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. 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.
Document Details
- Document Type
- Pub Defense Publication
- Publication Date
- Feb 26, 2021
- Source ID
- 10.1002/adfm.202010567
Entities
People
- Connor Ganley
- Howard E Katz
- Jinfeng Han
- Paulette Clancy
- Q. Hu
- Thomas Paul Russell
- Xingang Zhao
Organizations
- Johns Hopkins University
- Lawrence Berkeley National Laboratory
- National Science Foundation
- Office of Naval Research
- University of Massachusetts