IP Library Granted Patent US 8,585,870
Granted Patent B2
US 8,585,870 · App. 12/074,775 · Granted Nov 19, 2013

Process to C-manufacture acrylonitrile and hydrogen cyanide

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Quick Facts
Patent No.
US 8,585,870
App. No.
12/074,775
Granted
Nov 19, 2013
Kind
B2
Abstract

A process for co-manufacture of acrylonitrile and hydrogen cyanide comprises combining a stream comprising hydrogen cyanide and an acrylonitrile reactor product stream, to produce a combined product stream, having a ratio of acrylonitrile to hydrogen cyanide of about 9 to 1 or less, which can be varied; and treating the combined product stream in a recovery/purification system of acrylonitrile process wherein pH is controlled by addition of an acid to prevent HCN polymerization. The ratio of acrylonitrile to hydrogen cyanide is generally between 2 to 1 and 9 to 1. The stream comprising hydrogen cyanide is advantageously a hydrogen cyanide product stream from a hydrogen cyanide synthesis reactor.

Claims (18)

1. A process for co-manufacture of acrylonitrile and hydrogen cyanide comprising (a) operating an acrylonitrile process and a hydrogen cyanide process in parallel in separate reactor systems to produce an acrylonitrile reactor product stream and a stream comprising hydrogen cyanide, respectively, wherein the hydrogen cyanide is produced from reaction of natural gas (methane), ammonia, and oxygen or from methane and ammonia; (b) in a single recovery/purification system, combining the stream comprising hydrogen cyanide and the acrylonitrile reactor product stream in an absorber column with water, to produce a combined product stream, having a ratio of acrylonitrile to hydrogen cyanide of about 9 to 1 or less; and (b) treating the combined product stream sequentially in a recovery column, a decanter having an aqueous layer and an organic layer, and a heads column, wherein pH is controlled by addition of an acid at pH of 7.0 or less in the absorber column and the recovery column, and at pH less than 4.5 in the decanter and heads column.

2. A process according to claim 1 wherein the weight ratio of acrylonitrile to hydrogen cyanide in the combined product stream is between 2 to 1 and 9 to 1.

3. A process according to claim 1 wherein the weight ratio of acrylonitrile to hydrogen cyanide in the combined product stream is between 2 to 1 and 5 to 1.

4. A process according to claim 1 wherein the pH in the decanter was controlled at pH of 4.2 or less.

5. A process according to claim 1 wherein step (b) further comprises separating a crude HCN stream from a crude acrylonitrile stream in the heads column, treating the crude HCN stream in a HCN distillation column, and treating the crude acrylonitrile stream in a drying column, wherein pH is controlled in the HCN distillation column at pH less than 4.5.

6. A process according to claim 1 wherein step (b) further comprises separating a crude HCN stream from a crude acrylonitrile stream in the heads column, treating the crude HCN stream in a HCN distillation column, and treating the crude acrylonitrile stream in a drying column, wherein pH is controlled in the HCN distillation column at pH less than 4.5.

7. A process according to claim 5 wherein pH is controlled in the absorber column at pH 5.5 to 7.0, pH is controlled in the recovery column at pH 6.8 to 7.0; and pH is controlled in the decanter at pH 3.8 to 4.2.

8. A process according to claim 6 wherein pH is controlled in the absorber column at pH 5.5 to 7.0, pH is controlled in the recovery column at pH 6.8 to 7.0; and pH is controlled in the decanter at pH 3.8 to 4.2.

9. A process according to claim 7 wherein pH is controlled in the absorber column at pH 5.5 to 7.0, pH is controlled in the recovery column at pH 6.8 to 7.0; and pH is controlled in the decanter at pH 3.8 to 4.2.

10. A process according to claim 4 wherein pH is controlled in the absorber column at pH 5.5 to 7.0, pH is controlled in the recovery column at pH 6.8 to 7.0; and pH is controlled in the decanter at pH 3.8 to 4.2.

11. A process according to claim 9 wherein the temperature in the decanter is less than 50° C.

12. A process according to claim 10 wherein the temperature in the decanter is less than 50° C.

13. A process according to claim 2 , wherein the concentration of hydrogen cyanide in the absorber column is between 1 and 3% by weight.

14. A process according to claim 2 , wherein the concentration of hydrogen cyanide in the decanter is between 20 and 30% by weight.

15. A process according to claim 1 wherein the acid is glycolic acid, acetic acid, phosphoric acid, succinic acid, lactic acid, formic acid, glyceric acid, citric acid, fumaric acid, citraconic acid, maleic acid, sulfamic acid, esters of these acids, or a combination of two or more thereof.

16. A process according to claim 1 wherein the acid is glycolic acid, acetic acid, phosphoric acid, succinic acid, lactic acid, formic acid, glyceric acid, citric acid, fumaric acid, citraconic acid, maleic acid, sulfamic acid, esters of these acids, or a combination of two or more thereof.

17. A process according to claim 16 wherein the acid is glycolic acid.

18. A process according to claim 17 wherein the acid is glycolic acid.

Assignments (7)
RELEASE OF SECURITY INTEREST Recorded Feb 23, 2026
From: WILMINGTON TRUST (LONDON) LIMITED
To: COVORO MINING SOLUTIONS, LLC
Reel/Frame 073867/0198 →
SECURITY INTEREST Recorded Dec 1, 2021
From: COVORO MINING SOLUTIONS, LLC; LUCEBNÍ ZÁVODY DRASLOVKA A.S. KOLÍN
To: WILMINGTON TRUST (LONDON) LIMITED
Reel/Frame 058259/0333 →
RELEASE OF SECURITY INTEREST Recorded Apr 4, 2018
From: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
To: THE CHEMOURS COMPANY FC, LLC
Reel/Frame 045845/0913 →
SECURITY INTEREST Recorded Apr 4, 2018
From: THE CHEMOURS COMPANY FC, LLC
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 045846/0011 →
SECURITY AGREEMENT Recorded Jun 10, 2015
From: THE CHEMOURS COMPANY FC LLC; THE CHEMOURS COMPANY TT, LLC
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 035839/0675 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 15, 2015
From: E. I. DU PONT DE NEMOURS AND COMPANY
To: THE CHEMOURS COMPANY FC, LLC
Reel/Frame 035432/0023 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 4, 2008
From: BASHAM, BRENT E.; STIMEK, RICHARD THOMAS
To: E. I. DU PONT DE NEMOURS AND COMPANY
Reel/Frame 021045/0565 →