Chitosan thiosemicarbazone derivatives and preparation method thereof

A technology of thiosemicarbazone and derivatives is applied in the field of chitosan thiosemicarbazone derivatives and the preparation thereof, which can solve the problems of poor effect and the like, and achieve the effects of good water solubility, easy absorption, and wide application field.

Inactive Publication Date: 2008-02-13
INST OF OCEANOLOGY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, it has been reported that chitosan is used in veterinary drugs and pesticides as a bacteriostatic agent, but the results are not good.

Method used

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  • Chitosan thiosemicarbazone derivatives and preparation method thereof
  • Chitosan thiosemicarbazone derivatives and preparation method thereof
  • Chitosan thiosemicarbazone derivatives and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] 0.612g of acetylated chitosan with a molecular weight of 08,000 was dissolved in 80ml of 2% HAc, and 1.19g of thioanisemicarbazide was added under stirring, and reacted at 100°C for 8 hours. Concentrate under reduced pressure and cool to room temperature. Pour the reaction mixture into 300ml of absolute ethanol to obtain a precipitate. After standing for 8 hours, filter and wash the precipitate with absolute ethanol, dry at 50°C to obtain a brown powder, and use absolute ethanol as a solvent for Soxhlet extraction. After drying for 1 hour, the thiosemicarbazone derivative of acetylated chitosan is obtained. The structural formula is shown in formula 1, wherein R=-CH 3 , R 1 for , n=49.

[0031] For the preparation of the acetylated chitosan, refer to Huang Liyao, Liu Chao, Preparation of Hydrophobic Long Fatty Chain Acylated Chitosan, Journal of Huaqiao University, 439-441.

[0032] Infrared spectrum analysis showed that the acetylthiosemicarbazone derivatives of ch...

Embodiment 2

[0034] 0.90 g of acetylated chitosan with a molecular weight of 200,000 was dissolved in 80 ml of 2% HAc, and 1.0 g of thioanisemicarbazide was added under stirring, and reacted at 100° C. for 10 hours. Concentrate under reduced pressure and cool to room temperature, pour the reaction mixture into 300ml of absolute ethanol to obtain a precipitate, filter and wash the precipitate with absolute ethanol, dry at 55°C to obtain a brown powder, use absolute ethanol as a solvent for Soxhlet extraction for 10 hours, and dry Obtain the thiosemicarbazone derivative of acetylated chitosan, the structural formula is referring to formula 1, wherein R=-CH 3 , R 1 for , n=1240.

[0035] Infrared spectrum analysis shows that the acetylthiosemicarbazone derivatives of chitosan (see Figure 3) are compared with acetylated chitosan (see Figure 1): at 3207 and 3112cm -1 The sharper absorption peak at v NH The characteristic absorption peak of 1653.82cm -1 It is the characteristic absorption ...

Embodiment 3

[0037] 0.738g of acetylated chitosan with a molecular weight of 20,000 was dissolved in 60ml of 2% HAc, and 1.086g of p-toluenethiosemicarbazide was added under stirring, and reacted at 100°C for 9 hours. Concentrate under reduced pressure and cool to room temperature. Pour the reaction mixture into 300ml of acetone to obtain a precipitate. After filtering, wash the precipitate with acetone and dry at 50°C to obtain a brown powder. Soxhlet extract with absolute ethanol for 8 hours and then dry to obtain the acetylated shell. p-toluidine thiosemicarbazone derivatives of polysaccharides, the structural formula is shown in formula 1, wherein R=-CH 3 , R 1 for n=124.

[0038] Infrared spectrum analysis shows that the acetyl p-toluidine thiosemicarbazone derivatives (see Figure 4) of chitosan compared with acetylated chitosan (see Figure 1): at 3193 and 3120cm -1 The sharper absorption peak at v NH The characteristic absorption peak, 1660cm -1 It is the characteristic absorpt...

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Abstract

The utility model relates to marine chemical engineering technology, in particular to a novel chitosan thiosemicarbazone derivatives and preparation method. The derivatives are (1) compounds: the preparation method is that: Chitosan firstly reacts with aniline Thiourea of different substituting groups in HAc solvent; then reaction product is settled through organic solvent and then the sediment is filtered and cleaned by organic solvent. The sediment is dried and then is withdrawn through organic solvent. The extract becomes derivative after vacuum drying. The substitution rate of the derivatives prepared in the utility model is up to 18.2 percent to 35.6 percent and is of good water solubility. The thiosemicarbazone and the chitosan molecules are effectively combined to increase the effectiveness thorough cooperation. The utility model can significantly enhance the biological activities of the chitosan, such as the antibacterial property, anti-virus property and so on. The utility model is applicable to pharmaceuticals, cosmetics, agriculture, and other fields.

Description

technical field [0001] The invention relates to the technical field of marine chemical engineering, in particular to a chitosan thiosemicarbazone derivative and a preparation method thereof. Background technique [0002] With the improvement of living standards and the development of pollution-free food, people pay more and more attention to the residues of harmful substances such as antibiotics and pesticides in livestock and poultry products, fruits and vegetables; in addition, most of the heavy metal ions such as lead, arsenic and mercury are used in cosmetics. As a bacteriostatic agent, these metal ions will gradually accumulate and remain in the human body to produce toxic and side effects. In view of the above, safe, efficient, low-toxic and green products have become the research and development trend of new veterinary drugs, pesticides and cosmetics in the 21st century. In order to meet this requirement, the development and research of natural products with antibact...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/08C08K5/405
Inventor 李鹏程钟志梅邢荣娥刘松王琳
Owner INST OF OCEANOLOGY - CHINESE ACAD OF SCI
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