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Synthesis of bio-based poly(oligoethylene glycols-co-isosorbide carbonate)s with high molecular weight and enhanced mechanical properties via ionic liquid catalyst
Reactive & Functional Polymers ( IF 5.1 ) Pub Date : 2020-07-22 , DOI: 10.1016/j.reactfunctpolym.2020.104689
Chenhao Li , Zhencai Zhang , Zifeng Yang , Wenjuan Fang , Hongzhe An , Tao Li , Fei Xu

As a kind of bio-based platform chemicals derived from renewable resource glucose, isosorbide (ISB) is considered the perfect candidate for the synthesis of polycarbonate (PC) to replace chronic toxic bisphenol A (BPA) due to its attractive rigidity, non-toxicity and chirality. However, synthesis of poly(isosorbide carbonate) (PIC) with high molecular weight and excellent mechanical properties is one of tremendous challenges due to low internal hydroxyl group activity and poor structural flexibility of ISB. Herein, we developed a new series of ISB-based copolycarbonates with intriguing properties through incorporating flexibility moiety oligoethylene glycols (OEG) into PIC. By employing bifunctional 1-butyl-3-methylimidazolium lactate IL catalyst, copolycarbonates with high weight-average molecular weight ranging from 94,700 to 146,200 were synthesized via efficient dual activation effect on the carbonyl group in diphenyl carbonate and the hydroxyl group in ISB. Among of them, poly(diethylene glycol-co-isosorbide carbonate) (PDIC) possessed excellent molecular flexibility and showed the best mechanical performance with average value of the elongation at break as high as 160%, which was eight times more than PIC prepared (18%) and much higher than the commercial BPA-based PC (around 100%). Simultaneously, PDIC showed a 1.25-fold higher tensile strength (80 MPa) than that of BPA-based PC with 63 MPa. This implied that bio-derived copolycarbonates developed in this research effectively enhanced the ductility and processability of PIC and possessed enormous prospect for the industrial application.



中文翻译:

基于生物的聚(低聚甘氨酸的合成LS -共-异山梨醇碳酸酯)与高的分子量和通过增强的离子液体催化剂的机械性能

作为一种可再生资源葡萄糖衍生的生物基平台化学品,异山梨醇(ISB)具有极好的刚性,无毒性,被认为是合成聚碳酸酯(PC)替代慢性有毒双酚A(BPA)的理想选择。和手性。然而,由于ISB的低内部羟基活性和差的结构柔韧性,具有高分子量和优异的机械性能的聚(异山梨醇碳酸酯)(PIC)的合成是巨大的挑战之一。本文中,我们通过将柔性部分低聚乙二醇(OEG)掺入PIC中,开发了一系列具有吸引力的基于ISB的共聚碳酸酯。通过使用双官能的乳酸1-丁基-3-甲基咪唑鎓IL催化剂,可以得到重均分子量在94,700至146之间的高共聚碳酸酯,通过对碳酸二苯酯中的羰基和ISB中的羟基的有效双重活化作用合成了200个。其中,聚二乙烯甘氨酸升-共-异山梨醇酯)(PDIC)具有优异的分子灵活性和表现出与断裂高达160%,这是八倍多于PIC制备(18%)和高得多的伸长率的平均值的最好的机械性能比基于BPA的商用PC(约100%)。同时,PDIC的抗张强度(80 MPa)比基于BPA的PC的63 MPa高1.25倍。这表明本研究开发的生物衍生共聚碳酸酯有效地提高了PIC的延展性和可加工性,在工业应用中具有广阔的前景。

更新日期:2020-07-22
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