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基于纤维素-多羟基脂肪酸酯的具有可调性质的生物塑料:通过混合酸酐体系进行酰化。

Cellulose-polyhydroxylated fatty acid ester-based bioplastics with tuning properties: Acylation via a mixed anhydride system.

机构信息

Smart Materials, Istituto Italiano di Tecnologia, Via Morego 30, Genova 16163, Italy.

Drug Discovery and Development, Istituto Italiano di Tecnologia, Via Morego 30, Genova 16163, Italy.

出版信息

Carbohydr Polym. 2017 Oct 1;173:312-320. doi: 10.1016/j.carbpol.2017.05.068. Epub 2017 Jun 3.

DOI:10.1016/j.carbpol.2017.05.068
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.

摘要

通过在混合酐(三氟乙酸(TFA)/三氟乙酸酐(TFAA))、氯仿共溶剂体系中的酰化反应,研究了微晶纤维素(MCC)和 9,10,16-羟基十六烷酸(安息香酸)酯基生物塑料的合成。考察了化学相互作用和安息香酸与纤维素的无水葡萄糖单元(AGU)摩尔比的影响。新聚合物的取代度(DS)通过二维溶液态 NMR 进行了表征,范围为 0.51 至 2.60。衰减全反射傅里叶变换红外光谱(ATR-FTIR)的化学分析证实了结构中存在的安息香酸基团诱导了新氢键网络的形成。拉伸分析和接触角测量证实了所制备的生物塑料具有韧性行为和疏水性。通过增加安息香酸的量,玻璃化转变温度降低,生物塑料薄膜在大多数常见溶剂中的溶解度提高。此外,与商业纤维素衍生物相比,这种新型聚合物具有相似的性能。

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