Color-tunable arylaminoanthraquinone dyes through hydrogen-bond-assisted charge transfer interaction?

RSC Advances Pub Date: 2021-07-09 DOI: 10.1039/D1RA03985G

Abstract

We prepared a series of arylaminoanthraquinone derivatives, including those with electron-accepting sulfone units and/or with electron-donating dialkylamino units. A color-tunable anthraquinone library that reached into the NIR region could be prepared through the precise control of frontier orbitals. Fine color-tuning was achieved through proper selection and positioning of the substituents. Effective intramolecular hydrogen-bond-assisted charge transfer interaction between electron-donating aniline/p-phenylenediamine and electron-accepting anthraquinone substructures induced a significant bathochromic shift of anthraquinone. The number and position of the substituents and the molecular conformation also significantly contributed to determining photophysical properties.

Graphical abstract: Color-tunable arylaminoanthraquinone dyes through hydrogen-bond-assisted charge transfer interaction
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