A kind of chitosan sulfate Schiff base and its synthetic method

A technology of chitosan sulfate ester and synthesis method, which is applied in the field of daily chemicals, can solve the problems of poor stability and low molecular weight of protocatechuic aldehyde, and achieve the effects of improving anti-oxidation, enhancing biological activity, and low cost

Active Publication Date: 2016-02-03
YANTAI INST OF COASTAL ZONE RES CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the low molecular weight, the stability of protocatechualdehyde is poor

Method used

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  • A kind of chitosan sulfate Schiff base and its synthetic method
  • A kind of chitosan sulfate Schiff base and its synthetic method
  • A kind of chitosan sulfate Schiff base and its synthetic method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] Chitosan sulfate protocatechualdehyde Schiff base is the compound shown in (Formula 1)

[0021]

[0022] synthetic route

[0023] In this example, the target compound was synthesized according to the above synthetic route.

[0024] (1) Synthesis of compound (1): Under the protection of nitrogen, 5g of chitosan and 10g of phthalic acid were reacted in 120mL of 95% N,N-dimethylformamide solvent for 8h, and the reaction temperature was 120°C. After the reaction, the reaction solution was poured into 1000 mL of ice-water mixture to precipitate the product. The obtained product was purified by Soxhlet extraction with absolute ethanol for 72 hours, and dried under vacuum at 60°C to obtain 8.5 g of compound (1).

[0025] (2) Synthesis of compound (2): 10 mL of chlorosulfonic acid was added dropwise into 60 mL of pyridine, reacted in an ice-water bath for 40 minutes, and the temperature of the reaction solution rose to 100°C. Add 5g of compound (1) to it, and react at 100...

Embodiment 2

[0030] The difference from Example 1 is:

[0031] Synthetic compound chitosan sulfate protocatechualdehyde Schiff base: 2g compound (3) and 2g protocatechualdehyde were dispersed in 100mL30% ethanol solution, reacted at 30°C for 3h, after the reaction was completed, the reaction solution was poured into 500mL of absolute ethanol, the product precipitates out. The obtained product was purified by Soxhlet extraction with absolute ethanol for 72 hours, and then vacuum-dried at 60° C. to obtain 2.6 g of the product.

Embodiment 3

[0033] The difference from Example 1 is:

[0034] Synthetic compound chitosan sulfate protocatechualdehyde Schiff base: 2g compound (3) and 2.5g protocatechualdehyde were dispersed in 100mL100% ethanol solution, reacted at 25°C for 3h, after the reaction was completed, the reaction solution Pour into 500mL of absolute ethanol, and the product precipitates out. The obtained product was purified by Soxhlet extraction with absolute ethanol for 72 hours, and then vacuum-dried at 60° C. to obtain 2.6 g of the product.

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Abstract

The invention relates to the daily use chemical filed and the pharmaceuticals industry, in particular to chitosan sulfate schiff base and a synthetic method of chitosan sulfate schiff base. Chitosan sulfate schiff base is obtained by carrying sulfuric acid esterification on chitosan, and reacting amino in product obtained after sulfuric acid esterification with protocatechualdehyde to obtain chitosan sulfate schiff base shown in a formula (1), the obtained chitosan sulfate schiff base is soluble to water, strengthens biological activity of chitosan, has synergistic effects, expands application scope of chitosan and can be widely used in the daily use chemical filed such as medicines.

Description

technical field [0001] The invention relates to the field of daily chemicals and the pharmaceutical industry, in particular to a chitosan sulfate Schiff base and a synthesis method thereof. Background technique [0002] Chitosan (Chitosan) is a renewable, non-toxic, side-effect-free, biocompatibility and degradable natural amino polysaccharide that widely exists in nature. Chitosan itself and its derivatives have many unique physiological and pharmacological functional properties. , are widely used in various industries such as medicine, food, agriculture, daily chemicals, and environmental protection. Chitosan itself has a special structure and properties, has bactericidal, antibacterial activity, and non-toxic, non-polluting characteristics, it can be used as the object of modification in order to develop secondary lead compounds. Compared with chitosan, chitosan sulfate not only has many better biological activities, but also has very good water solubility, but there are...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08B37/08
Inventor 郭占勇任剑明周婷董方李青
Owner YANTAI INST OF COASTAL ZONE RES CHINESE ACAD OF SCI
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