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Haloacetic acid-containing chitosan quaternary ammonium salt as well as preparation method and application thereof

A technology of chitosan quaternary ammonium salt and halogenated acetic acid, which is applied in the field of marine chemical engineering, can solve problems such as application limitations, and achieve the effects of low material cost, high yield, and improved antibacterial activity

Inactive Publication Date: 2018-10-09
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, because chitosan can only be dissolved in a few organic solvents such as acetic acid and water with pH<4, which limits its wide application, chitosan is chemically modified to improve its solubility and broaden its application. range is necessary

Method used

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  • Haloacetic acid-containing chitosan quaternary ammonium salt as well as preparation method and application thereof
  • Haloacetic acid-containing chitosan quaternary ammonium salt as well as preparation method and application thereof
  • Haloacetic acid-containing chitosan quaternary ammonium salt as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031]

[0032] The structural formula of chitosan quaternary ammonium salt containing chloroacetic acid is as formula (1), wherein the average value range of n is 300-900.

[0033] Preparation of chitosan quaternary ammonium salt: using chitosan, 3-chloro-2-hydroxypropyltrimethylammonium chloride, sodium hydroxide, isopropanol and halogenated acetic acid compounds as raw materials, take 1g chitosan Disperse the sugar in 20mL of isopropanol and swell, stir at room temperature for 4 hours, add 6mL of 3-chloro-2-hydroxypropyltrimethylammonium chloride and 1g of sodium hydroxide solution in sequence, and continue the reaction at 75°C for 12 hours. Then use appropriate amount of ethanol to precipitate, wash and dry to obtain chitosan quaternary ammonium salt.

[0034] Dissolve 1 g of the chitosan quaternary ammonium salt in water, dialyze in 100 mL of 3% sodium chloroacetate solution for 12 hours, then remove the sodium haloacetate solution, dialyze in distilled water for 24 ho...

Embodiment 2

[0038]

[0039] The structural formula of chitosan quaternary ammonium salt containing dichloroacetic acid is as formula (2), wherein the average value range of n is 300-900.

[0040] The difference from Example 1 is:

[0041] Using chitosan, 3-chloro-2-hydroxypropyltrimethylammonium chloride, sodium hydroxide, isopropanol and halogenated acetic acid compounds as raw materials, take 1.2g chitosan and disperse in 20mL isopropanol Swell, stir at room temperature for 4 hours, add 3-chloro-2-hydroxypropyltrimethylammonium chloride 8mL, sodium hydroxide solution 1.2g, continue to react for 12 hours, then precipitate and wash with an appropriate amount of ethanol to obtain chitosan Sugar quaternary ammonium salt.

[0042] 1 g of the chitosan quaternary ammonium salt was dissolved in 20 mL of distilled water, slowly added dropwise to 15% sodium dichloroacetate solution, then the solution was dialyzed in distilled water for 24 hours, concentrated and then freeze-dried to obtain ch...

Embodiment 3

[0045]

[0046] The structural formula of chitosan quaternary ammonium salt containing trichloroacetic acid is as formula (3), wherein the average value range of n is 300-900.

[0047] The difference from Example 1 is:

[0048] Using chitosan, 3-chloro-2-hydroxypropyltrimethylammonium chloride, sodium hydroxide, isopropanol and halogenated acetic acid compounds as raw materials, take 1.5g chitosan and disperse in 20mL isopropanol Swell, stir at room temperature for 4 hours, add 10 mL of 3-chloro-2-hydroxypropyltrimethylammonium chloride, 6 mL of 40% sodium hydroxide solution in turn, continue to react for 12 hours, then precipitate and wash with an appropriate amount of ethanol to obtain Chitosan quaternary ammonium salt.

[0049]The chitosan quaternary ammonium salt 1.3g was dissolved in 20mL distilled water, slowly added dropwise to 15% sodium trichloroacetate solution, then the solution was dialyzed in distilled water for 24h, concentrated and freeze-dried to obtain a s...

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Abstract

The invention relate to the technical field of marine chemical engineering, in particular to haloacetic acid-containing chitosan quaternary ammonium salt as well as a preparation method and application thereof. The haloacetic acid-containing chitosan quaternary ammonium salt is prepared from the raw materials such as chitosan, 3-chlorine-2-hydroxypropyl trimethyl ammonium chloride, sodium hydroxide, isopropanol and haloacetic acid compounds through the steps of dispersing the chitosa into the isopropanol, swelling, stirring at room temperature for 4 hours, adding the 3-chlorine-2-hydroxypropyltrimethyl ammonium chloride and a sodium hydroxide solution, continuously reacting for 12 hours, precipitating by using a proper amount of ethanol to obtain chitosan quaternary ammonium salt, dissolving the chitosan quaternary ammonium salt into water, and performing ion exchange on the solution and haloacetate to obtain a final product. The haloacetic acid-containing chitosan quaternary ammoniumsalt as well as the preparation method and the application thereof have the following advantages: the preparation process is simple; the used materials have low cost; and research proves that the haloacetic acid-containing chitosan quaternary ammonium salt has high derivative water solubility, has high bacteriostatic activity and can be widely applied in the fields of medicine, pesticide and thelike.

Description

technical field [0001] The invention relates to the technical field of marine chemical engineering, in particular to a chitosan quaternary ammonium salt containing halogenated acetic acid and a preparation method and application thereof. Background technique [0002] Chitosan (CTS) is a natural polymer compound with a deacetylation degree of more than 50% of chitin. It not only maintains the biocompatibility of chitin, but also has significantly improved application performance compared with chitin. However, because chitosan can only be dissolved in a few organic solvents such as acetic acid and water with pH<4, which limits its wide application, chitosan is chemically modified to improve its solubility and broaden its application. Range is necessary. Chitosan quaternary ammonium salt has better biological activity than chitosan, and greatly improves the water solubility of chitosan. The chitosan quaternary ammonium salt generally involved at present has an anion that i...

Claims

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Application Information

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IPC IPC(8): C08B37/08
CPCC08B37/003
Inventor 郭占勇宓英其谭文强王刚董方
Owner YANTAI INST OF COASTAL ZONE RES CHINESE ACAD OF SCI
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