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Amination of ether-linked polymers via the application of Ullmann-coupling reaction: synthesis, characterization, porosity, and thermal stability evaluation
International Journal of Polymer Analysis and Characterization ( IF 1.9 ) Pub Date : 2021-07-14 , DOI: 10.1080/1023666x.2021.1947662
Suha S. Al-tarawneh 1 , Taher Ababneh 2 , Ibtesam Aljaafreh 1
Affiliation  

Abstract

In this report, an open-chain ether-linked polymer (PE-AF) has been prepared via one-step co-condensation polymerization of 1,4-dibromo-2,5-difluorobenzene with bisphenol AF. The new polymer has shown a good solubility in non-polar solvents, good thermal stability (up to 300 °C), high char residue with a limiting oxygen index (LOI) of 33.5, surface morphology with random fluffy-like texture, and a non-porosity nature with a surface area (SA) of 35 m2g−1. Tailoring these properties has been achieved by considering post-modification on the Bromo-sites of the polymer backbone. The post-modification was attained by applying Ullmann-coupling reaction of the Bromo-sites of PE-AF and aromatic diamines in presence of a catalytic amount of copper iodide. Upon inclusion of the aromatic diamines within the polymer’s backbone, the new polymers have depicted aggregated surface morphology (e.g. spherical particles ca. 0.3–0.1 µm), pronounced porosity nature (SA up to 354 m2g−1), varied range of pore size distribution, and higher thermal stability with lower char residue contents when compared with PE-AF. The successful production of the polymers was confirmed by (C, H, O, and N) elemental analysis, solid-state 13C-NMR, and infrared (IR) spectroscopy. The application of Ullmann-coupling raises the opportunity to create cavities and pores within the polymer’s framework. Though this modification lowered the LOI of the polymers and their flame-retardant tendency, it enhanced their opportunity for gas capture and separation applications.



中文翻译:

通过应用乌尔曼偶联反应对醚连接聚合物进行胺化:合成、表征、孔隙率和热稳定性评估

摘要

在本报告中,通过 1,4-二溴-2,5-二氟苯与双酚 AF 的一步共缩聚聚合制备了一种开链醚连接聚合物 (PE-AF)。新聚合物在非极性溶剂中表现出良好的溶解性、良好的热稳定性(高达 300 °C)、高炭残留,极限氧指数 (LOI) 为 33.5,具有随机蓬松状纹理的表面形态,以及表面积 (SA) 为 35 m 2 g -1 的无孔性质. 通过考虑对聚合物骨架的溴位点进行后修饰,已经实现了定制这些特性。在催化量的碘化铜存在下,通过应用 PE-AF 的溴位点与芳族二胺的 Ullmann 偶联反应实现后改性。在聚合物主链中包含芳族二胺后,新聚合物具有聚集的表面形态(例如球形颗粒0.3–0.1 µm)、显着的孔隙率(SA 高达 354 m 2 g -1)、不同范围的孔隙与 PE-AF 相比,尺寸分布和热稳定性更高,残炭含量更低。通过(C、H、O 和 N)元素分析、固态13 C-NMR和红外(IR)光谱。乌尔曼耦合的应用增加了在聚合物框架内产生空腔和孔隙的机会。虽然这种改性降低了聚合物的 LOI 和它们的阻燃趋势,但它增加了它们在气体捕获和分离应用中的机会。

更新日期:2021-09-10
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