1,1,2,2-Tetrakis(4-(pyridin-4-yl)phenyl)ethene
[CAS# 1227195-24-5]

Identification

• Classification: Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Pyridine compound
• Name: 1,1,2,2-Tetrakis(4-(pyridin-4-yl)phenyl)ethene
• Synonyms: 4-[4-[1,2,2-tris(4-pyridin-4-ylphenyl)ethenyl]phenyl]pyridine
• Molecular Formula: C₄₆H₃₂N₄
• Molecular Weight: 640.77
• CAS Registry Number: 1227195-24-5
• SMILES: C1=CC(=CC=C1C2=CC=NC=C2)C(=C(C3=CC=C(C=C3)C4=CC=NC=C4)C5=CC=C(C=C5)C6=CC=NC=C6)C7=CC=C(C=C7)C8=CC=NC=C8

Properties

• Density: 1.2±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.665, Calc.^*
• Boiling Point: 780.9±60.0 ºC (760 mmHg), Calc.^*
• Flash Point: 316.3±25.8 ºC, Calc.^*

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

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H302-H315-H319-H335
• Precautionary Statements: P261-P280-P301+P312-P302+P352-P305+P351+P338

Discovory and Applicatios

1,1,2,2-Tetrakis(4-(pyridin-4-yl)phenyl)ethene is an organic compound with a highly conjugated structure, which has gained attention in the fields of materials science and chemistry for its unique optical and electronic properties. The compound consists of an ethene core substituted with four pyridin-4-yl phenyl groups, forming a symmetrical, planar molecule that facilitates π-conjugation across the entire structure. This extensive conjugation is responsible for the compound's interesting photophysical characteristics.

The discovery of 1,1,2,2-Tetrakis(4-(pyridin-4-yl)phenyl)ethene emerged from ongoing research into conjugated organic molecules, particularly those with potential applications in optoelectronics. Scientists aimed to design molecules that could exhibit strong fluorescence, high charge mobility, and stability, making them suitable for use in organic light-emitting diodes (OLEDs), organic photovoltaics (OPVs), and sensors. The synthesis of this compound typically involves the coupling of pyridinyl-substituted precursors under conditions that promote the formation of the ethene core, resulting in the desired tetrakis-substituted product.

One of the primary applications of 1,1,2,2-Tetrakis(4-(pyridin-4-yl)phenyl)ethene is in the development of fluorescent materials. The compound's structure allows it to emit light efficiently when excited by ultraviolet or visible light, making it a promising candidate for use in OLEDs. In OLED devices, the compound can be used as an emissive layer, where it contributes to the generation of light with specific wavelengths. The tunability of its emission properties through structural modifications also allows for the creation of devices with customized color outputs, enhancing the versatility of OLED technology.

Another significant application of 1,1,2,2-Tetrakis(4-(pyridin-4-yl)phenyl)ethene is in the field of organic photovoltaics. The compound's ability to facilitate charge separation and transport makes it a valuable component in the active layer of OPVs. When incorporated into solar cells, it can improve power conversion efficiencies by optimizing the absorption of sunlight and the subsequent generation and transport of charge carriers. Its structural rigidity and planarity also contribute to the overall stability of the photovoltaic material, which is crucial for the long-term performance of solar devices.

In addition to its use in optoelectronics, 1,1,2,2-Tetrakis(4-(pyridin-4-yl)phenyl)ethene has been studied for its potential as a sensor material. The compound's conjugated structure allows it to interact with various analytes, leading to changes in its fluorescence or electronic properties. These changes can be detected and used to identify the presence of specific substances, making the compound useful in the design of chemical sensors for environmental monitoring, medical diagnostics, and industrial applications.

Moreover, the compound's unique structure has made it an interesting subject of research in supramolecular chemistry. The pyridine rings in 1,1,2,2-Tetrakis(4-(pyridin-4-yl)phenyl)ethene can participate in non-covalent interactions, such as hydrogen bonding or coordination with metal ions, leading to the formation of complex supramolecular architectures. These architectures can exhibit novel properties, such as enhanced stability or specific reactivity, which are of interest for the development of new materials and catalysts.

Overall, 1,1,2,2-Tetrakis(4-(pyridin-4-yl)phenyl)ethene represents a valuable addition to the toolkit of organic chemists and materials scientists. Its discovery and continued study have opened up new possibilities for the design and application of conjugated organic molecules in various advanced technologies.