TEMPO Functionalized Polymers: Synthesis and Applications

Li, Shaojie; Wang, Huali; Xing, Yubin; Chu, Xiaomeng; Fang, Zhao; Tang, Erjun

doi:10.2174/1385272820666151120000657

Cited by 12 publications

(6 citation statements)

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“…For the first time, Tanyeli et al used polynorbornene to support TEMPO as recyclable catalysts and synthesized three sorts of TEMPO-based polymeric catalysts ( 61a – c , Scheme ) by ring-opening metathesis polymerization (ROMP) . These homogeneous catalysts were employed for the oxidation of alcohols using bleach as a co-oxidant and showed efficient activity to produce respective carbonyl compounds.…”

Section: Tempo Immobilizationmentioning

confidence: 99%

TEMPO in Chemical Transformations: From Homogeneous to Heterogeneous

et al. 2019

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The organic nitroxyl radical, TEMPO (2,2,6,6-tetramethylpiperidine-N-oxyl), finds a variety of industrial applications for chemical transformations. Because of economic and environmental concerns, the recovery and reuse of TEMPO with maintained high activity are of the utmost importance. In this Review, we summarize the most important advances made by the scientific community in TEMPO immobilization on various organic and inorganic support materials for recovery and reuse, and we discuss the activity and stability, as well as the procedures. Also summarized is the wide range of applications of TEMPO in both homogeneous and heterogeneous forms in chemical transformations, beginning from methodology tuning in synthetic chemistry to the use in polymer chemistry.

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Section: Tempo Immobilizationmentioning

confidence: 99%

TEMPO in Chemical Transformations: From Homogeneous to Heterogeneous

et al. 2019

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“…Discrete organic molecules have been comprehensively reviewed [11,[55][56][57][58]. Other recent reviews have discussed radical polymer synthesis [59][60][61], general advantages and disadvantages of organic battery chemistries [11,17,56], and their application in organic electronic devices [62]. Notably, there is significant overlap between small molecules and radical polymers as many known small molecules have been immobilized on polymer backbones to prevent dissolution issues, albeit at the expense of gravimetric capacity [10,59,63,64].…”

Section: Introductionmentioning

confidence: 99%

Engineering radical polymer electrodes for electrochemical energy storage

Nevers

Brushett

Wheeler

2017

Journal of Power Sources

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In principle a wide range of organic materials can store energy in the form of reversible redox conversions of stable radicals. Such chemistry holds great promise for energy storage applications due to high theoretical capacities, high rate capabilities, intrinsic structural tunability, and the possibility of low-cost "green" syntheses from renewable sources. There have been steady improvements in the design of organic radical polymers, in which radicals are incorporated into the backbone and/or as pendant groups. This review highlights opportunities for improved redox molecule and polymer design along with the key challenges (e.g., transport phenomena, solubility, and reaction mechanisms) to transitioning known organic radicals into high-performance electrodes. Ultimately, organic-based batteries are still a nascent field with many open questions. Further advances in molecular design, electrode engineering, and device architecture will be required for these systems to reach their full potential and meet the diverse and increasing demands for energy storage.

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“…Organic polymer batteries have drawn attention as alternatives to Li-ion batteries using inorganic transition metal oxides due to the organic electrode’s alternative sourcing (petroleum-based vs extraction through mining) and potentially lower environmental impact. − In addition, the versatile synthetic chemistry of polymers offers an opportunity to tune electrochemical properties. ,− In particular, organic radical polymer batteries − have captured interest owing to the fast electron transfer kinetics of the radical group. The most commonly explored organic radical polymer is poly(2,2,6,6-tetramethylpiperidinyloxy-4-yl methacrylate) (PTMA), , which consists of an aliphatic backbone and a pendant (2,2,6,6-tetramethylpiperidin-1-yl)oxyl (TEMPO) group.…”

mentioning

confidence: 99%

Electrochemical Energy Storage in Poly(dithieno[3,2-b:2′,3′-d]pyrrole) Bearing Pendant Nitroxide Radicals

Wang

Zhang

et al. 2018

Chem. Mater.

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The design and electrochemical synthesis of a conjugated radical polymer (CRP), poly(dithieno[3,2-b:2′,3′d]pyrrole) bearing pendant nitroxide radicals, is reported. Conjugated radical polymers potentially offer simultaneous conductivity and redox activity in the context of organic energy storage. One challenge is understanding the internal electron transfer that occurs in CRPs, which affects the electrochemical energy storage properties. The CRP here is purposefully designed to examine the case of when the conjugated backbone's redox potential is less than that of the organic radical group. Cyclic voltammetry on the as-prepared CRP exhibits two wellresolved redox peaks at E pa1 = 3.15 V and E pa2 = 3.61 V vs Li/Li + , corresponding to the redox activities of the (dithieno[3,2b:2′,3′-d]pyrrole) (DTP) backbone and nitroxide radical, respectively. Galvanostatic charge/discharge studies also reveal a twostep charge/discharge process. The lower oxidation potential of DTP contributes to a conductive pathway during the charge/ discharge process. An internal electron transfer process occurs during the decay of the open circuit potential, as the final potential stabilizes around 3 V. This strategy emphasizes the effects on energy storage when the redox active polymer contains two moieties that are redox active at different potentials, thus impacting future CRP design.

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TEMPO Functionalized Polymers: Synthesis and Applications

Cited by 12 publications

References 0 publications

TEMPO in Chemical Transformations: From Homogeneous to Heterogeneous

TEMPO in Chemical Transformations: From Homogeneous to Heterogeneous

Engineering radical polymer electrodes for electrochemical energy storage

Electrochemical Energy Storage in Poly(dithieno[3,2-b:2′,3′-d]pyrrole) Bearing Pendant Nitroxide Radicals

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