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Amine-containing thioxanthone polyurethane modified epoxy acrylate LED light-cured resin

A technology of thioxanthone polyurethane and epoxy acrylate, applied in polyurea/polyurethane coatings, inks, coatings, etc., can solve the problems of restricting the performance of finished products, low initiation efficiency, slow transfer speed, etc., and achieve high fullness , reduce odor and toxicity, prevent yellowing and aging effects

Inactive Publication Date: 2021-12-07
明光科迪新材料有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Currently commercialized are 2-chlorothioxanthone (CTX), 2-isopropylthioxanthone (ITX), 2-hydroxythioxanthone (HTX), 2,4-dimethylthiaxanthone Anthrone (RTX) and 2,4-diethylthioxanthone (DETX), but TX photoinitiators are poorly soluble in oligomers and reactive diluents
[0011] Thioxanthone is a small molecule initiator, which is easy to migrate to the surface of the finished product, which not only produces odor and toxicity, but also remains in the crosslinking system as a small molecule compound that seriously restricts the performance of the finished product
However, thioxanthone must collide effectively with the co-initiator amine (such as N-methyldiethanolamine) to initiate the polymerization reaction, and its energy transfer is intermolecular energy transfer, the transfer speed is relatively slow, and the initiation efficiency is often low

Method used

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  • Amine-containing thioxanthone polyurethane modified epoxy acrylate LED light-cured resin
  • Amine-containing thioxanthone polyurethane modified epoxy acrylate LED light-cured resin
  • Amine-containing thioxanthone polyurethane modified epoxy acrylate LED light-cured resin

Examples

Experimental program
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Effect test

Embodiment 1

[0045] An aminothioxanthone-containing polyurethane-modified epoxy acrylate LED photocurable resin A, the preparation steps of which are as follows:

[0046] a) Preparation of epoxy acrylate E44A: Add 136.3 parts of bisphenol A epoxy resin E-44 into a four-necked flask equipped with a reflux condenser, thermometer, dropping funnel and stirrer, and wait until the temperature rises to 80°C Slowly add dropwise a mixture of 43.2 parts of acrylic acid, 4.5 parts of N,N-dimethylaniline and 0.5 part of p-hydroxyanisole, after the addition is complete, slowly raise the temperature to 85-90°C, keep the temperature for 3 hours, and then take samples every 40 minutes Detect the acid value of the system, stop the reaction when the detected acid value is lower than 5mgKOH / g, and prepare epoxy acrylate E44A;

[0047] b), preparation of isocyanate-acrylic acid functional monomer TDI-HEMA: add 52.0 parts of TDI-80 and 0.03 part of DBTDL in a four-necked flask equipped with a reflux condenser,...

Embodiment 2

[0053] An aminothioxanthone-containing polyurethane-modified epoxy acrylate LED photocurable resin B, the preparation steps of which are as follows:

[0054] a) Preparation of epoxy acrylate E51A: Add 78.4 parts of bisphenol A epoxy resin E-51 into a four-necked flask equipped with a reflux condenser, thermometer, dropping funnel and stirrer, and wait until the temperature rises to 80°C Slowly add dropwise a mixture of 34.4 parts of methacrylic acid, 2.8 parts of catalyst (the mass ratio of N,N-dimethylaniline to tetrabutylammonium bromide is 1:1) and 0.34 parts of p-hydroxyanisole, dropwise After completion, slowly raise the temperature to 85-90°C, keep it warm for 3 hours, then take samples every 30 minutes to detect the acid value of the system, stop the reaction when the detected acid value is lower than 5mgKOH / g, and prepare epoxy acrylate E51A;

[0055] b) Preparation of isocyanate-acrylic acid functional monomer IPDI-HEA: Add 44.5 parts of IPDI and 0.03 parts of DBTDL i...

Embodiment 3

[0061] An aminothioxanthone-containing polyurethane-modified epoxy acrylate LED photocurable resin C, the preparation steps of which are as follows:

[0062] a) Preparation of epoxy acrylate E51A: Add 78.4 parts of bisphenol A epoxy resin E-51 into a four-necked flask equipped with a reflux condenser, thermometer, dropping funnel and stirrer, and wait until the temperature rises to 80°C Slowly add dropwise a mixture of 34.4 parts of methacrylic acid, 2.8 parts of catalyst (the mass ratio of N,N-dimethylaniline to tetrabutylammonium bromide is 1:1) and 0.34 parts of p-hydroxyanisole, dropwise After completion, slowly raise the temperature to 85-90°C, keep it warm for 3 hours, then take samples every 30 minutes to detect the acid value of the system, stop the reaction when the detected acid value is lower than 5mgKOH / g, and prepare epoxy acrylate E51A;

[0063] b) Preparation of isocyanate-acrylic acid functional monomer HDI-HEA: Add 33.6 parts of HDI and 0.02 parts of DBTDL int...

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Abstract

The invention relates to an amine-containing thioxanthone polyurethane modified epoxy acrylate LED light-cured resin and a preparation method thereof. The LED resin contains three active groups and one amine-containing thioxanthone photo-initiation group; the LED light-cured resin has the following characteristics: 1) energy migration and intermolecular reaction in a polymer chain are easier, and the resin has high self-initiation activity under UV-LED light; 2) the distance between a photoactive group and a main chain is shortened, and the photosensitivity is improved; 3) the system compatibility is excellent; and 4) a tertiary amine co-initiator does not need to be added, the photocuring efficiency is high, and the defects caused by a bimolecular photoinitiation system are overcome. The LED resin prepared by the method has excellent adhesive force, water resistance, aging resistance, chemical resistance and coating odor removal property, also has high wear resistance, high fullness, high tensile strength and excellent flexibility, and is widely applied to UV floor coating, UV wood coating, UV alloy coating, UV circuit board ink, UV plastic coating and the like.

Description

technical field [0001] The invention relates to a modified self-initiating photocurable resin, in particular to an aminothioxanthone-containing polyurethane modified epoxy acrylate LED photocurable resin and a preparation method thereof, belonging to the technical field of synthetic resins. Background technique [0002] In recent years, environmentally friendly coatings, including high-solids and solvent-free coatings, water-based coatings, powder coatings and light-curing coatings, have achieved rapid development. UV curing has the advantages of fast response, room temperature operation, low energy consumption, no solvent and less pollution. Light curing technology has been widely used in printing, packaging, advertising, building materials, decoration, electronics, communications, computers, home furnishings, etc. Shops, automobiles, aviation, aerospace, instrumentation, sports, health and many other industries. [0003] Epoxy resin is widely used due to its excellent ad...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G18/71C08G18/58C08G18/10C09D175/16C09D11/101
CPCC08G18/715C08G18/58C08G18/10C09D175/16C09D11/101
Inventor 陆子菲陆明许钧强匡民明
Owner 明光科迪新材料有限公司
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