Related Experiment Video
Updated: Nov 1, 2025

Scale-up Chemical Synthesis of Thermally-activated Delayed Fluorescence Emitters Based on the Dibenzothiophene-S,S-Dioxide Core
Published on: October 24, 2017
Bridged Aromatic Oxo- and Thioethers with Intense Emission in Solution and the Solid State
Steffen Riebe1, Suliman Adam2, Bibhisan Roy1
1Faculty of Chemistry (Organic Chemistry) and CENIDE, University of Duisburg-Essen, Universitätsstrasse 7, 45117, Essen, Germany.
Researchers developed novel bridged oxo- and thioether emitters with unique photoluminescence. These compounds show similar emission properties in solution and solid states, a rare and significant finding for material science applications.
Area of Science:
- Materials Science
- Photochemistry
- Solid-State Chemistry
Background:
- Photoluminescent materials are crucial for various applications, including lighting and displays.
- Achieving consistent photoluminescence (PL) across different states (solution vs. solid) is a significant challenge in materials design.
Purpose of the Study:
- To investigate a new class of bridged oxo- and/or thioether compounds as emitters.
- To explore their photoluminescence properties in both fluid solution and solid states.
- To understand factors influencing their emission behavior, such as polymorphism and solvent polarity.
Main Methods:
- Synthesis and characterization of nine bridged oxo- and/or thioether compounds.
- Photophysical property measurements (e.g., photoluminescence quantum yield).
- Quantum chemical calculations for property interpretation.
- X-ray diffraction analysis to study crystal packing.
Main Results:
- Discovery of emitters with nearly identical photoluminescence quantum yields in solution and solid states, a rarely observed phenomenon.
- Demonstration of the influence of polymorphism and solvent polarity on emission characteristics.
- Correlation established between molecular packing in crystals and observed photophysical properties.
Conclusions:
- Bridged oxo- and thioethers represent a promising class of emitters with robust photoluminescence performance.
- The findings offer insights into designing materials with state-independent emission properties.
- Understanding solid-state packing is key to tuning and predicting photoluminescence behavior.
Related Concept Videos
Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene
Cycloaddition Reactions: MO Requirements for Photochemical Activation
Diels–Alder Reaction Forming Bridged Bicyclic Products: Stereochemistry
ortho–para-Directing Activators: –CH3, –OH, –⁠NH2, –OCH3
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide
Variables Affecting Phosphorescence and Fluorescence
![Solid-phase Synthesis of [4.4] Spirocyclic Oximes](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F58508.jpg&w=3840&q=50)
