Host–guest interaction between fluoro-substituted azobenzene derivative and cyclodextrins

Zhang, Lingxing; Zhang, Huan; Gao, Fei; Peng, Huiying; Ruan, Yi; Xu, Yuanze; Weng, Wengui

doi:10.1039/c4ra13283a

Cited by 28 publications

(30 citation statements)

References 79 publications

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“…Additionally, the binding affinity is drastically decreased by isomerization upon irradiation with UV light ( λ =365 nm). The binding constant of Z ‐ AAP‐1 determined by ITC drops to about 700 m −1 , which is again in good agreement with the reported value of Z ‐azobenzene (≈500 m −1 ) . The reduced affinity of Z versus E isomers will be amplified in highly multivalent systems, such as particle assemblies or polymers .…”

Section: Introductionsupporting

confidence: 88%

Arylazopyrazole Photoswitches in Aqueous Solution: Substituent Effects, Photophysical Properties, and Host–Guest Chemistry

Stricker

Böckmann

Kirse

et al. 2018

Chemistry A European J

113

109

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Section: Introductionsupporting

confidence: 88%

Arylazopyrazole Photoswitches in Aqueous Solution: Substituent Effects, Photophysical Properties, and Host–Guest Chemistry

Stricker

Böckmann

Kirse

et al. 2018

Chemistry A European J

113

109

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“…Like other supramolecular materials in which host–guest interactions imported the materials with self‐repair property, the hydrogel in this work showed rapid self‐healing nature with the help of high association constant between β‐CD and trans ‐Azo (1.7 × 103 m ‒1 ) . As shown in Figure e, the cylinder hydrogel (diameter: 9 mm; height: 15 mm) was cut out equally.…”

Section: Resultsmentioning

confidence: 93%

Photoregulating of Stretchability and Toughness of a Self‐Healable Polymer Hydrogel

Xiong

Zhang

Xie

et al. 2018

Macromol. Rapid Commun.

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Supramolecular hydrogels that are assembled through dynamic host-guest interactions have presented apparent potential in the construction of materials with promising performance. Herein, a photoregulated hydrogel cross-linked by host-guest interactions with multifunctions of high stretchability, strong toughness, and rapid self-healing property is reported. The hydrogel exhibits unique light-responsive property due to the introduction of two photoisomerized groups. For example, the stress-strain curve of the original hydrogel indicates 1020% rupture strain with the maximum tensile strain value of 214 kPa. Upon 365 nm light irradiation for an hour, its tensile strain increases to 15 times with lower tensile stress indicating a better stretchability. Moreover, the hydrogel is photochromic and surface patternable, where it can reversibly switch color between luminous yellow and brown while exposed to 365 and 440 nm light irradiation. It holds great promise for applying in self-recovering optically controlled and labeled elastic mechanical materials.

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“…According to the literature, the association constant for azobenzene with β‐CD and methyl viologen with SC 4 were 1.7 × 10 3 and 9.64 × 10 5 m −1 in aqueous solution, spontaneously self‐assembly in water can be conducted based on these interactions to obtain a supramolecular polymer. Compared the 1 H NMR spectra of G , H , and P ( Figure ), the successful formation of P could be proved.…”

Section: Resultsmentioning

confidence: 99%

Responsiveness and Morphology Study of Dual Stimuli‐Controlled Supramolecular Polymer

Xiong

Xie

Sun

2017

Macromol. Rapid Commun.

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The synthesis and characterization of a linear supramolecular polymer formed by dual host-guest recognitions is presented. The polymer linked by the orthogonal interactions of azobenzene with β-cyclodextrin and methyl viologen with sulfonatocalix[4]arene is constructed, and the morphology change along with the formation and vanishment of host-guest interaction is investigated. The reversible disassembly-reassembly of the polymer induced by light and the redox process are monitored by UV-vis and cyclic voltammetry, respectively. The interesting morphology differences between the monomer guest (G), supramolecular polymer (P), and light dissembled product pseudorotaxane (D1) are observed and analyzed. G conducts self-assembly into a short rod with average width of 83 nm due to the molecular amphipathy and π-π interaction between naphthalene nucleuses, while P exhibits 20 nm wide line morphology. Irradiating P with 365 nm light, the corresponding aggregation D1 shows as 35 nm wide short rod.

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Host–guest interaction between fluoro-substituted azobenzene derivative and cyclodextrins

Abstract: This system is completely opposite to the conventional azobenzene/β-CD system in that cis-F-azo-COOH fits β-CD more tightly than its trans form.

Cited by 28 publications

References 79 publications

Arylazopyrazole Photoswitches in Aqueous Solution: Substituent Effects, Photophysical Properties, and Host–Guest Chemistry

Arylazopyrazole Photoswitches in Aqueous Solution: Substituent Effects, Photophysical Properties, and Host–Guest Chemistry

Photoregulating of Stretchability and Toughness of a Self‐Healable Polymer Hydrogel

Responsiveness and Morphology Study of Dual Stimuli‐Controlled Supramolecular Polymer

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