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Ionic liquids (ILs) are considered as potential solvents for absorbing DCM, while it is still a challenge to develop ILs with high absorption performances. In this study, four carboxyl-functionalized ILs\u2014trioctylmethylammonium acetate [N1888][Ac], trioctylmethylammonium formate [N1888][FA], trioctylmethylammonium glycinate [N1888][Gly], and trihexyl(tetradecyl)phosphonium glycinate [P66614][Gly]\u2014were synthesized for DCM capture. The absorption capacity follows the order of [P66614][Gly] &gt; [N1888][Gly] &gt; [N1888][FA] &gt; [N1888][Ac], and [P66614][Gly] showed the best absorption capacity, 130 mg DCM\/g IL at 313.15 K and a DCM concentration of 6.1%, which was two times higher than the reported ILs [Beim][EtSO4] and [Emim][Ac]. Moreover, the vapor\u2013liquid equilibrium (VLE) of the DCM + IL binary system was experimentally measured. The NRTL (non-random two-liquid) model was developed to predict the VLE data, and a relative root mean square deviation (rRMSD) of 0.8467 was obtained. The absorption mechanism was explored via FT-IR spectra, 1H-NMR, and quantum chemistry calculations. It showed a nonpolar affinity between the cation and the DCM, while the interaction between the anion and the DCM was a hydrogen bond. Based on the results of the study of the interaction energy, it was found that the hydrogen bond between the anion and the DCM had the greatest influence on the absorption process.<\/jats:p>","DOI":"10.3390\/ijerph20105787","type":"journal-article","created":{"date-parts":[[2023,5,11]],"date-time":"2023-05-11T03:22:19Z","timestamp":1683775339000},"page":"5787","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":11,"title":["Effective Absorption of Dichloromethane Using Carboxyl-Functionalized Ionic Liquids"],"prefix":"10.3390","volume":"20","author":[{"given":"Mengjun","family":"Wang","sequence":"first","affiliation":[{"name":"College of Chemical and Engineering, Zhengzhou University, Zhengzhou 450001, China"},{"name":"Longzihu New Energy Laboratory, Zhengzhou Institute of Emerging Industrial Technology, Zhengzhou 450000, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Manman","family":"Zhang","sequence":"additional","affiliation":[{"name":"Longzihu New Energy Laboratory, Zhengzhou Institute of Emerging Industrial Technology, Zhengzhou 450000, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Shaojuan","family":"Zeng","sequence":"additional","affiliation":[{"name":"CAS Key Laboratory of Green Process and Engineering, State Key Laboratory of Multiphase Complex Systems, Beijing Key Laboratory of Ionic Liquids Clean Process, Institute of Process Engineering, Chinese Academy of Sciences, Beijing 100190, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yi","family":"Nie","sequence":"additional","affiliation":[{"name":"Longzihu New Energy Laboratory, Zhengzhou Institute of Emerging Industrial Technology, Zhengzhou 450000, China"},{"name":"CAS Key Laboratory of Green Process and Engineering, State Key Laboratory of Multiphase Complex Systems, Beijing Key Laboratory of Ionic Liquids Clean Process, Institute of Process Engineering, Chinese Academy of Sciences, Beijing 100190, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Tao","family":"Li","sequence":"additional","affiliation":[{"name":"College of Chemical and Engineering, Zhengzhou University, Zhengzhou 450001, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Baozeng","family":"Ren","sequence":"additional","affiliation":[{"name":"College of Chemical and Engineering, Zhengzhou University, Zhengzhou 450001, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Yinge","family":"Bai","sequence":"additional","affiliation":[{"name":"Longzihu New Energy Laboratory, Zhengzhou Institute of Emerging Industrial Technology, Zhengzhou 450000, China"},{"name":"CAS Key Laboratory of Green Process and Engineering, State Key Laboratory of Multiphase Complex Systems, Beijing Key Laboratory of Ionic Liquids