Synthesis and Properties of Silole-Incorporated Perylenes

Perylene is a fundamental building block in organic functional materials. While numerous studies have functionalized its armchair edges with various subunits, the incorporation of silole rings at these edges has remained elusive. Silole is widely recognized as a key structural component in high-performance organic electronic materials. In this study, we successfully synthesized two novel silole-embedded perylene derivatives, featuring either a benzylamino group or a quaternary ammonium salt at the <i>peri</i> positions. These derivatives demonstrate enhanced properties, such as tight molecular packing, excellent water solubility, high fluorescence quantum yield, and narrowed band gaps, laying the foundation for potential applications.

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Publication Details

Journal
The Journal of Organic Chemistry
Published
2025-10-28
DOI
https://doi.org/10.1021/acs.joc.5c01334
Citations
1
Primary Topic
Organic Electronics and Photovoltaics
Type
article
Field-Weighted Citation Impact
0.73
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article

Synthesis and Properties of Silole-Incorporated Perylenes

Jianye Gong, Xuejin Zhang, Qi Jiang, Ruiguo Zhao et al.
1 citations
The Journal of Organic Chemistry
Organic Electronics and Photovoltaics
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article

Synthesis and Properties of Silole-Incorporated Perylenes

Jianye Gong, Xuejin Zhang, Qi Jiang, Ruiguo Zhao, Laiyun Zhou, Qing Wang, Jing Cao, Yeda Ding, X. L. Luo, Yanqiu Lei, Xuefei Dong
article en
1 citations

Abstract

Perylene is a fundamental building block in organic functional materials. While numerous studies have functionalized its armchair edges with various subunits, the incorporation of silole rings at these edges has remained elusive. Silole is widely recognized as a key structural component in high-performance organic electronic materials. In this study, we successfully synthesized two novel silole-embedded perylene derivatives, featuring either a benzylamino group or a quaternary ammonium salt at the <i>peri</i> positions. These derivatives demonstrate enhanced properties, such as tight molecular packing, excellent water solubility, high fluorescence quantum yield, and narrowed band gaps, laying the foundation for potential applications.

The Journal of Organic ChemistryVol. 90(44)
Inner Mongolia University (CN)
Openalex Percentile: Top 22%
Organic Electronics and Photovoltaics
0.73
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