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Issue 26, 2020
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An aromatic micelle with bent pentacene-based panels: encapsulation of perylene bisimide dyes and graphene nanosheets

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Abstract

For exploitation of a new class of aromatic micelles, we synthesized a bent pentacene-based amphiphilic molecule through Diels–Alder reaction. The amphiphiles bearing two trimethylammonium tethers assemble into a spherical aromatic micelle, with an average core diameter of 1.5 nm, in water at room temperature. The new aromatic micelle efficiently encapsulates perylene bisimide (PBI) dyes and graphene nanosheets (GNS) in water. The encapsulated PBI dyes form a parallel stacked dimer, exhibiting characteristic absorption and emission bands. In addition, the encapsulated GNS are composed of few-layer graphene sheets with an average lateral size of ∼7 nm, as confirmed by Raman spectroscopy. The resultant, aqueous host–guest complexes are stable even after three weeks in water under ambient conditions.

Graphical abstract: An aromatic micelle with bent pentacene-based panels: encapsulation of perylene bisimide dyes and graphene nanosheets

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Supplementary files

Article information


Submitted
26 Mar 2020
Accepted
04 Jun 2020
First published
05 Jun 2020

This article is Open Access
All publication charges for this article have been paid for by the Royal Society of Chemistry

Chem. Sci., 2020,11, 6752-6757
Article type
Edge Article

An aromatic micelle with bent pentacene-based panels: encapsulation of perylene bisimide dyes and graphene nanosheets

K. Ito, T. Nishioka, M. Akita, A. Kuzume, K. Yamamoto and M. Yoshizawa, Chem. Sci., 2020, 11, 6752
DOI: 10.1039/D0SC01748E

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