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 inte

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

Acrylic acid (AA) was esterified with 2-ethylhexanol (2-EtHexOH) in the presence of at least one AA stabilizer using sulfuric acid as a catalyst to give 2-ethylhexyl acrylate, and the crude reaction obtained The mixture (B1) contains the required acrylate, 2-EtHexOH, AA, 2-ethylhexyl acid sulfate (2-EtHexSO4H), trace sulfuric acid and impurities. Washing (B1) with water in the extraction column C2 to remove the aqueous phase (A1) at the bottom of the column, and the organic phase (O2) at the top of the column is sent to the top (removal of heads) column C3 to obtain AA and 2-EtHexOH, which are recycled to the esterification reaction, the desired acrylates with the heads removed are sent to the distillation column C4, from which the heavy product is purified; the 2-EtHexSO4H present in (A1) is subjected to a hydrolysis step to obtain 2-EtHexOH and sulfuric acid are generated in this phase, and the acidic substances obtained by hydrolysis are neutralized by adding alkali to the medium, and the obtained aqueous phase (A3) is sent to the 2-EtHexOH recovery step in the distillation column C1.

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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