177
Florindo C, Romero L, Rintoul I, Branco LC, Marrucho IM (2018b) From phase change materials to green solvents: hydrophobic low viscous fatty acid − based deep eutectic solvents. ACS
Sustain Chem Eng 6(3):3888–3895. https://doi.org/10.1021/acssuschemeng.7b04235
Francisco M, van den Bruinhorst A, Kroon MC (2013) Low-transition-temperature mixtures
(LTTMs): a new generation of designer solvents. Angew Chem Int Ed 52:3074–3085. https://
doi.org/10.1002/anie.201207548
Freire MG, Cláudio AFM, Araújo JMM, Coutinho JAP, Marrucho IM, Lopes JNC, Rebelo LPN
(2012) Aqueous biphasic systems: a boost brought about by using ionic liquids. Chem Soc Rev
41:4966–4995. https://doi.org/10.1039/c2cs35151j
George A, Brandt A, Tran K, Zahari SMSNS, Klein-Marcuschamer D, Sun N, Sathitsuksanoh N,
Shi J, Stavila V, Parthasarathi R, Singh S, Holmes BM, Welton T, Simmons BA, Hallett JP
(2015) Design of low-cost ionic liquids for lignocellulosic biomass pretreatment. Green Chem
17:1728–1734. https://doi.org/10.1039/c4gc01208a
Gilmore M, Mccourt ÉN, Connolly F, Nockemann P, Swadźba-kwaśny M, Holbrey JD (2018a)
Hydrophobic deep eutectic solvents incorporating Trioctylphosphine oxide: advanced
liquid Extractants. ACS Sustain Chem Eng 6:17323–17332. https://doi.org/10.1021/
acssuschemeng.8b04843
Gilmore M, Moura LM, Turner AH, Swadźba-kwaśny M, Callear SK, Mc Cune JA, Scherman
OA, Holbrey JD (2018b) A comparison of choline:urea and choline:oxalic acid deep eutectic
solvents at 338 K. J Chem Phys 148:193823–193833. https://doi.org/10.1063/1.5010246
Griffin PJ, Cosby T, Holt AP, Benson RS, Sangoro JR (2014) Charge transport and structural
dynamics in carboxylic-acid-based deep eutectic mixtures. J Phys Chem B 118(31):9378–9385.
https://doi.org/10.1021/jp503105g
Gutowski KE, Broker GA, Willauer HD, Huddleston JG, Swatloski RP, Holbrey JD, Rogers RD
(2003) Controlling the aqueous miscibility of ionic liquids: aqueous biphasic Systems of
Water-Miscible Ionic Liquids and Water-Structuring Salts for recycle, metathesis, and separations. J Am Chem Soc 125(22):6632–6633. https://doi.org/10.1021/ja0351802
Hammond OS, Bowron DT, Edler KJ (2016) Liquid structure of the choline chloride-urea deep
eutectic solvent (reline) from neutron diffraction and atomistic modelling. Green Chem
18:2736–2744. https://doi.org/10.1039/c5gc02914g
Han X, Armstrong DW (2007) Ionic liquids in separations. Acc Chem Res 40(11):1079–1086.
https://doi.org/10.1021/ar700044y
Huddleston JG, Visser AE, Reichert WM, Willauer HD, Broker GA, Rogers RD (2001)
Characterization and comparison of hydrophilic and hydrophobic room temperature ionic liquids incorporating the imidazolium cation. Green Chem 3:156–164. https://doi.org/10.1039/
b103275p
Hyde AM, Zultanski SL, Waldman JH, Zhong Y-L, Shevlin M, Peng F (2017) General principles and strategies for salting-out informed by the Hofmeister series. Org Process Res Dev
21(9):1355–1370. https://doi.org/10.1021/acs.oprd.7b00197
Ishii S, Taya M, Kobayashi T (1985) Production of butanol by Clostridium Acetobutylicum in
Extractive fermentation system. J Chem Eng Jpn 18(2):125–130
Jianchen W, Chongli S (2001) Hot test of trialkyl phosphine oxide (TRPO) for removing actinides
from highly saline high-level liquid waste (HLLW). Solv Extn Ion Exch 19(2):231–242. https://
doi.org/10.1081/SEI-100102693
Jones AOF, Leech CK, McIntyre GJ, Wilson CC, Thomas LH (2014) Engineering short, strong
hydrogen bonds in urea di-carboxylic acid complexes. CrystEngComm 16:8177–8184. https://
doi.org/10.1039/c4ce00587b
Kaul MJ, Qadah D, Mandella V, Dietz ML (2019) Systematic evaluation of hydrophobic deepmelting eutectics as alternative solvents for the extraction of organic solutes from aqueous
solution. RSC Adv 9:15798–15804. https://doi.org/10.1039/c9ra01596e
Krízek T, Bursová M, Horsley R, Kuchar M, Tuma P, Cabala R, Hlozek T (2018) Menthol-based
hydrophobic deep eutectic solvents: towards greener and efficient extraction of phytocannabinoids. J Clean Prod 193:391–396. https://doi.org/10.1016/j.jclepro.2018.05.080
5 Hydrophobic Deep Eutectic Solvents
