
Collection生物基及仿生高分子材料团队(过去)
Affiliation1.Chinese Acad Sci, Qingdao Inst Bioenergy & Bioproc Technol, CAS Key Lab Biobased Mat, 189 Songling Rd, Qingdao 266101, Peoples R China
2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
3.Chinese Acad Sci, Shanghai Inst Appl Phys, Shanghai Synchrotron Radiat Facil, Shanghai 201204, Peoples R China
Recommended Citation
GB/T 7714
Cai, Mian,Bao, Xichang,Wang, Xiao,et al. From Isoindigo to Dibenzonaphthyridinedione: A Building Block for Wide-Bandgap Conjugated Polymers with High Power Conversion Efficiency[J]. CHEMISTRY OF MATERIALS,2016,28(17):6196-6206.
APA Cai, Mian.,Bao, Xichang.,Wang, Xiao.,Zhang, Huanrui.,Qiu, Meng.,...&Wan, Xiaobo.(2016).From Isoindigo to Dibenzonaphthyridinedione: A Building Block for Wide-Bandgap Conjugated Polymers with High Power Conversion Efficiency.CHEMISTRY OF MATERIALS,28(17),6196-6206.
MLA Cai, Mian,et al."From Isoindigo to Dibenzonaphthyridinedione: A Building Block for Wide-Bandgap Conjugated Polymers with High Power Conversion Efficiency".CHEMISTRY OF MATERIALS 28.17(2016):6196-6206.
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