Synthesis and Ring Opening Polymerization of a New Functional Lactone, α-Iodo-ε-caprolactone: A Novel Route to Functionalized Aliphatic Polyesters

被引:63
作者
El Habnouni, Sarah [1 ]
Darcos, Vincent [1 ]
Coudane, Jean [1 ]
机构
[1] Univ Montpellier 2, Univ Montpellier 1, Fac Pharm, Max Mousseron Inst Biomol,CNRS,UMR 5247, F-34093 Montpellier 5, France
关键词
anionic polymerization; halogenated; poly(epsilon-caprolactone); polyesters; ring-opening polymerization; CHEMICAL-MODIFICATION; BIODEGRADABLE POLYESTERS; BLOCK-COPOLYMERS; POLY(EPSILON-CAPROLACTONE); COMBINATION; ACID;
D O I
10.1002/marc.200800596
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
A new functional lactone, alpha-iodo-epsilon-caprolactone (alpha I epsilon CL), was synthesized from epsilon-caprolactone by anionic activation using a non-nucleophilic strong base (lithium diisopropylamide) followed by an electrophilic substitution with iodine chloride. Ring-opening (co)polymerizations of the resulting monomer with epsilon-caprolactone were carried out using tin 2-ethylhexanoate as a catalyst in toluene at 100 degrees C. Homopolymerization of alpha I epsilon CL was achieved, and poly(alpha I epsilon CL) was fully characterized by SEC, H-1 NMR and elemental analysis. Random copolymerizations of alpha I epsilon CL with epsilon CL were controlled with experimental molecular weights close to the theoretical values, narrow molecular weight distributions and a good agreement between experimental and theoretical molar compositions of alpha I epsilon CL.
引用
收藏
页码:165 / 169
页数:5
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