萘酰亚胺类荧光染料及共聚型荧光聚氨酯乳液的合成与性能

doi:10.3866/PKU.WHXB201503252

Abstract

Abstract:

The reactive fluorescent dye 4- methoxy-N-(2- hydroxy- 1- hydroxymethylethyl) naphthalimide (MHHNA) was first synthesized by imidization and substitution reactions using 4-bromo-1,8-naphthalic anhydride, 2- amino- 1,3- propanediol, and sodium methoxide as initial materials. A series of covalent fluorescent polyurethane (PU) (PU-MHHNA) emulsions were then fabricated using MHHNA as the chain extender through a phase inverse self-emulsification process. The chemical structure of the synthesized fluorescent dyes and the properties of PU-MHHNA emulsions and their latex films were characterized by 1H nuclear magnetic resonance (¹H NMR) spectroscopy, ¹³C nuclear magnetic resonance (¹³C NMR) spectroscopy, Fourier transform infrared (FTIR) spectroscopy, elemental analysis, ultraviolet- visible (UV- Vis) absorption spectroscopy, fluorescent spectroscopy, particle size analysis, and xenon arc aging measurements. The fluorescent quantum yields of MHHNA and PU-MHHNA were 0.73 and 0.92, respectively. The amount of MHHNA had no obvious influence on the colloidal properties of the PU-MHHNA emulsions. The maximum wavelength (λ_max) of the UVVis absorption spectra was 360.6 nm, and fluorescent spectroscopy analysis indicated that the maximum excitation wavelength (λ_ex) and maximum emission wavelength (λ_em) of PU-MHHNA in acetone were 362 and 435 nm, respectively. In addition, the fluorescence intensity of PU- MHHNA decreased with increasing temperature. The light fastness and solvent fastness of the PU-MHHNA film were much better than those of the non-covalent fluorescent polyurethane (PU/MBNA) film.

Key words: Fluorescent dye, Polyurethane, Absorbance, Fluorescence intensity, Light fastness

JIN Qing-Jun, XU Min, HUANG Xin-Yi, LI Bo-Tian, WANG Ji-Shuai, KAN Cheng-You. Synthesis and Properties of Naphthalimide Fluorescent Dye and Covalent Fluorescent Polyurethane Emulsion[J]. Acta Phys. -Chim. Sin. 2015, 31(5), 989-997. doi: 10.3866/PKU.WHXB201503252

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Synthesis and Properties of Naphthalimide Fluorescent Dye and Covalent Fluorescent Polyurethane Emulsion

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