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Hydrolysis-resistant phosphorus-containing polyhydric alcohol acrylic ester and preparation method thereof

An alcohol acrylate, hydrolysis-resistant technology, applied in the field of polymerizable functional monomers and preparation, can solve problems such as corrosion of metal substrates, damage to electronic devices, alkali resistance of cured films, and effects of weather resistance, and achieve water resistance. Excellent solution performance, improved performance, adjustable phosphorus content

Inactive Publication Date: 2011-10-26
武汉金磷化工科技有限责任公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

If a hydrolysis reaction occurs, the acid value of the resin system will change, which will affect the storage stability of the resin; the alkali resistance and weather resistance of the cured film will also be greatly affected, and it will have obvious corrosion on metal substrates. This is extremely harmful to electronic devices

Method used

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  • Hydrolysis-resistant phosphorus-containing polyhydric alcohol acrylic ester and preparation method thereof
  • Hydrolysis-resistant phosphorus-containing polyhydric alcohol acrylic ester and preparation method thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] Embodiment 1: Preparation of trihydroxymethylphosphine oxide triacrylate

[0029] In a reaction kettle equipped with temperature control equipment, agitator, and reflux condenser, add 140Kg of trishydroxymethylphosphine oxide, 250Kg of acrylic acid, 150Kg of toluene, 5.2Kg of catalyst p-toluenesulfonic acid, and 2.5 kg of polymerization inhibitor p-methoxyphenol Kg, then stirred and heated to reflux, reflux reaction for 7h, and continuously discharged the water generated in the reaction system, so that the reaction proceeded in a direction that was conducive to the formation of the product; after calculating the amount of water to the theoretical value, the reaction was terminated; the reaction mixture was cooled To 30°C, add 250Kg mass concentration of 10% sodium hydroxide solution to wash once, separate the water phase, filter the organic phase and the middle layer together, then wash the organic phase with deionized water until neutral, dry the organic phase; Organic s...

Embodiment 2

[0030] Embodiment 2: Preparation of trihydroxyethylphosphine oxide triacrylate

[0031] In the reaction kettle equipped with temperature control equipment, agitator, and reflux condenser, add 182Kg of trihydroxyethylphosphine oxide, 255Kg of acrylic acid, 150Kg of cyclohexane, 5.4Kg of catalyst p-toluenesulfonic acid, and 5.4Kg of polymerization inhibitor p-methoxy Phenol 2.5Kg, then stirred and heated, rapid reflux reaction for 15h, and the water generated in the reaction system was continuously discharged, so that the reaction proceeded in a direction that was conducive to the generation of products; the reaction was terminated after the amount of water was calculated to the theoretical value; the reaction mixture was Cool to 30°C, add 250Kg mass concentration of 10% sodium hydroxide solution to wash once, separate the water phase, filter the organic phase and the middle layer together, then wash the organic phase with deionized water until neutral, dry the organic phase; Th...

Embodiment 3

[0032] Embodiment 3: Preparation of trihydroxymethylphosphine trimethacrylate

[0033] In a stainless steel reaction kettle equipped with temperature control equipment, agitator, and reflux condenser, add 124Kg of refined trihydroxymethylphosphine, 300Kg of methacrylic acid, 150Kg of cyclohexane, 5.5Kg of catalyst p-toluenesulfonic acid, and a pair of polymerization inhibitors Hydroquinone 3.6Kg, then stir and heat, reflux reaction 10h, and constantly discharge the water that generates in the reaction system, so that the reaction is carried out to the direction that is conducive to generating product; Calculate the water amount to finish the reaction after reaching the theoretical value; Mixture is cooled to 30 ℃, add 500Kg mass concentration and be that 5% sodium hydroxide solution washes once, keep system and maintain neutral environment, divide and remove water phase, organic phase and middle layer are filtered together, then organic phase is washed with deionized water unti...

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Abstract

The invention relates to a hydrolysis-resistant phosphorus-containing polyhydric alcohol acrylic ester and a preparation method thereof. A general formula of the hydrolysis-resistant phosphorus-containing polyhydric alcohol acrylic ester is as follow. The preparation method is characterized by: adopting alcoholic hydroxyl as a reference and adding phosphorus-containing polyhydric alcohol, acrylic acid, polymerization inhibitors, catalysts to a reaction vessel, wherein a molar ratio of the phosphorus-containing polyhydric alcohol, the acrylic acid, the polymerization inhibitors, the catalysts to the alcoholic hydroxyl is 1:1.0, 2.5:0.01, 2.0:0.01, 4.0, followed by adding solvents; controlling concentrations of the reactants to 30-80% through the amount of the solvents; carrying out a dehydrolysis for 7-15 hours at a temperature of 75-140 DEG C, then cooling to a temperature of 25-40 DEG C, followed by washing and refining to remove the solvents and redundant acrylic acid to obtain the hydrolysis-resistant phosphorus-containing polyhydric alcohol acrylic ester. With the present invention, an inorganic phosphorus chemical industry byproduct is adopted as a main raw material to prepare the hydrolysis-resistant phosphorus-containing polyhydric alcohol acrylic ester. The hydrolysis-resistant phosphorus-containing polyhydric alcohol acrylic ester can be directly adopted as a reactive fire retardant, further as a additive for improving a plurality of performance of UV curing coatings such as adhesions, polymerization rate and the like, a crosslinking coagent for commodity polymer material, and can be applicable for other possible application fields.

Description

technical field [0001] The invention relates to a polymerizable functional monomer based on a hydrolysis-resistant phosphorus-containing polyol and a preparation method thereof, in particular to a functional hydrolysis-resistant phosphorus-containing polyol acrylate and a preparation method thereof. Background technique [0002] Polymerizable phosphorus-containing functional monomers and their oligomers (such as phosphorus-containing acrylates, phosphorus-containing epoxy resins, and phosphorus-containing allyl ethers) have broad application prospects in modern new technology fields. Phosphorus-containing acrylate is an important basic functional raw material, widely used in polymerizable surfactants, with good antistatic, emulsifying and antirust properties, used as an antistatic agent in the fiber industry, and can also be used for mercerizing In addition, it has been widely used in lubricating oil additives, corrosion inhibitors, detergents, cosmetics and pesticide emulsi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/53C07F9/30C07F9/50C07F9/46
Inventor 刘承美邱进俊罗序文张俊康宏
Owner 武汉金磷化工科技有限责任公司
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