Self-Assembly of Amphiphilic PDI and NDI Derivatives with Opposite Thermoresponsive Fluorescent Behaviors in Aqueous Solution

This work presents a study of the thermally induced aggregation of perylene diimide (PDI) and naphthalene diimide (NDI) derivatives modified with oligo ethylene glycol (OEG) chains in aqueous solution. Water-soluble and flexible OEG side chains were introduced into the π-core of glutamate-modified NDI and PDI structures, and the aggregation process was modulated by heating or cooling in water. Interestingly, a rare opposite temperature response of fluorescent behavior from the two amphiphilic chromophores was revealed, in which the PDI exhibited fluorescent enhancement, while fluorescent quenching upon temperature increase was observed from the NDI assembly. The mechanism of thermally induced aggregation is clearly explained by studies with various spectroscopic techniques including UV-visible, fluorescence, 1H NMR, 2D NMR spectroscopy, and SEM observation as well as control experiments operated in DMSO solution. It is found that although similar J-aggregates were formed by both amphiphilic chromophores in aqueous solution, the temperature response of the aggregates to temperature was opposite. The degree of PDI aggregation decreased, while that of NDI increased upon temperature rising. This research paves a valuable way for understanding the complicated supramolecular behaviors of amphiphilic chromophores.

Medienart:

E-Artikel

Erscheinungsjahr:

2024

Erschienen:

2024

Enthalten in:

Zur Gesamtaufnahme - volume:40

Enthalten in:

Langmuir : the ACS journal of surfaces and colloids - 40(2024), 12 vom: 26. März, Seite 6493-6505

Sprache:

Englisch

Beteiligte Personen:

Wei, Bizhuo [VerfasserIn]
Li, Huajing [VerfasserIn]
Chu, Huan [VerfasserIn]
Dong, Huanhuan [VerfasserIn]
Zhang, Yijun [VerfasserIn]
Sun, Cai-Li [VerfasserIn]
Li, Yuangang [VerfasserIn]

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Date Revised 26.03.2024

published: Print-Electronic

Citation Status PubMed-not-MEDLINE

doi:

10.1021/acs.langmuir.4c00106

funding:

Förderinstitution / Projekttitel:

PPN (Katalog-ID):

NLM369740157