Functional polymers,XL. Syntheses of mono- and di(4-methoxy)benzotriazolesubstituted 2,4-dihydroxyaceto(or benzo)phenones |
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Authors: | Shoukuan Fu Shanjun Li Otto Vogl |
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Institution: | (1) Polytechnic Institute of New York, 11201 Brooklyn, NY, USA |
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Abstract: | Eight benzotriazoles and (4-methoxy)benzotriazoles, mono- or di-substituted derivatives of 2,4-dihydroxyaceto(or benzo)phenone were synthesized by azo coupling of (4-methoxy)2-nitrobenzenediazonium chloride with 2,4-dihydroxyaceto(or benzo)phenone followed by reductive cyclization. Pure mono-substituted compounds were very difficult to prepare. Careful selection of thepH for the azo coupling and selection of the proper reagents for the reductive cyclization were essential. All compounds were characterized by their ultraviolet, infrared1H and13C NMR spectra and their elemental analysis. These compounds have both the 2(2-hydroxyphenyl)2H-benzotriazole unit and a 2-hydroxyaceto(or benzo)phenone unit in the same molecule and are effective and useful ultraviolet absorbers.Dedicated to Prof. Dr.K. Komarek, Vienna, on the occasion of his 60th birthday with best wishes. |
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Keywords: | Functional polymers 2(2-Hydroxyphenyl)2 H-benzotriazoles 2-Hydroxyphenylaceto(benzo)phenones Azo coupling Reductive cyclization Ultraviolet stabilizers |
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