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Renewing polyethylene: Insertion copolymerization of sugar derived hydrophilic monomers with ethylene
European Polymer Journal ( IF 6 ) Pub Date : 2020-07-01 , DOI: 10.1016/j.eurpolymj.2020.109775
Bhausaheb S. Rajput , Sandip B. Pawal , Dnyaneshwar V. Bodkhe , I. Nagamalleswara Rao , Annadanam V. Sesha Sainath , Samir H. Chikkali

Abstract Although highly desirable, insertion copolymerization of renewable resource derived functional olefins with ethylene has been rarely investigated. Herein, we report insertion copolymerization of challenging sugar derived isohexide mono-enes with ethylene in the presence of Pd-phosphinesulfonate acetonitrile catalyst (C1). Thus, copolymerization of ethylene with isomannide mono-ene (2a), isosorbide mono-ene (2bʹ), isoidide mono-ene (2c) and methacryl-2,3,4,6-tetra-O-acetyl-D glucopyranoside (2d) afforded corresponding functionalized polyethylene (P2a-1 to P2d-1). High temperature proton NMR investigations revealed enchainment of 2a-2c in polyethylene backbone and the highest incorporation of 1.45% was observed for 2c. The high temperature proton NMR results were further corroborated by solid state 13C NMR and IR spectroscopy. Gel permeation chromatography analysis displayed weight average molecular weight in the range of 13.0–27.2 × 103 g/mol. The thus prepared copolymers revealed melting temperature in the range of 117–126 °C. Relatively reduced melting temperature compared to neat polyethylene may suggest an irregular arrangement of pendant functional group on polyethylene main chain.

中文翻译:

更新聚乙烯:糖衍生亲水单体与乙烯的插入共聚

摘要 尽管非常可取,但很少研究可再生资源衍生的功能性烯烃与乙烯的插入共聚反应。在此,我们报告了在 Pd-膦磺酸盐乙腈催化剂(C1)存在下,具有挑战性的糖衍生的异己酯单烯与乙烯的插入共聚反应。因此,乙烯与异甘露醇单烯 (2a)、异山梨醇单烯 (2bʹ)、异艾杜醇单烯 (2c) 和甲基丙烯酰-2,3,4,6-四-O-乙酰-D 吡喃葡萄糖苷 (2d) 共聚) 得到相应的官能化聚乙烯 (P2a-1 至 P2d-1)。高温质子核磁共振研究揭示了聚乙烯主链中 2a-2c 的链化,并且观察到 2c 的最高掺入率为 1.45%。高温质子核磁共振结果通过固态 13C 核磁共振和红外光谱进一步证实。凝胶渗透色谱分析显示重均分子量在 13.0–27.2 × 103 g/mol 范围内。如此制备的共聚物的熔融温度范围为 117-126 °C。与纯聚乙烯相比,熔融温度相对降低可能表明聚乙烯主链上的侧基官能团不规则排列。
更新日期:2020-07-01
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