Urethane acrylate low polymer and preparation method and application thereof

A technology of urethane acrylate and hydroxyalkyl acrylate is applied in the field of alkylphenol polyoxyethylene ether type urethane acrylate oligomer and its preparation, and can solve the irritating odor, high toxicity and poor film-forming performance of active monomers , increase film brittleness and other issues, to achieve the effect of improving adhesion and film-forming properties, high adhesion and film-forming properties, and reducing viscosity and functionality

Active Publication Date: 2013-07-10
CHANGXING PHOTOELECTRIC MATERIAL +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The active monomers all have special pungent odor and high toxicity, pollute the local environment, and cause harm to the operator; and the price is expensive, which increases the cost of the product
[0004] In addition, multifunctional urethane acrylate also enhances the water resistance and corrosion resistance of the cured film due to its high crosslinking degree, but at the same time it also increases the brittleness of the film, resulting in decreased adhesion and poor film formation.
[0005] To sum up, the polyurethane acrylate of the prior art has high viscosity, and when the functionality is high, the viscosity will be higher, and the adhesion will decrease, and the film-forming performance will deteriorate

Method used

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  • Urethane acrylate low polymer and preparation method and application thereof
  • Urethane acrylate low polymer and preparation method and application thereof
  • Urethane acrylate low polymer and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0051] (1) Synthesis of the semi-adduct of alkylphenol polyoxyethylene ether and diisocyanate:

[0052] 39.8g of nonylphenol polyoxyethylene ether (n=4, Mn=396) was added to the reaction vessel, the temperature was raised to 60°C under stirring, 22.2g of isophorone diisocyanate was added dropwise, and the addition was completed within 0.5 hours. Post-insulation reaction for 30 minutes;

[0053] (2) Synthesis of urethane acrylate oligomer:

[0054] The system was cooled to 35°C, a homogeneous mixture of 13.0g of hydroxypropyl acrylate and 0.13g of hydroquinone was added dropwise, the addition was completed within 0.5 hours, and the reaction was kept for 30 minutes, and 0.06g of dibutyltin dilaurate was added dropwise. The reaction was continued for 60 minutes, then the temperature was raised to 60° C., and the reaction was continued for half an hour to obtain a nonylphenol polyoxyethylene ether type urethane acrylate oligomer I-1. The oligomer I-1 was tested by IR, and the sp...

Embodiment 2

[0057] (1) Synthesis of the semi-adduct of alkylphenol polyoxyethylene ether and diisocyanate:

[0058] 40.0g of nonylphenol polyoxyethylene ether (n=4, Mn=396) was added to the reaction vessel, the temperature was raised to 50°C under stirring, 25.0g of 4,4'4-diphenylmethane diisocyanate was added dropwise, and the temperature was controlled for 0.5 hours. The inner dropwise addition was completed, and the post-insulation reaction was performed for 15 minutes;

[0059] (2) Synthesis of urethane acrylate oligomer:

[0060] The system was cooled to 35°C, a homogeneous mixture of 13.0g hydroxyethyl methacrylate and 0.013g p-hydroxyanisole was added dropwise, the dropwise addition was completed within 0.5 hours, and the reaction was incubated for 20 minutes, and 0.04g dilauric acid was added dropwise. Dibutyltin, and continue to react for 45 minutes, then the temperature is raised to 50° C., and the reaction is continued for half an hour to obtain nonylphenol polyoxyethylene eth...

Embodiment 3

[0063] (1) Synthesis of the semi-adduct of alkylphenol polyoxyethylene ether and diisocyanate:

[0064] 39.6g of nonylphenol polyoxyethylene ether (n=4, Mn=396) was added to the reaction vessel, the temperature was raised to 40° C. under stirring, 17.4g of toluene diisocyanate was added dropwise, and the addition was completed within 0.5 hours, and the reaction was kept warm. 5 minutes;

[0065] (2) Synthesis of urethane acrylate oligomer:

[0066] The system was cooled to 35°C, a uniform mixture of 11.6g hydroxyethyl acrylate and 0.006g p-hydroxyanisole was added dropwise, the dropwise addition was completed within 0.5 hours, and the reaction was maintained for 15 minutes, and 0.04g dibutyltin dilaurate was added dropwise. , and continued to react for 40 minutes, then the temperature was raised to 50° C., and the reaction was continued for half an hour to obtain nonylphenol polyoxyethylene ether type urethane acrylate oligomer I-3.

[0067] The oligomer viscosity was determ...

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Abstract

The invention discloses a urethane acrylate low polymer and a preparation method and an application thereof. The urethane acrylate low polymer is prepared through the reaction of monofunctional alkylphenol ethoxylates and diisocyanate and the end capping by using 2-hydroxyethyl acrylate. The preparation method comprises step of: dropwise adding diisocyanate into the monofunctional alkylphenol ethoxylates at 40-60 DEG C to react on a heat insulating condition, thus obtaining a semi-addition product; and cooling the semi-addition product to 30-40 DEG C, dropwise adding a uniform mixture of hydroxyalkyl acrylate or methyl hydroxyalkyl acrylate and a polymerization inhibitor into a reactant, reacting for 15-30 minutes on a heat insulating condition, dropwise adding a catalyst and continuously reacting for 40-60 minutes, then heating to 50-60 DEG C and keeping the reaction, thus obtaining the urethane acrylate low polymer. Long soft segments are introduced into a molecular structure and have monofunctional degrees, and molecular chains can freely rotate, so that resin can have excellent softness and extremely low viscosity; and moreover, the structure contains benzene rings, so that molecules do not lose rigidity.

Description

technical field [0001] The invention relates to a urethane acrylate oligomer, in particular to an alkylphenol polyoxyethylene ether type urethane acrylate oligomer and a preparation method thereof. The oligomer can be applied to light-curing coatings. Background technique [0002] In recent years, people's requirements for environmental protection have become higher and higher, and solvent-based coatings have been more and more strictly restricted due to the emission of volatile organic compounds (VOCs). Green environmental protection coatings represented by powder coatings have become a hot spot of people's attention and research. Compared with other types of coatings, UVCC has the advantages of fast curing speed, low curing temperature, environmental protection and energy saving, excellent coating performance, and can be used for the coating of heat-sensitive substrates such as plastics, paper and wood. [0003] Such coatings are generally composed of UV-curable resin, re...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C271/24C07C271/28C07C269/02C09D4/02
Inventor 杨明雄周婵华涂伟萍王邦清
Owner CHANGXING PHOTOELECTRIC MATERIAL
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