A skeletal randomization strategy for high-performance quinoidal-aromatic polymers

Zhou, Quanfeng; Liu, Cheng; Li, Jinlun; Xie, Runze; Zhang, Guoxiang; Ge, Xiang; Zhang, Zesheng; Zhang, Lianjie; Chen, Junwu; Gong, Xiu; Yang, Chen; Wang, Yuanyu; Liu, Yi; Liu, Xuncheng

doi:10.1039/d3mh01143g

Cited by 5 publications

(2 citation statements)

References 85 publications

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“…As shown in Figure S10 (Supporting Information), the extent of bond length alternation (BLA) of the segments between adjacent p ‐AQM unit in all polymers except PTQBT‐V increases with increasing number of thiophene units, which is in good accordance with our previous findings and can rationally support the bandgap trend. [ 84 ]…”

Section: Resultsmentioning

confidence: 99%

A Three‐in‐One Hybrid Strategy for High‐Performance Semiconducting Polymers Processed from Anisole

Liu,

Liang,

Xie

et al. 2024

Advanced Science

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The development of semiconducting polymers with good processability in green solvents and competitive electrical performance is essential for realizing sustainable large‐scale manufacturing and commercialization of organic electronics. A major obstacle is the processability‐performance dichotomy that is dictated by the lack of ideal building blocks with balanced polarity, solubility, electronic structures, and molecular conformation. Herein, through the integration of donor, quinoid and acceptor units, an unprecedented building block, namely TQBT, is introduced for constructing a serial of conjugated polymers. The TQBT, distinct in non‐symmetric structure and high dipole moment, imparts enhanced solubility in anisole—a green solvent—to the polymer TQBT‐T. Furthermore, PTQBT‐T possess a highly rigid and planar backbone owing to the nearly coplanar geometry and quinoidal nature of TQBT, resulting in strong aggregation in solution and localized aggregates in film. Remarkably, PTQBT‐T films spuncast from anisole exhibit a hole mobility of 2.30 cm2 V‐1 s‐1, which is record high for green solvent‐processable semiconducting polymers via spin‐coating, together with commendable operational and storage stability. The hybrid building block emerges as a pioneering electroactive unit, shedding light on future design strategies in high‐performance semiconducting polymers compatible with green processing and marking a significant stride towards ecofriendly organic electronics.

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Section: Resultsmentioning

confidence: 99%

A Three‐in‐One Hybrid Strategy for High‐Performance Semiconducting Polymers Processed from Anisole

Liu,

Liang,

Xie

et al. 2024

Advanced Science

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“…When employing a rigid moiety like DKPDO in CPs, it is important to address the trade-off between polymer solubility and molecular packing. − A facile and cost-effective strategy to address the dilemma is through a random terpolymerization approach by incorporating DKPDO as the third component into parent donor–acceptor CPs. This approach can lead to well-controlled optoelectronic properties, fine-tuned microstructures, as well as well-balanced interchain interactions and solubilities in those terpolymers. ,− In this study, incorporating DKPDO as a CBS into the CP backbone based on IID and bithiophene (2T) gives rise to a series of random terpolymers (Scheme d).…”

Section: Introductionmentioning

confidence: 99%

Designer Conjugation-Break Spacer That Boosts Charge Transport in Semiconducting Terpolymers

Qiang,

Xie,

et al. 2024

Macromolecules

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Conjugated polymers (CPs) are pivotal for high-mobility applications, typically avoiding nonconjugated units due to their perceived negative impact on charge transport. Contrary to this belief, our study introduces a nonconjugated unit, DKPDO, which when employed as a conjugation-break spacer (CBS), significantly enhances charge transport. DKPDO was obtained as a center-modified isoindigo variant featuring strongly electron-withdrawing amide groups that diminish the electron density and foster multiple hydrogen-bonding interactions. This results in enhanced electron deficiency and reinforced coplanarity relative to isoindigo. DKPDO was incorporated into a polymer backbone, comprising isoindigo and bithiophene, to create a series of terpolymers with varied molar ratios, allowing systematic evaluation of their solubilities, interchain interactions, crystallinities, and energy levels. Notably, incorporating DKPDO into the terpolymers results in a universal improvement of hole mobilities and operational stabilities over the DKPDO-free counterpart. Remarkably, the terpolymer containing 2.5% DKPDO achieves a high hole mobility of 4.12 cm 2 V −1 s −1 , approximately 6-fold higher than that of the parent CP and among the highest for CPs based on center-inserted isoindigo units. The study not only, for the first time, realizes charge transport enhancement with CBS in polymer backbones but also sets a precedent for the strategic use of nonconjugated units in developing high-performing CPs.

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Degradable n‐Type Organic Semiconductors Based on Knoevenagel Condensation Reaction

Xu,

Wang

et al. 2024

Adv Funct Materials

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The increasing amount of electronic exerts a profound impact on both the environment and human health. Looking forward, it is imperative to develop electronic products that can degrade under mind condition, which largely relies on the development of degradable organic semiconductors (OSCs). Yet, designing degradable OSCs with decent electrical properties is challenging. In this study, two degradable n‐type OSCs based on a dynamic covalent C═C bond formed via the Knoevenagel condensation reaction are reported. The cleavage of Knoevenagel formed C═C bond through a retro‐Knoevenagel process imparts the degradability of these two OSCs in the weak base, particularly in the human‐friendly α‐amino acid of lysine. Meanwhile, the C═C bond formed by Knoevenagel reaction preserves optimal backbone planarity and good electron delocalization of the molecules. This, in turn, endows the OSCs with commendable electron transport performance, achieving an electron mobility of up to 0.57 cm2 V⁻¹ s⁻¹ in organic thin‐film transistors. This work provides a new insight into the molecular design strategy for the development of OSCs with degradability and good electrical properties.

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A skeletal randomization strategy for high-performance quinoidal-aromatic polymers

Abstract: A simple and effective skeletal randomization strategy is proposed to finely tune solution-state aggregation towards simultaneously improving the solubility and crystallinity of conjugated polymers, leading to a markedly boosted hole mobility.

Cited by 5 publications

References 85 publications

A Three‐in‐One Hybrid Strategy for High‐Performance Semiconducting Polymers Processed from Anisole

A Three‐in‐One Hybrid Strategy for High‐Performance Semiconducting Polymers Processed from Anisole

Designer Conjugation-Break Spacer That Boosts Charge Transport in Semiconducting Terpolymers

Degradable n‐Type Organic Semiconductors Based on Knoevenagel Condensation Reaction

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