1224430-39-0

Basic information

• Product Name: 4-Hexylthiophene-2-carbonitrile
• Synonyms: 4-Hexylthiophene-2-carbonitrile
• CAS NO: 1224430-39-0
• Molecular Formula: C₁₁H₁₅NS
• Molecular Weight: 193.3085
• Mol File: 1224430-39-0.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 290.1±20.0 °C(Predicted)
• Appearance: /
• Density: 1.02±0.1 g/cm3(Predicted)
• Refractive Index: 1.5170 to 1.5210
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-Hexylthiophene-2-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Hexylthiophene-2-carbonitrile(1224430-39-0)
• EPA Substance Registry System: 4-Hexylthiophene-2-carbonitrile(1224430-39-0)

Safety Data

• Hazardous Substances Data: 1224430-39-0(Hazardous Substances Data)

Usage

General Description

4-Hexylthiophene-2-carbonitrile is a chemical compound that consists of a thiophene ring with a hexyl group and a carbonitrile functional group attached to the 2nd and 4th carbon atoms, respectively. It is commonly used as a monomer in the synthesis of conducting polymers, such as polythiophene, due to its ability to conduct electricity. 4-Hexylthiophene-2-carbonitrile has applications in various fields, including organic electronics, photovoltaic devices, and sensors. Its unique chemical structure and properties make it an important building block in the development of advanced materials with potential for technological and industrial applications.

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Relevant articles and documents

Development of a new s-tetrazine-based copolymer for efficient solar cells

A new s-tetrazine-based low-bandgap semiconducting polymer, PCPDTTTz, was designed and synthesized. This is the first solution-processable conjugated polymer with tetrazine in the main chain. This polymer shows good thermal stability and broad absorption covering 450-700 nm. The HOMO and LUMO energy levels were estimated to be-5.34 and-3.48 eV, with an electrochemical bandgap of 1.86 eV. Simple polymer solar cells based on PCPDTTTz and PC71BM exhibit a calibrated power conversion efficiency of 5.4%. Published 2010 by the American Chemical Society.

Influence of substitution pattern and enhanced π-conjugation on a family of thiophene functionalized 1,5-dithia-2,4,6,8-tetrazocines

A versatile, one-pot synthetic route to prepare a series of 1,5,2,4,6,8-dithiatetrazocines (DTTA) functionalized with 4-hexylthiophen-2-yl, 5-(thiophen-2′-yl)thiophen-2-yl and 5-(5′-hexylthiophen-2′-yl)thiophen-2-yl is described. The latter two compounds mark the first reported examples of π-extended DTTA systems. Comparative spectroscopic, computational and structural studies were carried out on this family of heterocycles to investigate the influence of the substitution pattern, in addition to enhanced conjugation, on the optoelectronic and solid-state properties. These studies revealed a slight increase in the optical energy gap upon displacement of the alkyl chain from the 5- to the 4-position in hexylthienyl functionalized DTTA, whereas extension of the conjugation diminishes the HOMO-LUMO gap. In the solid-state, variation in alkyl substituent plays an important role, contrary to what was previously observed for aryl functionalized DTTA derivatives.

TETRAZINE MONOMERS AND COPOLYMERS FOR USE IN ORGANIC ELECTRONIC DEVICES

Copolymers of formula (I): where each A is S, Se or C═C; each x is an integer from 1 to 4; each R1 is independently H, F, CN or a C1-C20 linear or branched aliphatic group; Ar is one or more substituted or unsubstituted aromatic units; and, n is an integer 5 or greater, can be formed into films or membranes that are useful as active layers in organic electronic device, such as PV solar cells, providing high power conversion efficiencies and good thermal stability. Such copolymers may be synthesized from monomers of formula (II): by Stille or Suzuki coupling reactions. Such monomers may be synthesized by a variation of the Pinner synthesis.