AIE luminogens based on 9, 10-dithienylanthracene with a D-A-D structure: Design, synthesis and application in cell imaging

IF 4.3 2区化学 Q1 SPECTROSCOPY

Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy Pub Date : 2025-03-07 DOI:10.1016/j.saa.2025.126003

Shunyang Liu , Wanhong Yao , Zengjihong Zhao , Yuanfang Zhou , Lili Chen , Yuan Ji , Renjie Wang , Shouzhi Pu

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Abstract

Three novel D-A-D-structured emitters derived from 9, 10-dithienylanthracene derivatives (DTAs) were synthesized and characterized. These DTAs consist of substituted 9-phenyl-9H-carbazole (BPCB-DTA), triphenylamine (BTPA-DTA) and N, N-dimethylaniline (BDMA-DTA) as donor units, with the phenylacetonitrile group serving as the acceptor. The impact of steric hindrance and electronic effect of the substituents on the optical properties has been thoroughly discussed. All DTAs exhibited aggregation-induced emission, except for BDMA-DTA, which displayed gradual fluorescence quenching as the water fraction increased from 0 to 90 %. Scanning electron microscope analysis revealed that aggregates formed morphologically regular nanorods due to the self-assembled process. Moreover, BPCB-DTA and BTPA-DTA demonstrated reversible mechanofluorochromic and vapochromic luminescence behaviors with a high color contrast mechanofluorochromism ranging from yellow to bright green coloration. These results suggest that large volume and non-coplanar fluorophores play a crucial role in constructing DTA-type AIE dyes. Additionally, fluorescence imaging experiments conducted on HeLa cells confirmed the bio-imaging capabilities of these DTAs.

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来源期刊

Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 物理-光谱学

CiteScore

8.40

自引率

11.40%

发文量

1364

审稿时长

40 days

期刊介绍： Spectrochimica Acta, Part A: Molecular and Biomolecular Spectroscopy (SAA) is an interdisciplinary journal which spans from basic to applied aspects of optical spectroscopy in chemistry, medicine, biology, and materials science. The journal publishes original scientific papers that feature high-quality spectroscopic data and analysis. From the broad range of optical spectroscopies, the emphasis is on electronic, vibrational or rotational spectra of molecules, rather than on spectroscopy based on magnetic moments. Criteria for publication in SAA are novelty, uniqueness, and outstanding quality. Routine applications of spectroscopic techniques and computational methods are not appropriate. Topics of particular interest of Spectrochimica Acta Part A include, but are not limited to: Spectroscopy and dynamics of bioanalytical, biomedical, environmental, and atmospheric sciences, Novel experimental techniques or instrumentation for molecular spectroscopy, Novel theoretical and computational methods, Novel applications in photochemistry and photobiology, Novel interpretational approaches as well as advances in data analysis based on electronic or vibrational spectroscopy.