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Thermo-sensitive tri-block copolymer having sol-gel conversion characteristic and preparation thereof

A technology of block copolymer and diblock copolymer, applied in the field of triblock copolymer and its preparation, can solve the problems of high critical gel concentration, large relative molecular mass, non-biodegradation and the like, and achieve controllable properties. , good biocompatibility, easy to operate

Inactive Publication Date: 2008-09-03
SICHUAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the critical gel concentration of poloxamers is high, the gel strength is weak, and they cannot be biodegraded. These shortcomings limit the wide application of poloxamers in the biomedical field.
[0005] The Chinese patent application No. 03100434.2 discloses a polycaprolactone (PCL) copolymer modified by a polyethylene glycol (PEG) block, wherein it is specifically disclosed that the relative molecular mass is 2000, 4000 PCL and relative The PEG (2000, 4000)-PCL (8000, 4000)-PEG (2000, 4000) amphiphilic tri-block copolymer synthesized by PEG with a molecular mass of 2000, 4000 has a large relative molecular mass. The polymer disclosed in this invention Polycaprolactone (PCL) copolymer modified with ethylene glycol (PEG) block is formulated into a solution with an organic solvent, and then self-assembled into nanoparticles or micelles in water. The nanoparticles can be degraded in vivo, and the degradation products are non-toxic Harmless, its nanoparticles can be dispersed in water to form a stable dispersion, "is an excellent excipient for the development of long-acting sustained-release preparations of hydrophobic drugs", the disadvantage is that the PEG-PCL-PEG copolymer is insoluble in water

Method used

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  • Thermo-sensitive tri-block copolymer having sol-gel conversion characteristic and preparation thereof
  • Thermo-sensitive tri-block copolymer having sol-gel conversion characteristic and preparation thereof
  • Thermo-sensitive tri-block copolymer having sol-gel conversion characteristic and preparation thereof

Examples

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Effect test

Embodiment 1

[0039] Example 1 Synthesis and verification of the PEG-PCL-PEG copolymer of the present invention

[0040] 1) Synthesis of PEG-PCL-PEG copolymer of the present invention

[0041] The brief synthetic route of the PEG-PCL-PEG copolymer of the present invention is as follows:

[0042]

[0043] Where X and Y are both positive integers.

[0044] According to the synthetic route of the above formula, a certain amount of polyethylene glycol monomethyl ether (MPEG) and caprolactone (ε-CL) was added to a three-necked flask equipped with a stirrer, and stannous octoate was used as a catalyst. The reaction was conducted for 6 hours under the protection of nitrogen, the temperature was lowered to 80°C, the crosslinking agent isophorone diisocyanate (IPDI) was added and the reaction was continued for another 6 hours to obtain the product, which was cooled to room temperature for purification and dried. In addition, suitable diisocyanates also include: toluene diisocyanate, 1,6-hexamethylene ...

Embodiment 2

[0056] Example 2 Study on the sol-gel transition characteristics of the PEG-PCL-PEG copolymer of the present invention

[0057] In the present invention, the test tube method is used to test the gel sol transition temperature. When the system is in a flowing liquid state, it is called a sol state (Sol); when the system is in a non-flowing solid state, it is called a gel state (Gel); when the system is in a milky white suspension state, it is called a suspension Sus; when the water phase and the polymer phase are separated in the system, it is called the precipitation state (Prep).

[0058] 1. Preparation of PEG-PCL-PEG copolymer aqueous solution of the present invention

[0059] Weigh the PEG-PCL-PEG copolymers of different molecular weights prepared in the first embodiment above, and add them to the second embodiment at different concentrations of 10%, 15%, 20%, 25%, 30%, 35%, and 40% by weight. Dissolve fully and evenly in subdistilled water (ie double distilled water), with a c...

Embodiment 3

[0067] Example 3 Preparation and release experiment of PEG-PCL-PEG copolymer-drug complex

[0068] In this example, the copolymers prepared in the above examples were loaded with three drugs to prepare PEG-PCL-PEG copolymer-drug complexes, including macromolecular protein drugs (model drug is bovine serum albumin BSA), small Molecular hydrophilic drugs (model drug is VB 12 ), small-molecule hydrophobic drugs (the model drug is Honokiol).

[0069] 1. Small molecule hydrophilic drugs (vitamin B 12 ) PEG-PCL-PEG complex preparation and drug release behavior

[0070] First prepare 200 microliters of PEG-PCL-PEG(E 550 -C 2200 -E 550 ) Aqueous solution (PEG-PCL-PEG weight content is 30%wt or 20%wt), and then add 0.8 mg, 2 mg of small molecule hydrophilic drug VB into the PEG-PCL-PEG aqueous solution respectively 12,well mixed. Then add the resulting solution to a 5ml EP tube and keep it at 37°C for 12 hours to make a gel. Then add 2ml of phosphate buffer solution PBS (pH=7.4) to the res...

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Abstract

The invention relates to medical polymers field, especially a temperature sensitive and biodegradable triblock copolymer with gel-sol transformation characteristics and preparation method thereof and usage. The triblock copolymer is PEG-PCL-PEG copolymer, the aqueous solution thereof performs Sol-Gel phase transformation along with the temperature rise and the phase transformation temperature is 25-35 degree. The PEG-PCL-PEeG copolymer has a variety of excellent features to provide a new choice in field which is in need of temperature sensitive material.

Description

Technical field [0001] The invention relates to the field of medical polymer materials, in particular to a temperature-sensitive, biodegradable triblock copolymer with sol-gel transition characteristics, and a preparation method and application thereof. Background technique [0002] In recent years, biodegradable environmentally sensitive hydrogels have received extensive attention from scholars at home and abroad due to their good sensitivity, biodegradability and biocompatibility. Environmentally sensitive hydrogels, also known as smart hydrogels, refer to the ability to sense changes or stimuli in the external environment (such as temperature, pH, light, electricity, pressure, etc.), and produce corresponding physical structures and chemistry A type of polymer hydrogel with changing properties. Among them, temperature-sensitive physical hydrogels have attracted much attention due to their broad application prospects in the fields of drug controlled release systems, cell embedd...

Claims

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Application Information

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IPC IPC(8): C08G81/00C08G63/91C08G63/08C08G63/85C08K5/29A61K47/34A61L31/06
Inventor 钱志勇魏于全赵霞
Owner SICHUAN UNIV
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