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Acrylate compound for coatings, preparation method of acrylate compound, and coating comprising acrylate compound and application of coating

A technology for acrylates and compounds, which is applied in the preparation of organic compounds, the preparation of carboxylate, chemical instruments and methods, etc., can solve the problems of difficulty in large-scale production, harsh synthesis conditions, and few applications, and achieve good compatibility. , the conditions are easy to control, the process is simple

Active Publication Date: 2019-07-02
WUXI ACRYL TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] It can be seen that polycyclic aliphatic acrylate monomers have incomparable properties with other common monomers, and show unique performance in many fields, but the synthesis factor of this kind of special polycyclic aliphatic acrylate monomers Due to harsh synthetic conditions and low yields, it is difficult to achieve large-scale production, which leads to the fact that such monomers are rarely used in real applications.

Method used

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  • Acrylate compound for coatings, preparation method of acrylate compound, and coating comprising acrylate compound and application of coating
  • Acrylate compound for coatings, preparation method of acrylate compound, and coating comprising acrylate compound and application of coating
  • Acrylate compound for coatings, preparation method of acrylate compound, and coating comprising acrylate compound and application of coating

Examples

Experimental program
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Effect test

Embodiment 1

[0082] A kind of acrylate compound 3-hydroxybicyclo[2.2.1]heptyl-2-acrylate for coating Its preparation method comprises the following steps:

[0083] (1) Bicyclo[2.2.1]-2-heptene The epoxidation reaction:

[0084]Drop into 50.0g (0.532mol) bicyclo[2.2.1]-2-heptene, 11.7g sodium carbonate and 200g chloroform in a four-necked glass flask equipped with constant pressure dropping funnel, thermometer and mechanical stirring, Place in an ice-water mixing bath, start stirring, mix evenly and keep the system temperature at 5-15°C, control the pH value of the system at 3.5-5.5, and put 234.2g of 18.3% peracetic acid (0.564mol) into the constant pressure dropping funnel The solution is slowly added dropwise to the reaction system, keeping the reaction temperature not exceeding 25°C, and the reaction is continued for 2 hours after the dropwise addition is completed;

[0085] After the reaction, the mixed solution was left to stand for stratification, the lower organic layer solutio...

Embodiment 2

[0095] A combination of acrylate compounds for coatings, which is isomer 3-hydroxy-6-methylbicyclo[2.2.1]heptyl-2-acrylate and 3-hydroxy-5-methylbicyclo[2.2.1]heptyl-2-acrylate Its preparation method comprises the following steps:

[0096] (1) 5-Methylbicyclo[2.2.1]-2-heptene The epoxidation reaction:

[0097] Put 54.0g (0.500mol) 5-methylbicyclo[2.2.1]-2-heptene, 5.50g sodium carbonate and 270g dichloromethane into a four-necked glass flask equipped with a constant pressure dropping funnel, a thermometer and mechanical stirring Methane, put it in an ice-water mixed bath, start stirring, mix evenly and keep the system temperature at 5-15°C, control the pH value of the system at 3.5-5.5, and put 241.5g of 20.5% peroxygen into the constant pressure dropping funnel Propionic acid (0.550mol) solution was slowly added dropwise to the reaction system, keeping the reaction temperature not exceeding 25°C, and the reaction was continued for 3 hours after the dropwise addition was...

Embodiment 3

[0107] A kind of acrylate compound 3-hydroxy-5,6-dimethylbicyclo[2.2.1]heptyl-2-acrylate for coating The preparation method comprises the following steps:

[0108] (1) 5,6-Dimethylbicyclo[2.2.1]-2-heptene The epoxidation reaction:

[0109] 122g (1.0mol) 5,6-dimethylbicyclo[2.2.1]-2-heptene, 6.33g potassium carbonate and 122g Dichloromethane, put it in an ice-water mixing bath, start stirring, mix evenly and keep the system temperature at 5-15°C, control the pH value of the system at 3.5-5.5, and put 633.3g of 12.0% dichloromethane into the constant pressure dropping funnel Slowly add peracetic acid (1.0mol) solution into the reaction system dropwise, keep the reaction temperature not exceeding 25°C, and continue the reaction for 5h after the dropwise addition is completed;

[0110] After the reaction, the mixed solution was left to stand for stratification, the lower organic layer solution was removed, washed with water to pH 6.5-7.0, filtered, and the solvent was distill...

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Abstract

The invention relates to an acrylate compound for coatings. The compound has a structure represented by a formula (I). The acrylate compound for coatings has lipophilic polycyclic aliphatic groups andhydrophilic hydroxyl groups at a same time and has high polymerization reaction activity. When the acrylate compound is used for a solvent-type acrylic coating, the coating layer shows relatively excellent weather resistance and wear resistance, high glossiness and fullness and the like. When the acrylate compound is used for a water-based acrylic coating, the hydrophilic hydroxyl groups and thelipophilic alicyclic groups of the compound show good solubility in an emulsion system, the polymerization activity is high, the monomer residue amount is low, and the coating after film forming showsexcellent weather resistance, water resistance, oil resistance, impact resistance, high glossiness and the like. The preparation method has the advantages that the technological process is simple, conditions are easy to control, side reactions are few, the raw material conversion rate of reactions is high, and purity of products is high.

Description

technical field [0001] The invention belongs to the field of coatings, and in particular relates to an acrylic compound used in coatings, a preparation method, coatings containing the same and applications. Background technique [0002] With the increasing emphasis on environmental protection at home and abroad and the promulgation of relevant laws and regulations, the coatings industry is constantly developing towards the five properties of economy, energy saving, environmental protection, high efficiency and multi-energy. To achieve better development of the coatings industry, in addition to production technology In addition to innovations, higher requirements are placed on the raw materials used in coatings, and the selection of raw materials has a crucial impact on the performance of the final coating, that is, the development of more functional raw materials is of great importance to the development of the coatings industry. effect. [0003] Polycyclic aliphatic (meth)...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C69/54C07C67/26C09D133/14C09D5/08C09D5/16C08F220/20C08F212/08C08F220/06C08F220/14C08F220/18
CPCC08F220/18C07C69/54C08F220/20C09D5/08C09D5/1668C09D133/14C08F212/08C08F220/06C08F220/14C08F220/1804C08F220/1808C07C67/26C09D5/16
Inventor 施英张文泉朱学军尤卫民朱萌潘萍
Owner WUXI ACRYL TECH
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