caa a22 4500 465786960 CHVBK 20180323112012.0 cr unu---uuuuu 170327e19901201xx s 000 0 eng 10.1007/BF00300152 doi (NATIONALLICENCE)springer-10.1007/BF00300152 Anionic ring-opening polymerization of 2-phenyl-1,3,4-oxadiazolin-5-one and conversion of the resulting polymer, N -benzamido-1-nylon, to N -amino-1-nylon [Elektronische Daten] [Yasuo Saegusa, Yasuhiro Ozeki, Shigeo Nakamura] Summary: The ring-opening polymerization of 2-phenyl-1,3,4-oxadiazolin-5-one (1) was carried out anionically both in bulk and in DMF solution at 140°C for 15 h in the presence of various initiators, such as alkaline metal salts of 1, alkaline metal fluorides and tertiary amines, leading to N-benzamido-l-nylon (2) having Mns up to 2,000. Hydrolysis of the pendant benzamido groups of the resulting polymer was successfully achieved in aqueous ethanol containing concentrated hydrochloric acid at 100°C to give N-amino-l-nylon (3). The original polymer dissolves easily in aliphatic and aromatic alcohols and polar aprotic solvents, whereas the hydrolyzed polymer is not soluble in these solvents but highly soluble in water. In dilute aqueous solutions, the latter polymer behaves as common polyelectrolytes with flexible backbone. Polymers 2 and 3 began to lose weight in air at around 200 and 170°C, respectively. Springer-Verlag, 1990 Saegusa Yasuo Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawa-ku, 221, Yokohama, Japan aut Ozeki Yasuhiro Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawa-ku, 221, Yokohama, Japan aut Nakamura Shigeo Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawa-ku, 221, Yokohama, Japan aut Polymer Bulletin Springer-Verlag 24/6(1990-12-01), 583-588 0170-0839 24:6<583 1990 24 289 https://doi.org/10.1007/BF00300152 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1007/BF00300152 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Saegusa Yasuo Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawa-ku, 221, Yokohama, Japan aut NATIONALLICENCE 700 1- Ozeki Yasuhiro Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawa-ku, 221, Yokohama, Japan aut NATIONALLICENCE 700 1- Nakamura Shigeo Department of Applied Chemistry, Faculty of Engineering, Kanagawa University, Kanagawa-ku, 221, Yokohama, Japan aut NATIONALLICENCE 773 0- Polymer Bulletin Springer-Verlag 24/6(1990-12-01), 583-588 0170-0839 24:6<583 1990 24 289 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer