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Light-cured polyurethane acrylate prepolymer and application thereof in 3D printing

A polyurethane acrylate and 3D printing technology, applied in the field of 3D printing materials, can solve the problems of easy gel failure and limited adjustment range of mechanical properties, and achieve the effects of both mechanical properties and self-repairing properties, novel structure, and application expansion

Pending Publication Date: 2022-05-27
广东云兔科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The problem with this solution is that the two-component material system is prone to gel failure during long-term storage. In addition, the range of mechanical properties of the material system reported in the literature is very limited.

Method used

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  • Light-cured polyurethane acrylate prepolymer and application thereof in 3D printing
  • Light-cured polyurethane acrylate prepolymer and application thereof in 3D printing
  • Light-cured polyurethane acrylate prepolymer and application thereof in 3D printing

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0058] 1) 1000g polytetrahydrofuran diol (PTMG, Mw=1000, 1mol) was mixed with 336g hexamethylene diisocyanate (HDI, 2mol), the temperature was raised to 50°C, and 0.89g dibutyltin dilaurate (DBTDL) was added dropwise, The end point of the reaction was determined by titrating the NCO value by the di-n-butylamine method, and the intermediate product C (isocyanate-terminated compound) was obtained.

[0059] 2) 108 g of p-phenylenediamine (1 mol) and 244 g of p-hydroxybenzaldehyde (2 mol) were dissolved in 500 mL of anhydrous chloroform.

[0060] 3) Mix 133.6 g of intermediate product C (0.1 mol) with 63.2 g (0.2 mol) of chain extender A, continue to stir the reaction at 50°C, determine the reaction end point by titrating the NCO value by the di-n-butylamine method, and obtain intermediate product D (Isocyanate terminated intermediate).

[0061] 4) Mix 196.8 g of intermediate product D (0.1 mol) with 23.2 g of hydroxyethyl acrylate (0.2 mol) uniformly, continue stirring the reactio...

Embodiment 2

[0064] 1) Mix 1000g polypropylene glycol (PPG, Mw=1000, 1mol) with 524.7g 4,4-diisocyanate dicyclohexylmethane (HMDI, 2mol), heat up to 60°C, add 1.1g DBTDL dropwise, pass through di-n-butyl The NCO value was determined by amine method to determine the end point of the reaction, and the intermediate product C (isocyanate-terminated compound) was obtained.

[0065] 2) Dissolve 134.1 g of terephthalaldehyde (1 mol) and 122.2 g of ethanolamine (2 mol) in 200 mL of anhydrous chloroform, stir and react at 60° C. for 48 hours under a nitrogen atmosphere, and remove the solvent by rotary evaporation to obtain chain extender B.

[0066] 3) Mix 762.4g of intermediate product C (0.5mol) and 220.3g (1mol) of chain extender B evenly, continue stirring the reaction at 60 ° C, and determine the reaction end point by titrating the NCO value by the di-n-butylamine method to obtain intermediate product D ( isocyanate terminated intermediate).

[0067] 4) Mix 982.7 g of intermediate product D ...

Embodiment 3

[0070] 1) Mix 2000 g of polytetrahydrofuran diol (PPG, Mw=2000, 1 mol) with 336 g of hexamethylene diisocyanate (HDI, 2 mol), raise the temperature to 40° C., add 3 g of DBTDL dropwise, and titrate NCO by the di-n-butylamine method The value determines the end point of the reaction, yielding intermediate C (isocyanate terminated compound).

[0071] 2) Dissolve 134.1 g of terephthalaldehyde (1 mol) and 122.2 g of ethanolamine (2 mol) in 200 mL of anhydrous chloroform, stir and react at 100° C. for 12 hours under a nitrogen atmosphere, and remove the solvent by rotary evaporation to obtain chain extender B.

[0072] 3) Mix 1168g of intermediate product C (0.5mol) with 220.3g (1mol) of chain extender B, continue stirring the reaction at 40°C, determine the reaction end point by titrating the NCO value by the di-n-butylamine method, and obtain the intermediate product D (isocyanate) end capped intermediate).

[0073] 4) Mix 1388.3 g of intermediate product D (0.5 mol) with 130.1 ...

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Abstract

The invention relates to a photocuring polyurethane acrylate prepolymer and application thereof in 3D printing. Photosensitive resin for photocuring 3D printing is prepared from the following components in parts by weight: 50 to 80 parts of polyurethane acrylate prepolymer containing imine bonds, 10 to 30 parts of reactive diluent, 0.1 to 5 parts of initiator and 0.01 to 0.5 part of pigment. The polyurethane acrylate prepolymer contains an imine bond, so that the polyurethane acrylate prepolymer obtains self-repairing performance, meanwhile, a relatively symmetrical structure promotes microphase separation of the material, the imine bond is protected in a hard segment, the situation that the performance is affected due to stress concentration caused by the imine bond under the high stretching ratio is avoided, and in the heating state, molecular chain activity limitation is relieved, so that the self-repairing performance of the material is improved. The efficient self-repairing process can be carried out, the mechanical property and the self-repairing property are both considered, and the application field of the self-repairing material is greatly expanded.

Description

technical field [0001] This solution belongs to the field of 3D printing materials, and specifically relates to a light-cured polyurethane acrylate prepolymer and its application in 3D printing. Background technique [0002] Light-curing 3D printing uses liquid photosensitive resin as the printing material, which is cured with light of a specific wavelength and has the highest molding accuracy. Urethane acrylate is an important part of photosensitive resin, providing most of the mechanical properties. Light-curing 3D printing materials are usually stable thermal-curing materials, which are difficult to recover once damaged, resulting in great waste and environmental pressure. The application prospect of self-healing light-curing 3D printing materials is huge. [0003] According to different reaction mechanisms, self-healing materials can be divided into two repair methods: reversible non-covalent bond-type self-healing and reversible covalent bond-type self-healing. The fo...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08F283/00C08F220/28C08F220/18C08G18/75C08G18/73C08G18/67C08G18/66C08G18/48C08G18/32C08G18/10B33Y70/00
CPCC08F283/008C08G18/4854C08G18/4825C08G18/73C08G18/758C08G18/10C08G18/6688C08G18/672B33Y70/00C08G18/3275C08F220/281C08F220/1808C08F220/1811
Inventor 陈佳达吴晶军张永佳戴铭宇
Owner 广东云兔科技有限公司
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