Volume 30, Issue 52
Communication

Near‐Infrared Electron Acceptors with Fluorinated Regioisomeric Backbone for Highly Efficient Polymer Solar Cells

Fang‐Xiao Chen

State Key Laboratory of Silicon Materials, MOE Key Laboratory of Macromolecular Synthesis and Functionalization, Department of Polymer Science and Engineering, Zhejiang University, Hangzhou, 310027 P. R. China

Search for more papers by this author
Jing‐Qi Xu

State Key Laboratory of Silicon Materials, MOE Key Laboratory of Macromolecular Synthesis and Functionalization, Department of Polymer Science and Engineering, Zhejiang University, Hangzhou, 310027 P. R. China

Department of Materials Science and Engineering, University of Washington, Seattle, WA, 98195‐2120 USA

Search for more papers by this author
Zhi‐Xi Liu

State Key Laboratory of Silicon Materials, MOE Key Laboratory of Macromolecular Synthesis and Functionalization, Department of Polymer Science and Engineering, Zhejiang University, Hangzhou, 310027 P. R. China

Search for more papers by this author
Ming Chen

State Key Laboratory of Silicon Materials, MOE Key Laboratory of Macromolecular Synthesis and Functionalization, Department of Polymer Science and Engineering, Zhejiang University, Hangzhou, 310027 P. R. China

Search for more papers by this author
Ruoxi Xia

State Key Laboratory of Luminescent Materials and Devices, School of Materials Science and Engineering, South China University of Technology, 381 Wushan Road, Guangzhou, 510640 P. R. China

Search for more papers by this author
Yongchao Yang

State Key Laboratory of Luminescent Materials and Devices, School of Materials Science and Engineering, South China University of Technology, 381 Wushan Road, Guangzhou, 510640 P. R. China

Search for more papers by this author
Tsz‐Ki Lau

Department of Physics, The Chinese University of Hong Kong, New Territories, Hong Kong, 999077 P. R. China

Search for more papers by this author
Yingzhu Zhang

State Key Laboratory of Silicon Materials, MOE Key Laboratory of Macromolecular Synthesis and Functionalization, Department of Polymer Science and Engineering, Zhejiang University, Hangzhou, 310027 P. R. China

Search for more papers by this author
Xinhui Lu

Department of Physics, The Chinese University of Hong Kong, New Territories, Hong Kong, 999077 P. R. China

Search for more papers by this author
Hin‐Lap Yip

State Key Laboratory of Luminescent Materials and Devices, School of Materials Science and Engineering, South China University of Technology, 381 Wushan Road, Guangzhou, 510640 P. R. China

Search for more papers by this author
Alex K.‐Y. Jen

State Key Laboratory of Silicon Materials, MOE Key Laboratory of Macromolecular Synthesis and Functionalization, Department of Polymer Science and Engineering, Zhejiang University, Hangzhou, 310027 P. R. China

Department of Materials Science and Engineering, University of Washington, Seattle, WA, 98195‐2120 USA

Department of Materials Science & Engineering, City University of Hong Kong, Kowloon, Hong Kong, 999077 P. R. China

Search for more papers by this author
Hongzheng Chen

State Key Laboratory of Silicon Materials, MOE Key Laboratory of Macromolecular Synthesis and Functionalization, Department of Polymer Science and Engineering, Zhejiang University, Hangzhou, 310027 P. R. China

Search for more papers by this author
Chang‐Zhi Li

Corresponding Author

State Key Laboratory of Silicon Materials, MOE Key Laboratory of Macromolecular Synthesis and Functionalization, Department of Polymer Science and Engineering, Zhejiang University, Hangzhou, 310027 P. R. China

E‐mail: czli@zju.edu.cnSearch for more papers by this author
First published: 06 November 2018
Citations: 73

