Self-repairing hydrogel based on di-selenium dynamic covalent bond and quadruple hydrogen bond

A technology of dynamic covalent bonds and quadruple hydrogen bonds is applied in the field of preparation of self-healing hydrogels to achieve the effects of excellent biocompatibility, designability of molecular structure, good mechanical properties and broad application prospects.

Inactive Publication Date: 2018-06-22
SICHUAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

At present, there is no related report on the visible light self-healing polyurethane hydrogel based on the joint action of double selenium dynamic covalent bond and quadruple hydrogen bond

Method used

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  • Self-repairing hydrogel based on di-selenium dynamic covalent bond and quadruple hydrogen bond

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039]Example 1: At 110°C, use a rotary distillation device to distill PEG-1000 under reduced pressure for 3 hours under the condition of a vacuum of 0.09MPa to remove moisture; add 0.47g of 2-amino-4-hydroxyl to the reaction vessel -6-Methylpyrimidine and 0.86g IPDI were reacted at 120°C for 16 hours, then 20ml of n-pentane was added to precipitate the product, and the precipitate was filtered out using a sand core funnel, and washed three times with n-pentane, and the product was used Bake in a vacuum oven at 40°C and 0.09MPa for 2 hours to evaporate the solvent to get 1.65g of methylcytosine powder with isocyanate groups, namely UPy-NCO; at 30°C, 1.65g of UPy-NCO and 0.78g of 2- Amino-2-methyl-1,3-propanediol was refluxed in 30ml of chloroform for 5 hours, the product was centrifuged at 10,000r / min with a centrifuge, and the precipitated part was evaporated to dryness at 40°C and 0.09MPa to obtain UPy radical Chain extender 1.59g; Add 10g of dried PEG-1000 and 4.47g of IPDI...

Embodiment 2

[0040] Example 2: At 100°C, use a rotary distillation device to distill PEG-750 under reduced pressure for 4 hours under a vacuum of 0.09MPa to remove moisture; add 0.49g of 2-amino-4-hydroxyl to the reaction vessel -6-Methylpyrimidine and 0.73gIPDI were reacted at 120°C for 16 hours, then 20ml of n-pentane was added to precipitate the product, and the precipitate was filtered out with a sand core funnel and washed three times with n-pentane. Bake in an oven at 40°C and 0.09MPa for 2 hours to evaporate the solvent to dryness, and obtain 1.26g of methylcytosine powder with isocyanate groups, namely UPy-NCO; at 30°C, 1.26g of UPy-NCO and 0.76g of 2-amino- 2-Methyl-1,3-propanediol was refluxed in 30ml of chloroform for 6 hours, and the product was centrifuged at 10,000r / min in a centrifuge, and the precipitated part was evaporated to dryness at 40°C and 0.09MPa to obtain UPy-based chain extension Add 7.5g of dried PEG-750 and 4.51g of IPDI in sequence in a three-necked flask, kee...

Embodiment 3

[0041] Example 3: At 120°C, use a rotary distillation device to distill PEG-1000 under reduced pressure for 3 hours under a vacuum of 0.09MPa to remove moisture; add 0.46g of 2-amino-4-hydroxyl to the reaction vessel -6-Methylpyrimidine and 0.82g IPDI were reacted at 100°C for 20 hours, then 15ml of n-pentane was added to precipitate the product, and the precipitate was filtered out using a sand core funnel, and washed three times with n-pentane, and the product was used Bake in a vacuum oven at 40°C and 0.09MPa for 2 hours to evaporate the solvent to get 1.26g of methylcytosine powder with isocyanate groups, namely UPy-NCO; at 30°C, 1.26g of UPy-NCO and 0.69g of 2- Amino-2-methyl-1,3-propanediol was refluxed in 20ml of chloroform for 6 hours, the product was centrifuged at 10,000r / min with a centrifuge, and the precipitated part was evaporated to dryness at 40°C and 0.09MPa to obtain UPy radical Chain extender 1.29g; add 5g of dried PEG-1000 and 2.21g of IPDI in sequence to a...

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Abstract

The invention discloses a preparation method of a self-repairing hydrogel based on double-selenium dynamic covalent bond and quadruple hydrogen bond. The hydrogel is prepared from the following steps:enabling the diisocyanate, polyethylene glycol, di-selenium diol, UPy-based chain extender and crosslinking agent trimethylolpropane to react in tetrahydrofuran to obtain organic gel, and soaking theorganic gel in deionized water to remove the solvent and unreacted micromolecule. The hydrogel can realize the repeatable fast self-repairing on the injury under the mild visible irradiation based onthe dynamic feature of the di-selenium dynamic covalent bond under the visible irradiation and the UPy quadruple hydrogen bond fast fracturing-recombining feature, the damage on the material structure by the high-temperature, ultraviolet irradiation and other stronger external stimulus required by the traditional self-repairing is avoided. The hydrogel is a polyurethane structure taking the polyethylene glycol as the hydrophilia soft segment, and has excellent biocompatibility and molecular structure designability; the actual application requirement can be well satisfied, and the hydrogel hasa extensive application prospect in the field of the biological tissue engineering.

Description

technical field [0001] The invention relates to a preparation method of a self-repairing hydrogel, in particular to the preparation of a self-repairing polyurethane hydrogel based on the joint action of double selenium dynamic covalent bonds and hydrogen bonds. Background technique [0002] Hydrogel is a polymer material with a three-dimensional network structure that is physically or chemically cross-linked. It uses water as a dispersion medium and can absorb a large amount of water to swell and maintain its structural stability. As a material with high water absorption and high water retention, hydrogel has been widely used in the fields of industry, agriculture and biological tissue engineering. However, in practical applications, due to the single or combined effects of external forces, light, heat, and chemicals, traditional hydrogels will produce microcracks inside that are difficult to detect and repair. The expansion and increase of these microcracks will reduce the...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G18/66C08G18/48C08G18/32C08G18/12C08J3/075C08L75/08
CPCC08G18/6688C08G18/12C08G18/3206C08G18/3275C08G18/3848C08G18/3897C08G18/4833C08J3/075C08J2375/08
Inventor 金勇潘界舟金泓宇
Owner SICHUAN UNIV
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