Stimuli-transition of hydrophobicity/hydrophilicity in o-nitrobenzyl ester-containing multi-responsive copolymers: Application in patterning and droplet stabilization in heterogeneous media

Tajmoradi, Zeinab; Roghani‐Mamaqani, Hossein; Salami‐Kalajahi, Mehdi

doi:10.1016/j.polymer.2020.122859

Cited by 22 publications

(12 citation statements)

References 83 publications

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“…Photochromic compounds as an interesting category of smart materials are changed between two states that are different in color, polarity, chemical structure, conjugation, and fluorescence emission. The highly usable photochromic compounds in the preparation of stimuli-chromic polymers with an extensive range of applications are spiropyran, spirooxazine, spirothiopyran, naphthopyrans, benzopyran, azobenzene, diarylethene, fulgide, oxazine, and oxazolidine, as shown in Table . ,,,− The light-induced coloration and fluorescence emission are two characteristics of these compounds, which caused their vast application in the development of anticounterfeiting materials. Spiropyran, spirooxazine, diarylethene, and oxazolidine are known as the most studied compounds in this research area because of their photochromic and fluorescent properties.…”

Section: Photochromismmentioning

confidence: 99%

Photoluminescent and Chromic Nanomaterials for Anticounterfeiting Technologies: Recent Advances and Future Challenges

et al. 2020

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Counterfeiting and inverse engineering of security and confidential documents, such as banknotes, passports, national cards, certificates, and valuable products, has significantly been increased, which is a major challenge for governments, companies, and customers. From recent global reports published in 2017, the counterfeiting market was evaluated to be $107.26 billion in 2016 and forecasted to reach $206.57 billion by 2021 at a compound annual growth rate of 14.0%. Development of anticounterfeiting and authentication technologies with multilevel securities is a powerful solution to overcome this challenge. Stimuli-chromic (photochromic, hydrochromic, and thermochromic) and photoluminescent (fluorescent and phosphorescent) compounds are the most significant and applicable materials for development of complex anticounterfeiting inks with a high-security level and fast authentication. Highly efficient anticounterfeiting and authentication technologies have been developed to reach high security and efficiency. Applicable materials for anticounterfeiting applications are generally based on photochromic and photoluminescent compounds, for which hydrochromic and thermochromic materials have extensively been used in recent decades. A wide range of materials, such as organic and inorganic metal complexes, polymer nanoparticles, quantum dots, polymer dots, carbon dots, upconverting nanoparticles, and supramolecular structures, could display all of these phenomena depending on their physical and chemical characteristics. The polymeric anticounterfeiting inks have recently received significant attention because of their high stability for printing on confidential documents. In addition, the printing technologies including hand-writing, stamping, inkjet printing, screen printing, and anticounterfeiting labels are discussed for introduction of the most efficient methods for application of different anticounterfeiting inks. This review would help scientists to design and develop the most applicable encryption, authentication, and anticounterfeiting technologies with high security, fast detection, and potential applications in security marking and information encryption on various substrates.

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Section: Photochromismmentioning

confidence: 99%

Photoluminescent and Chromic Nanomaterials for Anticounterfeiting Technologies: Recent Advances and Future Challenges

et al. 2020

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“…On the other hand, when a light‐sensitive moiety is located in the hydrophobic micellar core, the nanoaggregate can be photo‐stimulated to disassemble or modify its LCST. This is the case, for example, of photoacid generators, such as o ‐nitro benzylacrylate, 8,146,164 or N‐hydroxyphathalimide methacrylate, 165 which are photocleaved to yield hydrophilic and pH‐sensitive free acrylate groups. Coumarin moieties are incorporated in the design of functional polymers that can be used in electro‐optical studies, photoreversible systems, chiral stationary phases for HPLC, fluorescent tags and fluoroprobes 166 .…”

Section: Random‐ Block‐ and Random‐block Copolymersmentioning

confidence: 99%

“…or of its intramolecular and solvent interactions (usually prompted by temperature). However, the potential or actual fields of application for multi‐responsive polymers are extremely numerous, thanks to the inherent versatility of these structures 8,9 …”

Section: Introductionmentioning

confidence: 99%

Playing construction with the monomer toy box for the synthesis of multi‐stimuli responsive copolymers by reversible deactivation radical polymerization protocols

D’Acunzo

Masci

2021

Journal of Polymer Science

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In this review article, we survey the 2016–June 2021 scientific literature on the synthesis of multi‐stimuli responsive (MSR) polymers, the main focus being on reversible deactivation radical polymerization techniques (RDRPs, also known as controlled radical polymerizations). In fact, along more than 40 years of extensive research, RDRPs have boosted the synthesis of stimuli‐responsive polymers. RDRPs are now robust, versatile, relatively user‐friendly and even interconvertible, thus allowing control over composition, sequence, and topology of polymers. Such control can afford materials with well‐defined responses to physical, chemical, and biological external stimuli. Furthermore, “click” reactions are used to combine macromolecular precursors or to introduce specific functional groups in the target structure. As a result, MSR polymers are obtained from diverse combinations of commercial or specially synthesized building blocks arranged at will into desired sequences and architectures. Thanks to this versatility, self‐assembling polymeric structures are designed either to respond to triggers and perform specific applicative tasks, or to investigate the influence of structural variables on the responsivity of polymers. The “green” trend emerging in the field of responsive polymers and RDRPs is also briefly discussed.