Abstract

Solar photon‐to‐electron conversion with polymer solar cells (PSCs) has experienced rapid development in the recent few years. Even so, the exploration of molecules and devices in efficiently converting near‐infrared (NIR) photons into electrons remains critical, yet challenging. Herein presented is a family of near‐infrared nonfullerene acceptors (NIR NFAs, T1–T4) with fluorinated regioisomeric A–Aπ–D–Aπ–A backbones for constructing efficient single‐junction and tandem PSCs with photon response up to 1000 nm. It is found that the tuning of the regioisomeric bridge (Aπ) and fluoro (F)‐substituents on a molecular skeleton strongly influences the backbone conformation and conjugation, leading to the optimized optoelectronic and stable stacking of resultant NFAs, which eventually impacts the performance of derived PSCs. In PSCs, the proximal NFAs with varied F‐atoms (T1–T3) mostly outperform than that of distal NFA (T4). Notably, single‐junction PSC with PTB7‐Th:T2 blend can reach 10.87% power conversion efficiency (PCE), after implementing a solvent additive to improve blend morphology. Moreover, efficient tandem PSCs are fabricated through integrating such NIR cells with mediate bandgap nonfullerene‐based subcells, to achieve a PCE of 14.64%. The results reveal the structural design of organic semiconductor and device with improved photovoltaic performance.

