Synthesis of well-defined bisbenzoin end-functionalized poly(?-caprolactone) macrophotoinitiator by combination of ROP and click chemistry and its use in the synthesis of star copolymers by photoinduced free radical promoted cationic polymerization

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Tarih

2017

Dergi Başlığı

Dergi ISSN

Cilt Başlığı

Yayıncı

Taylor & Francis Ltd

Erişim Hakkı

info:eu-repo/semantics/openAccess

Özet

A new well-defined bisbenzoin group end-functionalized poly(epsilon-caprolactone) macrophotoinitiator (PCL-(PI) 2) was synthesized by combination of ring opening polymerization (ROP) and click chemistry. The ROP of epsilon-CL monomer in bulk at 110 degrees C, by means of a hydroxyl functional initiator namely, 3-cyclohexene-1-methanol in conjunction with stannous-2-ethylhexanoate, (Sn(Oct)(2)), yielded a well-defined PCL with a cyclohexene end-chain group (PCL-CH). The bromination and subsequent azidation of the cyclohexene end-chain group gave bisazido functionalized poly(epsilon-caprolactone) (PCL-(N-3)(2)). Separately, an acetylene functionalized benzoin photoinitiator (PI-alkyne) was synthesized by using benzoin and propargyl bromide. Then the click reaction between PCL-(N-3)(2) and PI-alkyne was performed by Cu(I) catalysis. The spectroscopic studies revealed that poly(epsilon-caprolactone) with bisbenzoin photoactive functional group at the chain end (PCL-(PI)(2)) with controlled chain length and low-polydispersity was obtained. This PCL-(PI)(2) macrophotoinitiator was used as a precursor in photoinduced free radical promoted cationic polymerization to synthesize an AB(2)-type miktoarm star copolymer consisting of poly(epsilon-caprolactone) (PCL, as A block) and poly(cyclohexene oxide) (PCHO, as B block), namely PCL(PCHO)(2).

Açıklama

Anahtar Kelimeler

Ring Opening Polymerization (Rop), Click Chemistry, Photoinduced Free Radical Promoted Cationic Polymerization, Ab(2)-Type Miktoarm Star Copolymer

Kaynak

Designed Monomers and Polymers

WoS Q Değeri

Q3

Scopus Q Değeri

Q3

Cilt

20

Sayı

Künye