Synthesis of poly(<i>N</i>-isopropylacrylamide) polymer crosslinked with an AIE-active azonaphthol for thermoreversible fluorescence

Oh, Mintaek; Yoon, Yeoju; Lee, Taek Seung

doi:10.1039/d0ra08257k

Cited by 15 publications

(9 citation statements)

References 72 publications

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“…Although reversible swelling and on-off switching behavior have been reported for hydrogels in different pH environments, the contribution of the results presented with the ionic-strength change to the studies in this field is important. Oh and coworkers 38 prepared PNIPA crosslinked with a divinylazonaphthol monomer via radical emulsion polymerization and investigated the fluorescence intensity by changing the temperature between 30 and 50 1C repeatedly. When reversible changes in temperature were repeated six times, the fluorescence increased upon heating and PNIPA exhibited a noticeable size change with sol-gel transition.…”

Section: Salt-triggered Swelling Behaviormentioning

confidence: 99%

Anionically modified N-(alkyl)acrylamide-based semi-IPN hybrid gels reinforced with SiO₂ for enhanced on–off switching and responsive properties

Kalkan

Orakdöğen

2022

Soft Matter

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Section: Salt-triggered Swelling Behaviormentioning

confidence: 99%

Anionically modified N-(alkyl)acrylamide-based semi-IPN hybrid gels reinforced with SiO₂ for enhanced on–off switching and responsive properties

Kalkan

Orakdöğen

2022

Soft Matter

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“…To this, about 4.2 g (26.5 mmol) of GMA was added and the reaction solution was purged with nitrogen gas for 30 min. Further, approximately 0.1 g AIBN was added to initiate the reaction and the reaction flask was magnetically stirred under inert conditions at 65 • C for 24 h [46]. The resulting viscous mass was precipitated in a beaker containing 250 mL hexane and the precipitation process was repeated 3 times to eliminate the unreacted monomer molecules.…”

Section: Preparation Of Pnipaam-co-gma-lys Hg Systemmentioning

confidence: 99%

L-Lysine-Modified pNIPAm-co-GMA Copolymer Hydrogel for pH- and Temperature-Responsive Drug Delivery and Fluorescence Imaging Applications

Moorthy

Vanaraj

Thirupathi³

et al. 2023

Gels

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The development of dual-stimuli-responsive hydrogels attracts much research interest owing to its unique stimuli-responsive characteristics. In this study, a poly-N-isopropyl acrylamide-co-glycidyl methacrylate-based copolymer was synthesized by incorporating N-isopropyl acrylamide (NIPAm) and a glycidyl methacrylate (GMA) monomer. The synthesized copolymer, pNIPAm-co-GMA was further modified with L-lysine (Lys) functional units and further conjugated with fluorescent isothiocyanate (FITC) to produce a fluorescent copolymer pNIPAAm-co-GMA-Lys hydrogel (HG). The in vitro drug loading and dual pH- and temperature-stimuli-responsive drug release behavior of the pNIPAAm-co-GMA-Lys HG was investigated at different pH (pH 7.4, 6.2, and 4.0) and temperature (25 °C, 37 °C, and 45 °C) conditions, respectively, using curcumin (Cur) as a model anticancer drug. The Cur drug-loaded pNIPAAm-co-GMA-Lys/Cur HG showed a relatively slow drug release behavior at a physiological pH (pH 7.4) and low temperature (25 °C) condition, whereas enhanced drug release was achieved at acidic pH (pH 6.2 and 4.0) and higher temperature (37 °C and 45 °C) conditions. Furthermore, the in vitro biocompatibility and intracellular fluorescence imaging were examined using the MDA-MB-231 cell line. Therefore, we demonstrate that the synthesized pNIPAAm-co-GMA-Lys HG system with temperature- and pH-stimuli-responsive features could be promising for various applications in biomedical fields, including drug delivery, gene delivery, tissue engineering, diagnosis, antibacterial/antifouling material, and implantable devices.

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“…Besides generating new properties or enhancing the properties of molecules, aggregation can also cause the total reverse of the molecular properties, resulting in a property transformation from −1 → +1. For example, poly( N -isopropylacrylamide) (PNIPAM) is a well-studied temperature-sensitive polymer with broad applications . One of the most important characteristics of PNIPAM is the temperature-resulting phase transition.…”

Section: From Molecular Hydrophilicity To Aggregate Hydrophobicitymentioning

confidence: 99%

“…For example, poly(N-isopropylacrylamide) (PNIPAM) is a well-studied temperature-sensitive polymer with broad applications. 37 One of the most important characteristics of PNIPAM is the temperature-resulting phase transition. The temperature-induced phase transition actually represents a kind of aggregation-induced transformation from hydrophilicity to hydrophobicity.…”

Section: From Molecular Hydrophilicity To Aggregate Hydrophobicitymentioning

confidence: 99%

Aggregate Materials beyond AIEgens

Zhao

Tang

2021

Acc. Mater. Res.

