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Improved method of preparing acrylic acid-2-ethyl caproite

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

Inactive Publication Date: 2002-11-13
ATOFINA
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

This emulsion may be attributed to the formation of 2-ethylhexyl acrylate polymers in the interphase, which interferes with the downstream distillation operations and reduces the environmental quality of the production plant

Method used

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  • Improved method of preparing acrylic acid-2-ethyl caproite
  • Improved method of preparing acrylic acid-2-ethyl caproite

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Experimental program
Comparison scheme
Effect test

specific Embodiment approach

[0027] -Use 5-50% by weight of water based on the crude reaction mixture material (B1) to wash the crude reaction mixture (B1) with water; in addition, this step of washing the crude reaction mixture material (B1) with water is generally at a temperature of 20-50 at °C; and

[0028] - The hydrolysis is carried out at a temperature of 70-200°C.

Embodiment 1

[0030] The different logistics paths illustrated on FIGS. 1 and 2 have been described above. Embodiment 1 (the present invention)

[0031] A - Synthesis of Crude Reaction Mixture

[0032] In a stirred reactor, under reduced pressure and at a temperature of 90°C, in the presence of 94% sulfuric acid (9.76 parts) as a catalyst, and in the presence of phenothiazine (0.7 parts) as a polymerization inhibitor, 2-ethylhexyl Alcohol (520 parts) esterified acrylic acid (466.3 parts) in batch mode. The equilibrium of the esterification reaction is shifted towards the desired 2-ethylhexyl acrylate by distillation of the water produced as an azeotrope with 2-ethylhexanol.

[0033] The crude product (B1) of reaction is composed as follows:

[0034] 2-Ethylhexyl Acrylate 91%

[0035] 2-Ethylhexanol 4.4%

[0036] Acrylic acid 0.5%

[0037] 2-Ethylhexyl Acid Sulfate 2.5%

[0038] Water 0.5%

[0039] Other impurities 1.1%

[0040] B- Extract the catalyst by washing it three times with...

Embodiment 2

[0056] Embodiment 2 (comparison)

[0057] The process is carried out as described in conjunction with reference to FIG. 1 , which neutralizes the reaction crude product (b1) having the same composition as (B1). This process results in a thick emulsion during the neutralization step and also results in a loss of acrylic acid.

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Abstract

Production of 2-ethylhexyl acrylate involves esterification of acrylic acid with 2-ethylhexanol. The esterification produces a reaction mixture (B1) comprising 2-ethylhexyl acrylate, 2-ethylhexanol, acrylic acid, 2-ethylhexyl acid sulfate, traces of sulfuric acid and impurities. (B1) is washed in a column enabling separation of an organic phase from which 2-ethylhexyl acrylate is distilled off. Production of 2-ethylhexyl acrylate involves esterification of acrylic acid with 2-ethylhexanol. The esterification produces a reaction mixture (B1) comprising 2-ethylhexyl acrylate, 2-ethylhexanol, acrylic acid, 2-ethylhexyl acid sulfate, traces of sulfuric acid and impurities. The mixture (B1) is water washed in a column enabling separation of an organic phase at the head and elimination of an aqueous phase at the foot. The organic phase is directed to a heading column from which acrylic acid and 2-ethylhexanol can be recycled to the esterification reaction, and 2-ethylhexyl acrylate from the base directed to another distillation column and headed off free from heavy products. The aqueous phase is directed to a hydrolysis stage to hydrolyse the acid sulfate, the acid species resulting being neutralized with a base. The resulting aqueous phase passes to a distillation column to separate off remaining 2-ethylhexanol which is recycled to the reaction.

Description

technical field [0001] This invention relates to an improved process for the preparation of 2-ethylhexyl acrylate by the direct esterification of acrylic acid with 2-ethylhexanol, which reaction can be catalyzed by sulfuric acid. Background technique [0002] In this industrial process, in order to shift the reaction equilibrium, instead of adding solvent which is brought into the water of reaction by azeotropic action, an excess of esterified alcohol (currently, 2-ethylhexyl ester) is used to ensure this effect, This alcohol has the property of forming an azeotropic mixture with water. [0003] After the discontinuously carried out reaction step, nearly all of the sulfuric acid can be converted to the acidic form of 2-ethylhexyl sulfate (Et2HexSO 4 H): [0004] <chemistry num="001"> <chem file="02119216_cml001.xml" / > < / chemistry> [0005] Therefore, the reaction mixture after the reaction includes 2-ethylhexyl acrylate, 2-ethylhexanol, acrylic acid,...

Claims

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Application Information

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IPC IPC(8): C07C69/54C07B61/00C07C67/08C07C67/54C07C67/58C07C67/60C07C67/62C07C69/003
CPCC07C67/08C07C67/58C07C69/54
Inventor J·贝萨勒姆M·福科内S·勒皮泽拉
Owner ATOFINA
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