Pillar[5]arene based gelators and application of organogel

A gel factor and organogel technology, applied in the field of ion detection, can solve the problem that the fluorescence privacy display material of stimuli-responsive properties has not been widely studied.

Inactive Publication Date: 2018-03-23
NORTHWEST NORMAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although supramolecular organogels based on pillar[5]arene have been reported, but for this kind of supramolecular organogel formed by π-π interaction...

Method used

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  • Pillar[5]arene based gelators and application of organogel
  • Pillar[5]arene based gelators and application of organogel
  • Pillar[5]arene based gelators and application of organogel

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0040] Embodiment 1, the synthesis of gelatin factor PC5

[0041] 1. Synthesis of 1-(10-bromodecyloxy)-4-methoxybenzene (W): add 4-methoxyphenol (2.48g, 20.0mmol) respectively in a 500mL round bottom flask, anhydrous Potassium carbonate (22.11g, 160mmol), potassium iodide (3.23g, 20mmol), 1,10-dibromodecane (24.01g, 80mmol) and 400mL acetone were heated (65°C) and stirred for 72h under nitrogen protection. After the reaction was completed, suction filtered, mixed with silica gel, spin-dried, and purified by column chromatography (petroleum ether: ethyl acetate = 50:1), and the obtained white product was W. Yield: 95%, melting point: 60 ~ 62°C. 1 H NMR (CDCl 3 , 600 MHz), δ / ppm: 6.83 (s, 4H), 3.91-3.89 (t, 2H), 3.76 (s, 3H), 3.41-3.39 (t, 2H), 1.86-1.82 (m, 2H), 1.77-1.72 (m, 2H), 1.45-1.41 (m, 2H), 1.35-1.30 (m, 10H). 13 C NMR (CDCl 3 , 150 MHz), δ / ppm: 153.64, 153.27, 115.41, 114.59, 68.62, 55.73, 34.01, 32.81, 30.47, 29.42, 29.36, 29.33, 28.72, 28.14, 26.02. ESI-MS m / z...

Embodiment 2

[0048] Embodiment two, the preparation of organogel PC5G

[0049] Weigh 2.5 mg supramolecular organogel factor PC5, add 0.05mL cyclohexanol solution, heat to dissolve, and cool to form a stable organic supramolecular gel PC5G, which has strong yellow aggregation-induced fluorescence. The minimum gel-forming concentration of the gel is 50 mg / mL. The melting temperature is 50~52℃.

Embodiment 3

[0050] Example 3. Organic supramolecular gel PC5G recognizes Fe 3+

[0051] Take 16 parts of a small amount (about 0.01g) of organogel PC5G respectively on the white drip plate, and add Mg to these organogels respectively 2+ , Ca 2+ , Cr 3+ , Fe 3+ ,Co 2+ , Ni 2+ , Cu 2+ , Zn 2+ , Ag + , Cd 2+ , Hg 2+ , Pb 2+ , Ba 2+ , Al 3+ , La 3+ and Eu 3+ aqueous solution (1moL / L). The fluorescent color change of the gel was then observed under UV light. The fluorescence of organogel PC5G is quenched, indicating that the addition of Fe 3+ solution; if the fluorescence of the organogel PC5G does not change, it means that the aqueous solution of other ions was added.

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Abstract

The invention discloses gelators PC5 based on naphthalimide functionalized pillar[5]arene. Organic supramolecular gel PC5G with yellow aggregate state induced fluorescence can be formed by the gelators in a cyclohexanol solution under the external-wall pi-pi action. When Fe<3+> is added to PC5G, Fe<3+> can produce cation-pi action with naphthalimide, and the external-wall pi-pi action between thegelators is damaged, as a result, fluorescence of PC5G is quenched; when H2PO4<-> is added to metallogel PC5-FeG after fluorescence quenching, H2PO4<-> and Fe<3+> are complexed, the external-wall pi-pi action of PC5G is restored again, and aggregate state induced fluorescence appears again, so that continuous reversible supersensitive detection for Fe<3+> and H2PO4<-> is realized. Besides, the organic supramolecular gel PC5G can remove Fe<3+> from an aqueous solution very well, and removal rate is up to 99.42%.

Description

technical field [0001] The present invention relates to a gel factor based on pillar [5] aromatics and a preparation method thereof; the present invention also relates to an organogel based on the gel factor; the present invention also relates to organogel ultrasensitive detection and separation of Fe 3+ and H 2 PO 4 - The application belongs to the technical field of ion detection. Background technique [0002] In recent years, it has become important to find isolated ion-responsive materials for ultrasensitive detection of metal ions in the environment. So far, various methods have been used to detect the presence of different ions in the environment, such as atomic absorption spectrometry, fluorescence analysis, etc. However, these methods are more complicated to operate, and the equipment is expensive, so it is not suitable to be put into practical application in large quantities. Therefore, it remains a challenge to develop new methods to achieve efficient detectio...

Claims

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Application Information

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IPC IPC(8): C07D221/14C09K11/06B01J13/00C02F1/64G01N21/64B42D25/36
CPCB01J13/0065B42D25/36C02F1/64C07D221/14C09K11/06C09K2211/1007C09K2211/1029G01N21/6428G01N21/643
Inventor 张有明朱伟林奇仲开鹏姚虹魏太保
Owner NORTHWEST NORMAL UNIVERSITY
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