IP Library Granted Patent US 8,304,369
Granted Patent B2
US 8,304,369 · App. 12/775,984 · Granted Nov 6, 2012

Superabsorbent polymer having a capacity increase

Assignee: Evonik Stockhausen, LLC
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Quick Facts
Patent No.
US 8,304,369
App. No.
12/775,984
Granted
Nov 6, 2012
Kind
B2
Abstract

The present invention relates to a particulate superabsorbent polymer comprising a monomer and an internal crosslinker agent wherein the particulate superabsorbent polymer has a Centrifuge Retention Capacity Increase of 2 g/g or more as set forth herein in the Centrifuge Retention Capacity Increase Test. The present invention further relates to a superabsorbent polymer comprising an internal crosslinker agent comprising a silane compound comprising at least one vinyl group or one allyl group attached to a silicon atom, and at least one Si—O bond. The present invention further relates to an absorbent article that includes such particulate superabsorbent polymers.

Claims (92)

1. A particulate superabsorbent polymer comprising a polymerized monomer selected from an ethylenically unsaturated carboxylic acid, ethylenically unsaturated carboxylic acid anhydride, salts or derivatives thereof, and an internal crosslinker agent comprising an internal crosslinking agent wherein the internal crosslinker agent comprises a silane compound comprising at least one vinyl group or allyl group and at least one Si—O bond wherein the vinyl group or allyl group is directly attached to a silicon atom, wherein the particulate superabsorbent polymer has a Centrifuge Retention Capacity (CRC) Increase of 2 g/g or more based on

CRC Increase=CRC(rt,5 hr)−CRC(rt,0.5 hr)

wherein CRC Increase measures the increase in the CRC that occurs and is calculated as the difference between the second CRC Test and the first CRC, and rt refers to room temperature.

2. The particulate superabsorbent polymer of claim 1 , wherein said silane compound is selected from one of the following

wherein

R 1 represents C 2 to C 3 alkenyl,

R 2 represents H, C 1 to C 4 alkyl, C 2 to C 5 alkenyl, C 6 to C 8 aryl, C 2 to C 5 carbonyl,

R 3 represents H, C 1 to C 4 alkyl, C 6 to C 8 aryl,

R 4 and R 5 independently represent H, C 1 to C 4 alkyl, C 6 to C 8 aryl,

m represents an integer of from 1 to 2,

n represents an integer of from 2 to 3,

l represents an integer of from 0 to 1,

m+n+1=4,

x represents an integer larger than 1, and

y represents an integer of 0 or larger than 0.

3. The particulate superabsorbent polymer according to claim 2 wherein said silane compound is selected from vinyltriisopropenoxy silane, vinyltriacetoxysilane, vinyltrimethoxysilane, vinyltriethoxysilane, diethoxymethylvinyl silane, and polysiloxane comprising at least two vinyl groups.

4. The particulate superabsorbent polymer of claim 2 further comprising a second internal crosslinker agent.

5. The particulate superabsorbent polymer of claim 1 having a Centrifuge Retention Capacity Increase of from 2 g/g to 50 g/g based on

CRC Increase=CRC(rt,5 hr)−CRC(rt,0.5 hr)

wherein CRC Increase measures the increase in the CRC that occurs and is calculated as the difference between the second CRC Test and the first CRC and, rt refers to room temperature.

6. The particulate superabsorbent polymer of claim 1 wherein the polymerized monomer having a neutralization of at least 50 mol %.

7. The particulate superabsorbent polymer of claim 1 having a Centrifuge Retention Capacity Increase Rate of from 0.4 g/g/hr to about 10 g/g/hr based on CRC Increase=CRC (rt,5 hr)−CRC(rt,0.5 hr) wherein CRC Increase rate measures the ability of the particulate superabsorbent polymer to gain additional CRC over the time when contacted with a liquid.

8. The particulate superabsorbent polymer of claim 1 having a Centrifuge Retention Capacity measured at body temperature (CRC(bt)) and a Centrifuge Retention Capacity measured at room temperature (CRC(rt)) wherein CRC(bt) and CRC(rt) have the same testing time and CRC(bt) is about 2 g/g to about 20 g/g higher than CRC(rt) wherein CRC Increase rate measures the ability of the particulate superabsorbent polymer to gain additional CRC over the time when contacted with a liquid, and bt refers to body temperature.

9. A superabsorbent polymer comprising a monomer selected from an ethylenically unsaturated carboxylic acid, ethylenically unsaturated carboxylic acid anhydride, salts or derivatives thereof, and an internal crosslinker agent comprising a silane compound comprising at least one vinyl group or allyl group and at least one Si—O bond wherein the vinyl group or allyl group is directly attached to a silicon atom, wherein the particulate superabsorbent polymer has a Centrifuge Retention Capacity Increase of 2 g/g or more based on the difference between the first Centrifuge Retention Capacity taken at 23° C. and second Centrifuge Retention Capacity taken at 50° C., wherein CRC Increase measures the increase in the CRC that occurs and is calculated as the difference between the second CRC Test and the first CRC.

