Synthesis And Applications Of Fluorescent Polymers Containing Naphthalimide Derivatives

In this paper, three fluorescent probes AISA, AIAN and L which containednaphthalimide fluorophore and carbon-carbon double bonds were synthesized and theirstructures were characterized using FT-IR,1H-NMR and13C-NMR. Then thesefluorescent probes were used to prepare three fluorescent copolymer microspheres withstyrene or N-isopropyl acrylamide using polymerization methods, and characterizedtheir fluorescent properties and size. The main contents are as follows:1. Using4-sulfonyl-1,8-anhydride naphthalene potassium salt to prepare thefluorescence monomer AISA which contains carbon-carbon double bond forpolymerization and azide functional group for selective recognition of hydrogensulfide. The results from UV-Vis and fluorescence spectra demonstrated that thefluorescence monomer AISA can selectively recognize hydrogen sulfide. Moreover, afluorescent polymer microsphere was prepared by copolymerization of the fluorescentmonomer with styrene. Our results showed that the fluorescence polymer microspherePSAISA can not only selectively recognize hydrogen sulfide but also be used for cellimaging, which may support the research of the in vivo hydrogen sulfide mechanism.2. Using4-bromo-1,8-naphthalene anhydride to react consecutively withallylamine, ethylenediamine and indole-3-formaldehyde for the synthesis of afluorescence monomer AIAN, which contains carbon-carbon double bond, and canselectively detect fluoride ion(F-).The results from UV-Vis and fluorescence spectracharacterization revealed that the fluorescence monomer AIAN can specificallyrecognize F-. Besides, after copolymerization with styrene, the obtained copolymermicrosphere can also selectively recognize F-. Moreover, after adding F-into the fluorescence probe AIAN or PAIAN, the solution color changed from yellow to purplewhich can be observed with eyes. Furthermore, the prepared PSAIAN can bereused for the fluorescence detection of F-.3. Using4-bromo-1,8-naphthalene anhydride to react consecutively withethylenediamine, allyl amine, aldehyde benzoic acid for the synthesis of a fluorescentprobe L, which contains carbon-carbon double bond, and can selectively detect bisulfite.The results from the fluorescence spectra and UV-Vis spectra showed that thefluorescence monomer L can specifically detect bisulfate. After copolymerization of thefluorescent probe L with N-Isopropyl acrylamide, a fluorescent polymer microsphereNPML was prepared. It was demonstrated that NPML not only can selectively detectbisulfite but also has thermosensitivity.