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Block copolymer of polyethylene glycol and polyester containing cyclic ether side groups and application thereof

A polyethylene glycol and polyester block technology, which is applied in the field of polyethylene glycol-polyester copolymers containing cyclic ether side groups and polymer amphiphilic block copolymers, can solve solution instability and gel Inconvenient storage and preparation, poor stability of nanoparticle solution, etc., to achieve good biocompatibility, increase stability and redispersion effect, and expand application prospects

Active Publication Date: 2012-07-11
天津渤化讯创科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

When the triblock copolymer composed of polyethylene glycol (PEG) and polycaprolactone (PCL) is used as nanoparticles, the stability of the nanoparticle solution is poor, and the controlled release of hydrophobic drugs is weak; as When in situ gel material, due to the crystallinity and hydrophobicity of the PCL segment, the solution is unstable, and the gel is easy to form spontaneously at room temperature, which brings inconvenience to the storage and preparation of the gel.

Method used

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  • Block copolymer of polyethylene glycol and polyester containing cyclic ether side groups and application thereof
  • Block copolymer of polyethylene glycol and polyester containing cyclic ether side groups and application thereof
  • Block copolymer of polyethylene glycol and polyester containing cyclic ether side groups and application thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0024] Example 1: Synthesis of mPEG-P(CL-co-TOSUO)-mPEG

[0025] Add polyethylene glycol monomethyl ether (2g) with a molecular weight of 2000 into the reactor, heat it to melt, vacuumize and remove water, and cool naturally; add caprolactone (18.2g), TOSUO (2.46g) and octanoic acid sulfide successively. Tin (378mg), after each reactant is added, vacuumize and fill with nitrogen to remove residual water under heating conditions, and finally vacuum seal, and react at 130°C for 10h under magnetic stirring; after the reaction is completed, open the reaction Add dichloromethane to dissolve the polymer, drop the polymer into cold ether to precipitate, filter it with suction, and dry it in vacuum to obtain a block copolymer containing cyclic ether side groups; the above product (22.4g) is dissolved in anhydrous Toluene (100ml), heating, vacuuming, remove the water absorbed by the polymer until 50ml of toluene remains, then add hexamethylene diisocyanate (122mg) or terephthaloyl dich...

Embodiment 2

[0026] Embodiment 2 is to change hexamethylene diisocyanate (122 mg) into terephthaloyl dichloride (198 mg) according to the above method, to obtain BAB type amphiphilic block copolymer BAB-2.

Embodiment 3

[0027] Embodiment 3 is to change hexamethylene diisocyanate (122 mg) into isophorone diisocyanate (152 mg) according to the above method, to obtain BAB type amphiphilic block copolymer BAB-3.

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Abstract

The invention discloses a copolymer of polyethylene glycol and polyester containing cyclic ether side groups. The copolymer is characterized in that the copolymer of a BAB type, a (AB)1-40 type, a C-(AB)3-24 type or a C-(BA)3-24 type is formed by a hydrophobic polyester block A containing the cyclic ether side groups, a hydrophilic polyethylene glycol block B and a compound C. The copolymer can be independently assembled in a water medium to form nanoparticles used for entrapping drugs, protein, polypeptide and polysaccharide; and furthermore, when the mass content of the copolymer is 10 percent to 50 percent, the copolymer can form in situ gel in the water medium at a temperature of 10 DEG C to 60 DEG C, and the gel is used as a carrier of in situ injection treatment and can provide gel matrices for enzyme immobilization, cell culture and tissue engineering. The invention has the advantages that through adding the polyester containing the cyclic ether side groups, the crystallization performance of the copolymer can be regulated, the preparation is simple, and the manufactured copolymer of the polyethylene glycol and the polyester containing the cyclic ether side groups has various application prospects.

Description

technical field [0001] The invention relates to a polyethylene glycol-polyester copolymer containing cyclic ether side groups and its application, which belongs to the technology of polymer amphiphilic block copolymers. Background technique [0002] The development of new carriers and scaffolds has always been a research hotspot in the field of biopharmaceuticals. Excellent drug carriers can coat hydrophobic drugs to control drug release; target drug delivery; improve efficacy and reduce side effects. At present, polymer nanoparticles and in situ gels have shown great application prospects in the fields of drug carriers, cell culture and tissue engineering, respectively. [0003] Amphiphilic block copolymers can self-assemble in water to form nanoparticles, which have a hydrophobic core and a hydrophilic shell structure. Nanoparticles can coat hydrophobic drugs and control their release. Hydrophilic polyethylene glycol can maintain the stability of nanoparticles, avoid agg...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G63/664C08G81/00C08G63/91A61K47/34C12N5/00C12N11/08
Inventor 董岸杰王伟伟邓联东
Owner 天津渤化讯创科技有限公司