Interfacial Polymerization at the Alkane/Ionic Liquid Interface

Liu, Chang; Yang, Jing; Guo, Bian‐Bian; Agarwal, Seema; Greiner, Andreas; Xu, Zhi‐Kang

doi:10.1002/anie.202103555

Cited by 118 publications

(59 citation statements)

References 32 publications

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“…Fourier-transform infrared spectroscopy was used to analyze the formation of amide linkages in the synthesized polyamides, PA-PhSO 3 H and PA-Ph. As illustrated in Figure 2a and Figure S2, sharp peaks at 1185 and 1244 cm −1 were observed in the synthesized PA-PhSO 3 H and PA-Ph, respectively, which can be attributed to the -C-N-stretching vibration of the amide group formed in-situ during the polymeric acylation reaction processes, confirming the successful formation of the amide linkage in the synthesized samples [33][34][35][36]. The strong absorption band at 1025 cm −1 , which corresponds to the characteristic peak of -SO 3 H moieties [21,27], was also identified in PA-PhSO 3 H, indicating that the sulfonated functional groups were also effectively integrated into the skeleton of the synthesized PA-PhSO 3 H. Scanning electron microscopy (SEM) images were subsequently analyzed to observe the morphology of the synthesized PA-PhSO 3 H, and a fine amorphous powder was observed in the resultant images as shown in Figure S3, which agrees very well with the results obtained from the PXRD measurements.…”

Section: Morphology and Structural Analysesmentioning

confidence: 57%

“…To synthesize proton-conductive electrolytes with inexpensive reactants, a -SO 3 H functionalized phenylenediamine [21][22][23][24] and a triple-symmetrical 1,3,5-benzenetricarbonylchloride were taken as precursors. Following the simple one-pot polymeric acylation process and centrifugation collection method, basic procedures such as thorough washing and natural drying were used to yield a fine grey powder of the synthesized PA-PhSO 3 H (Figure 1) [33][34][35][36]. As a control experiment, a similar procedure was used to synthesis the -SO 3 H-free analogue, PA-Ph.…”

Section: Resultsmentioning

confidence: 99%

“…Polyamides are a group of functional organic polymers which have been largescale manufactured with mature processes in the chemical industry for many daily necessities such as nylon [33][34][35][36]. After proton-conductive modification, it should be a group of high potential proton-conductive electrolytes.…”

Section: Introductionmentioning

confidence: 99%

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Highly Effective Proton-Conduction Matrix-Mixed Membrane Derived from an -SO3H Functionalized Polyamide

Afzal

Luan

et al. 2022

Molecules

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Developing a low-cost and effective proton-conductive electrolyte to meet the requirements of the large-scale manufacturing of proton exchange membrane (PEM) fuel cells is of great significance in progressing towards the upcoming “hydrogen economy” society. Herein, utilizing the one-pot acylation polymeric combination of acyl chloride and amine precursors, a polyamide with in-built -SO3H moieties (PA-PhSO3H) was facilely synthesized. Characterization shows that it possesses a porous feature and a high stability at the practical operating conditions of PEM fuel cells. Investigations of electrochemical impedance spectroscopy (EIS) measurements revealed that the fabricated PA-PhSO3H displays a proton conductivity of up to 8.85 × 10−2 S·cm−1 at 353 K under 98% relative humidity (RH), which is more than two orders of magnitude higher than that of its -SO3H-free analogue, PA-Ph (6.30 × 10−4 S·cm−1), under the same conditions. Therefore, matrix-mixed membranes were fabricated by mixing with polyacrylonitrile (PAN) in different ratios, and the EIS analyses revealed that its proton conductivity can reach up to 4.90 × 10−2 S·cm−1 at 353 K and a 98% relative humidity (RH) when the weight ratio of PA-PhSO3H:PAN is 3:1 (labeled as PA-PhSO3H-PAN (3:1)), the value of which is even comparable with those of commercial-available electrolytes being used in PEM fuel cells. Additionally, continuous tests showed that PA-PhSO3H-PAN (3:1) possesses a long-life reusability. This work demonstrates, using the simple acylation reaction with the sulfonated module as precursor, that low-cost and highly effective proton-conductive electrolytes for PEM fuel cells can be facilely achieved.

