Synthesis, Infra-red Study, and Application of Polyamidoamine Dendrimer Modified with 1,8-naphthalimide Derivatives as Novel Fluorescent Disperse Dye

Document Type : Original Article

Authors

1 Department of Organic Colorants, Institute for Color Science and Technology, P. O. Box: 16765-654, Tehran, Iran.

2 Center of Excellence for Color Science and Technology, Institute for Color Science and Technology, P. O. Box: 16765-654, Tehran, Iran.

3 Textile Engineering Department, Amirkabir University, P. O. Box: 1591639675, Tehran, Iran.

4 Textile Engineering Department, Kashan Branch, Islamic Azad University, P. O. Box: 87135433, Kashan, Iran.

Abstract

Infra-red spectroscopy is one of the most accessible and effective methods for identifying the newly synthesized compounds. In this paper the infrared characterization of photoactive polyamidoamine (PAMAM) dendrimers of zero, second and fourth generations modified with four different 1,8-naphthalimide derivatives were described. The effect of the dendrimer generations and various substituents at C-4 position of the 1,8-naphthalimide rings towards the dendrimers polarization were examined. Results have clearly shown that the dendrimer generations have negligible effect on molecules polarization. Meanwhile, the nature of the substituent at C-4 atoms of 1,8-naphthalimide rings and its capability to resonance with imide group strongly effect on the molecular polarization. This phenomenon might be attributed to the differences in the conjugational or migrating ability of the electrons from the PAMAM core to the peripheral 1,8-naphthalimides. Synthesize fluorescent dye was finally applied for dyeing of polyethylene terephthalate (PET) fabric and building-up properties, wash and light fastness were examined.

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