Clean Process, Institute of Process Engineering, Chinese Academy of Sciences, Beijing 100190, China"},{"name":"Langfang Green Industrial Technology Center, Langfang 065000, China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-1431-0873","authenticated-orcid":false,"given":"Xiangping","family":"Zhang","sequence":"additional","affiliation":[{"name":"Longzihu New Energy Laboratory, Zhengzhou Institute of Emerging Industrial Technology, Zhengzhou 450000, China"},{"name":"CAS Key Laboratory of Green Process and Engineering, State Key Laboratory of Multiphase Complex Systems, Beijing Key Laboratory of Ionic Liquids Clean Process, Institute of Process Engineering, Chinese Academy of Sciences, Beijing 100190, China"},{"name":"College of Chemical Engineering and Environment, China University of Petroleum, Beijing 102249, China"}],"role":[{"vocabulary":"crossref","role":"author"}]}],"member":"1968","published-online":{"date-parts":[[2023,5,11]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"116679","DOI":"10.1016\/j.seppur.2020.116679","article-title":"Abatement of dichloromethane using persulfate activated by alkali: A kinetic study","volume":"241","author":"Dominguez","year":"2020","journal-title":"Sep. Purif. Technol."},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"154","DOI":"10.1016\/j.seppur.2011.01.036","article-title":"Effect of channel geometry, degree of activation, relative humidity and temperature on the performance of binderless activated carbon monoliths in the removal of dichloromethane from air","volume":"78","author":"Crittenden","year":"2011","journal-title":"Sep. Purif. Technol."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"5042","DOI":"10.1021\/acs.iecr.7b00433","article-title":"Adsorptive water removal from dichloromethane and vapor-phase regeneration of a molecular sieve 3A packed bed","volume":"56","author":"Laxminarayan","year":"2017","journal-title":"Ind. Eng. Chem. Res."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"1258","DOI":"10.1016\/j.chemosphere.2013.07.022","article-title":"Removal of dichloromethane from ground and wastewater: A review","volume":"93","author":"Shestakova","year":"2013","journal-title":"Chemosphere"},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"15962","DOI":"10.1038\/ncomms15962","article-title":"The increasing threat to stratospheric ozone from dichloromethane","volume":"8","author":"Hossaini","year":"2017","journal-title":"Nat. Commun."},{"key":"ref_6","doi-asserted-by":"crossref","unstructured":"Shi, Y., Guo, X., Wang, Y., Kong, F., and Zhou, R. New insight into the design of highly dispersed Pt supported CeO2\u2013TiO2 catalysts with superior activity for VOCs low-temperature removal. Green. Energy. Environ., 2022. in press.","DOI":"10.1016\/j.gee.2022.03.009"},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"104858","DOI":"10.1016\/j.yrtph.2020.104858","article-title":"Evaluation of the carcinogenicity of dichloromethane in rats, mice, hamsters and humans","volume":"120","author":"Dekant","year":"2021","journal-title":"Regul. Toxicol. Pharm."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"286","DOI":"10.1021\/je020109h","article-title":"Adsorption of carbon tetrachloride and chloroform on activated carbon at (300.15, 310.15, 320.15, and 330.15) K","volume":"48","author":"Shim","year":"2003","journal-title":"J. Chem. Eng. Data."},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"238","DOI":"10.1002\/cjce.23330","article-title":"Adsorption of volatile organic compounds on peanut shell activated carbon","volume":"97","author":"Bedane","year":"2019","journal-title":"Can. J. Chem. Eng."},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"317","DOI":"10.1016\/j.jhazmat.2018.10.031","article-title":"Adsorption of volatile organic compounds onto natural porous minerals","volume":"364","author":"Zhang","year":"2019","journal-title":"J. Hazard. Mater."