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Double-component supermolecular organic gel and preparation and application of metal gel of double-component supermolecular organic gel

An organogel and supramolecular technology, applied in gel preparation, organic chemistry, iron-organic compounds, etc., can solve problems such as difficult to develop fluorescent sensor detection

Inactive Publication Date: 2019-02-12
NORTHWEST NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Fe 3+ Plays a key role in many biochemical processes at the cellular level, Fe deficiency in humans 3+ Can cause diseases such as anemia, liver damage, Parkinson's disease and cancer, meanwhile, Fe 3+ Due to its paramagnetic nature, it acts as a fluorescence quencher, which makes it difficult to develop a continuous and reversible fluorescent sensor to detect and separate Fe 3+

Method used

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  • Double-component supermolecular organic gel and preparation and application of metal gel of double-component supermolecular organic gel
  • Double-component supermolecular organic gel and preparation and application of metal gel of double-component supermolecular organic gel
  • Double-component supermolecular organic gel and preparation and application of metal gel of double-component supermolecular organic gel

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] Embodiment 1, the synthesis of two-component supramolecular organogel MQ

[0048] (1) Synthesis of naphthalimide gelling factor M based on Schiff base functionalization: add p-phenylenediamine (1.08 g, 10~10.5 mmol), 1,8-naphthalene Diformic anhydride (1.98g, 10~10.5mmol) and 100 mL of ethanol were heated under reflux at 80°C for 24h. Suction filtration after the reaction, rinsing with hot ethanol, suction filtration and drying to obtain a yellow powder intermediate; then, take the yellow powder intermediate (1.45g, 5~5.5mmol) and 2-hydroxy Naphthalene formaldehyde (0.88g, 5~5.5mmol), 1.5mL of ice CH 3 COOH and 60mL ethanol were heated under reflux at 80°C and stirred for 24 hours. After the reaction was completed, suction filtered, rinsed with hot ethanol, and dried by suction filtration to obtain a yellow powder M with a yield of 90%;

[0049] (2) Synthesis of 4-aminopyridine-functionalized trimesoyl chloride gelling factor Q: Add 4-aminopyridine (0.75 g, 8.0-8.05 m...

Embodiment 2

[0051] Embodiment 2, MQ recognition experiment Fe 3+

[0052] Take 13 small amounts (about 0.02g) of organogel MQ on a white drip plate, and add 20 μL of different cations (C=0.1moL / L, Mg 2+ , Ca 2+ , Cr 3+ , Fe 3+ ,Co 2+ , Ni 2+ , Cu 2+ , Zn 2+ , Ag + , Cd 2+ , Hg 2+ , Pb 2+ ) in aqueous solution. Observe the fluorescence color change under ultraviolet light. If the fluorescence color of organogel MQ changes from orange to black, it means that Fe was added. 3+ Solution, if the fluorescent color of MQ does not change, it means that the aqueous solution of other cations is added.

Embodiment 3

[0053] Embodiment 3, two-component supramolecular metal organic gel (MQ+Fe 3+ ) preparation and identification of H 2 PO 4 -

[0054] First weigh the two-component supramolecular metal organogel MQ (0.005g), then weigh ferric perchlorate hexahydrate (0.0158g) and add them to 100 μL of DMSO and 60 μL of H 2 In O, heated to dissolve, cooled to room temperature, formed a stable two-component supramolecular metal organic gel (MQ+Fe3+ ).

[0055] In the aforementioned black supramolecular metal-organic gel MQ-Fe 3+ In, add 20 μL of various anions (F - , Cl - , Br - , I - , N 3 - , S 2- ,OH - , CN - , SCN - , H 2 PO 4 - , AcO - , HSO 4 - , ClO 4 - ,C=0.1mol / L), if the supramolecular metal organic gel MQ-Fe 3+ The fluorescence is turned on, and the fluorescence changes from black to orange, indicating that the addition of H 2 PO 4 - aqueous solution; if it is found that the fluorescence of the two-component supramolecular metal organic gel is not turned on, ...

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Abstract

The invention discloses a double-component supermolecular organic gel factor. Schiff base functionalized naphthalimide and 4-aminopyridine functionalized trimesoyl chloride are fully dissolved in DMSO-H2O under heating, and thus a transparent solution is obtained; the transparent solution is cooled to the room temperature, thus stable double-component supermolecular organic gel MQ with orange aggregation fluorescence is formed; a series of positive solutions are added into the MQ, the fluorescence of the MQ is quenched only by adding Fe3+, and thus the MQ can identify Fe3+ in an exclusive andselective fluorescence mode; and the double-component supermolecular organic gel and ferric perchlorate hexahydrate are heated and dissolved into the DMSO-H2O, metal gel is formed after cooling, whena series of negative ions are added into the metal gel, the fluorescence of the metal gel can be opened only by adding H2PO4<->, and the fluorescence is changed from black to orange, and thus ultra-sensitive detection of the H2PO4<-> is achieved.

Description

technical field [0001] The present invention relates to a two-component hyperfluorescence gel factor with strong fluorescence formed by Schiff base-functionalized naphthalimide and 4-aminopyridine-functionalized trimesoyl chloride gelling factor through hydrogen bond and π-π interaction. Molecular organogel; the present invention also relates to metallogels based on the supramolecular organogel in selective fluorescence recognition of Fe 3+ 、H 2 PO 4 - The application of the invention belongs to the field of supramolecular organogels. Background technique [0002] Supramolecular organogel is a kind of low molecular weight organic compound (gelling factor) in organic solvent through hydrogen bond, van der Waals force, π-π Supramolecular (soft) materials formed by self-assembly of weak interactions between molecules such as stacking and hydrophilic-hydrophobic interactions. This kind of material has the unique advantages of both solid materials and liquid materials: supra...

Claims

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Application Information

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IPC IPC(8): C07D221/14C07D213/75C08G83/00C07F15/02C09K11/06G01N21/64B01J13/00
CPCB01J13/0065C07D213/75C07D221/14C07F15/025C08G83/008C09K11/06C09K2211/1007C09K2211/1014C09K2211/1029C09K2211/187G01N21/643G01N2021/6432
Inventor 林奇杨海龙孙小文唐忠娣张有明魏太保姚虹
Owner NORTHWEST NORMAL UNIVERSITY
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