Platform Chemicals from Ethylene Glycol and Isobutene: Thermodynamics “Pays” for Biomass Valorisation and Acquires “Cashback”
Ethylene glycol (EG) produced from biomass is a promising candidate for several new applications. In this paper, EG derivatives such as mono- and di-tert-butyl ethers are considered. However, accurate thermodynamic data are essential to optimise the technology of the direct tert-butyl ether EG synth...
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| Format: | Article |
| Language: | English |
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MDPI AG
2023-05-01
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| Series: | Chemistry |
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| Online Access: | https://www.mdpi.com/2624-8549/5/2/79 |
| _version_ | 1797595523663790080 |
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| author | Sergey P. Verevkin Aleksandra A. Zhabina |
| author_facet | Sergey P. Verevkin Aleksandra A. Zhabina |
| author_sort | Sergey P. Verevkin |
| collection | DOAJ |
| description | Ethylene glycol (EG) produced from biomass is a promising candidate for several new applications. In this paper, EG derivatives such as mono- and di-tert-butyl ethers are considered. However, accurate thermodynamic data are essential to optimise the technology of the direct tert-butyl ether EG synthesis reaction or reverse process isobutene release. The aim of this work is to measure the vapour pressures and combustion energies for these ethers and determine the vaporisation enthalpies and enthalpies of formation from these measurements. Methods based on the First and Second Law of Thermodynamics were combined to discover the reliable thermodynamics of ether synthesis reactions. The thermochemical data for ethylene glycol tert-butyl ethers were validated using structure–property correlations and quantum chemical calculations. The literature results of the equilibrium study of alkylation of EG with isobutene were evaluated and the thermodynamic functions of ethylene glycol tert-butyl ethers were derived. The energetics of alkylation determined according to the “First Law” and the “Second Law” methods agree very well. Some interesting aspects related to the entropy of ethylene glycol tert-butyl ethers were also revealed and discussed. |
| first_indexed | 2024-03-11T02:38:45Z |
| format | Article |
| id | doaj.art-5233c14c12d34a378d84f5727374b26f |
| institution | Directory Open Access Journal |
| issn | 2624-8549 |
| language | English |
| last_indexed | 2024-03-11T02:38:45Z |
| publishDate | 2023-05-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Chemistry |
| spelling | doaj.art-5233c14c12d34a378d84f5727374b26f2023-11-18T09:45:36ZengMDPI AGChemistry2624-85492023-05-01521171118910.3390/chemistry5020079Platform Chemicals from Ethylene Glycol and Isobutene: Thermodynamics “Pays” for Biomass Valorisation and Acquires “Cashback”Sergey P. Verevkin0Aleksandra A. Zhabina1Competence Centre CALOR, Department Life, Light & Matter, Faculty of Interdisciplinary Research, University of Rostock, 18059 Rostock, GermanyChemical Department, Samara State Technical University, 443100 Samara, RussiaEthylene glycol (EG) produced from biomass is a promising candidate for several new applications. In this paper, EG derivatives such as mono- and di-tert-butyl ethers are considered. However, accurate thermodynamic data are essential to optimise the technology of the direct tert-butyl ether EG synthesis reaction or reverse process isobutene release. The aim of this work is to measure the vapour pressures and combustion energies for these ethers and determine the vaporisation enthalpies and enthalpies of formation from these measurements. Methods based on the First and Second Law of Thermodynamics were combined to discover the reliable thermodynamics of ether synthesis reactions. The thermochemical data for ethylene glycol tert-butyl ethers were validated using structure–property correlations and quantum chemical calculations. The literature results of the equilibrium study of alkylation of EG with isobutene were evaluated and the thermodynamic functions of ethylene glycol tert-butyl ethers were derived. The energetics of alkylation determined according to the “First Law” and the “Second Law” methods agree very well. Some interesting aspects related to the entropy of ethylene glycol tert-butyl ethers were also revealed and discussed.https://www.mdpi.com/2624-8549/5/2/79etherscombustion calorimetryenthalpy of formationtranspiration methodvapour pressureenthalpy of vaporisation |
| spellingShingle | Sergey P. Verevkin Aleksandra A. Zhabina Platform Chemicals from Ethylene Glycol and Isobutene: Thermodynamics “Pays” for Biomass Valorisation and Acquires “Cashback” Chemistry ethers combustion calorimetry enthalpy of formation transpiration method vapour pressure enthalpy of vaporisation |
| title | Platform Chemicals from Ethylene Glycol and Isobutene: Thermodynamics “Pays” for Biomass Valorisation and Acquires “Cashback” |
| title_full | Platform Chemicals from Ethylene Glycol and Isobutene: Thermodynamics “Pays” for Biomass Valorisation and Acquires “Cashback” |
| title_fullStr | Platform Chemicals from Ethylene Glycol and Isobutene: Thermodynamics “Pays” for Biomass Valorisation and Acquires “Cashback” |
| title_full_unstemmed | Platform Chemicals from Ethylene Glycol and Isobutene: Thermodynamics “Pays” for Biomass Valorisation and Acquires “Cashback” |
| title_short | Platform Chemicals from Ethylene Glycol and Isobutene: Thermodynamics “Pays” for Biomass Valorisation and Acquires “Cashback” |
| title_sort | platform chemicals from ethylene glycol and isobutene thermodynamics pays for biomass valorisation and acquires cashback |
| topic | ethers combustion calorimetry enthalpy of formation transpiration method vapour pressure enthalpy of vaporisation |
| url | https://www.mdpi.com/2624-8549/5/2/79 |
| work_keys_str_mv | AT sergeypverevkin platformchemicalsfromethyleneglycolandisobutenethermodynamicspaysforbiomassvalorisationandacquirescashback AT aleksandraazhabina platformchemicalsfromethyleneglycolandisobutenethermodynamicspaysforbiomassvalorisationandacquirescashback |