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

Xu, Xiaofeng; Wang, Chuanfei; Bäcke, Olof; James, David I.; Bini, Kim; Olsson, Eva; Andersson, Mats R.; Fahlman, Mats; Wang, Ergang

doi:10.1039/c5py00394f

Cited by 25 publications

(21 citation statements)

References 61 publications

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“…The improved efficiencies of devices based on P6 are mainly due to the increased J sc and V oc . The lower‐lying HOMO energy level of polymer P6 than that of polymer P5 may be responsible for the improved V oc since the V oc is positive correlated to the difference between the HOMO level of the donor and the LUMO level of the acceptor . The enhancement of J sc can be ascribed to the better BHJ film nanostructure after the incorporation of the hexyl chains.…”

Section: Resultsmentioning

confidence: 99%

Thieno[3,2‐b]thiophene‐Bridged Conjugated Polymers Based on Dithieno[3,2‐b:2′,3′‐d]silole and Thieno[3,4‐c]pyrrole‐4,6‐dione for Polymer Solar Cells: Influence of Side Chains on Optoelectronic Properties

Zhao

Zhang

Shu

et al. 2018

Macro Chemistry & Physics

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Two new D‐π‐A copolymers combining dithieno[3,2‐b:2′,3′‐d]silole as donor unit and thieno[3,4‐c]pyrrole‐4,6‐dione as acceptor unit are designed and synthesized. The influence of different side chains on the optical properties, the energy levels of the highest occupied molecular orbitals and lowest unoccupied molecular orbitals, electronic structures, morphologies of blend films, and the photovoltaic properties of the conjugated polymers are investigated. As a result, the polymers reveal different light absorption and energy levels, which contributes to the short‐circuit current and the open‐circuit voltage, respectively. The dihedral angles between the donor unit and the π bridge are greatly increased due to the steric effect caused by introducing the alkyl chain to the π bridge. Eventually, a maximum power conversion efficiency of 2.65% is obtained.

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Section: Resultsmentioning

confidence: 99%

Thieno[3,2‐b]thiophene‐Bridged Conjugated Polymers Based on Dithieno[3,2‐b:2′,3′‐d]silole and Thieno[3,4‐c]pyrrole‐4,6‐dione for Polymer Solar Cells: Influence of Side Chains on Optoelectronic Properties

Zhao

Zhang

Shu

et al. 2018

Macro Chemistry & Physics

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“…PBDT-PQD2 revealed an E Loss of 0.54 eV (as the actual lowest among all BDT polymers) and a high V oc of 1.08 V; [8] however, the too low J sc of 7.3 mA cm −2 led to a PCE of just 3.5%, which is not promising for future actual applications. In order to understand better the origin of the very low (0.59 eV) and moderately low (0.88 eV) E Loss of PBDTT-SF-TT and PBDTT-SF-BDD, photoluminescence (PL) and time-resolved photoluminescence (TRPL) besides EQE experiments on these two polymers and their PC 71 BM blends were conducted, as illustrated in Figure S19 and Figure S20 in the Supporting Information.…”

Section: Photovoltaic Performance Of Fullerene-based Solar Cellsmentioning

confidence: 89%

Balancing High Open Circuit Voltage over 1.0 V and High Short Circuit Current in Benzodithiophene‐Based Polymer Solar Cells with Low Energy Loss: A Synergistic Effect of Fluorination and Alkylthiolation

