Tunable Photochromism of Spirooxazine in the Solid State A New Design Strategy Based on the Hypochromic Effect

Tunable Photochromism of Spirooxazine in the Solid State : A New Design Strategy Based on the Hypochromic Effect

© 2023 Wiley-VCH GmbH.

Bibliographische Detailangaben
Veröffentlicht in:Advanced materials (Deerfield Beach, Fla.). - 1998. - 35(2023), 11 vom: 09. März, Seite e2210551
1. Verfasser: Zhang, Tianze (VerfasserIn)
Weitere Verfasser: Lou, Xin-Yue, Li, Xiaoyan, Tu, Xi, Han, Jie, Zhao, Bin, Yang, Ying-Wei
Format: Online-Aufsatz
Sprache:English
Veröffentlicht: 2023
Zugriff auf das übergeordnete Werk:Advanced materials (Deerfield Beach, Fla.)
Schlagworte:Journal Article molecular switches optical materials organic functional materials photochromism spirooxazines
Beschreibung
Zusammenfassung:© 2023 Wiley-VCH GmbH.
As an important organic photofunctional material, spirooxazine (SO) usually does not exhibit photochromism in the solid state since the intermolecular π-π stacking impedes photoisomerization. Developing photochromic SO in the solid state is crucial for practical applications but is still full of challenges. Here, a series of spirooxazine derivatives (SO1-SO4) with bulky aromatic substituents at the 4- and 7-positions of the skeleton, which provide them with a large volume with which to undergo solid-state photochromism under mild conditions, is designed and synthesized. All the compounds SO1-SO4 exhibit tunable solid photochromism without ground colors, excellent fatigue resistance, and high thermal stability. Notably, it takes only 15 s for SO4 to reach the saturation of absorption intensity, thought to represent the fastest solid-state photoresponse of spirooxazines. X-ray crystal structures of the intermediate compound SO0 and the products SO1-SO2 as well as computational studies suggest that the bulky aromatic groups can lead to a hypochromic effect, allowing for the photochromism of SO in the solid state. The ideal photochromic properties of these spirooxazines open a new avenue for their applications in UV printing, quick response code, and related fields
Beschreibung:Date Completed 20.03.2023
Date Revised 20.03.2023
published: Print-Electronic
Citation Status PubMed-not-MEDLINE
ISSN:1521-4095
DOI:10.1002/adma.202210551