Diaminomaleonitrile-based Schiff bases: aggregation-enhanced emission, red fluorescence, mechanochromism and bioimaging applications

Ting Han; Xinggui Gu; Jacky W. Y. Lam; Anakin C. S. Leung; Ryan T. K. Kwok; Tianyu Han; Bin Tong; Jianbing Shi; Yuping Dong; Ben Zhong Tang

doi:10.1039/C6TC03883B

Diaminomaleonitrile-based Schiff bases: aggregation-enhanced emission, red fluorescence, mechanochromism and bioimaging applications†

Ting Han,‡^abc Xinggui Gu,‡^ac Jacky W. Y. Lam,^ac Anakin C. S. Leung,^ac Ryan T. K. Kwok,^ac Tianyu Han,^b Bin Tong,^b Jianbing Shi,^b Yuping Dong*^b and Ben Zhong Tang*^acd

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* Corresponding authors

^a Department of Chemistry, Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and Reconstruction, Institute for Advanced Study, Institute of Molecular Functional Materials, Division of Biomedical Engineering, Division of Life Science and State Key Laboratory of Molecular Neuroscience, The Hong Kong University of Science & Technology (HKUST), Clear Water Bay, Kowloon, Hong Kong, China
E-mail: tangbenz@ust.hk

^b College of Materials Science & Engineering, Beijing Institute of Technology, 5 South Zhongguancun Street, Beijing, China
E-mail: chdongyp@bit.edu.cn

^c HKUST-Shenzhen Research Institute, No. 9 Yuexing 1st RD, South Area, Hi-tech Park, Nanshan, Shenzhen 518057, China

^d Guangdong Innovative Research Team, SCUT-HKUST Joint Research Laboratory, State Key Laboratory of Luminescent Materials and Devices, South China University of Technology, Guangzhou 510640, China

Abstract

Here we report the synthesis of two diaminomaleonitrile-based Schiff bases with a donor–acceptor structure and an aggregation-enhanced emission feature. By changing the alkyl chain length in the donor unit, a red-emitting material with remarkable mechanochromic properties and applications in bioimaging was generated due to the J-aggregate formation in the solid state.

Journal of Materials Chemistry C

Diaminomaleonitrile-based Schiff bases: aggregation-enhanced emission, red fluorescence, mechanochromism and bioimaging applications†

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Diaminomaleonitrile-based Schiff bases: aggregation-enhanced emission, red fluorescence, mechanochromism and bioimaging applications

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