Synthesis of vinyl polymers substituted with 2-propanol and acetone and investigation of their reversible hydrogen storage capabilities

Oka, Kouki; Tobita, Yuka; Kataoka, Miho; Murao, Saki; Kobayashi, Kazuki; Furukawa, Shuhei; Nishide, Hiroyuki; Oyaizu, Kenichi

doi:10.1038/s41428-021-00475-1

Cited by 8 publications

(9 citation statements)

References 44 publications

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“…The apparent activation energy for dehydrogenation was estimated from the Arrhenius plot (Fig. 3(c)) to be +52.0 kJ mol −1 , which is lower than the standard reaction enthalpy, Δ H 0 = +70.0 kJ mol −1 31,32 . The difference can be ascribed to the particular catalytic cycle of the Ir cat.…”

Section: Resultsmentioning

confidence: 89%

“…Furthermore, owing to the high population of the hydrogenation/dehydrogenation sites in the bulk of the polymer, the proton‐ and hydrogen‐exchange reactions occur efficiently. Furthermore, these polymers can be fully hydrogenated and dehydrogenated even in their solid states 15,20,23–31 . Most recently, we reported the reversible hydrogen storage capability of isopropanol/acetone‐substituted vinyl polymers swollen with ethylene glycol containing an Ir cat 31 .…”

Section: Introductionmentioning

confidence: 99%

“…Furthermore, these polymers can be fully hydrogenated and dehydrogenated even in their solid states 15,20,23–31 . Most recently, we reported the reversible hydrogen storage capability of isopropanol/acetone‐substituted vinyl polymers swollen with ethylene glycol containing an Ir cat 31 . A reversible hydrogenation cycle operating at temperatures higher than the boiling points of isopropanol and acetone was realized by incorporating these groups as pendants in the polymer 31 …”

Section: Introductionmentioning

confidence: 99%

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Hydrophilic isopropanol/acetone‐substituted polymers for safe hydrogen storage

Oka

Tobita

Kataoka

et al. 2021

Polymer International

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The development of hydrogen carriers that are free from safety risks such as explosivity, volatility and toxicity is essential for safe hydrogen storage. In this study, we synthesize a safe and hydrophilic isopropanol/acetone‐substituted polymeric hydrogen carrier by a facile synthetic procedure that is conducted in water and only requires dialysis with water for purification. A simple nucleophilic substitution of poly(allylamine) and 2‐bromoacetone produces a hydrophilic acetone‐substituted poly(allylamine) derivative, facilitating control over the hydrophilicity of the polymer according to the degree of substitution. The polymer is readily hydrogenated using NaBH4 to obtain a hydrophilic isopropanol‐substituted poly(allylamine). The high density of the repeating units and high hydrophilicity of the amine groups enable the maximization of the mass hydrogen storage density of the redox polymer to ca 1.5 wt%. Reversible hydrogen gas fixation/release from the polymeric hydrogels via chemical bond formation/disconnection is realized with complete conversion, with dehydrogenation occurring at 65–95 °C in the presence of an iridium complex catalyst. © 2021 Society of Industrial Chemistry.

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Section: Resultsmentioning

confidence: 89%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Hydrophilic isopropanol/acetone‐substituted polymers for safe hydrogen storage

Oka

Tobita

Kataoka

et al. 2021

Polymer International

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“…The dehydrogenation temperature is also limited to the boiling point of acetone (56 °C). Compact polymeric analogues, such as poly(3-butene-2-ol) and poly(vinyl methyl ketone) (entry 4, Table 2), were synthesised 135 and gels with Ir-catalyst-containing ethylene glycol were prepared. The former gel released hydrogen gas (hydrogen density: 2.8 wt%) at 180 °C over 1 h, while the later was hydrogenated under 3 atm of hydrogen at 80 °C over 1 d, with dehydrogenative/hydrogenative redox cyclability.…”

Section: Reversible Hydrogen-fixing In Redox Polymersmentioning

confidence: 99%

Organic redox polymers as electrochemical energy materials

Nishide

2022

Green Chem.

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“…Despite the fact that this polymer is an acceptable material for rechargeable proton-exchange membrane fuel cell systems, more research on poly(vinylfluorenone) is worthwhile [ 45 ]. The results of this study were followed by another analysis on the hydrogenation of poly(methyl vinyl ketone) in the presence of an iridium catalyst [ 42 , 46 ]. Poly(methyl vinyl ketone) can theoretically absorb and evolve a higher amount of hydrogen in comparison to fluorenone.…”

Section: Absorption-based H 2 Storage Systemsmentioning

confidence: 99%

A Bird’s-Eye View on Polymer-Based Hydrogen Carriers for Mobile Applications

Sharifian¹,

Kern²,

Rieß³

2022

Polymers

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Globally, reducing CO2 emissions is an urgent priority. The hydrogen economy is a system that offers long-term solutions for a secure energy future and the CO2 crisis. From hydrogen production to consumption, storing systems are the foundation of a viable hydrogen economy. Each step has been the topic of intense research for decades; however, the development of a viable, safe, and efficient strategy for the storage of hydrogen remains the most challenging one. Storing hydrogen in polymer-based carriers can realize a more compact and much safer approach that does not require high pressure and cryogenic temperature, with the potential to reach the targets determined by the United States Department of Energy. This review highlights an outline of the major polymeric material groups that are capable of storing and releasing hydrogen reversibly. According to the hydrogen storage results, there is no optimal hydrogen storage system for all stationary and automotive applications so far. Additionally, a comparison is made between different polymeric carriers and relevant solid-state hydrogen carriers to better understand the amount of hydrogen that can be stored and released realistically.

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Synthesis of vinyl polymers substituted with 2-propanol and acetone and investigation of their reversible hydrogen storage capabilities

Cited by 8 publications

References 44 publications

Hydrophilic isopropanol/acetone‐substituted polymers for safe hydrogen storage

Hydrophilic isopropanol/acetone‐substituted polymers for safe hydrogen storage

Organic redox polymers as electrochemical energy materials

A Bird’s-Eye View on Polymer-Based Hydrogen Carriers for Mobile Applications

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