9,10-Dibutoxyanthracene
[CAS# 76275-14-4]

Identification

• Classification: Organic raw materials >> Aryl compounds >> Anthracenes
• Name: 9,10-Dibutoxyanthracene
• Synonyms: Anthracure UVS 1331; DBA; DBA (sensitizer); PSS 303; UVS 1331; UVS 1550
• Molecular Formula: C₂₂H₂₆O₂
• Molecular Weight: 322.44
• CAS Registry Number: 76275-14-4
• EC Number: 452-120-1
• SMILES: CCCCOC1=C2C=CC=CC2=C(C3=CC=CC=C31)OCCCC

Properties

• Solubility: Insoluble (4.8E^-5 g/L) (25 °C), Calc.^*
• Density: 1.058±0.06 g/cm³ (20 °C 760 Torr), Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (©1994-2013 ACD/Labs)

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302-H315-H319-H332-H335
• Safety Statements: P280-P305+P351+P338-P310

Discovery and Applications

9,10-Dibutoxyanthracene is a synthetic organic compound that belongs to the anthracene family, characterized by its extended aromatic system. The discovery of 9,10-Dibutoxyanthracene was driven by the need for new derivatives of anthracene with enhanced solubility and unique optical properties, particularly for use in organic electronics and photonics.

Anthracene itself is a well-known aromatic hydrocarbon that has been widely studied for its photophysical properties, making it a foundation for developing new materials in light-emitting and sensing applications. The introduction of butoxy groups at the 9 and 10 positions of the anthracene core significantly alters its solubility in organic solvents, which is beneficial for practical applications in solution-based processes. This chemical modification also impacts its optical properties, making 9,10-Dibutoxyanthracene a candidate for organic light-emitting diodes (OLEDs) and other light-related technologies.

The synthesis of 9,10-Dibutoxyanthracene involves the functionalization of the anthracene core through a substitution reaction where butoxy groups are introduced. This modification increases the compound’s compatibility with various organic solvents, facilitating its use in thin-film fabrication, which is crucial for the development of flexible electronic devices. Researchers have focused on its photoluminescence properties, where it demonstrates efficient emission of light, making it suitable for use in optoelectronic devices.

In addition to its application in OLEDs, 9,10-Dibutoxyanthracene has been investigated for its potential in organic photovoltaics (OPVs) and as a component in organic semiconductors. Its extended conjugated system, along with the butoxy groups, allows for effective charge transport, a critical factor in the performance of electronic devices. Its stability under various conditions further enhances its appeal in material science.

The compound has also shown promise in the field of fluorescence sensing, where its ability to emit light upon excitation is used to detect specific analytes in chemical or biological systems. The versatility of 9,10-Dibutoxyanthracene in these areas has made it a compound of interest for ongoing research, particularly in developing new organic materials for electronic and photonic applications.

References

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