10. The superabsorbent polymer of claim 9 , wherein said silane compound is selected from one of the following

wherein

R 1 represents C 2 to C 3 alkenyl,

R 2 represents H, C 1 to C 4 alkyl, C 2 to C 5 alkenyl, C 6 to C 8 aryl, C 2 to C 5 carbonyl,

R 3 represents H, C 1 to C 4 alkyl, C 6 to C 8 aryl,

R 4 and R 5 independently represent H, C 1 to C 4 alkyl, C 6 to C 8 aryl,

m represents an integer of from 1 to 2,

n represents an integer of from 2 to 3,

l represents an integer of from 0 to 1,

m+n+1=4,

x represents an integer larger than 1, and

y represents an integer of 0 or larger than 0.

11. The superabsorbent polymer of claim 9 having a Gel Bed Permeability of from about 10×10 −8 cm 2 to about 300×10 −8 cm 2 .

12. The superabsorbent polymer of claim 9 having an Absorbency Under Load at about 0.9 psi (AUL(0.9 psi)) from about 12 g/g to about 30 g/g.

13. A particulate superabsorbent polymer composition comprising a superabsorbent polymer comprising:

a) at least one monomer selected from an ethylenically unsaturated carboxylic acid, ethylenically unsaturated carboxylic acid anhydride, salts or derivatives thereof based on the superabsorbent polymer;

b) from about 0.001% by weight to about S % by weight of a first internal crosslinking agent and second internal crosslinking agent, based on the monomer of a) wherein the first internal crosslinking agent comprises a silane compound comprising at least one vinyl group or allyl group and at least one Si—O bond wherein the vinyl group or allyl group is directly attached to a silicon atom; and

c) a salt forming cation wherein the superabsorbent polymer has a degree of neutralization of greater than about 25%; wherein elements a), b) and c) are polymerized into a crosslinked hydrogel, which is then prepared into superabsorbent polymer particles; and the superabsorbent polymer composition further comprises a surface cross linking agent, wherein said superabsorbent polymer has a Centrifuge Retention Capacity Increase of from 2 g/g to about 50 g/g based on

CRC Increase=CRC(rt,5 hr)−CRC(rt,0.5 hr)

wherein CRC Increase measures the increase in the CRC that occurs and is calculated as the difference between the second CRC Test and the first CRC, and rt refers to room temperature.

14. The particulate superabsorbent polymer composition of claim 13 wherein said silane compound is selected from one of the following

wherein

R 1 represents C 2 to C 3 alkenyl,

R 2 represents H, C 1 to C 4 alkyl, C 2 to C 5 alkenyl, C 6 to C 8 aryl, C 2 to C 5 carbonyl,

R 3 represents H, C 1 to C 4 alkyl, C 6 to C 8 aryl,

R 4 and R 5 independently represent H, C 1 to C 4 alkyl, C 6 to C 8 aryl,

m represents an integer of from 1 to 2,

n represents an integer of from 2 to 3,

l represents an integer of from 0 to 1,

m+n+1=4,

x represents an integer larger than 1, and

y represents an integer of 0 or larger than 0.

15. A method to make a particulate superabsorbent polymer comprising the steps of:

a) preparing a superabsorbent polymer by the process of polymerizing of at least one monomer selected from an ethylenically unsaturated carboxylic acid, ethylenically unsaturated carboxylic acid anhydride, salts or derivatives thereof based on the superabsorbent polymer, and from about 0.001% by weight to about 5% by weight of an internal cross linking agent comprising a silane compound comprising at least one vinyl group or allyl group and at least one Si—O bond wherein the vinyl group or allyl group is directly attached to a silicon atom:

b) polymerizing the components of a) into a hydrogel;

c) preparing particulate superabsorbent polymer from the superabsorbent polymer;

d) treating the superabsorbent polymer particles with surface additives including a surface crosslinking agent based on the particulate superabsorbent polymer, wherein said superabsorbent polymer has a Centrifuge Retention Capacity Increase of from 2 g/g to about 50 g/g based on

CRC Increase=CRC(rt,5 hr)−CRC(rt,0.5 hr)

wherein CRC Increase measures the increase in the CRC that occurs and is calculated as the difference between the second CRC Test and the first CRC, and rt refers to room temperature.

