Every Atom Counts: Elucidating the Fundamental Impact of Structural Change in Conjugated Polymers for Organic Photovoltaics
Abstract
As many conjugated polymer-based organic photovoltaic (OPV) materials provide substantial solar power conversion efficiencies (as high as 13%), it is important to develop a deeper understanding of how the primary repeat unit structures impact device performance. In this work, we have varied the group 14 atom (C, Si, Ge) at the center of a bithiophene fused ring to elucidate the impact of a minimal repeat unit structure change on the optical, transport, and morphological properties, which ultimately control device performance. Careful polymerization and polymer purification produced three “one-atom change” donor–acceptor conjugated alternating copolymers with similar molecular weights and dispersities. DFT calculation, absorption spectroscopy, and high-temperature solution 1H nuclear magnetic resonance (NMR) results indicate that poly(dithienosilole-alt-thienopyrrolodione), P(DTS-TPD), and poly(dithienogermole-alt-thienopyrrolodione), P(DTG-TPD) exhibit different rotational conformations when compared to poly(cyclopentadithiophene-alt-thienopyrrolodione), P(DTC-TPD). Solid-state 1H MAS NMR experiments reveal that the greater probability of the anticonformation in P(DTS-TPD) and P(DTG-TPD) prevail in the solid phase. The conformational variation seen in solution and solid-state NMR in turn affects the polymer stacking and intermolecular interaction. Two-dimension 1H-1H DQ-SQ NMR correlation spectra shows aromatic–aromatic correlations for P(DTS-TPD) and P(DTG-TPD), which on the other hand is absent for P(DTC-TPD). In a thin-film interchain packing study using grazing incidence wide-anglemore »
- Authors:
-
- Georgia Inst. of Technology, Atlanta, GA (United States). School of Chemistry and Biochemistry, Center for Organic Photonics and Electronics, Georgia Tech Polymer Network
- North Carolina State Univ., Raleigh, NC (United States). Dept. of Physics; Fayetteville State Univ., Fayetteville, NC (United States)
- Westfalische Wilhelms-Univ. Munster, Munster (Germany). Inst. of Physical Chemistry
- SLAC National Accelerator Lab., Menlo Park, CA (United States)
- North Carolina State Univ., Raleigh, NC (United States). Dept. of Materials Science and Engineering
- North Carolina State Univ., Raleigh, NC (United States). Dept. of Physics
- Publication Date:
- Research Org.:
- SLAC National Accelerator Lab., Menlo Park, CA (United States)
- Sponsoring Org.:
- USDOE Office of Science (SC), Basic Energy Sciences (BES); US Department of the Navy, Office of Naval Research (ONR)
- OSTI Identifier:
- 1462363
- Grant/Contract Number:
- N00014-16-1-2520; N00014-17-1-2243; N00014-17-1-2242; AC02-76SF00515; N00014-17-1-2208
- Resource Type:
- Journal Article: Accepted Manuscript
- Journal Name:
- Chemistry of Materials
- Additional Journal Information:
- Journal Volume: 30; Journal Issue: 9; Journal ID: ISSN 0897-4756
- Publisher:
- American Chemical Society (ACS)
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 36 MATERIALS SCIENCE
Citation Formats
Lo, Chi Kin, Gautam, Bhoj R., Selter, Philipp, Zheng, Zilong, Oosterhout, Stefan D., Constantinou, Iordania, Knitsch, Robert, Wolfe, Rylan M. W., Yi, Xueping, Bredas, Jean-Luc, So, Franky, Toney, Michael F., Coropceanu, Veaceslav, Hansen, Michael Ryan, Gundogdu, Kenan, and Reynolds, John R. Every Atom Counts: Elucidating the Fundamental Impact of Structural Change in Conjugated Polymers for Organic Photovoltaics. United States: N. p., 2018.
Web. doi:10.1021/acs.chemmater.8b00590.
