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Cellulose-polyhydroxylated Fatty Acid Ester-Based Bioplastics With Tuning Properties: Acylation via a Mixed Anhydride System

Cellulose-polyhydroxylated Fatty Acid Ester-Based Bioplastics With Tuning Properties: Acylation via a Mixed Anhydride System

José A Heredia-Guerrero, Luca Goldoni, José J Benítez, Alexander Davis, Luca Ceseracciu, Roberto Cingolani, Ilker S Bayer, Thomas Heinze, Andreas Koschella, Antonio Heredia, Athanassia Athanassiou

Carbohydr Polym. 2017 Oct 1;173:312-320.

PMID: 28732871

Abstract:

The synthesis of microcrystalline cellulose (MCC) and 9,10,16-hydroxyhexadecanoic (aleuritic) acid ester-based bioplastics was investigated through acylation in a mixed anhydride (trifluoroacetic acid (TFA)/trifluoroacetic acid anhydride (TFAA)), chloroform co-solvent system. The effects of chemical interactions and the molar ratio of aleuritic acid to the anhydroglucose unit (AGU) of cellulose were investigated. The degree of substitution (DS) of new polymers were characterized by two-dimensional solution-state NMR and ranged from 0.51 to 2.60. The chemical analysis by attenuated total reflection-Fourier transform infrared spectroscopy (ATR-FTIR) confirmed the presence of aleuritate groups in the structure induces the formation of new H-bond networks. The tensile analysis and the contact angle measurement confirmed the ductile behavior and the hydrophobicity of the prepared bioplastics. By increasing the aleuritate amounts, the glass transition temperature decreased and the solubility of bioplastic films in most common solvents was improved. Furthermore, this new polymer exhibits similar properties compared to commercial cellulose derivatives.

Chemicals Related in the Paper:

Catalog Number	Product Name	Structure	CAS Number	Price
AP533879	Aleuritic acid		533-87-9	Price

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