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Photothermal-responsive [2]rotaxanes
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2013 (English)In: RSC Advances, ISSN 2046-2069, Vol. 3, no 7, 2341-2350 p.Article in journal (Refereed) Published
Abstract [en]

Three photothermal-responsive α-cyclodextrin-based [2]rotaxanes were prepared via the copper(i)-catalyzed azide-alkyne cycloaddition, in which the α-cyclodextrin ring was threaded onto the azobenzene dumbbell component. The difference between the three [2]rotaxanes are the length of the ethylene glycol repeating chains connected between the azobenzene and triazole units in the dumbbell components. The α-cyclodextrin rings in the [2]rotaxanes can be reversibly switched between the azobenzene unit and triazole/ethylene glycol unit driven by the trans-cis isomerization of the azobenzene unit. The trans-to-cis isomerization of the azobenzene unit under UV light irradiation (365 nm) leads the α-cyclodextrin ring moving to the triazole/ethylene glycol unit, while the cis-to-trans isomerization of the azobenzene unit under either visible light irradiation or heating enables the α-cyclodextrin ring shuttling back to the azobenzene station. The different ethylene glycol repeating chains in the [2]rotaxanes can affect (1) the isomerization rates of the azobenzene units, i.e. the longer the chain, the faster the isomerization rate, and (2) fluorescent quantum yields of the [2]rotaxanes, i.e. the longer the chain, the lower the fluorescent quantum yield. In addition, the quantum yields of the [2]rotaxanes were enhanced by UV light irradiation and decreased back upon visible light irradiation or heating at 65 °C. The current research provides a fundamental understanding of the working mechanism for photothermal-responsive [2]rotaxanes.

Place, publisher, year, edition, pages
2013. Vol. 3, no 7, 2341-2350 p.
Keyword [en]
Azide-alkyne cycloaddition, Cis-to-trans isomerization, Cyclodextrin rings, Glycol units, Rotaxanes, Trans-cis isomerization, UV-light irradiation, Visible-light irradiation, Working mechanisms
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URN: urn:nbn:se:kth:diva-118296DOI: 10.1039/c2ra22171cISI: 000313812400035ScopusID: 2-s2.0-84872695127OAI: diva2:605759

QC 20130215

Available from: 2013-02-15 Created: 2013-02-14 Last updated: 2013-02-21Bibliographically approved

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Li, XinÅgren, Hans
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Theoretical Chemistry and Biology
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