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Environmentally Friendly Synthesis of Urea-Free Poly(carbonate-urethane) Elastomers
Macromolecules ( IF 5.5 ) Pub Date : 2022-06-08 , DOI: 10.1021/acs.macromol.2c00706
Dominik Wołosz 1 , Paweł G. Parzuchowski 1 , Karolina Rolińska 1, 2
Affiliation  

This work presents an eco-friendly synthetic pathway toward non-isocyanate poly(carbonate-urethane)s (NIPCUs) obtained from carbon dioxide and its simple derivatives─organic carbonates. Bis(hydroxyalkyl carbamate)s synthesized from ethylene carbonate and appropriate α,ω-diamines were used as polyurethane hard segment precursors while oligocarbonate diols as soft segment ones. The structures and properties of the obtained NIPCUs were explored by means of 1H NMR, 13C NMR, and FT-IR spectroscopies, MALDI-ToF mass spectrometry, DSC, and mechanical testing. Based on spectroscopic data as well as model reactions, it was demonstrated that the formation of the urea bonds was suppressed due to the presence of carbonate moieties. The reaction of urea bonds with carbonate residues led to urethane group formation. In addition, the influence of the polyurethane structure on the mechanical and thermal properties of the obtained polymers was studied. The obtained NIPCUs exhibited mechanical properties comparable to conventional polyurethane elastomers (e.g., a tensile strength of 32 MPa and an elongation at break of 800%). The described synthetic route is an straightforward way toward the replacement of conventional polyurethanes with environmentally friendly ones.

中文翻译:

无尿素聚(碳酸酯-氨基甲酸酯)弹性体的环保合成

这项工作为从二氧化碳及其简单衍生物有机碳酸盐中获得的非异氰酸酯聚(碳酸酯-氨基甲酸酯)(NIPCUs)提供了一种生态友好的合成途径。由碳酸亚乙酯和适当的α,ω-二胺合成的双(氨基甲酸羟烷基酯)用作聚氨酯硬链段前体,而低聚碳酸酯二醇用作软链段前体。通过1 H NMR, 13研究了所得 NIPCUs 的结构和性质C NMR 和 FT-IR 光谱、MALDI-ToF 质谱、DSC 和机械测试。基于光谱数据和模型反应,证明了由于碳酸酯部分的存在,脲键的形成受到抑制。脲键与碳酸酯残基的反应导致氨基甲酸酯基团的形成。此外,研究了聚氨酯结构对所得聚合物的力学和热性能的影响。获得的 NIPCU 表现出与传统聚氨酯弹性体相当的机械性能(例如,32 MPa 的拉伸强度和 800% 的断裂伸长率)。所描述的合成路线是用环保聚氨酯替代传统聚氨酯的直接方法。
更新日期:2022-06-08
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