Convenient access to biocompatible block copolymers from SG1-based aliphatic polyester macro-alkoxyamines.
SG1-based poly(d,l-lactide) (PLA) or poly(epsilon-caprolactone) (PCL) macro-alkoxyamines were synthesized and further used as macroinitiators for nitroxide-mediated polymerization (NMP) of 2-hydroxyethyl (meth)acrylate (HE(M)A) to obtain the corresponding PLA- or PCL-PHE(M)A block copolymers. First, a PLA-SG1 macro-alkoxyamine was prepared by 1,2-intermolecular radical addition (IRA) of the MAMA-SG1 (BlocBuilder) alkoxyamine onto acrylate end-capped PLA previously prepared by ring-opening polymerization. The NMP of HEA monomer from the PLA-SG1 macro-alkoxyamine appeared to be well controlled in the presence of free SG1 nitroxide, contrary to that of HEMA. In the latter case, adjustable molecular weights could be obtained by varying the HEMA to macro-alkoxyamine ratio. The versatility of our approach was then further applied to the preparation of PHEMA-b-PCL-b-PHEMA copolymers from a alpha,omega-di-SG1 functionalized PCL macro-alkoxyamine previously obtained from a PCL diacrylate by IRA. Preliminary studies of neuroblast cultures on these PCL-based copolymer films showed acceptable cyto-compatibility, demonstrating their potential for nerve repair applications.
Clément
Benoît
B
Laboratoire Chimie Provence, UMR 6264, Universites d'Aix-Marseille I, II et III-CNRS, Equipe Chimie Radicalaire Organique et Polymeres de Specialite, Case 542, Marseille Cedex 20, France.
Trimaille
Thomas
T
Alluin
Olivier
O
Gigmes
Didier
D
Mabrouk
Kamel
K
Féron
François
F
Decherchi
Patrick
P
Marqueste
Tanguy
T
Bertin
Denis
D
D000818:Animals; D001672:Biocompatible Materials; D002478:Cells, Cultured; D002850:Chromatography, Gel; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D008810:Mice, Inbred C57BL; D011091:Polyesters / Q000737:chemistry*; D013056:Spectrophotometry, Ultraviolet
D001672:Biocompatible Materials; D011091:Polyesters; C016240:polycaprolactone; C033616:poly(lactide)