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'Click' synthesis of starburst triphenylamine as potential emitting material
KTH, School of Biotechnology (BIO), Theoretical Chemistry.
2009 (English)In: Dyes and pigments, ISSN 0143-7208, E-ISSN 1873-3743, Vol. 81, no 1, 80-84 p.Article in journal (Refereed) Published
Abstract [en]

The efficient synthesis of a starburst triphenylamine, tris(4-(1-(4-(diphenylamino)phenyl)-1H-1,2,3-triazol-4-yl)phenyl)amine, via straightforward 'click coupling' of 4-azido-N,N-diphenylbenzenamine and tris(4-ethynylphenyl)amine is reported. The reaction was performed in THF using (PPh3)(3)CuBr as catalyst and was accomplished within 6 h in high yield (92%). Both the synthesis and purification steps were greatly simplified in comparison with conventional methods. The optical, electrochemical, and thermal properties of the starburst triphenylamine were examined: the synthesized compound emitted deep blue fluorescence in both solution and the solid state and displayed reversible redox processes. The starburst triphenylamine is a potential hole-transporting material and blue-light-emitting material.

Place, publisher, year, edition, pages
2009. Vol. 81, no 1, 80-84 p.
Keyword [en]
Starburst, Triphenylamine, Click reaction, Synthesis, Fluorescence, Emitting material
National Category
Chemical Sciences
URN: urn:nbn:se:kth:diva-33127DOI: 10.1016/j.dyepig.2008.09.005ISI: 000261911600012ScopusID: 2-s2.0-55949117330OAI: diva2:413417
QC 20110428Available from: 2011-04-28 Created: 2011-04-28 Last updated: 2011-04-28Bibliographically approved

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