Photoswitchable Supramolecular Hydrogels Formed by Cyclodextrins and Azobenzene Polymers

Tamesue, Shingo; Takashima, Yoshinori; Yamaguchi, Hiroyasu; Shinkai, Seiji; Harada, Akira

doi:10.1002/ange.201003567

Cited by 122 publications

(80 citation statements)

References 58 publications

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“…The association constants are listed in Table , in which Azo‐Py and ipAzo‐Py were used as the guest molecules, and a modified Benesi–Hildebrand equation was used to calculate the association constants between Azos and CDs. Trans ‐Azo‐Py showed a high association constant with α‐CD, whereas the association constant between cis ‐Azo‐Py and α‐CD was low, in accordance with reported results ,. Both trans ‐ and cis ‐Azo‐Py showed low association constants with γ‐CD, indicating weak host–guest interactions between Azo‐Py and γ‐CD.…”

Section: Resultssupporting

confidence: 90%

A Photoresponsive Orthogonal Supramolecular Complex Based on Host–Guest Interactions

Wang

Wagner

Saydjari

et al. 2017

Chemistry A European J

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We synthesized a novel green-light-responsive tetra-ortho-isopropoxy-substituted azobenzene (ipAzo). Cis-ipAzo forms a strong host-guest complex with γ-cyclo dextrin (γ-CD) whereas trans-ipAzo binds weakly. This new photoresponsive host-guest interaction is reverse to the well-known azobenzene (Azo)/α-cyclodextrin (α-CD) complex, which is strong only between trans-Azo and α-CD. By combining the UV-light-responsive Azo/α-CD and green-light-responsive ipAzo/γ-CD host-guest complexes, a photoresponsive orthogonal supramolecular system is developed.

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Section: Resultssupporting

confidence: 90%

A Photoresponsive Orthogonal Supramolecular Complex Based on Host–Guest Interactions

Wang

Wagner

Saydjari

et al. 2017

Chemistry A European J

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“…[12] This may be due to its easy incorporation into the backbone of molecular structures and its well-known trans--cis photoisomerization on light irradiation. In addition, the p-p stacking and noncovalent interactions can synergically balance the driving force for the construction of self-assembled architectures from azobenzenecontaining molecules.…”

Section: Mrsgs Based On Photoactive Groupsmentioning

confidence: 99%

Multistimuli‐Responsive Supramolecular Gels: Design Rationale, Recent Advances, and Perspectives

Sun

Huang

et al. 2014

ChemPhysChem

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This manuscript presents a brief overview of recent advances in multistimuli-responsive supramolecular gels (MRSGs). The synthesis of MRSGs with faster and smarter responsive abilities to a variety of external stimuli, such as redox reagents, pH changes, ligands, and coupling reagents, is one key issue for the upgrade of current molecular motors, signal sensors, shape memory devices, drug delivery systems, display devices, and other devices. However, the design rules of MRSGs are still not well understood. The lack of information about the relationship between the spatial structure and gelation behavior of existing gelators means that the knowledge required to design new gelators by the addition of functional moieties to well-known gelators is lacking. Insights into the gelation pathway of known gelators may bring inspiration to researchers who want to exploit elegant designs and specific building blocks to obtain their own MRSGs with predictable stimuli-responsive abilities.

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“…Photoirradiation can control the formation of supramolecular complexes between α-CD and the azobenzene (Azo) side chain because the association constant of α-CD for trans-Azo is larger than that for cis-Azo (trans-Azo; K a = 1100 m -1 , cis-Azo; K a = 4.1 m -1 ). [33,34] The trans-Azo group in pAC 12 Azo photoisomerizes upon irradiation with UV light (λ = 365 nm) to give the cis-Azo group (trans/cis = 7:93), whereas the cis-Azo group is isomerized to the trans-Azo group by visible light (λ = 430 nm) or heating (60°C) (trans/cis = 91:9).…”

Section: Photoresponsive Supramolecular Swnt Hydrogelmentioning

confidence: 99%

Photochemically Controlled Supramolecular Curdlan/Single‐Walled Carbon Nanotube Composite Gel: Preparation of Molecular Distaff by Cyclodextrin Modified Curdlan and Phase Transition Control

et al. 2011

Self Cite

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We propose a single-walled carbon nanotube (SWNT) composite with a molecular recognition property, which is prepared by mixing α-cyclodextrin-modified curdlan (CD-CUR) with SWNTs in water. The visible/near-infrared (Vis/NIR) spectrum of the CD-CUR/SWNT composite exhibits characteristic absorption bands corresponding to the band-gap transitions for van Hove singularities of metallic and semiconductor carbon nanotubes. The structure of the CD-CUR/ SWNT composites was characterized by transmission electron microscopy (TEM) and atomic force microscopy (AFM). The TEM and AFM images show that the CD-CUR/SWNT composite exhibits dispersed fibers with a narrow fiber diameter distribution, which suggests that CD-CUR helically wraps around SWNTs to form one-dimensional superstructural composites. Because we hypothesized that the CD-CUR/SWNT composite possesses a molecular recognition

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Photoswitchable Supramolecular Hydrogels Formed by Cyclodextrins and Azobenzene Polymers

Cited by 122 publications

References 58 publications

A Photoresponsive Orthogonal Supramolecular Complex Based on Host–Guest Interactions

A Photoresponsive Orthogonal Supramolecular Complex Based on Host–Guest Interactions

Multistimuli‐Responsive Supramolecular Gels: Design Rationale, Recent Advances, and Perspectives

Photochemically Controlled Supramolecular Curdlan/Single‐Walled Carbon Nanotube Composite Gel: Preparation of Molecular Distaff by Cyclodextrin Modified Curdlan and Phase Transition Control

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