Synthesis, Electrochemistry, and Electrogenerated Chemiluminescence of Azide-BTA, a D–A−π–A–D Species with Benzothiadiazole and N,N-Diphenylaniline, and Its Nanoparticles

Autor:	Allen J. Bard, Ken-Tsung Wong, Jungdon Suk, Jian Zhang Cheng
Rok vydání:	2011
Předmět:	Solvatochromism Fluorene Triphenylamine Photochemistry Electrochemistry Medicinal chemistry Surfaces Coatings and Films Electronic Optical and Magnetic Materials chemistry.chemical_compound General Energy chemistry Moiety Azide Physical and Theoretical Chemistry Cyclic voltammetry Acetonitrile
Zdroj:	The Journal of Physical Chemistry C. 115:14960-14968
ISSN:	1932-7455 1932-7447
DOI:	10.1021/jp205621e
Popis:	We report the synthesis, electrochemistry, spectroscopy, and electrogenerated chemiluminescence (ECL) of a donor (D)–acceptor (A) molecule of form D–A−π–A–D, 4,4′-(7,7′-(9,9-bis(6-azidohexyl)-9H-fluorene-2,7-diyl)bis(benzo[c][1,2,5]thiadiazole7,4-diyl))bis(N,N-diphenylaniline) (Azide-BTA), and its organic nanoparticles (NPs). Azide-BTA consists of two 2,1,3-benzothiadiazole (A) and triphenylamine (D) groups at the ends bridged by a fluorene (π) moiety. Cyclic voltammetry (CV) of Azide-BTA showed a single reversible reduction wave (Eored = −1.48 V vs SCE) and two reversible oxidation waves (Eo1,ox = 0.92 V, Eo2,ox = 1.34 V vs SCE). The first oxidation and reduction waves were assigned two reversible, closely spaced one-electron transfers. Azide-BTA exhibited a large solvatochromic effect in the emission ranging from yellow (580 nm) to red (633 nm). The ECL spectrum resulting from the annihilation reaction showed a bright and single peak with a maximum at 652 nm in mixed solvent of acetonitrile and benzene ...
Databáze:	OpenAIRE
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