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Carboxymethyl chitosan quaternary ammonium salt as well as preparation and application thereof in preparing natural cosmetic antibacterial agent

A technology of carboxymethyl chitosan and quaternizing reagents, which is applied in the field of daily chemicals, can solve the problems of weak antibacterial properties of natural antibacterial agents, poor safety of inorganic antibacterial agents, and high price of organic antibacterial agents, and achieve antibacterial properties Good, wide antibacterial spectrum, low equipment requirements

Active Publication Date: 2011-05-04
FROG PRINCE (FUJIAN) BABY & CHILD CARE PROD CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] The primary purpose of the present invention is to overcome the shortcomings and deficiencies of the prior art, that is, to overcome the disadvantages of poor safety of inorganic antibacterial agents, difficulty in degradation, high price of organic antibacterial agents and weak antibacterial properties of natural antibacterial agents, and provide a carboxymethyl chitosan The preparation method of sugar quaternary ammonium salt

Method used

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  • Carboxymethyl chitosan quaternary ammonium salt as well as preparation and application thereof in preparing natural cosmetic antibacterial agent
  • Carboxymethyl chitosan quaternary ammonium salt as well as preparation and application thereof in preparing natural cosmetic antibacterial agent
  • Carboxymethyl chitosan quaternary ammonium salt as well as preparation and application thereof in preparing natural cosmetic antibacterial agent

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Embodiment 1

[0044] (1) Preparation of carboxymethyl chitosan: the viscosity-average molecular weight of 4g is 30×10 4 g / mol, chitosan with a degree of deacetylation of 96% was dissolved in 80 mL of diethanolamine solution with a mass fraction of 40%, stirred in an ice-water bath for 2 hours to fully swell the chitosan; 10 g of chloroacetic acid was dissolved in 50 g of isopropanol , added dropwise into the above-mentioned chitosan solution, and dripped in 30 minutes. After continuing to stir for 4 hours, adjust the pH to 6.5 with hydrochloric acid solution, filter with suction, wash and dry in vacuo. The obtained viscosity average molecular weight is 0.92×10 4 g / mol (obtained by Ubbelohde viscometer, see Chen Lusheng, Zhou Wu, Jiang Yunsheng for specific steps. Determination of viscosity-average molecular weight of chitosan. Chemical Bulletin, 1996 (04): 57-58; the same below), carboxymethyl The degree of substitution is 0.26 (measured by titration method, see Chen Haofan, Pan Shirong, ...

Embodiment 2

[0048] (1) Preparation of carboxymethyl chitosan: the viscosity-average molecular weight of 4g is 1.03×10 4 g / mol, chitosan with a degree of deacetylation of 96% was dissolved in 50 mL of KOH solution with a mass fraction of 40%, stirred in an ice-water bath for 1.5 h to fully swell the chitosan; 10 g of chloroacetic acid was dissolved in 50 g of isopropanol , added dropwise into the above-mentioned chitosan solution, and dripped in 30 minutes. After continuing to stir for 5 h, adjust the pH to 7.0 with hydrochloric acid solution, filter with suction, wash and dry in vacuum. The viscosity average molecular weight obtained is 1.30×10 4 g / mol, carboxymethyl chitosan with carboxymethyl substitution degree of 0.48.

[0049] (2) Preparation of carboxymethyl chitosan quaternary ammonium salt: the carboxymethyl chitosan prepared by 10g step (1) is dispersed in 500g isopropanol; the pH of the aforementioned solution is adjusted with 40% potassium hydroxide solution to 9.5, heated t...

Embodiment 3

[0052] (1) Preparation of carboxymethyl chitosan: the viscosity-average molecular weight of 4g is 3.24×10 4 g / mol, the chitosan whose degree of deacetylation is 96% is dissolved in 20mL of NaOH solution with a mass fraction of 40%, and the chitosan is fully swelled by stirring in an ice-water bath for 1h; 10g of chloroacetic acid is dissolved in 50g of isopropanol, Add it dropwise into the above-mentioned chitosan solution, and finish dropping in 30 minutes. After continuing to stir for 4.5 hours, adjust the pH to 7.5 with hydrochloric acid solution, filter with suction, wash and dry in vacuo. The viscosity average molecular weight obtained is 2.36×10 4 g / mol, carboxymethyl chitosan with a degree of substitution of 0.72.

[0053] (2) Preparation of carboxymethyl chitosan quaternary ammonium salt: the carboxymethyl chitosan prepared by 10g step (1) is dispersed in 200g isopropanol; the pH of the aforementioned solution is adjusted with 40% sodium hydroxide solution to 10, he...

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Abstract

The invention discloses a carboxymethyl chitosan quaternary ammonium salt as well as preparation and an application thereof in preparing a natural cosmetic antimicrobial agent. The method for preparing the carboxymethyl chitosan quaternary ammonium salt comprises the following steps: alkalifying carboxymethyl chitosan by using organic alcohol, and adding a quaternized reagent to react, thereby obtaining the carboxymethyl chitosan quaternary ammonium salt, wherein the degree of quaternization of the carboxymethyl chitosan quaternary ammonium salt is 0.69-1.05, the viscosity-average molecular weight is (0.92-2.36)*104g / mol, and the degree of substitution of carboxymethyl group is 0.26-0.72. The carboxymethyl chitosan quaternary ammonium salt has the advantages of simple preparation method and low requirements on equipment. The obtained carboxymethyl chitosan quaternary ammonium salt, an amino acid surfactant and a chelator are compounded according to the mass ratio of (0.5-0.7):(0.2-0.3): (0.1-0.2) to obtain an antimicrobial agent. The antimicrobial agent has the advantages of strong antimicrobial performance, wide antimicrobial spectrum and no stimulation, can be used as an antimicrobial preservative in cosmetics, can be completely biodegraded, and can not cause environmental pollution.

Description

technical field [0001] The invention relates to the technical field of daily chemicals, in particular to a carboxymethyl chitosan quaternary ammonium salt, its preparation and its application in the preparation of natural cosmetic antibacterial agents. Background technique [0002] With the development of society, the material and cultural life of human beings is improving day by day, and antibacterial products are more and more favored by people. There are three main types of antibacterial preservatives commonly used in daily chemicals: inorganic antibacterial preservatives, organic antibacterial preservatives and natural antibacterial preservatives. Inorganic antibacterial preservatives are typically represented by silver-based antibacterial agents, which have heat resistance, durability and safety, but due to problems such as high cost and easy discoloration have not been effectively resolved, this type of antibacterial preservatives has been widely accepted in actual use...

Claims

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Application Information

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IPC IPC(8): C08B37/08A61K8/73A61K8/92
Inventor 温文忠蓝艺珺林萍柯小红
Owner FROG PRINCE (FUJIAN) BABY & CHILD CARE PROD CO LTD
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