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Insight into the Feasibility of Fatty Acyl Chlorides with 10-18 Carbons for the Ball-Milling Synthesis of Thermoplastic Cellulose Esters.

Authors :
Hou DF
Li PY
Zhang K
Li ML
Feng ZW
Yan C
Liu C
Yang MB
Source :
Biomacromolecules [Biomacromolecules] 2024 Mar 11; Vol. 25 (3), pp. 1923-1932. Date of Electronic Publication: 2024 Feb 23.
Publication Year :
2024

Abstract

Fatty acid cellulose esters (FACE) are common cellulose-based thermoplastics, and their thermoplasticity is determined by both the contents and the lengths of the side chains. Herein, various FACE were synthesized by the ball-milling esterification of cellulose and fatty acyl chlorides containing 10-18 carbons, and their structures and thermoplasticity were thoroughly studied. The results showed that FACE with high degrees of substitution (DS) and low melting flow temperatures ( T <subscript>f</subscript> ) were achieved as the chain lengths of the fatty acyl chlorides were reduced. In particular, a cellulose decanoate with a DS of 1.85 and a T <subscript>f</subscript> of 186 °C was achieved by feeding 3 mol of decanoyl chloride per mole anhydroglucose units of cellulose. However, cellulose stearate (DS = 1.53) synthesized by the same protocols cannot melt even at 250 °C. More interestingly, the fatty acyl chlorides with 10 and 12 carbons resulted in FACE with superior toughness (elongation at break up to 94.4%). In contrast, due to their potential crystallization of the fatty acyl groups with 14-18 carbons, the corresponding FACE showed higher tensile strength and Young's modulus than the others. This study provides some theoretical basis for the mechanochemical synthesis of thermoplastic FACE with designated properties.

Details

Language :
English
ISSN :
1526-4602
Volume :
25
Issue :
3
Database :
MEDLINE
Journal :
Biomacromolecules
Publication Type :
Academic Journal
Accession number :
38394470
Full Text :
https://doi.org/10.1021/acs.biomac.3c01354