Photoresponsive Viscosity and Host−Guest Association in Aqueous Mixtures of Poly-Cyclodextrin with Azobenzene-Modified Poly(acrylic)acid

Pouliquen, Gauthier; Amiel, Catherine; Tribet, Christophe

doi:10.1021/jp070798+

Cited by 65 publications

(53 citation statements)

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“…For example, some hydrophobically modified water-soluble polymers realized sol-gel transition as a result of the reversible interactions of cyclodextrin and alkyl chains. [5] The assembly and disassembly of polymeric vesicles can be controlled by photosensitive interactions between cyclodextrin and azobenzene compounds. [6] The self-assembly of polyethylene glycol (PEG) and a-cyclodextrins (a-CDs) to form linear pseudopolyrotaxane (PPR), with PEG as the axis and a-CDs as threaded rings, was reported by Harada et al [7] Since the ability of PPR to form physical hydrogels was first reported in 1994, the system has been extensively studied as the hydrogels show very promising uses as biomedicine materials.…”

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confidence: 99%

Photoresponsive Pseudopolyrotaxane Hydrogels Based on Competition of Host–Guest Interactions

et al. 2010

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Reversibility is a basic and crucial feature of supramolecular systems.[1] In designing and fabricating new supramolecular materials, the realization of reversibility is particularly important as it could enable these substances to be superior to conventional materials. An excellent example is an elastomer reported recently, made of small functional molecules which form both long chains and cross-linkers through intermolecular multiple hydrogen bonding. When broken or cut, the elastomer can be simply repaired by just bringing together the fractured surfaces and allowing the recovery of the hydrogen bonding. [2] There are plenty of reports on supramolecular assemblies of polymers showing reversible responses to environmental changes; however, these are mostly based on the inherent stimuli-sensitive properties of the building blocks, such as the temperature-induced coil-globule transition of poly(N-isopropyl acrylamide) (PNIPAM) [3] and pH-induced protonation of poly(vinyl pyridine), [4] rather than the reversibility of the supramolecular interactions. Therefore, taking full advantage of the reversibility of the noncovalent interactions to construct supramolecular materials is still a big challenge. This has drawn increasing interest in recent years, and has led to a series of promising results. For example, some hydrophobically modified water-soluble polymers realized sol-gel transition as a result of the reversible interactions of cyclodextrin and alkyl chains.[5] The assembly and disassembly of polymeric vesicles can be controlled by photosensitive interactions between cyclodextrin and azobenzene compounds.[6]The self-assembly of polyethylene glycol (PEG) and a-cyclodextrins (a-CDs) to form linear pseudopolyrotaxane (PPR), with PEG as the axis and a-CDs as threaded rings, was reported by Harada et al. [7] Since the ability of PPR to form physical hydrogels was first reported in 1994, the system has been extensively studied as the hydrogels show very promising uses as biomedicine materials. [8] There is now good understanding of the formation mechanisms and structures of such PPR hydrogels, but little has been explored concerning their dissociation and reassembly, though increasing temperature [9] and shearing [9b,c] could make the hydrogel turn to a sol. Herein, we demonstrate a facile photocontrollable supramolecular route to realize the disassembly and reassembly of the PPR hydrogels. The addition of a photoresponsive compound containing an azobenzene moiety to the PPR hydrogel was found to be effective in converting the hydrogels to transparent solutions. By subsequent alternation of UV and visible irradiation, reversible sol-to-gel and gel-to-sol transitions were observed. Thus, the widely investigated PEG/a-CD PPR hydrogel is proved to be "active" in supramolecular chemistry, and the reversible nature of supramolecular materials is fully realized.In our study, the PPR hydrogel (Figure 1 a) was prepared by using PEG10K (molecular weight 10 000) and a-CD in water as described in reference [7c]. The concen...

