Most high-performance Tröger’s base (TB) polymers for gas separation membranes are from mixed diamine isomers, and the configuration differences in the polymer chain packing that arise from these isomers are still unknown. Herein three triptycene-containing Tröger’s-base-based polymers, CTTB (from pure Trip-2,6-diamine), MTTB (from pure Trip-2,7-diamine), and ITTB (from 50/50 Trip-2,6-diamine/Trip-2,7-diamine mixed regioisomers), were successfully synthesized and fully characterized. All polymers exhibited high thermal stability and rigidity, a large Brunauer–Emmett–Teller surface area, and distinct microporosity (pores <20 Å). ITTB showed the largest pores (ITTB (6.25 Å) > MTTB (6.15 Å) > CTTB (5.68 Å)) and pore-size distributions (ITTB (6.14–8.0 Å) > CTTB (5.48–7.0 Å) > MTTB (6.09–6.90 Å)). MTTB and CTTB showed outstanding H2/CH4, H2/N2, and O2/N2 separation performance that successfully surpassed the 2015 trade-off curves, better than those of the most recently reported state-of-the-art gas separation membranes and ITTB, due to their more uniform polymer main chain arrangement. This result shed light on the future high-performance gas separation polymer designs.

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A novel fluorinated triptycene-derived ladder PIM (DFTTB) showed an unprecedented O2/N2 selectivity of 10.1 and O2 permeability of 137 barrer at −30 °C that provides new opportunities for low temperature air separation applications.

Intelligent control over the handedness of circularly polarized luminescence (CPL) is of special significance in smart optoelectronics, information storage, and data encryption; however, it still remains a great challenge to rationally design a CPL material that displays reversible handedness inversion without changing the system composition. Herein, we show this comes true by coupling the two scenarios of Harata–Kodaka’s rule on the same supramolecular platform of crystalline microtubes self-assembled from surfactant–cyclodextrin host–guest complexes. Upon coassembling a linear dye with its electronic transition dipole moment outside of the cavity of β-CyD, the chirality transfer from the induced chirality of SDS in the SDS@2β-CyD microtubes to the dye generates left-handed CPL at room temperature. Upon elevating temperature, the dye forms inclusion complex with β-CyD, so that right-handed CPL is induced because the polar group of the dye is outside of the cavity of β-CyD. This process is completely reversible. We envision that host–guest chemistry would be very promising in creating smart CPL inversion materials for a vast number of applications.