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Facile synthesis of unsaturated polyamines having hydroxyl groups by Pd(0)‐catalyzed polyaddition of bifunctional vinylepoxide and aliphatic amines
Author(s) -
Koizumi Toshio,
Shigematsu Akane,
Maruyama Yukari,
Nakui Tomoyuki
Publication year - 2008
Publication title -
journal of applied polymer science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.575
H-Index - 166
eISSN - 1097-4628
pISSN - 0021-8995
DOI - 10.1002/app.27805
Subject(s) - bifunctional , piperazine , chemistry , nucleophile , polymer chemistry , catalysis , benzylamine , ether , phosphine , polymerization , amine gas treating , organic chemistry , medicinal chemistry , polymer
Unsaturated polyamines having hydroxyl groups were synthesized by polymerization of a bifunctional vinylepoxide, 1,4‐bis(1‐methyl‐2‐vinylepoxyethyl)benzene (1), and aliphatic amines in the presence of a Pd(0) catalyst. The polyaddition was carried out for 24 h at 90°C in dioxane. Among the phosphine ligands employed, bis(2‐diphenylphosphinophenyl)ether (DPEphos) was most effective and gave polyamines with high molecular weight. Benzylamine and piperazine were appropriate nucleophiles and the corresponding polyamines were obtained in moderate to high yields, the number–average molecular weights ( M n ) of which were high ( M n = 29,000–33,000). The polyaddition between 1 and anilines was not successful. © 2008 Wiley Periodicals, Inc. J Appl Polym Sci 2008