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CA-(PLA-ran-PLC-b-PEC) periodic copolymer and preparation method and application thereof

A technology of block copolymers and copolymers, which is applied in medical formulations, medical preparations of non-active ingredients, medical science, etc., can solve problems such as poor hydrophilicity, slow degradation rate, and affecting the scope of application, and achieve good biophase capacitive, simple effect

Active Publication Date: 2013-05-01
SHENZHEN GRADUATE SCHOOL TSINGHUA UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, linear PCL has high crystallinity, poor hydrophilicity, and slow degradation rate, which affects its application range.

Method used

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  • CA-(PLA-ran-PLC-b-PEC) periodic copolymer and preparation method and application thereof
  • CA-(PLA-ran-PLC-b-PEC) periodic copolymer and preparation method and application thereof
  • CA-(PLA-ran-PLC-b-PEC) periodic copolymer and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0065] Embodiment 1, preparation CA-(PLA-ran-PCL)-b-PEG star copolymer

[0066] The preparation method of CA-(PLA-ran-PCL)-b-PEG star copolymer, comprises the steps:

[0067] (1) Take 95% lactide monomer, 4% caprolactone monomer and 1% cholic acid (CA) as raw materials according to the molar percentage, put them into the polymerization tube, add 0.5% of the monomer molar amount %Tetramethyldibutylguanidine acetate, evacuated, filled with nitrogen, repeated three times, when the vacuum degree was higher than 70pa, the polymerization tube was sealed, heated at 145°C, and reacted for 12 hours, and the number average molecular weight obtained was 36000 (m= 135, n=18) copolymer CA-(PLA-ran-PCL).

[0068] (2) get 30% PEG (Mn=4000) by mole percentage, 40% carboxylation reagent succinic anhydride (SA), 30% catalyst 4-dimethylaminopyridine (DMAP) and triethylamine, wherein DMAP The molar ratio of triethylamine and triethylamine is 1:1. Add the solvent dioxane equivalent to 10 times ...

Embodiment 2

[0071] Embodiment 2, preparation CA-(PLA-ran-PCL)-b-PEG star copolymer

[0072] The preparation method of CA-(PLA-ran-PCL)-b-PEG star copolymer, comprises the steps:

[0073] (1) Weigh 17.28g (0.12mol, i.e. 66% of the total molar amount of reactants) of lactide monomer, 6.84g (0.06mol, also i.e. 33% of the total molar amount of reactants) of caprolactone Monomer and 0.61g (0.0015mol, also 1% of reactant molar total amount) cholic acid (CA) are raw materials, put into polymerization tube, add the stannous octanoate of 0.5% of monomer molar weight as catalyzer, Vacuumize, fill with nitrogen, repeat three times, seal the polymerization tube with an alcohol torch, heat and react at 145°C for 12 hours, and obtain a copolymer CA-(PLA- ran-PCL).

[0074] (2) Weighing PEG (Mn=2000) with a quality of 4g (2mmol), 0.26g (2.6mmol) carboxylation reagent succinic anhydride, 0.348g (2.8mmol) catalyst 4-dimethylaminopyridine (DMAP) and 0.256 g (2.5 mmol) catalyst triethylamine. 50ml (51g)...

Embodiment 3

[0080] Embodiment 3, preparation CA-(PLA-ran-PCL)-b-PEG star copolymer

[0081] The preparation method of CA-(PLA-ran-PCL)-b-PEG star copolymer, comprises the steps:

[0082] (1) Take 65% lactide monomer, 15% caprolactone monomer and 20% cholic acid (CA) as raw materials according to the molar percentage, put them into a polymerization tube, and add 0.5% molar amount of raw materials Catalyst iron acetylacetonate, vacuumize, fill with nitrogen, repeat 3 times, seal the tube under vacuum, melt and react at 155°C for 12 hours, and obtain a copolymer with a number average molecular weight of 6200 (m=12, n=10) Material CA-(PLA-ran-PCL).

[0083] (2) get 40% PEG (Mn=1000) by mole percentage, 45% carboxylation reagent maleic anhydride, 15% catalyst pyridine and diethylenetriamine, wherein the molar ratio of pyridine and diethylenetriamine is 1 : 1. Add solvent toluene equivalent to 8 times the mass of the raw material, and the coupling reaction temperature is 25°C. After 40 hours...

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Abstract

The invention discloses a CA-(PLA-ran-PCL)-b-PEG star amphiphilic copolymer, and a preparation method and an application thereof. The star copolymer adopts the structure as shown in the formula I, wherein R' refers to the specification. The method comprises the following steps: 1, preparing CA-(PLA-ran-PCL); 2, carboxylation of PEG; and 3, preparing the CA-(PLA-ran-PCL)-b-PEG star copolymer. The copolymer provided by the invention has favourable biocompatibility and biological degradability, and can be applied to the field of pharmaceutical preparations and tissue engineering, particularly the field of antitumor drugs preparations or anti-cardiovascular disease drugs preparations.

Description

technical field [0001] The invention relates to a CA-(PLA-ran-PCL)-b-PEG star copolymer, a preparation method and application thereof. Background technique [0002] Due to their good biocompatibility and degradability in vivo, biodegradable polymer materials are widely used in targeted sustained-release and controlled-release research as drug delivery system carriers. Polylactic acid (PLA) has become one of the commonly used drug carriers, but its hydrophilicity is poor, the structure lacks functional groups, the degradation rate is slow, and the degradation cycle is difficult to control. Polyε-caprolactone (PCL) has excellent drug permeability, excellent biodegradability and biocompatibility. However, linear PCL has high crystallinity, poor hydrophilicity, and slow degradation rate, which affects its application range. In order to meet the requirements of different drug release systems, the research on the modification of PLA and PCL has become a hot spot. Common PLA and...

Claims

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Application Information

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IPC IPC(8): C08G81/00C08G63/08C08G65/48A61K47/34A61L27/18A61L31/06A61L17/10
Inventor 曾小伟梅林黄来强陶伟郑义陈红波
Owner SHENZHEN GRADUATE SCHOOL TSINGHUA UNIV
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