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Chitose sulfuric ester metal complex and its preparing method

A technology of chitosan sulfate and metal complexes, which is applied in the field of marine chemical engineering, can solve the problems of severe degradation of polysaccharide molecules, low degree of sulfation, and impact on product yield, and achieves improved esterification efficiency and good water solubility. performance and the effect of expanding the application field

Inactive Publication Date: 2006-11-08
INST OF OCEANOLOGY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the sulfation reaction of chitosan and its derivatives under microwave radiation has not been reported at home and abroad.
[0009] At present, the sulfation reaction of polysaccharides is mostly carried out under the condition of heating in a water bath, the reaction speed is relatively slow, it takes several hours, and the degree of sulfation of the reaction is not high
At the same time, polysaccharides react in acidic sulfation reagents for a long time, which may cause severe degradation of polysaccharide molecules and affect the yield of products.
Therefore, the large-scale application of sulfated polysaccharides is limited to a large extent.

Method used

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  • Chitose sulfuric ester metal complex and its preparing method
  • Chitose sulfuric ester metal complex and its preparing method
  • Chitose sulfuric ester metal complex and its preparing method

Examples

Experimental program
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Effect test

Embodiment 1

[0037] 4g chitosan (Mw=7.6×10 5 , the degree of deacetylation is 84.1%) after dissolving with 1% acetic acid, adding an equimolar amount of CuSO 4 Aqueous solution, stirred for 2 hours, adjusted the pH of the solution to 4-6 with dilute ammonia water, continued to stir for 4 hours, precipitated with 3-4 times the volume of acetone, filtered, washed, dried, and pulverized to obtain chitosan copper (II) complex , Take 2g of the above complex, suspend it in 50mL formamide, add 30mL DMF-SO 3 , cover the lid, place the reactor in a microwave oven, react at 850W microwave power for 2min (intermittent operation), add 3-5 times the amount of 95% ethanol to form a precipitate, place it in a refrigerator at 4°C for 1h, suction filter, add 20mL distilled water to dissolve , adjust the pH to neutral with 1mol / L NaOH solution, put it into a dialysis bag, dialyze with distilled water for 3-4 days, concentrate the dialysate to 10-20mL by rotary evaporation, and obtain chitosan sulfate coppe...

Embodiment 2

[0041] 4g chitosan (Mw=7.6×10 5 , the degree of deacetylation is 84.1%) after dissolving with 1% formic acid, adding an equimolar amount of ZnSO 4 Aqueous solution, stirred for 2 hours, adjusted the pH of the solution to 4-6 with dilute ammonia water, continued to stir for 4 hours, precipitated with 3-4 times the volume of acetone, filtered, washed, dried, and crushed to obtain chitosan zinc (II) complex , Take 2g of the above complex, suspend it in 100mL dimethylformamide, add 60mL DMF-SO 3 , cover the lid, place the reactor in a microwave oven, react under 680W microwave power for 3min (intermittent operation), add 3-5 times the amount of 95% ethanol to form a precipitate, place it in a refrigerator at 4°C for 1h, suction filter, add 20mL distilled water to dissolve , adjust the pH to neutral with 1mol / L NaOH solution, put it into a dialysis bag, dialyze with distilled water for 3-4 days, concentrate the dialysate to 10-20mL by rotary evaporation, and obtain chitosan sulfat...

Embodiment 3

[0044] Embodiment 3 (low molecular weight chitosan complex)

[0045] 4g low molecular weight chitosan (Mw=2.0×10 4 , the degree of deacetylation is 85.4%) was dissolved in 1% acetic acid, and an equimolar amount of CuSO was added 4 Aqueous solution, stirred for 2 hours, adjusted the pH of the solution to 4-6 with dilute ammonia water, continued to stir for 6 hours, precipitated with 3-4 times the volume of acetone, filtered, washed, dried, and pulverized to obtain the chitosan copper (II) complex , Take 2g of the above complex, suspend it in 60mL formamide, add 20mL DMF-SO 3 , cover the lid, place the reactor in a microwave oven, react at 510W microwave power for 4min (intermittent operation), add 3-5 times the amount of ethanol to form a precipitate, place it in a refrigerator at 4°C for 3h, filter it with suction, add 20mL distilled water to dissolve, and use 1mol / L NaOH solution to adjust the pH to neutral, put it into a dialysis bag, dialyze with distilled water for 3-4 ...

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Abstract

The invention relates to a new class of chitosan sulfate metal complexes and a preparation method thereof. Chitosan sulfate metal complex is a compound of formula (1): ∴ where M = Cu or Zn, n is 56-6211, m: n is (1:36)-(1:2), R 1 is H or Ar, R 2 is H or Na. It prepares chitosan sulfate metal complexes with different molecular weights by reacting chitosan with different molecular weights with metal compounds and reacting with sulfated reagents under microwave radiation. The sulfation reaction by microwave radiation can be applied to the sulfation reaction of other polysaccharides. Chitosan sulfate metal complexes have low toxicity, are easily absorbed, and have good water solubility. The effective combination of metal ions and sulfate groups with chitosan molecules can produce synergistic effects and significantly enhance chitosan itself. The unique biological activity can be used in the fields of medicine, health care products, cosmetics and agriculture.

Description

technical field [0001] The invention relates to a novel chitosan sulfate metal complex and a preparation method thereof. Specifically, the microwave radiation technology is used to synthesize the chitosan sulfate metal complex to prepare a metal organic compound with various biological activities and a wide range of applications. compound. It belongs to the technical field of marine chemical engineering. Background technique [0002] Sulfated polysaccharides are derivatives of polysaccharides, and are a class of multifunctional physiologically active substances formed by replacing one or several hydroxyl groups on monosaccharide molecules in polysaccharide macromolecular chains with sulfate radicals. Studies at home and abroad have shown that polysaccharide sulfation products have a variety of biological activities, such as enhancing the body's immunity, anticoagulation, anti-virus, anti-tumor and other activities, especially anti-AIDS virus (HIV) activity, which has become...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08B37/08
Inventor 李鹏程刘松邢荣娥于华华郭占勇王丕波李翠萍
Owner INST OF OCEANOLOGY - CHINESE ACAD OF SCI
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