},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"122469","DOI":"10.1016\/j.biortech.2019.122469","article-title":"Sorption of volatile organic compounds on non-activated biochar","volume":"297","author":"Kumar","year":"2020","journal-title":"Bioresour. Technol."},{"key":"ref_12","doi-asserted-by":"crossref","unstructured":"Zhang, W., Luo, J., Sun, T., Yu, F., and Li, C. (2021). The Absorption Performance of Ionic Liquids\u2013PEG200 Complex Absorbent for VOCs. Energies, 14.","DOI":"10.3390\/en14123592"},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"1403","DOI":"10.1007\/s10311-020-01007-8","article-title":"Air pollution: New bio-based ionic liquids absorb both hydrophobic and hydrophilic volatile organic compounds with high efficiency","volume":"18","author":"Fahri","year":"2020","journal-title":"Environ. Chem. Lett."},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"117504","DOI":"10.1016\/j.ces.2022.117504","article-title":"Capturing VOCs in the pharmaceutical industry with ionic liquids","volume":"252","author":"Gui","year":"2022","journal-title":"Chem. Eng. Sci."},{"key":"ref_15","doi-asserted-by":"crossref","first-page":"129666","DOI":"10.1016\/j.jhazmat.2022.129666","article-title":"Effective absorption of dichloromethane using deep eutectic solvents","volume":"439","author":"Mu","year":"2022","journal-title":"J. Hazard. Mater."},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"126338","DOI":"10.1016\/j.chemosphere.2020.126338","article-title":"A review and perspective of recent research in biological treatment applied in removal of chlorinated volatile organic compounds from waste air","volume":"250","author":"Li","year":"2020","journal-title":"Chemosphere"},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"2238","DOI":"10.1021\/ie0304006","article-title":"Absorption of chlorinated VOCs in high-boiling solvents: Determination of Henry\u2019s law constants and infinite dilution activity coefficients","volume":"43","author":"Hadjoudj","year":"2004","journal-title":"Ind. Eng. Chem. Res."},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"302","DOI":"10.1016\/j.cej.2016.01.046","article-title":"A simple and timesaving method for the mass-transfer assessment of solvents used in physical absorption","volume":"290","author":"Biard","year":"2016","journal-title":"Chem. Eng. J."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"107","DOI":"10.1007\/978-3-642-38619-0_4","article-title":"Structures and thermodynamic properties of ionic liquids","volume":"Volume 151","author":"Mu","year":"2014","journal-title":"Structures and Interactions of Ionic Liquids"},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"106560","DOI":"10.1016\/j.jct.2021.106560","article-title":"Thermal stability of ionic liquids in nitrogen and air environments","volume":"161","author":"Huang","year":"2021","journal-title":"J. Chem. Thermodyn."},{"key":"ref_21","doi-asserted-by":"crossref","unstructured":"Xu, C., and Cheng, Z. (2021). Thermal Stability of Ionic Liquids: Current Status and Prospects for Future Development. Processes, 9.","DOI":"10.3390\/pr9020337"},{"key":"ref_22","doi-asserted-by":"crossref","first-page":"1416","DOI":"10.1016\/j.cej.2018.10.146","article-title":"Assessment of VOC absorption in hydrophobic ionic liquids: Measurement of partition and diffusion coefficients and simulation of a packed column","volume":"360","author":"Biard","year":"2019","journal-title":"Chem. Eng. J."},{"key":"ref_23","first-page":"173","article-title":"Efficient absorption of dichloromethane using imidazolium based ionic liquids","volume":"19","author":"Wu","year":"2019","journal-title":"Chin. J. Process. Eng."},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"12699","DOI":"10.1021\/acs.iecr.2c00955","article-title":"Efficient recovery of dichloromethane from tail gas by 1-Alkyl-2-ethylimidazole Ethyl Sulfate and 1-Ethylpyridine Ethyl Sulfate","volume":"61","author":"Shi","year":"2022","journal-title":"Ind. Eng. Chem. Res."