16. The method of claim 15 wherein said silane compound is selected from one of the following

wherein

R 1 represents C 2 to C 3 alkenyl,

R 2 represents H, C 1 to C 4 alkyl, C 2 to C 5 alkenyl, C 6 to C 8 aryl, C 2 to C 5 carbonyl,

R 3 represents H, C 1 to C 4 alkyl, C 6 to C 8 aryl,

R 4 and R 5 independently represent H, C 1 to C 4 alkyl, C 6 to C 8 aryl,

m represents an integer of from 1 to 2,

n represents an integer of from 2 to 3,

l represents an integer of from 0 to 1,

m+n+1=4,

x represents an integer larger than 1, and

y represents an integer of 0 or larger than 0.

17. The particulate superabsorbent polymer of claim 4 wherein the second internal crosslinker is selected from polyethylene glycol monoallyl ether acrylate, ethoxylated trimethylol propane triacrylate, or polyethylene glycol diacrylate.

18. The particulate superabsorbent polymer of claim 1 having an initial Centrifuge Retention Capacity of from about 20 g/g to about 50 g/g based on

CRC Increase=CRC(rt,5 hr)−CRC(rt,0.5 hr)

wherein CRC Increase measures the increase in the CRC that occurs and is calculated as the difference between the second CRC Test and the first CRC, and rt refers to room temperature.

19. The particulate superabsorbent polymer of claim 1 having a Centrifuge Retention Capacity Increase of from about 3 g/g to about 40 g/g based on

CRC Increase=CRC(rt,5 hr)−CRC(rt,0.5 hr)

wherein CRC Increase measures the increase in the CRC that occurs and is calculated as the difference between the second CRC Test and the first CRC, and rt refers to room temperature.

20. The superabsorbent polymer of claim 9 wherein said silane compound is selected from vinyltriisopropenoxy silane, vinyltriacetoxysilane, vinyltrimethoxysilane, vinyltriethoxysilane, diethoxymethylvinyl silane, and polysiloxane comprising at least two vinyl groups.

21. The superabsorbent polymer of claim 9 further comprising a second internal crosslinker.

22. The superabsorbent polymer composition of claim 21 wherein the second internal crosslinker is selected from polyethylene glycol monoallyl ether acrylate, ethoxylated trimethylol propane triacrylate, or polyethylene glycol diacrylate.

23. The superabsorbent polymer of claim 9 having an initial Centrifuge Retention Capacity of from about 20 g/g to about 50 g/g and a Centrifuge Retention Capacity Increase of from 2 g/g to about 50 g/g based on

CRC Increase=CRC(rt,5 hr)−CRC(rt,0.5 hr)

wherein CRC Increase measures the increase in the CRC that occurs and is calculated as the difference between the second CRC Test and the first CRC, and rt refers to room temperature.

24. The particulate superabsorbent polymer of claim 9 having a Centrifuge Retention Capacity Increase Rate of from about 0.4 g/g/hr to about 10 g/g/hr based on

CRC Increase=CRC(rt,5 hr)−CRC(rt,0.5 hr)

wherein CRC Increase rate measures the ability of the particulate superabsorbent polymer to gain additional CRC over the time when contacted with a liquid.

25. The particulate superabsorbent polymer of claim 9 having a Centrifuge Retention Capacity measured at body temperature (CRC(bt)) and a Centrifuge Retention Capacity measured at room temperature (CRC(rt)) wherein CRC(bt) and CRC (rt) have the same testing time and CRC(bt) is about 2 g/g to 20 g/g higher than CRC(rt).

Assignments (5)
CORRECTIVE ASSIGNMENT TO CORRECT THE ADDRESS OF THE ASSIGNEE FROM "299 JEFFERSON ROAD, PARSIPPANY, NJ 07054" TO "2401 DOYLE STREET, GREENSBORO, NC 27406" PREVIOUSLY RECORDED ON REEL 058001 FRAME 0945. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Mar 27, 2023
From: EVONIK CORPORATION
To: EVONIK SUPERABSORBER LLC
Reel/Frame 063184/0137 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 3, 2021
From: EVONIK CORPORATION
To: EVONIK SUPERABSORBER LLC
Reel/Frame 058001/0945 →
CHANGE OF NAME Recorded Jun 11, 2014
From: EVONIK DEGUSSA CORPORATION
To: EVONIK CORPORATION
Reel/Frame 033077/0844 →
MERGER Recorded Jun 10, 2014
From: EVONIK STOCKHAUSEN, LLC
To: EVONIK DEGUSSA CORPORATION
Reel/Frame 033065/0900 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 9, 2010
From: TIAN, GONGLU; BERGMAN, DAVID L., JR.; SHI, YARU
To: EVONIK STOCKHAUSEN, LLC
Reel/Frame 024507/0023 →
Continuity (1)
Related Publication 20110275513A1 · Nov 10, 2011