Skip to main content
U.S. Department of Energy
Office of Scientific and Technical Information

Bandgap Narrowing in Non‐Fullerene Acceptors: Single Atom Substitution Leads to High Optoelectronic Response Beyond 1000 nm

Journal Article · · Advanced Energy Materials
 [1];  [1];  [1];  [2];  [1];  [1];  [1];  [1];  [2];  [1];  [1]
  1. Center for Polymers and Organic Solids Department of Chemistry and Department of Biochemistry University of California at Santa Barbara Santa Barbara CA 93106 USA
  2. Center for Advanced Soft Electronics Department of Chemical Engineering Pohang University of Science and Technology Pohang 37673 Korea

Abstract

Two narrow bandgap non‐fullerene acceptors (NBG‐NFAs), namely, COTIC‐4F and SiOTIC‐4F, are designed and synthesized for the fabrication of efficient near‐infrared organic solar cells (OSCs). The chemical structures of the NBG‐NFAs contain a D′‐D‐D′ electron‐rich internal core based on a cyclopentadithiophene (or dithienosilole) (D) and alkoxythienyl (D′) core, end‐capped with the highly electron‐deficient unit 2‐(5,6‐difluoro‐3‐oxo‐2,3‐dihydro‐1H‐inden‐1‐ylidene)malononitrile (A), ultimately providing a A‐D′‐D‐D′‐A molecular configuration that enhances the intramolecular charge transfer characteristics of the excited states. One can thereby reduce the optical bandgap ( E g opt ) to as low as ≈1.10 eV, one of the smallest values for NFAs reported to date. In bulk‐heterojunction (BHJ) OSCs, NBG‐NFA blends with the polymer donor PTB7‐Th yield power conversion efficiencies (PCE) of up to 9.0%, which is particularly high when compared against a range of NBG BHJ blends. Most significantly, it is found that, despite the small energy loss ( E g opt − e V OC ) of 0.52 eV, the PTB7‐Th/NBG‐NFA bulk heterojunction blends can yield short‐circuit current densities of up to 22.8 mA cm −2 , suggesting that the design and application of NBG‐NFA materials have substantial potential to further improve the PCE of OSCs.

Sponsoring Organization:
USDOE
Grant/Contract Number:
AC02-05CH11231
OSTI ID:
1457792
Journal Information:
Advanced Energy Materials, Journal Name: Advanced Energy Materials Journal Issue: 24 Vol. 8; ISSN 1614-6832
Publisher:
Wiley Blackwell (John Wiley & Sons)Copyright Statement
Country of Publication:
Germany
Language:
English

References (44)

