Donor-Acceptor-Acceptor-Conjugated Dual-State Emissive Acrylonitriles: Investigating the Effect of Acceptor Unit Order and Biological Imaging

Xiaoming Zhu; Lu Feng; Shixian Cao; Jianguo Wang; Guangle Niu

doi:10.1021/acs.orglett.2c03274

Donor-Acceptor-Acceptor-Conjugated Dual-State Emissive Acrylonitriles: Investigating the Effect of Acceptor Unit Order and Biological Imaging

Org Lett. 2022 Nov 18;24(45):8305-8309. doi: 10.1021/acs.orglett.2c03274. Epub 2022 Nov 9.

Authors

Xiaoming Zhu^{1

2

3}, Lu Feng¹, Shixian Cao¹, Jianguo Wang⁴, Guangle Niu^{1

2

3}

Affiliations

¹ State Key Laboratory of Crystal Materials, Shandong University, Jinan, Shandong 250100, P. R. China.
² Shenzhen Research Institute of Shandong University, Shenzhen, Guangdong 518057, P. R. China.
³ Suzhou Research Institute, Shandong University, Suzhou, Shandong 215123, P. R. China.
⁴ College of Chemistry and Chemical Engineering, Inner Mongolia University, Hohhot, Inner Mongolia 010021, P. R. China.

PMID: 36351250
DOI: 10.1021/acs.orglett.2c03274

Abstract

The effect of acceptor unit order on the photophysical properties of two distinct donor-acceptor-acceptor conjugated fluorescent acrylonitriles, TPA-AN-PhBT and TPA-BT-ANPh, was systematically investigated. Compared with faintly emissive TPA-AN-PhBT in solution, TPA-BT-ANPh showed strong red-shifted fluorescence. TPA-AN-PhBT and TPA-BT-ANPh exhibited enhanced green and deep red emissions with remarkable fluorescence quantum yields up to 44% in the solid state. In addition, TPA-BT-ANPh possessed stronger two-photon absorption than TPA-AN-PhBT. Furthermore, these biocompatible dyes served as excellent fluorescent markers for specific lipid droplet imaging.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Acrylonitrile*
Coloring Agents
Photons
Spectrometry, Fluorescence

Substances

Acrylonitrile
Coloring Agents