The new diazocine derivatives, 2,8-bis(4-(1-(4-(10-(naphthalene-2-yl)anthracen-9-yl)naphthalene-1-yl)-1H -phenanthro[9,10-d]imidazol-2-yl)phenyl)-6H, 12H-5,11-methanodibenzo[b,f][1,5]diazocine (NANIDZ-I) and (5S,11S)-2,8-bis(4-(1-(4-(10-(naphthalen-1-yl)anthracen-9-yl)naphtha-lene-1-yl)-1H-phenanthro[9,10-d]imidazol-2-yl)phenyl)-6H, 12H-5, 11-methanodibenzo[b,f][1,5]dizocine (NANIDZ-II) have been successfully synthesized and characterized. It has not only the characteristics of rigid, chiral and C-2-symmetry but also charge transport capability and emission. NANIDZ-I and NANIDZ-II were synthesized by changing the substitution position of the imidazole group including various chromophore in the diazocine core. NANIDZ-I device in a non-doped organic light emitting diode resulted in blue emission with luminance efficiency of 4.29 cd/A and CIE of (0.17, 0.25).