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Rare earth complex constructed with benzimidazole derivatives and 1,2-cyclohexanediamine and its preparation method and application

A rare earth complex, cyclohexanediamine technology, applied in compounds containing elements of Group 3/13 of the periodic table, chemical instruments and methods, organic compounds of Group 3/13 without C-metal bonds, etc. problems such as luminous response, to achieve the effect of good luminous response

Active Publication Date: 2021-04-06
广州宸泽知识产权服务有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, low-dimensional lanthanide compounds rarely show good luminescence responses to specific organic substances, especially zero-dimensional lanthanide coordination molecular clusters.

Method used

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  • Rare earth complex constructed with benzimidazole derivatives and 1,2-cyclohexanediamine and its preparation method and application
  • Rare earth complex constructed with benzimidazole derivatives and 1,2-cyclohexanediamine and its preparation method and application
  • Rare earth complex constructed with benzimidazole derivatives and 1,2-cyclohexanediamine and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Embodiment 1: Dysprosium complex [Dy (L1) (NO 3 ) 3 ] (also referred to as Dy1 or complex Dy1 in this application) preparation

[0028]

[0029] 0.5mmol of N-methyl-benzimidazole-2-aldehyde (a, 0.082g, also referred to as ligand L in this application) was added to a polytetrafluoroethylene reactor with a capacity of 25mL, and 10mL was added by A mixed solvent of acetonitrile and methanol (V 乙腈 :V 甲醇 =1:1), after completely dissolving, add 0.5mmol of dysprosium nitrate hexahydrate (0.228g), after completely dissolving, add 0.5mmol of 1,2-cyclohexanediamine (b, 61μL) under stirring condition, Continue to stir for 3 minutes, seal it, and then put it in an oven at 80°C to keep it warm for 48 hours, take it out, and slowly lower the temperature (about 12 hours to room temperature), white long strip crystals precipitate, collect the crystals, and dry them. Yield 62.3% (based on dysprosium nitrate hexahydrate).

[0030] The moderately sized crystals obtained in this ex...

Embodiment 2

[0047] Embodiment 2: Terbium complex [Tb (L1) (NO 3 ) 3 ] (also referred to as Tb1 or complex Tb1 in this application) preparation

[0048]

[0049] 0.5mmol of N-methyl-benzimidazole-2-aldehyde (a, 0.082g) was added to a polytetrafluoroethylene reactor with a capacity of 25mL, and 10mL of a mixed solvent composed of acetonitrile and methanol (V 乙腈 :V 甲醇 =1:1), after completely dissolving, add 0.5mmol of terbium nitrate hexahydrate (0.226g), after completely dissolving, add 0.5mmol of 1,2-cyclohexanediamine (b, 61μL) under stirring condition, Continue to stir for 3 minutes, seal it, and then put it in an oven at 80°C to keep it warm for 48 hours, take it out, and slowly lower the temperature (about 12 hours to room temperature), white long strip crystals precipitate, collect the crystals, and dry them. Yield 72.8% (based on terbium nitrate hexahydrate).

[0050] The moderately sized crystals obtained in this example were selected and placed on the SuperNova single crysta...

Embodiment 3

[0060] Embodiment 3: Europium complex [Eu(L1)(NO 3 ) 3 ] (also referred to as Eu1 or complex Eu1 in this application)

[0061]

[0062] 0.5mmol of N-methyl-benzimidazole-2-aldehyde (a, 0.082g) was added to a polytetrafluoroethylene reactor with a capacity of 25mL, and 10mL of a mixed solvent composed of acetonitrile and methanol (V 乙腈 :V 甲醇 =1:1), after complete dissolution, add 0.5mmol of europium nitrate hexahydrate (0.223g), after complete dissolution, add 0.5mmol of 1,2-cyclohexanediamine (b, 61μL) under stirring conditions, Continue to stir for 3 minutes, seal it, and then put it in an oven at 80°C to keep it warm for 48 hours, take it out, and slowly lower the temperature (about 12 hours to room temperature), white long strip crystals precipitate, collect the crystals, and dry them. Yield 60.4% (based on europium nitrate hexahydrate).

[0063] The moderately sized crystals obtained in this example were selected and placed on the SuperNova single crystal diffractomet...

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PUM

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Abstract

The invention discloses a kind of rare earth complex constructed by benzimidazole derivatives and 1,2-cyclohexanediamine as well as its preparation method and application. The chemical formula of described rare earth complex is: [Ln (L1) (NO 3 ) 3 ], wherein L1 represents a ligand, and Ln represents Dy(III), Tb(III) or Eu(III). The preparation method of the rare earth complex is as follows: N-methyl-benzimidazole-2-aldehyde, 1,2-cyclohexanediamine and the nitrate of the rare earth metal are placed in a mixed solvent, and after dissolving, the The reaction is carried out, the reactants are left standing, and crystals are precipitated, and the crystals are collected to obtain the corresponding target complex; wherein, the mixed solvent is a composition of acetonitrile and methanol or ethanol. The rare earth complex in the invention has a planar structure, has good luminescent response to organic solvents, can be used to detect or identify different organic solvents, and therefore can be used as a sensitizer.

Description

technical field [0001] The invention relates to a rare earth complex, in particular to a rare earth complex constructed with benzimidazole derivatives and 1,2-cyclohexanediamine, a preparation method and application thereof. Background technique [0002] Coordination chemistry plays a crucial role in the design of metal ion photoluminescence probes. Coordination of metals to organic dyes elicited distinct optical responses, which indicated the presence of the metal species of interest. d 6 、d 8 and d 10 Constructed luminescent lanthanide and transition metal complexes often exhibit unique luminescent properties different from organic dyes, such as high quantum yield, large combustion volume, long emission wavelength and emission lifetime, low sensitivity to microenvironment, and It can be used as a probe for metal ions, anions and neutral substances. [0003] Due to the applications of volatile organic compounds (VOCs) in medicine, environmental science, toxicology, bio...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F5/00C09K11/06G01N21/64
CPCC07B2200/13C07F5/003C09K11/06C09K2211/182G01N21/643G01N2021/6432G01N2021/6443
Inventor 邹华红王慧锋梁福沛
Owner 广州宸泽知识产权服务有限公司