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Photoresponsive Pseudopolyrotaxane Hydrogels Based on Competition of Host–Guest Interactions

et al. 2010

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“…Macromolecules that are light‐sensitive have potential applications in controlled drug‐delivery and sol–gel materials. Pouliquen et al48 have studied the binding of azobenzene‐modified polyacrylate (AMP) to β‐cyclodextrin (CD) and CD‐containing polymers (PolCD) in aqueous solution and their photoresponse by CE and UV–vis spectrometry. They found that AMP interacts more tightly with PolCD than any CD monomer tested including α‐CD, β‐CD, and hydropropyl‐β‐CD.…”

Section: Discussionmentioning

confidence: 99%

Recent Advances in Affinity Capillary Electrophoresis (2007)

Liu

Dahdouh

Salgado

et al. 2009

Journal of Pharmaceutical Sciences

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“…Doi et al recently reported the dimerization of trans carboxyl styrylpyrene under 455 nm visible light, which could be efficiently reversed by irradiation with 340 nm UV light. [65] Thus, many designs for photoresponsive hydrogels based on azobenzene-CD host-guest interaction were invented, as reviewed lately. [59][60][61] In addition, photoinduced exchange reactions, such as disulfide exchange chemistry and allyl sulfide/thiol exchanges, have been adopted in the design of lightresponsive hydrogels.…”

Section: Molecular Mechanismsmentioning

confidence: 99%

Design and Applications of Photoresponsive Hydrogels

2019

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materials with diverse applications in var ious fields due to their tunable chemistry structure and physical properties as well as excellent biocompatibility. [2][3][4][5] Hydrogel research has evolved from static mate rials to smart ones, whose structures and property show responsiveness to external stimuli, including temperature, pH, light, electric or magnetic fields, and the pres ence of enzymes or ion concentrations. [6][7][8][9][10][11] This unprecedented level of control over material properties has driven both med ical and industrial fields into the realm of possibility: controlled drug delivery, [12] chemical sensors, [13] soft actuators or robotics, [14][15][16] or scaffolds for dynamic 3D cell culture. [17] Photoresponsiveness is attractive due to the inherent advan tages of light as stimulus. Light is non invasive and allows remote manipulation of materials without requiring additional reagents, thus, with limited byproducts. Modulation of irradiation parameters, such as light intensity and irradiation time, permits the pre cise control of irradiation dosage, thereby, the degree of photo reactions. Spatial control can be achieved in both 2D and 3D, and temporal control is possible by simply turning the respec tive light source on or off. Wavelengthselective photo chemical reactions can be used for orthogonal photomediation of hydrogel properties. [18] Photoresponsive hydrogels, as externally tunable materials, strongly contribute to the field of soft smart materials in regard to the abovementioned applications. [19] In this review, we elaborate on the design and the emerging appli cations of photoresponsive hydrogels. A comprehensive review about utilizing light for the formation of hydrogels is given by Mi and coworkers. [20] First, we discuss responsive modes and photochemical mechanisms of photoresponsive hydrogels. Fol lowing this, we highlight their applications for dynamic cell environments, smart biointerfaces, controlled drug delivery, photodriven actuators, and lighthealing materials. The review concludes with an outlook on the challenges and potential future approaches for photo responsive hydrogels. Light as Stimulus for Hydrogels Macroscopic Hydrogel PhotoresponsesThe interaction of light with photoresponsive hydrogels can result in different responses, some of which are observable with the bare eye. Those include hydrogel formation or degradation, network contraction or expansion, and chemical modifications in the network, which then have an immediate consequence on Hydrogels are the most relevant biochemical scaffold due to their tunable properties, inherent biocompatibility, and similarity with tissue and cell environments. Over the past decade, hydrogels have developed from static materials to "smart" responsive materials adapting to various stimuli, such as pH, temperature, chemical, electrical, or light. Light stimulation is particularly interesting for many applications because of the capability of contact-free remote manipulation of biomaterial properties and inherent spatial and t...

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Photoresponsive Viscosity and Host−Guest Association in Aqueous Mixtures of Poly-Cyclodextrin with Azobenzene-Modified Poly(acrylic)acid

Cited by 65 publications

References 33 publications

Photoresponsive Pseudopolyrotaxane Hydrogels Based on Competition of Host–Guest Interactions

Photoresponsive Pseudopolyrotaxane Hydrogels Based on Competition of Host–Guest Interactions

Recent Advances in Affinity Capillary Electrophoresis (2007)

Design and Applications of Photoresponsive Hydrogels

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