Synthesis of Re-Processable Polyurea Thermosets from CO2-Based Oligourea and Formaldehyde

Wenhan Huang, Hui Li, Fengyu Zhao* and Haiyang Cheng*, 
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Abstract

The synthesis of functional polymer materials from CO2, an abundant and cheap feedstock, is of great significance from the viewpoint of green and sustainable development. Using CO2 as monomer to produce functional polymeric materials can reduce not only fossil consumption but also CO2 emissions. Herein, we designed a re-processable polyurea thermoset from formaldehyde and CO2-based oligourea, which is an amino-terminated oligomer derived from CO2 and 4,7,10-trioxa-1,13-tridecanediamine. The CO2-based oligourea reacted with formaldehyde to form polyurea hemiaminal networks (PHNs) with a hemiaminal structure and reversible hydrogen bonds. PHNs are of good mechanical properties due to their intermolecular hydrogen bonds and cross-linked structure. Moreover, the reversible non-covalent hydrogen bonds and hemiaminal structure in the chains enabled PHNs to be re-processable. The synthesized polyurea thermoset can be hot-molded, the tensile strength is about 20 MPa, and the elongation at break is about 20% of the original sample. In addition, the tensile strength and toughness can be nearly recovered after hot-reprocessed for 6 cycles. This is the first report of the re-processable thermosetting polyurea from CO2 designed by hydrogen bonds and hemiaminal cross-linking structure.

Abstract Image

利用二氧化碳基低聚脲和甲醛合成可再加工的聚脲热固性塑料
从绿色和可持续发展的角度来看,利用二氧化碳这种丰富而廉价的原料合成功能性聚合物材料具有重要意义。以二氧化碳为单体生产功能性聚合物材料不仅可以减少化石消耗,还能减少二氧化碳排放。在此,我们利用甲醛和二氧化碳基低聚脲设计了一种可再加工的聚脲热固性材料,低聚脲是一种由二氧化碳和 4,7,10-三氧杂-1,13-十三烷二胺衍生的氨基端低聚物。二氧化碳基低聚脲与甲醛反应生成具有半氨基结构和可逆氢键的聚脲半氨基网络(PHNs)。由于具有分子间氢键和交联结构,PHN 具有良好的机械性能。此外,PHNs 分子链中的可逆非共价氢键和半氨基结构使其具有可再加工性。合成的聚脲热固性材料可以热成型,拉伸强度约为 20 兆帕,断裂伸长率约为原始样品的 20%。此外,热再加工 6 次后,拉伸强度和韧性几乎可以恢复。这是首次报道利用氢键和半膜交联结构设计的二氧化碳可再加工热固性聚脲。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
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