WO2019192628A3 - Thiolated chitosan derivative, chitosan hydrogel, and preparation methods therefor and applications thereof - Google Patents
Thiolated chitosan derivative, chitosan hydrogel, and preparation methods therefor and applications thereof Download PDFInfo
- Publication number
- WO2019192628A3 WO2019192628A3 PCT/CN2019/089538 CN2019089538W WO2019192628A3 WO 2019192628 A3 WO2019192628 A3 WO 2019192628A3 CN 2019089538 W CN2019089538 W CN 2019089538W WO 2019192628 A3 WO2019192628 A3 WO 2019192628A3
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- chitosan
- hydrogel
- groups
- thiolated
- sulfo
- Prior art date
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Classifications
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J3/00—Processes of treating or compounding macromolecular substances
- C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
- C08J3/03—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques in aqueous media
- C08J3/075—Macromolecular gels
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- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Materials For Medical Uses (AREA)
Abstract
The present disclosure relates to a thiolated chitosan derivative, a chitosan hydrogel, a double crosslinked chitosan hydrogel, and preparation methods therefor and applications thereof. Alpha-beta unsaturated structures are respectively grafted onto chitosan molecule chains, thiol groups are grafted onto the chitosan molecule chains, and a chitosan hydrogel is obtained by means of a Michael addition reaction. A hydrogel obtained by reacting an alpha-beta unsaturated acylated chitosan with a thiolated chitosan is soaked in an ethanol solution to obtain a double crosslinked chitosan hydrogel. Chitosan is used as a raw material, and a sulfo compound having both sulfo groups and carboxyl groups is used as a modifying agent. Under the effect of a carboxyl group activating agent, and with the strong electron withdrawing effect of the sulfo groups, the sulfo groups are successfully introduced to the amino groups and the primary hydroxyl groups of the chitosan, and the sulfo groups are then converted into thiol groups via reduction to obtain the thiolated chitosan derivative of the present disclosure. The hydrogel of the present disclosure has a rapid curing speed, high mechanical strength, good biocompatibility, good stability in culture media, and a wide application range.
Applications Claiming Priority (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201810291744.1A CN110343264B (en) | 2018-04-03 | 2018-04-03 | Chitosan hydrogel and preparation method and application thereof |
| CN201810291063.5 | 2018-04-03 | ||
| CN201810291744.1 | 2018-04-03 | ||
| CN201810291063.5A CN110343194B (en) | 2018-04-03 | 2018-04-03 | Chitosan sulfhydrylation derivative and preparation method and application thereof |
| CN201910436288.X | 2019-05-23 | ||
| CN201910436288.XA CN111333878B (en) | 2019-05-23 | 2019-05-23 | Double-crosslinked chitosan hydrogel and preparation method and application thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| WO2019192628A2 WO2019192628A2 (en) | 2019-10-10 |
| WO2019192628A3 true WO2019192628A3 (en) | 2019-11-14 |
Family
ID=68099968
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/CN2019/089538 WO2019192628A2 (en) | 2018-04-03 | 2019-05-31 | Thiolated chitosan derivative, chitosan hydrogel, and preparation methods therefor and applications thereof |
Country Status (1)
| Country | Link |
|---|---|
| WO (1) | WO2019192628A2 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112940291B (en) * | 2021-02-05 | 2024-02-09 | 中国科学技术大学 | Transparent hydrogel based on chitosan and preparation method thereof |
| CN114507916A (en) * | 2022-04-18 | 2022-05-17 | 中国科学院苏州纳米技术与纳米仿生研究所 | Chitosan microfiber with groove topological structure and preparation method and application thereof |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007083870A1 (en) * | 2006-01-19 | 2007-07-26 | Seoul National University Of Technology Center For Industry Collaboration | Chitosan or hyaluronic acid-poly(ethylene oxide)- and chitosan-hyaluronic acid-poly(ethylene oxide)-based hydrogel and manufacturing method therefor |
| CN104958783A (en) * | 2015-06-19 | 2015-10-07 | 暨南大学 | Natural polysaccharide-based hydrogel and preparation method and application thereof in conjunctival repair |
| CN105536046A (en) * | 2016-02-26 | 2016-05-04 | 闫策 | Disulfide bond containing injectable bone cement and preparation method |
| CN105754016A (en) * | 2016-03-09 | 2016-07-13 | 沈阳药科大学 | Novel bioadhesive thiolated chitosan synthesis method |
| CN107501577A (en) * | 2017-09-21 | 2017-12-22 | 天津工业大学 | A kind of preparation method of degradable situ-gel |
-
2019
- 2019-05-31 WO PCT/CN2019/089538 patent/WO2019192628A2/en active Application Filing
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007083870A1 (en) * | 2006-01-19 | 2007-07-26 | Seoul National University Of Technology Center For Industry Collaboration | Chitosan or hyaluronic acid-poly(ethylene oxide)- and chitosan-hyaluronic acid-poly(ethylene oxide)-based hydrogel and manufacturing method therefor |
| CN104958783A (en) * | 2015-06-19 | 2015-10-07 | 暨南大学 | Natural polysaccharide-based hydrogel and preparation method and application thereof in conjunctival repair |
| CN105536046A (en) * | 2016-02-26 | 2016-05-04 | 闫策 | Disulfide bond containing injectable bone cement and preparation method |
| CN105754016A (en) * | 2016-03-09 | 2016-07-13 | 沈阳药科大学 | Novel bioadhesive thiolated chitosan synthesis method |
| CN107501577A (en) * | 2017-09-21 | 2017-12-22 | 天津工业大学 | A kind of preparation method of degradable situ-gel |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2019192628A2 (en) | 2019-10-10 |
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