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Section: Morphology and Structural Analysesmentioning

confidence: 57%

Section: Resultsmentioning

confidence: 99%

See 1 more Smart Citation

Highly Effective Proton-Conduction Matrix-Mixed Membrane Derived from an -SO3H Functionalized Polyamide

Afzal

Luan

et al. 2022

Molecules

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“…With the introduction of the concept of green chemistry, more and more researchers have been studying the structure and properties of ionic liquids [30–34] . Due to their unique properties, ionic liquids have been applied to various fields, such as electrochemistry, organic synthesis, separation and purification of chemical reaction products and so on [35–41] .…”

Section: Introductionmentioning

confidence: 99%

Adsorption of Acid Orange and Reactive Red by DK110 Loaded Ionic Liquid

Zhang

et al. 2022

Zeitschrift anorg allge chemie

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Wastewater treatment has always been a topic of concern. Adsorption is one of the commonly‐used methods to treat the dye wastewater. In this work, epichlorohydrin and N‐methylimidazole based ionic liquid were bonded to DK110 resin to synthesize a modified resin (ILDK110) loaded with an ionic liquid. Then infrared spectroscopy and thermogravimetric analysis were used to characterize the successful synthesis of ILDK110. The absorption functions of modified resins on reactive red and acid orange under different temperatures, dye concentrations and pH were investigated. The experimental results show that the adsorption amount of ILDK110 increases with the rise of temperature. At 35 °C, the adsorption amount of acidic orange and reactive red reaches 109.45 mg/g and 111.94 mg/g respectively. The pH has little effect on the amount of adsorption. In the whole adsorption process, the adsorption of reactive red and acid orange by ILDK110 was more consistent with Langmuir isothermal model. The adsorption of acid orange is suitable to be described by the first‐order kinetic equation, while the adsorption of reactive red is more suitable by the description of the second‐order kinetic equation. Under experimental conditions, the removal rates of the modified resin on both the two dyes can reach over 99 %. Furthermore, after adsorption, the saturated resin is easy to be eluted with dilute hydrochloric acid solution, and the elution rate is more than 99 %.

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“…As a proof-of-concept study, herein, a flexible and uniform nanofilm was prepared via confined condensation of a newly synthesized acyl-hydrazine derivative of pillar[5]arene (BHCP5A) with a commercially available triformyl-benzene (TFB) at the air/DMSO interface. BHCP5A is chosen as it possesses a rigid cavity, which is expected to inhibit stacking between layers, endowing the nanofilm with rich porosity. , The prepared BHCP5A-based nanofilm was further used to immobilize a known fluorophore, the 4-azetidine-1,8-naphthalimide derivative of cholesterol (NA-Ch) . Compared with the other two specially prepared reference NA-Ch-based films, where a pillar[5]arene-free nanofilm and a glass plate were, respectively, used as substrates, the BHCP5A-based one depicted much improved photochemical stability and sensing performance to formic acid in the air.…”

Section: Introductionmentioning

confidence: 99%

Film Nanoarchitectonics of Pillar[5]arene for High-Performance Fluorescent Sensing: a Proof-of-Concept Study

Zhai

Huang

Tang

et al. 2021

ACS Appl. Mater. Interfaces

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Substrates play crucial roles for the sensing performances of fluorescent films owing to their effect on the formation of a fluorescent adlayer. However, no such film has been developed through synthesizing a substrate with a defined structure. We herein report a kind of self-standing, uniform, and thickness tunable pillar [5]arenebased nanofilms to serve as substrates for fabricating fluorescent sensing films. In comparison with a glass plate, the pillar[5]arene-based nanofilms can ensure spatial and electronic isolation of immobilized fluorophores and circumvent aggregation-caused quenching in a film state. For conceptual proof, a formic acid fluorescent sensing film was developed through simple loading of a fluorophore, a 4-azetidine-1,8naphthalimide derivative of cholesterol (NA-Ch), onto the prepared nanofilm. Sensing performance studies demonstrated that the fluorescent film showed a sensitive, fast, and highly selective response to formic acid in air with a detection limit of lower than 2.8 mg m −3 and a response time of less than 3 s. Moreover, the sensing is fully reversible and highly repeatable. Further studies showed that the film sensor can be used for fast determination of methanol acidity via vapor sampling. Clearly, innovation of substrates with defined structures can be taken as an effective and efficient way to develop new sensing films via combination with known fluorophores.

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Interfacial Polymerization at the Alkane/Ionic Liquid Interface

Cited by 118 publications

References 32 publications

Highly Effective Proton-Conduction Matrix-Mixed Membrane Derived from an -SO3H Functionalized Polyamide

Highly Effective Proton-Conduction Matrix-Mixed Membrane Derived from an -SO3H Functionalized Polyamide

Adsorption of Acid Orange and Reactive Red by DK110 Loaded Ionic Liquid

Film Nanoarchitectonics of Pillar[5]arene for High-Performance Fluorescent Sensing: a Proof-of-Concept Study

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