Assessing the Breadth of Adduct Formation between Flavouring Molecules and Carrier Fluids within Electronic Cigarette Liquid Products

15 April 2022, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

Introduction: A range of flavouring molecules are used in electronic cigarette liquids (e-liquids), some of which have been shown to form cyclic acetal adducts with e-liquid solvent components propylene glycol (PG) and vegetable glycerine (VG). The objective of this study was to identify the range of flavouring molecules which form adducts in e-liquid products. Methods: Common e-liquid flavouring molecules (N=36) from a range of chemical class groups were exposed to PG, VG or methanol and analysed by GC-MS over a timeframe of 4 weeks to identify possible reaction products. Results: Adduct formation was observed, with 14 of the flavouring molecules reacting with methanol, 10 reacting with PG and 9 reacting with VG. Where cyclic PG acetals formed, two diastereoisomeric peaks were observed in GC-MS chromatograms, compared to four peaks for VG acetals. All aldehyde-containing flavouring molecules analysed were reactive with PG, VG and methanol. Adducts formed by reaction with ketone-containing flavouring molecules were identified for the first time. Conclusions: A range of adduct products with unknown toxicological safety form in e-liquids through reaction of flavouring molecules and solvent components. PG and VG acetals are likely to form when any aldehyde flavourings are present in e-liquids. PG and VG solvents may also react with ketone-containing flavouring molecules. Implications: This study has established a range of flavouring molecules which are able to react with solvent components PG and VG in e-liquids under standard storage conditions. These newly identified adducts need to be further assessed to determine their toxicological safety.

Keywords

Acetals
Electronic cigarettes
Flavours
Aldehydes
Respiration
Toxicology

Supplementary materials

Title
Description
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Title
Supplementary Information for Assessing the Breadth of Adduct Formation between Flavouring Molecules and Carrier Fluids within Electronic Cigarette Liquid Products
Description
Contains supplementary information such as: acetalisation reaction pathways, information on the E-liquids and flavour concentrates analysed, how acetals were synthesised for confirmation, GCMS overlays of acetal reactions over time, adduct:flavouring molecule relative concentration graphs and confirmation of acetals in e-liquid samples.
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