},{"key":"ref_25","doi-asserted-by":"crossref","first-page":"119187","DOI":"10.1016\/j.seppur.2021.119187","article-title":"Ionic liquid screening for dichloromethane absorption by multi-scale simulations","volume":"275","author":"Wu","year":"2021","journal-title":"Sep. Purif. Technol."},{"key":"ref_26","doi-asserted-by":"crossref","first-page":"111","DOI":"10.1021\/ie101688a","article-title":"Experimental measurements of amine-functionalized anion-tethered ionic liquids with carbon dioxide","volume":"50","author":"Goodrich","year":"2011","journal-title":"Ind. Eng. Chem. Res."},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"1215","DOI":"10.1021\/acssuschemeng.7b03516","article-title":"Selective separation of methacrylic acid and acetic acid from aqueous solution using carboxyl-functionalized ionic liquids","volume":"6","author":"Bai","year":"2018","journal-title":"ACS Sustain. Chem. Eng."},{"key":"ref_28","doi-asserted-by":"crossref","first-page":"106581","DOI":"10.1016\/j.mineng.2020.106581","article-title":"A recovery strategy of Sm, Co for waste SmCo magnets by fatty acid based ionic liquids","volume":"158","author":"Chen","year":"2020","journal-title":"Miner. Eng."},{"key":"ref_29","doi-asserted-by":"crossref","first-page":"120108","DOI":"10.1016\/j.seppur.2021.120108","article-title":"Highly efficient absorption of methyl tert-butyl ether with ionic liquids","volume":"282","author":"Chen","year":"2022","journal-title":"Sep. Purif. Technol."},{"key":"ref_30","unstructured":"Frisch, M.J., Trucks, G.W., Schlegel, H.B., Scuseria, G.E., Robb, M.A., Cheeseman, J.R., Scalmani, G., Barone, V., Mennucci, B., and Petersson, G.A. (2013). Gaussian 09, Revision D.01, Gaussian, Inc."},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"11623","DOI":"10.1021\/j100096a001","article-title":"Ab initio calculation of vibrational absorption and circular dichroism spectra using density functional force fields","volume":"98","author":"Stephens","year":"1994","journal-title":"J. Chem. Phys."},{"key":"ref_32","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1016\/0009-2614(75)85672-7","article-title":"Extended basis set studies of hydrocarbon molecular orbital energies","volume":"36","author":"Binkley","year":"1975","journal-title":"Chem. Phys. Lett."},{"key":"ref_33","doi-asserted-by":"crossref","first-page":"1456","DOI":"10.1002\/jcc.21759","article-title":"Effect of the damping function in dispersion corrected density functional theory","volume":"32","author":"Grimme","year":"2011","journal-title":"J. Comput. Chem."},{"key":"ref_34","doi-asserted-by":"crossref","first-page":"121610","DOI":"10.1016\/j.seppur.2022.121610","article-title":"Deep removal of chlorobenzene based volatile organic compounds from exhaust gas with ionic liquids","volume":"298","author":"Mu","year":"2022","journal-title":"Sep. Purif. Technol."},{"key":"ref_35","doi-asserted-by":"crossref","first-page":"553","DOI":"10.1080\/00268977000101561","article-title":"The calculation of small molecular interactions by the differences of separate total energies. Some procedures with reduced errors","volume":"19","author":"Boys","year":"1970","journal-title":"Mol. Phys."},{"key":"ref_36","doi-asserted-by":"crossref","first-page":"3246","DOI":"10.1039\/D0CP05735E","article-title":"The dynamic behavior and intrinsic mechanism of CO2 absorption by amino acid ionic liquids","volume":"23","author":"Tong","year":"2021","journal-title":"Phys. Chem. Chem. Phys."},{"key":"ref_37","doi-asserted-by":"crossref","first-page":"1101","DOI":"10.1007\/s00231-013-1154-7","article-title":"Effect of a falling gas-liquid absorption film temperature on entropy generation","volume":"49","author":"Chermiti","year":"2013","journal-title":"Heat. Mass. Transfer."},{"key":"ref_38","doi-asserted-by":"crossref","first-page":"21","DOI":"10.1007\/978-3-540-45095-5_2","article-title":"Convective instabilities in layered systems","volume":"Volume 68","author":"Nepomnyashchy","year":"2003","journal-title":"Interfacial Fluid Dynamics and Transport Processes"},{"key":"ref_39","doi-asserted-by":"crossref","first-page":"353","DOI":"10.1016\/j.cej.2017.06.178","article-title":"Study on the absorbability, regeneration characteristics and thermal stability of ionic liquids for VOCs removal","volume":"328","author":"Wang","year":"2017","journal-title":"Chem. Eng. J."