Color-tunable arylaminoanthraquinone dyes through hydrogen-bond-assisted charge transfer interaction. Issue 39 (9th July 2021)

• Record Type: Journal Article
• Authors: Takeda, Takashi; Kasahara, Yotaro; Akutagawa, Tomoyuki
• Is Part Of: RSC advances. Volume 11:Issue 39(2021)
• Page Start: 24217
• Page End: 24231
• Publication Date: 2021-07-09
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/d1ra03985g
• Languages: English
• ISSNs: 2046-2069

Abstract

Abstract : A color-tunable anthraquinone library based on arylaminoanthraquinone was prepared through hydrogen-bond-assisted charge transfer interaction. 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.