Nitrogen-containing heterocyclic diurea-based chitosan derivative, preparation method and applications thereof
A technology of chitosan derivatives and nitrogen heterocycles, which is applied in the fields of food and daily chemicals, can solve problems such as application limitations, and achieve the effects of low cost, high yield, and easy promotion
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Embodiment 1
[0042] Such as figure 1Shown is the synthesis route of nitrogen-containing heterocyclic diurea chitosan derivatives, wherein the average degree of polymerization n ranges from 10 to 1242.
[0043] In this example, the target compound nitrogen-containing heterocyclic diurea chitosan derivative was synthesized according to the above synthetic route.
[0044] 1) Preparation of thiazolidin: take 0.89g of nicotinoyl chloride and evenly disperse it in 10mL of acetone, and slowly drop it into an aqueous solution of sodium azide (1.30g of sodium azide dissolved in 6mL of deionized water) in an ice bath. After the dropwise addition, continue to stir for 3 hours under ice bath conditions. After the stirring is completed, the solution has been layered, and the lower water layer is removed by suction with a glass capillary, and then the upper layer solution is slowly added to the flask at a temperature of 60°C until it stops. Release nitrogen gas, then cool and filter with suction to ob...
Embodiment 2
[0048] The difference from Example 1 is:
[0049] 1) Preparation of thidiazuron: Take 0.89g of nicotinoyl chloride and evenly disperse it in 10mL of acetone, slowly drop it into sodium azide aqueous solution under ice bath condition (1.63g of sodium azide dissolved in 6mL of deionized water) After the dropwise addition, continue to stir for 3 hours under ice bath conditions. After the stirring is completed, the solution has been layered, and the lower water layer is removed by suction with a glass capillary, and then the upper layer solution is slowly added to the flask at a temperature of 70 ° C. Until no more nitrogen is released, then cool and filter with suction to obtain 3-pyridine isocyanate; then react the prepared 3-pyridine isocyanate with 0.76g 2-amino-1,3,4-thiadiazole at 70°C for 24h , then suction filtration, recrystallization, and freeze-drying to obtain thidiazuron.
[0050] 2) N - Preparation of thiadiazole carbamide-based chitosan: Take 1g of chitosan (molec...
Embodiment 3
[0053] The difference from Example 1 is:
[0054] 1) Preparation of thidiazuron-methyl: Take 0.89g of nicotinoyl chloride and evenly disperse it in 10mL of acetone, slowly drop it into sodium azide aqueous solution under ice bath condition (1.79g of sodium azide dissolved in 6mL of deionized water), after the dropwise addition, continue to stir for 3 hours under ice bath conditions. After the stirring is completed, the solution has been layered, and the lower water layer is removed by suction with a glass capillary, and then the upper layer solution is slowly added to the flask at a temperature of 60 ° C. until the nitrogen is no longer released, then cooled and filtered to obtain 3-pyridine isocyanate; then the obtained 3-pyridine isocyanate was mixed with 0.86g 2-amino-5-methyl-1,3,4-thia The oxadiazole was reacted at 60°C for 28 hours, then suction-filtered, recrystallized, and freeze-dried to obtain thiadiazole-methyl.
[0055] 2) N - Preparation of methylthiadiazole ure...
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