IP Library Granted Patent US 8,518,215
Granted Patent B2
US 8,518,215 · App. 12/696,237 · Granted Aug 27, 2013

Quaternary vinylamine-containing polymers as additives in papermaking

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Quick Facts
Patent No.
US 8,518,215
App. No.
12/696,237
Granted
Aug 27, 2013
Kind
B2
Abstract

Vinylamine-containing polymers are disclosed where the amine groups are substituted with cationic functional groups. Processes for preparing such polymers, as well as compositions comprising such polymers are also disclosed. Among other applications, these polymers can be used in papermaking applications as dry strength additives, wet strength additives, retention aids, drainage aids, and pitch and stickies control agents.

Claims (25)

1. A method of making paper providing improved strength and optionally retention and drainage and fixative properties, the method comprising the step of adding from 0.05 to 2.0 wt percent of a polymer based on the dry weight of pulp to the wet end of a paper machine, the polymer comprising randomly distributed repeating monomer units having at least one of the formulae (I) and (II):

wherein

X − is an anion;

R 1 is a straight chain or branched alkyl group containing up to 12 carbons, optionally substituted with hydroxyl;

R 2 and R 3 , identically or differently are H or a straight chain or branched alkyl containing up to 22 carbons;

R 4 is H or a straight chain or branched alkyl containing up to 22 carbons;

n 1 , and n 2 independently may be 0 mole percent;

wherein the sum of n 1 and n 2 is greater than 0.1 mole percent and less than 20 mole percent; and wherein said polymer has a molecular weight in the range of from about 20,000 to about 800,000 Daltons.

2. The method of claim 1 wherein the polymer further comprising randomly distributed repeating monomer units having at least one of the formulae (III), (IV), (V), (VI), (VII), and (VIII):

wherein

R 5 and R 6 identically or differently are H, straight chain or branched alkyl containing up to 22 carbons, —COOH, —COOR 2 , —CH 2 CO 2 H, —CH 2 CO 2 R 2 , —CH 2 NR 2 R 3 , —NR 2 R 3 , —CONR 1 R 4 , —OH, —OCOR 2 , —OR 2 , —NO 2 , N + (CH 3 ) 3 , alkenyl, alkynyl, or alkanoxyl; and

m 1 , m 2 , m 3 , m 4 , m 6 , and m 6 represent the mole fraction of formula III, IV, V, VI, VII and VIII respectively in the polymer.

3. The method of claim 1 , wherein R 1 is —CH 2 CH(OH)CH 2 —.

4. The method of claim 3 , wherein R 2 and R 3 are —CH 3 and the sum of n 1 and n 2 is in the range of from 2 to 20 mole percent.

5. The method of claim 1 , wherein R 1 is —CH 2 CH 2 —.

6. The method of claim 1 , wherein R 1 is —CH 2 CH 2 CH 3 — and the sum of n 1 and n 2 is in the range of from 2 to 20 mole percent.

7. The method of claim 1 , wherein the sum of n 1 and n 2 is in the range of from 3 to 20 mole percent.

8. The method of claim 1 , wherein said polymer has a molecular weight in the range of from about 75,000 to about 600,000 Daltons.

9. The method of claim 3 , wherein the sum of n 1 and n 2 is in the range of from 3 to 20 mole percent.

10. The method of claim 1 , wherein said polymer has a positive charge density of at least 5.0 meq/g at pH 7.0.

11. The method of claim 1 , wherein said polymer has a positive charge density of at least 7.0 meq/g at pH 7.0.

12. The method of claim 1 , wherein R 1 is —CH 2 CH(OH)CH 2 —, wherein R 2 and R 3 are —CH 3 , the sum of n 1 and n 2 is in the range of from 3 to 20 mole percent, the polymer has a molecular weight in the range of from about 75,000 to about 600,000 Daltons, and the polymer has a positive charge density of at least 5.0 meq/g at pH 7.0.

13. The method of claim 12 wherein the polymer has a positive charge density of at least 7.0 meq/g at pH 7.0.

14. The method of claim 1 , wherein R 1 is —CH 2 CH 2 —, wherein R 2 and R 3 are —CH 3 , the sum of n 1 and n 2 is in the range of from 3 to 20 mole percent, the polymer has a molecular weight in the range of from about 75,000 to about 600,000 Daltons, and the polymer has a positive charge density of at least 5.0 meq/g at pH 7.0.

15. The polymer of claim 1 , wherein the sum of n 1 and n 2 is between 0.1 mole percent to less than 10 mole percent.

Assignments (7)
SECURITY INTEREST Recorded Nov 14, 2025
From: CHEM-AQUA, INC.; DIVERSEY, INC.; DIVERSEY TASKI, INC.; INNOVATIVE WATER CARE, LLC; NCH CORPORATION; NCH LIFE SCIENCES LLC; SOLENIS TECHNOLOGIES, L.P.
To: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS NOTES COLLATERAL AGENT
Reel/Frame 073570/0838 →
RELEASE OF SECURITY INTEREST Recorded Nov 14, 2025
From: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS NOTES COLLATERAL AGENT
To: BIRKO CORPORATION; DIVERSEY, INC.; DIVERSEY TASKI, INC.; INNOVATIVE WATER CARE, LLC; SOLENIS TECHNOLOGIES, L.P.
Reel/Frame 073564/0864 →
SECURITY AGREEMENT (NOTES) Recorded Oct 10, 2025
From: DIVERSEY, INC.; DIVERSEY TASKI, INC.; INNOVATIVE WATER CARE, LLC; SOLENIS TECHNOLOGIES, L.P.
To: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS NOTES COLLATERAL AGENT
Reel/Frame 073061/0885 →
RELEASE OF 2023 NOTES PATENT SECURITY INTERESTS Recorded Oct 10, 2025
From: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A.
To: BIRKO CORPORATION; DIVERSEY, INC.; DIVERSEY TASKI, INC.; INNOVATIVE WATER CARE, LLC; SOLENIS TECHNOLOGIES, L.P.
Reel/Frame 073074/0198 →
SECURITY AGREEMENT (2024 NOTES) Recorded Jun 24, 2024
From: BIRKO CORPORATION; DIVERSEY, INC.; DIVERSEY TASKI, INC.; INNOVATIVE WATER CARE, LLC; SOLENIS TECHNOLOGIES, L.P.
To: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A., AS NOTES COLLATERAL AGENT
Reel/Frame 067824/0278 →
2023 NOTES PATENT SECURITY AGREEMENT Recorded Jul 7, 2023
From: BIRKO CORPORATION; SOLENIS TECHNOLOGIES, L.P.; INNOVATIVE WATER CARE, LLC; DIVERSEY, INC.; DIVERSEY TASKI, INC.; INNOVATIVE WATER CARE GLOBAL CORPORATION
To: BANK OF NEW YORK MELLON TRUST COMPANY, N.A.
Reel/Frame 064225/0170 →
SECURITY AGREEMENT (NOTES) Recorded Sep 14, 2022
From: SOLENIS TECHNOLOGIES, L.P.; INNOVATIVE WATER CARE, LLC
To: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A. AS COLLATERAL AGENT
Reel/Frame 061432/0821 →