✦ LIBER ✦

Synthesis of N-cyclohexylmaleimide for heat-resistant transparent methacrylic resin

✍ Scribed by Yuichi Kita; Kazuo Kishino; Koichi Nakagawa

Publisher: John Wiley and Sons
Year: 1997
Tongue: English
Weight: 128 KB
Volume: 63
Category: Article
ISSN: 0021-8995
DOI: 10.1002/(sici)1097-4628(19970118)63:3<363::aid-app12>3.0.co;2-1

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✦ Synopsis

SYNOPSIS

N-Cyclohexylmaleimide (CHMI) was synthesized in high yield by dehydration and ring closure of N-cyclohexylmaleamic acid (CHMA) in an organic nonpolar solvent that is immiscible with water in the presence of a catalyst consisting of a mixture of acid and its amine salt. The optimal molar ratio of the acid to the amine is in the range of 1/0.65-1/0.8. N-Cyclohexylaminosuccinic anhydride (CASA), which is a major byproduct, was found to induce coloration of the methyl methacrylate/CHMI copolymer. The CASA content could be decreased by distillation under reduced pressure. CHMI contaminated with less than 0.9 wt % of CASA can be used for heat-resistant poly-(methyl methacrylate) resin (MMA/CHMI copolymer) free from coloration, as well as for methyl methacrylate homopolymer.

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