journal article·2018-12

Red/NIR‐Emissive Benzo[d]imidazole‐Cored AIEgens: Facile Molecular Design for Wavelength Extending and In Vivo Tumor Metabolic Imaging

Jen‐Shyang Ni, Pengfei Zhang, Tao Jiang, Yuncong Chen, Huifang Su, Dong Wang, Zhen‐Qiang Yu, Ryan T. K. Kwok, Zujin Zhao, Jacky W. Y. Lam, Ben Zhong Tang

Advanced Materials· Volume 30· Issue 50
Publisher page

Abstract

Abstract Aggregation‐induced emission (AIE) luminogens (AIEgens) with red/near‐infrared (NIR) emissions are appealing for applications in optoelectronics and biomedical engineering owing to their intrinsic advantages of efficient solid‐state emission, low background, and deep tissue penetration. In this context, an AIEgen with long‐wavelength emission is synthesized by introducing tetraphenylethene (TPE) to the periphery of electron‐deficient spiro‐benzo[d]imidazole‐2,1′‐cyclohexane (BI). The resulting AIEgen, abbreviated as 2TPE‐BI, adopts a donor–acceptor structure and shows bathochromic absorption and emission with a larger Stokes shift of 157 nm in acetonitrile than that based on benzo[c][1,2,5]thiadiazole. It also exhibits a high solid‐state fluorescence quantum yield of 56.6%. By further insertion of thiophene to its molecular structure generates 2TPE‐2T‐BI with higher conjugation and NIR emission. 2TPE‐2T‐BI can be fabricated into AIE dots for in vivo metabolic labeling through bio‐orthogonal click chemistry. These results open a new approach for facile construction of long‐wavelength emissive AIEgens based on the BI core.
Source: crossref · Quality: baseline

Research context

OpenAlex topics: Luminescence and Fluorescent Materials · Nanoplatforms for cancer theranostics · Click Chemistry and Applications

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

Affiliations

HKUST‐Shenzhen Research Institute No. 9 Yuexing 1st RD, South Area Hi‐tech Park Shenzhen 518057 China

Department of Chemistry Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and Reconstruction Institute for Advanced Study and Division of Life Science Hong Kong University of Science and Technology Clear Water Bay Kowloon Hong Kong

Guangdong Key Laboratory of Nanomedicine Shenzhen Engineering Laboratory of Nanomedicine and Nanoformulations CAS Key Laboratory of Health Informatics Institute of Biomedicine and Biotechnology Shenzhen Institutes of Advanced Technology Chinese Academy of Sciences Shenzhen 518055 China

Center for AIE Research College of Materials Science and Engineering Shenzhen University Shenzhen 518060 China

SCUT‐HKUST Joint Research Laboratory State Key Laboratory of Luminescent Materials and Devices South China University of Technology Guangzhou 510640 China

Funding

National Natural Science Foundation of China · China Postdoctoral Science Foundation

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