Methanol-mediated extraction process for the separation of phenolic compounds from coal liquids

Kodera, Yōichi; Ukegawa, Koji; Matsumura, Akimitsu; Ma, Xiaoxun

doi:10.1016/0016-2361(93)90375-c

Cited by 23 publications

(7 citation statements)

References 4 publications

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“…The difference in phenols among the four extracts may be not only attributed to the contents of oxygen, but also to the forms of oxygen-containing compounds in coals. Phenolic hydroxyl is the main O-containing functional group in bituminous coal [23]; however, carboxylic acid, ester, and ether are the main O-containing groups in lignite (also in longflame coal) [24]. Further, ether and oxygen heterocyclic are the main O-containing groups in anthracite [25].…”

Section: Phenols In the Raw Coalmentioning

confidence: 98%

Study on the formation of phenols during coal flash pyrolysis using pyrolysis-GC/MS

Kong

Zhao

Bai

et al. 2014

Fuel Processing Technology

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Section: Phenols In the Raw Coalmentioning

confidence: 98%

Study on the formation of phenols during coal flash pyrolysis using pyrolysis-GC/MS

Kong

Zhao

Bai

et al. 2014

Fuel Processing Technology

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“…But it produces large amount of waste alkaline, shows complicated process flow, and costs a lot. Thus, the alternative methods have already been studied for a long time [8]. Chlorinated organic salts, e.g., choline chloride (ChCl), triethylammonium hydrochloride (Et 3 NHCl) [9], tetraethylammonium chloride [10], and 1-butyl-3-methylimidazolium chloride [11,12], can separate phenolic compounds from model oils with good efficiency.…”

Section: Introductionmentioning

confidence: 99%

Efficient separation of phenol from oil by acid–base complexing adsorption

Gao

Dai

et al. 2015

Chemical Engineering Journal

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“…Thus, alternative methods that avoid the use of strong alkali and acid solutions have been studied. Metal ions (Ca 2+ and Ba 2+ ), , organic solvents (methanol, glycerol, and ethylene glycol), − complexing agents (urea and hexamethylenetetramine), , supercritical fluids, and functionalized metal–organic frameworks have all been used for phenol separation. These methods have their own advantages, such as simple operation, low cost, and no pollution.…”

Section: Introductionmentioning

confidence: 99%

High-Performance Separation of Phenolic Compounds from Coal-Based Liquid Oil by Deep Eutectic Solvents

Feng

Nimmo

et al. 2019

ACS Sustainable Chem. Eng.

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The separation of phenolic compounds from coal-based liquid oil is of economic value and practical significance. Conventional separation techniques for phenolic compounds always produce a large amount of wastewater. Herein, deep eutectic solvents (DESs) are considered as effective alternatives to traditional solvents. To complete the separation of phenolic compounds from coal-based liquid oil, DESs should have stronger interactions with phenols than the oil and form new DES-phenol aggregates, breaking the original molecular aggregates in the oil. Initially, density fuunctional theorycalculations were used to explore and prove the feasibility of phenolic compound separation by a choline chloride (ChCl)-glycerol DES from the perspective of interaction type and intensity, and the calculation results were verified by spectral experiments. Then, based on the phenol removal efficiency and neutral oil entrainment, the influences of the mole ratio of glycerol to ChCl, separation temperature, and DES dose were investigated and followed by discussions on the reuse of DES and a comparison of its separation capacity with that of a reported separation agent. Finally, this DES was applied to separate phenolic compounds from real coal-based liquid oil. The results show that H-bonds between the DES and phenolic compounds are the main driving force of this separation process. Under optimal conditions, the ChCl-glycerol (1:1) DES can extract 98.3% of the phenolic compounds with only 4.2% entrained neutral oil, and the selectivity is better than that of ChCl alone. Additionally, satisfactory results were obtained in the separation of phenolic compounds from real coal liquefaction oil and real coal tar, providing a universal method for the separation of phenolic compounds from coal-based liquid oil.

show abstract

Methanol-mediated extraction process for the separation of phenolic compounds from coal liquids

Cited by 23 publications

References 4 publications

Study on the formation of phenols during coal flash pyrolysis using pyrolysis-GC/MS

Study on the formation of phenols during coal flash pyrolysis using pyrolysis-GC/MS

Efficient separation of phenol from oil by acid–base complexing adsorption

High-Performance Separation of Phenolic Compounds from Coal-Based Liquid Oil by Deep Eutectic Solvents

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