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Well‐Defined Cyclohexene Oxide Mid‐Chain Functional Polystyrene Macromonomer: Synthesis, Characterization and Photoinitiated Cationic Homo‐ and Copolymerization
Author(s) -
Degirmenci Mustafa,
Acikses Aslisah,
Genli Nasrettin
Publication year - 2010
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.201000219
Subject(s) - macromonomer , cyclohexene oxide , polymer chemistry , cationic polymerization , copolymer , styrene , chemistry , polystyrene , dispersity , polymerization , cyclohexene , side chain , organic chemistry , catalysis , polymer
In this article, we present the results of a study of the preparation of a cyclohexene oxide (CHO) mid‐chain functional macromonomer via ATRP of styrene (St) and epoxidation on work‐up with 3‐chloroperoxybenzoic acid. The ATRP initiator, BrCHBr, was synthesized by the condensation of 3‐cyclohexene‐1,1‐dimethanol with 2‐bromopropanoyl bromide. The ATRP of St with BrCHBr and Cu(I)/bpy yielded well‐defined polystyrene with a cyclohexene mid‐chain group (PStCHPSt). Epoxidation of the PStCHPSt was performed using 3‐chloroperoxybenzoic acid. GPC, IR and 1 H NMR analyses revealed that a low polydispersity macromonomer of polystyrene with CHO functionality at the mid‐chain (PStCHOPSt) was obtained. The photoinduced cationic polymerization of PStCHOPSt yielded comb‐shaped and graft copolymers.