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Synthesis of new Biginelli polycondensates: renewable materials with tunable high glass transition temperatures
Polymer International ( IF 3.2 ) Pub Date : 2020-08-25 , DOI: 10.1002/pi.6106
Julian T Windbiel 1 , Michael AR Meier 1, 2
Affiliation  

The Biginelli reaction was applied as a simple one‐pot multicomponent polycondensation approach to efficiently synthesize a set of 15 new and fully renewable poly(3,4‐dihydropyrimidin‐2(1H)‐one)s. One of six bis‐acetoacetates or three bis‐acetoacetamides, terephthalic aldehyde and (methyl‐)urea were used as renewable starting materials in various combinations, hence significantly expanding the known set of monomers as well as polymer structures. The bis‐acetoacetates and bis‐acetoacetamides with different spacer lengths were synthesized in yields of up to 99% in a one‐step process. Thermal analysis of the obtained set of polymers revealed high glass transition temperatures (Tg) ranging from 160 to 308 °C. The Tg was tunable in small steps of 10 °C by simple variation of bis‐acetoacetate or bis‐acetoacetamide monomers as well as the choice of (methyl‐)urea. The poly(3,4‐dihydropyrimidin‐2(1H)‐one)s showed good thermal stability with Td5% values well above the respective high Tg values. © 2020 The Authors. Polymer International published by John Wiley & Sons Ltd on behalf of Society of Industrial Chemistry.

中文翻译:

新型Biginelli缩聚物的合成:具有可调节的高玻璃化转变温度的可再生材料

Biginelli反应是一种简单的单锅多组分缩聚方法,可有效合成15种新的可完全再生的聚(3,4-二氢嘧啶-2(1H)-one)s。六个双乙酰乙酸酯之一或三个双乙酰乙酰胺之一,对苯二甲酸醛和(甲基)脲以各种组合用作可再生原料,因此大大扩展了已知的单体集以及聚合物结构。一步法合成具有不同间隔长度的双乙酰乙酸酯和双乙酰乙酰胺。对获得的一组聚合物的热分析显示出高的玻璃化转变温度(T g)为160至308°C。的Ť通过简单地改变双乙酰乙酸酯或双乙酰乙酰胺单体以及选择(甲基)尿素,可在10°C的小范围内对它进行调节。聚(3,4-二氢嘧啶-2(1H)-one)s表现出良好的热稳定性,其T d5%值远高于各自的高T g值。©2020作者。约翰·威利父子有限公司(John Wiley&Sons Ltd)代表工业化学协会出版的《聚合物国际》。
更新日期:2020-08-25
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