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Solubilization and Upgrading of High Polyethylene Terephthalate Loadings in a Low‐Costing Bifunctional Ionic Liquid
ChemSusChem ( IF 7.5 ) Pub Date : 2018-01-26 , DOI: 10.1002/cssc.201701798 Jian Sun 1, 2 , Dajiang Liu 1, 2 , Robert P. Young 3 , Alejandro G. Cruz 4 , Nancy G. Isern 3 , Timo Schuerg 1, 5 , John R. Cort 3, 6 , Blake A. Simmons 1, 5 , Seema Singh 1, 2
ChemSusChem ( IF 7.5 ) Pub Date : 2018-01-26 , DOI: 10.1002/cssc.201701798 Jian Sun 1, 2 , Dajiang Liu 1, 2 , Robert P. Young 3 , Alejandro G. Cruz 4 , Nancy G. Isern 3 , Timo Schuerg 1, 5 , John R. Cort 3, 6 , Blake A. Simmons 1, 5 , Seema Singh 1, 2
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The solubilization and efficient upgrading of high loadings of polyethylene terephthalate (PET) are important challenges, and most solvents for PET are highly toxic. Herein, a low‐cost (ca. $1.2 kg−1) and biocompatible ionic liquid (IL), cholinium phosphate ([Ch]3[PO4]), is demonstrated for the first time to play bifunctional roles in the solubilization and glycolytic degradation of PET. A high loading of PET (10 wt %) was readily dissolved in [Ch]3[PO4] at relatively low temperatures (120 °C, 3 h) and under water‐rich conditions. In‐depth analysis of the solution revealed that high PET solubilization in [Ch]3[PO4] could be ascribed to significant PET depolymerization. Acid precipitation yielded terephthalic acid as the dominant depolymerized monomer with a theoretical yield of approximately 95 %. Further exploration showed that in the presence of ethylene glycol (EG), the [Ch]3[PO4]‐catalyzed glycolysis of PET could efficiently occur with approximately 100 % conversion of PET and approximately 60.6 % yield of bis(2‐hydroxyethyl)terephthalate under metal‐free conditions. The IL could be reused at least three times without an apparent decrease in activity. NMR spectroscopy analysis revealed that strong hydrogen‐bonding interactions between EG and the IL played an important role in the activation of EG and promotion of the glycolysis reaction. This study opens up avenues for exploring environmentally benign and efficient IL technology for solubilizing and recycling postconsumer polyester plastics.
中文翻译：
低成本双功能离子液体中高聚对苯二甲酸乙二醇酯负载量的增溶和提升
高负载量的聚对苯二甲酸乙二醇酯（PET）的增溶和有效升级是重要的挑战，并且大多数PET溶剂都具有剧毒。本文首次证明了低成本（约1.2 kg -1）和生物相容性离子液体（IL）磷酸胆碱（[Ch] 3 [PO 4 ]）在增溶和糖酵解中起双功能作用PET的降解。在相对较低的温度（120°C，3 h）和富水条件下，高含量的PET（10 wt％）很容易溶解在[Ch] 3 [PO 4 ]中。对该溶液的深入分析表明，PET在[Ch] 3 [PO 4 ]中具有较高的溶解度。]可以归因于显着的PET解聚。酸沉淀产生对苯二甲酸作为主要的解聚单体，理论收率约为95％。进一步的研究表明，在乙二醇（EG）存在下，[Ch] 3 [PO 4在无金属条件下，PET的约100％的转化率和约60.6％的对苯二甲酸双（2-羟乙基）对苯二甲酸酯的收率可以有效地发生]催化的PET的糖酵解。IL可以重复使用至少三遍，而活动没有明显减少。NMR光谱分析表明，EG和IL之间的强氢键相互作用在EG的活化和糖酵解反应的促进中起着重要作用。这项研究为探索环境友好和高效的IL技术提供了途径，该技术可溶解和回收消费后的聚酯塑料。
更新日期：2018-01-26
中文翻译：
低成本双功能离子液体中高聚对苯二甲酸乙二醇酯负载量的增溶和提升
高负载量的聚对苯二甲酸乙二醇酯（PET）的增溶和有效升级是重要的挑战，并且大多数PET溶剂都具有剧毒。本文首次证明了低成本（约1.2 kg -1）和生物相容性离子液体（IL）磷酸胆碱（[Ch] 3 [PO 4 ]）在增溶和糖酵解中起双功能作用PET的降解。在相对较低的温度（120°C，3 h）和富水条件下，高含量的PET（10 wt％）很容易溶解在[Ch] 3 [PO 4 ]中。对该溶液的深入分析表明，PET在[Ch] 3 [PO 4 ]中具有较高的溶解度。]可以归因于显着的PET解聚。酸沉淀产生对苯二甲酸作为主要的解聚单体，理论收率约为95％。进一步的研究表明，在乙二醇（EG）存在下，[Ch] 3 [PO 4在无金属条件下，PET的约100％的转化率和约60.6％的对苯二甲酸双（2-羟乙基）对苯二甲酸酯的收率可以有效地发生]催化的PET的糖酵解。IL可以重复使用至少三遍，而活动没有明显减少。NMR光谱分析表明，EG和IL之间的强氢键相互作用在EG的活化和糖酵解反应的促进中起着重要作用。这项研究为探索环境友好和高效的IL技术提供了途径，该技术可溶解和回收消费后的聚酯塑料。
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