Dyeing performance of the azo dyes containing trifluoromethyl group for polyester fabrics and its single crystal structure

Abstract

The structures of disperse dyes and their intermolecular interactions have important impacts on dyeing and printing performances for polyester fabrics. The fluorine dyes show some unique molecular stability and photochemical properties. The dyeing property of the azo dye containing trifluoromethyl group for polyester fabrics, 4'-(N-acetoxyethyl-Nethyl)- amino-2-bromine-4-nitro-6-trifluoromethylazo- benzene (D1), was investigated and compared with the similar structure disperse dye. The results show that the high color yield and good exhaustion of the dyed PET fabrics could be obtained. The polyester fabrics dyed with D1 had excellent light fastness. Its single crystal was prepared and the supramolecular interactions were solved by X-ray diffraction. Dye D1 formed triclinic crystals in a trimeric packing mode. The C-F bond distances of CF3 are 1.2730 A, 1.2240 A and 1.2900 A, respectively. The two benzene rings linked azo unit (-N=N-) are obviously twist. The dihedral angle of the two benzene rings is 50.23 o. There are six weak hydrogen bonds around trifluoromethyl group in the intramolecule and intermolecule. The excellent light stability of the dye should be attributed to its unique supramolecular structure.