Triphenylamine-Based Star-Shaped Absorbers with Tunable Energy Levels for Organic Photovoltaics

Scott R. Hammond; Andres Garcia; Alexandre Nardes; Eric Knoll; Muhammet Kose; Ross Larsen; Nikos Kopidakis; Zbyslaw Owczarczyk; Dana C. Olson; David S. Ginley

doi:10.1109/PVSC.2010.5616496

Triphenylamine-Based Star-Shaped Absorbers with Tunable Energy Levels for Organic Photovoltaics

Scott R. Hammond, Andres Garcia, Alexandre Nardes, Eric Knoll, Muhammet Kose, Ross Larsen, Nikos Kopidakis, Zbyslaw Owczarczyk, Dana C. Olson, David S. Ginley

National Renewable Energy Laboratory

Research output: Contribution to conference › Paper › peer-review

Abstract

A new family of soluble low-bandgap star-shaped molecules based upon triphenylamine (TPA) and containing benzothiadiazole (BTD) acceptor moieties have been designed and synthesized for organic photovoltaic (OPV) applications. The design results in the lowest unoccupied molecular orbital (LUMO) being spatially distributed on the periphery of the molecule, allowing facile photo-induced electron transfer to the fullerene phenyl C₆₁ butyric acid methyl ester (PCBM). Photoluminescence quenching studies indicate efficient quenching of excitons, while time-resolved microwave conductivity experiments demonstrate effective separation of charges. Adjunct electron-withdrawing moieties allow tuning of the LUMO level. Theoretical calculations indicate three derivatives with LUMO levels in varying proximity to that of PCBM, which allows empirical testing of the theorized need for a 0.3 eV LUMO offset to ensure efficient charge transfer to PCBM. Design, characterization and bulk heterojunction device results for the new materials will be presented.

Original language	American English
Pages	1607-1610
Number of pages	4
DOIs	https://doi.org/10.1109/PVSC.2010.5616496 https://doi.org/10.1109/PVSC.2010.5616496
State	Published - 2010
Event	35th IEEE Photovoltaic Specialists Conference, PVSC 2010 - Honolulu, HI, United States Duration: 20 Jun 2010 → 25 Jun 2010

Conference

Conference	35th IEEE Photovoltaic Specialists Conference, PVSC 2010
Country/Territory	United States
City	Honolulu, HI
Period	20/06/10 → 25/06/10

NREL Publication Number

NREL/CP-520-47698

Keywords

absorption
organic photovoltaics
photoluminescence

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Hammond, S. R., Garcia, A., Nardes, A., Knoll, E., Kose, M., Larsen, R., Kopidakis, N., Owczarczyk, Z., Olson, D. C., & Ginley, D. S. (2010). Triphenylamine-Based Star-Shaped Absorbers with Tunable Energy Levels for Organic Photovoltaics. 1607-1610. Paper presented at 35th IEEE Photovoltaic Specialists Conference, PVSC 2010, Honolulu, HI, United States. https://doi.org/10.1109/PVSC.2010.5616496, https://doi.org/10.1109/PVSC.2010.5616496

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title = "Triphenylamine-Based Star-Shaped Absorbers with Tunable Energy Levels for Organic Photovoltaics",

abstract = "A new family of soluble low-bandgap star-shaped molecules based upon triphenylamine (TPA) and containing benzothiadiazole (BTD) acceptor moieties have been designed and synthesized for organic photovoltaic (OPV) applications. The design results in the lowest unoccupied molecular orbital (LUMO) being spatially distributed on the periphery of the molecule, allowing facile photo-induced electron transfer to the fullerene phenyl C61 butyric acid methyl ester (PCBM). Photoluminescence quenching studies indicate efficient quenching of excitons, while time-resolved microwave conductivity experiments demonstrate effective separation of charges. Adjunct electron-withdrawing moieties allow tuning of the LUMO level. Theoretical calculations indicate three derivatives with LUMO levels in varying proximity to that of PCBM, which allows empirical testing of the theorized need for a 0.3 eV LUMO offset to ensure efficient charge transfer to PCBM. Design, characterization and bulk heterojunction device results for the new materials will be presented.",

keywords = "absorption, organic photovoltaics, photoluminescence",

author = "Hammond, {Scott R.} and Andres Garcia and Alexandre Nardes and Eric Knoll and Muhammet Kose and Ross Larsen and Nikos Kopidakis and Zbyslaw Owczarczyk and Olson, {Dana C.} and Ginley, {David S.}",

year = "2010",

doi = "10.1109/PVSC.2010.5616496",

language = "American English",

pages = "1607--1610",

note = "35th IEEE Photovoltaic Specialists Conference, PVSC 2010 ; Conference date: 20-06-2010 Through 25-06-2010",

