University of Oulu

Shu Hong, Yang Yuan, Qiuru Yang, Ling Chen, Junqian Deng, Weimin Chen, Hailan Lian, Josué D. Mota-Morales, Henrikki Liimatainen, Choline chloride-zinc chloride deep eutectic solvent mediated preparation of partial O-acetylation of chitin nanocrystal in one step reaction, Carbohydrate Polymers, Volume 220, 2019, Pages 211-218, ISSN 0144-8617, https://doi.org/10.1016/j.carbpol.2019.05.075

Choline chloride-zinc chloride deep eutectic solvent mediated preparation of partial O-acetylation of chitin nanocrystal in one step reaction

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Author: Hong, Shu1,2; Yuan, Yang1; Yang, Qiuru1;
Organizations: 1College of Materials Science and Engineering, Nanjing Forestry University, Nanjing, 210037 China
2Fibre and Particle Engineering Research Unit, University of Oulu, P.O. Box 4300, FI-90014, Finland
3Centro de Física Aplicada y Tecnología Avanzada, Universidad Nacional Autónoma de México, Querétaro, QRO, 76230 Mexico
Format: article
Version: accepted version
Access: embargoed
Persistent link: http://urn.fi/urn:nbn:fi-fe2019091828632
Language: English
Published: Elsevier, 2019
Publish Date: 2020-05-27
Description:

Abstract

An efficient and one step production of acetylated and esterified chitin nanocrystals (CNCs) was successfully achieved using choline chloride-zinc chloride deep-eutectic solvent (ChCl-ZnCl2 DES). In this method, ChCl-ZnCl2 DES with a mole ratio of 1:2, was used for the esterification and O-acetylation of chitin at 90 °C for 3 h and 6 h. This strategy consisted in using ChCl-ZnCl2 DES as a green and non-volatile solvent for chitin under heterogeneous condition that, upon addition of acetic anhydride or acetic acid, simultaneous acetylation or esterification and hydrolysis occurred. The DES act as an efficient catalysis of the functional reaction. The acetylation and hydrolysis proceeded efficiently and the yield of partial acetylated CNCs was ca. 61.6% with DS (degree of substitution) of 0.23 under the optimized conditions. Acetic acid was used to substituted acid anhydride to produce CNCs. The yield of acetic acid induced CNCs was ca. 62.0% with higher DS of 0.34. A thorough investigation of the physicochemical characteristics changes of chitin pointed out that the main skeletal structure of obtained CNCs was intact. The thermal stability of CNCs decreased after treated by ChCl/ZnCl2. In addition, thermal stability of CNCs functionalized with acetic acid is lower than the ones functionalized with acetic anhydride. DES showed low expenditure and toxicity. This approach provides a novel method for production of functional chitin nanocrystals.

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Series: Carbohydrate polymers
ISSN: 0144-8617
ISSN-E: 1879-1344
ISSN-L: 0144-8617
DOI: 10.1016/j.carbpol.2019.05.075
OADOI: https://oadoi.org/10.1016/j.carbpol.2019.05.075
Type of Publication: A1 Journal article – refereed
Field of Science: 215 Chemical engineering
Subjects:
Funding: This research was supported by grants from the National Natural Science Foundation of China (31370567), the Doctorate Fellowship Foundation of Nanjing Forestry University, a project of construction of First-Class disciplines, the National Council of Science and Technology (CONACYT), through grant 252774 and PAPIIT-UNAM (project No. IA202018), Mexico, and the Academy of Finland project “Bionanochemicals” (No. 24302311).
Copyright information: © 2019 Elsevier Ltd. All rights reserved. This manuscript version is made available under the CC-BY-NC-ND 4.0 license http://creativecommons.org/licenses/by-nc-nd/4.0/.
  https://creativecommons.org/licenses/by-nc-nd/4.0/