Relative inhibitory effect of various compounds on the rate of polymerization of methyl methacrylate

Abstract

Abstract The relative inhibitory effect of the following compounds on the bulk polymerization of methyl methacrylate were measured: hydroquinone, p‐tert ‐butylcatechol, p ‐methoxyphenol, 2,4‐dichloro‐6‐nitrophenol, n ‐propyl gallate, di‐ tert ‐butyl‐ p ‐cresol, 2,2'‐methylenebis(4‐methyl‐6‐ tert ‐butylphenol), 1‐amino‐7‐naphthol, p ‐benzoquinone, 2,6‐dichloro‐ p ‐benzoquinone, 2‐amino‐1,4‐naphthoquinone, three aminoanthraquinones, diphenylamine, p ‐nitrosodimethylaniline, α‐ and β‐naphthylamine, phenothiazine, N ‐nitrosodimethylamine, hexamethylphosphoramide, n ‐dodecyl mercaptan, benzenethiol, 2,2‐diphenyl‐1‐picrylhydrazyl, phenyl hydrazine, divinylacetylene, and various antimony and copper salts. Polymerization was carried out in a test tube in a bath at 101.2°C., benzoyl peroxide being used as initiator. Generally, phenols and naphthols were the strongest inhibitors, followed by quinones, aromatic amines, 2,2‐diphenyl‐1‐picrylhydrazyl, antimony pentachloride, phenyl hydrazine, divinylacetylene, and the thiols.