Florindo C, Romero L, Rintoul I, Branco LC, Marrucho IM (2018b) From phase change materials to green solvents: hydrophobic low viscous fatty acid − based deep eutectic solvents. ACS
Sustain Chem Eng 6(3):3888–3895. https://doi.org/10.1021/acssuschemeng.7b04235
Francisco M, van den Bruinhorst A, Kroon MC (2013) Low-transition-temperature mixtures
(LTTMs): a new generation of designer solvents. Angew Chem Int Ed 52:3074–3085. https://
doi.org/10.1002/anie.201207548
Freire MG, Cláudio AFM, Araújo JMM, Coutinho JAP, Marrucho IM, Lopes JNC, Rebelo LPN
(2012) Aqueous biphasic systems: a boost brought about by using ionic liquids. Chem Soc Rev
41:4966–4995. https://doi.org/10.1039/c2cs35151j
George A, Brandt A, Tran K, Zahari SMSNS, Klein-Marcuschamer D, Sun N, Sathitsuksanoh N,
Shi J, Stavila V, Parthasarathi R, Singh S, Holmes BM, Welton T, Simmons BA, Hallett JP
(2015) Design of low-cost ionic liquids for lignocellulosic biomass pretreatment. Green Chem
17:1728–1734. https://doi.org/10.1039/c4gc01208a
Gilmore M, Mccourt ÉN, Connolly F, Nockemann P, Swadźba-kwaśny M, Holbrey JD (2018a)
Hydrophobic deep eutectic solvents incorporating Trioctylphosphine oxide: advanced
liquid Extractants. ACS Sustain Chem Eng 6:17323–17332. https://doi.org/10.1021/
acssuschemeng.8b04843
Gilmore M, Moura LM, Turner AH, Swadźba-kwaśny M, Callear SK, Mc Cune JA, Scherman
OA, Holbrey JD (2018b) A comparison of choline:urea and choline:oxalic acid deep eutectic
solvents at 338 K. J Chem Phys 148:193823–193833. https://doi.org/10.1063/1.5010246
Griffin PJ, Cosby T, Holt AP, Benson RS, Sangoro JR (2014) Charge transport and structural
dynamics in carboxylic-acid-based deep eutectic mixtures. J Phys Chem B 118(31):9378–9385.
https://doi.org/10.1021/jp503105g
Gutowski KE, Broker GA, Willauer HD, Huddleston JG, Swatloski RP, Holbrey JD, Rogers RD
(2003) Controlling the aqueous miscibility of ionic liquids: aqueous biphasic Systems of
Water-Miscible Ionic Liquids and Water-Structuring Salts for recycle, metathesis, and separations. J Am Chem Soc 125(22):6632–6633. https://doi.org/10.1021/ja0351802
Hammond OS, Bowron DT, Edler KJ (2016) Liquid structure of the choline chloride-urea deep
eutectic solvent (reline) from neutron diffraction and atomistic modelling. Green Chem
18:2736–2744. https://doi.org/10.1039/c5gc02914g
Han X, Armstrong DW (2007) Ionic liquids in separations. Acc Chem Res 40(11):1079–1086.
https://doi.org/10.1021/ar700044y
Huddleston JG, Visser AE, Reichert WM, Willauer HD, Broker GA, Rogers RD (2001)
Characterization and comparison of hydrophilic and hydrophobic room temperature ionic liquids incorporating the imidazolium cation. Green Chem 3:156–164. https://doi.org/10.1039/
b103275p
Hyde AM, Zultanski SL, Waldman JH, Zhong Y-L, Shevlin M, Peng F (2017) General principles and strategies for salting-out informed by the Hofmeister series. Org Process Res Dev
21(9):1355–1370. https://doi.org/10.1021/acs.oprd.7b00197
Ishii S, Taya M, Kobayashi T (1985) Production of butanol by Clostridium Acetobutylicum in
Extractive fermentation system. J Chem Eng Jpn 18(2):125–130
Jianchen W, Chongli S (2001) Hot test of trialkyl phosphine oxide (TRPO) for removing actinides
from highly saline high-level liquid waste (HLLW). Solv Extn Ion Exch 19(2):231–242. https://
doi.org/10.1081/SEI-100102693
Jones AOF, Leech CK, McIntyre GJ, Wilson CC, Thomas LH (2014) Engineering short, strong
hydrogen bonds in urea di-carboxylic acid complexes. CrystEngComm 16:8177–8184. https://
doi.org/10.1039/c4ce00587b
Kaul MJ, Qadah D, Mandella V, Dietz ML (2019) Systematic evaluation of hydrophobic deepmelting eutectics as alternative solvents for the extraction of organic solutes from aqueous
solution. RSC Adv 9:15798–15804. https://doi.org/10.1039/c9ra01596e
Krízek T, Bursová M, Horsley R, Kuchar M, Tuma P, Cabala R, Hlozek T (2018) Menthol-based
hydrophobic deep eutectic solvents: towards greener and efficient extraction of phytocannabinoids. J Clean Prod 193:391–396. https://doi.org/10.1016/j.jclepro.2018.05.080
5 Hydrophobic Deep Eutectic Solvents