Optimal separation of acetonitrile and pyridine from industrial wastewater

Liang, Jun Li; Wang, Honghai; Zhao, Wang; Baena‐Moreno, Francisco M.; Sebastia‐Saez, Daniel; Li, Chunli

doi:10.1016/j.cherd.2021.03.009

Cited by 10 publications

(4 citation statements)

References 37 publications

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“…Here, a large-scale transformation of industrial crude fatty acids was carried out to verify the feasibility of this reaction system. Usually, the separation of the product from the solvent contributes more than half of the total production cost. − Here, we attempted to perform the CCSKOFA photocatalytic conversion experiment under solvent-free reaction conditions (Figure a) for a cleaner and more economical process. It can be seen that in a closed system, hydrogen pressure was gradually built in the system by the balloon capture (Figure S32 and Table S8), resulting in low C–C coupling selectivity (60–75%).…”

Section: Resultsmentioning

confidence: 99%

Combined Hydrogen and Alkane Production by Photocatalytic Decarboxylative C–C Homocoupling of Fatty Acid by Constructing a Hydrogen-Deficient Catalytic Interface

Li,

Peng,

Huang

et al. 2024

ACS Catal.

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Decarboxylation of biomass-derived fatty acids provides an important method for the production of value-added alkane fuels and chemicals. Here, selective decarboxylative C–C homocoupling of fatty acids to obtain long-chain alkanes was achieved by heterogeneous photocatalysis under mild conditions. Hydrogen was cogenerated as the potential energy source. The high selectivity for the coupling product was realized by constructing a hydrogen-deficient catalytic interface through the combined action of Ru nanoparticles supported on TiO2 and continuous N2 blow, which can inhibit the hydrogenation of alkyl radicals and enhance the C–C coupling of alkyl radicals. C2n–2 saturated alkanes (as high as 93%) and hydrogen (as high as 20.3 μmol·mL–1) are produced from bioderived C4–C12 fatty acids in high yields under mild reaction conditions (25 °C, N2 blow). Furthermore, low-value industrial fatty acid mixtures such as coconut oil and Cinnamomum camphora seed kernel oil can be directly applied in this catalytic system and selectively yield long-chain alkanes (up to 80%) in a solvent-free system. Density functional theory (DFT) calculations and various analytical methods were applied to elucidate the possible catalytic mechanism.

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Section: Resultsmentioning

confidence: 99%

Combined Hydrogen and Alkane Production by Photocatalytic Decarboxylative C–C Homocoupling of Fatty Acid by Constructing a Hydrogen-Deficient Catalytic Interface

Li,

Peng,

Huang

et al. 2024

ACS Catal.

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“…Ethyl acetate and acetonitrile are extremely important organic solvents and additives for synthetic. , A mixture of ethyl acetate and acetonitrile often appears in the pharmaceutical industry, and it is necessary to separate and recover them . However, ethyl acetate–acetonitrile is an azeotrope system, which is difficult to be effectively separated by conventional distillation. , Traditional extractive distillation can be qualified to separate ethyl acetate and acetonitrile, and the key lies in the selection of the solvent. − Traditional volatile organic solvents and inorganic salts are widely used as solvents, but they bring up a series of problems such as low recovery of entrainers, corrosion of equipment, and high energy consumption. , …”

Section: Introductionmentioning

confidence: 99%

“…6−8 Traditional volatile organic solvents and inorganic salts are widely used as solvents, but they bring up a series of problems such as low recovery of entrainers, corrosion of equipment, and high energy consumption. 9,10 Compared with traditional volatile organic solvents, roomtemperature ionic liquids (ILs) have the characteristics of a wide temperature range, extremely low vapor pressure, high thermal stability, and chemical stability. 11 When some specific room-temperature ILs are used as solvents in extractive distillation, they are safe, environmentally friendly, weakly corrosive, and easy to recover.…”

Section: Introductionmentioning

confidence: 99%

Vapor–Liquid Equilibrium for Ethyl Acetate + Acetonitrile with Acetate-Based Ionic Liquids as Entrainers at 101.3 kPa and Analysis of the Separation Mechanism