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“…These variations can be chemical, physical, and biological stimuli, such as light, temperature, pH, CO 2 gas, glucose, enzymes, etc. , The main stimuli-responsive polymeric systems are designed as polymer solutions, organo- and hydrogels, surfaces and interfaces, fibers, colloids, and solids. − Light has attracted huge attention because of its easy external triggering; attainability; nondestructive effects on polymeric systems; and modulation in intensity, wavelength, and irradiation time. − Concerning the type of the photoresponsive moieties and their location in the polymer chain, different photoresponsive polymers could be obtained, which show irreversible or reversible reactions upon light irradiation. These reactions finally result in a variation of hydrophilicity by isomerization, cross-linking by dimerization, main chain degradation by cleavage, or block junction breaking in the polymer structure under light irradiation. − Dimerization reactions of these photoresponsive moieties are mostly based on different cycloaddition mechanisms. The [2π + 2π] cycloaddition reaction of two alkenes results in cyclobutane dimer formation between the two molecules .…”

Section: Introductionmentioning

confidence: 99%

Coumarin-Containing Block Copolymers as Carbon Dioxide Chemosensors Based on a Fluorescence Quenching Mechanism

Mardani

Roghani‐Mamaqani

Shahi

et al. 2022

ACS Appl. Polym. Mater.

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Coumarin-containing stimuli-responsive block copolymers were synthesized via atom transfer radical polymerization (ATRP), which exhibited a sensitivity of fluorescence emission intensity to carbon dioxide by a fluorescence quenching mechanism. Poly(7-acryloyloxy 4-methylcoumarin-r-methyl methacrylate)-b-poly(dimethylaminoethyl methacrylate) (P(CMA-r-MMA)-b-PDMAEMA) with different block lengths were synthesized using a coumarin functional ATRP initiator 7-(2bromoisobutyryloxy)-4-methylcoumarin. The block copolymers were self-assembled into a vesicular morphology in an aqueous medium with the poly(2-(dimethylamino)ethyl methacrylate) (PDMAEMA) block in the inner and outer shells and the P(CMA-r-MMA) block in the core. The hydrophilic fraction calculated from proton nuclear magnetic resonance spectra and transmission electron microscopy and optical microscopy images confirmed the self-assembly of the block copolymers to the vesicular morphology in the aqueous medium. The size of the self-assembled structures was studied in different conditions by dynamic light scattering. Ultraviolet−visible spectroscopy showed the presence of coumarin in the structure of vesicles and also its dimerization during light irradiation. An aqueous colloidal dispersion of the vesicular assemblies was used for sensing CO 2 gas in aqueous media using fluorescence spectroscopy. The wall thickness of the vesicles decreased upon CO 2 bubbling, which was accompanied by an increase of their hydrodynamic radius. Therefore, the distance of coumarin moieties increased and subsequently resulted in a decrease in their aggregation state and fluorescence intensity. This process was also reversibly carried out to increase the pH of the medium by N 2 bubbling. Indeed, the prepared fluorescence chemosensor was used for the detection of CO 2 on the basis of the fluorescence quenching mechanism. The chemosensor formed from the block copolymer having the highest amount of PDMAEMA and 7-acryloyloxy-4-methylcoumarin (CMA) showed the highest reversible CO 2 sensing ability at room temperature.

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Stimuli-transition of hydrophobicity/hydrophilicity in o-nitrobenzyl ester-containing multi-responsive copolymers: Application in patterning and droplet stabilization in heterogeneous media

Cited by 22 publications

References 83 publications

Photoluminescent and Chromic Nanomaterials for Anticounterfeiting Technologies: Recent Advances and Future Challenges

Photoluminescent and Chromic Nanomaterials for Anticounterfeiting Technologies: Recent Advances and Future Challenges

Playing construction with the monomer toy box for the synthesis of multi‐stimuli responsive copolymers by reversible deactivation radical polymerization protocols

Coumarin-Containing Block Copolymers as Carbon Dioxide Chemosensors Based on a Fluorescence Quenching Mechanism

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