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

Preparation method of injectable polyethylene glycol active hydrogel

A technology of polyethylene glycol and oligoethylene glycol, which is applied in the field of medical material manufacturing, can solve the problems of high cost, complicated synthesis steps, and small number of functional groups, etc., and achieve the effect of high yield

Inactive Publication Date: 2020-06-05
ZHEJIANG UNIV
View PDF4 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the synthesis steps of sulfhydryl groups and double bonds of hydrophilic polymers are cumbersome and expensive; there are also problems such as the small number of functional groups, complex synthesis of functional groups, and affected biocompatibility.

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
  • Preparation method of injectable polyethylene glycol active hydrogel
  • Preparation method of injectable polyethylene glycol active hydrogel
  • Preparation method of injectable polyethylene glycol active hydrogel

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] OEG in a 250mL eggplant bottle 9 (40.0g, 1.0mol) and toluene in an oil bath at 110°C for azeotropic water removal, then add maleic acid (11.6g, 1.0mol) and scandium trifluoromethanesulfonate (Sc(OTf) 3 ) (5.0g, 1.0mol), esterified at 80°C for 12 hours under the protection of nitrogen, then slowly raised the temperature to 100°C, and condensed and polymerized for 12 hours. The crude product was dissolved in water, placed in a cellulose acetate dialysis bag and dialyzed in 2L of 0.01M PBS for 1W to remove the catalyst. The interval frequency of water change is 1h (3 times), 2h (3 times), 6h (4 times), 12h (8 times), and 24h (2 times). Then freeze-dry in vacuum to obtain 41.6 g of the product POEGM. POEGM polycondensation reaction chemical formula:

[0018]

[0019] OEG in a 250mL eggplant bottle 9 (40.0g, 1.0mol) and thiomalic acid (15.0g, 1.0mol) and scandium trifluoromethanesulfonate (Sc(OTf) 3 ) (5.0g, 1.0mol), esterified at 80°C for 12 hours, then slowly raise...

Embodiment 2

[0023] OEG in a 250mL eggplant bottle 9 (40.0g, 1.0mol) and toluene in an oil bath at 110°C for azeotropic water removal, then add maleic acid (11.6g, 1.0mol) and scandium trifluoromethanesulfonate (Sc(OTf) 3 ) (5.0g, 1.0mol), esterified at 80°C for 12 hours under the protection of nitrogen, then slowly raised the temperature to 100°C, and condensed and polymerized for 12 hours. The crude product was dissolved in water, placed in a cellulose acetate dialysis bag and dialyzed in 2L of 0.01M PBS for 1W to remove the catalyst. The interval frequency of water change is 1h (3 times), 2h (3 times), 6h (4 times), 12h (8 times), and 24h (2 times). Then freeze-dry in vacuum to obtain 41.6 g of the product POEGM.

[0024] OEG in a 250mL eggplant bottle 9 (40.0g, 1.0mol) and thiomalic acid (15.0g, 1.0mol) and scandium trifluoromethanesulfonate (Sc(OTf) 3 ) (5.0g, 1.0mol), esterified at 80°C for 12 hours, then slowly raised the temperature to 120°C, condensed and polymerized for 12 ho...

Embodiment 3

[0027] OEG in a 250mL eggplant bottle 9 (40.0g, 1.0mol) and toluene in an oil bath at 110°C for azeotropic water removal, then add maleic acid (11.6g, 1.0mol) and scandium trifluoromethanesulfonate (Sc(OTf) 3 ) (5.0g, 1.0mol), esterified at 80°C for 12 hours under the protection of nitrogen, then slowly raised the temperature to 100°C, condensed and polymerized for 12 hours, dissolved the crude product in water, put it in a cellulose acetate dialysis bag and put The catalyst was removed by dialyzing for 1 W against 0.01 M PBS. The interval frequency of water change is 1h (3 times), 2h (3 times), 6h (4 times), 12h (8 times), and 24h (2 times). Then freeze-dry in vacuum to obtain 41.6 g of the product POEGM.

[0028] OEG in a 250mL eggplant bottle 9 (40.0g, 1.0mol) and thiomalic acid (15.0g, 1.0mol) and scandium trifluoromethanesulfonate (Sc(OTf) 3 ) (5.0g, 1.0mol), esterified at 80°C for 12 hours, then slowly raised the temperature to 120°C, and condensed and polymerized fo...

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

PropertyMeasurementUnit
storage modulusaaaaaaaaaa
Login to View More

Abstract

The invention provides a preparation method of injectable polyethylene glycol active hydrogel. Dihydroxy of oligomeric ethylene glycol, maleic anhydride and thiomalic acid are subjected to condensation polymerization under the mild condition of scandium trifluoromethanesulfonate catalysis, a synthesized hydrogel precursor contains multiple sulfydryl groups and double bonds, then through a sulfydryl-alkene click reaction, the double bonds and sulfydryl groups in the hydrogel precursor can completely and efficiently complete the reaction, and the injectable hydrogel is formed. According to the method, the yield of the water-soluble PEG derivative is high, and residues of respective precursors are avoided. Observation, analysis and display of the gelation time show that the gelation time canbe changed through fine adjustment of the pH value so as to meet the actual operation requirements of clinical in-situ forming in the future.

Description

technical field [0001] The invention belongs to the technical field of medical material manufacture, and relates to a preparation method of an injectable polyethylene glycol active hydrogel. Background technique [0002] With people's requirements for the repair of bone defects caused by trauma, deformity and tumor surgery, as well as the functional and aesthetic pursuit of implant repair, both bone plastic repair and oral implant repair often face the problem of insufficient bone mass. The embarrassing situation of relying on methods such as bone grafting to achieve bone regeneration and functional restoration is also the most common challenge encountered in clinical practice. [0003] PEG is considered to be one of the best artificially synthesized medical macromolecular materials because of its hydrophilicity, non-toxicity, non-allergenicity, and degradation products that can be quickly excreted by the body. At present, PEG hydrogels are usually obtained by modifying the...

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): C08J3/075C08G65/00A61L27/18A61L27/50A61L27/52C08L71/02
CPCA61L27/18A61L27/50A61L27/52A61L2400/06C08G65/002C08J3/075C08J2387/00C08L71/02
Inventor 詹静罗巧洁
Owner ZHEJIANG UNIV
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