Based on the principle of like dissolves like principle, 1,4-diamino-2,3-dicarboxylic anhydride anthraquinone was used as a raw material to prepare eight oil-soluble 1,4-diamino-2,3-phthalimide anthraquinone dyes by substitution reaction with primary amines of different carbon chain lengths. The solubility and UV absorption properties of the synthesized 8 dyes in common organic solvents were tested. The results show that the maximum absorption wavelengths of the eight products are all in the range of 669～672 nm, which is not affected by the length of the alkyl chain in the product. The oil solubility of dyes is significantly improved relative to 1,4-diamino-2,3 dicarboxylic anhydride anthraquinone. Among them, 1,4-diamino-2,3-dicarboxylic anhydride anthraquinone is insoluble in an organic solvent such as tetrahydrofuran, and the product Anthra-n-6 (n-hexylamine substituted) has the highest solubility in tetrahydrofuran which can reach 9×10-3 g/mL (25 ℃). 1,4-Diamino-2,3-dicarboxylic anhydride anthraquinone can not be used as a printing dye and Anthra-n-6 has the best printing effect. The printed density value was 1.17, and the Lab values were 79.7, -10.-2, -25.9, respectively.