Sulfonated 6-amino-6-deoxy-chitosan and preparation method thereof
A technology of deoxychitosan and chitosan, which is applied in the field of functional polymers to achieve high anticoagulant activity and high yield
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Embodiment 1
[0015] Embodiment 1: 15 gram chitosan powders (degree of deacetylation DD75%, Mw 51 * 10 4 ) was suspended in 300ml of DMF containing 5% water and stirred for 0.5h, 35.4g of phthalic anhydride was added, stirred and reacted at 120°C for 3h, poured into 750ml of ice water, filtered, washed with water and ethanol in turn, dried and then added with triethylamine 18ml, pyridine 200ml, add 100g of p-toluenesulfonyl chloride under stirring and react at room temperature for 18h to obtain a viscous solution; the solution is poured into 2100ml of ice water, filtered and washed with water and ethanol in turn, after drying, add 300ml of dry DMF to the product, and add it under stirring Sodium azide 17g, reacted at 100°C for 12h, poured into ice water, filtered, washed with water and ethanol in turn, dried product was placed in DMSO 380ml, stirred and dissolved at 30°C, then added TPP 50g, stirred and reacted for 12h under nitrogen protection , add 190ml of 50% hydrazine hydrate, control ...
Embodiment 2
[0016] Embodiment 2: 15 gram chitosan powders (degree of deacetylation DD75%, Mw 51 * 10 4 ) was suspended in 200ml of DMF containing 5% water and stirred for 0.5h, added 24g of phthalic anhydride, stirred at 140°C for 8h, poured into 750ml of ice water, filtered, washed with water and ethanol in turn, and added triethylamine to the dried product 36ml, 300ml of pyridine, add 150g of p-toluenesulfonyl chloride and react for 4h under stirring to obtain a viscous solution; pour the solution into 2100ml of ice water, filter and wash with water and ethanol in turn, after drying, add dry DMF 480ml, add sodium azide under stirring 20g, reacted at 90°C for 20h, poured into ice water, filtered and washed with water and ethanol in turn, the dried product was placed in 900ml of DMSO, stirred and dissolved at 30°C, added TPP 87g, stirred and reacted for 12h under nitrogen protection, then added 50 % Hydrazine hydrate 510ml, temperature control 100°C, react for 8h, distill off the water an...
Embodiment 3
[0017] Embodiment 3: Chitosan powder (15 grams, degree of deacetylation DD 87%, Mw 34 * 10 4) was suspended in 240ml of DMF containing 5% water and stirred for 0.5h, 35g of phthalic anhydride was added, stirred and reacted at 140°C for 3h, poured into 750ml of ice water, filtered, washed with water and ethanol in turn, dried and then added with 12ml of triethylamine, Pyridine 150ml, add 50g of p-toluenesulfonyl chloride under stirring and react for 16h to obtain a viscous solution; pour the solution into 2100ml of ice water, filter and wash with water and ethanol in turn, add dry DMF360ml to the dried product, add sodium azide under stirring 13.5g, reacted at 120°C for 10h, poured into ice water, filtered, washed with water and ethanol in turn, put the dried product in 400ml of DMSO, stirred and dissolved at 30°C, added 60g of TPP, stirred for 12h under nitrogen protection, then added 50% Hydrazine hydrate 300ml, temperature control 100°C, react for 8h, distill off the water a...
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