IP Library Granted Patent US 7,651,635
Granted Patent B1
US 7,651,635 · App. 12/366,154 · Granted Jan 26, 2010

Polymer inhibition of vinyl aromatic monomers using a quinone methide/alkyl hydroxylamine combination

Assignee: Nalco Company
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 7,651,635
App. No.
12/366,154
Granted
Jan 26, 2010
Kind
B1
Abstract

The invention provides a composition of matter and a method of its use in preventing unwanted polymerization reactions. The composition comprises an inhibitor and a retarder. The inhibitor is highly effective. The retarder is reliable under extreme and emergency situations. The inhibitor can be an alkylhydroxylamine. The retarder can be a 7-cyano-quinone methide. The combination of the inhibitor and retarder has been found to be far more effective than expected.

Claims (16)

1. A method for inhibiting the premature polymerization of monomers by adding to said monomers an effective amount of a composition comprising at least one inhibitor and at least one retarder wherein the inhibitor is an alkylhydroxylamine and the retarder is a 7-substituted-quinone methide selected from the group consisting of: 2,6-di-t-butyl-7-cyano quinone methide, 2,6-di-t-butyl-7-methoxycarbonyl quinone methide, and any combination thereof.

2. The method of claim 1 in which the monomers are vinyl aromatic monomers.

3. The method of claim 1 further comprising an additional inhibitor selected from the group consisting of hydroxypropylhydroxylamine, diethylhydroxylamine, and any combination thereof.

4. The method of claim 1 in which the retarder is non-toxic.

5. The method of claim 1 wherein the inhibitor has a dosage of between 1 to 200 ppm, based on the weight of the monomer.

6. The method of claim 1 wherein the retarder has a dosage of between 1 to 1200 ppm, based on the weight of the monomer.

7. The method of claim 1 in which the inhibitor and retarder are added separately to the monomer.

8. The method of claim 1 in which the amount of inhibitor in the presence of the monomers is maintained at a relatively constant amount by adding the inhibitor in increments over time.

9. The method of claim 1 in which the monomers are in a processing stage.

10. The method of claim 8 in which the inhibitor is added continuously.

11. The method of claim 1 in which the monomers are in solution and the inhibitor is continuously dispersed throughout the solution.

12. The method of claim 1 in which the monomer is at a temperature of between 60 and 180 degrees Celsius.

13. The method of claim 1 in which the monomers are in a manufacturing stage.

14. The method of claim 1 further comprising the step of adding tertiary-butylcatechol, the tertiary-butylcatechol functioning as an inhibitor during storage and transport.

15. The method of claim 14 further comprising the steps of removing the tertiary-butylcatechol, and producing polystyrene from the monomers.

16. A method for inhibiting the premature polymerization of monomers by adding to said monomers an effective amount of a first composition comprising at least one inhibitor and at least one retarder wherein the inhibitor is an alkylhydroxylamine and the retarder is a second composition comprising 2,6-di-t-butyl-7-carboxy quinone methide.

Assignments (7)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 4, 2017
From: NALCO COMPANY
To: ECOLAB USA INC.
Reel/Frame 042147/0420 →
CHANGE OF NAME Recorded Feb 28, 2017
From: NALCO COMPANY
To: NALCO COMPANY LLC
Reel/Frame 041835/0903 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 28, 2017
From: NALCO COMPANY LLC; CALGON CORPORATION; CALGON LLC; ONDEO NALCO ENERGY SERVICES, L.P.
To: ECOLAB USA INC.
Reel/Frame 041836/0437 →
RELEASE OF SECURITY INTEREST Recorded Feb 24, 2017
From: BANK OF AMERICA, N.A.
To: NALCO COMPANY
Reel/Frame 041808/0713 →
RELEASE OF SECURITY INTEREST Recorded May 26, 2015
From: BANK OF AMERICA, N.A.
To: NALCO COMPANY
Reel/Frame 035771/0668 →
SECURITY AGREEMENT Recorded May 18, 2009
From: NALCO COMPANY; CALGON LLC; NALCO ONE SOURCE LLC; NALCO CROSSBOW WATER LLC
To: BANK OF AMERICA, N.A., AS COLLATERAL AGENT
Reel/Frame 022703/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 5, 2009
From: LEWIS, VINCENT E.
To: NALCO COMPANY
Reel/Frame 022211/0494 →