Ambipolar conjugated ladder polymers by room-temperature Knoevenagel polymerization

Zhao, Lingli; Wu, Zeng; Qin, Hanwen; Bin, Guangxiong; Gao, Junxiang; Zeng, Weixuan; Zhao, Yan; Chen, Huajie

doi:10.1039/d4sc03222e

Chem. Sci.

2024

DOI: 10.1039/d4sc03222e

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Ambipolar conjugated ladder polymers by room-temperature Knoevenagel polymerization

Lingli Zhao,

Zeng Wu,

Hanwen Qin

et al.

Abstract: Two soluble cyanated ladder-like polymers featuring a nonalternant conjugated structure and desirable ambipolar charge-transport properties were synthesized through a room-temperature Knoevenagel polycondensation strategy.

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Cited by 4 publications

References 65 publications

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High Charge Carrier Mobility in Porphyrin Nanoribbons

Zhu,

Wen,

Zheng

et al. 2024

Angewandte Chemie

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Polydisperse edge‐fused nickel(II) porphyrin nanoribbons have been synthesized by Yamamoto coupling followed by gold(III)‐mediated fusion, with average degrees of polymerization of up to 37 repeat units (length 31 nm). Time‐resolved optical‐pump terahertz spectroscopy measurements indicate that photo‐generated charge carriers have dc mobilities of up to 205 cm2 V–1 s–1 in these nanoribbons, exceeding the values previously reported for most other types of nanoribbon or π‐conjugated polymer.

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High Charge Carrier Mobility in Porphyrin Nanoribbons

Zhu,

Wen,

Zheng

et al. 2024

Angewandte Chemie

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High Charge Carrier Mobility in Porphyrin Nanoribbons

Zhu,

Wen,

Zheng

et al. 2024

Angew Chem Int Ed

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Non‐alternant Benzodifluoranthene Tetraimides from 7,8,9,10‐Fluoranthene Diimides: Synthesis, Structure, and Optical‐Limiting Properties

Qin,

Zhao,

Zheng

et al. 2024

Chemistry A European J

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A novel tetraimide‐functionalized non‐alternant π‐conjugated system, namely, benzodifluoranthene tetraimides (BDFTI), has been designed and synthesized through highly efficient UV‐photocyclization of a vinyl‐bridged fluoranthene diimide dimer (i.e., FDI‐V). The synthesis of FDI‐V starts from a straightforward three‐step route to produce novel 7,8,9,10‐fluoranthene diimide (FDIs) building‐blocks, followed by nearly complete bromination and then Stille‐coupling reaction to give the desired dimer. The analysis by X‐ray crystallography confirms a near‐coplanar geometry for FDIs, while BDFTI shows a U‐shaped and distorted backbone configuration proven by theoretical optimizations. The tetraimide BDFTI exhibits several advantages over the FDI cores, including an extended absorption band and a red‐shift in photoluminescence spectra. This enhancement can be attributed to the presence of additional electron‐deficient imide units, which promotes increased intramolecular charge transfer and improved electron affinity. All the imides show a local aromatic characteristic owing to the incorporation of pentagon rings in the π‐frameworks. The fully fused BDFTI exhibits nonlinear optical properties as analyzed by the open‐aperture Z‐scan technique, demonstrating superior optical‐limiting performance compared to vinyl‐bridged FDI‐V. The versatile UV‐photocyclization chemistries provide a pathway for developing complex and unique multiimide‐functionalized π‐conjugated systems, paving the way for creating high‐performance optical‐limiting materials.

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Ambipolar conjugated ladder polymers by room-temperature Knoevenagel polymerization

Abstract: Two soluble cyanated ladder-like polymers featuring a nonalternant conjugated structure and desirable ambipolar charge-transport properties were synthesized through a room-temperature Knoevenagel polycondensation strategy.

Cited by 4 publications

References 65 publications

High Charge Carrier Mobility in Porphyrin Nanoribbons

High Charge Carrier Mobility in Porphyrin Nanoribbons

High Charge Carrier Mobility in Porphyrin Nanoribbons

Non‐alternant Benzodifluoranthene Tetraimides from 7,8,9,10‐Fluoranthene Diimides: Synthesis, Structure, and Optical‐Limiting Properties

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