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Self-assembly of Dumbbell-shaped Rod Amphiphiles Based on Dodeca-p-phenylene
Huang, Zhegang,Liu, Libin,Lee, Eun-Ji,Lee, Myong-Soo Korean Chemical Society 2008 Bulletin of the Korean Chemical Society Vol.29 No.8
Dumbbell-shaped aromatic amphiphilic molecules consisting of a dodeca-p-phenylene as a rigid segment and oligoether dendrons as a flexible chains were synthesized, characterized, and their aggregation behavior was investigated in the bulk and at the air-water interface. In contrast to the molecule 2 which shows a nematic liquid crystalline state, molecule 1 based on shorter dendritic chains was observed to self-assemble into a 3-D primitive orthorhombic supercrystal. And molecule 1 at the air-water interface was observed to reorganize from circular plates to ring structures by lateral compressions.
Huang, Zhegang,Lee, Eunji,Kim, Ho-Joong,Lee, Myongsoo unknown 2009 Chemical communications Vol. No.
<P>We have demonstrated that fibrillar aggregates formed from the self-assembly of a dumbbell-shaped rod amphiphile undergo a reversible chiral–non-chiral transition triggered by temperature.</P> <P>Graphic Abstract</P><P>We have demonstrated that fibrillar aggregates formed from the self-assembly of a dumbbell-shaped rod amphiphile undergo a reversible chiral–non-chiral transition triggered by temperature. <IMG SRC='http://pubs.rsc.org/services/images/RSCpubs.ePlatform.Service.FreeContent.ImageService.svc/ImageService/image/GA?id=b913286d'> </P>
Induction of supramolecular chirality in self-assembled nanofibers triggered by environmental change
Huang, Zhegang,Kang, Seong-Kyun,Lee, Myongsoo Royal Society of Chemistry 2011 Journal of materials chemistry Vol.21 No.39
<P>A carbazole end-capped rod amphiphile was synthesized and observed to self-assemble into non-chiral fibers in both methanol and water solutions even though the molecule contains a chiral oligoether dendron. Remarkably, a mixture of water and methanol induces supramolecular chirality of the nanofibers caused by a conformational change of hydrophobic aromatic rods and reduction in the hydrodynamic volume of the ethylene oxide chains. The helicity induction of the nanofibers also takes place by heating the water solution. Furthermore, the helical fibers in aqueous solution were observed to further aggregate into a rigid gel at higher temperature by enhanced hydrophobic interactions between the dehydrated oligo(ethylene oxide) dendrons.</P> <P>Graphic Abstract</P><P>We have demonstrated that nanofibers undergo a chiral–nonchiral transition in a reversible way, triggered by heating or solvent polarity. <IMG SRC='http://pubs.rsc.org/services/images/RSCpubs.ePlatform.Service.FreeContent.ImageService.svc/ImageService/image/GA?id=c1jm12683k'> </P>
Synthesis and self-assembly of rod-coil molecules with n-shaped rod building block
Zhong, Ke-Li,Huang, Zhegang,Man, Zhijin,Jin, Long Yi,Yin, Bingzhu,Lee, Myongsoo Wiley Subscription Services, Inc., A Wiley Company 2010 Journal of polymer science Part A, Polymer chemist Vol.48 No.6
<P>The rod-coil molecules with n-shaped rod building block, consisting of an anthracene unit and two biphenyl groups linked together with acetylenyl bonds at the 1,8-position of anthracene as a rigid rod segment, and the alkyl or alkyloxy chains with various length (i.e., methoxy- (1), octyl- (2), hexadecyl- (3)) at the 10-position of anthracene and poly(ethylene oxide) with the number of repeating units of 7 connected with biphenyl as coil segments were synthesized. The molecular structures were characterized by <SUP>1</SUP>H NMR and MALDI-TOF mass spectroscopy. The self-assembling behavior of new type of molecules 1–3 was investigated by means of DSC, POM, and SAXS at the bulk state. These molecules with a n-shaped rod building block segment self-assemble into supramolecular structures through the combination of π–π stacking of rigid rod building blocks and microphase separation of the rod and coil blocks. SAXS studies reveal that molecules 1 and 2 show hexagonal columnar and rectangular columnar structures in the liquid crystalline phase, respectively; meanwhile, molecules 1–3 self-organize into lamellar structures in the crystalline state. In addition, self-assembling studies of molecules 1–3 by DLS and TEM indicated that these molecules self-assemble into elongated nanofibers in aqueous medium. © 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 48: 1415–1422, 2010</P> <B>Graphic Abstract</B> <P>Rod-coil molecules with n-shaped rod building block were successfully synthesized. In the melt state, molecule with a methoxy group at 10 position of anthracene self-assembles into hexagonal columnar structure, Whereas molecule with an octanyl group at 10 position of anthracene self-organizes into rectangular columnar structure. Further increasing the length of alkyl chain suppresses a liquid crystalline phase and exhibits only a lamellar structure in the solid state. In aqueous medium, these molecules can self-assemble into elongated nanofiber structure with a radial aggregation of aromatic segments. <img src='wiley_img/0887624X-2010-48-6-POLA23909-gra001.gif' alt='wiley_img/0887624X-2010-48-6-POLA23909-gra001'> </P>
Zhuoshi Wang,Lirong Tian,Zhegang Huang,Bingzhu Yin,Tie Chen,Long Yi Jin 한국고분자학회 2013 Macromolecular Research Vol.21 No.6
We report an unusual 3-D hexagonal supramolecular nano-structure via self-assembly of a coil-rod-coil molecule in the solid state. The rod-coil molecule consists of five biphenyls linked together with ether bonds as a rod segment, incorporating lateral ethyl groups in the center of the rod segment, and poly(propylene oxide) (PPO)with a degree of polymerization of 17 as coil segments. The molecular structure was characterized by 1H NMR and matrix-assisted laser desorption ionization time-of-flight (MALDI-TOF) mass spectroscopy. The self-assembling behavior of the molecule was investigated by means of differential scanning calorimetry, polarized optical microscopy and small angle X-ray scattering reveals that the lateral ethyl groups in the center of rod segment and the PPO coil segments strongly induce the molecule to self-assemble into the 3-D hexagonal close-packed nano-structure in the solid state.