Number of times cited according to CrossRef: 73

  • Designing of benzodithiophene core-based small molecular acceptors for efficient non-fullerene organic solar cells, Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 10.1016/j.saa.2020.118873, 244, (118873), (2021).
  • Improving the performance of near infrared binary polymer solar cells by adding a second non-fullerene intermediate band-gap acceptor, Journal of Materials Chemistry C, 10.1039/C9TC06362E, (2020).
  • Rotatable Aggregation‐Induced‐Emission/Aggregation‐Caused‐Quenching Ratio Strategy for Real‐Time Tracking Nanoparticle Dynamics, Advanced Functional Materials, 10.1002/adfm.201910348, 30, 15, (2020).
  • Isomerizing thieno[3,4- b ]thiophene-based near-infrared non-fullerene acceptors towards efficient organic solar cells , Journal of Materials Chemistry C, 10.1039/D0TC00269K, (2020).
  • Enhanced performance of P3HT-based non-fullerene polymer solar cells by optimizing film morphology using non-halogenated solvent, Organic Electronics, 10.1016/j.orgel.2020.105701, 82, (105701), (2020).
  • Near-infrared electron acceptors with fused nonacyclic molecular backbones for nonfullerene organic solar cells, Materials Chemistry Frontiers, 10.1039/C9QM00754G, (2020).
  • High‐Performance Tandem Organic Solar Cells Using HSolar as the Interconnecting Layer, Advanced Energy Materials, 10.1002/aenm.202000823, 10, 25, (2020).
  • Recent advances in high-performance organic solar cells enabled by acceptor–donor–acceptor–donor–acceptor (A–DA′D–A) type acceptors, Materials Chemistry Frontiers, 10.1039/D0QM00305K, (2020).
  • High‐Performance Semitransparent Organic Solar Cells with Excellent Infrared Reflection and See‐Through Functions, Advanced Materials, 10.1002/adma.202001621, 32, 32, (2020).
  • Near infrared electron acceptors with a photoresponse beyond 1000 nm for highly efficient organic solar cells, Journal of Materials Chemistry A, 10.1039/D0TA06907H, (2020).
  • Optimization of processing solvent and film morphology to achieve efficient non-fullerene polymer solar cells processed in air, Journal of Materials Chemistry C, 10.1039/C9TC05358A, (2020).
  • Preparation of non-fullerene acceptors with a multi-asymmetric configuration in a one-pot reaction for organic solar cells, Journal of Materials Chemistry C, 10.1039/D0TC04749J, (2020).
  • Emerging Approaches in Enhancing the Efficiency and Stability in Non‐Fullerene Organic Solar Cells, Advanced Energy Materials, 10.1002/aenm.202002746, 10, 47, (2020).
  • Regulating molecular orientations of dipyran-based nonfullerene acceptors through side-chain engineering at the π-bridge, Journal of Materials Chemistry A, 10.1039/D0TA06394K, (2020).
  • Isomerization Strategy of Nonfullerene Small‐Molecule Acceptors for Organic Solar Cells, Advanced Functional Materials, 10.1002/adfm.202004477, 30, 46, (2020).
  • An asymmetrical fused-ring electron acceptor designed by a cross-conceptual strategy achieving 15.6% efficiency, Journal of Materials Chemistry A, 10.1039/D0TA03985C, (2020).
  • Tuning the molecular geometry and packing mode of non-fullerene acceptors by altering the bridge atoms towards efficient organic solar cells, Materials Chemistry Frontiers, 10.1039/D0QM00277A, (2020).
  • Higher open circuit voltage caused by chlorinated polymers endows improved efficiency of binary organic solar cell, Organic Electronics, 10.1016/j.orgel.2020.105776, (105776), (2020).
  • The route and optimization of charge transport in ternary organic solar cells based on O6T-4F and PC71BM as acceptors, Journal of Power Sources, 10.1016/j.jpowsour.2019.227583, 449, (227583), (2020).
  • Benzo[c][1,2,5]thiadiazole-Fused Pentacyclic Small Molecule Acceptors for Organic Solar Cells, Dyes and Pigments, 10.1016/j.dyepig.2020.108970, (108970), (2020).
  • Annealing-free efficient organic solar cells via an alkylbenzene side-chain strategy of small-molecule electron acceptors , Journal of Materials Chemistry A, 10.1039/D0TA05787H, (2020).
  • Highly efficient, green-solvent processable, and stable non-fullerene polymer solar cells enabled by a random polymer donor, Organic Electronics, 10.1016/j.orgel.2020.105874, 85, (105874), (2020).
  • The role of dipole moment in two fused-ring electron acceptor and one polymer donor based ternary organic solar cells, Materials Chemistry Frontiers, 10.1039/D0QM00016G, (2020).
  • Trifluoromethylation Enables a 3D Interpenetrated Low-Band-Gap Acceptor for Efficient Organic Solar Cells, Joule, 10.1016/j.joule.2020.02.004, (2020).
  • Constructing High‐Performance Organic Photovoltaics via Emerging Non‐Fullerene Acceptors and Tandem‐Junction Structure, Advanced Energy Materials, 10.1002/aenm.202000746, 10, 21, (2020).
