Tuning hydrogen-bonding of discotic liquid crystal can result in more ordered columnar mesophases and higher charge carrier mobility materials. In this paper, triphenylene derivatives with one, two and three amide groups with structure of Cl18H6(OR)(5)(OCH2CONHBu), C18H6(OC5H11)(4)(OCH2CONHBu)(2) and symmetrical and asymmetrical C18H6(OR)(3)(OCH2CONHBu)(3) (R = CnH2n (+) (1), n = 4-9) respectively were designed and synthesized. The results showed that each intra-columnar H-bond forming amide (-CONH-) group caused an average increase of 22 degrees C in clearing point front the non-H-bonding ester group (-COO-) triphenylene analogous. This was the first quantitative result of H-bonding on the stabilization of columnar mesophase.