Engineering photo-controllable fragrance release with flash nanoprecipitation

Ming Liu; Chenxu Yan; Jianwei Han; Zhiqian Guo; Yue Wu; Jian Huang; Zuobing Xiao; Wei-Hong Zhu

Green Chemical Engineering (Sep 2021)

Engineering photo-controllable fragrance release with flash nanoprecipitation

Ming Liu,
Chenxu Yan,
Jianwei Han,
Zhiqian Guo,
Yue Wu,
Jian Huang,
Zuobing Xiao,
Wei-Hong Zhu

Affiliations

Ming Liu: Shanghai Key Laboratory of Functional Materials Chemistry, Key Laboratory for Advanced Materials and Institute of Fine Chemicals, Joint International Research Laboratory of Precision Chemistry and Molecular Engineering, Feringa Nobel Prize Scientist Joint Research Center, Frontiers Science Center for Materiobiology and Dynamic Chemistry, School of Chemistry and Molecular Engineering, East China University of Science and Technology, Shanghai, 200237, China
Chenxu Yan: Shanghai Key Laboratory of Functional Materials Chemistry, Key Laboratory for Advanced Materials and Institute of Fine Chemicals, Joint International Research Laboratory of Precision Chemistry and Molecular Engineering, Feringa Nobel Prize Scientist Joint Research Center, Frontiers Science Center for Materiobiology and Dynamic Chemistry, School of Chemistry and Molecular Engineering, East China University of Science and Technology, Shanghai, 200237, China
Jianwei Han: Shanghai Key Laboratory of Functional Materials Chemistry, Key Laboratory for Advanced Materials and Institute of Fine Chemicals, Joint International Research Laboratory of Precision Chemistry and Molecular Engineering, Feringa Nobel Prize Scientist Joint Research Center, Frontiers Science Center for Materiobiology and Dynamic Chemistry, School of Chemistry and Molecular Engineering, East China University of Science and Technology, Shanghai, 200237, China; Corresponding author.
Zhiqian Guo: Shanghai Key Laboratory of Functional Materials Chemistry, Key Laboratory for Advanced Materials and Institute of Fine Chemicals, Joint International Research Laboratory of Precision Chemistry and Molecular Engineering, Feringa Nobel Prize Scientist Joint Research Center, Frontiers Science Center for Materiobiology and Dynamic Chemistry, School of Chemistry and Molecular Engineering, East China University of Science and Technology, Shanghai, 200237, China
Yue Wu: Apple Flavor & Fragrance Group Co., Ltd., Shanghai, 200436, China
Jian Huang: Apple Flavor & Fragrance Group Co., Ltd., Shanghai, 200436, China
Zuobing Xiao: School of Perfume and Aroma Technology, Shanghai Institute of Technology, Shanghai, 201418, China
Wei-Hong Zhu: Shanghai Key Laboratory of Functional Materials Chemistry, Key Laboratory for Advanced Materials and Institute of Fine Chemicals, Joint International Research Laboratory of Precision Chemistry and Molecular Engineering, Feringa Nobel Prize Scientist Joint Research Center, Frontiers Science Center for Materiobiology and Dynamic Chemistry, School of Chemistry and Molecular Engineering, East China University of Science and Technology, Shanghai, 200237, China; Corresponding author.

Journal volume & issue: Vol. 2, no. 3
pp. 301 – 308

Abstract

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Controllable profragrance nanoparticles are in great demand for long-lasting scent in flavor and fragrance industries. However, the practical applications of controllable fragrance release are limited by the non-tunable size, structural heterogeneity and poor reproducibility. Herein, a coumarin-derived phototrigger (CM-OH) is covalently conjugated with alcohol fragrances to obtain the corresponding profragrances (CM-R) which enable to release fragrances under the light controlling conditions. Furthermore, we introduce a new engineering strategy to construct fine tunable and highly uniform profragrance nanoparticles with flash nanoprecipitation (FNP) technology, which features commercial available amphiphilic pluronic F127 polymers by encapsulation of photo-activatable profragrances CM-R in hydrophobic cores to enhance the long-lasting photo-controllable fragrance release. With the assistance of FNP technology, amphiphilic pluronic polymer and profragrances CM-R in organic solution are instantaneously mixed and subsequently precipitated in the multi-inlet vortex mixer (MIVM), thus obtaining the pluronic F127-encapsulated profragrance nanoparticles with good homogeneity. Compared to the traditional thermodynamic encapsulation method, the novel kinetic FNP technology can not only tune the size of profragrance nanoparticles with narrow distribution, but also distinctly improve the batch-to-batch reproducibility, which affords an alternative method for scale-up preparation of amphiphilic profragrance nanoparticles in precisely controllable fragrance delivery system.

Published in Green Chemical Engineering

ISSN: 2666-9528 (Online)
Publisher: KeAi Communications Co. Ltd.
Country of publisher: China
LCC subjects: Technology: Chemical technology: Chemical engineering; Science: Chemistry: Organic chemistry: Biochemistry
Website: https://www.keaipublishing.com/en/journals/green-chemical-engineering/

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