Using Preformed Meisenheimer Complexes as Dopants for n‐Type Organic Thermoelectrics with High Seebeck Coefficients and Power Factors,Advanced Functional Materials

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Using Preformed Meisenheimer Complexes as Dopants for n‐Type Organic Thermoelectrics with High Seebeck Coefficients and Power Factors
Advanced Functional Materials ( IF 18.5 ) Pub Date : 2021-02-26 , DOI: 10.1002/adfm.202010567
Jinfeng Han ₁ , Connor Ganley ₂ , Qin Hu _{3,

4} , Xingang Zhao ₁ , Paulette Clancy ₂ , Thomas P. Russell _{3,

4} , Howard E. Katz ₁

Affiliation

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.

中文翻译：

使用预制的Meisenheimer配合物作为高塞贝克系数和功率因数的n型有机热电的掺杂剂

通过将二溴化的4,9-二溴-2,7-双（2-辛基十二烷基）苯并[lmn] [3，]混合，以简单的方式获得萘二酰亚胺（NDI）与四丁基氟化铵（TBAF）的预先形成的Meisenheimer配合物。 8]溶液中的菲咯啉-1,3,6,8（2H，7H）-丁酮和TBAF用作n型有机热电器件的掺杂剂。合成，掺杂了两种n型聚合物PNDIClTVT和PBDOPVTT，并将其表征为导电和热电材料。掺杂了NDI-TBAF的PNDIClTVT具有0.20 S cm ^–1的高σ值，−1854 µV K ^–1的塞贝克系数（S）和67 µW m ^–1 K ^–2的功率因数（PF），是溶液处理的共轭n型聚合物热电学中报告的最高PF之一。使用4-（1,3-二甲基-2,3-二氢-1H-苯并咪唑-2-基）苯基）二甲胺和NDI-TBAF作为共掺杂剂，PNDIClTVT的PF> 35 µW m ^–1 K ^–2；而对于PBDOPVTT，σ= 0.75 S cm ^–1和PF = 58 µW m ^–1 K ^–2。在这项研究中，发现离子加合物与中性掺杂剂一起可改善n型有机热电性能，从而提高功率因数，并且更一般地，还阐明了这种加合物在聚合物掺杂中的作用。

更新日期：2021-05-04

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