}

Hammond, SR, Garcia, A, Nardes, A, Knoll, E, Kose, M, Larsen, R , Kopidakis, N , Owczarczyk, Z, Olson, DC & Ginley, DS 2010, 'Triphenylamine-Based Star-Shaped Absorbers with Tunable Energy Levels for Organic Photovoltaics', Paper presented at 35th IEEE Photovoltaic Specialists Conference, PVSC 2010, Honolulu, HI, United States, 20/06/10 - 25/06/10 pp. 1607-1610. https://doi.org/10.1109/PVSC.2010.5616496, https://doi.org/10.1109/PVSC.2010.5616496

TY - CONF

T1 - Triphenylamine-Based Star-Shaped Absorbers with Tunable Energy Levels for Organic Photovoltaics

AU - Hammond, Scott R.

AU - Garcia, Andres

AU - Nardes, Alexandre

AU - Knoll, Eric

AU - Kose, Muhammet

AU - Larsen, Ross

AU - Kopidakis, Nikos

AU - Owczarczyk, Zbyslaw

AU - Olson, Dana C.

AU - Ginley, David S.

PY - 2010

Y1 - 2010

N2 - A new family of soluble low-bandgap star-shaped molecules based upon triphenylamine (TPA) and containing benzothiadiazole (BTD) acceptor moieties have been designed and synthesized for organic photovoltaic (OPV) applications. The design results in the lowest unoccupied molecular orbital (LUMO) being spatially distributed on the periphery of the molecule, allowing facile photo-induced electron transfer to the fullerene phenyl C61 butyric acid methyl ester (PCBM). Photoluminescence quenching studies indicate efficient quenching of excitons, while time-resolved microwave conductivity experiments demonstrate effective separation of charges. Adjunct electron-withdrawing moieties allow tuning of the LUMO level. Theoretical calculations indicate three derivatives with LUMO levels in varying proximity to that of PCBM, which allows empirical testing of the theorized need for a 0.3 eV LUMO offset to ensure efficient charge transfer to PCBM. Design, characterization and bulk heterojunction device results for the new materials will be presented.

AB - A new family of soluble low-bandgap star-shaped molecules based upon triphenylamine (TPA) and containing benzothiadiazole (BTD) acceptor moieties have been designed and synthesized for organic photovoltaic (OPV) applications. The design results in the lowest unoccupied molecular orbital (LUMO) being spatially distributed on the periphery of the molecule, allowing facile photo-induced electron transfer to the fullerene phenyl C61 butyric acid methyl ester (PCBM). Photoluminescence quenching studies indicate efficient quenching of excitons, while time-resolved microwave conductivity experiments demonstrate effective separation of charges. Adjunct electron-withdrawing moieties allow tuning of the LUMO level. Theoretical calculations indicate three derivatives with LUMO levels in varying proximity to that of PCBM, which allows empirical testing of the theorized need for a 0.3 eV LUMO offset to ensure efficient charge transfer to PCBM. Design, characterization and bulk heterojunction device results for the new materials will be presented.

KW - absorption

KW - organic photovoltaics

KW - photoluminescence

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U2 - 10.1109/PVSC.2010.5616496

DO - 10.1109/PVSC.2010.5616496

M3 - Paper

AN - SCOPUS:78650145720

SP - 1607

EP - 1610

T2 - 35th IEEE Photovoltaic Specialists Conference, PVSC 2010

Y2 - 20 June 2010 through 25 June 2010

ER -

Triphenylamine-Based Star-Shaped Absorbers with Tunable Energy Levels for Organic Photovoltaics

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