Abstract
Several 2(2-hydroxyphenyl)2H-benzotriazoles with more than one benzotriazole group substituted on di- and trihydroxybenzenes were synthesized by azo coupling ofo-nitrobenzenediazonium chloride with resorcinol or phloroglucinol followed by reductive cyclization with zinc powder and sodium hydroxide. By careful diazonium coupling witho-nitrobenzenediazonium chloride, the monobenzotriazyl compound, 4(2H-benzotriazole-2-yl)1,3-dihydroxybenzene [2(2,4-dihydroxyphenyl)2H-benzotriazole] was obtained. All compounds have unusual spectral characteristics with high extinction coefficients, cut off of the absorption below 400 nm and are excellent candidates for ultraviolet stabilizers.
Abstract
Es wurden einige 2(2-Hydroxyphenyl)2H-benzotriazole mit mehr als einer Benzotriazolgruppe am Di- bzw. Trihydroxybenzol mittels Azokupplung vono-Nitrobenzoldiazoniumchlorid mit Resorcin bzw. Phloroglucin und nachfolgender reduktiver Cyclisierung mit Zn-Pulver/NaOH hergestellt. Durch sorgfältige Kupplung mito-Nitrobenzoldiazoniumchlorid konnte die Monobenzotriazylverbindung hergestellt werden: 4(2H-benzotriazol-2-yl)-1,3-dihydroxybenzol [2(2,4-Dihydroxyphenyl)2H-benzotriazol]. Alle Verbindungen haben unge-wöhnliche UV-VIS-spektroskopische Eigenschaften mit sehr hohen Extinktionskoeffizienten und einem starken Abfall der Adsorption bei 400 nm; es sollte sich um ausgezeichnete UV-Stabilisatoren handeln.
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Part XX.:Kondo T.,Saegusa T., andVogl O., Polymer Bulletin7, 513 (1982).
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Li, S., Gupta, A. & Vogl, O. Functional polymers. XXI. Monatsh Chem 114, 937–951 (1983). https://doi.org/10.1007/BF00799954
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DOI: https://doi.org/10.1007/BF00799954