  • Crucial Role of Fluorine in Fully Alkylated Ladder-Type Carbazole-Based Nonfullerene Organic Solar Cells, ACS Applied Materials & Interfaces, 10.1021/acsami.0c00981, (2020).
  • Efficient Exciton Diffusion in Organic Bilayer Heterojunctions with Nonfullerene Small Molecular Acceptors, ACS Energy Letters, 10.1021/acsenergylett.0c00564, (1628-1635), (2020).
  • Toward Efficient Triple-Junction Polymer Solar Cells through Rational Selection of Middle Cells, ACS Energy Letters, 10.1021/acsenergylett.0c00857, (2020).
  • n -Type Molecular Photovoltaic Materials: Design Strategies and Device Applications , Journal of the American Chemical Society, 10.1021/jacs.0c04084, (2020).
  • A new chlorinated non-fullerene acceptor based organic photovoltaic cells over 12% efficiency光电转换率超过12%的含氯非富勒烯受体基有机光伏器件, Journal of Central South University, 10.1007/s11771-020-4501-0, (2020).
  • Conjugated Polymers for Photon-to-Electron and Photon-to-Fuel Conversions, ACS Applied Polymer Materials, 10.1021/acsapm.0c00791, (2020).
  • Semi-Transparent Organic Solar Cells Enabled by Sequentially Deposited Bilayer Structure, ACS Applied Materials & Interfaces, 10.1021/acsami.0c00396, (2020).
  • Near-Infrared Electron Acceptors with Unfused Architecture for Efficient Organic Solar Cells, ACS Applied Materials & Interfaces, 10.1021/acsami.0c00837, (2020).
  • Hybrid ZnO Electron Transport Layer by Down Conversion Complexes for Dual Improvements of Photovoltaic and Stable Performances in Polymer Solar Cells, Nanomaterials, 10.3390/nano10010080, 10, 1, (80), (2020).
  • Simple near-infrared electron acceptors for efficient photovoltaics and sensitive photodetectors, ACS Applied Materials & Interfaces, 10.1021/acsami.0c12100, (2020).
  • Polyolefin Elastomer as the Anode Interfacial Layer for Improved Mechanical and Air Stabilities in Non-fullerene Solar Cells, ACS Applied Materials & Interfaces, 10.1021/acsami.9b18095, (2020).
  • Understanding the Morphology of High-performance Solar Cells Based on a Low Cost Polymer Donor, ACS Applied Materials & Interfaces, 10.1021/acsami.9b22666, (2020).
  • Manipulating nanoscale structure to control functionality in printed organic photovoltaic, transistor and bioelectronic devices, Nanotechnology, 10.1088/1361-6528/ab57d0, 31, 9, (092002), (2019).
  • Effect of fluorine substitution in organoboron electron acceptors for photovoltaic application, Organic Chemistry Frontiers, 10.1039/C9QO00286C, (2019).
  • Simple non-fused electron acceptors for efficient and stable organic solar cells, Nature Communications, 10.1038/s41467-019-10098-z, 10, 1, (2019).
  • A wide-bandgap D–A copolymer donor based on a chlorine substituted acceptor unit for high performance polymer solar cells, Journal of Materials Chemistry A, 10.1039/C9TA03272J, (2019).
  • A nonfullerene acceptor with a 1000 nm absorption edge enables ternary organic solar cells with improved optical and morphological properties and efficiencies over 15%, Energy & Environmental Science, 10.1039/C9EE01030K, (2019).
  • A two-dimensional halogenated thiophene side-chain strategy for balancing V oc and J sc and improving efficiency of non-fullerene small molecule acceptor-based organic solar cells , Journal of Materials Chemistry A, 10.1039/C9TA06311K, (2019).
  • A monothiophene unit incorporating both fluoro and ester substitution enabling high-performance donor polymers for non-fullerene solar cells with 16.4% efficiency, Energy & Environmental Science, 10.1039/C9EE01890E, (2019).
  • Fused octacyclic electron acceptor isomers for organic solar cells, Journal of Materials Chemistry A, 10.1039/C9TA06362E, (2019).
  • An A–D–D–A-type non-fullerene small-molecule acceptor with strong near-infrared absorption for high performance polymer solar cells, Journal of Materials Chemistry C, 10.1039/C9TC04898G, (2019).
  • Recent advances in molecular design of functional conjugated polymers for high-performance polymer solar cells, Progress in Polymer Science, 10.1016/j.progpolymsci.2019.101175, (101175), (2019).
  • Isomerization enabling near-infrared electron acceptors, RSC Advances, 10.1039/C9RA07911D, 9, 64, (37287-37291), (2019).
  • Enhanced performance of ternary organic solar cells with a wide bandgap acceptor as the third component, Journal of Materials Chemistry A, 10.1039/C9TA09268D, (2019).
  • High-efficiency organic solar cells with low voltage-loss of 0.46 V, Chinese Chemical Letters, 10.1016/j.cclet.2019.12.003, (2019).
