A pair of novel circularly polarized thermally activated delayed fluorescence (CP-TADF) enantiomers (+)-( S , S )- CTRI-Cz and (−)-( R , R )- CTRI-Cz based on chiral triptycene scaffold were designed and synthesized. The obtained triptycene-derived enantiomers displayed obvious TADF activities with small singlet-triplet energy gap value (Δ E ST ) of 0.20 eV and characteristic microsecond delayed lifetime of 15.4 μs. Moreover, the TADF enantiomers showed mirror-image circular dichroism (CD) and circularly polarized luminescence (CPL) activities, and their luminescence dissymmetry factors ( g lum ) were about ±0.9 × 10 −3 . Finally, by using the TADF enantiomers as emitters, the optimized organic light-emitting diodes (OLEDs) achieved maximum external quantum efficiency (EQE max ), current efficiency (CE max ) and power efficiency (PE max ) of 15.0%, 48.8 cd/A and 46.9 lm/W, respectively. A pair of CP-TADF enantiomers based on chiral triptycene scaffold were synthesized, and they displayed CPL and high efficiency electroluminescence properties. • A pair of CP-TADF enantiomers based on chiral triptycene scaffold were conveniently synthesized. • The TADF enantiomers showed stable chiroptical properties with mirror-imaged CD and CPL activities. • The OLED devices based on the enantiomers achieved EQE max of 15.0% and 14.7%, respectively.