Lo, Chi Kin, Gautam, Bhoj R., Selter, Philipp, Zheng, Zilong, Oosterhout, Stefan D., Constantinou, Iordania, Knitsch, Robert, Wolfe, Rylan M. W., Yi, Xueping, Bredas, Jean-Luc, So, Franky, Toney, Michael F., Coropceanu, Veaceslav, Hansen, Michael Ryan, Gundogdu, Kenan, & Reynolds, John R. Every Atom Counts: Elucidating the Fundamental Impact of Structural Change in Conjugated Polymers for Organic Photovoltaics. United States. https://doi.org/10.1021/acs.chemmater.8b00590
Lo, Chi Kin, Gautam, Bhoj R., Selter, Philipp, Zheng, Zilong, Oosterhout, Stefan D., Constantinou, Iordania, Knitsch, Robert, Wolfe, Rylan M. W., Yi, Xueping, Bredas, Jean-Luc, So, Franky, Toney, Michael F., Coropceanu, Veaceslav, Hansen, Michael Ryan, Gundogdu, Kenan, and Reynolds, John R. 2018.
"Every Atom Counts: Elucidating the Fundamental Impact of Structural Change in Conjugated Polymers for Organic Photovoltaics". United States. https://doi.org/10.1021/acs.chemmater.8b00590. https://www.osti.gov/servlets/purl/1462363.
@article{osti_1462363,
title = {Every Atom Counts: Elucidating the Fundamental Impact of Structural Change in Conjugated Polymers for Organic Photovoltaics},
author = {Lo, Chi Kin and Gautam, Bhoj R. and Selter, Philipp and Zheng, Zilong and Oosterhout, Stefan D. and Constantinou, Iordania and Knitsch, Robert and Wolfe, Rylan M. W. and Yi, Xueping and Bredas, Jean-Luc and So, Franky and Toney, Michael F. and Coropceanu, Veaceslav and Hansen, Michael Ryan and Gundogdu, Kenan and Reynolds, John R.},
abstractNote = {As many conjugated polymer-based organic photovoltaic (OPV) materials provide substantial solar power conversion efficiencies (as high as 13%), it is important to develop a deeper understanding of how the primary repeat unit structures impact device performance. In this work, we have varied the group 14 atom (C, Si, Ge) at the center of a bithiophene fused ring to elucidate the impact of a minimal repeat unit structure change on the optical, transport, and morphological properties, which ultimately control device performance. Careful polymerization and polymer purification produced three “one-atom change” donor–acceptor conjugated alternating copolymers with similar molecular weights and dispersities. DFT calculation, absorption spectroscopy, and high-temperature solution 1H nuclear magnetic resonance (NMR) results indicate that poly(dithienosilole-alt-thienopyrrolodione), P(DTS-TPD), and poly(dithienogermole-alt-thienopyrrolodione), P(DTG-TPD) exhibit different rotational conformations when compared to poly(cyclopentadithiophene-alt-thienopyrrolodione), P(DTC-TPD). Solid-state 1H MAS NMR experiments reveal that the greater probability of the anticonformation in P(DTS-TPD) and P(DTG-TPD) prevail in the solid phase. The conformational variation seen in solution and solid-state NMR in turn affects the polymer stacking and intermolecular interaction. Two-dimension 1H-1H DQ-SQ NMR correlation spectra shows aromatic–aromatic correlations for P(DTS-TPD) and P(DTG-TPD), which on the other hand is absent for P(DTC-TPD). In a thin-film interchain packing study using grazing incidence wide-angle X-ray scattering (GIWAXS), we observe the π-face of the conjugated backbones of P(DTC-TPD) aligned edge-on to the substrate, whereas in contrast the π-faces of P(DTS-TPD) and P(DTG-TPD) align parallel to the surface. These differences in polymer conformations and backbone orientations lead to variations in the OPV performance of blends with the fullerene PC71BM, with the device containing P(DTC-TPD):PCBM having a lower fill factor and a lower power conversion efficiency. Ultrafast transient absorption spectroscopy shows the P(DTC-TPD):PCBM blend to have a more pronounced triplet formation from bimolecular recombination of initially separated charges. With a combination of sub-bandgap external quantum efficiency measurements and DFT calculations, we present evidence that the greater charge recombination loss is the result of a lower lying triplet energy level for P(DTC-TPD), leading to a higher rate of recombination and lower OPV device performance. In conclusion, importantly, this study ties ultimate photovoltaic performance to morphological features in the active films that are induced from the processing solution and are a result of minimal one-atom differences in polymer repeat unit structure.},
doi = {10.1021/acs.chemmater.8b00590},
url = {https://www.osti.gov/biblio/1462363},
journal = {Chemistry of Materials},
issn = {0897-4756},
number = 9,
volume = 30,
place = {United States},
year = {Thu Apr 19 00:00:00 EDT 2018},
month = {Thu Apr 19 00:00:00 EDT 2018}
}
Web of Science
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