Optimization and degradation studies of cellulose transesterification to palmitate esters in superbase ionic liquid.


Journal

Carbohydrate research
ISSN: 1873-426X
Titre abrégé: Carbohydr Res
Pays: Netherlands
ID NLM: 0043535

Informations de publication

Date de publication:
Mar 2024
Historique:
received: 27 11 2023
revised: 26 01 2024
accepted: 29 01 2024
medline: 18 3 2024
pubmed: 16 2 2024
entrez: 15 2 2024
Statut: ppublish

Résumé

Cellulose palmitates (CPs) were synthesized with varying degrees of substitution (DS) via a catalyst-free, homogeneous transesterification of cellulose in a novel superbase ionic liquid (SB-IL) system, specifically 5-methyl-1,5,7-triaza-bicyclo[4.3.0]non-6-enium acetate [mTBNH][OAc], combined with dimethyl sulfoxide (DMSO) as a co-solvent, using vinyl palmitate as the acylating agent. We examined the influence of reaction temperature, reaction time, and the molar ratio of vinyl palmitate to anhydroglucose unit (AGU) on the DS, which ranged from 0.5 to 2.3 under the given conditions. Notably, the reaction order of the three hydroxy groups was C6-OH > C2-OH > C3-OH. To elucidate the chemical structure of CPs and confirm the transesterification process, various spectroscopic techniques including

Identifiants

pubmed: 38359696
pii: S0008-6215(24)00026-0
doi: 10.1016/j.carres.2024.109047
pii:
doi:

Substances chimiques

Ionic Liquids 0
Dimethyl Sulfoxide YOW8V9698H
Esters 0
Cellulose 9004-34-6
Solvents 0
Palmitates 0

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

109047

Informations de copyright

Copyright © 2024 Elsevier Ltd. All rights reserved.

Déclaration de conflit d'intérêts

Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.

Auteurs

N Savale (N)

School of Engineering, Department of Materials and Environmental Technology, Tallinn University of Technology, Ehitajate tee 5, 19086, Tallinn, Estonia. Electronic address: nutan.savale@taltech.ee.

E Tarasova (E)

School of Engineering, Department of Materials and Environmental Technology, Tallinn University of Technology, Ehitajate tee 5, 19086, Tallinn, Estonia.

I Krasnou (I)

School of Engineering, Department of Materials and Environmental Technology, Tallinn University of Technology, Ehitajate tee 5, 19086, Tallinn, Estonia.

M Kudrjašova (M)

School of Science, Department of Chemistry and Biotechnology, Tallinn University of Technology, Akadeemia tee 15, 12618, Tallinn, Estonia.

V Rjabovs (V)

National Institute of Chemical Physics and Biophysics, Akadeemia tee 23, 12618, Tallinn, Estonia.

I Reile (I)

National Institute of Chemical Physics and Biophysics, Akadeemia tee 23, 12618, Tallinn, Estonia.

I Heinmaa (I)

National Institute of Chemical Physics and Biophysics, Akadeemia tee 23, 12618, Tallinn, Estonia.

A Krumme (A)

School of Engineering, Department of Materials and Environmental Technology, Tallinn University of Technology, Ehitajate tee 5, 19086, Tallinn, Estonia.

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Classifications MeSH