IP Library Patent Application 17809275
Patent Application
App. No. 17/809,275

N-VINYLLACTAM-CONTAINING POLYMERS FOR PAPERMAKING

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Patent No.
US None
App. No.
17/809,275
Abstract

N-vinyllactam-containing polyvinylamine-based polymers, methods for producing N-vinyllactam-containing polyvinylamine-based polymers, and methods for papermaking are provided. An exemplary method for producing an N-vinyllactam-containing polyvinylamine-based polymer includes performing radical polymerization of a vinylamide monomer, a vinyl monomer containing an amide functional group, and, optionally, a vinyl monomer that contains a carboxylic acid group, to obtain a prepolymer. Further, the method includes hydrolyzing the prepolymer under alkaline conditions to obtain the N-vinyllactam-containing polyvinylamine-based polymer.

Claims (42)

1 . A method for producing an N-vinyllactam-containing polyvinylamine-based polymer, the method comprising:

performing radical polymerization of:

(i) a first monomer of formula I

in which R 1 denotes H or a C1-C6 alkyl; and

(ii) a second monomer is a vinyl monomer containing an amide functional group; and

optionally, (iii) a third monomer of a monoethylenically unsaturated carboxylic acid, a monoethylenically unsaturated sulfonic acid or a monoethylenically unsaturated phosphonic acid, or salt forms thereof,

to obtain a prepolymer; and

hydrolyzing the prepolymer under alkaline conditions to obtain the N-vinyllactam-containing polyvinylamine-based polymer.

2 . The method of claim 1 wherein hydrolyzing the prepolymer under alkaline conditions is performed with about 110 to about 130 mole % of sodium hydroxides to vinylformamide at about 70-90° C. about for 2-10 hours to obtain an aqueous water-soluble solution.

3 . The method of claim 2 wherein the aqueous water-soluble solution comprises at least five functional groups including N-vinyllactam, carboxylate, amine, formamide and amidine.

4 . The method of claim 1 wherein the first monomer is a vinylamide monomer.

5 . The method of claim 1 wherein the first monomer is selected from the group consisting of N-vinylformamide, N-vinylacetamide, N-methyl-N-vinylformamide and N-methyl-N-vinylacetamide.

6 . The method of claim 1 wherein the second monomer is a vinyl monomer containing an amide functional group.

7 . The method of claim 1 wherein the second monomer is selected from the group consisting of acrylamide, methacrylamide, t-butyl acrylamide, N-alkylacrylamide, N-alkylmethacrylamide and N-ethylacrylamide.

8 . The method of claim 1 wherein, when performing radical polymerization, the first monomer is present in a mole percentage of from about 10 to about 90% and the second monomer is present in a mole percentage of from about 90 to about 10%.

9 . The method of claim 1 comprising performing radical polymerization of the first monomer, the second monomer, and the third monomer, wherein the third monomer is monoethylenically unsaturated carboxylic acid, or salt forms thereof.

10 . The method of claim 1 comprising performing radical polymerization of the first monomer, the second monomer, and the third monomer, wherein the third monomer is selected from the group consisting of acrylic acid, methacrylic acid, vinylsulfonic acid, or 2-acrylamido-2-methylpropanesulfonic acid, or salt forms thereof.

11 . The method of claim 1 comprising performing radical polymerization of the first monomer, the second monomer and the third monomer, wherein the first monomer is N-vinylformamide with R 1 ═H in formula I, wherein the second monomer is acrylamide, and wherein the third monomer is acrylic acid or a salt form thereof.

12 . The method of claim 1 , wherein the first monomer is N-vinylformamide with R 1 ═H in formula I, and wherein the second monomer is acrylamide.

13 . The method of claim 1 , wherein the first monomer is N-vinylformamide with R 1 ═H in formula I, wherein the second monomer is acrylamide, and wherein for the radical polymerization (i) about 10 to about 90 mol % of N-vinylformamide and (ii) about 90 to about 10 mol % of acrylamide are used.

