Preparation method of polycaprolactone/polyethylene glycol hydrogel used for photodynamic therapy

A technology of photodynamic therapy and polycaprolactone, which is applied to medical preparations containing non-active ingredients, medical preparations containing active ingredients, and pharmaceutical formulas, etc., to achieve easy-to-operate and reversible effects

Inactive Publication Date: 2015-01-28
JIANGSU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, so far, star-shaped polycaprolactone-block-polyethylene glycol biosupramolecular hydrogels with porphyrin as the core have not been reported.

Method used

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  • Preparation method of polycaprolactone/polyethylene glycol hydrogel used for photodynamic therapy
  • Preparation method of polycaprolactone/polyethylene glycol hydrogel used for photodynamic therapy
  • Preparation method of polycaprolactone/polyethylene glycol hydrogel used for photodynamic therapy

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Experimental program
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Effect test

Embodiment 1

[0019] Embodiment 1: Preparation method of star polycaprolactone-block-polyethylene glycol biosupramolecular hydrogel with porphyrin as core

[0020] p-5,10,15,20-Tetrakis(2-hydroxyethyl)phenylporphyrin as initiator (57.8mg, 0.075mmol), caprolactone (300mg, 3mmol) were placed in fully dried test tubes , sealed with a turn-over plug, operated on the vacuum line, evacuated and ventilated with nitrogen for three times, then put in 120 o C In a constant temperature oil bath, stannous octoate (5.5 mg) was added into the micro-injector. After reacting for 24 hours, the test tube was cooled to room temperature, and the obtained solid was dissolved in dichloromethane, and settled dropwise in ice methanol under magnetic stirring. at 30 o C under vacuum constant temperature drying to constant weight, to obtain polycaprolactone (289mg, M n =4800).

[0021] Add polycaprolactone (M n =4800, 192mg, 0.004mmol), 1.1-fold excess carboxylated polyethylene glycol (M n =5000, 82.5mg, 0.0165...

Embodiment 2

[0024] Embodiment 2: The preparation method of star-shaped polycaprolactone-block-polyethylene glycol biosupramolecular hydrogel with porphyrin as the core

[0025] p-5,10,15,20-tetrakis(2-hydroxyethyl)phenylporphyrin as initiator (38.5mg, 0.05mmol), caprolactone (300mg, 3mmol) were placed in fully dried test tubes , sealed with a turn-over plug, operated on the vacuum line, evacuated and ventilated with nitrogen for three times, then put in 120 o In the C constant temperature oil bath, the micro-injector adds stannous octoate (SnOct 2) (5.5mg). After reacting for 24 hours, the test tube was cooled to room temperature, and the obtained solid was dissolved in dichloromethane, and settled dropwise in ice methanol under magnetic stirring. at 30 o C under vacuum constant temperature drying to constant weight, to obtain polycaprolactone (253mg, M n =6800).

[0026] Add polycaprolactone (M n =6800, 272mg, 0.004mmol), 1.1-fold excess carboxylated polyethylene glycol (M n =5000...

Embodiment 3

[0029] Embodiment 3: The preparation method of star polycaprolactone-block-polyethylene glycol biosupramolecular hydrogel with porphyrin as core

[0030] p-5,10,15,20-Tetrakis(2-hydroxyethyl)phenylporphyrin as initiator (57.8mg, 0.075mmol), caprolactone (300mg, 3mmol) were placed in fully dried test tubes , sealed with a turn-over plug, operated on the vacuum line, evacuated and ventilated with nitrogen for three times, then put in 120 o C In a constant temperature oil bath, stannous octoate (5.5 mg) was added into the micro-injector. After reacting for 24 hours, the test tube was cooled to room temperature, and the obtained solid was dissolved in dichloromethane, and settled dropwise in ice methanol under magnetic stirring. at 30 o C under vacuum constant temperature drying to constant weight, to obtain polycaprolactone (289mg, M n =4800).

[0031] Add polycaprolactone (M n =4800, 192mg, 0.004mmol), 1.1-fold excess carboxylated polyethylene glycol (M n =5000, 82.5mg, 0....

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Abstract

The invention relates to a preparation method of a polycaprolactone / polyethylene glycol hydrogel used for photodynamic therapy, and belongs to the technical field of photodynamic therapy. The preparation method comprises the steps of (1) preparing porphyrin-core star hydroxyl-terminated polycaprolactone by adding a catalyst of stannous octoate (SnOct2) in a 5,10,15,20-tetra(2-hydroxyethyl)phenyl porphyrin compound to initiate a ring-opening polymerization of epsilon-caprolactone at a temperature of 120 DEG C; (2) preparing porphyrin-core star polycaprolactone-block-polyethylene glycol via an esterification reaction of the porphyrin-core star hydroxyl-terminated polycaprolactone and carboxyl-terminated polyethylene glycol; and (3) dissolving the porphyrin-core star polycaprolactone-block-polyethylene glycol in deionized water, then adding alpha-cyclodextrin, stirring vigorously for 30 min, treating for 5 min by ultrasound, and standing at a temperature of 25 DEG C. The preparation method is mild in conditions, reasonable in design, convenient for operation, and is helpful for application in industrial production.

Description

technical field [0001] The invention belongs to the technical field of photodynamic therapy, in particular to a preparation method of star polycaprolactone-block-polyethylene glycol biosupramolecular hydrogel with porphyrin as the core. Background technique [0002] Supramolecular hydrogels prepared based on the host-guest interaction of cyclodextrins are widely used in the fields of controlled drug release, biosensing, and tissue engineering scaffold construction due to their mild preparation conditions, easy regulation of the gelation process, and injectability. There are important application prospects. Supramolecular hydrogel is a kind of physical hydrogel, which is composed of compound molecules through intermolecular non-covalent interactions (such as hydrogen bond interaction, hydrophobic interaction, π-π stacking interaction, electrostatic interaction, metal ion coordination and host-guest interaction, etc.) are formed by self-aggregation in aqueous solution, so sup...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08L5/16C08L67/00C08G81/00C08G63/685A61K41/00A61K47/48A61P35/00
Inventor 王志明金华戴晓晖马威
Owner JIANGSU UNIV
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