Four dibenzofuran-type host materials substituted with a carbazolylcarbazole moiety were synthesized to investigate the effect of substitution position on the material parameters and device performances of host materials. The carbazolylcarbazole moiety was substituted at the 1-, 2-, 3-, and 4-positions of dibenzofuran by F or Br for a comprehensive study of the positional effect of dibenzofuran-derived host materials. Systematic synthesis and comparison of the four host materials revealed that 1-, 2-, and 4-position modification was better than 3-position modification for high triplet energy and high external quantum efficiency.