An unconventional separation method of α-Terpineol from its isomer 1,8-Cineole via in situ-association formation of deep eutectic solvent and machine learning.

α-Terpineol and 1,8-cineole are two important compounds in essential oils. This study developed an efficient method to recover α-terpineol from model oil (MO) based on association extraction by in situ formations of deep eutectic solvent (DES) between α-terpineol and some quaternary ammonium salts (QASs) by hydrogen-bond (HB) interaction. Such interaction could be broken almost completely by the introduction of water, due to the stronger HB interaction between water and QASs, which could release α-terpineol by liquid-liquid separation and save the organic solvents consumption. QASs were screened by gaussian energy calculation and experimental verification. Subsequently, the effect of physicochemical properties of the quaternary ammonium salts on the weak interaction between QASs and α-Terpineol was also screened using random forests model. Tetrabutylammonium chloride (TBAC) was proved to form DES with α-terpineol but not with 1,8-cineole, which was proved by FT-IR and H nuclear magnetic resonance (H NMR) spectroscopy. After response surface methodology (RSM) and Genetic Algorithm-Back Propagation (GA-BP) neural network optimization, the distribution ratio and selectivity of α-terpineol to 1,8-cineole could reach a high value of 29.6 and 42.2. The α-terpineol could achieve a purity up to 99.6 % with a recovery of 88.8 % by the two-step back-extractions using n-hexane and water. Furthermore, camphor leaf essential oil was used to demonstrate the reliability of the method for further application. In this separation process, all reagents including organic salt, n-hexane and water could be recovered and reused. It provides an alternative and promising method for the economical and green treatment of essential oils.