Polymerization of amino acid derivatives by polymer catalysts. III. Chain effect polymerization induced by poly(N-ethylglycine) diethylamide

✍ Scribed by Masahiko Sisido; Yukio Imanishi; Seizo Okamura

• Publisher: Wiley (John Wiley & Sons)
• Year: 1969
• Tongue: English
• Weight: 535 KB
• Volume: 7
• Category: Article
• ISSN: 0006-3525
• DOI: 10.1002/bip.1969.360070609

✦ Synopsis

The polymerization of D,L-p-phenyldanine NCA induced by preformed poly(Nethylglycine) diethylamide having a terminal secondary amino group was investigated. The polymerization was much faster than the same reaction initiated by a low molecular weight amine of similar base strength. Hence, the chain effect is operative with poly(Nethylglycine) diethylamide as well as polysarcosine diethylamide, with which Bamford et al. found the chain-effect mechanism. The polymerization rate was dependent on the degree of polymerization of the polymer catalyst. The rate enhancement was attributed to adsorption of the NCA onto the amide carbonyl groups of the polymer chain by the formation of hydrogen bond. I n going from polysarcosine diethylamide to poly(N-ethylglycine) diethylamide, the absorptivity of NCA on the polymer chain was little affected. However, the reaction between an adsorbed NCA and a terminal base was more difficult with poly(Nethylg1ycine) diethylamide than with polysarcosine diethylamide. This may be related to differences in flexibility of the polymer chain.