Amino-azobenzene-4 -sulfonic

Poly(L-lysine) containing azobenzene units linked to the side chains by means of a sulfonamide function (Scheme 4, Structure VI), was obtained by treating poly(L-lysine) with p-phenylazobenzenesulfonyl chloride. The poly(a-amino acid) was modified quantitatively conversion to the azo-lysine units of VI was effectively 100%. The azo-modified polypeptide was soluble in HFP, in which it exhibited an intense photochromism attributed to the trans-cis photoisomerization of the azobenzene units. Like other sulfonated azobenzene compounds, 33 azosulfonyl-modified polymers of L-lysine were found to be very stable in their tis form, and no thermal decay was observed at room temperature over periods of times as long as several weeks. Interconversion between the two forms at room temperature could only be effected by irradiation at appropriate wavelengths. This behavior allowed the authors to purify the trans and cis forms of the model compound NE-azobenzenesulfonyl-L-lysine (VII) by chromatography, and to measure the absorption spectra of the two pure photoisomers. 

Random main-chain nonlinear optical polymers Amino-sulfone azobenzene chromophores for second harmonic generation, CAe/n. Mater. 5 1439 (1993). 

CAS 6408-78-2 EINECS/ELINCS 229-068-1 Synonyms 1-Amino-9,10-dioxo-4-phenylamino-9,10-dihydroanthracene-2-sulfonic acid, sodium salt 2-Anthracenesulfonic acid, 1-am i no-9,10-d i hyd ro-9,10-d i oxo-4-(phenylamino)-, monosodium salt Cl 62055 Classification Azobenzene Empirical C2oHi4N2NaOsS Properties M.w. 417.39 Toxicology Irritating to eyes, skin, and respiratory system TSCA listed Uses Dye for wool, silk, polyamide, leather, and soaps... 

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