synthesis of new azo compounds based on n-(4-hydroxypheneyl)maleimide and n-(4-methylpheneyl)maleimide合成的新偶氮的化合物基于n -(4-hydroxypheneyl)马来酰亚胺和n -马来酰亚胺(4-methylpheneyl).pdf

Molecules 2010, 15, 7498-7508; doi:10.3390/molecule OPEN ACCESS   molecules ISSN 1420-3049 /journal/molecules Article Synthesis of New Azo Compounds Based on N-(4- Hydroxypheneyl)maleimide and N-(4-Methylpheneyl)maleimide Issam Ahmed Mohammed * and Asniza Mustapha School of Industrial Technology, Universiti Sains Malaysia, 11800 Penang, Malaysia  Author to whom correspondence should be addressed; E-Mail: issam@usm.my; Tel.: +604-6533888; Fax: +604-6573678. Received: 1 October 2010; in revised form: 14 October 2010 / Accepted: 18 October 2010 / Published: 25 October 2010 Abstract: Maleic anhydride was reacted with p -aminophenol and p -toluidine in the presence of di-phosphorus pentoxide (P O ) as a catalyst to produce two compounds: N-(4-hydroxy- 2 5 phenyl)maleimide (I) and N-(4-methylphenyl)maleimide (II). The new azo compounds I(a-c) and II(a-c) were prepared by the reaction of I and II with three different aromatic amines, namely aniline, p -aminophenol and p -toluidine. The structures of these compounds were confirmed by CHN, FT-IR, 1H-NMR, 13C-NMR, mass spectrum and UV/Vis spectroscopy. Keywords: synthesis; azo compounds; aromatic amines; N-(4-hydroxylpheneyl)maleimide 1. Introduction Small molecules and macromolecules containing imide groups exhibit great electrical propert