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

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 (Tf) 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 Tf 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.

Medienart:

E-Artikel

Erscheinungsjahr:

2024

Erschienen:

2024

Enthalten in:

Zur Gesamtaufnahme - volume:25

Enthalten in:

Biomacromolecules - 25(2024), 3 vom: 11. März, Seite 1923-1932

Sprache:

Englisch

Beteiligte Personen:

Hou, De-Fa [VerfasserIn]
Li, Pei-Yao [VerfasserIn]
Zhang, Kai [VerfasserIn]
Li, Meng-Lei [VerfasserIn]
Feng, Zi-Wei [VerfasserIn]
Yan, Cong [VerfasserIn]
Liu, Can [VerfasserIn]
Yang, Ming-Bo [VerfasserIn]

Links:

Volltext

Themen:

9004-34-6
Cellulose
Chlorides
Esters
Journal Article

Anmerkungen:

Date Completed 12.03.2024

Date Revised 12.03.2024

published: Print-Electronic

Citation Status MEDLINE

doi:

10.1021/acs.biomac.3c01354

funding:

Förderinstitution / Projekttitel:

PPN (Katalog-ID):

NLM368844536