Cyclohexene oxide mid‐chain functional macromonomer of poly(ε‐caprolactone): Synthesis, characterization, and photoinitiated cationic homo‐ and copolymerization

Abstract

Abstract In this study, a novel well‐defined epoxy mid‐chain functional macromonomer of poly(ε‐caprolactone) (PCL) has been synthesized by ring‐opening polymerization (ROP) of ε‐caprolactone (ε‐CL) and epoxidation on workup with 3‐chloroperoxybenzoic acid. The ROP of ε‐CL monomer in bulk at 110°C, by means of a dihydroxy functional initiator namely, 3‐cyclohexene‐1,1‐dimethanol in conjunction with stannous‐2‐ethylhexanoate, (Sn(Oct) 2 ), yielded a well‐defined PCL with a cyclohexene mid‐chain group. The epoxidation of the cyclohexene (CH) mid‐chain group of PCL was performed using 3‐chloroperoxybenzoic acid. GPC, IR, and 1 H‐NMR analyses revealed that a low‐polydispersity macromonomer of PCL with the desired cyclohexene oxide (CHO) functionality at the mid‐chain was obtained. The photoinduced cationic polymerizations of this macromonomer yielded comb‐shaped and graft copolymers. © 2011 Wiley Periodicals, Inc. J Appl Polym Sci, 2012