Indolo-naphthyridine-6,13-dione Thiophene Building Block for Conjugated Polymer Electronics: Molecular Origin of Ultrahigh n-Type Mobility
Abstract
In this work, we present the synthesis and characterization of four conjugated polymers containing a novel chromophore for organic electronics based on an indigoid structure. These polymers exhibit extremely small band gaps of ~1.2 eV, impressive crystallinity, and extremely high n-type mobility exceeding 3 cm2 V s–1. The n-type charge carrier mobility can be correlated with the remarkably high crystallinity along the polymer backbone having a correlation length in excess of 20 nm. Theoretical analysis reveals that the novel polymers have highly rigid nonplanar geometries demonstrating that backbone planarity is not a prerequisite for either narrow band gap materials or ultrahigh mobilities. Moreover, the variation in backbone crystallinity is dependent on the choice of comonomer. OPV device efficiencies up to 4.1% and charge photogeneration up to 1000 nm are demonstrated, highlighting the potential of this novel chromophore class in high-performance organic electronics.
- Authors:
-
- Univ. College London, Bloomsbury (United Kingdom)
- Imperial College, London (United Kingdom)
- Argonne National Lab. (ANL), Argonne, IL (United States); Northwestern Univ., Evanston, IL (United States)
- Government College Univ., Lahore (Pakistan)
- King Abdullah Univ. of Science and Technology, Thuwal (Saudi Arabia)
- Texas A & M Univ. at Qatar, Doha (Qatar)
- Publication Date:
- Research Org.:
- Energy Frontier Research Centers (EFRC) (United States). Argonne-Northwestern Solar Energy Research Center (ANSER)
- Sponsoring Org.:
- USDOE Office of Science (SC), Basic Energy Sciences (BES)
- OSTI Identifier:
- 1388158
- Grant/Contract Number:
- SC0001059; AC02-06CH11357; FG02-08ER46536
- Resource Type:
- Accepted Manuscript
- Journal Name:
- Chemistry of Materials
- Additional Journal Information:
- Journal Volume: 28; Journal Issue: 22; Related Information: ANSER partners with Northwestern University (lead); Argonne National Laboratory; University of Chicago; University of Illinois, Urbana-Champaign; Yale University; 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; Thin films; Conjugated polymers; Mobility; Electrical conductivity; Polymers
Citation Formats
Fallon, Kealan J., Wijeyasinghe, Nilushi, Manley, Eric F., Dimitrov, Stoichko D., Yousaf, Syeda A., Ashraf, Raja S., Duffy, Warren, Guilbert, Anne A. Y., Freeman, David M. E., Al-Hashimi, Mohammed, Nelson, Jenny, Durrant, James R., Chen, Lin X., McCulloch, Iain, Marks, Tobin J., Clarke, Tracey M., Anthopoulos, Thomas D., and Bronstein, Hugo. Indolo-naphthyridine-6,13-dione Thiophene Building Block for Conjugated Polymer Electronics: Molecular Origin of Ultrahigh n-Type Mobility. United States: N. p., 2016.
Web. doi:10.1021/acs.chemmater.6b03671.
Fallon, Kealan J., Wijeyasinghe, Nilushi, Manley, Eric F., Dimitrov, Stoichko D., Yousaf, Syeda A., Ashraf, Raja S., Duffy, Warren, Guilbert, Anne A. Y., Freeman, David M. E., Al-Hashimi, Mohammed, Nelson, Jenny, Durrant, James R., Chen, Lin X., McCulloch, Iain, Marks, Tobin J., Clarke, Tracey M., Anthopoulos, Thomas D., & Bronstein, Hugo. Indolo-naphthyridine-6,13-dione Thiophene Building Block for Conjugated Polymer Electronics: Molecular Origin of Ultrahigh n-Type Mobility. United States. https://doi.org/10.1021/acs.chemmater.6b03671
Fallon, Kealan J., Wijeyasinghe, Nilushi, Manley, Eric F., Dimitrov, Stoichko D., Yousaf, Syeda A., Ashraf, Raja S., Duffy, Warren, Guilbert, Anne A. Y., Freeman, David M. E., Al-Hashimi, Mohammed, Nelson, Jenny, Durrant, James R., Chen, Lin X., McCulloch, Iain, Marks, Tobin J., Clarke, Tracey M., Anthopoulos, Thomas D., and Bronstein, Hugo. Tue .
"Indolo-naphthyridine-6,13-dione Thiophene Building Block for Conjugated Polymer Electronics: Molecular Origin of Ultrahigh n-Type Mobility". United States. https://doi.org/10.1021/acs.chemmater.6b03671. https://www.osti.gov/servlets/purl/1388158.
@article{osti_1388158,
title = {Indolo-naphthyridine-6,13-dione Thiophene Building Block for Conjugated Polymer Electronics: Molecular Origin of Ultrahigh n-Type Mobility},
author = {Fallon, Kealan J. and Wijeyasinghe, Nilushi and Manley, Eric F. and Dimitrov, Stoichko D. and Yousaf, Syeda A. and Ashraf, Raja S. and Duffy, Warren and Guilbert, Anne A. Y. and Freeman, David M. E. and Al-Hashimi, Mohammed and Nelson, Jenny and Durrant, James R. and Chen, Lin X. and McCulloch, Iain and Marks, Tobin J. and Clarke, Tracey M. and Anthopoulos, Thomas D. and Bronstein, Hugo},
abstractNote = {In this work, we present the synthesis and characterization of four conjugated polymers containing a novel chromophore for organic electronics based on an indigoid structure. These polymers exhibit extremely small band gaps of ~1.2 eV, impressive crystallinity, and extremely high n-type mobility exceeding 3 cm2 V s–1. The n-type charge carrier mobility can be correlated with the remarkably high crystallinity along the polymer backbone having a correlation length in excess of 20 nm. Theoretical analysis reveals that the novel polymers have highly rigid nonplanar geometries demonstrating that backbone planarity is not a prerequisite for either narrow band gap materials or ultrahigh mobilities. Moreover, the variation in backbone crystallinity is dependent on the choice of comonomer. OPV device efficiencies up to 4.1% and charge photogeneration up to 1000 nm are demonstrated, highlighting the potential of this novel chromophore class in high-performance organic electronics.},
doi = {10.1021/acs.chemmater.6b03671},
journal = {Chemistry of Materials},
number = 22,
volume = 28,
place = {United States},
year = {Tue Oct 18 00:00:00 EDT 2016},
month = {Tue Oct 18 00:00:00 EDT 2016}
}
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