Amine-reactive polymers synthesized by RAFT polymerization using an azlactone functional trithiocarbonate RAFT agent.
A new azlactone-derived trithiocarbonate is prepared and used as a chain-transfer agent to mediate the reversible addition-fragmentation chain transfer (RAFT) polymerization of styrene, ethyl acrylate, and N-isopropyl acrylamide. Well-defined polymers with controlled molecular weights (M(n)  = 1000-7000 g mol(-1) ) and narrow molecular weight distributions (PDI = 1.05-1.10) are thus obtained that retain the azlactone functionality at the chain end. The ability of the resulting end-functionalized polymers to react quantitatively at room temperature with a stoichiometric amount of amino groups with retention of the thiocarbonylthio moiety is ascertained by using 4-fluorobenzylamine and allylamine.
LUNAM Université; Equipe Méthodologie et Synthèse des Polymères, Institut des Molécules et Matériaux du Mans, IMMM - UMR 6283 CNRS - Université du Maine, Avenue Olivier Messiaen, Le Mans Cedex 9, France.
Hien The
HT
Ho
Flavien
F
Leroux
Sagrario
S
Pascual
Véronique
V
Montembault
Laurent
L
Fontaine
D000178:Acrylamides / Q000737:chemistry; D000179:Acrylates / Q000737:chemistry; D000588:Amines / Q000737:chemistry*; D007783:Lactones / Q000737:chemistry*; D008970:Molecular Weight; D058105:Polymerization; D011108:Polymers / Q000737:chemistry*; D020058:Styrene / Q000737:chemistry; D013871:Thiones / Q000737:chemistry*
D000178:Acrylamides; D000179:Acrylates; D000588:Amines; D007783:Lactones; D011108:Polymers; D013871:Thiones; D020058:Styrene; C040833:ethyl acrylate; C067295:N-isopropylacrylamide; C013321:trithiocarbonic acid