Synthesis and photo-responsive behaviors of hollow polyazobenzene micro-spheres

Wang, Xiaotao; Yang, Yingkui; Yang, Zhifang; Liao, Yonggui; Zhang, Wei; Xie, Xiaolin

doi:10.1007/s11434-010-3248-6

Cited by 10 publications

(4 citation statements)

References 42 publications

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“…Among these interactions, host–guest interactions are excellent supramolecular interactions because of their special steric effects, high selectivity, and tunable binding. ,, Cyclodextrins (CDs) are excellent host molecules because of their low toxicity, easy acquirement, good modifiability, and high solubility. ,,, Azobenzene (Azo) is an ideal photoresponsive guest compound on account of easy synthesis and high photo-isomerization efficiency. − A photoregulated host–guest supramolecular gel has been fabricated using polyacrylamide-based hydrogels functionalized with Azo and CD side moieties . However, most of the photoresponsive supramolecular gels are UV light responsive, while UV light is harmful to health and environmental issues. − …”

Section: Introductionmentioning

confidence: 99%

Wholly Visible-Light-Responsive Host–Guest Supramolecular Gels Based on Methoxy Azobenzene and β-Cyclodextrin Dimers

et al. 2020

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Much attention has been paid to construct photoresponsive host− guest supramolecular gels; however, red-shifting the responsive wavelength remains a formidable challenge. Here, a wholly visible-light-responsive supramolecular gel was fabricated through the host−guest interaction between a βcyclodextrin (β-CD) dimer and a tetra-ortho-methoxy-substituted azobenzene (mAzo) dimer (binary gelator) in DMSO/H 2 O (V/V = 8/2). The minimum gelation concentration of the low-molecular-weight binary gelator was 6 wt % measured via the tube inversion method. The substituted methoxy groups shifted the responsive wavelengths of trans-mAzo and cis-mAzo to the green and blue light regions, respectively. The host−guest interaction between mAzo and β-CD as the driving force for gelation was confirmed using the 1 H-NMR and 2D 1 H NOESY spectra. The supramolecular gel showed good self-supporting ability with a storage modulus higher than 10 4 Pa. The release of Rhodamine B loaded in the gel as a model drug could be controlled by green light irradiation. We envisioned the potential applications of the wholly visible-light-responsive supramolecular compounds ranging from biomedical materials to smart materials.

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Section: Introductionmentioning

confidence: 99%

Wholly Visible-Light-Responsive Host–Guest Supramolecular Gels Based on Methoxy Azobenzene and β-Cyclodextrin Dimers

et al. 2020

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“…In this paper, a new design of a robust and multiple-responsive drug delivery polymeric system based on incorporating photo- and thermal-responsive polymers with UCNPs is presented. UCNP-PNIPAM core–shell nanoparticles are formed by using a modified distillation precipitation polymerization process. − The monodispersed UCNP core transforms the NIR light to UV/visible light to isomerize cross-linked bis(methacryloylamino)-azobenzene (BMAAB) that can produce the photomechanical effect within the shell and alter the controlled release behaviors. The NIR and thermo-responsive controlled release behaviors have also been studied and explored, with the aim to achieve exogenetic (NIR light) and endogenous (temperature) control in one system.…”

Section: Introductionmentioning

confidence: 99%

Thermal and Photo Dual-Responsive Core–Shell Polymeric Nanocarriers with Encapsulation of Upconversion Nanoparticles for Controlled Anticancer Drug Release

Wang

Liu

et al. 2019

J. Phys. Chem. C

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A thermal and photo dual-responsive drug delivery system is newly designed for controlled anticancer drug delivery. The concept of this design is to encapsulate upconversion nanoparticles in a photoresponsive polymer to produce core−shell nanoparticles, in which NIR light is converted to UV/visible light to isomerize cross-linked bis(methacryloylamino)-azobenzene for the control of drug release. A facile scheme, which gives the details of two-step solvothermal treatment, microemulsion, distillation precipitation polymerization, and drug loading, is proposed to realize the design. The dual-responsive drug release behaviors of the system are reported to provide the information for potential development of cancer therapy. It is also found that the Baker−Lonsdale model is suitable for describing the drug release kinetics of this system and the values of the diffusion coefficient under various conditions are determined experimentally.