Fabrication, Optical Modeling, and Color Characterization of Semitransparent Bulk-Heterojunction Organic Solar Cells in an Inverted Structure journal May 2010
Nanoscale Characterization of Tetrabenzoporphyrin and Fullerene-Based Solar Cells by Photoconductive Atomic Force Microscopy journal April 2011
Electrochemical Considerations for Determining Absolute Frontier Orbital Energy Levels of Conjugated Polymers for Solar Cell Applications journal April 2011
Fused Hexacyclic Nonfullerene Acceptor with Strong Near-Infrared Absorption for Semitransparent Organic Solar Cells with 9.77% Efficiency journal June 2017
Efficient Semitransparent Organic Solar Cells with Tunable Color enabled by an Ultralow-Bandgap Nonfullerene Acceptor journal October 2017
Dithieno[3,2- b :2′,3′- d ]pyrrol Fused Nonfullerene Acceptors Enabling Over 13% Efficiency for Organic Solar Cells journal March 2018
Simultaneous Open-Circuit Voltage Enhancement and Short-Circuit Current Loss in Polymer: Fullerene Solar Cells Correlated by Reduced Quantum Efficiency for Photoinduced Electron Transfer journal August 2012
Theoretical investigations on the electronic and optical characteristics of fused-ring homopolymers: Comparison of oligomer method and PBC−DFT method journal May 2013
26 mA cm−2 Jsc from organic solar cells with a low-bandgap nonfullerene acceptor journal November 2017
Low-Bandgap Near-IR Conjugated Polymers/Molecules for Organic Electronics journal August 2015
Organic and Polymeric Semiconductors Enhanced by Noncovalent Conformational Locks journal July 2017
Nonfullerene Acceptor Molecules for Bulk Heterojunction Organic Solar Cells journal February 2018
Heterogeneity in Polymer Solar Cells: Local Morphology and Performance in Organic Photovoltaics Studied with Scanning Probe Microscopy journal May 2010
Effect of Bridging Atom Identity on the Morphological Behavior of Solution-Processed Small Molecule Bulk Heterojunction Photovoltaics journal April 2013
Synthesis of Conjugated Polymers for Organic Solar Cell Applications journal November 2009
Regioregular Pyridal[2,1,3]thiadiazole π-Conjugated Copolymers journal November 2011
Solar Cell Efficiency, Self-Assembly, and Dipole–Dipole Interactions of Isomorphic Narrow-Band-Gap Molecules journal September 2012
Impact of Regiochemistry and Isoelectronic Bridgehead Substitution on the Molecular Shape and Bulk Organization of Narrow Bandgap Chromophores journal January 2013
Controlling Conformations of Conjugated Polymers and Small Molecules: The Role of Nonbonding Interactions journal May 2013
High Quantum Efficiencies in Polymer Solar Cells at Energy Losses below 0.6 eV journal February 2015
A Thieno[3,4- b ]thiophene-Based Non-fullerene Electron Acceptor for High-Performance Bulk-Heterojunction Organic Solar Cells journal November 2016
Fused Nonacyclic Electron Acceptors for Efficient Polymer Solar Cells journal January 2017
A Wide-Bandgap Donor Polymer for Highly Efficient Non-fullerene Organic Solar Cells with a Small Voltage Loss journal April 2017
Molecular Optimization Enables over 13% Efficiency in Organic Solar Cells journal May 2017
High Efficiency Near-Infrared and Semitransparent Non-Fullerene Acceptor Organic Photovoltaic Cells journal November 2017
Dithienopicenocarbazole-Based Acceptors for Efficient Organic Solar Cells with Optoelectronic Response Over 1000 nm and an Extremely Low Energy Loss journal February 2018
A Combined Experimental and Theoretical Study of Conformational Preferences of Molecular Semiconductors journal July 2014
Mapping Orientational Order in a Bulk Heterojunction Solar Cell with Polarization-Dependent Photoconductive Atomic Force Microscopy journal July 2014
Streamlined microwave-assisted preparation of narrow-bandgap conjugated polymers for high-performance bulk heterojunction solar cells journal October 2009
Regioregular narrow-bandgap-conjugated polymers for plastic electronics journal March 2017
Fast charge separation in a non-fullerene organic solar cell with a small driving force journal June 2016
Organic solar cells based on non-fullerene acceptors journal January 2018
Single-junction polymer solar cells with high efficiency and photovoltage journal February 2015
Efficient inverted polymer solar cells employing favourable molecular orientation journal May 2015
Emergence of highly transparent photovoltaics for distributed applications journal October 2017
Organic photovoltaic greenhouses: a unique application for semi-transparent PV? journal January 2015
N-Alkylthienopyrroledione versus benzothiadiazole pulling units in push–pull copolymers used for photovoltaic applications: density functional theory study journal January 2016
Low bandgap semiconducting polymers for polymeric photovoltaics journal January 2016
Highly crystalline low-bandgap polymer nanowires towards high-performance thick-film organic solar cells exceeding 10% power conversion efficiency journal January 2017
Reduced voltage losses yield 10% efficient fullerene free organic solar cells with >1 V open circuit voltages journal January 2016
Non-fullerene acceptor with low energy loss and high external quantum efficiency: towards high performance polymer solar cells journal January 2016
Narrow bandgap conjugated polymers based on a high-mobility polymer template for visibly transparent photovoltaic devices journal January 2016
A near-infrared non-fullerene electron acceptor for high performance polymer solar cells journal January 2017
Transparent, near-infrared organic photovoltaic solar cells for window and energy-scavenging applications journal March 2011

Similar Records

Fused Tris(thienothiophene)‐Based Electron Acceptor with Strong Near‐Infrared Absorption for High‐Performance As‐Cast Solar Cells
Journal Article · Sun Jan 14 23:00:00 EST 2018 · Advanced Materials · OSTI ID:1417000

Naphthodithiophene‐Based Nonfullerene Acceptor for High‐Performance Organic Photovoltaics: Effect of Extended Conjugation
Journal Article · Wed Nov 22 23:00:00 EST 2017 · Advanced Materials · OSTI ID:1410355

Readily Accessible Benzo[d]thiazole Polymers for Nonfullerene Solar Cells with >16% Efficiency and Potential Pitfalls
Journal Article · Mon May 04 00:00:00 EDT 2020 · ACS Energy Letters · OSTI ID:1635203

Related Subjects