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

doi:10.1021/acs.chemmater.8b05047

This content will become publicly available on February 12, 2020

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

Full Record
Other Related Research

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 ofmore » 18.9 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.

Copy to clipboard


                    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.

Copy to clipboard


                    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.

Copy to clipboard


                    
@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}

}

Copy to clipboard

Journal Article:

Free Publicly Available Full Text

This content will become publicly available on February 12, 2020

Publisher's Version of Record

DOI: 10.1021/acs.chemmater.8b05047

Other availability

Search WorldCat to find libraries that may hold this journal

Save / Share:

Export Metadata

Save to My Library

Similar Records in DOE PAGES and OSTI.GOV collections:

Charge Transfer and Aggregation Effects on the Performance of Planar vs Twisted Nonfullerene Acceptor Isomers for Organic Solar Cells

Journal Article Carlotti, Benedetta ; Cai, Zhengxu ; Kim, Hyungjun ; ... - Chemistry of Materials

In this paper, newly synthesized perylene diimide dimers were investigated as nonfullerene electron acceptors for organic solar cells. In particular, two analogous positional isomers exhibiting twisted vs planar geometries were prepared to make a direct comparison of their optical and electronic properties. These properties were investigated to provide information regarding the impact of the nonfullerene acceptor geometry on the ultimate photovoltaic performance. The two isomers exhibited strikingly different optical and photophysical properties in solution as well as in film. The ultrafast spectroscopic investigation in solution revealed the occurrence of charge transfer upon photoexcitation, which takes place more efficiently in themore »« less
DOI: 10.1021/acs.chemmater.8b01047
Understanding the Charge Transfer at the Interface of Electron Donors and Acceptors: TTF–TCNQ as an Example

Journal Article Park, Changwon ; Atalla, Viktor ; Smith, Sean ; ... - ACS Applied Materials and Interfaces

Charge transfer between an electron donor and an electron acceptor is widely accepted as being independent of their relative configurations if the interaction between them is weak; however, the limit of this concept for an interacting system has not yet been well established. Our study of prototypical electron donor–acceptor molecules, tetrathiafulvalene–tetracyanoquinodimethane, using density functional theory based on an advanced functional, clearly demonstrates that for interacting molecules, their configurational arrangement is as important as their individual electronic properties in the asymptotic limit to determine the charge transfer direction. For the first time, we demonstrate that by changing their relative orientation, onemore »« less
DOI: 10.1021/acsami.7b04148

Full Text Available
Effect of the Molecular Configuration of Perylene Diimide Acceptors on Charge Transfer and Device Performance

Journal Article Qu, Jianfei ; Mu, Zhao ; Lai, Hanjian ; ... - ACS Applied Energy Materials

Three perylene diimides (PDI)-based small molecules, T2-SePDI2, T3B-SePDI3, and T4B-SePDI4, with different molecular configurations are synthesized. Due to a large steric hindrance, the molecular configuration of T3B-SePDI3 is the most distorted, followed by T4BSePDI4, while T2-SePDI2 shows the smallest steric hindrance. Inverted bulk heterojunction solar cells based on T3B-SePDI3 and PBDB-T show the highest power conversion efficiency (PCE) of 5.82% with an open-circuit voltage of 0.98 V, a high short-circuit current density of 10.52 mA/cm2, and a fill factor of 56.31%. The PCEs of the T2-SePDI2- and T4B-SePDI4- based devices are 4.10% and 5.10%, respectively. Furthermore, the results demonstrate thatmore »« less
DOI: 10.1021/acsaem.7b00277

Full Text Available
Enhancement in Open-Circuit Voltage in Organic Solar Cells by Using Ladder-Type Nonfullerene Acceptors

Journal Article Cai, Zhengxu ; Zhao, Donglin ; Sharapov, Valerii ; ... - ACS Applied Materials and Interfaces

The open-circuit voltage (V _oc) loss has always been a major factor in lowering power conversion efficiencies (PCEs) in bulk heterojunction organic photovoltaic cells (OPVs). A method to improve the V _oc is indispensable to achieve high PCEs. Here in this paper, we investigated a series of perylene diimide-based ladder-type molecules as electron acceptors in nonfullerene OPVs. The D-A ladder-type structures described here lock our pi-systems into a planar structure and eliminate bond twisting associated with linear conjugated systems. This enlarges the interface energy gap (ΔE _DA), extends electronic delocalization, and hence improves the V _oc. More importantly, these devicesmore »« less
Cited by 2
DOI: 10.1021/acsami.8b01308

Full Text Available
Highly efficient near-infrared and semitransparent polymer solar cells based on an ultra-narrow bandgap nonfullerene acceptor

Journal Article Chen, Juan ; Li, Guangda ; Zhu, Qinglian ; ... - Journal of Materials Chemistry A

Non-fullerene polymer solar cells based on a low bandgap polymer PTB7-Th and an ultra-narrow bandgap acceptor ACS8 exhibited an optimal PCE of 13.2%, indicating that the blend of PTB7-Th/ACS8 has potential for the practical applications of PSCs.
DOI: 10.1039/C8TA11484F

Similar Records