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Novel accessible scaffold featuring circularly-polarized room-temperature phosphorescence (RTP) is attractive but challenging. Herein, we report a new feasibly separable bidibenzo[b,d]furan compound with strong circularly-polarized RTP when doping into the rigid polymer matrix. The simple silica-gel column can separate the absolute chiral R-isomer with excellent chiroptical properties. The experimental data reveal that the treated films exhibit an RTP efficiency of 14.8 %, a largest dissymmetric factor of 0.12, and a longest lifetime of 0.56 s under ambient conditions. It is found that reducing the nonradiative decays boosts the intrinsic circularly-polarized RTP emission. The impressive results indicate that the locked axial chirality skeleton endows the potential of achieving superior circularly-polarized emission for the small organic optoelectronic molecules.

The development of solid-state intelligent materials, in particular those showing photoresponsive luminescence (PRL), is highly desirable for their cutting-edge applications in sensors, displays, data-storage, and anti-counterfeiting, but is challenging. Few PRL materials are constructed by tethering the classic photochromic systems with newly-emerged solid-state emitters. Selective solid-state photoreactions are demanded to precisely manipulate the luminescent behavior of these emitters, which require dramatic structural change and enough free space, thus limiting the scope of the PRL family. Here, a new PRL material, TPE-4N, that features sensitive and reversible fluorescence switching is reported. The interesting on-off luminescent property of TPE-4N can be facilely tuned through fast phototriggering and thermal annealing. Experimental and theoretical investigations reveal that subtle molecular conformation variation induces the corresponding PRL behavior. The crystalline and amorphous state endows an efficient and weak ISC process, respectively, to turn on and off the emission. The readily fabricated thin-film of TPE-4N exhibits non-destructive PRL behavior with high contrast (>102 ), good light transmittance (>72.3%), and great durability and reversibility under room light for months. Remarkably, a uniform thin-film with such fascinating PRL properties allows high-tech applications in invisible anti-counterfeiting and dynamic optical data storage with micro-resolution.

We present a nitrogen-containing polycyclic aromatic hydrocarbon (N-PAH), namely 12-methoxy-9-(4-methoxyphenyl)-5,8-diphenyl-4-(pyridin-4-yl) pyreno[1,10,9-h,i,j]-isoquinoline (c-TPE-ON), which exhibits high quantum-yield emission both in solution (blue) and in the solid state (yellow). This molecule was unexpectedly obtained by a three-fold, highly regioselective photocyclodehydrogenation of a tetraphenylethylene-derived AIEgen. Based on manifold approaches involving UV/Vis, photoluminescence, and NMR spectroscopy as well as HRMS, we propose a reasonable mechanism for the formation of the disk-like N-PAH that is supported by density functional theory calculations. In contrast to most PAHs that are commonly used, our system does not suffer from entire fluorescence quenching in the solid state due to the peripheral aromatic rings preventing p-p stacking interactions, as evidenced by single-crystal X-ray analysis. Moreover, its rod-like microcrystals exhibit excellent optical waveguide properties. Hence, c-TPE-ON comprises a N-PAH with unprecedented luminescent properties and as such is a promising candidate for fabricating organic optoelectronic devices. Our design and synthetic strategy might lead to a more general approach to the preparation of solution-and solid-state luminescent PAHs.

The facile synthesis of a tetraphenylethene-based macrocycle having aggregation-induced emission characteristics and that expresses illusory topology of the Penrose stairs is presented. As a result of the twisted chirality (P or M) of the tetraphenylethene unit and the axial chirality of the macrocyclic linkage (R or S), the macrocycle exhibits two absolute configurations whose interconversion is energetically favorable as revealed by theoretical calculations.