Helical polymer/Fe3O4 NPs constructing optically active, magnetic core/shell microspheres: preparation by emulsion polymerization and recycling application in enantioselective crystallization

被引:38
作者
Chen, Huaiyu [1 ,2 ]
Zhou, Jinyong [1 ,2 ]
Deng, Jianping [1 ,2 ]
机构
[1] Beijing Univ Chem Technol, State Key Lab Chem Resource Engn, Beijing 100029, Peoples R China
[2] Beijing Univ Chem Technol, Coll Mat Sci & Engn, Beijing 100029, Peoples R China
基金
中国国家自然科学基金;
关键词
SUBSTITUTED POLYACETYLENE; PRECIPITATION POLYMERIZATION; CHIRAL NANOPARTICLES; CHEMICAL-BONDS; CORE; SHELL; POLY(PHENYLACETYLENE)S; CATALYSTS; IMMOBILIZATION; HYDROGENATION;
D O I
10.1039/c5py01549a
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
Hybrid materials combining chirality and magneticity are stimulating much interest in diverse research areas. This article reports the preparation of a new type of optically active, magnetic Fe3O4NP@polyacetylene core/ shell microspheres (Fe3O4@PA MPs) consisting of magnetic Fe3O4 NPs as the core and helical polyacetylene as the shell. The Fe3O4@PA MPs integrate two significant concepts, "macromolecular helicity-derived chirality" and "magneticity" in one single microsphere entity. The composite MPs were prepared by emulsion polymerization approach and characterized by TEM, XRD, FT-IR, VSM, TGA, circular dichroism and UV-vis absorption spectroscopy techniques. They simultaneously showed fascinating optical activity and considerable magneticity. The MPs were further used as a chiral additive to induce enantioselective crystallization of racemic threonine. L-Threonine was preferentially induced to form rectangular-shaped crystals with an enantiomeric excess up to 90% (after enantioselective crystallization twice). The microspheres can be recycled conveniently with the assistance of an external magnetic field, demonstrating the MPs' significant potential applications in chiral fields.
引用
收藏
页码:125 / 134
页数:10
相关论文
共 67 条
[1]   Nanospheres, Nanotubes, Toroids, and Gels with Controlled Macroscopic Chirality [J].
Arias, Sandra ;
Freire, Felix ;
Quinoa, Emilio ;
Riguera, Ricardo .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (50) :13720-13724
[2]   Minimal Model of Intrinsic Chirality to Study the Folding Behavior of Helical Polymers [J].
Boehm, Christian R. ;
Terentjev, Eugene M. .
MACROMOLECULES, 2014, 47 (17) :6086-6094
[3]   Hollow Two-Layered Chiral Nanoparticles Consisting of Optically Active Helical Polymer/Silica: Preparation and Application for Enantioselective Crystallization [J].
Chen, Bo ;
Deng, Jianping ;
Yang, Wantai .
ADVANCED FUNCTIONAL MATERIALS, 2011, 21 (12) :2345-2350
[4]   Optically Active Helical Polyacetylene@silica Hybrid Organic-inorganic Core/Shell Nanoparticles: Preparation and Application for Enantioselective Crystallization [J].
Chen, Bo ;
Deng, Jianping ;
Tong, Linyue ;
Yang, Wantai .
MACROMOLECULES, 2010, 43 (23) :9613-9619
[5]   Novel Category of Optically Active Core/Shell Nanoparticles: The Core Consisting of a Helical-Substituted Polyacetylene and the Shell Consisting of a Vinyl Polymer [J].
Chen, Bo ;
Deng, Jianping ;
Liu, Xiaoqing ;
Yang, Wantai .
MACROMOLECULES, 2010, 43 (07) :3177-3182
[6]   Synthesis of Fe3O4@SiO2@PMMA Core-Shell-Shell Magnetic Microspheres for Highly Efficient Enrichment of Peptides and Proteins for MALDI-ToF MS Analysis [J].
Chen, Hemei ;
Deng, Chunhui ;
Zhang, Xiangmin .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (03) :607-611
[7]   Optically active helical polyacetylene/Fe3O4 composite microspheres: prepared by precipitation polymerization and used for enantioselective crystallization [J].
Chen, Huaiyu ;
Li, Lei ;
Liu, Dong ;
Huang, Huajun ;
Deng, Jianping ;
Yang, Wantai .
RSC ADVANCES, 2014, 4 (109) :63611-63619
[8]   A norepinephrine coated magnetic molecularly imprinted polymer for simultaneous multiple chiral recognition [J].
Chen, Juan ;
Liang, Ru-Ping ;
Wang, Xiao-Ni ;
Qiu, Jian-Ding .
JOURNAL OF CHROMATOGRAPHY A, 2015, 1409 :268-276
[9]   Separation of enantiomers with magnetic silica nanoparticles modified by a chiral selector: enantioselective fishing [J].
Choi, Hee Jung ;
Hyun, Myung Ho .
CHEMICAL COMMUNICATIONS, 2009, (42) :6454-6456
[10]   Unexpected stereomutation dependence on the chemical structure of helical vinyl glycopolymers [J].
Cui, Jiaxi ;
Zhang, Jie ;
Wan, Xinhua .
CHEMICAL COMMUNICATIONS, 2012, 48 (36) :4341-4343