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A preparation method of (meth)acrylic ester substance and application of 2-acrylamide-2-methylpropanesulfonic acid

A technology of methylpropanesulfonic acid and acrylamide, which is applied in the preparation of carboxylic acid esters, the preparation of organic compounds, chemical instruments and methods, etc., can solve the problems of difficult separation and removal, waste of acrylic acid, cumbersome operation, etc., and achieve wide application prospects , avoid waste, the effect of low equipment requirements

Active Publication Date: 2020-01-07
GUANGDONG BOSSIN NOVEL MATERIALS TECH CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

After the reaction, due to the similar properties of methanesulfonic acid, p-toluenesulfonic acid, sulfuric acid and (meth)acrylic acid, it is difficult to separate and remove. Generally, methanesulfonic acid, p-toluenesulfonic acid, sulfuric acid and (Meth)acrylic acid, at this time, a large amount of salty waste liquid will be produced; and in order to remove all alkaline substances, a large amount of water is required for multiple washings, the operation is cumbersome, the reaction process and production cycle are prolonged, and a large amount of alkali needs to be invested Sexual substances and water resources
In addition, methanesulfonic acid, p-toluenesulfonic acid, and sulfuric acid cannot be recycled and reused, unreacted (meth)acrylic acid is wasted, and the salty waste liquid needs to be treated before it can be discharged, and the treatment cost is high

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0089] This embodiment provides a preparation method of a trimethylolpropane triacrylate composition, which includes the following steps.

[0090] In a 1000 ml four-necked reaction flask equipped with electric stirring, thermometer, LZB-2 glass rotameter, water separator (connected to the condenser), add 228g trimethylolpropane, 400g acrylic acid, 112g heptane, 28g of toluene, 32g of 2-acrylamide-2-methylpropanesulfonic acid (AMPS), 1.3g of cuprous chloride, 1.0g of 4-methoxyphenol, 3.5g of hypophosphorous acid, passed through 1.8-2.5 mL / min Air, heat up until the esterification reaction is in a reflux state, and the toluene and heptane water azeotrope will take the water generated by the reaction out of the esterification reaction bottle through the water separator until the water produced per hour is less than 1 mL and the temperature of the reaction solution is stable. , as the end point of the esterification reaction. Cool the esterification reaction mixture to below 40°C...

Embodiment 2

[0097] This embodiment provides a preparation method of tripropylene glycol diacrylate composition, including the following steps.

[0098] In a 1000 ml four-necked reaction flask equipped with an electric stirrer, a thermometer, and a water separator (connected to a condenser), add 342 g of tripropylene glycol, 270 g of acrylic acid, 128 g of toluene, and 18 g of 2-acrylamide-2-methylpropane in sequence. Sulfonic acid (AMPS), 2.8g copper sulfate pentahydrate, 1.0g 4-methoxyphenol, 3.9g hypophosphorous acid, 1.0g triphenylphosphine, heat up to the state of reflux in the esterification reaction, toluene and water azeotrope The water generated by the reaction is taken out of the esterification reaction bottle through the water separator until the water produced per hour is less than 1 mL and the temperature of the reaction solution is stable, which is used as the end point of the esterification reaction. Cool the esterification reaction mixture to below 40°C, add 220g of toluene...

Embodiment 3

[0103] This embodiment provides a preparation method of propoxylated (5PO) pentaerythritol tetraacrylate composition, which includes the following steps.

[0104] In a 1000 ml four-necked reaction flask equipped with electric stirring, thermometer, LZB-2 type glass rotameter, water separator (connected to the condenser), add 320g of propoxylated (5PO) pentaerythritol, 246g of acrylic acid, 160g of toluene, 36g 2-acrylamide-2-methylpropanesulfonic acid (AMPS), 1.5g cuprous oxide, 0.9g copper dibutyldithiocarbamate, 1.6g 4-methoxyphenol, 5.2g phosphorous acid, pass Inject 2.8-3.5 mL / min of air, heat up until the esterification reaction is in a reflux state, toluene and water are azeotroped, and the water generated by the reaction is taken out of the esterification reaction bottle through the water separator until the water produced per hour is less than 1 mL and the temperature of the reaction solution is stable, as the end point of the esterification reaction. Cool the esterif...

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Abstract

The invention relates to a preparation method of (methyl)acrylate substances and application of 2-acrylamide-2-methylpropanesulfonic acid. The invention also discloses application of the 2-acrylamide-2-methylpropanesulfonic acid (AMPS) as a catalyst to esterification reaction. The inventor of the invention finds that the 2-acrylamide-2-methylpropanesulfonic acid (AMPS) can be used as a catalyst tocatalyze an esterification reaction, and has good catalytic activity and high yield. When the 2-acrylamide-2-methylpropanesulfonic acid is applied to preparation of (methyl)acrylate substances, the process is simple, the catalytic effect is good, and 2-acrylamide-2-methylpropanesulfonic acid and (methyl)acrylic acid are dissolved in the esterification process, so that esterification is facilitated. Besides, the solubility of the 2-acrylamide-2-methylpropanesulfonic acid at a low temperature is low, and cooling is carried out after the esterification reaction, thus the 2-acrylamide-2-methylpropanesulfonic acid is crystallized and separated out due to the reduction of the solubility, and the 2-acrylamide-2-methylpropanesulfonic acid can be recycled through filtration and separation.

Description

technical field [0001] The present invention relates to the technical field of esterification, and more specifically, to a preparation method of (meth)acrylic acid esters and the application of 2-acrylamide-2-methylpropanesulfonic acid. [0002] technical background [0003] At present, the preparation of (meth)acrylates by esterification is a relatively common practice. There are many types of catalysts for the esterification reaction, such as inorganic strong acids, strong acidic organic sulfonic acids, solid acids, etc. (Meth) acrylates, as the most common esterification reaction products, can be widely used in cross-linking and curing materials, such as photocuring or electron beam curing (UV / EB) coatings, inks, adhesives, structural materials and other fields . In the actual production of (meth)acrylates, methanesulfonic acid, p-toluenesulfonic acid, and sulfuric acid are widely used in the preparation of (meth)acrylates due to their low price and high catalytic activi...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): B01J31/02C07C69/54C07C67/08
Inventor 张春华庞来兴
Owner GUANGDONG BOSSIN NOVEL MATERIALS TECH CO LTD
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