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Direct azidation of isotactic polypropylene and synthesis of ‘grafted to’ derivatives thereof using azide–alkyne cycloaddition chemistry
Author(s) -
Liu Di,
Bielawski Christopher W
Publication year - 2017
Publication title -
polymer international
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.592
H-Index - 105
eISSN - 1097-0126
pISSN - 0959-8103
DOI - 10.1002/pi.5180
Subject(s) - tacticity , cycloaddition , polymer chemistry , azide , polypropylene , alkyne , ethylene glycol , polymerization , imidazole , polymer , chemical modification , click chemistry , chemistry , copolymer , materials science , organic chemistry , catalysis
Azido‐functionalized isotactic polypropylene was prepared via the direct CH azidation of a commercially available polymer using a stable azidoiodinane. Including imidazole or benzimidazole in the reaction mixture was found to significantly improve the yields of the post‐polymerization modification. Although chain cleavage was observed, the methodology afforded high‐molecular‐weight ( M w > 100 kDa ) functionalized polypropylene containing up to 3 mol% of azido groups and enabled access to polypropylene‐ graft ‐poly(ethylene glycol) copolymers via azide–alkyne cycloaddition chemistry. © 2016 Society of Chemical Industry