One-Pot Syntheses of Amphiphilic Centipede-like Brush Copolymers via Combination of Ring-Opening Polymerization and "Click" Chemistry

被引:64
作者
Yuan, You-Yong [1 ,2 ]
Du, Qing [1 ,2 ]
Wang, Yu-Cai [3 ]
Wang, Jun [1 ,2 ]
机构
[1] Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, Hefei 230027, Anhui, Peoples R China
[2] Univ Sci & Technol China, Sch Life Sci, Hefei 230027, Anhui, Peoples R China
[3] Univ Sci & Technol China, Dept Polymer Sci & Engn, Hefei 230026, Anhui, Peoples R China
基金
中国国家自然科学基金;
关键词
CYLINDRICAL MOLECULAR BRUSHES; SIDE-CHAIN LENGTH; RADICAL POLYMERIZATION; BLOCK-COPOLYMERS; GRAFT-COPOLYMERS; ATRP; POLYMERS; GLYCOL); DRUG; POLY(EPSILON-CAPROLACTONE);
D O I
10.1021/ma9023763
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 centipede-like brush copolymers with biodegradable poly(epsilon-caprolactone) and poly(ethyl ethylene phosphate) side segments were prepared by a one-pot syntheses strategy. The syntheses combined ring-opening polymerization of 2-ethoxy-2-oxo-1,3,2-dioxaphospholane through a "grafting from" strategy and "click" reaction with alpha-propargyl-omega-acetyl-poly(epsilon-caprolactone) through a "grafting to" strategy, using multifunctional poly(tert-butyl methacrylate)-co-poly(2-hydroxy-3-azidopropyl methacrylate) that bears hydroxyl and azide groups from junction points. The reactions Eire controllable, and the structure of obtained centipede-like brush copolymer is well characterized. These brush copolymers Eire amphiphilic and self-assemble into spherical micellar Structure in aqueous solution with critical aggregation concentration around 10(-3) mg mL(-1) and average diameters of 50-90 nm. Such micelles formed from centipede-like brush copolymers can be used as drug carriers for biomedical applications.
引用
收藏
页码:1739 / 1746
页数:8
相关论文
共 51 条
  • [1] One-pot preparation of 3-miktoarm star terpolyrmers via click [3+2] reaction
    Altintas, Ozcan
    Yankul, Burcu
    Hizal, Gurkan
    Tunca, Umit
    [J]. JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2007, 45 (16) : 3588 - 3598
  • [2] CRITICAL MICELLIZATION PHENOMENA IN BLOCK POLYELECTROLYTE SOLUTIONS
    ASTAFIEVA, I
    ZHONG, XF
    EISENBERG, A
    [J]. MACROMOLECULES, 1993, 26 (26) : 7339 - 7352
  • [3] Organic azides:: An exploding diversity of a unique class of compounds
    Bräse, S
    Gil, C
    Knepper, K
    Zimmermann, V
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (33) : 5188 - 5240
  • [4] One-pot, one-catalyst synthesis of graft copolymers by controlled ROMP and ATRP polymerizations
    Charvet, R
    Novak, BM
    [J]. MACROMOLECULES, 2004, 37 (23) : 8808 - 8811
  • [5] One-pot tandem synthesis of a core - Shell brush copolymer from small molecule reactants by ring-opening metathesis and reversible addition-fragmentation chain transfer (co)polymerizations
    Cheng, Chong
    Khoshdel, Ezat
    Wooley, Karen L.
    [J]. MACROMOLECULES, 2007, 40 (07) : 2289 - 2292
  • [6] Facile approach to functionalize nanodiamond particles with V-shaped polymer brushes
    Cheng, Jianli
    He, Junpo
    Li, Changxi
    Yang, Yuliang
    [J]. CHEMISTRY OF MATERIALS, 2008, 20 (13) : 4224 - 4230
  • [7] Evaluation of Polymeric Micelles from Brush Polymer with Poly(ε-caprolactone)-b-Poly(ethylene glycol) Side Chains as Drug Carrier
    Du, Jin-Zhi
    Tang, Ling-Yan
    Song, Wen-Jing
    Shi, Yue
    Wang, Jun
    [J]. BIOMACROMOLECULES, 2009, 10 (08) : 2169 - 2174
  • [8] One-pot synthesis of ABC type triblock copolymers via in situ click [3+2] and Diels-Alder [4+2] reactions
    Durmaz, Hakan
    Dag, Aydan
    Altintas, Ozcan
    Erdogan, Tuba
    Hizal, Gurkan
    Tunca, Umit
    [J]. MACROMOLECULES, 2007, 40 (02) : 191 - 198
  • [9] Cylindrical molecular brushes
    Dziezok, P
    Sheiko, SS
    Fischer, K
    Schmidt, M
    Möller, M
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1997, 36 (24) : 2812 - 2815
  • [10] Novel amphiphilic centipede-like copolymer bearing polyacrylate backbone and poly(ethylene glycol) and polystyrene side chains
    Gu, Lina
    Shen, Zhong
    Zhang, Sen
    Lu, Guolin
    Zhang, Xiaohuan
    Huang, Xiaoyu
    [J]. MACROMOLECULES, 2007, 40 (13) : 4486 - 4493