6285-94-5

Usage

Uses

Used in Organic Light-Emitting Diodes (OLEDs):
2-2-[4-(dimethylamino)phenyl]ethenyl-3-methyl-1,3-benzoxazol-3-ium is used as a fluorescent material in OLEDs for its strong light-emitting properties. Its unique chemical structure contributes to the efficiency and performance of these devices, making it a valuable component in the design and fabrication of OLEDs.
Used in Fluorescence Probes:
In the field of analytical chemistry, 2-2-[4-(dimethylamino)phenyl]ethenyl-3-methyl-1,3-benzoxazol-3-ium is used as a fluorescence probe for imaging and detection applications. Its strong fluorescent properties allow for the sensitive and selective detection of various analytes in complex biological and chemical systems.
Used in Research and Development:
2-2-[4-(dimethylamino)phenyl]ethenyl-3-methyl-1,3-benzoxazol-3-ium is used as a subject of research in the field of organic chemistry and materials science. Its unique chemical structure and properties make it an interesting candidate for further exploration and development, potentially leading to new applications and advancements in these fields.
Used in Biomedical Applications:
In the biomedical industry, 2-2-[4-(dimethylamino)phenyl]ethenyl-3-methyl-1,3-benzoxazol-3-ium is used as a fluorescent marker for imaging and tracking biological processes. Its strong fluorescence allows for the visualization of cellular structures and dynamics, contributing to a better understanding of biological mechanisms and the development of new diagnostic and therapeutic tools.
Used in Chemical Sensing:
2-2-[4-(dimethylamino)phenyl]ethenyl-3-methyl-1,3-benzoxazol-3-ium is used as a chemical sensor for detecting specific analytes in various environments. Its strong fluorescent properties and sensitivity to environmental changes make it a valuable tool for monitoring chemical concentrations and reactions in real-time.

Upstream product

• 95-21-6 2-methyl-1,3-benzoxazole 
• 5260-36-6 2,3-dimethylbenzoxazolium iodide 
• 100-10-7 4-dimethylamino-benzaldehyde 

Relevant academic research and scientific papers

Stability and Self-Association of styryl hemicyanine dyes in water studied by 1H NMR spectroscopy

The stability in water of five styryl hemicyanine dyes containing benzoxazole, benzothiazole, benzoselenazole and oxazolopyridne rings with different substituents at different pH values has been investigated. All compounds are stable at acidic and neutral pH, however, at basic pH the oxazole dyes undergo a ring opening reaction. The stability at basic pH is increased by substituting the benzooxazolium with oxazolopyridium function in the oxazole dyes 3a and 3e. 1H and 1H DOSY solution NMR spectroscopy prove that slight structural changes result in significant differences in the process of self-association. The association constants for dimerization have been determined by curve fitting the concentration dependent 1H NMR spectra based on the isodesmic model. Van't Hoff analysis has been used to determine the thermodynamic parameters of the self-association process. The aggregation in water decreases with decreasing electronegativity and increasing the charge delocalization in the row (E)-2-(4-(dimethylamino)styryl)-3-methylbenzo[d]oxazol-3-ium iodide (3a), (E)-2-(4-(dimethylamino)styryl)-3-methylbenzo[d]thiazol-3-ium iodide (3b), (E)-2-(4-(dimethylamino)styryl)-3-methylbenzo[1,3-d]selenazol-3-ium iodide (3d) in the oxazole/thiazole/selenazole analogues. Introducing methyl groups in the benzothiazole ring enhances stacking effects in water due to stronger hydrophobic character. This derivative is characterized by the highest self-association constant (ka = 299 L mol?1) and the lowest Gibbs energy (ΔG = -14 kJ mol?1). Substituting the phenyl with pyridyl ring in the oxazole analogue enhances significantly the solubility in water and thus decreases the self-association constant. Concentration dependent 1H ROESY spectra provide information about the orientation of the molecules in the stack.