Microemulsion Polymerization of Cationic Pyrroles Bearing an Imidazolum-Ionic Liquid Moiety

被引:52
作者
Zhao, Jie [1 ]
Yan, Feng [1 ,2 ]
Chen, Zhenzhen [1 ]
Diao, Hanbin [1 ]
Chu, Fuqiang [1 ]
Yu, Shaomei [1 ]
Lu, Jianmei [1 ]
机构
[1] Soochow Univ, Sch Chem & Chem Engn, Key Lab Organ Synth Jiangsu Prov, Suzhou 215123, Peoples R China
[2] Fudan Univ, Key Lab Mol Engn Polymers, Shanghai, Peoples R China
基金
中国国家自然科学基金;
关键词
cationic polypyrrole; DNA detection; ionic liquids; microemulsion polymerization; nanoparticles; SOLUBLE CONJUGATED POLYMERS; NUCLEIC-ACIDS; ELECTROCHEMICAL POLYMERIZATION; POLYTHIOPHENE DERIVATIVES; CONDUCTIVE POLYPYRROLE; CHEMICAL SENSORS; ENERGY-TRANSFER; FILMS; DNA; POLYANILINE;
D O I
10.1002/pola.23190
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
A cationic pyrrole derivative, N-(4-butyl-(1-methylimidazole)) pyrrole bromide (Py-Br) bearing an imidazolium-type ionic liquid moiety was synthesized. Micro-emulsion polymerization of Py-Br in water/oil microemulsions produced poly(N-(4-butyl-(1-methyhmidazole)) pyrrole bromide) (PPy-Br) nanoparticles. The bromide anion of the resultant PPy-Br nanoparticles was exchanged in water with different anions, including BF4- and PF6- to produce new nanoparticles bearing different counteranions. The results of thermal analysis indicate that the thermal stability of cationic PPy nanoparticles strongly depends on the nature of counteranion. As an application, water-soluble Ppy-Br with fine fluorescence property was used as a new sensor for DNA detection. (C) 2008 Wiley Periodicals, Inc. J Polym Sci Pan A: Polym Chem 47: 746-753, 2009
引用
收藏
页码:746 / 753
页数:8
相关论文
共 44 条
[1]   Soluble regioregular polythiophene derivatives as semiconducting materials for field-effect transistors [J].
Bao, ZN ;
Lovinger, AJ .
CHEMISTRY OF MATERIALS, 1999, 11 (09) :2607-2612
[2]   Synthesis and performance of polymerizable room-temperature ionic liquids as gas separation membranes [J].
Bara, Jason E. ;
Lessmann, Sonja ;
Gabriel, Christopher J. ;
Hatakeyama, Evan S. ;
Noble, Richard D. ;
Gin, Douglas L. .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2007, 46 (16) :5397-5404
[3]   Hydrophobic, highly conductive ambient-temperature molten salts [J].
Bonhote, P ;
Dias, AP ;
Papageorgiou, N ;
Kalyanasundaram, K ;
Gratzel, M .
INORGANIC CHEMISTRY, 1996, 35 (05) :1168-1178
[4]   Structure/function relationships of polyamidoamine/DNA dendrimers as gene delivery vehicles [J].
Braun, CS ;
Vetro, JA ;
Tomalia, DA ;
Koe, GS ;
Koe, JG ;
Middaugh, CR .
JOURNAL OF PHARMACEUTICAL SCIENCES, 2005, 94 (02) :423-436
[5]   Starch graft poly(methyl acrylate) loose-fill foam: Preparation, properties and degradation [J].
Chen, L ;
Gordon, SH ;
Imam, SH .
BIOMACROMOLECULES, 2004, 5 (01) :238-244
[6]   Low potential electrochemical syntheses of heteroaromatic conducting polymers in a novel solvent system based on trifluroborate-ethyl ether [J].
Chen, W ;
Xue, G .
PROGRESS IN POLYMER SCIENCE, 2005, 30 (07) :783-811
[7]   CYCLOADDITIONS .45. ANNULATION OF HETEROCYCLES VIA INTRAMOLECULAR NITRILE OXIDE HETEROCYCLE CYCLOADDITION REACTION [J].
DEHAEN, W ;
HASSNER, A .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (02) :896-900
[8]   Preparation of submicron polypyrrole/poly(methyl methacrylate) coaxial fibers and conversion to polypyrrole tubes and carbon tubes [J].
Dong, Hong ;
Jones, Wayne E., Jr. .
LANGMUIR, 2006, 22 (26) :11384-11387
[9]   Fluorescent polymeric transducer for the rapid, simple, and specific detection of nucleic acids at the zeptomole level [J].
Doré, K ;
Dubus, S ;
Ho, HA ;
Lévesque, I ;
Brunette, M ;
Corbeil, G ;
Boissinot, M ;
Boivin, G ;
Bergeron, MG ;
Boudreau, D ;
Leclerc, M .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (13) :4240-4244
[10]   Fluorescent conjugated polyelectrolytes for biomacromolecule detection [J].
Feng, Fude ;
He, Fang ;
An, Lingling ;
Wang, Shu ;
Li, Yuhang ;
Zhu, Daoben .
ADVANCED MATERIALS, 2008, 20 (15) :2959-2964