Multiple Fused Ring-Based Near-Infrared Nonfullerene Acceptors with an Interpenetrated Charge-Transfer Network

doi:10.1021/acs.chemmater.8b05047

Title: Multiple Fused Ring-Based Near-Infrared Nonfullerene Acceptors with an Interpenetrated Charge-Transfer Network

Abstract

Two small molecule acceptors with chlorinated IC as end groups and 10-ring- and 12-ring-fused cores as central units, named R10-4Cl and R12-4Cl, were designed and synthesized, which exhibit low optical band gaps of 1.43 and 1.35 eV, respectively. X-ray crystallographic analysis of R10-4Cl shows that the end groups of adjacent molecules are parallel and partially overlap with a short π-π distance of 3.32 Å, which is helpful for electron transport in this direction. At the same time, there is another type of molecular orientation that lies in these two molecules with an angle about 64.7 degrees because of the close contact of S ∙∙∙ O with a distance of 3.15 Å. The two types of molecular arrangements result in an interpenetrated network structure in R10-4Cl films, which is helpful for the rapid charge transfer either along the horizontal direction or the sloping direction. After blending with a PBDB-T polymer donor, the R10-4Cl-based device shows wide photocurrent response from the visible to near-infrared regions, resulting in the better usage of the sunlight source. Benefited from this comprehensive solar energy absorption and the interpenetrated charge transfer, the R10-4Cl-based devices show a power conversion up to 10.7% with an improved J_SC of 18.9more » mA cm^-2.« less

Authors:

Qu, Jianfei ^[1]; Zhao, Qiaoqiao ^[1]; Zhou, Jiadong ^[2]; Lai, Hanjian ^[1]; Liu, Tao ^[1]; Li, Duning ^[1];

^[3];

^[4];

^[1]

Southern Univ. of Science and Technology, Shenzhen (China). Shenzhen Grubbs Inst., Dept. of Chemistry
South China Univ. of Technology, Guangzhou (China). Inst. of Polymer Optoelectronic Materials and Devices, State Key Lab. of Luminescent Materials and Devices
Argonne National Lab. (ANL), Argonne, IL (United States). Materials Science Division; Univ. of Chicago, IL (United States). Inst. for Molecular Engineering
South China Univ. of Technology, Guangzhou (China). Inst. of Polymer Optoelectronic Materials and Devices, State Key Lab. of Luminescent Materials and Devices

Publication Date:: 2019-02-12

Research Org.:: Argonne National Lab. (ANL), Argonne, IL (United States)

Sponsoring Org.:: USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22). Materials Sciences & Engineering Division; National Natural Science Foundation of China (NNSFC)

OSTI Identifier:: 1505168

Grant/Contract Number:: AC02-06CH11357

Resource Type:: Accepted Manuscript

Journal Name:: Chemistry of Materials

Additional Journal Information:: Journal Volume: 31; Journal Issue: 5; Journal ID: ISSN 0897-4756

Publisher:: American Chemical Society (ACS)

Country of Publication:: United States

Language:: English

Subject:: 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; 14 SOLAR ENERGY; fused rings; interpenetrated network; near-infrared absorbing; nonfullerene acceptors; organic solar cells

Citation Formats


                    Qu, Jianfei, Zhao, Qiaoqiao, Zhou, Jiadong, Lai, Hanjian, Liu, Tao, Li, Duning, Chen, Wei, Xie, Zengqi, and He, Feng. Multiple Fused Ring-Based Near-Infrared Nonfullerene Acceptors with an Interpenetrated Charge-Transfer Network.  United States: N. p., 2019. 
        Web.  doi:10.1021/acs.chemmater.8b05047.

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                    Qu, Jianfei, Zhao, Qiaoqiao, Zhou, Jiadong, Lai, Hanjian, Liu, Tao, Li, Duning, Chen, Wei, Xie, Zengqi, & He, Feng. Multiple Fused Ring-Based Near-Infrared Nonfullerene Acceptors with an Interpenetrated Charge-Transfer Network.  United States.  doi:10.1021/acs.chemmater.8b05047.

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                    Qu, Jianfei, Zhao, Qiaoqiao, Zhou, Jiadong, Lai, Hanjian, Liu, Tao, Li, Duning, Chen, Wei, Xie, Zengqi, and He, Feng. Tue .  
        "Multiple Fused Ring-Based Near-Infrared Nonfullerene Acceptors with an Interpenetrated Charge-Transfer Network".  United States.  doi:10.1021/acs.chemmater.8b05047.  https://www.osti.gov/servlets/purl/1505168.

