Method for preparing selenium-containing degradable polymer through ring-opening polymerization and application thereof to hydrogel

A technology for degrading polymers and ring-opening polymerization, which can be used in drug combination, drug delivery, and pharmaceutical formulations. Degradation and other problems, to achieve the effect of accurate molecular structure, molecular weight and molecular weight distribution controllable

Inactive Publication Date: 2016-07-06
EAST CHINA UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] However, the structure controllability of these selenium-containing polymers is poor, and the molecular weight and molecular weight distribution are not easy to control
Moreover, according to literature reports, most of the selenium-containing polymers currently studied are non-degradable main chains.

Method used

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  • Method for preparing selenium-containing degradable polymer through ring-opening polymerization and application thereof to hydrogel
  • Method for preparing selenium-containing degradable polymer through ring-opening polymerization and application thereof to hydrogel
  • Method for preparing selenium-containing degradable polymer through ring-opening polymerization and application thereof to hydrogel

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] Step 1 Preparation of di-selenium ethanol

[0038] Add 0.35g sodium borohydride (NaBH 4 ) And 150mL of deionized water, stir well, weigh 0.35g of selenium powder (Se) into the above solution, react at room temperature for 10 minutes, then add 0.35g of selenium powder, and heat the oil bath to 80°C for 3 hours. Under the protection of argon, 1.1074g of 2-bromoalcohol (HOCH 2 CH 2 Br) in tetrahydrofuran (THF) solution, react for 6 hours. The reaction solution was filtered, and the filtrate was extracted with dichloromethane three times, added with anhydrous magnesium sulfate and dried overnight, and separated by column chromatography to obtain diselenethanol (HOCH 2 CH 2 SeSeCH 2 CH 2 OH).

[0039] Step 2 polycaprolactone-co-SeSe-co-polycaprolactone (PCL n -SeSe-PCL n )Synthesis

[0040] Under the protection of argon, 0.75g caprolactone (CL) and 0.196g initiator diselenyl alcohol (HOCH 2 CH 2 SeSeCH 2 CH 2 OH), by controlling HOCH 2 CH 2 SeSeCH 2 CH 2 The ratio of OH to CL give...

Embodiment 2

[0046] mPEG 12 PCL n -SeSe-PCL n mPEG 12 Thermal transition properties of triblock copolymers

[0047] The sol-gel transition behavior of the selenium-containing polymer aqueous solution in Example 1 was measured at different concentrations. Prepare polymer aqueous solutions of different concentrations, stabilize in a 60℃ water bath for 10 minutes, quench in an ice water bath, and stir evenly. Place it in a constant temperature water bath at 10°C, keep it for 30min, slowly increase the temperature, and observe the viscosity change between 10-50°C. The interval between two heatings is 1℃, each temperature is kept for 15 minutes, and then the test tube is turned upside down for 30 seconds to observe whether the liquid in the test tube is flowing. If the liquid does not flow in the test tube within 30 seconds, it is considered that a sol-gel phase transition has occurred. figure 2 Is the sol-gel phase transition temperature chart measured by the vial inversion method.

Embodiment 3

[0049] When the polymer aqueous solution undergoes a phase transition, the changes in the storage modulus and loss modulus with temperature can be observed in the rheology, and the temperature-sensitive properties and mechanical properties of the hydrogel can be described in detail. Using variable temperature mode, the deformation is 1%, the alternating stress is 1Hz, and the heating rate is 1℃·min -1 The temperature range is 15°C-60°C. Under such test conditions, a rotary rheometer is used to characterize the rheological properties of the polymer aqueous solution configured in Example 2 with temperature changes. image 3 It is the rheogram of the block copolymer aqueous solution.

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Abstract

The invention relates to the technical field of biomedical polymer materials, in particular to a method for preparing a selenium-containing degradable amphiphilic polymer through ring-opening polymerization and application thereof to hydrogel.The polymer is a BAB type tri-block polymer synthesized with selenium-containing micromolecules as an initiating agent, the hydrophobic polymer block A is formed by biodegradable polycaprolactone, and the hydrophilic polymer block B is formed by polyethylene glycol monomethyl ether; a polymer water solution of a certain concentration is liquid at the room temperature or below room temperature, is in a stable gel state at the human body temperature and has syringeability.The method has the advantages that ring-opening polymerization is adopted, polymerization is controllable, the obtained product is accurate in molecular structure, and molecular weight distribution is controllable.The prepared polymer has multiple stimulative responsibility to temperature and redox, and therefore the physical hydrogel is high in applicability to the field of drug carriers.

Description

Technical field [0001] The invention relates to the technical field of biomedical polymer materials, in particular to a method for preparing selenium-containing degradable polymers by ring-opening polymerization and its application in hydrogels Background technique [0002] In modern industrialized countries, cancer has become the second largest killer of humans after cardiovascular diseases. In traditional cancer treatments, the commonly used small molecule drugs have great side effects and cannot achieve controllable and effective release. As a local chemotherapy drug carrier, in-situ hydrogel is an injectable fluid liquid at room temperature, which can be easily mixed with drugs. After being injected into the body, a semi-solid drug reservoir is quickly formed at the injection site, and anti-cancer drugs are continuously and slowly released. . [0003] Selenium is an essential trace element for the human body. Because the bond energy of the selenium bond is low and the bond is...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G81/00C08G63/91C08G63/68C08G63/08C08J3/075C08L87/00A61K9/06A61K47/34A61K31/704A61K31/337A61K31/4745A61P35/00
CPCC08G81/00A61K9/0019A61K9/06A61K31/337A61K31/4745A61K31/704A61K47/34C08G63/08C08G63/681C08G63/912C08G2210/00C08G2230/00C08J3/075C08J2387/00
Inventor 张琰胥莹魏超郎美东
Owner EAST CHINA UNIV OF SCI & TECH
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