Bao

et al. 2017

Advanced Energy Materials

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from over 11% [1,2] and 12% [3] up to over 13% now [4] in either tandem or single junction solar cells from benzo [1,2-b:4,5-b′] dithiophene (BDT)-based polymers as the donor material in photovoltaic (PV) devices, their limiting open-circuit voltage (V oc , below 1.00 V) is still one of the key obstacles to achieve ideally high PV performance with minimized trade-off on another characteristic features of the OPV devices, i.e., the short-circuit current density (J sc ). For the first two single junction polymer solar cells (PSCs) with PBDB-T/3,9-bis(2-methylene-(3-(1,1-dicyanomethylene)-indanone))-5,5,11,11-tetrakis(4-hexylphenyl)-dithieno[2,3-d:2′,3′-d′]-s-indaceno[1,2-b:5,6-b′]dithiophene (ITIC) and PBDT-T/IT-M as active layer materials, respectively, their photon energy loss (defined as E Loss = E g − eV oc , [5,6] whereas E g refers to the band gap energy difference between the energy level of highest occupied molecular orbital (HOMO) and lowest unoccupied mole cular orbital (LUMO)) has been pronounced as 0.66 and 0.69 eV, respectively, which is still above the empirically optimized level of 0.60 eV. [7] Despite their breaking PCE values, these nonideally low E Loss still reflect the imperfect molecular design of the PBDB-T backbone structure for ideal control on their HOMO/LUMO levels.

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“…The introduction of thiophene unit remarkably influenced the optical properties, a red‐shifted absorption spectrum of P106 can be observed compared to P105, the PCE of P105 and P106 are 1.37% and 2.78%, respectively. Xu and co‐workers developed a strong electron‐deficient moiety 5,9‐di(thiophen‐2‐yl)‐6H‐pyrrolo[3,4‐g]quinoxaline‐6,8(7H)‐dione (PQD) by employing two electron‐withdrawing units (quinoxaline and dicarboxylic imide), which can enhance the intramolecular charge transfer, a series of PQD‐based polymers (P107–P109) were designed and synthesized with high V OC of about 1.0 V . Because of high absorption intensity and good film morphology of P107, a PCE of 4.90% was obtained when blended with PC 71 BM.…”

Section: Fullerene Solar Cells Based On Mbg Polymer Donorsmentioning

confidence: 99%

Medium‐Bandgap Conjugated Polymer Donors for Organic Photovoltaics

Sun

Song

et al. 2019

Macromol. Rapid Commun.

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Recently, an increasing number of researchers have begun to focus on developing nonfullerene acceptors, so it is very important to synthesize new polymers that are compatible with nonfullerene acceptors. Besides, wide‐ or medium‐bandgap polymer donors could be better to match narrow nonfullerene acceptors. The design of medium‐bandgap (MBG) polymer donors and their application in organic photovoltaics (OPVs) play an important part in the improvement of OPV device performance. This review summarizes the photovoltaic performance of MBG polymers that have been reported during the last decade. Furthermore, their structure–property relationships and device performance are discussed. On the basis of analyzing many polymer structures, guidance toward the design of novel photovoltaic materials might be helpful to understand the basic OPV mechanism and the path towards commercialization.

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

Abstract: D–A copolymers incorporating new pyrrolo[3,4-g]quinoxaline-6,8-dione (PQD) building blocks were synthesized for bulk heterojunction solar cells with high photovoltages.

Cited by 25 publications

References 61 publications

Thieno[3,2‐b]thiophene‐Bridged Conjugated Polymers Based on Dithieno[3,2‐b:2′,3′‐d]silole and Thieno[3,4‐c]pyrrole‐4,6‐dione for Polymer Solar Cells: Influence of Side Chains on Optoelectronic Properties

Thieno[3,2‐b]thiophene‐Bridged Conjugated Polymers Based on Dithieno[3,2‐b:2′,3′‐d]silole and Thieno[3,4‐c]pyrrole‐4,6‐dione for Polymer Solar Cells: Influence of Side Chains on Optoelectronic Properties

Balancing High Open Circuit Voltage over 1.0 V and High Short Circuit Current in Benzodithiophene‐Based Polymer Solar Cells with Low Energy Loss: A Synergistic Effect of Fluorination and Alkylthiolation

Medium‐Bandgap Conjugated Polymer Donors for Organic Photovoltaics

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