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Polyether hydrophilic modifier with zwitter-ion group and preparation method thereof, and water dispersible polyisocyanate composition

A hydrophilic modifier and polyisocyanate technology, applied in the field of water-dispersible polyisocyanate compositions, can solve the problems of inability to effectively protect isocyanate groups, consume isocyanate groups, prolong the pot life of polyisocyanates, etc., and achieve good water solubility. Dispersibility, water absorption reduction, effect of short drying time

Active Publication Date: 2014-01-01
GUANGZHOU SUPER CHEM COATING CO LTDGUANGZHOU SUPER CHEM COATING CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, since the amount of the hydrophilic modifier is much smaller than that of the polyisocyanate, it is difficult to bond the hydrophobic group and the hydrophilic group to the same polyisocyanate molecule
When the polyisocyanate composition is dispersed in water, the polyisocyanate molecules bonded with the hydrophilic modification group are in the outer layer of the emulsion droplet, while the polyisocyanate molecules bonded with the hydrophobic modification group tend to be in the outer layer of the emulsion droplet. In the inner layer, the long chain of hydrophobic polyether cannot effectively protect the isocyanate group of the polyisocyanate molecule in the outer layer of the emulsion drop, and has a limited effect on extending the pot life of the polyisocyanate
Moreover, isocyanate is also consumed while the hydrophobic modification group is introduced, reducing the performance of the curing agent
Therefore, the method disclosed in the above-mentioned patent cannot effectively improve the pot life of the two-component water-based polyurethane curing agent, and reduce the performance of the curing agent

Method used

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  • Polyether hydrophilic modifier with zwitter-ion group and preparation method thereof, and water dispersible polyisocyanate composition
  • Polyether hydrophilic modifier with zwitter-ion group and preparation method thereof, and water dispersible polyisocyanate composition
  • Polyether hydrophilic modifier with zwitter-ion group and preparation method thereof, and water dispersible polyisocyanate composition

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0038] As shown in the reaction formula (1), diethylamine was used as the initiator and double metal cyanide complex (DMC) was used as the catalyst to catalyze the ring-opening polymerization of propylene oxide. The synthesis was carried out in a clean and dry 1L stirred autoclave. First place 1.2g of double metal cyanide catalyst in the autoclave, and then repeatedly vacuumize and inflate the autoclave with nitrogen. Then, 45.8 g of chromatographically pure grade (purity ≥ 99.5%) diethylamine was added into the kettle at room temperature as a starting agent to synthesize monofunctional polyether. At room temperature, 3.6 bar nitrogen was introduced. Then, 40 g of propylene oxide was pressed in, and the temperature of the reactor was gradually raised to 125° C. for induction reaction. When the temperature rises above 5°C, it indicates that the induction reaction is over. 386 g of propylene oxide were gradually added to the autoclave over the next 3 hours and 30 minutes. Th...

Embodiment 2

[0055] The polyether monoalcohol with tertiary amino groups was synthesized by using the same synthetic route and conditions as in Example 1. Place 1.0 g of a double metal cyanide catalyst in the autoclave, and then replace the air in the autoclave with nitrogen. At room temperature, 77.5 g of chromatographically pure grade diethylamine was added into the kettle as a starting agent. At room temperature, 3.2 bar nitrogen was introduced. Then, 60 g of propylene oxide was pressed in, and the temperature of the reactor was gradually raised to 125° C. to induce the reaction. When the temperature rises above 5°C ， Indicates the end of the induced reaction. 506 g of propylene oxide were added to the autoclave over the next 4 hours and 15 minutes. The mixture was stirred and reacted for 50 minutes. The tertiary aminopolyether monol was collected by filtration with exhaust at 105°C and 11 mbar.

[0056] Take 122g of the tertiary amino polyether sample prepared above and put it in...

Embodiment 3

[0069] Put 84.6g of sodium 2-chloroethanesulfonate and 210ml of water in a 1000ml three-necked flask, heat the flask to 60°C, and add the tertiary aminopolyether sample prepared in Example 2 dropwise to the three-necked flask under stirring 215g, reacted at this temperature for 24h to obtain zwitterionic polyether monoalcohol. The reaction is shown in formula (5).

[0070] (5)

[0071] The moisture in the reaction was distilled off under reduced pressure, 260ml of isopropanol was added to dilute the mixture, and 80g of magnesium silicate adsorbent was added to the mixture. The adsorbent, sodium 2-chloroethanesulfonate and sodium chloride in the mixture were removed by filtration with a plate and frame filter press, and the isopropanol solvent in the mixture was removed by distillation under reduced pressure. The obtained polyether was dissolved in deionized water to prepare a solution with a concentration of 30%. Use strong acid cation exchange resin (001×7 model) to fill...

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Abstract

The invention discloses a polyether hydrophilic modifier with a zwitter-ion group, which has a structural formula as described in the specification. The invention further discloses the preparation method of the polyether hydrophilic modifier with the zwitter-ion group. The preparation method comprises the following steps: (1), synthetizing polyether containing a tertiary amine group; (2), synthetizing the polyether with the zwitter-ion group. A water dispersible polyisocyanate composition is prepared through the following steps: enabling polyisocyanate and the polyether hydrophilic modifier with the zwitter-ion group to react under the effect of a catalyst for 2.5 to 3 hours, then adding benzoyl chloride, and stopping the reaction. According to the invention, a water dispersible polyisocyanate curing agent prepared by the zwitter-ion modifier is better in emulsibility, only less hydrophilic modifier is added to enable the polyisocyanate curing agent to have a better water dispersity. Influences from pH value to the emulsion stability of the curing agent can be reduced, and the working life of the polyisocyanate curing agent is improved.

Description

technical field [0001] The invention relates to a polyether hydrophilic modifier with zwitterionic groups, a preparation method thereof and a water-dispersible polyisocyanate composition. Background technique [0002] Polyurethane has excellent abrasion resistance, flexibility, elasticity, mechanical properties and chemical resistance, as well as bright and strong adhesion, so it is widely used in the field of coatings and adhesives. Volatile organic compounds (VOCs) released into the air during the manufacturing, construction, drying, curing and film-forming process of traditional solvent-based polyurethane coatings and adhesives are one of the important environmental pollutants, which pose a threat to human health and the environment. serious pollution and threats. With the strengthening of people's awareness of environmental protection, the restrictions on the emission of volatile organic compounds (VOC) in various countries' environmental protection laws and regulations...

Claims

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Application Information

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IPC IPC(8): C08G65/26C08G65/337C08G18/50
Inventor 纪凤龙王秋娣李国荣
Owner GUANGZHOU SUPER CHEM COATING CO LTDGUANGZHOU SUPER CHEM COATING CO LTD
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