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Metrics & MoreArticle RecommendationsCONSPECTUS: Aggregate materials focus on the materials that are constituted by more than a single entity. It could be dimers, trimers, or multimers formed by the group of same molecules or mixtures formed by different molecules. Although materials have different forms such as liquid, hydrogel, colloidal suspension, and powder, aggregates undisputedly are among the most commonly existing forms, which involve many aspects of human daily life such as the clothes we wear, the drugs we take, the food we eat, and the tools and devices we use. Sciences related to aggregate materials are also rich. From molecules to aggregates, different aspects of science such as crystallography, interfacial science, supramolecular science, and engineering science may be involved. Therefore, research on aggregate materials and related mechanisms that dominate the properties of aggregate materials is significant. However, it is noteworthy that reductionism is the dominant research philosophy for the design of traditional materials, and it claims that a molecule is the smallest particle of a substance that retains all of the properties of the substance. Consequently, scientists have expended a lot of effort to develop new molecules and to study the relationships between molecular structure and properties without paying attention to aggregate tuning. Actually, more and more research supports the fact that aggregate control such as the tuning of the packing mode, self-assembly, and morphology could work as a more versatile and effective strategy to endow materials with rich properties and functions. A prototype of the aggregate research is the aggregation-induced emission (AIE) phenomenon and materials. AIE research mainly focuses on the luminescence change accompanied by the aggregation process. After more than 20 years of flourishing development, AIE research has made great advances in new material development, mechanism studies, and hightechnology applications. More importantly, AIE research opens the window to aggregate science and demonstrates that new behaviors and functions that are absent in single molecular species can be generated in molecular aggregates.In this Account, we highlight our efforts toward aggregate materials beyond AIE luminogens (AIEgens), with a special focus on new properties in addition to luminesce endowed by aggregation. We first summarize the chirality that is induced by the aggregation process of prochiral molecules. Then we present the aggregation resulting from the transformation between hydrophilicity and hydrophobicity. After that, the aggregation-induced generation of reactive oxygen species (ROS) is described and the regulation of the aggregation state for tuning the ROS generation efficiency is discussed. We also discuss how to achieve the switch between radiative decay and nonradiative decay through the regulation of the aggregation extent to afford luminescence and photothermy (photothermal effect), respectively. Additionally, different strategies to accelerate th...

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Synthesis of poly(N-isopropylacrylamide) polymer crosslinked with an AIE-active azonaphthol for thermoreversible fluorescence

Abstract: A novel thermoresponsive polymer with AIE behavior is developed for reversible fluorescence switching using unusual AIE-active azonaphthol derivatives.

Cited by 15 publications

References 72 publications

Anionically modified N-(alkyl)acrylamide-based semi-IPN hybrid gels reinforced with SiO₂ for enhanced on–off switching and responsive properties

Anionically modified N-(alkyl)acrylamide-based semi-IPN hybrid gels reinforced with SiO₂ for enhanced on–off switching and responsive properties

L-Lysine-Modified pNIPAm-co-GMA Copolymer Hydrogel for pH- and Temperature-Responsive Drug Delivery and Fluorescence Imaging Applications

Aggregate Materials beyond AIEgens

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Synthesis of poly(N-isopropylacrylamide) polymer crosslinked with an AIE-active azonaphthol for thermoreversible fluorescence

Abstract: A novel thermoresponsive polymer with AIE behavior is developed for reversible fluorescence switching using unusual AIE-active azonaphthol derivatives.

Cited by 15 publications

References 72 publications

Anionically modified N-(alkyl)acrylamide-based semi-IPN hybrid gels reinforced with SiO2 for enhanced on–off switching and responsive properties

Anionically modified N-(alkyl)acrylamide-based semi-IPN hybrid gels reinforced with SiO2 for enhanced on–off switching and responsive properties

L-Lysine-Modified pNIPAm-co-GMA Copolymer Hydrogel for pH- and Temperature-Responsive Drug Delivery and Fluorescence Imaging Applications

Aggregate Materials beyond AIEgens

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Product

Resources

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Anionically modified N-(alkyl)acrylamide-based semi-IPN hybrid gels reinforced with SiO₂ for enhanced on–off switching and responsive properties

Anionically modified N-(alkyl)acrylamide-based semi-IPN hybrid gels reinforced with SiO₂ for enhanced on–off switching and responsive properties