Rhodamine derivative and its application in detection of nitrite ions

A technology of nitrite ion and derivatives, which is applied in the field of detection, can solve the problems of restricting the use of traditional methods, and achieve the effects of good promotion and application prospects, high yield and high sensitivity

Active Publication Date: 2018-02-23
YANCHENG TEACHERS UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

These disadvantages limit the use of traditional methods

Method used

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  • Rhodamine derivative and its application in detection of nitrite ions
  • Rhodamine derivative and its application in detection of nitrite ions
  • Rhodamine derivative and its application in detection of nitrite ions

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041] Embodiment 1: the preparation of compound

[0042] Weigh 1mmol (0.444g) of rhodamine in a 100mL round bottom flask, add 20mL of absolute ethanol, heat to 60°C and stir to dissolve, and dissolve 2mmol (167μL) of 1,3-propanediamine in absolute ethanol solution Add 10 mL into the above solution, stir and reflux for 32 hours, stop the reaction, cool and filter to obtain a light yellow powder, which is recrystallized three times with ethanol / water (v:v=1:1), and a colorless block crystal is precipitated after one week .

[0043] Determination by infrared spectroscopy (KBr, cm -1 ): 3418(N-H), 2982(C-H), 1637(C=N);, Elemental analysis and determination: C 31 h 38 N 4 o 2 , theoretical value (%) in brackets: C 74.68 (74.67); H 7.43 (7.68); N 11.24 (11.24).

[0044] Detected by X-Ray single crystal diffractometer, its crystal structure is as follows: figure 1 As shown, the unit cell and measurement parameters are shown in Table 1, which in CH 3 OH / H 2 The electrospray ...

Embodiment 2

[0048] Example 2: Verification of Compound Probe Selective Recognition of Nitrite Ions

[0049] The chemical structural formula is the probe compound (1×10) of formula (I) -6 M) In the buffer solution of Tris-HCl (pH=7.2), add 10 times of equivalent NO respectively 2 - 、H 2 PO 4 - 、HPO 42- ,P 2 o 7 2- 、PO 4 3- , SO 4 2- 、C 2 o 4 2- , B 4 o 7 2- , CO 3 2- , ClO 4 - , NO 3 - 、SCN - 、AC - , F - , Cl - 、Br - , I - 、CN - 、HCO 3 - 、HSO 4 - Finally, the experimental results were recorded using UV-Vis spectroscopy, such as image 3 As shown, the compound can selectively recognize nitrite ion.

Embodiment 3

[0050] Example 3: Analysis of the anti-interference ability of compound probes to other anions when they recognize nitrite ions

[0051] The chemical structural formula is the probe compound (1×10) of formula (I) -6 In the buffer solution of Tris-HCl (pH=7.2) of M), add 10 times of equivalent H respectively 2 PO 4 - 、HPO 4 2- ,P 2 o 7 2- 、PO 4 3- , SO 4 2- 、C 2 o 4 2- , B 4 o 7 2- , CO 3 2- , ClO 4 - , NO 3 - 、SCN - 、AC - , F - , Cl - 、Br - , I - 、CN - 、HCO 3 - 、HSO 4 - , measure its UV-Vis spectrum, and then add 10 times the equivalent of NO to the solution 2 - , comparing the changes in the UV-Vis absorption spectrum before and after the addition of nitrite ions, it is found that this compound has a strong anti-interference ability to other anions when it recognizes and detects nitrite ions in a Tris-HCl buffer solution with pH=7.2, such as Figure 4 shown.

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Abstract

The invention discloses a rhodamine derivative and its application in the detection of nitrite ions, and belongs to the technical field of detection. A carbonyl carbon atom in rhodamine and one aminonitrogen in 1,3-diaminopropane are condensed in the synthesis process to obtain a new compound different from common Schiff bases. A synthesis method of the compound has the advantages of simplicity,high yield, low cost, and good promotion and application prospect. Additionally, the compound used as a fluorescence probe for the nitrite ions in a water phase has the advantages of realization of detection in a near-neutral environment, mild detection conditions, strong interference resistance to other anions and cations, high sensitivity, realization of the detection limit of the nitrite ions being 0.768 [mu]M, and short response time.

Description

technical field [0001] The invention relates to a rhodamine derivative and its application in detecting nitrite ions, belonging to the technical field of detection. Background technique [0002] Nitrite is an intermediate product of the nitrogen cycle in nature. It is unstable and widely exists in water, soil and various foods. Under different water quality conditions, it can be oxidized and reduced to other nitrogen-containing compounds. Nitrite can oxidize low iron hemoglobin in human blood into methemoglobin, reduce its ability to transport oxygen, lead to tissue hypoxia symptoms, and cause human hypoxia poisoning. On the other hand, nitrite can also undergo nitrosation reaction with secondary amines generated by human protein metabolism to generate nitrosamines or imides, thereby inducing cancer and distortion in various organs and tissues. Therefore, it is of great significance to be able to detect nitrite sensitively and quickly by means of color development. In summ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): G01N21/64G01N21/31G01N21/78C07D491/107C09K11/06
CPCC07D491/107C09K11/06C09K2211/1029C09K2211/1088G01N21/31G01N21/64G01N21/6428G01N21/643G01N21/78G01N2021/6417G01N2021/6432
Inventor 王清明张玲王文玲丁惠王年华
Owner YANCHENG TEACHERS UNIV
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