Access to new carbohydrate-functionalized polylactides via organocatalyzed ring-opening polymerization

被引:48
|
作者
Miao, Yong [1 ,2 ,3 ,4 ,5 ]
Rousseau, Cyril [4 ,5 ]
Mortreux, Andre [1 ,2 ,3 ,4 ]
Martin, Patrick [4 ,5 ]
Zinck, Philippe [1 ,2 ,3 ,4 ]
机构
[1] Univ Lille Nord France, F-59000 Lille, France
[2] ENSCL, UCCS, CCM, F-59652 Villeneuve Dascq, France
[3] USTL, UCCS, CCM, F-59655 Villeneuve Dascq, France
[4] CNRS, UMR8181, F-59652 Villeneuve Dascq, France
[5] UCCS, IUT Bethune, F-62400 Bethune, France
关键词
Organocatalysis; Star polymers; cyclodextrin; EPSILON-CAPROLACTONE; D-GLUCOSE; LACTIDE; CYCLODEXTRINS; ROUTE; NANOPARTICLES; INITIATORS; ACTIVATION; COPOLYMERS; CATALYSTS;
D O I
10.1016/j.polymer.2011.08.040
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 4-dimethylaminopyridine (DMAP) catalyzed ring-opening polymerization of lactide using various carbohydrate initiators has been assessed for the functionalization of polylactide. Selectively protected glucose derivatives bearing a free primary alcohol (Gic-1r) and a free secondary alcohol (Glc-2r), glucose and cyclodextrin diol derivatives (Glc-diol and CD-diol), methyl-alpha-D-glucopyranoside (Glc-Me) and native beta-cyclodextrin (CD) were used as initiators. According to the solubility of the carbohydrate derivative, the polymerizations were conducted in chlorinated solvents and in the bulk. Relatively narrow distributions are obtained in high yields in the absence of side reactions, affording a 100% functionalization efficiency. The catalytic synthesis of new carbohydrate link-functionalized polylactides and carbohydrate core star polylactides is reported. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5018 / 5026
页数:9
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