IP Library Granted Patent US 7,119,148
Granted Patent B2
US 7,119,148 · App. 10/785,403 · Granted Oct 10, 2006

Glyoxylated polyacrylamide composition strengthening agent

Assignee: Georgia-Pacific Resins, Inc.
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 7,119,148
App. No.
10/785,403
Granted
Oct 10, 2006
Kind
B2
Abstract

A method for making a storage-stable glyoxalated polyacrylamide composition suitable for use as a strengthening agent for paper in which the glyoxal is added to the base polyacrylamide polymer in two portions and a scavenger for aldehyde groups is used.

Claims (31)

1. A method for producing a glyoxalated polyacrylamide composition of improved stability useful for strengthening paper comprising reacting a first portion of glyoxal with a polyacrylamide having pendant amide groups to form a glyoxalated polyacrylamide and thereafter acidifying the glyoxalated polyacrylamide and adding a second portion of glyoxal to the acidified glyoxalated polyacrylamide to produce the glyoxalated polyacrylamide composition of improved stability.

2. The method of claim 1 wherein the polyacrylamide is prepared by free radical polymerization of an acrylamide monomer is the presence of a cationic co-monomer.

3. The method of claim 2 wherein the cationic co-monomer is selected from diallyl dimethyl ammonium chloride, 2-vinylpyridine, 4-vinylpryridine, 2-methyl-5-vinyl pyridine, 2-vinyl-N-methylpyridinium chloride, p-vinylphenyl-trimethyl ammonium chloride, 2-(dimethylamino)ethyl methacrylate, trimethyl(p-vinylbenzyl)ammonium chloride, p-dimethylaminoethylstyrene, dimethylaminopropyl acrylamide, 2-methylacroyloxyethyltrimethyl ammonium methylsulfate, 3-acrylamido-3-methylbutyl trimethyl ammonium chloride and 2-(dimethylamino)ethyl acrylate.

4. The method of claim 2 wherein the cationic co-monomer is used in a concentration of 0.1–25 mole percent of the acrylamide monomer.

5. The method of claim 3 wherein the cationic co-monomer is used in a concentration of 0.1–25 mole percent of acrylamide monomer.

6. The method of claim 2 wherein the polyacrylamide is prepared in the presence of a di-functional monomer to obtain a branched structure.

7. The method of claim 6 wherein the di-functional monomer is selected from the group consisting of N,N′-methylene-bisacrylamide, N,N′-methylene-bismethacrylamide, N-allyl acrylamide, N-allyl methacrylamide and mixtures thereof.

8. The method of claim 7 wherein the di-functional monomer is used in a concentration of 0.01–5.0 mole percent of acrylamide monomer.

9. The method of claim 1 wherein the first portion of glyoxal is provided in an amount of 10 to 60 mole percent of the pendant amide groups.

10. The method of claim 9 wherein the second portion of glyoxal is from about 1 to about 75 weight percent of the first portion of glyoxal.

11. The method of claim 9 wherein the second portion of glyoxal is from about 4 to about 50 weight percent of the first portion of glyoxal.

12. The method of claim 1 wherein an aldehyde scavenger is added to the glyoxalated polyacrylamide composition of improved stability.

13. The method of claim 2 wherein an aldehyde scavenger is added to the glyoxalated polyacrylamide composition of improved stability.

14. The method of claim 6 wherein an aldehyde scavenger is added to the glyoxalated polyacrylamide composition of improved stability.

15. The method of claim 11 wherein an aldehyde scavenger is added to the glyoxalated polyacrylamide composition of improved stability.

16. The method of claim 12 wherein the aldehyde scavenger is selected from the group consisting of lactic acid, malic acid, citric acid, choline chloride, and an adduct of choline chloride and acrylamide.

17. The method of claim 12 wherein the aldehyde scavenger is used in an amount of 0.0001 to 0.25 mole per mole of total glyoxal.