},{"key":"ref_40","doi-asserted-by":"crossref","first-page":"2791","DOI":"10.5012\/bkcs.2014.35.9.2791","article-title":"Absorption of SO2 at high temperatures by ionic liquids and the absorption mechanism","volume":"35","author":"Tian","year":"2014","journal-title":"Bull. Korean Chem. Soc."},{"key":"ref_41","doi-asserted-by":"crossref","first-page":"144","DOI":"10.1021\/je00024a013","article-title":"Vapor-liquid equilibriums in the dichloromethane-chlorobromomethane-dibromomethane system and its binaries","volume":"26","author":"Apelblat","year":"1981","journal-title":"J. Chem. Eng. Data."},{"key":"ref_42","doi-asserted-by":"crossref","first-page":"190","DOI":"10.1016\/j.fluid.2006.07.007","article-title":"Vapor pressure measurement for binary and ternary systems containing a phosphoric ionic liquid","volume":"247","author":"Zhao","year":"2006","journal-title":"Fluid. Phase. Equilib."},{"key":"ref_43","doi-asserted-by":"crossref","first-page":"219","DOI":"10.1016\/j.fluid.2014.10.028","article-title":"Measurement, correlation, and prediction of vapor pressure for binary and ternary systems containing an ionic liquid 1,3-dimethylimidazolium methylsulfate","volume":"385","author":"Dai","year":"2015","journal-title":"Fluid. Phase. Equilib."},{"key":"ref_44","doi-asserted-by":"crossref","first-page":"193827","DOI":"10.1063\/1.5010067","article-title":"Change of hydrogen bonding structure in ionic liquid mixtures by anion type","volume":"148","author":"Cha","year":"2018","journal-title":"J. Chem. Phys."},{"key":"ref_45","doi-asserted-by":"crossref","first-page":"15041","DOI":"10.1039\/C4CC06944G","article-title":"Highly efficient CO2 capture by carbonyl-containing ionic liquids through Lewis acid-base and cooperative C-H\u2219\u2219\u2219O hydrogen bonding interaction strengthened by the anion","volume":"50","author":"Ding","year":"2014","journal-title":"Chem. Commun."},{"key":"ref_46","doi-asserted-by":"crossref","first-page":"1","DOI":"10.1016\/j.ces.2018.12.046","article-title":"Structural effect on the vapor-liquid equilibrium of toluene-ionic liquid systems","volume":"198","author":"Yu","year":"2019","journal-title":"Chem. Eng. Sci."},{"key":"ref_47","doi-asserted-by":"crossref","first-page":"9775","DOI":"10.1021\/jp054054c","article-title":"Hydrogen bonds in imidazolium ionic liquids","volume":"110","author":"Dong","year":"2006","journal-title":"J. Phys. Chem. A"},{"key":"ref_48","doi-asserted-by":"crossref","first-page":"93","DOI":"10.1016\/S1387-7003(00)00016-2","article-title":"A dimer structure {[Cu(phen)2Cl][OH]\u00b76H2O}2 constructed through C-H\u22efCl hydrogen bondings and \u03c0-\u03c0 interactions","volume":"3","author":"Ma","year":"2000","journal-title":"Inorg. Chem. Commun."},{"key":"ref_49","doi-asserted-by":"crossref","first-page":"441","DOI":"10.1021\/j100785a001","article-title":"van der Waals Volumes and Radii","volume":"68","author":"Bondi","year":"1964","journal-title":"J. Chem. Phys."}],"container-title":["International Journal of Environmental Research and Public Health"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1660-4601\/20\/10\/5787\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,10]],"date-time":"2025-10-10T19:32:42Z","timestamp":1760124762000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1660-4601\/20\/10\/5787"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2023,5,11]]},"references-count":49,"journal-issue":{"issue":"10","published-online":{"date-parts":[[2023,5]]}},"alternative-id":["ijerph20105787"],"URL":"https:\/\/doi.org\/10.3390\/ijerph20105787","relation":{},"ISSN":["1660-4601"],"issn-type":[{"value":"1660-4601","type":"electronic"}],"subject":[],"published":{"date-parts":[[2023,5,11]]}}}