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Preparation and application of metal ion directly induced fluorescent supramolecular gel

A supramolecular gel and metal ion technology, applied in the preparation and application of fluorescent supramolecular gel, can solve the problems of industrial complexity, long preparation time, gel instability, etc., and achieve simple preparation process and short gelation time Effect

Active Publication Date: 2013-10-30
GUANGZHOU CHEM CO LTD CHINESE ACADEMY OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The present invention is based on metal ions directly inducing terpyridine (tpy) polymers to form fluorescent supramolecular gels. The method simultaneously utilizes coordination bonds and hydrogen bonds to prepare fluorescent supramolecular gels. The preparation method is simple and easy for large-scale production. The supramolecular gel obtained by this preparation method overcomes the shortcomings of general supramolecular gels such as long preparation time, industrial complexity and gel instability.

Method used

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  • Preparation and application of metal ion directly induced fluorescent supramolecular gel
  • Preparation and application of metal ion directly induced fluorescent supramolecular gel
  • Preparation and application of metal ion directly induced fluorescent supramolecular gel

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0049] Embodiment 1. Synthesis of comonomer vinyl-TPY

[0050] (1) Add 10mmol of p-hydroxybenzaldehyde and 10mmol of 4-vinylbenzyl chloride into a 100mL one-necked flask, dissolve completely with 50mL of N,N-dimethylformamide, then add 15mmol of potassium hydroxide, and stir at room temperature for 8 hours. After the reaction, the resulting solution was added to 200 mL of distilled water to obtain a large amount of precipitate, filtered, washed three times with distilled water, and vacuum-dried; the dried product was washed three times with an appropriate amount of n-hexane or cyclohexane, and the obtained solid was dried. Obtain product 4-(4-vinylbenzyloxy)benzaldehyde;

[0051] (2) Add 2.38 grams of 4-(4-vinylbenzyloxy)benzaldehyde (10mmol) and 2.42 grams of 2-acetylpyridine (20mmol) into a 250mL three-necked flask with magnetic stirring, and then add 100mL of anhydrous Ethanol, ultrasound to dissolve the reactant completely, then add 1.55 g of KOH (85%, 23 mmol) and 30 mL ...

Embodiment 2

[0052] Example 2. Preparation of host material terpyridine polymer PNIPAAM-TPY (P1) (n:m=1:100)

[0053] Add 2.5 g of NIPAAm and 0.11 g of vinyl-TPY into the polymerization tube, then add 24.5 mg of initiator AIBN (about 1% of the total mass of the monomer), dissolve with 10 mL of DMF, and if it is difficult to dissolve, sonicate until completely dissolved, then Purge argon 5 times, about 2 minutes each time, seal the tube finally, stir and react at 65°C for 24 hours, dilute the obtained solution with 5mL DMF, then add dropwise to 50mL petroleum ether for reprecipitation, repeat the reprecipitation operation three times , filtered to obtain solid powder, and dried to obtain the target product PNIPAAM-TPY (P1). 1 H NMR (400MHz, CDCl 3 ):δ9.18,8.69,8.32,6.67,4.95,3.96,3.06,2.21,1.78,1.62,1.12. 13 C NMR (100MHz, CDCl 3 ): δ174.5, 170.69, 162.55, 128.553, 115.16, 88.79, 42.28, 41.23, 36.42, 35.13, 22.46.

Embodiment 3

[0054] Example 3. Preparation of host material terpyridine polymer PNIPAAM-TPY (P2) (n:m=5:100)

[0055] Add 2.51 g of NIPAAm and 0.50 g of vinyl-TPY into the polymerization tube, then add 29.7 mg of initiator AIBN (about 1% of the total mass of the monomer), dissolve with 10 mL of DMF, and if it is difficult to dissolve, sonicate until completely dissolved, then Purge argon 5 times, about 2 minutes each time, seal the tube finally, stir and react at 65°C for 24 hours, dilute the obtained solution with 5mL DMF, then add dropwise to 60mL petroleum ether for reprecipitation, repeat the reprecipitation operation three times , filtered to obtain solid powder, and dried to obtain the target product PNIPAAM-TPY (P2). 1 H NMR (400MHz, CDCl 3 ):δ8.70,7.87,7.34,6.92,6.57,5.01,3.95,3.07,2.05,1.76,1.61,1.09. 13 C NMR (100MHz, CDCl 3 ): δ174.43, 170.61, 162.46, 159.55, 156.04, 148.85, 136.76, 128.34, 123.84, 121.21, 118.05, 114.96, 69.67, 42.14, 22.34.

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Abstract

The invention discloses preparation and application of a metal ion directly induced fluorescent supramolecular gel, which belongs to the field of functional materials. According to the invention, combined action of coordination bonds formed between metal ions and terpyridyl units in a polymer, and intermolecular hydrogen bonds formed by amide bonds in N-isopropylacrylamide units in the polymer are utilized for induction preparation of the fluorescence supramolecular gel. The preparation method is simple and easy for mass production; meanwhile, because coordination bonded hydrogen bonds are employed to assemble the supramolecular gel, the prepared supramolecular gel overcomes the defects of a general supramolecular gel, such as long preparation time, industrial complex and instability; besides, the supramolecular gel with fluorescence characteristics expands its application to fields of diffusion process tracking, control of transition of biological polymer phase, environmental stimuli induction and bioluminescence imaging.

Description

technical field [0001] The invention belongs to the field of functional materials, in particular to the preparation and application of a fluorescent supramolecular gel directly induced by metal ions. Background technique [0002] Supramolecular gels are supramolecular materials capable of absorbing solvents in large quantities in their three-dimensional network structures. It has a structure and properties similar to biological soft tissue, and is a cutting-edge material for tissue engineering research. Fluorescent supramolecular gels have attracted attention due to their broad application prospects in tracking diffusion processes, controlling phase transitions of biopolymers, sensing environmental stimuli, and luminescent bioimaging. In recent years, supramolecular gels have gradually developed into a class of smart / functional nanomaterials with broad application prospects. Since the introduction of metal ions can bring new properties such as photoelectricity, catalysis, ...

Claims

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Application Information

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IPC IPC(8): C08J3/00C08L33/24C09K11/06C08F220/54C08F212/32C08F8/42
Inventor 吕满庚杨朝龙许静
Owner GUANGZHOU CHEM CO LTD CHINESE ACADEMY OF SCI
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