Synthesis of thermoresponsive oxazolone end-functional polymers for reactions with amines using thiol-Michael addition "click" chemistry
Synthesis of thermoresponsive oxazolone end-functional polymers for reactions with amines using thiol-Michael addition "click" chemistry
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DOI：
10.1039/c1py00071c
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发表时间：
2011-01-01
影响因子：
4.6
通讯作者：
Fontaine, Laurent
中科院分区：
文献类型：
--
作者：
Ho, The Hien;Levere, Martin;Fontaine, Laurent
Well-defined poly(N-isopropylacrylamide) (PNIPAM) polymers with an oxazolone ring at the chain end have been synthesized by combining controlled radical polymerization and thiol-Michael addition "click" chemistry. First, PNIPAM was synthesized using reversible addition-fragmentation chain transfer (RAFT) polymerization to afford polymers of controlled molecular weight and molecular weight distribution (M-n (1H NMR) = 3200 g mol(-1); PDISEC = 1.05). The chain end was quantitatively converted to a thiol by aminolysis. Then, the functional monomer vinyl azlactone (VDM) was quantitatively "clicked" onto the chain end using a thiol-Michael addition reaction. The polymers were reacted with a model amine in order to demonstrate the potential of these polymers for bioconjugation.
