2,2'-(1,2-Ethenediyldi-4,1-phenylene)bisbenzoxazole
[CAS# 1533-45-5]

Identification

• Classification: Catalysts and additives >> Fluorescent whitening agent
• Name: 2,2'-(1,2-Ethenediyldi-4,1-phenylene)bisbenzoxazole
• Synonyms: 2,2'-(Vinylenedi-p-phenylene)bisbenzoxazole
• Molecular Formula: C₂₈H₁₈N₂O₂
• Molecular Weight: 414.46
• CAS Registry Number: 1533-45-5
• EC Number: 216-245-3
• SMILES: C1=CC=C2C(=C1)N=C(O2)C3=CC=C(C=C3)/C=C/C4=CC=C(C=C4)C5=NC6=CC=CC=C6O5

Properties

• Melting point: 357-359 ºC

Safety Data

• Hazard Symbols: GHS07;GHS09 Warning
• Hazard Statements: H315-H319-H335-H411-H413
• Precautionary Statements: P261-P264-P264+P265-P271-P273-P280-P302+P352-P304+P340-P305+P351+P338-P319-P321-P332+P317-P337+P317-P362+P364-P391-P403+P233-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Chronic hazardous to the aquatic environment	Aquatic Chronic	4	H413
Eye irritation	Eye Irrit.	2	H319
Skin irritation	Skin Irrit.	2	H315
Specific target organ toxicity - single exposure	STOT SE	3	H335
Chronic hazardous to the aquatic environment	Aquatic Chronic	2	H411
Skin sensitization	Skin Sens.	1	H317
Acute toxicity	Acute Tox.	4	H302

Discovory and Applicatios

2,2'-(1,2-Ethenediyldi-4,1-phenylene)bisbenzoxazole, commonly known as a benzoxazole derivative, is a chemical compound with notable applications in the field of materials science and organic electronics. The compound, with its complex molecular structure, is recognized for its potential use in advanced technologies and various industrial applications.

The discovery of 2,2'-(1,2-ethenediyldi-4,1-phenylene)bisbenzoxazole dates back to research on benzoxazole derivatives and their applications in organic electronics. The synthesis of this compound involves the reaction of benzoxazole units with an ethylene-linked phenylene group, creating a conjugated system that enhances its electronic properties. The structure consists of two benzoxazole rings linked by a 1,2-ethenediyl-4,1-phenylene bridge, which contributes to its unique chemical and physical characteristics.

In terms of application, 2,2'-(1,2-ethenediyldi-4,1-phenylene)bisbenzoxazole is primarily utilized in the field of organic electronics. The compound's conjugated structure allows it to function effectively as a luminescent material in organic light-emitting diodes (OLEDs). Its ability to emit light when electrically excited makes it a valuable component in the design and fabrication of OLED devices, which are used in displays and lighting applications.

Additionally, this benzoxazole derivative is employed in the development of fluorescent sensors and probes. The compound's fluorescence properties are leveraged for detecting various chemical and biological species, making it useful in analytical and diagnostic applications. Its high sensitivity and specificity to certain analytes are attributes that enhance its utility in sensor technology.

The compound is also explored for its potential use in organic photovoltaics (OPVs), where it can act as a photoactive material. The conjugated system of 2,2'-(1,2-ethenediyldi-4,1-phenylene)bisbenzoxazole contributes to its ability to absorb light and convert it into electrical energy, which is a crucial function in solar cell technology. Research in this area aims to optimize the efficiency of OPVs by incorporating such benzoxazole derivatives into the device architecture.

The synthesis and application of 2,2'-(1,2-ethenediyldi-4,1-phenylene)bisbenzoxazole are subjects of ongoing research, with advancements continually expanding its use in various high-tech applications. Its role in enhancing the performance of electronic devices and its utility in sensing technologies highlight its significance in modern material science and electronics.

References

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2009. (E)-4,4'-Bis(1,3-benzoxazol-2-yl)stilbene at 150 and 375 K. Acta crystallographica. Section C, Crystal structure communications, 65.
DOI: 10.1107/s0108270109050379