A preparation method for bionic mussel glue based on oxetane derivatives

A technology of oxetane and its derivatives, which is applied in the field of preparation of bionic mussel glue, can solve the problems of high biocompatibility and high adhesion strength of bionic mussel glue, which is difficult to achieve unification, and achieves a simple, efficient and good synthesis method. Biocompatibility, the effect of breaking through technical bottlenecks

Inactive Publication Date: 2016-02-17
QINGDAO INST OF BIOENERGY & BIOPROCESS TECH CHINESE ACADEMY OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The purpose of the present invention is to provide a new preparation method of bionic mussel glue with high strength and certain biocompatibility, to solve the biocompatibility (especially in vivo) and high viscosity of existing bionic mussel glue. Difficult to achieve unification in terms of attached strength

Method used

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  • A preparation method for bionic mussel glue based on oxetane derivatives
  • A preparation method for bionic mussel glue based on oxetane derivatives
  • A preparation method for bionic mussel glue based on oxetane derivatives

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027]

[0028] Add oxetane monomer to the 50ml reaction bottle MO (3.9g0.03mol), CMO (0.25g0.93mmol) and dichloromethane (5mL), through argon for 30min, add BF with a syringe 3 ﹒ Et 2 O (19uL), react at 0°C for 6 hours under the protection of argon, add absolute ethanol (2mL) to terminate the reaction, drop the concentrated reaction solution into absolute ethanol (100mL) under stirring, and dissolve the precipitate repeatedly Precipitated three times and dried to obtain the copolymer I m (3.3g) (M n =25KDaM w / M n =1.7).

[0029] Add the prepared copolymer in the 50ml reaction bottle I m , tetrahydrofuran (6mL), boron tribromide (0.7g2.8mmol), and reacted for 10 hours under the protection of argon. The concentrated reaction solution was dropped into n-hexane (50mL) under stirring, and the precipitate was dissolved and precipitated three times, and dried to obtain the polymer Ⅱm (2.8g). polymer Ⅱm Dissolve in 5mL of absolute ethanol, add 0.05g of ferric chlo...

Embodiment 2

[0031]

[0032] Add oxetane monomer to the 50ml reaction bottle MO (3.9g0.03mol), HCBO (4.0g0.0075mol) and dichloromethane (10mL), through argon for 30min, add BF with a syringe 3 ﹒ Et 2 O (19uL), react at 0°C for 6 hours under the protection of argon, add absolute ethanol (2mL) to terminate the reaction, drop the concentrated reaction solution into absolute ethanol (100mL) under stirring, and dissolve the precipitate repeatedly Precipitated three times and dried to obtain the copolymerI HB (6.3g) (M n =24KDaM w / M n =1.9).

[0033] Add the prepared copolymer in the 50ml reaction bottle I HB , tetrahydrofuran (15mL), concentrated hydrochloric acid (2mL), and reacted for 10 hours under the protection of argon. The concentrated reaction solution was dropped into n-hexane (50mL) under stirring, and the precipitate was dissolved and precipitated three times, and dried to obtain the polymer II HB (5.1g). polymer II HB Dissolve in 8mL of absolute ethanol, add 0...

Embodiment 3

[0035]

[0036] Add oxetane monomer to the 50ml reaction bottle HO (5.58g0.03mol), MHCBO (3.92g0.0075mol) and dichloromethane (10mL), through argon for 30min, add BF with a syringe 3 ﹒ Et 2 O (19uL), react at 0°C for 6 hours under the protection of argon, add absolute ethanol (2mL) to terminate the reaction, drop the concentrated reaction solution into absolute ethanol (100mL) under stirring, and dissolve the precipitate repeatedly Precipitated three times and dried to obtain the copolymer I HBM (7.6g) (M n =20KDaM w / M n =2.0).

[0037] Add the prepared copolymer in the 50ml reaction bottle I HBM , tetrahydrofuran (15mL), concentrated hydrochloric acid (2mL), and reacted for 10 hours under the protection of argon. The concentrated reaction solution was dropped into n-hexane (50mL) under stirring, and the precipitate was dissolved and precipitated three times, and dried to obtain the polymer II HBM (5.9g). polymer II HBM Dissolve in 8 mL of absolute etha...

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Abstract

The present invention involves a preparation method based on the oxygen cycle -borne derivatives synthetic bionic mussel glue. The main steps are: using two types of oxygen cytane derivatives to open the co -phenolic hydroxyl group to be protected with child teaThe polymer of the phenol -side chain structure, which is protected by the polymer to obtain a polymer containing a phenyl phenol structure. After dissolving, add a certain amount of cross -linked agent and stir evenly.It is characterized by: 1) This synthesis method is simple and efficient, and the raw materials and reagents used in the reaction process are cheap and easy to obtain, and the easy operation process and realize industrial production;The simulation of high molecules of natural mussel adhesion protein properties to achieve a certain purpose of a certain biocompatibility and unified high adhesion intensity is a new type of bionic mussels synthesis technology.New bionic polymer materials for effective protein ingredients provide new ways.

Description

technical field [0001] The invention relates to a method for preparing bionic mussel glue, in particular to a method for preparing bionic mussel glue with higher strength and better biocompatibility by using oxetane derivatives. Background technique [0002] Mussels have a strong adhesive ability, and the adhesive protein secreted by them can adhere to almost all substrate materials, even including polytetrafluoroethylene, and this natural adhesion does not exist in the underwater or wet environment of synthetic adhesives. Defects with poor performance, and will not cause human immune response, so it has a wide range of applications in waterproof sealants and adhesives in the field of national defense and marine engineering, and medical adhesives for bonding soft and hard tissues in the field of biomedicine. The application prospect has attracted much attention. [0003] The study found that there is a large amount of 3,4-dihydroxyphenylalanine (DOPA) in the adhesion-relate...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G65/32C08G65/22C08J3/24C09J171/02
Inventor 万晓波贾明辰穆有炳
Owner QINGDAO INST OF BIOENERGY & BIOPROCESS TECH CHINESE ACADEMY OF SCI
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