Organic Room Temperature Phosphorescence with Strong Circular Polarized Luminescence based on Paracyclophanes.

Pure organic materials with intrinsically ultralong room temperature phosphorescence characteristics are a unique category which typically relies on heavy atoms or heteroatoms. In this study, two different strategies towards constructing organic room temperature phosphorescence (RTP) species based upon the through-space charge transfer (TSCT) unit of [2.2]paracyclophane (PCP) were demonstrated for the first time containing bromine, carbazole, picolinonitrile or 2,6-bis(trifluoromethyl)pyridine units, respectively, which also would induce chiral enantiomers. Materials with bromine atoms, PCP-BrCz and PPCP-BrCz, exhibit RTP lifetime of around 100 ms. Modulating the PCP core with the non-halogen contained electron withdrawing units, PCP-TNTCz and PCP-PyCNCz, elongate the RTP lifetimes to 313.59 and 528.00 ms, respectively, and the afterglow can be visible with naked eyes for several seconds. The PCP-TNTCz and PCP-PyCNCz enantiomers display excellent circular polarized luminescence with dissymmetry factors as high as 1.2 x 10-2 in toluene solutions, and decent RTP lifetime around 300 ms for PCP-TNTCz enantiomers in crystalline state. The combination of TSCT characteristics, organic RTP and chirality offers a novel perspective regarding the organic phosphors design.

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