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Calixarene chitosan polymer and preparation method thereof

A technology of calixarene and chitosan, which is applied in the field of calixarene-chitosan polymer and its preparation, can solve the problems of poor metal ion selectivity and poor adsorption effect, and achieve the goal of overcoming poor solubility and wide application Value, the effect of enhancing the metal adsorption capacity

Active Publication Date: 2019-08-09
INNER MONGOLIA AGRICULTURAL UNIVERSITY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, some people use pure natural products as metal ion adsorbents, but they have not been widely used due to the low selectivity of metal ions and poor adsorption effect.

Method used

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  • Calixarene chitosan polymer and preparation method thereof
  • Calixarene chitosan polymer and preparation method thereof
  • Calixarene chitosan polymer and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0042] Add 0.6489 g of calix[4]arene and 0.12 mL of pyridine to 20 mL of dichloromethane solvent under nitrogen protection in an ice-water bath, stir with a magnet, and slowly drop in 0.175 mL of trifluoromethanesulfonic anhydride. After complete drop-in, react at room temperature for 2 hours, monitor by TLC to ensure that the raw material calix[4]arene completely disappears, the liquid is concentrated, dissolved in ether, and extracted with water several times to obtain calix[4]arene trifluoromethanesulfonate solid by filtration Dry and set aside. See formula 1 for the structural formula, wherein R is -OTf.

[0043] Add 0.39 g calix[4]arene triflate, 0.1612 g chitosan, 0.0056 g palladium acetate, 0.0234 g BINAP ligand, 0.2281 g cesium carbonate, in 10 mL of anhydrous THF and 15 mL of anhydrous DMSO In the solvent, react at a constant temperature of 90° C. for five hours under the protection of nitrogen. After cooling, part of the solvent was distilled off under reduced pres...

Embodiment 2

[0047] Add 0.9734 g of calix[6]arene and 0.12 mL of pyridine to 20 mL of dichloromethane solvent under nitrogen protection in an ice-water bath, stir with a magnet, and slowly drop in 0.175 mL of trifluoromethanesulfonic anhydride. After complete drop-in, react at room temperature for 2 hours, monitor by TLC to ensure that the raw material calix[6]arene completely disappears, the liquid is concentrated, dissolved in ether, and extracted with water several times to obtain calix[6]arene trifluoromethanesulfonate solid by filtration Dry and set aside. See formula 1 for the structural formula, wherein R is -OTf.

[0048] Add 0.5527 g calix[6]arene triflate, 0.1612 g chitosan, 0.0056 g palladium acetate, 0.0234 g BINAP ligand, 0.2281 g cesium carbonate in 10 mL of anhydrous THF and 15 mL of anhydrous dimethylsulfoxide In the solvent, react at a constant temperature of 90° C. for five hours under the protection of nitrogen. After cooling, part of the solvent was distilled off unde...

Embodiment 3

[0052] Add 1.2978 g of calix[8]arene and 0.12 mL of pyridine to 20 mL of dichloromethane solvent under nitrogen protection in an ice-water bath, stir with a magnet, and slowly drop in 0.175 mL of trifluoromethanesulfonic anhydride. After complete drop-in, react at room temperature for 2 h, monitor by TLC to ensure complete disappearance of the raw material calix[8]arene, concentrate the liquid, dissolve in ether, add water for extraction several times, and obtain calix[8]arene triflate as a solid by filtration Dry and set aside. See formula 1 for the structural formula, wherein R is -OTf.

[0053] Add 0.705 g calix[8]arene triflate, 0.1612 g chitosan, 0.0056 g palladium acetate, 0.0234 g BINAP ligand, 0.2281 g cesium carbonate in 10 mL of anhydrous THF and 15 mL of anhydrous dimethylsulfoxide In the solvent, react at a constant temperature of 90° C. for five hours under the protection of nitrogen. After cooling, part of the solvent was distilled off under reduced pressure, t...

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Abstract

The invention relates to the field of marine chemical industry and high polymer materials, in particular to a calixarene-chitosan high polymer and a preparation method thereof. The high polymer is a compound as shown in formula (1), wherein R refers to chitosan (-CS), n1 in the formula (1) is an integer which is larger than or equal to 4, and n2 in a formula (2) is an integer which is larger than or equal to 1. The preparation method of the high polymer includes the steps of firstly, performing reaction of calixarene and triflic anhydride to prepare triflate of the calixarene; secondly, performing reaction of the triflate of the calixarene and the chitosan to obtain the calixarene-chitosan high polymer. The substitution degree of the calix [4] arene-chitosan high polymer synthesized by the preparation method reaches 17.75%, the substitution degree of the calix [6] arene-chitosan high polymer reaches 21.08%, the substitution degree of the calix [8] arene-chitosan high polymer reaches 54.53%, the high polymer can be dissolved in chloroform, calixarene molecules and chitosan molecules are effectively combined to achieve synergetic effects, the heavy metal ion and rare-earth metal ion adsorption capacity of the calixarene and the chitosan is remarkably enhanced, and the high polymer can be applied to the fields such as metallurgy and sewage treatment.

Description

technical field [0001] The invention relates to the fields of marine chemical industry and polymer materials, in particular to a calixarene-chitosan polymer and a preparation method thereof. Background technique [0002] With the improvement of the technological level of the metallurgical industry and the gradual development of the sewage treatment process towards a natural and non-toxic direction, people have gradually paid attention to the loss of rare earth metals in the wastewater of the metallurgical industry and the problem of harmful residues in the sewage treatment process. In view of the above situation, safe, efficient, low-toxic and green metal ion adsorbents have become the research and development trend of the metallurgical industry and sewage treatment industry in the future. To meet this requirement, the development of natural product metal ion adsorbents with high efficiency and low toxicity has become a research hotspot. At present, some people use pure nat...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08B37/08B01J20/24B01J20/30
CPCB01J20/24C08B37/003
Inventor 钟志梅刘宇宁
Owner INNER MONGOLIA AGRICULTURAL UNIVERSITY
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