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Multifunctional cardanol-based UV curing reactive diluent as well as preparation method and application thereof

A cardanol-based, curing-active technology, applied in applications, non-macromolecular organic compound adhesives, adhesives, etc., can solve the problems of serious pollution, resource consumption, high cost, and low volatility, and achieve high UV curing activity, The effect of low production cost and reduced dependence

Inactive Publication Date: 2020-04-17
SOUTH CHINA AGRI UNIV +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, acrylates have low volatility and strong irritation, which will cause VOC emissions to exceed the standard during use and cause greater physical harm to the constructors.
In addition, petroleum-based products such as polyols, alkylene oxides, and epichlorinated alkanes are often used in the preparation of these reactive diluents, which cause problems such as high cost, serious pollution, and large resource consumption in the production process.

Method used

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  • Multifunctional cardanol-based UV curing reactive diluent as well as preparation method and application thereof
  • Multifunctional cardanol-based UV curing reactive diluent as well as preparation method and application thereof
  • Multifunctional cardanol-based UV curing reactive diluent as well as preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] Preparation of multifunctional cardanol-based UV-curable reactive diluent:

[0037] (1) In parts by mass, add 20 parts of cardanol, 5 parts of triethylamine, 0.05 parts of hydroquinone, dicyclohexylcarbon 0.2 parts of diimine and 10 parts of tetrahydrofuran were stirred evenly, and 5 parts of acryloyl chloride were added dropwise in an ice-water bath at a flow rate of one drop per second. After completion, filter while hot, transfer the liquid to a separatory funnel and dissolve it with petroleum ether. Wash with saturated sodium bicarbonate solution and saturated sodium chloride solution three times respectively, separate liquid to obtain upper organic phase, then organic phase is dried and filtered with anhydrous magnesium sulfate, finally organic phase obtains light yellow transparent liquid intermediate product by decompression distillation, Its yield was 93.6%.

[0038] (2) In parts by mass, 20 parts of intermediate products, 2 parts of acrylic acid, 0.05 parts o...

Embodiment 2

[0043] Preparation of multifunctional cardanol-based UV-curable reactive diluent:

[0044] (1) In parts by mass, 22 parts of cardanol, 7 parts of N,N-diisopropylethylamine, p-hydroxybenzyl 0.09 parts of ether, 0.3 parts of dicyclohexylcarbodiimide, and 14 parts of tetrahydrofuran were stirred evenly, and 7 parts of acryloyl chloride were added dropwise in an ice-water bath environment at a flow rate of one drop per second. After the addition, the temperature was raised to Continue to react at 40°C for 10 hours. After the reaction is completed, filter while hot, transfer the liquid to a separatory funnel and dissolve it with petroleum ether. Wash with saturated sodium bicarbonate solution and saturated sodium chloride solution three times respectively, separate liquid to obtain upper organic phase, then organic phase is dried and filtered with anhydrous magnesium sulfate, finally organic phase obtains light yellow transparent liquid intermediate product by decompression distill...

Embodiment 3

[0048] Preparation of multifunctional cardanol-based UV-curable reactive diluent:

[0049] (1) In terms of parts by mass, 25 parts of cardanol, 9 parts of tetrabutylammonium bromide, 0.12 parts of hydroquinone, and two After stirring 0.4 parts of cyclohexylcarbodiimide and 17 parts of tetrahydrofuran, add 9 parts of acryloyl chloride dropwise in an ice-water bath environment, and the dropping flow rate is one drop per second. After the dropping is completed, raise the temperature to 30°C and continue the reaction After 8 hours, after the reaction was completed, it was filtered while hot, and the liquid was transferred to a separatory funnel and dissolved with n-hexane. Wash with saturated sodium bicarbonate solution and saturated sodium chloride solution three times respectively, separate liquid to obtain upper organic phase, then organic phase is dried and filtered with anhydrous magnesium sulfate, finally organic phase obtains light yellow transparent liquid intermediate pro...

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Abstract

The invention discloses a multifunctional cardanol-based UV curing reactive diluent as well as a preparation method and an application thereof. The method comprises the following steps: uniformly mixing anacardol, an acid-binding agent, a polymerization inhibitor, a catalyst and a reaction solvent, dropwise adding acryloyl chloride in an ice-water bath environment at the dropwise adding flow rateof 1-10 drops per second, heating to 10-50 DEG C after dropwise adding is finished, and reacting for 6-12 hours to obtain an intermediate product; and uniformly mixing the intermediate product, acrylic acid, the polymerization inhibitor and the catalyst, heating to 60-100 DEG C, and reacting for 1-5 hours to obtain the multifunctional cardanol-based UV curing reactive diluent. According to the invention, cardanol with wide sources is introduced into a UV curing material system; the content of the cardanol component in the UV-cured reactive diluent exceeds 57%, the proportion of the traditionalpetroleum-based raw material in the UV-cured reactive diluent is greatly reduced, a new application direction is opened up for vegetable oil resources, the economic value of the vegetable oil resources is improved, and the production cost is reduced.

Description

technical field [0001] The invention belongs to the technical field of UV curing materials, and in particular relates to a multifunctional cardanol-based UV curing reactive diluent and its preparation method and application. Background technique [0002] UV-curable coatings are mainly composed of reactive diluents, prepolymers, photoinitiators and additives, etc., and have been widely studied because of their advantages of economy, environmental friendliness, high efficiency and energy saving. Since the components of traditional UV-curable coatings are petroleum-based products, the reactive diluents are mainly acrylate monomers, vinyl ether monomers, and epoxy-based monomers. Among them, acrylate reactive diluents are the most widely used because of their low viscosity, high reactivity double bonds, and low price. However, acrylic esters have low volatility and strong irritation, which will cause excessive VOC emissions during use and cause serious physical harm to builders...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09D4/02C09D7/20C09D11/101C09J4/02B33Y70/10
CPCB33Y70/00C09D4/00C09D7/20C09D11/101C09J4/00
Inventor 杨卓鸿苏宇沛袁腾肖亚亮李小平叶义英
Owner SOUTH CHINA AGRI UNIV
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