Poly(Ionic Liquid) Superabsorbent for Polar Organic Solvents

Horne, W. Jeffrey; Andrews, Mary A.; Terrill, Kelsey L.; Hayward, Spenser S.; Marshall, Jeannie E.; Belmore, Kenneth A.; Shannon, Matthew S.; Bara, Jason E.

doi:10.1021/acsami.5b01921

Cited by 44 publications

(23 citation statements)

References 26 publications

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“…The swelling behavior of PILs was driven by the affinity of PILs network to solvents and the osmotic pressure aroused by ionic pairs. [2,18] The swelling ratio (Q) of PILs in methanol were listed in Table 1. As the molar fraction of MBA crosslinker increased from 5 % to 10 %, the swelling ratio of poly(urea-IL)-n significantly decreased from 209 to 93.…”

Section: The Swelling Ability Of Poly(urea-il)-nmentioning

confidence: 99%

Urea‐Functionalized Swelling Poly(ionic liquid)s as Efficient Catalysts for the Transesterification and Hydrolysis of Ethylene Carbonate

Wang

Chen

et al. 2021

ChemCatChem

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Urea-functionalized poly(ionic liquid)s (PILs) were synthesized through polymerization of urea tethered imidazolium ionic liquid monomers (urea-IL) with sodium acrylate, and N,N'methylenebisacrylamide (MBA) as a crosslinker. Close-packed and interconnected pores (1-4 mm) under swollen state could be observed from the cryogenic scanning electron microscopy (cryo-SEM) images. The promising catalytic activity of the PILs was illustrated for the transesterification reaction of ethylene carbonate with methanol. High activity and selectivity could be achieved by using poly(urea-IL)-n catalysts, which was similar to that of corresponding homogeneous ionic liquid catalysts. The urea tethered imidazolium in PILs acted as hydrogen-bonding donor to activate ethylene carbonate and intermediate 2hydroxyethyl methyl carbonate (HEMC) for enhancing catalytic activity. The swelling ability of urea-functionalized PILs in methanol enabled active urea sites accessible for substrates. However, the complete conversion of ethylene carbonate was limited by reversible reaction between ethylene carbonate and HEMC. A possible synergistic activation mechanism for the transesterification reaction was proposed and supported by NMR titrations. The catalyst can be reused and recycled five times with stable activity. Furthermore, urea-functionalized swelling PILs also exhibited high catalytic activity for the hydrolysis of ethylene carbonate.

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Section: The Swelling Ability Of Poly(urea-il)-nmentioning

confidence: 99%

Urea‐Functionalized Swelling Poly(ionic liquid)s as Efficient Catalysts for the Transesterification and Hydrolysis of Ethylene Carbonate

Wang

Chen

et al. 2021

ChemCatChem

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“…Work by Ohno's group in the area of ion‐conducting materials illustrated the various ways in which ILs themselves could be directly polymerized, forming poly(ILs) . This concept was subsequently applied to the design of gas separation membranes and sorbents based on poly(ILs), including a number of reports by Bara and co‐workers in this area . Lodge identified the significant role that ILs could play in the design of polymers with controlled structures .…”

Section: Comparison Of Polyelectrolytes and Ionenesmentioning

confidence: 99%

Recent Advances in the Design of Ionenes: Toward Convergence with High‐Performance Polymers

Bara

O’Harra

2019

Macro Chemistry & Physics

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Ionenes, condensation polymers wherein the charge (typically cationic) lies directly within the polymer backbone, have been known for over 85 years. Historically, ionenes have been synthesized from 3o diamines and α,ω‐dihaloalkanes, forming chains of ammonium cations tethered by flexible hydrocarbon linkages with “free” halide anions. However, the requisite building blocks of ionenes are by no means limited only to such molecules. In recent years, ionenes with more sophisticated backbone chemistries have been produced, with a trend toward the use of functionalities associated with classical “high‐performance” condensation polymers such as polyimides and polyarylamides. The expansion of ionenes is also catalyzed by the rapid growth of research in imidazolium‐based ionic liquids (ILs), wherein the combination of ionenes with ILs can yield unexpected behaviors. Furthermore, when considering the largely unexplored experimental space in anionic ionenes, the opportunities for new materials are virtually endless. This review primarily focuses on developments in ionenes published in the scientific literature since 2010, but also includes some older examples that may not have received sufficient attention at the time of their original publication yet can provide some key lessons for the future of ionene design.

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“…Indeed, a recent technology for electrochemical CO 2 reduction utilizes ionic liquids that absorb CO 2 from other substances . Moreover, a polymerized ionic liquid based on methylimidazolium cations tethered to a polystyrene backbone exhibits superabsorbent behavior toward polar organic solvents . Due to their diverse functionality, ionic liquids are considered to provide extensive potential to confer both high conductivity and mechanical robustness for electrochemical energy storage, such as Li + ‐polymer rechargeable batteries, electrochemical actuators, and supercapacitors…”

Section: Introductionmentioning

confidence: 99%

“…[8] Moreover, a polymerized ionic liquid based on methylimidazolium cations tethered to a polystyrene backbone exhibits superabsorbent behavior toward polar organic solvents. [9] Due to their diverse functionality, ionic liquids are considered to provide extensive potential to confer both high conductivity and mechanical robustness [10] for electrochemical energy storage, such as Li + -polymer rechargeable batteries, [11] electrochemical actuators, [12] and supercapacitors. [13] Ionic liquids appear to be promising in advancing a wide spectrum of technologies concerning soft materials.…”

Section: Introductionmentioning

confidence: 99%

Theoretical Aspects of Ionic Liquids for Soft‐Matter Sciences

Nakamura

Shock

Eggart

et al. 2018

Israel Journal of Chemistry

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The thermodynamic and electrochemical properties of ionic liquids produce a broad spectrum of unconventional phenomena both microscopically and macroscopically. However, despite numerous theoretical and experimental studies, the fundamental roles of the relevant interactions such as electrostatic interactions and hydrogen bonding often remain unclear at the molecular level. The complexity of the molecular interactions typically increases when ionic liquids dissolve polymers or polar substances such as water. Accordingly, recent studies have revealed new features of ionic liquids. Further insights into the role of the molecular polarity of ionic liquids are required. This article presents an overview of the important phenomena of ionic liquids concerning soft‐matter sciences based on selected experimental and theoretical studies. We focus on the effect of the dielectric response of ionic liquids to distinguish ionic liquids from common inorganic salts, such as alkali metal halides.

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Poly(Ionic Liquid) Superabsorbent for Polar Organic Solvents

Cited by 44 publications

References 26 publications

Urea‐Functionalized Swelling Poly(ionic liquid)s as Efficient Catalysts for the Transesterification and Hydrolysis of Ethylene Carbonate

Urea‐Functionalized Swelling Poly(ionic liquid)s as Efficient Catalysts for the Transesterification and Hydrolysis of Ethylene Carbonate

Recent Advances in the Design of Ionenes: Toward Convergence with High‐Performance Polymers

Theoretical Aspects of Ionic Liquids for Soft‐Matter Sciences

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