Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Degradable high-pH sensitive polymer as well as preparation method and application thereof

A polymer and sensitive technology, applied in the field of drug carriers, can solve the problems of the mutation point being difficult to adjust the biodegradation performance, low drug loading, wide mutation interval, etc., and achieve good blood compatibility, good encapsulation, and low surface energy. Effect

Active Publication Date: 2019-11-22
无锡享源信息科技有限公司
View PDF4 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] Patent CN10931989A discloses a method for preparing light / pH-sensitive amphiphilic azobenzene polymer micelles. The prepared micelles are single-armed micelles, which have low drug loading and poor sealing of micelles, resulting in Problems such as low drug loading efficiency
[0008] The inventors found that the drug-loaded micelles reported above all have problems such as insufficient sensitivity to the pH of the medium, too wide mutation interval, difficult adjustment of the mutation point, and insufficient biodegradability.

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Degradable high-pH sensitive polymer as well as preparation method and application thereof
  • Degradable high-pH sensitive polymer as well as preparation method and application thereof
  • Degradable high-pH sensitive polymer as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0059] Add 0.5g benzoyl peroxide (Bz) to 11mL 6-caprolactone (I) 2 o 2 ), and 20mL of carbon tetrachloride solution of bromine (solution concentration is 0.8g / mL) was added dropwise, and reacted at room temperature for 1h. Dry over magnesium sulfate and filter to obtain the carbon tetrachloride solution of II; add 15 g of anhydrous sodium carbonate to the filtrate, heat to 70 ° C for 1 hour, and filter to obtain the carbon tetrachloride solution of III; Slowly add it dropwise to 20 mL of triethylaminomagnesium bromide in tetrahydrofuran (concentration: 1 g / mL) containing 0.4 g CuCl, and react at -20°C for 2 h. After the reaction was completed, the temperature of the reaction solution was raised to -5°C, and an equal volume of saturated ammonium chloride solution was slowly added dropwise to the reaction solution and continued to stir for 20 min, filtered by suction, separated, and the organic phase was washed 3 times with a saturated ammonium chloride solution. It was dried ...

Embodiment 2

[0062] Preparation of prepolymer A: four-arm polytetrahydrofuran polyol (7.5g, M n =1500g / mol), 17.12g of 3-(triethylamino)-6-caprolactone and 25mg of stannous octoate were dissolved in 20mL of N,N-dimethylformamide, and argon gas was introduced for 5 minutes to remove oxygen. The temperature of the oil bath was raised to 70°C, the reaction time was 48h, and then lowered to room temperature, settled three times with 120mL of methanol, filtered with suction, and vacuum-dried at 40°C to constant weight to obtain prepolymer A.

[0063] Preparation of the polymer shown in formula I: 9.80g of prepolymer A, 2.02g of carboxymethoxyphosphorylcholine and 0.98g of dimethylaminopyridine were dissolved in 20mL of dichloromethane and 1.65g of N,N'-bicyclic Hexyl carboximide was protected by dry argon, and the reaction was carried out under magnetic stirring at room temperature for 24 hours. Suction filtration, the filtrate was distilled at normal pressure to remove most of the dichloromet...

Embodiment 3

[0066] Preparation of prepolymer A: four-arm polytetrahydrofuran polyol (7.5g, M n =1500g / mol), 21.40g of 3-(triethylamino)-6-caprolactone and 25mg of stannous octoate were dissolved in 25mL of N,N-dimethylformamide, and argon gas was introduced for 5 minutes to remove oxygen. The temperature of the oil bath was raised to 75°C, the reaction time was 40h, and then lowered to room temperature, settled three times with 150mL of methanol, filtered with suction, and vacuum-dried at 40°C to constant weight to obtain prepolymer A.

[0067] Preparation of the polymer shown in formula Ⅰ: 11.56g of prepolymer A, 2.02g of carboxymethoxyphosphorylcholine and 0.98g of dimethylaminopyridine were dissolved in 20mL of dichloromethane and 1.65g of N,N'-dicyclohexyl Carboimide was protected by dry argon, and the reaction was carried out under magnetic stirring at room temperature for 24 hours. Suction filtration, the filtrate was distilled at normal pressure to remove most of the dichlorometha...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention relates to a degradable high-pH sensitive polymer and a preparation method and application thereof. The degradable high-pH sensitive polymer has a structure as shown in a formula I, wherein, R is m = 20-40, and n = 4-6. A prepared drug-loaded micelle is high in encapsulation efficiency and has the obvious expansion in a weakly acidic medium, and the expansion multiple has obvious mutation along with the change of the pH value of the medium. The effective slow release time of the prepared medicine in the weakly acidic medium is 1-3 days.

Description

technical field [0001] The invention belongs to the technical field of drug carriers, and in particular relates to a degradable high pH-sensitive polymer and a preparation method and application thereof. Background technique [0002] The information disclosed in this background section is only intended to increase the understanding of the general background of the present invention, and is not necessarily taken as an acknowledgment or any form of suggestion that the information constitutes the prior art already known to those skilled in the art. [0003] Amphiphilic block copolymers self-assemble to form micelles, which are applied to the controlled release of various anti-tumor drugs and become one of the most promising drug carrier materials. Polymer micelles are a class of nanoparticles formed by self-assembly of amphiphilic copolymers in aqueous solution. Lipophilic drug molecules can be physically wrapped into the hydrophobic core of the micelles, while the hydrophilic ...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Applications(China)
IPC IPC(8): C08G63/91C08G63/664A61K47/34
CPCA61K47/34C08G63/664C08G63/912
Inventor 侯昭升孙雨辰高雅张礼
Owner 无锡享源信息科技有限公司
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com