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Preparation of a versatile precursor of novel functionalized polymers: the influence of polymerization conditions on the structure of poly [1‐(2‐hydroxyethyl)aziridine]
Author(s) -
Šakalytė Asta,
Reina José Antonio,
Giamberini Marta,
Lederer Albena
Publication year - 2014
Publication title -
polymer engineering and science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.503
H-Index - 111
eISSN - 1548-2634
pISSN - 0032-3888
DOI - 10.1002/pen.23590
Subject(s) - cationic polymerization , polymerization , aziridine , polymer chemistry , monomer , polymer , materials science , amine gas treating , copolymer , end group , solvent , chain transfer , chemistry , organic chemistry , radical polymerization , ring (chemistry)
The cationic polymerization of 1‐(2‐hydroxyethyl)aziridine was approached by means of several catalytic systems under various conditions in order to obtain a versatile hydroxylated starting material for chemical modification reactions. Largely regular polymers were obtained using BF 3 ·EtNH 2 and the selected conditions. The expected head and end groups, a secondary amine and a cyclic or branched quaternary ammonium, respectively, were identified with the aid of NMR. However, in all cases we observed the participation of the primary hydroxyl group in chain transfer reactions, leading to morpholine end groups. Kinetic studies performed during the first 120 min of the reactions showed that the more active the catalytic system, the more irregular the polymer structure. The best results were obtained when polymerization was performed with 1 mol% BF 3 ·EtNH 2 in the absence of solvent at 45 ° C, which yielded a polymerization degree of about 44 monomeric units. POLYM. ENG. SCI., 54:579–591, 2014. © 2013 Society of Plastics Engineers