Extractive desulfurization of liquid fuel using diamine-terminated polyethylene glycol as a very low vapour pressure and green molecular solvent

R Soc Open Sci. 2020 Nov 18;7(11):200803. doi: 10.1098/rsos.200803. eCollection 2020 Nov.

Abstract

Removal of sulfur compounds from liquid fuel is one of the important issues in the field of energy and environment. Among the available methods, extractive desulfurization (EDS) is of great interest due to its convenient operating conditions. In this study, EDS performance of 4,7,10-trioxatridecane-1,13-diamine (TTD), a very low vapour pressure diamine-terminated oligomeric polyethylene glycol (PEG), was studied. Effect of the influencing factors, as well as multiple extraction, mutual solubility, reusability and regeneration of TTD were investigated. Results showed that the TTD/fuel volume ratio of 0.5 could extract benzothiophene, dibenzothiophene and dimethyl dibenzothiophene with the efficiencies 67%, 74% and 53%, respectively, in less than 1 min at ambient temperature. The distribution coefficient (KN ) value for removal of dibenzothiophene by TTD was 3.66 higher than that of PEG, and it is similar to KN values (approx. 4) for polyethylene glycol dimethyl ether (as a modified PEG) and Lewis acid-containing ionic liquids. It was observed that spent TTD after five cycles could be regenerated using the back-extraction method. Also, deep EDS was achievable after three times extraction using fresh TTD. Finally, the extraction mechanism was studied using 1H-NMR. These observations, as well as very low vapour pressure and insignificant dependency of TTD on the initial S-concentration of fuel and temperature, make this extractant to be introduced as a valuable option for green and effective EDS.

Keywords: 4,7,10-trioxatridecane-1,13-diamine; benzotiophenic compounds; desulfurization; diamine-terminated oligomeric polyethylene glycol; extraction; liquid fuel.

Associated data

  • Dryad/10.5061/dryad.931zcrjh1