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Reaction of syndiotactic poly(methacrylic acid hydrazide) with functional carboxylic acids
Institution:1. School of Material Science and Chemical Engineering, Ningbo University, Ningbo 315211, P.R. China;;2. Department of Civil Engineering, Qingdao University of Technology, Qingdao 266033, P.R. China;;1. College of Chemical Engineering, Beijing University of Chemical Technology, North Third Ring Road 15, Chaoyang District, Beijing, and, 100029,China;2. Kunming University of Science and Technology, 727 South Jingming Road, Chenggong District, Kunming and 650500, China
Abstract:As a highly reactive tactic vinyl polymer, syndiotactic poly(methacrylic acid hydrazide) (s-PMH) was prepared from syndiotactic poly(methyl methacrylate) (s-PMMA) by hydrazinolysis. The s-PMH served as the starting polymer to prepare other tactic vinyl homopolymers having optically active functional carboxylic acids or N-protected amino acids as side chains. The condensation of the acids was carried out in water by water-soluble carbodiimides. Conversion was followed by pH and the resulting homopolymers characterized by 1H- and 13C-NMR spectroscopy. The NMR-spectra were assigned by comparison with low molecular weight model compounds, derived from pivalic acid hydrazide. In a third on-polymer reaction, the OH-groups present in the side chains of some of the polymers were employed for adding an optically active isocyanate to yield branched side chains.
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