Silane hybrid quaternary ammonium salt modified polyisocyanate curing agent and preparation method thereof

A polyisocyanate, quaternary ammonium salt technology, applied in chemical instruments and methods, organic chemistry, paints containing biocides, etc., can solve the problems of coating film gloss, poor transparency, low NCO content, and high reaction temperature. The effect of good water dispersibility, high NCO content and low viscosity

Active Publication Date: 2021-01-12
肇庆千江高新材料科技股份公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although this silicon-modified water-based polyurethane curing agent can ensure the hydrophilicity and water resistance of the two-component paint film, because of the high reaction temperature, the reaction process is prone to explosive polymerization and consumes a lot of energy.
[0010] Generally speaking, the existing water-based curing agents in the market generally have the disadvantages of low NCO content, high viscosity, and the synthesis process consumes a lot of energy and time.
It has poor compatibility with water-based hydroxyl resin, and the gloss and transparency of the coating film are not good

Method used

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  • Silane hybrid quaternary ammonium salt modified polyisocyanate curing agent and preparation method thereof
  • Silane hybrid quaternary ammonium salt modified polyisocyanate curing agent and preparation method thereof
  • Silane hybrid quaternary ammonium salt modified polyisocyanate curing agent and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0037] 185g of HDI trimer was added to the tank equipped with mechanical stirring, reflux tube, constant pressure separatory funnel and N 2 Add a small amount of PMA to the four-neck round-bottomed flask at the import and export points to adjust the viscosity. Under nitrogen atmosphere protection, slowly add 3g of N,N-dimethylethanolamine and 6g of silane coupling agent dropwise within 10 minutes. Slowly raise the temperature to 50°C, react for 2 hours under the action of low-speed stirring until the NCO mass content of the system reaches the theoretical value, then add diethyl sulfate to terminate the reaction, keep the temperature for 1 hour, cool down to room temperature, and slowly add 6g dropwise within 5 minutes The 1,3-sultone, after the dropwise addition, was reacted at 50°C for 2.5 hours. The temperature was lowered, and the reaction solvent was removed by thin film distillation to obtain a light yellow transparent viscous liquid and a silane hybrid quaternary ammoniu...

Embodiment 2

[0040] Add 185g of hexamethylene diisocyanate (HDI) to the 2 A small amount of dimethyl sulfoxide was added to adjust the viscosity of the four-necked round-bottomed flask at the import and export, and under nitrogen atmosphere protection, 3 g of N-methyldiethanolamine and 6 g of silane coupling agent were slowly added dropwise within 15 minutes. Slowly raise the temperature to 40°C, react for 2 hours under the action of low-speed stirring until the NCO mass content of the system reaches the theoretical value, then add methyl toluenesulfonate to terminate the reaction, keep warm for 1 hour, cool down to room temperature, and slowly add dropwise within 4 minutes 6 g of propenyl-1,3-sultone was added dropwise and reacted at 60° C. for 2 hours. The temperature was lowered, and the reaction solvent was removed by thin film distillation to obtain a light yellow transparent viscous liquid and a silane hybrid quaternary ammonium salt modified polyisocyanate curing agent with an NCO m...

Embodiment 3

[0043] 185g of isophorone diisocyanate (IPDI) was added to the 2 A small amount of N,N-dimethylacetamide was added to the four-neck round bottom flask at the import and export to adjust the viscosity, under nitrogen atmosphere protection, 3g of triethanolamine and 6g of silane coupling agent were slowly added dropwise within 20 minutes. Slowly raise the temperature to 60°C, react for 2 hours under the action of low-speed stirring until the NCO mass content of the system reaches the theoretical value, then add dimethyl sulfate to terminate the reaction, keep the temperature for 1 hour, cool down to room temperature, and slowly add 6g dropwise within 6 minutes After the 1.4-butane sultone was added dropwise, it was reacted at 40°C for 3 hours. The temperature was lowered, and the reaction solvent was removed by thin film distillation to obtain a light yellow transparent viscous liquid and a silane hybrid quaternary ammonium salt-modified polyisocyanate curing agent with an NCO m...

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Abstract

The invention provides a silane hybrid quaternary ammonium salt modified polyisocyanate curing agent and a preparation method thereof. The preparation method includes the steps that by mass, 1.0-3.0%of alkylol amine, 2.0-4.0% of silane coupling agent and 90-94% of polyisocyanate react under the protection of the nitrogen atmosphere at the temperature of 40-60 DEG C till the NCO content of the system reaches a theoretical value, 0.05-0.5% of polymerization inhibitor is added, and thus a silane hybrid polyisocyanate curing agent containing tertiary amine is prepared; and then 2.0-4.0% of sultone is added to react with the silane hybrid polyisocyanate curing agent containing tertiary amine until the sultone is completely consumed, and cooling and discharging are conducted. By adopting the sultone hydrophilic modifier with strong hydrophilicity, the prepared curing agent can be dispersed in water, is low in viscosity and environment-friendly, and has the characteristics of excellent scratch resistance, transparency, storage stability and the like.

Description

technical field [0001] The invention relates to the technical field of curing agents, in particular to a silane hybrid quaternary ammonium salt modified polyisocyanate curing agent and a preparation method thereof. Background technique [0002] With the rapid development of the polyurethane industry, in order to overcome the defects of poor heat resistance and low softening temperature in polyurethane materials, polyisocyanate curing agents are gradually applied to various fields in the polyurethane industry. Although the traditional polyisocyanate curing agent has low viscosity and high NCO content, it is not hydrophilic and cannot be emulsified and dispersed in hydroxyl water-based resins, resulting in uneven, non-dense, low gloss and other coating defects. The application in the field of production and life is very limited. Introducing hydrophilic groups or components to hydrophilically modify traditional polyisocyanate curing agents to improve their water dispersibility...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G18/79C08G18/78C09D175/04C09D5/14C09D5/16C07F7/18
CPCC08G18/775C08G18/722C09D175/04C09D5/14C09D5/1662C07F7/1892
Inventor 李会宁刘中生杨鹏博
Owner 肇庆千江高新材料科技股份公司
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