Amphiphilic Block-Graft Copolymers Poly(ethylene glycol)-b-(polycarbonates-g-palmitate) Prepared via the Combination of Ring-Opening Polymerization and Click Chemistry

被引:20
作者
Zhang, Xiaojin [1 ]
Zhang, Zhenguo [1 ]
Zhong, Zhenlin [1 ]
Zhuo, Renxi [1 ]
机构
[1] Wuhan Univ, Dept Chem, Minist Educ, Key Lab Biomed Polymers, Wuhan 430072, Peoples R China
基金
中国国家自然科学基金;
关键词
block copolymers; click chemistry; micelles; polycarbonates; ring-opening polymerization; CYCLIC CARBONATES; POLYESTERS; MICELLES;
D O I
10.1002/pola.26051
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Amphiphilic block-graft copolymers mPEG-b-P(DTC-ADTC-g-Pal) were synthesized by ring-opening polymerization of 2,2-dimethyltrimethylene carbonate (DTC) and 2,2-bis(azidomethyl) trimethylene carbonate (ADTC) with poly(ethylene glycol) monomethyl ether (mPEG) as an initiator, followed by the click reaction of propargyl palmitate and the pendant azido groups on the polymer chains. Stable micelle solutions of the amphiphilic block-graft copolymers could be prepared by adding water to a THF solution of the polymer followed by the removal of the organic solvent by dialysis. Dynamic light scattering measurements showed that the micelles had a narrow size distribution. Trans-mission electron microscopy images displayed that the micelles were in spherical shape. The grafted structure could enhance the interaction of polymer chains with drug molecules and improve the drug-loading capacity and entrapment efficiency. Further, the amphiphilic block-graft copolymers mPEG-b-P(DTC-ADTC-g-Pal) were low cytotoxic and had more sustained drug release behavior. (C) 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 50: 2687-2696, 2012
引用
收藏
页码:2687 / 2696
页数:10
相关论文
共 57 条
[1]   Amphiphilic block copolymers for drug delivery [J].
Adams, ML ;
Lavasanifar, A ;
Kwon, GS .
JOURNAL OF PHARMACEUTICAL SCIENCES, 2003, 92 (07) :1343-1355
[2]   Selective pyrolysis of bifunctional compounds: gas-phase elimination of carbonate-ester functionalities [J].
Al-Azemi, Talal F. ;
Dib, Hicham H. ;
Al-Awadi, Nouria A. ;
El-Dusouqui, Osman M. E. .
TETRAHEDRON, 2008, 64 (18) :4126-4134
[3]   Biodegradation of aliphatic and aromatic polycarbonates [J].
Artham, Trishul ;
Doble, Mukesh .
MACROMOLECULAR BIOSCIENCE, 2008, 8 (01) :14-24
[4]   'Click' chemistry in polymer and material science: An update [J].
Binder, Wolfgang H. ;
Sachsenhofer, Robert .
MACROMOLECULAR RAPID COMMUNICATIONS, 2008, 29 (12-13) :952-981
[5]   'Click' chemistry in polymer and materials science [J].
Binder, Wolfgang H. ;
Sachsenhofer, Robert .
MACROMOLECULAR RAPID COMMUNICATIONS, 2007, 28 (01) :15-54
[6]   Self-assembling materials for therapeutic delivery [J].
Branco, Monica C. ;
Schneider, Joel P. .
ACTA BIOMATERIALIA, 2009, 5 (03) :817-831
[7]   Polyester-graft-phosphorylcholine prepared by ring-opening polymerization and click chemistry [J].
Cooper, Beth M. ;
Chan-Seng, Delphine ;
Samanta, Debasis ;
Zhang, Xiongfei ;
Parelkar, Sangram ;
Emrick, Todd .
CHEMICAL COMMUNICATIONS, 2009, (07) :815-817
[8]   Synthesis of PCL-graft-PS by combination of ROP, ATRP, and click chemistry [J].
Darcos, Vincent ;
Al Tabchi, Hadil ;
Coudane, Jean .
EUROPEAN POLYMER JOURNAL, 2011, 47 (02) :187-195
[9]   Well-defined PCL-graft-PDMAEMA prepared by ring-opening polymerisation and click chemistry [J].
Darcos, Vincent ;
El Habnouni, Sarah ;
Nottelet, Benjamin ;
El Ghzaoui, Abdeslam ;
Coudane, Jean .
POLYMER CHEMISTRY, 2010, 1 (03) :280-282
[10]   Click chemistry with DNA [J].
El-Sagheer, Afaf H. ;
Brown, Tom .
CHEMICAL SOCIETY REVIEWS, 2010, 39 (04) :1388-1405