14 . A method for papermaking, the method comprising:

providing an N-vinyllactam-containing polyvinylamine-based polymer produced by performing radical polymerization of:

(i) a first monomer of formula I

in which R 1 denotes H or a C1-C6 alkyl; and

(ii) a second monomer is a vinyl monomer containing an amide functionality; and

optionally, (iii) a third monomer of a monoethylenically unsaturated carboxylic acid, a monoethylenically unsaturated sulfonic acid or a monoethylenically unsaturated phosphonic acid, or salt forms thereof,

to obtain a prepolymer; and

hydrolyzing the prepolymer under alkaline conditions to obtain the N-vinyllactam-containing polyvinylamine-based polymer; and

adding an effective amount of the N-vinyllactam-containing polyvinylamine-based polymer to pulp fiber to accelerate drainage of the pulp fiber and to increase the retention of fines and fillers by the pulp fiber.

15 . The method of claim 14 wherein the effective amount of the N-vinyllactam-containing polyvinylamine-based polymer is from about 0.01 weight % to about 0.5 weight % based on dry pulp fiber weight.

16 . An N-vinyllactam-containing polyvinylamine-based polymer obtained by:

performing radical polymerization of:

(i) a first monomer of formula I

in which R 1 denotes H or a C1-C6 alkyl; and

(ii) a second monomer is a vinyl monomer containing an amide functionality; and

optionally, (iii) a third monomer of a monoethylenically unsaturated carboxylic acid, a monoethylenically unsaturated sulfonic acid or a monoethylenically unsaturated phosphonic acid, or salt forms thereof,

to obtain a prepolymer; and

hydrolyzing the prepolymer under alkaline conditions to obtain the N-vinyllactam-containing polyvinylamine-based polymer.

17 . The polymer of claim 16 wherein the first monomer is a vinylamide monomer and the second monomer is a vinyl monomer containing an amide functional group.

18 . The polymer of claim 16 wherein the first monomer is selected from the group consisting of N-vinylformamide, N-vinylacetamide, N-methyl-N-vinylformamide and N-methyl-N-vinylacetamide, and wherein the second monomer is selected from the group consisting of acrylamide, methacrylamide, t-butyl acrylamide, N-alkylacrylamide, N-alkylmethacrylamide and N-ethylacrylamide.

19 . The polymer of claim 16 , wherein the first monomer is N-vinylformamide with R 1 ═H in formula I, and wherein the second monomer is acrylamide.

20 . The polymer of claim 16 wherein the prepolymer is obtained from the first monomer, the second monomer, and the third monomer, wherein the first monomer is a vinylamide monomer, wherein the second monomer is a vinyl monomer containing an amide functional group, and wherein the third monomer is monoethylenically unsaturated carboxylic acid, or salt forms thereof.

Assignments (10)
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 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 →
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 →
NOTES PATENT SECURITY AGREEMENT Recorded Jul 7, 2023
From: BIRKO CORPORATION; SOLENIS TECHNOLOGIES, L.P.; INNOVATIVE WATER CARE, LLC; DIVERSEY, INC.; DIVERSEY TASKI, INC.
To: BANK OF NEW YORK MELLON TRUST COMPANY, N.A.
Reel/Frame 064348/0235 →
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 →
2021 NOTES PATENT SECURITY AGREEMENT Recorded Jul 7, 2023
From: BIRKO CORPORATION; SOLENIS TECHNOLOGIES, L.P.; INNOVATIVE WATER CARE, LLC; DIVERSEY, INC.; DIVERSEY TASKI, INC.
To: BANK OF NEW YORK MELLON TRUST COMPANY, N.A.
Reel/Frame 064225/0576 →
ABL PATENT SECURITY AGREEMENT Recorded Jul 6, 2023
From: BIRKO CORPORATION; SOLENIS TECHNOLOGIES, L.P.; INNOVATIVE WATER CARE, LLC; DIVERSEY, INC.; DIVERSEY TASKI, INC.
To: BANK OF AMERICA, N.A.
Reel/Frame 064222/0751 →
TERM LOAN PATENT SECURITY AGREEMENT Recorded Jul 6, 2023
From: BIRKO CORPORATION; SOLENIS TECHNOLOGIES, L.P.; INNOVATIVE WATER CARE, LLC; DIVERSEY, INC.; DIVERSEY TASKI, INC.
To: GOLDMAN SACHS BANK USA
Reel/Frame 064223/0526 →