Citation: Yang Wang, Haibo Zhong, Juan Yang, Yong Yao, Liang Li. Solvents/photo/pillar[5]arene triple responsive morphology and luminescence transformation from an amphiphilic dicyanostilbene-functionalized thiophene[J]. Chinese Chemical Letters, ;2023, 34(12): 108452. doi: 10.1016/j.cclet.2023.108452 shu

Solvents/photo/pillar[5]arene triple responsive morphology and luminescence transformation from an amphiphilic dicyanostilbene-functionalized thiophene

Yang Wang ^{a, 1} ,
Haibo Zhong ^{a, b, 1} ,
Juan Yang ^{c, 1} ,
Yong Yao ^{a, *,} ,
Liang Li ^{b, *,}

a.
School of Chemistry and Chemical Engineering, Nantong University, Nantong 226019, China
b.
School of Chemical and Environmental Engineering, Shanghai Institute of Technology, Shanghai 201418, China
c.
Nantong City Center for Disease Control and Prevention, Nantong 226019, China

yaoyong1986@ntu.edu.cn

lilianglcx@sit.edu.cn

Received Date: 21 February 2023
Revised Date: 3 April 2023
Accepted Date: 12 April 2023
Available Online: 14 April 2023

Figures(6)

α-Cyanostilbene (CS) based organic luminescent materials with efficient electrical conductivity, aggregation-induced enhanced emission, and controllable multi-colour emission properties, have been aroused wide attention by scientists over the past few years. Self-assembly of CS-motif in aqueous media refers to an environment-friendly method for preparing luminescent materials. However, it is still challenging to control the intrinsic hydrophobic properties of the organic components in aqueous media. In this study, an amphiphilic dicyanostilbene-functionalized thiophene (ACSTP) derivative was synthesized. Z-ACSTP was identified to dissolve in different organic solvents, accompanied with strong and tunable fluorescence emission. However, when Z-ACSTP was dispersed in water, it was self-assembled into nanofibers, and the fluorescence was red shifted, accompanied with sharp decrease of intensity compared with that in DMSO. Furthermore, Z-form of ACSTP to its E-form under 365 nm irradiation led to the morphology transformation from nanofibers to nanosheets. Notably, upon addition of water-soluble pillar[5]arene (WP5), the nanofibers were transformed into fluorescent hollow particles due to the host–guest interactions between the pyridinium group and WP5 and the obtained fluorescent particles can be further applied in living cell imaging.
- Pillar[5]arenes,
- Host-guest interactions,
- Amphiphilic,
- Self-assembly,
- Cell-imaging
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