Functional aliphatic polyesters and nanoparticles prepared by organocatalysis and orthogonal grafting chemistry

被引:39
作者
Silvers, Angela L. [1 ]
Chang, Chia-Chih [1 ]
Emrick, Todd [1 ]
机构
[1] Univ Massachusetts, Dept Polymer Sci & Engn, Conte Ctr Polymer Res, Amherst, MA 01003 USA
基金
美国国家科学基金会;
关键词
click chemistry; CuAAC; diblock copolymers; functional polyesters; nanoparticles; organocatalyst; polyesters; ring-opening polymerization; thiol-ene; 1; 5; 7-triazabicyclo[4; 4; 0]dec-5-ene; RING-OPENING POLYMERIZATION; LIVING POLYMERIZATION; CLICK CHEMISTRY; CYCLIC ESTERS; EPSILON-CAPROLACTONE; CATALYSTS; CYCLOADDITION; COPOLYMERS; CARBENES; MONOMER;
D O I
10.1002/pola.26114
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
We describe the use of organic catalysis for the ring-opening polymerization of functionalized lactones and conversion of the resulting aliphatic polyesters into crosslinked nanoparticles that carry additional functional groups amenable to further modification. Specifically, highly functional aliphatic polyester homopolymers, as well as random and block copolymers, were prepared by 1,5,7-triazabicyclo[4.4.0]dec-5-ene catalysis, giving polyesters with pendent alkene and alkyne groups. Azide-alkyne click and thiol-ene chemistries were used for postpolymerization modification of diblock copolymers possessing alkene groups on one block and alkyne groups on the other block. The polyesters were crosslinked using azide/alkyne cycloaddition, by reaction of alpha,omega-diazides with the pendent alkynes on the polyester backbone. This gave polyester nanoparticles possessing alkene functionality, which were subjected to further modification using thiol-ene reactions to introduce additional functionality. (c) 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2012
引用
收藏
页码:3517 / 3529
页数:13
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