Novel super hydrophobic orange dyes having maximum absorption band at 450-500nm were synthesized to dye polyolefin fibers such as polypropylene and ultra high molecular weight polyethylene fibers, using 4-alkylanilines and ${eta}$-naphthol. Their absorption spectra at visible range showed almost the same, which meant that the alkyl substituents introduced to chromophore did not affect on color appearance of the dyes. Considering both color strength and wash fastness, the decyl-substituted dye was determined as the optimum one practically. From the dyeing results at various conditions, the optimum dyeing was $130^{circ}C$ for 1 hour with 5% owf of dyes. The good fastness ratings to washing, rubbing were obtained showing 4-5 for both fibers. Light fastness was also acceptable giving rating 3-4 for polypropylene fibers and rating 3 for ultra high molecular weight polyethylene fibers.