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Rapid hydrophilic polyurethane light-curing adhesive, preparation method and curing method

A technology of adhesives and polyurethanes, applied in the direction of polyurea/polyurethane adhesives, adhesive types, adhesives, etc.

Active Publication Date: 2015-01-07
IMEIK TECH DEV CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, this type of adhesive is non-hydrophilic, and there is still room for further improvement in the fit effect with tissues and biocompatibility

Method used

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  • Rapid hydrophilic polyurethane light-curing adhesive, preparation method and curing method
  • Rapid hydrophilic polyurethane light-curing adhesive, preparation method and curing method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0032] Embodiment 1: the preparation of pentaerythritol acetal

[0033] Weigh 20.0 g of pentaerythritol powder, dissolve it in 400 mL of 0.1 mol / L hydrochloric acid solution, raise the temperature to 90° C., and stir for 1 hour to obtain a pentaerythritol hydrochloric acid solution with a mass concentration of 50 mg / mL. The pentaerythritol hydrochloric acid solution was cooled to 25°C, 20.0g anisaldehyde was added dropwise, and the stirring was continued for 2h. The obtained white powder was recorded as pentaerythritol acetal, and the precipitate was washed with 1 L of distilled water, and the mass of the white solid obtained after drying was 39.0 g, and the yield was 97.5%. The resulting white powder was placed in a desiccator for later use.

Embodiment 2

[0034] Embodiment 2: Preparation of binder precursor polyurethane

[0035] Weigh 6.0 g of the pentaerythritol acetal powder obtained in Example 1, 6.0 g of polyethylene glycol (molecular weight 1 kDa), and 4.4 g of HDI were dissolved in 50 mL of 1,2-dichloroethane and 50 mL of tetrahydrofuran to obtain a mass concentration of 164 mg / mL of the reaction system solution. 0.1 g of dibutyltin dilaurate was added dropwise as a catalyst, nitrogen gas was introduced into the reaction system, and the reaction was carried out at 80° C. for 24 hours. After the reaction, the reaction system solution was cooled to 25°C, and precipitated with 600 mL of anhydrous ether to obtain a white or light yellow waxy solid, which is the binder precursor polyurethane. After drying, 15.0 g of the solid mass was obtained, and the yield was 91.5%. . The obtained white or light yellow waxy solid was placed in a desiccator for later use.

Embodiment 3

[0036] Example 3: Hydrolysis of Adhesive Precursor Polyurethane

[0037] Weigh 8.0 g of the binder precursor polyurethane obtained in Example 2, dissolve it in 100 mL of hydrochloric acid solution with a concentration of 0.1 mol / L, configure it into a polyurethane hydrochloric acid solution with a mass concentration of 80 mg / mL, and stir it with 25 ° C After 12 hours, the polyurethane was hydrolyzed to release anisaldehyde. After the reaction, neutralize the reaction system to pH=7 with 10mL NaOH aqueous solution with a concentration of 1mol / L, remove the solvent water by rotary evaporation at 5kPa and 60°C, add 100mL tetrahydrofuran to dissolve the solid (the mass concentration of polyurethane is about 60mg / mL ), filtered to remove the NaCl precipitate insoluble in tetrahydrofuran, and then precipitated with 500mL of anhydrous ether to obtain a white or light yellow waxy solid, which is hydrolyzed polyurethane. After drying, 6.0 g of solid mass was obtained, and the yield wa...

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Abstract

The invention relates to a rapid hydrophilic polyurethane light-curing adhesive, a preparation method and a curing method, wherein the mass ratio of pentaerythritol to anisaldehyde is 1:(0.9-1.2); pentaerythritol acetal is synthesized by pentaerythritol and aromatic aldehyde; polyethylene glycol and pentaerythritol acetal are commonly used as a dihydric alcohol unit; the mass ratio of HDI (Hexamethylene Diisocyanate) to the dihydric alcohol unit is (1:1.0) to (1:100); in the dihydric alcohol unit, the mass ratio of pentaerythritol acetal to polyethylene glycol is 1:(0.5-100); and the mass ratio of methacryloyl chloride to pentaerythritol is 1:(1-40). The rapid hydrophilic polyurethane light-curing adhesive disclosed by the invention has the advantages of being simple in reaction condition, short in response time, better in thermostability of formed gel, higher in mechanical strength, good in biocompatibility, and is applied to the fields, such as tissue filling and repairing, biological scaffolds, scar formation prevention, adhesion prevention, biogel, rapid forming materials or three-dimensional printing materials and the like.

Description

technical field [0001] The invention relates to a hydrophilic polyurethane fast photocuring adhesive, a preparation method and a curing method. The hydrophilic polyethylene glycol segment is introduced into the polyurethane main chain, and the photosensitive methacrylic acid group is introduced into the polyurethane side chain to prepare a hydrophilic polyurethane fast photocuring adhesive. The invention has the advantages of simple reaction conditions, short response time, good thermal stability and high mechanical strength of the formed gel, good biocompatibility and the like. The invention relates to the fields of tissue filling and repair, biological scaffolds, anti-scar and anti-adhesion, biological glue, rapid prototyping or three-dimensional printing materials and the like. Background technique [0002] Polyurethane, also known as polyurethane, is a general term for macromolecular compounds containing repeated carbamate groups on the main chain. It is a polymer obta...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09J175/14C08G18/73C08G18/67C08G18/66C08G18/48C08G18/32
Inventor 简军李睿智
Owner IMEIK TECH DEV CO LTD
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