<P>Novel, stimulus-responsive supramolecular structures in the form of fibers, gels, and spheres, derived from an azobenzene-containing benzenetricarboxamide derivative, are described. Self-assembly of tris(4-((<I>E</I>)-phenyldiazen...
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https://www.riss.kr/link?id=A107688243
2013
-
SCOPUS,SCIE
학술저널
5869-5877(9쪽)
0
상세조회0
다운로드다국어 초록 (Multilingual Abstract)
<P>Novel, stimulus-responsive supramolecular structures in the form of fibers, gels, and spheres, derived from an azobenzene-containing benzenetricarboxamide derivative, are described. Self-assembly of tris(4-((<I>E</I>)-phenyldiazen...
<P>Novel, stimulus-responsive supramolecular structures in the form of fibers, gels, and spheres, derived from an azobenzene-containing benzenetricarboxamide derivative, are described. Self-assembly of tris(4-((<I>E</I>)-phenyldiazenyl)phenyl)benzene-1,3,5-tricarboxamide (<B>Azo-1</B>) in aqueous organic solvent systems results in solvent dependent generation of microfibers (aq DMSO), gels (aq DMF), and hollow spheres (aq THF). The results of a single crystal X-ray diffraction analysis of <B>Azo-1</B> (crystallized from a mixture of DMSO and H<SUB>2</SUB>O) reveal that it possesses supramolecular columnar packing along the <I>b</I> axis. Data obtained from FTIR analysis and density functional theory (DFT) calculation suggest that multiple hydrogen bonding modes exist in the <B>Azo-1</B> fibers. UV irradiation of the microfibers, formed in aq DMSO, causes complete melting while regeneration of new fibers occurs upon visible light irradiation. In addition to this photoinduced and reversible phase transition, the <B>Azo-1</B> supramolecules display a reversible, fiber-to-sphere morphological transition upon exposure to pure DMSO or aq THF. The role played by amide hydrogen bonds in the morphological changes occurring in <B>Azo-1</B> is demonstrated by the behavior of the analogous, ester-containing tris(4-((<I>E</I>)-phenyldiazenyl)phenyl)benzene-1,3,5-tricarboxylate (<B>Azo-2</B>) and by the hydrogen abstraction in the presence of fluoride anions.</P><P><B>Graphic Abstract</B>
<IMG SRC='http://pubs.acs.org/appl/literatum/publisher/achs/journals/content/langd5/2013/langd5.2013.29.issue-19/la400159m/production/images/medium/la-2013-00159m_0013.gif'></P><P><A href='http://pubs.acs.org/doi/suppl/10.1021/la400159m'>ACS Electronic Supporting Info</A></P>