A novel well‐defined macromonomer of cyclohexene oxide (CHO) functional poly(ε‐caprolactone) (PCL) has been synthesized. For this purpose 3‐cyclohexene‐1‐methanol was used as the “initiator” for the stannous‐2‐ethylhexanoate [Sn(Oct)2] catalyzed living ring‐opening polymerization of ε‐caprolactone (CL). Epoxidation of the obtained polymer by using 3‐chloroperoxybenzoic acid results in CHO end‐functional macromonomer of PCL. The GPC and H NMR studies revealed that PCL with low polydispersity and desired end functionality was obtained. The photoinduced cationic homo‐ and copolymerization of this macromonomer with CHO gave poly(macromonomer) and graft copolymers with PCL side chains, respectively. Photoinduced cationic polymerizations were achieved by using diphenyliodonium hexafluorophosphate in the presence and absence of a radical source such as 2,2‐dimethoxy‐2‐phenylacetophenone or sensitizer such as anthracene.

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