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@article{osti_1505168,

  title        = {Multiple Fused Ring-Based Near-Infrared Nonfullerene Acceptors with an Interpenetrated Charge-Transfer Network},

  author       = {Qu, Jianfei and Zhao, Qiaoqiao and Zhou, Jiadong and Lai, Hanjian and Liu, Tao and Li, Duning and Chen, Wei and Xie, Zengqi and He, Feng},

  abstractNote = {Two small molecule acceptors with chlorinated IC as end groups and 10-ring- and 12-ring-fused cores as central units, named R10-4Cl and R12-4Cl, were designed and synthesized, which exhibit low optical band gaps of 1.43 and 1.35 eV, respectively. X-ray crystallographic analysis of R10-4Cl shows that the end groups of adjacent molecules are parallel and partially overlap with a short π-π distance of 3.32 Å, which is helpful for electron transport in this direction. At the same time, there is another type of molecular orientation that lies in these two molecules with an angle about 64.7 degrees because of the close contact of S ∙∙∙ O with a distance of 3.15 Å. The two types of molecular arrangements result in an interpenetrated network structure in R10-4Cl films, which is helpful for the rapid charge transfer either along the horizontal direction or the sloping direction. After blending with a PBDB-T polymer donor, the R10-4Cl-based device shows wide photocurrent response from the visible to near-infrared regions, resulting in the better usage of the sunlight source. Benefited from this comprehensive solar energy absorption and the interpenetrated charge transfer, the R10-4Cl-based devices show a power conversion up to 10.7% with an improved JSC of 18.9 mA cm-2.},

  doi          = {10.1021/acs.chemmater.8b05047},

  journal      = {Chemistry of Materials},

  number       = 5,

  volume       = 31,

  place        = {United States},

  year         = {2019},

  month        = {2}

}

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DOI: 10.1021/acs.chemmater.8b05047

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Works referencing / citing this record:

Synergistic Effects of Side‐Chain Engineering and Fluorination on Small Molecule Acceptors to Simultaneously Broaden Spectral Response and Minimize Voltage Loss for 13.8% Efficiency Organic Solar Cells
journal, July 2019

Fan, Qunping; Su, Wenyan; Zhang, Ming
Solar RRL, Vol. 3, Issue 11
DOI: 10.1002/solr.201900169

Synergistic Effects of Side‐Chain Engineering and Fluorination on Small Molecule Acceptors to Simultaneously Broaden Spectral Response and Minimize Voltage Loss for 13.8% Efficiency Organic Solar Cells
journal, July 2019

Fan, Qunping; Su, Wenyan; Zhang, Ming
Solar RRL, Vol. 3, Issue 11
DOI: 10.1002/solr.201900169

Single-crystal field-effect transistors based on a fused-ring electron acceptor with high ambipolar mobilities
journal, January 2020

Xiao, Chengyi; Li, Cheng; Liu, Feng
Journal of Materials Chemistry C
DOI: 10.1039/d0tc00587h

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Title: Multiple Fused Ring-Based Near-Infrared Nonfullerene Acceptors with an Interpenetrated Charge-Transfer Network

Abstract

Citation Formats

Synergistic Effects of Side‐Chain Engineering and Fluorination on Small Molecule Acceptors to Simultaneously Broaden Spectral Response and Minimize Voltage Loss for 13.8% Efficiency Organic Solar Cells journal, July 2019

Synergistic Effects of Side‐Chain Engineering and Fluorination on Small Molecule Acceptors to Simultaneously Broaden Spectral Response and Minimize Voltage Loss for 13.8% Efficiency Organic Solar Cells journal, July 2019

Single-crystal field-effect transistors based on a fused-ring electron acceptor with high ambipolar mobilities journal, January 2020

Synergistic Effects of Side‐Chain Engineering and Fluorination on Small Molecule Acceptors to Simultaneously Broaden Spectral Response and Minimize Voltage Loss for 13.8% Efficiency Organic Solar Cells
journal, July 2019

Synergistic Effects of Side‐Chain Engineering and Fluorination on Small Molecule Acceptors to Simultaneously Broaden Spectral Response and Minimize Voltage Loss for 13.8% Efficiency Organic Solar Cells
journal, July 2019

Single-crystal field-effect transistors based on a fused-ring electron acceptor with high ambipolar mobilities
journal, January 2020