Using Preformed Meisenheimer Complexes as Dopants for n-Type Organic Thermoelectrics with High Seebeck Coefficients and Power Factors
Abstract
A pre-formed Meisenheimer complex of a naphthalenediimide (NDI) with tetrabutylammonium fluoride (TBAF) is obtained in a simple way by mixing dibrominated 4,9-dibromo-2,7-bis(2-octyldodecyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone and TBAF in solution and used as a dopant for n-type organic thermoelectrics. Additionally, two n-type polymers PNDIClTVT and PBDOPVTT are synthesized, n-doped, and characterized as conductive and thermoelectric materials. PNDIClTVT doped with NDI-TBAF presents a high σ value of 0.20 S cm–1, a Seebeck coefficient (S) of -1854 µV K–1, and a power factor (PF) of 67 µW m–1 K–2, among the highest reported PF in solution-processed conjugated n-type polymer thermoelectrics. Using 4-(1,3-dimethyl-2,3-dihydro-1H-benzoimidazol-2-yl)phenyl)dimethylamine and NDI-TBAF as co-dopants, PNDIClTVT has a PF > 35 µW m–1 K–2; while for PBDOPVTT σ = 0.75 S cm–1 and PF = 58 µW m–1 K–2. In this study it is found that an ionic adduct together with a neutral dopant improves the performance of n-type organic thermoelectrics leading to an enhanced power factor, and more generally, the role of such an adduct in polymer doping is also elucidated.
- Authors:
-
[1]
- Johns Hopkins Univ., Baltimore, MD (United States)
- Univ. of Massachusetts, Amherst, MA (United States); Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States)
- Publication Date:
- Research Org.:
- Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States)
- Sponsoring Org.:
- USDOE Office of Science (SC), Basic Energy Sciences (BES); National Science Foundation (NSF); US Office of Naval Research (ONR)
- OSTI Identifier:
- 1839007
- Grant/Contract Number:
- AC02-05CH11231; 1708245; N00014-17-1-2241
- Resource Type:
- Accepted Manuscript
- Journal Name:
- Advanced Functional Materials
- Additional Journal Information:
- Journal Volume: 31; Journal Issue: 18; Journal ID: ISSN 1616-301X
- Publisher:
- Wiley
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 36 MATERIALS SCIENCE; complex dopants; high power factors; high Seebeck coefficient; n-type polymer thermoelectrics
Citation Formats
Han, Jinfeng, Ganley, Connor, Hu, Qin, Zhao, Xingang, Clancy, Paulette, Russell, Thomas P., and Katz, Howard E. Using Preformed Meisenheimer Complexes as Dopants for n-Type Organic Thermoelectrics with High Seebeck Coefficients and Power Factors. United States: N. p., 2021.
Web. doi:10.1002/adfm.202010567.
Han, Jinfeng, Ganley, Connor, Hu, Qin, Zhao, Xingang, Clancy, Paulette, Russell, Thomas P., & Katz, Howard E. Using Preformed Meisenheimer Complexes as Dopants for n-Type Organic Thermoelectrics with High Seebeck Coefficients and Power Factors. United States. https://doi.org/10.1002/adfm.202010567
Han, Jinfeng, Ganley, Connor, Hu, Qin, Zhao, Xingang, Clancy, Paulette, Russell, Thomas P., and Katz, Howard E. Fri .
"Using Preformed Meisenheimer Complexes as Dopants for n-Type Organic Thermoelectrics with High Seebeck Coefficients and Power Factors". United States. https://doi.org/10.1002/adfm.202010567. https://www.osti.gov/servlets/purl/1839007.
@article{osti_1839007,
title = {Using Preformed Meisenheimer Complexes as Dopants for n-Type Organic Thermoelectrics with High Seebeck Coefficients and Power Factors},
author = {Han, Jinfeng and Ganley, Connor and Hu, Qin and Zhao, Xingang and Clancy, Paulette and Russell, Thomas P. and Katz, Howard E.},
abstractNote = {A pre-formed Meisenheimer complex of a naphthalenediimide (NDI) with tetrabutylammonium fluoride (TBAF) is obtained in a simple way by mixing dibrominated 4,9-dibromo-2,7-bis(2-octyldodecyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone and TBAF in solution and used as a dopant for n-type organic thermoelectrics. Additionally, two n-type polymers PNDIClTVT and PBDOPVTT are synthesized, n-doped, and characterized as conductive and thermoelectric materials. PNDIClTVT doped with NDI-TBAF presents a high σ value of 0.20 S cm–1, a Seebeck coefficient (S) of -1854 µV K–1, and a power factor (PF) of 67 µW m–1 K–2, among the highest reported PF in solution-processed conjugated n-type polymer thermoelectrics. Using 4-(1,3-dimethyl-2,3-dihydro-1H-benzoimidazol-2-yl)phenyl)dimethylamine and NDI-TBAF as co-dopants, PNDIClTVT has a PF > 35 µW m–1 K–2; while for PBDOPVTT σ = 0.75 S cm–1 and PF = 58 µW m–1 K–2. In this study it is found that an ionic adduct together with a neutral dopant improves the performance of n-type organic thermoelectrics leading to an enhanced power factor, and more generally, the role of such an adduct in polymer doping is also elucidated.},
doi = {10.1002/adfm.202010567},
journal = {Advanced Functional Materials},
number = 18,
volume = 31,
place = {United States},
year = {Fri Feb 26 00:00:00 EST 2021},
month = {Fri Feb 26 00:00:00 EST 2021}
}
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