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Host‐Guest Inclusion Complexes of Geraniol and Nerol with Acyclic Cucurbit[n]urils: Preparation, Characterization and Controlled Release
Author(s) -
Gao Rui,
Yang Waixiang,
Xu Jicang,
Chen Liyuan,
Yang Jing,
Wang Baoxing,
Yang Bo
Publication year - 2021
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.202004685
Subject(s) - nerol , geraniol , chemistry , molecule , stoichiometry , nuclear magnetic resonance spectroscopy , chemical engineering , organic chemistry , chromatography , essential oil , engineering
Two main components of rose essential oil, geraniol and nerol are highly volatile, and hardly water‐soluble, which limit their further development and application in food and cosmetics industry. Host‐guest inclusion complexation could be a promising strategy to address these issues. Herein, new inclusion systems of geraniol and nerol with two acyclic cucurbit[n]urils (ACBs) were fabricated, and their binding behaviors both in solution and solid states were investigated by fluorescence spectroscopy, NMR, XRD, FT‐IR spectroscopy and TGA. The results confirmed the formation of host‐guest inclusion complexes. The stoichiometry of the complexes was proved to be 1 : 1 by Job's plot. The possible inclusion modes were proposed by 2D‐ROESY experiments. The pH‐dependent release of guest molecules from the inclusion complexes has been studied via UV‐Vis spectroscopy. The heat‐controlled release properties of guest molecules from the solid inclusion complexes were studied via 1 H NMR spectra. The complexes featured less volatilization under low temperature, longer retention time, better water solubility and improved heat‐controlled release properties. In brief, this work uncloses a new strategy to enhance the performance of essential oils and flavors/fragrances and further their application in the field of cosmetic and food industry.