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Synthesis of benzaldehyde-terminated PF127 (PF127-CHO)

PF127-CHO was synthesized according to previous report with some modification [3, 4]. PF127 (M_n=12600 Da) (12.6 g) was put into a flask and dried by vacuum at 80 ℃ for 12 h, then dried methylene chloride (120 mL) was added into the flask. Subsequently, the whole reaction was put into ice-water bath and added dry triethylamine (0.875 mL) in the mixture. With the protection of N₂, methanesulfonyl chloride (0.32 mL), which was dissolved in dry methylene chloride (20 mL), was added into the solution during 30 min. At room temperature, the reaction was stirred continuously for 24 h. After that, 150 mL H₂O was added in the flask, and extracted with 100 mL methylene chloride 3 times. 1 M HCl solution (2 times, 100 mL each time) and saturated brine (2 times, 100 mL each time) were added to wash organic phase. Further, NaSO₄ was added into the organic layer to remove moisture. After the organic solution was condensed, the condensed mixture was precipitated with cold diethyl ether. The purification process was repeated 3 times. Then, mesylateterminated PF127 (PF-SO₃) was obtained.

All the PF-SO₃, 0.74 g of 4-hydroxybenzaldehyde and 1.5 g K₂CO₃ were added into DMSO (100 mL). With N₂ protection, the mixture was stirred for 2 days at 80 ℃. Next, 150 mL H₂O was added into the flask and extracted with 100 mL methylene chloride for 3 times. Then saturated brine (2 times, 100 mL each) was added to wash organic layer. The solution was dried over anhydrous Na₂SO₄, and condensed to 50 mL. Finally, the condensed mixture was precipitated with cold diethyl ether. The purification process was repeated 3 times.

Preparation of curcumin loaded PF127-CHO micelles (Cur-PF127-CHO)

Cur-PF127-CHO micelles were synthesized by a one-step solid dispersion method according to references [5, 6]. Briefly, 1% wt of curcumin and PF127-CHO polymer were dissolved in methylene chloride under mild stirring, then the solution was condensed in rotary evaporator at 40 ℃. Finally, the co-evaporation was dissolved in H₂O at 40 ℃ with continuous stirring to self-assemble into micelles, followed by freeze drying to obtain the yellow Cur-PF127-CHO powder. The Cur-PF127-CHO solution was stored at 4 ℃ before use. Because the feed ratio of curcumin and PF127-CHO polymer was 1:99, and they would form into Cur-PF127-CHO micelles. These micelles in the solution were mixed with QCS solution to form hydrogel. Therefore, almost all the curcumin molecules were loaded into the hydrogel matrix. [6]