IP Library Granted Patent US 10,308,585
Granted Patent B2
US 10,308,585 · App. 16/143,956 · Granted Jun 4, 2019

Nitroxide hydroxylamine and phenylenediamine combinations as polymerization inhibitors for ethylenically unsaturated monomer processes

Inventor: David Youdong Tong (Houston, TX)
Assignee: ECOLAB USA INC.
C07C67/62C07C7/20C07C45/86C07C51/50C07C231/22C07C253/32C07D211/94
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Quick Facts
Patent No.
US 10,308,585
App. No.
16/143,956
Granted
Jun 4, 2019
Kind
B2
Abstract

Polymerization inhibitor compositions are provided. The polymerization inhibitor compositions may include at least one hydroxylamine of a nitroxide and at least one phenylenediamine. Methods of inhibiting the unwanted polymerization of monomers are also provided. The methods include adding the presently disclosed polymerization inhibitor compositions to a fluid containing the monomers. The monomers may be ethylenically unsaturated monomers, such as acrylic acid, methacrylic acid, acrylonitrile, methacrylonitrile, acrolein, methacrolein, acrylate, methacrylate, acrylamide, methacrylamide, vinyl acetate, butadiene, ethylene, propylene, and styrene.

Claims (7)

1. A method of inhibiting polymerization of butadiene comprising:

adding an effective amount of a polymerization inhibitor composition to a fluid comprising butadiene, wherein the polymerization inhibitor composition comprises an effective amount of 4-hydroxy-2,2,6,6-tetramethyl piperidinol and an effective amount of N,N′-di-1,4-dimethylpentyl-1,4-phenylenediamine; and

inhibiting polymerization of the butadiene.

2. The method of claim 1 , wherein the effective amount of the 4-hydroxy-2,2,6,6-tetramethyl piperidinol and the effective amount of the N,N′-di-1,4-dimethylpentyl-1,4-phenylenediamine is from about 1 ppm to about 2,000 ppm by weight of monomer.

3. The method of claim 1 , wherein the polymerization inhibitor composition is added continuously or intermittently to the fluid.

4. The method of claim 1 , wherein the polymerization inhibitor composition is added during an ethylene manufacturing process.

5. The method of claim 1 , wherein the polymerization inhibitor composition is added during a butadiene manufacturing process.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 28, 2018
From: TONG, DAVID YOUDONG
To: ECOLAB USA INC.
Reel/Frame 047009/0666 →
ANNUAL RENEWAL SHOWING ADDRESS CHANGE Recorded Sep 28, 2018
From: ECOLAB USA INC.
To: ECOLAB USA INC.
Reel/Frame 047603/0008 →
Continuity (3)
Continuation 15147472 · May 5, 2016
Continuation 14095606 · Dec 3, 2013
Related Publication 20190023642A1 · Jan 24, 2019
Cited By (3)
US 12,304,980 US 12,344,581 US 12,428,360