Thermally activated delayed fluorescence (TADF) is an emissive mechanism with promising applications in the development of organic light-emitting diodes (OLEDs). Rational engineering of a donor-acceptor fluorophore through incorporation of a triptycene scaffold and methyl groups for dihedral angle tuning led to the discovery of a novel class of deep blue TADF emitters. OLED devices manufactured using these compounds as dopants exhibited maximum external quantum efficiencies (EQEs) up to 11.1% with emission maxima around 450 nm. Transient photoluminescence study and density functional theory calculations supported the importance of the proposed homoconjugative and dihedral angle effects.Thermally activated delayed fluorescence (TADF) is an emissive mechanism with promising applications in the development of organic light-emitting diodes (OLEDs). Rational engineering of a donor-acceptor fluorophore through incorporation of a triptycene scaffold and methyl groups for dihedral angle tuning led to the discovery of a novel class of deep blue TADF emitters. OLED devices manufactured using these compounds as dopants exhibited maximum external quantum efficiencies (EQEs) up to 11.1% with emission maxima around 450 nm. Transient photoluminescence study and density functional theory calculations supported the importance of the proposed homoconjugative and dihedral angle effects.