1. Enhancing the solubility and antimicrobial activity of cellulose through esterification modification using amino acid hydrochlorides.
- Author
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Wu, Yang, Si, Hongkuo, Yu, Xiaodong, Fu, Feiya, Wang, Zongqian, Yao, Juming, and Liu, Xiangdong
- Subjects
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CELLULOSE , *ESTERIFICATION , *ANTI-infective agents , *ESCHERICHIA coli , *SOLUBILITY , *AMINO acids , *CONDENSATION reactions - Abstract
Most amino acid molecules have good water solubility and are rich in functional groups, which makes them a promising derivatizing agent for cellulose. However, self-condensation of amino acids and low reaction efficiency always happen during esterification. Here, amino acid hydrochloride ([AA]Cl) is selected as raw material to synthesize cellulose amino acid ester (CAE). Based on TG-MS coupling technology, a significantly faster reaction rate of [AA]Cl compared to raw amino acid can be observed visually. CAE with the degree of substitution 0.412–0.516 is facilely synthesized under 130–170 °C for 10–50 min. Moreover, the effects of amounts of [AA]Cl agent, temperature, and time on the esterification are studied. The CAE can be well dissolved in 7 wt% NaOH aq., resulting in a 7.5 wt% dope. The rheological test of the dope demonstrated a shear-thinning behavior for Newtonian-like fluid, and a high gel temperature (41.7 °C). Further, the synthesized products show distinct antibacterial activity and the bacteriostatic reduction rate against E. coli can reach 99.5 %. This work presents a new method for cellulose esterification using amino acid hydrochlorides ([AA]Cl). [AA]Cl were well adsorbed to cotton pulp through dipping, and esterification facilely occurred by heating their mixture. No protective agent was added and self-condensation side reaction was avoided. In particular, the online TG-MS instrument visually demonstrated a significantly increased esterification rate. The result of cellulose ester showed good solubility in dilute alkaline solution and antibacterial activity. [Display omitted] • A derivatization method of cellulose using amino acid hydrochloride is presented. • TG-MS test demonstrates a significantly increased reaction rate of the method. • Rheological tests prove that modified cellulose can be dissolved in NaOH aq. • The resulted products show distinct antibacterial activity after derivatization. [ABSTRACT FROM AUTHOR]
- Published
- 2023
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