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Preparation method of a novel terbium complex probe and its use as a potassium ion recognition reagent

A technology of terbium complexes and compounds, applied in the field of new compounds, can solve problems such as insufficient accuracy, large ion interference, and many influencing factors

Inactive Publication Date: 2015-12-16
BEIJING NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Although there are various methods for the determination of potassium ions, such as ion selective electrode method, flame photometric analysis method, enzymatic method, etc., most of these methods are relatively complicated to operate, have large ion interference, many influencing factors, and the accuracy is not good enough.

Method used

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  • Preparation method of a novel terbium complex probe and its use as a potassium ion recognition reagent
  • Preparation method of a novel terbium complex probe and its use as a potassium ion recognition reagent
  • Preparation method of a novel terbium complex probe and its use as a potassium ion recognition reagent

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0057] Preparation of 4-bromomethylbenzophenone

[0058] In the reaction flask, add 19.6g (0.1mol) 4-methylbenzophenone, then add 100mLCCl 4 , stirred to dissolve, heated to reflux, and then kept under the irradiation of a high-pressure mercury lamp, added dropwise 16g (0.1mol) of bromine within 30min, and continued to stir and reflux for 2h after the addition. Then stop the reaction, remove part of the solvent by rotary evaporation to about 20-30mL, pour the mixture into 50mL of absolute ethanol, recrystallize, and filter to obtain 13.6g of white crystal 4-bromomethylbenzophenone, yield 49.4% , m.p.111-113°C. 1 HNMR (400MHz, CDCl 3 )δ(ppm)=4.54(s, 2H), 7.49(t, 2H, J=8Hz), 7.51(d, 2H, J=8Hz), 7.60(t, 1H, J=8Hz), 7.79(d, 2H, J=8Hz), 7.80(d, 2H, J=8Hz).

Embodiment 2

[0060] The preparation of compound Tb-L of the present invention

[0061] Step 1: Preparation of compound S2

[0062]

[0063] Dissolve 3.72g (13.59mmol) of 1,10-diaza-18-crown 6 in 78mL of 1,4-dioxane, and separately dissolve 3.06g (13.59mmol) of di-tert-butyl dicarbonate (BOC anhydride) In 42mL of 1,4-dioxane, add the BOC anhydride solution into the crown ether solution dropwise within 1.5h, stir at 40°C for 30min, then stir at room temperature for 16h. Then the solvent was removed by rotary evaporation, and the obtained crude product was purified by silica gel column chromatography (the eluent was CH 2 Cl 2 :CH 3 OH=80:20, TLC monitoring, iodine cylinder color development), to obtain 1946mg colorless oily liquid S2, yield 39.5%. 1 HNMR (400MHz, CDCl 3 )δ(ppm)=1.44(s, 9H), 2.83(t, 4H, J=5Hz), 3.51(t, 4H, J=6Hz), 3.60(bs, 12H), 3.64(t, 4H, J= 5Hz).

[0064] Step 2: Preparation of Compound S3

[0065]

[0066] 1946mg (5.37mmol) S2 and 2627mg (8.05mmol) Cs 2 CO ...

Embodiment 3

[0089] Compound of the invention from Example 2 Tb-L versus K + sensitivity test

[0090] In the following experiments, unless otherwise specified and pointed out, the solvent used in all recognition experiments is tertiary water. The concentration of compound Tb-L of the present invention is 8.0×10 -4 mol / L, the concentration of potassium ions is 0-30mM.

[0091] The specific method is: add 0.5mL of 8.0×10 -4 mol / L of the compound of the present invention, 0 μL, 5 μL, 10.5 μL, 16 μL, 21 μL, 26.5 μL, 32 μL, 37.5 μL, 44 μL, 51 μL, 60.5 μL, 72 μL, 84 μL, 95 μL, 105 μL, 115 μL, 125 μL, 137.5 μL, 150 μL 1.0mol / L KCl solution, dilute to 5mL. With 232nm as the excitation wavelength and a delay time of 0.2ms, the luminous intensity of the system at 545nm was obtained using a CaryEclipse fluorescence spectrophotometer. Utilize the ratio (I / I) of the luminous intensity under different potassium ion concentration conditions in the system to the luminous intensity when there is no p...

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Abstract

The invention relates to a terbium complex shown as a formula I, a preparation method of the terbium complex and applications of the terbium complex used as a potassium ion recognition reagent. The terbium complex can selectively recognize K<+>, can be used as a K<+> ion probe, and may not be interfered by other metal positive ions such as Na<+>, Li <+>, Cd<2+>, Mn<2+>, Fe<2+>, Mg<2+>, Co<2+>, Ca<2+>, Hg<2+>, Pb<2+>, Ni<2+>, Cu<2+> and Zn<2+>.

Description

technical field [0001] The present invention relates to a novel compound which can be used as metal ion recognition reagent, its preparation method and its use. More specifically, the present invention relates to a terbium complex, its preparation method and its use as a potassium ion recognition reagent. Background technique [0002] Molecular recognition plays an important role in the development of modern science and technology, and the recognition of ionic objects in molecular recognition is the recognition of alkali metal and alkaline earth metal ions. As a common alkali metal ion, potassium ion is an indispensable constant element in the human body and maintains important physiological functions of the human body, such as maintaining cell metabolism, regulating osmotic pressure, maintaining acid-base balance, regulating the concentration of other ions in the body and Generation of electrical signals in the nervous system, etc. In addition, another important function ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F5/00C07D413/06C09K11/06G01N21/64
Inventor 延玺吕沙沙
Owner BEIJING NORMAL UNIVERSITY