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Pyrrolo 3,4-g quinoxaline-6,8-dione-based conjugated copolymers for bulk heterojunction solar cells with high photovoltages

Xiaofeng Xu (Institutionen för kemi och kemiteknik, Polymerteknologi) ; C. F. Wang ; O. Backe ; David James (Institutionen för kemi och kemiteknik, Polymerteknologi) ; Kim Bini (Institutionen för kemi och kemiteknik, Polymerteknologi) ; E. Olsson ; Mats R. Andersson (Institutionen för kemi och kemiteknik, Polymerteknologi) ; M. Fahlman ; Ergang Wang (Institutionen för kemi och kemiteknik, Polymerteknologi)
Polymer Chemistry (1759-9954). Vol. 6 (2015), 25, p. 4624-4633.
[Artikel, refereegranskad vetenskaplig]

A new electron-deficient building block 5,9-di(thiophen-2-yl)-6H-pyrrolo[3,4-g]quinoxaline-6,8(7H)-dione (PQD) was synthesized via functionalizing the 6- and 7-positions of quinoxaline (Qx) with a dicarboxylic imide moiety. Side chain substitution on the PQD unit leads to good solubility which enables very high molecular weight copolymers to be attained. The fusion of two strong electron-withdrawing groups (Qx and dicarboxylic imide) makes the PQD unit a stronger electron-deficient moiety than if the unit had just one electron-withdrawing group, thus enhancing the intramolecular charge transfer between electron-rich and deficient units of the copolymer. Four PQD-based polymers were synthesized which feature deep-lying highest occupied molecular orbital (HOMO) levels and bathochromic absorption spectra when compared to PBDT-Qx and PBDT-TPD analogues. The copolymers incorporated with benzo[1,2-b:4,5-b']dithiophene (BDT) units show that the 1D and 2D structural variations of the side groups on the BDT unit are correlated with the device performance. As a result, the corresponding solar cells (ITO/PEDOT:PSS/polymer: PC71BM/LiF/Al) based on the four copolymers feature very high open-circuit voltages (V-oc) of around 1.0 V. The copolymer PBDT-PQD1 attains the best power conversion efficiency of 4.9%, owing to its relatively high absorption intensity and suitable film morphology. The structure-property correlation demonstrates that the new PQD unit is a promising electron-deficient building block for efficient photovoltaic materials with high V-oc.



Denna post skapades 2015-07-07. Senast ändrad 2016-07-14.
CPL Pubid: 219534

 

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Institutioner (Chalmers)

Institutionen för kemi och kemiteknik, Polymerteknologi

Ämnesområden

Polymerkemi

Chalmers infrastruktur

 


Projekt

Denna publikation är ett resultat av följande projekt:


SUstainable Novel FLexible Organic Watts Efficiently Reliable (SUNFLOWER) (EC/FP7/287594)