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4,4'-Bis(5-hexyl-2-thienyl)-2,2'-bipyridine
[CAS# 1047684-56-9]

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Identification
Classification Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Pyridine compound
Name 4,4'-Bis(5-hexyl-2-thienyl)-2,2'-bipyridine
Synonyms 4-(5-hexylthiophen-2-yl)-2-[4-(5-hexylthiophen-2-yl)pyridin-2-yl]pyridine
Molecular Structure CAS # 1047684-56-9, 4,4'-Bis(5-hexyl-2-thienyl)-2,2'-bipyridine, 4-(5-hexylthiophen-2-yl)-2-[4-(5-hexylthiophen-2-yl)pyridin-2-yl]pyridine
Molecular Formula C30H36N2S2
Molecular Weight 488.75
CAS Registry Number 1047684-56-9
EC Number 810-931-1
SMILES CCCCCCC1=CC=C(S1)C2=CC(=NC=C2)C3=NC=CC(=C3)C4=CC=C(S4)CCCCCC
Properties
Density 1.090±0.1 g/cm3, Calc.*
Index of Refraction 1.580, Calc.*
Boiling Point 583.0±45.0 ºC (760 mmHg), Calc.*
Flash Point 252.6±19.1 ºC, Calc.*
* Calculated using Advanced Chemistry Development (ACD/Labs) Software.
Safety Data
Hazard Symbols symbol   GHS07 Warning    Details
Hazard Statements H315-H319    Details
Precautionary Statements P264-P264+P265-P280-P302+P352-P305+P351+P338-P321-P332+P317-P337+P317-P362+P364    Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Skin irritationSkin Irrit.2H315
Eye irritationEye Irrit.2H319
SDS Available
up Discovory and Applicatios
4,4'-Bis(5-hexyl-2-thienyl)-2,2'-bipyridine is an organic compound that belongs to the class of bipyridines. It consists of two 5-hexyl-2-thienyl groups attached to the 4,4'-positions of a bipyridine backbone. This compound has garnered attention for its potential applications in the fields of organic electronics and materials science due to its unique electronic and optical properties.

The discovery of 4,4'-bis(5-hexyl-2-thienyl)-2,2'-bipyridine is part of the broader trend of developing functionalized bipyridine derivatives. Bipyridines are well-known for their coordination chemistry, where they act as ligands, and for their role in various chemical and electronic applications. The introduction of thiophene rings and hexyl substituents enhances the compound's solubility, as well as its ability to participate in charge transfer processes, making it an attractive candidate for use in organic semiconductors.

One of the key applications of 4,4'-bis(5-hexyl-2-thienyl)-2,2'-bipyridine lies in its use in organic photovoltaics (OPVs). OPVs are a type of solar cell that uses organic materials to absorb sunlight and convert it into electricity. The unique structure of 4,4'-bis(5-hexyl-2-thienyl)-2,2'-bipyridine, with its conjugated thiophene groups, allows for efficient charge transport and light absorption. This makes it an ideal material for enhancing the performance of organic solar cells. The hexyl groups on the thiophene rings improve the solubility of the compound, allowing it to be processed more easily into thin films, which is a critical factor in the fabrication of OPVs.

Additionally, 4,4'-bis(5-hexyl-2-thienyl)-2,2'-bipyridine has potential applications in organic light-emitting diodes (OLEDs). OLEDs are devices that emit light when an electric current passes through an organic material, and they are used in displays, lighting, and other technologies. The compound's ability to facilitate charge transfer and its favorable electronic properties make it useful as a material in the development of efficient OLEDs. The thiophene and bipyridine units contribute to the compound's ability to absorb and emit light in the visible range, making it a promising candidate for optoelectronic devices.

Furthermore, 4,4'-bis(5-hexyl-2-thienyl)-2,2'-bipyridine has been explored as a building block for other advanced materials. It can be incorporated into various electronic and photonic devices, including organic field-effect transistors (OFETs), which are used in flexible electronics. The combination of high stability, good charge mobility, and the ability to undergo facile processing makes this compound a valuable material for the development of next-generation electronic and optoelectronic technologies.

In conclusion, 4,4'-bis(5-hexyl-2-thienyl)-2,2'-bipyridine is a versatile compound with promising applications in organic electronics, particularly in organic photovoltaics and light-emitting diodes. Its unique chemical structure, which combines thiophene and bipyridine moieties, enhances its performance in these devices by improving charge transport and light absorption. As research into organic semiconductors continues to progress, this compound is expected to play a key role in the development of more efficient and sustainable electronic devices.
Market Analysis Reports
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