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Novel chitosan grafted cinnamoyl product as well as preparation method and application thereof

A technology for grafting cinnamoyl and chitosan to chitosan is applied in the field of novel chitosan-grafting cinnamoyl products and the preparation thereof, and can solve the problems affecting the sustainable development of agriculture, human health, food safety and environmental pollution, etc. , to overcome the poor water solubility, expand the application field, and achieve the effect of good water solubility

Active Publication Date: 2015-07-15
HENAN INST OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Since chemical pesticides are mostly used in agriculture at present, food safety and environmental pollution problems caused by pesticide residues have become increasingly prominent. Harmful pesticide residues have seriously affected the sustainable development of agriculture and human health.

Method used

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  • Novel chitosan grafted cinnamoyl product as well as preparation method and application thereof
  • Novel chitosan grafted cinnamoyl product as well as preparation method and application thereof
  • Novel chitosan grafted cinnamoyl product as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] 4.0g (27mmol) cinnamic acid was placed in a 200ml round bottom flask, dissolved in 110mL 1,2-dichloroethane, and then 5.4mL SOCl was added 2 , Refluxed in an oil bath at 50-60°C, tracked by thin layer chromatography (TLC), and the reaction was completed after 2 hours. Remove 1,2-dichloroethane and excess SOCl under reduced pressure 2 , recrystallized from petroleum ether, and evaporated the solvent under reduced pressure to obtain cinnamoyl chloride.

[0028] 3.0g (about 18mmol) chitosan (MW=325kDa), 60mL dimethylformamide (water containing 5% (v / v)), stirred at room temperature to make chitosan evenly swell and disperse in the solvent, and then Add 8g of phthalic anhydride (54mmol), stir and reflux at 120°C for 8h, then cool to room temperature, pour the reactant into ice water, filter under reduced pressure and wash with distilled water, after filtration, disperse the product in ethanol, wash completely with ethanol, Filter and dry to obtain brown powdery solid N-ph...

Embodiment 2

[0035] Solubility measurement: 0.5g of the product of Example 1 was suspended in 10ml of water, stirred at 25°C for 2h. By centrifugation at 5000rpm for 15min, the supernatant was removed. The precipitate was washed completely with ethanol. The precipitate was dried in a phosphorus pentoxide vacuum desiccator and weighed. By calculating the percentage of chitosan dissolved, the solubility of chitosan and cinnamoyl chitosan were 0.416g / 100mL and 0.805g / 100mL respectively.

Embodiment 3

[0037]The antibacterial activity of the tested samples was determined by the growth rate method. The test sample was prepared with sterilized water to a concentration of 2 mg / ml, and the chitosan was prepared with 0.07% (V / V) acetic acid solution. Measure 1ml of the sample solvent into a graduated test tube, pour the melted PDA medium into the volume to 10ml, and wait for the medium to cool and solidify to obtain a drug-mixed plate. Use a puncher (diameter 4mm) to punch the pre-cultivated test bacteria into a cake, place the test bacteria cake upside down on the center of the medium surface, do 3 repetitions for each treatment, and set the corresponding solvent control. After culturing at a constant temperature of 25°C for 72 hours, the colony expansion diameter was measured by the cross method, and the mycelial growth inhibition rate was calculated according to the following formula (see Table 1).

[0038]

[0039] Table 1 Antibacterial activity of chitosan grafted cinnam...

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Abstract

The invention discloses a chitosan grafted cinnamic acid derivative as well as a preparation method and application thereof. The chitosan grafted cinnamic acid derivative is 6-O-chitosan cinnamate in a formula I in the specification, wherein in the formula I, R is cinnamoyl; n is the degree of polymerization and is not less than 2. The derivative is obtained by grafting a cinnamic acid active structure in the 6-O bit of a chitosan molecule. The preparation method is characterized by reacting cinnamoyl chloride with an amino protector of chitosan, thus preparing the derivative. The chitosan grafted cinnamoyl derivative is applied to preparation of water-based bactericides.

Description

technical field [0001] The invention relates to the technical field of chemical and chemical engineering, in particular to a novel chitosan-grafted cinnamoyl product and its preparation method and application. Background technique [0002] With the development of the economy and the continuous improvement of people's living standards, the people's awareness of health has been continuously enhanced, and the issues of food safety and environmental pollution have attracted great attention from the public. Since chemical pesticides are mostly used in agriculture at present, food safety and environmental pollution problems caused by pesticide residues have become increasingly prominent. Harmful pesticide residues have seriously affected the sustainable development of agriculture and human health. Therefore, the voice of developing high-efficiency, low-toxicity, low-residue biological pesticides is getting higher and higher. [0003] my country is a big agricultural country, but ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F251/00
Inventor 胡林峰朱红霞安彩霞汤波韩会娟荆树科陈红艳
Owner HENAN INST OF SCI & TECH
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