Regioselective Molecularly Imprinted Reaction Field for [4 + 4] Photocyclodimerization of 2-Anthracenecarboxylic Acid

Nakai, Satoshi; Sunayama, Hirobumi; Kitayama, Yukiya; Nishijima, Masaki; Wada, Takehiko; Inoue, Yoshihisa; Takeuchi, Toshio

doi:10.1021/acs.langmuir.6b04104

Cited by 7 publications

(3 citation statements)

References 39 publications

(39 reference statements)

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“…Materials generated by this technique present high chemical resistance, thermal stability, good mechanical properties and reusability [23]. Hence, considering the advantages of MI, many scientists have been using this technique to develop various advanced materials [24][25][26], such as membranes [27,28], beads [29], particles [30,31], micro-and nano-gels [32,33] or thin films [34,35], to be utilized as separation tools [36], catalysts [37] or sensors and biosensors [38] for metal recovery [39,40], drug delivery [41] and ternary mixture separation [42]. In this context, some authors have already reported the use of MI for developing TNT-MIPs using surface imprinting of silica nanoparticles [43] and nanotubes [44] or bulk imprinting of films [16,27].…”

Section: Introductionmentioning

confidence: 99%

Biomimetic Sensitive Elements for 2,4,6-Trinitrotoluene Tested on Multi-Layered Sensors

et al. 2020

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In spite of technological progress, most of the current techniques for 2,4,6-trinitrotoluene (TNT) detection are time consuming due to laborious sensor preparation. Thereby, the aim of this work was to enlarge the knowledge for preparing sensitive elements for TNT with the aid of molecular imprinting; a known technique used to deliver biomimetic materials. The study first depicts the auto-assembly mechanism of (TNT) with functional diamino-silanes (i.e., N-(2-aminoethyl)-3-aminopropyl methyl dimethoxysilane), via “double” Meisenheimer complexes. This mechanism is being described herein for the first time and applied further to obtain molecularly imprinted polymer (MIP) films for TNT recognition. For testing the potential application of films as chemical sensor elements, typical rebinding assays of TNT in a liquid state and the rebinding of TNT in a vapor state, using multilayered sensor chips composed of quartz-chromium (Cr)-gold (Au)-titanium oxide (TiO2), were employed. Batch rebinding experiments have shown that thinner films were more efficient on retaining TNT molecules in the first five min, with a specificity of about 1.90. The quartz-Cr-Au-TiO2-MIP capacitive sensors, tested in vapor state, registered short response times (less than 25 s), low sensitivity to humidity and high specificity for TNT.

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Section: Introductionmentioning

confidence: 99%

Biomimetic Sensitive Elements for 2,4,6-Trinitrotoluene Tested on Multi-Layered Sensors

et al. 2020

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“…Organic templates can also be used to imprint catalytic cavities with specific shapes to increase selectivity in catalysis. − Most experiments in this category have focused on using the sacrificial templating agent during the synthesis of the catalyst. ,− but there are some examples of imprinting performed via the addition of polymer or sol-gel silica layers to existing catalysts. In one example, an imprinted mesoporous La-doped titania film was prepared to selectively promote the hydrolysis of the pesticide paraoxon: mesoporosity was achieved by using a tri-block copolymer (Pluronic F127) as a micellar template, and molecular imprinting of catalytic cavities by adding a La(III)-(bis-4-nitro-phenyl-phosphate) complex .…”

Section: Surface Modificationmentioning

confidence: 99%

Designing Sites in Heterogeneous Catalysis: Are We Reaching Selectivities Competitive With Those of Homogeneous Catalysts?

Zaera

2022

Chem. Rev.

167

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A critical review of different prominent nanotechnologies adapted to catalysis is provided, with focus on how they contribute to the improvement of selectivity in heterogeneous catalysis. Ways to modify catalytic sites range from the use of the reversible or irreversible adsorption of molecular modifiers to the immobilization or tethering of homogeneous catalysts and the development of well-defined catalytic sites on solid surfaces. The latter covers methods for the dispersion of single-atom sites within solid supports as well as the use of complex nanostructures, and it includes the post-modification of materials via processes such as silylation and atomic layer deposition. All these methodologies exhibit both advantages and limitations, but all offer new avenues for the design of catalysts for specific applications. Because of the high cost of most nanotechnologies and the fact that the resulting materials may exhibit limited thermal or chemical stability, they may be best aimed at improving the selective synthesis of high value-added chemicals, to be incorporated in organic synthesis schemes, but other applications are being explored as well to address problems in energy production, for instance, and to design greener chemical processes. The details of each of these approaches are discussed, and representative examples are provided. We conclude with some general remarks on the future of this field.

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“…Recently, metal‐free GMICs have been also developed, and they have been shown to exhibit great potential for growing economic profits, protecting the environment, reducing health risks, and increasing sustainability. [ 98 ] In addition, metal‐free and eco‐compatible greenificated molecularly imprinted nanoreactors (GMINs) have been synthesized via miniemulsion polymerization prior to their direct application in multicomponent reactions. [ 99 ] Under solvent‐free conditions, these GMINs produced excellent product yields, and multisubstituted imidazole derivatives were achieved in good purities.…”

Section: Catalysismentioning

confidence: 99%

Greenificated Molecularly Imprinted Materials for Advanced Applications

et al. 2022

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Molecular imprinting technology (MIT) produces artificial binding sites with precise complementarity to substrates and thereby is capable of exquisite molecular recognition. Over five decades of evolution, it is predicted that the resulting host imprinted materials will overtake natural receptors for research and application purposes, but in practice, this has not yet been realized due to the unsustainability of their life cycles (i.e., precursors, creation, use, recycling, and end‐of‐life). To address this issue, greenificated molecularly imprinted polymers (GMIPs) are a new class of plastic antibodies that have approached sustainability by following one or more of the greenification principles, while also demonstrating more far‐reaching applications compared to their natural counterparts. In this review, the most recent developments in the delicate design and advanced application of GMIPs in six fast‐growing and emerging fields are surveyed, namely biomedicine/therapy, catalysis, energy harvesting/storage, nanoparticle detection, gas sensing/adsorption, and environmental remediation. In addition, their distinct features are highlighted, and the optimal means to utilize these features for attaining incredibly far‐reaching applications are discussed. Importantly, the obscure technical challenges of the greenificated MIT are revealed, and conceivable solutions are offered. Lastly, several perspectives on future research directions are proposed.

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Regioselective Molecularly Imprinted Reaction Field for [4 + 4] Photocyclodimerization of 2-Anthracenecarboxylic Acid

Cited by 7 publications

References 39 publications

Biomimetic Sensitive Elements for 2,4,6-Trinitrotoluene Tested on Multi-Layered Sensors

Biomimetic Sensitive Elements for 2,4,6-Trinitrotoluene Tested on Multi-Layered Sensors

Designing Sites in Heterogeneous Catalysis: Are We Reaching Selectivities Competitive With Those of Homogeneous Catalysts?

Greenificated Molecularly Imprinted Materials for Advanced Applications

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