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Stimuli-responsive organogels based on a gelator of hydrazide and azobenzene units connected via a flexible central spacer

An organogelator named 1-[4-(4′-dodecyloxyphenylazo)phenoxy]-5- [(N-(4-nitrobenzoyl) -N′-(benzoyl-4′-oxy)hydrazine)] pentane (EN) formed stable organogel in THF. SEM image revealed that the xerogels consisted of clumped spheroids, within which molecules self-assembled to a layered structure. Both in...

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Bibliographic Details
Published in:Tetrahedron 2016-09, Vol.72 (35), p.5363-5368
Main Authors: Bai, Binglian, Zhang, Mingang, Wei, Jue, Yan, Huiyu, Wang, Haitao, Wu, Yuqing, Li, Min
Format: Article
Language:English
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Summary:An organogelator named 1-[4-(4′-dodecyloxyphenylazo)phenoxy]-5- [(N-(4-nitrobenzoyl) -N′-(benzoyl-4′-oxy)hydrazine)] pentane (EN) formed stable organogel in THF. SEM image revealed that the xerogels consisted of clumped spheroids, within which molecules self-assembled to a layered structure. Both intermolecular hydrogen bonding and π–π stacking interactions were confirmed to be responsible for the self-assembly processes and the gel formation. In addition, organogel of EN exhibited multiple stimuli-responsive behaviors upon exposure to stimuli such as temperature, light, and anion. The effect of flexible central spacer on the trans–cis photoisomerization of the azobenzene moiety was demonstrated. [Display omitted] The organogel based on a gelator of hydrazide and azobenzene units connected via a flexible central spacer exhibited a layer structure, and this organogel exhibited multiple stimuli-responsive behaviors upon exposure to stimuli such as temperature, light, and anion.
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2016.07.025