Honeycomb-structured solid acid catalysts fabricated via the swelling-induced self-assembly of acidic poly(ionic liquid)s for highly efficient hydrolysis reactions

Chen, Bihua; Ding, Tong; Deng, Xiaolong; Wang, Xin; Zhang, Dawei; Ma, Sanguan; Zhang, Yongya; Ni, Bing; Gao, Guohua

doi:10.1016/s1872-2067(20)63658-0

Cited by 26 publications

(21 citation statements)

References 58 publications

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“…The signal of the (C3) atom in the imidazolium rings was found at around 136 ppm, and the overlapping peaks of the (C4) and (C5) atoms were found at around 124 ppm. Besides, the new bands appeared at around 57 ppm was assigned to the carbons atoms in the polymer chain [7e] . The peaks at around 38 and 27 ppm were assigned to the carbon atoms (C6, C7, C8) that linked imidazolium and urea group.…”

Section: Resultsmentioning

confidence: 96%

“…On the basis of our collective interests in SPILs and catalysis, we had prepared SPILs with high swelling ability in ethylene carbonate, water and formic acid, and applied them to catalyze the reaction of ethylene carbonate with aniline, [7a] 2‐(phenylamino) ethanol [7b] and water [7c] . Recently, we reported acidic SPILs as efficient catalysts for esterification and hydrolysis reactions [7d,e] …”

Section: Introductionmentioning

confidence: 99%

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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: Resultsmentioning

confidence: 96%

Section: Introductionmentioning

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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“…S1 [23,26,41,47–51] . Furthermore, the catalytic performance of S‐PT‐0.5 in the hydrolysis of ethyl lactate was also evaluated [6,52] . As shown in Figure S6, S‐PT‐0.5 could smoothly catalyze the reaction to achieve a high conversion of 73% with a TOF of 8.5 h −1 .…”

Section: Resultsmentioning

confidence: 99%

“…However, mineral liquid acids are generally toxic and corrosive. To make the acidic catalytic processes green and environmentally benign, liquid acids should be replaced by solid catalysts for their low toxicity/corrosivity, less waste, and most importantly, their potential advantage of easy recovery and reusability [3–11] …”

Section: Introductionmentioning

confidence: 99%

Synthesis of Sulfonated Porous Organic Polymers with a Hydrophobic Core for Efficient Acidic Catalysis in Organic Transformations

Munyentwali

et al. 2021

Chemistry An Asian Journal

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Synthesis of sulfonated porous polymers with improved hydrophobicity and stability is of extreme importance in both academic research and industrial applications. However, there is often a trade‐off between acidity and surface hydrophobicity of sulfonated polymers. In this study, we report a strategy for the synthesis of sulfonated porous organic polymers (S‐PT) with improved hydrophobicity via free radical polymerization method by using a rigid and large multidentate monomer, 1,3,5‐tri(4‐vinylphenyl)‐benzene, having a hydrophobic core. The results of vapor adsorption measurement show that S‐PT has more hydrophobic properties than sulfonated poly(divinylbenzene) (S‐PD), attributed to the hydrophobic core of its multidentate monomer. Furthermore, the optimization of sulfonation time established a balance between surface acidity and hydrophobicity. Under optimized conditions, S‐PT afforded up to 113 mmol g−1 h−1 TOF in the esterification of oleic acid with methanol, more active than commercial Amberlyst‐15 with TOF of 15 mmol g−1 h−1 and Nafion NR50 with TOF of 7 mmol g−1 h−1. We believe that the findings of this study will provide useful insights to advance the design and synthesis of solid acid catalysts for organic transformations.

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“…Some typical characteristic peaks are also observed in the FTIR spectrum (KBr, cm –1 ): 2850, 2919, and 2956 cm –1 v (C–H), 1460 cm –1 δ(C–H), 3436 cm –1 v (N–H), 1627 cm –1 δ(N–H), 1217 cm –1 v (PO), 1081 cm –1 v (P–O–C). The bands for [DP][MI] at about 1638, 1587, and 1559 cm –1 are attributed to the stretching vibration of CN and CC in the imidazolium rings. , The spectrum of [DP][TEA] displays the signal of v (C–N) (1397 cm –1 ). XPS was conducted to reveal the chemical bonding state of samples.…”

Section: Resultsmentioning

confidence: 99%

Intelligently Thermoresponsive Ionic Liquid toward Molecular Firefighting and Thermal Energy Management

Zhao

Deng

Zhao

et al. 2021

ACS Appl. Mater. Interfaces

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Hydrocarbon-based phase change materials (PCMs) are accompanied by an inherent fire risk, which is hindering their further application especially in construction. Molecular-firefighting PCMs can be ideal and promising candidates to simultaneously ensure the highly efficient energy management and fire safety of PCMs. In this work, two novel phosphorus/nitrogen-containing ionic liquids ([DP][MI] and [DP][TEA]), composed of imidazole (MI) or triethylamine (TEA) cations and dicetyl phosphate (DP) anion, were synthesized for fire-proofing thermal energy management. The fire risk assessment confirmed that the extinguishing time of prepared [DP][MI] and [DP][TEA] was greatly shortened to 20 s and 3.5 min from 45 min for controlled sample, respectively. Moreover, the thermal enthalpy of [DP][MI] reached about 99.0 J g −1 . In addition, [DP][MI] and [DP][TEA] achieved low supercooling extents of 2.2 and 4.4 °C, separately. Both molecular firefighting and efficient energy management were achieved for [DP][MI] and [DP][TEA]. As applied in wood-plastic composite which is ubiquitous in construction, [DP][TEA] endowed the composite with temperature-regulating capability of about 10 °C in hut test and remarkably suppressed fire hazard of the composite, displaying a potential application value.

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Honeycomb-structured solid acid catalysts fabricated via the swelling-induced self-assembly of acidic poly(ionic liquid)s for highly efficient hydrolysis reactions

Cited by 26 publications

References 58 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

Synthesis of Sulfonated Porous Organic Polymers with a Hydrophobic Core for Efficient Acidic Catalysis in Organic Transformations

Intelligently Thermoresponsive Ionic Liquid toward Molecular Firefighting and Thermal Energy Management

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