Rational Design of Nanofibers and Nanorings through Complementary Hydrogen-Bonding Interactions of Functional π Systems

被引：69

作者：

Yagai, Shiki ^{[1
,2
]}

Aonuma, Hiroaki ^{[1
]}

Kikkawa, Yoshihiro ^{[3
]}

Kubota, Shun ^{[1
]}

Karatsu, Takashi ^{[1
]}

Kitamura, Akihide ^{[1
]}

Mahesh, Sankarapillai ^{[4
]}

Ajayaghosh, Ayyappanpillai ^{[4
]}

机构：

[1] Chiba Univ, Fac Engn, Dept Appl Chem & Biotechnol, Inage Ku, Chiba 2638522, Japan

[2] PRESTO Japan Sci & Technol Agcy JST, Saitama, Japan

[3] Natl Inst Adv Ind Sci & Technol, Tsukuba, Ibaraki 3058562, Japan

[4] CSIR, NIIST, Chem Sci & Technol Div, Photosci & Photon Grp, Trivandrum 695019, Kerala, India

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2010年 / 16卷 / 29期

基金：

日本学术振兴会;

关键词：

gels; hydrogen bonds; nanostructures; oligomers; self-assembly; PERYLENE BISIMIDE DYES; SUPRAMOLECULAR POLYMERS; OLIGO(P-PHENYLENE VINYLENE)S; NONCOVALENT SYNTHESIS; BONDED ASSEMBLIES; MEROCYANINE DYES; ENERGY-TRANSFER; SOFT MATERIALS; ORGANOGELS; GELS;

D O I：

10.1002/chem.201000839

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A simple protocol to create nanofibers and -rings through a rational self-assembly approach is described. Whereas the melamine-oligo(p- phenylenevinylene) conjugate la self-aggregates to form ill-defined nanostructures, conjugate 1b, which possesses an amide group as an additional interactive site, self-aggregates to form 1D nanofibers that induce gelation of the solvent. AFM and XRD studies have shown that dimerization through the melamine-melamine hydrogen-bonding interaction occurs only for 1b. Upon complexation with 1/3 equivalents of cyanuric acid (CA), conjugate 1a provides well-defined, ring-shaped nanostructures at micromolar concentrations, which open to form fibrous assemblies at submillimolar concentrations and organogels in the millimolar concentration range. Apparently, the enhanced aggregation ability of la by CA is a consequence of columnar organization of the resulting discotic complex 1a3·CA. In contrast, coaggregation of 1 b with CA does not provide well-defined nanostructures, probably due to the interference of complementary hydrogen-bonding interactions by the amide group. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：8652 / 8661

页数：10

共 88 条

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