Photoelectrochemical and thermal characterization of aromatic hydrocarbons substituted with a dicyanovinyl unit was written by Kotowicz, Sonia;Sek, Danuta;Kula, Slawomir;Fabianczyk, Aleksandra;Malecki, Jan Grzegorz;Gnida, Pawel;Mackowski, Sebastian;Siwy, Mariola;Schab-Balcerzak, Ewa. And the article was included in Dyes and Pigments in 2020.Safety of 2-(Anthracen-9-ylmethylene)malononitrile This article mentions the following:
Seven aromatic hydrocarbons bearing a dicyanovinyl unit were prepared to determine the relation between both the number of aromatic rings and location of acceptor substituent on their thermal and optoelectronic properties. Addnl., the d. functional theory calculations were performed. The obtained compounds showed temperatures of the beginning of thermal decomposition in the range of 137-289°, being above their resp. m.ps. found between 88 and 248°. They were electrochem. active and showed quasi-reversible reduction process, except for 2-(phen-1-yl)methylene malononitrile. Electrochem. estimated energy band gaps were below 3.0 eV, in the range of 2.10-2.50 eV. The absorption and emission spectra were recorded in CHCl3 and NMP and in solid state. All compounds strongly absorbed radiation with absorption maximum ranging from 307 to 454 nm ascribed to the intramol. charge transfer between the donor and acceptor units. The aromatic hydrocarbons were luminescent in all investigated media and exhibited higher photoluminescence quantum yields in the solid state due to the aggregation induced emission phenomena. Electroluminescence ability of selected compounds was tested in a diode with guest-host configuration. Addnl., the selected compound together with a com. N719 was applied in the dye-sensitized solar cell. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4Safety of 2-(Anthracen-9-ylmethylene)malononitrile).
2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) belongs to nitriles. The R-C-N bond angle in and nitrile is 180° which give a nitrile functional group a linear shape. Both the carbon and the nitrogen are sp hydridized which leaves them both with two p orbitals which overlap to form the two π bond in the triple bond. Asymmetric bioreduction of nitriles is an attractive route to produce optically active nitriles as current metal-catalyzed hydrogenations tend to have low reactivity.Safety of 2-(Anthracen-9-ylmethylene)malononitrile
Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts