IP Library Granted Patent US 8,558,039
Granted Patent B2
US 8,558,039 · App. 12/951,800 · Granted Oct 15, 2013

Hydrocarbon feed flexible high pressure nitration plant design

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Quick Facts
Patent No.
US 8,558,039
App. No.
12/951,800
Granted
Oct 15, 2013
Kind
B2
Abstract

Disclosed is an apparatus for synthesizing nitroalkanes by reaction of a hydrocarbon feedstock with aqueous nitric acid. The apparatus may be designed such that it can synthesize more than one nitroalkane using the same equipment.

Claims (17)

1. A process for synthesizing a first nitroalkane and a second nitroalkane, the process comprising:

reacting a first feedstock in a reactor with aqueous nitric acid at a reaction temperature of between about 140 degrees Celsius and about 325 degrees Celsius and a reaction pressure of at least about 6.89×10 6 Pascal to produce a first reaction product stream;

quenching the first reaction product stream in a cooling system such that the first reaction product stream phase separates into at least a first gas phase, a first oil phase, and a first aqueous phase;

absorbing in an absorber water-soluble and oil-soluble components from the first gas phase to form a first hydrocarbon gas stream and a first gas-recovered mixture;

forming in a separator a first combined gas-recovered aqueous phase and a first combined gas-recovered oil phase from the first gas-recovered mixture, the first oil phase, and the first aqueous phase;

recovering the first nitroalkane from at least one of the first combined gas-recovered aqueous phase and the first combined gas-recovered oil phase;

reacting a second feedstock in the reactor with aqueous nitric acid at a reaction temperature of between about 140 degrees Celsius and about 325 degrees Celsius and a reaction pressure of at least about 6.89×10 6 Pascal to produce a second reaction product stream;

quenching the second reaction product stream in the cooling system such that the second reaction product stream phase separates into at least a second gas phase, a second oil phase, and a second aqueous phase;

absorbing in the absorber water-soluble and oil-soluble components from the second gas phase to form a second hydrocarbon gas stream and a second gas-recovered mixture;

forming in the separator a second combined gas-recovered aqueous phase and a second combined gas-recovered oil phase from the second gas-recovered mixture, the second oil phase, and the second aqueous phase; and

recovering the second nitroalkane from at least one of the second combined gas-recovered aqueous phase and the second combined gas-recovered oil phase.

2. A process according to claim 1 , wherein the first nitroalkane and the second nitroalkane are recovered in a recovery system.

3. A process according to claim 2 , wherein the recovery system comprises at least one stripping apparatus.

4. A process according to claim 1 , wherein the first feedstock comprises propane, and wherein the first nitroalkane is 2-nitropropane.

5. A process according to claim 4 , wherein the second feedstock comprises isobutane, and wherein the second nitroalkane is tert-nitrobutane.

6. A process according to claim 1 , wherein first feedstock comprises cyclohexane, and wherein the first nitroalkane is nitrocyclohexane.

7. A process according to claim 6 , wherein the second feedstock comprises n-octane, and wherein the second nitroalkane is nitro-n-octane.

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 Dec 24, 2010
From: THE DOW CHEMICAL COMPANY
To: DOW GLOBAL TECHNOLOGIES INC.
Reel/Frame 025568/0276 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 23, 2010
From: DOW INTERNATIONAL TECHNOLOGY CORPORATION
To: THE DOW CHEMICAL COMPANY
Reel/Frame 025562/0780 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 22, 2010
From: DOW CHEMICAL INTERNATIONAL PRIVATE LIMITED
To: DOW INTERNATIONAL TECHNOLOGY CORPORATION
Reel/Frame 025560/0336 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 21, 2010
From: PENDERGAST, JOHN G., JR.; DIXIT, RAVINDRA S.
To: DOW GLOBAL TECHNOLOGIES INC.
Reel/Frame 025534/0210 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 21, 2010
From: SAWANT, MAHESH
To: DOW CHEMICAL INTERNATIONAL PRIVATE LIMITED
Reel/Frame 025534/0415 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 21, 2010
From: TRAUTH, DANIEL M.
To: ANGUS CHEMICAL COMPANY
Reel/Frame 025541/0826 →