18. A glyoxalated polyacrylamide composition of improved stability prepared by reacting a first portion of glyoxal with a polyacrylamide having pendant amide groups to form a glyoxalated polyacrylamide and thereafter acidifying the glyoxalated polyacrylamide and adding a second portion of glyoxal to the acidified glyoxalated polyacrylamide to produce the glyoxalated polyacrylamide composition of improved stability.

19. The glyoxalated polyacrylamide composition of claim 18 wherein the polyacrylamide is prepared by free radical polymerization of an acrylamide monomer is the presence of a cationic co-monomer.

20. The glyoxalated polyacrylamide composition of claim 19 wherein the cationic co-monomer is selected from diallyl dimethyl ammonium chloride, 2-vinylpyridine, 4-vinylpryridine, 2-methyl-5-vinyl pyridine, 2-vinyl-N-methylpyridinium chloride, p-vinylphenyl-trimethyl ammonium chloride, 2-(dimethylamino)ethyl methacrylate, trimethyl(p-vinylbenzyl)ammonium chloride, p-dimethylaminoethylstyrene, dimethylaminopropyl acrylamide, 2-methylacroyloxyethyltrimethyl ammonium methylsulfate, 3-acrylamido-3-methylbutyl trimethyl ammonium chloride and 2-(dimethylamino)ethyl acrylate.

21. The glyoxalated polyacrylamide composition of claim 20 wherein the polyacrylamide is prepared in the presence of a di-functional monomer to obtain a branched structure.

22. The glyoxalated polyacrylamide composition of claim 21 wherein the di-functional monomer is selected from the group consisting of N,N′-methylene-bisacrylamide, N,N′-methylene-bismethacrylamide, N-allyl acrylamide, N-allyl methacrylamide and mixtures thereof.

23. The glyoxalated polyacrylamide composition of claim 19 wherein the first portion of glyoxal is provided in an amount of 10 to 60 mole percent of the pendant amide groups.

24. The glyoxalated polyacrylamide composition of claim 23 wherein the second portion of glyoxal is from about 1 to about 75 weight percent of the first portion of glyoxal.

25. The glyoxalated polyacrylamide composition of claim 23 wherein the second portion of glyoxal is from about 4 to about 50 weight percent of the first portion of glyoxal.

26. The glyoxalated polyacrylamide composition of claim 18 wherein an aldehyde scavenger is added to the glyoxalated polyacrylamide composition of improved stability.

27. The glyoxalated polyacrylamide composition of claim 19 wherein an aldehyde scavenger is added to the glyoxalated polyacrylamide composition of improved stability.

28. The glyoxalated polyacrylamide composition of claim 25 wherein an aldehyde scavenger is added to the glyoxalated polyacrylamide composition of improved stability.

29. The glyoxalated polyacrylamide composition of claim 26 wherein the aldehyde scavenger is selected from the group consisting of lactic acid, malic acid, citric acid, choline chloride, and an adduct of choline chloride and acrylamide.

30. The glyoxalated polyacrylamide composition of claim 26 wherein the aldehyde scavenger is used in an amount of 0.0001 to 0.25 mole per mole of total glyoxal.

