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The Effect of Alkyl Side Chain and Additives on the Anionic Polymerization of Isocyanates with Carbamate Group
Author(s) -
Shin YeongDeuk,
Rahman M. Shahinur,
Samal Shashadhar,
Lee JaeSuk
Publication year - 2006
Publication title -
macromolecular symposia
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.257
H-Index - 76
eISSN - 1521-3900
pISSN - 1022-1360
DOI - 10.1002/masy.200650819
Subject(s) - isocyanate , chemistry , polymerization , polymer chemistry , monomer , cationic polymerization , carbamate , alkyl , anionic addition polymerization , living anionic polymerization , pyridine , chain growth polymerization , organic chemistry , polymer , radical polymerization , polyurethane
The synthesis of new isocyanate monomers and their polymerization by anionic route is reported. Reaction of 1,6‐diisocyanatohexane with aliphatic alcohols such as methanol, n‐propanol and n‐pentanol in 1:0.5 molar ratios was carried out in the presence of pyridine such that one NCO group remained unreacted. The anionic polymerization of n‐alkoxycarbonylaminohexyl isocyanates was carried out using sodium napthalenide (Na‐Naph) initiator in the presence of 15‐crown‐5 (15C5) and sodium tetraphenylborate as the additives. While polymerization of n‐propyloxycarbonylaminohexyl isocyanate (PAHI) and n‐pentanoxycarbonylaminohexyl isocyanate (PEAHI) was feasible that of methoxycarbonylaminohexyl isocyanate (MAHI) led to an insoluble material. The polymers were isolated in high yields with NaBPh 4 as the additive.