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Amphiphilic chitosan quatermary ammonium salt with long alkane radical and its prepn

A long-chain alkyl and epoxy long-chain alkyl technology, which is applied in the field of amphiphilic chitosan long-chain alkyl quaternary ammonium salt and its preparation, can solve problems such as difficulty in dissolution, difficulty in research and application, and reduction in the scope of use. , to achieve high degree of substitution of quaternary ammonium salts, simple and easy preparation process, and simple and easy method

Inactive Publication Date: 2007-08-22
TIANJIN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the stereoregularity of chitosan molecules and the hydrogen bonding between molecules make it difficult to dissolve in most organic solvents, water, and alkalis, which brings many difficulties to research and application and greatly reduces its scope of use.

Method used

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  • Amphiphilic chitosan quatermary ammonium salt with long alkane radical and its prepn
  • Amphiphilic chitosan quatermary ammonium salt with long alkane radical and its prepn
  • Amphiphilic chitosan quatermary ammonium salt with long alkane radical and its prepn

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] Put 12g of octadecyldimethyl tertiary amine in a four-necked flask, add 60ml of solvent, stir vigorously, raise the temperature to 55°C, slowly add 5.5g of epichlorohydrin dropwise, keep it under reflux for several hours, and distill under reduced pressure to remove unreacted Epichlorohydrin and solvent to obtain light yellow paste dimethyl epoxypropyl octadecyl ammonium chloride.

[0037] Get water-soluble carboxymethyl chitosan (viscosity-average molecular weight 100,000, deacetylation degree 80%) 3.0g is dissolved in the NaOH solution 100mL that concentration is 42% (w / v), after stirring evenly, add isopropanol 50mL, Slowly add 0.1 mol of dimethylglycidyl octadecylammonium chloride in batches, control the temperature at 80°C-85°C, and stir for 48h. Adjust the pH to 7 with hydrochloric acid, wash with anhydrous acetone, and dry in vacuum to obtain amphiphilic carboxymethyl chitosan octadecyl ammonium chloride.

[0038] Gained chitosan derivatives are compounds of for...

Embodiment 2

[0044] Put 10g of octyl dimethyl tertiary amine in a four-neck flask, add 60ml of solvent, stir vigorously, raise the temperature to 55°C, slowly add 5.5g of epichlorohydrin dropwise, keep it under reflux for several hours, and distill under reduced pressure to remove unreacted Epoxychlorohydrin and solvent to obtain light yellow paste dimethyl epoxypropyl octyl ammonium chloride.

[0045] Get water-soluble lysine chitosan (viscosity-average molecular weight 50,000, degree of deacetylation 80%) 3.0g is dissolved in the NaOH solution 100mL that concentration is 42% (w / v), after stirring evenly, add isopropanol 50mL, Slowly add 0.1 mol of dimethylglycidyl octyl ammonium chloride in batches, control the temperature at 80°C-85°C, and stir for 48h. Adjust the pH to 7 with hydrochloric acid, wash with anhydrous acetone, and dry in vacuum to obtain amphiphilic lysine chitosan octyl ammonium chloride.

[0046] Gained chitosan derivatives are compounds of formula (2):

[0047]

[...

Embodiment 3

[0050] Put 11g of dodecyl dimethyl tertiary amine in a four-neck flask, add 60ml of solvent, stir vigorously, raise the temperature to 55°C, slowly add 5.5g of epichlorohydrin dropwise, keep warm and reflux for several hours, and distill under reduced pressure to remove unreacted Epichlorohydrin and solvent to obtain light yellow paste dimethyl epoxypropyl dodecyl ammonium chloride.

[0051] Take 3.0 g of water-soluble O-hydroxyethyl chitosan (viscosity-average molecular weight 700,000, deacetylation degree 80%) and dissolve it in 100 mL of NaOH solution with a concentration of 42% (w / v). After stirring evenly, add isopropanol 50 mL, slowly add 0.1 mol of dimethylglycidyl dodecyl ammonium chloride in batches, control the temperature at 80°C-85°C, and stir for 48h. Adjust the pH to 7 with hydrochloric acid, wash with anhydrous acetone, and dry in vacuum to obtain amphiphilic O-hydroxyethyl chitosan dodecyl ammonium chloride.

[0052] Gained chitosan derivatives are compounds o...

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Abstract

The present invention relates to one kind of amphiphilic chitosan quaternary ammonium salt with long alkane radical and its preparation process. The amphiphilic chitosan quaternary ammonium salt with long alkane radical is prepared with water soluble chitosan derivative as modified target and through epoxy long chain alkyl quaternary ammonium salination, and has high solubility. Compared with available technology, the present invention has the features of simple preparation process suitable for industrial production, capacity of using the product as gene medicine carrier, emulsifier and antiseptic, and wide application of the product in medicine, daily chemical, etc.

Description

technical field [0001] The invention relates to a class of amphiphilic chitosan long-chain alkyl quaternary ammonium salt and a preparation method thereof. It belongs to the preparation and application technology of water- and oil-soluble chitosan derivatives. Background technique [0002] Chitosan (chitosan) is a kind of renewable, non-toxic and side effects, natural amino basic polysaccharide with good biocompatibility and degradability widely existing in nature. It itself and its derivatives have many unique physiological, Due to its pharmacological functional properties, it is widely used in various industries such as medicine, food, agriculture, daily chemical and environmental protection. [0003] With the development of new drug delivery systems, chitosan and its derivatives have been widely used as sustained-release excipients. As a drug carrier, chitosan can control the release of drugs, prolong the curative effect of drugs, reduce the side effects of drugs, impro...

Claims

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Application Information

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IPC IPC(8): C08B37/08
Inventor 常津梁晓飞张磊
Owner TIANJIN UNIV
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