Novel H2PO4<-> ion fluorescence probe, and preparation method and application thereof
A H2PO4-, fluorescent probe technology, applied in the field of compound synthesis, can solve the problems of ion detection application limitations, etc., to achieve excellent practical applicability, simple synthesis route, high selectivity detection effect
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Embodiment 1
[0037] Embodiment 1 The synthesis of fluorescent compound L of the present invention
[0038] (E)-4-(4-(bis(pyridin-2-ylmethyl)amino)styryl)-N of the present invention, N-dipropylaniline (L) is synthesized as follows:
[0039] 1) Synthesis of intermediate N, N-dipropylaminobenzyl diethyl phosphite
[0040] In a 50mL round bottom flask, dissolve 0.291g (1mmol) of N,N-dihexylbenzyl alcohol in 5mL of triethyl phosphite, and then add the above mixed solution dropwise to 0.258g (1mmol) of elemental iodine , Reaction at room temperature for 12h. Extracted with dichloromethane, dried, concentrated, and separated by column chromatography with dichloromethane as eluent. 0.32 g of the product was obtained, and the yield (Yield): 77.8%.
[0041] NMR results: 1 H NMR (CDCl 3 , 400MHz, ppm): 7.10(d, 2H, J=6.8Hz); 6.56(d, 2H, J=8.4Hz); 4.00(m, 4H); 3.21(t, 4H, J=7.6Hz); 3.25 (d, 2H, J=20.8Hz), 1.55(s, 4H); 1.27(m, 8H); 0.88(t, 6H, J=6.4Hz).
[0042] 2) Synthesis of (E)-4-(4-(bis(pyri...
Embodiment 2
[0045] Embodiment 2 Cu of fluorescent compound L of the present invention 2+ Complex
[0046] The fluorescent compound L obtained in Example 1 was prepared into 4×10 with 10 mM pH=7.40 HEPES buffer solution (HEPES:DMSO=9:1 (v / v) -5 mol / L fluorescent compound L solution. Put the above 4×10 -5 mol / L fluorescent compound L solution was added with equimolar amounts of 0.01mol / L Li + 、K + 、Na + 、Ag + , Mg 2+ , Ca 2+ , Zn 2+ 、Ba 2+ 、Ni 2+ 、Co 2+ , Hg 2+ , Pb 2+ , Mn 2+ , Fe 3+ 、Cr 3+ 、Al 3+ 、Cd 3+ 、Cu 2+ various metal ions, such as figure 1 As shown, the fluorescence spectra of each metal ion interacting with the fluorescent compound L, only Cu 2+ The fluorescence of the solution is basically quenched after the addition of the complex.
[0047] like figure 2 As shown, the fluorescence color change of the interaction between each metal ion and L can also be clearly observed under the ultraviolet light, only the addition of Cu on the far left 2+ Fluorescent co...
Embodiment 3
[0048] Cu of embodiment 3 fluorescent compound L 2+ With the solution to detect H 2 PO 4 -
[0049] in 4×10 -5 mol / L fluorescent compound L solution 10mM pH=7.40HEPES:DMSO=9:1,) add equimolar amount of 0.01mol / L Cu 2+ solution, so that the fluorescent compound L and Cu in the whole system 2+ The molar ratio is 1:1. In this mixed solution system, add 2 times the equivalent of 0.01mol / L CO 3 2- , SO 4 2- , NO 3 - 、AcO - , F - , Cl - 、Br - , I - 、H 2 PO 4 - , the sodium salt solution of PPi, the fluorescence spectrum change of monitoring solution (see image 3 ), it can be seen that only H 2 PO 4 - Can make the fluorescence of the solution system significantly enhanced; Figure 4 , the fluorescent compound L and Cu can be clearly observed by the naked eye under ultraviolet light 2+ The mixed solution with each anion CO 3 2- , SO 4 2- , NO 3 - 、AcO - , F - , Cl - 、Br - , I - 、H 2 PO 4 - , Fluorescence color change of PPi interaction, in which...
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