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Synthesis technique of alpha-cyanoacrylate monomer

A cyanoacrylate and synthesis process technology, applied in the preparation of carboxylic acid nitrile, the preparation of organic compounds, organic chemistry, etc., can solve the problems of large solvent usage, long production cycle, and large energy consumption, and achieve low cost, Energy saving and high yield effect

Active Publication Date: 2012-07-25
GLEIHOW NEW MATERIALS CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] Through a large number of production practices, it is found that the above-mentioned method has the following defects: 1. The synthetic method of ethyl cyanoacetate and formaldehyde solution has a long production cycle, and it is necessary to use complex operations such as a large amount of solvent dehydration after drying the polymer produced by the synthesis.
[0006] 2. The method of synthesizing ethyl cyanoacetate and paraformaldehyde in the presence of an organic solvent needs to raise the temperature of cyanoacetate, paraformaldehyde and solvent together. The amount of solvent used is large, the energy consumption is large, and it is not environmentally friendly.

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0020] Example 1: Add 300.0g ethyl cyanoacetate, 83.5g paraformaldehyde and catalyst (hexahydropyridine) into a 1000ml four-necked flask equipped with a stirrer, condenser and thermometer, and slowly heat under stirring. The reaction starts when the temperature reaches 60°C, the reaction temperature is increased naturally for 100 minutes, the internal temperature reaches 120°C, and the reaction is stopped by adding phosphoric acid. Add (30 g) dibutyl phthalate, and add 400 drops under heating (the oil temperature is set at 120°C) Gram benzene azeotropic dehydration. The solvent is added in about ten minutes. Finally, the residual solvent and water are removed under reduced pressure, a small amount of hydroquinone and phosphorus pentoxide are added in vacuum, and then vacuum cracking is carried out under the protection of sulfur dioxide gas (170℃---- -210℃ / 2.67KPa) to obtain a crude product. Add the crude product to the refined bottle and distill it under reduced pressure once,...

Embodiment 2

[0021] Example 2: Add 300.0g ethyl cyanoacetate, 83.5g paraformaldehyde and catalyst (KOH) into a 1000ml four-necked flask equipped with a stirrer, condenser and thermometer, and slowly heat under stirring until the internal temperature reaches Start the reaction at 60°C, naturally increase the temperature for 100 minutes, add phosphoric acid to stop the reaction, add (40g) dioctyl phthalate, and add 450g methanol dropwise under heating (the oil temperature is set to 125°C) Dehydrated. The solvent is added in about 8 minutes, and finally the residual solvent and water are removed under reduced pressure, a small amount of hydroquinone and phosphorus pentoxide are added in vacuum, and then the vacuum cracking is carried out under the protection of sulfur dioxide gas (170℃---210 ℃ / 2.67KPa) to obtain a crude product. Add the crude product to the refined bottle and distill it under reduced pressure once, add a small amount of hydroquinone and sulfur dioxide inhibitor to store, and ...

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PUM

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Abstract

The invention belongs to the field of adhesives, and particularly relates to a synthesis technique of an alpha-cyanoacrylate monomer, which comprises the following steps: (1) directly reacting cyanoacetate and polyformaldehyde, which are used as raw materials, under solventless conditions by using a basic catalyst; (2) naturally cooling, keeping the temperature, and dehydrating to obtain the crude product; and (3) in the presence of a polymerization inhibitor, preparing the alpha-cyanoacrylate monomer, wherein the basic catalyst in the step (1) is one or mixture of hexahydropyridine, pyridine and KOH, the cyanoacetate is one or mixture of methyl cyanoacetate, ethyl cyanoacetate and n-butyl cyanoacetate, the polymerization inhibitor in the step (3) is hydroquinone and sulfur dioxide, a dehydrating agent is used for dehydration in the step (2); and the dehydrating agent is one or mixture of benzene, methylbenzene and methanol. The reaction process has the advantages of no need of organic solvent, low energy consumption, obvious environmental protection effect and high target product yield.

Description

Technical field [0001] The invention belongs to the field of adhesives, and particularly relates to a synthesis process of α-cyanoacrylate monomers. Background technique [0002] Alpha-cyanoacrylate adhesives are an attractive type of structural adhesives. It was accidentally discovered by Eastman Company of the United States in 1955 when synthesizing ethylene compounds. In 1959, Eastman·Kodak Company of the United States began production and marketing. Because of its high chemical activity, it can cure and bond in a very short time, even a few seconds. [0003] The most common α-cyanoacrylate glue is α-ethyl cyanoacrylate glue (commonly known as 502 glue), which is a unique one-component fast-curing adhesive, also known as "instant dry glue", "instant dry glue" "Super glue", etc., which have a solidified block, a wide range of bonding materials, low viscosity, thin glue layer, transparency, oil resistance and electrical insulation, strong penetration, and convenient use. Soon ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C255/23C07C253/30
Inventor 匡广际杨猛邱越
Owner GLEIHOW NEW MATERIALS CO LTD
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