In mixtures of amines with carboxylic acids, the limited ionicity at 1:1 stoichiometric mixtures is due to insufficient ionization and/or ion pairing in low-dielectric environments. Higher conductivities have historically been seen at 5:1 acid:base mixing ratios, where simulations have revealed large (and thus more stable) ions: homoassociated anions (AH)₂A⁻(HA)₃ and cationic triple ions B⁺(AH)A⁻ (HA)₂B⁺. Recent work in understanding the Gibbs energies for degree-of-ionization equilibria hints that there may be an onset, for systems with an acid-base pK_a difference increasing towards 10, for the formation of free (unpaired) protonate-amine ions BH⁺. The speed (gradual? sudden?) of such an onset with increasing ΔpK_a is explored in this work, with the aim of better understanding the limited ionicity phenomenon in protic ionic liquids.