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Synthesis and application of benzimidazolyl-supramolecular gel factor based on Hofmann exhaustive methylation

A benzimidazole and molecular gel technology, applied in gel preparation, chemical instruments and methods, analytical materials, etc., can solve the problems of ion/molecular detection limitations and achieve good aggregation fluorescence performance

Inactive Publication Date: 2018-08-17
NORTHWEST NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, in real life, various ions / molecules that are beneficial or harmful to the human body mostly exist in the water phase, and most of the reported methods that can detect ions are carried out in solution, and the detection of ions / molecules is also difficult. Relatively limited

Method used

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  • Synthesis and application of benzimidazolyl-supramolecular gel factor based on Hofmann exhaustive methylation
  • Synthesis and application of benzimidazolyl-supramolecular gel factor based on Hofmann exhaustive methylation
  • Synthesis and application of benzimidazolyl-supramolecular gel factor based on Hofmann exhaustive methylation

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] Embodiment 1, the preparation of gelatin factor BM-11

[0039] In 50 ml of acetonitrile, add 1.03 g (3 × 10 -3 mol) 2-Undecyl-1H-benzimidazole-3-acetic acid methyl ester, 1.27 g (9×10 -3 mol) methyl iodide, and reacted at 85°C for 32 h; after the reaction, cooled to room temperature, filtered off the solvent, and recrystallized with ethanol-water to obtain a white solid product, the sensor molecule BM-11, with a yield of 53.9%. The mass spectrum of BM-11 is shown in figure 1 .

Embodiment 2

[0040] Embodiment 2, the formation of organogel G-11

[0041] Take 0.005g of the gelling factor BM-11 prepared in Example 1, add it to 1.00 mL of ethylene glycol / water (v / v=1:9), heat it to fully dissolve, let it stand, and form a mass after cooling to room temperature Stable white condensed organogel G-11 with a volume ratio of 5 mg / mL. Under a 356nm ultraviolet lamp, organogel G-11 emits white fluorescence.

Embodiment 3

[0042] Example 3, Organogel G-11 Colorimetric / Fluorescent Recognition of Iron Ions

[0043] In a series of drip plates of organogel G-11, add Mg 2+ , Ca 2+ 、Cr 3+ , Fe 3+ 、Co 2+ 、Ni 2+ 、Cu 2+ , Zn 2 + 、Ag + 、Cd 2+ , Hg 2+ , Pb 2+ 、Ba 2+ , Tb 3+ 、Al 3+ , La 3+ and Eu 3+ Cationic aqueous solution (concentration is 0.1M), if the fluorescence of organogel G-11 is quenched, and the color of organogel changes from white to light yellow, it means that Fe 3+ , if the fluorescence of the organogel is not quenched, it means that the dropwise addition is not Fe 3+ .

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Abstract

The invention designs and synthesizes a benzimidazolyl-supramolecular gel factor based on Hofmann exhaustive methylation. In molecules of the gel factor, benzimidazole serves as a rigid structure stable system to enable host molecules to emit strong fluorescence; ester groups are introduced to serve as binding sites of metal ions, by virtue of winding action of a long alkyl chain, and pi-pi accumulation among rigid structure benzimidazole groups serves as driving force of gel to enable the gel factor to have good aggregation fluorescence properties; and after the organic gel formed by the gelfactor in an organic solvent is combined with iron ions, the formed metal organic gel causes fluorescence quenching of the organic gel, so that the formed gel has the property of single selective fluorescence recognition of Fe<3+> and has low detection limit and high sensitivity.

Description

technical field [0001] The invention relates to a benzimidazole-based supramolecular gel factor, in particular to a benzimidazole-based supramolecular gel factor based on Hoffmann's complete methylation and a synthesis method thereof; the present invention also relates to a gel based on the gel Factor organogels and metal organogels are mainly used for the detection of iron ions, and belong to the technical field of compound synthesis and the technical field of ion detection. Background technique [0002] Iron (Fe) is an indispensable trace element for the human body. It is an important component of hemoglobin, myoglobin and various enzymes. If iron is lacking in the body, it will affect the synthesis of hemoglobin and myoglobin, and make some enzymes , such as cytochrome C, ribonucleotide reductase, succinate dehydrogenase and other activities decreased. These enzymes are closely related to biological oxidation, tissue respiration, and the decomposition and synthesis of ne...

Claims

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Application Information

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IPC IPC(8): C07D235/08B01J13/00C09K11/06G01N21/64
CPCB01J13/0065C07D235/08C09K11/06C09K2211/1044G01N21/643G01N2021/6432
Inventor 姚虹王姣周琦樊彦青关晓文林奇魏太保张有明
Owner NORTHWEST NORMAL UNIVERSITY