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Challenges in the development of bio-based solvents: A case study on methyl(2,2-dimethyl-1,3-dioxolan-4-yl)methyl carbonate as an alternative aprotic solvent

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JournalFARADAY DISCUSSIONS
DateAccepted/In press - 17 Feb 2017
DateE-pub ahead of print - 13 Mar 2017
DatePublished (current) - 1 Sep 2017
Volume202
Number of pages17
Pages (from-to)157-173
Early online date13/03/17
Original languageEnglish

Abstract

Many traditional solvents have drawbacks including sustainability and toxicity issues. Legislations such as REACH is driving the move towards less hazardous chemicals and production processes. Therefore, safer bio-based solvents need to be developed. Herein, a 10 step method has been proposed for the development of new bio-based solvents that utilise a combination of in silico modelling of Hansen solubility parameters (HSPs), experimental Kamlet-Abboud-Taft parameters, selection of green synthetic routes followed by applications testing and toxicity measurements. The challenges that the chemical industry face in the development of new bio-based solvents are highlighted through a case study on methyl (2,2-dimethyl-1,3-dioxolan-4-yl) methyl carbonate (MMC) which can be synthesised from glycerol. Although MMC is an attractive candidate as a replacement solvent, simply being bio-derived is not enough for a molecule to be regarded as green. The methodology of solvent development described here is a broadly applicable protocol that will indicate if a new bio-based solvent is functionally proficient, but will also highlight the importance of early stage Kamlet-Abboud-Taft parameters determination and toxicity testing in the development of a green solvent.

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© Royal Society of Chemistry 2017. This is an author-produced version of the published paper. Uploaded in accordance with the publisher’s self-archiving policy. Further copying may not be permitted; contact the publisher for details.

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