IP Library Granted Patent US 8,207,382
Granted Patent B2
US 8,207,382 · App. 12/934,803 · Granted Jun 26, 2012

Method for eliminating color forming impurities from nitro compounds

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Quick Facts
Patent No.
US 8,207,382
App. No.
12/934,803
Granted
Jun 26, 2012
Kind
B2
Abstract

A method for stabilizing nitro compounds against discoloration. The method comprises reacting nitro compounds containing color-forming impurities with nitric acid, neutralizing and washing the product, and distilling therefrom purified nitro compounds.

Claims (13)

1. A method for stabilizing liquid nitro compounds against discoloration, the method comprising:

(a) reacting in a reactor a mixture comprising a liquid nitro compound containing color-forming impurities together with aqueous nitric acid, at a temperature of about 100 to 225 degrees centigrade and a pressure of about 150 and 1200 psi, wherein sufficient aqueous nitric acid is used to provide a nitric acid concentration of about 0.5 to 5 weight percent based on total weight of the mixture;

(b) neutralizing the mixture of step (a) with a neutralizing agent and washing the neutralized mixture with water to remove residual salts; and

(c) distilling the nitro compound from the mixture of step (b).

2. The method of claim 1 wherein the liquid nitro compound is mixed with the nitric acid prior to introduction into the reactor.

3. The method of claim 2 wherein the mixture of nitro compound and nitric acid is pre-heated to between about 160 and 180 degrees centigrade.

4. The method of claim 1 wherein the nitro compound is a nitroparaffin or mixture of nitroparaffins.

5. The method of claim 1 wherein the nitro compound is nitroparaffins selected from nitromethane, nitroethane, 1-nitropropane, 2-nitropropane and mixtures of two or more thereof.

6. The method of claim 1 wherein the nitro compound and nitric acid are reacted in the reactor for a residence time of at least about 30 seconds.

7. The method of claim 1 wherein the pressure is between about 300 psi and 500 psi.

8. The method of claim 1 wherein the temperature is between about 150 and 200 degrees centigrade.

9. The method of claim 1 wherein the neutralizing agent is selected from alkali metal carbonates, bicarbonates, hydroxides, and combinations of two or more thereof.

10. The method of claim 1 wherein the neutralizing agent is sodium bicarbonate.

Assignments (9)
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 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 17, 2012
From: TRAUTH, DANIEL M; LITTLE, EDWARD L; JAMES, RICHARD L; GUMMERE, JOHN D; WANG, LI
To: ANGUS CHEMICAL COMPANY
Reel/Frame 028226/0764 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 17, 2012
From: UNION CARBIDE CHEMICALS & PLASTICS TECHNOLOGY LLC
To: DOW GLOBAL TECHNOLOGIES LLC
Reel/Frame 028226/0833 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 17, 2012
From: MOKHTARZADEH, MORTEZA
To: UNION CARBIDE CHEMICALS & PLASTICS TECHNOLOGY LLC
Reel/Frame 028226/0868 →