18826-29-4

Usage

Uses

Used in Organic Electronic Devices:
5,12-Bis(phenylethynyl)naphthacene TEC& is used as a key component in organic electronic devices for its excellent charge transport and photophysical properties, which contribute to the performance and efficiency of these devices.
Used in Organic Light-Emitting Diodes (OLEDs):
In the OLED industry, 5,12-Bis(phenylethynyl)naphthacene TEC& is used as a material to enhance the light-emitting capabilities of the diodes, improving their brightness, color quality, and overall efficiency.
Used in Organic Field-Effect Transistors (OFETs):
5,12-Bis(phenylethynyl)naphthacene TEC& is utilized as a semiconductor material in OFETs, where its charge transport properties are leveraged to achieve higher performance and better control over the transistor action.
Used in Photovoltaic Devices:
In the photovoltaic industry, 5,12-Bis(phenylethynyl)naphthacene TEC& is employed as a material to improve the efficiency of solar cells, taking advantage of its light absorption and charge transport characteristics to enhance energy conversion.
Used as a Material for Organic Semiconductors:
5,12-Bis(phenylethynyl)naphthacene TEC& is used as a base material in the development of organic semiconductors, where its properties are crucial for creating devices with improved electronic and optoelectronic functionalities.

InChI:InChI=1/C34H20/c1-3-11-25(12-4-1)19-21-31-29-17-9-10-18-30(29)32(22-20-26-13-5-2-6-14-26)34-24-28-16-8-7-15-27(28)23-33(31)34/h1-18,23-24H

Upstream product

• 31559-43-0 5,12-bis(phenylethynyl)-5,12-dihydronaphthacene-5,12-diol 
• 1090-13-7 5,12-naphthacenequinone 
• 4440-01-1 lithium phenylacetylide 
• 536-74-3 phenylacetylene 

Relevant academic research and scientific papers

Structure, photophysics, and photooxidation of crowded diethynyltetracenes

This paper describes a previously unreported class of sterically crowded tetracene derivatives that have both phenyl and ethynyl substituents. The steric crowding above and below the tetracene core prevents overlap between the extended π-systems of the acenes. Substituent effects cause these tetra-substituted tetracenes to have absorbance and fluorescence spectra red shifted from either disubstituted derivatives or rubrenes, such that they have spectra similar to diarylpentacenes, but with higher quantum yields of fluorescence and greater photostability. These new molecules also undergo cycloaddition reactions with 1O2, giving regioisomeric mixtures of endoperoxides, and in contrast to longer acenes, the ethynyl substituents show only a modest stabilizing effect to photooxidation. Ethynylated tetracenes also exhibited photochromism, with their endoperoxides undergoing cycloreversion to yield the acene starting material at room temperature in the dark. The Royal Society of Chemistry 2012.

Synthesis and Evaluation of Fluorescent Materials for Colour Control of Peroxyoxalate Chemiluminescence. III. Yellow and Red Fluorescent Emitters

A number of bis(phenylethynyl)-substituted anthracenes and naphthacenes have been synthesized and their suitability as fluorescent additives for peroxyoxalate chemiluminescence evaluated.Fluorescence and chemiluminescence emission data for all compounds are presented.Both 2-chloro- and 6-chloro-5,12-bis(phenylethynyl)naphthacene provide effective scarlet chemiluminescence with the peroxyoxalate system (λmax 609 and 614 nm respectively).Althgough solutions of both compounds decolorize slowly in the presence of air and light, when used in concentrations 0f 1-5*10-3 M they allow efficient chemiluminescence for greater than 5 h.