Synthesis and self-assembly of amphiphilic semifluorinated calix[4]arenes

被引:25
|
作者
Martin, OM
Mecozzi, S
机构
[1] Univ Wisconsin, Sch Pharm, Madison, WI 53705 USA
[2] Univ Wisconsin, Dept Chem, Madison, WI 53705 USA
关键词
calix[4]arenes; fluorophobic effect; fluorous phase; vesicles; stacked disks; self-assembly;
D O I
10.1080/10610270412331328998
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new amphiphilic molecule based on the calix[4]arene scaffold was synthesized by. appending perfluoroalkyl chains on the upper rim and polar groups on the lower rim of the macrocycle. This molecule self-assembles in water and methanol due to formation of a super-hydrophobic fluorous phase. Bilayer assemblies were observed using dynamic light scattering (131,S) and transmission electron microscopy (TEM). The aggregate architecture is strongly influenced by the solvent. Fibers formed by stacked disks were observed in methanol, whereas spherical aggregates were favored in an aqueous environment.
引用
收藏
页码:9 / 15
页数:7
相关论文
共 50 条
  • [21] Synthesis and Self-assembly of Amphiphilic Homoglycopolypeptide
    Dhaware, Vinita
    Shaikh, Ashif Y.
    Kar, Mrityunjoy
    Hotha, Srinivas
    Sen Gupta, Sayam
    LANGMUIR, 2013, 29 (19) : 5659 - 5667
  • [22] Synthesis and self-assembly of novel calix[4]arenocrowns: formation of calix[4]areno[2]catenanes
    Lu, Lin-Gang
    Li, Guang-Ke
    Peng, Xiao-Xia
    Chen, Chuan-Feng
    Huang, Zhi-Tang
    TETRAHEDRON LETTERS, 2006, 47 (34) : 6021 - 6025
  • [23] Self-assembly of amphiphilic calix[6] crowns: from vesicles to nanotubes
    Guan, Bing
    Jiang, Ming
    Yang, Xiaogang
    Liang, Qing
    Chen, Yuanyin
    SOFT MATTER, 2008, 4 (07) : 1393 - 1395
  • [24] Self-assembly beyond semifluorinated alkanes in a semifluorinated benzene derivative
    Stangenberg, Rene
    Grigoriadis, Christos
    Schneider, Dirk
    Butt, Hans-Juergen
    Fytas, George
    Muellen, Klaus
    Floudas, George
    SOFT MATTER, 2013, 9 (47) : 11334 - 11345
  • [25] Synthesis and self-assembly of amphiphilic precision glycomacromolecules
    Banger, Alexander
    Sindram, Julian
    Otten, Marius
    Kania, Jessica
    Wilms, Dimitri
    Strzelczyk, Alexander
    Miletic, Sean
    Marlovits, Thomas C.
    Karg, Matthias
    Hartmann, Laura
    POLYMER CHEMISTRY, 2021, 12 (33) : 4795 - 4802
  • [26] Synthesis and self-assembly of amphiphilic carbosilane polymers
    Matsumoto, K
    Matsuoka, H
    Yamaoka, H
    KOBUNSHI RONBUNSHU, 2001, 58 (04) : 161 - 170
  • [27] Synthesis and self-assembly of amphiphilic aliphatic polyesters
    Stefan, Mihaela C.
    Hao, Jing
    Servello, John
    Rawlings, Tanner
    Sista, Prakash
    Biewer, Michael C.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2011, 242
  • [28] Synthesis and self-assembly of amphiphilic polymeric microparticles
    Dendukuri, Dhananjay
    Hatton, T. Alan
    Doyle, Patrick S.
    LANGMUIR, 2007, 23 (08) : 4669 - 4674
  • [29] Synthesis and self-assembly of amphiphilic BINOLs in water
    Tosi, Filippo
    Chen, Jiawen
    Feringa, Ben L.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2017, 253
  • [30] Supramolecular Secondary Assembly Based on Amphiphilic Calix[4]arenes and Its Biological Applications
    Li Yongxue
    Liu Yu
    ACTA CHIMICA SINICA, 2023, 81 (08) : 928 - 936