Synthesis of chiral micelles and nanoparticles from amino acid based monomers using RAFT polymerization

Synthesis of chiral micelles and nanoparticles from amino acid based monomers using RAFT polymerization
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DOI:
10.1002/pola.22710
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发表时间:
2008-06-01
影响因子:
--
通讯作者:
O'Reilly, Rachel K.
O'Reilly, Rachel K.
中科院分区:
化学3区
文献类型:
--
作者:
Skey, Jared;O'Reilly, Rachel K.

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通过可逆加成-断裂链转移(RAFT)聚合合成了(T)丙烯酸丁酯(P(T)BUA)与侧链含氨基酸部分的单取代丙烯酰胺(PAM)的均聚物N-丙烯酰基-(L)-苯丙氨酸甲酯1。用单体1对PtBuA进行扩链,合成了这些均聚物的两嵌段共聚物,再用丙烯酸酯嵌段的简单酸脱保护化学反应合成了聚丙烯酸嵌段,得到了光学活性的两亲两嵌段共聚物。光学活性的两亲嵌段共聚物在疏水链段中含有手性氨基酸部分,然后自组装成球形胶束,然后在整个壳层中进行交联,得到坚固的手性纳米颗粒。用动态光散射(DLS)测量了嵌段共聚物胶束和纳米粒子的流体力学直径(D-h),并用原子力显微镜(AFM)和透射电子显微镜(TEM)测定了纳米粒子的尺寸。(C)2008年威利期刊公司。
Homopolymers of (t)butyl acrylate (P(t)BuA) and a monosubstituted acrylamide (PAM) having an amino acid moiety in the side chain, N-acryloyl-(L)-phenylalanine methyl ester 1, have been synthesized by Reversible Addition-Fragmentation Chain Transfer (RAFT) polymerization. Diblock copolymers of these homopolymers were also synthesized by chain extending PtBuA with monomer 1 and after modification, using simple acid deprotection chemistries of the acrylate block to afford a poly (acrylic acid) block, an optically active amphiphilic diblock copolymer was isolated. The optically active amphiphilic diblock copolymers, which contain chiral amino acid moieties within the hydrophobic segment, were then self-assembled to afford spherical micelles which were subsequently crosslinked throughout the shell layer to afford robust chiral nanoparticles. The hydrodynamic diameters (D-h) of the block copolymer micelles and nanoparticles were measured by dynamic light scattering (DLS) and the dimensions of the nanoparticles were determined using tapping-mode atomic force microscopy (AFM) and transmission electron microscopy (TEM). (C) 2008 Wiley Periodicals, Inc.