IP Library Granted Patent US 8,771,469
Granted Patent B2
US 8,771,469 · App. 12/941,620 · Granted Jul 8, 2014

Reactive cationic resins for use as dry and wet strength agents in sulfite ion-containing papermaking systems

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Quick Facts
Patent No.
US 8,771,469
App. No.
12/941,620
Granted
Jul 8, 2014
Kind
B2
Abstract

This invention relates to resins useful for drainage in papermaking and the process of making paper using the resins. In particular the invention relates to glyoxalated copolymers of acrylamide containing significant amounts of cationic comonomer.

Claims (23)

1. A process for improving drainage in paper making comprising the steps of:

a. forming an aqueous suspension of cellulosic fibers,

b. adding an effective amount of a cationic resin to the aqueous suspension of cellulosic fibers,

c. forming the cellulosic fibers into a sheet, and

d. drying the sheet to produce a paper,

wherein the improvement to drainage is provided by the cationic resin of step b); wherein the cationic resin of step b) comprises the reaction product of a dialdehyde with a copolymer produced from acrylamide, and diallyldimethylammonium chloride, and wherein the diallyldimethylammonium chloride comprises greater than or equal to about 30 mole % of the copolymer before reaction with the dialdehyde.

2. The process of claim 1 wherein the diallyldimethylammonium chloride comprises greater than or equal to about 40 mole % of the copolymer before reaction with dialdehyde.

3. The process of claim 1 wherein the dialdehyde comprises glyoxal.

4. The process of claim 1 wherein the dialdehyde comprises glyoxal and wherein diallyldimethylammonium chloride comprises greater than or equal to 30 mole % of the copolymer before reaction with dialdehyde.

5. The process of claim 1 , wherein the cationic resin has a charge density of greater than 1.0 meq/g.

6. The process of claim 5 , wherein the cationic resin has a charge density of greater than 1.5 meq/g.

7. The process of claim 6 , wherein the cationic resin has a charge density of greater than 2.5 meq/g.

8. A process for improving drainage in paper making comprising the steps of:

a. forming an aqueous suspension of cellulosic fibers,

b. adding an effective amount of a cationic resin to the aqueous suspension of cellulosic fibers, and

c. forming the cellulosic fibers into a sheet,

wherein the improvement to drainage is provided by the cationic resin of step b); wherein the cationic resin of step b) comprises the reaction product of a dialdehyde with a copolymer produced from acrylamide, and diallyldimethylammonium chloride, and wherein the diallyldimethylammonium chloride comprises greater than or equal to about 30 mole % of the copolymer before reaction with the dialdehyde.

9. The process of claim 8 wherein the diallyldimethylammonium chloride comprises greater than or equal to about 40 mole % of the copolymer before reaction with dialdehyde.

10. The process of claim 8 wherein the dialdehyde comprises glyoxal.

11. The process of claim 8 wherein the dialdehyde comprises glyoxal and wherein diallyldimethylammonium chloride comprises greater than or equal to 30 mole % of the copolymer before reaction with dialdehyde.

