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Improved 2-ethyl hexyl acrylate producing process

A technology of ethylhexyl ester and acrylic acid, which is applied in the preparation of carboxylic acid esters, organic chemical methods, chemical instruments and methods, etc., and can solve problems such as interfering with distillation operations and reducing the environmental quality of production workshops

Inactive Publication Date: 2002-12-11
ATOFINA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This emulsion may be attributed to 2-ethylhexyl acrylate polymer, which interferes with the distillation operation downstream and reduces the environmental quality of the production plant

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Embodiment 1 (comparison)

[0027] The esterification of acrylic acid with 2-ethylhexanol was carried out batchwise in a stirred reactor at 80° C. under reduced pressure in the presence of sulfuric acid as catalyst and hydroquinone as polymerization inhibitor.

[0028] The reaction crude (B1) thus constituted is neutralized in order to remove the acids present, namely 2-ethylhexyl acid sulfate, acrylic acid and traces of sulfuric acid. This neutralization reaction was carried out in a separate stirred reactor batchwise using 200 g of crude B1, and 4% by weight sodium carbonate solution (30 min at room temperature). Decantation was performed in a decanting ampoule. In this case, emulsification at the interface was seen upon decanting.

Embodiment 2-7

[0029] Embodiment 2-7 (the present invention)

[0030] The same reaction as in Example 1 was carried out, but an acrylic stabilizer and an aqueous phase stabilizer were used. These results are compiled in the table below:

[0031] Example

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PUM

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Abstract

Production of 2-ethylhexyl acrylate involves direct esterification of acrylic acid with 2-ethylhexanol, catalysed by sulfuric acid. The esterification is stabilized by a stabilizing agent, and is followed by neutralization of crude reaction mixture (B1). Resulting salts pass into aqueous phase (A1), where organic phase (O1) and (A1) are separated, and 2-ethylhexyl acrylate is recovered. Production of 2-ethylhexyl acrylate by direct esterification of acrylic acid with 2-ethylhexanol, catalysed by sulfuric acid, involves subjecting acrylic acid to esterification. The esterification is stabilized by at least one stabilizing agent, and the esterification is followed by neutralization by a base of the crude reaction mixture (B1) obtained. The resulting salts pass into an aqueous phase (A1) of the mixture, where an organic phase (O1) and aqueous phase (A1) resulting from the neutralization are separated and the 2-ethylhexyl acrylate is recovered from (O1). To suppress the emulsions which tend to appear during neutralization, an acrylic acid stabilizer, apart from hydroquinone, is introduced. Failing that, the aqueous phase is stabilized before and / or during neutralization.

Description

technical field [0001] This invention relates to an improved process for the production of 2-ethylhexyl acrylate by the direct esterification of acrylic acid with 2-ethylhexanol, the reaction being catalyzed by sulfuric acid. Background technique [0002] In this industrial process, in order to shift the reaction equilibrium, no solvent is added which azeotropically takes away the water of reaction, but this effect can be ensured by an excess of esterified alcohol (currently, 2-ethylhexanol), which It has the characteristics of forming an azeotropic mixture with water. [0003] According to the following esterification of sulfuric acid with 2-ethylhexanol, at the end of the batch-wise reaction step, almost all of the sulfuric acid was converted to the acidic sulfuric acid-2-ethylhexyl ester (Et2HexSO 4 H): [0004] <chemistry num="001"> <chem file="02120127_cml001.xml" / > < / chemistry> [0005] Therefore, after the reaction is finished, the reaction mi...

Claims

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Application Information

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IPC IPC(8): C07B61/00C07C67/08C07C67/58C07C67/60C07C67/62C07C69/003C07C69/54
CPCC07C67/08C07C67/62C07C69/54
Inventor A·里昂德尔J·贝萨勒姆
Owner ATOFINA
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