30272-74-3Relevant articles and documents
The effect of aromatic ring size in electron deficient semiconducting polymers for n-type organic thermoelectrics
Alsufyani, Maryam,Bristow, Helen,Chen, Hu,Chen, Xingxing,Fabiano, Simone,Hallani, Rawad K.,Ji, Xudong,McCulloch, Iain,Paulsen, Bryan D.,Rivnay, Jonathan,Sirringhaus, Henning,Wang, Suhao,Xiao, Mingfei,Xu, Kai
, p. 15150 - 15157 (2020)
N-type semiconducting polymers have been recently utilized in thermoelectric devices, however they have typically exhibited low electrical conductivities and poor device stability, in contrast to p-type semiconductors, which have been much higher performing. This is due in particular to the n-type semiconductor's low doping efficiency, and poor charge carrier mobility. Strategies to enhance the thermoelectric performance of n-type materials include optimizing the electron affinity (EA) with respect to the dopant to improve the doping process and increasing the charge carrier mobility through enhanced molecular packing. Here, we report the design, synthesis and characterization of fused electron-deficient n-type copolymers incorporating the electron withdrawing lactone unit along the backbone. The polymers were synthesized using metal-free aldol condensation conditions to explore the effect of enlarging the central phenyl ring to a naphthalene ring, on the electrical conductivity. When n-doped with N-DMBI, electrical conductivities of up to 0.28 S cm-1, Seebeck coefficients of -75 μV K-1 and maximum Power factors of 0.16 μW m-1 K-2 were observed from the polymer with the largest electron affinity of -4.68 eV. Extending the aromatic ring reduced the electron affinity, due to reducing the density of electron withdrawing groups and subsequently the electrical conductivity reduced by almost two orders of magnitude. This journal is
A bis(2-oxoindolin-3-ylidene)-benzodifuran-dione containing copolymer for high-mobility ambipolar transistors
Zhang, Guobing,Li, Peng,Tang, Longxiang,Ma, Jingxuan,Wang, Xianghua,Lu, Hongbo,Kang, Boseok,Cho, Kilwon,Qiu, Longzhen
, p. 3180 - 3183 (2014)
A bis(2-oxoindolin-3-ylidene)-benzodifuran-dione (BIBDF)-based low band gap polymer (PBIBDF-BT), containing a solubilizing alkyl chain bithiophene unit as a donor, has been synthesized. The polymer with a low-lying LUMO/HOMO energy level (-4.03/-5.55 eV) exhibits efficient ambipolar charge transport. The electron and hole mobilities are as high as 1.08 and 0.30 cm2 V -1 s-1, respectively. The Royal Society of Chemistry 2014.
Lactone Backbone Density in Rigid Electron-Deficient Semiconducting Polymers Enabling High n-type Organic Thermoelectric Performance
Alsufyani, Maryam,Stoeckel, Marc-Antoine,Chen, Xingxing,Thorley, Karl,Hallani, Rawad K.,Puttisong, Yuttapoom,Ji, Xudong,Meli, Dilara,Paulsen, Bryan D.,Strzalka, Joseph,Regeta, Khrystyna,Combe, Craig,Chen, Hu,Tian, Junfu,Rivnay, Jonathan,Fabiano, Simone,McCulloch, Iain
, (2021/12/23)
Three lactone-based rigid semiconducting polymers were designed to overcome major limitations in the development of n-type organic thermoelectrics, namely electrical conductivity and air stability. Experimental and theoretical investigations demonstrated that increasing the lactone group density by increasing the benzene content from 0 % benzene (P-0), to 50 % (P-50), and 75 % (P-75) resulted in progressively larger electron affinities (up to 4.37 eV), suggesting a more favorable doping process, when employing (N-DMBI) as the dopant. Larger polaron delocalization was also evident, due to the more planarized conformation, which is proposed to lead to a lower hopping energy barrier. As a consequence, the electrical conductivity increased by three orders of magnitude, to achieve values of up to 12 S cm and Power factors of 13.2 μWm?1 K?2 were thereby enabled. These findings present new insights into material design guidelines for the future development of air stable n-type organic thermoelectrics.
