摘要
The halogen as a kind of alkylating reagent is used to introduce new group to realize the fluorescence sensors efficient of metal ion detection. The substituent at C-4 position was double bromine, which defined that the halogen as an alkylating reagent should be further researched and detected for Hg2+. Therefore, the N-n-butyl-4-[di(bromoethyl)]amino-1,8-naphthalimide has been synthesized to detect some metal ions. The title compound has been prepared via substitute reaction and was characterized by IR, 1H NMR, 13 C NMR, and MS. It crystallizes in triclinic, space group P1 with a = 9.0071(18), b = 9.804(2), c = 13.073(3)A, α = 73.17(3), β = 71.73(3), γ = 62.95(3)°, Z = 2, V = 961.5(3) A3, Dc = 1.666 g/cm3, F(000) = 484, μ(Mo Kα) = 4.232 mm-1, R = 0.0429 and w R = 0.1004. The presence of intermolecular hydrogen bonds as well as π-π stacking interaction led to the stability of the compound. The fluorescence intensity was obviously lower than that of other ions when Hg2+ was added with the concentration of 1 × 10^-5 mol·L-1.
The halogen as a kind of alkylating reagent is used to introduce new group to realize the fluorescence sensors efficient of metal ion detection. The substituent at C-4 position was double bromine, which defined that the halogen as an alkylating reagent should be further researched and detected for Hg2+. Therefore, the N-n-butyl-4-[di(bromoethyl)]amino-1,8-naphthalimide has been synthesized to detect some metal ions. The title compound has been prepared via substitute reaction and was characterized by IR, 1H NMR, 13 C NMR, and MS. It crystallizes in triclinic, space group P1 with a = 9.0071(18), b = 9.804(2), c = 13.073(3)A, α = 73.17(3), β = 71.73(3), γ = 62.95(3)°, Z = 2, V = 961.5(3) A3, Dc = 1.666 g/cm3, F(000) = 484, μ(Mo Kα) = 4.232 mm-1, R = 0.0429 and w R = 0.1004. The presence of intermolecular hydrogen bonds as well as π-π stacking interaction led to the stability of the compound. The fluorescence intensity was obviously lower than that of other ions when Hg2+ was added with the concentration of 1 × 10^-5 mol·L-1.
基金
supported by the National Natural Science Foundation of China(No.31572042)
the Research Science Foundation in Technology Innovation of Harbin(No.2015RAYXJ010)