Steric influences on the photophysical properties of pyrene-based derivatives; mechanochromism and their pH-responsive ability

Zeng, Jin; Wang, Xiaohui; Song, Xinyi; Liu, Yiwei; Liao, Baiyi; Bai, Jie; Redshaw, Carl; Chen, Qing; Feng, Xing

Abstract

Steric effects have attracted great attention in the fields of synthetic chemistry, spectroscopy, crystallography, as well as surface chemistry. Herein, two pyrene-based compounds with different cyclic ketones acting as a bridge are presented and the influence of the steric effects on the luminescent and molecular packing is investigated. Both luminogens display different optical properties in dilute and aggregate states. Notably, the pyrene-based cyclopentanone (2) possesses non-aggregation-induced emission (AIE) feature, whilst pyrene-based cyclohexanone (3) is AIE-active due to steric effects. Furthermore, the mechanochromism properties and pH-responsive ability of both pyrenes were investigated by use of fluorescence spectra. The present work provides insight into how steric effects impact on the molecular conformations and optical properties in these new pyrene-based AIE luminogen systems.

Citation

Zeng, J., Wang, X., Song, X., Liu, Y., Liao, B., Bai, J., Redshaw, C., Chen, Q., & Feng, X. (2022). Steric influences on the photophysical properties of pyrene-based derivatives; mechanochromism and their pH-responsive ability. Dyes and pigments : an international journal, 200, Article 110123. https://doi.org/10.1016/j.dyepig.2022.110123

• Journal Article Type: Article
• Acceptance Date: Jan 21, 2022
• Online Publication Date: Feb 4, 2022
• Publication Date: Apr 1, 2022
• Deposit Date: Feb 5, 2022
• Publicly Available Date: Feb 5, 2023
• Journal: Dyes and Pigments
• Print ISSN: 0143-7208
• Electronic ISSN: 1873-3743
• Publisher: Elsevier
• Peer Reviewed: Peer Reviewed
• Volume: 200
• Article Number: 110123
• DOI: https://doi.org/10.1016/j.dyepig.2022.110123
• Keywords: Pyrene; Steric effect; Structure-property relationship; Aggregation-induced emission; pH-responsive
• Public URL: https://hull-repository.worktribe.com/output/3923890