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A Gelation Factor Based on Pillar[5]Arenes and Application of Organogels
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An organic gel and gel factor 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: 2021-04-20
NORTHWEST NORMAL UNIVERSITY
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Although supramolecular organogels based on pillar[5]arene have been reported, but for this kind of supramolecular organogel formed by π-π interaction on the outer wall of pillar[5]arene, and its stimuli-responsive properties and Materials for fluorescent privacy displays have not been extensively studied
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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, anhydrousPotassiumcarbonate (22.11g, 160mmol), potassiumiodide (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 (petroleumether: 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 a gel factor PC5 based on naphthalimide functionalized column[5]arene, the gel factor can form a yellow aggregation state through the π-π effect of the outer wall in a cyclohexanol solution Fluorescence-induced organic supramolecular gel PC5G. When adding Fe to PC5G 3+ , due to Fe 3+ It can produce cation-π interaction with naphthalimide, which destroys the outer wall π-π interaction between gel factors, leading to the fluorescencequenching of PC5G; when adding to the fluorescence-quenched metal gel PC5-FeG h 2 PO 4 ‑ , due to H 2 PO 4 ‑ with Fe 3+ The complexation restores the π-π effect of the outer wall of PC5G, leading to the reappearance of aggregation-induced fluorescence, thereby achieving the realization of Fe 3+ and H 2 PO 4 ‑ Continuous reversible ultrasensitive detection. In addition, the organic supramolecular gel PC5G can remove Fe from aqueous solution well 3+ (The removal rate is as high as 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...
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