IP Library Granted Patent US 9,216,411
Granted Patent B2
US 9,216,411 · App. 13/337,714 · Granted Dec 22, 2015

Method for inhibiting nitrosamine formation in anion exchange resins

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Quick Facts
Patent No.
US 9,216,411
App. No.
13/337,714
Granted
Dec 22, 2015
Kind
B2
Abstract

A method for inhibiting formation of nitrosamines and an anion exchange resin produced therefrom comprising providing an anion exchange resin with a nitrosating agent and applying an antioxidant to the resin to inhibit formation of nitrosamines on the anion exchange resin.

Claims (20)

1. A method for inhibiting formation of nitrosamines comprising:

providing an anion exchange resin together with a nitrite salt, wherein the nitrite salt is present in an amount of 100 ng/L; and

applying an antioxidant to the resin by blending the antioxidant with the anion exchange resin to inhibit formation of nitrosamines on the anion exchange resin such that the anion exchange resin comprises no more than 15 ng/L nitrosamines, wherein the applying comprises

providing a solution of the antioxidant in a nonreacting solvent;

blending the solution with the anion exchange resin; and

then draining the solution from the anion exchange resin,

wherein a weight ratio of the antioxidant to the wet anion exchange resin is from 1:5000 to 1:500.

2. The method of claim 1 wherein the antioxidant comprises at least one of erythorbic acid, thiodipropionic acid, potassium metabisulfite, ascorbyl palmitate, sorbic acid, vitamin E (tocopherols),

1,3,5-trimethyl-2,4,6-tris(3,5-di-tert-butyl-4-hydrodybenzyl)benzene,

octadecyl-3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate,

ascorbic acid and

2,6-di-tertiary-butyl-N,N-dimethylamino-p-cresol

2,6-di-tert-butyl-N,N-dimethylamino-p-cresol.

3. The method of claim 1 further comprising:

disrupting formation of nitronium ions; and

limiting reaction of the nitronium ions with secondary amines.

4. The method of claim 1 , wherein the ion exchange resin has been made using one or more polyunsaturated vinylaromatic monomer and one or more monounsaturated vinylaromatic monomer.

5. The method of claim 4 , wherein the ion exchange resin has been made using monomers comprising: one or more monomer selected from the group consisting of divinylbenzene, trivinylbenzene, divinyltoluene, divinylnaphthalene, divinylxylene, and mixtures thereof and one or more monomer selected from the group consisting of styrene, (C 1 -C 4 )alkyl-substituted styrenes, halo-substituted styrenes, vinylnaphthalene, vinylanthracene, and mixtures thereof.

6. The method of claim 1 , wherein the nitrite salt is either an impurity from a raw amine used in the amination or is trace NO 2 ⊖ from water or salt used in the amination.

7. An anion exchange resin prepared using the method of claim 1 .

Assignments (4)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 10, 2024
From: DOW GLOBAL TECHNOLOGIES LLC
To: THE DOW CHEMICAL COMPANY
Reel/Frame 069923/0030 →
CHANGE OF LEGAL ENTITY Recorded Sep 10, 2024
From: DDP SPECIALTY ELECTRONIC MATERIALS US, INC
To: DDP SPECIALTY ELECTRONIC MATERIALS US, LLC
Reel/Frame 068907/0881 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 10, 2024
From: THE DOW CHEMICAL COMPANY
To: DDP SPECIALTY ELECTRONIC MATERIALS US, INC
Reel/Frame 068922/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 23, 2015
From: EICHER, CHRIS RAYMOND; GISCH, DARYL JOHN
To: DOW GLOBAL TECHNOLOGIES LLC
Reel/Frame 037117/0486 →