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Synthesis and characterization of novel soluble poly(arylene ether amide triphenylphosphine oxide)s by heterogeneous palladium-catalyzed carbonylation polymerization
Journal of Macromolecular Science, Part A ( IF 2.1 ) Pub Date : 2020-08-26 , DOI: 10.1080/10601325.2020.1810067
Jianying Li 1, 2 , Bin Huang 1 , Huali Tang 1 , Mingzhong Cai 1
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Abstract A new aromatic diiodide monomer, bis(4-(3-iodophenoxy)phenyl)phenylphosphine oxide (BIPPO), was prepared by condensation of bis(4-fluorophenyl)phenylphosphine oxide with 3-iodophenol. A series of poly(arylene ether amide triphenylphosphine oxide)s were synthesized via heterogeneous palladium-catalyzed carbonylative polycondensation of BIPPO, aromatic diamines, and carbon monoxide. Polymerization reaction proceeded smoothly in N,N-dimethylacetamide (DMAc) at 120 °C with 1,8-diazabicyclo[5,4,0]-7-undecene (DBU) as the base by using the bidentate phosphino-modified magnetic nanoparticles-anchored palladium complex [2P-Fe3O4@SiO2-PdCl2] as a recyclable catalyst under 1 bar of CO, producing new poly(arylene ether amide triphenylphosphine oxide)s with inherent viscosities ranging from 0.69 to 0.76 dl/g. All the polymers obtained were easily soluble in strong polar aprotic organic solvents and even in less polar pyridine at room temperature, and provided transparent, flexible and tough films by casting from their DMAc solutions. These polymers displayed good thermal stability with the glass transition temperatures ranging from 196 to 249 °C, the temperatures at 5% weight loss ranging from 441 to 490 °C in nitrogen. All the polymers were amorphous and their films showed good mechanical behavior with tensile strengths of 78.5–91.6 MPa, tensile moduli of 2.15–2.69 GPa, and elongations at break of 9.8–14.6%. Graphical Abstract

中文翻译:

多相钯催化羰基化聚合合成和表征新型可溶性聚亚芳基醚酰胺三苯基氧化膦

摘要 通过双(4-氟苯基)苯基氧化膦与3-碘苯酚的缩合反应制备了新型芳香族二碘单体双(4-(3-碘苯氧基)苯基)苯基氧化膦(BIPPO)。通过多相钯催化的 BIPPO、芳族二胺和一氧化碳的羰基化缩聚反应合成了一系列聚(亚芳基醚酰胺三苯基氧化膦)。以1,8-二氮杂双环[5,4,0]-7-十一碳烯(DBU)为基础,在N,N-二甲基乙酰胺(DMAc)中,以1,8-二氮杂双环[5,4,0]-7-十一烯(DBU)为基础,使用双齿膦基修饰的磁性纳米粒子,聚合反应顺利进行-锚定钯配合物 [2P-Fe3O4@SiO2-PdCl2] 作为可在 1 bar CO 下回收的催化剂,生产新的聚(亚芳基醚酰胺三苯基氧化膦),其特性粘度范围为 0.69 至 0.76 dl/g。获得的所有聚合物在室温下都容易溶于强极性非质子有机溶剂,甚至溶于极性较小的吡啶,并通过从其 DMAc 溶液浇铸提供透明、柔韧和坚韧的薄膜。这些聚合物显示出良好的热稳定性,玻璃化转变温度范围为 196 至 249 °C,在氮气中重量损失 5% 时的温度范围为 441 至 490 °C。所有聚合物都是无定形的,它们的薄膜表现出良好的机械性能,拉伸强度为 78.5-91.6 MPa,拉伸模量为 2.15-2.69 GPa,断裂伸长率为 9.8-14.6%。图形概要 这些聚合物显示出良好的热稳定性,玻璃化转变温度范围为 196 至 249 °C,在氮气中重量损失 5% 时的温度范围为 441 至 490 °C。所有聚合物都是无定形的,它们的薄膜表现出良好的机械性能,拉伸强度为 78.5-91.6 MPa,拉伸模量为 2.15-2.69 GPa,断裂伸长率为 9.8-14.6%。图形概要 这些聚合物显示出良好的热稳定性,玻璃化转变温度范围为 196 至 249 °C,在氮气中重量损失 5% 时的温度范围为 441 至 490 °C。所有聚合物都是无定形的,它们的薄膜表现出良好的机械性能,拉伸强度为 78.5-91.6 MPa,拉伸模量为 2.15-2.69 GPa,断裂伸长率为 9.8-14.6%。图形概要
更新日期:2020-08-26
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