Synthesis of PEO-based block copolymers bearing cyclic hydrazide or carboxylic acid moieties and their applications as stabilizers for Fe3O4 nanoparticles

被引:3
作者
Kim, Jinheung [1 ]
Lee, Sangmi [1 ]
Nam, Joo Hyeon [1 ]
Cho, Young Jun [1 ]
Kim, Joohoon [1 ]
Lee, Jae Yeol [1 ]
Kang, Ho-Jung [1 ]
Kim, Sehoon [2 ]
Kim, Hoon Tae [3 ]
Park, Heung Mok [3 ]
Kim, Jungahn [1 ]
机构
[1] Kyung Hee Univ, Dept Chem, Seoul 130701, South Korea
[2] KIST, Biomed Sci Ctr, Seoul 136791, South Korea
[3] Sogang Univ, Dept Chem Engn, Seoul 121742, South Korea
关键词
anionic block copolymerization; deimidation; poly(ethylene oxide-b-maleic acid); poly(ethylene oxide-b-maleic hydrazide); iron oxide nanoparticles; IRON-OXIDE NANOPARTICLES; N-SUBSTITUTED MALEIMIDE; MAGNETIC NANOPARTICLES; GABRIEL SYNTHESIS; ANIONIC-POLYMERIZATION; ING-MANSKE; HYDROLYSIS; COMPLEXES;
D O I
10.1007/s13233-011-0716-0
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
In this paper, a useful synthetic method for poly(ethylene oxide)-based block copolymers and their applications for preparation of iron oxide nanoparticles were introduced. Poly(ethylene oxide-b-N-phenylmaleimide) was first synthesized by anionic block copolymerization of ethylene oxide and N-phenylmaleimide (N-PMI) using mixed alkali metal alkoxides via the sequential monomer addition technique in a mixture of benzene dimethylsulfoxide (DMSO)/tetrahydrofuran (THF) (30/5/6 similar to 20, v/v/v) at room temperature. Reductive deimidation of the resulting block copolymers under different reaction conditions using hydrazine monohydrate led to the formation of the corresponding water-soluble poly(ethylene oxide-b-maleic hydrazide) under acidic conditions and poly(ethylene oxideb-maleic acid) under basic conditions. Both were found to be very efficient stabilizers to prepare superparamagnetic iron oxide nanoparticles.
引用
收藏
页码:716 / 721
页数:6
相关论文
共 37 条
[1]   ANTI-TUMORIGENIC EFFECT OF MALEIC HYDRAZIDE ON MOUSE SKIN [J].
AKIN, FJ .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1976, 24 (03) :672-674
[2]   Suggested improved method for the Ing-Manske and related reactions for the second step of Gabriel synthesis of primary amines [J].
Ariffin, A ;
Khan, MN ;
Lan, LC ;
May, FY ;
Yun, CS .
SYNTHETIC COMMUNICATIONS, 2004, 34 (24) :4439-4445
[3]   Fabrication of Colloidal Stable, Thermosensitive, and Biocompatible Magnetite Nanoparticles and Study of Their Reversible Agglomeration in Aqueous Milieu [J].
Chanana, Munish ;
Jahn, Sabrina ;
Georgieva, Radostina ;
Lutz, Jean-Francois ;
Baeumler, Hans ;
Wang, Dayang .
CHEMISTRY OF MATERIALS, 2009, 21 (09) :1906-1914
[4]  
CHOL JH, 2010, MACROMOL RES, V18, P504
[5]  
Cubbon R.C. P., 1965, POLYMER, V6, P419
[6]   Intermediates in the Ing-Manske reaction [J].
Curley, OMS ;
McCormick, JE ;
McElhinney, RS ;
McMurry, TBH .
ARKIVOC, 2003, :180-189
[7]  
Gessner A, 2006, PHARMAZIE, V61, P293
[8]   GABRIEL SYNTHESIS OF PRIMARY AMINES [J].
GIBSON, MS ;
BRADSHAW, RW .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 1968, 7 (12) :919-&
[9]   Maleic hydrazide induces genotoxic effects but no DNA damage detectable by the Comet assay in tobacco and field beans [J].
Gichner, T ;
Menke, M ;
Stavreva, DA ;
Schubert, I .
MUTAGENESIS, 2000, 15 (05) :385-389
[10]   Synthesis of New pH-Sensitive Poly(ethylene oxide-b-maleic acid) from Modification of Poly(ethylene oxide-b-N-phenylmaleimide) [J].
Go, Da Hyeon ;
Jeon, Hee Jeong ;
Kim, The Hwan ;
Kim, Geunseok ;
Choi, Jin Hee ;
Lee, Jae Yeol ;
Kim, Jungahn .
MACROMOLECULAR RESEARCH, 2008, 16 (07) :659-662