IP Library Granted Patent US 8,871,880
Granted Patent B2
US 8,871,880 · App. 13/426,936 · Granted Oct 28, 2014

Superabsorbent copolymer

Inventors: Matthias Naumann (Hamburg, DE); James S. Wooten, IV (Greensboro, NC)
Assignee: Evonik Corporation
C08F220/06C08F220/38
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Quick Facts
Patent No.
US 8,871,880
App. No.
13/426,936
Granted
Oct 28, 2014
Kind
B2
Abstract

The invention relates to a superabsorbent copolymer comprising a reaction product of a reactive optical brightener comonomer. In another embodiment, the superabsorbent copolymer comprises a reaction product of a first monomer and a reactive optical brightener comonomer. The reactive optical brightener comonomer may be selected from various pyrene optical brighteners listed herein. The invention also relates to superabsorbent copolymer having from about 0.1 to 10,000 ppm of a reactive optical brightener comonomer based on the superabsorbent copolymer.

Claims (37)

1. A superabsorbent copolymer comprising a reaction product of

a) from 0.00001 wt % to about 1 wt % based on the superabsorbent copolymer of a reactive optical brightener comonomer and a monomer solution comprising

b) from about 55 wt % to about 99.9 wt % of polymerizable unsaturated acid group containing monomer wherein the polymerizable unsaturated acid group containing monomer is neutralized with a neutralization agent to at least 50 mol %;

c) from 0.001 wt % to about 5.0 wt % based on the weight of a) of an internal crosslinking agent, wherein the components a), b), and c) are polymerized into a superabsorbent copolymer having a color coordinate b* of from about −1 to about 4.33.

2. The superabsorbent copolymer of claim 1 wherein the reactive optical brightener comonomer reacts with a monomer or pendent groups of a polymer.

3. The superabsorbent copolymer of claim 1 wherein the reactive optical brightener comonomer comprises an ethylenically unsaturated reactive optical brightener comonomer.

4. The superabsorbent copolymer of claim 1 wherein the reactive optical brightener comonomer comprises a pyrene derivative.

5. The superabsorbent copolymer of claim 4 wherein the pyrene derivative is selected from formulas 1-3:

wherein M is selected from sodium, potassium, cesium, rubidium, lithium, ammonium, or hydrogen; and n is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10.

6. The superabsorbent copolymer of claim 4 wherein the pyrene derivative is selected from formula 4:

wherein M is selected from sodium, potassium, cesium, rubidium, lithium, ammonium, or hydrogen; and R is an ethylenically unsaturated organic moiety.

7. The superabsorbent copolymer of claim 4 wherein the pyrene derivative is selected from formula 5:

wherein M is selected from sodium, potassium, cesium, rubidium, lithium, ammonium, or hydrogen; and R is an ethylenically unsaturated organic moiety.

8. The superabsorbent copolymer of claim 4 wherein the pyrene derivative is a pyranine derivative.

9. The superabsorbent copolymer of claim 1 wherein the reactive optical brightener comonomer comprises 8-[(4-ethenylphenyl)methoxy]-1,3,6-pyrenetrisulfonic acid.

10. The superabsorbent copolymer of claim 1 wherein the reactive optical brightener comonomer comprises 8-allyloxy-1,3,6-pyrenetrisulfonic acid.

11. A particulate superabsorbent copolymer comprising a reaction product of

a) from 0.00001 wt % to about 1 wt % based on the superabsorbent copolymer of a reactive optical brightener comonomer and

b) a monomer solution comprising

i) from about 55 wt % to about 99.9 wt % of polymerizable unsaturated acid group containing monomer wherein the polymerizable unsaturated acid group containing monomer is neutralized with a neutralization agent to at least 50 mol %;

ii) from 0.001 wt % to about 5.0 wt % based on the weight of a) of an internal crosslinking agent,

wherein the components a) and b) are polymerized and granulated into particulate superabsorbent copolymer having a surface;

c) from 0.001 wt % to about 5.0 wt % based on the dry particulate superabsorbent copolymer weight of surface crosslinking agent applied to the surface of the particulate superabsorbent copolymer; wherein the particulate superabsorbent copolymer has a color coordinate b* of from about −1 to about 4.33.

12. The particulate superabsorbent copolymer of claim 11 wherein the polymerizable unsaturated acid group containing monomer comprises acrylic acid.

13. The particulate superabsorbent copolymer of claim 11 wherein the reactive optical brightener comonomer comprises an ethylenically unsaturated reactive optical brightener comonomer.

14. The particulate superabsorbent copolymer of claim 11 wherein the reactive optical brightener comonomer comprises a pyrene derivative.

15. The particulate superabsorbent copolymer of claim 14 wherein the pyrene derivative is selected from formulas 1-3:

wherein M is selected from sodium, potassium, cesium, rubidium, lithium, ammonium, or hydrogen; and n is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10.

16. The particulate superabsorbent copolymer of claim 14 wherein the pyrene derivative is selected from formula 4:

wherein M is selected from sodium, potassium, cesium, rubidium, lithium, ammonium, or hydrogen; and R is an ethylenically unsaturated organic moiety.

17. The particulate superabsorbent copolymer of claim 14 wherein the pyrene derivative is selected from formula 5:

wherein M is selected from sodium, potassium, cesium, rubidium, lithium, ammonium, or hydrogen; and R is an ethylenically unsaturated organic moiety.

18. The particulate superabsorbent copolymer of claim 14 wherein the pyrene derivative is a pyranine derivative.

19. A superabsorbent copolymer comprising a reaction product of

a) from 0.00001 wt % to about 1 wt % based on the weight of the superabsorbent copolymer of a reactive optical brightener comonomer and a monomer solution comprising

b) from about 55 wt % to about 99.9 wt % of polymerizable unsaturated acid group containing monomer wherein the polymerizable unsaturated acid group containing monomer is neutralized with a neutralization agent to at least 50 mol %;

c) from 0.001 wt % to about 5.0 wt % based on the weight of a) of an internal crosslinking agent, wherein the reactive optical brightener comonomer reacts with the monomer to form network polymer chains in the superabsorbent copolymer wherein the reactive optical brightener comonomer is incorporated into the network polymer chains of the superabsorbent copolymer, and wherein the superabsorbent copolymer has a color coordinate b* of from about −1 to about 4.33.

Assignments (5)
CORRECTIVE ASSIGNMENT TO CORRECT THE THE ASSIGNEE ADDRESS PREVIOUSLY RECORDED AT REEL: 058001 FRAME: 0945. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Apr 3, 2023
From: EVONIK CORPORATION
To: EVONIK SUPERABSORBER LLC
Reel/Frame 063253/0091 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 3, 2021
From: EVONIK CORPORATION
To: EVONIK SUPERABSORBER LLC
Reel/Frame 058001/0945 →
CHANGE OF NAME Recorded Sep 29, 2014
From: EVONIK DEGUSSA CORPORATION
To: EVONIK CORPORATION
Reel/Frame 033836/0860 →
MERGER Recorded Sep 26, 2014
From: EVONIK STOCKHAUSEN, LLC
To: EVONIK DEGUSSA CORPORATION
Reel/Frame 033824/0169 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 1, 2012
From: NAUMANN, MATTHIAS; WOOTEN, JAMES S., IV
To: EVONIK STOCKHAUSEN, LLC
Reel/Frame 028302/0109 →
Continuity (1)
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