499793-84-9

Usage

Chemical class

Belongs to the class of pyrroles, which are aromatic heterocyclic compounds.

Structure

Consists of a central pyrrole ring with two thienyl groups and a p-propylphenyl group attached to it.

Electronic properties

Known for its unique electronic properties, which make it suitable for various applications.

Potential applications

Studied for use in organic electronic devices, such as organic photovoltaics and organic light-emitting diodes (OLEDs).

Building block

Has shown promise as a building block for functional materials due to its interesting properties.

Field of interest

A subject of interest in the field of organic and materials chemistry, due to its potential in creating new materials with specific properties.

Upstream product

• 13669-05-1 1,4-bis(thiophen-2-yl)butane-1,4-dione 
• 2696-84-6 4-propylaniline 

Relevant academic research and scientific papers

Facile formation of stable crystals with gold-like metallic luster from organic molecules: 1-Aryl-2-(2-thienyl)-5-[5-(tricyanoethenyl)-2-thienyl]pyrroles

The derivatives of 1-phenyl-2-(2-thienyl)-5-[5-(tricyanoethenyl)-2-thienyl]pyrrole (1a) formed crystals with gold-like or bronze-like metallic luster. When a small substituent is located at the para position of the 1-phenyl group, gold-like lustrous crystals were formed. In contrast, the derivatives of 1 having a longer alkyl chain at the para position of the 1-phenyl group gave bronze-like crystals. The gold-like lustrous crystals have a sheet structure. In the sheet, the molecules of 1 are close to each other via the intermolecular interaction of cyano nitrogen with the hydrogen of the nearest thiophene or pyrrole ring, which enables the side-by-side interaction of the cyano group with the nearest thiophene and pyrrole rings. The bronze-like crystals have a lamella structure of the long alkyl chains that is sandwiched by two π-electron walls. In the wall, the 2-(2-thienyl)-5-[5-(tricyanoethenyl)-2-thienyl]pyrrole moieties are arranged in a ribbon structure to interact to each other. The relationship of the arrangement of the 2-(2-thienyl)-5-[5-(tricyanoethenyl)-2-thienyl]pyrrole moieties with the metallic color of the crystals is discussed.