Facile Synthesis of Innocuous Comb-Shaped Polymethacrylates with PEG Side Chains by Nitroxide-Mediated Radical Polymerization in Hydroalcoholic Solutions

被引:67
作者
Chenal, Marion [1 ]
Mura, Simona [1 ]
Marchal, Cathie [2 ]
Gigmes, Didier [2 ]
Charleux, Bernadette [3 ]
Fattal, Elias [1 ]
Couvreur, Patrick [1 ]
Nicolas, Julien [1 ]
机构
[1] Univ Paris Sud, Lab Physicochim Pharmacotech & Biopharm, Fac Pharm, CNRS,UMR 8612, F-92296 Chatenay Malabry, France
[2] Univ Aix Marseille, Lab Chime Provence, CNRS, CROPS,UMR 6264, F-13397 Marseille 20, France
[3] Univ Lyon 1, Lab Chim Catalyse Polymeres & Procedes LCPP C2P2, CPE Lyon, CNRS,UMR 5265, F-69616 Villeurbanne, France
关键词
AMPHIPHILIC DIBLOCK COPOLYMERS; METHYL-ETHER METHACRYLATE; N-BUTYL ACRYLATE; C-ON BOND; POLY(ETHYLENE GLYCOL); BLOCK-COPOLYMERS; RAFT PROCESS; EMULSION POLYMERIZATION; PROTEIN PEGYLATION; AQUEOUS-SOLUTION;
D O I
10.1021/ma101880m
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
The nitroxide mediated copolymerization of poly(ethylene glycol) methyl ether methacrylate (MePEGMA) with a small amount of acrylonitrile using an SG1-based alkoxyamine initiator was shown to be a very simple and efficient technique to synthesize graft copolymers with poly(ethylene glycol) side chains The copolymerizations were carried out in ethanol/water solutions as environmentally friendly media Following our observation that the rate increased with the proportion of water, a polymerization temperature as low as 71 degrees C could be used for a water content of 75% which conferred great flexibility to the process The so formed copolymers were living with high crossover efficiency toward block copolymers Importantly, following a cytotoxicity study over three different cell lines that represent important mammalian cell types these polymers were shown to be noncytotoxic even at very high doses without any other purification step than a simple precipitation These comb-shaped PEG based polymers may represent an ideal platform for the synthesis of PEGylating moieties for proteins and nanoparticles intended to be used in the biomedical field
引用
收藏
页码:9291 / 9303
页数:13
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