Synthesis of Aromatic Macrocyclic Amphiphiles and their Self-Assembling Behavior in Aqueous Solution

被引:3
作者
Kim, Jung-Keun [1 ,2 ]
Lee, Eunji [1 ,2 ]
Lee, Myongsoo [1 ,2 ]
机构
[1] Seoul Natl Univ, Ctr Supramol Nanoassembly, Seoul 151747, South Korea
[2] Seoul Natl Univ, Dept Chem, Seoul 151747, South Korea
关键词
amphiphiles; macrocycles; self-assembly; supramolecular structures; vesicles; SHAPE-PERSISTENT; VESICLES; MICELLES; ARCHITECTURES; ASSOCIATION; MATTER;
D O I
10.1002/marc.200900879
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 triblock amphiphilic macrocycle consisting of a macrocyclic aromatic segment, a hydrophilic oligo(ethylene oxide) branch, and a hydrophobic alkyl dendron is successfully synthesized and characterized. The resulting cyclic amphiphile is observed to self-assemble into hollow double-layered capsules in aqueous solution, as confirmed by dynamic light scattering and cryogenic transmission electron microscopy investigations. The capsules are able to encapsulate hydrophobic guest molecules through aromatic interactions with high stability.
引用
收藏
页码:980 / 985
页数:6
相关论文
共 38 条
[21]   Nanorings from the self-assembly of amphiphilic molecular dumbbells [J].
Kim, Jung-Keun ;
Lee, Eunji ;
Huang, Zhegang ;
Lee, Myongsoo .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (43) :14022-14023
[22]   Reversible Transformation of Helical Coils and Straight Rods in Cylindrical Assembly of Elliptical Macrocycles [J].
Kim, Jung-Keun ;
Lee, Eunji ;
Kim, Min-Cheol ;
Sim, Eunji ;
Lee, Myongsoo .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (49) :17768-17770
[23]   Lateral association of cylindrical nanoribers into flat ribbons triggered by "Molecular Glue" [J].
Lee, Eunji ;
Kim, Jung-Keun ;
Lee, Myongsoo .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (34) :6375-6378
[24]   Controlled self-assembly of asymmetric dumbbell-shaped rod amphiphiles: Transition from toroids to planar nets [J].
Lee, Eunji ;
Jeong, Young-Hwan ;
Kim, Jung-Keun ;
Lee, Myongsoo .
MACROMOLECULES, 2007, 40 (23) :8355-8360
[25]   Toward complex matter: Supramolecular chemistry and self-organization [J].
Lehn, JM .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2002, 99 (08) :4763-4768
[26]   Multicompartment micelles from ABC miktoarm stars in water [J].
Li, ZB ;
Kesselman, E ;
Talmon, Y ;
Hillmyer, MA ;
Lodge, TP .
SCIENCE, 2004, 306 (5693) :98-101
[27]   Shape-persistent molecular architectures of nanoscale dimension [J].
Moore, JS .
ACCOUNTS OF CHEMICAL RESEARCH, 1997, 30 (10) :402-413
[28]   Hydrophobic Shell Loading of PB-b-PEO Vesicles [J].
Mueller, Waltraut ;
Koynov, Kaloian ;
Fischer, Karl ;
Hartmann, Sonngard ;
Pierrat, Sebastien ;
Basche, Thomas ;
Maskos, Michael .
MACROMOLECULES, 2009, 42 (01) :357-361
[29]   Synthesis and self-aggregation of cyclic alkynes containing helicene [J].
Nakamura, K ;
Okubo, H ;
Yamaguchi, M .
ORGANIC LETTERS, 2001, 3 (08) :1097-1099
[30]   Dendron-Mediated Self-Assembly, Disassembly, and Self-Organization of Complex Systems [J].
Rosen, Brad M. ;
Wilson, Christopher J. ;
Wilson, Daniela A. ;
Peterca, Mihai ;
Imam, Mohammad R. ;
Percec, Virgil .
CHEMICAL REVIEWS, 2009, 109 (11) :6275-6540