12. The process of claim 8 , wherein the cationic resin has a charge density of greater than 1.0 meq/g.

13. The process of claim 12 , wherein the cationic resin has a charge density of greater than 1.5 meq/g.

14. The process of claim 13 , wherein the cationic resin has a charge density of greater than 2.5 meq/g.

Assignments (23)
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 →
RELEASE OF SECURITY INTEREST Recorded Nov 10, 2021
From: CREDIT SUISSE AG, CAYMAN ISLANDS BRANCH
To: SOLENIS TECHNOLOGIES, L.P.
Reel/Frame 058856/0724 →
ABL PATENT SECURITY AGREEMENT Recorded Nov 10, 2021
From: INNOVATIVE WATER CARE, LLC; SOLENIS TECHNOLOGIES, L.P.
To: BANK OF AMERICA, N.A.
Reel/Frame 058102/0122 →
TERM LOAN PATENT SECURITY AGREEMENT Recorded Nov 10, 2021
From: INNOVATIVE WATER CARE, LLC; SOLENIS TECHNOLOGIES, L.P.
To: GOLDMAN SACHS BANK USA
Reel/Frame 058102/0407 →
NOTES SECURITY AGREEMENT Recorded Nov 10, 2021
From: INNOVATIVE WATER CARE, LLC; SOLENIS TECHNOLOGIES, L.P.
To: THE BANK OF NEW YORK MELLON TRUST COMPANY, N.A.
Reel/Frame 058103/0066 →
RELEASE OF SECURITY INTEREST Recorded Nov 10, 2021
From: CITIBANK, N.A.
To: SOLENIS TECHNOLOGIES, L.P.
Reel/Frame 058848/0636 →
INTELLECTUAL PROPERTY FIRST LIEN SECURITY AGREEMENT RELEASE Recorded Jul 20, 2018
From: CREDIT SUISSE AG, CAYMAN ISLANDS BRANCH, AS COLLATERAL AGENT
To: SOLENIS TECHNOLOGIES, L.P.
Reel/Frame 046594/0252 →
SECOND LIEN NOTICE AND CONFIRMATION OF GRANT OF SECURITY INTEREST IN PATENTS Recorded Jul 20, 2018
From: SOLENIS TECHNOLOGIES, L.P.
To: CREDIT SUISSE AG, CAYMAN ISLANDS BRANCH, AS COLLATERAL AGENT
Reel/Frame 046629/0213 →
INTELLECTUAL PROPERTY SECOND LIEN SECURITY AGREEMENT RELEASE Recorded Jul 20, 2018
From: BANK OF AMERICA, N.A., AS COLLATERAL AGENT
To: SOLENIS TECHNOLOGIES, L.P.
Reel/Frame 047058/0800 →
FIRST LIEN NOTICE AND CONFIRMATION OF GRANT OF SECURITY INTEREST IN PATENTS Recorded Jul 20, 2018
From: SOLENIS TECHNOLOGIES, L.P.
To: CITIBANK, N.A., COLLATERAL AGENT
Reel/Frame 046595/0241 →
NOTICE AND CONFIRMATION OF GRANT OF SECURITY INTEREST IN PATENTS (FIRST LIEN) Recorded Aug 14, 2014
From: SOLENIS TECHNOLOGIES, L.P.
To: CREDIT SUISSE AG, CAYMAN ISLANDS BRANCH, AS COLLATERAL AGENT
Reel/Frame 033535/0806 →
NOTICE AND CONFIRMATION OF GRANT OF SECURITY INTEREST IN PATENTS (SECOND LIEN) Recorded Aug 14, 2014
From: SOLENIS TECHNOLOGIES, L.P.
To: BANK OF AMERICA, N.A., AS COLLATERAL AGENT
Reel/Frame 033535/0847 →
U.S. ASSIGNMENT OF PATENTS Recorded Aug 4, 2014
From: HERCULES INCORPORATED
To: SOLENIS TECHNOLOGIES, L.P.
Reel/Frame 033470/0922 →
RELEASE OF PATENT SECURITY AGREEMENT Recorded Mar 18, 2013
From: THE BANK OF NOVA SCOTIA
To: ASHLAND LICENSING AND INTELLECTUAL PROPERTY LLC; AQUALON COMPANY; ISP INVESTMENTS INC.; HERCULES INCORPORATED
Reel/Frame 030025/0320 →
SECURITY AGREEMENT Recorded Sep 16, 2011
From: ASHLAND LICENSING AND INTELLECTUAL PROPERTY LLC; HERCULES INCORPORATED; AQUALON COMPANY; ISP INVESTMENT INC.
To: THE BANK OF NOVA SCOTIA, AS ADMINISTRATIVE AGENT
Reel/Frame 026918/0052 →
RELEASE OF PATENT SECURITY AGREEMENT Recorded Sep 15, 2011
From: BANK OF AMERICA, N.A.
To: ASHLAND, INC.; ASHLAND LICENSING AND INTELLECTUAL PROPERTY LLC; AQUALON COMPANY; HERCULES INCORPORATED
Reel/Frame 026927/0247 →
SECURITY AGREEMENT Recorded Dec 6, 2010
From: HERCULES INCORPORATED
To: BANK OF AMERICA, N.A.
Reel/Frame 025445/0036 →