  • 14%-efficiency fullerene-free ternary solar cell enabled by designing a short side-chain substituted small-molecule acceptor, Nano Energy, 10.1016/j.nanoen.2019.103934, (103934), (2019).
  • A thieno[3,4- b ]pyrazine-based A 2 –A 1 –D–A 1 –A 2 type low bandgap non-fullerene acceptor with 1,1-dicyanomethylene-3-indanone (IC) as the terminal group , Journal of Materials Chemistry C, 10.1039/C9TC01758E, (2019).
  • Achieving efficient organic solar cells and broadband photodetectors via simple compositional tuning of ternary blends, Nano Energy, 10.1016/j.nanoen.2019.06.003, (2019).
  • Divergent synthesis of 3-substituted thieno[3,4- b ]thiophene derivatives via hydroxy-based transformations , Materials Chemistry Frontiers, 10.1039/C9QM00128J, (2019).
  • Benzo[1,2- b :4,5- b ′]diselenophene-fused nonfullerene acceptors with alternative aromatic ring-based and monochlorinated end groups: a new synergistic strategy to simultaneously achieve highly efficient organic solar cells with the energy loss of 0.49 eV , Journal of Materials Chemistry A, 10.1039/C9TA03177D, (2019).
  • Stereoisomerism of ladder-type acceptor molecules and its effect on photovoltaic properties, Dyes and Pigments, 10.1016/j.dyepig.2019.02.046, (2019).
  • Ultra-narrow bandgap non-fullerene acceptors for organic solar cells with low energy loss, Materials Chemistry Frontiers, 10.1039/C9QM00505F, (2019).
  • Multifunctional semitransparent organic solar cells with excellent infrared photon rejection, Chinese Chemical Letters, 10.1016/j.cclet.2019.08.046, (2019).
  • PBDB-T and its derivatives: A family of polymer donors enables over 17% efficiency in organic photovoltaics, Materials Today, 10.1016/j.mattod.2019.10.023, (2019).
  • Recent Progress in Molecular Design of Fused Ring Electron Acceptors for Organic Solar Cells, Small, 10.1002/smll.201900134, 15, 21, (2019).
  • Boosting Organic–Metal Oxide Heterojunction via Conjugated Small Molecules for Efficient and Stable Nonfullerene Polymer Solar Cells, Advanced Energy Materials, 10.1002/aenm.201900887, 9, 34, (2019).
  • A Tandem Organic Solar Cell with PCE of 14.52% Employing Subcells with the Same Polymer Donor and Two Absorption Complementary Acceptors, Advanced Materials, 10.1002/adma.201804723, 31, 18, (2019).
  • Unconjugated Side‐Chain Engineering Enables Small Molecular Acceptors for Highly Efficient Non‐Fullerene Organic Solar Cells: Insights into the Fine‐Tuning of Acceptor Properties and Micromorphology, Advanced Functional Materials, 10.1002/adfm.201902155, 29, 26, (2019).
  • A novel 9 H -indeno[1,2- b ]pyrazine-2,3-dicarbonitrile end group for an efficient non-fullerene small molecule acceptor , Journal of Materials Chemistry C, 10.1039/C9TC01214A, (2019).
  • Semitransparent polymer solar cells with 9.06% efficiency and 27.1% average visible transmittance obtained by employing a smart strategy, Journal of Materials Chemistry A, 10.1039/C9TA00907H, (2019).
  • Regulating exciton bonding energy and bulk heterojunction morphology in organic solar cells via methyl-functionalized non-fullerene acceptors , Journal of Materials Chemistry A, 10.1039/C9TA00597H, (2019).
  • Simple-Structured NIR-Absorbing Small Molecule Acceptors with Thiazolothiazole Core: Multiple Noncovalent Conformational Locks and D-A Effect for Efficient OSCs, ACS Applied Materials & Interfaces, 10.1021/acsami.9b16686, (2019).
  • Comparison of Linear- and Star-Shaped Fused-Ring Electron Acceptors, ACS Materials Letters, 10.1021/acsmaterialslett.9b00253, (367-374), (2019).
  • Boosting Efficiency and Stability of Organic Solar Cells Using Ultralow-Cost BiOCl Nanoplates as a Hole Transporting Layer, ACS Applied Materials & Interfaces, 10.1021/acsami.9b12583, (2019).
  • Impact of the Bonding Sites at the Inner or Outer π-Bridged Positions for Non-fullerene Acceptors, ACS Applied Materials & Interfaces, 10.1021/acsami.9b02964, (2019).
  • Design of New n-Type Porphyrin Acceptors with Subtle Side-Chain Engineering for Efficient Nonfullerene Solar Cells with Low Energy Loss and Optoelectronic Response Covering the Near-Infrared Region, ACS Applied Materials & Interfaces, 10.1021/acsami.9b15975, (2019).
  • Exploring Overall Photoelectric Applications by Organic Materials Containing Symmetric Donor Isomers, Chemistry of Materials, 10.1021/acs.chemmater.9b02715, (2019).
  • Asymmetric Acceptors Enabling Organic Solar Cells to Achieve an over 17% Efficiency: Conformation Effects on Regulating Molecular Properties and Suppressing Nonradiative Energy Loss, Advanced Energy Materials, 10.1002/aenm.202003177, 0, 0, (undefined).

The full text of this article hosted at iucr.org is unavailable due to technical difficulties.