IP Library Granted Patent US 10,731,063
Granted Patent B2
US 10,731,063 · App. 15/983,571 · Granted Aug 4, 2020

Use of boronic acid-functionalized polymers as Yankee coating adhesives

Inventors: Gary Samuel Furman, Jr. (St. Charles, IL); David J. Castro (DeKalb, IL); Christopher Kaley (Schaumburg, IL); Kevin McDonald (Oak Park, IL); Mingli Wei (Naperville, IL)
Assignee: ECOLAB USA INC.
C09J179/02C09J11/08D21F5/181D21H21/146
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 10,731,063
App. No.
15/983,571
Granted
Aug 4, 2020
Kind
B2
Abstract

Methods and compositions useful in papermaking and tissuemaking applications are provided. Some embodiments of the methods and compositions comprise a polyaminoamide (“PAA”) polymer functionalized with an acrylamidophenyl boronic acid and a crosslinked polyaminoamide functionalized with an acrylamidophenyl boronic acid. The methods and compositions provide useful properties for creping that include good adhesion even under excessively wet conditions, improved film uniformity, and good film durability, while maintaining good film softness and rewettability necessary for efficient runnability of the tissue machine.

Claims (27)

1. A method of treating a creping cylinder, the method comprising:

applying to the creping cylinder a creping adhesive composition comprising a boronic acid-functionalized polymer, wherein the boronic acid-functionalized polymer comprises a unit derived from a vinyl boronic acid monomer of formula (I)

wherein:

X is hydrogen, C 1 -C 12 alkyl, C 2 -C 12 alkenyl, C 2 -C 12 alkynyl, aryl, heteroaryl, halogen, or halosubstituted alkyl;

Y is hydrogen, C 1 -C 12 alkyl, C 2 -C 12 alkenyl, C 2 -C 12 alkynyl, aryl, heteroaryl, halogen, hydroxyl, alkoxy, carboxyl, or sulfonyl;

each Z is the same or different, and is hydrogen, C 1 -C 12 alkyl, C 2 -C 12 alkenyl, C 2 -C 12 alkynyl, aryl, heteroaryl, benzyl, alkylheteroaryl, halogen, halosubstituted alkyl, amino, aminoalkyl, cyano, alkoxy, hydroxyl, thiol, alkylthio, carbonyl, nitro, phosphoryl, phosphonyl, or sulfonyl; and

m is 1, 2, 3, or 4;

or a salt thereof.

2. The method of claim 1 , wherein the vinyl boronic acid monomer is 3-acrylamidophenyl boronic acid.

3. The method of claim 1 , wherein the creping adhesive composition has a pH of from about 6 to about 10.

4. The method of claim 1 , wherein the boronic acid-functionalized polymer is selected from a vinyl boronic acid-functionalized polyaminoamide, a vinyl boronic acid-functionalized crosslinked polyaminoamide polymer, or a combination thereof.

5. The method of claim 4 , wherein the vinyl boronic acid-functionalized crosslinked polyaminoamide polymer is formed from a polyaminoamide crosslinked with an epihalohydrin.

6. The method of claim 5 , wherein the polyaminoamide is a condensation polymer of a multifunctional carboxylic acid, a multifunctional amine, or a combination thereof.

7. The method of claim 6 , wherein the polyaminoamide is formed from diethylene triamine and adipic acid monomers.

8. The method of claim 4 , wherein the polyaminoamide is a condensation polymer of a multifunctional carboxylic acid, a multifunctional amine, or a combination thereof.

9. The method of claim 8 , wherein the polyaminoamide is formed from diethylene triamine and adipic acid monomers.

10. The method of claim 1 , wherein the boronic acid-functionalized polymer has a molecular weight of from about 1,000 Daltons to about 2,000,000 Daltons.

11. The method of claim 1 , wherein the creping cylinder is a Yankee dryer.

12. The method of claim 1 , wherein the vinyl boronic acid monomer is present in the boronic acid-functionalized polymer in an amount of from about 0.01% to about 15% by weight based on the weight of the boronic acid-functionalized polymer.

13. The method of claim 1 , wherein the boronic acid-functionalized polymer has been synthesized by reacting a polyaminoamide or a polyaminoamide-epihalohydrin polymer with the vinyl boronic acid monomer.

14. The method of claim 13 , wherein the polyaminoamide is a condensation polymer of a multifunctional carboxylic acid, a multifunctional amine, or a combination thereof.

15. The method of claim 14 , wherein the polyaminoamide is formed from diethylene triamine and adipic acid monomers.

16. The method of claim 1 , wherein the boronic acid-functionalized polymer is a vinyl boronic acid-functionalized polyaminoamide-epihalohydrin polymer.

17. The method of claim 1 , wherein the creping adhesive composition further comprises a polyvinyl alcohol.

18. The method of claim 1 , wherein the creping adhesive composition is an aqueous mixture or an aqueous solution.

19. The method of claim 1 , wherein the creping cylinder is treated with from about 0.01 to about 100 mg of creping adhesive composition per square meter of creping cylinder.

20. The method of claim 1 , wherein the boronic acid-functionalized polymer is present in the creping adhesive composition in an amount of from about 0.0001% to about 30% by weight based on the weight of the creping adhesive composition.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 18, 2018
From: FURMAN, GARY SAMUEL, JR.; CASTRO, DAVID J.; KALEY, CHRISTOPHER; MCDONALD, KEVIN; WEI, MINGLI
To: ECOLAB USA INC.
Reel/Frame 045846/0460 →
Continuity (2)
Provisional Application 62508645 · May 19, 2017
Related Publication 20180334601A1 · Nov 22, 2018