IP Library Granted Patent US 8,410,323
Granted Patent B2
US 8,410,323 · App. 12/879,814 · Granted Apr 2, 2013

Process for downstream recovery of nitroalkane using dividing wall column

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Quick Facts
Patent No.
US 8,410,323
App. No.
12/879,814
Granted
Apr 2, 2013
Kind
B2
Abstract

Disclosed are a process and apparatus for synthesizing nitroalkanes by reaction of a hydrocarbon feedstock with aqueous nitric acid. Energy and capital costs may be reduced by using a dividing wall column.

Claims (26)

1. A process for synthesizing at least one nitroalkane, the process comprising:

reacting in a reactor a hydrocarbon feedstock with aqueous nitric acid, such that a product stream is produced;

separating the product stream into at least an oil phase and an aqueous phase;

removing substantially all organic acids from the oil phase;

thereafter, distilling the oil phase in a dividing wall column, to recover at least a top product, a middle product, and a bottom product; and

recovering the at least one nitroalkane from the middle product.

2. A process according to claim 1 , further comprising returning the organic acids to the reactor.

3. A process according to claim 2 , further comprising recovering nitromethane from the top product, wherein the organic acids comprise acetic acid.

4. A process according to claim 1 , wherein the dividing wall column comprises a condenser and a reboiler.

5. A process according to claim 4 , wherein the condenser is operated at a temperature between 20 and 80 degrees Celsius.

6. A process according to claim 4 , wherein the reboiler is operated at a temperature between 75 and 85 degrees Celsius.

7. A process according to claim 1 , wherein the dividing wall column is operated at a vapor split ratio of about 0.5:0.5.

8. A process according to claim 1 , wherein the dividing wall column is operated at a liquid split ratio of about 0.37:0.63.

9. A process according to claim 1 , wherein the dividing wall column is operated at a liquid split ratio of about 0.46:0.54.

10. A process according to claim 1 , wherein the dividing wall column is operated at a liquid split ratio of about 0.35:0.65.

11. A process according to claim 1 , wherein the at least one nitroalkane is 2-nitropropane.

12. A process according to claim 11 , further comprising:

distilling the bottom product to recover at least one additional nitroalkane.

13. A process according to claim 12 , wherein the at least one additional nitroalkane is 1-nitropropane.

14. A process for nitroalkane recovery, the process comprising:

separating a product stream from a nitroparaffin nitration process into at least an oil phase and an aqueous phase;

distilling the oil phase in a dividing wall column, to recover at least a top product, a middle product, and a bottom product;

recovering at least a first nitroalkane from the middle product; and

recovering at least a second nitroalkane from the bottom product.

15. A process according to claim 14 , wherein the first nitroalkane is 2-nitropropane.

16. A process according to claim 15 , wherein the second nitroalkane is 1-nitropropane.

Assignments (13)
CHANGE OF NAME Recorded Feb 27, 2024
From: ANGUS CHEMICAL COMPANY
To: ADVANCION CORPORATION
Reel/Frame 066697/0518 →
PATENT SECURITY AGREEMENT (1ST LIEN) Recorded Dec 1, 2020
From: ANGUS CHEMICAL COMPANY
To: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 054553/0706 →
PATENT SECURITY AGREEMENT (2ND LIEN) Recorded Dec 1, 2020
From: ANGUS CHEMICAL COMPANY
To: JEFFERIES FINANCE LLC, AS COLLATERAL AGENT
Reel/Frame 054553/0719 →
RELEASE OF SECURITY INTEREST Recorded Nov 24, 2020
From: JPMORGAN CHASE BANK, N.A.
To: ANGUS CHEMICAL COMPANY
Reel/Frame 054586/0231 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 20, 2015
From: DOW GLOBAL TECHNOLOGIES LLC
To: ANGUS CHEMICAL COMPANY
Reel/Frame 035213/0405 →
SECURITY AGREEMENT Recorded Feb 3, 2015
From: ANGUS CHEMICAL COMPANY
To: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 034881/0001 →
CHANGE OF NAME Recorded Mar 10, 2011
From: DOW GLOBAL TECHNOLOGIES INC.
To: DOW GLOBAL TECHNOLOGIES LLC
Reel/Frame 025932/0069 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 20, 2010
From: THE DOW CHEMICAL COMPANY
To: DOW GLOBAL TECHNOLOGIES INC.
Reel/Frame 025011/0963 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 17, 2010
From: DOW INTERNATIONAL TECHNOLOGY CORPORATION
To: THE DOW CHEMICAL COMPANY
Reel/Frame 025005/0479 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 16, 2010
From: DOW CHEMICAL INTERNATIONAL PRIVATE LIMITED
To: DOW INTERNATIONAL TECHNOLOGY CORPORATION
Reel/Frame 024997/0976 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 15, 2010
From: PENDERGAST, JOHN G., JR.
To: DOW GLOBAL TECHNOLOGIES INC.
Reel/Frame 024989/0290 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 15, 2010
From: TRAUTH, DANIEL M.
To: ANGUS CHEMICAL COMPANY
Reel/Frame 024989/0351 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 15, 2010
From: SAWANT, MAHESH
To: DOW CHEMICAL INTERNATIONAL PRIVATE LIMITED
Reel/Frame 024992/0627 →