PH-responsive comb-like copolymer and preparation and application thereof
A comb-like copolymer and responsive technology, applied in the field of drug sustained and controlled release materials, can solve problems such as unsatisfactory performance, and achieve the effects of precise control of molecular weight and polydispersity, drug protection, and structural stability
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[0074] Example 1
[0075] Synthesis of bifunctional initiator 2-hydroxyethyl bromoisobutyrate (HEBriB). In a 150 mL reaction flask, add a stir bar and seal it, vacuum-after argon for 3 times, add ethylene glycol (112 ml, 2 mol) and triethylamine (TEA, 11.13 ml, 80 mmol), cooled to 0 ℃, then slowly added 2-bromoisobutyryl bromide (0.989 ml, 80 mmol) dropwise, and then reacted at 0 ℃ for 2 h, then heated to 40 ℃ for 5 h. After the reaction is complete, cool to room temperature, add 100 ml of deionized water, then extract with chloroform 3 times, combine the organic phases, and use dilute HCl, saturated NaHCO 3 The solution was washed with water and dried with anhydrous magnesium sulfate. Rotary evaporation to remove low-boiling substances, and then under reduced pressure distillation to steam HEBriB.
Example Embodiment
[0076] Example 2
[0077] (1) Synthetic macromolecular initiator HO-P t BMA-Br (target molecular weight is 5000). Weigh a certain amount of CuBr 2 (11.2 mg, 0.05 mmol) was placed in a 50 mL dry eggplant-shaped flask with a stirrer, sealed with a rubber stopper, vacuum-vented with argon three times. Under the protection of argon, the solvent toluene (20 ml), monomer t BMA (5.715 mL, 35.2 mmol) and ligand PMDETA (0.210 mL, 1 mmol) were added to the bottle, stirred for 15 min to form the catalyst complex, and the reducing agent Sn(Oct) was added 2 (0.162 mL, 0.5 mmol) and then stir for 5 min. After three cycles of freezing-pumping-heating with liquid nitrogen, argon gas was introduced, the initiator HEBriB (0.165 mL, 1 mmol) was added dropwise with a syringe, and then transferred to an oil bath at 90 ℃ for 2 h. After the reaction is completed, cool to room temperature, add 50 mL of THF, stir to dissolve, and then use a neutral alumina column to remove the catalyst CuBr 2 (Using TH...
Example Embodiment
[0082] Example 3
[0083] (1) Synthetic macromolecular initiator HO-P t BMA-Br (target molecular weight is 8400). Weigh a certain amount of CuBr 2 (11.2 mg, 0.05 mmol) was placed in a 50 mL dry eggplant-shaped flask with a stirrer, sealed with a rubber stopper, vacuum-vented with argon three times. Under the protection of argon, the solvent toluene (20 ml), monomer t BMA (6.751 mL, 59 mmol) and ligand bpy (0.134 mL, 1 mmol) were added to the bottle, stirred for 15 min to form the catalyst complex, and the reducing agent Sn(Oct) was added 2 (0.224 mL, 0.7 mmol) and then stir for 5 min. After three cycles of freezing-pumping-heating with liquid nitrogen, argon gas was introduced, the initiator HEBriB (0.214 mL, 1.33 mmol) was added dropwise with a syringe, and then transferred to a 60 ℃ oil bath for 4 h. After the reaction is completed, cool to room temperature, add 50 mL of THF, stir to dissolve, and then use a neutral alumina column to remove the catalyst CuBr 2 (Using THF as e...
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