New donor polymer with tetrafluorinated blocks for enhanced performance in perylenediimide-based solar cells

Timalsina, Amod; Hartnett, Patrick E.; Melkonyan, Ferdinand S.; Strzalka, Joseph; Reddy, Vari S.; Facchetti, Antonio; Wasielewski, Michael R.; Marks, Tobin J.

doi:10.1039/c7ta00063d

Title: New donor polymer with tetrafluorinated blocks for enhanced performance in perylenediimide-based solar cells

Journal Article · Thu Feb 09 00:00:00 EST 2017 · Journal of Materials Chemistry. A

DOI:https://doi.org/10.1039/c7ta00063d· OSTI ID:1376900

Timalsina, Amod ^[1]; Hartnett, Patrick E. ^[1];

^[1]; Strzalka, Joseph ^[2]; Reddy, Vari S. ^[1]; Facchetti, Antonio ^[3];

^[1];

^[1]

Northwestern Univ., Evanston, IL (United States)
Argonne National Lab. (ANL), Argonne, IL (United States)
Northwestern Univ., Evanston, IL (United States); Polyera Corp., Slokie, IL (United States)

The synthesis of a new tetrafluorinated semiconducting donor polymer, poly[(4,8-bis(5-(2-ethylhexyl)-4-fluorothiophene-2-yl)-benzo[1,2-b:4,5-b']dithiophene)-alt-(5,6-difluoro-4,7-(4-(2-ethylhexyl)-dithien-2-yl-2,1,3-benzothiadiazole)] (PBTZF4), and its photovoltaic performance in bulk heterojunction (BHJ) blends with the non-fullerene molecular acceptor [1,2:3,4]-bis-[N,N'-bis-1-pentylhexyl-perylenediimide-1,12-yl]-benzene (bPDI2P), are reported. PBTZF4:bPDI2P solar cells exhibit a high open circuit voltage (Voc) of 1.118 V, a short circuit current density (J_sc) of 10.02 mA/cm², and a fill factor (FF) of 49.5%, affording a power conversion efficiency (PCE) of 5.55%. Interestingly, a lower PCE of 3.68% is obtained with the difluorinated analogue, poly[(4,8-bis(5-(2-ethylhexyl)-thiophene-2-yl)-benzo[1,2-b:4,5-b']dithiophene)-alt-(5,6-difluoro-4,7-(4-(2-ethyl-hexyl)-dithien-2-yl-2,1,3-benzothiadiazole)] (PBTZF2). Both PBTZF4:bPDI2P and PBTZF2:bPDI2P cells benefit from complementary (donor/acceptor) light absorption and very low geminate recombination, with bimolecular recombination being the dominant loss mechanism, as established by femtosecond transient absorption spectroscopy. DFT computation and physicochemical characterization data argue that the “additional” tetrafluorination planarizes the PBTZF4 backbone and enhances aggregation versusPBTZF2, affording superior charge carrier transport as assayed by field-effect mobility. In addition, fluorine-originated HOMO stabilization, -5.41 eV for PBTZF4versus -5.33 eV for PBTZF2, and a superior blend microstructure afford a higher PBTZF4:bPDI2P solar cell PCE versusPBTZF2:bPDI2P.

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Research Organization:: Argonne National Lab. (ANL), Argonne, IL (United States); Energy Frontier Research Centers (EFRC) (United States). Argonne-Northwestern Solar Energy Research Center (ANSER)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES)

Grant/Contract Number:: AC02-06CH11357; SC0001059

OSTI ID:: 1376900

Alternate ID(s):: OSTI ID: 1388126

Journal Information:: Journal of Materials Chemistry. A, Vol. 5, Issue 11; ISSN 2050-7488

Publisher:: Royal Society of ChemistryCopyright Statement

Country of Publication:: United States

Language:: English

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Cited by: 24 works

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For the Bright Future-Bulk Heterojunction Polymer Solar Cells with Power Conversion Efficiency of 7.4% Liang, Yongye; Xu, Zheng; Xia, Jiangbin Advanced Materials, Vol. 22, Issue 20, p. E135-E138 https://doi.org/10.1002/adma.200903528	journal	May 2010
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Nature of halogen‐centered intermolecular interactions in crystal growth and design: Fluorine‐centered interactions in dimers in crystalline hexafluoropropylene as a prototype Varadwaj, Arpita; Marques, Helder M.; Varadwaj, Pradeep R. Journal of Computational Chemistry, Vol. 40, Issue 20 https://doi.org/10.1002/jcc.25836	journal	April 2019
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Naphtho[1,2- b :4,3- b ′]dithiophene-based hole transporting materials for high-performance perovskite solar cells: molecular engineering and opto-electronic properties Cui, Bin-Bin; Yang, Ning; Shi, Congbo Journal of Materials Chemistry A, Vol. 6, Issue 21 https://doi.org/10.1039/c8ta02071j	journal	January 2018
Carbon–oxygen-bridged hexacyclic non-fullerene acceptors with chlorinated end groups Liu, Tao; Zhao, Qiaoqiao; Wang, Huan Materials Chemistry Frontiers, Vol. 3, Issue 9 https://doi.org/10.1039/c9qm00327d	journal	January 2019
Achieving Fast Charge Separation and Low Nonradiative Recombination Loss by Rational Fluorination for High‐Efficiency Polymer Solar Cells Sun, Chenkai; Pan, Fei; Chen, Shanshan Advanced Materials, Vol. 31, Issue 52 https://doi.org/10.1002/adma.201905480	journal	November 2019
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Related Subjects

36 MATERIALS SCIENCE
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
catalysis (homogeneous)
catalysis (heterogeneous)
solar (photovoltaic)
solar (fuels)
photosynthesis (natural and artificial)
bio-inspired
hydrogen and fuel cells
electrodes - solar
defects
charge transport
spin dynamics
membrane
materials and chemistry by design
optics
synthesis (novel materials)
synthesis (self-assembly)