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JOURNALS // Chemical Physics and Mesoscopics // Archive

CPM, 2015 Volume 17, Issue 2, Pages 293–304 (Mi chphm37)

Origin of azobenzene coloration

Yu. A. Mikheev, L. N. Guseva, G. E. Zaikov

Emanuel Institute of Biochemical Physics of Russian Academy of Sciences, Moscow, Russia

Abstract: The paper presents water and hydroxonium ion make orange color of $t$-azobenzene ($t$-AB) to be more pronounced and properties of the relevant electron excite band are in relationship with $\pi \rightarrow \pi^*$ transition of $t$-ABH$^+$ cation. This feature is evidencing, in contradiction with traditional memorizing, the $t$-AB visible electron excite band is, by its nature, $\pi \rightarrow \pi^*$ band but not $n \rightarrow \pi^*$ band. The feature reflects that AB molecule exists as two electronic tautomers, the non-polar tautomer prevails the polar which is forming by intra-molecular electron transfer from nitrogen $sp^2$-orbital to Rydberg $3S$-orbital of local $N=N$-chromophoric group. The transfer induces emergence colored cation of phenyl-aminyl type with $\pi \rightarrow \pi^*$ band in visible region.

Keywords: azobenzene, color, non-polar and polar electronic tautomers.

UDC: (547.556.3+546.325):535.34



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