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Towards sustainable high-performance thermoplastics: Synthesis, characterization and enzymatic hydrolysis of bisguaiacol-based polyesters

机译:迈向可持续的高性能热塑性塑料:合成,表征和基于Bisuaiacol基聚酯的酶促水解

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The utilization of wood-derived building blocks (xylochemicals) to replace fossil-based precursors is an attractive research subject of modern polymer science. Much research has been devoted to the synthesis of green monomers and polymers. In continuing these efforts, we have prepared and examined novel linear bio-based polyesters. We demonstrate that bisguaiacol (BG), a lignin-derived bisphenol analogue, can be used to prepare bio-based polyesters with remarkable thermal properties. BG is a symmetric bisphenol consisting of two fused guaiacol rings and bearing two secondary hydroxyl groups that can be exploited for esterification reactions. BG has been reacted through interfacial polyesterifications with different activated diacids to investigate the effect of co-monomer structures on the physical properties of the formed polyesters. Namely, derivatives of adipic acid, succinic acid and 2,5-furandicarboxylic acid were used. Moreover, a fossil-based diacid (terephthalic acid) derivative was used for comparison purposes. These unique thermoplastics were characterized by proton nuclear magnetic resonance (1H-NMR), attenuated total reflectance Fourier transform infrared spectroscopy (ATR-FTIR), gel permeation chromatography (GPC), thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC) to carefully assess their structural and thermal properties. The polymer products show glass transition temperatures ranging from 40 C up to 160 C and thermal stabilities in excess of 300 C. Additionally, biodegradation studies confirmed that these polyesters can be effectively broken down by cutinase enzymes derived from bacteria commonly present in composts and landfills. These thermal attributes, together with the potential 100% bio-based carbon content and their adequate biodegradability, indicate that our new polyesters represent promising renewable alternatives to petroleum-based polyesters currently employed in the plastics industry, specifically for applications where high-temperature stability is essential to ensure overall system integrity.
机译:利用木材衍生的构建块(Xylochemicals)取代化石的前体是现代聚合物科学的有吸引力的研究主题。致力于合成绿色单体和聚合物的研究。在继续这些努力中,我们准备和检查了新型线性生物的基础聚酯。我们证明Bisuaiacol(BG)是一种木质素衍生的双酚类似物,可用于制备具有显着热性质的生物基聚酯。 BG是一种对称双酚,其由两个稠合的Guaiacol环组成,并携带两个仲羟基,可以利用酯化反应。 BG已经通过界面聚酯化反应,具有不同的激活二酸,以研究共聚单体结构对所形成的聚酯的物理性质的影响。即,使用己二酸,琥珀酸和2,5-呋喃二羧酸的衍生物。此外,用于比较目的的化石基二酸(对苯二甲酸)衍生物。这些独特的热塑性塑料以质子核磁共振(1H-NMR)为特征,减弱总反射率傅里叶变换红外光谱(ATR-FTIR),凝胶渗透色谱(GPC),热重分析(TGA)和差示扫描量热法(DSC)仔细评估其结构和热性质。聚合物产品显示玻璃化转变温度为40℃,高达160℃和超过300℃的热稳定性。此外,生物降解研究证实这些聚酯可以通过堆肥和垃圾填埋场中常见的细菌衍生的Cucinase酶有效地分解这些聚酯。这些热属性以及潜在的100%基于生物基碳含量及其充分的生物降解性表明,我们的新型聚酯代表了有前途的可再生替代品,目前用于塑料行业目前采用的石油型聚酯,专门用于高温稳定性的应用确保整体系统完整性必不可少。

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