Ryu, Ja-Hyoung,Kim, Ho-Joong,Huang, Zhegang,Lee, Eunji,Lee, Myongsoo WILEY-VCH Verlag 2006 Angewandte Chemie. international edition Vol.45 No.32
<B>Graphic Abstract</B> <P>Dumbbells that are not dumb: Dumbbell-shaped molecules based on a hexa-p-phenylene derivative self-assemble into well-defined left-handed helical fibers in aqueous solution. These helical nanofibers convert reversibly into hollow nanocapsules by intercalation of aromatic guest molecules (red spheres). <img src='wiley_img/14337851-2006-45-32-ANIE200600971-content.gif' alt='wiley_img/14337851-2006-45-32-ANIE200600971-content'> </P>
Ke-li Zhong,Chunchang Yang,Bingzhu Yin,Long Yi Jin,Zhegang Huang,이은지 한국고분자학회 2010 Macromolecular Research Vol.18 No.3
An aromatic amphiphilic molecule consisting of three biphenyl groups and one styrene unit linked together with ether bonds as a rigid rod segment, and poly(ethylene oxide) with 17 repeating units as a coil segment was synthesized and its self-assembly behavior in the bulk state and aqueous solution was examined by DSC, X-ray scattering, DLS and TEM. This molecule based on a rod building block self-assembles into lamellar or hexagonal perforated layer (HPL) structures in the crystalline phase or liquid crystalline mesophase. In an aqueous medium,the molecule self-assembles into cylindrical aggregates and can be used as a supramolecular reactor for the Suzuki coupling reaction.
Li Chen,Ke-Li Zhong,Long Yi Jin,Zhegang Huang,Libin Liu,Linda S. Hirst 한국고분자학회 2010 Macromolecular Research Vol.18 No.8
Rod-coil molecules with conjugated rod segments have a strong tendency to self-organize into a variety of supramolecular structures in the bulk state. This paper reports the synthesis and self-assembly behavior of coilrod-coil molecules consisting of three biphenyls linked through a vinylene unit as a conjugated rod segment and poly(ethylene oxide) (PEO) with a degree of polymerization of 12 and 17 coil segments. The self-assembling behavior of these materials, which was investigated by differential scanning calorimetry (DSC) and X-ray diffraction (XRD), revealed these molecules to spontaneously self-organize into a 3-D hexagonally perforated layer (HPL) structure and a 2-D rectangular or a oblique columnar structure in the crystalline and liquid crystalline phases, respectively.
Multivalent Nanofibers of a Controlled Length: Regulation of Bacterial Cell Agglutination
Lee, Dong-Woo,Kim, Taehoon,Park, Il-Soo,Huang, Zhegang,Lee, Myongsoo American Chemical Society 2012 JOURNAL OF THE AMERICAN CHEMICAL SOCIETY - Vol.134 No.36
<P>Control of the size and shape of molecular assemblies on the nanometer scale in aqueous solutions is very important for the regulation of biological functions. Among the well-defined supramolecular structures of organic amphiphiles, one-dimensional nanofibers have attracted much attention because of their potential applications in biocompatible materials. Although much progress has been made in the field of self-assembled nanofibers, the ability to control the fiber length remains limited. The approach for control of the fiber length presented herein overcomes this limitation through the coassembly of amphiphilic rod–coil molecules in which the crystallinity of the aromatic segment can be regulated by π–π stacking interactions. The introduction of carbohydrate segments into the fiber exterior endows the nanofibers with the ability to adhere to bacterial cells. Notably, the fiber length systematically regulates the agglutination and proliferation of bacterial cells exposed to these fibers.</P><P><B>Graphic Abstract</B> <IMG SRC='http://pubs.acs.org/appl/literatum/publisher/achs/journals/content/jacsat/2012/jacsat.2012.134.issue-36/ja306802m/production/images/medium/ja-2012-06802m_0008.gif'></P><P><A href='http://pubs.acs.org/doi/suppl/10.1021/ja306802m'>ACS Electronic Supporting Info</A></P>