A kind of photocurable resin based on epoxy vegetable oil and gallic acid and its preparation method and application

A light-curing resin and epoxy vegetable oil technology, which is applied in the preparation of organic compounds, carboxylic anhydrides, and carboxylic esters, can solve problems such as high viscosity, slow curing speed, poor mechanical and thermal properties, and achieve low viscosity. , fast curing speed, excellent thermodynamic properties

Active Publication Date: 2022-03-22
INST OF CHEM IND OF FOREST PROD CHINESE ACAD OF FORESTRY
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] The technical problem to be solved: the present invention overcomes the defects of poor mechanical and thermal properties, slow curing speed, and high viscosity of current vegetable oil-based photocurable resin materials, and provides a ring-based resin with excellent mechanical and thermal properties, fast curing speed, and low viscosity. The preparation method of the photocurable resin of oxygenated vegetable oil and gallic acid can be applied in products such as 3D printing materials, coatings and inks

Method used

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  • A kind of photocurable resin based on epoxy vegetable oil and gallic acid and its preparation method and application
  • A kind of photocurable resin based on epoxy vegetable oil and gallic acid and its preparation method and application
  • A kind of photocurable resin based on epoxy vegetable oil and gallic acid and its preparation method and application

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preparation example Construction

[0025] A light-curable resin based on epoxy vegetable oil and gallic acid and its preparation method and application, characterized in that the preparation steps are: (1) adding gallic acid and acrylic anhydride compounds in a reactor, gallic acid and acrylic anhydride compounds The molar ratio is 1:(2~5), the amount of polymerization inhibitor is 0.1~5% of the total weight of raw materials, after stirring evenly, it is heated to 50~150°C for 1~8h to obtain gallic acid triacrylate compound and acrylic acid The mixed intermediate of compound; (2) epoxy vegetable oil is joined in the reactor of last step, carry out epoxy ring-opening reaction with gained mixed intermediate, wherein the mol ratio of epoxy group and carboxyl group is (0.5~1.5) : 1, the amount of catalyst is 0.1% to 5% of the total weight of raw materials, the amount of polymerization inhibitor is 0.1% to 5% of the total weight of raw materials, 50 to 150 ° C for 1 to 6 hours to obtain a new type of bio-based epoxy ...

Embodiment 1

[0039] (1) Add gallic acid and methacrylic anhydride in the reactor, the molar ratio of gallic acid and methacrylic anhydride is 1:3.0, the amount of inhibitor hydroquinone is 0.5% of the total weight of raw materials, after stirring Heating to 60°C for 4 hours to obtain a gallic acid trimethacrylate / methacrylic acid mixed intermediate;

[0040] (2) Epoxy soybean oil is added to the gallic acid trimethacrylate / methacrylic acid mixed intermediate obtained in the previous step to carry out epoxy ring-opening reaction, wherein the molar ratio of epoxy group and carboxyl group is 1.3:1 , the amount of catalyst triphenylphosphine is 1% of the total weight of raw materials, the amount of hydroquinone as a polymerization inhibitor is 0.5% of the total weight of raw materials, react at 90 ° C for 4 hours, and obtain a bio-based epoxy acrylate prepolymer;

[0041] (3) Diluted monomer hydroxyethyl methacrylate and photoinitiator 2,4,6-trimethylbenzoyl diphenoxyphos were added to the bio...

Embodiment 2

[0043] (1) Add gallic acid and methacrylic anhydride in the reactor, the molar ratio of gallic acid and methacrylic anhydride is 1:3.0, the amount of inhibitor hydroquinone is 0.5% of the total weight of raw materials, after stirring Heating to 60°C for 4 hours to obtain a gallic acid trimethacrylate / methacrylic acid mixed intermediate;

[0044] (2) Epoxy cottonseed oil is added to the gallic acid trimethacrylate / methacrylic acid mixed intermediate obtained in the previous step to carry out epoxy ring-opening reaction, wherein the mol ratio of epoxy group and carboxyl group is 1.3:1 , the amount of catalyst triphenylphosphine is 1% of the total weight of raw materials, the amount of hydroquinone as a polymerization inhibitor is 0.5% of the total weight of raw materials, react at 90 ° C for 4 hours, and obtain a bio-based epoxy acrylate prepolymer;

[0045] (3) Diluted monomer hydroxyethyl methacrylate and photoinitiator 2,4,6-trimethylbenzoyl diphenoxyphos were added to the bi...

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Abstract

The invention discloses a photocurable resin based on epoxy vegetable oil and gallic acid, a preparation method and application thereof. The present invention first uses gallic acid and acrylic anhydride compounds to react to obtain a gallic acid triacrylate / acrylic acid compound mixed intermediate; then uses epoxy vegetable oil to perform epoxy ring-opening reaction with the obtained mixed intermediate to obtain a novel bio-based ring Oxyacrylate prepolymer; finally add diluting monomer, photoinitiator, polymerization inhibitor, etc., and disperse evenly to obtain bio-based photocurable resin. The obtained resin has the advantages of low viscosity, fast curing speed and the like, and the mechanical and thermodynamic properties of the cured material are excellent. Therefore, it can be used as matrix resin applications such as photocurable 3D printing materials, coatings and inks. The process of the invention is simple and environment-friendly, and most of the raw materials come from renewable resources, so it has great significance for promoting the sustainable development of light-curing materials.

Description

technical field [0001] The invention belongs to the field of bio-based polymer materials, and in particular relates to a photocurable resin based on epoxy vegetable oil and gallic acid, a preparation method and application thereof. Background technique [0002] Due to the 5E characteristics of high efficiency, energy saving, wide adaptability, economy, and environmental protection, light curing technology has been widely used in coatings, inks, adhesives, dental materials, 3D printing and other fields, forming a new high value-added industry. With the advent of the era of "carbon neutrality", the application of traditional petroleum-based photocurable resins will be greatly restricted, and the development of bio-based photocurable resins has important economic and environmental values. Biomass resources are abundant, renewable, biocompatible, easy to degrade, and more importantly, reduce the use of petrochemical resources from the source. As a renewable natural resource, ve...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08F122/20C08F2/48C09D11/101C09D11/107C09D4/02C07C67/26C07C69/86B33Y70/00
CPCC08F122/1006C08F2/48C09D11/101C09D11/107C09D4/00C07C67/26C07C67/08C07C51/083B33Y70/00C07C69/86C07C69/54C07C57/04
Inventor 刘承果周永红朱国强尚倩倩胡云胡立红张金帅刘美婷黄佳
Owner INST OF CHEM IND OF FOREST PROD CHINESE ACAD OF FORESTRY
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