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Selective-oxidized chitosan and heterogeneous preparation method thereof

A technology of oxidizing chitosan and selectivity, which is applied in the modification of functional chitosan and the field of high-yield carboxy chitosan prepared by mixed selective oxidation system, to increase accessibility, reduce side reactions of oxidative degradation, water-soluble sex high effect

Inactive Publication Date: 2017-12-15
TAIHE KERUNGE GARMENT CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The preparation method of C6 position heterogeneous selective oxidation chitosan involved in the present invention has not seen any report

Method used

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  • Selective-oxidized chitosan and heterogeneous preparation method thereof
  • Selective-oxidized chitosan and heterogeneous preparation method thereof
  • Selective-oxidized chitosan and heterogeneous preparation method thereof

Examples

Experimental program
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Embodiment 1

[0032] Weigh 4.0g of chitosan with a viscosity-average molecular weight of 1 million and a deacetylation degree of 92% at a bath ratio of 1:15 (w / v) and stir at 90°C for 2 hours, dissolve in ionic liquid 1-ethyl-3-formazan In imidazole acetate, after cooling to room temperature, add 120mL of absolute ethanol to precipitate chitosan precipitate, the filtered chitosan precipitate is immersed in absolute ethanol for ultrasonic vibration cleaning for 1h, then filtered, dried, pulverized, and passed through 150 mesh Make porous chitosan powder behind the sieve;

[0033] Dried porous chitosan was soaked in 40mL ionic liquid 1-allyl-3-methylimidazolium chloride salt at 40°C for 3h to form a semi-solid gel with a certain viscosity; then add 15mL of concentrated nitric acid and concentrated Mixed acid composed of phosphoric acid (V 浓硝酸 :V 浓磷酸 = 1:1) and sodium nitrite with a mass volume ratio of 0.007 g / mL to the mixed acid, in a light-proof airtight container, continuously stirred a...

Embodiment 2

[0035] Weigh 4.0g of chitosan with a viscosity-average molecular weight of 1 million and a deacetylation degree of 92% at a bath ratio of 1:15 (w / v) and stir at 90°C for 2 hours, dissolve in ionic liquid 1-ethyl-3-formazan In imidazole acetate, after cooling to room temperature, add 120mL of absolute ethanol to precipitate chitosan precipitate, the filtered chitosan precipitate is immersed in absolute ethanol for ultrasonic vibration cleaning for 1h, then filtered, dried, pulverized, and passed through 150 mesh Make porous chitosan powder behind the sieve;

[0036] Dried porous chitosan was swelled in 40mL ionic liquid 1-butyl-3-methylimidazolium chloride salt at 40°C for 5h to form a semi-solid gel with a certain viscosity; then add 15mL of concentrated nitric acid and concentrated phosphoric acid The mixed acid formed (V 浓硝酸 :V 浓磷酸 =2:1) ​​and sodium nitrite with a mass volume ratio of 0.014 g / mL to the mixed acid, in a light-proof airtight container, continuously stirred ...

Embodiment 3

[0038] Weigh 4.0g of chitosan with a viscosity average molecular weight of 1 million and a degree of deacetylation of 92% at a bath ratio of 1:15 (w / v) and stir at 90°C for 4h to dissolve in ionic liquid 1-butyl-3-methyl In imidazole acetate, after cooling to room temperature, add 120mL of absolute ethanol to precipitate chitosan precipitate, the filtered chitosan precipitate is immersed in absolute ethanol for ultrasonic vibration cleaning for 1h, then filtered, dried, pulverized, and passed through a 150-mesh sieve Prepare porous chitosan powder after netting; moisten the dried porous chitosan in 40mL ionic liquid 1-allyl-3-methylimidazolium chloride salt at 40°C for 3 hours to form a semi-solid gel with a certain viscosity , and then add 15mL of mixed acid (V 浓硝酸 :V 浓磷酸 =2:1) ​​and the sodium nitrite that is 0.014g / mL with the mass volume ratio of the mixed acid in a light-proof airtight container, continuously stirred and reacted at room temperature for 6h, and immediatel...

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Abstract

The invention discloses a selective-oxidized chitosan and a heterogeneous preparation method thereof. The method is characterized in that according to preparation of the oxidized chitosan, macromolecular chitosan is dissolved in an ionic liquid, the chitosan is precipitated from the ionic liquid by adding absolute ethyl alcohol, and porous chitosan is obtained after the ionic liquid in a precipitation is fully replaced through absolute ethyl alcohol dipping and ultrasonic oscillation; the porous chitosan is moistened and expanded in the ionic liquid to form a semisolid gel with certain viscosity, and then partial or all hydroxyls at C6 position in pyranose rings of the chitosan are selectively oxidized into carboxyls in an ionic liquid medium to obtain the selective-oxidized chitosan with adoption of a concentrated nitric acid-concentrated phosphoric acid-sodium nitrite system. According to the method, operation is simple and convenient, the oxidation reaction rate is high, the oxidation degree of the chitosan is easily controlled, oxidation products are easy to separate, the yield of the products is high, the prepared carboxyl chitosan has good antibacterial activity and water solubility, and the ionic liquid can be recycled for cyclic utilization, which is environmentally friendly.

Description

technical field [0001] The invention relates to a selective oxidation chitosan and its heterogeneous preparation method, in particular to a method for preparing high-yield carboxyl chitosan by using ionic liquid swelling technology and a mixed selective oxidation system, which belongs to functional chitosan Sugar modification technology. Background technique [0002] Chitosan, also known as deacetylated chitin, chemically named (1,4)-2-amino-2-deoxy-β-D-glucose, is the product of deacetylated chitin, widely present in microorganisms, yeast, In the cell wall of mushrooms and in the skin of insects, shells and other mollusc bones, the annual biosynthesis is about 10 billion tons, the output is second only to cellulose, and it is the second largest biological resource on the earth [Rinaudo Marguerite.Chitin and chitosan:Properties and applications. Progress in Polymer Science, 2006, 31:603-632]. Chitosan has anti-inflammatory, anti-allergic, bactericidal and other effects, an...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/08C08J9/40C08J9/28
Inventor 杜兆芳许云辉郑宏飞张飞
Owner TAIHE KERUNGE GARMENT CO LTD
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