Facile Synthesis and Study of Microporous Catalytic Arene-Norbornene Annulation–Tröger’s Base Ladder Polymers for Membrane Air Separation,ACS Macro Letters

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Facile Synthesis and Study of Microporous Catalytic Arene-Norbornene Annulation–Tröger’s Base Ladder Polymers for Membrane Air Separation
ACS Macro Letters ( IF 5.1 ) Pub Date : 2020-04-24 , DOI: 10.1021/acsmacrolett.0c00135
Xiaohua Ma ₁ , Holden W H Lai ₂ , Yingge Wang ₁ , Abdulrahman Alhazmi ₁ , Yan Xia ₂ , Ingo Pinnau ₁

Affiliation

We report the facile synthesis and study of two soluble microporous ladder polymers, CANAL–TBs, by combining catalytic arene-norbornene annulation (CANAL) and Tröger’s base (TB) formation. The polymers were synthesized in two steps from commercially available chemicals in high yields. CANAL–TBs easily formed mechanically robust films, were thermally stable up to 440 °C, and exhibited very high Brunauer–Teller–Emmett surface areas of 900–1000 m² g^–1. The gas separation performance of the CANAL–TBs for the O₂/N₂ pair is located between the 2008 and 2015 permeability/selectivity upper bounds. After 300 days of aging, CANAL–TBs still exhibited O₂ permeability of 200–500 barrer with O₂/N₂ selectivity of about 5. The polymer with more methyl substituents exhibited higher permeability and slightly larger intersegmental spacing as revealed by WAXS, presumably due to more frustrated chain packing. The facile synthesis, excellent mechanical properties, and promising air separation performance of the CANAL–TB polymers make them attractive membrane materials for various air separation applications, such as aircraft on-board nitrogen generation and oxygen enrichment for combustion.

中文翻译：

用于膜空气分离的微孔催化芳烃-降冰片烯环化-Tröger 基础阶梯聚合物的简便合成与研究

我们报告了通过结合催化芳烃-降冰片烯环化 (CANAL) 和 Tröger 碱 (TB) 形成来轻松合成和研究两种可溶性微孔梯形聚合物 CANAL-TBs。聚合物是由市售化学品以高产率分两步合成的。CANAL-TBs 易于形成机械坚固的薄膜，在高达 440 °C 的温度下具有热稳定性，并且表现出非常高的 Brunauer-Teller-Emmett 表面积，为 900-1000 m ² g ^-1。_{对于 O 2} /N ₂对，CANAL-TB 的气体分离性能位于 2008 年和 2015 年的渗透率/选择性上限之间。老化 300 天后，CANAL-TBs 仍然表现出200-500 barrer 的O _{2渗透率和 O}₂ /N₂选择性约为 5。WAXS 显示，具有更多甲基取代基的聚合物表现出更高的渗透性和稍大的链段间距，这可能是由于更多的链堆积受阻。CANAL-TB 聚合物易于合成、优异的机械性能和良好的空气分离性能，使其成为各种空气分离应用的有吸引力的膜材料，例如飞机机载制氮和燃烧富氧。

更新日期：2020-04-24

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