Compound for identifying rare earth metallic ion dysprosium or erbium and its synthesis method and use

A rare earth metal ion and compound technology, applied in chemical method analysis, imino compound preparation, chemiluminescence/bioluminescence, etc., can solve problems such as low efficiency, achieve strong analytical signal, good photochromic properties, and special recognition performance. the effect of one

Inactive Publication Date: 2010-05-19
TECHNICAL INST OF PHYSICS & CHEMISTRY - CHINESE ACAD OF SCI
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  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, liquid-liquid extraction separations are generally inefficient and require multiple cycles

Method used

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  • Compound for identifying rare earth metallic ion dysprosium or erbium and its synthesis method and use
  • Compound for identifying rare earth metallic ion dysprosium or erbium and its synthesis method and use
  • Compound for identifying rare earth metallic ion dysprosium or erbium and its synthesis method and use

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Example 1: 5,17-(5,5'-dinitrosalicylaldehyde acetal)-diimino-25,27-di-n-propoxy-26,28-dihydroxycalix[4]arene

[0026] Diaminocalix[4]arene derivative (0.12g, 0.22mmol), 5-nitrosalicylaldehyde (0.07g, 0.44mmol) and 15ml of absolute ethanol were mixed, and heated to reflux at 70-80°C for 8 hours. The progress of the reaction was monitored by thin-layer chromatography, and the reaction was stopped when there was no starting material. Suction filtration yielded a brown-yellow solid. Recrystallization from dichloromethane / methanol gave pure product (80%). mp>300℃; IR(KBr)v max / cm -1 : 1623 (C=N), 1523, 1337 (NO 2 ); 1 H-NMR (CDCl 3 ),δ H : 14.92 (br, 2H, OH sal), 8.75 (s, 2H, OH), 8.67 (s, 2H, C=N), 8.38-8.34 (d, J=12Hz, 2H, Ar-Hsal), 8.25- 8.21(2d, J=12Hz, 2H, Ar-Hsal), 7.16(s, 2H, Ar-H), 7.09(s, 2H, Ar-Hsal), 7.06-7.01(t, J=15Hz, 4H, Ar -H), 6.88-6.83 (t, J=15Hz, 2H, Ar-H), 4.32-4.27, 3.54-3.49 (2d, J=15Hz, 4H, Ar- CH 2 -Ar), 4.06-4.01(t, J=15Hz, 4H, CH 3 -CH...

Embodiment 2

[0027] Example 2: 5,17-disalicylaldehyde imino-25,27-di-n-propoxy-26,28-dihydroxycalix[4]arene

[0028] Mix diaminocalix[4]arene derivative (0.12g, 0.22mmol), salicylaldehyde (0.055g / 0.05ml, 0.44mmol) and 15ml of absolute ethanol, and heat to reflux at 70-80 degrees Celsius for 8 hours. The progress of the reaction was monitored by TLC, and the reaction was stopped when there was no starting material. Suction filtration yielded a brown-yellow solid. Recrystallization from dichloromethane / methanol gave pure product (80%). mp>300℃; IR(KBr)v max / cm -1 : 1623(C=N); 1 H-NMR (CDCl 3 ),δ H : 13.72 (br, 2H, OH sal), 10.46 (s, 2H, OH), 8.59 (s, 2H, C=N), 7.41-7.32 (m, J=27Hz, 6H, Ar-H sal), 7.10 (s, 4H, Ar-H), 7.05-7.00(t, J=15Hz, 4H, Ar-H), 6.95-6.90(t, J=15Hz, 2H, Ar-H), 6.86-6.81(t, J=15Hz, 2H, Ar-H), 4.38-4.34, 3.47-3.42 (2d, J=15Hz, 4H, Ar- CH 2 -Ar), 4.04-4.00(t, J=12Hz, 4H, CH 3 -CH 2 - CH 2 -O-), 2.12-2.10 (q, J=15Hz, 4H, CH 3 -CH 2 - CH 2 -O-), 1.37-1.32 ...

Embodiment 3

[0029] Example 3: 5,17-(5,5'-dimethoxy salicylaldehyde acetal)-diimino-25,27-di-n-propoxy-26,28-dihydroxycalix[4]arene

[0030] Mix diaminocalix[4]arene derivative (0.12g, 0.22mmol), 5-methoxy salicylaldehyde (0.067g / 0.056ml, 0.44mmol) and 15ml of absolute ethanol, and heat to reflux at 70-80 degrees Celsius 8 hours. The progress of the reaction was monitored by thin-layer chromatography, and the reaction was stopped when there was no starting material. Suction filtration yielded a brown-yellow solid. Recrystallization from dichloromethane / methanol gave pure product (80%). mp>300℃; IR(KBr)v max / cm -1 : 1623 (C=N), 1053, 1239 (CH 3 ); 1 H-NMR (CDCl 3 ),δ H : 13.10 (s, 2H, OH sal), 10.67 (s, 2H, OH), 8.59 (s, 2H, C=N), 7.13-7.11 (d, J=6Hz, 4H, Ar-H), 7.03- 7.00(d, J=9Hz, 4H, Ar-H), 6.98-6.97(d, J=3Hz, 2H, Ar-H sal), 6.94-6.92(d, J=6Hz, 4H, Ar-H sal) , 6.86-6.83 (t, J=9Hz, 2H, Ar-H), 4.38-4.34, 3.47-3.42 (2d, J=15Hz, 4H, Ar- CH 2 -Ar), 4.04-4.00(t, J=12Hz, 4H, CH 3...

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Abstract

The invention relates to a specific and selective recognition of rare earth metal ions, in particular to a series of compounds that can selectively recognize the rare earth ions by using an organic synthesis method. The invention takes calixarene derivatives and salicylal or various 5-site substituted salicylal as raw materials which reflow in ethanol solution for reaction to generate a series ofcalixarene compounds that are provided with photochromism functional groups at the upper edge of the generated calixarene. The series of calixarene compounds not only has good photochromism property but also can selectively recognize a single rare earth metal ion of dysprosium (III) or erbium (III). The compounds has the advantages of simple manufacturing method, concentrated recognition propertyand strong analysis signals, thereby providing a novel compound used for specificity separation and determination of the rare earth ions. Meanwhile, the compounds can also be applied to aspects of separation, analysis and inspection, etc. of the rare earth metal ions applied to varied supporting bodies of film and chemical electrode, etc.

Description

technical field [0001] The present invention relates to the specific and selective recognition of rare earth metal ions, specifically a series of compounds (sensors) capable of selectively recognizing rare earth metal ions are synthesized by organic synthesis, and the compounds are applied in the separation, analysis and processing of rare earth metals. detection etc. Background technique [0002] Due to the special 4f electronic structure, rare earth elements have special electrical, optical, magnetic and chemical properties, and are the main research and development objects for modern high-tech materials, such as rare earth optoelectronic materials, magnetic materials, superconducting materials, etc. In the research, development and application of rare earths, higher and higher requirements are put forward for the analysis and testing of rare earth materials. For example, high-purity rare earths have developed from 4 9s to 8 9s, and among high-purity rare earths, 10 -10 ...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C251/16C07C249/02G01N31/00G01N21/76G01N27/333
Inventor 高云华梁志
Owner TECHNICAL INST OF PHYSICS & CHEMISTRY - CHINESE ACAD OF SCI
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