31. Paper strengthened with the glyoxalated polyacrylamide composition of claim 18 , 23 , 25 , 26 , or 30 .

Assignments (5)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 1, 2018
From: GEORGIA-PACIFIC CHEMICALS LLC
To: ECOLAB USA INC.
Reel/Frame 045221/0768 →
RELEASE OF SECURITY AGREEMENT Recorded May 16, 2013
From: CITICORP NORTH AMERICA, INC.
To: GEORGIA-PACIFIC LLC, DELAWARE LIMITED PARTNERSHIP; GEORGIA-PACIFIC CONSUMER PRODUCTS LP, DELAWARE LIMITED LIABILITY COMPANY; GEORGIA-PACIFIC CORRUGATED LLC, DELAWARE LIMITED LIABILITY COMPANY; DIXIE CONSUMER PRODUCTS LLC, DELAWARE LIMITED LIABILITY COMPANY; GEORGIA-PACIFIC GYPSUM LLC, DELAWARE LIMITED LIABILITY COMPANY; GEORGIA-PACIFIC CHEMICALS LLC, DELAWARE LIMITED LIABILITY COMPANY; GEORGIA-PACIFIC WOOD PRODUCTS LLC, DELAWARE LIMITED LIABILITY COMPANY; COLOR-BOX LLC, DELAWARE LIMITED LIABILITY COMPANY; GP CELLULOSE GMBH, ZUG, SWITZERLAND LIMITED LIABILITY COMPANY
Reel/Frame 030669/0958 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 13, 2007
From: GEORGIA-PACIFIC RESINS, INC.
To: GEORGIA-PACIFIC CHEMICALS LLC
Reel/Frame 018883/0713 →
SECURITY AGREEMENT Recorded Feb 23, 2006
From: ASHLEY, DREW & NORTHERN RAILWAY COMPANY; BROWN BOARD HOLDING, INC.; CP&P, INC.; COLOR-BOX, LLC; FORT JAMES CORPORATION; FORT JAMES MAINE, INC.; FORT JAMES OPERATING COMPANY; FORT JAMES GREEN BAY L.L.C.; PRIM COMPANY L.L.C.; KMHC, INCORPORATED; GEORGIA-PACIFIC FOREIGN HOLDINGS, INC.; GEORGIA-PACIFIC RESINS, INC.; GEORGIA-PACIFIC WEST, INC.; GEORGIA-PACIFIC FINANCE, LLC; GREAT NORTHERN NEKOOSA CORPORATION; LEAF RIVER FOREST PRODUCTS, INC.; NEKOOSA PACKAGING CORPORATION; MILLENNIUM PACKAGING SOLUTIONS, LLC; SOUTHWEST MILLWORK AND SPECIALTIES, INC.; WEST GEORGIA MANUFACTURING COMPANY; BLUE RAPIDS RAILWAY COMPANY; BRUNSWICK PULP LAND COMPANY, INC.; CECORR, INC.; ENCADRIA STAFFING SOLUTIONS, INC.; FORT JAMES INTERNATIONAL HOLDINGS, LTD.; GEORGIA-PACIFIC INVESTMENT, INC.; FORT JAMES CAMAS L.L.C.; FORT JAMES NORTHWEST L.L.C.; G-P GYPSUM CORPORATION; GEORGIA-PACIFIC CHILDCARE CENTER, LLC; GEORGIA-PACIFIC HOLDINGS, INC.; G-P OREGON, INC.; GEORGIA-PACIFIC ASIA, INC.; GLOSTER SOUTHERN RAILROAD COMPANY; GREAT SOUTHERN PAPER COMPANY; OLD PINE BELT RAILROAD COMPANY; NEKOOSA PAPERS INC.; TOMAHAWK LAND COMPANY; XRS, INC.; PHOENIX ATHLETIC CLUB, INC.; KOCH RENEWABLE RESOURCES, LLC; KOCH FOREST PRODUCTS HOLDING, LLC; KOCH WORLDWIDE INVESTMENTS, INC.; OLD AUGUSTA RAILROAD, LLC; BRUNSWICK CELLULOSE, INC.; LEAF RIVER CELLULOSE, LLC; KOCH CELLULOSE AMERICA MARKETING, LLC; KOCH CELLULOSE, LLC; BLUEYELLOW, LLC
To: CITICORP NORTH AMERICA, INC.
Reel/Frame 017626/0205 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 6, 2004
From: HAGIOPOL, CORNEL; LUO, YUPING; TOWNSEND, DAVID; FAVORS, KARLA; JOHNSTON, JAMES; RINGOLD, CLAY; SADDLER, LAKEISHA; JENKINS, DONALD
To: GEORGIA-PACIFIC RESINS, INC.
Reel/Frame 015522/0605 →
Continuity (1)
Related Publication 20050187356A1 · Aug 25, 2005