Optically induced azo-hydrazone tautomerism of some 2,6-dialkylphenol based azobenzenes

被引：2

作者：

Markava, E ^{[1
]}

Gustina, D ^{[1
]}

Muzikante, I ^{[1
]}

机构：

[1] Latvian Inst Organ Snthesis, LV-1006 Riga, Latvia

来源：

OPTICAL ORGANIC AND INORGANIC MATERIALS | 2001年 / 4415卷

关键词：

azobenzene; photoisomerization; optically induced tautomerism; proton transfer;

D O I：

10.1117/12.425487

中图分类号：

T [工业技术];

学科分类号：

08 ;

摘要：

The present publication is devoted to the studies of the azo-hydrazone tautomerism of some 3,5-dialkyl substituted azobenzenes. Four new 3,5-dialkyl-4-hydroxy azobenzenes containing electron acceptor SO2 groups were synthesized and investigated in solutions, vacuum evaporated (VE) films and doped polymer films. We have observed that azo-hydrazone tautomeric equilibrium depends on the structure of the molecule and the polarity of the solvent. VE films of compounds containing a primary sulfonamide group SO2NH2 exhibit predominating azo form absorption band at about 365 nm, which decreases or disappears on UV irradiation giving rise to characteristic hydrazone absorption band at 430 nm. For the thin VE films of related derivatives containing a secondary sulfonamide group SO2NHC4H9 we have observed predominating hydrazone form absorption band at about 430 nm or a broad band at 380-430 nn suggesting a tautomeric mixture. Reversible trans-cis isomerization of 3,5-dimethyl-4-hydroxy azobenzenes containing secondary sulfonamide group in the doped PMMA film was investigated.

引用

页码：162 / 167

页数：6

共 10 条

[1] Second-harmonic generation and absorption spectra of platinum organometallic complexes incorporated in PMMA films [J].