2,4-Diethyl-9H-thioxanthen-9-one
[CAS# 82799-44-8]

Identification

• Classification: Flavors and spices >> Synthetic spice >> Lactone and oxygen-containing heterocyclic compound >> Thiazole, thiophene and pyridine
• Name: 2,4-Diethyl-9H-thioxanthen-9-one
• Molecular Formula: C₁₇H₁₆OS
• Molecular Weight: 268.37
• CAS Registry Number: 82799-44-8
• EC Number: 280-041-0
• SMILES: CCC1=CC(=C2C(=C1)C(=O)C3=CC=CC=C3S2)CC

Properties

• Melting point: 66-70 °C

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H317-H413
• Safety Statements: P261-P272-P273-P280-P302+P352-P321-P333+P317-P362+P364-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Chronic hazardous to the aquatic environment	Aquatic Chronic	4	H413
Skin sensitization	Skin Sens.	1B	H317

Discovery and Applications

2,4-Diethyl-9H-thioxanthen-9-one is a chemical compound that has garnered attention for its unique properties and applications, particularly in the field of organic chemistry and materials science. This compound, which features a thioxanthene structure with two ethyl groups at the 2 and 4 positions, exhibits distinct characteristics that make it valuable in various technological applications.

The discovery of 2,4-diethyl-9H-thioxanthen-9-one is rooted in the broader exploration of thioxanthene derivatives. Thioxanthenes, known for their potential as photoactive materials, were studied extensively in the latter half of the 20th century. The specific compound, 2,4-diethyl-9H-thioxanthen-9-one, was synthesized as part of efforts to develop new thioxanthene derivatives with improved properties for use in advanced applications.

In terms of applications, 2,4-diethyl-9H-thioxanthen-9-one stands out for its role as a photoinitiator in polymer chemistry. Photoinitiators are substances that absorb light and subsequently initiate polymerization reactions. The compound's ability to absorb UV light and generate radicals makes it an effective photoinitiator in various polymer systems, including coatings, adhesives, and resins. This property is particularly valuable in applications where precise control over polymerization is required, such as in the production of high-performance materials.

Moreover, 2,4-diethyl-9H-thioxanthen-9-one has been explored for its potential use in organic light-emitting diodes (OLEDs). OLEDs are a type of display technology that relies on organic compounds to emit light. The compound's photochemical properties and stability make it a candidate for incorporation into OLED materials, where it could contribute to enhanced device performance and longevity.

Additionally, the compound's fluorescence properties have been studied for potential applications in fluorescence-based sensors and imaging techniques. Its ability to emit light upon excitation can be leveraged in various analytical and diagnostic applications, offering possibilities for advances in medical imaging and environmental monitoring.

Overall, 2,4-diethyl-9H-thioxanthen-9-one is a notable compound with significant potential in several advanced applications. Its role as a photoinitiator in polymer chemistry, coupled with its potential use in OLEDs and fluorescence-based technologies, highlights its versatility and importance in both industrial and research settings.

References

2024. Colorimetric cotton sensors fabricated by ultraviolet photografting for acidic gas detection. Cellulose, 31(6).
DOI: 10.1007/s10570-024-05833-9

2020. Research on Curing Performance and Printability of Magenta UV-LED Gravure Ink. Advanced Graphic Communication, Printing and Packaging Technology.
DOI: 10.1007/978-981-15-1864-5_86

2006. Determination of isopropylthioxanthone (ITX) in milk, yoghurt and fat by HPTLC-FLD, HPTLC-ESI/MS and HPTLC-DART/MS. Analytical and Bioanalytical Chemistry, 385(2).
DOI: 10.1007/s00216-006-0430-5