Supramolecular nanostructures of coil–rod–coil molecules containing a 9,10-distyrylanthracene group in aqueous solution and their optical properties of assemblies

Gou, Xiaoliang; Lu, Jie; Zhao, Hui-Yu; Pei, Yi-Rong; Jin, Long Yi

doi:10.1039/d3sm00924f

Cited by 3 publications

(1 citation statement)

References 58 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…TEM results show that 2N-DSA aggregates into worm-like nanostructures (Figure 2a), which are connected nanoparticles Generally, the electron-rich donors can interact with electron-deficient acceptors through donor−acceptor interactions to produce the supramolecular nanoassemblies with a larger size. 53 Anthracene in the DSA structure is a good electron-rich group with excellent electron-donating properties, which can form donor−acceptor complexes with electrondeficient small molecules, such as TNF or TNP. 54 Therefore, in this study, we introduce electron small molecules TNF, TNP, and TGDNB (see Scheme S2) into the molecules of 2N-DSA, 4N-DSA, and 6N-DSA, and we studied the selfassembly behavior in aqueous solutions.…”

Section: ■ Experimental Sectionmentioning

confidence: 99%

Donor–Acceptor Assembly of Amphiphilic Molecules Based on 9,10-Distyrylanthracene Derivatives with Terminal Naphthalene Groups

Gou,

Zhao,

Huang

et al. 2024

Langmuir

Self Cite

View full text Add to dashboard Cite

Amphiphilic rod−coil compounds have excellent photophysical properties and can be assembled into supramolecular nanostructures of different sizes in water or polar solvents. Herein, we synthesized the amphiphilic compounds 2N-DSA, 4N-DSA, and 6N-DSA with 9,10-distyrylanthracene (DSA) as the core and a naphthalene unit as the terminal group that connected DSA through a tetraethylene glycol chain. These compounds have excellent aggregation-induced emission (AIE) properties in aqueous solution and are assembled into worm-like fragments or different sizes of spherical assemblies, defending the volume ratio of the rod to coil segments. Notably, the donor−acceptor interaction between DSA and electron-deficient compounds 2,4,6-trinitrophenol (TNP), 2,4,5,7-tetranitrofluorenone (TNF), and tetraethylene glycol dinitrobenzoate (TGDNB) forms a charge transfer complex, which can be used as a nanoreactor to improve the yield of the Suzuki coupling reaction about 8−10 times. The experimental results reveal that the synergy effect of the donor−acceptor, intermolecular π−π stacking, and hydrophobic−hydrophilic interactions significantly influences the morphology of aggregates and the efficiency of the nanoreactor.

show abstract

Section: ■ Experimental Sectionmentioning

confidence: 99%