Yue,

Lu,

Chen

et al. 2024

J. Chem. Eng. Data

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Isobaric vapor–liquid equilibrium (VLE) data for the ternary system of ethyl acetate + acetonitrile + acetate-based ionic liquids (ILs) were obtained with a modified Othmer still at 101.3 kPa, and the used ILs were 1-butyl-3-methylimidazolium acetate ([BMIM][Ac]) and 1-ethyl-3-methylimidazolium acetate ([EMIM][Ac]). The VLE data were correlated with the nonrandom two-liquid model and fitted well, indicating that the minimum mole fractions of [BMIM][Ac] and [EMIM][Ac] to eliminate azeotrope were 0.028 and 0.067, respectively. Both [BMIM][Ac] and [EMIM][Ac] led to a salting-out effect on ethyl acetate, and a higher concentration of ILs signified a stronger salt effect. In addition, interactions between ILs and solvents were estimated, and the polarity was analyzed with the σ-profiles, revealing the effect of ILs and the separation mechanism of the ternary system. The results indicated that both [BMIM][Ac] and [EMIM][Ac] could be qualified as solvents to separate ethyl acetate and acetonitrile. Based on the experimental data measured on the equilibrium scale and the separation mechanism calculated at the molecular scale, this work provides a useful strategy for studying the application of IL in extractive distillation in the future.

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“…Acetonitrile is a solvent of major importance for research experiments and for the pharmaceutical industry, − but its separation from water cannot be achieved with one distillation unit, given the formation of an azeotrope, so usually a pressure swing , or an extractive distillation ,− technique is used. This passage is necessary when acetonitrile is produced, because water is a byproduct of the consolidate Sohio process, as well as of the oxidative routes sought by many researchers. − All the more important, it is fundamental for the recovery and reuse of acetonitrile from effluents. ,− …”

Section: Introductionmentioning

confidence: 99%

Solid–Liquid–Liquid Equilibria of the System Water, Acetonitrile, and Ammonium Bicarbonate in Multiphase Reacting Systems

Tripodi

Conte

Robbiano

et al. 2021

Ind. Eng. Chem. Res.

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The salting out of acetonitrile from water in the presence of ammonium bicarbonate was studied at atmospheric pressure from 4 to 35 °C. The coexisting phases were analyzed independently with H1 nuclear magnetic resonance, ion chromatography, calorimetry, and titrations. The binodal region was described with semiempirical functions and with the UNIQUAC thermodynamic model. The critical composition at ambient temperature is given by 0.02 g/g of salt and 0.58 g/g of acetonitrile: at lower salt concentrations; this mixture is widely employed in liquid chromatography, thanks to the buffering properties of the bicarbonate. The separation of acetonitrile and water for extraction purposes, instead, is often obtained with other ammonium salts. These ternary equilibrium data can then be useful to develop extraction and analysis procedures at buffered, mildly alkaline pH. In addition, this mixture can be encountered during the acetonitrile synthesis proposed from bioethanol and bioethylene, so these multiphase equilibria govern the separation and purification of acetonitrile in specific reactors that allow the recovery of ammonium bicarbonate as a valuable byproduct. Furthermore, the solubility of this salt in alcohols and its decomposition were investigated to target its stability in multiphase reactors, extractors, and driers.

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Optimal separation of acetonitrile and pyridine from industrial wastewater

Cited by 10 publications

References 37 publications

Combined Hydrogen and Alkane Production by Photocatalytic Decarboxylative C–C Homocoupling of Fatty Acid by Constructing a Hydrogen-Deficient Catalytic Interface

Combined Hydrogen and Alkane Production by Photocatalytic Decarboxylative C–C Homocoupling of Fatty Acid by Constructing a Hydrogen-Deficient Catalytic Interface

Vapor–Liquid Equilibrium for Ethyl Acetate + Acetonitrile with Acetate-Based Ionic Liquids as Entrainers at 101.3 kPa and Analysis of the Separation Mechanism

Solid–Liquid–Liquid Equilibria of the System Water, Acetonitrile, and Ammonium Bicarbonate in Multiphase Reacting Systems

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