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Novel dithiocarbamate derivative of chitosan and preparation method thereof

A technology of chitosan dithioamino and polysaccharide dithioamino, which is applied in the field of new chitosan dithiocarbamate derivatives and its preparation, can solve the problems of poor solubility and limited application, and achieve Solve the effect of poor solubility, improve antibacterial activity, and good solubility

Inactive Publication Date: 2012-10-10
INST OF OCEANOLOGY - CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, chitosan has poor solubility in water and is insoluble in most organic solvents, which limits its application

Method used

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  • Novel dithiocarbamate derivative of chitosan and preparation method thereof
  • Novel dithiocarbamate derivative of chitosan and preparation method thereof
  • Novel dithiocarbamate derivative of chitosan and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0024] The preparation of embodiment 1 derivative 1

[0025] Add 16.1 grams of chitosan with a molecular weight of 230,000 and 4.0 grams of sodium hydroxide to 200 mL of ethanol, stir at room temperature for half an hour, add 8 mL of carbon disulfide dropwise, and continue the reaction for 4 hours. Drying at low temperature to obtain a yellow powder, which is chitosan dithiocarbamate sodium salt, i.e. derivative 1, the structural formula is shown in general formula I. The preparation of chitosan derivatives refers to the following documents: Riccardo A.A.Muzzarelli, F.T., Sabina Mariotti, Monica Emanuelli (1982). "Preparation and characteristic properties of dithiocarbamate chitosan, a chelating polymer." [J] CarbohydrateResearch 104 (2): 235-243 .Infrared spectrum shows: the infrared spectrum of chitosan derivative 1 ( figure 2 ) and the infrared spectrum of chitosan ( figure 1 ) compared to 1461, 937cm -1 It is the characteristic absorption peak of N-C=S, which proves th...

Embodiment 2

[0026] The preparation of embodiment 2 derivative 2

[0027] Add 4.0 grams of chitosan with a molecular weight of 230,000 and 1.4 grams of potassium hydroxide to 50 mL of ethanol, stir at room temperature for half an hour, add 2 mL of carbon disulfide dropwise, and continue the reaction for 4 hours. Drying at low temperature gives a yellow powder, which is chitosan dithiocarbamate potassium salt, i.e. derivative 2, and the structural formula is shown in general formula I. Infrared spectrum shows: the infrared spectrum of chitosan derivative 2 ( image 3 ) and the infrared spectrum of chitosan ( figure 1 ) compared to 1464, 942cm -1 It is the characteristic absorption peak of N-C=S, which proves that the synthesis of the target derivative 2 is successful.

Embodiment 3

[0028] The preparation of embodiment 3 derivative 3

[0029] Add 4.0 grams of chitosan with a molecular weight of 230,000 and 5.0 mL of concentrated ammonia water to 50 mL of ethanol, stir at room temperature for half an hour, add 2 mL of carbon disulfide dropwise, and continue the reaction for 4 hours. Dry to obtain light yellow powder, which is chitosan dithiocarbamate ammonium salt, namely derivative 3, and the structural formula is shown in general formula I. Infrared spectrum shows: the infrared spectrum of chitosan derivative 3 ( Figure 4 ) and the infrared spectrum of chitosan ( figure 1 ) compared to 1466, 939cm -1 It is the characteristic absorption peak of N-C=S, which proves that the synthesis of target derivative 3 is successful.

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Abstract

The invention belongs to the technical field of ocean chemical engineering and especially relates to a novel dithiocarbamate derivative of chitosan and a preparation method thereof. The novel dithiocarbamate derivative of chitosan has a general formula I. In the general formula I, R represents a metal ion, an ammonium salt or an organic ammonium salt and n is in a range of 4 to 4000. The novel dithiocarbamate derivative of chitosan has a chitosan structure introduced with dithiocarbamate groups, and the dithiocarbamate groups and the chitosan structure have synergistic effects and thus a bacteriostatic activity of chitosan is improved obviously.

Description

technical field [0001] The invention belongs to marine chemical engineering technology, in particular to a novel chitosan dithiocarbamate derivative and a preparation method thereof. Background technique [0002] Chemical pesticides have been available for more than half a century, and have been widely used for their high efficiency and quick effect in the control of crop diseases and insect pests. However, the long-term unreasonable use of chemical pesticides has caused safety problems such as excessive pesticide residues and environmental pollution. Therefore, green and safe biopesticides have ushered in unprecedented development opportunities, and the "replacement" of chemical pesticides by biopesticides has been valued globally, with a bright future. [0003] Chitosan is the deacetylation product of the second largest natural polysaccharide chitin. It has many advantages such as non-toxic, biodegradable, biocompatible and antibacterial, and has been widely used in the f...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/08A01N47/18A01P3/00
Inventor 李鹏程秦玉坤邢荣娥刘松于华华李克成孟祥涛崔金会李荣锋李冰
Owner INST OF OCEANOLOGY - CHINESE ACAD OF SCI