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“…First, the azobenzene dopant has the advantages of cheap raw materials, mild synthetic conditions, easy chemical modification, good fatigue resistance, and so forth. Second, the photoisomerization of the azobenzene moiety between the trans and cis isomers is reversible, easy to realize, and free from side reactions. − Third, the changes of the molecular size and polarity between the trans and cis isomers are large, which is capable to tune the pitch of induced CLCs in a wide range. ,− Combining the azobenzene moiety with the axially chiral 1,1′-binaphthyl group, Li and his co-workers have done a series of pioneered studies on the doped CLCs with a reversible wide range color-tuning, even a dynamic color photo-tuning in full visible light range. − Meanwhile, the wavelength of stimuli light varies from ultraviolet (UV) to near infrared of 980 nm via loading upconversion nanoparticles into CLCs. , To endow the doped CLCs photoresponse and thermal response concurrently, a mixture of hydrogen-bonded two-component chiral dopants has been used to construct CLCs with full visible light range colors, where the dopant mixture contains a proton-acceptor of binaphthyl azobenzene and a proton-donor of tetrahedral chiral acid …”

Section: Introductionmentioning

confidence: 99%

Precisely Tuning Helical Twisting Power via Photoisomerization Kinetics of Dopants in Chiral Nematic Liquid Crystals

Zhao¹,

Qiu²,

Cheng³

et al. 2018

Langmuir

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It has been paid much attention to improve the helical twisting power (β) of dopants in chiral nematic liquid crystals (CLCs); however, the correlations between the β value and the molecular structures as well as the interaction with nematic LCs are far from clear. In this work, a series of reversibly photo-switchable axially chiral dopants with different lengths of alkyl or alkoxyl substituent groups have been successfully synthesized through nucleophilic substitution and the thiol-ene click reaction. Then, the effect of miscibility between these dopants and nematic LCs on the β values, as well as the time-dependent decay/growth of the β values upon irradiations, has been investigated. The theoretical Teas solubility parameter shows that the miscibility between dopants and nematic LCs decreases with increasing of the length of substituent groups from dopant 1 to dopant 4. The β value of chiral dopants in nematic LCs decreases from dopant 1 to dopant 4 both at the visible light photostationary state (PSS) and at the UV PSS after UV irradiation. With increasing of the length of substituent groups, the photoisomerization rate constant of dopants increases for trans-cis transformation upon UV irradiation and decreases for the reverse process upon visible light irradiation either in isotropic ethyl acetate or in anisotropic LCs, although the constant in ethyl acetate is several times larger than the corresponding value in LCs. Also, the color of the CLCs could be tuned upon light irradiations. These results enable the precise tuning of the pitch and selective reflection wavelength/color of CLCs, which paves the way to the applications in electro-optic devices, information storage, high-tech anticounterfeit, and so forth.

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Synthesis and photo-responsive behaviors of hollow polyazobenzene micro-spheres

Cited by 10 publications

References 42 publications

Wholly Visible-Light-Responsive Host–Guest Supramolecular Gels Based on Methoxy Azobenzene and β-Cyclodextrin Dimers

Wholly Visible-Light-Responsive Host–Guest Supramolecular Gels Based on Methoxy Azobenzene and β-Cyclodextrin Dimers

Thermal and Photo Dual-Responsive Core–Shell Polymeric Nanocarriers with Encapsulation of Upconversion Nanoparticles for Controlled Anticancer Drug Release

Precisely Tuning Helical Twisting Power via Photoisomerization Kinetics of Dopants in Chiral Nematic Liquid Crystals

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