pH-responsive 6-arm star block copolymer and preparation method and application thereof

A technology of block copolymers and polymers, which can be used in pharmaceutical combinations, pharmaceutical formulations, and medical preparations with inactive ingredients, etc., and can solve the problems of insufficient stability and controlled release performance of multi-arm star block copolymers. , to achieve the effect of improving pH response sensitivity and release efficiency, controlling drug release, and improving controlled release performance

Inactive Publication Date: 2012-10-03
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

These existing multi-arm radial block copolymers are not per

Method used

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  • pH-responsive 6-arm star block copolymer and preparation method and application thereof
  • pH-responsive 6-arm star block copolymer and preparation method and application thereof
  • pH-responsive 6-arm star block copolymer and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Example Embodiment

[0067] Example 1

[0068] (1) Synthesize a polymer grafted with hydrophobic groups: place a stir bar and 0.254g of pentaerythritol in a reaction flask, seal and evacuate-argon for three times, add 12g monomer e-CL and 0.012g Sn with a syringe in turn (Oct) 2 After three cycles of freezing-pumping-heating with liquid nitrogen, the reaction was stirred for 36h in an oil bath at 120°C under the protection of argon. After the reaction was completed, cooled to room temperature, evaporated toluene under reduced pressure, diluted with 50mL THF, and then used Precipitate with 300 mL methanol / water (1:1 volume ratio) at 0°C and vacuum dry at 45°C for 24 hours to obtain a white powder that is a polymer grafted with hydrophobic groups, 6AS-PCL, with a yield of 93%. M n =12322, PDI=1.59;

[0069] (2) Synthesis of macromolecular initiator: Take a 250mL three-necked flask which has been baked and dried, add 12g 6AS-PCl and 150mL THF, seal and ventilate argon for 10min, after sealing, inject 3....

Example Embodiment

[0079] Example 2

[0080] (1) Synthesis of 6AS-PCL: Put a stir bar and 0.254g pentaerythritol in a reaction flask, seal it and vacuum-vent three times with argon, and then use a syringe to add 10g monomer e-CL and 0.020g Sn(Oct) 2 Add to the reaction flask, use liquid nitrogen for three cycles of freezing-pumping-heating, and stir the reaction for 24h under the protection of argon in a 140℃ oil bath. After the reaction is completed, cool to room temperature, evaporate toluene under reduced pressure, and add 50mL THF Diluted, then precipitated with 300mL methanol / water (1:1 volume ratio) at 0°C, dried in vacuum at 45°C for 24h to obtain a white powder called 6AS-PCL with a yield of 86%. M n =10918, PDI=1.62;

[0081] (2) Synthesis of 6AS-PCL-Br: Take a 250mL three-necked flask which has been baked and dried, add 10g 6AS-PCl and 150mL THF, seal and ventilate with argon for 10min, after sealing, inject 2.43g TEA, and cool to 0℃ with an ice water bath. Then add 5.52g 2-bromoisobutyryl...

Example Embodiment

[0083] Example 3

[0084] (1) Synthesis of 6AS-PCL: Place a stir bar and 0.254g of pentaerythritol in a reaction flask, seal and vacuum-purge with argon three times, and then use a syringe to add 16g monomer e-CL and 0.008g Sn(Oct) 2 Add to the reaction flask, use liquid nitrogen for three cycles of freezing-pumping-heating, and stir the reaction for 48h in an oil bath at 110°C under the protection of argon. After the reaction is complete, cool to room temperature, evaporate toluene under reduced pressure, and add 50mL THF Diluted, then precipitated with 300mL methanol / water (1:1 volume ratio) at 0°C, and dried under vacuum at 45°C for 24h to obtain a white powder called 6AS-PCL with a yield of 89%. M n =17543, PDI=1.60;

[0085] (2) Synthesis of 6AS-PCL-Br: Take a 250mL three-necked flask that has been baked and dried, add 16g 6AS-PCl and 150mL THF, seal and ventilate with argon for 10 minutes, after sealing, inject 3.64g TEA, and cool to 0℃ with an ice-water bath. Then add 8.28g...

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Abstract

The invention discloses a pH-responsive 6-arm star block copolymer and a preparation method and application thereof. In the structure of the copolymer, pentaerythritol is adopted as a kernel, and each arm is connected with a hydrophobic group, a pH-responsive group and a hydrophilic group. The preparation method comprises the steps of: carrying out ring opening polymerization of the pentaerythritol to obtain a hydrophobic group polymer, carrying out acylation of the end of the hydrophobic group polymer to prepare a macromolecular initiator, carrying out sequential initiation of regeneration of an electron transfer activator for a pH-responsive monomer and the hydrophilic group, i.e. radical polymerization for atom transfer, thereby obtaining the pH-responsive 6-arm star block copolymer. The polymer is self-assembled into nano micelles in aqueous solution, the dissolution of water-insoluble drugs can be enhanced effectively, the polymer can be applied in preparation of a micelle carrying system for water-insoluble anticancer drugs, and the drugs can be released slowly when the pH of normal tissues is 7.4 and rapidly in a controlled way under acidic conditions when the pH of tumor cells is 5-6; and the proportion of functional groups can be easily adjusted, the synthesis process is simple, and the yield is higher.

Description

technical field [0001] The invention belongs to the field of high-molecular polymer materials for biomedicine, and relates to a high-molecular polymer material and its preparation method and application, in particular to a pH-responsive 6-arm star-shaped block copolymer and its preparation method and application. Background technique [0002] Star polymers are multi-arm branched polymers formed by at least three linear polymer chains connected to the same central core through chemical bonds. Compared with linear polymers, star polymers have compact structures and molecular surface functions Unique properties such as high degree of crystallinity, low crystallinity, hydrodynamic volume and easier microphase separation. Amphiphilic block copolymers refer to copolymers that contain two or more blocks and the solubility of these blocks in solvents is quite different. Amphiphilic block copolymers self-assemble at or above the critical micelle concentration to form various micelle...

Claims

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Application Information

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IPC IPC(8): C08F293/00C08F220/34C08F220/28C08G63/91C08G63/08A61K47/34A61K9/19A61K45/00A61P35/00
Inventor 章莉娟杨友强蒋薇杨楚芬
Owner SOUTH CHINA UNIV OF TECH
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