Process for preparing and recovering acrylic acid

• US 4,317,926 A
• Filed: 01/15/1979
• Issued: 03/02/1982
• Est. Priority Date: 01/19/1978
• Status: Expired due to Term

• Current Assignee: Nippon Shokubai Kagaku Kogyo Co., Ltd.
• Original Assignee: Nippon Shokubai Kagaku Kogyo Co., Ltd.
• Inventors: Sato, Takahisa, Baba, Masao, Okane, Michito
• Primary Examiner(s): Garner, Vivian
• Application Number:
  US06/003,405
• Time in Patent Office: 1,142 Days
• Field of Search: 562/599, 562/600, 562/545-547, 562/532, 562/548, 562/608, 562/534-536, 560/208, 560/218, 203/8, 203/28, 203/DIG. 21, 203/60, 203/73, 203/72, 568/753
• US Class Current: 562/532
• CPC Class Codes: C07C 51/347 by reactions not involving formation of carboxyl groups
• CPC Class Codes: C07C 57/04 Acrylic acid; Methacrylic acid
• CPC Class Codes: Y10S 203/22 Accessories

Abstract

In a process for producing acrylic acid which comprises contacting with water an acrylic acid-containing reaction product gas which has been obtained by the catalytic vapor phase oxidation of an olefinic compound of a general formula, CH₂ ═CHX, wherein X represents at least one group selected from the group consisting of CH₃ and CHO, with a molecular oxygen-containing gas thereby collecting the acrylic acid in the form of an aqueous solution, separating the acrylic acid from the aqueous solution, and refining the thus separated acrylic acid, the improvement comprising a step of subjecting the bottom liquor of a rectification tower for acrylic acid to a decomposition evaporation and a step of subjecting the evaporation residue having a composition of 1-25 wt % of acrylic acid, 9-49 wt % of acrylic acid dimer, wherein total amount of the acrylic acid and its dimer is in the range of 10-50 wt %, and correspondingly 90-50 wt % of other matters to an extraction with water to separate the acrylic acid, its dimer and hydroquinone by the extraction.

Claims

1. A process for preparing acrylic acid comprising:

(a) catalytic vapor phase oxidation of an olefinic compound of the general formula CH₂ ═

CHX wherein X represents at least one group selected from the group consisting of CH₃ and CHO with a molecular oxygen containing gas to yield a reaction product gas comprising acrylic acid and acetic acid,

(b) contacting said reaction product gas with water in the presence of hydroquinone and obtaining an aqueous solution of said reaction product and hydroquinone,

(c) separating the acrylic acid from the aqueous solution, which comprises the steps of

(i) separating the organic components containing said reaction product and hydroquinone from the aqueous solution by extraction.

(ii) separating acetic acid from the organic components to obtain the crude acrylic acid by distillation, and

(iii) separating the acrylic acid from the crude acrylic acid and obtaining a bottom liquor containing acrylic acid, acrylic acid dimer, hydroquinone and high boiling substances by distillation,

(d) decomposition evaporating said bottom liquor under reduced pressure of 20-500 mmHg at a temperature of 120°

-220°

C. to provide a distillate and an evaporation residue having the composition of 1-25 wt % of acrylic acid, 9-49 wt % of acrylic acid dimer, wherein the total amount of the acrylic acid and its dimer is in the range of 10-50 wt % and correspondingly 90-50 wt % of the other components, said distillate being recycled to step c, and

(e) subjecting said evaporation residue to water extraction to separate said acrylic acid, acrylic acid dimer, and hydroquinone as aqueous solution from high boiling water insoluble substances, said aqueous solution being recycled to the step b or step c-i.

2. A process according to claim 1, wherein the distillate obtained by the decomposition evaporation of the bottom liquor from the step d is circulated to the acetic acid separation step c-ii.

3. A process according to claim 1, wherein the decomposition of the evaporation residue is conducted at 150°

-200°

C.

4. A process according to claim 1 wherein the acrylic acid, acrylic acid dimer and hydroquinone recovered as an aqueous solution by the water extraction are circulated to the step b.

5. A process according to claim 1, wherein the acrylic acid, acrylic acid dimer and hydroquinone recovered as an aqueous solution by the water extraction are circulated to the step c-i.

6. A process according to claim 1, wherein the water extraction is conducted at a temperature of 5°

-90°

C. and at a ratio by weight of the liquor withdrawn from the bottom to water of 1;

3-6.

7. A process according to claim 6, wherein the water extraction is conducted at a temperature of 20°

-60°

C. and a ratio by weight of the liquor withdrawn from the bottom to water of 1;

3-6.

8. A process according to claim 1, wherein the evaporation residue is further subjected to decomposition evaporation and the residue after the decomposition is subjected to water extraction.

9. A process according to claim 8, wherein the distillate obtained by the further decomposition evaporation is circulated to the acrylic acid separation step c.

10. A process according to claim 8, wherein the acrylic acid, acrylic acid dimer and hydroquinone recovered as an aqueous solution by the water extraction are circulated to the step b.