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Oxidized chitosan quaternary ammonium salt and preparation method thereof

A technology of chitosan quaternary ammonium salt and oxidized chitosan is applied in the fields of biomedical materials and leather industry, and achieves the effects of good biocompatibility, convenient preparation and purification, and good hydrophilic performance.

Inactive Publication Date: 2016-08-31
SICHUAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Previous studies failed to directly prove that sodium periodate can selectively oxidize the 2 and 3 carbon-carbon bonds on the main chain of chitosan quaternary ammonium salt to form aldehyde-based chitosan quaternary ammonium salt

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0035] (1) Prepare sodium periodate solution: put the glass reactor in the chromatography cabinet, set the temperature at 4°C, weigh 200ml of distilled water into the three-necked bottle of the glass reactor, and then weigh 2.14g of periodate Sodium was added to the three-necked flask, and stirred in the dark for 20 minutes to completely dissolve the sodium periodate;

[0036] (2) Weigh chitosan quaternary ammonium salt: weigh 6.00 grams of N-hydroxypropyltrimethylammonium chloride chitosan;

[0037] (3) Selective oxidation: Add chitosan quaternary ammonium salt powder into sodium periodate solution, stir in the dark until the chitosan quaternary ammonium salt is completely dissolved, stir continuously at 4°C, and react for 48 hours;

[0038] (4) Stop the reaction: turn off the temperature control switch of the chromatographic cabinet, add 10ml of ethylene glycol or 2,3 butanediol, and stir for 2 hours at room temperature;

[0039] (5) Purification: Add the reaction solution ...

Embodiment 2

[0042] (1) Preparation of sodium periodate solution: Weigh 150 kg of distilled water and add it to the enamel reaction kettle with ice water device, control the temperature of the reaction kettle to 16°C, then weigh 107 kg of sodium periodate and add it to the reaction kettle , stir for 10-30 minutes to completely dissolve sodium periodate;

[0043] (2) Prepare chitosan quaternary ammonium salt solution: weigh 100 kg of N,N,N-trimethyl chitosan and dissolve it in 150 kg of distilled water;

[0044] (3) Selective oxidation: Slowly add the chitosan quaternary ammonium salt solution into the sodium periodate solution, stir continuously at 16°C, and react for 48 hours;

[0045] (4) Salting out: add 220 kg of 95% ethanol, stir for 20 minutes, filter the reaction solution, collect the filtrate, and recover the filter cake;

[0046] (5) Purification: pump the filtrate into a dialyzer with a molecular weight cut-off of 8000DA, place the dialyzer in distilled water, and circulate the ...

Embodiment 3

[0049] (1) Preparation of sodium periodate solution: Weigh 200ml of distilled water and add it to the three-necked bottle, then weigh 0.11 g of sodium periodate and add it to the three-necked bottle of the glass reactor, and stir for 30 minutes in the dark to make the high iodine Sodium acid is completely dissolved;

[0050] (2) Weigh chitosan quaternary ammonium salt: weigh 3.77 grams of O-hydroxypropyltrimethylammonium chloride N-trimethyl chitosan quaternary ammonium salt;

[0051] (3) Selective oxidation: Add chitosan quaternary ammonium salt powder into sodium periodate solution, and stir in the dark until the chitosan quaternary ammonium salt is completely dissolved, keep stirring at room temperature, and react for 24 hours;

[0052] (4) Stopping the reaction: add 5ml of 2,3 butanediol, and stir the reaction at room temperature for 30 minutes;

[0053] (5) Purification: Add the reaction solution into a dialysis bag with a molecular weight cut-off of 14000DA, place the d...

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PUM

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Abstract

The invention discloses an oxidized chitosan quaternary ammonium salt and a preparation method thereof. The oxidized chitosan quaternary ammonium salt is a substance formed by selectively oxidizing the 2,3- carbon-carbon bonds in the chitosan quaternary ammonium salt saccharide unit into formyl groups. The preparation method comprises the following steps: selectively oxidizing carbon-carbon bonds of the chitosan quaternary ammonium salt in a dark place by using sodium periodate, stopping the reaction, purifying and drying to obtain the high-purity oxidized chitosan quaternary ammonium salt. The oxidized chitosan quaternary ammonium salt contains both high-reaction-activity formyl groups and quaternary ammonium groups, and thus, has the crosslinking and antimicrobial / antibacterial functions, thereby being a new-generation functional crosslinking agent. The oxidized chitosan quaternary ammonium salt can be widely used as a biological crosslinking agent, chemical coupling agent, microsphere crosslinking agent, immobilized enzyme crosslinking agent or the like, and can also be used for retanning, color fixation and the like in leather industry.

Description

technical field [0001] The invention relates to an oxidized chitosan quaternary ammonium salt and a preparation method thereof, which are applied to biomedical materials and leather industries. Background technique [0002] Natural tissue-derived biomaterials (such as collagen) can solve the problem of germ transmission, eliminate or reduce immunogenicity, improve physical and mechanical properties, and improve degradation resistance through cross-linking modification, so as to better meet the needs of use. In addition to physical crosslinking, chemical crosslinking often uses two types of crosslinking agents: the first type is synthetic crosslinking agents (such as glutaraldehyde). Due to the possible by-products and insufficient purity of the synthetic cross-linking agent in the preparation process, it has the disadvantages of high cytotoxicity, easy calcification, and low biocompatibility. The second category is natural products and their derivatives cross-linking agents...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/08
CPCC08B37/003
Inventor 但年华但卫华陈一宁
Owner SICHUAN UNIV
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