Sulfonated acylation 6-carboxyl chitosan as well as salt and preparation method thereof

A technology of carboxyl chitosan and sulfonated acyl, which is applied in the field of chitosan derivatives, can solve the problems of complicated preparation process, poor reaction effect, difficult to remove ions, etc., and achieve strong biocompatibility and simple process Effect

Inactive Publication Date: 2008-07-30
HEBEI NORMAL UNIVERSITY OF SCIENCE AND TECHNOLOGY
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  • Abstract
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Problems solved by technology

[0004] The reaction effect of this method is not good, and the maximum degree of carboxylation in the product does not exceed 24%.
In 1973, Horton et al. used perchloric acid to protect the amino group, using CrO 3 Preparation of 6-carboxychitosan as an oxidant, although the degree of carboxylation of the product has been greatly improved, but the preparation process is complicated and the Cr 3+ Ions are difficult to remove [Horton D, Jst E K, "Carbohydr. Res.", 1973, Vol. 29, p. 173]

Method used

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  • Sulfonated acylation 6-carboxyl chitosan as well as salt and preparation method thereof
  • Sulfonated acylation 6-carboxyl chitosan as well as salt and preparation method thereof
  • Sulfonated acylation 6-carboxyl chitosan as well as salt and preparation method thereof

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Embodiment Construction

[0025] The following reference examples can illustrate the present invention in more detail, but do not limit the present invention in any form.

[0026] Reference Example 1: Preparation of Sulfonated Acetyl 6-Carboxyl Chitosan

[0027] 1. Take 10g of chitosan powder and disperse it in 200mL of glacial acetic acid. After soaking for 24 hours, slowly introduce dry NO into it while stirring. 2 Gas 1.0L, to ensure that the system is always saturated with nitrogen dioxide gas and maintained for 6 hours, centrifuged or separated after adding absolute ethanol or acetone, washed with absolute ethanol and dried to obtain 6-carboxychitosan; the dried 6 -Carboxychitosan powder is dispersed in 100mL glacial acetic acid, after fully soaking, add 50mL of chlorosulfonic acid glacial acetic acid solution therein, react at 65°C for 10 hours, separate the product or add dehydrated ethanol or acetone thereto to separate it, and use Obtain the sulfonated acetyl 6-carboxy chitosan of 9.5g after ...

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Abstract

The invention discloses a heparin substitute expressed provided with the formula (1) of sulphonated and acidylated 6-carboxy-chitosan or the salt thereof. R expresses -H, -SO3H, or -COR<1>; R1 expresses -CH2OH, -COOH, -CH2OSO3H, or -CH2OCOR<1>; and R<1> represents C1-4 lower alkyl. The invention also relates to a preparation method of the compound. The invention has the advantages that the operation and the process are simple, and the dialysis and other tedious operation are not required for the purification of the product and the intermediate product; in addition, the reaction velocity is fast and easy to be controlled, and the sulphonated and acidylated 6-carboxy-chitosan is provided with biocompatibility and strong anticoagulant performance.

Description

technical field [0001] The invention relates to a biologically active chitosan derivative—sulfonated acylated 6-carboxy chitosan and its salt and a preparation method thereof. The compound has high anticoagulant performance. Background technique [0002] Chitosan is a biologically active natural alkaline polysaccharide extracted from shellfish such as shrimp and crab, and has poor blood compatibility. In 1971, Whistler et al. used N 2 o 4 6-carboxychitosan was prepared by reacting gas directly with dry chitosan or by dispersing chitosan in carbon tetrachloride [Whister RL, Kosik M, "Biochem.Biophys.", 1971, Vol. 142, No. 106 pages]: [0003] [0004] The reaction effect of this method is not good, and the highest degree of carboxylation in the product is no more than 24%. In 1973, Horton et al. used perchloric acid to protect the amino group, using CrO 3 Preparation of 6-carboxychitosan as an oxidant, although the degree of carboxylation of the product has been great...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/08C08K5/42
Inventor 周永国杨越冬侯文龙
Owner HEBEI NORMAL UNIVERSITY OF SCIENCE AND TECHNOLOGY
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