4,4'-Cyclohexylidenebis[N,N-bis(4-methylphenyl)aniline]
[CAS# 58473-78-2]

Identification

• Classification: Pharmaceutical intermediate >> OLED material intermediate
• Name: 4,4'-Cyclohexylidenebis[N,N-bis(4-methylphenyl)aniline]
• Synonyms: 4-[1-[4-[Bis(4-methylphenyl)amino]phenyl]cyclohexyl]-N,N-bis(4-methylphenyl)aniline
• Molecular Formula: C₄₆H₄₆N₂
• Molecular Weight: 626.87
• CAS Registry Number: 58473-78-2
• EC Number: 261-274-7
• SMILES: CC1=CC=C(C=C1)N(C2=CC=C(C=C2)C)C3=CC=C(C=C3)C4(CCCCC4)C5=CC=C(C=C5)N(C6=CC=C(C=C6)C)C7=CC=C(C=C7)C

Properties

• Density: 1.1±0.1 g/cm³, Calc.^*
• Melting point: 180-185 ºC (Expl.)
• Index of Refraction: 1.646, Calc.^*
• Boiling Point: 755.0±60.0 ºC (760 mmHg), Calc.^*
• Flash Point: 328.8±20.7 ºC, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H302
• Precautionary Statements: P280-P305+P351+P338

Discovory and Applicatios

4,4'-Cyclohexylidenebis[N,N-bis(4-methylphenyl)aniline] is an organic compound that has garnered attention in the field of material science due to its unique molecular structure and potential applications in optoelectronic devices. This compound features a cyclohexylidene group linking two aniline-based units, each substituted with methylphenyl groups. The structure of this substance gives it valuable properties, such as enhanced charge transport and stability, which make it a suitable candidate for use in advanced electronic applications.

The discovery of 4,4'-Cyclohexylidenebis[N,N-bis(4-methylphenyl)aniline] was part of ongoing research into organic materials that could be used in organic light-emitting diodes (OLEDs), organic solar cells, and other organic semiconductor devices. The aim was to create materials that could not only improve the performance of such devices but also be cost-effective and adaptable to flexible electronics. The compound's design takes advantage of the structural rigidity provided by the cyclohexylidene group and the electronic properties imparted by the methylphenyl substitutions, which enhance its performance in device applications.

One of the key applications of 4,4'-Cyclohexylidenebis[N,N-bis(4-methylphenyl)aniline] is in organic light-emitting diodes (OLEDs). OLEDs are used in a wide range of applications, including flat-panel displays for televisions, smartphones, and tablets. The compound's ability to transport charge efficiently makes it an ideal candidate for use in the charge transport layers of OLEDs. These layers are crucial for the operation of OLEDs, as they facilitate the movement of charges that generate light when the device is powered. The use of 4,4'-Cyclohexylidenebis[N,N-bis(4-methylphenyl)aniline] in these layers can enhance the device's efficiency, lifespan, and stability, contributing to more durable and brighter displays.

Another important application of this compound is in organic solar cells. Organic photovoltaics (OPVs) are a type of solar cell that uses organic materials to convert sunlight into electricity. 4,4'-Cyclohexylidenebis[N,N-bis(4-methylphenyl)aniline] has been explored as a hole-transport material in OPVs. The hole-transport material is essential for the efficient movement of holes (positively charged carriers) in the device, and its performance directly affects the power conversion efficiency of the solar cells. The compound’s high charge mobility and stability make it a promising material for improving the efficiency of OPVs, particularly in flexible and lightweight solar cells.

Additionally, 4,4'-Cyclohexylidenebis[N,N-bis(4-methylphenyl)aniline] has potential applications in organic field-effect transistors (OFETs). OFETs are electronic devices used for switching and amplifying signals in flexible electronics and sensors. The compound’s excellent charge transport properties are beneficial for enhancing the performance of these devices. Its stability and ability to maintain good electronic properties under different environmental conditions make it a valuable material for use in the active layers of OFETs, where consistent performance is crucial for device reliability.

Furthermore, the compound’s unique structure and properties make it a subject of ongoing research in the development of other optoelectronic devices, such as sensors and light-emitting devices. Its ability to interact with light and charge carriers in a controlled manner opens up possibilities for future applications in a variety of fields, from flexible displays to energy-harvesting technologies.

In conclusion, 4,4'-Cyclohexylidenebis[N,N-bis(4-methylphenyl)aniline] is an important organic material with significant potential in the field of organic electronics. Its unique structure, coupled with its excellent charge transport and stability properties, makes it a valuable component in OLEDs, organic solar cells, and organic field-effect transistors. As research continues, the compound is expected to play a key role in advancing the performance and functionality of next-generation electronic devices.