Synthesis,Crystal Structure and Fluorescence Property of N-n-butyl-4-[di(bromoethyl)]amino-1,8-naphthalimide  

作　　者：叶非 王志强 李萍 李关羽 付颖 

机构地区：[1]College of Science, Northeast Agricultural University

出　　处：《Chinese Journal of Structural Chemistry》2017年第5期738-744,共7页结构化学（英文）

基　　金：supported by the National Natural Science Foundation of China(No.31572042);the Research Science Foundation in Technology Innovation of Harbin(No.2015RAYXJ010)

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.

关 键 词：N-n-butyl-4-[di（bromoethyl）]amino-1 8-naphthalimide SYNTHESIS single crystal fluorescence 

分 类 号：O625.525[理学—有机化学] O657.3[理学—化学]