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A kind of preparation method of photocurable resin integrating hydrogen bond and dynamic covalent bond

A dynamic covalent bond, light-curing resin technology, used in the field of polymer material preparation and 3D printing, can solve the problems of poor mechanical properties, material remodeling and mechanical strength can not be well combined, etc., to achieve a fast reaction rate , The effect of high product yield and mild conditions

Active Publication Date: 2022-03-25
ANHUI UNIVERSITY OF TECHNOLOGY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The method of the present invention imparts remodelability and reworkability to traditional thermosetting resins by introducing dynamic covalent bonds; and also aims at the problems of poor mechanical properties of acrylate resins and poor balance between material remodelability and mechanical strength, By introducing amide functional groups, hydrogen bonds are formed, which significantly increases the strength of the material and ensures the stability of the dynamic performance of the material

Method used

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  • A kind of preparation method of photocurable resin integrating hydrogen bond and dynamic covalent bond
  • A kind of preparation method of photocurable resin integrating hydrogen bond and dynamic covalent bond
  • A kind of preparation method of photocurable resin integrating hydrogen bond and dynamic covalent bond

Examples

Experimental program
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Effect test

Embodiment 1

[0030] Formulate the components according to Example 1 in Table 1, stir glycidyl methacrylate, suberic acid and tetrabutylammonium bromide in an oil bath at 105°C for 3 hours until the reaction is complete, and obtain a homogeneously mixed acrylate resin. Wash the acrylate resin with distilled water for 3-5 times to remove TBAB, then freeze-dry it in a freeze dryer for 24 hours, and remove the distilled water. Then, TBD was added into the acrylate resin, and magnetically stirred at 90° C. for 30 minutes to mix evenly to prepare a uniform mixture. Then THFA was added to the mixture, and stirred at room temperature for 30 minutes to make the mixture uniform, acrylamide was added, and magnetically stirred at 70°C for 30 minutes to make the mixture uniform. After cooling to room temperature, the photoinitiator HMPP was added, and stirred at room temperature for 30 minutes to prepare a uniform prepolymer. Finally, the prepared prepolymer is vacuumed and cured by a UV mercury lamp...

Embodiment 2

[0032] At 105°C, formulate the components according to Example 2 in Table 1, stir allyl glycidyl ether, sebacic acid and tetrabutylammonium bromide in an oil bath at 117°C for 3h until the reaction is complete, and obtain Mix well with the acrylic resin. Wash the acrylate resin with distilled water for 3-5 times to remove TBAB, then freeze-dry it in a freeze dryer for 24 hours, remove the distilled water, then add anhydrous zinc acetate to the acrylate resin, and stir for 30 minutes to prepare a homogeneous mixture. Add ethoxylated tetrahydrofuran acrylate to the mixture, and stir at room temperature for 30 minutes to make the mixture uniform, add acrylamide, and magnetically stir at 90° C. for 30 minutes to make the mixture uniform. After cooling to room temperature, photoinitiator 184 was added and stirred at room temperature for 30 minutes to prepare a uniform prepolymer. Finally, the prepared prepolymer is vacuumed and cured by a UV mercury lamp for 2 minutes to obtain a ph...

Embodiment 3

[0034] Formulate the components according to Example 3 in Table 1, stir glycidyl methacrylate, octane glycol and tetrabutylammonium bromide in an oil bath at 60°C for 3 hours until the reaction is complete, and obtain a homogeneously mixed acrylate resin . Wash the acrylate resin 3-5 times with distilled water to remove TBAB, then freeze-dry it in a freeze dryer for 24 hours, remove the distilled water, then add triphenylphosphine to the acrylate resin, and stir magnetically at 85°C for 30 minutes to prepare homogeneous mixture. Tetrahydrofurfuryl methacrylate was then added to the mixture, and stirred at room temperature for 30 minutes to make the mixture uniform, acrylamide was added, and magnetically stirred at 90° C. for 30 minutes to make the mixture uniform. After cooling to room temperature, the photoinitiator TPO was added, and stirred at room temperature for 30 minutes to prepare a uniform prepolymer. Finally, the prepared prepolymer is vacuumed and cured by a UV me...

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Abstract

The invention discloses a method for preparing a photocurable resin integrating hydrogen bonds and dynamic covalent bonds, and belongs to the technical field of polymer material preparation. The photocurable resin is composed of the following components in weight percentage: 20% to 40% of dibasic carboxylic acid, 15% to 30% of glycidyl acrylate or ester, 0 to 40% of hydrogen bond introduction body, and 10% of photocurable monomer. %-50%, photoinitiator, transesterification reaction catalyst and phase transfer reaction catalyst 0.05%-5% 0.05%-5%. First, the synthesis of acrylate resin is carried out to obtain the acrylate resin containing dynamic covalent bonds, then the transesterification reaction, the introduction of amide functional groups and the addition of photoinitiators are carried out to obtain a uniform prepolymer, and finally the prepolymer is put into the mold Afterwards, a photocurable resin integrated with hydrogen bonds and dynamic covalent bonds is prepared by UV curing. The photocurable resin prepared by the invention has good tensile strength, can effectively improve the service life of the material, and is especially suitable for technical fields such as 3D printing.

Description

Technical field: [0001] The invention belongs to the technical field of polymer material preparation, and in particular relates to a method for preparing a photocurable resin integrating hydrogen bonds and dynamic covalent bonds. The invention can be used in 3D printing and other fields. Background technique: [0002] Light-curing materials have the characteristics of energy saving, emission reduction, pollution reduction, and strong adaptability. They are green and environmentally friendly materials that meet the environmental protection requirements advocated by the state. Acrylate resin as a prepolymer material can undergo photopolymerization or photocrosslinking reaction under ultraviolet light irradiation, and the curing speed is fast. It is one of the most widely used photosensitive resins in ultraviolet light curing materials. It has light color, high transparency, Anti-chemical corrosion, strong adhesion and other advantages. However, acrylate resin has certain defe...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F265/04C08F261/06C08F220/56C08F2/48
CPCC08F265/04C08F261/06C08F2/48C08F220/56
Inventor 高宏孙迎春王苗苗金玲夏友谊
Owner ANHUI UNIVERSITY OF TECHNOLOGY