Side-chain engineering improves molecular stacking and miscibility for efficient fullerene organic solar cells

Wu, Yunkun; Xiao, Kang; Zhang, Shuai; Liang, Xin; Zhu, Dangqiang; Yang, Chunming; Qu, Xiaofei; Wen, Shuguang; Bao, Xichang

doi:10.1039/d2tc00116k

Cited by 11 publications

(8 citation statements)

References 52 publications

(56 reference statements)

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“…Notably, the best PCE was obtained based on an as‐cast device, which is beneficial for large area fabrication. Further, in 2022, Bao et al synthesized two polymers based on BDT units with different side chain substituents, thiophene sulfur and benzene sulfur, named PTSBTz‐Me and PPSBTz‐Me, respectively [ 45 ] Compared with PPSBTz‐Me, PTSBTz‐Me shows stronger intermolecular interactions, higher crystallinity, and good miscibility with fullerene materials. Finally, the PTSBTz‐Me:PC 71 BM‐based devices display a favorable morphology with appropriate phase separation and a high PCE of 10.36%.…”

Section: Photovoltaic Materials Based On Tzmentioning

confidence: 99%

Recent Advances in Organic Photovoltaic Materials Based on Thiazole‐Containing Heterocycles

Dong

Guo

et al. 2023

Macromol. Rapid Commun.

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Organic solar cells (OSCs) have achieved great progress, driven by the rapid development of wide bandgap electron donors and narrow bandgap non‐fullerene acceptors (NFAs). Among a large number of electron‐accepting (A) building blocks, thiazole (Tz) and its derived fused heterocycles have been widely used to construct photovoltaic materials, especially conjugated polymers. Benefiting from the electron deficiency, rigidity, high planarity, and enhanced intra/intermolecular interactions of Tz‐containing heterocycles, some related photovoltaic materials exhibit proper energy levels, optimized molecular aggregation, and active layer morphology, leading to excellent photovoltaic performance. This review focuses on the progress of Tz‐based photovoltaic materials in the field of OSCs. First, the Tz‐based donor and acceptor photovoltaic materials are reviewed. Then, the materials based on promising Tz‐containing heterocycles, mainly including thiazolo[5,4‐d]thiazole (TzTz), benzo[1,2‐d:4,5‐d’]bis(thiazole) (BBTz), and benzo[d]thiazole (BTz) are summarized and discussed. In addition, the new emerging Tz‐fused structures and their application in OSCs are introduced. Finally, perspectives and outlooks for the further development of Tz‐containing heterocycle‐based photovoltaic materials are proposed.

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Section: Photovoltaic Materials Based On Tzmentioning

confidence: 99%

Recent Advances in Organic Photovoltaic Materials Based on Thiazole‐Containing Heterocycles

Dong

Guo

et al. 2023

Macromol. Rapid Commun.

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“…20 Such encouraging results seem to suggest that different crystal packing induced by the modification of Y6's alkyl pendants might be the cause of such significant improvement of charge and exciton transport. As a matter of fact, differences in alkyl side chains (of both acceptor and donor components) are known to impact the performance of the resulting OPV devices, [22][23][24][25][26][27][28][29] being pivotal to modulate both cristallinity 30 and solubility in organic solvents. 31 This, in turn, is a central point to improve the processability of the device.…”

Section: Introductionmentioning

confidence: 99%

Assessing alkyl side chain effects on electron transport properties of Y6-derived non-fullerene acceptors

2023

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“…It is clear that the EH-substitution on end groups shows the small effect on miscibility, while the EH-substitution on the π-bridge can slightly facilitate the donor/acceptor compatibility. Generally, the better miscibility is beneficial to obtain the uniform morphology, 53 while the recent results indicate that the worse miscibility in ASM-OSCs can suppress the mutual interference of respective crystallization and form ordered domain. 18 To better understand the influence of varied EH-substitution on molecular packing, wide-angle X-ray scattering (GIWAXS) was carried out, as shown in Figure 4 and Table S10.…”

Section: ■ Introductionmentioning

confidence: 99%

Modulation of Molecular Stacking via Tuning 2-Ethylhexyl Alkyl Chain Enables Improved Efficiency for All-Small-Molecule Organic Solar Cells

Chen

et al. 2023

ACS Appl. Mater. Interfaces

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There is always a dilemma between strong π−π stacking/ crystallinity and suitable domain size for all-small-molecule organic solar cells (ASM-OSCs), which puts forward higher requirements for the design of molecular donors. In this work, a series of novel molecular donors with different positional 2-ethylhexy (EH) attachments are designed and synthesized, named SM-R, SM-REH, SM-EH-R, and SM-EH-REH. It is found that EH-substitution on end groups (SM-REH) enables improved π−π interaction and crystallinity but with decreased solubility and phase size, leading to the improved efficiency of 15.6% as compared to 14.0% of SM-R. In contrast, EH-substitution on the πbridge (SM-EH-R) significantly suppresses π−π stacking and increases the solubility, resulting in the lower efficiency of 11.9%. The further EHsubstitution on end-groups of SM-EH-R, namely, SM-EH-REH, recovers the π−π stacking strength and obtains a moderate efficiency of 14.4%. Despite the higher crystallinity and increased π−π stacking in some molecules, the blend films show the gradually decreased domain size in the sequence of SM-R, SM-REH, SM-EH-R, and SM-EH-REH owing to the steric hindrance of the EH-chain. Overall, this work indicates that obtaining the higher π−π stacking/crystallinity and decreased domain size is achievable by tuning the EH-chain substitution, which paves the way to further improve the photovoltaic performance of ASM-OSCs.

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Side-chain engineering improves molecular stacking and miscibility for efficient fullerene organic solar cells

Abstract: Side-chain engineering has been acknowledged as one ingenious method to regulate material crystallinity, miscibility and microstructure to achieve favorable photovoltaic performance. Subtle changes of the side chains would have a...

Cited by 11 publications

References 52 publications

Recent Advances in Organic Photovoltaic Materials Based on Thiazole‐Containing Heterocycles

Recent Advances in Organic Photovoltaic Materials Based on Thiazole‐Containing Heterocycles

Assessing alkyl side chain effects on electron transport properties of Y6-derived non-fullerene acceptors

Modulation of Molecular Stacking via Tuning 2-Ethylhexyl Alkyl Chain Enables Improved Efficiency for All-Small-Molecule Organic Solar Cells

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