Easy Synthesis and Ring-Opening Polymerization of 5-Z-Amino-δ-valerolactone New Degradable Amino-Functionalized (Co)polyesters

被引:34
作者
Blanquer, Sebastien [1 ]
Tailhades, Julien [1 ]
Darcos, Vincent [1 ]
Amblard, Muriel [1 ]
Martinez, Jean [1 ]
Nottelet, Benjamin [1 ]
Coudane, Jean [1 ]
机构
[1] Univ Montpellier 2, Univ Montpellier 1, IBMM, CNRS,UMR 5247,Fac Pharm, F-34093 Montpellier 5, France
关键词
aliphatic polyesters; amino functional polymer; biodegradable; degradable polymers; functionalization of polymers; hydrophilic polymers; lactone synthesis; lactones polyelectrolytes; polyesters; ring opening polymerization; GENE DELIVERY VECTORS; ALIPHATIC POLYESTERS; CHEMICAL-MODIFICATION; EPSILON-CAPROLACTONE; BETA-LACTONES; COPOLYMERS; ROUTE; ACIDS; SERINE; COMPLEXES;
D O I
10.1002/pola.24400
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Novel 5 Z amino delta valerolactone (5 NHZ VL) was synthesized with an aim to prepare degradable polyesters and copolyesters having amino pendant groups Following a straightforward and efficient synthetic pathway 5 NHZ VL was obtained in only two steps and up to 50% yield The monomer was fully characterized by H-1 NMR C-13 NMR ESI mass spec trometry and HPLC Various conventional conditions were tested for this lactone ring opening polymerization and led to the novel corresponding poly(5 NHZ VL) (M-n = 7000 g/mol PD = 1 2) Following this homopolymerization 5 NHZ VL was copolymerized with c caprolactone to generate a family of copolyesters with an amino group content ranging from 10 to 80% Finally the polyelectrolyte poly(5 NH3+ VL) was recovered by removal of the protecting group under acidic conditions and integrity of the polyester backbone was confirmed by H-1 NMR (C) 2010 Wiley Periodicals Inc J Polym Sci Part A Polym Chem 48 5891-5898 2010
引用
收藏
页码:5891 / 5898
页数:8
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